By Reduction (e.g., By Hydrogenation, Etc.) Patents (Class 568/884)
  • Patent number: 9035110
    Abstract: The present invention relates to a process for heat integration in the preparation of saturated C3-C20-alcohols, in which a hydrogenation feed comprising at least one C3-C20-aldehyde is hydrogenated in the presence of a hydrogen-comprising gas in a hydrogenation zone and a discharge is taken off from the hydrogenation zone and subjected to distillation in at least one distillation column to give a fraction enriched in saturated C3-C20-alcohols.
    Type: Grant
    Filed: March 6, 2013
    Date of Patent: May 19, 2015
    Assignee: BASF SE
    Inventors: Roland Krokoszinski, Karl-Heinz Walczuch
  • Publication number: 20150133700
    Abstract: A process for produce ethanol by hydrogenation acetic acid and/or esters thereof is disclosed. The process involves reacting hydrogen feed stream with an acetic acid feed stream in a reactor operated in the presence of a catalyst to form an ethanol mixture and monitoring carbon monoxide concentration of the fresh hydrogen feed stream and adjusting temperature in the reactor in response to the carbon monoxide concentration of the fresh hydrogen feed stream.
    Type: Application
    Filed: November 8, 2013
    Publication date: May 14, 2015
    Applicant: Celanese Internatinal Corporation
    Inventors: Radmila Wollrab, Iva Franjkic, Victor J. Johnston, Heiko Weiner
  • Patent number: 9024089
    Abstract: Disclosed herein are processes for alcohol production by reducing an esterification product, such as ethyl acetate. The processes comprise esterifying acetic acid and an alcohol such as ethanol to produce an esterification product. The esterification product may be recovered using an extractive separation. The esterification product is reduced with hydrogen in the presence of a catalyst to obtain a crude reaction mixture comprising the alcohol, in particular ethanol, which may be separated from the crude reaction mixture.
    Type: Grant
    Filed: November 18, 2011
    Date of Patent: May 5, 2015
    Assignee: Celanese International Corporation
    Inventors: R. Jay Warner, Wei Qi, Tatiana H. Sonnenberg
  • Patent number: 9000237
    Abstract: The present invention relates to processes for producing and recovering ethanol using an intermediate reboiler. An intermediate stream may be withdrawn from a removal zone of a distillation column and recirculated through the intermediate reboiler to the distillation column. The distillation column may also comprise a bottoms reboiler.
    Type: Grant
    Filed: December 20, 2012
    Date of Patent: April 7, 2015
    Assignee: Celanese International Corporation
    Inventor: Nathan Kirk Powell
  • Patent number: 9000235
    Abstract: Recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid using an extractive distillation column. The column yields a residue that comprises ethanol, acetic acid, and the extractive agent. The extractive agent may be water and may be separated from the residue and returned to the extractive distillation column.
    Type: Grant
    Filed: May 28, 2014
    Date of Patent: April 7, 2015
    Assignee: Celanese International Corporation
    Inventors: David Lee, Lincoln Sarager, Trinity Hale, Victor J. Johnston
  • Patent number: 9000234
    Abstract: The present invention relates to a catalyst having an amorphous support and one or more active metals. The amorphous support may comprise a support material and an amorphous support modifier, which adjusts the acidity of the support material. In preparing the amorphous catalyst, post-synthesis treatment, i.e. calcination, may be used to adjust the catalyst performance while converting acetic acid to ethanol.
    Type: Grant
    Filed: July 18, 2012
    Date of Patent: April 7, 2015
    Assignee: Celanese International Corporation
    Inventors: Heiko Weiner, Zhenhua Zhou, Victor J. Johnston
  • Patent number: 8975451
    Abstract: The process involves esterifying ethanol and acetic acid to produce an esterification product that is in a single phase that is directly reduced, by hydrogenolysis, to produce ethanol. The single phase is not capable of separating. Feeding a single phase feed stream reduces the separation of the esterification product. Hydrogen may be fed to the esterification reactor that operates at a high pressure that is substantially similar to or greater than the hydrogenolysis reactor.
