Purification Or Recovery Patents (Class 560/248)
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Publication number: 20090131711Abstract: A process for producing alkyl esters useful as bio-fuels and/or lubricants. An alkyl ester product produced by the process. The process comprises a single-stage reaction for esterifying a de-watered glyceride-containing feedstock with an anhydrous short chain alcohol in the presence of a basic esterification catalyst to produce a reaction product comprising alkyl esters and a reaction by-product comprising glycerol-containing substances and the catalyst-containing alcohol. The single-stage esterification reaction is conducted within a temperature and negative-pressure controllable vessel. The alkyl ester product is separated from the re-action by-product and may be further de-watered and/or purified. The catalyst-containing alcohol may be separated from the reaction by-product, de-watered and reused. The glycerol-containing substances may be separated from the reaction by-product and further purified.Type: ApplicationFiled: July 27, 2006Publication date: May 21, 2009Applicant: POS PILOT PLANT CORP.Inventor: Udaya Wanasundara
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Publication number: 20090076298Abstract: Integrated processes and systems for producing acetic acid and vinyl acetate are provided. In the processes and systems, a portion of the heat produced during the production of the acetic acid is transferred to the vinyl acetate production and/or purification process and system to facilitate production and/or purification of the vinyl acetate product. The process and systems described herein are useful in conjunction with any of the various known processes for the production of acetic acid and vinyl acetate. The heat of the acetic acid production reaction may be transferred to the vinyl acetate production system by any suitable heat transfer processes and systems. The heat may be provided to the purification section at a variety of locations in the vinyl acetate production and purification systems, depending on the specific configuration of the system to which the processes and systems.Type: ApplicationFiled: November 13, 2008Publication date: March 19, 2009Inventors: Subramanian Bhaskaran, Angadu Krishnamoorthy (A.K.) Sekar
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Patent number: 7465823Abstract: Integrated processes and systems for producing acetic acid and vinyl acetate are provided. In the processes and systems, a portion of the heat produced during the production of the acetic acid is transferred to the vinyl acetate production and/or purification process and system to facilitate production and/or purification of the vinyl acetate product. The process and systems described herein are useful in conjunction with any of the various known processes for the production of acetic acid and vinyl acetate. The heat of the acetic acid production reaction may be transferred to the vinyl acetate production system by any suitable heat transfer processes and systems. The heat may be provided to the purification section at a variety of locations in the vinyl acetate production and purification systems, depending on the specific configuration of the system to which the processes and systems.Type: GrantFiled: March 17, 2004Date of Patent: December 16, 2008Assignee: Celanese International CorporationInventors: Subramanian Bhaskaran, Angadu Krishnamoorthy (A. K.) Sekar
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Publication number: 20080275267Abstract: Esters produced by the catalyzed reaction of alcohols and acids or anhydrides are neutralized by treatment with an aqueous alkaline alkali metal salt solution in an amount that provides less than a stoichiometric amount of alkali metal salt in relation to the acidity of the crude ester and the amount of water present during the treatment is from 0.8 to 1.4 wt % of water based on the weight of crude ester. When using titanium as the esterification catalyst, the ester resulting from this process contains less than 0.01 ppm by weight of titanium residue, so that it is storage stable when stored in the presence of an antioxidant.Type: ApplicationFiled: May 24, 2006Publication date: November 6, 2008Inventors: Brady Compton, John Lyford, Nicolaas Anthony De Munck, Aad Gerrit Oskam, Allen David Godwin, Leendert Johannes Van Dop
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Patent number: 7390919Abstract: Disclosed is a method for removing aldehyde impurities from a methyl acetate supply. The method comprises reacting the methyl acetate supply with a polyol and converting the aldehyde impurities to cyclic acetals. The acetals are subsequently removed from the methyl acetate supply by, e.g., distillation. The purified methyl acetate supply is used for carbonylation to produce acetic acid.Type: GrantFiled: October 1, 2007Date of Patent: June 24, 2008Assignee: Lyondell Chemical Technology, L.P.Inventors: Brian A. Salisbury, Ronnie M. Hanes, Noel C. Hallinan
