By Plural Liquid Phase Separation Patents (Class 568/918)
  • Patent number: 9759480
    Abstract: Described herein is a method of removing refrigerant from a natural gas liquefaction system in which vaporized mixed refrigerant is withdrawn from the closed-loop refrigeration circuit and introduced into a distillation column so as to be separated into an overhead vapor enriched in methane and a bottoms liquid enriched in heavier components. Overhead vapor is withdrawn from the distillation column to form a methane enriched stream that is removed from the liquefaction system, and bottoms liquid is reintroduced from the distillation column into the closed-loop refrigeration circuit. Also described are methods of altering the rate of production in a natural gas liquefaction system in which refrigerant is removed as described above, and a natural gas liquefaction systems in which such methods can be carried out.
    Type: Grant
    Filed: October 10, 2014
    Date of Patent: September 12, 2017
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Brian Keith Johnson, Gowri Krishnamurthy, Mark Julian Roberts
  • Patent number: 9388100
    Abstract: Methods and systems for purifying feedstock-to-ethanol fermentation products are disclosed. The methods include the use of a solvent in the form of a supercritical fluid or liquid gas such as supercritical CO2 or liquid CO2 to dry fermentation beer solids, and/or to extract oil, ethanol, or ethanol and oil from fermentation beer or mixtures derived therefrom. Systems include a separations reactor having a first portion defined by walls that are impermeable to fermentation beer liquids joined to a second portion defined by walls that are impermeable to fermentation beer liquids by a third portion defined by walls that are permeable to fermentation beer liquids and impermeable to fermentation beer solids.
    Type: Grant
    Filed: August 14, 2015
    Date of Patent: July 12, 2016
    Assignee: POET RESEARCH, INC.
    Inventor: Steven G Redford
  • Patent number: 9139803
    Abstract: Methods and systems for purifying feedstock-to-ethanol fermentation products are disclosed. The methods include the use of a solvent in the form of a supercritical fluid or liquid gas such as supercritical CO2 or liquid CO2 to dry fermentation beer solids, and/or to extract oil, ethanol, or ethanol and oil from fermentation beer or mixtures derived therefrom. Systems include a separations reactor having a first portion defined by walls that are impermeable to fermentation beer liquids joined to a second portion defined by walls that are impermeable to fermentation beer liquids by a third portion defined by walls that are permeable to fermentation beer liquids and impermeable to fermentation beer solids.
    Type: Grant
    Filed: July 10, 2014
    Date of Patent: September 22, 2015
    Assignee: POET RESEARCH, INC
    Inventor: Steven G Redford
  • Publication number: 20150141711
    Abstract: Membranes are provided for energy efficient purification of alcohol by pervaporation. Such membranes include a nanofibrous scaffold in combination with a barrier layer. The barrier layer includes a graphene oxide. The membranes may, in embodiments, also include a substrate.
    Type: Application
    Filed: November 19, 2013
    Publication date: May 21, 2015
    Inventors: Benjamin Chu, Benjamin S. Hsiao, Devinder Mahajan, Tsung-Ming Yeh
  • Patent number: 9029615
    Abstract: The present invention relates to the energy efficient and selective extraction of dilute concentrations of C2-C6 alcohols from an aqueous solution using liquid phase dimethyl ether.
    Type: Grant
    Filed: March 13, 2013
    Date of Patent: May 12, 2015
    Assignees: DynaSep Inc., Phasex Corporation
    Inventors: Hans Schonemann, Brian J. Waibel, Val Krukonis
  • Patent number: 9024084
    Abstract: The present invention is directed to processes for the 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 one or more columns. At least one of the columns is operated at a controlled pressure to enhance separation of ethanol and organics. In one embodiment, there are at least two columns that operate at controlled pressures.
    Type: Grant
    Filed: April 26, 2012
    Date of Patent: May 5, 2015
    Assignee: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, R. Jay Warner, Victor J. Johnston
  • Patent number: 9024088
    Abstract: A process is disclosed for producing ethanol comprising contacting acetic acid and hydrogen in a reactor in the presence of a catalyst comprising a binder and a mixed oxide comprising nickel and tin.
