Reactant Contains -coo- Group Patents (Class 568/484)
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Patent number: 9765004Abstract: A production method of ?,?-difluoroacetaldehyde according to the present invention includes reaction of an ?,?-difluoroacetic acid ester with hydrogen gas (H2) in the presence of a ruthenium catalyst. It is possible to selectively obtain ?,?-difluoroacetaldehyde as a partially reduced product of the hydrogenation reaction by the adoption of specific reaction conditions (in particular, reaction solvent and reaction temperature). This hydrogenation process can be alternative to the industrially unpractical hydride reduction process.Type: GrantFiled: August 3, 2016Date of Patent: September 19, 2017Assignee: Central Glass Company, LimitedInventors: Takashi Ootsuka, Mari Imamura, Akihiro Ishii, Koji Ueda, Shunsuke Mimura
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Patent number: 9656931Abstract: A catalyst for synthesizing an alcohol from a gaseous mixture comprising hydrogen and carbon monoxide, the catalyst being a mixture of catalyst particles ? which convert carbon monoxide into an oxygenate, and catalyst particles ? which convert an aldehyde into an alcohol.Type: GrantFiled: December 11, 2013Date of Patent: May 23, 2017Assignee: SEKISUI CHEMICAL CO., LTD.Inventors: Toshihito Miyama, Tomoaki Nishino
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Patent number: 9440900Abstract: A production method of ?,?-difluoroacetaldehyde according to the present invention includes reaction of an ?,?-difluoroacetic acid ester with hydrogen gas (H2) in the presence of a ruthenium catalyst. It is possible to selectively obtain ?,?-difluoroacetaldehyde as a partially reduced product of the hydrogenation reaction by the adoption of specific reaction conditions (in particular, reaction solvent and reaction temperature). This hydrogenation process can be alternative to the industrially unpractical hydride reduction process.Type: GrantFiled: January 23, 2014Date of Patent: September 13, 2016Assignee: Central Glass Company, LimitedInventors: Takashi Ootsuka, Mari Imamura, Akihiro Ishii, Koji Ueda, Shunsuke Mimura
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Patent number: 9284248Abstract: A production process of an ?-fluoroaldehyde according to the present invention includes reaction of an ?-fluoroester with hydrogen gas (H2) in the presence of a ruthenium complex. It is possible in the present invention to allow relatively easy industrial production of the ?-fluoroaldehyde and to directly obtain, as stable synthetic equivalents of the ?-fluoroaldehyde, not only a hydrate (as obtained by conventional techniques) but also a hemiacetal that is easy to purify and is of high value in synthetic applications. The present invention provides solutions to all problems in the conventional techniques and establishes the significantly useful process for production of the ?-fluoroaldehyde.Type: GrantFiled: March 25, 2015Date of Patent: March 15, 2016Assignee: Central Glass Company, LimitedInventors: Akihiro Ishii, Takashi Ootsuka, Mari Imamura, Takayuki Nishimiya, Kazuto Kimura
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Patent number: 9060535Abstract: The present invention is related to substituted butanol derivatives of the formula: wherein R is an unsubstituted or substituted C1-6 straight chain alkyl, an unsubstituted or substituted C3-6 branched chain alkyl, an unsubstituted or substituted C3-6 straight chain alkenyl, an unsubstituted or substituted C3-6 branched chain alkenyl, an unsubstituted or substituted C3-6 cycloalkyl, an unsubstituted or substituted C1-6 alkoxy, nitrile, halo, amino, an unsubstituted or substituted C1-6 alkylamino, an unsubstituted or substituted C1-6 dialkylamino, carboxy-C1-6 alkylamino, carboxy-C1-6 dialkylamino, an unsubstituted or substituted acetoxy, carboxy, an unsubstituted or substituted carboxyethyl, an unsubstituted or substituted C1-6 alkylcarbonyl, an unsubstituted or substituted C1-6 alkylcarboxy, an unsubstituted or substituted C1-6 alkylthio, an unsubstituted or substituted C1-6 alkyloxy, carboxamido, an unsubstituted or substituted C1-6 alkylcarboxamido or an unsubstituted or substituted C1-6 dialkylcarboxaType: GrantFiled: December 30, 2010Date of Patent: June 23, 2015Assignee: TAKASAGO INTERNATIONAL CORPORATIONInventors: Frank Derosa, Michael E. Lankin, Andrew T. Lupo, Jr.
