Acid Patents (Class 203/61)
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Patent number: 11767494Abstract: The present application provides binary azeotrope or azeotrope-like compositions comprising perfluoroheptene and an additional component, wherein the additional component is present in the composition in an amount effective to form an azeotrope composition or azeotrope-like composition with the perfluoroheptene. Methods of using the compositions provided herein in cleaning and carrier fluid applications are also provided.Type: GrantFiled: May 1, 2019Date of Patent: September 26, 2023Assignee: THE CHEMOURS COMPANY FC, LLCInventor: Harrison K. Musyimi
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Patent number: 9233902Abstract: Process for removing acetone from a stream including acetone (A), methyl acetate (MA) and methyl iodide (MI), by (a) introducing the stream into a first distillation zone (FDZ); (b) introducing acetic acid (AA) into the FDZ, by adding AA to the stream or by introducing AA to the FDZ at or above the introduction point of the stream, or a combination thereof; (c) removing from the FDZ an overhead stream including MI and a bottoms stream containing A, MA, AA, and a reduced amount of MI; (d) introducing the bottoms stream into a second distillation zone (SDZ); (e) removing from the SDZ an overhead stream containing MA and MI and a bottoms stream containing A, MA and AA; (f) introducing the bottoms stream from (e) into a third distillation zone (TDZ); removing from the TDZ an overhead stream containing MA and A and a bottoms stream containing MA and AA.Type: GrantFiled: December 23, 2009Date of Patent: January 12, 2016Assignee: BP CHEMICALS LIMITEDInventors: Sean Anthony Hennigan, David Edward George Jeffers, Martin John Sellers, Stephen James Smith, Peter John Wilson
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Patent number: 9028654Abstract: Disclosed herein is a system comprising an evaporation unit comprising a first heat exchanger in fluid communication with a second heat exchanger; where the first heat exchanger is operative to heat an effluent stream comprising an amine solvent and/or amine byproducts and water and to discharge the effluent stream to the second heat exchanger; where the second heat exchanger is operative to convert the effluent stream into a distillate stream and a concentrate stream; and a reverse osmosis unit in fluid communication with the evaporation unit; where the reverse osmosis unit comprises a first reverse osmosis unit that is operative to receive the distillate stream and to separate water from byproducts of the amine solvent such that the water has a purity of greater than 95%, based on the weight of the distillate stream.Type: GrantFiled: February 29, 2012Date of Patent: May 12, 2015Assignee: ALSTOM Technology LtdInventors: Bjoern Ungerer, Christoph Weingaertner, Hans-Peter Dornik
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Patent number: 8968522Abstract: A process for recovering butanol from a mixture of a water-immiscible organic extractant, water, butanol, and optionally a noncondensable gas, is provided. The butanol is selected from 1-butanol, isobutanol, and mixtures thereof An overhead stream from a first distillation column is decanted into two liquid phases. The wet butanol phase is returned to the first distillation column as reflux. A bottom stream from the first distillation column is refined in a second distillation column to obtain a second overhead stream and a second bottoms stream. The extractant may be 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: GrantFiled: July 13, 2010Date of Patent: March 3, 2015Assignee: Butamax Advanced Biofuels LLCInventors: Yihui Tom Xu, William D. Parten
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Patent number: 8968523Abstract: A process for recovering butanol from a mixture of a water-immiscible organic extractant, water, butanol, and optionally a non-condensable gas, is provided. The butanol is selected from 1-butanol, isobutanol, and mixtures thereof. An overhead stream from a first distillation column is decanted into two liquid phases. The wet butanol phase is refined in a second distillation column; the aqueous phase is returned to the first distillation column. A portion of the wet butanol phase from the decanter is also returned to the first distillation column. The extractant may be 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: GrantFiled: July 13, 2010Date of Patent: March 3, 2015Assignee: Butamax Advanced Biofuels LLCInventors: Yihui Tom Xu, William D. Parten