    Type: Grant
    Filed: April 28, 2014
    Date of Patent: May 5, 2015
    Assignee: Celanese International Corporation
    Inventors: Heiko Weiner, Zhenhua Zhou, Victor J. Johnston
  • Patent number: 9000232
    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 first residue that comprises ethanol, ethyl acetate, acetic acid, and water. The first residue is separated in a second column to yield a second distillate comprising ethanol and ethyl acetate. The second distillate is then separated in a third column to yield a third distillate comprising ethyl acetate and a third residue comprising ethanol.
    Type: Grant
    Filed: April 26, 2012
    Date of Patent: April 7, 2015
    Assignee: Celanese International Corporation
    Inventors: R. Jay Warner, Victor J. Johnston, David Lee, Adam Orosco
  • Patent number: 9000233
    Abstract: A process for recovering ethanol obtained from the hydrogenation of acetic acid. The crude ethanol product is separated in a column to produce a distillate stream comprising acetaldehyde and ethyl acetate and a residue stream comprising ethanol, acetic acid and water. Acetal byproduct can be reduced or removed through configurations of hydrolysis secondary reactors. The ethanol product is recovered from the residue stream.
    Type: Grant
    Filed: April 26, 2012
    Date of Patent: April 7, 2015
    Assignee: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, Claudio Ribeiro, R. Jay Warner, Robert Alan Deck, Emily Duff, Victor J. Johnston
  • Patent number: 8981166
    Abstract: An improved process for extracting fusel alcohols and/or fusel alcohol esters from an ethanol fermentation product involves adding to the fermentation product an extractant solvent selected from amyl alcohols, amyl acetates, and mixtures thereof to produce a two-phase system including a water and alcohol phase, and an immiscible second phase comprised of amyl alcohols, amyl acetates or a mixture thereof. Thereafter, the first and second phases can be separated to obtain a first phase depleted of fusel alcohols and/or esters of fusel alcohols and a second phase containing fusel alcohols and/or esters of fusel alcohols extracted from the first phase.
    Type: Grant
    Filed: July 13, 2012
    Date of Patent: March 17, 2015
    Assignee: Working Bugs, LLC
    Inventors: Kris A. Berglund, Peter K. Rossman
  • Publication number: 20150065758
    Abstract: Methods and systems for purifying feedstock-to-ethanol fermentation products are disclosed. The methods include the use of a solvent in the form of a supercritical fluid or liquid gas such as supercritical CO2 or liquid CO2 to dry fermentation beer solids, and/or to extract oil, ethanol, or ethanol and oil from fermentation beer or mixtures derived therefrom. Systems include a separations reactor having a first portion defined by walls that are impermeable to fermentation beer liquids joined to a second portion defined by walls that are impermeable to fermentation beer liquids by a third portion defined by walls that are permeable to fermentation beer liquids and impermeable to fermentation beer solids.
    Type: Application
    Filed: July 10, 2014
    Publication date: March 5, 2015
    Inventor: Steven G. Redford
  • Patent number: 8969055
    Abstract: A method for producing butanol through microbial fermentation, in which the butanol product is removed during the fermentation by extraction into a water-immiscible organic extractant in the presence of at least one electrolyte at a concentration at least sufficient to increase the butanol partition coefficient relative to that in the presence of the salt concentration of the basal fermentation medium, is provided. The electrolyte may comprise a salt which dissociates in the fermentation medium, or in the aqueous phase of a biphasic fermentation medium, to form free ions. Also provided is a method and composition for recovering butanol from a fermentation medium.
    Type: Grant
    Filed: November 20, 2013
    Date of Patent: March 3, 2015
    Assignee: Butamax Advanced Biofuels LLC
    Inventors: Michael Charles Grady, Ranjan Patnaik
  • Patent number: 8933278
    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, 2012
    Date of Patent: January 13, 2015
    Assignee: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, Claudio Ribeiro, R. Jay Warner, Robert Alan Deck, Emily Duff, Victor J. Johnston
  • Patent number: 8927787
    Abstract: The present invention is related to processes for the separation of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid. The crude ethanol product is separated in one or more columns. A reboiler is used following one or more of the columns for reducing ester formation.
