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Небесная энциклопедия

Космические корабли и станции, автоматические КА и методы их проектирования, бортовые комплексы управления, системы и средства жизнеобеспечения, особенности технологии производства ракетно-космических систем

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Мониторинг СМИ

Мониторинг СМИ и социальных сетей. Сканирование интернета, новостных сайтов, специализированных контентных площадок на базе мессенджеров. Гибкие настройки фильтров и первоначальных источников.

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Поддерживает ввод нескольких поисковых фраз (по одной на строку). При поиске обеспечивает поддержку морфологии русского и английского языка
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Применить Всего найдено 2675. Отображено 100.
05-01-2012 дата публикации

Process for the catalytic halogenation of a diol

Номер: US20120004432A1
Принадлежит: Akzo Nobel NV

The present invention relates to a process for the catalytic halogenation of an organic compound comprising at least one vicinal diol moiety, said process comprising a step of bringing the organic compound comprising at least one vicinal diol moiety into contact with a hydrogen halide in the presence of a catalyst, characterized in that the catalyst is an organic compound comprising a β-diketone moiety or a β-keto aldehyde moiety.

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07-06-2012 дата публикации

Process for producing hydrogenolysis products of polyhydric alcohols

Номер: US20120142976A1
Принадлежит: Kao Corp

The present invention relates to a process for producing hydrogenolysis products of polyhydric alcohols with a good selectivity and a high yield, as well as hydrogenolysis catalysts used in the production process. The present invention provides (1) a process for producing a hydrogenolysis product of a polyhydric alcohol which includes the step of reacting the polyhydric alcohol with hydrogen in the presence of a catalyst containing a copper component, wherein the catalyst is a catalyst (A) containing the copper component, an iron component and an aluminum component, or a catalyst (B) containing the copper component and a silicon component; and (2) a hydrogenolysis catalyst for polyhydric alcohols which includes a copper component, an iron component and an aluminum component, and (3) a hydrogenolysis catalyst for polyhydric alcohols which includes a copper component and a silicon component.

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11-04-2013 дата публикации

METHOD FOR PREPARING CHLOROHYDRINS AND METHOD FOR PREPARING EPICHLOROHYDRIN USING CHLOROHYDRINS PREPARED THEREBY

Номер: US20130090485A1
Принадлежит:

A method of preparing chlorohydrins and a method of preparing epichlorohydrin by using chlorohydrins prepared using the method are provided. The method of preparing chlorohydrins by reacting polyhydroxy aliphatic hydrocarbon with a chlorination agent in the presence of a catalyst includes at least one combination of a series of unit operations including a first reaction step, a water removal step, and a second reaction step, in that respective order, and after mixing at least a portion of a reaction mixture discharged from at least one reaction steps from among the plurality of reaction steps with an additional chlorination agent, recirculating the resulting mixture to the reaction step from which the reaction mixture was discharged. The method of preparing epichlorohydrin includes a step of reacting chlorohydrins prepared using the method of preparing chlorohydrins, with an alkaline agent. 1. A method of preparing chlorohydrins by reacting polyhydroxy aliphatic hydrocarbon with a chlorination agent in the presence of a catalyst , the method comprising at least one combination of a series of unit operations comprising a plurality of reaction steps and a water removal step in the following stated order:a first reaction step of reacting the polyhydroxy aliphatic hydrocarbon with the chlorination agent;a water removal step of removing water as a by-product from a reaction mixture discharged from the first reaction step; anda second reaction step of reacting at least one constituent of the dehydrated reaction mixture with at least one of the chlorination agent and an additional chlorination agent,wherein at least a portion of a reaction mixture discharged from at least one reaction steps from among the plurality of reaction steps is mixed with an additional chlorination agent, and the resulting mixture is then recirculated to the reaction step from which the reaction mixture was discharged.2. A method of preparing chlorohydrins , the method comprising:introducing ...

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18-04-2013 дата публикации

METHOD FOR PREPARING CHLOROHYDRINS AND METHOD FOR PREPARING EPICHLOROHYDRIN USING CHLOROHYDRINS PREPARED THEREBY

Номер: US20130096327A1
Принадлежит:

A method of preparing chlorohydrins and a method of preparing epichlorohydrin by using chlorohydrins prepared using the method are provided. The method of preparing chlorohydrins by reacting polyhydroxy aliphatic hydrocarbon with a chlorination agent in the presence of a catalyst includes at least one combination of a series of unit operations including a first reaction step, a water removal step, and a second reaction step, in that respective order, wherein the method further includes purifying chlorohydrins from a reaction mixture discharged from a final reaction step of the plurality of reaction steps. The method of preparing epichlorohydrin includes reacting chlorohydrins prepared using the method of preparing chlorohydrins, with an alkaline agent. 1. A method of preparing chlorohydrins by reacting polyhydroxy aliphatic hydrocarbon with a chlorination agent in the presence of a catalyst , the method comprising at least one combination of a series of unit operations comprising a plurality of reaction steps and a water removal step in the following stated order:a first reaction step of reacting the polyhydroxy aliphatic hydrocarbon with the chlorination agent;a water removal step of removing water as a by-product from a reaction mixture discharged from the first reaction step; anda second reaction step of reacting at least one constituent of the dehydrated reaction mixture with at least one of the chlorination agent and an additional chlorination agent,wherein the method further comprises purifying a reaction mixture discharged from a final reaction step of the plurality of reaction steps to obtain a concentrate of chlorohydrins.2. The method of claim 1 , further comprising mixing at least a portion of a reaction mixture discharged from at least one reaction steps from among the plurality of reaction steps claim 1 , with an additional chlorination agent and then recirculating the resultant mixture to the reaction step from which the reaction mixture was discharged ...

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25-04-2013 дата публикации

METHOD FOR PREPARING CHLOROHYDRINS AND METHOD FOR PREPARING EPICHLOROHYDRIN USING CHLOROHYDRINS PREPARED THEREBY

Номер: US20130102798A1
Принадлежит: Samsung Fine Chemicals Co. Ltd

A method of preparing chlorohydrins and a method of preparing epichlorohydrin using chlorohydrins prepared by using the same method are provided. The method is to prepare chlorohydrins by reacting polyhydroxy aliphatic hydrocarbon with a chlorination agent in the presence of a catalyst, and the method includes at least one combination of a series of unit operations including the following steps in the following stated order: a first reaction step; a water removal step; and a second reaction step, wherein the water removing step is performed by distillation operation based on a boiling point difference between constituents of a reaction mixture. The method of preparing epichlorohydrin includes reacting chlorohydrins prepared by using the method of preparing chlorohydrins with an alkaline agent. 1. A method of preparing chlorohydrins by reacting polyhydroxy aliphatic hydrocarbon with a chlorination agent in the presence of a catalyst , the method comprising at least one combination of a series of unit operations comprising the following steps in the following stated order:a first reaction step for reacting polyhydroxy aliphatic hydrocarbon with a chlorination agent;a water removal step for removing water as a by-product from a reaction mixture discharged from the first reaction step; anda second reaction step for reacting at least one constituent of the reaction mixture from which water is removed, with at least one of the chlorination agent and an additional chlorination agent,wherein the reaction mixture introduced into the water removal step comprises polyhydroxy aliphatic hydrocarbon, chlorohydrins, and an intermediate product as a reaction product of the catalyst and the polyhydroxy aliphatic hydrocarbon at a ratio of 0 to 90 parts by weight of the polyhydroxy aliphatic hydrocarbon: 5 to 95 parts by weight of the chlorohydrins: 5 to 12 parts by weight of the intermediate product, andthe water removal step is performed by distillation based on a boiling point ...

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25-04-2013 дата публикации

METHOD FOR PREPARING CHLOROHYDRINS COMPOSITION AND METHOD FOR PREPARING EPICHLOROHYDRIN USING CHLOROHYDRINS COMPOSITION PREPARED THEREBY

Номер: US20130102799A1
Принадлежит:

A method of preparing a chlorohydrin composition and a method of preparing epichlorohydrin by using a chlorohydrin composition prepared by using the method are provided. The method of preparing a chlorohydrin composition in which a polyhydroxy aliphatic hydrocarbon is reacted with a chlorination agent in the presence of a catalyst includes performing at least one combination of a series of unit operations comprising a first reaction step, a water removal step, and a second reaction step in this stated order, wherein the method further includes mixing a chlorohydrin concentrate obtained by purifying the reaction mixture discharged from the final reaction step from among the plurality of reaction steps and a water-rich layer discharged from the water-removal step. The method of preparing epichlorohydrin includes contacting the chlorohydrin composition prepared by using the method of preparing a chlorohydrin composition with an alkaline agent 1. A method of preparing a chlorohydrin composition in which a polyhydroxy aliphatic hydrocarbon is reacted with a chlorination agent in the presence of a catalyst , the method comprises at least one combination of a series of unit operations comprisinga first reaction step for reacting the polyhydroxy aliphatic hydrocarbon with the chlorination agent,a water removal step for separating a reaction mixture comprising water as a by-product discharged from the first reaction step into a water-rich layer and a water-deficient layer, anda second reaction step for reacting at least one constituent of the reaction mixture from which water is removed, with at least one of the chlorination agent and an additional chlorination agent,wherein these steps are performed in this stated order, and the method further comprisespurifying the reaction mixture discharged from the final reaction step from among the plurarity of reaction steps to obtain a chlorohydrin concentrate, andmixing the water-rich layer, and the chlorohydrin concentrate.2. A ...

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25-04-2013 дата публикации

METHOD FOR PREPARING CHLOROHYDRINS COMPOSITION AND METHOD FOR PREPARING EPICHLOROHYDRIN USING CHLOROHYDRINS COMPOSITION PREPARED THEREBY

Номер: US20130102800A1
Принадлежит:

Disclosed are a method for preparing chlorohydrins composition and a method for preparing epichlorohydrin using chlorohydrins prepared thereby. The disclosed method for preparing chlorohydrins composition reacts polyhydroxy aliphatic hydrocarbon with a chlorination agent in the presence of a catalyst, comprises at least one combination of a series of unit operations including a first reaction step, a water removal step, and a second reaction step in the respective order, and additionally comprises a step for reacting the chlorohydrins composition derived from a plurality of reaction mixtures discharged from the plurality of reaction steps with an alkaline chemical, and removing the catalyst included in the chlorohydrins composition in the form of an alkali metal salt. The disclosed method for preparing epichlorohydrin includes a step for contacting the chlorohydrins composition, which was prepared using the method for preparing chlorohydrins composition, with an alkaline chemical. 1. A method for preparing chlorohydrins composition by reacting polyhydroxy aliphatic hydrocarbon with a chlorination agent in the presence of a catalyst , the method comprising at least one combination of a series of unit operations comprising the following steps in the following stated order:a first reaction step for reacting polyhydroxy aliphatic hydrocarbon with a chlorination agent;a water removal step for removing water as a by-product from a reaction mixture discharged from the first reaction step; anda second reaction step for reacting at least one constituent of the reaction mixture from which water is removed, with at least one of the chlorination agent and an additional chlorination agent,wherein the method additionally comprises a step for reacting the chlorohydrins composition derived from a plurality of reaction mixtures discharged from the plurality of reaction steps with an alkaline agent, and removing the catalyst comprised in the chlorohydrins composition in the form of ...

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25-04-2013 дата публикации

METHOD FOR PREPARING CHLOROHYDRINS COMPOSITION AND METHOD FOR PREPARING EPICHLOROHYDRIN USING CHLOROHYDRINS COMPOSITION PREPARED THEREBY

Номер: US20130102801A1
Принадлежит:

Provided are a method of preparing a chlorohydrin composition and a method of preparing epichlorohydrin by using a chlorohydrin composition prepared by using the method. The method of preparing chlorohydrins in which polyhydroxy aliphatic hydrocarbon is reacted with a chlorination agent in the presence of a catalyst includes performing at least one combination of a series of unit operations comprising a first reaction step, a water removal step, and a second reaction step in this stated order, wherein the method further includes mixing a chlorohydrin concentrate obtained by purifying the reaction mixture discharged from the final reaction step from among the reaction steps and a water-rich layer discharged from the water-removal step and diluting the mixture with water. The method of preparing epichlorohydrin includes contacting the chlorohydrin composition prepared by using the method of preparing a chlorohydrin composition with an alkaline agent. 1. A method of preparing a chlorohydrin composition in which a polyhydroxy aliphatic hydrocarbon is reacted with a chlorination agent in the presence of a catalyst , the method comprises at least one combination of a series of unit operations comprisinga first reaction step for reacting the polyhydroxy aliphatic hydrocarbon with the chlorination agent,a water removal step for separating a reaction mixture comprising water as a by-product discharged from the first reaction step into a water-rich layer and a water-deficient layer, anda second reaction step for reacting at least one constituent of the reaction mixture from which water is removed with, at least one of the chlorination agent and an additional chlorination agent,wherein these steps are performed in this stated order, and the method further comprisespurifying the reaction mixture discharged from the final reaction step from among the plurality of reaction steps to obtain a chlorohydrin concentrate,mixing the water-rich layer and the chlorohydrin concentrate to ...

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04-07-2013 дата публикации

Process for the production of hexanediols

Номер: US20130172579A1
Принадлежит: EI Du Pont de Nemours and Co

Disclosed are processes for preparing 1,2-cyclohexanediol, and mixtures of 1,2-cyclohexanediol and 1,6-hexanediol, by hydrogenating 1,2,6-hexanetriol.

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29-08-2013 дата публикации

PROCESS FOR THE MANUFACTURE OF DICHLOROPROPANOL

Номер: US20130225843A1
Принадлежит: SOLVAY SA

A process for manufacturing dichloropropanol in which glycerol and/or monochloropropanediol are reacted with hydrogen chloride, in a liquid reaction medium, which is in contact with a gaseous phase, in at least two reactors arranged in a loop, and under a partial pressure of hydrogen chloride in the first reactor which is greater than the partial pressure of hydrogen chloride in the second reactor. This process is suitable for recovering dichloropropanol free from hydrogen chloride and the recovered dichloropropanol may be used in subsequent reactions while avoiding overconsumption of basic agent and loss of recoverable hydrogen chloride, and corrosion during transfer and storage of dichloropropanol will be limited. 1. A process for manufacturing dichloropropanol wherein glycerol and/or monochloropropanediol are reacted with hydrogen chloride , in a liquid reaction medium , which is in contact with a gaseous phase , in at least two reactors arranged in a loop , and under a partial pressure of hydrogen chloride in the first reactor which is greater than the partial pressure of hydrogen chloride in the second reactor.2. The process according to claim 1 , comprising at least two separation operations claim 1 , including one in at least one evaporator in which the value of the partial pressure of hydrogen chloride is between the partial pressure of hydrogen chloride in the second reactor and the partial pressure of hydrogen chloride in the first reactor and including another in at least one distillation column claim 1 , according to which:the first reactor is supplied with a first gas flow containing hydrogen chloride and the second reactor with a first liquid flow containing glycerol and optionally water and hydrogen chloride, and a second liquid flow containing a catalyst;drawn off from the first reactor is a third liquid flow and the evaporator is supplied with this third liquid flow;drawn off from the evaporator is a second gas flow in which the weight ratio of ...

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31-10-2013 дата публикации

Methods and systems for generating polyols

Номер: US20130289302A1
Автор: Randy D. Cortright
Принадлежит: Virent Inc

Disclosed are methods for generating propylene glycol, ethylene glycol and other polyols, diols, ketones, aldehydes, carboxylic acids and alcohols from biomass using hydrogen produced from the biomass. The methods involve reacting a portion of an aqueous stream of a biomass feedstock solution over a catalyst under aqueous phase reforming conditions to produce hydrogen, and then reacting the hydrogen and the aqueous feedstock solution over a catalyst to produce propylene glycol, ethylene glycol and the other polyols, diols, ketones, aldehydes, carboxylic acids and alcohols. The disclosed methods can be run at lower temperatures and pressures, and allows for the production of oxygenated hydrocarbons without the need for hydrogen from an external source.

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31-10-2013 дата публикации

PRODUCTION OF ALPHA, OMEGA-DIOLS

Номер: US20130289311A1
Принадлежит:

Disclosed herein are processes for preparing an α,ω-C-diol, wherein n is 5 or greater, from a feedstock comprising a Coxygenate. In one embodiment, the process comprises contacting the feedstock with hydrogen gas in the presence of a catalyst comprising Cu, a Cu oxide, or mixtures thereof; a heteropoly acid component comprising H[P(WO)], H[Si(WO)], H[P(MoO)], H[Si(MoO)], CsH[P(WO)], CsH[Si(WO)], or mixtures thereof; optionally a second metal component comprising Cr, a Cr oxide, Ni, a Ni oxide, Mn, a Mn oxide, Fe, an Fe oxide, Co, a Co oxide, Mo, a Mo oxide, W, a W oxide, Re, a Re oxide, Zn, or a Zn oxide, Ag, a Ag oxide, SiO, or AlO; optionally at least one promoter comprising Na, K, Mg, Rb, Cs, Ca, Sr, Ba, Ce, or mixtures thereof; and optionally a support. 1. A process for preparing an α ,ω-C-diol , comprising the steps:{'sub': 'n', '(a) providing a feedstock comprising a Coxygenate;'}{'sub': 'n', '(b) contacting the feedstock with hydrogen gas, in the presence of a catalyst and at a temperature and for a time sufficient to form a product mixture comprising an α,ω-C-diol;'}wherein n is 5 or greater; and wherein the catalyst comprises a first metal component, a heteropoly acid component, optionally a second metal component, optionally at least one promoter, and optionally a support;wherein:the first metal component comprises Cu, a Cu oxide, or mixtures thereof;{'sub': 3', '3', '10', '4', '4', '3', '10', '4', '4', '3', '10', '4', '4', '3', '10', '4', '2.5', '0.5', '3', '10', '4', '2.5', '0.5', '3', '10', '4, 'the heteropoly acid component comprises H[P(WO)], H[Si(WO)], H[P(MoO)], H[Si(MoO)], CsH[P(WO)], CsH[Si(WO)], or mixtures thereof;'}{'sub': 2', '2', '3, 'the second metal component comprises Cr, a Cr oxide, Ni, a Ni oxide, Mn, a Mn oxide, Fe, an Fe oxide, Co, a Co oxide, Mo, a Mo oxide, W, a W oxide, Re, a Re oxide, Zn, or a Zn oxide, Ag, a Ag oxide, SiO, or AlO; and'}the promoter comprises Na, K, Mg, Rb, Cs, Ca, Sr, Ba, Ce, or mixtures thereof.2. The process of ...

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31-10-2013 дата публикации

PRODUCTION OF ALPHA, OMEGA-DIOLS

Номер: US20130289312A1
Принадлежит: E I DU PONT DE MEMOURS AND COMPANY

Disclosed herein are processes for preparing an α,ω-C-diol, wherein n is 5 or greater, from a feedstock comprising a Coxygenate. In some embodiments, the process comprises contacting the feedstock with hydrogen gas in the presence of a catalyst comprising metals M1, M2, and M3 and optionally a support, wherein: M1 is Mn, Cr, V, or Ti; M2 is Ni, Co, or Fe; and M3 is Cu, Ag, Pt, Pd or Au; or M1 is Pt or Rh; M2 is Cu, Ni or Pd; and M3 is Mo, Re or W. The Coxygenate may be obtained from a biorenewable resource. 2. The process of claim 1 , wherein n=5 or 6.3. The process of claim 1 , wherein the optional support is present in the catalyst and comprises WO claim 1 , SiO claim 1 , AlO claim 1 , carbon claim 1 , TiO claim 1 , ZrO claim 1 , SiO—AlO claim 1 , montmorillonite claim 1 , SiO—TiO claim 1 , tungstated ZrO claim 1 , zeolites claim 1 , VO claim 1 , MoO claim 1 , or mixtures thereof.4. The process of claim 1 , wherein the Coxygenate comprises 1 claim 1 ,2 claim 1 ,6-hexanetriol; 1 claim 1 ,2 claim 1 ,5-pentanetriol; 2H-tetrahydropyran-2-methanol; tetrahydrofuran-2 claim 1 ,5-dimethanol; furan-2 claim 1 ,5-dimethanol; 2 claim 1 ,5 dihydrofuran-2 claim 1 ,5-dimethanol; levoglucosenone; levoglucosan; levoglucosenol; 1 claim 1 ,6-anhydro-3 claim 1 ,4-dideoxy-p-D-pyranose-2-one; isosorbide; hydroxymethylfurfural; sorbitol; glucose; fructose; xylitol; 3 claim 1 ,4-dihydro-2H-pyran-2-carbaldehyde; 1 claim 1 ,2 claim 1 ,5 claim 1 ,6-hexanetetraol; 1 claim 1 ,2 claim 1 ,3 claim 1 ,5 claim 1 ,6-hexanepentanol; 1 claim 1 ,5-anhydro-3 claim 1 ,4-dideoxy-hexitol; 5-hydroxy-2H-tetrahydropyran-2 methanol; furfural; furfuryl alcohol; tetrahydrofurfuryl alcohol; pentoses; dimers containing pentose; oligomers containing pentose; hexoses; dimers containing hexose; oligomers containing hexose; condensation products from the reaction of 5-(hydroxymethyl)-2-furfural with ketones and/or aldehydes; and condensation products from the reaction of furfural with ketones and/or aldehydes.5. The ...

