Preparing From Carbonyl Containing Compound Patents (Class 568/876)
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Patent number: 12145904Abstract: A process for producing isomerized olefins, branched aldehydes, branched alcohols, branched surfactants and other branched derivatives through isomerization, hydroformylation, hydrogenation, surfactant forming reactions and other derivative forming reactions.Type: GrantFiled: December 2, 2021Date of Patent: November 19, 2024Assignee: SCION Holdings LLCInventors: Kyle Killebrew, Samuel Livingston Lane
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Patent number: 11591225Abstract: The present invention concerns a method of production for carbon monoxide using a derivative of formic acid, in particular an alkyl formate. It also concerns a method chosen from among, the method of production of methanol, the method of production of acetic acid (Monsanto and Cativa methods), the method of hydroformylation of olefins (oxo and aldox method, the method of production of hydrocarbons (Fischer-Tropsch method), or the method of carbonylation of nickel (Mond method), comprising a step of production of carbon monoxide using an alkyl formate of formula (I) by the method according to the invention. It further concerns a “CO pump” or “CO liquid storage” method comprising a step of production of carbon monoxide using an alkyl formate of formula (I) according to the method of the invention.Type: GrantFiled: January 14, 2019Date of Patent: February 28, 2023Assignee: COMMISSARIAT A L'ENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVESInventors: Arnaud Imberdis, Thibault Cantat
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Patent number: 11578030Abstract: A method is provided for collecting a compound of formula (III) (in which R31 is a monovalent to trivalent organic group and n31 is an integer of 1 to 3) from a liquid phase component that is formed as a by-product in a method for producing a compound of general formula (I) (in which R11 is a monovalent to trivalent organic group and n 11 is an integer of 1 to 3), wherein the collection method contains steps (1) to (3) or steps (A) and (B), and step (4). Step (1): a step for reacting the liquid phase component with at least one active hydrogen-containing compound in a reactor. Step (2): a step for returning a condensed liquid obtained by cooling gas phase components in the reactor to the reactor. Step (3): a step for discharging gas phase components that are not condensed in the step (2) to the outside of the reactor. Step (A): a step for mixing the liquid phase component, water, and a compound of general formula (III). Step (B): a step for reacting the liquid phase component with water inside the reactor.Type: GrantFiled: December 27, 2018Date of Patent: February 14, 2023Assignee: Asahi Kasei Kabushiki KaishaInventors: Nobuhisa Miyake, Masaaki Shinohata, Yusuke Sakurai, Yusuke Ishii, Takeharu Sasaki
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Patent number: 10077227Abstract: There is provided a method for synthesizing an alkenoic acid, in particular acrylic acid comprising the step of oxidizing an alkenyl alcohol in the presence of a metal oxide catalyst to form the alkenoic acid. The invention further provides a step of deoxydehydrating a polyol, including glycerol to obtain said alkenyl alcohol including an allyl alcohol.Type: GrantFiled: April 15, 2016Date of Patent: September 18, 2018Assignee: Agency for Science, Technology and ResearchInventors: Yugen Zhang, Xiukai Li
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Patent number: 10059649Abstract: A method for producing ethanol and coproducing methanol on a catalyst in a reactor using a co-feed of a synthesis gas and acetate as a reaction raw material comprising passing a raw material gas containing an acetate and a synthesis gas through a reactor loaded with a catalyst to produce ethanol and coproduce methanol under conditions of a reaction temperature of 150-350° C., a reaction pressure of 0.1-20.0 MPa, a reaction volume hourly space velocity of 100-45000 mlg?1h?1, and an acetate weight hourly space velocity of 0.01-5.0 h?1; and the active components of the catalyst are copper and optionally zinc and/or aluminum, which greatly facilitates the conversion of carbon monoxide to methanol, while an extremely high activity of acetate hydrogenation is maintained.Type: GrantFiled: December 16, 2013Date of Patent: August 28, 2018Assignee: DALIAN INSTITUTE OF CHEMICAL PHYSICS, CHINESE ACADEMY OF SCIENCESInventors: Yong Liu, Wenliang Zhu, Hongchao Liu, Youming Ni, Zhongmin Liu, Shuanghe Meng, Lina Li, Shiping Liu, Hui Zhou