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Patent number: 9024075Abstract: A production process of an ?-fluoroaldehyde according to the present invention includes reaction of an ?-fluoroester with hydrogen gas (H2) in the presence of a ruthenium complex. It is possible in the present invention to allow relatively easy industrial production of the ?-fluoroaldehyde and to directly obtain, as stable synthetic equivalents of the ?-fluoroaldehyde, not only a hydrate (as obtained by conventional techniques) but also a hemiacetal that is easy to purify and is of high value in synthetic applications. The present invention provides solutions to all problems in the conventional techniques and establishes the significantly useful process for production of the ?-fluoroaldehyde.Type: GrantFiled: July 24, 2012Date of Patent: May 5, 2015Assignee: Central Glass Company, LimitedInventors: Akihiro Ishii, Takashi Ootsuka, Mari Imamura, Takayuki Nishimiya, Kazuto Kimura
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Patent number: 9000223Abstract: A process for preparing a ketone by conversion of a compound E which contains an epoxy group to the ketone in the presence of a mixture comprising at least one noble metal and at least one metal oxide as a catalyst system, wherein the metal oxide in the catalyst system is at least one of titanium dioxide and zirconium dioxide, and the process is conducted at 0 to 0.9 bar of hydrogen.Type: GrantFiled: February 27, 2014Date of Patent: April 7, 2015Assignee: Evonik Industries AGInventors: Kevin Micoine, Martin Roos, Peter Hannen, Harald Haeger, Klaus Bartosch
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Patent number: 8841490Abstract: A method for preparing 3,3-dimethylbutyraldehyde. The method includes: providing t-butyl chloride and vinyl acetate as raw materials, conducting a catalytic reaction between the t-butyl chloride and vinyl acetate to yield 1-chloro-3,3-dimethyl butyl acetate in the presence of a catalyst, the weight ratio of t-butyl chloride to vinyl acetate being 1:0.84-0.93; and controlling a temperature at between 100 and 110° C. for conducting hydrolytic disproportionation of 1-chloro-3,3-dimethyl butyl acetate in the presence of the catalyst to yield a mixture comprising 3,3-dimethylbutyraldehyde; and purifying the mixture by distillation to yield 3,3-dimethylbutyraldehyde, in which, the catalyst is aluminum trichloride, p-toluene sulphonic acid, or iron trichloride.Type: GrantFiled: December 30, 2013Date of Patent: September 23, 2014Assignee: Jinan Chenghuishuangda Chemical Industry Co., Ltd.Inventors: Junfeng Hu, Donghai Yu, Qingqian Jiang, Yanjun Yang
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Publication number: 20140245658Abstract: Ketene chemistry and hydrogenation reactions are used to synthesize fuels and chemicals. Ketene from acetic acid is hydrogenated to form fuels and chemicals; acetic acid can be synthesized from synthesis gas which is produced from coal, biomass, natural gas, etc. In one embodiment, the present application discloses methods to selectively synthesize higher alcohols and hydrocarbons useful as fuels and industrial chemicals from syngas and biomass.Type: ApplicationFiled: February 7, 2014Publication date: September 4, 2014Applicant: PIONEER ENERGY INCInventors: John T. Henri, Jan Zygmunt, Mark Berggren, Robert Zubrin
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Publication number: 20140239231Abstract: An environmentally beneficial process for the production of fuels and chemicals employs carbon dioxide from a natural source or from an artificial chemical source that would otherwise be discharged into the environment. The carbon dioxide is converted to formic acid and the formic acid is then non-biologically converted to fuels and/or chemicals without the intermediate process of hydrogenating the formic acid to methanol or reacting the formic acid with ammonia to form formamide. In the present process, formic acid is converted to one of seven primary feedstocks: formaldehyde, acrylic acid, methane, ethylene, propylene, syngas, and C5-C7 carbohydrates. The formaldehyde, acrylic acid, methane, ethylene, propylene, syngas and/or short chain carbohydrates can either be used directly, or can be converted into a wealth of other products.Type: ApplicationFiled: February 24, 2013Publication date: August 28, 2014Applicant: DIOXIDE MATERIALS, INC.Inventors: Richard I. Masel, Zheng Richard Ni, Qingmei Chen, Brian A. Rosen
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Publication number: 20140221684Abstract: The present disclosure includes a system and method for co-producing a first product and a second product. The system may include a first electrochemical cell, at least one second reactor, and an acidification chamber. The method and system for co-producing a first product and a second product may include co-producing a carboxylic acid and at least one of an alkene, alkyne, aldehyde, ketone, or an alcohol while employing a recycled halide salt.Type: ApplicationFiled: April 7, 2014Publication date: August 7, 2014Applicant: Liquid Light, Inc.Inventors: Kyle Teamey, Jerry J. Kaczur