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31-10-2013 дата публикации

PRODUCTION OF ALPHA, OMEGA-DIOLS

Номер: US20130289318A1
Принадлежит: E I DU PONT DE NEMOURS AND COMPANY

Disclosed herein are processes for preparing an α,ω-C-diol, wherein n is 5 or greater, from a feedstock comprising a Coxygenate. In one embodiment, the process comprises contacting the feedstock with hydrogen gas in the presence of a catalyst comprising Pt, Cu, Ni, Pd, Pt, Rh, Ir, Ru, or Fe on a WOor WOsupport. In one embodiment, the process comprises contacting the feedstock with hydrogen in the presence of a catalyst comprising a metal M1 and a metal M2 or an oxide of M2, and optionally a support. In one embodiment, M1 is Pd, Pt, or Ir; and M2 is Mo, W, V, Mn, Re, Zr, Ni, Cu, Zn, Cr, Ge, Sn, Ti, Au, or Co. The Coxygenate may be obtained from a biorenewable resource. 2. The process of claim 1 , wherein n=5 or 6.3. The process of wherein the optional support is present in the catalyst and comprises WO claim 1 , SiO claim 1 , AlO claim 1 , carbon claim 1 , TiO claim 1 , ZrO claim 1 , SiO—AlO claim 1 , montmorillonite claim 1 , SiO—TiO claim 1 , tungstated ZrO claim 1 , zeolites claim 1 , VO claim 1 , MoO claim 1 , or mixtures thereof.4. The process of wherein the Coxygenate comprises 1 claim 1 ,2 claim 1 ,6-hexanetriol; 1 claim 1 ,2 claim 1 ,5-pentanetriol; 2H-tetrahydropyran-2-methanol; tetrahydrofuran-2 claim 1 ,5-dimethanol; furan-2 claim 1 ,5-dimethanol; 2 claim 1 ,5 dihydrofuran-2 claim 1 ,5-dimethanol; levoglucosenone; levoglucosan; levoglucosenol; 1 claim 1 ,6-anhydro-3 claim 1 ,4-dideoxy-p-D-pyranose-2-one; isosorbide; hydroxymethylfurfural; sorbitol; glucose; fructose; xylitol; 3 claim 1 ,4-dihydro-2H-pyran-2-carbaldehyde; 1 claim 1 ,2 claim 1 ,5 claim 1 ,6-hexanetetraol; 1 claim 1 ,2 claim 1 ,3 claim 1 ,5 claim 1 ,6-hexanepentanol; 1 claim 1 ,5-anhydro-3 claim 1 ,4-dideoxy-hexitol; 5-hydroxy-2H-tetrahydropyran-2 methanol; furfural; furfuryl alcohol; tetrahydrofurfuryl alcohol; pentoses; dimers containing pentose; oligomers containing pentose; hexoses; dimers containing hexose; oligomers containing hexose; condensation products from the reaction of 5-( ...

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31-10-2013 дата публикации

PRODUCTION OF ALPHA, OMEGA-DIOLS

Номер: US20130289319A1
Принадлежит: E I DU PONT DE NEMOURS AND COMPANY

Disclosed herein are processes for preparing an α,ω-C-diol, wherein n is 5 or greater, from a feedstock comprising a Coxygenate. In one embodiment, the process comprises contacting the feedstock with hydrogen gas in the presence of a catalyst comprising a first metal component comprising Ni, Ir, Pt, Rh, Ru, Pd, Fe, Ag, or Au; a heteropoly acid component comprising H[P(WO)], H[Si(WO)], H[P(MoO)], H[Si(MoO)], CsH[P(WO)]CsH[Si(WO)], or mixtures thereof; optionally a second metal component comprising Cr, a Cr oxide, Ni, a Ni oxide, Fe, a Fe oxide, Co, a Co oxide, Mn, a Mn oxide, Mo, a Mo oxide, W, a W oxide, Re, a Re oxide, Zn, a Zn oxide, SiO, or AlO; optionally at least one promoter comprising Na, K, Mg, Rb, Cs, Ca, Sr, Ba, Ce, or mixtures thereof; and optionally a support. In one embodiment, the optional support is present in the catalyst and comprises WO, SiO, AlO, carbon, TiO, ZrO, SiO—AlO, montmorillonite, SiO—TiO, tungstated ZrO, zeolites, VO, MoO, or mixtures thereof. The Coxygenate may be obtained from a biorenewable resource. 1. A process for preparing an α ,ω-C-diol , comprising the steps:{'sub': 'n', '(a) providing a feedstock comprising a Coxygenate;'}{'sub': 'n', '(b) contacting the feedstock with hydrogen gas, in the presence of a catalyst and at a temperature and for a time sufficient to form a product mixture comprising an α,ω-C-diol;'}wherein n is 5 or greater; and wherein the catalyst comprises a first metal component, a heteropoly acid component, optionally a second metal component, optionally at least one promoter, and optionally a support; wherein:the first metal component comprises Ni, Ir, Pt, Rh, Ru, Pd, Fe, Ag, or Au;{'sub': 3', '3', '10', '4', '4', '3', '10', '4', '4', '3', '10', '4', '4', '3', '10', '4', '2.5', '0.5', '3', '10', '4', '2.5', '0.5', '3', '10', '4, 'the heteropoly acid component comprises H[P(WO)], H[Si(WO)], H[P(MoO)], H[Si(MoO)], CsH[P(WO)], CsH[Si(WO)], or mixtures thereof;'}{'sub': 2', '2', '3, 'the second metal component ...

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26-12-2013 дата публикации

Reduction of c-0 bonds by catalytic transfer hydrogenolysis

Номер: US20130345445A1
Принадлежит: KAT2BIZ AB

The present invention relates to a method of reducing a C—O bond to the corresponding C—H bond in a substrate which could be a benzylic alcohol, allylic alcohol, ester, or ether or an ether bond beta to a hydroxyl group or alpha to a carbonyl group.

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09-01-2014 дата публикации

Method for Producing Fluorine-Containing Substituted Compound and Fluorine-Containing Substituted Compound

Номер: US20140012027A1
Принадлежит:

A method for producing a fluorine-containing substituted compound, the method including: introducing an organofluorine compound and an organolithium compound into a microreactor provided with a flow path capable of mixing a plurality of liquids, to thereby obtain a reaction product; and introducing, into the microreactor, the reaction product and an electrophile exhibiting electrophilic effect on the reaction product, to thereby obtain a fluorine-containing substituted compound. 1. A method for producing a fluorine-containing substituted compound , the method comprising:introducing an organofluorine compound and an organolithium compound into a microreactor provided with a flow path capable of mixing a plurality of liquids, to thereby obtain a reaction product; andintroducing, into the microreactor, the reaction product and an electrophile exhibiting electrophilic effect on the reaction product, to thereby obtain a fluorine-containing substituted compound.2. The method according to claim 1 ,wherein the organofluorine compound is a fluoroalkyl halide having 6 carbon atoms, and {'br': None, 'i': T≦−', 't−, '3.848.'}, 'wherein a temperature T (° C.) inside the microreactor into which the organofluorine compound and the organolithium compound have been introduced and a residence time t (sec) thereof in the microreactor satisfy the following relation3. The method according to claim 1 ,wherein the organofluorine compound is a fluoroalkyl halide having 2 carbon atoms, andwherein a temperature T (° C.) inside the microreactor into which the organofluorine compound and the organolithium compound have been introduced and a residence time t (sec) thereof in the microreactor satisfy the relations −100≦T≦0 and 0.15≦t≦8.4, respectively.4. The method according to claim 1 ,wherein the organofluorine compound is a fluoroalkyl halide having 3 carbon atoms, and {'br': None, 'i': T≦−', 't−, '3.245.'}, 'wherein a temperature T (° C.) inside the microreactor into which the organofluorine ...

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06-02-2014 дата публикации

Methods for producing bioderived propylene glycol

Номер: US20140039224A1
Принадлежит: Archer Daniels Midland Co

In the process of distilling a polyol product mixture including one or both of a biobased propylene glycol and a biobased ethylene glycol from the reaction of hydrogen with a biobased feed, it has been discovered that undesirable epoxides can form, and the present invention provides means for guarding against their formation, for removing epoxides which do form by particular methods of distilling, and for removing the epoxides from a finished, otherwise commercially acceptable biobased glycol product.

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27-02-2014 дата публикации

SYSTEM FOR FLUORINATING ORGANIC COMPOUNDS

Номер: US20140058106A1
Принадлежит:

Described herein are fluorinated organic compounds and methods of making fluorinated organic compounds, for example, using palladium complexes. Also described herein are compositions and kits containing compounds and palladium complexes described herein. 2. The palladium complex of claim 1 , wherein the palladium complex further comprises a negatively charged counterion X claim 1 , wherein X is selected from BF claim 1 , BPh claim 1 , PF claim 1 , [BArF] claim 1 , B(CF) claim 1 , SbF claim 1 , and CFSO.3. The palladium complex of claim 1 , wherein Z is —N(R)—.4. The palladium complex of claim 3 , wherein Ris —S(O)R.5. The palladium complex of claim 4 , wherein Ris optionally substituted aryl.7. The palladium complex of claim 1 , wherein Ris pyridyl.8. The palladium complex of claim 1 , wherein Ris halogen claim 1 , an optionally substituted heteroaryl claim 1 , or —OR.9. The palladium complex of claim 8 , wherein Ris —Cl or pyridyl.10. The palladium complex of claim 1 , wherein Ris —C(═O)Ror —S(O)R.11. The palladium complex of claim 10 , wherein Ris an optionally substituted aliphatic.12. The palladium complex of claim 11 , wherein Ris —C(═O)CHor —S(O)CF.15. The method of claim 14 , wherein the organic compound comprises an aryl group.16. The method of claim 14 , wherein the organic compound comprises a boron substituent.18. The method of claim 14 , wherein the fluorinating agent provides a source of F.20. The palladium complex of claim 19 , wherein Ris pyridyl.21. The palladium complex of claim 19 , wherein Ris halogen claim 19 , an optionally substituted heteroaryl claim 19 , or —OR.22. The palladium complex of claim 21 , wherein Ris —Cl or pyridyl.23. The palladium complex of claim 21 , wherein Ris —C(═O)Ror —S(O)R.24. The palladium complex of claim 23 , wherein Ris an optionally substituted aliphatic.25. The palladium complex of claim 24 , wherein Ris —C(═O)CHor —S(O)CF. The present application is a Continuation of U.S. application Ser. No. 12/865,703, which is ...

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06-03-2014 дата публикации

DIRECT TRIFLUOROMETHYLATIONS USING TRIFLUOROMETHANE

Номер: US20140066640A1
Принадлежит: UNIVERSITY OF SOUTHERN CALIFORNIA

A direct trifluoromethylation method preferably using a trifluoromethane as a fluoro-methylating species. In particular, the present method is used for preparing a trifluoromethylated substrate by reacting a fluoromethylatable substrate with a trifiuoromethylating agent in the presence of an alkoxide or metal salt of silazane under conditions sufficient to trifluoromethylate the substrate; wherein the fluoromethylatable substrate includes chlorosilanes, carbonyl compounds such as esters, aryl halides, aldehydes, ketones, chalcones, alkyl formates, alkyl halides, aryl halides, alkyl borates, carbon dioxide or sulfur. 1. A method for preparing a trifluoromethylated product , which comprises reacting a fluoromethylatable substrate with a trifluoromethylating agent in the presence of a base under conditions sufficient to trifluoromethylate the substrate; wherein the fluoromethylatable substrate comprises a compound selected from the group consisting of chlorosilanes , carbonyl compounds such as esters , aryl halides , aldehydes , ketones , chalcones , alkyl formates , alkyl halides , aryl halides , alkyl borates , carbon dioxide and sulfur.2. The method of claim 1 , wherein the trifluoromethylating agent is trifluoromethane.3. The method of claim 1 , wherein the substrate comprises chlorotrimethylsilane claim 1 , chlorotriethylsilane claim 1 , chlorotriisopropylsilane claim 1 , chloro(t-butyldimethyl)silane claim 1 , chloro(tris(trimethylsilyl)) silane claim 1 , dichlorodiethylsilane claim 1 , benzaldehyde claim 1 , p-anisaldehyde claim 1 , 3-methylbenzaldehyde claim 1 , 1-anthracenaldehyde claim 1 ,furan-2-carboxaldehyde claim 1 , benzophenone claim 1 , 4-methoxybenzophenone claim 1 , 4-methylbenzophenone claim 1 , 3-nitrobenzophenone claim 1 , 4-fluorobenzophenone claim 1 , chalcone claim 1 , 4′-methoxychalcone claim 1 , 4′-nitrochalcone claim 1 , 4 claim 1 ,4′-difluorochalcone claim 1 , 4′-chlorochalcone claim 1 , methyl benzoate claim 1 , benzyl bromide claim 1 , ...

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07-01-2016 дата публикации

PROCESS FOR HYDROGENOLYSIS OF GLYCEROL

Номер: US20160002129A1
Принадлежит: UNIVERSITY OF SASKATCHEWAN

A process for the hydrogenolysis of glycerol to produce propylene glycol as the major product comprising contacting the glycerol with hydrogen in the presence of a heterogeneous catalyst under conditions for the formation of propylene glycol is disclosed. In particular, propylene glycol is formed with a selectivity of greater than about 90%. 1. A process for the hydrogenolysis of glycerol to produce propylene glycol comprising:(a) contacting the glycerol with hydrogen in the presence of a heterogeneous catalyst under conditions for the formation of propylene glycol; and(b) optionally isolating the propylene glycol,wherein the heterogeneous catalyst comprises, consists essentially of or consists of Cu, Cr, Zn and Zr.2. The process of claim 1 , wherein the propylene glycol is formed as the major product in the process3. The process of claim 2 , wherein the propylene glycol is formed with a selectivity of greater than 90% claim 2 , 95% claim 2 , 96% claim 2 , 97% claim 2 , or 98%.4. The process of claim 1 , wherein the catalyst is prepared using a co-precipitation method.5. The process of claim 1 , wherein the heterogeneous catalyst comprises claim 1 , consists essentially of or consists of Cu claim 1 , Zn claim 1 , Cr and Zr in an elemental molar ratio (Cu:Zn:Cr:Zr) of 3:2:1:1 claim 1 , 3:2:1:2 claim 1 , 3:2:1:3 or 3:2:1:4.67.-. (canceled)8. The process of claim 1 , wherein the glycerol is a solution comprising at least about 50% (w/w) glycerol.9. The process of claim 8 , wherein the glycerol is an aqueous solution comprising about 60% (w/w) to about 90% (w/w) claim 8 , about 70% (w/w) to about 85% (w/w) claim 8 , about 80% (w/w) glycerol or about 70% (w/w) glycerol.10. The process of claim 1 , wherein the glycerol is crude glycerol obtained as a byproduct from the production of biodiesel.11. The process of claim 1 , wherein the conditions for the formation of propylene glycol comprise use of a catalyst loading of about 1% (w/w) to about 5% (w/w) claim 1 , about 3% (w ...

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05-01-2017 дата публикации

BIOMASS CONVERSION PROCESS TO HYDROCARBONS

Номер: US20170001933A1
Принадлежит:

A process for the production of a higher hydrocarbon from solid biomass is provided. The process provides for ready separation of organic phase from aqueous phase which organic phase maybe recycled as a digestive solvent in a digestion and/or deoxygenation of solid biomass. By contacting the oxygenated hydrocarbon intermediate containing diols produced from the digestion and deoxygenation of solid biomass with an amorphous silica alumina catalyst reduces the diols content and product stream readily separates into organic phase and aqueous phase. 1. A process for the production of a higher hydrocarbon from solid biomass , said process comprising:a. a biomass solid containing cellulose, hemicellulose, and lignin;b. digesting and hydrodeoxygenating the biomass solid in a liquid digestive solvent, said digestive solvent containing a solvent mixture having a boiling point of greater than 40° C. in the presence of a hydrothermal hydrocatalytic in the presence of hydrogen at a temperature in the range of 110° C. to less than 300° C. at a pressure in a range of from 20 bar to 200 bar to form a stable oxygenated hydrocarbon intermediate product having a viscosity of less than 100 centipoise (at 50° C.), a diol content of at least 2 wt. %, less than 2 wt % of sugar, and less than 2 wt % acid (acetic acid equivalent) based on the intermediate product, and at least 60% of carbon exists at less than or equal to 9;c. reacting at least a portion of the stable oxygenated hydrocarbon intermediate product with an acidic amorphous silica alumina catalyst at a temperature in the range from 300° C. to 400° C. thereby producing monooxygenated stream containing water and monooxygenates having a boiling point of at least 40° C.;d. condensing at least a portion of the monooxygenated stream to liquid phase producing an aqueous phase and an organic phase;e. removing the aqueous phase from the organic phase;f. recycling at least a first portion of the organic phase to step (b) as a portion of ...

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05-01-2017 дата публикации

BIOMASS CONVERSION PROCESS TO HYDROCARBONS

Номер: US20170001934A1
Принадлежит:

An improved process for the production of a higher hydrocarbon from solid biomass is provided. Solid biomass that has been digested and hydrodeoxygenated in a liquid digestive solvent in the presence of a hydrothermal hydrocatalytic catalyst is separated to an organic rich phase and an aqueous rich phase containing diols. At least a portion of the aqueous rich phase is contacted with an acidic amorphous silica alumina catalyst producing monooxygenate-containing stream comprising water, organic monooxygenates, and unsaturated aliphatic hydrocarbons. At least a portion of the monooxygenate-containing stream is contacted with a solid acid condensation catalyst to produce a higher hydrocarbons stream. At least a portion of the organic rich phase is also contacted with a solid acid condensation catalyst to produce a higher hydrocarbons stream. 1. A process for the production of a higher hydrocarbon from solid biomass , said process comprising:a. providing a biomass solid containing cellulose, hemicellulose, and lignin;b. digesting and hydrodeoxygenating the biomass solid in a liquid digestive solvent in the presence of a hydrothermal hydrocatalytic catalyst and hydrogen at a temperature in the range of 110° C. to less than 300° C. and at a pressure in a range of from 20 bar to 200 bar, said digestive solvent containing a solvent mixture having a boiling point of at least 40° C., to form a stable oxygenated hydrocarbon intermediate product having a viscosity of less than 100 centipoise (at 50° C.), a diol content of at least 2 wt. %, less than 2 wt. % of sugar, and less than 2 wt. % acid (based on acetic acid equivalent), based on the intermediate product, and at least 60% of carbon exists in molecules having 9 carbon atoms or less;c. separating the stable oxygenated hydrocarbon intermediate product to an organic rich phase and an aqueous rich phase;d. reacting at least a portion of the aqueous rich phase with an acidic amorphous silica alumina catalyst at a temperature ...

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04-01-2018 дата публикации

PROCESS FOR THE DEHYDRATION OF OXYGENATED COMPOUNDS

Номер: US20180002249A1
Принадлежит: Versalis S.p.A.

The present invention relates to a process for the dehydration of at least one oxygenated compound, preferably selected from saturated alcohols, unsaturated alcohols, diols, ethers, in the presence of at least one dehydration catalyst selected from cerium oxide (CeO), aluminium oxide (γ-AlO), aluminium silicate, silica-aluminas (SiO-AlO), aluminas, zeolites, sulfonated resins, ion-exchange resins, metal oxides (for example, lanthanum oxide, zirconium oxide, tungsten oxide, thallium oxide, magnesium oxide, zinc oxide); of at least one basic agent selected from ammonia (NH), or from inorganic or organic compounds containing nitrogen capable of developing ammonia (NH) during said dehydration process; and, optionally, of silica (SiO), or of at least one catalyst for the dissociation of ammonia (NH) selected from catalysts comprising silica (SiO), preferably of silica (SiO). 1. A process comprising dehydrating at least one oxygenated compound in the presence of{'sub': 2', '2', '3', '2', '2', '3, '(i) at least one dehydration catalyst selected from the group consisting of cerium oxide (CeO), aluminum oxide (γ-AlO), aluminum silicate, silica-alumina (SiOAlO) alumina, a zeolite, a sulfonate resin, an ion exchange resin, and a metal oxide;'}{'sub': 3', '3, '(ii) at least one basic agent selected from the group consisting of ammonia (NH) and an inorganic or organic compound comprising nitrogen capable of developing ammonia (NH) during the dehydration; and'}{'sub': '2', '(iii) optionally silica (SiO).'}2. A process comprising dehydrating at least one oxygenated compound by feeding to a reactor a mixture comprising the oxygenated compound and at least one basic agent selected from the group consisting of ammonia (NH) and an inorganic or organic compound comprising nitrogen capable of developing ammonia (NH) during the dehydration , wherein the mixture is fed to the reactor so as to pass first through a first catalytic bed and subsequently through a second catalytic bed in the ...

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04-01-2018 дата публикации

PROCESS FOR THE PRODUCTION OF DIENES

Номер: US20180002250A1
Принадлежит: Versalis S.p.A.

Process for the production of a diene, preferably a conjugated diene, more preferably 1,3-butadiene, comprising the dehydration of at least one alkenol in the presence of at least one catalytic material comprising at least one acid catalyst based on silica (SiO) and alumina (AIO), preferably a silica-alumina (SiO-AIO), said catalyst having a content of alumina (AIO) lower than or equal to 12% by weight, preferably ranging from 0.1% by weight to 10% by weight, with respect to the total weight of the catalyst. Preferably, said alkenol can be obtained directly from biosynthesis processes, or through the catalytic dehydration of at least one diol, preferably a butanediol, more preferably 1,3-butanediol, even more preferably bio-1,3-butanediol, deriving from biosynthesis processes. Preferably, said 1,3-butadiene is bio-1,3-butadiene. 1. A process for manufacturing a diene , the process comprising dehydrating at least one alkenol in the presence of at least one catalytic material comprising at least one silica (SiO) and alumina (AlO) based acid catalyst , said catalyst having a content of alumina lower than or equal to 12% by weight , relative to a total weight of the catalyst.2. The process according to claim 1 , wherein the alkenol is selected from the group consisting of 3-buten-2-ol (methyl vinyl carbinol) claim 1 , 3-buten-1-ol (allyl carbinol) claim 1 , 2-buten-1-ol (crotyl alcohol) claim 1 , and mixtures thereof.3. The process Process according to claim 1 , wherein the alkenol is directly obtained from a biosynthetic process claim 1 , or by a catalytic dehydration processes of at least one diol claim 1 , deriving from a biosynthetic process.4. The process according to claim 1 , wherein the alkenol derives from catalytic dehydration of at least one diol deriving from the fermentation of sugars.5. The process according to claim 4 , wherein the diol is a bio-1 claim 4 ,3-butanediol deriving from fermentation of sugars obtained from guayule or thistle claim 4 , ...