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Patent number: 9687839Abstract: A process for regenerating catalysts that have been deactivated or poisoned during hydrogenation of biomass, sugars and polysaccharides is described, in which polymerized species that have agglomerated to catalyst surfaces can be removed by means of washing the catalyst with hot water at subcritical temperatures. A feature of the process can regenerate the catalysts in situ, which allows the process to be adapted for used in continuous throughput reactor systems. Also described is a continuous hydrogenation process that incorporated the present regeneration process.Type: GrantFiled: July 29, 2016Date of Patent: June 27, 2017Assignee: Archer Daniels Midland Co.Inventor: ChiCheng Ma
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Patent number: 9427733Abstract: A process for regenerating catalysts that have been deactivated or poisoned during hydrogenation of biomass, sugars and polysaccharides is described, in which polymerized species that have agglomerated to catalyst surfaces can be removed by means of washing the catalyst with hot water at subcritical temperatures. A feature of the process can regenerate the catalysts in situ, which allows the process to be adapted for used in continuous throughput reactor systems. Also described is a continuous hydrogenation process that incorporated the present regeneration process.Type: GrantFiled: August 25, 2015Date of Patent: August 30, 2016Assignee: Archer Daniels Midland CompanyInventor: ChiCheng Ma
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Patent number: 9187389Abstract: A method of producing an alcohol compound from an organic acid compound including the step of heating a solution of the organic acid compound in the presence of a heterogeneous catalyst including transition metal supported upon a cross-linked functional polymer.Type: GrantFiled: August 13, 2013Date of Patent: November 17, 2015Assignees: Rohm and Haas Company, Dow Global Technologies LLCInventors: Brandon A. Rodriguez, Jose A. Trejo O'Reilly
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Patent number: 9035110Abstract: The present invention relates to a process for heat integration in the preparation of saturated C3-C20-alcohols, in which a hydrogenation feed comprising at least one C3-C20-aldehyde is hydrogenated in the presence of a hydrogen-comprising gas in a hydrogenation zone and a discharge is taken off from the hydrogenation zone and subjected to distillation in at least one distillation column to give a fraction enriched in saturated C3-C20-alcohols.Type: GrantFiled: March 6, 2013Date of Patent: May 19, 2015Assignee: BASF SEInventors: Roland Krokoszinski, Karl-Heinz Walczuch
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Patent number: 8993814Abstract: Provided is a method for producing an alcohol compound, which enables the alcohol compound to be obtained at a high yield from an amide compound or amine compound. The method for producing an alcohol compound, which is characterized by comprising allowing an alcohol in a supercritical state to act on the amide compound or amine compound in the presence of a carboxylic acid derivative to obtain the alcohol compound.Type: GrantFiled: August 2, 2010Date of Patent: March 31, 2015Assignee: Yamaguchi UniversityInventors: Akio Kamimura, Kouji Kaiso, Tsunemi Sugimoto
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Patent number: 8884077Abstract: A hydrocarbon conversion process comprises contacting a renewable feedstock under hydroprocessing conditions with a bulk catalyst to form oleochemicals such as fatty alcohols, esters, and normal paraffins. Advantageously, the reaction conditions can be selected to directly convert the renewable feedstock to the desired product(s).Type: GrantFiled: December 9, 2011Date of Patent: November 11, 2014Assignee: Chevron U.S.A. Inc.Inventors: Cong-Yan Chen, Alexander E. Kuperman, William J. Cannella
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Publication number: 20140256978Abstract: The present invention relates to the use of at least one sulfonic acid for recovering glycerol resulting from a reaction crude from transesterification of glycerides, in particular of triglycerides of vegetable and/or animal origin. The invention also relates to a process for purifying glycerol obtained as a by-product of triglyceride transesterification during the preparation of fatty acids, fatty esters and/or fatty acid salts, and also to a combined process for preparing, on the one hand, fatty acids, fatty esters and/or fatty acid salts and, on the other hand, glycerol, from triglycerides, using at least one sulfonic acid.Type: ApplicationFiled: March 5, 2014Publication date: September 11, 2014Applicant: ARKEMA FRANCEInventors: Bernard MONGUILLON, Jean-Alex LAFFITTE