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Publication number: 20140194654Abstract: A production process of an ?-fluoroaldehyde according to the present invention includes reaction of an ?-fluoroester with hydrogen gas (H2) in the presence of a ruthenium complex. It is possible in the present invention to allow relatively easy industrial production of the ?-fluoroaldehyde and to directly obtain, as stable synthetic equivalents of the ?-fluoroaldehyde, not only a hydrate (as obtained by conventional techniques) but also a hemiacetal that is easy to purify and is of high value in synthetic applications. The present invention provides solutions to all problems in the conventional techniques and establishes the significantly useful process for production of the ?-fluoroaldehyde.Type: ApplicationFiled: July 24, 2012Publication date: July 10, 2014Applicant: Central Glass Company, LimitedInventors: Akihiro Ishii, Takashi Ootsuka, Mari Imamura, Takayuki Nishimiya, Kazuto Kimura
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Patent number: 8742178Abstract: An object of the present invention is to provide a technology which can suppress the blockage and abrasion of pipes and devices caused by the production of by-products and stably synthesize acrolein at a high yield, under a condition in which energy efficiency is improved by an elevated concentration of glycerol in a reaction liquid, in a process for synthesis of acrolein by reacting supercritical water and an acid with glycerol. An embodiment of the present invention includes: setting a concentration of glycerol in the reaction liquid at 30% by weight or lower; also cooling the reaction liquid to a temperature between a temperature (300° C. or lower) at which the reaction stops and a temperature (100° C.Type: GrantFiled: February 9, 2010Date of Patent: June 3, 2014Assignee: Hitachi, Ltd.Inventors: Takeyuki Kondo, Hiroyuki Ito, Yasunari Sase, Toshiaki Matsuo, Kenichiro Oka, Masayuki Kamikawa, Masashi Tanto
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Publication number: 20140114091Abstract: A method for preparing 3,3-dimethylbutyraldehyde. The method includes: providing t-butyl chloride and vinyl acetate as raw materials, conducting a catalytic reaction between the t-butyl chloride and vinyl acetate to yield 1-chloro-3,3-dimethyl butyl acetate in the presence of a catalyst, the weight ratio of t-butyl chloride to vinyl acetate being 1: 0.84-0.93; and controlling a temperature at between 100 and 110° C. for conducting hydrolytic disproportionation of 1-chloro-3,3-dimethyl butyl acetate in the presence of the catalyst to yield a mixture comprising 3,3-dimethylbutyraldehyde; and purifying the mixture by distillation to yield 3,3-dimethylbutyraldehyde, in which, the catalyst is aluminum trichloride, p-toluene sulphonic acid, or iron trichloride.Type: ApplicationFiled: December 30, 2013Publication date: April 24, 2014Applicant: Jinan Chenghuishuangda Chemical Industry Co., Ltd.Inventors: Junfeng HU, Donghai YU, Qingqian JIANG, Yanjun YANG
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Patent number: 8685355Abstract: A method of forming methanol, formaldehyde, formic acid and ammonium pentaborate tetrahydrate includes the steps of providing ammonium hydroxide and producing air bubbles within the ammonium hydroxide to form a solution. Sodium borohydride is added and dissolved within the solution of air bubbled ammonium hydroxide to form methanol, formaldehyde, formic acid and ammonium pentaborate tetrahydrate. An alternative method of forming methanol, formaldehyde, formic acid and ammonium pentaborate tetrahydrate is also provided which includes the steps of providing ammonium hydroxide and dissolving sodium borohydride therein to form a solution. Sodium bicarbonate is added to the solution of ammonium hydroxide and sodium borohydride to form methanol, formaldehyde, formic acid and ammonium pentaborate tetrahydrate.Type: GrantFiled: March 27, 2012Date of Patent: April 1, 2014Assignee: Biologistics LLCInventor: Michael A. Madson
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Publication number: 20130158290Abstract: A method of producing at least one oxygenated compound such as methyl acetate, dimethyl ether, and formaldehyde, by reacting dimethyl carbonate with carbon monoxide in the presence of at least one solid catalyst, such as a zeolite catalyst, suspended in an inert liquid, such as an inert oil.Type: ApplicationFiled: November 13, 2012Publication date: June 20, 2013Inventors: Stephane MARIE-ROSE, Esteban CHORNET
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Patent number: 8461395Abstract: A process for the selective production of acetaldehyde by vapor phase reaction of acetic acid over a hydrogenating catalyst composition to form acetaldehyde is disclosed and claimed. In an embodiment of this invention reaction of acetic acid and hydrogen over platinum and iron supported on silica selectively produces acetaldehyde in a vapor phase at a temperature of about 300° C.Type: GrantFiled: June 22, 2012Date of Patent: June 11, 2013Assignee: Celanese International CorporationInventors: Victor J. Johnston, Barbara F. Kimmich, Jan Cornelis van der Waal, James H. Zink, Virginie Zuzaniuk, Josefina T. Chapman, Laiyuan Chen
