Catalyst Utilized Patents (Class 568/885)
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Patent number: 8710279Abstract: Recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid and by reacting a portion of the crude ethanol product or one or more derivative streams containing ethyl acetate obtained therefrom in the presence of hydrogen, via hydrogenolysis. The one or more derivative streams comprise ethyl acetate that are reacted in via hydrogenolysis form additional ethanol that may be directly or indirectly fed to the separation zone or the hydrogenation reactor.Type: GrantFiled: April 26, 2011Date of Patent: April 29, 2014Assignee: Celanese International CorporationInventors: R. Jay Warner, Trinity Horton, Radmila Jevtic, Victor J. Johnston, David Lee, Adam Orosco, Lincoln Sarager
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Patent number: 8710280Abstract: Recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid and recovery of unreacted acetic acid from a weak acid stream. The unreacted acetic acid may be recovered as a dry acetic acid composition and may be directly or indirectly fed to the hydrogenation reactor.Type: GrantFiled: April 26, 2011Date of Patent: April 29, 2014Assignee: Celanese International CorporationInventors: R. Jay Warner, Trinity Horton, Radmila Jevtic, Victor J. Johnston, David Lee, Adam Orosco, Lincoln Sarager
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Patent number: 8710107Abstract: A method and apparatus for synthesizing ethanol using synthetic routes via synthesis gas are disclosed. A method and apparatus for gasifying biomass, such as biomass, in a steam gasifier that employs a fluidized bed and heating using hot flue gases from the combustion of synthesis gas is described. Methods and apparatus for converting synthesis gas into ethanol are also disclosed, using stepwise catalytic reactions to convert the carbon monoxide and hydrogen into ethanol using catalysts including iridium acetate.Type: GrantFiled: December 1, 2011Date of Patent: April 29, 2014Assignee: Woodland Biofuels Inc.Inventors: Larry Jack Melnichuk, Karen Venita Kelly, Robert S. Davis
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Patent number: 8704014Abstract: Purifying and/or recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid. Separation and purification processes of crude ethanol mixture are employed to allow recovery of ethanol and remove impurities. In addition, the process involves returning acetaldehyde separated from the crude ethanol product to the reactor.Type: GrantFiled: September 11, 2012Date of Patent: April 22, 2014Assignee: Celansese International CorporationInventors: Radmila Wollrab, Nathan Bower, Josefina T. Chapman, Gerald Grusendorf, Victor J. Johnston, Lincoln Sarager, R. Jay Warner, Heiko Weiner
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Patent number: 8704010Abstract: A method of removing impurities, such as halogens, sulfurs, and corrosion metal impurities, in an ethanol production process. Ion exchange resins may be used to remove these impurities from acetic acid feed streams and recycle streams that comprise unreacted acetic acid.Type: GrantFiled: April 26, 2011Date of Patent: April 22, 2014Assignee: Celanese International CorporationInventors: Trinity Horton, Radmila Jevtic, Victor J. Johnston, Tianshu Pan, Lincoln Sarager, R. Jay Warner, Heiko Weiner, Josefina T. Chapman
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Patent number: 8704015Abstract: Recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid. Separation and purification processes of the crude ethanol products are employed to allow recovery of ethanol and remove impurities.Type: GrantFiled: October 4, 2012Date of Patent: April 22, 2014Assignee: Celanese International CorporationInventors: Lincoln Sarager, R. Jay Warner, Heiko Weiner, Radmila Wollrab, Josefina T. Chapman, Robert Cunningham, Gerald Grusendorf, Trinity Horton Hale, Victor J. Johnston, Tianshu Pan
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Patent number: 8704008Abstract: The present invention produces ethanol in a stacked bed reactor that comprises a first catalyst comprising platinum and tin and a second catalyst comprising copper or an oxide thereof. The crude ethanol product may be separated and ethanol recovered.Type: GrantFiled: January 11, 2012Date of Patent: April 22, 2014Assignee: Celanese International CorporationInventors: Heiko Weiner, Zhenhua Zhou, Radmila Jevtic, Victor J. Johnston