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04-01-2018 дата публикации

METHOD FOR SYNTHESIZING AN ALKENOIC ACID

Номер: US20180002267A1
Автор: Li Xiukai, Zhang Yugen
Принадлежит:

There is provided a method for synthesizing an alkenoic acid, in particular acrylic acid comprising the step of oxidizing an alkenyl alcohol in the presence of a metal oxide catalyst to form the alkenoic acid. The invention further provides a step of deoxydehydrating a polyol, including glycerol to obtain said alkenyl alcohol including an allyl alcohol. 1. A method for synthesizing an alkenoic acid comprising the step of oxidizing an alkenyl alcohol in the presence of a metal oxide catalyst to form said alkenoic acid , wherein said metal oxide catalyst has the formula MoVWO x is a number between 1 to 10;', 'y is a number between 0.05 to 10;', 'm is a number between 1 to 10; and', 'd is calculated based on the formula 3x+2y+3m., 'where'}2. The method of claim 1 , further comprising claim 1 , before said oxidizing step claim 1 , the step of deoxydehydrating a polyol to obtain said alkenyl alcohol.3. The method of claim 2 , wherein said polyol is a triol claim 2 , tetraol claim 2 , pentanol or hexanol.4. The method of claim 3 , wherein said polyol is selected from the group consisting of glycerol claim 3 , 2-methyl-1 claim 3 ,2 claim 3 ,3-propanetriol claim 3 , 1 claim 3 ,2 claim 3 ,3-butanetriol claim 3 , 2-methyl-1 claim 3 ,2 claim 3 ,3-butanetriol claim 3 , 2-methyl-1 claim 3 ,2 claim 3 ,3 claim 3 ,4-butanetetraol claim 3 , 1 claim 3 ,2 claim 3 ,3-pentanetriol claim 3 , 1 claim 3 ,2 claim 3 ,3-hexanetriol claim 3 , xylitol claim 3 , sorbitol claim 3 , arabinitol claim 3 , ribitol claim 3 , mannitol claim 3 , galactitol claim 3 , iditol claim 3 , erythritol claim 3 , threitol and mixtures thereof.5. The method of claim 1 , wherein said alkenyl alcohol is 2-alkenyl alcohol.6. The method of claim 5 , wherein said 2-alkenyl alcohol is selected from the group consisting of allyl alcohol claim 5 , 2-buten-1-ol claim 5 , 2-hexen-1-ol claim 5 , 2-penten-1 claim 5 ,4 claim 5 ,5-triol claim 5 , 2 claim 5 ,4-hexadien-1 claim 5 ,6-diol claim 5 , 2-hexene-1 claim 5 ,4 claim 5 ,5 ...

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02-01-2020 дата публикации

METHODS FOR CONVERTING GLYCEROL TO ALLYL COMPOUNDS

Номер: US20200002256A1
Принадлежит:

The present disclosure is directed towards methods of converting glycerol to an allyl compound, involving deoxydehydrating glycerol with formic acid and heat to form allyl alcohol; and esterifying the allyl alcohol with formic acid and/or phthalic anhydride and heat to form allyl formate and diallyl phthalate. In some instances, the heat is generated by a microwave. In further instances, the methods involve polymerizing the allyl alcohol, allyl formate and/or diallyl phthalate to form poly(allyl alcohol) or poly(allyl formate) or poly (diallyl phthalate). In some instances, the allyl polymers were used for the consolidation of oil sands tailings. 1. A method of converting glycerol to an allyl compound , comprising:a) deoxydehydrating glycerol with formic acid and heat to form allyl alcohol; andb) esterifying the allyl alcohol with formic acid and heat to form allyl formate.2. The method of claim 1 , wherein the heat is generated by a microwave.3. The method of claim 1 , wherein a microwave assists:a. deoxydehydrating glycerol with formic acid and heat by distillation to form allyl alcohol; andb. esterifying the allyl alcohol with formic acid and heat by reflux to form allyl formate.4. The method of claim 1 , wherein deoxydehydrating the glycerol with the formic acid and heat to form the allyl alcohol comprises heating the glycerol and the formic acid to about 195° C. claim 1 , and then heating the glycerol and the formic acid to about 240° C.5. The method of claim 4 , further comprising isolating the allyl alcohol while heating the glycerol and the formic acid to about 240° C.6. The method of claim 5 , further comprising cooling the glycerol and the formic acid to between about 95°-100° C. claim 5 , and then adding more of the formic acid.7. The method of claim 5 , wherein esterifying the allyl alcohol with formic acid and heat to form allyl formate comprises heating the allyl alcohol and formic acid at about 60° C.8. The method of claim 5 , wherein the allyl ...

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08-01-2015 дата публикации

Partially halogenated, hydroxylated fullerene and allergen adsorbent using the same

Номер: US20150011802A1
Принадлежит: Osaka University NUC, Totai Co Ltd

Provided are a novel fullerene derivative which can adsorb quickly and efficiently an allergen which may cause a pollen allergy without releasing the allergen again, does not contain a metal or the like which may cause a harmful effect to a human body, and is easily applicable, impregnable, or chemically bondable onto surface of various materials: and a process for producing the same. The fullerene derivative is characterized in that a halogen group and many hydroxyl groups are bonded directly to a fullerene nucleus. In the case that the halogen group is chlorine, the fullerene derivative can be synthesized by a partial hydroxylation of a chlorinated fullerene or a partial chlorination of a hydroxylated fullerene.

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18-01-2018 дата публикации

USE OF METAL-ACCUMULATING PLANTS FOR THE PREPARATION OF CATALYSTS THAT CAN BE USED IN CHEMICAL REACTIONS

Номер: US20180015317A1
Принадлежит:

A method of implementing organic synthesis reactions uses a composition containing a metal catalyst originating from a calcined plant. The plants can be from the Brassicaceae, Sapotaceae and Convolvulaceae family, and the metal catalyst contains metal in the M(II) form such as zinc, nickel, manganese, lead, cadmium, calcium, magnesium or copper. Examples of the organic synthesis reactions include halogenations, electrophilic reactions, cycloadditions, transesterification reactions and coupling reactions, among others. 1. A method for the implementation of an organic synthesis reaction , comprising: [{'sup': 2+', '2+', '3+', '+', '+, 'wherein said at least one metal in the M(II) form is selected from the group consisting of zinc (Zn), nickel (Ni), and manganese (Mn), said metal in the M(II) form having been accumulated by the plant during its growth in a soil containing said metal and at least one cationic species selected from the group consisting of MgCa, Fe, Na and K which have not been accumulated by said plant but are physiologically present in said plant and originate from the latter; and'}, 'bringing the composition into contact with at least one chemical compound capable of reacting with said composition., 'providing a composition comprising at least one metal catalyst containing a metal in the M(II) form, said metal originating from a calcined plant or calcined plant part, said composition having been acid treated,'}2. The method according to claim 1 , wherein the organic synthesis reaction is selected from halogenations claim 1 , electrophilic aromatic reactions in series claim 1 , synthesis of 3 claim 1 ,4-dihydropyrimidin-2(1H)-one or 3 claim 1 ,4-dihydropyrimidin-2(1H)-thione claim 1 , cycloaddition reactions claim 1 , transesterification reactions claim 1 , catalyst synthesis reactions for coupling or hydrogenation reactions after reduction of Ni(II) to Ni(0) claim 1 , synthesis of amino acid or oxime developers claim 1 , and hydrolysis of sulphur- ...

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18-01-2018 дата публикации

One vessel process for making 1,2-propanediol from a high fructose feedstock

Номер: US20180016214A1
Автор: Chi Cheng Ma
Принадлежит: Archer Daniels Midland Co

A process is described for directly converting a high fructose feedstock to a product mixture including one or more lower polyols in which 1,2-propanediol is produced in preference to any other lower polyols, wherein a high fructose feed and a source of hydrogen are supplied to a reaction vessel and reacted in the presence of a copper-containing, supported ruthenium catalyst to provide the product mixture.

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17-04-2014 дата публикации

Fuels And Fuel Additives Production From Glycerol Conversion Using A Monohydric Alcohol And Heterogeneous Catalysis

Номер: US20140101988A1
Автор: FENG Maoqi, TAN Chee-Kai
Принадлежит: SOUTHWEST RESEARCH INSTITUTE

The present disclosure relates to a method of converting glycerol into organic reaction products. The method may include mixing glycerol with a monohydric alcohol. The mixture of glycerol and monohydric alcohol is then reacted in the presence of a heterogeneous nano-structured catalyst, wherein the monohydric alcohol is present at subcritical/supercritical temperatures and pressures. This converts the glycerol into one or more reaction products, wherein the reaction products include an oxygenated organic reaction product. Ninety percent or greater of the glycerol is converted. 1. A method of converting glycerol , comprising:mixing glycerol containing hydroxyl groups with methanol;reacting said glycerol and methanol in the presence of a heterogeneous nano-structured catalyst, wherein said methanol is present at a temperature of 200° C. or greater and a pressure of 1,140 psia or greater;converting said glycerol into one or more reaction products, wherein one or more of said hydroxyl groups of said glycerol is converted into alkyl, alkyl ether, carbonyl, cyclic ether or alkene functionality; andwherein 90% or greater of said glycerol is converted to said reaction products containing said converted hydroxyl functionality.2. The method of claim 1 , wherein said methanol is present at a temperature in the range of 200° C. to 400° C. and a pressure in the range of 2 claim 1 ,000 psia to 3 claim 1 ,500 psia.3. The method of claim 1 , wherein said methanol is present as a supercritical fluid.4. The method of claim 1 , wherein said heterogeneous nano-structured catalyst comprises a zeolite mineral.5. The method of claim 4 , wherein said heterogenous nano-structured catalyst includes a zeolite and an oxide claim 4 , wherein said zeolite is selected from the group consisting of zeolite X and zeolite Y claim 4 , and said oxide is selected from one or more of the following: alumina claim 4 , silica and aluminosilicate.6. The method of claim 1 , wherein said heterogeneous nano- ...

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21-01-2021 дата публикации

DIESTER COMPOUND HAVING A DIMETHYLCYCLOBUTANE RING, A PROCESS FOR PREPARING THE SAME, AND A PROCESS FOR PREPARING DIMETHYLCYCLOBUTANE COMPOUND DERIVED FROM THE DIESTER COMPOUND

Номер: US20210017115A1
Принадлежит:

The present invention provides a process for preparing a diester compound of the following general formula (1), having a dimethylcyclobutane ring, wherein Rand Rrepresent, independently of each other, a monovalent hydrocarbon group having 1 to 10 carbon atoms, the process comprising reacting a dimethylcyclobutanone compound of the following general formula (2), wherein Ris as defined above, with a phosphonic ester compound of the following general formula (3), wherein Rand Rrepresent, independently of each other, a monovalent hydrocarbon group having 1 to 10 carbon atoms, to produce the diester compound (1), having a dimethylcyclobutane ring. 5. A process for preparing an isopropenyl dimethylcyclobutane compound (6′) and/or an isopropylidene dimethylcyclobutane compound (7′) , the process comprising{'claim-ref': {'@idref': 'CLM-00004', 'claim 4'}, 'the process according to for preparing the isopropenyl dimethylcyclobutane compound (6) and/or the isopropylidene dimethylcyclobutane compound (7); and'}{'sup': 3', '3', '3, 'changing a specific group, X, in the isopropenyl dimethylcyclobutane compound (6) and/or the isopropylidene dimethylcyclobutane compound (7) to another group, X, among the options for Xdefined above to produce the isopropenyl dimethylcyclobutane compound (6′) and/or the isopropylidene dimethylcyclobutane compound (7′).'} The present invention relates to a diester compound having a dimethylcyclobutane ring which is a useful intermediate for synthesis of insect sex pheromones, and a process for preparing the diester compound. The present invention relates also to a process for preparing a dimethylcyclobutane compound derived from the diester compound having a dimethylcyclobutane ring.Insect sex pheromones are biologically active substances which usually have a function of attracting male individuals to female individuals, and exhibit high attracting activities in small amounts. Sex pheromones are widely used as a means of forecasting outbreaks of pests ...

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23-01-2020 дата публикации

Shaped porous carbon products

Номер: US20200023340A1
Принадлежит: Archer Daniels Midland Co

Shaped porous carbon products and processes for preparing these products are provided. The shaped porous carbon products can be used, for example, as catalyst supports and adsorbents. Catalyst compositions including these shaped porous carbon products, processes of preparing the catalyst compositions, and various processes of using the shaped porous carbon products and catalyst compositions are also provided.

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04-02-2016 дата публикации

PROCESS FOR THE SELECTIVE PRODUCTION OF PROPANOLS BY HYDROGENATION OF GLYCEROL

Номер: US20160031777A1
Автор: Schmidt Stephen R.
Принадлежит: W. R. GRACE & CO.-CONN.

The present invention discloses a process for the selective hydrogenation of glycerol in the liquid phase to produce 1- and 2-propanols in high yields as the major organic products. The process comprises subjecting a glycerol stream having at least 30% by weight water to a combination of low pressure and high temperature hydrogenation conditions in the presence of a promoted or un-promoted skeletal copper catalyst. 1. A catalytic process for the hydrogenation of glycerol comprisinga) obtaining a glycerol-containing stream having a water content of at least 30% by weight of the total glycerol containing stream; andb) subjecting the glycerol-containing stream to hydrogenation in the liquid phase in a reactor in the presence of a skeletal copper catalyst at a reaction temperature of greater than 250° C., and a reaction pressure of less than 100 bar.2. The catalytic process of wherein the skeletal copper catalyst is promoted with at least one transition metal other than copper selected from the group consisting of Groups 4 claim 1 , 6 claim 1 , 7 claim 1 , 8 claim 1 , 9 claim 1 , 10 and 12 of the Periodic Table of Elements claim 1 , and combinations thereof.3. The catalytic process of wherein the skeletal copper catalyst is promoted with a transition metal selected from the group consisting of nickel claim 2 , cobalt claim 2 , molybdenum claim 2 , zinc claim 2 , chromium claim 2 , zirconium and combinations thereof.4. The catalytic process of wherein the reaction temperature is from about 260° C. to about 320° C.5. The catalytic process of wherein the reaction temperature is from about 270° C. to about 310° C.6. The catalytic process of wherein the reaction pressure is less than 60 bar.7. The catalytic process of wherein the reaction pressure ranges from about 10 bar to about 50 bar.8. The catalytic process of wherein the water content of the glycerol is at least 50% by weight based on the total weight of the glycerol feed.9. The catalytic process of wherein a glycerol ...

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29-01-2015 дата публикации

MANGANESE OXIDE-STABILIZED ZIRCONIA CATALYST SUPPORT MATERIALS

Номер: US20150031923A1
Принадлежит: CLARIANT CORPORATION

The present disclosure relates generally to catalyst support materials, catalysts and methods for using them, such as methods for converting sugars, sugar alcohols, glycerol, and bio-renewable organic acids to commercially-valuable chemicals and intermediates. One aspect of the invention is catalyst support material including ZrOand one or more oxides of manganese (MnO), the catalyst support material being at least about 50 wt % ZrOand MnO. In certain embodiments, the weight ratio of ZrOto MnOis within the range of about 1:1 to about 30:1; and/or the catalyst support material is substantially free of any binder, extrusion aid or additional stabilizing agent. 1. A catalyst support material comprising ZrOand one or more oxides of manganese (MnO) the catalyst support material containing at least about 1 wt % to about 50 wt % of MnO.2. A catalyst support material according to claim 1 , wherein the catalyst support material being at least 50 wt % ZrOand MnO.3. A catalyst support material according to claim 1 , wherein the catalyst support material further comprises nickel oxide claim 1 , the catalyst support material containing at least about 1 wt % to about 50 wt % of MnOand at least 1 wt. % to 10 wt. % nickel oxide.4. A catalyst support material according to claim 1 , wherein the weight ratio of ZrOto MnOis within the range of about 1:1 to about 30:1.5. A catalyst support material according to claim 1 , further comprising oxides of yttrium and/or lanthanum claim 1 , wherein the molar ratio of the ZrOto the oxides of yttrium and/or lanthanum is within the range of about 10:1 to about 100:1.6. A catalyst support material according to claim 1 , wherein the catalyst support material has a pore volume within the range of about 0.1 to about 0.5 cm/g.7. A catalyst support material according to claim 1 , wherein the catalyst support material has a surface area within the range of about 10 to about 400 m/g.8. A catalyst support material according to claim 1 , wherein the ...

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01-02-2018 дата публикации

METHODS FOR PRODUCING 2,6-DIMETHYL-1,5-HEPTADIEN-3-OL AND 2,6-DIMETHYL-1,5-HEPTADIEN-3-YL ACETATE

Номер: US20180029964A1
Принадлежит: SHIN-ETSU CHEMICAL CO., LTD.

Provided are industrial and economical methods for producing 2,6-dimethyl-1,5-heptadien-3-yl acetate (3), which is, for example, a sex pheromone component of Comstock mealybug, and 2,6-dimethyl-1,5-heptadien-3-ol (2), which is an intermediate of the acetate (3). More specifically, provided are a method for producing 2,6-dimethyl-1,5-heptadien-3-ol comprising a step of subjecting 2-methyl-3-buten-2-yl 2-methyl-2-propenyl ether (1) to a rearrangement reaction in the presence of a base to obtain 2,6-dimethyl-1,5-heptadien-3-ol (2), and a method for producing 2,6-dimethyl-1,5-heptadien-3-yl acetate comprising a step of acetylating the produced 2,6-dimethyl-1,5-heptadien-3-ol (2) to obtain 2,6-dimethyl-1,5-heptadien-3-yl acetate (3). 2. The method for producing 2 claim 1 ,6-dimethyl-1 claim 1 ,5-heptadien-3-ol according to claim 1 , wherein the base is selected from the group consisting of metal alkoxides claim 1 , organometallic compounds claim 1 , and metal amides.4. The method for producing 2 claim 3 ,6-dimethyl-1 claim 3 ,5-heptadien-3-yl acetate according to claim 3 , wherein the base is selected from the group consisting of metal alkoxides claim 3 , organometallic compounds claim 3 , and metal amides. The invention relates to 2,6-dimethyl-1,5-heptadien-3-yl acetate, which is a sex pheromone component of Comstock mealybug (scientific name: ), and 2,6-dimethyl-1,5-heptadien-3-ol, which is an intermediate thereof.Since Comstock mealybug (scientific name: ) damages many fruit trees such as apples, pears, peaches and grapes and the excrement of this insect pest causes plant diseases, yield reduction and quality deterioration of these fruits have become a serious problem. At present, insecticides are used for the control of Comstock mealybug. However, they do not have a sufficient effect against the body of mealybugs covered with a waxy substance. Further, in order to prevent the insecticides from remaining on or in crops or prevent them from affecting the environment or ...

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17-02-2022 дата публикации

GLYCERIN-ONLY REACTION FOR ALLYL ALCOHOL PRODUCTION

Номер: US20220048840A1
Принадлежит: Lyondell Chemical Technology, L.P.

A process of producing allyl alcohol by reacting glycerin with ReO—AlOin the presence of gamma-valerolactone (GVL) in a reactor is described. More specifically, a process to produce allyl alcohol, comprising the step of: a) reacting glycerin with ReO—AlOin the presence of an inert solvent, GVL, in a reactor, and b) collecting the product comprising allyl alcohol. 1. A process to produce allyl alcohol , comprising the step of:{'sub': 3', '2', '3, 'a) reacting glycerin with ReO—AlOin the presence of an inert solvent in a reactor, wherein the inert solvent is gamma-valerolactone (GVL); and'}b) collecting the product comprising allyl alcohol.2. The process of claim 1 , wherein the process is free of additional reducing agent.3. The process of claim 1 , wherein the reaction is further carried out in the presence of at least two inert solvents.4. The process of claim 3 , wherein at least one of the two inert solvents is tetraethylene glycol dimethyl ether (tetraglyme).5. The process of claim 1 , wherein the molar ratio of the inert solvent to glycerin ranges from 2:1 to 1:2.6. The process of claim 1 , wherein the reactor is maintained at 180-200° C. for 4 hours. The process of claim 1 , further comprising pretreating the glycerin.87. The process of claim claim 1 , wherein the pretreating step comprises washing the glycerin with an acid or treating the glycerin with an ion exchange resin.9. The process of claim 8 , wherein the ion exchange resin is a macroreticular sulfonated polystyrene-divinylbenzene resin.107. The process of claim claim 8 , wherein the pretreating step further comprises washing the glycerin with water.11. The process of claim 1 , wherein the product comprises a vapor component and a liquid component.12. The process of claim 11 , further comprising removing the vapor component from the reactor.13. The process of claim 11 , further comprising distilling the vapor component with a solvent.14. The process of claim 11 , further comprising removing the ReO— ...

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17-02-2022 дата публикации

PROCESS FOR CATALYTIC PRODUCTION OF PROPANOL

Номер: US20220049172A1
Принадлежит: Neste Oyj

The present disclosure is related to a multistep process for producing renewable gasoline components from a glyceride containing feedstock. The glycerides are split to provide a stream containing fatty acids, or esters of fatty acids, and another stream containing glycerol and water. Glycerol, preferably as crude glycerol recovered from splitting, is next converted to propanols at vapor phase, providing a renewable propanol gasoline component. Another renewable gasoline component is obtained from hydroprocessing of the fatty acids or esters thereof, as a renewable paraffinic naphtha component. Blending the renewable components can provide a novel 100% renewable gasoline. 1. A process for producing renewable fuel components , said process comprising steps a.-e. of ,a. providing a glyceride containing feedstock; andb. splitting said glyceride containing feedstock to provide a first stream containing at least one or more of fatty acids, or esters of fatty acids, and a second stream containing glycerol and water; and i. at least one evaporation in a presence of 5-90%-wt water of a total second stream weight, wherefrom a vapor phase is directed to:', 'ii. catalytic conversion of glycerol to 1-propanol, 2-propanol or a mixture thereof at vapor phase in presence of water and hydrogen, and', 'iii. separation and recovery of 1-propanol, 2-propanol or a mixture thereof as a renewable propanol gasoline component;, 'c. subjecting said second stream obtained from step b, tod. subjecting said first stream to hydroprocessing, to provide a first product stream of renewable paraffinic fuel components containing i-paraffins and n-paraffins; ande. separating said first product stream, and recovering renewable fuel components containing at least one renewable paraffinic naphtha component.2. The process according to claim 1 , for producing renewable fuel components claim 1 , said process comprising:b′. separating the first stream obtained from step b into at least two fatty acid or ...

