Catalytic Hydrogenation Patents (Class 554/141)
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Patent number: 9650582Abstract: An object of the present invention is to provide a method for hydrogenating a biodiesel fuel for producing a biodiesel fuel having an excellent oxidation stability and cold flow property. The present invention serves to produce a biodiesel fuel excellent in oxidation stability, by hydrogenating a biodiesel fuel with oxygen present in the reaction system in the presence of a catalyst containing at least one type of noble metal selected from metals of Groups 8 to 10 in the periodic table.Type: GrantFiled: March 3, 2015Date of Patent: May 16, 2017Assignee: NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGYInventors: Takehisa Mochizuki, Makoto Toba, Yuuji Yoshimura, Yohko Abe, Shih-Yuan Chen
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Patent number: 9598327Abstract: The invention relates to a process for the manufacture of diesel range hydrocarbons wherein a feed is hydrotreated in a hydrotreating step and isomerized in an isomerization step, and a feed comprising fresh feed containing more than 5 wt % of free fatty acids and at least one diluting agent is hydrotreated at a reaction temperature of 200-400° C., in a hydrotreating reactor in the presence of catalyst, and the ratio of the diluting agent/fresh feed is 5-30:1.Type: GrantFiled: September 4, 2014Date of Patent: March 21, 2017Assignee: NESTE OIL OYJInventors: Jukka Myllyoja, Pekka Aalto, Pekka Savolainen, Veli-Matti Purola, Ville Alopaeus, Johan Gronqvist
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Patent number: 9404064Abstract: Biological compositions containing animal fats and plant oils desirably are free of contaminants prior to processing into a biofuel. Disclosed herein is a method of removing such contaminants from these compositions to make that processing more efficient. The method employs a unique arrangement of mixers and centrifuges along with acidic solutions and recycle streams to re-move these contaminants from the compositions.Type: GrantFiled: March 4, 2014Date of Patent: August 2, 2016Assignee: REG SYNTHETIC FUELS, LLCInventors: Peter Guay, Dale Graham, Ramin Abhari, Peter Zdenek Havlik, Edward Gary Roth, H. Lynn Tomlinson
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Patent number: 9238216Abstract: Provided is a palladium on carbon (Pd/C) catalyst obtained by using an ionic liquid, a method for preparing the same, and a method for hydrogenation of hydrofluorocarbon using the same. More particularly, palladium particles are supported on carbon particles by using an ionic liquid, and the resultant Pd/C catalyst is used for hydrogenation of hydrofluorocarbon. The catalyst includes palladium particles having a smaller particle size and a more uniform shape as compared to the existing Pd/C catalysts, and thus shows high catalytic activity.Type: GrantFiled: October 21, 2013Date of Patent: January 19, 2016Assignee: KOREA INSTITUTE OF SCIENCE AND TECHNOLOGYInventors: Chang Soo Kim, Kyesang Yoo, Byoung Sung Ahn, Hyun Joo Lee, Jeong Myeong Ha, Hong Gon Kim
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Patent number: 8927746Abstract: The subject matter of the invention is a process for synthesizing ?-functionalized acids of formula R—(CH2)n—COOH in which R is COOH or NH2CH2, from a feedstock of natural origin containing hydroxylated fatty acids.Type: GrantFiled: July 10, 2012Date of Patent: January 6, 2015Assignee: Arkema FranceInventor: Jean-Luc Dubois
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Patent number: 8884042Abstract: The invention is directed to a process for the hydrogenation of unsaturated fatty acids to produce saturated fatty acids, said process comprising hydrogenating the unsaturated fatty acid in the presence of hydrogen and a supported nickel catalyst, said supported nickel catalyst comprising an oxidic support, 5 to 80 wt. % of nickel, calculated as atomic nickel on the weight of the catalyst, 0.1 to 10 wt. % of a copper promoter, calculated as atomic copper on the weight of the catalyst and 1 to 10 wt. % of a group II metal, calculated as metallic oxide on the weight of the catalyst.Type: GrantFiled: April 21, 2011Date of Patent: November 11, 2014Assignee: BASF CorporationInventors: Hermanus Johannes Bouwman, Robert Johan Andreas Maria Terörde
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Publication number: 20140309445Abstract: Various methods are provided for metathesizing a feedstock. In one aspect, a method includes providing a feedstock comprising a natural oil, heating the feedstock to a temperature greater than 100° C. in the absence of oxygen, holding the feedstock at the temperature for a time sufficient to diminish catalyst poisons in the feedstock, and, following the heating and holding, combining a metathesis catalyst with the feedstock under conditions sufficient to metathesize the feedstock.Type: ApplicationFiled: February 18, 2014Publication date: October 16, 2014Applicant: ELEVANCE RENEWABLE SCIENCES, INC.Inventors: Kevin D. Uptain, Charles Tanger, Hiroki Kaido