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Publication number: 20140142349Abstract: The present invention relates to a process for producing ethanol by methyl acetate hydrogenolysis. The process comprises the step of reacting carbon monoxide and methanol in a reaction medium to form a reaction solution that comprises acetic acid and from 0.5 to 25 wt. % methyl acetate. The process further comprises the step of esterifying the acetic acid and feeding the methyl acetate to a distillation column to remove alkyl halides. The process further comprises the steps of reacting the methyl acetate stream that does not contain alkyl halides and hydrogen in the presence of a second catalyst to form an alcohol product that comprises ethanol and/or methanol.Type: ApplicationFiled: November 20, 2012Publication date: May 22, 2014Applicant: CELANESE INTERNATIONAL CORPORATIONInventors: Andrew Shuff, G. Paull Torrence, Brian Hokkanen, Tianshu Pan, Mark O. Scates, Ronald D. Shaver
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Publication number: 20140011973Abstract: The invention discloses a compound having branching alkyl chains, the method for preparing the same and use thereof in photoelectric devices. By applying the branching alkyl chains as the solubilizing group to the preparation of organic conjugated molecules (for example, organic conjugated polymers), the number of methylenes between the resultant alky side chains and the backbone, i.e., m>1, which can effectively reduce the effect of the alkyl chains on the backbone ?-? stacking, thereby ensuring the solubility of the organic conjugated molecule while greatly increasing the mobility of their carriers. It is suitable for an organic semiconductor material in photoelectric devices such as organic solar cells, organic light emitting diodes and organic field effect transistors, etc.Type: ApplicationFiled: July 5, 2013Publication date: January 9, 2014Inventors: Jian PEI, Ting LEI, Jinhu DOU
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Publication number: 20130296615Abstract: A method for removing contaminants from industrial exhaust gas. The method includes contacting the exhaust gas with a mist of water and RNH2 (amine) to form a liquid solution of CO2. The method further includes extracting the liquid solution of CO2 and contacting the exhaust gas with granular activated carbon.Type: ApplicationFiled: March 14, 2013Publication date: November 7, 2013Applicant: ECO POWER SOLUTIONS (USA) CORP.Inventors: Wayne S. Littleford, Sanjeev Jolly, Dan Nolan, Andrew Verdouw
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Publication number: 20130288318Abstract: The present invention relates to extracted lipid with high levels, for example 90% to 95% by weight, oleic acid. The present invention also provides genetically modified plants, particularly oilseeds such as safflower, which can used to produce the lipid. Furthermore, provided are methods for genotyping and selecting plants which can be used to produce the lipid.Type: ApplicationFiled: April 24, 2013Publication date: October 31, 2013Applicants: Grains Research and Development Corporation, Commonwealth Scientific and Industrial Research OrganisationInventors: Craig Christopher WOOD, Qing LIU, Xue-Rong ZHOU, Allan GREEN, Surinder Pal SINGH, Shijiang CAO
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Patent number: 8563786Abstract: Disclosed is a method for producing an optically active alcohol including reacting a titanium compound, an aromatic magnesium compound and a carbonyl compound in the presence of an optically active biphenol compound having a predetermined structure and an ether compound having a predetermined structure.Type: GrantFiled: March 26, 2010Date of Patent: October 22, 2013Assignees: Mitsui Chemicals, Inc., Agency for Science, Technology and ResearchInventors: Manabu Wadamoto, Kazuhiko Yoshinaga, Takushi Nagata, Seayad Abdul Majeed, Ramalingam Balamurugan, Chai Christina L. L.
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Publication number: 20130172619Abstract: Disclosed herein is a method for producing an alcohol and an amine from an amide under an atmosphere of hydrogen with the use of, as a catalyst, a ruthenium complex that is easily prepared, easy to handle, and relatively cheaply obtained. Specifically, the method is a method for producing an alcohol and/or an amine from an amide compound under an atmosphere of hydrogen with the use of as a catalyst, a ruthenium carbonyl complex represented by the following general formula (1): RuXY(CO)(L) (1) wherein X and Y may be the same or different from each other and each represents an anionic ligand and L represents a tridentate aminodiphosphine ligand containing two phosphino groups and a —NH— group.Type: ApplicationFiled: September 1, 2011Publication date: July 4, 2013Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Osamu Ogata, Wataru Kuriyama, Takaji Matsumoto
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Publication number: 20130158297Abstract: Disclosed herein are processes for alcohol production by hydrogenating acetic acid to obtain a mixture of ethanol and acetic acid, esterifying the mixture to produce an esterification product and reducing the esterification product. The mixture may provide a sufficient amount of ethanol and acetic acid for esterification and reduces the need for additional acetic acid and/or ethanol. This may reduce the recycle of ethanol in the hydrogenolysis process and improve ethanol productivity.Type: ApplicationFiled: November 20, 2012Publication date: June 20, 2013Applicant: CELANESE INTERNATIONAL CORPORATIONInventor: Celanese International Corporation