    Type: Grant
    Filed: March 15, 2013
    Date of Patent: March 10, 2015
    Assignee: Celanese International Corporation
    Inventors: Tatiana H. Sonnenberg, Wei Qi, R. Jay Warner
  • Patent number: 8927780
    Abstract: A process for purifying an ethanol stream that comprises byproduct, such as aldehyde, acetals, and/or esters, but withdrawing a sidestream comprising ethanol from a distillation column. The sidestream may have a reduced concentration of aldehyde that reduces the formation of acetals in subsequent purification of the ethanol stream.
    Type: Grant
    Filed: August 3, 2011
    Date of Patent: January 6, 2015
    Assignee: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, Lincoln Sarager, R. Jay Warner, Radmila Jevtic
  • Patent number: 8927790
    Abstract: The present invention relates to processes for the recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid. The crude ethanol product is separated in a column to produce a distillate stream comprising ethyl acetate, ethanol and acetaldehyde and a residue stream comprising ethanol, acetic acid and water. The ethanol product is recovered from the residue stream. A liquid recycle stream is sent to a second vaporizer to form a second vapor feed stream that is fed to the hydrogenation reactor.
    Type: Grant
    Filed: July 12, 2012
    Date of Patent: January 6, 2015
    Assignee: Celanese International Corporation
    Inventors: Radmila Wollrab, Victor Johnston
  • Patent number: 8912367
    Abstract: A method of reacting one or more components in a liquid phase to form an organic product, the method including feeding a carbon-based gas to a high shear device; feeding a hydrogen-based liquid medium to the high shear device; using the high shear device to form a dispersion comprising the carbon-based gas and the hydrogen-based liquid medium, wherein the dispersion comprises gas bubbles with a mean diameter of less than about 5 ?m; introducing the dispersion into a reactor; and reacting the dispersion to produce the organic product.
    Type: Grant
    Filed: June 21, 2012
    Date of Patent: December 16, 2014
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Aziz Hassan, Rayford G. Anthony, Gregory Borsinger
  • Patent number: 8907139
    Abstract: 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 hydrolyze acetal impurities by the addition of an acid stream.
    Type: Grant
    Filed: December 19, 2012
    Date of Patent: December 9, 2014
    Assignee: Celanese International Corporation
    Inventors: Victor J. Johnston, David Lee, Adam Orosco, R. Jay Warner, Heiko Weiner, Zhenhua Zhou, Emily Duff, Radmila Jevtic
  • Patent number: 8907142
    Abstract: The process of the current invention relates to the production of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid and ethyl acetate in the presence of a catalyst. Conversion of ethyl acetate may be improved by adding water to the reactor. At least 0.01 wt. % water may be added to the reactor. The crude ethanol product is separated in one or more columns to yield an ethanol product.
    Type: Grant
    Filed: July 6, 2012
    Date of Patent: December 9, 2014
    Assignee: Celanese International Corporation
    Inventors: Radmila Wollrab, Zhenhua Zhou, Victor J. Johnston, David Lee, Heiko Weiner
  • Patent number: 8907143
    Abstract: The processes of the current invention relate to the production of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid and ethyl acetate. Conversion of ethyl acetate may be improved by controlling the water content that may be fed to the vaporizer to form a feed stream that may be fed to the hydrogenation reactor. At least 0.01 wt. % water is fed to the vaporizer. The crude ethanol product is separated two or more columns to yield an ethanol product.
    Type: Grant
    Filed: July 6, 2012
    Date of Patent: December 9, 2014
    Assignee: Celanese International Corporation
    Inventors: Radmila Wollrab, Zhenhua Zhou, Victor J. Johnston, David Lee, R. Jay Warner, Heiko Weiner
  • Patent number: 8895786
    Abstract: A process for reducing ethyl acetate and/or diethyl acetal concentration of a crude ethanol product by hydrolysis is disclosed. A portion of the water is initially separated from the crude ethanol product in a first column residue. Ethyl acetate in the first column distillate is hydrolyzed to form additional ethanol and acetic acid. Product ethanol is recovered in a second distillation column preferably in a side stream and acetic acid is removed in the second column residue.