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Publication number: 20130123533Abstract: A method of producing at least one oxygenated compound, such as methyl acetate, dimethyl ether, and formaldehyde, by reacting dimethyl carbonate and carbon monoxide in the presence of a faujasite zeolite, zeolite Beta, Linde Type L (LTL) zeolite, or MCM-41 zeolite.Type: ApplicationFiled: November 6, 2012Publication date: May 16, 2013Inventors: Stephane MARIE-ROSE, Esteban CHORNET
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Publication number: 20130046113Abstract: 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: ApplicationFiled: September 11, 2012Publication date: February 21, 2013Applicant: CELANESE INTERNATIONAL CORPORATIONInventors: Radmila Wollrab, Nathan Bower, Josefina T. Chapman, Gerald Grusendorf, Victor J. Johnston, Lincoln Sarager, R. Jay Warner, Heiko Weiner
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Publication number: 20120310016Abstract: An object of the present invention is to provide a technology which can suppress the blockage and abrasion of pipes and devices caused by the production of by-products and stably synthesize acrolein at a high yield, under a condition in which energy efficiency is improved by an elevated concentration of glycerol in a reaction liquid, in a process for synthesis of acrolein by reacting supercritical water and an acid with glycerol. An embodiment of the present invention includes: setting a concentration of glycerol in the reaction liquid at 30% by weight or lower; also cooling the reaction liquid to a temperature between a temperature (300° C. or lower) at which the reaction stops and a temperature (100° C.Type: ApplicationFiled: February 9, 2010Publication date: December 6, 2012Inventors: Takeyuki Kondo, Hiroyuki Ito, Yasunari Sase, Toshiaki Matsuo, Kenichiro Oka, Masayuki Kamikawa, Masashi Tanto
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Publication number: 20120283480Abstract: A process for the selective production of acetaldehyde by vapor phase reaction of acetic acid over a hydrogenating catalyst composition to form acetaldehyde is disclosed and claimed. In an embodiment of this invention reaction of acetic acid and hydrogen over platinum and iron supported on silica selectively produces acetaldehyde in a vapor phase at a temperature of about 300° C.Type: ApplicationFiled: June 22, 2012Publication date: November 8, 2012Applicant: CELANESE INTERNATIONAL CORPORATIONInventors: Victor J. Johnston, James H. Zink, Laiyuan Chen, Barbara F. Kimmich, Josefina T. Chapman, Jan Cornelis van der Waal, Virginie Zuzaniuk
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Publication number: 20120277465Abstract: Methods and systems for electrochemical conversion of carbon dioxide to carboxylic acids, glycols, and carboxylates are disclosed. A method may include, but is not limited to, steps (A) to (D). Step (A) may introduce water to a first compartment of an electrochemical cell. The first compartment may include an anode. Step (B) may introduce carbon dioxide to a second compartment of the electrochemical cell. The second compartment may include a solution of an electrolyte and a cathode. Step (C) may apply an electrical potential between the anode and the cathode in the electrochemical cell sufficient to reduce the carbon dioxide to a carboxylic acid intermediate. Step (D) may contact the carboxylic acid intermediate with hydrogen to produce a reaction product.Type: ApplicationFiled: July 5, 2012Publication date: November 1, 2012Applicant: LIQUID LIGHT, INC.Inventors: Emily Barton Cole, Kyle Teamey, Andrew B. Bocarsly, Narayanappa Sivasankar
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Patent number: 8227644Abstract: A process for the selective production of acetaldehyde by vapor phase reaction of acetic acid over a hydrogenating catalyst composition to form acetaldehyde is disclosed and claimed. In an embodiment of this invention reaction of acetic acid and hydrogen over platinum and iron supported on silica selectively produces acetaldehyde in a vapor phase at a temperature of about 300° C.Type: GrantFiled: June 17, 2011Date of Patent: July 24, 2012Assignee: Celanese International CorporationInventors: Victor J. Johnston, Barbara F. Kimmich, Jan Cornelis van der Waal, James H. Zink, Virginie Zuzaniuk, Josefina T. Chapman, Laiyuan Chen
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Publication number: 20110251435Abstract: A process for the selective production of acetaldehyde by vapor phase reaction of acetic acid over a hydrogenating catalyst composition to form acetaldehyde is disclosed and claimed. In an embodiment of this invention reaction of acetic acid and hydrogen over platinum and iron supported on silica selectively produces acetaldehyde in a vapor phase at a temperature of about 300° C.Type: ApplicationFiled: June 17, 2011Publication date: October 13, 2011Applicant: CELANESE INTERNATIONAL CORPORATIONInventors: Victor J. Johnston, James H. Zink, Laiyuan Chen, Barbara F. Kimmich, Josefina T. Chapman, Jan Cornelis van der Waal, Virginie Zuzaniuk