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Publication number: 20140374235Abstract: Embodiments of the invention are directed toward a novel pressurized vapor cycle for distilling liquids. In an embodiment of the invention, a liquid purification system is revealed, including the elements of an input for receiving untreated liquid, a vaporizer coupled to the input for transforming the liquid to vapor, a head chamber for collecting the vapor, a vapor pump with an internal drive shaft and an eccentric rotor with a rotatable housing for compressing vapor, a condenser in communication with the vapor pump for transforming the compressed vapor into a distilled product, and an electric motor with motor rotor and magnets hermetically sealed within the fluid pressure boundary of the distillation system.Type: ApplicationFiled: September 8, 2014Publication date: December 25, 2014Inventors: Jason A. Demers, Scott A. Leonard, Kingston Owens
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Patent number: 8906204Abstract: Systems and methods for separating an alcohol, and in particular butanol, from a fermented feed and concentrating thin stillage into syrup includes operation of one or more alcohol recovery distillation columns using the heat supplied by steam generated from concentration of the thin stillage in a multi-train, multi-effect evaporation system.Type: GrantFiled: December 20, 2010Date of Patent: December 9, 2014Assignee: Butamax Advanced Biofuels LLCInventor: Yihui Tom Xu
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Patent number: 8585870Abstract: A process for co-manufacture of acrylonitrile and hydrogen cyanide comprises combining a stream comprising hydrogen cyanide and an acrylonitrile reactor product stream, to produce a combined product stream, having a ratio of acrylonitrile to hydrogen cyanide of about 9 to 1 or less, which can be varied; and treating the combined product stream in a recovery/purification system of acrylonitrile process wherein pH is controlled by addition of an acid to prevent HCN polymerization. The ratio of acrylonitrile to hydrogen cyanide is generally between 2 to 1 and 9 to 1. The stream comprising hydrogen cyanide is advantageously a hydrogen cyanide product stream from a hydrogen cyanide synthesis reactor.Type: GrantFiled: March 5, 2008Date of Patent: November 19, 2013Assignee: E I du Pont de Nemours and CompanyInventors: Brent E. Basham, Richard Thomas Stimek
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Publication number: 20130081936Abstract: In one embodiment, the invention is to a process for producing an acrylate product. The process comprises the step of providing a crude product stream comprising the acrylate product and an alkylenating agent. The process further comprises the step of separating at least a portion of the crude product stream to form an alkylenating agent stream and an intermediate product stream. The alkylenating agent stream comprises at least 1 wt % alkylenating agent and the intermediate product stream comprises acrylate product. The separating is performed in at least one column at an operating pressure ranging from 40 kPa to 80 kPa.Type: ApplicationFiled: January 6, 2012Publication date: April 4, 2013Applicant: CELANESE INTERNATIONAL CORPORATIONInventors: Craig Peterson, Josefina Chapman, Jonathan Gallacher
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Publication number: 20110005915Abstract: The invention relates to a method for recovering fluorocarboxylic acids from aqueous compositions containing said acids. The invention more particularly relates to the recovery of flourocarboxylic acids forming an azeotrope with water by contact with a strong acid.Type: ApplicationFiled: September 25, 2008Publication date: January 13, 2011Applicant: Rhodia OperationsInventors: Claude Mercier, Francois Metz