    Type: Grant
    Filed: August 3, 2011
    Date of Patent: November 25, 2014
    Assignee: Celanese International Corporation
    Inventors: Adam Orosco, Manuel Salado, Lincoln Sarager, R. Jay Warner, Trinity Horton
  • Patent number: 8884079
    Abstract: In a hydrogenation processes, a second lower temperature hydrogenation reactor is used to control the concentration of impurities, namely ethyl acetate, acetaldehyde, and acetal, prior to separating the reaction mixtures. Controlling impurities reduces the need for separation capital and improves overall efficiencies for recovering alcohols.
    Type: Grant
    Filed: August 3, 2011
    Date of Patent: November 11, 2014
    Assignee: Celanese International Corporation
    Inventors: Radmila Jevtic, Victor J. Johnston, R. Jay Warner, Dheeraj Kumar, Heiko Weiner
  • Patent number: 8884081
    Abstract: The present invention relates generally to processes for producing ethanol and acetic acid and, in particular, to a process for integrating an ethanol production process with an acetic acid production process.
    Type: Grant
    Filed: April 26, 2011
    Date of Patent: November 11, 2014
    Assignee: Celanese International Corporation
    Inventors: R. Jay Warner, Victor J. Johnston, David Lee, Manuel Salado, Mark O. Scates
  • Patent number: 8877987
    Abstract: The present invention relates to the recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid. Separation and purification processes of crude ethanol product are employed to allow recovery of an anhydrous ethanol composition. The process involves separating the crude ethanol product using one or more extractive distillation columns that employ one or more extractive agents. The anhydrous ethanol composition comprises less than 1 wt. % water, based on the total weight of the anhydrous ethanol composition.
    Type: Grant
    Filed: August 3, 2011
    Date of Patent: November 4, 2014
    Assignee: Celanese International Corportation
    Inventors: Victor J. Johnston, David Lee, Lincoln Sarager, R. Jay Warner
  • Patent number: 8877986
    Abstract: Recovery of an alcohol such as ethanol from a crude alcohol product, preferably 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 in a second column as an ethanol side stream.
    Type: Grant
    Filed: August 3, 2011
    Date of Patent: November 4, 2014
    Assignee: Celanese International Corporation
    Inventors: Adam Orosco, Manuel Salado, Lincoln Sarager, R. Jay Warner, Trinity Horton, Victor J. Johnston, David Lee
  • Publication number: 20140303407
    Abstract: Recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid using an extractive distillation column. The column yields a residue that comprises ethanol, acetic acid, and the extractive agent. The extractive agent may be water and may be separated from the residue and returned to the extractive distillation column.
    Type: Application
    Filed: May 28, 2014
    Publication date: October 9, 2014
    Applicant: Celanese International Corporation
    Inventors: David Lee, Lincoln Sarager, Trinity Hale, Victor J. Johnston
  • Patent number: 8846988
    Abstract: 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: Grant
    Filed: April 26, 2011
    Date of Patent: September 30, 2014
    Assignee: Celanese International Corporation
    Inventors: Radmila Jevtic, Victor Johnston, Lincoln Sarager, R. Jay Warner, Heiko Weiner, Trinity Horton
  • Patent number: 8846986
    Abstract: Recovery of alcohol, in particular ethanol, from a crude product obtained from the hydrogenation of acetic acid using various combinations of membranes and/or distillation columns.