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Patent number: 8704011Abstract: A crude ethanol product obtained from the hydrogenation of acetic acid comprises ethanol and ethyl acetate. Using a distillation column operated at a pressure of from 0.1 to 100 kPa, the ethyl acetate and ethanol may be effectively separated. In addition, maintaining the amount of water that is fed to the distillation column to an amount less than 10 wt. %, based on the weight of all components fed to the distillation column, provides an energy benefit.Type: GrantFiled: April 26, 2011Date of Patent: April 22, 2014Assignee: Celanese International CorporationInventors: Lincoln Sarager, R. Jay Warner, Trinity Horton, David Lee, Victor J. Johnston, Manuel Salado
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Patent number: 8704013Abstract: In one embodiment, the invention is to a process for producing ethanol, the process comprising the steps of carbonylating methanol in a carbonylation system in the presence of a carbonylation catalyst under conditions effective to form acetic acid; hydrogenating the acetic acid in a hydrogenation system in the presence of a hydrogenation catalyst to form a crude ethanol product comprising ethanol and water; separating the ethanol from the water to form an ethanol stream and a water stream; and directing at least a portion of the water stream to the carbonylation system, e.g., for use as an extractant in a permanganate reducing compound removal system.Type: GrantFiled: November 9, 2011Date of Patent: April 22, 2014Assignee: Celanese International CorporationInventors: Radmila Jevtic, Victor J. Johnston, David Lee, Adam Orosco, Lincoln Sarager, Mark O. Scates, James H. Zink
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Patent number: 8704009Abstract: Process for the preparation of alcohol(s) from alkyl ester(s) by bringing hydrogen, carbon monoxide and at least one alkyl ester into contact with a hydrogenation catalyst including copper and manganese in a reaction zone to produce at least one alcohol. The molar ratio of hydrogen to carbon monoxide in the reaction zone is in the range of from 100:1 to 1:10.Type: GrantFiled: December 10, 2009Date of Patent: April 22, 2014Assignee: BP P.L.C.Inventors: Berian John Daniel, Jon Michael Stewart Deeley, Benjamin Patrick Gracey, John Glenn Sunley
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Patent number: 8704012Abstract: Recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid using a low energy process and an entrainer. The crude ethanol product is separated in an distillation column to produce a distillate stream comprising the entrainer. The ethanol product is recovered from the residue stream.Type: GrantFiled: June 16, 2011Date of Patent: April 22, 2014Assignee: Celanese International CorporationInventors: David Lee, Lincoln Sarager, Trinity Horton, Victor J. Johnston
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Publication number: 20140094629Abstract: Purification and/or recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid. Separation and purification processes of a crude ethanol mixture are employed to allow recovery of ethanol and remove impurities. In particular, the process involves one or more sidedraws to regulate C3+ alcohols concentration in the recovered ethanol.Type: ApplicationFiled: December 6, 2013Publication date: April 3, 2014Applicant: Celanese International CorporationInventors: Lincoln Sarager, Wael Amleh, Trinity Horton Hale, Radmila Wollrab, Victor J. Johnston
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Patent number: 8686199Abstract: A process for producing ethanol and, in particular, to a process for reducing the concentration of acetic acid in a crude ethanol product by esterifying unreacted acetic acid with an alcohol.Type: GrantFiled: April 26, 2011Date of Patent: April 1, 2014Assignee: Celanese International CorporationInventors: R. Jay Warner, Victor J. Johnston, David Lee, Manuel Salado, Mark O. Scates
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Patent number: 8686201Abstract: In one embodiment, the invention is to a process for producing ethanol, comprising the step of reacting carbon monoxide with at least one reactant in a reactor containing a reaction medium to produce a liquid reaction product comprising acetic acid. The process further comprises the step of separating the reaction product in a flasher into a liquid recycle stream and a vapor stream. The vapor stream is then distilled in a rectification tower and an overhead stream and an acetic acid stream are withdrawn therefrom, wherein the acetic acid is substantially free of halogen promoters. The process further comprises the step of hydrogenating acetic acid of the acetic acid stream in the presence of a second catalyst and under conditions effective to form a crude ethanol product comprising ethanol and water. Ethanol is recovered from the crude ethanol product.Type: GrantFiled: November 9, 2011Date of Patent: April 1, 2014Assignee: Celanese International CorporationInventors: Mark O. Scates, Ronald D. Shaver, James H. Zink, Raymond J. Zinobile