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Patent number: 7338579Abstract: A formaldehyde-containing product is separated from a formalin solution containing formaldehyde, water, and methanol by distilling in the presence of a water entraining compound, especially methyl propionate or methyl methacrylate. The product contains substantially less water than in the solution and may be used, for example, in a further process which requires a source of formaldehyde containing a relatively low level of water, for example, the catalyzed reaction of methy propionate with formaldehyde and methanol to produce methyl methacrylate.Type: GrantFiled: May 23, 2002Date of Patent: March 4, 2008Assignee: Lucite International UK LimitedInventor: William David Parten
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Patent number: 7074304Abstract: A process for purifying alicyclic alcohols by distillation, wherein the alicyclic alcohols are distilled in the presence of from 1 to 550 ppm of acidic compounds.Type: GrantFiled: December 13, 2002Date of Patent: July 11, 2006Assignee: Celanese Chemicals Europe GmbHInventors: Wolfgang Dukat, Peter Lappe, Klaus Schmid, Horst Scholz, Edgar Storm
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Patent number: 6649205Abstract: There is described a process for the extraction of at least one relatively polar component from a material which may be naturally occuring or a synthetic mixture, the process comprising the steps of: (a) contacting the material with a solvent mixture comprising a C1 to C4 fluorinated hydrocarbon, especially 1,1,1,2-tetrafluoroethane and a co-solvent having a dielectric constant (at 20° C.) of at least 5; and (b) separating the charged solvent from said material, thereby to isolate said material.Type: GrantFiled: August 13, 2002Date of Patent: November 18, 2003Assignee: Advanced Phytonics LimitedInventor: Mazin Nicola
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Publication number: 20030183502Abstract: A process for purifying alicyclic alcohols by distillation, wherein the alicyclic alcohols are distilled in the presence of from 1 to 550 ppm of acidic compounds.Type: ApplicationFiled: December 13, 2002Publication date: October 2, 2003Inventors: Wolfgang Dukat, Peter Lappe, Klaus Schmid, Horst Scholz, Edgar Storm
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Patent number: 6478929Abstract: A formaldehyde-containing product is separated from a formalin solution containing formaldehyde, water and methanol by distilling the solution in the presence of a water entraining compound, especially methyl propionate or methyl methacrylate. The product contains substantially less water than in the solution and may be used, for example, in a further process which requires a source of formaldehyde containing a relatively low level of water, for example, the catalyzed reaction of methyl propionate with formaldehyde and methanol to produce methyl methacrylate.Type: GrantFiled: January 22, 2001Date of Patent: November 12, 2002Assignee: Lucite International UK LimitedInventor: William David Parten
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Publication number: 20020134662Abstract: A process for separating a formaldehyde-containing product from a formalin solution comprising formaldehyde, water and methanol, wherein said formaldehyde-containing product contains substantially less water than said formalin solution, comprising distilling said formalin solution in the presence of a water entraining compound, especially methyl propionate or methyl methacrylate. The formaldehyde-containing product is suitable for use in a further process which requires a source of formaldehyde containing a relatively low level of water. One example of such a process is the reaction of methyl propionate with formaldehyde and methanol over a catalyst to produce methyl methacrylate.Type: ApplicationFiled: May 23, 2002Publication date: September 26, 2002Applicant: Ineos Acrylics UK Ltd.,Inventor: William David Parten
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Patent number: 6455087Abstract: There is described a process for the extraction of a least one relatively polar component form a material which may be naturally occurring or a synthetic mixture, the process comprising the steps of: (a) contacting the material with a solvent mixture comprising C1 to C4 fluorinated hydrocarbon, especially 1,1,1,2-tetrafluorethan and a co-solvent having a dielectric constant (at 20° C.) of at least 6 so as to charge the solvent mixture wherein the co-solvent is selected from the group consisting of amides, sulfoxides, alcohols, ketones, organic acid, carboxylic acid derivatives, cyanide derivatives, ammonia sulfur containing molecules, inorganic acids and nitro derivatives and separating the charged solve mixture from the material to isolate the polar component.Type: GrantFiled: October 7, 1999Date of Patent: September 24, 2002Assignee: Advanced Phytonics LimitedInventor: Mazin Nicola