    Type: Grant
    Filed: April 26, 2011
    Date of Patent: September 30, 2014
    Assignee: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, Lincoln Sarager, R. Jay Warner, Trinity Horton, Radmila Jevtic, Victor J. Johnston
  • Publication number: 20140283438
    Abstract: In one embodiment, the present application discloses methods to selectively synthesize higher alcohols and hydrocarbons useful as fuels and industrial chemicals from syngas and biomass. Ketene and ketonization chemistry along with hydrogenation reactions are used to synthesize fuels and chemicals. In another embodiment, ketene used to form fuels and chemicals may be manufactured from acetic acid which in turn can be synthesized from synthesis gas which is produced from coal, biomass, natural gas, etc.
    Type: Application
    Filed: March 20, 2013
    Publication date: September 25, 2014
    Applicant: Pioneer Energy
    Inventors: John T. Henri, Jan Zygmunt, Mark Bergren, Robert Zubrin
  • Publication number: 20140275640
    Abstract: The process involves esterifying ethanol and acetic acid to produce an esterification product that is in a single phase that is directly reduced, by hydrogenolysis, to produce ethanol. The single phase is not capable of separating. Feeding a single phase feed stream reduces the separation of the esterification product. Hydrogen may be fed to the esterification reactor that operates at a high pressure that is substantially similar to or greater than the hydrogenolysis reactor.
    Type: Application
    Filed: March 15, 2013
    Publication date: September 18, 2014
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventors: Tatiana H. Sonnenberg, Wei Qi, R. Jay Warner
  • Publication number: 20140275637
    Abstract: In one embodiment, the present invention is to an ethanol composition comprising at least 92 wt. % ethanol and from 20 wppm to 94 wppm isopropanol. The composition may be free of methanol and acetaldehyde.
    Type: Application
    Filed: March 15, 2013
    Publication date: September 18, 2014
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventors: Tatiana H. Sonnenberg, R. Jay Warner, Heiko Weiner
  • Patent number: 8829251
    Abstract: Disclosed herein are processes for alcohol production by reducing an esterification product, such as ethyl acetate. The processes comprise esterifying, in the liquid phase, acetic acid and an alcohol such as ethanol to produce an esterification product. The esterification product is reduced with hydrogen in the presence of a catalyst to obtain a crude reaction mixture comprising the alcohol, in particular ethanol, which may be separated from the crude reaction mixture.
    Type: Grant
    Filed: November 18, 2011
    Date of Patent: September 9, 2014
    Assignee: Celanese International Corporation
    Inventors: R. Jay Warner, Wei Qi, Tatiana H. Sonnenberg
  • Patent number: 8829249
    Abstract: Disclosed herein are processes for alcohol production by reducing an esterification product, such as ethyl acetate. The processes comprise esterifying acetic acid and an alcohol such as ethanol to produce an esterification product. The esterification product is reduced with hydrogen in the presence of a catalyst to obtain a crude reaction mixture comprising the alcohol, in particular ethanol, which may be separated from the crude reaction mixture. The crude reaction mixture may be further purified to recover ethanol.
    Type: Grant
    Filed: November 18, 2011
    Date of Patent: September 9, 2014
    Assignee: Celanese International Corporation
    Inventors: R. Jay Warner, Wei Qi, Tatiana Sonnenberg
  • Patent number: 8802901
    Abstract: Disclosed herein are processes for alcohol production by reducing an esterification product, such as ethyl acetate. The processes comprise esterifying acetic acid and an alcohol such as ethanol to produce an esterification product. The esterification product is reduced with hydrogen in the presence of a catalyst to obtain a crude reaction mixture comprising the alcohol, in particular ethanol, which may be separated from the crude reaction mixture. Ethyl acetate from the crude reaction mixture may be recovered as returned to assist in recovering the esterification product.
    Type: Grant
    Filed: November 18, 2011
    Date of Patent: August 12, 2014
    Assignee: Celanese International Corporation
    Inventors: R. Jay Warner, Wei Qi, Tatiana Sonnenberg
  • Patent number: 8802902
    Abstract: Recovery of alcohols, in particular ethanol, from a crude ethanol product obtained from the hydrogenation of acetic acid using pressure driven distillation to separate the crude ethanol product. The crude ethanol product may be fed to a distillations column in which a substantial portion of the water is removed with the acetic acid in the residue. A second column is at higher pressure than a first column.