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Patent number: 7390918Abstract: An integrated process for the production of an alkenyl carboxylate, such as vinyl acetate which process comprises the steps of (a) contacting in an oxidation reaction zone a C2 to C4 alkane, such as ethane, a molecular oxygen-containing gas, optionally the corresponding alkene and optionally water, in the presence of a catalyst to produce a stream comprising alkene, carboxylic acid and water; (b) separating at least a portion of the stream from step (a) into a fraction comprising the alkene and a fraction comprising the carboxylic acid and water; (c) contacting in a second reaction zone at least a portion of said alkene fraction produced in step (b), a carboxylic acid and a molecular oxygen-containing gas, in the presence of a catalyst to produce a product stream comprising an alkenyl carboxylate, water and carboxylic acid; (d) separating at least a portion of the product stream from step (c) and at least a portion of the carboxylic acid and water fraction produced in step (b) by azeotropic distillation intoType: GrantFiled: December 4, 2002Date of Patent: June 24, 2008Assignee: BB Chemicals LimitedInventors: Robert William Clarke, Mark Stephen Roberts
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Patent number: 7371890Abstract: A process for continuously preparing a compound which bears at least two functional groups which are each independently selected from the group consisting of nitrile group, carboxylic acid group, carboxylic ester group and carboxamide group.Type: GrantFiled: June 11, 2004Date of Patent: May 13, 2008Assignee: BASF AktiengesellschaftInventors: Wolfram Stüer, Jens Scheidel, Hartwig Voβ, Peter Baβler, Michael Röper
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Patent number: 7355066Abstract: A process for making terpene esters is disclosed. Reaction of a terpene alcohol with acetic anhydride in the presence of a high-boiling amine provides a terpene ester. Acetic acid, which is distilled from the reaction mixture as it forms can be recovered. The terpene ester is distilled from the high-boiling amine to provide a product that is substantially free of nitrogen-containing impurities. The reaction mixture can be reused for subsequent acylations. The simple, economical process gives high-quality terpene esters while avoiding waste-disposal issues of other common acylation procedures.Type: GrantFiled: December 4, 2006Date of Patent: April 8, 2008Assignee: Millenium Specialty Chemicals, Inc.Inventors: Walter E. Johnson, C. Rodney Gorman
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Patent number: 7342142Abstract: A process comprising contacting PO3G having color with hydrogen in the presence of a hydrogenation catalyst, wherein the PO3G, after hydrogenation, has a APHA color of less than about 50.Type: GrantFiled: August 5, 2003Date of Patent: March 11, 2008Assignee: E.I. du Pont de Nemours and CompanyInventors: Hari Babu Sunkara, Mayis Seapan, George Francis Diffendall, Francis Glenn Gallagher
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Patent number: 7332092Abstract: E and Z isomers of alkene alcohols and/or alkene alcohol derivatives are separated by substantially continuously contacting an ion exchange medium which is ion exchanged with silver and/or copper ions with the feed stream comprising the E and Z isomers of at least one alkene alcohol and/or at least one alkene alcohol derivative, then removing a product stream having a higher concentration of the E or Z isomer of at least one alkene alcohol or derivative of the alkene alcohol relative to the concentration of the E or Z isomer of the alkene alcohol or derivative of the alkene alcohol in the feed stream.Type: GrantFiled: March 7, 2007Date of Patent: February 19, 2008Assignees: Calgon Carbon Corporation, InnovaAroma SAInventors: Chen-Chou Chiang, Elad Shabtai
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Patent number: 7301048Abstract: A process for isolating vinyl acetate from the gas mixture formed in the reaction of ethylene with acetic acid and oxygen in the gas phase over catalysts comprising palladium or palladium compounds, with recirculation of the acetic-acid solution obtained in the circulating gas scrubber to the first distillation column (predewatering column).Type: GrantFiled: July 11, 2006Date of Patent: November 27, 2007Assignee: Celanese Chemicals Europe GmbHInventors: Johann Stamm, Bernd Rinne, Stefan Hess, Hans-Jochen Sachs, Michael Sehr, Michael J. Bayer, Berthold Nuber, Martin Wagner
