PROCESS FOR PRODUCTION OF HIGH PURITY BETA-CAROTENE AND LYCOPENE CRYSTALS FROM FUNGAL BIOMASS

The present invention relates to a simple and economic method of extracting a crystalline Carotenoid compound, such as Beta-carotene, Lycopene, with a purity of at least 99%. The present invention further describes a process to prepare such a highly pure crystalline Carotenoid compound from microbial biomass, using an Anti-purity compound removal process followed by a mono-solvent extraction method. Further the process describes value addition of the co-products recovered during the extraction process thus resulting in a highly economical industrial method for the production of such high purity crystalline Carotenoids compound. 1. A method of extraction of high purity carotenoids from fungal biomass , said method comprising the steps of:a) treatment of carotenoid containing biomass by acidified alcohol;b) separating mechanically the treated biomass from step a) to obtain solid biomassc) extracting the treated biomass (the beta-carotene or lycopene) with an organic solvent;d) filtering the extracted mixture of step c) to recover mother liquor containing carotenoids crystals and the spent biomass;e) repeating the extraction of the spent biomass again with the same solvent;f) filtering the second extracted mixture obtained from the above step to recover mother liquor and the spent biomass;g) recovering pure crystals from the pooled mother liquor obtained from step d) and step f) under chilling conditions by a chilling crystallization method;h) filtering the chilled suspension to get high purity beta-carotene or lycopene crystals; andj) concentrating further the spent mother liquor from step g) with traces of carotenoid to produce oleoresin comprising beta-carotene or lycopene.2. The method of extraction according to wherein the purity of the obtained beta-carotene crystals is 99% or more.3. The method of extraction according to wherein the purity of the obtained lycopene crystals is 99.9%4Blakeslea. The method of extraction according to wherein the fungal biomass used ...

RETINAL DERIVATIVES AND METHODS FOR THE USE THEREOF FOR THE TREATMENT OF VISUAL DISORDERS

Compositions of and methods for using synthetic retinal derivatives as retinoid replacements and opsin agonists are provided. 184-. (canceled)85. A retinyl ester selected from the group consisting of a 9-cis-retinyl ester and an 11-cis-retinyl ester , wherein the ester substituent comprises a carboxylate radical of a Cto Cpolycarboxylic acid , with the proviso that the ester substituent is not tartarate.86. The retinyl ester of claim 85 , which is a 9-cis-retinyl ester of a Cto Cpolycarboxylate.87. The retinyl ester of claim 85 , which is a 9-cis-retinyl ester of a Cto Cpolycarboxylate.88. The retinyl ester of claim 85 , wherein the 9-cis-retinyl ester is 9-cis-retinyl succinate claim 85 , 9-cis-retinyl citrate claim 85 , 9-cis-retinyl ketoglutarate claim 85 , 9-cis-retinyl fumarate claim 85 , 9-cis-retinyl malate or 9-cis-retinyl oxaloacetate.89. The retinyl ester of claim 88 , wherein the 9-cis-retinyl ester is 9-cis-retinyl succinate.90. The retinyl ester of claim 85 , which is an 11-cis-retinyl ester of a Cto Cpolycarboxylate.91. The retinyl ester of claim 85 , which is an 11-cis-retinyl ester of a Cto Ccarboxylate.92. The retinyl ester of claim 90 , wherein the 11-cis-retinyl ester is 11-cis-retinyl succinate claim 90 , 11-cis-retinyl citrate claim 90 , 11-cis-retinyl ketoglutarate claim 90 , 11-cis-retinyl fumarate claim 90 , 11-cis-retinyl malate or 11-cis-retinyl oxaloacetate.93. A pharmaceutical ophthalmological composition claim 90 , comprising:{'sub': 3', '22, 'a synthetic retinyl ester and a pharmaceutically acceptable vehicle, wherein the synthetic retinyl ester is a 9-cis-retinyl ester or an 11-cis-retinyl ester, wherein the ester substituent comprises a carboxylate radical of a Cto Cpolycarboxylic acid.'}94. The pharmaceutical ophthalmological composition of claim 93 , wherein the composition is formulated for local administration to an eye of a human subject.95. The pharmaceutical ophthalmological composition of claim 93 , wherein the composition is ...

MANUFACTURE OF CAROTENOID COMPOSITIONS

A extract composition (600) includes capsanthin in the range from 50% to 80%, zeaxanthin in the range from 5% to 15%, and cryptoxanthin the range from 1% to 5%. 1600Capsicum annum. A extract composition () comprising:capsanthin in the range from 50% to 80%;zeaxanthin in the range from 5% to 15%; andcryptoxanthin in the range from 1% to 5%.2. The composition of claim 1 , wherein the capsanthin comprises trans-capsanthin (3R claim 1 ,3″S claim 1 ,5′R)-3 claim 1 ,3′-Dihydroxy-β claim 1 ,κ-caroten-6′-one) claim 1 , the zeaxanthin comprises trans-zeaxanthin (3R claim 1 , 3′R-β claim 1 ,β-carotene-3 claim 1 ,3′-diol) claim 1 , and the cryptoxanthin comprises beta-cryptoxanthin (3R claim 1 ,6′R)-4′ claim 1 ,5′-Didehydro-5′ claim 1 ,6′-dihydro-β claim 1 ,β-caroten-3-ol.3. The composition of claim 1 , wherein the color value of carotenoids ranges from 800 claim 1 ,000 to 1 claim 1 ,250 claim 1 ,000.4. The composition of claim 1 , wherein the composition aids in the management of age related macular degeneration conditions selected from the group consisting of: blurred vision claim 1 , distorted vision claim 1 , reduced central vision claim 1 , and difficulty in adopting low light levels.5. The composition of claim 1 , wherein the composition protects against blue light induced retinopathy by decreasing oxidative and endoplasmic reticulum stress.6. The composition of claim 1 , wherein the composition provides functional and morphological preservation of photoreceptors against blue light damage.7. The composition of claim 1 , wherein the composition lowers intraocular pressure.8. The composition of claim 1 , wherein the composition provides color for a cosmetic selected from the group consisting of: lipstick claim 1 , chap-stick claim 1 , liquid gloss claim 1 , lipstick paste claim 1 , blush claim 1 , lip liner claim 1 , foundation claim 1 , concealer claim 1 , eye contourer claim 1 , eyeliner claim 1 , mascara claim 1 , nail polish claim 1 , eye shadow claim 1 , and body make ...

PROCESSES AND APPARATUSES FOR ISOMERIZING HYDROCARBONS

Processes and apparatuses for isomerizing hydrocarbons are provided. In an embodiment, a process for isomerizing hydrocarbons includes providing a first hydrocarbon feed that includes hydrocarbons having from 5 to 7 carbon atoms. The first hydrocarbon feed is fractionated to produce a first separated stream that includes hydrocarbons having from 5 to 6 carbon atoms and a second separated stream that includes hydrocarbons having 7 carbon atoms. The first separated stream is contacted with a benzene saturation catalyst at benzene saturation conditions to produce an intermediate stream and subsequently isomerized in the presence of a first isomerization catalyst and hydrogen under first isomerization conditions to produce a first isomerized stream. The second separated stream is isomerized in the presence of a second isomerization catalyst and hydrogen under second isomerization conditions that are different from the first isomerization conditions to produce a second isomerized stream. 1. A process for isomerizing hydrocarbons , wherein the process comprises:providing a first hydrocarbon feed comprising hydrocarbons having from 5 to 7 carbon atoms;fractionating the first hydrocarbon feed to produce a first separated stream comprising hydrocarbons having from 5 to 6 carbon atoms and less than about 5 wt-% hydrocarbons having more than 6 carbon atoms and comprising benzene and a second separated stream comprising hydrocarbons having 7 carbon atoms;contacting the first separated stream with a benzene saturation catalyst at benzene saturation conditions to produce an intermediate stream comprising cyclohexane;isomerizing the intermediate stream in the presence of a first isomerization catalyst and hydrogen under first isomerization conditions to produce a first isomerized stream; andisomerizing the second separated stream in the presence of a second isomerization catalyst and hydrogen under second isomerization conditions to produce a second isomerized stream.2. The ...

CAROTENOID DERIVATIVE, PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, OR PHARMACEUTICALLY ACCEPTABLE ESTER OR AMIDE THEREOF

The object of the present invention is to find a carotenoid compound that is excellent in water solubility. 2. The carotenoid derivative according to claim 1 , a pharmaceutically acceptable salt thereof claim 1 , or a pharmaceutically acceptable ester or amide thereof claim 1 ,wherein A in the general formula (a): —CO-A-B-D is a divalent group consisting of 1 to 6 groups of one or more kinds selected from the group consisting of{'sub': 1', '10', '2', '10', '2', '10', '1', '6', '6', '10', '6', '10', '1', '6', 'n', '6', '10', '5', '10, 'sup': 3', '3, '(i) a C-Calkylene group wherein the alkylene group is linear or branched, optionally includes a cyclic alkylene moiety in the chain and optionally has substituent α(s), (ii) a C-Calkenylene group wherein the alkenylene group is linear or branched and optionally has substituent α(s), (iii) a C-Calkynylene group wherein the alkynylene group is linear or branched and optionally has substituent α(s), (iv) —NR— wherein Rrepresents (a1) a hydrogen atom, (b1) a C-Calkyl group, (c1) a C-Caryl group optionally having 1 to 5 substituent β(s) or (d1) a C-Caryl-C-Calkyl group optionally having 1 to 5 substituent β(s) in the aryl moiety, (v) an oxygen atom, (vi) a carbonyl group, (viia) a formula of —S(O)— wherein n represents an integer of 0 or 2, (viii) a C-Cdivalent arylene group optionally having 1 to 4 substituent β(s), (ix) a C-Cdivalent and saturated cyclic hydrocarbon group optionally having 1 to 4 substituent α(s), (x) a divalent and 5- to 7-membered ring heteroarylene group containing 1 to 3 hetero atoms selected from the group consisting of an oxygen atom, a nitrogen atom and a sulfur atom and optionally having 1 to 2 substituent γ(s) and (xi) a divalent and 5- to 7-membered ring saturated heterocyclic group containing 1 to 5 hetero atoms selected from the group consisting of an oxygen atom, a nitrogen atom and a sulfur atom and optionally having 1 to 2 substituent γ(s).'}3. The carotenoid derivative according to claim 1 , ...

PROCESS FOR SEPARATING ASTAXANTHAN

Disclosed is a chromatographic process complex for the refining of krill oil extract including desalting, removal of impurities such as trimethylamine oxide (TMAO), and the production of krill oil products including desalted krill oil extract, polar lipid products having polar lipid contents greater than 50 wt-% on a dry or solvent free basis, neutral lipid streams for biodiesel production and astaxanthin. The refinery includes a continuous desalting zone, a fixed bed polar lipid extraction zone to adsorb neutral lipids and astaxanthin to provide a polar lipid extract stream comprising solvent and polar lipids and being essentially free of neutral lipids and astaxanthin, and an astaxanthin separation zone to recover essentially pure astaxanthin and provide a neutral lipid stream. The enriched products of the krill oil refinery are essentially free of TMAO and salt and provide products which can be used as dietary supplements and as medicinal additives. 1. A process for separating astaxanthin from a mixture comprising neutral lipids and astaxanthin , said process comprising;e) diluting the mixture in a solvent comprising ethanol and water having an ethanol:water ratio of between of about 95:5 to 99:1 to concentration of about 5 percent by weight of said mixture to provide a diluted astaxanthin mixture;f) introducing the diluted astaxanthin mixture to an astaxanthin extraction zone and therein contacting a steam activated carbon adsorbent to adsorb astaxanthin and to provide a neutral lipid rich stream comprising solvent and neutral lipids;g) washing the steam activated carbon adsorbent with heptane to remove the neutral lipids from the steam activated carbon adsorbent;h) regenerating the steam activated carbon with anisole to desorb the astaxanthin to provide an astaxanthin rich stream comprising anisole and astaxanthin;i) recovering the anisole from the astaxanthin rich stream to provide an astaxanthin product; and,j) returning at least a portion of the anisole to ...