    Type: Grant
    Filed: August 27, 2012
    Date of Patent: August 12, 2014
    Assignee: Celanese International Corporation
    Inventors: R. Jay Warner, David Lee, Adam Orosco
  • Patent number: 8748674
    Abstract: Recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid. The crude ethanol product is fed to a distillation column to yield an ethanol sidestream.
    Type: Grant
    Filed: May 9, 2013
    Date of Patent: June 10, 2014
    Assignee: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, Lincoln Sarager, R. Jay Warner, Radmila Wollrab, Trinity Horton Hale, Victor J. Johnston
  • Patent number: 8748673
    Abstract: Disclosed herein are processes for alcohol production by reducing an esterification product, such as ethyl acetate. The processes comprise esterifying acetic acid and an alcohol such as ethanol to produce an esterification product. The esterification product is reduced with hydrogen in the presence of a catalyst to obtain a crude reaction mixture comprising ethyl acetate, ethanol, and at least one alcohol having at least 4 carbon atoms. The ethanol is recovered with a reduced amount of the alcohol having at least 4 carbon atoms.
    Type: Grant
    Filed: November 18, 2011
    Date of Patent: June 10, 2014
    Assignee: Celanese International Corporation
    Inventors: R. Jay Warner, Wei Qi, Tatiana Sonnenberg
  • Publication number: 20140121346
    Abstract: A novel process and apparatus is disclosed for performing chemical reactions. Highly compressed gaseous streams such as H2, CO, CO2, H2O, O2, or CH4 are raised to Mach speeds to form supersonic jets incorporating shockwaves. Two or more such jets are physically collided together to form a localized reaction zone where the energy from the shockwaves causes endothermic reactions wherein the chemical bonds of the reactant gases are broken. Between and among reactants molecular surface interaction and molecular surface chemistry take place. In the ensuing exothermic reactions a desired new chemical product is formed and this product is locked into a lower state of enthalpy (state of energy of formation) through adiabatic cooling by means of a free jet expansion.
    Type: Application
    Filed: October 11, 2013
    Publication date: May 1, 2014
    Applicant: PHYSICAL SHOCKWAVE INDUSTRIAL APPLICATIONS, LLC
    Inventor: Robert E. Tang
  • Patent number: 8710279
    Abstract: 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: Grant
    Filed: April 26, 2011
    Date of Patent: April 29, 2014
    Assignee: Celanese International Corporation
    Inventors: R. Jay Warner, Trinity Horton, Radmila Jevtic, Victor J. Johnston, David Lee, Adam Orosco, Lincoln Sarager
  • Patent number: 8710280
    Abstract: 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: Grant
    Filed: April 26, 2011
    Date of Patent: April 29, 2014
    Assignee: Celanese International Corporation
    Inventors: R. Jay Warner, Trinity Horton, Radmila Jevtic, Victor J. Johnston, David Lee, Adam Orosco, Lincoln Sarager
  • Patent number: 8704008
    Abstract: 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: Grant
    Filed: January 11, 2012
    Date of Patent: April 22, 2014
    Assignee: Celanese International Corporation
    Inventors: Heiko Weiner, Zhenhua Zhou, Radmila Jevtic, Victor J. Johnston
  • Patent number: 8686199
    Abstract: 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: Grant
    Filed: April 26, 2011
    Date of Patent: April 1, 2014
    Assignee: Celanese International Corporation
    Inventors: R. Jay Warner, Victor J. Johnston, David Lee, Manuel Salado, Mark O. Scates
  • Publication number: 20140066527
    Abstract: A process wherein synthesis gas is reacted to produce desired products, such as alcohols, and wherein by-products, such as methane, are reformed to provide hydrogen and carbon monoxide that is recycled to the feed of synthesis gas. The process also may provide for the recycle of unreacted hydrogen and unreacted carbon monoxide to the feed of synthesis gas.