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Patent number: 7160524Abstract: The invention relates to an apparatus for the production of butylacetate by esterification of acetic acid with butanol in the presence of a solid acidic catalyst in which distillatory separation of components runs simultaneously with esterification. Thus, acetic acid and butanol are introduced in defined amounts and in the molar ratio 1:1 to 1:10 into a system, in which the reaction and the distillatory separation proceeds in three zones. The reaction together with distillatory separation of the components with different boiling points run in the reaction zone, while only distillation takes place in lower and upper separation zones. A volatile mixture is separated in the upper separation zone, from which, after being cooled at 5 to 80° C., water and organic phases are separated, the latest being refluxed into the system. The ratio of the feed amount to the organic phase reflux amount is 1:1 to 1:20, the reflux amount representing 60 to 100% of the whole amount of the organic phase.Type: GrantFiled: July 15, 2002Date of Patent: January 9, 2007Assignees: Sulzer Chemtech AG, Chemopetrol, a.s.Inventors: Jaromír Lederer, Jirí Kolena, Jirí Hanika, Pavel Morávek, Quido Smejkal, Vladimír Macek, Willem Levering, Oliver Bailer
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Patent number: 7115773Abstract: The invention relates to a method for the coupled production of two esters by reacting a mixture of aliphatic alcohols with an aliphatic carboxylic acid and then treating the resulting mixture by distillation. During the distillation process, a side flow that is taken from the distillation column that is connected downstream of the esterification reactor is fed back into said esterification reactor. The pure ester compounds are obtained from the bottom of the distillation columns that are connected downstream of the esterification reactor.Type: GrantFiled: September 7, 2001Date of Patent: October 3, 2006Assignee: Celanese Chemicals Europe GmbHInventors: Eckhard Schulz, Helmut Bauer, Klaus Dieter Merscher
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Patent number: 7115772Abstract: The present invention is directed to using methyl acetate from a vinyl acetate-based or a vinyl-or ethylene-alcohol based polymer or copolymer process directly for use in a methanol carbonylation production process to produce acetic acid, acetic anhydride, or a coproduction of each. Methyl acetate is a by-product of commercial polyvinyl-alcohol or alkene vinyl alcohol copolymer-based processes. Generally, this material is processed to recover methanol and acetic acid. Discussed herein is a cost-saving scheme to by-pass the methyl acetate processing at production or plant facilities and utilize the methyl acetate in an integrated methanol carbonylation unit. The scheme discussed eliminates an expensive hydrolysis step often associated with the polymer process.Type: GrantFiled: December 19, 2002Date of Patent: October 3, 2006Assignee: Celanese International CorporationInventors: Wayne David Picard, Mark O. Scates, Stephen Charles Webb, Duane Lyle Usrey
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Patent number: 7001919Abstract: New polymorphic forms of pravastatin sodium are provided. Each of the new forms is selectively obtained by crystallization from different solvent systems, each solvent system having a protic component, and by controlling the rate of crystallization through temperature. The new polymorphic forms are suitable for use as active substances of pharmaceutical dosage forms for reduction of serum cholesterol levels in the bloodstream.Type: GrantFiled: December 14, 2000Date of Patent: February 21, 2006Assignee: Teva Gyogyszergyar ReszvenytarsasagInventors: Vilmos Keri, Csaba Szabo, Edit Nagyne Arvai, Judith Aronhime
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Patent number: 6992213Abstract: Trifluoroethanol can be isolated from organic liquids that are contaminated by trifluoroethanol by bringing the contaminated liquid into contact with a molecular sieve having a pore size ranging between 0.5 and 1.0 nm, e.g., with molecular sieve 13X. This enables, for example, trifluoroacetic acid trifluoroethyl esters, bis(trifluoroethyl)carbonate or trifluoroethyl esters of phosphoric, phosphonic or phosphinic acid to be purified.Type: GrantFiled: March 3, 2004Date of Patent: January 31, 2006Assignee: Solvay Fluor und Derivate GmbHInventors: Olaf Boese, Katja Peterkord
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Patent number: 6946570Abstract: This invention relates to a process for the production of lower aliphatic esters by reacting a lower olefin with a saturated lower aliphatic mono-carboxylic acid in the vapor phase in the presence of a heteropolyacid catalyst in a plurality of reactors set up in series such that the reactant gases exiting from a first reactor are fed as the feed gas to a second reactor and those exiting from the second reactor are fed as the feed gas to a third reactor and so on for the subsequent reactors. An aliquot of the reactant monocarboxylic acid is introduced into the feed gas to the second and subsequent reactors so as to maintain the olefin to monocarboxylic acid ratio in the feed gas to each of the second and subsequent reactors within a pre-determined range.Type: GrantFiled: February 25, 2004Date of Patent: September 20, 2005Assignee: BP Chemicals LimitedInventors: Stanley John Becker, Geoffrey Bryne, Simon Frederick Thomas Froom, Stephen Robert Hodge