NEW INTERMEDIATES FOR THE VITAMIN A AND beta-CAROTENE SYNTHESIS

The present invention relates to compounds of formula (I) wherein R 1 signifies a C 1 -C 15 alkyl moiety or a C 2 to C 18 alkenyl moiety, to their process of production as well as to their use in organic synthesis, especially as intermediates (building blocks) in the synthesis of vitamin A or β-carotene or derivatives thereof, or other carotenoids, e.g. canthaxanthin, astaxanthin or zeaxanthin, preferably vitamin A.

METHOD OF EXTRACTING LUTEIN/XANTHOPHYLLS FROM NATURAL MATERIALS AND HIGHLY PURIFIED LUTEIN/XANTHOPHYLLS OBTAINED FROM THE METHOD THEREOF

The present invention provides the new method for extracting lutein from natural materials wherein the said method comprises of modification of natural lutein ester in the natural materials to free lutein and/or low molecular weight lutein ester, extraction of the said natural materials with supercritical fluid at the optimal conditions. The said method yields high amount of crude lutein with high purity due to the mild condition used for extraction. Therefore, no degradation of the desired product is occurred. The crude lutein can be further purified with chromatography in order to obtain the highly purified lutein. The method according to this invention can be applied to the extraction of xanthophylls or others beside lutein. 1. Method of extracting lutein from natural materials , the method comprising:a. Pretreatment of natural materials containing lutein by modification of natural lutein ester in the natural materials to free lutein and/or low molecular weight lutein ester, which facilitate the extraction process;{'b': 30', '100', '200', '450, 'b. Extraction comprising contacting the pretreated natural materials in (a) with a supercritical fluid, adjusting temperature and/or pressure by selecting optimal conditions between - C, - bar for a certain period of time to allow maximum solubility of the free lutein and/or the low molecular weight lutein ester in the supercritical fluid;'}c. Separation of solid materials from the supercritical fluid, after extraction, adjusting temperature and/or pressure to minimize solubility of extracted materials in the supercritical fluid, and collecting of the extracted materials wherein the extracted materials comprise crude lutein.2. Method according to wherein the natural materials are selected from marigold flower claim 1 , kale claim 1 , spinach claim 1 , algae claim 1 , microbial cells including bacteria claim 1 , yeasts claim 1 , fungi and microalgae or a combination thereof.3. Method according or wherein the natural ...

PROCESS FOR ISOLATING A CAROTENOID FROM A CAROTENOID-PRODUCING BIOORGANISM

The present invention relates to an improved process for isolating a carotenoid from a carotenoid-producing bioorganism, as well as to a formulation comprising such a carotenoid, and the use of such a solid formulation in feed products (or pre-mixes). 1. A process for the isolation of a carotenoid from a carotenoid-producing bioorganism comprising the following steps(i) extraction of the carotenoid from the biomass by at least one solvent (I), and(ii) optionally at least one washing step using at least one solvent (II), which is not miscible with the solvent (I), and(iii) optionally drying the obtained solution which comprises the carotenoid,characterised in that after the step (i) at least one washing step using an aqueous solution of a Brønsted acid is carried out (step (i′)).2. Process according to claim 1 , wherein the Brønsted acid is chosen from the group consisting of phosphoric acid and organic acids.3. Process according to claim 1 , wherein the Brønsted acid is chosen from the group consisting of citric acid claim 1 , tartaric acid and maleic acid.4. Process according to claim 1 , wherein the concentration of the aqueous solution of the Brønsted acid between 0.5-10 weight-% (wt-%) claim 1 , based on the total weight of the aqueous solution.5. Process according to claim 1 , wherein the process is carried out batchwise or continuously.6. Process according to claim 1 , wherein the extraction (step (i)) is usually carried out at a temperature below the boiling point of the solvent.7. Process according to claim 1 , wherein the extraction of the carotenoid from the biomass is carried out in at least one water immiscible solvent.8. Process according to claim 7 , wherein the extraction of the carotenoid from the biomass is carried out in at least one solvent chosen from the group consisting of CHCl claim 7 , chloroform claim 7 , n-heptane and n-hexane.9. Process according to claim 1 , wherein at least washing steps (step (ii)) is carried out after step (i) and ...

Method for preparing iodine-doped tio2 nano-catalyst and use thereof in heterogeneously catalyzing configuration transformation of trans-carotenoids

The present invention relates to a method for preparing an iodine-doped TiO 2 nano-catalyst and use of the catalyst in heterogeneously catalyzing configuration transformation of trans-carotenoids. The iodine-doped TiO 2 nano-catalyst is prepared by a sol-gel process using a titanate ester as a precursor and an iodine-containing compound as a dopant in the presence of a diluent, inhibitor and complexing agent. The catalyst exhibits high activity for isomerization of the trans-carotenoids into their cis-isomers within a short catalytic time. The catalyst can be easily prepared and is highly efficient, economical, recyclable and environmentally friendly.

METHODS FOR SELECTIVELY HYDROGENATING SUBSTITUTED ARENES WITH SUPPORTED ORGANOMETALLIC CATALYSTS

Methods for selectively hydrogenating substituted arenes with a supported organometallic hydrogenating catalyst are provided. An exemplary method includes contacting a substituted arene-containing reaction stream with hydrogen in the presence of a supported organometallic hydrogenating catalyst under reaction conditions effective to selectively hydrogenate the substituted arenes to the cis isomer with high selectivity. In this method, the supported organometallic hydrogenating catalyst includes a catalytically active organometallic species and a Brønsted acidic sulfated metal oxide support. 1. A method for hydrogenation of substituted arenes comprising the step of:contacting a reaction stream comprising one or more substituted arenes with hydrogen in the presence of a supported organometallic hydrogenating catalyst under reaction conditions effective to deliver hydrogen selectively to one face of the one or more substituted arenes yielding a product stream selective to cis-substituted cyclohexanes, wherein the supported organometallic hydrogenating catalyst comprises a catalytically active organometallic species and a Brønsted acidic sulfated metal oxide support.2. The method of claim 1 , wherein the substituted arenes are selected from the group consisting of di-alkyl arenes claim 1 , tri-alkyl arenes claim 1 , bicyclic arenes claim 1 , and/or mixtures thereof.3. The method of claim 2 , wherein the substituted arenes are selected from the group consisting of xylenes claim 2 , trimethylbenzenes claim 2 , naphthalenes claim 2 , and/or mixtures thereof.4. The method of claim 1 , wherein the cis-substituted cyclohexanes are selected from the group consisting of cis-di-alkylcyclohexanes claim 1 , cis-tri-alkylcyclohexanes claim 1 , cis-bicyclic cyclohexanes claim 1 , and/or mixtures thereof.5. The method of claim 1 , wherein the supported organometallic hydrogenating catalyst comprises a supported organo-zirconium catalyst.6. The method of claim 1 , wherein selectivity ...

METHOD FOR PREPARING WATER-SOLUBLE ASTAXANTHIN COMPLEX AND AQUEOUS SOLUTION OF ASTAXANTHIN PREPARED THEREBY

Provided is a method for preparing water-soluble astaxanthin complex. The method includes mixing a raw material containing astaxanthin with a solution containing an organic acid and performing cell disruption and leaching and can enable natural astaxanthin to interact with components such as proteins, nucleic acids, or polysaccharides that naturally exist in the raw material, so as to directly prepare water-soluble astaxanthin complex without modifying astaxanthin. The method requires a natural source of astaxanthin, has low equipment requirements and production costs, is simple to operate, green and safe with no organic solvent residues, and easy to industrialize. 1. A method for preparing water-soluble astaxanthin complex , comprising:(1) mixing a raw material containing astaxanthin with a solution containing an organic acid and performing cell disruption to obtain a leachate; and(2) stirring and leaching the leachate in step (1) and performing solid-liquid separation to obtain water-soluble astaxanthin complex.2chlorella. The method according to claim 1 , wherein the raw material containing astaxanthin comprises any one selected from the group consisting of Haematococcus pluvialis claim 1 , Phaffia rhodozyma claim 1 , crustaceans claim 1 , claim 1 , and a combination of at least two selected therefrom.3. The method according to claim 1 , wherein the organic acid in the solution containing an organic acid in step (1) has a mass concentration of 0.1 to 2.0 moL/L.4. The method according to claim 1 , wherein the solution containing an organic acid has a pH of 3.0 to 6.5 claim 1 , preferably 5.0 to 6.3.5. The method according to claim 1 , wherein the organic acid comprises any one selected from the group consisting of malic acid claim 1 , tartaric acid claim 1 , glycine claim 1 , oxalic acid claim 1 , citric acid claim 1 , and a combination of at least two selected therefrom.6. The method according to claim 1 , wherein the solution containing an organic acid is a pH ...

METHODS FOR SELECTIVELY HYDROGENATING BENZENE WITH SUPPORTED ORGANOMETALLIC CATALYSTS AND SYSTEMS AND METHODS FOR REDUCING BENZENE IN GASOLINE USING SUCH CATALYSTS

Methods and systems for selectively hydrogenating benzene with a supported organometallic hydrogenating catalyst are provided. An exemplary method includes contacting an arene-containing reaction stream comprising benzene and one or more additional arenes with hydrogen in the presence of a supported organometallic hydrogenating catalyst under reaction conditions effective to hydrogenate at least benzene in the arene-containing reaction stream to produce a reaction effluent having a ratio of benzene to additional arenes that is lower than a ratio of benzene to additional arenes in the reaction stream. In this method, the supported organometallic hydrogenating catalyst includes a catalytically active organometallic species and a Brønsted acidic sulfated metal oxide support. 1. A method for selectively hydrogenating benzene with a supported organometallic hydrogenating catalyst , the method comprising the step of:contacting an arene-containing reaction stream comprising benzene and one or more additional arenes with hydrogen in the presence of a supported organometallic hydrogenating catalyst under reaction conditions effective to hydrogenate at least benzene in the arene-containing reaction stream to produce a reaction effluent having a ratio of benzene to additional arenes that is lower than a ratio of benzene to additional arenes in the arene-containing reaction stream;wherein the supported organometallic hydrogenating catalyst comprises a catalytically active organometallic species and a Brønsted acidic sulfated metal oxide support.2. The method of claim 1 , wherein the one or more other arenes in the arene-containing reaction stream includes one or more selected from the group consisting of toluene claim 1 , ethylbenzene claim 1 , xylenes claim 1 , mesitylene claim 1 , A9 aromatics and A10 aromatics.3. The method of claim 1 , wherein the one or more other arenes in the arene-containing reaction stream includes toluene.4. The method of claim 1 , wherein the ...

PROCESS FOR PREPARING CYCLIC ALPHA-KETO ALCOHOLS FROM CYCLIC ALPHA-KETO ENOLS

The invention relates to a method for preparing a cyclic α-ketoalcohol, particularly a 6-hydroxycyclohexenone from a cyclic α-ketoenol, particularly a 6-hydroxycyclohexadienone, using a reducing agent. This reducing agent is selected from hydrogen gas; a secondary alcohol, formic acid and the salts of formic acid or a mixture of at least two representatives of these compound classes. The invention further comprises the use of an α-ketoenol, in particular a 6-hydroxycyclohexadienone, as intermediate for preparing astaxanthin. 115.-. (canceled)17. The method according to claim 16 , wherein the reducing agent is at least one compound selected from the group consisting of hydrogen gas; a secondary alcohol; formic acid and the salts of formic acid.18. The method according to claim 16 , wherein the reducing agent is at least one compound selected from the group consisting of hydrogen gas; isopropanol or butan-2-ol; formic acid claim 16 , an alkali metal claim 16 , alkaline earth metal or ammonium formate or a mono- claim 16 , di- claim 16 , tri- or tetra(C1-C4)-alkylammonium formate.19. The method according to claim 16 , wherein the 6-hydroxycyclohexadienone is reacted non-stereoselectively or stereoselectively with the reducing agent in the presence of a transition metal catalyst.20. The method according to claim 16 , wherein the 6-hydroxycyclohexadienone is reacted non-stereoselectively or stereoselectively with the reducing agent in the presence of an achiral or optically active transition metal catalyst.21. The method according to claim 18 , wherein the transition metal catalyst comprises a transition metal selected from the group consisting of Ti claim 18 , Zr claim 18 , Hf claim 18 , V claim 18 , Nb claim 18 , Ta claim 18 , Cr claim 18 , Mo claim 18 , W claim 18 , Mn claim 18 , Re claim 18 , Fe claim 18 , Ru claim 18 , Os claim 18 , Co claim 18 , Rh claim 18 , Ir claim 18 , Ni claim 18 , Pd claim 18 , Pt claim 18 , Cu claim 18 , Ag and Au.22. The method according to ...