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09-02-2017 дата публикации

IMPROVED PROCESS OF MAKING BIODERIVED PROPYLENE GLYCOL

Номер: US20170036975A1
Автор: Ma Chi-Cheng, Werpy Todd
Принадлежит:

An improved process for making bioderived propylene glycol from a feed composition including at least one of lactic acid, glycerol, a five carbon sugar, a five carbon sugar alcohol, a six carbon sugar and a six carbon sugar alcohol, wherein production of four carbon and higher diols is reduced by adding base after the initiation of the reaction. In preferred embodiments, the process pH and other process conditions are initially established at targeted values for obtaining the highest conversion for a given catalyst consistent with the production of substantially no pentanediol byproducts in the product mixture, and base is added thereafter to control the process pH proximate to the initially targeted value. 1. In a process of making bioderived propylene glycol by reacting a feed composition including at least one of lactic acid , glycerol , a five carbon sugar , a five carbon sugar alcohol , a six carbon sugar and a six carbon sugar alcohol with hydrogen in the presence of a suitable catalyst for catalyzing the reaction and under conditions effective for carrying out the reaction , the improvement comprising adding base to the reactor after the initiation of the reaction.2. An improved process according to claim 1 , further comprising adding base to the feed composition and hydrogen entering the reactor claim 1 , in an amount at least sufficient to improve the conversion of the at least one of lactic acid claim 1 , glycerol claim 1 , a five carbon sugar claim 1 , a five carbon sugar alcohol claim 1 , a six carbon sugar and a six carbon sugar alcohol as compared to a scenario wherein no base is added either prior to or after initiation of the reaction claim 1 , but less than that amount of base at which a pentanediol byproduct begins to be formed at detectable levels under the same conditions.3. An improved process according to claim 2 , wherein the process is a continuous process and wherein base is added to the reactor in at least one location downstream of the ...

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24-02-2022 дата публикации

Methods for Preparing Diol

Номер: US20220055974A1
Принадлежит:

Provided is a method for preparing a diol. In the method, a saccharide and hydrogen as raw materials are contacted with a catalyst in water to prepare the diol. The employed catalyst is a composite catalyst comprised of a main catalyst and a cocatalyst, wherein the main catalyst is a water-insoluble acid-resistant alloy; and the cocatalyst is a soluble tungstate and/or soluble tungsten compound. The method uses an acid-resistant, inexpensive and stable alloy needless of a support as a main catalyst, and can guarantee a high yield of the diol in the case where the production cost is relatively low. 1. A method for preparing a diol , characterized by:(a) adding an unsupported main catalyst comprising nickel, one or more rare earth elements, tin and aluminium, and optionally i) tungsten, ii) tungsten and molybdenum, or iii) tungsten, molybdenum and boron or phosphorus to a slurry bed reactor;(b) increasing the reaction system pressure to 5-12 MPa and the reaction temperature to 150-260° C.;(c) adding a soluble tungstic acid salt cocatalyst, hydrogen and a sugar to the slurry bed reactor, wherein the sugar and cocatalyst are fed continuously into the slurry bed reactor in the form of an aqueous sugar solution having a sugar concentration from 20-60 wt % and further comprising the soluble tungstic acid salt cocatalyst to provide gas and a liquid comprising a diol;(d) continuously passing the gas and reaction liquid out of the reactor through a filter to intercept catalyst and(e) separating the diol from the gas and reaction liquid.2. The method for preparing a diol as claimed in claim 1 , characterized in that the diol is ethylene glycol.3. The method for preparing a diol as claimed in claim 2 , characterized in that the reaction system pH is 1-7; more preferably claim 2 , the reaction system pH is 3-6.4. The method for preparing a diol as claimed in claim 1 , characterized in that the sugar is selected from one or more of five-carbon monosaccharides claim 1 , ...

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07-02-2019 дата публикации

PROCESS FOR THE PRODUCTION OF ALKYLENE GLYCOLS

Номер: US20190039979A1
Принадлежит:

The invention provides a process for the production of alkylene glycols, said process comprising providing a feed comprising at least 10 wt % of lignocellulose and/or one or more saccharides, on the basis of the overall feed, in water to a reactor; also providing a feed comprising one or more hydrogen-donating organic solvent species to the reactor; contacting the lignocellulose and/or one or more saccharides in the reactor with a retro-aldol catalyst composition at a temperature in the range of from at least 160 to at most 270° C., wherein the combined solvent system within the reactor comprises in the range of from at least 5 to at most 95 wt % of one or more hydrogen-donating organic solvent species and in the range of from at least 5 to at most 95 wt % of water. 1. A process for the production of alkylene glycols , said process comprising providing a feed comprising at least 10 wt % of lignocellulose and/or one or more saccharides , on the basis of the overall feed , in water to a reactor; also providing a feed comprising one or more hydrogen-donating organic solvent species to the reactor; contacting the lignocellulose and/or one or more saccharides in the reactor with a retro-aldol catalyst composition at a temperature in the range of from at least 160 to at most 270° C. , wherein the combined solvent system within the reactor comprises in the range of from at least 5 to at most 95 wt % of one or more hydrogen-donating organic solvent species and in the range of from at least 5 to at most 95 wt % of water.2. The process according to claim 1 , wherein the hydrogen-donating organic solvent species is selected from the group consisting of secondary alcohols claim 1 , glycols claim 1 , hydroquinone claim 1 , formic acid and sugar alcohols.3. The process as claimed in claim 2 , wherein the hydrogen-donating organic solvent species is selected from isopropyl alcohol claim 2 , glycerol claim 2 , erythritol claim 2 , threitol claim 2 , sorbitol claim 2 , xylitol claim ...

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07-02-2019 дата публикации

PROCESSES TO CREATE MULTIPLE VALUE STREAMS FROM BIOMASS SOURCES

Номер: US20190039981A1
Принадлежит: Intercontinental Great Brands LLC

Use of diverse biomass feedstock in a process for the recovery of target C5 and C6 alditols and target glycols via staged hydrogenation and hydrogenolysis processes is disclosed. Particular alditols of interest include, but are not limited to, xylitol and sorbitol. Various embodiments of the present invention synergistically improve overall recovery of target alditols and/or glycols from a mixed C5/C6 sugar stream without needlessly driving total recovery of the individual target alditols and/or glycols. The result is a highly efficient, low complexity process having enhanced production flexibility, reduced waste and greater overall yield than conventional processes directed to alditol or glycol production. 1. A process , comprising:selecting a target alditol or a target blend of alditols,hydrogenating continuously a mixed C5/C6 monomer sugar stream to form a mixed C5/C6 alditol stream;isolating the target alditol or target blend of alditols from the mixed C5/C6 alditol stream to leave a residual mixed C5/C6 alditol stream;continuous hydrogenolysis of the residual mixed C5/C6 alditol stream to form a mixed C2-C4 glycol stream; andisolating a target glycol or target blend of glycols from the mixed C2-C4 glycol stream;wherein at least 10% of the overall target product yield is either target alditol/target blend of alditols or target glycol/target blend of glycols.23.-. (canceled)4. The process of claim 1 , wherein the monomer sugar stream or the mixed C5/C6 monomer sugar stream comprises greater than or equal to 60% C5 monomer sugar based on the combined total of C5 and C6 monomer sugars claim 1 , specifically greater than or equal to 65% C5 monomer sugar claim 1 , and more specifically greater than or equal to 70% C5 monomer sugar; orwherein the monomer sugar stream or the mixed C5/C6 monomer sugar stream comprises greater than or equal to 60% C6 monomer sugar based on the combined total of C5 and C6 monomer sugars, specifically greater than or equal to 65% C6 ...

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16-02-2017 дата публикации

SYNTHESIS OF R-GLUCOSIDES, SUGAR ALCOHOLS, REDUCED SUGAR ALCOHOLS, AND FURAN DERIVATIVES OF REDUCED SUGAR ALCOHOLS

Номер: US20170044123A1
Принадлежит:

Disclosed herein are methods for synthesizing 1,2,5,6-hexanetetrol (HTO), 1,6 hexanediol (HDO) and other reduced polyols from C5 and C6 sugar alcohols or R glycosides. The methods include contacting the sugar alcohol or R-glycoside with a copper catalyst, most desirably a Raney copper catalyst with hydrogen for a time, temperature and pressure sufficient to form reduced polyols having 2 to 3 fewer hydoxy groups than the starting material. When the starting compound is a C6 sugar alcohol such as sorbitol or R-glycoside of a C6 sugar such as methyl glucoside, the predominant product is HTO. The same catalyst can be used to further reduce the HTO to HDO. 1. A method of making a reduced sugar alcohol including at least one member selected from the group consisting of 1 ,2 ,5-pentanetriol , 1 ,4 ,5-hexanetriol , 1 ,2 ,6-hexanetetrol , and 1 ,2 ,5 ,6 hexanetetrol , comprising ,contacting a solution comprising water and at least 20% wt/wt of a starting compound selected from the group consisting of a sugar alcohol and a R-glycoside of a sugar, wherein R is a methyl or ethyl group, with hydrogen and a Raney copper catalyst for a time and at a temperature and pressure sufficient to produce a mixture containing one or more of the reduced sugar alcohols with a combined selectively yield of at least 50% mol/mol.2. The method of claim 1 , wherein the starting compound is a C6 sugar alcohol selected from the group consisting of sorbitol claim 1 , mannitol claim 1 , ididtol claim 1 , dulcitol claim 1 , talitol claim 1 , and 1 claim 1 ,4-sorbitan and the reduced sugar alcohol is at least one of 1 claim 1 ,4 claim 1 ,5-hexanetriol and 1 claim 1 ,2 claim 1 ,5 claim 1 ,6-hexanetetrol.3. The method of wherein the starting compound is a methyl or ethyl glucoside and reduced sugar alcohol is at least one of 1 claim 1 ,4 claim 1 ,5-hexanetriol and 1 claim 1 ,2 claim 1 ,5 claim 1 ,6-hexanetetrol.4. The method of claim 1 , wherein the temperature is 175° C. to 250° C. and the pressure is ...

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16-02-2017 дата публикации

MIXED CARBON LENGTH SYNTHESIS OF PRIMARY GUERBET ALCOHOLS

Номер: US20170044424A1
Принадлежит:

In an embodiment of the disclosure, mixtures of different carbon length alcohols are used as the primary feedstock for Guerbet alcohols. Specifically, embodiments relate to a method of synthesizing mixed molecular weight additives from a mixture of primary alcohols comprising, receiving a mixture of primary alcohols having greater than two different chain length primary alcohols and reacting the mixture of primary alcohols in a single reactor to produce a mixture of at least five Guerbet alcohols. The mixture of Guerbet alcohols can then be used to produce an additive or surfactant composition comprising additives or surfactants of different molecular weights. 1. A method of synthesizing mixed chain length surfactants from a mixture of primary alcohols , the method comprising:receiving a mixture of primary alcohols comprising greater than two different chain length primary alcohols in equal parts of each primary alcohol; i. the number of Guerbet alcohols produced is equal to twice the number of primary alcohols minus one;', 'ii. the mixture of at least five Guerbet alcohols comprises a lowest molecular weight Guerbet alcohol, a highest molecular weight Guerbet alcohol, a Guerbet alcohol having a molecular weight halfway between the molecular weight of the lowest molecular weight Guerbet alcohol and the highest molecular weight Guerbet alcohol;', 'iii. the Guerbet alcohol having the molecular weight halfway between the molecular weight of the lowest molecular weight Guerbet alcohol and the highest molecular weight Guerbet alcohol has a highest concentration of the Guerbet alcohols in the mixture of at least five Guerbet alcohols;', 'iv. the lowest molecular weight Guerbet alcohol and the highest molecular weight Guerbet alcohol each have a lowest concentration of the Guerbet alcohols in the mixture of at least five Guerbet alcohols; and', 'v. remaining Guerbet alcohols in the mixture of at least five Guerbet alcohols have concentrations increasing as molecular weight ...

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03-03-2022 дата публикации

METHOD FOR PRODUCING FLUORINATED IODINATED ORGANIC COMPOUND

Номер: US20220064098A1
Принадлежит:

The present disclosure addresses the problem of providing a novel method for producing a fluorinated iodinated organic compound.

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13-02-2020 дата публикации

FUSED CYCLOOCTYNE COMPOUNDS AND THEIR USE IN METAL-FREE CLICK REACTIONS

Номер: US20200048174A1
Принадлежит: SynAffix B.V.

The invention relates to fused cyclooctyne compounds, and to a method for their preparation. The invention also relates to a conjugate wherein a fused cyclooctyne compound according to the invention is conjugated to a label, and to the use of these conjugates in bioorthogonal labeling, imaging and/or modification, such as for example surface modification, of a target molecule. The invention further relates to a method for the modification of a target molecule, wherein a conjugate according to the invention is reacted with a compound comprising a 1,3-dipole or a 1,3-(hetero)diene. 116.-. (canceled)18. The modified target molecule according to claim 17 , wherein the target molecule is selected from proteins claim 17 , lipids and glycans.19. The modified target molecule according to claim 17 , wherein the label is selected from the group comprising fluorophores claim 17 , biotin claim 17 , polyethylene glycol chains claim 17 , polypropylene glycol chains claim 17 , mixed polyethylene/polypropylene glycol chains claim 17 , radioactive isotopes claim 17 , steroids claim 17 , pharmaceutical compounds claim 17 , lipids claim 17 , peptides claim 17 , glycans claim 17 , nucleotides and peptide tags.20. The modified target molecule according to claim 19 , wherein the label is a pharmaceutical compound.21. The modified target molecule according to claim 17 , wherein the 1 claim 17 ,3-dipole is selected from an azide claim 17 , a nitrone and a nitrile oxide.22. The modified target molecule according to claim 21 , wherein the 1 claim 21 ,3-dipole is an azide.23. The modified target molecule according to claim 17 , wherein the conjugate is of the Formula (IIa).24. The modified target molecule according to claim 17 , which has Formula (VIIIa) claim 17 , (VIIIb) or (VIIIc).25. The modified target molecule according to claim 17 , which has Formula (VIIIa) or (IXa).26. The modified target molecule according to claim 25 , which has Formula (VIIIa).27. The modified target molecule ...

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20-02-2020 дата публикации

Porous shaped metal-carbon products

Номер: US20200055029A1
Принадлежит: Archer Daniels Midland Co

The present invention provides a porous metal-containing carbon-based material that is stable at high temperatures under aqueous conditions. The porous metal-containing carbon-based materials are particularly useful in catalytic applications. Also provided, are methods for making and using porous shaped metal-carbon products prepared from these materials.

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02-03-2017 дата публикации

PROCESS FOR THE PRODUCTION OF ALKENOLS AND USE THEREOF FOR THE PRODUCTION OF 1,3-BUTADIENE

Номер: US20170057893A1
Принадлежит:

Process for the production of alkenols comprising the dehydration of at least one diol in the presence of at least one catalyst based on cerium oxide, wherein said catalyst based on cerium oxide is obtained by precipitation, in the presence of at least one base, of at least one compound containing cerium. Preferably, said diol may be a butanediol, more preferably 1,3-butanediol, still more preferably bio-1,3-butanediol derived from biosynthetic processes. Said alkenols may advantageously be used for the production of 1,3-butadiene, in particular of bio-1,3-butadiene. 1. Process for the production of alkenols comprising the dehydration of at least one diol , in the presence of at least one catalyst based on cerium oxide , wherein said catalyst based on cerium oxide is obtained by precipitation , in the presence of at least one base , of at least one compound containing cerium.2. Process for the production of alkenols according to claim 1 , wherein said process is carried out in the presence of at least one diluent.3. Process for the production of alkenols according to claim 1 , wherein said catalyst based on cerium oxide is obtained by a process comprising:preparing a solution including at least one compound containing cerium;adding to said solution at least one base in a time ranging from 1 minute to 16 hours, to obtain a reaction mixture;allowing said reaction mixture to react at a temperature ranging from 15° C. to 100° C., for a time ranging from 1 minute to 120 hours, to obtain a precipitate;recovering the precipitate and subjecting it to drying and, optionally, to calcination.4. Process for the production of alkenols according to claim 1 , wherein said catalyst based on cerium oxide is obtained by a process comprising:preparing a solution including at least one base;adding to said solution at least one compound containing cerium in a time ranging from 1 minute to 16 hours, to obtain a reaction mixture;allowing said reaction mixture to react at a temperature ...

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02-03-2017 дата публикации

Process for the preparation of Efavirenz and devices suitable therefore

Номер: US20170057937A1
Принадлежит:

The invention relates to a process for the preparation of Efavirenz via an efficient transition metal catalyzed cyclization, to a device suitable to perform such process as well as to novel intermediates. 1. A process for the preparation of 6-chloro-4-(2-cyclopropylethynyl)-4-(trifluoromethyl)-1H-3 ,1-benzoxazin-2-one comprising reacting 4-cyclopropyl-2-(2 ,5-dichloro-phenyl)-1 ,1 ,1-trifluoro-but-3-yn-2-ol with at least one cyanate in the presence of at least one transition metal compound.2. The process according to claim 1 , wherein the at least one cyanate is selected from the group consisting of alkali cyanates and alkaline earth cyanates.3. The process according to claim 1 , wherein the at least one cyanate comprises sodium cyanate.4. The process according to claim 1 , wherein the at least one transition metal compound is selected from the group consisting of copper claim 1 , nickel claim 1 , palladium claim 1 , rhodium and platinum compounds.5. The process according to claim 1 , wherein the at least one transition metal compound is selected from those of formulae (Ia) and (Ib){'br': None, 'sup': '1', 'sub': '2', 'M(Y)\u2003\u2003(Ia),'}{'br': None, 'sup': '2', 'M(Y)\u2003\u2003(Ib),'}whereinM is nickel, palladium or copper(II){'sup': '1', 'Yis chloride, bromide, acetate, nitrate, methanesulphonate, trifluoromethanesulphonate, trifluoroacetate or acetylacetonate, and'}{'sup': '2', 'Yis sulphate;'} [{'br': None, 'sup': '3', 'MY\u2003\u2003(IIa)'}, {'br': None, 'sub': '4', 'sup': '3', '[M(B)](Y)\u2003\u2003(IIb)'}], 'or those of formulae (IIa) and (IIb)'}whereinM is copper (I){'sup': '3', 'Yis chloride, bromide, iodide, acetate, methanesulphonate, trifluoromethanesulphonate, tetrafluoroborate, trifluoroacetate hexafluorophosphate, perchlorate, hexafluoroantimonate, tetra(3,5-bistrifluoromethylphenyl)borate or tetraphenylborate, and'}B is a nitrile such as acetonitrile, benzonitrile, benzyl nitrile; {'br': None, 'sub': '2', '[M(D)]\u2003\u2003(III)'}, 'or those of ...

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05-03-2020 дата публикации

PROCESS FOR THE PRODUCTION OF ALLYL COMPOUNDS BY DEOXYDEHYDRATION OF GLYCEROL

Номер: US20200071248A1
Принадлежит:

A continuous-flow process for the production of allyl compounds by deoxydehydration of glycerol includes: 1. A continuous-flow process for the production of allyl compounds by deoxydehydration of glycerol comprising:{'b': '1', 'claim-text': [{'b': '2', 'a carboxylic acid (), or'}, 'a triethyl orthoester, preferably triethyl orthoformate (TEOF), or a combination thereof;, '(a) Forming a reactive solution by mixing glycerol () with(b) Feeding the reactive solution to an inlet of a channel of a thermolysis microreactor module wherein the channel has an inner hydraulic diameter, D=4 A/P, wherein A is the area and P the perimeter of a cross-section of the channel, of not more than 1000 μm,(c) Exposing the reactive solution to thermolysis by driving a flow of the reactive solution along the channel from the inlet to an outlet, for a thermolysis time, t, at a pressure, P, and at a thermolysis temperature, T, larger than 200° C., to form thermolysis products including at least one allyl compound; and(d) Recovering the thermolysis products at the outlet and separating the at least one allyl compound from the other thermolysis products.2. The continuous-flow process according to claim 1 , wherein claim 1 ,the triethyl orthoester is present in the reactive solution in an amount comprised between 1 and 3, or{'b': '2', 'the carboxylic acid () is present in the reactive solution in an amount comprised between 1 and 3, or a combination thereof.'}3. The continuous-flow according to claim 1 , wherein claim 1 ,the triethyl orthoester is present in the reactive solution in an amount comprised between 1 and 3 equivalent, and{'b': '2', 'the carboxylic acid () is present in the reactive solution in an amount comprised between 0.001 and 1.5 equivalent.'}4. The continuous-flow process according to claim 1 , wherein the at least one allyl compound present in the thermolysis products comprises allyl alcohol and allyl formate claim 1 , wherein the 3a/3b ratio defined as the relative content ...

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14-03-2019 дата публикации

Method for Preparing Halohydrin and Epoxide

Номер: US20190077780A1
Принадлежит:

Provided is a method for preparing an epoxide by halohydrination, the method comprising: (1) halohydrination: adding HO, a halogen(s) and an olefin compound to a reaction device for reaction to obtain a halohydrin; (2) saponification: saponificating the halohydrin with an alkali metal hydroxide to obtain an epoxide and an alkali metal halide; (3) performing a bipolar membrane electrodialysis of the alkali metal halide to obtain an alkali metal hydroxide and a halogen hydride. Also provided is a method for preparing an epoxide by halohydrination, the method comprising: (1) halohydrination: halohydrinating a halogen hydride, an HOand an olefin compound to obtain a halohydrin; optionally, (2) saponification: saponificating the halohydrin with an alkali metal hydroxide to obtain an epoxide and an alkali metal halide; optionally, (3) performing a bipolar membrane electrodialysis of the alkali metal halide to obtain an alkali metal hydroxide and a halogen hydride. The method according to the present invention can prepare a halohydrin or an epoxide at very high selectivity and yield, and greatly reduce the amount of waste water and waste slag discharges. 115-. (canceled)16. A method for preparing a halohydrin , said method comprising the step of:{'sub': 2', '2, '(1) halohydrination: adding a hydrogen halide, HO, and an ethylenically unsaturated compound or an olefin compound having one or more C═C double bonds to a reaction device, and performing halohydrination reaction, so as to obtain a halohydrin, wherein molar ratio of the ethylenically unsaturated compound or the olefin compound to the hydrogen halide is from 1:0.9-20,'}wherein in said step (1), a catalyst is used, which is one, two or more selected from the group consisting of solid acids, molecular sieves, vanadium phosphorus oxide composites, molybdenum-vanadium composite metal oxides, molybdenum-bismuth composite metal oxides, molybdenum-tungsten composite metal oxides, Salen transition metal catalysts or ...

