Oxidation Of Organic Compound Utilizing Gaseous Oxygen Patents (Class 568/399)
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Patent number: 9587054Abstract: The present invention discloses polymers prepared from polar vinyl monomers and non-polar olefin monomers with the polymers having high olefin content and high weight average molecular weights as well as methods of preparing them. The inventive polymers possess interesting properties that make them particularly attractive in several industrial applications.Type: GrantFiled: February 8, 2016Date of Patent: March 7, 2017Assignee: Henkel IP & Holding GmbHInventors: Laxmisha Sridhar, Smita Shah, John G. Woods, Anthony F. Jacobine, Jiangbo Ouyang, Austin Sloan, Swapnali Chaudhari
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Patent number: 8981157Abstract: A catalyst, its method of preparation and its use for producing aliphatic ketones by subjecting alkanes C3 to C9 to a gas phase catalytic oxidation in the presence of air or oxygen, and, optionally, steam and/or one or more diluting gases. The catalyst comprises a catalytically active mixed metal oxide phase and a suitable support material onto and/or into which the active catalytic phase id dispersed.Type: GrantFiled: May 9, 2012Date of Patent: March 17, 2015Assignee: Ever Nu Technology, LLCInventors: Manhua Lin, Xiang Wang, Younghoon Yeom
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Publication number: 20140135532Abstract: A catalyst, its method of preparation and its use for producing aliphatic ketones by subjecting alkanes C3 to C9 to a gas phase catalytic oxidation in the presence of air or oxygen, and, optionally, steam and/or one or more diluting gases. The catalyst comprises a catalytically active mixed metal oxide phase and a suitable support material onto and/or into which the active catalytic phase id dispersed.Type: ApplicationFiled: May 9, 2012Publication date: May 15, 2014Applicant: EverNu Technology LLcInventors: Manhua Lin, Xiang Wang, Younghoon Yeom
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Patent number: 8536236Abstract: A method for the preparation of an eggshell catalyst is described comprising the steps of i) immersing shaped units of an oxidic support having a smallest unit dimension ?0.5 mm in a solution of cobalt ammine carbonate, ii) heating the solution to a temperature between 60 and 120° C. to precipitate cobalt compounds onto the surface of the shaped units, iii) separating the resulting supported cobalt compounds from the remaining solution, and iv) drying the supported cobalt compounds. The cobalt compounds may be reduced to provide catalysts suitable for the hydrogenation of unsaturated compounds or the Fischer-Tropsch synthesis of hydrocarbons.Type: GrantFiled: November 21, 2005Date of Patent: September 17, 2013Assignee: Johnson Matthey PLCInventors: Cornelis Martinus Lok, Sharon Bale
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Patent number: 7897818Abstract: A method of oxidizing hydrocarbons in liquid phase is provided. According to this method, a liquid-phase oxidation reaction of hydrocarbons is carried out by using an organic compound capable of chelating metals as auxiliary agent, represented by formula (II), in the presence of an oxygen-containing gas and a transition metal catalyst. Accordingly, the conversion degree of the hydrocarbon is increased, and the overall yields of products are improved while the selectivity of catalytic oxidation reaction is still high.Type: GrantFiled: July 7, 2009Date of Patent: March 1, 2011Assignee: China Petrochemical Development CorporationInventors: Jui-Tsung Hung, Chin-Yi Lee, Chia-Jung Tsai
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Patent number: 7868201Abstract: A process for the oxidation of hydrocarbons comprises contacting the hydrocarbon with an oxygen-containing gas in the presence of a catalyst comprising a microporous solid support, preferably a zeolite, having from 8- to 12-ring open windows and comprising non-framework metal cations selected from manganese, iron, cobalt, vanadium, chromium, copper, nickel, and ruthenium, and mixtures thereof, providing that the oxygen-containing gas does not contain significant amounts of added hydrogen. The catalyst is novel and forms part of the invention. The process may be used for oxidation of alkanes, cycloalkanes, benzene and alkylbenzenes, and is suitable for use in regioselective terminal oxidation of straight chain alkanes and for selective oxidation/separation of p-dialkylbenzenes from an alkylbenzene mixture, for example, p-xylene from an isomeric mixture of xylenes.Type: GrantFiled: July 1, 2005Date of Patent: January 11, 2011Assignee: ExxonMobil Research and Engineering CompanyInventors: Bi-Zeng Zhan, Bjorn Moden, Jihad Dakka, Jose Santiesteban, Sebastian C. Reyes, Enrique Iglesia
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Patent number: 7417008Abstract: The invention relates to supported polyoxometalates represented by the formula (An)m+ [M4(H2O)10(XW9O33)2]m? or solvates thereof, wherein A represents a cation, n is the number of cations, m is the charge of the polyoxoanion, M is a transition metal, and X is an element selected from the group consisting of As, Sb, Bi, Se and Te, characterized in that the polyoxometalate is supported on a solid support selected from the group consisting of Al2O3, MgO, TiO2, ZrO2, SiO2, mesoporous silica, active carbon, diatomite, clays, zeolites, polyoxometalate salts and mixtures thereof, with the proviso that the polyoxometalate salt supports are different from the supported polyoxometalates defined by the above formula, a process for their preparation and their use for the catalytic oxidation of organic molecules.Type: GrantFiled: May 31, 2006Date of Patent: August 26, 2008Assignee: ExxonMobil Chemical Patents Inc.Inventors: Ryan M. Richards, Ulrich Kortz, Lihua Bi, Kake Zhu
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Patent number: 7365217Abstract: A process is disclosed for reacting an olefin, hydrogen, and oxygen in a reactor in the presence of an epoxidation catalyst comprising a transition metal zeolite and a noble metal to produce a product stream comprising an epoxide and an alkane. The alkane is separated and oxidized to at least one oxygenated product.Type: GrantFiled: January 25, 2006Date of Patent: April 29, 2008Assignee: Lyondell Chemical Technology, L.P.Inventor: Roger A. Grey