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Patent number: 6228226Abstract: A process for working up crude, liquid vinyl acetate feed containing acetic acid, water and ethyl acetate and optionally smaller amounts of other impurities by distillation, wherein there is introduced into the distillation column, above the feed point of the crude, liquid vinyl acetate, 0.1 to 5% by weight of water, based on the crude, liquid vinyl acetate feed, and 0.1 to 60% by weight of acetic acid, based on the crude, liquid vinyl acetate feed.Type: GrantFiled: May 21, 1999Date of Patent: May 8, 2001Assignee: Celanese GmbHInventors: Stefan Hess, Michael Mark, Melchior A. Meilchen, Johann Stamm, Thomas Vernaleken, Martin Wagner
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Patent number: 6207022Abstract: Crude (meth)acrylic acid is purified by a process in which a primary amine compound and an organic sulfonic acid are added to the crude (meth)acrylic acid and the latter is then worked up by distillation.Type: GrantFiled: October 7, 1994Date of Patent: March 27, 2001Assignee: BASF AktiengesellschaftInventors: Toni Dockner, Gerhard Nestler, Holger Herbst, Helmut Lermer, Hans Martan, Herbert Vogel, Herbert Exner
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Patent number: 6019874Abstract: Conjugated linoleic acids cannot be separated by distillation or rectification because of the closness of their boiling points. Conjugated linoleic acids can be separated by azeotropic distillation. Effective agents are butyraldehyde, butyl ether and 1-methyl-2-pyrrolidinone.Type: GrantFiled: January 19, 1999Date of Patent: February 1, 2000Inventors: Lloyd Berg, Terry Brix
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Patent number: 5882485Abstract: A process for the separation of dimethyl ether and chloromethane in mixturesA process for the separation of dimethyl ether and chloromethane in mixtures by two distillation steps. In the first step, the mixture is subjected to an extractive distillation with water, aqueous salt solutions or organic liquids as extractant, the top product being chloromethane. In the second step, the dimethyl ether is separated from the extractant.Type: GrantFiled: June 23, 1997Date of Patent: March 16, 1999Assignee: Hoechst AktiengesellschaftInventors: Peter Roth, Erhard Leistner, Hans Haverkamp, Wolfgang Wendel, Michael Kleiber
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Patent number: 5846387Abstract: Highly purified HCl for use in semiconductor manufacturing is prepared on-site by drawing HCl vapor from a liquid HCl reservoir, and scrubbing the filtered vapor in a low-pH aqueous scrubber.Type: GrantFiled: July 1, 1996Date of Patent: December 8, 1998Assignee: Air Liquide Electronics Chemicals & Services, Inc.Inventors: Joe G. Hoffman, R. Scot Clark
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Patent number: 5720857Abstract: 1,2,4-Trimethylbenzene is difficult to sepparate from 1,2,3-trimethylbenzene because of the proximity of their boiling points. They are readily separated by azeotropic distillation. Effective agents are 1-propanol, methyl formate and 1-nitropropane.Type: GrantFiled: January 2, 1997Date of Patent: February 24, 1998Inventor: Lloyd Berg
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Patent number: 5582693Abstract: 3-Carene and limonene cannot be separated from each other by rectification because of the closeness of their boiling points. They are readily separated by azeotropic distillation. Effective agents are: cyclopentanol, 2-nitropropane, ethyl formate amyl acetate dimethyl carbonate, tetrahydrofuran, acetic acid and 2-amino-amethyl-1-propanol.Type: GrantFiled: January 11, 1996Date of Patent: December 10, 1996Assignee: Lloyd BergInventor: Lloyd Berg
