System and process for producing an oxirane

Embodiments of the present disclosure are directed to a system and a process for producing an oxirane. For the various embodiments, the system and process of the present disclosure includes: a reaction vessel having a reaction mixture of an olefin, a peroxide compound, a solvent mixture with an alcohol and a non-reactive co-solvent, a solid phase, and reaction products of the reaction mixture, where the reaction products include an oxirane; a separation vessel coupled to the reaction vessel, where an effluent of the reaction mixture and reaction products from the reaction vessel separates in the separation vessel into a liquid aqueous phase and a liquid organic phase; and an extraction vessel coupled to an outlet of the separation vessel, where the liquid aqueous phase taken from the outlet of the separation vessel mixes with an extraction solvent to extract oxirane from the aqueous phase.

System and process for producing an oxirane

Embodiments of the present disclosure are directed to a system and a process for producing an oxirane. For the various embodiments, the system and process of the present disclosure includes: a reaction vessel having a reaction mixture of an olefin, a peroxide compound, a solvent mixture with an alcohol and a non-reactive co-solvent, a solid phase, and reaction products of the reaction mixture, where the reaction products include an oxirane; a separation vessel coupled to the reaction vessel, where an effluent of the reaction mixture and reaction products from the reaction vessel separates in the separation vessel into a liquid aqueous phase and a liquid organic phase; and an extraction vessel coupled to an outlet of the separation vessel, where the liquid aqueous phase taken from the outlet of the separation vessel mixes with an extraction solvent to extract oxirane from the aqueous phase.

Regenerating a titanium silicalite catalyst

Embodiments of the present disclosure include a process for regenerating a titanium silicalite catalyst by contacting the fouled titanium silicalite catalyst with a regeneration solution that includes at least one oxidizing agent.

SYSTEM AND PROCESS FOR PRODUCING AN OXIRANE

Embodiments of the present disclosure are directed to a system and a process for producing an oxirane. For the various embodiments, the system and process of the present disclosure includes: a reaction vessel having a reaction mixture of an olefin, a peroxide compound, a solvent mixture with an alcohol and a non-reactive co-solvent, a solid phase, and reaction products of the reaction mixture, where the reaction products include an oxirane; a separation vessel coupled to the reaction vessel, where an effluent of the reaction mixture and reaction products from the reaction vessel separates in the separation vessel into a liquid aqueous phase and a liquid organic phase; and an extraction vessel coupled to an outlet of the separation vessel, where the liquid aqueous phase taken from the outlet of the separation vessel mixes with an extraction solvent to extract oxirane from the aqueous phase. 1. A system , comprising:a reaction vessel having a multiple liquid phase reaction mixture of an olefin, a peroxide compound, a solvent mixture with an alcohol and a non-reactive co-solvent, a solid phase, and reaction products of the reaction mixture, where the reaction products include an oxirane;an exchange vessel holding a solid support with active sites to bind iron ions, the exchange vessel having an inlet that carries an organic stream including the olefin and iron ions, where the active sites on the solid support remove iron ions from the organic stream to provide an iron ion concentration of less than one weight percent based on the total weight of the organic stream, and where the exchange vessel has an outlet that connects to the reaction vessel that receives the organic stream having the olefin and the iron ion concentration of less than one weight percent;a separation vessel having a first outlet, wherein the separation vessel is coupled to the reaction vessel, where an effluent of the multiple liquid phase reaction mixture and reaction products from the reaction ...

REGENERATING A TITANIUM SILICALITE CATALYST

Embodiments of the present disclosure include a process for regenerating a titanium silicalite catalyst by contacting the fouled titanium silicalite catalyst with a regeneration solution that includes at least one oxidizing agent. 1. A process for regenerating a titanium silicalite catalyst fouled during a reaction between an olefin and a peroxide compound to produce an oxirane , the process comprising contacting the fouled titanium silicalite catalyst with a regeneration solution including at least one oxidizing agent to provide a regenerated titanium silicalite catalyst , wherein the regeneration solution has an oxidizing agent concentration of less than 0.50 weight percent based on a total weight of the regeneration solution prior to contact with the fouled titanium silicalite catalyst , exclusive of the titanium silicalite catalyst.2. The process of claim 1 , wherein the regeneration solution has a pH of less than 2.3. The process of claim 2 , further including adjusting the pH of the regeneration solution to less than 2 prior to contacting the fouled titanium silicalite catalyst with the regeneration solution.4. The process of claim 1 , further including washing the regenerated titanium silicalite catalyst with an organic compound.5. The process of claim 1 , wherein the regeneration solution has an oxidizing agent concentration in a range of from 0.10 weight percent to 0.49 weight percent claim 1 , based on the total weight of the regeneration solution claim 1 , exclusive of the titanium silicalite catalyst.6. A process for regenerating a titanium silicalite catalyst fouled during a reaction between an olefin and a peroxide compound to produce an oxirane claim 1 , the process comprising the step of contacting the fouled titanium silicalite catalyst with a regeneration solution comprising at least one oxidizing agent and further comprising an organic compound to provide the regenerated titanium silicalite catalyst claim 1 , with the proviso that the process does ...