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Patent number: 8686200Abstract: Recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid using a low energy process. The crude ethanol product is separated in a column to produce a distillate stream comprising ethyl acetate and a residue stream comprising ethanol, acetic acid, and water. The ethanol product is recovered from the residue stream.Type: GrantFiled: April 26, 2011Date of Patent: April 1, 2014Assignee: Celanese International CorporationInventors: David Lee, Fred Ronald Olsson, Adam Orosco, Nathan Powell, Manuel Salado, Lincoln Sarager, R. Jay Warner, Trinity Horton, Radmila Jevtic, Victor J. Johnston
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Process for recovering alcohol produced by hydrogenating an acetic acid feed stream comprising water
Patent number: 8680342Abstract: Purifying and/or recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid from an feed stream comprising water. The presence of water does not significantly impact acid conversion or selectivity to ethanol. Further the addition of water allows for improved recovery of ethanol.Type: GrantFiled: April 26, 2011Date of Patent: March 25, 2014Assignee: Celanese International CorporationInventors: Radmila Jevtic, Victor J. Johnston, Tianshu Pan, R. Jay Warner, Heiko Weiner, Josefina T. Chapman -
Patent number: 8680343Abstract: In one embodiment, the invention is to a process for producing ethanol. The process comprises the step of hydrogenating an acetic acid feed stream in a first reactor to form a crude ethanol product. The crude ethanol product may comprise, among other components, ethanol, acetaldehyde, and residual acetic acid. The process further comprises the step of recovering acetaldehyde from the crude ethanol product. The process further comprises the steps of feeding a first portion of the recovered acetaldehyde to the first reactor and reacting the first portion of the recovered acetaldehyde in the first reactor to form additional ethanol. In addition, the inventive process may comprise the steps of feeding a second portion of the recovered acetaldehyde to a second reactor and reacting the second portion of the recovered acetaldehyde in the second reactor to form an additional product.Type: GrantFiled: August 3, 2011Date of Patent: March 25, 2014Assignee: Celanese International CorporationInventors: Victor J. Johnston, Tianshu Pan, Lincoln Sarager, R. Jay Warner, Heiko Weiner, Josefina Chapman, Robert Cunningham, Gerald Grusendorf, Trinity Horton, Radmila Jevtic
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Patent number: 8669400Abstract: A process for the selective production of ethanol by vapor phase reaction of acetic acid over a hydrogenating catalyst composition to form ethanol is disclosed and claimed. In an embodiment of this invention reaction of acetic acid and hydrogen over a platinum and tin supported on silica, graphite, calcium silicate or silica-alumina selectively produces ethanol in a vapor phase at a temperature of about 250° C.Type: GrantFiled: July 11, 2011Date of Patent: March 11, 2014Assignee: Celanese International CorporationInventors: Victor J. Johnston, Laiyuan Chen, Barbara F. Kimmich, Josefina T. Chapman, James H. Zink
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Patent number: 8664454Abstract: The present invention produces ethanol in a reactor that comprises a catalyst comprising from 40 to 70 wt. % copper and 15 to 40 wt. % zinc and a support material. The crude ethanol product may be separated and ethanol recovered.Type: GrantFiled: February 29, 2012Date of Patent: March 4, 2014Assignee: Celanese International CorporationInventors: Heiko Weiner, Zhenhua Zhou, Radmila Jevtic, Victor J. Johnston