    Type: Grant
    Filed: April 26, 2012
    Date of Patent: January 6, 2015
    Assignee: Celanese International Corporation
    Inventors: R. Jay Warner, Emily Duff, Victor J. Johnston, David Lee, Adam Orosco
  • Patent number: 8927788
    Abstract: A process for recovering ethanol obtained from the hydrogenation of acetic acid. The crude ethanol product is separated in a column to produce a distillate stream comprising acetaldehyde and ethyl acetate and a residue stream comprising ethanol, acetic acid, ethyl acetate and water. The ethanol product is recovered from the residue stream.
    Type: Grant
    Filed: April 26, 2012
    Date of Patent: January 6, 2015
    Assignee: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, Claudio Ribeiro, R. Jay Warner, Robert Alan Deck, Emily Duff, Victor J. Johnston
  • Patent number: 8894823
    Abstract: The present application relates to a method of manufacturing isopropyl alcohol. Isopropyl alcohol with high purity is obtained from a feed including water and isopropyl alcohol. In addition, energy used in a process of obtaining the isopropyl alcohol, and investment cost for manufacturing facilities are reduced.
    Type: Grant
    Filed: September 18, 2013
    Date of Patent: November 25, 2014
    Assignee: LG Chem, Ltd.
    Inventors: Sung Kyu Lee, Jong Ku Lee, Joon Ho Shin
  • Patent number: 8864948
    Abstract: Disclosed is a dividing wall column for preparing high-purity neopentyl glycol, and a method of distilling neopentyl glycol. Using only one column, the dividing wall column has the same effect as when using two columns. Thus, energy and equipment costs may be reduced in the production of the high-purity neopentyl glycol as compared to a conventional process apparatus.
    Type: Grant
    Filed: June 27, 2013
    Date of Patent: October 21, 2014
    Assignee: LG Chem, Ltd.
    Inventors: Sung Kyu Lee, Joon Ho Shin, Jong Ku Lee
  • Publication number: 20140235901
    Abstract: A reactive distillation method comprises introducing a feed stream to a reactive distillation column, contacting the feed stream with one or more catalysts in the reactive distillation column during a distillation, and removing one or more higher alcohols during the distillation from the reactive distillation column as a bottoms stream. The feed stream comprises one or more alpha hydrogen alcohols, and the feed stream reacts in the presence of the one or more catalysts to produce a reaction product comprising the one or more higher alcohols.
    Type: Application
    Filed: February 18, 2014
    Publication date: August 21, 2014
    Applicant: Greenyug, LLC
    Inventors: Sagar B. GADEWAR, Brian Christopher VICENTE, Peter K. STOIMENOV, Vivek JULKA
  • Patent number: 8809597
    Abstract: Recovery of alcohol, in particular ethanol, by separating a vapor crude alcohol product obtained from the hydrogenation of acetic acid using a low energy process. The vapor crude ethanol product is separated in a column to produce a distillate stream comprising ethanol and at least one non-condensable gas. The vapor crude ethanol product may pass through a membrane before the first distillation column to separate the at least one non-condensable gas from the ethanol. The ethanol product is subsequently recovered from the distillate stream.
    Type: Grant
    Filed: April 26, 2011
    Date of Patent: August 19, 2014
    Assignee: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, Lincoln Sarager, Trinity Horton, Radmila Jevtic, Victor J. Johnston
  • Patent number: 8754267
    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 particular, light ends are separated in an acetaldehyde removal column operating at a pressure greater than atmospheric pressure to recover acetaldehyde that may be returned to the reactor and reduce acetaldehyde concentrations in an ethyl acetate stream.
    Type: Grant
    Filed: April 1, 2011
    Date of Patent: June 17, 2014
    Assignee: Celanese International Corporation
    Inventors: R. Jay Warner, Heiko Weiner, Nathan Bower, Josefina T. Chapman, Gerald Grusendorf, Radmila Jevtic, Victor J. Johnston
  • Patent number: 8754268
    Abstract: A process for removing water from an alcohol mixture, such as an ethanol mixture in the production of ethanol by hydrogenating acetic acid. The water is removed from a distillate of a first column using an adsorption unit, membrane, extractive column distillation, or a combination thereof.