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Publication number: 20130150615Abstract: A hydrocarbon conversion process comprises contacting a renewable feedstock under hydroprocessing conditions with supported catalyst comprising at least one metal selected from the group consisting of Group VIII metals, Group VIB metals to form oleochemicals such as fatty alcohols, esters, and normal paraffins. Advantageously, the reaction conditions can be selected to directly convert the renewable feedstock to the desired product(s).Type: ApplicationFiled: December 9, 2011Publication date: June 13, 2013Applicant: Chevron U.S.A. Inc.Inventor: Cong-Yan Chen
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Publication number: 20130150631Abstract: A hydrocarbon conversion process comprises contacting a renewable feedstock under hydroprocessing conditions with a bulk catalyst to form oleochemicals such as fatty alcohols, esters, and normal paraffins. Advantageously, the reaction conditions can be selected to directly convert the renewable feedstock to the desired product(s).Type: ApplicationFiled: December 9, 2011Publication date: June 13, 2013Applicant: Chevron U.S.A. Inc.Inventors: Cong-Yan Chen, Alexander E. Kuperman, William J. Cannella
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Publication number: 20130137819Abstract: Ethanol is produced from methyl acetate by a hydrogenolysis reaction. The methyl acetate is produced as a byproduct during the conversion of a vinyl acetate polymer or copolymer to a polymer or copolymer of vinyl alcohol. By integrating the two processes, a valuable product, i.e. ethanol, is produced from a methyl acetate byproduct.Type: ApplicationFiled: November 28, 2011Publication date: May 30, 2013Applicant: CELANESE INTERNATIONAL CORPORATIONInventor: Mark O. Scates
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Patent number: 8435331Abstract: In general, in one aspect, the invention relates to a method to convert carbon dioxide (CO2) to an alcohol. The method involves contacting a stream of flue gas comprising the CO2 from a combustion process with water mist to create a mixture of liquid carbonic acid (H2CO3) and wastewater. The method further involves extracting the liquid H2CO3 from the mixture and pressurizing the liquid H2CO3 to generate pressurized liquid H2CO3. The method further involves combining the pressurized liquid H2CO3 with a first liquid reagent in a first hydrolysis chamber creating the alcohol from combining the pressurized liquid H2CO3 with the first liquid reagent.Type: GrantFiled: December 20, 2011Date of Patent: May 7, 2013Assignee: Eco Power Solutions (USA) Corp.Inventor: Wayne S. Littleford
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Patent number: 8389781Abstract: The catalyst comprises at least a metal component and at least a non-metallic conducting component as supplement component. The metal component generally contains one or more metals of the groups VIb, VIIb or VIIIb of the periodic table. The supplement component is e.g. a conducting carbon material like graphite, a conducting polymer or a conducting metal oxide. Preferably it is hydrophobic or made hydrophobic. The catalyst is used for hydroprocessing of bio-feedstock like vegetable oils to produce fuels, which are aliphatic hydrocarbons comparable to conventional fuel from mineral oil.Type: GrantFiled: June 24, 2009Date of Patent: March 5, 2013Assignee: Aggregate Energy, LLCInventors: Gerd Sandstede, Thomas Lehmann
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Publication number: 20120271067Abstract: A method for treating an isocyanate residue, which comprises carrying out a thermal decomposition reaction of a carbamate that is produced by the reaction among an amine, urea and/or an N-unsubstituted carbamic acid ester and an alcohol to produce a decomposition solution, separating an isocyanate and the alcohol from the decomposition solution to produce the isocyanate residue, and bringing the isocyanate residue into contact with high-pressure/high-temperature water to decompose the isocyanate residue into an amine; and a method for treating a carbonate, which comprises bringing the carbonate into contact with high-pressure/high-temperature water to decompose the carbonate into an alcohol.Type: ApplicationFiled: December 14, 2010Publication date: October 25, 2012Inventors: Yoshiki Shimokawatoko, Koichi Murayama, Hiroshi Takeuchi, Takashi Kanno, Masaaki Sasaki, Kazuhiko Okubo