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24-03-2016 дата публикации

Process for the preparation of glycols

Номер: US20160083318A1
Принадлежит: Shell Oil Co

The invention provides a process for the preparation of ethylene glycol and 1,2-propylene glycol from starting material comprising one or more saccharides, by contacting said starting material with hydrogen in a reactor in the presence of a solvent and a catalyst system with catalytic hydrogenation abilities, wherein the process comprises the steps of: i) introducing a first portion of the starting material into the reactor such that the initial concentration of the saccharide in the solvent in the reactor is no more than 2 wt %; ii) allowing at least 90 wt % of the saccharide in the first portion of the starting material to react; iii) subsequently adding further portions of starting material to the reactor over time; and removing reaction product from the reactor.

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02-04-2015 дата публикации

PROCESSES AND SYSTEMS FOR THE PRODUCTION OF PROPYLENE GLYCOL FROM GLYCEROL

Номер: US20150094498A1
Принадлежит: BATTELLE MEMORIAL INSTITUTE

Processes and systems for converting glycerol to propylene glycol are disclosed. The glycerol feed is diluted with propylene glycol as the primary solvent, rather than water which is typically used. The diluted glycerol feed is sent to a reactor where the glycerol is converted to propylene glycol (as well as other byproducts) in the presence of a catalyst. The propylene glycol-containing product from the reactor is recycled as a solvent for the glycerol feed. 111-. (canceled)13. The process of further comprising reacting the diluted feed with the catalyst after recycling back the product and soluble base.14. The process of wherein up to about 60% of the product is recycled back into the feed.15. The process of wherein the feed was derived from a biodiesel process.16. The process of wherein the diluted glycerol feed comprises from about 40% to 60% by weight glycerol.17. The process of wherein the diluted glycerol feed comprises from about 40% to 60% by weight propylene glycol.18. The process of wherein the reaction is carried out at a temperature from about 160° C. to about 240° C.19. The process of wherein the reaction is carried out at a pressure from about 400 to about 1600 psi.20. The process of wherein the recycled product comprises less than about 20% water by weight.21. The process of wherein further reacting the diluted feed with the catalyst after recycling the product and soluble base results in about 70% or greater selectivity to propylene glycol.22. The process of wherein the feed comprises less than about 12% water by weight.2340-. (canceled) This invention was made with Government support under Contract DE-AC06-76RL01830 awarded by the U.S. Department of Energy. The Government has certain rights in the invention.This disclosure relates to processes and systems for the conversion of glycerol to propylene glycol, including processes that recycle the propylene glycol product stream to serve as a solvent for the glycerol feed stream.It is known to convert ...

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19-06-2014 дата публикации

HYDROTHERMAL HYDROCATALYTIC TREATMENT OF BIOMASS USING WATER TOLERANT CATALYSTS

Номер: US20140171694A1
Принадлежит: SHELL OIL COMPANY

A method of hydrothermal hydrocatalytic treating biomass is provided. Lignocellulosic biomass solids is provided to a hydrothermal digestion unit in the presence of a digestive solvent, and a supported hydrogenolysis catalyst containing (a) sulfur, (b) Mo or W, and (c) Co, Ni or mixture thereof, incorporated into a group 4 metal oxide support; (ii) heating the lignocellulosic biomass solids and digestive solvent in the presence of hydrogen, and the supported hydrogenolysis catalyst thereby forming a product solution containing plurality of oxygenated hydrocarbons, said catalyst retaining a crush strength of at least 50% after being subjected to an aqueous phase stability test compared with before the aqueous phase stability test or a crush strength of at least 0.25 kg after being subjected to an aqueous phase stability test. 1. A method comprising: (i) providing lignocellulosic biomass solids in a hydrothermal digestion unit in the presence of a digestive solvent , and a supported hydrogenolysis catalyst containing (a) sulfur , (b) Mo or W , and (c) Co , Ni or mixture thereof , incorporated into a group 4 metal oxide support; (ii) heating the lignocellulosic biomass solids and digestive solvent in the presence of hydrogen , and supported hydrogenolysis catalyst thereby forming a product solution containing plurality of oxygenated hydrocarbons , said catalyst retaining a crush strength of at least 50% after being subjected to an aqueous phase stability test compared with before the aqueous phase stability test.2. The method of wherein the lignocellulosic biomass solids is heated to a temperature in the range of 180° C. to less than 300° C.3. The method of wherein the catalyst retains aqueous phase stability of at least 60% after being subjected to an aqueous phase stability test.4. The method of wherein the group 4 metal oxide support is a stabilized form.5. The method of wherein the group 4 metal oxide support is zirconia.6. The method of wherein the group 4 metal ...

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09-04-2015 дата публикации

PRODUCTION OF ALPHA, OMEGA-DIOLS

Номер: US20150099903A1
Принадлежит:

Disclosed herein are processes for preparing an α,ω-C-diol, wherein n is 5 or greater, from a feedstock comprising a Coxygenate. In one embodiment, the process comprises contacting the feedstock with hydrogen gas in the presence of a catalyst comprising Pt, Cu, Ni, Pd, Pt, Rh, Ir, Ru, or Fe on a WOor WOsupport. In one embodiment, the process comprises contacting the feedstock with hydrogen in the presence of a catalyst comprising a metal M1 and a metal M2 or an oxide of M2, and optionally a support. In one embodiment, M1 is Pd, Pt, or Ir; and M2 is Mo, W, V, Mn, Re, Zr, Ni, Cu, Zn, Cr, Ge, Sn, Ti, Au, or Co. The Coxygenate may be obtained from a biorenewable resource. 2. The process of claim 1 , wherein n=5 or 6.3. The process of wherein the optional support is present in the catalyst and comprises WO claim 1 , SiO claim 1 , AlO claim 1 , carbon claim 1 , TiO claim 1 , ZrO claim 1 , SiO—AlO claim 1 , montmorillonite claim 1 , SiO-TiO claim 1 , tungstated ZrO claim 1 , zeolites claim 1 , VO claim 1 , MoO claim 1 , or mixtures thereof.4. The process of wherein the Coxygenate comprises 1 claim 1 ,2 claim 1 ,6-hexanetriol; 1 claim 1 ,2 claim 1 ,5-pentanetriol; 2H-tetrahydropyran-2-methanol; tetrahydrofuran-2 claim 1 ,5-dimethanol; furan-2 claim 1 ,5-dimethanol; 2 claim 1 ,5 dihydrofuran-2 claim 1 ,5-dimethanol; levoglucosenone; levoglucosan; levoglucosenol; 1 claim 1 ,6-anhydro-3 claim 1 ,4-dideoxy-p-D-pyranose-2-one; isosorbide; hydroxymethylfurfural; sorbitol; glucose; fructose; xylitol; 3 claim 1 ,4-dihydro-2H-pyran-2-carbaldehyde; 1 claim 1 ,2 claim 1 ,5 claim 1 ,6-hexanetetraol; 1 claim 1 ,2 claim 1 ,3 claim 1 ,5 claim 1 ,6-hexanepentanol; 1 claim 1 ,5-anhydro-3 claim 1 ,4-dideoxy-hexitol; 5-hydroxy-2H-tetrahydropyran-2 methanol; furfural; furfuryl alcohol; tetrahydrofurfuryl alcohol; pentoses; dimers containing pentose; oligomers containing pentose; hexoses; dimers containing hexose; oligomers containing hexose; condensation products from the reaction of 5-( ...

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02-06-2022 дата публикации

Process to recover 3-methyl-but-3-en-1-ol

Номер: US20220169586A1
Принадлежит: BASF SE

The presently claimed invention relates to a process for the recovery of 3-methyl-3-buten- -ol from a stream comprising (Z)-3-methylpent-2-ene-1,5-diol, (E)-3-methylpent-2-ene-,5-diol and 3-methylenepentane-1,5-diol by treating the stream with isobutene and water.

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20-04-2017 дата публикации

PROCESS FOR PRODUCING DIMETHYL CARBONATE

Номер: US20170107170A1
Автор: Huang Chien Fu, Tsai Yi Ta
Принадлежит:

The present disclosure relates to a recycling method for producing dimethyl carbonate and dimethyl carbonate derivatives. The process is unique in that it produces a by-product that can be re-used in the process as a raw material for repeating the process. For example, when the process is directed to synthesizing dimethyl carbonate, glycerol is used as a starting material. Glycerol is also a by-product produced during formation of dimethyl carbonate, and therefore it can be re-used as starting material to generate more dimethyl carbonate. 2. The process of claim 1 , wherein the halogenating agent in (a) is hydrogen chloride or a mixture of gaseous hydrogen chloride and an aqueous solution of hydrogen chloride.3. The process of claim 1 , wherein the reaction of the compound of formula (I) with the halogenating agent in (a) is carried out in the presence of a catalyst.4. The process of claim 3 , wherein the catalyst is an organic acid catalyst claim 3 , an inorganic acid catalyst claim 3 , or a heterogeneous acid catalyst.5. The process of claim 4 , wherein the catalyst is an organic acid catalyst selected from the group consisting of a carboxylic claim 4 , a sulfonic claim 4 , and a phosphoric acid.6. The process of claim 1 , wherein the base in (b) is selected from the group consisting of a hydroxide claim 1 , a carbonate and a bicarbonate of alkali metal claim 1 , alkaline earth metal claim 1 , and a basic ion exchange resin.7. The process of claim 6 , wherein the base in (b) is selected from the group consisting of LiOH claim 6 , NaOH claim 6 , KOH claim 6 , CsOH claim 6 , RbOH claim 6 , Mg(OH) claim 6 , Ca(OH) claim 6 , Sr(OH) claim 6 , NHOH claim 6 , Ba(OH) claim 6 , NaCO claim 6 , and KCO claim 6 , NaHCOand KHCO.8. The process of claim 1 , wherein the reaction of the compound of Formula (III) with carbon dioxide in (c) is carried out in the presence of a catalyst.9. The process of claim 9 , wherein the catalyst is an alkali metal halide salt or quaternary ...

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28-04-2016 дата публикации

Method for producing allyl alcohol and allyl alcohol produced thereby

Номер: US20160115109A1
Принадлежит: LG Chem Ltd

Disclosed are a method of preparing allyl alcohol and allyl alcohol prepared thereby. The method of preparing allyl alcohol includes adding glycerol with formic acid in an amount of 0.8˜2 equivalents relative to 1 equivalent of glycerol, and increasing a reaction temperature to 220˜260° C. from room temperature at a heating rate of 2.0˜7.0° C./min so that glycerol and formic acid are reacted.

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04-05-2017 дата публикации

POROUS SHAPED METAL-CARBON PRODUCTS

Номер: US20170120223A1
Принадлежит: RENNOVIA INC.

The present invention provides a porous metal-containing carbon-based material that is stable at high temperatures under aqueous conditions. The porous metal-containing carbon-based materials are particularly useful in catalytic applications. Also provided, are methods for making and using porous shaped metal-carbon products prepared from these materials. 1. A process for preparing a porous , shaped metal-carbon product , the process comprising:mixing a carbonaceous material with water, a water-soluble organic binder, and a (first) metal precursor to form a metal-carbon mixture, wherein the metal precursor is a compound selected from the group consisting of a metal carbonate, a metal oxide, a metal hydroxide, a salt of a metal acid, a heteropoly acid, a metal carboxylate, a metal carbide, a metal chloride, a metal amine complex-containing compound, a hydrate thereof, and a mixture of any two or more thereof;shaping the metal-carbon mixture to form a green shaped metal-carbon product; andheating the green shaped metal-carbon product to a carbonization temperature to produce a carbonized, shaped metal-carbon product comprising a plurality of pores.211-. (canceled)12. The process of claim 1 , wherein the metal precursor comprises a metal that is a base metal.13. The process of claim 1 , wherein the metal precursor comprises a metal selected from the group consisting of Cu claim 1 , Pb claim 1 , Ni claim 1 , Zn claim 1 , Fe claim 1 , Mo claim 1 , Al claim 1 , Sn claim 1 , W claim 1 , Ta claim 1 , Co claim 1 , Bi claim 1 , Cd claim 1 , Ti claim 1 , Zr claim 1 , Sb claim 1 , Mn claim 1 , Be claim 1 , Cr claim 1 , Ge claim 1 , V claim 1 , Ga claim 1 , Hf claim 1 , In claim 1 , Nb claim 1 , Rh claim 1 , Tl claim 1 , Ru claim 1 , Rh claim 1 , Pd claim 1 , Ag claim 1 , Os claim 1 , Ir claim 1 , Pt claim 1 , Au claim 1 , and combinations thereof.1418-. (canceled)19. The process of claim 1 , wherein the metal precursor is water insoluble.20. (canceled)21. The process of claim 1 ...

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03-06-2021 дата публикации

DEHYDRATION AND CRACKING OF ALPHA-, BETA-DIHYDROXY CARBONYL COMPOUNDS TO LACTIC ACID AND OTHER PRODUCTS

Номер: US20210163394A1
Принадлежит: ARCHER DANIELS MIDLAND COMPANY

Processes are disclosed for the synthesis of a cracked product or an end product, from a starting compound or substrate having a carbonyl functional group (C═O), with hydroxy-substituted carbon atoms at alpha (α) and beta (β) positions, relative to the carbonyl functional group. According a particular embodiment, an α-, β-dihydroxy carboxylic acid or carboxylate is dehydrated to form a dicarbonyl intermediate by transformation of the α-hydroxy group to a second carbonyl group and removal of the β-hydroxy group. The dicarbonyl intermediate is cracked to form the cracked product, in which the first and second carbonyl groups are preserved. Either or both of (i) the cracked product and (ii) a second cracked product generated from cleavage of a carbon-carbon bond of the dicarbonyl intermediate, may be further converted (e.g., by hydrogenation) to one or more end products, which, like the cracked product(s), also having fewer carbon atoms relative to the dicarbonyl intermediate and substrate. 1. A method for synthesizing a cracked product , having a lower number of carbon atoms relative to a starting compound , the method comprising:(a) dehydrating the starting compound comprising an alpha hydroxy group, substituted at an alpha carbon atom with respect to a first carbonyl group, and a beta hydroxy group, substituted at a beta carbon atom with respect to the first carbonyl group, to form a dicarbonyl intermediate by transformation of the alpha hydroxy group to a second carbonyl group and removal of the beta hydroxy group; and(b) cracking the dicarbonyl intermediate to produce a cracked product having fewer carbon atoms relative to the dicarbonyl intermediate.2. The method of claim 1 , further comprising:(c) hydrogenating the cracked product to produce an end product, having the first carbonyl group and an adjacent hydroxy group, resulting from hydrogenation of the second carbonyl group.3. The method of claim 1 , wherein the dehydrating comprises forming water from a ...

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08-09-2022 дата публикации

PRE-TREATMENT OF LIGNOCELLULOSIC FEEDS FOR THE PRODUCTION OF GLYCOLS

Номер: US20220281788A1
Принадлежит:

A process for the preparing glycols from a lignocellulosic solid biomass involves contacting the biomass with an organic solvent comprising a low boiling point alcohol and a pre-treatment acid at a temperature in a range from 80 to 220° C. and a pressure in a range from 1 to 50 bara. The resulting mixture, having >20 wt. % water, is separated into a pre-treated solid residue comprising cellulose and a liquid stream comprising dissolved lignin and hemicellulose. The pre-treated solid residue is subjected to a hydrogenolysis reaction, generating a glycols stream, a lights stream, comprising a first portion of organic solvent, and a heavies stream. At least of part of the liquid stream is separated to produce a second portion of organic solvent and a solid residue of lignin and hemicellulose. At least part of the first and second portion of organic solvent is recycled to the contacting step. 2. The process of claim 1 , wherein the pre-treated solid residue comprises pre-treatment acid and the process further comprises removing pre-treatment acid from the pre-treated solid residue by washing claim 1 , drying or combinations thereof to produce an acid-removed pre-treated solid residue and recycling the removed pre-treated acid to step (a); wherein drying preferably comprises heating claim 1 , reducing pressure claim 1 , or combinations thereof.3. The process of claim 1 , wherein the pre-treated solid residue comprises lignin and the process further comprises removing the lignin from the pre-treated solid residue by washing to produce an lignin-removed pre-treated solid residue and recycling the removed pre-treated acid to step (a).4. The process according to claim 1 , wherein the pre-treatment acid further comprises at least one selected from the group consisting of hydrochloric acid claim 1 , sulfuric acid claim 1 , boric acid claim 1 , nitric acid claim 1 , phosphoric acid claim 1 , hydroxysulfonic acid claim 1 , citric acid claim 1 , benzoic acid claim 1 , α- ...

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04-06-2015 дата публикации

METHODS FOR PRODUCING BIODERIVED PROPYLENE GLYCOL

Номер: US20150152031A1
Принадлежит:

In the process of distilling a polyol product mixture including one or both of a biobased propylene glycol and a biobased ethylene glycol from the reaction of hydrogen with a biobased feed, it has been discovered that undesirable epoxides can form, and the present invention provides means for guarding against their formation, for removing epoxides which do form by particular methods of distilling, and for removing the epoxides from a finished, otherwise commercially acceptable biobased glycol product. 1. A process for distilling a product mixture from the reaction of hydrogen with an aqueous solution of biobased glycerol including water , lower molecular weight alcohols , higher diols and unconverted glycerol to produce a purified biobased propylene glycol product , comprising the steps of:distilling low molecular weight alcohols inclusive of methanol, ethanol and any propanols overhead in a first column;distilling substantially all of the water from the first column bottoms overhead in a second column;modifying the pH of the second column bottoms with acid, and then removing substantially all of the components therein with higher boiling points than that of propylene glycol in the bottoms from a third column; anddistilling the overheads from the third column in a fourth column to produce the distilled biobased propylene glycol product as the bottoms, with removing any glycidol and propylene oxide contained in the third column overheads as the overheads from the fourth column.2. A process according to claim 1 , further comprising distilling the third column bottoms to produce an ethylene glycol-rich diols mix overhead and a bottoms containing unreacted glycerol for recycle and reuse.3. A process for distilling a product mixture from the reaction of hydrogen with an aqueous solution of biobased glycerol including water claim 1 , lower molecular weight alcohols claim 1 , higher diols and unconverted glycerol to produce a purified biobased propylene glycol product ...

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17-06-2021 дата публикации

ELECTROCHEMICAL, BROMINATION, AND OXYBROMINATION SYSTEMS AND METHODS TO FORM PROPYLENE OXIDE OR ETHYLENE OXIDE

Номер: US20210179574A1
Принадлежит:

Disclosed herein are methods and systems that relate to various configurations of electrochemical, bromination, oxybromination, bromine oxidation, hydrolysis, neutralization, and epoxidation reactions to form propylene bromohydrin, propanal, and propylene oxide or to form bromoethanol, bromoacetaldehyde, and ethylene oxide. 1. A method , comprising:brominating propylene with an aqueous medium comprising metal bromide with metal ion in higher oxidation state, metal bromide with metal ion in lower oxidation state, and saltwater to result in one or more products comprising dibromopropane (DBP) and propylenebromohydrin (PBH) and reduction of the metal bromide with the metal ion in the higher oxidation state to the metal bromide with the metal ion in the lower oxidation state;epoxidizing the one or more products comprising DBP and PBH with a base to form propylene oxide (PO) and unreacted DBP; andsubjecting the unreacted DBP to hydrolysis under one or more reaction conditions to result in hydrolysis products comprising PBH and propanal.2. The method of claim 1 , wherein the one or more reaction conditions in the hydrolysis reaction comprise organic:aqueous ratio between 0.5:10-10:0.5.3. The method of claim 1 , wherein the one or more reaction conditions in the hydrolysis reaction comprise Lewis acid selected from the group consisting of silicon bromide; germanium bromide; tin bromide; boron bromide; aluminum bromide; gallium bromide; indium bromide; thallium bromide; phosphorus bromide; antimony bromide; arsenic bromide; copper bromide; zinc bromide; titanium bromide; vanadium bromide; chromium bromide; manganese bromide; iron bromide; cobalt bromide; nickel bromide; lanthanide bromide; and triflate.4. The method of claim 1 , further comprising separating the one or more products comprising PBH and DBP from the aqueous medium claim 1 , before subjecting the one or more products comprising PBH and DBP to the epoxidation reaction.5. The method of claim 1 , further ...

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22-09-2022 дата публикации

PRE-TREATMENT OF LIGNOCELLULOSIC FEEDS FOR THE PRODUCTION OF GLYCOLS

Номер: US20220298089A1
Принадлежит:

A process for preparing glycols from a lignocellulosic solid biomass involves contacting the biomass with an organic solvent comprising a low boiling point alcohol and a pre-treatment acid at a temperature in a range from 80 to 220° C. and a pressure in a range from 1 to 50 bara. The resulting mixture, having less than wt. % water, is separated into a pre-treated solid residue comprising cellulose and a liquid stream comprising dissolved lignin. The pre-treated solid residue is subjected to a hydrogenolysis reaction. generating a glycols stream, a lights stream, comprising a first portion of organic solvent, and a heavies stream. At least part of the liquid stream is separated to produce a second portion of organic solvent and a lignin stream. At least part of the first and second portions of organic solvent is recycled to the contacting step. 2. The process of claim 1 , wherein the pre-treated solid residue comprises pre-treatment acid and the process further comprises removing pre-treatment acid from the pre-treated solid residue by washing claim 1 , drying or combinations thereof to produce an acid-removed pre-treated solid residue and recycling the removed pre-treated acid to step (a); wherein drying preferably comprises heating claim 1 , reducing pressure claim 1 , or combinations thereof.3. The process of claim 1 , wherein the pre-treated solid residue comprises lignin and the process further comprises removing the lignin from the pre-treated solid residue by washing to produce an lignin-removed pre-treated solid residue and recycling the removed pre-treated acid to step (a).4. The process according to claim 1 , wherein the pre-treatment acid further comprises at least one selected from the group consisting of hydrochloric acid claim 1 , sulfuric acid claim 1 , boric acid claim 1 , nitric acid claim 1 , phosphoric acid claim 1 , hydroxysulfonic acid claim 1 , citric acid claim 1 , benzoic acid claim 1 , α-hydroxysulfonic acids claim 1 , and mixtures thereof.5. ...