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Patent number: 6838566Abstract: Lovastatin, pravastatin, simvastatin, mevastatin, atorvastatin, and derivatives and analogs thereof are known as HMG-CoA reductase inhibitors and are used as antihypercholesterolemic agents. The majority of them are produced by fermentation using microorganisms of different species identified as species belonging to Aspergillus, Monascus, Nocardia, Amycolatopsis, Mucor or Penicillium genus, some are obtained by treating the fermentation products using the methods of chemical synthesis or they are the products of total chemical synthesis.Type: GrantFiled: December 16, 2002Date of Patent: January 4, 2005Assignee: LEK Pharmaceuticals d.d.Inventor: Zlatko Pflaum
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Patent number: 6794535Abstract: Process for the production of lower aliphatic esters comprising reacting a lower olefin with a saturated lower aliphatic monocarboxylic acid in the vapor phase in the presence of a heteropolyacid catalyst. The reaction is carried out in a plurality of reactors set up in series, and the feedstock is rendered substantially free of metallic or metal compound impurities prior to being brought into contact with the heteropolyacid catalyst.Type: GrantFiled: January 3, 2001Date of Patent: September 21, 2004Assignee: BP Chemicals LimitedInventors: Simon Frederick Thomas Froom, Stephen Robert Hodge, Witold Franciszek Pacynko
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Patent number: 6765110Abstract: This invention relates to a process for the simultaneous coproduction of ethyl acetate and isopropyl acetate. The esterification reaction comprises contacting acetic acid with a mixed alcohol stream of ethanol and isopropanol. Exemplified is a purified, Fischer Tropsch derived mixture of ethanol and isopropanol. The esterification reaction occurs in the presence of an acidic catalyst in a liquid phase reaction system. The resultant crude reaction step product is separated and purified by distillation to produce acetate ester products having greater than 99.5 wt % purity.Type: GrantFiled: December 19, 2000Date of Patent: July 20, 2004Assignee: Celanese International CorporationInventors: R. Jay Warner, Carl David Murphy, Gustavo Angel Robelo Grajales, Francisco Javier Sanchez Santiago, Fernando Alejo Solorzano, Jose Alfonso Torres
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Patent number: 6710204Abstract: There is provided a superior decreasing method of an N-oxyl compound contained in an easily polymerizable material, according to which the N-oxyl compound contained in an easily polymerizable material can be sufficiently decreased and loss of the easily polymerizable material is little. The easily polymerizable material containing an N-oxyl compound and an acid are contacted with each other. In addition, not only the N-oxyl compound but also an organic titanium group compound contained in the easily polymerizable material can be sufficiently decreased.Type: GrantFiled: March 25, 2002Date of Patent: March 23, 2004Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Masanori Tokuda, Yasukazu Yoshida, Junichi Doi, Motomu Oh-Kita
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Patent number: 6663692Abstract: A process for removing at least one compound selected from acetic acid, acetate esters and aldehydes from a gaseous fraction comprising carbon dioxide and such a compound. The process includes the steps of (a) scrubbing in a scrubber at least part of the gaseous fraction with water and acetic acid to remove the acetic acid, acetate esters and/or aldehydes and (b) removing carbon dioxide from the scrubbed product of step (a) by absorption in aqueous potassium carbonate. The process may be used to remove acetate esters such as vinyl acetate and ethyl acetate and aldehydes such as acetaldehyde. The process may be employed in the manufacture of vinyl acetate by the reaction of ethylene, acetic acid and an oxygen-containing gas in the presence of a catalyst, or in the catalytic oxidation of (a) ethane and/or (b) ethylene to produce respectively (a) acetic acid and/or ethylene and (b) acetic acid.Type: GrantFiled: August 17, 2001Date of Patent: December 16, 2003Assignee: BP Chemicals LimitedInventors: Keith de Poitiers, Sean Anthony Hennigan
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Patent number: 6635775Abstract: An improved process for preparing reduced-odor or odorless esters, preferably benzoate esters, octanoate esters, aliphatic emollient esters and glycol dibenzoate esters. The improved process comprises, in part, removing the esterification catalyst from the crude ester after the esterification reaction is substantially complete, before neutralization of acidity. The resultant ester compositions are odorless or have substantially reduced odor as compared to commercially available esters.Type: GrantFiled: February 4, 2000Date of Patent: October 21, 2003Assignee: Finetex, Inc.Inventors: Ismail Walele, Samad A. Syed