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Patent number: 8288594Abstract: The present invention provides processes for selectively producing ethanol from syngas. In some variations, the process comprises converting biomass-derived syngas to dimethyl ether, carbonylating the dimethyl ether to methyl acetate, hydrogenating the methyl acetate to methanol and ethanol, and recovering the ethanol product. The methanol is preferably recycled by converting to hydrogen and carbon monoxide for introduction back into the process at distinct points. In certain variations of this invention, fresh syngas feed is introduced downstream of the first unit operation in the sequence. High yields of ethanol from biomass can be achieved according to the disclosed processes.Type: GrantFiled: November 22, 2010Date of Patent: October 16, 2012Assignee: Albemarle CorporationInventors: Ronald C. Stites, Shakeel Tirmizi, Jerrod Hohman, Stephen Deutch
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Patent number: 8232432Abstract: A process for preparing a detergent alcohol mixture comprising the steps of providing one or more poly-branched poly-olefins, wherein the poly-branched poly-olefins must contain one non-branched terminal olefin and one or more additional branched olefins in the molecule; hydroformylating said poly-branched poly-olefins to produce a poly-branched olefin containing aldehyde product with one or more olefins or mixture thereof; reducing the aldehyde product of step (b) in the presence of hydrogen and a hydrogenation catalyst to form a poly-branched detergent alcohol mixture; and removing said poly-branched alcohol mixture from said catalyst and branched aldehydes, alcohols and surfactants produced from the products of this process.Type: GrantFiled: September 20, 2011Date of Patent: July 31, 2012Assignee: The Procter & Gamble CompanyInventors: Jeffrey John Scheibel, Robert Edward Shumate
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Patent number: 8232431Abstract: A surfactant composition comprising one or more surfactant derivatives of isomers of acyclic detergent alcohol having 11, 16, or 21 carbon atoms and two, three, four or five methyl or ethyl branches or mixtures thereof wherein the surfactant derivatives are selected from the group consisting of cationic surfactants, zwitterionic surfactants, amine oxide surfactants, alkylpolyglycoside surfactants, soaps, fatty acids, di-long-chain alkyl cationic surfactants and mixtures.Type: GrantFiled: September 22, 2010Date of Patent: July 31, 2012Assignee: The Procter & Gamble CompanyInventors: Kenneth Nathan Price, Randall Thomas Reilman, Jeffrey John Scheibel, Robert Edward Shumate, Stephanie Ann Urbin
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Publication number: 20120003690Abstract: The present invention relates to the modification of lipids in lipid-containing plant material, such as cereal bran for the generation of functional lipids. The present invention further relates to the preparation of compositions comprising such functional lipids as well as the use of these compositions comprising functional lipids and other functional compounds derived from the action of lipid modifying enzymes for the preparation of composition suitable for the preparation of bio-ethanol as well as food products, such as bread.Type: ApplicationFiled: January 15, 2010Publication date: January 5, 2012Applicant: Danisco A/SInventors: Jens Frisbaek Sorensen, René Mikkelsen, Charlotte Horsmans Poulsen, Karsten Matthias Kragh
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Patent number: 8044249Abstract: A process for preparing a detergent alcohol mixture comprising the steps of providing one or more poly-branched poly-olefins, wherein the poly-branched poly-olefins must contain one non-branched terminal olefin and one or more additional branched olefins in the molecule; hydroformylating said poly-branched poly-olefins to produce a poly-branched olefin containing aldehyde product with one or more olefins or mixture thereof; reducing the aldehyde product of step (b) in the presence of hydrogen and a hydrogenation catalyst to form a poly-branched detergent alcohol mixture; and removing said poly-branched alcohol mixture from said catalyst and branched aldehydes, alcohols and surfactants produced from the products of this process.Type: GrantFiled: September 22, 2009Date of Patent: October 25, 2011Assignee: The Procter & Gamble CompanyInventors: Jeffrey John Scheibel, Robert Edward Shumate
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Publication number: 20110098503Abstract: A process for upgrading an organic acid includes neutralizing the organic acid to form a salt and thermally decomposing the resulting salt to form an energy densified product. In certain embodiments, the organic acid is levulinic acid. The process may further include upgrading the energy densified product by conversion to alcohol and subsequent dehydration.Type: ApplicationFiled: October 26, 2010Publication date: April 28, 2011Inventors: M. Clayton Wheeler, G. Peter van Walsum, Thomas J. Schwartz, Adriaan Reinhard Pieter van Heiningen
