Purification Or Recovery Patents (Class 568/913)
  • Publication number: 20140187824
    Abstract: An oxygenate to olefins (OTO) process, comprising the steps of: (i) purifying an oxygenate feedstream comprising one or more ionic contaminants by contacting the feedstream with a membrane, resulting in the formation of a retentate and a permeate separated by the membrane, which permeate is a purified oxygenate stream which contains a lower ionic contaminant concentration than the original oxygenate feedstream; (ii) introducing the purified oxygenate stream into an oxygenate to olefins reaction zone; and (iii) contacting the purified oxygenate stream with a molecular sieve catalyst in the oxygenate to olefins reaction zone to form a product stream comprising olefins.
    Type: Application
    Filed: December 20, 2013
    Publication date: July 3, 2014
    Applicant: Shell Oil Company
    Inventors: Sivakumar SADASIVAN VIJAYAKUMARI, Jeroen VAN WESTRENEN
  • Patent number: 8764946
    Abstract: Disclosed is a dividing wall distillation column for producing high-purity 2-ethyl hexanol that includes a condenser, a reboiler and a main column having a dividing wall, where the main column is divided into a column-top zone, an upper feed zone, an upper outflow zone, a lower feed zone, a lower outflow zone and a column-bottom zone, a raw material flows in a middle inflow plate in which the upper feed zone and the lower feed zone come in contact with each other, a low boiling point component flows out from the column-top zone, a high boiling point component flows out from the column-bottom zone, and a middle boiling point component flows out through a middle outflow plate in which the upper outflow zone and the lower outflow zone come in contact with each other, and the middle boiling point component is 2-ethyl hexanol.
    Type: Grant
    Filed: March 19, 2010
    Date of Patent: July 1, 2014
    Assignee: LG Chem, Ltd.
    Inventors: Sung Kyu Lee, Jong Ku Lee, Joon Ho Shin
  • Patent number: 8765824
    Abstract: The present invention is directed to a membrane for ethanol and aromatics separation that is stable in an alcohol containing environment. The membrane is a polyether epoxy resin having an aliphatic substituted epoxide. The invention also teaches a method to control the flux and selectivity of the membrane.
    Type: Grant
    Filed: April 13, 2012
    Date of Patent: July 1, 2014
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Timothy D. Shaffer, Man Kit Ng, David T. Ferrughelli, George Skic, Randall D. Partridge
  • 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
  • Publication number: 20140155658
    Abstract: The present invention provides a method for desorbing and regenerating a butanol-adsorbing hydrophobic macroporous polymer adsorbent, comprising: successively eluting the hydrophobic macroporous polymer adsorbent with butanol adsorbed therein using a water soluble low-boiling-point polar solvent and water. After a butanol-containing solution, such as a butanol fermentation liquor, has been adsorbed by a hydrophobic macroporous polymer adsorbent, the butanol adsorbed in the adsorbent can be thoroughly dissolved and removed by the desorption and regeneration method of the present invention; furthermore, the adsorbent can be directly regenerated to recover its adsorption capability on a fixed bed adsorbing the butanol fermentation liquor, wherein the next stage of adsorption process can be directly entered without taking the adsorbent out from the fixed bed; therefore it saves a great deal of time and improves the regeneration efficiency.
    Type: Application
    Filed: July 5, 2011
    Publication date: June 5, 2014
    Inventors: Hanjie Ying, Xiaoqing Lin, Jianshen Fan, Jinglan Wu, Yong Chen, Xiaochun Chen, Jinglin Xie, Jian Xiong, Jianxin Bai
  • Publication number: 20140141480
    Abstract: Mixtures of ethanol and water are dehydrated using starch pearls to adsorb and remove water. Vapor-phase adsorption equilibrium capacities of cassava starch pellets (tapioca pearls) having different particle sizes are disclosed, and tapioca pearl particles are shown to be surprisingly more effective for dehydrating 88 to 97% w/w feed ethanol than corn grits. The adsorption equilibrium curve and BET surface area measurement show that the adsorption capacity of tapioca pearls is a function of surface area available to water molecules. SEM images demonstrate that the particle architecture required for the adsorption and dehydration properties is that of a core-shell configuration with pre-gel starch acting as a central scaffold holding together other particles to the outer layer of the particle. The outer surface area of the pearls, populated with dry starch granules, is the main factor determining the adsorption capacity of the pearls.