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Publication number: 20140256972Abstract: The invention relates to a catalyst comprising nickel and a solid silica support, to a process for preparing such a catalyst and to a process for the hydrogenation of an unsaturated fatty material. According to the invention there is provided a catalyst comprising nickel on a solid silica support, wherein said catalyst has a specific pore volume of at least 0.4 ml/g and a TPR peak maximum within the range of 360-420° C.Type: ApplicationFiled: October 12, 2012Publication date: September 11, 2014Applicant: BASF CORPORATIONInventors: Hermanus Johannes Bouwman, Robert Johan Andreas Maria Teroerde, Tjalling Rekker
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Patent number: 8735616Abstract: Steps in the processing of oils derived from plants or vegetables include the degumming, deodorizing and bleaching of the oil before it can be used for further applications. By eliminating one or more of these steps from the processing of the oil, followed by hydrogenating the oil to a specified degree of hydrogenation, the resulting upgraded oils can be incorporated into products having commercial applications. The process uses a high shear mixing device and a hydrogenation catalyst. The process can utilize a single or multiple high shear devices, and utilize renewable oils instead of increasingly scarce petroleum based products. The resulting hydrogenated products may then be utilized in a variety of other commercial applications, such as to render cellulosic products water resistant, provide a coating for numerous cellulosic products, adhesive compositions, ink compositions, firelog compositions, drilling muds or asphalt modifiers.Type: GrantFiled: May 20, 2011Date of Patent: May 27, 2014Assignee: H R D CorporationInventors: Abbas Hassan, Aziz Hassan, Gregory Borsinger
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Patent number: 8729283Abstract: A method comprising providing a starting composition comprising a polyunsaturated fatty acid, a polyunsaturated fatty ester, a carboxylate salt of a polyunsaturated fatty acid, a polyunsaturated triglyceride, or a mixture thereof; self-metathesizing the starting composition or cross-metathesizing the starting composition with at least one short-chain olefin in the presence of a metathesis catalyst to form self-/cross-metathesis products comprising: cyclohexadiene; at least one olefin; and one or more acid-, ester-, or salt-functionalized alkene; and reacting cyclohexadiene to produce at least one cycloalkane or cycloalkane derivatives.Type: GrantFiled: January 15, 2013Date of Patent: May 20, 2014Assignee: Energy & Environmental Research Center FoundationInventor: Edwin S. Olson
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Patent number: 8648005Abstract: The present invention provides a method of preparing the copper-containing hydrogenation catalyst having high activity by liquid phase reduction without decreasing purity of the solvent and a method for efficiently producing an alcohol. The present invention provides the method of preparing the copper-containing hydrogenation catalyst, including reducing a molded precursor of the copper-containing hydrogenation catalyst by supplying hydrogen gas or a mixture of hydrogen gas with an inert gas at a temperature of 50 to 150° C. in the presence of a solvent to obtain the copper-containing hydrogenation catalyst, wherein the reduction is conducted at an average reduction velocity of the copper-containing hydrogenation catalyst of not more than 3.0% by weight/hour.Type: GrantFiled: September 10, 2009Date of Patent: February 11, 2014Assignee: Kao CorporationInventors: Toru Sakamoto, Shoji Hasegawa
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Patent number: 8603938Abstract: The present invention provides the method for preparing a catalyst including the following steps 1 and 2, and the method for producing an alcohol including preparing a catalyst by the method and subjecting a carboxylic acid or a carboxylic acid ester to catalytic reduction with hydrogen in the presence of the prepared catalyst: step 1: immersing a molded precursor of a catalyst containing metal oxide in a solvent, step 2: supplying hydrogen gas or a mixture of hydrogen gas with an inert gas to a catalyst layer in the presence of a solvent to reduce the catalyst precursor prepared in the step 1.Type: GrantFiled: September 10, 2009Date of Patent: December 10, 2013Assignee: Kao CorporationInventors: Toru Sakamoto, Taku Mimura