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Patent number: 5399751Abstract: Disclosed is a method for recovering carboxylic acids having from one to ten carbon atoms, and particularly formic acid, acetic acid and mixtures of formic and acetic acids, from aqueous solutions, in which the aqueous solution is contacted with solvent consisting essentially of mixed trialkylphosphine oxides in counter-current liquid-liquid extraction flow in a contacting step to thereby transfer the acids from the aqueous solution to the solvent, thus producing a raffinate relatively low in acid content and a rich solvent. The rich solvent is preferably dehydrated to separate water therefrom and yield a dehydrated rich solvent. The dehydrated rich solvent then has the acids stripped from it and the resulting lean solvent is then returned to the liquid-liquid extraction step, while the separated acids are split into their constituent components in a distillation operation.Type: GrantFiled: November 5, 1993Date of Patent: March 21, 1995Assignee: Glitsch, Inc.Inventors: Joseph C. Gentry, John C. McIntyre, Timothy L. Holmes, Ronald G. Gualy
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Patent number: 5262014Abstract: A process for removing acetone from an acetone/methyl acetate/methyl iodide mixture utilizing extractive distillation with water being introduced to the distillation zone above the point of introduction of the mixture and acetic acid being introduced at or above the point of introduction of the mixture. In a preferred embodiment the mixture is subjected to an initial extraction with an aqueous extractant to remove most of the methyl iodide.The process is particularly applicable to removing acetone by-product in carbonylation processes for the production of acetic anhydride.Type: GrantFiled: June 12, 1992Date of Patent: November 16, 1993Assignee: The British Petroleum Company p.l.c.Inventors: Jeremy B. Cooper, John Dixon-Hall, Stephen J. Smith
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Patent number: 5232558Abstract: 4-Methyl-2-pentanone cannot be easily separated from formic acid by distillation because of the closeness of their boiling points. 4-Methyl-2-pentanone can be readily removed from formic acid by extractive distillation. Typical effective agents are dimethylsulfoxide (DMSO) and 2-undecanone; DMSO and octanoic acid; DMSO and hexyl acetate.Type: GrantFiled: October 8, 1992Date of Patent: August 3, 1993Assignee: Lloyd BergInventors: Lloyd Berg, Marc W. Paffhausen
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Patent number: 5228956Abstract: 3-Pentanone cannot be completely removed from 3-pentanone and formic acid mixtures by distillation because of the presence of the maximum azeotrope. 3-Pentanone can be readily removed from 3-pentanone-formic acid mixtures by extractive distillation in which the extractive agent is cyclopentanone, either alone or admixed with certain high boiling organic compounds. Examples of effective agents are cyclopentanone; cyclopentanone and 2-methoxyethyl ether; cyclopentanone, adiponitrile and octanoic acid.Type: GrantFiled: October 2, 1992Date of Patent: July 20, 1993Assignee: Lloyd BergInventors: Lloyd Berg, Rudolph J. Szabados
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Patent number: 5227029Abstract: Formic acid cannot be easily removed from formic acid-acetic acid mixtures by distillation because of the closeness of their boiling points. Formic acid can be readily removed from mixtures containing it and acetic acid by extractive distillation. Typical effective agents are 2-nitrotoluene, 1-nitropropane and m-nitrobenzoic acid.Type: GrantFiled: January 29, 1993Date of Patent: July 13, 1993Assignee: Lloyd BergInventors: Lloyd Berg, Randi W. Wytcherley
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Patent number: 5194123Abstract: 4-Methyl-2-pentanone cannot be easily separated from acetic acid by distillation because of the closeness of their boiling points. 4-Methyl-2-pentanone can be readily removed from acetic acid by extractive distillation. Typical effective agents are dimethlsulfoxide (DMSO); DMSO and adipic acid; DMSO, adipic acid and adiponitrile.Type: GrantFiled: July 6, 1992Date of Patent: March 16, 1993Assignee: Lloyd BergInventors: Lloyd Berg, Marc W. Paffhausen
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Patent number: 5190619Abstract: 3-Methyl-2-butanone cannot be separated from formic acid by distillation because of the presence of the maximum boiling azeotrope. 3-Methyl-2-butanone can be readily removed from formic acid by extractive distillation using dimethylsulfoxide (DMSO). Typical effective agents are: DMSO and heptanoic acid; DMSO, octanoic acid and butyl benzoate.Type: GrantFiled: March 30, 1992Date of Patent: March 2, 1993Assignee: Lloyd BergInventors: Lloyd Berg, George Bentu