    Type: Application
    Filed: August 14, 2013
    Publication date: May 22, 2014
    Applicants: Archer Daniels Midland Company, Purdue Research Foundation
    Inventors: Youngmi Kim, Richard L. Hendrickson, Nathan Mosier, Michael R. Ladisch, Ahmad K. Hilaly
  • Publication number: 20140142352
    Abstract: Provided herein are processes for adjusting a fermentation medium to reduce the activity of one or more carboxylic acids. The processes comprise (a) providing a recombinant microorganism comprising an engineered butanol biosynthetic pathway, (b) contacting the recombinant microorganism with a fermentation medium whereby butanol is produced and wherein the fermentation medium comprises one or more carboxylic acids, and (c) adjusting the fermentation medium to reduce the activity of the one or more carboxylic acids. Also provided are processes for reducing the activity of one or more carboxylic acids in a feed. The processes comprise (a) providing a feed from a fermentation vessel, wherein the feed comprises a composition produced by a recombinant microorganism comprising an engineered butanol biosynthetic pathway, wherein the composition comprises butanol, water, and one or more carboxylic acids; and (b) adjusting the feed, wherein adjusting the feed reduces the activity of the one or more carboxylic acids.
    Type: Application
    Filed: November 20, 2013
    Publication date: May 22, 2014
    Applicant: BUTAMAX ADVANCED BIOFUELS LLC
    Inventors: MICHAEL DAUNER, Robert Dicosimo, Steven D. Doig, Adam David Henry, Joseph J. Zaher
  • 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
  • Patent number: 8704016
    Abstract: Disclosed is an improved SMB process incorporating novel regeneration steps for the separation of ethanol associated oxygenates such as butanediol from a dilute mixture of ethanol and associated oxygenates in water in the presence of organic compounds derived from a biofermentation process. Applicant discovered that increasing the number of raffinate streams alone or in combination with a hot regeneration zone within the SMB cycle can significantly reduce the capital and operating costs associated with the incorporation of the SMB process in a complex for the production of ethanol and butanediol from biofermentation effluent. The process is useful for removing water from dilute aqueous mixtures of organic compounds comprising ethanol in dilute concentration in water and produced by fermentation, biomass extraction, biocatalytic and enzymatic processes which are not economically recoverable by conventional distillation methods.
    Type: Grant
    Filed: March 15, 2013
    Date of Patent: April 22, 2014
    Assignee: OROCHEM Technologies, Inc.
    Inventors: Deepak Sharma, Rahul K. Keswani, Wahab Mahmood, Asha A. Oroskar
  • Publication number: 20140107353
    Abstract: The present invention provides methods, reactor systems, and catalysts for converting in a continuous process biomass to less complex oxygenated compounds for use in downstream processes to produce biofuels and chemicals. The invention includes methods of converting the components of biomass, such as hemicellulose, cellulose and lignin, to water-soluble materials, including lignocellulosic derivatives, cellulosic derivatives, hemicellulosic derivatives, carbohydrates, starches, polysaccharides, disaccharides, monosaccharides, sugars, sugar alcohols, alditols, polyols, diols, alcohols, ketones, cyclic ethers, esters, carboxylic acids, aldehydes, and mixtures thereof, using hydrogen and a heterogeneous liquefaction catalyst.
    Type: Application
    Filed: December 19, 2013
    Publication date: April 17, 2014
    Applicant: Virent, Inc.
    Inventors: Ming Qiao, Randy D. Cortright, John Kania, Elizabeth Woods
  • Patent number: 8697920
    Abstract: The invention concerns a process for desulphurizing a feed comprising oxygen-containing compounds, hydrocarbon-containing compounds and organic sulphur-containing compounds, by capturing sulphur on a capture mass comprising iron oxides or zinc oxides and more than 20% by weight of zinc ferrite. The process is operated in the presence of hydrogen at a temperature in the range 200° C. to 400° C.
    Type: Grant
    Filed: October 9, 2009
    Date of Patent: April 15, 2014
    Assignee: IFP Energies Nouvelles
    Inventors: Arnaud Baudot, Thierry Huard, Michel Thomas
  • Patent number: 8686200
    Abstract: 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: Grant
    Filed: April 26, 2011
    Date of Patent: April 1, 2014
    Assignee: Celanese International Corporation
    Inventors: David Lee, Fred Ronald Olsson, Adam Orosco, Nathan Powell, Manuel Salado, Lincoln Sarager, R. Jay Warner, Trinity Horton, Radmila Jevtic, Victor J. Johnston
  • Publication number: 20140073820
    Abstract: The present invention relates to the fermentative production of alcohols including ethanol and butanol, and processes for improving alcohol fermentation employing in situ product removal methods.