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Patent number: 8491856Abstract: A system for stripping fatty acids from triglycerides, the system including a reactor; a heating apparatus whereby a contents of the reactor may be heated to a temperature in the range of from 200° C. to 600° C.; and a vacuum pump capable of pulling a vacuum in the range of from 1 kPa to 50 kPa on the reactor.Type: GrantFiled: April 13, 2012Date of Patent: July 23, 2013Assignee: H R D CorporationInventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Publication number: 20130150600Abstract: 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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Patent number: 8399694Abstract: An object of the present invention is to provide a more simplified and more efficient process for producing a highly purified orange roughy oil having high storage stability. The present invention provides a process for producing a highly purified orange roughy oil substantially free of a polyunsaturated fatty acid ester having 4 to 6 double bonds, and having a saponification value of 98 to 113 and an iodine value of 73 to 89, comprising washing with an alkaline aqueous solution to remove a free fatty acid; hydrogenating with a catalyst to reduce a polyunsaturated fatty acid ester; and purifying by treatment with an adsorbent.Type: GrantFiled: October 10, 2008Date of Patent: March 19, 2013Assignee: Nippon Suisan Kaisha, Ltd.Inventors: Kazuhiko Hata, Akito Yamabe, Tsuyoshi Koriyama
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Publication number: 20130055625Abstract: Provided is a method for producing biodiesel fuel having an excellent oxidative stability and fluidity at low temperature, wherein the method provides selective hydrogenation of a poly-unsaturated fatty acid alkyl ester to the mono-unsaturated fatty acid alkyl ester while inhibiting the formation of the trans-isomer, and a biodiesel fuel composition. In the method for producing biodiesel fuel, a fatty acid alkyl ester prepared from fat and/or waste edible oil by transesterification reaction, and/or (2) a fatty acid alkyl ester treated by esterification reaction of a fatty acid is hydrogenated in the presence of a hydrogenation catalyst containing at least one of noble metals selected from those of Groups 8-10 in the periodic table under low hydrogen pressure.Type: ApplicationFiled: February 18, 2011Publication date: March 7, 2013Applicant: NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGYInventors: Makoto Toba, Yuji Yoshimura, Yoko Abe
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Patent number: 8334396Abstract: Disclosed is a process for the manufacture of saturated fatty acid esters by subjecting unsaturated fatty acid esters to hydrogenation in the presence of a catalyst suitable for catalysing the saturation of double bonds in the esters, which is characterized in that said catalyst represents a homogenous complex of a Group VIII metal and a sulfonated phosphite as the polar ionic ligand.Type: GrantFiled: June 14, 2008Date of Patent: December 18, 2012Assignee: Cognis IP Management GmbHInventors: Georgios Papadogianakis, Achilleas Bouriazos, Angeliki Tsichla, Christiana Vasiliou
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Patent number: 8263794Abstract: Disclosed is a process for the manufacture of unsaturated fatty acid alkyl esters or glycerides having a total content of C18:1 of about 30 to about 80 Mol-%, by partial hydrogenation of unsaturated fatty acid esters having a total content of (C18:2+C18:3) of at least 65 Mol-%, calculated on the total amount of C18 moieties in the ester, wherein the hydrogenation is conducted in an aqueous/organic two-phase system in the presence of a water-soluble catalyst consisting of a Group VIII, Group IX, or Group X metal and a hydrophilic ligand.Type: GrantFiled: October 2, 2007Date of Patent: September 11, 2012Assignee: Cognis IP Management GmbHInventors: Georgios Papadogianakis, Achilleas Bouriazos, Konstandinos Mouratidis, Nikolas Psaroudakis
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Patent number: 8242318Abstract: Catalytic hydrogenation of a double bond, notably a C?C or C?N double bond, is carried out using a homogenous catalyst which is a complex of rhodium or other transition metal containing at least one ligand which is a nitrogenous organic base. Preferably the complex is phosphorus-free and the ligand is a bicyclic base having formula where R1 and R4 are hydrocarbon chains. R1 preferably is a saturated chain of two carbon atoms and R4 preferably is a saturated chain of three to five carbon atoms.Type: GrantFiled: December 3, 2009Date of Patent: August 14, 2012Assignee: Schlumberger Technology CorporationInventors: Li Jiang, Timothy Jones, Fenglou Zou
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Publication number: 20120178951Abstract: The invention relates to an apparatus for continuously carrying out heterogeneously catalyzed chemical reactions, comprising a microwave-transparent tube, the longitudinal axis of which extends in the direction of propagation of the microwaves of a single-mode microwave applicator and which is filled with an open-cell foam that carries or is made of catalytically active species.Type: ApplicationFiled: September 3, 2010Publication date: July 12, 2012Applicant: CLARIANT FINANCE (BVI) LIMITEDInventors: Matthias Krull, Roman Morschhaeuser, Hans-Juergen Scholz