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Publication number: 20140058139Abstract: Ethanol production from the hydrogenation of acetic acid requires energy to drive the hydrogenation reaction and the purification of the crude ethanol product. Heat integration process to recover heat from one part of the production process to be used within the process improves efficiencies and reduces costs.Type: ApplicationFiled: October 1, 2013Publication date: February 27, 2014Applicant: Celanese International CorporationInventors: Nathan Kirk Powell, Samuel Roundy, Lincoln Sarager, Murray Viard, R. Jay Warner, Gerald Grusendorf, Radmila Wollrab, Victor J. Johnston, Fred Ronald Olsson
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Patent number: 8658843Abstract: The present invention relates to hydrogenation catalysts prepared from polyoxometalate precursors. The polyoxometalate precursors introduce a support modifier to the catalyst. The catalysts are used for hydrogenating alkanoic acids and/or esters thereof to alcohols with relatively low ether formation, preferably with conversion of the ester coproduct. The catalyst may also comprise one or more active metals.Type: GrantFiled: March 14, 2012Date of Patent: February 25, 2014Assignee: Celanese International CorporationInventors: Heiko Weiner, Zhenhua Zhou
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Publication number: 20140051894Abstract: The present invention relates to a catalyst. The catalyst is used for converting acetic acid to ethanol. The catalyst comprises one or more active metals on an alkali metal silicate support or on an alkaline earth metal silicate support, wherein the support further comprises a silica enhancer and a support modifier.Type: ApplicationFiled: August 15, 2012Publication date: February 20, 2014Applicant: CELANESE INTERNATIONAL CORPORATIONInventors: Heiko Weiner, Radmila Wollrab, Zhenhua Zhou
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Patent number: 8653308Abstract: In one embodiment, the invention is to a process for producing a water stream comprising the steps of hydrogenating acetic acid to form a crude ethanol product and separating at least a portion of the crude ethanol product in at least one column of a plurality of columns into a distillate comprising ethanol and a residue comprising the water stream. The water stream preferably is essentially free of organic impurities other than acetic acid and ethanol.Type: GrantFiled: February 21, 2013Date of Patent: February 18, 2014Assignee: Celanese International CorporationInventors: Trinity Horton Hale, Radmila Wollrab, Victor J. Johnston, Lincoln Sarager, R. Jay Warner, Heiko Weiner
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Publication number: 20140046100Abstract: In one embodiment, the invention is to a process for purifying a crude ethanol product. The process comprises the step of hydrogenating acetic acid in a reactor in the presence of a catalyst to form the crude ethanol product. The process further comprises the step of separating at least a portion of the crude ethanol product in a purification zone. The purification zone preferably comprises a first column, which yields a first distillate comprising ethanol, water and ethyl acetate, and a first residue comprising acetic acid. The at least a portion of the crude ethanol product has a residence time from the reactor to the purification zone from 5 minutes to 5 days.Type: ApplicationFiled: September 16, 2013Publication date: February 13, 2014Applicant: Celanese International CorporationInventors: Trinity Horton Hale, Radmila Wollrab, Victor J. Johnston, Tianshu Pan, R. Jay Warner, Heiko Weiner, Nathan Bower, Josefina T. Chapman, Gerald Grusendorf
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Patent number: 8648220Abstract: Converting a crude vinyl acetate feed to ethanol by hydrogenating the acetic acid and ethyl acetate in the crude vinyl acetate feed. The crude vinyl acetate feed may comprise acetic acid and/or ethyl acetate, as well as vinyl acetate and minor amounts of vinyl propionate. The crude vinyl acetate feed may be obtained from an azeotrope column as either a sidestream or a bottom stream in a vinyl acetate production process.Type: GrantFiled: October 11, 2011Date of Patent: February 11, 2014Assignee: Celanese International CorporationInventors: Trinity Hale Horton, Victor J. Johnston
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Publication number: 20140039225Abstract: The present invention relates to an improved process for the production of ethanol from a carbonaceous feedstock; wherein the carbonaceous feedstock is first converted to synthesis gas which is then converted to ethanoic acid, which is then esterified and which is then hydrogenated to produce ethanol.Type: ApplicationFiled: January 14, 2013Publication date: February 6, 2014Applicant: BP P.L.C.Inventor: BP P.L.C.