COMPOSITION FOR RECOVERING HYDROCARBON FLUIDS FROM A SUBTERRANEAN RESERVOIR

Disclosed is a composition and use thereof for the recovery of hydrocarbon fluids from a subterranean reservoir. More particularly, this invention concerns sulfonated epoxy resin polymers comprising an epoxide-containing compound, a primary amino sulfonate, and optionally one or more of a primary monoamine alkylene oxide oligomer, that modify the permeability of subterranean formations and increase the mobilization and/or recovery rate of hydrocarbon fluids present in the formations. 1. A composition comprising a the reaction products of:(i) epoxide-containing compound having an average of more than one epoxide group per molecule,(ii) a primary amino sulfonate,(iii) optionally a primary monoamine alkylene oxide oligomer,and(iv) optionally a primary monoamine, a secondary diamine, a monohydroxyalkyl primary monoamine, a dihydroxyalkyl primary monoamine, a trihydroxyalkyl primary monoamine, a mono hydroxycycloalkyl primary monoamine, a dihydroxycycloalkyl primary monoamine, or a trihydroxycycloalkyl primary monoamine3. The composition of wherein the molar ratio of the epoxide-containing compound (i) to the primary amino sulfonate (ii) is 5:1 to 1:5.4. The reaction product of having an average molecular weight of from 300 to 100 claim 1 ,000.5. The composition of wherein the primary monoamine alkylene oxide oligomer is present in an amount of from 1 to 15 percent claim 1 , of the the amine hydrogen equivalents for reaction with the epoxide equivalents of component (i) claim 1 , the epoxide-containing compound.6. The composition of wherein the epoxide-containing compound is selected from diglycidyl ether of 4 claim 1 ,4′-isopropylidenediphenol (bisphenol A); cis-1 claim 1 ,3-cyclohexanedimethanol; trans-1 claim 1 ,3-cyclohexanedimethanol; cis-1 claim 1 ,4-cyclohexanedimethanol;or trans-1,4-cyclohexanedimethanol.7. The composition of wherein the primary amino sulfonate is selected from sulfanilic acid claim 1 , sodium salt; sulfanilic acid claim 1 , potassium salt; ...

PROCESS AND SYSTEM FOR PRODUCING AN OXIRANE

Embodiments of the present disclosure provide processes and systems for the epoxidation of an olefin using a fixed bed reactor. The fixed bed reactor is maintained at a temperature from 0 to 40 degrees Celsius. The processes and systems regulate a superficial liquid velocity of a non-homogeneous reaction mixture and recycled portion of effluent of the fixed bed reactor. 1. A process , comprising:providing a non-homogeneous reaction mixture of an olefin, a peroxide compound, and a solvent mixture with an alcohol and a non-reactive co-solvent to a feed stream of a fixed bed reactor;recycling at least a portion of an effluent from the fixed bed reactor to the feed stream, where the effluent contains at least some of the reaction mixture and an oxirane;providing the feed stream to the fixed bed reactor maintained a temperature of 0 to 40 degrees Celsius;regulating a superficial liquid velocity of the reaction mixture and the portion of the effluent recycled to the feed stream through the fixed bed reactor from 50 to 350 meters per hour; andreacting the reaction mixture and the portion of the effluent recycled to the feed stream with a catalyst within the fixed bed reactor to form the oxirane.2. The process of claim 1 , where the olefin is allyl chloride claim 1 , the peroxide compound is hydrogen peroxide solution claim 1 , the alcohol is methanol claim 1 , the non-reactive co-solvent is o-dichlorobenzene claim 1 , and the oxirane is epichlorohydrin.3. The process of claim 1 , where the catalyst is titanium silicalite.4. The process of claim 1 , where the catalyst is in the form of a particle having a Sauter diameter of 1.6 to 2.5 millimeters.5. The process of claim 1 , where a volumetric flow ratio of the portion of the effluent recycled to the feed stream to the reaction mixture in the feed stream is 40 to 535.6. The process of claim 1 , where regulating the superficial liquid velocity includes regulating the superficial liquid velocity of the reaction mixture and the ...

METHOD FOR REDUCING THE PERMEABILITY OF A SUBTERRANEAN FORMATION TO AQUEOUS-BASED FLUIDS

Disclosed is a composition and use thereof for the recovery of hydrocarbon fluids from a subterranean reservoir. More particularly, this invention concerns sulfonated epoxy resin polymers comprising an epoxide-containing compound, a primary amino sulfonate, and optionally one or more of a primary monoamine alkylene oxide oligomer, that modify the permeability of subterranean formations and increase the mobilization and/or recovery rate of hydrocarbon fluids present in the formations.

Regenerating a titanium silicalite catalyst

System and process for producing an oxirane

Embodiments of the present disclosure are directed to a system and a process for producing an oxirane. For the various embodiments, the system and process of the present disclosure includes: a reaction vessel having a reaction mixture of an olefin, a peroxide compound, a solvent mixture with an alcohol and a non-reactive co-solvent, a solid phase, and reaction products of the reaction mixture, where the reaction products include an oxirane; a separation vessel coupled to the reaction vessel, where an effluent of the reaction mixture and reaction products from the reaction vessel separates in the separation vessel into a liquid aqueous phase and a liquid organic phase; and an extraction vessel coupled to an outlet of the separation vessel, where the liquid aqueous phase taken from the outlet of the separation vessel mixes with an extraction solvent to extract oxirane from the aqueous phase.

Composition for recovering hydrocarbon fluids from a subterranean reservoir

Disclosed is a composition and use thereof for the recovery of hydrocarbon fluids from a subterranean reservoir. More particularly, this invention concerns sulfonated epoxy resin polymers comprising an epoxide-containing compound, a primary amino sulfonate, and optionally one or more of a primary monoamine alkylene oxide oligomer, that modify the permeability of subterranean formations and increase the mobilization and/or recovery rate of hydrocarbon fluids present in the formations.