    Type: Application
    Filed: February 21, 2013
    Publication date: March 6, 2014
    Inventors: Melissa Gaucher, Louis Denomme, Gregory Carr
  • Publication number: 20140020283
    Abstract: This invention relates to the use of a tunicate or an extract obtained from a tunicate for the production of one or more biofuel selected from an alcohol and biodiesel. The invention also relates to a method for producing a biofuel from a tunicate wherein the biofuel is selected from an alcohol and biodiesel and wherein said method comprises the steps of: (a)(i) subjecting said tunicate or one or more polysaccharides extracted from said tunicate to enzymatic or acid hydrolysis to form a hydrolysate containing one or more monosaccharides and (ii) fermenting said one or more monosaccharides to form an alcohol; or (b)(i) extracting lipids/fatty acids from said tunicate and (ii) converting said lipids/fatty acids into biodiesel by transesterification or alcoholysis or (iii) subjecting said tunicate to transesterification or alcoholysis thereby converting lipids/fatty acids present in said tunicate into biodiesel.
    Type: Application
    Filed: June 17, 2011
    Publication date: January 23, 2014
    Applicant: Bergen Teknologioverforing AS
    Inventor: Willy Dalheim
  • Patent number: 8629306
    Abstract: The invention relates to a process for preparing 1,6-hexanediol, preferably with at least 99.5% purity, which are especially virtually free of 1,4-cyclohexanediols, from a carboxylic acid mixture which is obtained as a by-product of the catalytic oxidation of cyclohexane to cyclohexanone/cyclohexanol with oxygen or oxygen-comprising gases and by water extraction of the reaction mixture, by hydrogenating the carboxylic acid mixture, esterifying and hydrogenating a substream to hexanediol.
    Type: Grant
    Filed: March 29, 2010
    Date of Patent: January 14, 2014
    Assignee: BASF SE
    Inventors: Rolf Pinkos, Daniel Breuninger, Gerd-Dieter Tebben
  • Publication number: 20130345472
    Abstract: A method of reacting one or more components in a liquid phase to form an organic product, the method including feeding a carbon-based gas to a high shear device; feeding a hydrogen-based liquid medium to the high shear device; using the high shear device to form a dispersion comprising the carbon-based gas and the hydrogen-based liquid medium, wherein the dispersion comprises gas bubbles with a mean diameter of less than about 5 ?m; introducing the dispersion into a reactor; and reacting the dispersion to produce the organic product.
    Type: Application
    Filed: June 21, 2012
    Publication date: December 26, 2013
    Applicant: H R D CORPORATION
    Inventors: Abbas HASSAN, Aziz HASSAN, Rayford G. ANTHONY, Gregory BORSINGER
  • Patent number: 8614359
    Abstract: 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: Grant
    Filed: November 9, 2011
    Date of Patent: December 24, 2013
    Assignee: Celanese International Corporation
    Inventors: David Lee, Lincoln Sarager, Mark O. Scates, Ronald D. Shaver, James H. Zink, Raymond J. Zinobile
  • Patent number: 8575403
    Abstract: 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: Grant
    Filed: July 9, 2010
    Date of Patent: November 5, 2013
    Assignee: Celanese International Corporation
    Inventors: Victor J. Johnston, Lincoln Sarager, R. Jay Warner, Trinity Horton, Radmila Jevtic
  • Publication number: 20130274511
    Abstract: The invention relates to Guerbet alcohol precursors and Guerbet alcohols, as well as to processes for synthesizing them.