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Patent number: 6632959Abstract: A base catalyst, obtained by formulating at least one alkali metal compound selected from the group consisting of alkoxides, hydroxides and oxides of alkali metals and an alkaline-earth metal oxide in a ratio of “the weight of alkaline metal compound/the weight of alkaline-earth metal oxide”=0.005 to 1, is used in a reaction of an aldehyde to produce a glycol monoester, thereby providing a base catalyst with an improved efficiency which can be applied to aldol reaction or the like and which has high activity to give target product in a high selectivity.Type: GrantFiled: February 7, 2000Date of Patent: October 14, 2003Assignee: Chisso CorporationInventors: Kan-ichiro Inui, Shunji Oshima, Toru Kurabayashi, Sakae Kawamura, Masahiro Yokota
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Patent number: 6632330Abstract: A process for the recovery of substantially pure alkyl alkanoate, such as ethyl acetate, from an impure feedstock. The impure feedstock is contacted with a selective hydrogenation catalyst in the presence of hydrogen in a selective hydrogenation zone maintained under selective hydrogenation conditions effective for selective hydrogenation of impurities containing reactive carbonyl groups thereby to hydrogenate the impurities to the corresponding alcohols. After recovery from the selective hydrogenation zone of a selectively hydrogenated reaction product mixture including the alkyl alkanoate and the corresponding alcohols, this is distilled in one or more distillation zones so as to produce substantially pure alkyl alkanoate therefrom which is recovered.Type: GrantFiled: June 5, 2001Date of Patent: October 14, 2003Assignee: Davy Process Technology LimitedInventors: Stephen William Colley, Norman Harris, Colin Rathmell
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Publication number: 20030176728Abstract: The invention relates to a method for the coupled production of two esters by reacting a mixture of aliphatic alcohols with an aliphatic carboxylic acid and then treating the resulting mixture by distillation. During the distillation process, a side flow that is taken from the distillation column that is connected downstream of the esterification reactor is fed back into said esterification reactor. The pure ester compounds are obtained from the bottom of the distillation columns that are connected downstream of the esterification reactor.Type: ApplicationFiled: March 14, 2003Publication date: September 18, 2003Inventors: Eckhard Schulz, Helmut Bauer, Klaus Dieter Merscher
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Patent number: 6586609Abstract: Process for the esterification of organic acids with alcohols in a reactor of the chromatographic type in which the heterogeneous solid phase is capable of acting both as an esterification catalyst and as a means exhibiting preferential adsorption towards one of the reaction products (typically water). The process to which the present invention relates is particularly improved compared with conventional technology owing to the use, as the means for regenerating the catalyst, of a desorbent to which has been added a second compound, generally the anhydride of the acid used in the esterification reaction, which, by chemical reaction, completes the removal of the adsorbed water.Type: GrantFiled: November 30, 2001Date of Patent: July 1, 2003Assignee: La Chemical SpAInventors: Roberto Ruggieri, Giovanni Ranghino, Gianni Carvoli, Agostino Tricella, Davino Gelosa, Massimo Morbidelli
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Patent number: 6583295Abstract: Lovastatin, pravastatin, simvastatin, mevastatin, atorvastatin, and derivatives and analogs thereof are known as HMG-CoA reductase inhibitors and are used as antihypercholesterolemic agents. The majority of them are produced by fermentation using microorganisms of different species identified as species belonging to Aspergillus, Monascus, Nocardia, Amycolatopsis, Mucor or Penicillium genus, some are obtained by treating the fermentation products using the methods of chemical synthesis or they are the products of total chemical synthesis.Type: GrantFiled: April 25, 2001Date of Patent: June 24, 2003Assignee: LEK Pharmaceuticals d.d.Inventor: Zlatko Pflaum
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Patent number: 6538164Abstract: Volatile compounds may be economically recovered from solids present in aqueous solution by subjecting the solution to rapid separation where the volatilization occurs in a flash, spray, or fluid bed, or mechanically agitated dryers. Rapidly separating the solids from the volatile compound greatly simplifies the isolation of the volatile compounds from water. The methods have utility for fermentation processes, solids management, and recycling processes.Type: GrantFiled: September 28, 2000Date of Patent: March 25, 2003Assignee: E. I. du Pont de Nemours and CompanyInventors: F. Glenn Gallagher, George Schurr