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Patent number: 7994368Abstract: A process for the selective production of acetaldehyde by vapor phase reaction of acetic acid over a hydrogenating catalyst composition to form acetaldehyde is disclosed and claimed. In an embodiment of this invention reaction of acetic acid and hydrogen over platinum and iron supported on silica selectively produces acetaldehyde in a vapor phase at a temperature of about 300° C.Type: GrantFiled: September 16, 2010Date of Patent: August 9, 2011Assignee: Celanese International CorporationInventors: Victor J. Johnston, James H. Zink, Laiyuan Chen, Barbara F. Kimmich, Josefina T. Chapman, Jan Cornelis van der Waal, Virginie Zuzaniuk
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Patent number: 7951978Abstract: The present invention provides a process for producing acrolein, which exhibits a prolonged catalyst life, low energy consumption, and excellent efficiency, and which is earth-conscious, and a glycerin-containing composition which can preferably be used even in this process. The process for producing acrolein is one which includes bringing a raw material gas containing glycerin gas into contact with a solid acid catalyst in a reactor, and the partial pressure of the glycerin gas in the raw material gas is set to be from 0.01 to 30 kPa. The glycerin-containing composition is for use in a process for producing acrolein using a solid catalyst and includes a fatty acid and/or a fatty acid ester, and a total mass of the fatty acid and the fatty acid ester is from 0.001% to 5% by mass, relative to the glycerin.Type: GrantFiled: November 28, 2007Date of Patent: May 31, 2011Assignee: Nippon Shokubai Co., Ltd.Inventors: Yoshitaka Arita, Hideaki Tsuneki, Hiroto Kasuga, Masaki Okada, Masaru Kirishiki
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Patent number: 7906686Abstract: In a process for producing hydroperoxides, an alkylaromatic compound of general formula (I): in which R1 and R2 each independently represents hydrogen or an alkyl group having from 1 to 4 carbon atoms, provided that R1 and R2 may be joined to form a cyclic group having from 4 to 10 carbon atoms, said cyclic group being optionally substituted, and R3 represents hydrogen, one or more alkyl groups having from 1 to 4 carbon atoms or a cyclohexyl group, is contacted with oxygen in the presence of a catalyst comprising a polyoxometalate to produce a hydroperoxide of general formula (II): in which R1, R2 and R3 have the same meaning as in formula (I) and wherein the polyoxometalate comprises a polyoxotungstate substituted with at least one further transition metal.Type: GrantFiled: April 7, 2008Date of Patent: March 15, 2011Assignee: ExxonMobil Chemical Patents Inc.Inventors: Helge Jaensch, Jihad M. Dakka, Francisco M. Benitez, Ulrich Kortz, Ryan Matthew Richards
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Publication number: 20110004026Abstract: A process for the selective production of acetaldehyde by vapor phase reaction of acetic acid over a hydrogenating catalyst composition to form acetaldehyde is disclosed and claimed. In an embodiment of this invention reaction of acetic acid and hydrogen over platinum and iron supported on silica selectively produces acetaldehyde in a vapor phase at a temperature of about 300° C.Type: ApplicationFiled: September 16, 2010Publication date: January 6, 2011Applicant: CELANESE INTERNATIONAL CORPORATIONInventors: Victor J. Johnston, James H. Zink, Laiyuan Chen, Barbara F. Kimmich, Josefina T. Chapman, Jan Cornelis van der Waal, Virginie Zuzaniuk
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Publication number: 20100298610Abstract: An aldehyde composition derived by hydroformylation of a transesterified seed oil and containing a mixture of formyl-substituted fatty acids or fatty acid esters having the following composition by weight: greater than about 10 to less than about 95 percent monoformyl, greater than about 1 to less than about 65 percent diformyl, and greater than about 0.1 to less than about 10 percent triformyl-substituted fatty acids or fatty acid esters, and having a diformyl to triformyl weight ratio of greater than about 5/1; preferably, greater than about 3 to less than about 20 percent saturates; and preferably, greater than about 1 to less than about 20 percent unsaturates.Type: ApplicationFiled: September 23, 2009Publication date: November 25, 2010Applicant: Dow Global Technologies Inc.Inventors: Zenon Lysenko, Donald L. Morrison, David A. Babb, Donald L. Bunning, Christopher W. Derstine, James H. Gilchrist, H. Ray Jouett, Kurt D. Olson, Wei-Jun Peng, Joe D. Phillips, Brian M. Roesch, Aaron W. Sanders, Alan K. Schrock, Pulikkottil J. Thomas, Jeffrey S. Kanel