PROCESS FOR THE PRODUCTION OF 1,3,3-TRIMETHYL-2-(3-METHYLPENT-2-EN-4-YNYL)CYCLOHEX-1-ENE

The present invention relates to an improved process for the production of 1,3,3-trimethyl-2-(3-methylpent-2-en-4-ynyl)cyclohex-1-ene, highly enriched in the Z-isomer, and the use of such compounds in organic syntheses, especially in processes forming intermediates (building blocks) the synthesis of vitamin A or β-carotene or other carotenoids, e.g. canthaxanthin, astaxanthin or zeaxanthin. 2. Process according to claim 1 , wherein the process is carried out at a temperature of between 40° C. and 100° C. claim 1 , preferably between 50° C. and 80° C.3. Process according to claim 1 , wherein the process is carried out at ambient pressure.4. Process according to claim 1 , wherein the process is carried out using thiolate-bridged diruthenium complexes and optionally a weakly coordinating anion as catalyst system.5. Process according to claim 1 , wherein the process is carried out using [(C(CH))RuCl(.-SMe)Ru(C(CH))Cl] and ammonium tetrafluoroborate as a catalyst system.6. Process according to claim 1 , wherein the process is carried out in a water-free solvent (or mixture of solvents).8. Use of a compound of formula (Ia) in organic synthesis.9. Use according to claim 8 , wherein compound of formula (Ia) is used to produce intermediates useful in the synthesis of vitamin A claim 8 , -carotene claim 8 , canthaxanthin claim 8 , astaxanthin claim 8 , zeaxanthin. The present invention relates to an improved process for the production of 1,3,3-trimethyl-2-(3-methylpent-2-en-4-ynyl)cyclohex-1-ene, as well as to an isomerically highly enriched form thereof and the use of such compounds in organic syntheses, especially in processes forming intermediates (building blocks) for the synthesis of vitamin A or β-carotene or other carotenoids, e.g. canthaxanthin, zeaxanthin or astaxanthin. Especially to be mentioned is that the new compounds are useful as starting materials for the synthesis of vitamin A.is an important ingredient for many applications. Vitamin A plays a role in a ...

METHOD FOR PRODUCING ASTAXANTHIN FROM ASTACIN

The invention relates to a method for the non-stereoselective and also for the stereoselective synthesis of astaxanthin from astacin. For this purpose, a reducing agent is used selected from the group of hydrogen, a secondary alcohol, formic acid and also the salts of formic acid or from a mixture of at least two representatives of the compound classes stated above. The invention further relates to the use of astacin as starting compound for the synthesis of astaxanthin. 115-. (canceled)17. The method according to claim 16 , wherein the reducing agent is at least one compound selected from the group consisting of hydrogen gas; a secondary alcohol claim 16 , formic acid or the salts of formic acid.18. The method according to claim 16 , wherein the reducing agent is at least one compound selected from the group consisting of hydrogen gas; isopropanol; butan-2-ol; formic acid claim 16 , an alkali metal claim 16 , alkaline earth metal or ammonium formate or a mono- claim 16 , di- claim 16 , tri- or tetra(C1-C4)-alkylammonium formate.19. The method according to claim 16 , where in the astacin (2) is reacted non-stereoselectively or stereoselectively with the reducing agent in the presence of a transition metal catalyst.20. The method according to claim 16 , wherein the astacin (2) is reacted non-stereoselectively or stereoselectively with the reducing agent in the presence of an achiral or optically active transition metal catalyst.21. The method according to claim 18 , wherein the transition metal catalyst comprises a transition metal selected from the group consisting of Ti claim 18 , Zr claim 18 , Hf claim 18 , V claim 18 , Nb claim 18 , Ta claim 18 , Cr claim 18 , Mo claim 18 , W claim 18 , Mn claim 18 , Re claim 18 , Fe claim 18 , Ru claim 18 , Os claim 18 , Co claim 18 , Rh claim 18 , Ir claim 18 , Ni claim 18 , Pd claim 18 , Pt claim 18 , Cu claim 18 , Ag and Au.22. The method according to claim 18 , wherein the transition metal catalyst comprises a transition ...

CATALYTIC ETHYNYLATION

The present invention relates to the catalytic ethynlation of αβ-unsaturated ketones for producing tertiary acetylenic alcohols. 2. Process according to claim 1 , whereinR is an aliphatic or aromatic hydrocarbon which is substituted with lower alkoxy or lower alkyl groups and{'sub': 1', '3, 'Ris CH.'}4. Process according to claim 1 , wherein the process is carried out at a temperature below +5° C.5. Process according to claim 1 , wherein the process is carried out at a temperature of from −60° C. to 5° C.6. Process according to claim 1 , wherein the process is carried out at atmospheric conditions.7. Process according to claim 1 , wherein the process is carried out at elevated pressure.8. Process according to claim 1 , herein the process is carried without any addition of water. The present invention relates to the catalytic ethynylation of α,β-unsaturated ketones for producing tertiary acetylenic alcohols.The ethynyated reaction products, α-alkynols, are important intermediates in organic synthesis. For example, ethynyl-β-ionol is an intermediate used in the preparation of vitamin A and β-carotene.The process for ethynylating of α,β-unsaturated ketones for producing tertiary acetylenic alcohols is well known and described in many patent (i.e. in U.S. Pat. Nos. 3,709,946; 3,082,260, 3,283,014, 4,147,886 and 4,320,236).In U.S. Pat. No. 4,320,236, the ethynylation is carried out in the presence of a monolithium acetylide-ammonia complex.In U.S. Pat. No. 4,147,886, the ethynylation is carried out in the presence of diluted KOH.Due to the importance of the ethynylated reaction products, there is always a need for an improved way to producing such products.Surprisingly, it was found that the use of solid KOH in the reaction process allows to carry out the ethynylation process in an easy way.Therefore, the present invention relates to a process (P) to produce compounds of formula (III)whereinR is hydrogen or an aliphatic, cyclo-aliphatic or aromatic hydrocarbon which can ...

PROCESS FOR THE PRODUCTION OF 1,3,3-TRIMETHYL-2-(3-METHYLPENT-2-EN-4-YNYL)CYCLOHEX-1-ENE

The present invention relates to an improved process for the production of 1,3,3-tri-methyl-2-(3-methylpent-2-en-4-ynyl)cyclohex-1-ene, highly enriched in the Z-isomer, and the use of such compounds in organic syntheses, especially in processes forming intermediates (building blocks) the synthesis of vitamin A or β-carotene or other carotenoids, e.g. canthaxanthin, astaxanthin or zeaxanthin. 2. A product comprising more than 85% of (Z)-1 ,3 ,3-trimethyl-2-(3-methylpent-2-en-4-ynyl)cyclohex-1-ene.3. An process for synthesizing organic molecules which comprises providing the compound of formula (Ia) according to as an intermediate compound claim 1 , and synthesizing an organic molecule from the intermediate compound of fomula (Ia) by subjecting the intermediate compound of formula (Ia) to organic molecule synthesis reaction conditions.4. The process of claim 3 , wherein organic molecule synthesized from the intermediate compound of formula (Ia) is selected from the group consisting of vitamin A claim 3 , β-carotene claim 3 , canthaxanthin claim 3 , astaxanthin and zeaxanthin. This application is a continuation of commonly owned copending U.S. application Ser. No. 14/128,741, filed May 28, 2014 (now U.S. Pat. No. ______), which is the national phase application under 35 USC §371 of PCT/EP2012/061280, filed Jun. 14, 2012 which designated the U.S. and claims the benefit of priority of EP 11171068.7, filed Jun. 22, 2011, the entire contents of which are hereby incorporated by reference.The present invention relates to an improved process for the production of 1,3,3-trimethyl-2-(3-methylpent-2-en-4-ynyl)cyclohex-1-ene, as well as to an isomerically highly enriched form thereof and the use of such compounds in organic syntheses, especially in processes forming intermediates (building blocks) for the synthesis of vitamin A or β-carotene or other carotenoids, e.g. canthaxanthin, zeaxanthin or astaxanthin. Especially to be mentioned is that the new compounds are useful as ...

ETHYNYLATION OF POLYUNSATURATED ALDEHYDES AND KETONES

The present invention relates to a catalytic process for the ethynylation of specific polyunsaturated aldehydes and ketones. 5. The catalytic ethynylation process according to claim 1 , wherein the catalyst is added to the reaction mixture as an aqueous solution.6. The catalytic ethynylation process according to claim 1 , wherein R is K.7. The catalytic ethynylation process according to claim 1 , wherein the catalytic ethynylation reaction is carried out under pressure which is in a range from 2 bar to 15 bar.8. The catalytic ethynylation process according to claim 1 , wherein the catalytic ethynylation reaction temperature is between −30° to 5° C.9. The catalytic ethinylation process according to claim 1 , wherein the catalytic ethynylation reaction is carried out under pressure which is in a range of 5 bar to 12 bar.10. The catalytic ethinylation process according to claim 1 , wherein the catalytic ethynylation reaction is carried out under pressure which is in a range of 6 bar to 10 bar. This application is a continuation of commonly owned copending U.S. application Ser. No. 15/518,080, filed Apr. 10, 2017 (now abandoned), which is the U.S. national phase of International Application No. PCT/EP2015/073868 filed Oct. 15, 2015, which designated the U.S. and claims priority to EP Patent Application No. 14189262.0, filed Oct. 16, 2014, the entire contents of each of which are hereby incorporated by reference.The present invention relates to a catalytic process for the ethynylation of specific polyunsaturated aldehydes and ketones.Polyunsaturated aldehydes and ketones in the context of the present invention are aldehydes and ketones wherein the aldehydes and ketones comprise at least two C—C double bonds. In some embodiments of the present invention the C—C double bonds can also be conjugated.Polyunsaturated aldehydes and ketones (with conjugated C—C double bonds), such as the α,β-unsaturated ones, are quite stable compounds.The reaction products, which are the ...

Ways to Prevent Pump-Around Heat Exchanger Fouling and Extend Run Lengths on a Benzene Hydrogenation Unit

A process for hydrogenation of an aromatic hydrocarbon including introducing a hydrocarbon feed comprising the aromatic hydrocarbon, a hydrogen feed comprising hydrogen, and a hydrogenation catalyst into a hydrogenation reactor operable with a liquid phase and a gas phase to produce a hydrogenation product; removing a gas phase product stream comprising the hydrogenation product; withdrawing a portion of the liquid phase; subjecting the withdrawn portion to heat exchange to provide a reduced-temperature withdrawn portion; introducing the reduced-temperature withdrawn portion back into the hydrogenation reactor; and at least one of: (a) providing at least two heat exchangers to effect the subjecting of the withdrawn portion of the liquid phase to heat exchange; (b) separating a decomposition product of the hydrogenation catalyst, the hydrogenation catalyst, or both, from the withdrawn portion of the liquid phase prior to the heat exchange; and (c) reducing exposure of the hydrogenation catalyst to an oxygen-containing species. 120-. (canceled)21. A system for liquid phase hydrogenation , the system comprising:a hydrogenation reactor operable with a liquid phase and a gas phase to convert an aromatic hydrocarbon in a hydrocarbon feed to a hydrogenation product by contacting the aromatic hydrocarbon with hydrogen in a hydrogen feed in the presence of a hydrogenation catalyst;a pump-around loop comprising a pump configured to move a withdrawn portion of the liquid phase from the hydrogenation reactor through the pump-around loop and back to the hydrogenation reactor;at least one primary heat exchanger after the pump in the pump-around loop wherein the primary heat exchanger is configured to reduce the temperature of at least a portion of the liquid phase withdrawn from the hydrogenation reactor, thus providing a reduced-temperature withdrawn portion, prior to introduction of the reduced-temperature withdrawn portion into the hydrogenation reactor; and(a) at least one ...