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Patent number: 7932410Abstract: 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: GrantFiled: October 31, 2008Date of Patent: April 26, 2011Assignee: Bedoukian Research, Inc.Inventors: Robert H. Bedoukian, Linda C. Passaro
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Patent number: 7906691Abstract: Process for preparing a chlorohydrin, comprising a step in which a polyhydroxylated aliphatic hydrocarbon, an ester of a polyhydroxylated aliphatic hydrocarbon or a mixture thereof is subjected to reaction with a chlorinating agent containing hydrogen chloride and at least one other step, carried out in apparatus made from or covered with materials which are resistant to the chlorinating agent under the conditions in which this step is realized.Type: GrantFiled: May 19, 2006Date of Patent: March 15, 2011Assignee: Solvay (Societe Anonyme)Inventors: Philippe Krafft, Patrick Gilbeau, Dominique Balthasart, Valentine Smets, Christian Franck
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Publication number: 20100304451Abstract: The invention relates to a process for preparing an enantiomerically and/or diastereomerically enriched ester or thioester having at least two adjacent chiral centres, wherein a mixture of stereoisomers of a secondary alcohol or thiol having a structure comprising a first chiral center forming a secondary alcohol or secondary thiol moiety in the beta position relative to a second chiral center having one hydrogen substituent, is reacted with an acyl donor in the presence of an epimerisation catalyst and a stereoselective acylation catalyst.Type: ApplicationFiled: October 15, 2008Publication date: December 2, 2010Inventors: Gerardus Karel Maria Verzijl, Peter Jan Leonard Mario Quaedflieg, Quirinus Bernardus Broxterman
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Publication number: 20100298600Abstract: Disclosed herein is a method for chemically attaching carboxyl, alcohol, amine or amide groups to the surface of nanodiamond (ND) in a liquid phase. Also disclosed herein are a functional ND compound obtained by the method and use thereof. The method includes treating synthetic ND with a size of 1 nm-1OO nm with sonication and a strong acid to provide ND-(COOH)n. The ND-(COOH)n compound is used as a starting material to provide ND compounds having alcohol, amine or amide groups attached to the surfaces thereof. The surface-functionalized ND compounds are characterized by using an X-ray diffractometer, FTIR, AFM, particle size analyzer and zeta sizer. The ND compounds show functionalities as well as high solubility to provide stable ND solutions in a liquid phase. Therefore, the ND compounds may be used as diamond coating agents. The powder of the ND compounds may be used as materials for producing composites of polymers, plastics, synthetic fibers, ceramics, etc.Type: ApplicationFiled: October 9, 2008Publication date: November 25, 2010Applicant: NANODIAMOND INC.Inventor: Min Yung Lee
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Publication number: 20100150810Abstract: The present invention enables the coproduction of methanol and ammonia by using a remarkably smaller amount of raw material, natural gas, as compared with the case of independently producing either of methanol or ammonia.Type: ApplicationFiled: December 9, 2009Publication date: June 17, 2010Inventors: Nobuhiro Yoshida, Kunio Hirotani
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Publication number: 20100010276Abstract: The present invention relates to a process for preparing tetramethylglycolide by heating a composition which comprises at least 50% by weight of 2-hydroxy-isobutyric acid and/or tetramethylglycolide to a temperature of at least 100° C.Type: ApplicationFiled: August 30, 2007Publication date: January 14, 2010Applicant: Evonik Roehm GmbHInventors: Bernd Vogel, Alexander May, Hermann Siegert
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Publication number: 20090287004Abstract: A method of preparing an olefin comprising: reacting a polyol in the presence of a carboxylic acid, such that an olefin is produced by the deoxygenation of the polyol. The reacting step can comprise (a) providing a composition comprising the polyol, (b) heating the composition, and (c) introducing the carboxylic acid to the composition wherein the introducing step occurs prior to, at the same time as, or subsequent to the heating step. In one embodiment, the polyol is glycerol, the carboxylic acid is formic acid, and the olefin is allyl alcohol, which is produced at a yield of about 80% or greater.Type: ApplicationFiled: July 27, 2009Publication date: November 19, 2009Applicant: The Regents of the University of CaliforniaInventors: Robert G. Bergman, Jonathan A. Ellman, Elena Arceo Rebollo, Peter C. Marsden