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Patent number: 7816565Abstract: A process for the selective production of acetaldehyde by vapor phase reaction of acetic acid over a hydrogenating catalyst composition to form acetaldehyde is disclosed and claimed. In an embodiment of this invention reaction of acetic acid and hydrogen over platinum and iron supported on silica selectively produces acetaldehyde in a vapor phase at a temperature of about 300° C.Type: GrantFiled: July 31, 2008Date of Patent: October 19, 2010Assignee: Celanese International CorporationInventors: Victor J. Johnston, James H. Zink, Laiyuan Chen, Barbara F. Kimmich, Josefina T. Chapman, Jan Cornelis van der Waal, Virginie Zuzaniuk
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Publication number: 20100261627Abstract: The present invention is generally directed to diester-based lubricant compositions. The present invention is also directed to methods of making these and other similar lubricant compositions. In some embodiments, the methods for making such diester-based lubricants utilize a biomass precursor and/or low value Fischer-Tropsch (FT) olefins and/or alcohols so as to produce high value diester-based lubricants. In some embodiments, such diester-based lubricants are derived from FT olefins and fatty acids. The fatty acids can be from a bio-based source (i.e., biomass, renewable source) or can be derived from FT alcohols via oxidation.Type: ApplicationFiled: June 25, 2010Publication date: October 14, 2010Applicant: Chevron U.S.A. Inc.Inventors: Stephen Joseph Miller, Saleh A. Elomari
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Publication number: 20100185016Abstract: In a process for producing hydroperoxides, an alkylaromatic compound of general formula (I): in which R1 and R2 each independently represents hydrogen or an alkyl group having from 1 to 4 carbon atoms, provided that R1 and R2 may be joined to form a cyclic group having from 4 to 10 carbon atoms, said cyclic group being optionally substituted, and R3 represents hydrogen, one or more alkyl groups having from 1 to 4 carbon atoms or a cyclohexyl group, is contacted with oxygen in the presence of a catalyst comprising a polyoxometalate to produce a hydroperoxide of general formula (II): in which R1, R2 and R3 have the same meaning as in formula (I) and wherein the polyoxometalate comprises a polyoxotungstate substituted with at least one further transition metal.Type: ApplicationFiled: April 7, 2008Publication date: July 22, 2010Inventors: Helge Jaensch, Jihad M. Dakka, Francisco M. Benitez, Ulrich Kortz, Ryan Matthew Richards
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Patent number: 7741501Abstract: A process for carrying out heterogeneously catalyzed hydrogenation reactions in a fixed-bed reactor includes providing at least one main reactor containing a first amount of catalyst; providing a first auxiliary reactor and a second auxiliary reactor, each containing a second amount of catalyst, wherein the first amount of catalyst is relatively larger than the second amount of catalyst; passing a starting product of a fatty compound through the first auxiliary reactor and reacting the starting product with hydrogen in the presence of the catalyst; continuing the reaction through the at least one main reactor; and continuing the reaction through the second auxiliary reactor, wherein the first auxiliary reactor is reactivated. Another process provided includes a first and second main reactor, and a first and second auxiliary reactor, where relatively pure and impure starting products of a fatty compound are processed substantially continuously by cyclic switching of the reactors.Type: GrantFiled: February 1, 2007Date of Patent: June 22, 2010Assignee: Cognis IP Management GmbHInventors: Stephan Wuerkert, Bernhard Gutsche
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Publication number: 20100113837Abstract: Compounds of the formula (I) wherein R2 is a branched or unbranched, saturated or ethylenically mono or di unsaturated aliphatic radical, Z is —CH2OH, —CH2OAc or —CHO, m is a whole positive integer of one or more, and Ac is an acetyl group are synthesized by a process wherein a 1-alken-3-yl alkylate, is reacted with a halo alkanol Grignard reagent.Type: ApplicationFiled: October 31, 2008Publication date: May 6, 2010Inventors: Robert H. Bedoukian, Linda C. Passaro
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Patent number: 7709686Abstract: Provided is a process for the preparation of glutaraldehyde. The process comprises reacting an alkoxydihydropyran with water in the presence of an acidic catalyst. The alcohol by-product distilled from the reaction mixture is subjected to a heterogeneous catalyst that is located external to the distillation column used for distilling the alcohol, thereby increasing glutaraldehyde yield and decreasing the level of alkoxydihydropyran contamination in the alcohol.Type: GrantFiled: June 9, 2009Date of Patent: May 4, 2010Assignee: Dow Global Technologies Inc.Inventors: Charles D. Gartner, Timothy D. Ligon