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Patent number: 8637715Abstract: The present invention relates to a catalyst comprising platinum, tin and a secondary noble metal selected from the group consisting of rhodium, palladium, gold and iridium. The catalyst may be on a support. In some embodiments, the support may comprise calcium. The catalyst is used for converting acetic acid to ethanol.Type: GrantFiled: May 24, 2012Date of Patent: January 28, 2014Assignee: Celanese International CorporationInventors: Zhenhua Zhou, Victor Johnston, Heiko Weiner, Radmila Wollrab
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Patent number: 8637714Abstract: The present invention relates to a process for producing product comprising ethanol which comprises contacting a feedstock comprising acetic acid and hydrogen in a reaction zone at hydrogenation conditions with a catalyst composition comprising platinum, palladium and tin on a support, wherein the catalyst has an excess amount of platinum relative to the amount of palladium based on weight.Type: GrantFiled: March 13, 2012Date of Patent: January 28, 2014Assignee: Celanese International CorporationInventors: Zhenhua Zhou, Radmila Jevtic, Victor J. Johnston, Heiko Weiner
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Publication number: 20130345478Abstract: A process for selective formation of ethanol from acetic acid by hydrogenating acetic acid in the presence of a catalyst comprises a first metal on an acidic support. The acidic support may comprise an acidic support material or may comprise an support having an acidic support modifier. The catalyst may be used alone to produced ethanol via hydrogenation or in combination with another catalyst. In addition, the crude ethanol product is separated to obtain ethanol.Type: ApplicationFiled: August 22, 2013Publication date: December 26, 2013Applicant: Celanese International CorporationInventors: Radmila Wollrab, Victor J. Johnston, R. Jay Warner, Heiko Weiner
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Patent number: 8614359Abstract: An integrated process for producing ethanol, comprising the step of reacting carbon monoxide with at least one reactant in a reactor containing a reaction medium to produce a liquid reaction product comprising acetic acid. The reaction medium comprises water, acetic acid, methyl acetate, a halogen promoter, and a first catalyst. The process further comprises the steps of directly feeding the liquid reaction product from the reactor to a distillation column and withdrawing from it an overhead stream comprising methyl acetate, and/or halogen promoter, a bottoms stream comprising a solution of the first catalyst, and a liquid acetic acid sidestream; and hydrogenating acetic acid of the liquid acetic acid sidestream in the presence of a second catalyst and under conditions effective to form a crude ethanol product comprising ethanol and water. No flashing vessel is used to purify the liquid reaction product. Ethanol is recovered from the crude ethanol product.Type: GrantFiled: November 9, 2011Date of Patent: December 24, 2013Assignee: Celanese International CorporationInventors: David Lee, Lincoln Sarager, Mark O. Scates, Ronald D. Shaver, James H. Zink, Raymond J. Zinobile
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Publication number: 20130331619Abstract: The present invention is to a process for producing a anhydrous ethanol composition comprising hydrogenating acetic acid in the presence of a catalyst to form a crude ethanol product; separating in a first column at least a portion of the crude ethanol product into a first distillate comprising ethanol, water and ethyl acetate, and a first residue comprising acetic acid; separating in a second column at least a portion of the first distillate into a second distillate comprising ethyl acetate and a second residue comprising ethanol and water; separating in a third column at least a portion of the second residue into a third distillate comprising ethanol and residual water and a third residue comprising separated water; and dehydrating at least a portion of the third distillate to form the anhydrous ethanol composition. The anhydrous ethanol composition, as formed, comprises less than 1 wt. % water.Type: ApplicationFiled: August 19, 2013Publication date: December 12, 2013Applicant: Celanese International CorporationInventors: Trinity Horton Hale, Radmila Wollrab, Victor J. Johnston, Lincoln Sarager, Gerald Grusendorf