Ways to Prevent Pump-Around Heat Exchanger Fouling and Extend Run Lengths on a Benzene Hydrogenation Unit

A process for hydrogenation of an aromatic hydrocarbon including introducing a hydrocarbon feed comprising the aromatic hydrocarbon, a hydrogen feed comprising hydrogen, and a hydrogenation catalyst into a hydrogenation reactor operable with a liquid phase and a gas phase to produce a hydrogenation product; removing a gas phase product stream comprising the hydrogenation product; withdrawing a portion of the liquid phase; subjecting the withdrawn portion to heat exchange to provide a reduced-temperature withdrawn portion; introducing the reduced-temperature withdrawn portion back into the hydrogenation reactor; and at least one of: (a) providing at least two heat exchangers to effect the subjecting of the withdrawn portion of the liquid phase to heat exchange; (b) separating a decomposition product of the hydrogenation catalyst, the hydrogenation catalyst, or both, from the withdrawn portion of the liquid phase prior to the heat exchange; and (c) reducing exposure of the hydrogenation catalyst to an oxygen-containing species. 1. A process for liquid phase hydrogenation of an aromatic hydrocarbon , the process comprising:introducing a hydrocarbon feed comprising the aromatic hydrocarbon, a hydrogen feed comprising hydrogen, and a hydrogenation catalyst into a hydrogenation reactor operable with a liquid phase and a gas phase, whereby at least a portion of the aromatic hydrocarbon is hydrogenated to produce a hydrogenation product;removing, from the hydrogenation reactor, a gas phase product stream comprising the hydrogenation product;withdrawing, from the hydrogenation reactor, a portion of the liquid phase;subjecting at least a portion of the withdrawn portion of the liquid phase to heat exchange, thus providing a reduced-temperature withdrawn portion;introducing the reduced-temperature withdrawn portion back into the hydrogenation reactor;providing at least two heat exchangers to effect the subjecting of the withdrawn portion of the liquid phase to heat exchange, ...

Improved process for preparing astacene

The invention describes a process for making astacene of formula 1, the exocyclic double bonds thereof having either an E configuration or an E- and/or Z-configuration, wherein astaxanthin of the general formula 2 having asymmetric centers 3 and 3′, each of which respectively having an (S)- or (R)-conformation and the exocyclic double bonds of said astaxanthin 2 having either an E- or E- and/or Z configuration, is oxidized in the presence of at least one tertiary alcoholate.

METHOD FOR PRODUCING ASTAXANTHIN ESTERS

The invention describes an environmentally friendly, sustainable and cost-effective method for preparing astaxanthin diesters of the formula 1, in which astaxanthin of the formula 2 is doubly esterified with fatty acid chlorides of the general formula 3. For this purpose, compound 2 and 3 are reacted in an organic solvent in the presence of a nitrogen-containing base of the general formula 4. The invention further relates to the non-therapeutic use of the diester 1, in which R is a residue selected from the group consisting of C13-C19-alkyl, C13-C19-alkenyl, C13-C19-alkdienyl and C13-C19-alktrienyl, in human or animal nutrition and also the therapeutic use of the diester 1 prepared according to the method as a medicament and also as an ingredient in a medicinal preparation. 2. The method according to claim 1 , wherein the astaxanthin of the formula (2) in the organic solvent is reacted with a greater than two-fold molar excess claim 1 , based on astaxanthin (2) claim 1 , of the acid chloride of the formula (3) in the presence of at least one nitrogen-containing base of the formula (4).3. The method according to claim 1 , wherein the astaxanthin of the formula (2) in the organic solvent is reacted with a 2.3-fold to 7-fold molar excess claim 1 , of the acid chloride of the formula (3) in the presence of at least one nitrogen-containing base of the formula (4).4. The method according to claim 1 , wherein the organic solvent is a chlorine-containing organic solvent selected from the group consisting of dichloromethane claim 1 , trichloromethane claim 1 , tetrachloromethane claim 1 , 1 claim 1 ,1-dichloroethane claim 1 , 1 claim 1 ,2-dichloroethane claim 1 , trichloroethylene claim 1 , tetrachloroethylene claim 1 , perchloroethylene claim 1 , chlorobenzene or a mixture of at least two of the chlorine-containing organic solvents.5. The method according to claim 4 , wherein the astaxanthin of the formula (2) in the organic solvent is reacted with the acid chloride of the ...

PROCESS FOR PURIFYING ASTAXANTHIN AND CANTHAXANTHIN

The present invention relates to a process for purifying the xanthophylls astaxanthin and canthaxanthin. 119.-. (canceled)21. The process according to claim 20 , wherein the ketone of the formula (I) makes up at least 99% by weight of the organic solvents used for the suspension.22. The process according to claim 20 , wherein the concentration of water in the solvent used to produce the suspension does not exceed 20% by weight.23. The process according to claim 20 , wherein the suspension is treated at a temperature in the range from 60 to 150° C.24. The process according to claim 20 , wherein the treatment time of treating the suspension is in the range from 6 to 144 h.25. The process according to claim 20 , wherein the suspension has a xanthophyll concentration in the range from 2 to 50% by weight.26. The process according to claim 20 , wherein claim 20 , in the course of the treatment claim 20 , at least some of the ketone of the formula (I) is distilled off and replaced by fresh ketone of the formula (I).27. The process according to claim 20 , wherein the suspension is cooled to a temperature below 20° C. before separating off the xanthophyll from the organic solvent.28. The process according to claim 20 , wherein the ketone is selected from compounds of the general formula (I) and mixtures thereof claim 20 , where Ris methyl or ethyl and Ris C-Calkyl.29. The process according to claim 20 , wherein a suspension of the xanthophyll in a ketone of the formula (I) claim 20 , where Ris methyl or ethyl and Ris C-Calkyl claim 20 , is first treated at elevated temperature and the xanthophyll thus obtained is treated with acetone.30. The process according to claim 20 , wherein the treatment of the suspension of the xanthophyll in the organic solvent and the subsequent separation off of the xanthophyll from the solvent is repeated at least once.31. The process according to claim 20 , wherein the xanthophyll used contains one or more halogenated hydrocarbons as contaminant ...

PROCESS OF PRODUCTION OF 7,8-DIHYDRO-C15-ALDEHYDE

The present invention relates to a new method to produce 7,8-dihydro-C-aldehyde. 2. Process according to claim 1 , wherein step (1) is carried out by a Grignard reaction.3. Process according to claim 1 , wherein step (1) is carried out by a catalytic reaction step.5. Process according to claim 3 , wherein the pressure in step (2) is in the range from 2 bar to 15 bar.6. Process according to claim 3 , wherein the reaction temperature step (2) is between −40° C.-10° C.7. Process according to anyone claim 1 , wherein the rearrangement (step (2)) is carried out by using at least one transition metal-based catalyst.8. Process according to claim 7 , wherein the rearrangement is carried out by using at least one Vanadium-based catalyst.9. Process according to claim 1 , wherein in step (2) the substrate to catalyst ratio is from 5000:1 to 10:1 claim 1 , preferably from 1000:1 to 20:1.10. Process according to claim 1 , wherein the rearrangement (step (2) is carried out in at least one non polar or polar aprotic organic solvent in the presence of at least one organic acid having a pK value in the range of about 4.0 to about 6.5.11. Process according to claim 10 , wherein the non polar or polar aprotic organic solvent is chosen from the group consisting of aliphatic claim 10 , cyclic and aromatic hydrocarbons (such as C-C-alkanes claim 10 , C-C-cycloalkanes claim 10 , benzene claim 10 , toluene naphthalene claim 10 , paraffin oil) and carboxylate esters (such as ethyl acetate).12. Process according to claim 10 , wherein the organic acid is chosen from the group consisting of acetic acid claim 10 , propionic acid claim 10 , chloropropionic acid claim 10 , pivalic acid claim 10 , acrylic acid claim 10 , adipic acid claim 10 , phenylacetic acid claim 10 , benzoic acid and 4-tert.butyl-benzoic acid.13. Process according to claim 1 , wherein the rearrangement (step (2)) is carried out at a reaction temperature of 10° C. to 50° C. claim 1 , preferably 20° C. to 40° C. The present ...

BETA-CRYPTOXANTHIN FROM PLANT SOURCE AND A PROCESS FOR ITS PREPARATION

The present invention provides beta-cryptoxanthin crystals from plant source and a process for its preparation. The present invention particularly relates to a process for the preparation of high purity beta-cryptoxanthin crystals comprising at least about 10% by weight total xanthophylls, of which at least about 75% by weight is trans-beta-cryptoxanthin and the remaining including beta-carotene, and trace amounts of trans-capsanthin and other carotenoids derived from the plant source, including fruits. The production of beta-cryptoxanthin crystals with high content of trans-beta-cryptoxanthin makes it ideal and suitable for use as a provitamin A source material and also has potential effects on improving bone health and inhibiting bone resorption. 1. (canceled)2. A process for the preparation of a trans-beta-cryptoxanthin enriched concentrate from plant material comprising about 10-80% by weight total xanthophylls , of which about 75-98% by weight is trans-beta-cryptoxanthin , the process comprising:(a) mixing an oleoresin of plant material comprising xanthophylls esters with an aliphatic alcoholic solvent;(b) saponifying the xanthophylls esters present in the oleoresin with an alkali at an elevated temperature;(c) removing the aliphatic alcoholic solvent followed by addition of water to obtain a diluted resultant mixture;(d) adding a diluted organic acid to the diluted resultant mixture to form a water layer and a precipitated xanthophylls mass;(e) removing the water layer and washing the precipitated xanthophylls mass with a polar solvent;(f) drying the precipitated xanthophylls mass to obtain a crude xanthophylls mass;(g) washing the crude xanthophylls mass with a non-polar solvent and concentrating the non-polar solvent washings to obtain a concentrated crude xanthophylls mass;(h) transferring the concentrated crude xanthophylls mass to a silica gel column and washing with a non-polar solvent;(i) eluting the column with a mixture of non-polar and polar solvent ...

Ways to Prevent Pump-Around Heat Exchanger Fouling and Extend Run Lengths on a Benzene Hydrogenation Unit

A process for hydrogenation of an aromatic hydrocarbon including introducing a hydrocarbon feed comprising the aromatic hydrocarbon, a hydrogen feed comprising hydrogen, and a hydrogenation catalyst into a hydrogenation reactor operable with a liquid phase and a gas phase to produce a hydrogenation product; removing a gas phase product stream comprising the hydrogenation product; withdrawing a portion of the liquid phase; subjecting the withdrawn portion to heat exchange to provide a reduced-temperature withdrawn portion; introducing the reduced-temperature withdrawn portion back into the hydrogenation reactor; and at least one of: (a) providing at least two heat exchangers to effect the subjecting of the withdrawn portion of the liquid phase to heat exchange; (b) separating a decomposition product of the hydrogenation catalyst, the hydrogenation catalyst, or both, from the withdrawn portion of the liquid phase prior to the heat exchange; and (c) reducing exposure of the hydrogenation catalyst to an oxygen-containing species.

Process for the catalytic reduction of alkyne compounds

Process for the production of beta-carotene preparations with a high 9 (Z) content

Catalytic hydrogenation of alpha,beta-unsaturated aldehydes to alpha,beta-unsaturated alcohols

Improved, selective hydrogenation of alpha, beta-unsaturated aldehydes to alpha,beta-unsaturated alcohols utilizing a platinum-cobalt catalyst.