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Publication number: 20100105957Abstract: The present invention provides a process for producing acrolein, which exhibits a prolonged catalyst life, low energy consumption, and excellent efficiency, and which is earth-conscious, and a glycerin-containing composition which can preferably be used even in this process. The process for producing acrolein is one which includes bringing a raw material gas containing glycerin gas into contact with a solid acid catalyst in a reactor, and the partial pressure of the glycerin gas in the raw material gas is set to be from 0.01 to 30 kPa. The glycerin-containing composition is for use in a process for producing acrolein using a solid catalyst and includes a fatty acid and/or a fatty acid ester, and a total mass of the fatty acid and the fatty acid ester is from 0.001% to 5% by mass, relative to the glycerin.Type: ApplicationFiled: November 28, 2007Publication date: April 29, 2010Inventors: Yoshitaka Arita, Hideaki Tsuneki, Hiroto Kasuka, Masaki Okada, Masaru Kirshiki
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Publication number: 20100048939Abstract: Alkylthio substituted aldehydes, ketones, esters and sulfones are prepared by reacting ?,?-unsaturated carbonyl and sulfonyl compounds with a sodium or potassium thiolate in the presence of a alkane carboxylic acid and water.Type: ApplicationFiled: August 7, 2009Publication date: February 25, 2010Applicant: DOW AGROSCIENCES LLCInventors: James R. McConnell, Douglas C. Bland
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Publication number: 20100029993Abstract: A process for the selective production of acetaldehyde by vapor phase reaction of acetic acid over a hydrogenating catalyst composition to form acetaldehyde is disclosed and claimed. In an embodiment of this invention reaction of acetic acid and hydrogen over platinum and iron supported on silica selectively produces acetaldehyde in a vapor phase at a temperature of about 300° C.Type: ApplicationFiled: July 31, 2008Publication date: February 4, 2010Inventors: Victor J. Johnston, James H. Zink, Laiyuan Chen, Barbara F. Kimmich, Josefina T. Chapman, Jan Cornelis van der Waal, Virginie Zuzaniuk
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Patent number: 7491854Abstract: The present invention provides methods of enzymatically preparing aldehydes from fatty acids by utilizing a carboxylic acid reductase enzyme to reduce the fatty acids to their corresponding aldehydes. The present invention also provides aldehydes prepared by the methods of the invention.Type: GrantFiled: May 15, 2007Date of Patent: February 17, 2009Assignee: Archer-Daniels-Midland CompanyInventor: Thomas P. Binder
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Publication number: 20080249306Abstract: The present invention relates to a process for the production of statins, which are known as HMG-CoA reductase inhibitors. A few of the intermediate compounds for use in the process in accordance with the invention are novel compounds and the invention also relates to these novel intermediate compounds.Type: ApplicationFiled: April 28, 2006Publication date: October 9, 2008Inventors: Vitali Tararov, Armin Boerner, Gerd Koenig, Andrei Korostylev
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Patent number: 7112699Abstract: The present invention refers to a process for the preparation of unsaturated ketones or aldehydes by pyrolysis of a lactone, in the presence of a reducing agent such as molecular hydrogen or a carboxylic acid, and in the presence of a catalyst, optionally supported, comprising at least one metal selected from the group consisting of Y, Ti, Cd, Mn, Zn, Sc and Zr.Type: GrantFiled: September 16, 2005Date of Patent: September 26, 2006Assignee: Firmenich SAInventors: Ferdinand Naef, Wolfgang Giersch
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Patent number: 6984759Abstract: Process for the perfluoropolyether preparation having reactive end groups —CH2NH2, —CHO, —CH2OH, by reduction of the corresponding perfluoropolyethers having —CN, —COCl, —CHO end groups by using gaseous hydrogen in the presence of a catalyst constituted by Pd, Rh, or Ru, supported on solid metal fluorides, at a temperature from 20° C. to 150° C. and under a pressure between 1 and 50 atm.Type: GrantFiled: July 31, 2003Date of Patent: January 10, 2006Assignee: Solvay Solexis S.p.A.Inventors: Antonella Di Meo, Rosaldo Picozzi, Claudio Tonelli
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Patent number: 6933405Abstract: The present invention is a user- and eco-friendly hypervalent iodine reagent (mIBX) capable of selectively oxidizing allylic and benzylic alcohols in water and other eco-friendly solvents and having generally the following structure: Allylic and benzylic alcohols are cleanly oxidized to the corresponding carbonyl compounds in water or water-THF mixtures, or other mixtures, using a water-soluble o-iodoxybenzoic acid derivative of the present invention.Type: GrantFiled: July 31, 2003Date of Patent: August 23, 2005Assignee: Board of Trustees of Western Illinois UniversityInventors: Thottumkara K. Vinod, Arun P. Thottumkara