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Patent number: 8604255Abstract: Purification and/or recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid. Separation and purification processes of a crude ethanol mixture are employed to allow recovery of ethanol and remove impurities. In particular, the process involves one or more sidedraws to regulate C3+ alcohols concentration in the recovered ethanol.Type: GrantFiled: April 1, 2011Date of Patent: December 10, 2013Assignee: Celanese International CorporationInventors: Lincoln Sarager, Al Amleh, Trinity Horton, Radmila Jevtic, Victor J. Johnston
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Patent number: 8592635Abstract: This invention relates to a process for producing ethanol and recovering methyl iodide, the process comprising the steps of carbonylating methanol in a carbonylation system in the presence of a carbonylation catalyst under conditions effective to form acetic acid; hydrogenating the acetic acid in a hydrogenation system in the presence of a hydrogenation catalyst to form a crude ethanol product comprising ethanol and water; and separating the crude ethanol product to form an ethanol stream and a water stream.Type: GrantFiled: November 9, 2011Date of Patent: November 26, 2013Assignee: Celanese International CorporationInventors: Mark O. Scates, Ronald D. Shaver, James H. Zink, Raymond J. Zinobile, Oyeyemi Oyerinde
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Patent number: 8580119Abstract: Process and steps for the production of biodiesel and/or glycerin from feedstock are provided.Type: GrantFiled: November 27, 2012Date of Patent: November 12, 2013Assignee: Menlo Energy Management, LLCInventors: Gaurav Shah, Sunil Suri
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Patent number: 8575405Abstract: To reduce acetal concentrations when separating ethanol from a crude product in one or more distillation column, at least one of the columns is operated at a higher pressure to increase the equilibrium constant that favors hydrolysis of the acetal. The crude product may comprise ethanol, acetaldehyde, water and one or more acetals, such as diethyl acetal. The acetal concentration may be reduced thus reducing the need to separate acetal from the crude product.Type: GrantFiled: August 3, 2011Date of Patent: November 5, 2013Assignee: Celanese International CorporationInventors: David Lee, Adam Orosco, Lincoln Sarager, R. Jay Warner, Radmila Jevtic, Victor J. Johnston
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Patent number: 8575406Abstract: The present invention relates to a catalyst. The catalyst is used for converting acetic acid to ethanol. The catalyst comprises platinum, tin, a base metal selected from calcium and/or tungsten and a promoter metal selected from barium, potassium and/or cesium.Type: GrantFiled: May 24, 2012Date of Patent: November 5, 2013Assignee: Celanese International CorporationInventors: Zhenhua Zhou, Victor Johnston, Heiko Weiner, Radmila Wollrab
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Patent number: 8575404Abstract: Monitoring and recycling gases from acetic acid hydrogenation reaction to maintain a constant pressure in the hydrogenation reaction system. Purging of the vapor stream comprising hydrogen may be limited or reduced. Further purging of the by-product may be from the dissolved by-product gases.Type: GrantFiled: April 1, 2011Date of Patent: November 5, 2013Assignee: Celanese International CorporationInventors: Radmila Jevtic, Victor J. Johnston, R. Jay Warner, John Potts, Stephen Kerlegon
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Patent number: 8575403Abstract: Recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid by hydrolyzing a portion of the crude ethanol product or one or more derivative streams obtained therefrom. The one or more derivative streams comprise ethyl acetate and the hydrolyzed stream is directly or indirectly fed to the distillation zone or the hydrogenation reactor.Type: GrantFiled: July 9, 2010Date of Patent: November 5, 2013Assignee: Celanese International CorporationInventors: Victor J. Johnston, Lincoln Sarager, R. Jay Warner, Trinity Horton, Radmila Jevtic
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Patent number: 8569551Abstract: In one embodiment, the invention is to a process for producing ethanol, comprising the step of providing from a distillation column in a carbonylation process a purified acetic acid stream comprising up to 25 wt. % water. The process further comprises the step of hydrogenating acetic acid of the purified acetic acid stream in the presence of a catalyst and under conditions effective to form a crude ethanol product comprising ethanol and water. Ethanol is recovered from the crude ethanol product.Type: GrantFiled: April 26, 2011Date of Patent: October 29, 2013Assignee: Celanese International CorporationInventors: Radmila Jevtic, Victor J. Johnston, Tianshu Pan, Mark O. Scates, Ronald David Shaver, R. Jay Warner, Heiko Weiner, Josefina T. Chapman