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Patent number: 5173156Abstract: Formic acid cannot be completely removed from formic acid--water mixtures by distillation because of the presence of the maximum azeotrope. Formic acid can be readily removed from mixtures containing it and water by using extractive distillation in which the extractive distillation agent is cyclohexanone, isophorone or a mixture of these with certain organic compounds. Typical examples of effective agents are cyclohexanone; isophorone; cyclohexanone and neodecanoic acid; isophorone and diisobutyl ketone.Type: GrantFiled: December 9, 1991Date of Patent: December 22, 1992Assignee: Lloyd BergInventors: Lloyd Berg, Kraig M. Wendt, Rudolph J. Szabados
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Patent number: 5152876Abstract: Methylene chloride cannot be completely separated from methanol or ethanol by conventional distillation or rectification because of the mimimum boiling azeotrope. Methyelne chloride can be readily separated from methanol or ethanol by azeotropic or extractive distillation. Typical effective agents are: for methanol by azeotropic distillation, isopropanol or t-butanol; by extractive distillation, 1-nitropropane or n-butanol; for ethanol by extractive distillation, isobutanol or n-propyl acetate.Type: GrantFiled: March 27, 1991Date of Patent: October 6, 1992Assignee: Lloyd BergInventors: Lloyd Berg, Zuyin Yang
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Patent number: 5143585Abstract: An organic solvent having a boiling point lower than that of water is removed from liquid containig water and the organic solvent contained in a tank by exhausting air in the tank, wherein an air pressure in the tank is kept about vapor pressure level of the liquid.Type: GrantFiled: September 15, 1989Date of Patent: September 1, 1992Assignee: Konica CorporationInventors: Kazuyoshi Ichikawa, Shinichi Suzuki, Sanae Oyama, Hideaki Kimura
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Patent number: 5100514Abstract: Pyridine cannot be completely separated from water by conventional distillation or rectification because of the minimum boiling azeotrope. Pyridine can be readily separated from water by using azeotropic or extractive distillation. Typical examples of effective agents are: by azeotropic distillation, methyl isoamyl ketone and propylene glycol dimethyl ether; by extractive distillation, isophorone and sulfolane.Type: GrantFiled: March 1, 1991Date of Patent: March 31, 1992Assignee: Lloyd BergInventors: Lloyd Berg, Zuyin Yang
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Patent number: 5092965Abstract: 4-Methyl-2-pentanone cannot be easily separated from acetic acid by distillation because of the closeness of their boiling points. 4-Methyl-2-phentanone can be readily removed from acetic acid by extractive distillation. Typical effective agents are dimethylformamide (DMFA); DMFA and m-toluic acid; DMFA, p-toluic acid and isobutyl heptyl ketone.Type: GrantFiled: May 2, 1991Date of Patent: March 3, 1992Assignee: Lloyd BergInventors: Lloyd Berg, Marc W. Paffhausen
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Patent number: 5006205Abstract: Formic acid cannot be completely removed from formic acid and water mixtures by distillation because of the presence of the maximum azeotrope. Formic acid can be readily removed from formic acid - water mixtures by extractive distillation in which the extractive agent is a mono carboxylic acid mixed with certain high boiling organic compounds. Examples of effective agents are: hexanoic acid and butyl benzoate; octanoic acid and nitrobenzene; heptanoic acid, benzyl benzoate and pelargonic acid.Type: GrantFiled: January 17, 1989Date of Patent: April 9, 1991Assignee: Lloyd BergInventors: Lloyd Berg, Kraig M. Wendt, Rudolph J. Szabados
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Patent number: 4994151Abstract: 4-Methyl-2-pentanone cannot be easily separated from formic acid by distillation because of the closeness of their boiling points. 4-Methyl-2-pentanone can be readily removed from formic acid by extractive distillation using dimethylamides. Typical effective agents are dimethylformamide; dimethylacetamide and acetyl salicyclic acid; dimethylacetamide, heptanoic acid and methyl benzoate.Type: GrantFiled: July 14, 1989Date of Patent: February 19, 1991Assignee: Lloyd BergInventors: Lloyd Berg, George Bentu