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Patent number: 6770219Abstract: An antifoulant composition comprising (meth)acrylic acid and one or more (meth)acrylate or (meth)acrylamide antifoulant polymers and a method of preventing fouling in (meth)acrylic acid processes comprising adding the (meth)acrylate or (meth)acrylamide antifoulant polymers to the (meth)acrylic acid process stream.Type: GrantFiled: October 15, 2002Date of Patent: August 3, 2004Assignee: Nalco Energy ServicesInventor: David Youdong Tong
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Patent number: 6610888Abstract: A method of reacting a solution comprising a mixture of chemical compounds which are in chemical equilibrium with one another with at least one further chemical compound (9) is provided. The method comprises the following steps: fractionation of the solution by means of a separation method to give at least two fractions (5, 6) which are enriched in different chemical compounds of the mixture; and reaction of a fraction (5) with the further chemical compound or compounds (9). The fractionation is advantageously carried out using a film evaporator (1). Unreacted fractions (6) can be recirculated via a residence time vessel (3) back to the fractionation step. The method is particularly suitable for reactions of an aqueous formaldehyde solution in which various components of the solution (formaldehyde, methylene glycol, polyoxymethylene glycols) react in different ways.Type: GrantFiled: May 31, 2000Date of Patent: August 26, 2003Assignee: BASF AktiengesellschaftInventors: Eckhard Ströfer, Stephan Scholl, Hans Hasse
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Patent number: 6608229Abstract: A simplified process for oxidizing starch and other polysaccharides in an aqueous solution or suspension using hypochlorite in the presence of a catalytic amount of a nitroxyl compound is described. The oxidation is process is bromide-free and is carried out at a pH between 7 and 8.3 and at a temperature between 15 and 25° C.Type: GrantFiled: April 25, 2001Date of Patent: August 19, 2003Assignee: SCA Hygiene Products Zeist B.V.Inventors: Petter Bragd, Arie Cornelis Besemer, Jeffrey Wilson Thornton
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Patent number: 6559346Abstract: In a process for the continuous preparation of glutaraldehyde by reaction of an alkoxydihydropyran of the formula I where R is C1-C20-alkyl, with water at from 0° C. to 200° C. and a pressure in the range from 0.01 bar to 16 bar to form glutaraldehyde and the alcohol corresponding to the alkoxy group, water and alkoxydihydropyran are fed continuously to a reaction column and a distillate enriched in the alcohol corresponding to the alkoxy group is taken off at the top of the column and a product enriched in glutaraldehyde is taken off at the bottom. This process makes it possible to prepare glutaraldehyde or C-substituted glutaraldehydes continuously in high purity in a simple manner with a low outlay in terms of apparatus.Type: GrantFiled: February 28, 2002Date of Patent: May 6, 2003Assignee: BASF AktiengesellschaftInventors: Jörg Therre, Carsten Oost
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Patent number: 6518419Abstract: Primary alcohols, especially in carbohydrates, can be selectively oxidized to aldehydes and carboxylic acids in a low-halogen process by using a peracid in the presence of a catalytic amount of a di-tertiary-alkyl nitroxyl (TEMPO) and a catalytic amount of halide. The halide is preferably bromide and the process can be carried out at nearly neutral to moderately alkaline pH (5-11). The peracid can be produced or regenerated by means of hydrogen peroxide or oxygen. The process is advantageous for producing uronic acids and for introducing aldehyde groups which are suitable for crosslinking and derivatization.Type: GrantFiled: November 7, 2000Date of Patent: February 11, 2003Assignee: Nederlandse Organisatie voor Toegepast-Natuurwetenschappelijk Onderzoek TNOInventors: Jan Pieter Van Der Lugt, Jan Matthijs Jetten, Arie Cornelis Besemer, Hendrik Arend Van Doren
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Patent number: 6441246Abstract: A process which makes it possible to prepare aldehydes under mild reaction conditions with a high efficiency through the reduction of carboxylic acids with molecular hydrogen. Specifically, a process of reducing an organic carboxylic acid with molecular hydrogen in the presence of a catalyst into an aldehyde corresponding to the acid, characterized by conducting the reduction in the presence of a dehydrating agent such as a carboxylic anhydride.Type: GrantFiled: July 24, 2001Date of Patent: August 27, 2002Assignee: Japan Science And Technology CorporationInventors: Akio Yamamoto, Kazuhiro Nagayama
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Patent number: 6403839Abstract: Process for making butyraldehyde from an n-butenyl ester of a carboxylic acid, wherein the n-butenyl ester is hydrolyzed to form the corresponding n-butenyl alcohol n-butenyl alcohol so produced is isomerized to form butyraldehyde.Type: GrantFiled: June 12, 2001Date of Patent: June 11, 2002Assignee: BP Chemicals LimitedInventor: Benjamin Patrick Gracey