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Patent number: 8569549Abstract: A catalyst comprising a first metal, a silicaceous support, and at least one metasilicate support modifier, wherein at least 1 wt. % of the at least one metasilicate support modifier is crystalline in phase, as determined by x-ray diffraction. The invention also relates to processes for forming such catalysts, to supports used therein, and to processes for hydrogenating acetic acid in the presence of such catalysts.Type: GrantFiled: February 1, 2011Date of Patent: October 29, 2013Assignee: Celanese International CorporationInventors: Heiko Weiner, Victor J. Johnston
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Patent number: 8569550Abstract: A process for the co-production of a stream of a fatty alcohol having first carbon chain lengths and a stream of a fatty alcohol having a second carbon chain lengths, said second carbon chain lengths being longer than said first carbon chain lengths, said process comprising the steps of: (a) supplying a stream comprising lower alkyl esters of fatty acids having chain lengths comprising the first and second chain lengths to a first vaporization zone and contacting said stream with an amount of hydrogen recycled from step (i) which is sufficient to vaporize the lower alkyl esters of the fatty acids having the first carbon chain lengths into the hydrogen; (b) supplying the hydrogen and the vaporized lower alkyl esters of fatty acids having the first carbon chain lengths to a first reaction zone comprising catalyst and operating under reaction conditions to allow hydrogenation to the desired alcohol having first carbon chain lengths; (c) recovering from the first reaction zone an alcohol product stream having firType: GrantFiled: March 30, 2010Date of Patent: October 29, 2013Assignee: Davy Process Technology LimitedInventors: Donald Hugh McKinley, Andrew George Hiles, Rikard Umberto Andersson, John Richard Hensman
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Publication number: 20130281664Abstract: The present invention relates to novel Ruthenium catalysts and related borohydride complexes, and the use of such catalysts, inter alia, for (1) hydrogenation of amides (including polyamides) to alcohols and amines; (2) preparing amides from alcohols with amines (including the preparation of polyamides (e.g., polypeptides) by reacting dialcohols and diamines and/or by polymerization of amino alcohols); (3) hydrogenation of esters to alcohols (including hydrogenation of cyclic esters (lactones) or cyclic di-esters (di-lactones) or polyesters); (4) hydrogenation of organic carbonates (including polycarbonates) to alcohols and hydrogenation of carbamates (including polycarbamates) or urea derivatives to alcohols and amines; (5) dehydrogenative coupling of alcohols to esters; (6) hydrogenation of secondary alcohols to ketones; (7) amidation of esters (i.e.Type: ApplicationFiled: October 11, 2011Publication date: October 24, 2013Inventors: David Milstein, Ekambaram Balaraman, Chidambaram Gunanathan, Boopathy Gnanaprakasam, Jing Zhang
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Publication number: 20130274487Abstract: The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes for the reduction of ketones and/or aldehydes into the corresponding alcohol respectively. Said catalysts are ruthenium complexes comprising a tetradentate ligand (L4) coordinating the ruthenium with: two nitrogen atoms, each in the form of a primary or secondary amine (i.e. a NH2 or NH group) or N-alkyl imine functional groups (i.e. a C?N group), and two sulfur atoms, each in the form of thioether functional groups.Type: ApplicationFiled: December 19, 2011Publication date: October 17, 2013Applicant: FIRMENICH SAInventors: Sylvia Joyeuse Adélaïde Ada Saudan, Michel Alfred Joseph Saudan
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Publication number: 20130274511Abstract: The invention relates to Guerbet alcohol precursors and Guerbet alcohols, as well as to processes for synthesizing them.Type: ApplicationFiled: March 13, 2013Publication date: October 17, 2013Inventors: Patrick Foley, Yonghua Yang