一种维生素a中间体双格氏缩合物的连续水解中和的方法及装置

本发明公开了一种维生素A中间体双格氏缩合物的连续水解中和的方法及装置。步骤为，将含有维生素A中间体双格氏缩合物的醚类溶液与酸水分别泵入管式反应器，经管式反应器充分混合进行连续水解得到水解液；碱水经管式反应器另一进料口泵入管式反应器，与所述水解液在管式反应器中进行连续中和得到中和液；所述中和液从管式反应器的产物排出口排出，分层成水相和有机相，除去所述水相，所述有机相水洗至中性后，蒸发回收有机溶剂，得到维生素A中间体缩合物。采用本发明的方法混合效率高，时间短，产物的纯度和收率高；含量高，折纯收率高。同时可实现连续化操作，安全可靠，改善生产作业人员的工作环境，提高生产效率和设备利用率。

베타-카로틴의 효율적인 제조방법

본 발명은 설폰 화학을 이용하여 카로틴 화합물의 합성에 유용하게 이용되는 신규의 중간체 화합물, 그 제조방법, 및 상기 중간체 화합물을 이용한 베타-카로틴의 효율적인 제조방법을 제공한다. 베타-카로틴의 제조방법은 탄소 10개로 이루어진 상기 중간체 화합물의 양끝에 있는 두 알데하이드 작용기에 각각 C 15 알릴릭 설폰 화합물을 반응시켜 탄소 40개로 이루어진 알코올 화합물을 얻고, 상기 C 40 화합물의 두 알코올기를 할로겐 또는 에테르로 변형시킨 다음, 더블 엘리미네이션(double elimination)의 방법으로 설폰기와 할로겐(또는 에테르)기를 모두 제거하며 이중결합을 형성하는 방법으로 컨쥬게이트 폴리엔 사슬 구조를 형성한 데 그 특징이 있다. 베타-카로틴, 설폰 화합물, 알데하이드, 폴리엔 체인, 더블 엘리미네이션

一种快速制备高含量叶黄素的工业化方法及其制品

本发明涉及一种快速制备高含量叶黄素的工业化方法及其制品，包括如下步骤：1)在高温下用体积分数为90～100％的丙酮溶液对万寿菊花颗粒进行提取；2)将提取液在低温下静置，至高含量的叶黄素完全析出，即得。本发明发现，体积分数为90～100％的丙酮溶液对万寿菊花颗粒中的叶黄素的提取有非常高的选择性，且随温度的变化叶黄素在上述溶液中的溶解度有明显的变化，可实现对叶黄素进行高含量、高得率提取，提取得到的产品中叶黄素的含量提高到50％。与经典工艺正己烷/石油醚提取和浓缩得到叶黄素浸膏相比，含量提高了约2倍。

Preparation method of lutein extract with good smell

本发明涉及一种气味好的叶黄素浸膏的制备方法，属于天然植物提取技术领域，采用水溶性乳化剂将叶黄素浸膏中的异味物质乳化后加水稀释，然后采用非极性溶剂提取叶黄素浸膏，将非极性溶剂层浓缩、脱除溶剂残留得到气味好的叶黄素浸膏。本发明制备方法简单易行，去除异味效果优于现有技术，制备得到的叶黄素浸膏无难闻异味，进一步加工得到的叶黄素酯产品可以广泛地应用在食品、医药等高端领域且不增加生产成本，有效成分收率高，适合大规模化生产。

PROCESS FOR THE PREPARATION OF CARBONYL COMPOUNDS

Ethynylcyclohexene compounds

A process for the manufacture of compounds of the general formula ##STR1## wherein R 1 signifies hydroxy or an etherified hydroxy group, and of zeaxanthin by converting a compound of the general formula ##STR2## wherein R 1 has the above significance, in an inert organic solvent into the acetylenide and reacting this with methyl vinyl ketone, reducing the alcoholate obtained or the alcohol (obtained after hydrolysis of the alcoholate) of the general formula ##STR3## wherein R 1 has the above significance, and subsequently hydrolyzing to give the compound of formula IV and, if desired, converting the compound of formula IV obtained into zeaxanthin.

Process for the rearrangement of allyl alcohols

본 발명은, 하기 화학식 1의 펜트-1-엔-3-올을 하기 화학식 2의 Z-펜트-2-엔-1-올과 하기 화학식 3의 E-펜트-2-엔-1-올 입체 이성질체들의 혼합물로 이성질체화시키는 방법에 관한 것이며, 이때 상기 방법은, 비균질 산 촉매의 존재 하에 물 또는 다중상 용매 시스템 중에서 하기 화학식 1의 펜트-1-엔-3-올을 반응시키는 단계를 포함한다: [화학식 1] [화학식 2] [화학식 3] 상기 식에서, R 1 은 알킬, 아릴 및 알킬아릴 라디칼로부터 선택되고, R 2 는 H, 알킬 및 아릴 라디칼로부터 선택된다. 상기 비균질 산 촉매는 바람직하게는, 담체 상의 브뢴스테드 산, 강산성 양이온 교환제, 및 산 기를 갖는 중합체로 이루어진 군으로부터 선택된다. 본 발명에 따른 방법의 생성물은, 비타민 A 및 이의 유도체 및 카로테노이드와 같은 아이소프레노이드의 제조를 위한 중요한 중간체이다. The present invention relates to a process for the preparation of a compound of formula (I), which comprises reacting pent-1-en-3-ol of the formula With a mixture of isomers, said method comprising the step of reacting pent-1-en-3-ol of formula 1 in water or in a multiphasic solvent system in the presence of a heterogeneous acid catalyst: [Chemical Formula 1] (2) (3) Wherein R 1 is selected from alkyl, aryl and alkylaryl radicals and R 2 is selected from H, alkyl and aryl radicals. The heterogeneous acid catalyst is preferably selected from the group consisting of a Bronsted acid on the support, a strong acidic cation exchanger, and a polymer having an acid group. The products of the process according to the invention are important intermediates for the preparation of isoprenoids such as vitamin A and its derivatives and carotenoids.

1,2,4-triazole Mannich base derivatives containing substituted piperazidine, and preparation method and application thereof

本发明公开了含取代哌嗪的1，2，4-三唑Mannich碱衍生物及制备方法和应用。本发明具有如通式I和II所示的结构式，式中X、Y、Z具有权利要求1所定义。本发明化合物具有高杀菌活性，对苹果轮纹病菌、小麦纹枯病菌、小麦赤霉病菌、番茄早疫病菌等植物病菌有高的离体抑制活性，对黄瓜褐斑病、黄瓜细菌性角斑病、黄瓜蔓枯病、黄瓜霜霉病、黄瓜菌核病植物真菌有很好的活体防治效果，尤其对黄瓜细菌性角斑病和黄瓜霜霉病菌具有特效。本发明的通式I和通式II化合物同时具有除草活性。本发明适用于对各种作物上菌害和草害的综合防治。

Preparation method of beta-carotene

本发明属于化合物制备领域，具体涉及一种β‑胡萝卜素的制备方法，包括：将式(1)所示的维生素A有机膦盐与双氧水在含有纳米银胶体的碱性体系中进行氧化偶联反应；R 1 、R 2 和R 3 各自独立地为脂肪族基团、脂环族基团或芳香族基团；X为有机或无机强酸基团。本发明提供的β‑胡萝卜素的制备方法以纳米银胶体作为稳定剂和催化剂，能够显著提高β‑胡萝卜素的收率。

Preparation method of -carotene

본 발명은 베타카로텐의 제조방법에 관한 것으로, 좀 더 상세하게는 인체에 무해한 식용색소로, 의약품 및 식품 등에 첨가되는 카로틴 화합물의 일종인 베타카로텐(β-Carotene)을 효율적으로 제조하는 방법에 관한 것이다. 본 발명의 방법에 따르면, 특정 촉매 및 용매의 존재하에서 C40 트리술폰 화합물로부터 램베르그-백클룬트(Ramberg-Backlund) 반응을 통하여 C40 디술폰 화합물을 제조하고, 이로부터 디하이드로술폰화(dehydrosulfonation) 반응을 순차적으로 적용하여 고순도의 베타카로텐을 제조할 수 있다. The present invention relates to a method for producing beta-carotene, and more particularly, to a method for efficiently preparing beta-carotene (β-Carotene) which is a kind of carotene compound added to medicines and foods, which is harmless to humans. will be. According to the method of the present invention, a C40 disulfone compound is prepared from a C40 trisulfone compound through a Lambberg-Backlund reaction in the presence of a specific catalyst and a solvent, and from there a dehydrosulfonation reaction. By applying sequentially can be produced beta carotene of high purity. 베타카로텐, 술폰 화합물, 램베르그-백클룬트 반응, 디하이드로술폰화 반응 Beta-carotene, sulfone compounds, lambberg-backclund reaction, dehydrosulfonation reaction

The preparation of astaxanthin, prepare it new intermediate with and preparation

本发明描述了式Ⅰ化合物，其中R 1 为氢或 C 1 -C 4 -烷基，R 2 为C 1 -C 4 -烷基及R 3 为可被水解反 应转化为羟基的醚、甲硅烷基醚或醛缩醇保护基团， 特别是-CH(CH 3 )-O-CH 2 -CH 3 或 中的一个基团；这些化合物的制备方法(即在惰性溶剂中 在氨基化锂的存在下使式Ⅱ的链烯炔烃与式Ⅲ的环 己烯酮反应)；以及式Ⅰ化合物在制备虾青素方面的应用。

Cyclohexane production method

FIELD: chemistry.SUBSTANCE: invention relates to the cyclohexane from benzene producing method, comprising the benzene three-stage sequential hydrogenation in the hydrogenation reactors at elevated temperature and pressure in the presence of hydrogenation catalyst and the hydrogen-containing gas, hydrogenate from the gas subsequent separation after the third stage of hydrogenation with the cyclohexane fraction release and its partial recycling to the hydrogenation first stage. Invention is characterized by the fact that part of the selected cyclohexane fraction is directed for mixing with benzene in the mass ratio of 4–10:1, Chydrocarbons with benzene content of not more than 20 wt. % resultant mixture is supplied for the hydrogenation first stage, and for the hydrogenation the second and third stages hydrogenates are directed only after the hydrogenation first and second stages, respectively, at that, the Chydrocarbons mixture or the hydrogenate after the hydrogenation first or second stages and the hydrogen-containing gas are directed to the respective hydrogenation reactors bottom part, hydrogenation first and second stages are carried out at a temperature of the reactor bottom part of not more than 30 °C and top part of not more than 180 °C, and the hydrogenation third stage is carried out at a temperature of the reactor bottom and top parts of not more than 180 °C.EFFECT: development of the cyclohexane production more simple and cost effective method.3 cl, 1 dwg, 2 tbl, 2 ex РОССИЙСКАЯ ФЕДЕРАЦИЯ (19) RU (11) (13) 2 679 626 C1 (51) МПК C07C 5/10 (2006.01) C07C 13/18 (2006.01) ФЕДЕРАЛЬНАЯ СЛУЖБА ПО ИНТЕЛЛЕКТУАЛЬНОЙ СОБСТВЕННОСТИ (12) ОПИСАНИЕ ИЗОБРЕТЕНИЯ К ПАТЕНТУ (52) СПК C07C 5/10 (2018.08) (21)(22) Заявка: 2018131825, 03.09.2018 (24) Дата начала отсчета срока действия патента: Дата регистрации: 12.02.2019 (45) Опубликовано: 12.02.2019 Бюл. № 5 Адрес для переписки: 423574, Респ. Татарстан, г. Нижнекамск, ул. Соболековская, здание 23, оф. 129, ПАО " ...

METHOD FOR PRODUCING A-BISABOLOL FROM FARNESOL

1. Способ получения α-бисаболола, включаюиций превращение фанезола в присутствии кетона, сульфоновой кислоты и другой сильной кислоты, ! 2. Способ по п.1, отличающийся тем, что используют кетон общей формулы (I) ! ! причем остатки R1 и R2 могут быть одинаковыми или различными, и означают прямой или разветвленный остаток алкила, имеющий от 1 до 4 атомов углерода, или также вместе означают циклический остаток алкилена, имеющий от 3 до 5 атомов углерода. ! 3. Способ по п.1, отличающийся тем, что используют сульфоновую кислоту формулы (II) ! ! причем остаток R3 означает прямой или разветвленный алкил, имеющий от 1 до 12 атомов углерода, арил, имеющий от 6 до 10 атомов углерода, алкиларил, имеющий от 7 до 12 атомов углерода или арилалкил, имеющий от 7 до 12 атомов углерода, причем названные остатки могут иметь соответственно один или несколько, одинаковых или различных заместителей, которые выбирают из группы заместителей фтора, ! хлора, -OR4 и -C(O)OR5, R4 и R5 независимо друг от друга могут означать водород или алкил, имеющий от 1 до 4 атомов углерода. ! 4. Способ по п.1, отличающийся тем, что используют сильную кислоту, которая имеет значение pKs до 2. ! 5. Способ по п.1, отличающийся тем, что в качестве другой сильной кислоты используют такую кислоту, которую выбирают из группы сильных кислот серной кислоты, перхлорной кислоты, тетрафторборной кислоты, трифторметансульфоновой кислоты, трихлоруксусной кислоты, трифторуксусной кислоты, азотной кислоты, фосфорной кислоты, пирофосфорной кислоты, гексафторфосфорной кислоты. ! 6. Способ по п.1, отличающийся тем, что другую сильную кислоту используют в количестве от 0,1 до 100 мас.%, в расчете на количество превращаемого ф РОССИЙСКАЯ ФЕДЕРАЦИЯ (19) RU (11) 2008 122 536 (13) A (51) МПК C07C 29/56 (2006.01) ФЕДЕРАЛЬНАЯ СЛУЖБА ПО ИНТЕЛЛЕКТУАЛЬНОЙ СОБСТВЕННОСТИ, ПАТЕНТАМ И ТОВАРНЫМ ЗНАКАМ (12) ЗАЯВКА НА ИЗОБРЕТЕНИЕ (21), (22) Заявка: 2008122536/04, 26.10.2006 (71) Заявитель(и): БАСФ СЕ (DE) (30) Конвенционный приоритет: 07.11. ...