    Type: Application
    Filed: March 14, 2013
    Publication date: March 13, 2014
    Applicant: BUTAMAX(TM) ADVANCED BIOFUELS LLC
    Inventors: STEPHANE FRANCOIS BAZZANA, JAMES TIMOTHY CRONIN, MICHAEL CHARLES CRADY, DAVID J. LOWE, BRIAN MICHAEL ROESCH, JOSEPH J. ZAHER, RAYMOND RICHARD ZOLANDZ
  • Publication number: 20140073021
    Abstract: The present invention relates to the production of fermentation products such as alcohols including ethanol and butanol, and processes employing in situ product removal methods.
    Type: Application
    Filed: September 12, 2013
    Publication date: March 13, 2014
    Applicant: BUTAMAX ADVANCED BIOFUELS LLC
    Inventors: STEPHANE FRANCOIS BAZZANA, ADAM BERNFELD, KEITH H. BURLEW, JAMES TIMOTHY CRONIN, MICHAEL CHARLES GRADY, BRIAN MICHAEL ROESCH, JOSEPH J. ZAHER, RAYMOND RICHARD ZOLANDZ
  • Publication number: 20140066668
    Abstract: Methods and apparatus for processing glycol according to various aspects of the present technology comprise a multi-stage treatment system that is configured to receive a feedstock from multiple waste stream sources containing glycol. A pre-treatment stage may be configured to process the incoming the feedstock and provide to a primary treatment stage a water/glycol solution that is substantially identical and allows for a primary treatment process that is not dependent upon the originating source of the glycol feedstock. A post-treatment stage may further process and purify the water/glycol solution.
    Type: Application
    Filed: March 15, 2013
    Publication date: March 6, 2014
    Inventors: John d'Arc Lorenz, II, Richard S. Geib
  • Publication number: 20140066525
    Abstract: Mixed alcohols are produced from syngas. The syngas is provided to a catalyst in a reactor at selected temperatures and pressures. Reactive products, including mixed alcohols, are removed from the reactor. Non-reactive components are removed from the mixed alcohols of their reaction products. At least part of the non-reactive components are reintroduced in the reactor along with syngas. The non-reactive components are a solvent or a super critical fluid. The non-reactive components can be reintroduced into the reactor with reactive components such as methanol or CO2.
    Type: Application
    Filed: February 26, 2013
    Publication date: March 6, 2014
    Inventors: Peter J. Tijm, Faisal Baksh
  • Patent number: 8658845
    Abstract: Disclosed is a process and an adsorbent for the separation of ethanol associated oxygenates from a dilute mixture of ethanol and associated oxygenates in water in the presence of organic compounds derived from a biofermentation process. After pretreatment, the separation is carried out in a simulated moving bed adsorption system employing an stationary phase adsorbent comprising fluorinated carbon or modified C18 silica gel selective for the adsorption of ethanol and associated oxygenates, such as 2,3-butanediol, with a mobile phase desorbent selected from the group consisting of methanol, ethanol, propanol, and methyl tertiary butyl ether. The process is useful for removing water from dilute aqueous mixtures of organic compounds comprising ethanol in dilute concentration in water and produced by fermentation, biomass extraction, biocatalytic and enzymatic processes which are not economically recoverable by conventional distillation methods.
    Type: Grant
    Filed: May 23, 2012
    Date of Patent: February 25, 2014
    Assignee: Orochem Technologies, Inc.
    Inventors: Anil R. Oroskar, Deepak Sharma, David W. House, Alice M. Havill
  • Patent number: 8652304
    Abstract: The present invention is directed to an enhanced process for separating dissolved and suspended solids from valuable or harmful liquids and more particularly to improving the operational aspects and separation efficiency of treating certain water miscible fluids including those used for oil and gas processing such as glycols, as well as automobile and aircraft fluids, that have become contaminated with dissolved and/or suspended solid matter.
    Type: Grant
    Filed: June 15, 2009
    Date of Patent: February 18, 2014
    Assignees: Prime Services Trustee Limited, VBW Trustees No. 2 Limited
    Inventor: Craig Nazzer
  • 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
  • Publication number: 20140045236
    Abstract: The present invention relates to separation of desired target products from biological, plant, and waste-type material, wherein the desired target products include renewable fuels such as ethanol, biobutanol, and biodiesel, wherein the separation is conducted with a cross-flow filtration system having the ability to separate desired products from both non-viscous and viscous medium.