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Patent number: 6458992Abstract: The invention relates to a process of butylacetate production by esterification of acetic acid with butanol in the presence of a solid acidic catalyst in which distillatory separation of components runs simultaneously with esterification. Thus, acetic acid and butanol are introduced in defined amounts and in the molar ratio 1:1 to 1:10 into a system, in which the reaction and the distillatory separation proceeds in three zones. The reaction together with distillatory separation of the components with different boiling points run in the reaction zone, while only distillation takes place in lower and upper separation zones. A volatile mixture is separated in the upper separation zone, from which, after being cooled at 5 to 80° C., water and organic phases are separated, the latest being refluxed into the system. The ratio of the feed amount to the organic phase reflux amount is 1:1 to 1:20, the reflux amount representing 60 to 100% of the whole amount of the organic phase.Type: GrantFiled: December 6, 2000Date of Patent: October 1, 2002Assignees: Sulzer Chemtech AG, Chemopetrol, A.S.Inventors: Jaromír Lederer, Ji{haeck over (r)}í Kolena, Ji{haeck over (r)}í Hanika, Willem Wiekert Levering, Oliver Bailer, Pavel Morävek, Quido Smejkal, Vladimír Macek
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Patent number: 6399812Abstract: Aliphatic esters, R'COOR are produced by reacting the corresponding alcohol, ROH having carbon numbers of the alkyl groups, R′ and R, between 0 and 9 and 1 and 10, respectively, with molecular oxygen in the presence of a dual functional catalyst comprising metal on acidic solid support. In particular, the process is used advantageously for production of ethyl acetate by conversion of ethanol. The reaction mixture from the reactor is separated through azeotropic distillation to recover the ethyl acetate as product and the by-product, acetaldehyde and acetic acid which could be recycled for further reaction. The process is characterized by high conversion of ethanol, high selectivity and high yield for ethyl acetate and low waste stream generation. The preferred catalyst is Pd on zeolites which is active, selective, stable and regenerable.Type: GrantFiled: April 27, 2000Date of Patent: June 4, 2002Inventors: Tsoung Y. Yan, Jen-Ray Chang
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Patent number: 6383343Abstract: A method of separating methanol and acetone, and methanol and methyl acetate involves distilling a mixture of the components by an extractive distillation process in the presence of an extractive distillation solvent. The extractive distillation solvent may be an amine, a chlorinated hydrocarbon, a brominated hydrocarbon, a paraffin, and an alkylated thiopene.Type: GrantFiled: September 28, 2000Date of Patent: May 7, 2002Inventors: Izak Nieuwoudt, Braam van Dyk
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Patent number: 6375807Abstract: A method of separating ethanol and ethyl acetate, and ethanol and water involves distilling a mixture of the components by an extractive distillation process in the presence of an extractive distillation solvent. The extractive distillation solvent may be an amine, an alkylated thiopene, and paraffins.Type: GrantFiled: September 28, 2000Date of Patent: April 23, 2002Inventors: Izak Nieuwoudt, Braam Van Dyk
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Patent number: 6375804Abstract: The present invention provides a distillation separation method whereby tertiary butyl acetate is separated by distillation as an overhead stream from a bottoms acetic acid stream with the proviso that water is incorporated in the system such that the bottoms acetic acid stream contains water in amount of 0.1 to 5 wt %.Type: GrantFiled: April 10, 2001Date of Patent: April 23, 2002Assignee: ARCO Chemical Technology, L.P.Inventor: Vijai P. Gupta
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Patent number: 6258978Abstract: In a process for the production of vinyl acetate by reacting ethylene, acetic acid and an oxygen-containing gas in a reactor to produce a process stream which is removed from the reactor as an outlet stream, the process is improved by maintaining the oxygen concentration of the outlet stream at or near its flammability limit.Type: GrantFiled: November 5, 1999Date of Patent: July 10, 2001Assignee: BP Chemicals LimitedInventors: Simon James Kitchen, Alasdair Iain Thomson, Bruce Leo Williams