Purification method of astaxanthin

A kind of method of rapid preparation of high-content natural carotenol ester

本发明使用不同性质的溶剂组成三元溶剂体系，以叶黄素酯含量为20‑40%万寿菊油膏为原料，在0‑1Mpa的相对压力下，洗涤过滤制备天然叶黄素酯晶体。本法所制得叶黄素酯流动性好，为松散晶体，干燥后晶体粉末橙黄鲜亮。本发明工艺简单，洗涤效率高，耗时极短，所得叶黄素酯纯度高，所用溶剂可回收利用，适合于大规模工业生产。

Continuous lutein extract saponifying process

本发明公开了一种叶黄素浸膏的连续皂化工艺，属于天然植物提取物技术领域，将部分叶黄素浸膏与醇碱溶液加入皂化设备，加热、混合，进行预皂化，得到皂化叶黄素浸膏混合物Ⅰ；向皂化叶黄素浸膏混合物Ⅰ中连续添加叶黄素浸膏与醇碱溶液，加热、混合，同时连续进料、出料，实现叶黄素浸膏的快速连续皂化，得到叶黄素皂化液。本发明采用连续进料，强力混合、循环的皂化方式，实现叶黄素浸膏的快速皂化，大大缩短皂化时间，同时减少浸膏的受热损失，提高产品最终的叶黄素晶体得率。

Hydroxycarbonyl derivative and method for producing the same

The isolation and purification method of Arctic Sea fuchsin coccus B7740 production isoprenoid

本发明公开了北极海洋红球菌B7740产类异戊二烯的分离纯化方法，该方法利用高速逆流色谱分离纯化北极海洋红球菌B7740产类异戊二烯。该方法利用高速逆流色谱仪对红球菌B7740所产类异戊二烯物质进行有效的分离纯化，得到三种稀有海洋来源类胡萝卜素，并用高精度质谱对三种稀有海洋来源类胡萝卜素进一步鉴定。

Method for producing unsaturated sulfones

Method of preparing a,b-unsaturated aldehydes

A kind of method for aoxidizing beta carotene and preparing canthaxanthin

本发明公开一种氧化β‑胡萝卜素制备角黄素的方法，β‑胡萝卜素在催化剂及助剂存在下，与氧化剂铜盐溶液反应制备角黄素，主要解决现有技术中产品中收率低、环境污染的问题。

Method for adsorbing and separating natural astaxanthin ester

本发明提供了一种吸附分离天然虾青素酯的方法，有如下步骤：A)取雨生红球藻提取物，加雨生红球藻藻油，搅拌溶解，得混合油；B)向混合油中加入活性固体吸附剂，搅拌吸附，得吸附浆；C)吸附浆离心分离，得负荷固体吸附剂和雨生红球藻藻油，雨生红球藻藻油返回步骤A使用；D)取负荷固体吸附剂，加亲水性有机溶剂，搅拌解析，得解析液和固体吸附剂；E)固体吸附剂经活化，得活性固体吸附剂，返回步骤B使用；F)解析液减压脱溶，产出天然虾青素酯，同时回收亲水性有机溶剂返回步骤D使用。本发明工艺简洁，易于实现工业化，投资省，操作简单，活化效率高，健康安全风险小，虾青素回收率高，天然虾青素酯纯度高。

Preparing method of canthaxanthin

본 발명은 칸타잔틴(canthaxanthin)의 제조방법에 관한 것으로, 좀 더 상세하게는 인체에 무해한 식용색소로, 의약품 및 식품 등에 첨가되는 카로틴 화합물의 일종인 칸타잔틴을 효율적으로 제조하는 방법에 관한 것이다. 본 발명에 따르면, 베타-카로틴(β-carotene)의 합성에 효율적으로 사용되는 C40 화합물의 시클로헥센 고리를 선택적으로 산화 반응시켜 C40 케톤 화합물을 합성한 후, 램베르그-백클룬트(Ramberg-Backlund) 반응과 디하이드로설폰화(dehydrosulfonation) 반응을 순차적으로 수행하여 칸타잔틴을 효율적으로 합성한다. The present invention relates to a method for producing canthaxanthin, and more particularly, to a method for efficiently preparing canthaxanthin, which is a kind of carotene compound added to medicines and foods, which is harmless to humans. will be. According to the present invention, after selectively oxidizing the cyclohexene ring of the C40 compound which is efficiently used for the synthesis of beta-carotene (β-carotene) to synthesize a C40 ketone compound, Lambberg-Backlund (Ramberg-Backlund) Reaction and dehydrosulfonation reaction are carried out sequentially to efficiently synthesize canthaxanthin. 칸타잔틴, 카로티노이드, 설폰 화합물, 램베르그-백클룬트 반응 Canthaxanthin, carotenoids, sulfone compounds, lambberg-backclund reactions

Preparation of astaxanthin, novel intermediates therefor and the preparation thereof

Abstract of the Disclosure: Compounds of the formula I ##STR1## where R 1 is H or C 1 -C 4 -alkyl, R 2 is C 1 -C 4 -alkyl and R 3 is an ether, silyl ether or acetal protective group which can be converted into a hydroxyl group by hydrolysis, in particular one of the radicals ##STR2## and a process for preparing these compounds by reacting an alkenyne of the formula II ##STR3## in an inert solvent in the presence of lithium amide with a cyclohexenone of the formula III ##STR4## and the use of the compounds of the formula I for preparing astaxanthin, are described.

Process of preparation for astaxanthin

본 발명은 칸타크산틴의 디에놀에테르, 디엔아민 또는 디에놀레이트 음이온을 옥사지리딘 산화제로 산화시켜 일반식(II)의 아스타크산틴 디헤미아미날을 제조하고 이 디헤미아미날을 분해시켜 아스타크산틴을 제조하는 단계를 포함하여, 구조식(I)으로 표시되는 아스타크산틴의 제조방법에 관한 것이다. The present invention is to oxidize the dienool ether, dieneamine or dienolate anion of canthaxanthin with an oxaziridine oxidizing agent to prepare astaxanthin dihemiaminal of formula (II) and to decompose the dihemiaminal. It relates to a method for producing astaxanthin represented by the structural formula (I), including the step of preparing astaxanthin. 상기식에서, In the above formula, R 1 및 R 2 는 본 명세서에서 정의한 바와 동일하다. R 1 and R 2 are the same as defined herein. 본 방법은 선행 기술 분야의 방법중 구조식(I)의 아스타크산틴을 제조하는 최선의 방법으로 공지된 것보다 2 단계를 단축하여 포함하는 장점을 갖는다. The method has the advantage of including two steps shorter than those known in the art as the best method for preparing astaxanthin of formula (I). 또한, 본 발명은 그 자체가 어류 산업분야의 중요한 첨가제인 아스타크산틴 제조시의 중간 생성물, 그중에서도 가장 중요한 중간 생성물인 일반식(II)의 아스타크산틴 디헤미아미날에 관한 것이다. The present invention further relates to the intermediate product in the manufacture of astaxanthin, which is an important additive in the fish industry, and the astaxanthin dihemiamine of general formula (II), which is the most important intermediate product.

Methods and compositions for treating atopic dermatitis

本发明提供了利用环己烯酮化合物治疗特应性皮炎的方法和组合物。

Arctic Sea fuchsin coccus B7740 produces the isolation and purification method of isoprenoid

本发明公开了北极海洋红球菌B7740产类异戊二烯的分离纯化方法，该方法利用高速逆流色谱分离纯化北极海洋红球菌B7740产类异戊二烯。该方法利用高速逆流色谱仪对红球菌B7740所产类异戊二烯物质进行有效的分离纯化，得到三种稀有海洋来源类胡萝卜素，并用高精度质谱对三种稀有海洋来源类胡萝卜素进一步鉴定。

Preparation method of high-content zeaxanthin

本发明公开了一种高含量玉米黄素的制备方法。现有的制备方法中，有的使用到一些有毒的有机溶剂；有的需要多步结晶过程；有的反应时间长，温度高，产品的收率比较低，不适于工业化生产。本发明以叶黄素晶体或其脂肪酸酯为反应原料，利用异构化反应得到玉米黄素，其特征在于，所述的异构化反应使用由有机碱催化剂和助催化剂组成的混合催化剂，所述的助催化剂为钯炭。本发明的工艺路线简单，反应温度低，反应时间短，产品纯度好、收率高，适合于工业化生产，并且产品中无有毒有害的有机溶剂残留，适于作为食品添加剂或药物使用。

A kind of isomerization method of lutein

本发明公开了一种叶黄素的异构化方法，包括以下步骤：将叶黄素分散在溶剂中，加入酸或/和离子液体，再加入金属盐催化剂，进行催化反应，得到玉米黄质。本发明的异构化方法可以得到高含量玉米黄质，转化率高，产品纯度高，粗产品中叶黄素含量可降至8%以下，玉米黄质含量可达80%以上，为叶黄素转化为玉米黄质提供了一种经济可行的工艺路线。

Lutein methanol solvate crystal and preparation method thereof

本发明涉及一种叶黄素甲醇溶剂化物晶体及其制备方法。叶黄素分子与甲醇溶剂分子的摩尔比为1：2，分子式为C 40 H 56 O 2 ·2CH 4 O。其X‑射线粉末衍射图谱在衍射角3.881±0.2°，6.017±0.2°，8.074±0.2°，10.394±0.2°，12.677±0.2°，14.218±0.2°，15.741±0.2°，16.543±0.2°，19.14±0.2°，21.279±0.2°，22.02±0.2°，23.662±0.2°，27.278±0.2°，有特征峰，制备方法简单。甲醇溶剂化物晶形规整，流动性好，引湿性小，稳定性能好，在高温及紫外照射下，与叶黄素粗品相较，96h留存量较高。

Process for obtaining 3′-epilutein

A process for obtaining 3′-epilutein, by epimerization of a lutein-containing extract with an aqueous solution of a strong organic acid which is slowly added under agitation at room temperature, in the presence of an organic aprotic media, to obtain 3′-epilutein(crystals) in a solution which is neutralized with an alkali and extracting the 3′-epilutein from said solution by means of an organic media, then washing and drying the crystals and purifying them by chromatography by means of a chromatography column.

PROCEDURE FOR THE PREPARATION OF CAROTENOIDS AND PIGMENTS THAT CONTAIN THEM.

PROCEDIMIENTO PARA LA PREPARACION DE LOS CAROTENOIDES DE FORMULA GENERAL I (ESQUEMA 1) Y DE LOS PIGMENTOS QUE CONTIENEN ALGUNO DE ESTOS COMPUESTOS COMO COMPONENTES BASICOS, DONDE R Y R", IGUALES O DIFERENTES, PUEDEN SER: HIDROGENO, ALQUILO INFERIOR, ACILO INFERIOR O ACILO GRASO. SE OBTIENEN HACIENDO REACCIONAR LOS COMPUESTOS DE FORMULA GENERAL II (ESQUEMA 1) O LOS EXTRACTOS VEGETALES QUE CONTIENEN ALGUNO DE ESTOS COMPUESTOS COMO COMPONENTE BASICO, DONDE R''" Y R''''", IGUALES O DIFERENTES, PUEDEN SER: HIDROGENO, ALQUILO INFERIOR, ACILO INFERIOR, ACILO GRASO O UN GRUPO PROTECTOR DE HIDROXILO, CON UN REACTIVO ALCALINO EN MEDIO ORGANICO O ACUOSO-ORGANICO. SON UTILES COMO COLORANTES EN LA INDUSTRIA ALIMENTARIA. PROCEDURE FOR THE PREPARATION OF THE CAROTENOIDS OF GENERAL FORMULA I (SCHEME 1) AND OF THE PIGMENTS THAT CONTAIN SOME OF THESE COMPOUNDS AS BASIC COMPONENTS, WHERE RYR ", THE SAME OR DIFFERENT SIDES, EARLIER, STERIOR AND LOWER EARLY. THEY ARE OBTAINED BY REACTING THE COMPOUNDS OF GENERAL FORMULA II (SCHEME 1) OR THE VEGETABLE EXTRACTS CONTAINING SOME OF THESE COMPOUNDS AS A BASIC COMPONENT, WHERE R '' "AND R '' ''", THE SAME OR DIFFERENT, MAY BE: HYDRO , LOWER ALKYL, LOWER ACIL, FATTY ACIL OR A PROTECTIVE GROUP OF HYDROXYL, WITH AN ALKALINE REAGENT IN ORGANIC OR WATER-ORGANIC ENVIRONMENT, THEY ARE USEFUL AS DYES IN THE FOOD INDUSTRY.