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Patent number: 8211486Abstract: The invention is directed to a process for the hydrogenation of unsaturated triglycerides in the presence of a supported precious metal catalyst and hydrogen, in which process a precious metal catalyst is used, comprising an aggregate of solid support, precious metal nano particles and surfactant or polymer.Type: GrantFiled: May 9, 2005Date of Patent: July 3, 2012Assignee: BASF CorporationInventors: Annemarie Elisa Wilhelmina Beers, Pieter Hildegardus Berben
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Patent number: 8182556Abstract: A method for producing biofuels is provided. A method of making biofuels includes dewatering substantially intact algal cells to make an algal biomass, sequentially adding solvent sets to the algal biomass, and sequentially separating solid biomass fractions from liquid fractions to arrive at a liquid fraction comprising neutral lipids. The method also includes esterifying the neutral lipids, separating a water miscible fraction comprising glycerin from a water immiscible fraction comprising fuel esters, carotenoids, and omega-3 fatty acids. The method also includes obtaining a C16 or shorter fuel esters fraction, a C16 or longer fuel ester fraction, and a residue comprising carotenoids and omega-3 fatty acids. The method includes hydrogenating and deoxygenating at least one of (i) the C16 or shorter fuel esters to obtain a jet fuel blend stock and (ii) the C16 or longer fuel esters to obtain a diesel blend stock.Type: GrantFiled: October 7, 2011Date of Patent: May 22, 2012Assignee: Haliae Development, LLCInventor: Aniket Kale
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Patent number: 8178705Abstract: A method of producing volatilized fatty acids by heating a feedstock comprising at least one fat or oil in a reactor under inert vacuum to volatilize fatty acids, and removing volatilized fatty acids from bottoms residue comprising cross-linked oil. A system for stripping fatty acids from triglycerides, the system comprising a reactor, heating apparatus and a vacuum pump capable of pulling a vacuum in the range of from 1 kPa to 50 kPa on the reactor. A system for producing a hydrogenated product including a reactor comprising an inlet for a stream comprising triglycerides, an outlet for volatilized fatty acids, and an outlet for a cross-linked product, heating apparatus, a vacuum pump capable of pulling a vacuum in the range of from 1 kPa to 50 kPa on the reactor, and a hydrogenation reactor, wherein an inlet of the hydrogenation reactor is fluidly connected to the outlet for cross-linked product.Type: GrantFiled: May 10, 2011Date of Patent: May 15, 2012Assignee: H R D CorporationInventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Patent number: 8152870Abstract: A method for producing biofuels is provided. A method of making biofuels includes dewatering substantially intact algal cells to make an algal biomass, sequentially adding solvent sets to the algal biomass, and sequentially separating solid biomass fractions from liquid fractions to arrive at a liquid fraction comprising neutral lipids. The method also includes esterifying the neutral lipids, separating a water miscible fraction comprising glycerin from a water immiscible fraction comprising fuel esters, carotenoids, and omega-3 fatty acids. The method also includes obtaining a C16 or shorter fuel esters fraction, a C16 or longer fuel ester fraction, and a residue comprising carotenoids and omega-3 fatty acids. The method includes hydrogenating and deoxygenating at least one of (i) the C16 or shorter fuel esters to obtain a jet fuel blend stock and (ii) the C16 or longer fuel esters to obtain a diesel blend stock.Type: GrantFiled: April 6, 2011Date of Patent: April 10, 2012Assignee: Heliae Development, LLCInventor: Aniket Kale
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Publication number: 20110301024Abstract: A process for preparing a catalyst precursor includes, in a first preparation step, impregnating a particulate catalyst support with an organic metal compound in a carrier liquid. The metal of the organic metal compound is an active catalyst component. An impregnated intermediate is formed, and is calcined to obtain a calcined intermediate. Thereafter, in a second preparation step, the calcined intermediate from the first preparation step is impregnated with an inorganic metal salt in a carrier liquid. The metal of the inorganic metal salt is an active catalyst component. An impregnated support is obtained, and is calcined, to obtain the catalyst precursor. The metal is in particular cobalt. The precursor is reduced, in particular with hydrogen, to obtain the active catalyst. Also claimed is a process for the hydrogenation of CO, as well as a process for the hydrogenation of an organic compound using the so-prepared catalyst.Type: ApplicationFiled: February 23, 2010Publication date: December 8, 2011Applicant: SASOL TECHNOLOGY (PROPRIETARY) LIMITEDInventors: Robert Johan Andreas Maria Terorde, Luuk Laurentius Kramer