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Patent number: 6232491Abstract: This invention is a process for the removal of acetaldehyde impurities from ethyl acetate formed by reacting acetic acid with ethylene over a catalyst by refining a crude mixture of ethyl acetate, diethyl ether, acetaldehye and water in a column (C) so as to remove (a) refined ethyl acetate as a base product to be further purified, and (b) light ends mixture comprising diethyl ether and acetaldehyde overhead to be fed to an aldehyde removal column; a purge comprising acetaldehyde is removed at or near the top of the aldehyde removal column. The process is a very important step in the commercial manufacture of ethyl acetate because the presence of acetaldehyde is detrimental to the esterification catalyst.Type: GrantFiled: April 26, 1999Date of Patent: May 15, 2001Assignee: BP Chemicals LimitedInventors: Malcolm J. Cunnington, Mohammed Hussain Khan, Witold Franciszek Pacynko
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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: 6222076Abstract: The invention relates to a novel process for the preparation of hydroxyalkyl- and acyloxyalkyl-substituted cycloketones by free-radical addition of hydroxyalkenes and acyloxyalkenes respectively to cyclic ketones.Type: GrantFiled: December 18, 1998Date of Patent: April 24, 2001Assignee: Haarmann & Reimer GmbHInventors: Alfred Krempel, Oskar Koch, Harry Erfurt
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Patent number: 6150553Abstract: A method for recovering methyl acetate and residual acetic acid in a two-stage process for producing pure terephthalic acid having a first oxidation stage and a second purification stage.Type: GrantFiled: February 24, 1999Date of Patent: November 21, 2000Assignee: E. I. du Pont de Nemours and CompanyInventor: William David Parten
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Patent number: 6093845Abstract: This invention relates to a process for the simultaneous co-production of ethyl acetate and n-butyl acetate. The process involves reacting a reaction mixture of ethanol, n-butanol and acetic acid in the liquid phase, in the presence of an acidic catalyst. The process is carried out in a series of reactor and distillation columns. The process is capable of using relatively impure reactants and provides for removing some of the aldehyde type impurities by the use of resin guard beds.Type: GrantFiled: November 25, 1998Date of Patent: July 25, 2000Assignee: BP Chemicals LimitedInventors: Patrick Eduard van Acker, Olivier Mathieu, Russell James Milner, Witold Franciszek Pacynko
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Patent number: 5993610Abstract: Ethyl acetate cannot be separated from ethanol by distillation or rectification because of the closeness of their boiling points. Ethyl acetate is readily separated from ethanol by azeotropic distillation. Effective agents are ethyl ether, methyl formate and cyclohexane.Type: GrantFiled: May 4, 1998Date of Patent: November 30, 1999Inventor: Lloyd Berg
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Patent number: 5952458Abstract: Synthesis of a vinyl terminated polymer by reacting a cationically polymerizable monomer in the form of a cyclic ether with an acid chloride in a suitable solvent and in the presence of a Lewis acid. The vinyl-terminated polymers can be polymerized with other appropriate monomers resulting in thermoplastic elastomers having suitable properties for use as binders for explosives and propellants.Type: GrantFiled: September 24, 1998Date of Patent: September 14, 1999Assignee: The Government of the United States as represented by the Secretary of the NavyInventor: Mostafa A. H. Talukder
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Patent number: 5777157Abstract: A method for producing and purifying triacetin. The method includes an initial separation of triacetin from a crude composition of triacetin and impurities. The separated triacetin is then contacted with an aqueous solution containing an oxidant, and results in an odorless and colorless purified triacetin.Type: GrantFiled: January 11, 1996Date of Patent: July 7, 1998Assignee: Industrias Monfel S.A. de C.V.Inventor: Mikhail Khramov
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Patent number: 5763645Abstract: A process for recovering and reusing a solvent and optical isomers, characterized by using a simulated moving packed bed which comprises an inlet for an eluent, an outlet for an extract containing an optical isomer strongly adsorbable on the packing, an inlet for a liquid containing an optical isomer mixture and an outlet for a raffinate containing an optical isomer weakly adsorbable on the packing in this order in a packed bed containing packings for optical resolution and arranged in a solvent circulation passage, and in which the inlets and the outlets are intermittently and successively moved in the direction of liquid flow in the packed bed; recovering the solvent and the optical isomer(s) from the resultant extract and/or raffinate; returning the recovered solvent into the solvent circulation passage; or when the solvent is not recovered, heating the extract or raffinate to racemize an undesired optical isomer and reusing the resultant solution containing a racemic modification for the separation of theType: GrantFiled: November 13, 1995Date of Patent: June 9, 1998Assignee: Daicel Chemical Industries, Ltd.Inventors: Masakazu Negawa, Fumihiko Shoji