    Type: Grant
    Filed: April 26, 2011
    Date of Patent: June 17, 2014
    Assignee: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, Nathan Powell, Manuel Salado, Lincoln Sarager, R. Jay Warner, Trinity Horton, Radmila Jevtic, Victor J. Johnston
  • Patent number: 8704014
    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: September 11, 2012
    Date of Patent: April 22, 2014
    Assignee: Celansese International Corporation
    Inventors: Radmila Wollrab, Nathan Bower, Josefina T. Chapman, Gerald Grusendorf, Victor J. Johnston, Lincoln Sarager, R. Jay Warner, Heiko Weiner
  • Patent number: 8704015
    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 remove impurities.
    Type: Grant
    Filed: October 4, 2012
    Date of Patent: April 22, 2014
    Assignee: Celanese International Corporation
    Inventors: Lincoln Sarager, R. Jay Warner, Heiko Weiner, Radmila Wollrab, Josefina T. Chapman, Robert Cunningham, Gerald Grusendorf, Trinity Horton Hale, Victor J. Johnston, Tianshu Pan
  • Publication number: 20140094630
    Abstract: Provided herein are processes comprising providing a fermentation medium comprising a fermentable carbon source, a recombinant microorganism comprising an engineered butanol biosynthetic pathway, and butanol; contacting said fermentation medium with an extractant composition comprising an effective amount of antioxidant or antioxidant-like compound, whereby at least a portion of the butanol in the fermentation medium partitions into the extractant; recovering at least a portion of the butanol and extractant composition from the fermentation medium; recycling the extractant composition recovered in (c) one or more times in the fermentation medium; optionally adjusting the effective amount of antioxidant or antioxidant-like compound in the extractant composition, whereby the rate of oxidation or effect of oxidized products in the recycled extractant composition is substantially reduced and/or avoided such that the extractant composition may be recycled.
    Type: Application
    Filed: September 20, 2013
    Publication date: April 3, 2014
    Applicant: BUTAMAX(TM) ADVANCED BIOFUELS LLC
    Inventors: DOUGLAS ROBERT ANTON, BRUCE A. DINER, STEVEN D. DOIG
  • Publication number: 20140066669
    Abstract: The present invention relates to the energy efficient and selective extraction of dilute concentrations of C2-C6 alcohols from an aqueous solution using liquid phase dimethyl ether.
    Type: Application
    Filed: March 13, 2013
    Publication date: March 6, 2014
    Applicants: DynaSep Inc., Phasex Corporation
    Inventors: Hans Schonemann, Brian J. Waibel, Val Krukonis
  • Patent number: 8653308
    Abstract: 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: Grant
    Filed: February 21, 2013
    Date of Patent: February 18, 2014
    Assignee: Celanese International Corporation
    Inventors: Trinity Horton Hale, Radmila Wollrab, Victor J. Johnston, Lincoln Sarager, R. Jay Warner, Heiko Weiner
  • Patent number: 8617861
    Abstract: A method for producing butanol through microbial fermentation, in which the butanol product is removed during the fermentation by extraction into a water-immiscible organic extractant in the presence of at least one electrolyte at a concentration at least sufficient to increase the butanol partition coefficient relative to that in the presence of the salt concentration of the basal fermentation medium, is provided. The electrolyte may comprise a salt which dissociates in the fermentation medium, or in the aqueous phase of a biphasic fermentation medium, to form free ions. Also provided is a method and composition for recovering butanol from a fermentation medium.
    Type: Grant
    Filed: November 23, 2010
    Date of Patent: December 31, 2013
    Assignee: Butamax Advanced Biofuels LLC
    Inventors: Michael Charles Grady, Ranjan Patnaik
  • Patent number: 8580038
    Abstract: The present invention provides a process for the purification and concentration of a partially water-soluble organic product from a source containing the same at concentration C0, which process comprises the steps of: (i) concentrating said product by means of a resin to form a first aqueous solution at concentration of C1; and (ii) fractionating an aqueous solution by temperature adjustment to form a second aqueous solution and a third aqueous solution with concentrations C2 and C3, respectively, wherein C2>C3 and C2>C1>C0.