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14-05-2020 дата публикации

DECARBOXYLATIVE CROSS-COUPLING AND APPLICATIONS THEREOF

Номер: US20200148668A1
Принадлежит:

Methods described herein enable the production of numerous molecular species through decarboxylative cross-coupling via use of photoredox and transition metal catalysts. For example, methods described herein enable the production of numerous molecular species through decarboxylative cross-coupling via use of photoredox and transition metal catalysts. A method described herein, in some embodiments, comprises providing a reaction mixture including a photoredox catalyst, a transition metal catalyst, a coupling partner and a substrate having a carboxyl group. The reaction mixture is irradiated with a radiation source resulting in cross-coupling of the substrate and coupling partner via a mechanism including decarboxylation, wherein the coupling partner is selected from the group consisting of a substituted aromatic compound and a substituted aliphatic compound. 1. A method of cross-coupling comprising:providing a substrate including a carboxyl group;oxidizing the carboxyl group via a single electron transfer process, wherein the substrate subsequently undergoes decarboxylation to provide a substrate radical; andforming a C—C bond between the substrate radical and a coupling partner selected from the group consisting of a substituted aromatic compound and substituted aliphatic compound.2. The method of claim 1 , wherein the substrate is an aliphatic carboxylic acid.3. The method of claim 1 , wherein the aliphatic carboxylic acid is an amino acid.4. The method of claim 1 , wherein the aliphatic carboxylic acid is a fatty acid.5. The method of claim 1 , wherein the aliphatic carboxylic acid is of formula R—COH claim 1 , wherein Ris selected from the group consisting of -alkyl claim 1 , -cycloalkyl claim 1 , -heteroalkyl claim 1 , -heterocycloalkyl claim 1 , -alkenyl claim 1 , -cycloalkenyl claim 1 , -heteroalkenyl claim 1 , -heterocycloalkenyl claim 1 , -alkynyl claim 1 , -alkyl-aryl claim 1 , -alkyl-heteroaryl claim 1 , -alkyl-alkoxy claim 1 , -alkenyl-aryl claim 1 , - ...

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24-06-2021 дата публикации

SYNTHESIS OF ALIPHATIC ALCOHOLS AS AROMA CHEMICALS

Номер: US20210188748A1
Принадлежит:

The present invention relates to a method for preparing a compound of formula (I). The present invention also relates to compounds of formula (A) or a compound in the form of a stereoisomer. The present invention further relates to the use of a compound of formula (A) as aroma chemical. 3. The process according to the claim 1 , wherein steps (b) claim 1 , (c) and (d) and/or steps (b) and (c) and/or steps (c) and (d) are carried out in a single pot.4. The process according to the claim 1 , wherein the peroxyacid in step b) is selected from the group consisting of peroxymonosulfuric acid claim 1 , peroxyphosphoric acid claim 1 , peroxyacetic acid claim 1 , peroxyformic acid claim 1 , peroxytrifluoroacetic acid claim 1 , potassium peroxymonosulfate claim 1 , sodium perborate claim 1 , peroxynitric acid and peroxybenzoic acid.5. The process according to the claim 4 , wherein the peroxybenzoic acid is meta-chloroperoxybenzoic acid.6. The process according to the claim 1 , wherein the peroxide in step b) is selected from the group consisting of hydrogen peroxide.7. The process according to claim 1 , wherein step d) is carried out in the presence of an acid.8. The process according to claim 7 , wherein the acid is selected from the group consisting of methanesulfonic acid claim 7 , phosphoric acid claim 7 , p-toluenesulfonic acid claim 7 , formic acid claim 7 , sulfuric acid claim 7 , hydrochloric acid and acetic acid.10. The compound of claim 9 , wherein Ris H or methyl;{'sup': 2', '5, 'Ris selected from the group consisting of H, methyl, ethyl, 1-propyl, 1-methylethyl, and cyclopropyl; Ris selected from the group consisting of methyl, ethyl, 1-propyl, 1-methylethyl, and cyclopropyl;'}{'sup': '4', 'Ris selected from the group consisting of H, ethyl, 1-propyl, 1-methylethyl, and cyclopropyl;'}{'sup': '3', 'and Ris H.'}12. A composition comprising at least one compound selected from the the mixture of compounds of the formulae (A.a) claim 9 , (A.b) and (A.c) according to . ...

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04-09-2014 дата публикации

Catalyst for polyol hydrogenolysis

Номер: US20140249334A1
Принадлежит: Clariant Corp

Ethylene glycol and propylene glycol may be made by hydrogenolysis of a polyol comprising the steps of reacting a polyol with hydrogen in the presence of a hydrogenolysis catalyst. The hydrogenolysis comprises nickel, one or more promoter, and one or more support. The promoter is selected from bismuth, silver, tin, antimony, gold, lead, thallium, cerium, lanthanum, and manganese. The support is selected from zirconia and carbon. A zirconia support comprises a zirconia textual promoter, which is selected from Cr, Mo, W, Nb, Ce, Ca, Mg, La, Pr, Nd, Al, and P. If the support comprises carbon, then the promoter is selected from bismuth and antimony. In another embodiment, if the support comprises carbon, then both the promoter is selected from bismuth and antimony, and the catalyst comprises copper. In another embodiment, the catalyst additionally comprises copper.

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23-06-2016 дата публикации

Process for the Manufacture of Propanediol

Номер: US20160176794A1
Автор: SU Fangzheng
Принадлежит:

A process for manufacturing 1,3-propanediol by reacting glycerol with hydrogen in the presence of a supported catalyst, the supported catalyst comprising at least one first compound of an element selected from iridium, rhodium, palladium and platinum and at least one second compound of an element selected from chromium, molybdenum and tungsten, both compounds being supported on alumina, wherein the at least one second compound content in the catalyst expressed in weight of trioxide per weight of catalyst is lower than 20% by weight and wherein the reaction is carried out in a liquid medium containing water in an amount of at least 3 g and less than 900 g of water per kg of liquid medium. 1. A process for manufacturing 1 ,3-propanediol by reacting glycerol with hydrogen in the presence of a supported catalyst , the supported catalyst comprising at least one first compound of an element selected from the group consisting of iridium , rhodium , palladium and platinum and at least one second compound of an element selected from the group consisting of chromium , molybdenum and tungsten , both said compounds being supported on alumina , wherein the at least one second compound content in the catalyst expressed in weight of trioxide per weight of catalyst is lower than 20% by weight and wherein the reaction is carried out in a liquid medium containing water in an amount of at least 3 g and less than 900 g of water per kg of liquid medium.2. The process according to claim 1 , wherein the liquid medium contains at most 600 g of water per kg of liquid medium.3. The process according to claim 1 , wherein the at least one second compound content in the catalyst expressed in weight of trioxide per weight of catalyst is lower than or equal to 15% by weight.4. The process according to claim 1 , wherein the alumina in the supported catalyst is selected from the group consisting of gamma alumina claim 1 , delta alumina claim 1 , theta alumina claim 1 , and any mixture thereof.5. ...

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22-06-2017 дата публикации

PROCESS FOR PREPARING DICHLOROPROPANOL

Номер: US20170174593A1
Принадлежит:

Provided is a process of preparing dichloropropanol, DCP. The process includes the step of: subjecting a three-carbon material to a first chlorination reaction with an aqueous hydrochloric acid solution in the presence of a carboxylic acid catalyst; adding the three-carbon material into the first mixture solution to undergo a second chlorination reaction and obtain a second mixture solution containing less than 13 wt % of hydrochloric acid; distilling the second mixture solution; and purifying the overhead product by oil-water separation to obtain DCP from the oil phase. By lowering the concentration of the hydrochloric acid contained in the mixture to be distilled, the DCP product can be straightly obtained via distillation and oil-water separation, thereby effectively simplifying the process of preparing DCP. 1. A process of preparing dichloropropanol , comprising steps of:step (a): subjecting a three-carbon material to a first chlorination reaction with an aqueous hydrochloric acid solution in the presence of a carboxylic acid catalyst, so as to obtain a first mixture solution, the three-carbon material comprising glycerin, glycerin ester, monochloropropanediol, monochloropropanediol ester or their combination;step (b): adding the three-carbon material into the first mixture solution to undergo a second chlorination reaction, so as to obtain a second mixture solution, the second mixture solution containing hydrochloric acid in a concentration less than 13 wt %;step (c): distilling the second mixture solution to obtain an overhead product; andstep (d): separating the overhead product into an oil phase and an aqueous phase, so as to collect the dichloropropanol from the oil phase.2. The process as claimed in claim 1 , wherein a molar ratio of the three-carbon material relative to the hydrochloric acid contained in the aqueous hydrochloric acid solution ranges from 1:2 to 1:6.3. The process as claimed in claim 1 , wherein a molar ratio of the three-carbon material ...

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02-07-2015 дата публикации

CATALYSTS FOR HYDRODEOXYGENATION OF OXYGENATED HYDROCARBONS

Номер: US20150183701A1
Принадлежит:

The present invention provides catalysts, methods, and reactor systems for converting oxygenated hydrocarbons to oxygenated compounds. The invention includes methods for producing cyclic ethers, monooxygenates, dioxygenates, ketones, aldehydes, carboxylic acids, and alcohols from oxygenated hydrocarbons, such as carbohydrates, sugars, sugar alcohols, sugar degradation products, and the like, using catalysts containing Group VIII metals. The oxygenated compounds produced are useful in the production of liquid fuels, chemicals, and other products. 143-. (canceled)44. A heterogeneous catalyst , the heterogeneous catalyst comprising (i) a Group VIII metal , (ii) a second metal , and (ii) a metal oxide support ,wherein the heterogeneous catalyst is configured to produce a mixture of reaction products, the mixture comprising alcohols having a concentration greater than about 1% as a weight percentage of the total carbon entering the system and cyclic ethers having a concentration greater than about 1% as a weight percentage of the total carbon entering the system, when an aqueous oxygenated hydrocarbon feedstock solution, the aqueous feedstock solution comprising water and an oxygenated hydrocarbon selected from the group consisting of a starch, a sugar, a sugar alcohol, a polysaccharide, an oligosaccharide, a trisaccharide, a disaccharide, a monosaccharide, and combinations thereof, and hydrogen are contacted with the heterogeneous catalyst; andwherein the metal oxide support is stable in the aqueous oxygenated hydrocarbon feedstock solution; andwherein the heterogeneous catalyst is capable of being in operation for greater than 20 days without a regeneration of the catalyst.45. The heterogeneous catalyst of claim 44 , wherein the Group VIII metal is palladium.46. The heterogeneous catalyst of claim 44 , wherein the heterogeneous catalyst comprises between 0.05 and 5.0 wt % palladium.47. The heterogeneous catalyst of claim 44 , wherein the second metal is a member ...

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18-09-2014 дата публикации

Processes for Converting Biomass-Derived Feedstocks to Chemicals and Liquid Fuels

Номер: US20140273118A1
Принадлежит: VIRENT, INC.

The present invention provides processes, methods, and systems for converting biomass-derived feedstocks to liquid fuels and chemicals. The method generally includes the reaction of a hydrolysate from a biomass deconstruction process with hydrogen and a catalyst to produce a reaction product comprising one of more oxygenated compounds. The process also includes reacting the reaction product with a condensation catalyst to produce Ccompounds useful as fuels and chemicals. 1. A method for producing oxygenated compounds from a biomass-derived feedstock , the method comprising: (i) water;', '(ii) greater than 20 wt % of a plurality of first oxygenated hydrocarbons, the first oxygenated hydrocarbons selected from the group consisting of monosaccharides, disaccharides, trisaccharides, oligosaccharides, and combinations thereof;', '(iii) between 1 wt % and 40 wt % of a plurality of second oxygenated hydrocarbons, the second oxygenated hydrocarbon comprising sugar degradation products; and', '(iv) ash, wherein the ash comprises less than 75 ppm sulfur and less than 30 ppm phosphorous; and, '(a) providing an aqueous feedstock, the aqueous feedstock comprising(b) reacting a portion of the aqueous feedstock with hydrogen in the presence of a catalyst, the catalyst comprising at least one Group VIII metal, to produce a reaction product comprising one or more oxygenated compounds selected from the group consisting of an alcohol, a ketone, a cyclic ether, a carboxylic acid, an aldehyde, a diol, and a polyol.2. The method of claim 1 , wherein the aqueous feedstock is prepared by a biomass deconstruction method and the deconstruction method is selected from the group consisting of water hydrolysis claim 1 , acid hydrolysis claim 1 , alkaline hydrolysis claim 1 , organosolv pulping claim 1 , pyrolysis claim 1 , enzymatic hydrolysis claim 1 , catalytic biomass deconstruction claim 1 , and combinations thereof.3. The method of claim 2 , wherein the aqueous feedstock is further ...

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18-09-2014 дата публикации

PRODUCTION OF AROMATICS FROM DI- AND POLYOXYGENATES

Номер: US20140275584A1
Принадлежит: VIRENT, INC.

Methods, catalysts, and reactor systems for producing in high yield aromatic chemicals and liquid fuels from a mixture of oxygenates comprising di- and polyoxygenates are disclosed. Also disclosed are methods, catalysts, and reactor systems for producing aromatic chemicals and liquid fuels from oxygenated hydrocarbons such as carbohydrates, sugars, sugar alcohols, sugar degradation products, and the like; and methods, catalysts, and reactor systems for producing the mixture of oxygenates from oxygenated hydrocarbons such as carbohydrates, sugars, sugar alcohols, sugar degradation products, and the like. The disclosed catalysts for preparing the mixture of oxygenates comprise a NiSnalloy and a crystalline alumina support. 1. A catalyst composition , the catalyst comprising a NiSnalloy and a crystalline alumina support.2. The catalyst of claim 1 , wherein n equals 3 and m equals 1 or 2.3. The catalyst of claim 1 , wherein the wt % of Ni is greater than or equal to 0.5 wt %.4. The catalyst of claim 3 , wherein the wt % of Ni is greater than or equal to 1.0 wt % or greater than or equal to 2.0%.5. The catalyst of claim 1 , wherein the wt % of Ni is less than or equal to 20%.6. The catalyst of claim 5 , wherein the wt % of Ni is less than or equal to 15% less than or equal to 12 wt % claim 5 , or less than or equal to 10 wt %.7. The composition of claim 1 , wherein the crystalline support is a transitional alumina support.8. The composition of claim 1 , wherein the crystalline support is a theta-alumina support.9. The catalyst of claim 1 , wherein the support is modified with a member selected from the group consisting of B claim 1 , Cr claim 1 , Ce claim 1 , Co claim 1 , Cu claim 1 , Fe claim 1 , Mg claim 1 , Mo claim 1 , Nb claim 1 , W claim 1 , Zr claim 1 , and mixtures thereof.10. A composition of matter claim 1 , the composition of matter comprising the catalyst of claim 1 , oxygenated hydrocarbons claim 1 , and a mixture of oxygenates.11. The composition of matter ...

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16-07-2015 дата публикации

METHOD FOR PRODUCING POLYALKYLENE GLYCOL DERIVATIVE HAVING AMINO GROUP AT END, WITH NARROW MOLECULAR WEIGHT DISTRIBUTION

Номер: US20150197482A1
Принадлежит:

A method for producing a narrow molecular weight distribution polyalkylene glycol derivative having an amino group at an end under mild conditions. A method for producing a compound of the general formula (1): CHO(CHCHO)CHCHCHNH(wherein n is an integer of 1 to 450) comprises the following steps of: 1. A method for producing a narrow molecular weight distribution polyethylene glycol derivative having an amino group at an end represented by a general formula (1) comprising the steps of:{'br': None, 'sub': 3', '2', '2', 'n', '2', '2', '2', '2, 'CHO(CHCHO)CHCHCHNH\u2003\u2003(1)'}wherein n represents an integer of 1 to 450;{'sup': +', '−', '−', '+, 'claim-text': [{'br': None, 'sub': 3', '2', '2', 'k, 'CHO(CHCHO)H\u2003\u2003(2)'}, {'br': None, 'sub': 3', '2', '2', 'k-1', '2', '2, 'sup': −', '+, 'CHO(CHCHO)CHCHOM\u2003\u2003(3)'}, 'wherein k represents an integer of 2 to 5;'}, 'wherein k is the same as defined in the general formula (2); and', 'M is the same as defined for the alkali metal compound;, '1) a step of reacting a compound represented by the general formula (2) with an alkali metal compound selected from M, MH, and ROM (wherein M represents sodium (Na) or potassium (K), and R represents a monovalent alkyl group having 1 to 6 carbon atoms) to obtain a compound represented by a general formula (3) [{'br': None, 'sub': 3', '2', '2', 'n-1', '2', '2, 'sup': −', '+, 'CHO(CHCHO)CHCHOM\u2003\u2003(4)'}, 'wherein n is the same as defined in the general formula (1);, '2) a step of dissolving a compound represented by the general formula (3) in tetrahydrofuran and then reacting with ethylene oxide to obtain a compound represented by the general formula (4) {'br': None, 'sub': 3', '2', '2', 'n', '2', '2, 'CHO(CHCHO)CHCHCN\u2003\u2003(5)'}, '3) a step of reacting the compound represented by the general formula (4) with acrylonitrile without further step of purifying the compound represented by the general formula (4) and then with an acid compound to obtain a compound ...

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14-07-2016 дата публикации

PROCESS FOR FUNCTIONALIZING BIOMASS USING MOLYBDENUM CATALYSTS

Номер: US20160200641A1
Принадлежит:

The present invention concerns a process for converting biomass into useful organic building blocks for the chemical industry. The process involves the use of molybdenum catalysts of the formula Aa(MoXRRRe), which may be readily prepared from industrial molybdenum compounds. 215-. (canceled)16. The process according to claim 1 , wherein the temperature is in the range 175 to 250° C. claim 1 , 180 to 220° C. claim 1 , 190 to 210° C. claim 1 , or 195 to 205° C.17. The process according to claim 1 , wherein the polyol is a diol or a triol.18. The process according to claim 17 , wherein the polyol is selected from the group consisting of 1 claim 17 ,2-hexanediol claim 17 , 1 claim 17 ,2-tetradecanediol claim 17 , and glycerol.19. The process according to claim 18 , wherein the polyol is glycerol.20. The process according to claim 1 , wherein the substrate is the polyol itself claim 1 , H claim 1 , or a diol different from the polyol.21. The process according to claim 20 , wherein the substrate is a diol different from the polyol.22. The process according to claim 1 , wherein the amount of molybdenum catalyst is in the range 0.1 to 2.0 mol % claim 1 , 1 to 15 mol % claim 1 , 2. to 10 mol % claim 1 , 3 to 8 mol % claim 1 , or 4 to 7 mol %.23. The process according to claim 1 , wherein A is Na or NH.24. The process according to claim 1 , wherein Rhas one or more donor atoms selected from the group consisting of N claim 1 , P claim 1 , and S.25. The process according to claim 24 , wherein Ris 2 claim 24 ,2′-bipyridine.26. The process according to claim 1 , wherein V is 1 or 7.27. The process according to claim 1 , wherein a is 0 claim 1 , 2 claim 1 , or 6.28. The process according to claim 1 , wherein the molybdenum catalyst is selected from the group consisting of Mo(CO) claim 1 , Mo(CO)(bipy) claim 1 , MoOCl(bipy) claim 1 , MoOBr(bipy) claim 1 , MoO(CH)(bipy) claim 1 , (NH)MoO·4HO claim 1 , and NaMoO claim 1 , or mixtures thereof claim 1 , wherein bipy is 2 claim 1 ,2′- ...

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30-07-2015 дата публикации

RENEWABLE ISOBUTENE AND ISOPRENE FROM A MIXTURE OF ACETIC ACID AND PROPIONIC ACID

Номер: US20150210608A1
Принадлежит:

A process is described for making renewable isobutene and renewable isoprene, comprising converting a mixed acid feed including acetic acid and propionic acid to a product mixture including isobutene and at least one or both of 2-methyl-1-butene and 2-methyl-2-butene in the presence of a catalyst, separating isobutene from the product mixture and dehydrogenating either or both of the 2-methyl-1-butene and 2-methyl-2-butene in the remainder to provide isoprene. 1. A process for making renewable isobutene and renewable isoprene , comprising converting a mixed acid feed including acetic acid and propionic acid to a product mixture including isobutene and at least one or both of 2-methyl-1-butene and 2-methyl-2-butene in the presence of a catalyst , separating isobutene from the product mixture and dehydrogenating either or both of the 2-methyl-1-butene and 2-methyl-2-butene in the remainder to provide isoprene.2. A process according to claim 1 , wherein the catalyst for converting the mixed acid feed is a ZnZrOmixed oxide catalyst.3. A process according to claim 2 , wherein the ZnZrOmixed oxide catalyst contains less than about 0.14 percent by weight of sulfur.4. A process according to claim 3 , wherein the ZnZrOmixed oxide catalyst contains less than about 0.01 percent by weight of sulfur.5. A process according to claim 3 , wherein the ZnZrOmixed oxide catalyst contains less than about 0.001 percent by weight of sulfur.65. A process according to any of - claims 2 , wherein x:y is from about 1:100 to about 10:1.7. A process according to claim 6 , wherein x:y is from about 1:30 to about 1:1.8. A process according to claim 7 , wherein x:y is from about 1:20 to about 1:5.9. A process according to claim 8 , wherein x:y is from about 1:12 to about 1:10.10. A process according to claim 1 , wherein the mixed acid feed is or is obtained from a mixed acid fermentation broth from a fermentation of one or more of the five carbon sugars claim 1 , six carbon sugars claim 1 , lactic ...

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21-07-2016 дата публикации

PROCESS FOR MANUFACTURING ACRYLIC ACID, ACRYLONITRILE AND 1,4-BUTANEDIOL FROM 1,3-PROPANEDIOL

Номер: US20160207865A1
Принадлежит: Myriant Corporation

The present invention is in the field of producing bio-based commodity organic chemicals such as bio-acrylic acid, bio-acrylonitrile, and bio-1,4-butanediol using renewable carbon sources as feedstock. In the first stage of the present invention, bio-1,3-propanediol is derived from renewable carbon sources through microbial fermentation. In the second stage of the present invention, bio-1,3-propanediol is converted into bio-acrylic acid or bio-acrylonitrile or bio-1,4-butanediol. 1. (canceled)2. (canceled)3. (canceled)4. (canceled)5. (canceled)6. (canceled)7. (canceled)8. (canceled)9. (canceled)10. (canceled)11. (canceled)12. (canceled)13. (canceled)14. (canceled)15. (canceled)16. A process for preparing acrylic acid comprising the steps of:a. catalytic dehydration of 1,3-propanediol to yield allyl alcohol; andb. catalytic oxidation of said allyl alcohol to yield acrylic acid.17. A process for preparing acrylic acid as in claim 16 , wherein the 1 claim 16 ,3-propanediol is bio-based and is obtained from biomass through a fermentative process.18. A process for preparing acrylic acid as in claim 16 , wherein said 1 claim 16 ,3-propanediol is obtained from biomass through a fermentative process and said step (b) for catalytic oxidation of said allyl alcohol to yield acrylic acid is carried out in a conventional acrylic acid manufacturing plant utilizing propylene derived from petroleum feedstock19. A process for preparing acrylonitrile comprising the steps of:a. catalytic dehydration of 1,3-propanediol to yield allyl alcohol;b. catalytically aminating said allyl alcohol to yield allyl amine; andc. catalytic oxidation of said allyl amine to yield acrylonitrile.20. A process for preparing acrylonitrile as in claim 19 , wherein said 1 claim 19 , 3-propanediol is bio-based and is obtained from biomass through a fermentative process.21. A process for preparing acrylonitrile comprising the steps of:a. catalytic dehydration of 1,3-propanediol to yield allyl alcohol; andb. ...