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Publication number: 20090270656Abstract: It is an object of the present invention to provide a specific apparatus and process for industrially producing a high-purity diol by taking a cyclic carbonate and an aliphatic monohydric alcohol as starting materials. Moreover, it is an object to thus provide a specific industrial apparatus and industrial production process that are inexpensive and, for example, enable the high-purity diol to be produced in an amount of not less than 1 ton/hr, preferably not less than 2 tons/hr, more preferably not less than 3 tons/hr, stably for a prolonged period of time (e.g. not less than 1000 hours, preferably not less than 3000 hours, more preferably not less than 5000 hours).Type: ApplicationFiled: January 26, 2007Publication date: October 29, 2009Applicant: ASAHI KASEI CHEMICALS CORPORATIONInventors: Shinsuke Fukuoka, Hironori Miyaji, Hiroshi Hachiya, Kazuhiko Matsuzaki
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Publication number: 20090163744Abstract: A process for producing a hydrocarbon from biomass. A feed stream having free fatty acids, fatty acid esters or combinations thereof is provided. The feed stream is heated in the presence of a first catalyst to produce a partially hydrodeoxygenated stream. The partially hydrodeoxygenated stream is heated in the presence of a second catalyst to produce an effluent stream containing the hydrocarbon.Type: ApplicationFiled: December 20, 2007Publication date: June 25, 2009Inventors: Ramin Abhari, Peter Havlik
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Patent number: 7518022Abstract: The invention is directed to liquid vegetable unsaturated alcohol mixture having an iodine value of 88 to 100 and a cloud point less than 7° C., the unsaturated alcohol mixture being prepared by reduction of a vegetable unsaturated fatty acid mixture and/or an alkyl ester thereof in the presence of a zinc-type catalyst having a copper content of 30 ppm or less, the vegetable unsaturated fatty acid mixture being prepared from at least one vegetable oil selected from the group consisting of palm oil, coconut oil and palm kernel oil. The invention also concerns a liquid vegetable unsaturated alcohol mixture having an iodine value of 88 to 100, a cloud point less than 7° C. or lower and a conjugated diene content of 1 wt. % or less.Type: GrantFiled: April 17, 2003Date of Patent: April 14, 2009Assignee: New Japan Chemical Co., Ltd.Inventors: Hisao Nakaoka, Mamoru Mototani
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Publication number: 20080227978Abstract: A process for converting a carbonyl group within a substrate to a chiral alcohol moiety comprising reacting the carbonyl containing substrate with an organoaluminium reagent in the presence of a Group 5-12 transition metal based catalyst which is complexed with a chiral ligand; novel chiral ligands and organoluminium reagents, a chiral ligand or organoaluminium reagent for use in the process.Type: ApplicationFiled: January 26, 2006Publication date: September 18, 2008Inventor: Simon Woodward
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Patent number: 7408087Abstract: Unsaturated coconut and/or palm nut fatty alcohols having an iodine number in the range from 65 to 85, which essentially comprise unsaturated fatty alcohols and mixtures of saturated fatty alcohols of the formula (I): R1OH ??(I) in which R1 is a saturated or unsaturated, linear or branched alkyl radical having 12 to 20 carbon atoms, obtainable by fractionating coconut and/or palm nut fatty acid methyl esters to obtain a fraction containing predominantly C16-C18 portions, fractionating the C16-C18 fatty acid methyl ester fraction into a predominantly saturated distillate and a predominantly unsaturated bottom product, and hydrogenating the bottom product with retention of the double bonds to give the corresponding alcohols; are disclosed.Type: GrantFiled: June 5, 2001Date of Patent: August 5, 2008Assignee: Cognis Deutschland GmbH & Co. KGInventors: Stephan Heck, Norbert Klein, Horst-Dieter Komp, Christiane Boehr, Norbert Huebner, Alfred Westfechtel
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Patent number: 7365235Abstract: Processes for producing branched compounds are described wherein a carbonyl compound is condensed in the presence of a catalyst selected from the group consisting of acids and bases, to form an ?,?-unsaturated condensation product; and the ?,?-unsaturated condensation product is hydrogenated.Type: GrantFiled: September 11, 2001Date of Patent: April 29, 2008Assignee: Cognis Deutschland GmbH & Co. KGInventors: Sabine Both, Albrecht Schwerin, Erich Reuter, Georg Fieg, Juergen Falkowski