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Publication number: 20110287159Abstract: Steps in the processing of oils derived from plants or vegetables include the degumming, deodorizing and bleaching of the oil before it can be used for further applications. By eliminating one or more of these steps from the processing of the oil, followed by hydrogenating the oil to a specified degree of hydrogenation, the resulting upgraded oils can be incorporated into products having commercial applications. The process uses a high shear mixing device and a hydrogenation catalyst. The process can utilize a single or multiple high shear devices, and utilize renewable oils instead of increasingly scarce petroleum based products. The resulting hydrogenated products may then be utilized in a variety of other commercial applications, such as to render cellulosic products water resistant, provide a coating for numerous cellulosic products, adhesive compositions, ink compositions, firelog compositions, drilling muds or asphalt modifiers.Type: ApplicationFiled: May 20, 2011Publication date: November 24, 2011Applicant: HRD Corp.Inventors: ABBAS HASSAN, AZIZ HASSAN, GREGORY BORSINGER
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Patent number: 8026403Abstract: A method for producing a product comprising at least one selected from C2+ hydrocarbons, oxygenates, and combinations thereof from light gas comprising one or more of carbon dioxide, methane, ethane, propane, butane, pentane, and methanol by forming a dispersion of light gas in a liquid feed, wherein the dispersion is formed at least in part with high shear forces and wherein at least one of the liquid feed and the light gas is a hydrogen source. A system for carrying out the method is also presented.Type: GrantFiled: June 17, 2008Date of Patent: September 27, 2011Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Patent number: 7947323Abstract: The present invention relates to a process for the production of a fat composition for confectionery or baking applications. According to this process, a starting fat composition containing palm oil or a palm oil fraction and having the following composition: (1) a glyceride composition with—a S2U content between 47 and 75 wt. %, —a SU2+U3 content <40 wt. %, —a S3 content between 1 and 15 wt. %, —a diglyceride content of 3 to 12 wt. %, the glyceride contents being expressed as wt. % with respect to the total amount of di- and triglycerides in which S means a saturated fatty acid with A hydrocarbon chain length of 14-24 carbon atoms and U means unsaturated fatty acid with a hydrocarbon chain length of 14-24 carbon atoms and (2) a total content of unsaturated fatty acids of less than 55 wt. %, preferably less than 50 wt. %, more preferably less than 48 wt. %, is subjected to a catalytic hydrogenation so as to obtain a first fat with a trans fatty acid content <wt. %, preferably <10 wt.Type: GrantFiled: March 26, 2003Date of Patent: May 24, 2011Assignee: Fuji Oil Company, LimitedInventors: Bernard Cleenewerck, Karen Saey, Marij Van Dyck
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Patent number: 7820841Abstract: The present disclosure provides low trans-fatty acid fat compositions, methods of hydrogenating unsaturated feed-stocks (e.g., oils), and hydrogenation catalyst compositions. One exemplary method involves producing a catalyst composition by heating a nickel-based catalyst to a first temperature of at least about 85° C. in the presence of hydrogen and a fat component. An unsaturated feedstock may be contacted with the catalyst composition and hydrogenated by sustaining a hydrogenation reaction at a second temperature of no greater than about 70° C. Some specific implementations of the invention permit the production of partially hydrogenated seed oils with low trans-fatty acid contents.Type: GrantFiled: July 30, 2004Date of Patent: October 26, 2010Assignee: Cargill, IncorporatedInventors: N. Hans Van Toor, Gijsbertus Johannes Van Rossum, Marco B. Kruidenberg
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Publication number: 20100234625Abstract: Disclosed is a process for the manufacture of saturated fatty acid esters by subjecting unsaturated fatty acid esters to hydrogenation in the presence of a catalyst suitable for catalysing the saturation of double bonds in the esters, which is characterised in that said catalyst represents a homogenous complex of a Group VIII metal and a sulfonated phosphite as the polar ionic ligand.Type: ApplicationFiled: June 14, 2008Publication date: September 16, 2010Applicants: COGNIS IP MANAGEMENT GMBH, NATIONAL & KAPODISTRIAN UNIVERSITY OF ATHENSInventors: Georgios Papadogianakis, Achilleas Bouriazos, Angeliki Tsichla, Christiana Vasiliou