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Patent number: 4969977Abstract: 2-Methyl butanol-1 cannot be completely removed from 2-methyl butanol-1-pentanol-1 mixtures by distillation because of the proximity of their boiling points. 2-methyl butanol-1 can be readily removed from mixtures of these alcohols by using extractive distillation in which the extractive agent is a mixture of aromatic carboxylic acids or aromatic carboxylic esters. Typical examples of effective agents are: benzoic acid, ethyl salicylate and salicylic acid; methyl benzoate, methyl p-hydroxy benzoate and phenyl salicylate.Type: GrantFiled: January 30, 1989Date of Patent: November 13, 1990Assignee: Lloyd BergInventor: Lloyd Berg
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Patent number: 4957595Abstract: 3-Methyl-2-butanone cannot be separated from formic acid by distillation because of the presence of the maximum boiling azotrope. 3-Methol-2-butanoe can be readily removed from formic acid by extractive distillation using sulfolane. Typical effective agents are: sulfolane and ethylene glycol diacetate; sulfolane, m-toluic acid and anisole.Type: GrantFiled: November 7, 1989Date of Patent: September 18, 1990Assignee: Lloyd BergInventors: Lloyd Berg, George Bentu
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Patent number: 4948471Abstract: 4-Methyl-2-pentanone cannot be easily separated from formic acid or acetic acid by distillation because of the closeness of their boiling points. 4-Methyl-2-pentanone can be readily removed from formic acid or acetic acid by extractive distillation. Typical effective agents are sulfolane; sulfolane and heptanoic acid; sulfolane, azelaic acid and ethylene glycol diacetate.Type: GrantFiled: August 1, 1989Date of Patent: August 14, 1990Assignee: Lloyd BergInventors: Lloyd Berg, George Bentu
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Patent number: 4948469Abstract: Dioxane cannot be completely removed from dioxane and formic acid mixtures by distillation because of the presence of the maximum azeotrope. Dioxane can be readily removed from dioxane - formic acid mixtures by extractive distillation in which the extractive agent is dimethylformamide, dimethylacetamide or these with certain high boiling organic compounds.Type: GrantFiled: December 5, 1988Date of Patent: August 14, 1990Assignee: Lloyd BergInventors: Lloyd Berg, Richard R. Rall
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Patent number: 4939294Abstract: In a process for the production of methyl acetate from methanol and glacial acetic acid involving countercurrently flowing acetic acid and methanol through a single reactive distillation column having an extractive distillation section and a methyl acetate/acetic acid rectification section to obtain methyl acetate in the presence of an acidic catalyst, the improvement which comprises producing ultra high purity methyl acetate by the additional step of introducing acetic anhydride and a salt-free acid catalyst into the reactive distillation column between the extractive distillation section and the methyl acetate/acetic acid rectification section.Type: GrantFiled: May 22, 1989Date of Patent: July 3, 1990Assignee: Eastman Kodak CompanyInventors: Victor H. Agreda, Ronnie D. Lilly
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Patent number: 4935103Abstract: n-Propanol and t-amyl alcohol cannot be separated from each other by distillation because of the proximity of their boiling points. n-Propanol can be readily separated from t-amyl alcohol by using extractive distillation in which the extractive agent is a higher boiling organic compound or a mixture of two or more of these. Typical examples of effective agents are: methyl salicylate; benzyl benzoate and hexahydrophthalic anhydride; methyl salicylate, benzoic acid and hexahydrophthalic anhydride.Type: GrantFiled: October 10, 1989Date of Patent: June 19, 1990Assignee: Lloyd BergInventors: Lloyd Berg, Robert W. Christensen