    Type: Application
    Filed: February 21, 2012
    Publication date: February 13, 2014
    Applicant: SMARTFLOW TECHNOLOGIES, INC.
    Inventors: Todd Benson, Kim Davis, Jason Bell, James Kacmar
  • 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
  • Patent number: 8604255
    Abstract: 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: Grant
    Filed: April 1, 2011
    Date of Patent: December 10, 2013
    Assignee: Celanese International Corporation
    Inventors: Lincoln Sarager, Al Amleh, Trinity Horton, Radmila Jevtic, Victor J. Johnston
  • Publication number: 20130317259
    Abstract: Embodiments of the present invention provide for production and recovery of ethanol or other volatile organic compounds, such as acetic acid, from solid biomass material. One embodiment comprises introducing a biomass material to a compartment of a solventless recovery system, wherein the biomass material contains one or more volatile organic compounds; contacting the biomass material with a superheated vapor stream in the compartment to vaporize at least a portion of an initial liquid content in the biomass material, said superheated vapor stream comprising at least one volatile organic compound; separating a vapor component and a solid component from the heated biomass material, said vapor component comprising at least one volatile organic compound; and retaining at least a portion of the gas component for use as part of the superheated vapor stream.
    Type: Application
    Filed: May 16, 2013
    Publication date: November 28, 2013
    Applicant: SHELL OIL COMPANY
    Inventors: Corey William RADTKE, Phillip Guy Hamilton, Keith Michael Kreitman
  • Patent number: 8586802
    Abstract: A process and apparatus for recovering dichlorohydrins from a mixture comprising dichlorohydrins, one or more compounds selected from esters of dichlorohydrins, monochlorohydrins and/or esters thereof, and multihydroxylated-aliphatic hydrocarbon compounds and/or esters thereof, and optionally one or more substances comprising water, chlorinating agents, catalysts and/or esters of catalysts is disclosed. The mixture is distilled or fractionated to separate a lower boiling fraction comprising dichlorohydrin(s) from the mixture to form a higher boiling fraction comprising the residue of the distillation or fractionation. The higher boiling fraction is distilled or fractionated to separate remaining dichlorohydrin(s) from the above mixture to form an even higher boiling fraction comprising the residue of the distillation or fractionation. At least some of the lower boiling fraction and the dichlorohydrin(s) are recovered.
    Type: Grant
    Filed: March 18, 2009
    Date of Patent: November 19, 2013
    Inventors: Bruce D. Hook, Andrei Merenov, Dan Tirtowidjojo
  • 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: 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
  • 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
  • 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
  • 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
  • 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
  • Publication number: 20130217926
    Abstract: A method of forming a composite membrane (104) comprising particles of a filler material (110) in a polymer matrix (114) is described. In an example, the method includes the steps of: providing a support surface (100); applying particles of filler material onto the support surface to form an array of particles (110) and interspaces (112) between the particles; and applying matrix material to the filler material on the support surface such that matrix material (114) is applied in interspaces. By applying the particles to the surface, followed by the application of the matrix material, in some examples a more desirable distribution of the particles in the final membrane may be achieved.
    Type: Application
    Filed: June 25, 2010
    Publication date: August 22, 2013
    Inventors: Yanshuo Li, Xinlei Liu, Weishen Yang
  • 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
  • Publication number: 20130204051
    Abstract: The invention relates to a method and an apparatus for dewatering mixture of ethanol and water. The method for dewatering mixture of ethanol and water in a pervaporation process arranged to dewater ethanol, to the retentate, from water as enriched to the permeate. In the method at least one of the streams of the permeate that is about to be cooled, before the entry of the stream into a vaporizer (2) arranged to vaporize at least partly once processed ethanol-water mixture by the pervaporation process, or another permeate stream upstream of pervaporation unit, is taken (HEXI) in the cooling phase of said at least one of the streams of the permeate, so that said heat taken is at least partly directed as secondary energy into the use for heating of the mixture of the ethanol and the water that is entering into the pervaporation unit, which is arranged to dewater the mixture of the ethanol and water by pervaporation.
    Type: Application
    Filed: February 15, 2011
    Publication date: August 8, 2013
    Applicant: STI Biofuels OY
    Inventor: Antti Pasanen
  • Publication number: 20130197279
    Abstract: A process for removal of water and other selected containments from butanol fermentation broths which is achieved by continuous extraction with a concentrated salt solution with a regulated pH value. This process greatly reduces distillation energy and losses for the final purification of butanol (normal or iso-). Furthermore, this process allows for generation of sufficiently pure biobutanol (>97%) for use in a subsequent chemical process.