    Type: Grant
    Filed: September 18, 2008
    Date of Patent: November 12, 2013
    Assignee: Asher Vitner Ltd.
    Inventor: Asher Vitner
  • Patent number: 8575405
    Abstract: 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: Grant
    Filed: August 3, 2011
    Date of Patent: November 5, 2013
    Assignee: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, Lincoln Sarager, R. Jay Warner, Radmila Jevtic, Victor J. Johnston
  • Patent number: 8569552
    Abstract: A process for recovering butanol from a mixture comprising a water-immiscible organic extractant, water, butanol, and optionally a non-condensable gas, is provided. The butanol is selected from 1-butanol, 2-butanol, isobutanol, and mixtures thereof. An overhead stream from a first distillation column is condensed to recover a mixed condensate. An entrainer is added to at least one appropriate process stream or vessel such that the mixed condensate comprises sufficient entrainer to provide phase separation of the organic and the aqueous phases to provide for recovery of the butanol.
    Type: Grant
    Filed: September 12, 2012
    Date of Patent: October 29, 2013
    Assignee: Butamax Advanced Biofuels LLC
    Inventors: Michael Charles Grady, William D Parten, Bruce M Vrana, Yihui Tom Xu, Joseph J Zaher
  • Publication number: 20130281720
    Abstract: The invention provides a method to extract organic compounds from aqueous mixtures, using a specially selected organic compound as an extraction liquid. The method can be applied to remove compounds such as acetic acid or ethanol from complex aqueous mixtures, including fermentation reactions or broths, and can be used for in situ extraction of products or by-products from a fermentation reaction. Some suitable extraction liquids for use in these methods include diethylene glycol dibutyl ether, tripropionin, and di(ethylene glycol) diisobutyl ether.
    Type: Application
    Filed: August 22, 2011
    Publication date: October 24, 2013
    Applicants: BP CORPORATION NORTH AMERICA INC, THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventors: Amit A. Gokhale, Sasisanker Padmanabhan, Christopher Roberge
  • Patent number: 8563788
    Abstract: A process for recovering butanol from a mixture comprising a water-immiscible organic extractant, water, butanol, and optionally a non-condensable gas, is provided. The butanol is selected from 1-butanol, 2-butanol, isobutanol, and mixtures thereof. The extractant comprises at least one solvent selected from the group consisting of C7 to C22 fatty alcohols, C7 to C22 fatty acids, esters of C7 to C22 fatty acids, C7 to C22 fatty aldehydes, and mixtures thereof.
    Type: Grant
    Filed: September 12, 2012
    Date of Patent: October 22, 2013
    Assignee: Butamax Advanced Biofuels LLC
    Inventors: Michael Charles Grady, William D Parten, Bruce M Vrana, Yihui Tom Xu, Joseph J Zaher
  • Patent number: 8558037
    Abstract: A method of producing butanol, which has a step of removing impurities contained in a butanol-containing solution, is provided. In the method, a butanol-containing solution is filtered through a nanofiltration membrane. Then the butanol-containing solution is collected from the permeate flow of the nanofiltration membrane.
    Type: Grant
    Filed: March 30, 2011
    Date of Patent: October 15, 2013
    Assignee: Toray Industries, Inc.
    Inventors: Izumi Morita, Masateru Ito, Hideki Sawai, Shinichi Minegishi, Katsushige Yamada, Kenji Kawamura
  • Patent number: 8558034
    Abstract: 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: Grant
    Filed: August 3, 2011
    Date of Patent: October 15, 2013
    Assignee: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, Lincoln Sarager, R. Jay Warner, Victor J. Johnston
  • Patent number: 8552224
    Abstract: 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: Grant
    Filed: November 5, 2010
    Date of Patent: October 8, 2013
    Assignee: Celanese International Corporation
    Inventors: Trinity Horton, Radmila Jevtic, Victor J. Johnston, Tianshu Pan, R. Jay Warner, Heiko Weiner, Nathan Bower, Josefina T. Chapman, Gerald Grusendorf
  • Patent number: 8546622
    Abstract: 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: Grant
    Filed: October 25, 2010
    Date of Patent: October 1, 2013
    Assignee: Celanese International Corporation
    Inventors: Radmila Jevtic, Victor J. Johnston, R. Jay Warner, Heiko Weiner
  • Patent number: 8481792
    Abstract: To reduce acetal and/or ester 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, ethyl acetate and one or more acetals, such as diethyl acetal. The acetal and/or ester concentration may be reduced thus reducing the need to separate acetal and/or ester from the crude product.