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Publication number: 20100168454Abstract: Catalytic hydrogenation of a double bond, notably a C?C or C?N double bond, is carried out using a homogenous catalyst which is a complex of rhodium or other transition metal containing at least one ligand which is a nitrogenous organic base. Preferably the complex is phosphorus-free and the ligand is a bicyclic base having formula where R1 and R4 are hydrocarbon chains. R1 preferably is a saturated chain of two carbon atoms and R4 preferably is a saturated chain of three to five carbon atoms.Type: ApplicationFiled: December 3, 2009Publication date: July 1, 2010Applicant: Schlumberger Technology CorporationInventors: Li Jiang, Timothy Jones, Fenglou Zou
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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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Patent number: 7718211Abstract: Shortening systems are prepared which include hydrogenated edible oils that are hydrogenated in a manner to minimize the formation of trans-stereoisomers. A conditioned catalyst is used which disfavors trans-stereoisomer formation without significantly negatively impacting the length of time required to form solids for a useful shortening base stock through hydrogenation. Preferred conditioning agents are organic acid phosphates and phosphoric acid, In a preferred embodiment, a confectionary shortening is provided which incorporates a polyglycerol ester emulsifier.Type: GrantFiled: December 27, 2006Date of Patent: May 18, 2010Assignee: Bunge Oils, Inc.Inventor: Neil W. Higgins
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Publication number: 20100094033Abstract: A method for producing starting materials or additives for cosmetics, pharmaceuticals and/or hydrocarbon-based fuels, especially for heating systems or internal combustion engines, takes organic residues or waste materials and decontaminates or sterilizes them with a hydrogenation process. In particular, the materials classified as K1, K2 or K3 according to EU Directive 1774/2002 are used for generating or producing the cited starting materials or additives, whereby an adequate decontamination of the residues or waste materials that are classified as being hazardous to health is ensured.Type: ApplicationFiled: October 24, 2007Publication date: April 15, 2010Inventor: Dieter Tischendorf
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Publication number: 20100055516Abstract: A method of providing a porous surface on a nickel substrate comprising treating the substrate with a flowing stream of gas comprising ammonia or hydrazine at a temperature of at least 4000 C, the resultant porous surface comprising pores which are substantially all interconnected and have access to the surface.Type: ApplicationFiled: October 25, 2007Publication date: March 4, 2010Inventors: Geoffrey Mason, Bryan Buffham, Klaus Hellgardt, Paul Russell, David Richardson
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Patent number: 7667058Abstract: Disclosed are heterogeneous processes (i) for the hydrogenation of a compound containing at least one unsaturated carbon-carbon bond, and (ii) for the hydro-dehalogenation of a compound containing at least one C—Cl, C—Br or C—I bond. The processes comprise reacting said compound with a hydrogenating agent and a heterogeneous hydrogenation catalyst in the presence of an ionic liquid.Type: GrantFiled: May 17, 2002Date of Patent: February 23, 2010Assignee: The Queen's University of BelfastInventors: Kris Anderson, Peter Goodrich, Christopher Hardacre, Sarah Elizabeth Jane McMath
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Publication number: 20100022664Abstract: Suggested is a process for the manufacture of unsaturated fatty acid alkyl esters or glycerides having a total content of C 18:1 of about 30 to about 80 Mol-% by partial hydrogenation of unsaturated fatty acid esters having a total content of (C18:2+C18:3) of at least 65 Mol-%—calculated on the total amount of C18 moieties in the ester—which is characterised in that the hydrogenation is conducted in an aqueous/organic two phase system in the presence of a water soluble catalyst consisting of a Group VIII metal and a hydrophilic ligand.Type: ApplicationFiled: October 2, 2007Publication date: January 28, 2010Applicant: COGNIS IP MANAGEMENT GMBHInventors: Georgios Papadogianakis, Achilleas Bouriazos, Konstandinos Mouratidis, Nikolas Psaroudakis