    Type: Application
    Filed: March 29, 2012
    Publication date: August 1, 2013
    Inventor: Michael E. Wright
  • Publication number: 20130184503
    Abstract: The invention relates to a membrane having a pore-free separating laye including a polymer mixture for separating simple alcohols and water fr their mixtures with other organic fluids by means of pervaporation or vapor permeation. In accordance with the invention, the polymer mixtu is composed of at least two polymer components which are taken from t group of polymer components which includes of the following polymer components: Polyvinyl alcohol, other polymers such as poly N-N-dimethylaminoethyl methacrylate (poly DMAEMA), a copolymer of DMAEMA and N-vinyl pyrrolidone (NVP) or of DMAEMA and N-vinyl caprolactam (NVCL), a terpolymer of DMAE, NVP and NVCL or of vinyl acetate ethylene vinyl chloride or from vinyl chloride ethylene acrylic es or from vinyl acetate vinyl chloride acrylic ester. The invention further relates to the use and to a method for manufacturing a membrane in accordance with the invention.
    Type: Application
    Filed: July 6, 2011
    Publication date: July 18, 2013
    Applicant: SULZER CHEMTECH AG
    Inventors: Michael Frania, Andreas Huebner, Eva Maus
  • 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: 8471077
    Abstract: A process and apparatus is disclosed for recovering dichlorohydrins from a hydrochlorination reactor effluent stream comprising dichlorohydrins, one or more compounds selected from esters of dichlorohydrins, monochlorohydrins and/or esters thereof, and multihydroxylated-aliphatic hydrocarbon compounds and/or esters thereof, and optionally one or more substances comprising water, chlorinating agents, catalysts and/or esters of catalysts. The reactor effluent stream is distilled to produce a dichlorohydrin-rich vapor phase effluent stream. The dichlorohydrin-rich vapor phase effluent stream is cooled and condensed in two unit operations conducted at two different temperatures and a portion of the liquid phase effluent stream produced by the first unit operation is recycled to the distillation step for reflux. Product streams produced by the process and apparatus are suitable for further processing in a further unit operation, such as dehydrochlorination.
    Type: Grant
    Filed: March 18, 2009
    Date of Patent: June 25, 2013
    Assignee: Dow Global Technologies LLC
    Inventor: Anil Mehta
  • Patent number: 8461399
    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: April 26, 2011
    Date of Patent: June 11, 2013
    Assignee: Celanese International Corporation
    Inventors: David Lee, Adam Orosco, Lincoln Sarager, R. Jay Warner, Trinity Horton, Radmila Jevtic, 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: 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
  • 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: 8440765
    Abstract: The present invention relates to copolymer compositions for alcohol-selective membranes and methods of selectively separating an alcohol such as ethanol from an aqueous solution using such membranes. The copolymer compositions may be block copolymers of polystyrene-polybutadiene-polystyrene (hereafter “SBS”) having cylindrical morphologies; graft diblock copolymers synthesized by ring-opening metathesis polymerization of two cycloalkene monomers, wherein at least one of the cycloalkene monomers is substituted with one or more polydialkylsiloxane groups; or triblock copolymers comprising a middle block comprising a polymerized cycloalkene monomer and two end groups. The synthesized graft and triblock copolymer compositions may have a spherical, lamellar, cylindrical, double diamond, or gyroid morphologies. The copolymer compositions may contain a structural block that imparts essential mechanical properties to the membrane (e.g., polystyrene) and may also contain an alcohol transporting block (e.g.
    Type: Grant
    Filed: March 10, 2011
    Date of Patent: May 14, 2013
    Assignee: The Regents of the University of California
    Inventors: Nitash P. Balsara, Ashish K. Jha, Liang Chen
  • 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: 20130066119
    Abstract: Method and apparatus for separating a liquid reaction product from a gaseous stream in a catalytic reactor by means of a metallic sheet being indirectly cooled by a cooling surface and having a plurality of percolations in form of geometric-shaped protrusions on both sides of the sheet each with an open base, the open base is on the side of the sheet facing a catalyst bed are arranged upwards and on the side facing the cooling surface the open base faces downwards.
    Type: Application
    Filed: June 17, 2010
    Publication date: March 14, 2013
    Applicant: HALDOR TOPSOE A/S
    Inventor: Max Thorhauge
  • 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