Preparation method of high-content zeaxanthin

本发明公开了一种高含量玉米黄素的制备方法。现有的制备方法中，有的使用到一些有毒的有机溶剂；有的需要多步结晶过程；有的反应时间长，温度高，产品的收率比较低，不适于工业化生产。本发明以叶黄素晶体或其脂肪酸酯为反应原料，利用异构化反应得到玉米黄素，其特征在于，所述的异构化反应使用由有机碱催化剂和助催化剂组成的混合催化剂，所述的助催化剂为钯炭。本发明的工艺路线简单，反应温度低，反应时间短，产品纯度好、收率高，适合于工业化生产，并且产品中无有毒有害的有机溶剂残留，适于作为食品添加剂或药物使用。

An improved process for the preparation of xanthophyll crystals

The invention disclosed in this application relates to a process for the preparation of xanthophyll crystals containing at least not less than 85 % total xanthophylls with at least 90 % trans-lutein and / or zeaxanthin, trace amounts of cis-lutein and other carotenoids - which comprises admixing and heating xanthophyll ester concentrate using excess alcoholic alkali solution, maintaining the resulting mixture at a temperature in the range of 65.degree C to about 80.degree C, for a period sufficient to saponify the xanthophyll esters; removing the aliphatic alcohol from the mixture under reduced pressure to get saponified crude concentrate; admixing the saponified crude concentrate obtained with water at room temperature to form a diluted oily reaction mixture; extracting the diluted oily mixture obtained with ethyl acetate to get xanthophyll extract which is processed by conventional methods to get xanthophyll crystals containing high amounts of trans-lutein and/or zeaxanthin along with trace amounts of cis-lutein and other carotenoids . The xanthophyll crystals prepared by the process of the present invention are useful as antioxidant, prevention of cataract and macular degeneration, lung cancer preventive agent, as agents for the absorption of harmful ultra-violet light from sun rays andquencher of photo-induced free radical and reactive oxygen species.

Esterification of xanthophylls

New process for preparing carotenoid pigments

Process for the preparation of carotenoid having general formula (I) and pigments which contain said compound as basic component. They are obtained by reacting natural or synthetic compounds having general formula (II), or the plant extracts which contain some of said compounds as basic components, wherein R and R', which are similar or different, represent hydrogen, lower acyl, fatty acyl or a hydroxyl protector group, with an alkaline reagent in organic medium, oxidation and subsequent reduction of the resulting product in order to obtain the racemic mixture.

The method of producing sulfones

Process for the separation of astaxanthin from crustacea

본 발명은 갑각류로부터 아스타크산틴(astaxanthin) 물질을 분리하는 방법으로서, 특히, 분쇄된 갑각류 껍질과, 초임계 유체인 이산화탄소로 이루어지는 추출용매와, 에탄올로 이루어지는 보조용매 각각을 특정 압력 및 온도를 가지는 추출탑에 투입하여 아스타크산틴과 껍질 부산물로 추출한 후, 분리기를 이용하여 아스타크산틴과 이상화탄소를 각각 분리하는 것으로 이루어지는 갑각류로부터 아스타크산틴 물질을 분리하는 방법에 관한 것이다. 본 발명은 일반적인 갑각류의 껍질을 이용하여 기타 화학적인 첨가 시료를 구비하지 않으며, 독성의 함유 등이 없으므로, 원재료의 물리적, 화학적 변화를 수반하지 않는 것을 특징으로 하는 갑각류로부터 아스타크산틴 물질을 분리하는 방법에 관한 것이다. 키틴, 키토산, 아스타크산틴, 초임계 추출법, 이산화탄소

Specific α, the method for β unsaturated aldehydes are produced by rearrangement process

本发明涉及改进的生产特定α，β‑不饱和醛的方法。

A kind of high-precision Astaxanthin extraction method

本发明公开了一种高精度的虾青素提取方法，包括如下步骤：步骤一、预处理；步骤二、分离；步骤三、脱盐；步骤四、脱色；步骤五、浓缩；步骤六、喷雾干燥。该高精度的虾青素提取方法包括预处理、分离、脱盐、脱色、浓缩、喷雾干燥。解决了现有技术中真空浓缩，薄膜蒸发存在能耗巨大，耗时长的缺点。该高精度的虾青素提取方法，过滤精度高，从根本上保证了滤液的纯净度和品质的良好性。

Catalyst for nuclear hydrogenation reaction

A kind of method for purifying astaxanthin oil

本发明公开了一种纯化虾青素油的方法，属于天然成分提取和精制生产技术领域。所述纯化步骤如下：取虾青素油，用有机溶剂溶解，过滤得过滤液，过滤液过吸附树脂，然后用有机溶剂冲洗柱体，再用解析溶剂解析虾青素，得到虾青素解析液，将解析液浓缩，并进行脱除溶剂残留处理，得到纯化的虾青素油产品。本发明可将虾青素油纯度由5‑12%提高至30%以上，并有效去除虾青素油中邻苯二甲酸酯类物质，操作简单快速，便于工业化生产。

Process for producing canthaxanthin

본 발명은 β-카로틴을 물 및 물과 비혼화성의 유기용매내에서 염소산 알칼리 금속 또는 브롬산 알칼리 금속으로 산화시키는 단계를 포함하는 칸타크산틴의 제조방법을 제공한다. 상기의 산화반응은 β-카로틴, 물, 물과 비혼화성의 유기용매, 및 염소산 알칼리 금속 또는 브롬산 알칼리 금속의 혼합물에 The present invention provides a method for producing canthaxanthin comprising the step of oxidizing β-carotene to alkali metal chlorate or alkali metal chlorate in an organic solvent immiscible with water and water. The oxidation reaction is carried out on a mixture of β-carotene, water, an organic solvent immiscible with water, and alkali metal chlorate or alkali metal bromate. a) 할로겐화 요오드 또는 요오드, 및 a) iodine halide or iodine, and b) 요오드화 금속을 첨가하여 개시되며, 상기와 같은 제조방법은 단시간에 효율적으로, 그리고 공업적으로 유리하게 칸타크산틴을 제조할 수 있다. b) It is disclosed by adding metal iodide, and the above production method can produce canthaxanthin efficiently and industrially in a short time.

Method of preparing vitamin a derivatives

Vitamin A alcohol and its lower alkanoic esters are prepared by desulphonation of corresponding sulphones with a solid potassium alcoholate of a primary or secondary lower alcohol at 10 DEG to 50 DEG C. in an anhydrous liquid hydrocarbon.

The supercritical carbon dioxide extraction method of astaxanthin in transgenic engineering tamato fruit

转基因工程番茄果实中虾青素的超临界二氧化碳流体萃取方法，其特征在于该方法包括取预先过筛的虾青素工程番茄果实干粉,调节系统温度和压力至设定值,待萃取釜的温度及压力达到设定值且稳定后，进行1h的静态萃取；静态萃取结束后打开平流泵，以1.0g/min将夹带剂输送到到设备中去，夹带剂与二氧化碳气体的混合流体进入萃取釜，开始动态萃取。该方法用料安全，提取率高，非常适合转基因工程番茄虾青素的提取。此外，转基因工程番茄中含有高营养价值的番茄红素及β胡萝卜素等类胡萝卜素，在虾青素的最佳提取条件下，番茄红素提取率为82％，β胡萝卜素提取率为89％。为转基因工程番茄产业化提取虾青素奠定了技术基础。

A kind of isolation and identification method of astaxanthin

本发明提供了一种虾青素的分离鉴定方法，包括以下步骤：（1）将田螺粉碎后进行冷冻干燥；（2）取出后研磨粉碎至颗粒大小为0.15‑0.3mm；（3）采用超临界CO 2 方法进行萃取；（4）将萃取到的物质进行薄层层析，以虾青素标样为基准，刮下硅胶板上与虾青素标样平行的点；（5）将刮取物溶于甲醇中，取甲醇活化固相萃取柱，取甲醇刮取物溶液至C18柱中，用甲醇洗脱，分4次添加到柱中，调节流速，收集全部洗脱液，减压蒸干，加甲醇复溶，过0.22μm有机滤膜得处理后的样品；（6）采用高效液相色谱法对样品进行鉴定。本方法分离鉴定方法，分离效率高，萃取率高，鉴定方法简单快捷准确。

Method for extracting lutein from green plant materials

The present invention provides a method for extracting carotenoids from green plant materials using supercritical fluid extraction. A first and second supercritical fluid extraction is performed on the green plant composition at two different pressures to obtain two extracts. The first extract includes substantial amounts of B-carotene. The second extract may have a controlled concentration of B-carotene, and includes substantial amounts of lutein.

Natural carotenoid concentrates from plant material and a process for preparing the same

Chromoplasts and/or chloroplasts are isolated from plant material. This wet mass is digested in aqueous medium with pectin- and/or protein-cleaving enzymes, insoluble substances are removed, and a carotinoid-rich sediment is obtained after acidifying the separated colloid disperse system. The sediment is heated at alkaline pH with aqueous ethanol or isopropyl alcohol to remove the major part of cleaved proteins, lipides and other accompanying substances. The sediment with enriched carotenoid content is mixed with antioxidants and, if desired, dried, providing a carotenoid concentrate free of toxic solvent residues.

Haematococcus pluvialis oil concentrated in astaxanthin and method of obtaining it by supercritical CO2 chromatography (Machine-translation by Google Translate, not legally binding)

Haematococcus pluvialis oil concentrated in astaxanthin and method of obtaining it by supercritical CO2 chromatography. The present invention relates to an astaxanthin concentrate obtained from an oil of the Haematococcus alga and to the method of obtaining the same by means of supercritical CO2 chromatography. (Machine-translation by Google Translate, not legally binding)

Method for preparing astaxanthin oil by cold pressing haematococcus pluvialis

A method for preparing natural Haematococcus pluvialis astaxanthin oil without any addition, particularly relating to a cold pressing method after pretreatment of Haematococcus pluvialis. The method sequentially comprises the following steps of: A) cleaning; B) wet grinding; C) homogenizing and wall breaking; D) spraying and drying; E) conditioning and granulating; F) cold pressing; and G) settling and fine filtering. A citrate buffer solution is applied to conditioning and granulating of wall-broken Haematococcus pluvialis powder, the complexation, sterilization, and color protection effects are obvious, a cold pressing oil path is smooth without material leakage and slippage, the comprehensive recovery rate and oil yield of astaxanthin are high, and the astaxanthin oil satisfies all quality requirements for edible oil and fat.

Haematococcus pluvialis extract and preparation method thereof

本发明涉及一种雨生红球藻提取物及其制备方法，将雨生红球藻粉与亚临界萃取溶剂混合后进行连续亚临界萃取，萃取结束后得到雨生红球藻亚临界萃取物，收集所述亚临界萃取物，进行连续超临界二氧化碳萃取处理以脱除所述萃取物中的残留溶剂，得到雨生红球藻提取物；还可以在超临界脱溶剂后进行薄膜蒸发以更进一步脱溶剂。本发明方法设备价格低、操作简便，脱除残留溶剂较完全，产量高，适用于规模化生产雨生红球藻提取物；连续超临界脱溶剂的温度、压力相对较低，不易破坏提取物中的有效成分，且溶剂脱除较为完全，使得到的雨生红球藻提取物中虾青素含量>8wt％，丁烷残留＜1ppm。

Extraction Mehtod of Lutein and Beta Carotene from Paprika Leaf Using a Supercritical Carbon Dioxide

본 발명은 파프리카로부터 루테인을 추출하는 방법에 관한 것으로, 더욱 구체적으로 초임계 이산화탄소를 이용한 파프리카로부터 루테인 및 베타카로틴을 추출하는 방법 및 이에 따라 추출된 파프리카 루테인 및 베타카로틴에 관한 것이다. 본 발명의 파프리카로부터 루테인 및 베타카로틴을 추출하는 방법은 초임계 추출법을 이용하여 파프리카 잎으로부터 루테인 및 베타카로틴를 분리함으로써 각 물질의 생화학적 특성이 그대로 유지되면서도 신체에 유해한 유기 용매를 사용하지 않아 추출물의 신뢰성을 높일 수 있다. The present invention relates to a method for extracting lutein from paprika, and more particularly, to a method for extracting lutein and beta-carotene from paprika using supercritical carbon dioxide, and paprika lutein and beta-carotene extracted accordingly. The method of extracting lutein and beta-carotene from paprika of the present invention is by separating lutein and beta-carotene from paprika leaves by using a supercritical extraction method, thereby maintaining the biochemical properties of each material as it is, and does not use an organic solvent harmful to the body reliability can be increased.