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Patent number: 7585990Abstract: The present disclosure provides low trans-fatty acid fat compositions, methods of hydrogenating unsaturated feedstocks (e.g., oils), and hydrogenation catalyst compositions. One exemplary method involves producing an activated catalyst composition by heating a nickel-based catalyst to a first temperature of at least about 100° C. in the presence of hydrogen and a fat component. An unsaturated feedstock may be contacted with the activated catalyst composition and hydrogenated by sustaining a hydrogenation reaction at a second temperature of no greater than about 70° C. Some specific implementations of the invention permit the production of partially hydrogenated seed oils with low trans-fatty acid contents.Type: GrantFiled: December 31, 2003Date of Patent: September 8, 2009Assignee: Cargill, IncorporatedInventors: Hans van Toor, Gijsbertus Johannes van Rossum, Marco Kruidenberg
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Publication number: 20090142470Abstract: The invention is directed to a process for the hydrogenation of unsaturated triglycerides in the presence of a supported precious metal catalyst and hydrogen, in which process a precious metal catalyst is used, comprising an aggregate of solid support, precious metal nano particles and surfactant or polymer.Type: ApplicationFiled: May 9, 2005Publication date: June 4, 2009Applicant: BASF CATALYSTS LLCInventors: Annemarie Elisa Wilhelmina Beers, Pieter Hildegardus Berben
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Patent number: 7538237Abstract: A process for performing a chemical reaction between a plurality of chemical reactants in the presence of a catalyst, with at least a first reactant in a liquid phase and at least a second reactant in a gas phase, the first and second reactants mixing at least by interdiffusion. The process comprises supplying the reactants to a passage defined by a first surface and a second surface and optionally moving at least one of the first surface and second surface relative to each other. The reactants their mixture or reaction products form respective boundary layers against the first and second surfaces and the radial spacing between the first surface and second surface is equal to or less than the back-to-back radial thicknesses of the boundary layers.Type: GrantFiled: May 28, 2004Date of Patent: May 26, 2009Assignee: Kreido LaboratoriesInventors: Richard A. Holl, Eric A. Gulliver, John L. Cihonski
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Patent number: 7498453Abstract: This disclosure describes select low trans-fatty acid fats and fat compositions and methods of making such fats and fat compositions. These fats and fat compositions achieve properties commonly associated with typical partially hydrogenated fats, but avoid the high trans-fatty acid contents typically associated with such fats.Type: GrantFiled: August 2, 2004Date of Patent: March 3, 2009Assignee: Cargill IncorporatedInventors: N. Hans Van Toor, Gijsbertus Johannes Van Rossum, Marco B. Kruidenberg
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Publication number: 20080214852Abstract: Copper compositions that are useful as hydrogenation catalysts are disclosed. In particular, the copper compounds are catalysts for the selective hydrogenation of oils that contain unsaturated fatty acyl components such as unsaturated vegetable oils. Methods of preparing the copper compositions are also disclosed. Methods of hydrogenating unsaturated compositions that contain at least two sites of unsaturation using the hydrogenation catalysts, along with products obtained from the hydrogenation reactions described herein are also disclosed.Type: ApplicationFiled: October 31, 2007Publication date: September 4, 2008Applicant: Archer-Daniels-Midland CompanyInventor: Ronald T. Sleeter
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Patent number: 7169430Abstract: Shortening systems are prepared which include hydrogenated edible oils that are hydrogenated in a manner to minimize the formation of trans-stereoisomers. A conditioned catalyst is used which disfavors trans-stereoisomer formation without significantly negatively impacting the length of time required to form solids for a useful shortening base stock through hydrogenation. Preferred conditioning agents are organic acid phosphates and phosphoric acid. In a preferred embodiment, a confectionary shortening is provided which incorporates a polyglycerol ester emulsifier.Type: GrantFiled: January 28, 2003Date of Patent: January 30, 2007Assignee: Bunge Oils, Inc.Inventor: Neil W. Higgins
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Patent number: 7157590Abstract: The present invention provides a new and effective process for the synthesis of 17-phenyl-18,19,20-trinor-PGF2? and its derivatives, including the anti-glaucoma drugs Bimatoprost and Latanoprost. The benefit of the present invention rises inter alia from the fact that a major intermediate involved in the synthesis of the above compounds may be isolated from a mixture containing also an undesired isomer, by crystallization. In addition, the undesired isomer may be oxidized to give the starting compound, which is then recycled.Type: GrantFiled: May 3, 2002Date of Patent: January 2, 2007Assignee: Finetech Laboratories Ltd.Inventors: Arie Gutman, Gennady Nisnevich, Marina Etinger, Igor Zaltzman, Lev Yudovitch, Boris Pertsikov