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Patent number: 8558034Abstract: To reduce acetal concentrations when separating ethanol from a crude product in one or more distillation column, at least one of the columns is operated at a higher pressure to increase the equilibrium constant that favors hydrolysis of the acetal. The crude product may comprise ethanol, acetaldehyde, water and one or more acetals, such as diethyl acetal. The acetal concentration may be reduced thus reducing the need to separate acetal from the crude product.Type: GrantFiled: August 3, 2011Date of Patent: October 15, 2013Assignee: Celanese International CorporationInventors: David Lee, Adam Orosco, Lincoln Sarager, R. Jay Warner, Victor J. Johnston
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Patent number: 8552224Abstract: In one embodiment, the invention is to a process for purifying a crude ethanol product. The process comprises the step of hydrogenating acetic acid in a reactor in the presence of a catalyst to form the crude ethanol product. The process further comprises the step of separating at least a portion of the crude ethanol product in a purification zone. The purification zone preferably comprises a first column, which yields a first distillate comprising ethanol, water and ethyl acetate, and a first residue comprising acetic acid. The at least a portion of the crude ethanol product has a residence time from the reactor to the purification zone from 5 minutes to 5 days.Type: GrantFiled: November 5, 2010Date of Patent: October 8, 2013Assignee: Celanese International CorporationInventors: Trinity Horton, Radmila Jevtic, Victor J. Johnston, Tianshu Pan, R. Jay Warner, Heiko Weiner, Nathan Bower, Josefina T. Chapman, Gerald Grusendorf
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Patent number: 8552225Abstract: Vaporizing acetic acid in the presence of hydrogen to provide a vapor feed stream for a hydrogenation process that produces ethanol. The vaporizer forms a vapor feed stream and a blowdown stream having a weight ratio of the vapor feed stream to the blowdown stream of at least 2:1. The acetic acid may vaporized at a temperature below acetic acid's boiling point at the operating pressure of the reactor. The hydrogenation process produces a crude ethanol product and ethanol is separated from the crude product. In addition, at least one recycle stream comprising acetic acid and less than 1.0 wt. % compounds having a boiling point higher than acetic acid, may also be separated. The recycle streams may be introduced to the vaporizer along with acetic acid to form the vapor feed stream.Type: GrantFiled: December 21, 2010Date of Patent: October 8, 2013Assignee: Celanese International CorporationInventors: Trinity Horton, Radmila Jevtic, Victor J. Johnston, R. Jay Warner, Heiko Weiner, Al Amleh, Gerald Gruesendorf
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Patent number: 8552226Abstract: Ethanol production from the hydrogenation of acetic acid requires energy to drive the hydrogenation reaction and the purification of the crude ethanol product. Heat integration process to recover heat from one part of the production process to be used within the process improves efficiencies and reduces costs.Type: GrantFiled: January 6, 2011Date of Patent: October 8, 2013Assignee: Celanese International CorporationInventors: Nathan Kirk Powell, Samuel Roundy, Lincoln Sarager, Murray Viard, R. Jay Warner, Gerald Gruesendorf, Radmila Jevtic, Victor J. Johnston, Fred Ronald Olsson
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Publication number: 20130261350Abstract: A catalyst including: a support, the support including a mixture of SiO2 and ZrO2; an active ingredient including copper; a first additive including a metal, an oxide thereof, or a combination thereof; and a second additive including Li, Na, K, or a combination thereof. The metal is Mg, Ca, Ba, Mn, Fe, Co, Zn, Mo, La, or Ce. Based on the total weight of the catalyst, the weight percentages of the different components are as follows: SiO2=50-90 wt. %; ZrO2=0.1-10 wt. %; copper=10-50 wt. %; the first additive=0.1-10 wt. %; and the second additive=0.1-5 wt. %.Type: ApplicationFiled: May 28, 2013Publication date: October 3, 2013Applicant: TIANJIN UNIVERSITYInventors: Xinbin MA, Jing LV, Yujun ZHAO, Shengping WANG, Jinlong GONG, Baowei WANG, Zhenhua LI, Yan XU
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Publication number: 20130261347Abstract: Hydrocarbons are oxidized to ethylene and/or oxygenates that comprise acetic acid. The acetic acid may be converted to ethanol by hydrogenation. The ethylene may be converted to ethanol by hydration.Type: ApplicationFiled: March 28, 2012Publication date: October 3, 2013Applicant: CELANESE INTERNATIONAL CORPORATIONInventors: Mark Scates, Heiko Weiner, Zhenhua Zhou, James Zink