The method of producing oxo compounds

A kind of preparation method of lutein glycinate and its hydrochloride

本发明提供了一种叶黄素甘氨酸酯及其盐酸盐的制备方法，所述制备方法包括以下技术特征：(1)以叶黄素和N‑酰化甘氨酸为原料，丙酮为反应溶剂，1‑(3‑二甲氨基丙基)‑3‑乙基碳二亚胺盐酸盐为缩合剂，1‑羟基苯并三唑为催化剂，酯化反应制备叶黄素甘氨酸酯前体；(2)叶黄素甘氨酸酯前体经过基团脱保护反应得到叶黄素甘氨酸酯，并通过盐酸醇溶液获得其盐酸盐。本发明工艺路线简单，收率较高，产品纯度高，适于大规模生产。

Method for producing crystalline carotene from algae vegetating in salt lakes

The invention relates to a method for producing crystalline carotene from algae vegetating in salt lakes. The method involves concentrating algae from brine by flotation, introducing calcium hydroxide into the thus produced concentrate, treating it with ultrasound and separating the precipitate. The precipitate is washed with distilled water and then centrifuged. The thus produced precipitate is washed first with acetone and then with an organic solvent. Then the precipitate is additionally dehydrated by microwave drying and the carotene is extracted by carbon dioxide at a pressure of 100-500 atm and a temperature of 35-85°C for 100-140 minutes as the extractant is recirculated. The carotene is crystallised as the extract is mixed with acetone. The thus produced acetone and extract mixture is filtered at an excess pressure in an atmosphere of compressed nitrogen. The produced crystalline carotene is dried and packed. The invention makes it possible to achieve a product yield equal to or greater than 96-98% and to produce other carotenoids besides beta-carotene, such as lutein, canthaxanthin, zeaxanthin and alpha-carotene.

Cyclohexene derivatives useful in carotinoid synthesis and their preparation

Preparation method of cantharis yellow

本发明属于化合物合成领域，涉及一种斑蝥黄的制备方法，该方法包括将β‑胡萝卜素在氧化剂、催化剂以及二价锰离子的强酸盐的存在下于溶剂中进行氧化反应，氧化反应结束后静置分层，油层经洗涤净化后浓缩除去溶剂，之后加入异构溶剂进行异构反应，异构反应完毕后过滤并干燥，得到全反式斑蝥黄。采用本发明提供的方法制备斑蝥黄，氧化效果好，氧化剂用量较低，斑蝥黄收率较高，能够达到86％以上，所得斑蝥黄为紫红色针状结晶，含量大于90％。再则，采用本发明提供的方法对水层进行处理后回用，能够减少氧化剂的消耗，在降低成本的同时实现了无含卤酸盐废水的排放。

Oxygenated alicyclic derivatives useful as odoriferous and flavouring ingredients

1435887 Acrylic alkenymers; alkenyne substituted cycloalkenes FIRMENICH SA 29 Jan 1975 [29 Jan 1974] 3914/75 Heading C5E [Also in Divisions C2 and A5] α-Dehydrolinalool is heated with B(OH) 3 to yield a mixture comprising 3-methylene-7- methyl - oct - 1 - yn - 7 - ene and 3,7 - dimethyl - oct - 1 - yn - 3,7 - diene. This mixture may also be obtained using #-dehydrolinalool. This mixture may be reacted with allyl chloride to give a mixture of 6-methylene-10-methylundeca - 1,10 - diene - 4 - yne and 6 - methylene - 10 - methyl - undeca - 1,9 - dien - 4 - yne which may be cyclized with formic acid to a mixture of 1-(3,3-dimethyl-cyclohex-1 and 6- en-1-yl)-pent-4-en-1-yne. This mixture may also be obtained by treating 1-(1-hydroxy-3,3- dimethyl - cyclohexyl) - pent - 4 - en - 1 - yne with B(OH) 3 . (3,3-Dimethyl-cyclohex-5-en-1- yliden)-pent-4-ene is obtained by reacting 3,3- dimethyl-cyclohex-5-en-1-one with the phosphonium bromide salt obtained from triphenylphosphine and 5-bromopent-1-ene.

Method for preparing xanthophyll

Изобретение относится к усовершенствованному способу получения ксантофилла и, в частности, к способу получения моно- или полиокисленного ксантофилла, заключающемуся в окислении каротиноида в более низком состоянии окисления, чем подлежащий получению ксантофилл, системой из водного раствора пероксида водорода и органического растворителя, причем указанный растворитель не смешивается с водой, а указанную реакцию окисления проводят в присутствии йодсодержащего соединения, выбранного из группы, включающей йод, галоидное производное йода и йодид металла. Способ позволяет избежать опасных и дорогостоящих веществ, а также образования большого количества солей. Основное применение способа настоящего изобретения состоит в окислении бета-каротина с образованием кантаксантина, а также окислении лутеина и зеаксантина в астаксантин, где целевые продукты являются важными агентами для получения пищевых композиций, а также добавок в корм животным. 10 з.п. ф-лы, 2 ил. ÐÎÑÑÈÉÑÊÀß ÔÅÄÅÐÀÖÈß RU (19) (11) 2 284 992 (13) C2 (51) ÌÏÊ C07C 403/24 (2006.01) C07C 45/28 (2006.01) ÔÅÄÅÐÀËÜÍÀß ÑËÓÆÁÀ ÏÎ ÈÍÒÅËËÅÊÒÓÀËÜÍÎÉ ÑÎÁÑÒÂÅÍÍÎÑÒÈ, ÏÀÒÅÍÒÀÌ È ÒÎÂÀÐÍÛÌ ÇÍÀÊÀÌ (12) ÎÏÈÑÀÍÈÅ ÈÇÎÁÐÅÒÅÍÈß Ê ÏÀÒÅÍÒÓ (21), (22) Çà âêà: 2003133993/04, 18.04.2002 (72) Àâòîð(û): ÊÅÑÍÅËÜ ßííèê (BE), ÔËÀØÅÐ Ðèøàð (FR) (24) Äàòà íà÷àëà îòñ÷åòà ñðîêà äåéñòâè ïàòåíòà: 18.04.2002 (73) Ïàòåíòîîáëàäàòåëü(è): ÀÄÈÑÑÅÎ ÔÐÀÍÑ Ñ.À.Ñ. (FR) R U (30) Êîíâåíöèîííûé ïðèîðèòåò: 24.04.2001 EP 01109976,9 (43) Äàòà ïóáëèêàöèè çà âêè: 10.05.2005 2 2 8 4 9 9 2 (56) Ñïèñîê äîêóìåíòîâ, öèòèðîâàííûõ â îò÷åòå î ïîèñêå: US 4212827 À, 15.07.1980. DATABASE Pascal. AN 1996-0101241, ðåôåðàò. LU Y. et al. A new carotenoid, hydrogen peroxide oxidation products from lycopene. Bioscience, biotechnology, and biochemistry. 1995, 59(11), pp.2153-2155. US 4585885 A, 29.04.1986. PAUST J. Recent progress in commercial retinoids and carotenoids. Pure & Appl. Chem. V. 63, n.1, 1991, pp.45-58. RU 2157213 C2, 10.10.2000. C 2 R U 2 2 8 4 9 9 2 C 2 (45) ...

NOVEL ORGANOMETALLIC DERIVATIVES OF TRIALKYLSILYL ENOLS ETHERS, THEIR PREPARATION AND THEIR APPLICATION

Manufacture of symmetrical carotenoids

ABSTRACT OF THE DISCLOSURE Symmetrical carotenoids are prepared from the half-molecules by dimerizing the phosphonium salts of the half-molecules with peroxides or peroxo compounds in an alkaline medium.

PROCESS FOR EXTRACTING TERPENIC COMPOUNDS

L'invention a pour objet un procédé d'extraction de composés terpéniques à partir d'une composition de départ, comprenant une étape consistant à : (a) extraire la composition de départ dans un solvant comprenant un lactate d'alkyle, (b) récupérer la fraction liquide obtenue, (c) la diluer avec de l'eau, (d) récupérer éventuellement un colloïde contenant les composés terpéniques, (e) congeler le mélange et (f) éventuellement le décongeler, pour obtenir les composés terpéniques qui n'auraient pas été récupérés précédemment. Ce procédé permet notamment d'extraire des iridals à partir de plantes de la famille des Iridacées. The subject of the invention is a process for extracting terpene compounds from a starting composition comprising: (a) extracting the starting composition in a solvent comprising an alkyl lactate, (b) recovering the liquid fraction obtained, (c) diluting it with water, (d) optionally recovering a colloid containing the terpene compounds, (e) freezing the mixture and (f) optionally thawing it to obtain the terpene compounds which have not been recovered previously. This process makes it possible to extract iridals from plants of the Iridaceae family.

Patent FR2259091A1

Tungsten cpds. contg. silanol gps. - and tungsten complex cpds. contg. ligands used as allyl alcohol isomerisation catalysts

New W complex cpds. have general formula WO(OR1) (OR2)(OR3)(OR4) nL, (I), (where R1,R2, R3 and R4 are opt. substd. hydrocarbyl or -SiR5R6R7, in which R5, R6, R7 are opt. substd. hydrocarbyl, and 2 or more of R1, R2, R3 and R4 can form a cyclic structure together with adjoining W and O atoms; L is a mono-or poly-dentated ligan contg. a typical element of Gp. V of periodic system, pref. N, P, As or Bi, via which it is coordinatively bonded with W, and n is 1 to no. of W atoms bonded to L). New W cpds. have general formula WO(OR1)(OR2)(OR3)(OR4), (II), in which at least one of R1, R2, R3 and R4 is -SiR5R6R7. (I) and/or (II) are pref. used as catalysts for isomerising allyl alcohols having formula R11R12COH-CR13=CR14R15 (III), (where R11 to R15 are H or opt. substd. hydrocarbyl), pref. linalol, to R11R12C=CR13-CR14R15OH (IV), pref. geraniol and/or nerol, or vice-versa.

Hydrogenation of naphthalene - to give high yield of tetrahydronaphthalene

In the principal patent and its additions new catalysts are used for the hydrogenation of unsatd. cpds. The catalysts are of the metal salts and trialkylaluminium type. When used for hydrogenation of naphthalene, the catalysts do not have a high selectivity for producing tetrahydronaphthalene. In the present addition the operating conditions for the hydrogenation are adjusted to 50-250, pref. 100-225 degrees C and a partial pressure of H2 of 1-200 kg/cm2. The conversion to tetrahydronaphthalene is raised to practically 100%.

PROCESS FOR THE PREPARATION OF (3R, 3'R) -ZEAXANTHENE

Patent FR2234258A1

Unsatd cycloaliphatic ketones - by treating diols with acid dehydrating agents

Unsatd. aliphatic ketones (I) having an isolated double bond on the 1-position or two conjugated double bonds in the 1- and 3-positions as represented by the dotted lines, and R1 and R2 = H or C1-6 alkyl are made by treating a diol (II) contg. a saturated or monounsaturated 6-ring in which the double bond is represented by the dotted lines, with an acid dehydrating agent such as dilute H2SO4. Dehydration may be carried out in the pres. of metal derivatives such as mercuric acetate to increase the yield of (I). Products have organoleptic properties and are esp. useful as perfume and flavour additives, e.g. in foodstuffs.

Process for the production of alpha, beta unsaturated carboxylic acids and their esters

PROCESS FOR THE PREPARATION OF CARBONYL COMPOUNDS