    Type: Grant
    Filed: August 3, 2011
    Date of Patent: July 9, 2013
    Assignee: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, Lincoln Sarager, Victor J. Johnston
  • Patent number: 8455703
    Abstract: The invention relates to a method for the liquid-liquid extraction of alcohols from aqueous solutions using at least one ionic liquid containing a tetra-cyanoborate anion as solvent.
    Type: Grant
    Filed: May 15, 2009
    Date of Patent: June 4, 2013
    Assignee: Merck Patent GmbH
    Inventors: William-Robert Pitner, Michael Schulte, Andrzej Górak, Francesca Santangelo, Annebart Engberg Wentink
  • Patent number: 8440869
    Abstract: The invention relates to a method for the liquid-liquid extraction of alcohols from aqueous solutions using at least one ionic liquid containing a tricyanomethide anion as solvent.
    Type: Grant
    Filed: May 28, 2009
    Date of Patent: May 14, 2013
    Assignee: Merck Patent GmbH
    Inventors: William-Robert Pitner, Emil Ferdinand Aust, Michael Schulte, Uschi Schmid-Grossmann
  • Patent number: 8440866
    Abstract: A process for operating a distillation column to separate an ethanol mixture comprising ethanol and acetic acid where the recovered ethanol comprises less than 700 wppm acetic acid. The operating conditions for the column may vary depending on the fed composition. In particular the process provides energy efficient recovery of ethanol with low concentration acetic acid.
    Type: Grant
    Filed: August 3, 2011
    Date of Patent: May 14, 2013
    Assignee: Celanese International Corporation
    Inventors: Adam Orosco, Manuel Salado, Lincoln Sarager, R. Jay Warner, Trinity Horton, Victor J. Johnston, David Lee
  • Publication number: 20130109891
    Abstract: A process for recovering ethanol obtained from the hydrogenation of acetic acid. The crude ethanol product is separated in a column to produce a distillate stream comprising acetaldehyde and ethyl acetate and a residue stream comprising ethanol, acetic acid, ethyl acetate and water. Unreacted acetic acid can be reduced or removed through configurations of esterification secondary reactors. The ethanol product is recovered from the residue stream.
    Type: Application
    Filed: April 26, 2012
    Publication date: May 2, 2013
    Applicant: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, Claudio Ribeiro, R. Jay Warner, Robert Alan Deck, Emily Duff, Victor J. Johnston
  • Patent number: 8399719
    Abstract: 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: Grant
    Filed: July 5, 2012
    Date of Patent: March 19, 2013
    Assignee: Celanese International Corporation
    Inventors: Trinity Horton, Radmila Jevtic, Victor J. Johnston, Lincoln Sarager, R. Jay Warner, Heiko Weiner
  • Publication number: 20130041187
    Abstract: Highly pure butanol can be produced by a method for producing butanol, the method comprising: Step A, wherein a butanol-containing solution is filtered through a nanofiltration membrane and a butanol-containing solution is recovered from the permeate side; Step B, wherein the butanol-containing solution obtained in Step A is passed through a reverse osmosis membrane and thereby concentrated to cause two-phase separation into a butanol phase and an aqueous phase; and Step C, wherein butanol is recovered from the butanol phase obtained in Step B.
    Type: Application
    Filed: March 16, 2011
    Publication date: February 14, 2013
    Applicant: TORAY INDUSTRIES, INC.