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Patent number: 7098353Abstract: The present invention generally relates to a process for the skeletal isomerization of unsaturated linear fatty acids and/or alkyl esters thereof to their branched counterparts. Said skeletal isomerization process comprises contacting said unsaturated linear fatty acids and/or alkyl esters thereof with at least one metal ion exchanged solid material catalyst. The present invention also relates to a process for the preparation of branched fatty acids and/or alkyl esters thereof from their straight chain counterparts. Finally, the invention also relates to various derivatives prepared from the branched fatty acids and/or alkyl esters prepared in accordance with the present invention.Type: GrantFiled: April 11, 2003Date of Patent: August 29, 2006Assignee: Akzo Nobel N.V.Inventors: Zongchao Zhang, Shuguang Zhang
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Patent number: 6998495Abstract: A method for producing an optically active 3,5-dihydroxyhexanoic acid derivative by stereoselectively reducing an optically active 3-oxo-5-hydroxyhexanoic acid derivative is provided. The method, which requires neither an ultralow-temperature reactor, an incubator, nor protection of the 5-position hydroxy group, is simple and economical. An optically active 3,5-dihydroxyhexanoic acid derivative is produced by asymmetrical hydrogenation of an optically active 3-oxo-5-hydroxyhexanoic acid derivative catalyzed by an RuBr2BINAP complex prepared from a ruthenium complex and a ruthenium-optically active phosphine complex, i.e., 2,2?-bisdiarylphosphino-1,1?-binaphthyl (BINAP), while using extremely inexpensive hydrogen as the reductant.Type: GrantFiled: October 24, 2002Date of Patent: February 14, 2006Assignee: Kaneka CorporationInventors: Masanobu Sugawara, Kenji Inoue
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Patent number: 6927300Abstract: Disclosed is a process for the preparation of the anti-glaucoma drug Latanoprost, in good yield, in large amounts and with desired purity. Also disclosed are novel intermediates for the above process.Type: GrantFiled: January 26, 2001Date of Patent: August 9, 2005Assignee: FineTech Laboratories LTDInventors: Arie Gutman, Gennadiy Nisnevich, Marina Etinger, Igor Zaltzman, Lev Judovich, Boris Pertsikov
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Patent number: 6916943Abstract: A process of making a supported catalyst includes steps of preparing a washcoat containing a mixture of hydrolyzed silicon alkoxide and a filler, depositing the washcoat on a surface of a solid support, drying the washcoat deposited on the surface of the solid support to form a coating on the surface of the solid support, and distributing a metal catalyst on the coating. The resulting supported catalyst may be used in a reaction vessel, such as a fixed bed reactor, for effecting a catalytic reaction, such as catalytic hydrogenation of an edible oil. The washcoatings can be formulated to provide a viscous composition that can be applied to form a thick coating on a substrate. The dried washcoatings exhibit excellent stability, cohesive layering strength, and adhesive strength between the coating and a substrate.Type: GrantFiled: December 16, 2002Date of Patent: July 12, 2005Assignee: Corning IncorporatedInventors: William P. Addiego, Christopher R. Glose
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Patent number: 6846772Abstract: Production of nickel/silica hydrogenation catalyst precursors by heating a slurry of particulate silica, e.g. kieselguhr, in an aqueous nickel ammine carbonate solution for a total period of at least 200 minutes at a pH above 7.5, followed by filtration, washing, drying, and optionally calcination.Type: GrantFiled: January 21, 2003Date of Patent: January 25, 2005Assignee: Johnson Matthey Public Limited CompanyInventors: Cornelis Martinus Lok, Gavin Gray, Stephen Derek Rogers, Stephen Bailey
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Publication number: 20040267034Abstract: Disclosed are heterogeneous processes (i) for the hydrogenation of a compound containing at least one unsaturated carbon-carbon bond, and (ii) for the hydro-dehalogenation of a compound containing at least one C—Cl, C—Br or C—I bond. The processes comprise reacting said compound with a hydrogenating agent and a heterogeneous hydrogenation catalyst in the presence of an ionic liquid.Type: ApplicationFiled: July 30, 2004Publication date: December 30, 2004Inventors: Kris Anderson, Peter Goodrich, Christopher Hardacre, Sarah Elizabeth Jane McMath