    Type: Application
    Filed: March 13, 2013
    Publication date: October 17, 2013
    Inventors: Patrick Foley, Yonghua Yang
  • Publication number: 20130261347
    Abstract: 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: Application
    Filed: March 28, 2012
    Publication date: October 3, 2013
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventors: Mark Scates, Heiko Weiner, Zhenhua Zhou, James Zink
  • Publication number: 20130261348
    Abstract: Ethane is 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: Application
    Filed: March 28, 2012
    Publication date: October 3, 2013
    Applicant: Celanese International Corporation
    Inventors: Mark Scates, Heiko Weiner, Zhenhua Zhou, James Zink
  • Publication number: 20130245331
    Abstract: Recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid. The crude ethanol product is fed to a distillation column to yield an ethanol sidestream.
    Type: Application
    Filed: May 9, 2013
    Publication date: September 19, 2013
    Applicant: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, Lincoln Sarager, R. Jay Warner, Radmila Wollrab, Trinity Horton Hale, Victor J. Johnston
  • Patent number: 8513472
    Abstract: There is provided a process for preparing 1,6-hexanediol by esterifying a carboxylic acid mixture resulted from oxidation of cyclohexane with oxygen, and then hydrogenating the esters, which substantially does not contain a compound leading to a high ester value.
    Type: Grant
    Filed: October 19, 2009
    Date of Patent: August 20, 2013
    Assignee: Ube Industries, Ltd.
    Inventors: Hirofumi Li, Tomoyuki Itou, Yoshiki Kawamura, Toshiyuki Matsushita
  • Patent number: 8502001
    Abstract: Process for the conversion of ethanoic acid into ethanol by (a) introducing ethanoic acid and H2 into a primary hydrogenation unit in the presence of a precious metal-based catalyst to produce ethanol and ethyl ethanoate and (b) introducing ethyl ethanoate, from step (a), together with H2 into a secondary hydrogenation unit in the presence of a copper-based catalyst to produce ethanol. Ethanol from step (b) is recovered.
    Type: Grant
    Filed: November 7, 2008
    Date of Patent: August 6, 2013
    Assignee: BP P.L.C.
    Inventors: Berian John Daniel, Benjamin Patrick Gracey
  • Publication number: 20130172631
    Abstract: A process is disclosed for monitoring separation streams of an ethanol purification process, including measuring the concentrations of impurities, monitoring one or more binary streams, or monitoring conductivity in an ethanol containing stream to determine acetic acid concentrations. The ethanol is produced by hydrogenating acetic acid. One or more on-line analyzers may be used to monitor the separation streams.
    Type: Application
    Filed: December 17, 2012
    Publication date: July 4, 2013
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventor: CELANESE INTERNATIONAL CORPORATION
  • Publication number: 20130172630
    Abstract: Recovery of alcohols, in particular ethanol, from a crude ethanol product obtained from the hydrogenation of acetic acid using pressure driven distillation to separate the crude ethanol product. The crude ethanol product may be fed to a distillations column in which a substantial portion of the water is removed with the acetic acid in the residue. A second column is at higher pressure than a first column.
    Type: Application
    Filed: August 27, 2012
    Publication date: July 4, 2013
    Applicant: Celanese International Corporation
    Inventors: R. Jay Warner, David Lee, Adam Orosco
  • Patent number: 8471076
    Abstract: In the production of methanol from a synthesis gas containing hydrogen and carbon oxides, the synthesis gas is passed through a first, preferably water-cooled reactor, in which a part of the carbon oxides is catalytically converted to methanol. The obtained mixture containing synthesis gas and methanol vapor is supplied to a second, preferably gas-cooled reactor, in which a further part of the carbon oxides is converted to methanol. Subsequently, methanol is separated from the synthesis gas, and the synthesis gas is recirculated to the first reactor. To achieve a maximum methanol yield even with an aged catalyst, a partial stream of the synthesis gas is guided past the first reactor and introduced directly into the second reactor.
    Type: Grant
    Filed: August 18, 2008
    Date of Patent: June 25, 2013
    Assignee: Lurgi GmbH
    Inventors: Dierk Müller, Andreas Bormann