    Inventors: Masateru Ito, Izumi Morita, Shinichi Yamane, Katsushige Yamada
  • Patent number: 8373009
    Abstract: A process for recovering butanol from a mixture comprising a water-immiscible organic extractant, water, butanol, and optionally a non-condensable gas, is provided. The butanol is selected from 1-butanol, 2-butanol, isobutanol, and mixtures thereof. The extractant comprises at least one solvent selected from the group consisting of C7 to C22 fatty alcohols, C7 to C22 fatty acids, esters of C7 to C22 fatty acids, C7 to C22 fatty aldehydes, and mixtures thereof.
    Type: Grant
    Filed: November 18, 2010
    Date of Patent: February 12, 2013
    Assignee: Butamax (TM) Advanced Biofuels LLC
    Inventors: Michael Charles Grady, William D. Parten, Bruce Vrana, Yihui Tom Xu, Joseph J. Zaher
  • Patent number: 8373008
    Abstract: A process for recovering butanol from a mixture comprising a water-immiscible organic extractant, water, butanol, and optionally a non-condensable gas, is provided. The butanol is selected from 1-butanol, 2-butanol, isobutanol, and mixtures thereof. An overhead stream from a first distillation column is condensed to recover a mixed condensate. An entrainer is added to at least one appropriate process stream or vessel such that the mixed condensate comprises sufficient entrainer to provide phase separation of the organic and the aqueous phases to provide for recovery of the butanol.
    Type: Grant
    Filed: November 18, 2010
    Date of Patent: February 12, 2013
    Assignee: Butamax (TM) Advanced Biofuels LLC
    Inventors: Michael Charles Grady, William D. Parten, Bruce Vrana, Yihui Tom Xu, Joseph J. Zaher
  • Patent number: 8344189
    Abstract: A method for recovery of fuel-grade ethanol from dilute aqueous ethanol feed in a continuous or batch-wise process includes providing a feed tank containing a dilute aqueous ethanol liquid phase and a vapor phase, removing a portion of the vapor phase from the tank and circulating it through a membrane contactor having an inner lumen and an outer shell, recovering from the membrane contactor a feed phase substantially reduced in ethanol and a solvent phase substantially enriched in ethanol, separating an enriched ethanol phase from the solvent phase, and removing a substantial amount of water from the enriched ethanol phase to produce a fuel-grade ethanol stream. A Venturi nozzle may be used in lieu of the membrane contactor.
    Type: Grant
    Filed: September 7, 2007
    Date of Patent: January 1, 2013
    Assignee: Trans Ionics Corporation
    Inventor: Robert C. Schucker
  • Patent number: 8318988
    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 remove acetal impurities.
    Type: Grant
    Filed: September 24, 2010
    Date of Patent: November 27, 2012
    Assignee: Celanese International Corporation
    Inventors: Victor J. Johnston, Josefina T. Chapman, Radmila Jevtic, Heiko Weiner, Tianshu Pan, R. Jay Warner, Gerald Grusendorf, Nathan Bower, Lincoln M. Sarager
  • Patent number: 8314272
    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 remove impurities.
    Type: Grant
    Filed: October 6, 2011
    Date of Patent: November 20, 2012
    Assignee: Celanese International Corporation
    Inventors: Lincoln Sarager, R. Jay Warner, Josefina T. Chapman, Robert Cunningham, Trinity Horton, Radmila Jevtic, Victor J. Johnston, Tianshu Pan
  • Patent number: 8309773
    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 remove impurities.
    Type: Grant
    Filed: August 6, 2010
    Date of Patent: November 13, 2012
    Assignee: Calanese International Corporation
    Inventors: Radmila Jevtic, Victor J. Johnston, Tianshu Pan, Lincoln Sarager, R. Jay Warner, Heiko Weiner, Josefina Chapman, Robert Cunningham, Gerald Grusendorf, Trinity Horton
  • Patent number: 8304586
    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: August 6, 2010
    Date of Patent: November 6, 2012
    Assignee: Celanese International Corporation
    Inventors: Radmila Jevtic, Victor J. Johnston, R. Jay Warner, Heiko Weiner, Nathan Bower, Josefina T. Chapman, Gerald Grusendorf