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Patent number: 7282611Abstract: The present invention provides a process for the preparation of a mixture of alcohols and ketones by the liquid phase oxidation of isoalkanes to alkyl hydroperoxides with simultaneous transfer of oxygen to alkanes (C8-C20) in presence of oxides alkaline earth metals like magnesium, calcium, barium and strontium and oxides of rare earth metals such as lanthanum, cerium, samarium, neodymium and europium, at a temperature ranging between 110°-160° C. and air pressure ranging between 10-1500 psig for a period of 0.5-20 h, cooling the reaction mixture to 5° C., separating the products by conventional methods such as distillation. The catalyst reused for several times without affecting its catalytic performance.Type: GrantFiled: September 25, 2006Date of Patent: October 16, 2007Assignee: Council of Scientific and Industrial ResearchInventors: Deshpande Raj Madhukar, Rane Vilas Hari, Chaudhari Raghunath Vithal
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Patent number: 7232934Abstract: A reduced or partially reduced nickel-molybdenum catalyst prepared by a process having the steps of 1) reacting nickel carbonate and molybdenum oxide precursors to form nickel molybdate and 2) treating the nickel molybdate under reducing conditions to form the reduced or partially reduced nickel-molybdenum catalyst. There is also a process for making the catalyst. There is also a process for using the catalyst in the hydrogenation of an oxo aldehyde, thereby forming an oxo alcohol of high selectivity. There is also a process for forming an oxo alcohol from the hydroformylation/hydrogenation of an olefinic feedstream. There is also a process for forming an oxo alcohol by contacting formates, dimers, trimers, and organic acids with hydrogen in the presence of a reduced or partially reduced nickel-molybdenum catalyst. The foregoing processes are also useful with a catalyst having the general formula YxZ wherein Y is nickel and/or cobalt and Z is molybdenum and/or tungsten; and wherein x ranges between about 0.Type: GrantFiled: September 10, 2004Date of Patent: June 19, 2007Assignee: ExxonMobil Chemical Patents Inc.Inventors: Ramzi Yanni Saleh, Stuart L. Soled, Sabato Miseo, Hyung S. Woo
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Patent number: 7208643Abstract: The invention relates to a process for producing a fatty alcohol, including hydrogenating a fatty acid ester to prepare a crude fatty alcohol product, and distilling and refining the resulting crude fatty alcohol to prepare a fatty alcohol, further including recovering a part or the whole of distillation residues obtained in the distillation step and removing an alkali component from the distillation residues, adding the treated distillation residues to hydrogenation step or to a starting fatty acid ester feed.Type: GrantFiled: March 21, 2005Date of Patent: April 24, 2007Assignee: Kao CorporationInventors: Masanori Namba, Toru Sakamoto
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Patent number: 7186868Abstract: The invention pertains to a hydroformylation process for the conversion of an ethylenically unsaturated compound to an alcohol comprising a first step of reacting at an elevated temperature in a reactor the ethylenically unsaturated compound, carbon monoxide, hydrogen, and a phosphine-containing cobalt hydroformylation catalyst, which are dissolved in a solvent, followed by a second step of separating a mixture comprising the alcohol and heavy ends from a solution comprising the catalyst and the solvent, followed by a third step of recycling the solution to the reactor.Type: GrantFiled: December 16, 2003Date of Patent: March 6, 2007Assignee: Shell Oil CompanyInventors: Eit Drent, Jacoba Catherina Lucia Johanna Suykerbuyk
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Patent number: 7183446Abstract: The present invention relates to an alcohol mixture which substantively comprises alcohols having 13 or 15 carbon atoms, to a process for its preparation, to a process for functionalizing these alcohol mixtures, and to the resultant functionalized alcohol mixtures and their use.Type: GrantFiled: June 25, 2001Date of Patent: February 27, 2007Assignee: BASF AktiengesellschaftInventors: Edgar Zeller, Jürgen Tropsch
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Patent number: 7176336Abstract: A process of preparing an unsaturated alcohol (olefin alcohol), such as, a homo-allylic mono-alcohol or homo-allylic polyol, involving protecting a hydroxy-substituted unsaturated fatty acid or fatty acid ester, such as methyl ricinoleate, derived from a seed oil, to form a hydroxy-protected unsaturated fatty acid or fatty acid ester; homo-metathesizing or cross-metathesizing the hydroxy-protected unsaturated fatty acid or fatty acid ester to produce a product mixture containing a hydroxy-protected unsaturated metathesis product; and deprotecting the hydroxy-protected unsaturated metathesis product under conditions sufficient to prepare the unsaturated alcohol. Preferably, methyl ricinoleate is converted by cross-metathesis or homo-metathesis into the homo-allylic mono-alcohol 1-decene-4-ol or the homo-allylic polyol 9-octadecene-7,12-diol, respectively.Type: GrantFiled: September 14, 2004Date of Patent: February 13, 2007Assignee: Dow Global Technologies Inc.Inventors: Bob R. Maughon, Kenneth A. Burdett, Zenon Lysenko