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Patent number: 5726345Abstract: We describe a process for perfuming fabrics washed in the presence of a lipase-containing detergent and, optionally, subsequently treated with a fabric softener, said process being characterized in that said detergent and/or said fabric softener contains a compound of formula ##STR1## wherein a. R represents a radical derived from an fragrant alcohol of formula ROH and Y represents a C.sub.7 to C.sub.24 linear or branched, saturated or unsaturated alkyl radical, or a --(CH.sub.2).sub.n COOR group wherein R is defined as above and n is an integer from 0 to 6; or p1 b. Y represents a C.sub.7 to C.sub.24 linear or branched, saturated or unsaturated alkyl radical and R represents a group of formula ##STR2## wherein, either R.sup.1 represents hydrogen and R.sup.2 represents an alkylidene radical derived from a fragrant aldehyde of formula ##STR3## or R.sup.2 represents an alkylidene radical and R.sup.1 an alkyl radical, R.sup.1 and R.sup.Type: GrantFiled: August 22, 1996Date of Patent: March 10, 1998Assignee: Firmenich S.A.Inventors: Walter Paget, Daniel Reichlin, Roger Leslie Snowden, Eric C. Walborsky, Christian Vial
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Patent number: 5672735Abstract: The present invention refers to a Process for the preparation of S-(-)-5-??2-(acetyloxy)-1-oxopropyl!amino!-2,4,6-triiodo-1,3-benzenedicarb oxylic acid dichloride of formula (I) comprising the reaction between S-(-)-?2-(acetyloxy)!propionic acid chloride and 5-amino-2,4,6-triiodo-, 1,3-benzenedicarboxylic acid dichloride, in an aprotic dipolar solvent and in presence of a halogenhydric acid.Type: GrantFiled: May 21, 1996Date of Patent: September 30, 1997Assignee: Fructamine S.p.A.Inventors: Marina Mauro, Carlo Felice Viscardi, Massimo Gatti, Nicola Desantis
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Patent number: 5670663Abstract: The present invention provides new sources of taxanes and other metabolites from members of the order Coniferales that are not in the genus Taxus.Type: GrantFiled: February 14, 1996Date of Patent: September 23, 1997Assignee: Regents of the University of CaliforniaInventors: Don J. Durzan, Frank Ventimiglia
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Patent number: 5527949Abstract: A method for making an amine includes the steps of heating a reaction mixture including a nitrile, an acid, water and a substrate compound capable of generating a carbonium ion by reaction with the acid to generate a first reaction intermediate; treating the first reaction intermediate with an acid in the presence of a primary alkanol to form a second reaction intermediate and an alkyl ester; separating the alkyl ester from the second reaction intermediate; and treating the second reaction intermediate with a base to form the amine.Type: GrantFiled: August 23, 1994Date of Patent: June 18, 1996Assignee: Rohm and Haas CompanyInventors: Sudhir K. Agarwal, Rajiv M. Banavali, Bharati D. Chheda, Samuel F. Reed, Jr.
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Patent number: 5519162Abstract: A method for removing hydrogen cyanide from a hydrogen cyanide-contaminated organic liquid includes the steps of contacting the hydrogen cyanide-contaminated organic liquid with a metal alkoxide to generate a metal cyanide salt and an alkanol and then separating the organic liquid from the metal cyanide salt and the alkanol.Type: GrantFiled: August 23, 1994Date of Patent: May 21, 1996Assignee: Rohm and Haas CompanyInventors: Sudhir K. Agarwal, Rajiv M. Banavali, Bharati D. Chheda, Samuel F. Reed, Jr.
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Patent number: 5504239Abstract: A first alkanol having from 1 to 3 carbon atoms can be separated off from other organic compounds of higher carbon number from the group comprising other alcohols, polyalcohols, ethers, oxo compounds, esters of carboxylic acids and of carbonic acid, haloaliphatics, amines, amides, hydrocarbons, carboxylic acids and nitriles, which in each case have at least 1 carbon atom more than the first alkanol, where in the case of halogenoaliphatics, halogen substituents are counted as further carbon atoms, by permeation on membranes, if a water content from 1 to 30% by weight, preferably from 5 to 15% by weight, based on the amount of mixture and water, is maintained.Type: GrantFiled: June 7, 1994Date of Patent: April 2, 1996Assignee: Bayer AktiengesellschaftInventors: Wolf Mehl, Wolfgang Scheinert, Ingo Janisch, Andreas Groschl