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19-07-2018 дата публикации

COPPER-CONTAINING MULTIMETALLIC CATALYSTS, AND METHOD FOR USING THE SAME TO MAKE BIOBASED 1,2-PROPANEDIOL

Номер: US20180201559A1
Принадлежит:

Copper-containing, multimetallic catalysts with either a zirconia or carbon support are described which have improved utility for the hydrogenolysis of a glycerol or glycerol-containing feedstock to provide a biobased 1,2-propanediol product. specially, improved carbon-supported examples of such catalysts are described for this reaction as well as for other processes wherein hydrogen is used, with methods for maintaining the activity of these catalysts. Related treatment methods in the preparation of these improved catalysts enable the use of carbons with a desired mechanical strength but which previously lacked activity, for example, for the conversion of a glycerol or glycerol-containing feed to produce 1,2-propanediol, so that copper-containing, multi-metallic catalysts may be employed for making a biobased propylene glycol using carbon supports that previously would have not been suitable. 1. A copper-containing multimetallic catalyst comprising copper and one or more additional metals selected from the group consisting of rhenium , palladium , platinum , ruthenium , manganese , and molybdenum on a zirconia or carbon support.2. The catalyst of claim 1 , further comprising zinc.3. The catalyst of claim 2 , wherein the catalyst consists essentially of copper claim 2 , rhenium and zinc on a zirconia or carbon support.4. The catalyst of claim 3 , wherein the copper is from 1 to 10 percent by weight of the catalyst claim 3 , rhenium is at least 0.25 percent by weight of the catalyst and zinc is at least 0.5 percent by weight of the catalyst.5. The catalyst of claim 4 , wherein the support is a monoclinic zirconia.6. The catalyst of claim 1 , wherein the support is a carbon support having:at least one of a) a single pellet crush strength of at least 7.4 MPa and b) a bulk crush strength such that not more than 7.0 percent of fines are observed to pass through a 40 mesh ASTM sieve upon the application of 3.5 MPa for thirty minutes to a sample of the carbon;a 5.3 percent ...

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06-08-2015 дата публикации

CONVERSION OF 2,3-BUTANEDIOL TO BUTADIENE

Номер: US20150218062A1
Принадлежит: BATTELLE MEMORIAL INSTITUTE

A composition comprising 2,3-butanediol is dehydrated to methyl vinyl carbinol and/or 1,3-butadiene by exposure to a catalyst comprising (a) MOwherein M is a rare earth metal, a group IIIA metal, Zr, or a combination thereof, and x and y are based upon an oxidation state of M, or (b) M(PO)where Mis a group IA, a group IIA metal, a group IIIA metal, or a combination thereof, and a and b are based upon the oxidation state of M. Embodiments of the catalyst comprising MOmay further include M, wherein Mis a rare earth metal, a group IIA metal, Zr, Al, or a combination thereof. In some embodiments, 2,3-butanediol is dehydrated to methyl vinyl carbinol and/or 1,3-butadiene by a catalyst comprising MO, and the methyl vinyl carbinol is subsequently dehydrated to 1,3-butadiene by exposure to a solid acid catalyst. 1. A method , comprising: [{'sub': x', 'y', '2', 'a', '4', 'b, 'sup': 3', '3', '3, 'contacting a feed stream comprising 2,3-butanediol with a catalyst comprising (a) MOwhere M is a rare earth metal, a group IIIA metal, Zr, or a combination thereof, and x and y have values based upon an oxidation state of M, and wherein the catalyst is not CeO, or (b) M(PO)where Mis a group IA metal, a group IIA metal, a group IIIA metal, or a combination thereof, and a and b have values based upon the oxidation state of M; and'}, 'dehydrating at least a portion of the 2,3-butanediol to form a product comprising methyl vinyl carbinol, 1,3-butadiene, or a combination thereof., 'converting 2,3-butanediol to methyl vinyl carbinol, 1,3-butadiene, or a mixture thereof by'}2. The method of claim 1 , wherein the catalyst has a methyl vinyl carbinol selectivity of at least 20% claim 1 , a 1 claim 1 ,3-butadiene selectivity of at least 20% claim 1 , or a combined 1 claim 1 ,3-butadiene and methyl vinyl carbinol selectivity of at least 20%.3. The method of claim 1 , wherein M is In claim 1 , Sc claim 1 , La claim 1 , Tm claim 1 , or a combination thereof.4. The method of claim 1 , wherein the ...

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06-08-2015 дата публикации

PERFLUOROALKYLATION OF CARBONYL COMPOUNDS

Номер: US20150218068A1
Автор: Singh Rajendra P.
Принадлежит: Boulder Ionics Corporation

The present invention provides a process for producing a compound comprising a perfluorinated alkyl group moiety from a carbonyl compound. Typically, the process includes contacting a carbonyl compound with a silane compound in the presence of a fluorohydrogenate ionic liquid under conditions sufficient to produce a compound comprising a perfluorinated alkyl group. The silane compound includes a perfluoroalkyl group. 1. A process for producing a compound comprising a perfluorinated alkyl group moiety from a carbonyl compound , said process comprising contacting a carbonyl compound with a silane compound comprising a perfluoroalkyl group in the presence of a fluorohydrogenate ionic liquid under conditions sufficient to produce a compound comprising a perfluorinated alkyl group , wherein the amount of said fluorohydrogenate ionic liquid used in the process is less than 1 equivalent relative to the amount of said carbonyl compound.2. The process of claim 1 , wherein said carbonyl compound is an aldehyde claim 1 , a ketone claim 1 , or an ester.3. The process of claim 1 , wherein said silane compound is a perfluoroalkyl(trialkyl)silane compound.4. The process of claim 1 , wherein said fluorohydrogenate ionic liquid comprises a quaternary ammonium cation.5. The process of claim 4 , wherein said quaternary ammonium cation comprises a nitrogen-heteroaryl cation.6. The process of claim 4 , wherein said quaternary ammonium cation comprises N-ethyl-N-methylimidazolium claim 4 , N-methyl-N-propylpyrrolidinium claim 4 , N-methyl-N-butylpyrrolidinium or a combination thereof.7. (canceled)9. The process of claim 8 , wherein Ris a moiety of the formula —OR claim 8 , wherein Ris alkyl claim 8 , cycloalkyl claim 8 , heterocycloalkyl claim 8 , aryl claim 8 , heteroaryl claim 8 , haloalkyl claim 8 , heteroalkyl claim 8 , (cycloalkyl)alkyl claim 8 , (heterocycloalkyl)alkyl claim 8 , aralkyl or heteroaralkyl.11. The process of claim 8 , wherein each of Ris independently C-Calkyl.12. The ...

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06-08-2015 дата публикации

Process for Producing Phenol and/or Cyclohexanone from Cyclohexylbenzene

Номер: US20150218075A1
Принадлежит: ExxonMobil Chemical Patents Inc

In a process for producing phenol and/or cyclohexanone, cyclohexylbenzene is contacted with an oxygen-containing gas to produce an oxidation effluent containing cyclohexylbenzene hydroperoxide. At least a portion of the cyclohexylbenzene hydroperoxide is then contacted with a cleavage catalyst to produce a cleavage effluent containing phenol and cyclohexanone and by-products including phenylcyclohexanol. The cleavage effluent or a neutralized product thereof also comprises at least one compound comprising an atom not being carbon, hydrogen or oxygen, which is separated from the cleavage effluent and/or the neutralized product thereof to leave a cleavage fraction lean in the compound comprising an atom not being carbon, hydrogen or oxygen and containing at least a portion of the phenylcyclohexanol. At least a portion of the phenylcyclohexanol is then contacted with a dehydration catalyst comprising a molecular sieve of the MCM-22 type to convert at least a portion of the phenylcyclohexanol to phenyl cyclohexene.

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26-07-2018 дата публикации

USE OF RHENIUM-CONTAINING SUPPORTED HETEROGENOUS CATALYSTS FOR THE DIRECT DEOXY-DEHYDRATED OF GLYCEROL TO ALLYL ALCOHOL

Номер: US20180207618A1
Принадлежит:

The present invention relates to the use of rhenium-containing supported heterogeneous catalysts for the deoxydehydration of glycerol to allyl alcohol, as well as to a process for the production of allyl alcohol from glycerol, in the presence of such heterogeneous catalysts. 1. A method for catalysing the deoxydehydration of glycerol to allyl alcohol , said method comprising:{'sub': 3', '2', '3, 'deoxydehydrating glycerol to allyl alcohol with an alumina-supported rhenium-oxide catalyst of formula ReO/AlO(I), wherein said reaction is carried out in heterogeneous conditions in the presence of at least one aliphatic alcohol.'}2. The method of claim 1 , wherein said at least one aliphatic alcohol is used as a solvent.3. The method of claim 1 , wherein said catalyst of formula (I) is chosen among those in which the amount of ReOranges from 5 to 15 weight % relative to the total mass of catalyst of formula (I).4. A process for the production of allyl alcohol from glycerol in the presence of a catalyst claim 1 , said process comprising only one step of deoxydehydration of glycerol claim 1 , said reaction being carried out in heterogeneous conditions claim 1 , in the presence of i) an alumina-supported rhenium-oxide catalyst of formula ReO/AlO(I) and of ii) at least one aliphatic alcohol.5. The process of claim 4 , wherein the catalyst of formula (I) is chosen among catalysts in which the amount of ReOranges from 5 to 15 weight % relative to the total amount of catalyst of formula (I).6. The process of claim 4 , wherein the aliphatic alcohol is a monohydroxylated alcohol having from 6 to 10 carbon atoms.7. The process of claim 6 , wherein the aliphatic alcohol is a monohydroxylated alcohol having from 6 to 8 carbon atoms.8. The process of claim 7 , wherein the monohydroxylated alcohol is a secondary alcohol.9. The process according to claim 8 , wherein the secondary alcohol is 2-hexanol or 3-octanol.10. The process according to claim 3 , wherein the deoxydehydration ...

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04-08-2016 дата публикации

PROCESS FOR THE CONVERSION OF SACCHARIDE-CONTAINING FEEDSTOCK

Номер: US20160221903A1
Принадлежит:

The invention provides a process for the catalytic conversion of a saccharide-containing feedstock in a reactor, wherein saccharide-containing feedstock is provided to the reactor as a feed stream through a feed pipe and is contacted with a catalyst system in the reactor, wherein the saccharide-containing feedstock in the feed pipe is maintained at a temperature below the degradation temperature of the saccharide contained therein and a section of the wall of the reactor at the point where the feed pipe enters the reactor is cooled to a temperature below the temperature of the bulk of the reactor and the reactor contents. 1. A process for the catalytic conversion of a saccharide-containing feedstock in a reactor , wherein saccharide-containing feedstock is provided to the reactor as a feed stream through a feed pipe and is contacted with a catalyst system in the reactor , wherein the saccharide-containing feedstock in the feed pipe is maintained at a temperature below the degradation temperature of the saccharide contained therein and a section of the wall of the reactor at the point where the feed pipe enters the reactor is cooled to a temperature below the temperature of the bulk of the reactor and the reactor contents.2. A process according to claim 1 , wherein the section of the wall of the reactor at the point where the feed pipe enters the reactor is cooled using a cooling liquid claim 1 , by air cooling claim 1 , or by using the heat to evaporate water in order to provide low pressure steam.3. A process according to claim 1 , wherein the section of the wall of the reactor at the point where the feed pipe enters the reactor is cooled by heat exchange with another stream in the process.4. A process according to claim 1 , wherein the saccharide-containing feedstock in the feed pipe is maintained at a temperature at least 10° C. below the degradation temperature of the saccharide contained therein.5. A process according to claim 1 , wherein the saccharide ...

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04-08-2016 дата публикации

METHOD FOR PRODUCING 1,3-BUTADIENE AND/OR 3-BUTEN-2-OL

Номер: US20160221904A1
Принадлежит:

Disclosed is a method for producing 1,3-butadiene and/or 3-buten-2-ol from 2,3-butanediol with high selectivity without using a radioactive substance. The method for producing 1,3-butadiene and/or 3-buten-2-ol comprises the step of dehydrating 2,3-butanediol in the presence of scandium oxide. The method enables the production of 1,3-butadiene and/or 3-buten-2-ol from 2,3-butanediol with high selectivity without using a radioactive substance. 1. A method for producing 1 ,3-butadiene and/or 3-buten-2-ol , said method comprising the step of dehydrating 2 ,3-butanediol in the presence of scandium oxide.2. The method according to claim 1 , wherein the reaction temperature of the step of dehydrating 2 claim 1 ,3-butanediol is not less than 270° C. and not more than 420° C.3. The method according to claim 1 , wherein the scandium oxide is one prepared by calcination at a temperature range of not less than 500° C. and not more than 1000° C.4. The method according to claim 1 , further comprising the step of dehydrating 3-buten-2-ol produced in the step of dehydrating 2 claim 1 ,3-butanediol claim 1 , in the presence of an acid catalyst to produce 1 claim 1 ,3-butadiene. This is the U.S. National Phase application of PCT International Application No. PCT/JP2014/073648, filed Sep. 8, 2014, and claims priority to Japanese Patent Application No. 2013-186946, filed Sep. 10, 2013, the disclosures of each of these applications being incorporated herein by reference in their entireties for all purposes.The present invention relates to a method for producing 1,3-butadiene and/or 3-buten-2-ol by using a biomass resource-derived substance as a raw material.1,3-Butadiene is a highly important key substance in the chemical industry that has been used as a raw material for various chemical products. Chemical products including synthetic rubbers such as styrene-butadiene rubbers, polybutadiene rubbers, and chloroprene rubbers, as well as ABS resins, adiponitrile and 1,4-butanediol have ...

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13-08-2015 дата публикации

Process for the manufacture of propanediol

Номер: US20150225321A1
Автор: SU Fangzheng
Принадлежит:

A process for manufacturing 1,3-propanediol by reacting glycerol with hydrogen in the presence of a supported catalyst, the supported catalyst comprising at least one iridium compound and at least one rhenium compound, both compounds being supported on a zeolite, wherein the zeolite exhibits an MFI, a MEL, a BEA, a MOR, a FAU, a FER, a MWW, a CHA, a LTA, a ATO or a AEL framework type, and wherein the said zeolite is at least partially in the hydrogen form. 1. A process for manufacturing 1 ,3-propanediol by reacting glycerol with hydrogen in the presence of a supported catalyst , the supported catalyst comprising at least one iridium compound and at least one rhenium compound , both compounds being supported on a zeolite , wherein the zeolite exhibits an MFI , a MEL , a BEA , a MOR , a FAU , a FER , a MWW , a CHA , a LTA , a ATO or a AEL framework type , and wherein the said zeolite is at least partially in the hydrogen form.2. The process according to claim 1 , wherein the zeolite exhibits an MFI claim 1 , a MEL claim 1 , a BEA claim 1 , a MOR claim 1 , a FAU or a FER framework type.3. The process according to claim 2 , wherein the zeolite is an alumino-silicate selected from the group consisting of ZSM-5 claim 2 , ZSM-11 claim 2 , beta claim 2 , mordenite claim 2 , Y claim 2 , ferrierite claim 2 , and any mixture thereof.4. The process according to claim 3 , wherein the zeolite is ZSM-5.5. The process according to claim 3 , wherein the zeolite is Y.6. The process according to claim 3 , wherein the zeolite is beta.7. The process according to claim 3 , wherein the zeolite is mordenite.8. (canceled)9. The process according to claim 3 , wherein the zeolite is ferrierite.10. The process according to claim 1 , wherein the zeolite is an alumino-silicate and wherein the zeolite has a Si:Al ratio higher than or equal to 1:1 claim 1 , and lower than or equal to 200:11117-. (canceled)18. The process according to claim 1 , wherein the zeolite has an alkali metal content of ...

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30-10-2014 дата публикации

METHOD OF MAKING ALCOHOLS

Номер: US20140323774A1

A method of making one or more alcohols with a single hydroxy group, such as methanol and ethanol, the method comprising contacting a polyol and water with a basic catalyst. The polyol may be glycerol, for example. The '. catalyst may be magnesium oxide. 1. A method of making one or more alcohols with a single hydroxy group , the method comprising contacting a polyol with a basic catalyst in the presence of water , wherein the ambient pressure when the polyol is contacted with the catalyst is 5 atmospheres or lower.2. A method according to claim 1 , comprising a method of making one or both of methanol and ethanol.3. A method according to claim 1 , wherein the polyol is mixed with the water.4. A method according to claim 1 , wherein the weight of the water is greater than the weight of the polyol.5. A method according to claim 4 , wherein the weight of the polyol is from 0.001 to 0.5 times the weight of the water.6. A method according to claim 5 , wherein the weight of the polyol is from 0.1 to 0.5 times the weight of the water.7. A method according to claim 1 , wherein the ambient pressure when the polyol is contacted with the catalyst is 2 atmospheres or less.8. (canceled)9. A method according to wherein the catalyst is at a temperature of at least from 200° C. to 350° C. when contacted with the polyol.10. (canceled)11. (canceled)12. A method according to claim 9 , wherein the catalyst is at a temperature of from 300° C. to 350° C. when contacted with the polyol.13. (canceled)14. (canceled)15. A method according to claim 1 , wherein the catalyst comprises one or more oxides of one or more alkaline earth metal.16. A method according to claim 15 , wherein the catalyst comprises one or more of magnesium oxide claim 15 , calcium oxide claim 15 , strontium oxide and barium oxide.17. (canceled)18. A method according to claim 1 , wherein the polyol may comprise a polyhydroxyalkane.19. A method according to claim 18 , wherein the polyol comprises propane-1 claim 18 ,2- ...

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25-07-2019 дата публикации

METHOD FOR THE PRODUCTION OF GLYCOLS FROM SORBITOL

Номер: US20190225565A1
Принадлежит:

Implementations of the disclosed subject matter provide a process for producing ethylene glycol and propylene glycol from a sorbitol feed which may include contacting the sorbitol feed with hydrogen in a reactor in the presence of a solvent and a bi-functional catalyst system. The bi-functional catalyst system may include a first catalyst comprising a copper compound, a zinc compound, and an additional metal compound and a second catalyst comprising sodium carbonate. 1. A process for producing ethylene glycol and propylene glycol from a sorbitol feed comprising: 1) a first catalyst comprising a copper compound, a zinc compound, and an additional metal compound, and', '2) a second catalyst comprising sodium carbonate., 'contacting the sorbitol feed with hydrogen in a reactor in the presence of a solvent and a bi-functional catalyst system comprising2. The process of claim 1 , wherein the additional metal compound comprises at least one selected from the group consisting of: zirconium claim 1 , aluminum claim 1 , magnesium claim 1 , praseodymium claim 1 , neodymium claim 1 , promethium claim 1 , gadolinium claim 1 , yttrium claim 1 , lanthanum claim 1 , samarium claim 1 , thorium claim 1 , cerium claim 1 , europium claim 1 , terbium claim 1 , dysprosium claim 1 , holmium claim 1 , erbium claim 1 , thulium claim 1 , ytterbium claim 1 , lutetium claim 1 , titanium claim 1 , scandium claim 1 , and mixtures thereof.3. The process of claim 1 , wherein the additional metal compound comprises lanthanum.4. The process of claim 3 , wherein the first catalyst further comprises at least one metal selected from the group consisting of: zirconium claim 3 , aluminum claim 3 , magnesium claim 3 , praseodymium claim 3 , neodymium claim 3 , promethium claim 3 , gadolinium claim 3 , yttrium claim 3 , samarium claim 3 , thorium claim 3 , cerium claim 3 , europium claim 3 , terbium claim 3 , dysprosium claim 3 , holmium claim 3 , erbium claim 3 , thulium claim 3 , ytterbium claim 3 , ...

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10-09-2015 дата публикации

METHODS, MATERIALS, AND SYSTEMS FOR CONVERTING ORGANIC ACIDS TO ALCOHOLS

Номер: US20150251981A1
Принадлежит:

Systems and methods are disclosed for synthesizing one or more simple alcohols from mixtures including organic acids, water, and a superparamagnetic catalyst exposed to fluctuating magnetic fields under ambient conditions. 1. A method for synthesizing an alcohol , the method comprising:contacting a carboxylic acid with water to form a first mixture;contacting the first mixture with a superparamagnetic catalyst to form a second mixture; andexposing the second mixture to a fluctuating magnetic field to form a third mixture thereby yielding the alcohol,wherein the method is carried out at ambient conditions.2. The method of claim 1 , wherein contacting a carboxylic acid with water comprises contacting acetic acid with water claim 1 , andwherein yielding the alcohol comprises yielding one of ethanol or methanol.3. The method of claim 1 , wherein contacting a carboxylic acid with water comprises contacting a dicarboxylic acid with water.4. The method of claim 1 , wherein contacting a carboxylic acid with water to form a first mixture comprises contacting a carboxylic acid with water to form a first mixture having a molar ratio of water to the carboxylic acid of about 1.5:1 to about 4:1.5. The method of claim 1 , wherein yielding of the alcohol depends at least in part on the carboxylic acid and a molar ratio of water to the carboxylic acid.6. The method of claim 1 , wherein contacting the first mixture with a superparamagnetic catalyst comprises contacting the first mixture with a superparamagnetic catalyst comprising one or more of at least one ferromagnetic compound and at least one paramagnetic compound.7. The method of claim 1 , wherein exposing the second mixture to a fluctuating magnetic field comprises exposing the second mixture to a fluctuating magnetic field having a field strength of at least about 1 milliTesla.8. The method of claim 1 , wherein exposing the second mixture to a fluctuating magnetic field comprises exposing the second mixture to a fluctuating ...