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Patent number: 4935100Abstract: Formic acid cannot be completely removed from formic acid and water mixtures by distillation because of the presence of the maximum azeotrope. Formic acid can be readily removed from formic acid - water mixtures by extractive distillation in which the extractive agent is a benzoic acid derivative mixed with certain higher boiling organic compounds. Examples of effective agents are: o-toluic acid and heptanoic acid; 2-benzoylbenzoic acid and methyl salicylate; p-hydroxybenzoic acid, pelargonic acid and 2-hydroxyacetophenone.Type: GrantFiled: May 30, 1989Date of Patent: June 19, 1990Assignee: Lloyd BergInventors: Lloyd Berg, Kraig M. Wendt, Rudolph J. Szabados
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Patent number: 4925533Abstract: Vinyl acetate cannot be easily removed from ethyl acetate by distillation because of the closeness of their boiling points. Vinyl acetate can be readily separated from ethyl acetate by means of extractive distillation. Typical effective agents are formic acid, formamide and formic acid-formamide mixture.Type: GrantFiled: March 6, 1989Date of Patent: May 15, 1990Assignee: Lloyd BergInventor: Lloyd Berg
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Patent number: 4909907Abstract: Formic acid cannot be easily removed from acetic acid by distillation because of the closeness of their vapor pressures. Formic acid can be readily removed from acetic acid by extractive distillation. Typical extractive distillation agents are acetyl salicylic acid and butyl benzoate; acetyl salicylic acid and ethylene carbonate.Type: GrantFiled: January 17, 1989Date of Patent: March 20, 1990Assignee: Hoechst Celanese Chemical Co.Inventor: Lloyd Berg
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Patent number: 4879407Abstract: A process for the preparation of ethyl trifluoroacetate, in which:in a first stage, trifluoroacetic acid is brought into contact with a slight excess of ethanol in the presence of concentrated sulfuric acid and a solvent, the solvent having a boiling point higher than that of trifluoroacetic acid and specific gravity relative to water less than 1 and which solvent does not form an azeotrope with ethyl trifluoroacetate, and then carrying out a phase separation and removing the sulfuric layer, followed, if required, by an additional stage in which concentrated sulfuric acid is added to complete the esterification;in a second stage, an additional quantity of sulfuric acid and trifluoroacetic acid is introduced and a phase separation is then carried out to remove the sulfuric layer; andin a third stage, the mixture obtained in the second stage is distilled to recover ethyl trifluoroacetate.Type: GrantFiled: October 16, 1987Date of Patent: November 7, 1989Assignee: Rhone-Poulenc ChimieInventor: Louis Amiet
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Patent number: 4877490Abstract: Formic acid cannot be completely removed from formic acid and water mixtures by distillation because of the presence of the maximum azeotrope. Formic acid can be readily removed from formic acid--water mixtures by extractive distillation in which extractive agent is a dicarboxylic acid mixed with certain high boiling organic compounds. Examples of effective agents are: itaconic acid and diethylene glycol diethyl ether; azelaic acid, heptanoic acid and 2-hydroxyacetophenone.Type: GrantFiled: January 23, 1989Date of Patent: October 31, 1989Assignee: Lloyd BergInventors: Lloyd Berg, Kraig M. Wendt, Rudolph J. Szabados
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Patent number: 4865973Abstract: A process for producing a variety of chemical products, e.g., ethanol, by fermentation in which the product is removed from the fermentation medium as it is formed by liquid-liquid extraction using an extractant for the product which is immiscible with water. The extractant employed is chosen from the following groups: (A) double bond unsaturated aliphatic alcohols having 12 or more carbon atoms; (B) saturated branched chain aliphatic alcohols having 14 or more carbon atoms or mixtures thereof; (C) double bond unsaturated aliphatic acids having 12 or more carbon atoms; (D) aliphatic and aromatic mono-, di- or tri-esters having 12 or more carbon atoms, other than dibutyl phthalate; (E) aliphatic noncyclic ketones and aliphatic aldehydes having 12 or more carbon atoms; and (F) mixtures of extractants from groups (A) to (E) above or mixtures of at least one of the above extractants and at least one other extractant.Type: GrantFiled: August 13, 1986Date of Patent: September 12, 1989Assignee: Queen's University at KingstonInventors: Finn Kollerup, Andrew J. Daugulis