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31-08-2017 дата публикации

Processes for converting biomass-derived feedstocks to chemicals and liquid fuels

Номер: US20170247307A1
Принадлежит: Virent Inc

The present invention provides processes, methods, and systems for converting biomass-derived feedstocks to liquid fuels and chemicals. The method generally includes the reaction of a hydrolysate from a biomass deconstruction process with hydrogen and a catalyst to produce a reaction product comprising one of more oxygenated compounds. The process also includes reacting the reaction product with a condensation catalyst to produce C 4+ compounds useful as fuels and chemicals.

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30-08-2018 дата публикации

ELECTROCHEMICAL, CHLORINATION, AND OXYCHLORINATION SYSTEMS AND METHODS TO FORM PROPYLENE OXIDE OR ETHYLENE OXIDE

Номер: US20180245223A1
Принадлежит:

Disclosed herein are methods and systems that relate to various configurations of electrochemical oxidation, chlorine oxidation, oxychlorination, chlorination, and epoxidation reactions to form propylene oxide or ethylene oxide. 1. A method , comprising:(i) contacting an anode with an anode electrolyte in an electrochemical cell wherein the anode electrolyte comprises metal chloride and saltwater; contacting a cathode with a cathode electrolyte in the electrochemical cell; applying voltage to the anode and the cathode and oxidizing the metal chloride with metal ion in a lower oxidation state to a higher oxidation state at the anode;(ii) withdrawing the anode electrolyte from the electrochemical cell and chlorinating propylene with the anode electrolyte comprising the metal chloride with the metal ion in the higher oxidation state in the saltwater to result in one or more products comprising propylene chlorohydrin (PCH) and the metal chloride with the metal ion in the lower oxidation state; or withdrawing the anode electrolyte from the electrochemical cell and chlorinating ethylene with the anode electrolyte comprising the metal chloride with the metal ion in the higher oxidation state in the saltwater to result in one or more products comprising chloroethanol (CE) and the metal chloride with the metal ion in the lower oxidation state; and(iii) epoxidizing the PCH or the CE with a base to form propylene oxide (PO) or ethylene oxide (EO), respectively.2. The method of claim 1 , further comprising oxychlorinating the metal chloride with the metal ion in the lower oxidation state after step (ii) to the higher oxidation state in presence of HCl and oxygen.3. The method of claim 2 , further comprising recirculating the metal chloride with the metal ion in the higher oxidation state back to step (ii).4. The method of claim 1 , wherein the one or more products from propylene further comprise 1 claim 1 ,2-dichloropropane (DCP) or the one or more products from ethylene ...

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08-08-2019 дата публикации

Process for Producing Dienes

Номер: US20190241481A1
Принадлежит:

The present invention relates to a process for producing a diene, preferably a conjugated diene, more preferably 1,3-butadiene, comprising the dehydration of at least one alkenol having a number of carbon atoms greater than or equal to 4, in the presence of a catalytic material comprising at least one crystalline metalosilicate in acid form, preferably a macroporous zeolite, more preferably a zeolite with a FAU, BEA or MTW structure. Preferably, said alkenol having a number of carbon atoms greater than or equal to 4 may be obbtained directly through biosynthetic processes, or through catalytic dehydration processes of at least one diol. When said alkenol is a butenol, said diol is preferably a butanediol, more preferably 1,3-butanediol, even more preferably bio-1,3-butanediol, i.e. 1,3-butanediol deriving from biosynthetic processes. When said alkenol is 1,3-butanediol, or bio-1,3-butanediol, the diene obtained with the process according to the present invention is, respectively, 1,3-butadiene, or bio-1,3-butadiene. 1. Process for producing dienes , preferably a conjugated diene , more preferably 1 ,3-butadiene , comprising the dehydration of at least one alkenol having a number of carbon atoms greater than or equal to 4 , in the presence of at least one catalytic material comprising at least one macroporous zeolite in acid , or prevalently acid , form , wherein said zeolite has a molar ratio SiO/AlOcomprised between 7 and 60 , preferably between 10 and 30.2. Process according to claim 1 , wherein said catalytic material comprises at least one inorganic binder claim 1 , selected from the group consisting of silica claim 1 , alumina claim 1 , zirconium oxide claim 1 , titanium oxide and mixtures thereof claim 1 , in quantities comprised between 5% and 80% by weight claim 1 , relative to the total weight of said catalytic material.3. (canceled)4. Process according to [any one of to ] claim 1 , wherein said macroporous zeolite is a zeolite having a FAU claim 1 , or BEA ...

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30-07-2020 дата публикации

METHOD FOR CHEMICAL CONVERSION OF SUGARS OR SUGAR ALCOHOLS TO GLYCOLS

Номер: US20200239393A1
Принадлежит:

Methods for chemically converting sugars or sugar alcohols into polyols/glycols, wherein the sugars or sugar alcohols are converted by means of hydrogenolysis in the presence of a catalyst comprising at least one metal and on a carbon support, wherein a nitrogen-doped carbon support is used as a catalyst support. The disclosure provides methods for chemically converting sugars or sugar alcohols into glycols which permits the preparation of glycols with higher selectivity and reduces the formation of lactic acid as a by-product. 112-. (canceled)13. A method for chemically converting sugars or sugar alcohols into polyols/glycols , comprising:converting sugars or sugar alcohols by hydrogenolysis in the presence of a catalyst comprising at least one metal and on a carbon support, andusing a nitrogen-doped carbon support as a catalyst support.14. The method of claim 13 , wherein claim 13 , in a two-stage process claim 13 , firstly a sugar is hydrogenated to give a sugar alcohol and thereafter the sugar alcohol is converted into polyols in a second step by means of hydrogenolysis.15. The method of claim 13 , including converting claim 13 , by hydrogenation/hydrogenolysis claim 13 , a C6 sugar or a C6 sugar alcohol or a C5 sugar or a C5 sugar alcohol into polyols/glycols.16. The method of claim 13 , wherein a nitrogen-doped activated carbon or nitrogen-doped carbon black is used as the catalyst support.17. The method of claim 16 , wherein a carbon support is used as catalyst claim 16 , the surface of which has been doped with nitrogen atoms by reductive methods.18. The method of claim 17 , wherein said reductive methods uses ammonia and/or nitrogen and/or hydrogen.19. The method of claim 13 , wherein nitrogen-doped carbon nanotubes are used as the catalyst support.20. The method of claim 19 , wherein the carbon nanotubes are cylindrical carbon hollow bodies having a diameter of 0.4 to 100 nm which were additionally doped with nitrogen during the production thereof.21. The ...

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30-07-2020 дата публикации

METHOD FOR SYNTHESIZING IODO- OR ASTATOARENES USING DIARYLIODONIUM SALTS

Номер: US20200239404A1
Принадлежит:

The present invention concerns a method of synthesizing a iodo- or astatoarene comprising the reaction of a diaryliodonium compound with a iodide or astatide salt, respectively. The invention also relates to said iodo- or astatoarene and diaryliodonium compound as such. The invention also concerns a method of synthesizing a iodo- or astatolabelled biomolecule and/or vector using said iodo- or astatoarene. 115-. (canceled) The present invention concerns a method of synthesizing a iodo- or astatoarene comprising the reaction of a diaryliodonium compound with a iodide or astatide salt, respectively. The invention also relates to said iodo- or astatoarene and diaryliodonium compound as such. The invention also concerns a method of synthesizing a iodo- or astatolabelled biomolecule and/or vector using said iodo- or astatoarene.Aryliodonium salts have become increasingly popular in the last decades for arylation of nucleophiles thanks to their low toxicity, the high regioselectivity they allow and the mild reaction conditions they require compared to conventional methods. Halogens were amongst the first nucleophiles to be closely investigated for the nucleophilic aromatic substitution of aryliodonium salts more than 50 years ago. Yet, this is only recently that applications related to halogenation with these precursors have been developed, especially in radiochemistry with the radiolabelling of arenes with the β-emitter fluorine-18 for positron emitted tomography (PET).In contrast to F, the other radiohalogens have received limited attention for reaction with iodonium salts. For instance, no report exists as to the reactivity of radioactive bromide, iodide and astatide.Many of the radioiodinated and astatinated compounds of interest in nuclear medicine are aromatic derivatives since non-aromatic compounds often exhibit poor stability due to the weakness of the C—I and C—At bonds. These aromatic compounds are generally obtained by conventional methods such as nucleophilic ...

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30-07-2020 дата публикации

ELECTROCHEMICAL, CHLORINATION, AND OXYCHLORINATION SYSTEMS AND METHODS TO FORM PROPYLENE OXIDE OR ETHYLENE OXIDE

Номер: US20200240025A1
Принадлежит:

Disclosed herein are methods and systems that relate to various configurations of electrochemical oxidation, chlorine oxidation, oxychlorination, chlorination, and epoxidation reactions to form propylene oxide or ethylene oxide. 119-. (canceled)20. A method , comprising:(i) oxychlorinating metal chloride with metal ion in a lower oxidation state to a higher oxidation state in presence of an oxidant;(ii) withdrawing the metal chloride with the metal ion in the higher oxidation state and chlorinating propylene with the metal chloride with the metal ion in the higher oxidation state in saltwater to result in one or more products comprising propylene chlorohydrin (PCH) and 1,2-dichloropropane (DCP) and the metal chloride with the metal ion in the lower oxidation state; or withdrawing the metal chloride with the metal ion in the higher oxidation state and chlorinating ethylene with the metal chloride with the metal ion in the higher oxidation state in saltwater to result in one or more products comprising chloroethanol (CE) and ethylene dichloride (EDC) and the metal chloride with the metal ion in the lower oxidation state;(iii) separating the one or more products comprising PCH and DCP or separating the one or more products comprising CE and EDC from the saltwater;(iv) hydrolyzing the DCP to the PCH in the one or more products comprising PCH and DCP or hydrolyzing the EDC to the CE in the one or more products comprising CE and EDC; and(v) epoxidizing the one or more products comprising PCH and DCP or the one or more products comprising CE and EDC with a base to form propylene oxide (PO) or ethylene oxide (EO), respectively.21. The method of claim 20 , wherein the oxidant is hydrochloric acid (HCl) or HCl and oxygen or ozone.22. The method of claim 20 , wherein concentration of the oxidant is between about 0.1-10M.23. The method of claim 21 , wherein the HCl is obtained from vinyl chloride monomer (VCM) process.24. The method of claim 20 , wherein the one or more ...

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14-10-2021 дата публикации

Method for producing fluoroalkoxide

Номер: US20210317061A1
Принадлежит: Daikin Industries Ltd

An aim of the present disclosure is to provide a method for producing a fluoroalkoxide, said method being more useful than conventional methods, and the like. The aim can be achieved by a method for producing a compound represented by the following formula (1):(wherein R1 is a fluoroalkyl group optionally containing an oxygen atom between carbon atoms, or a fluoroalkoxy group optionally containing an oxygen atom between carbon atoms, andeach R2 is identical to or different from each other and is a hydrocarbon group),the method comprising the step of reactinga compound represented by the following formula (2):with a compound represented by the following formula (3):⊖F⊕NR2)4  (3).

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06-08-2020 дата публикации

DERIVITIZATION OF VAPOROUS CHLORINE BY PROPYLENE OXIDE

Номер: US20200247736A1

Disclosed is a method of: providing a fiber having propylene oxide adsorbed thereon; exposing the fiber to a gaseous sample; allowing the propylene oxide to react with any chlorine in the sample to form chloro-2-propanol. The method can be used to detect potassium chlorate. 1. A method comprising:providing a fiber having propylene oxide adsorbed thereon;exposing the fiber to a gaseous sample;allowing the propylene oxide to react with any chlorine and water vapor in the sample to form chloro-2-propanol.2. The method of claim 1 , wherein the fiber is a polydimethylsiloxane/divinylbenzene/carboxen solid phase microextraction fiber.3. The method of claim 1 , wherein providing the fiber comprises:placing the fiber in the headspace of a vessel containing propylene oxide; andallowing the propylene oxide to adsorb to the fiber.4. The method of claim 1 , wherein the gaseous sample is suspected of containing volatile products of potassium chlorate.5. The method of claim 1 , further comprising;injecting the fiber into a gas chromatograph; anddetecting any chloro-2-propanol by gas chromatography.6. A method comprising:providing a fiber having ethylene oxide adsorbed thereon;exposing the fiber to a gaseous sample;allowing the ethylene oxide to react with any chlorine and water vapor in the sample to form chloro-2-ethanol.7. The method of claim 1 , wherein the fiber is a polydimethylsiloxane/divinylbenzene/carboxen solid phase microextraction fiber.8. The method of claim 1 , wherein providing the fiber comprises:placing the fiber in the headspace of a vessel containing ethylene oxide; andallowing the ethylene oxide to adsorb to the fiber.9. The method of claim 1 , wherein the gaseous sample is suspected of containing volatile products of potassium chlorate.10. The method of claim 1 , further comprising;injecting the fiber into a gas chromatograph; anddetecting any chloro-2-ethanol by gas chromatography. This application claims the benefit of U.S. Provisional Application No. 62/ ...

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13-09-2018 дата публикации

Synthesis of r-glucosides, sugar alcohols, reduced sugar alcohols, and furan derivatives of reduced sugar alcohols

Номер: US20180258059A1
Принадлежит: Archer Daniels Midland Co

Disclosed herein are methods for synthesizing 1,2,5,6-hexanetetrol (HTO), 1,6 hexanediol (HDO) and other reduced polyols from C5 and C6 sugar alcohols or R glycosides. The methods include contacting the sugar alcohol or R-glycoside with a copper catalyst, most desirably a Raney copper catalyst with hydrogen for a time, temperature and pressure sufficient to form reduced polyols having 2 to 3 fewer hydoxy groups than the starting material. When the starting compound is a C6 sugar alcohol such as sorbitol or R-glycoside of a C6 sugar such as methyl glucoside, the predominant product is HTO. The same catalyst can be used to further reduce the HTO to HDO.

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22-08-2019 дата публикации

PROCESS FOR PRODUCING 1,2-PROPANEDIOL FROM GLYCEROL

Номер: US20190256447A1
Автор: Ma Chi Cheng
Принадлежит: ARCHER DANIELS MIDLAND COMPANY

A process is described for producing biobased 1,2-propanediol, comprising reacting a glycerol-containing feed containing less than 5 weight percent of water with hydrogen in the presence of a catalyst, to partially convert glycerol in the glycerol containing feed to a crude reaction product mixture including 1,2-propanediol, removing 10 water from the crude reaction product mixture, recovering a portion but not all of the 1,2-propanediol from the crude reaction product mixture, and recycling the remainder of the 1,2-propanediol with unconverted glycerol and combining these with makeup glycerol to provide additional of the essentially anhydrous, glycerol-containing feed. 1. In a process for producing 1 ,2-propanediol by reacting a glycerol-containing feed with hydrogen in the presence of a hydrogenolysis catalyst effective for catalyzing the reaction , the improvement comprising using a glycerol-containing feed containing less than 5 weight percent of water.2. The process of claim 1 , wherein the glycerol-containing feed contains less than 3 weight percent of water.3. The process of claim 2 , wherein the glycerol-containing feed contains less than 2 weight percent of water.4. The process of claim 3 , wherein the glycerol-containing feed contains less than 1 weight percent of water.5. The process of claim 4 , wherein the glycerol-containing feed contains less than 0.5 weight percent of water.6. The process of claim 1 , wherein the glycerol-containing feed consists of a product recycle portion from the process and a makeup portion of a virgin glycerol feed.7. The process of claim 6 , wherein the glycerol-containing feed consists essentially of 1 claim 6 ,2-propanediol produced by the hydrogenolysis reaction combined with glycerol.8. The process of claim 7 , wherein the glycerol-containing feed contains less than about 1 percent by weight of anything other than 1 claim 7 ,2-propanediol claim 7 , glycerol and water.9. The process of claim 8 , wherein the glycerol- ...

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29-08-2019 дата публикации

RHENIUM CATALYSTS FOR GLYCERIN TO ALLYL ALCOHOL CONVERSION

Номер: US20190262801A1
Принадлежит: Lyondell Chemical Technology, L.P.

A catalyst system for the conversion of glycerin to allyl alcohol, the catalyst system comprising: a rhenium compound selected from rhenium dioxide, rhenium trioxide, and a combination thereof. A method of producing allyl alcohol from glycerin via the catalyst system, the method comprising exposing glycerin to a temperature of greater than 140° C. in the presence of a catalyst comprising rhenium trioxide, rhenium dioxide, or a combination thereof to produce a product comprising allyl alcohol. 1. A method comprising:exposing glycerin to a temperature of greater than 140° C. in the presence of a catalyst comprising rhenium trioxide, rhenium dioxide, or a combination thereof to produce a product comprising allyl alcohol.2. The method of claim 1 , wherein the glycerin is exposed to the temperature of greater than 140° C. in a solvent.3. The method of claim 2 , wherein the solvent comprises a secondary alcohol.4. The method of claim 3 , wherein the secondary alcohol comprises 3-octanol.5. The method of claim 4 , wherein the product comprising allyl alcohol further comprises 3-octanone byproduct.6. The method of further comprising separating 3-octanone from the product comprising allyl alcohol claim 5 , and hydrogenating at least a portion of the separated 3-octanone to provide 3-octanol.7. The method of claim 1 , wherein the catalyst is present in the range of from 0.5 to 10 mole percent.8. The method of claim 1 , wherein the glycerin comprises bio-glycerin claim 1 , and the allyl alcohol comprises bio-allyl alcohol.9. The method of further comprising hydroformylating the allyl alcohol with synthesis gas to produce a hydroformylation product comprising 4-hydroxybutyraldehyde (HBA) and 3-hydroxy-2-methylpropionaldehyde (HMPA).10. The method of claim 9 , wherein hydroformylation is performed in anhydrous toluene claim 9 , with a rhodium catalyst in the presence of phosphine ligands.11. The method of claim 9 , wherein the hydroformylation is performed in the presence of a ...

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29-08-2019 дата публикации

SURFACE-MODIFIED CALCIUM CARBONATE AS CARRIER FOR TRANSITION METAL-BASED CATALYSTS

Номер: US20190262807A1
Принадлежит:

The present invention relates to a catalyst system comprising a transition metal compound on a solid carrier which is a surface-reacted calcium carbonate. The invention further relates to a method for manufacturing said catalyst system and to its use in heterogeneous catalysis. 1. A catalyst system comprising a transition metal compound on a solid carrier , wherein the solid carrier is a surface-reacted calcium carbonate comprising ground natural calcium carbonate (GNCC) or precipitated calcium carbonate (PCC) , and at least one water-insoluble calcium salt other than calcium carbonate , and wherein the surface-reacted calcium carbonate shows:{'sup': '2', '(i) a specific surface area of from 15 to 200 m/g measured using nitrogen and the BET method according to ISO 9277:2010;'}(ii) an intra-particle intruded specific pore volume in the range of from 0.1 to2. 3 cm/g calculated from mercury porosimetry measurement; and(iii) a ratio of the at least one water-insoluble calcium salt to calcite, aragonite and/or vaterite in the range of from 1:99 to 99:1 by weight.2. The catalyst system according to claim 1 , wherein the at least one water-insoluble calcium salt is selected from the group consisting of octacalcium phosphate claim 1 , hydroxylapatite claim 1 , chlorapatite claim 1 , fluorapatite claim 1 , carbonate apatite and mixtures thereof claim 1 , preferably the at least one water-insoluble calcium salt is hydroxylapatite.3. The catalyst system according to claim 1 , wherein the ratio of the at least one water-insoluble calcium salt to calcite claim 1 , aragonite and/or vaterite claim 1 , preferably to calcite claim 1 , is in the range of from 1:9 to 9:1 claim 1 , preferably from 1:7 to 8:1 claim 1 , more preferably from 1:5 to 7:1 and even more preferably from 1:4 to 7:1 by weight4. The catalyst system according to claim 1 , wherein the transition metal compound is selected from the group consisting of palladium compounds claim 1 , platinum compounds claim 1 , copper ...

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29-08-2019 дата публикации

PRODUCING BDO VIA HYDROFORMYLATION OF ALLYL ALCOHOL MADE FROM GLYCERIN

Номер: US20190263737A1
Принадлежит: Lyondell Chemical Technology, L.P.

A method including hydroformylating, with syngas, allyl alcohol in an allyl alcohol feed, to produce a hydroformylation product comprising 4-hydroxybutyraldehyde and 3-hydroxy-2-methylpropionaldehyde; and producing a 1,4-butanediol (BDO) product comprising BDO and 1,3-methylpropanediol via hydrogenation of at least a portion of the hydroformylation product. A method including hydroformylating, with syngas, allyl alcohol in a feed comprising bio-allyl alcohol, to produce a hydroformylation product comprising 4-hydroxybutyraldehyde and 3-hydroxy-2-methylpropionaldehyde; and producing a BDO product comprising BDO and 1,3-methylpropanediol via hydrogenation of at least a portion of the hydroformylation product. A method including hydroformylating, with syngas, bio-allyl alcohol in a feed comprising bio-allyl alcohol, to produce a hydroformylation product comprising 4-hydroxybutyraldehyde and 3-hydroxy-2-methylpropionaldehyde; producing a BDO product comprising BDO and 1,3-methylpropanediol via hydrogenation of at least a portion of the hydroformylation product; and removing a byproduct of the production of the bio-allyl alcohol prior to hydroformylating the bio-allyl alcohol and/or from the BDO-product. 1. A method comprising:hydroformylating, with synthesis gas, allyl alcohol in a feed comprising allyl alcohol derived from glycerin, to produce a hydroformylation product comprising 4-hydroxybutyraldehyde (HBA) and 3-hydroxy-2-methylpropionaldehyde (HMPA); andproducing a 1,4-butanediol (BDO) product comprising BDO and 1,3-methylpropanediol (MPD) via hydrogenation of at least a portion of the hydroformylation product.2. The method of claim 1 , wherein the feed comprises bio-allyl alcohol derived from bio-based glycerin claim 1 , non-bio-allyl alcohol derived from non-bio-based glycerin claim 1 , or a combination thereof.3. The method of claim 1 , wherein the feed comprising allyl alcohol further comprises acrolein claim 1 , lactic acid claim 1 , octene isomers claim 1 , ...

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