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Patent number: 7169954Abstract: A ruthenium-carrying alumina, which is prepared by suspending alumina in a solution containing trivalent ruthenium and adding a base to the suspension, is provided. This ruthenium-carrying alumina is useful as a catalyst for oxidizing alcohols by contacting the alcohols with molecular oxygen, and can be used for oxidizing the alcohols at a high conversion to produce ketones, aldehydes, carboxylic acids, etc. with good productivity.Type: GrantFiled: April 25, 2003Date of Patent: January 30, 2007Assignee: Sumitomo Chemical Company, LimitedInventors: Noritaka Mizuno, Kazuya Yamaguchi, Hajime Ishida
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Patent number: 7084307Abstract: A palladium complex catalyzed process for the oxidation of linear alkanes is proposed which employs molecular oxygen as the oxidant to produce secondary alcohols and ketones in high selectivity, the said catalyst is a single entity and does not requires the use of any co-catalyst or solvent.Type: GrantFiled: December 23, 2004Date of Patent: August 1, 2006Assignee: Council of Scientific and Industrial ResearchInventors: Raj M. Deshpande, Makarand M. Diwakar, Raghunath Vitthal Chaudhari
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Patent number: 7019165Abstract: An active and selective hydrocarbon partial oxidation catalyst comprises an activated partially-reduced polyoxometallate, preferably niobium polyoxomolybdate, that is prepared from a suitable polyoxoanion, which has been exchanged with a suitable cation and activated by heating to an activation effective temperature in the presence of a suitable reducing agent such as pyridinium. C3 and C4 hydrocarbons may be partially oxidized selectively to acrylic acid and maleic acid.Type: GrantFiled: April 11, 2005Date of Patent: March 28, 2006Assignee: California Institute of TechnologyInventors: Mark E. Davis, Christopher J. Dillon, Joseph H. Holles, Jay A. Labinger, Axel Brait
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Patent number: 7019175Abstract: The invention provides a process for the catalytic oxidation of an alkane, which comprises contacting the alkane with a source of oxygen in the presence of a catalyst comprising a compound of the formula (2) where R1 and R2 independently represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a cycloalkyl group, a hydroxyl group, an alkoxy group, a carboxyl group, an alkoxycarbonyl group, or an acyl group, or R1 and R2 may together form a double bond or an aromatic or non-aromatic ring; Y represents an oxygen atom or a sulfur atom; X represents an oxygen atom or a hydroxyl group; m denotes an integer of 0 to 4; and n denotes an integer of 1 to 3. Compounds in accordance with formula (2) possess good catalytic properties, such that when they are employed in a process in accordance with the present invention, they are capable of activating a source of oxygen and promoting the oxidation of an alkane at mild reaction temperatures.Type: GrantFiled: May 30, 2002Date of Patent: March 28, 2006Assignee: Imperial Chemical Industries PLCInventors: Xavier Baucherel, Roger Arthur Sheldon
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Patent number: 6914029Abstract: An active and selective hydrocarbon partial oxidation catalyst comprises an activated partially-reduced polyoxometallate, preferably niobium polyoxomolybdate, that is prepared from a suitable polyoxoanion, which has been exchanged with a suitable cation and activated by heating to an activation effective temperature in the presence of a suitable reducing agent such as pyridinium. C3 and C4 hydrocarbons may be partially oxidized selectively to acrylic acid and maleic acid.Type: GrantFiled: November 1, 2002Date of Patent: July 5, 2005Assignee: California Institute of TechnologyInventors: Mark E. Davis, Christopher J. Dillon, Joseph H. Holles, Jay A. Labinger, Axel Brait
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Patent number: 6670509Abstract: A process for oxygenating organic substrates such as aliphatic hydrocarbons has been developed. The process involves contacting the organic substrate with oxygen in the presence of a bicyclo imide promoter and a metal co-catalyst. The process is preferably carried out using sulfolane as the solvent. Optionally, the oxygenated product can be hydrogenated to give the corresponding alcohol which can optionally in turn be dehydrated to provide the corresponding olefin.Type: GrantFiled: April 11, 2002Date of Patent: December 30, 2003Assignee: UOP LLCInventors: Paul R. Kurek, David W. House
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Publication number: 20030176733Abstract: The invention relates to a method for oxidizing substrates such as hydrocarbons, waxes or soot. The method involves the use of a compound of formula (I) in which: R1 and R2 represent H, an aliphatic or aromatic alkoxy radical, carboxyl radical, alkoxycarbonyl radical or hydrocarbon radical, each having 1 to 20 hydrocarbon atoms, SO3H, NH2, OH, F, Cl, Br, I and/or NO2, whereby R1 and R2 designate identical or different radicals or R1 and R2 can be linked to one another via a covalent bonding; Q1 and Q2 represent C, CH, N, CR5, each being the same or different; X and Z represent C, S, CH2, each being the same or different; Y represents O and OH; k=0, 1, 2; l=0, 1, 2; m=1 to 3, and; R5 represents one of the meanings of R1. Said compound is used as a catalyst in the presence of a radical initiator, whereby the molar ratio of the catalyst to the hydrocarbon is less than 10 mol %. Peroxy compounds or azo compounds can be used as the radical initiator.Type: ApplicationFiled: January 15, 2003Publication date: September 18, 2003Inventors: Adolf Knhle, Mark Duda, Carsten Jost, Guido Fries, Jochen Kirchhoff, Thomas Schiffer
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Patent number: 6555715Abstract: A process has been developed for oxygenating linear C2 to C6 alkanes to ketones or aldehydes. The process involves reacting the alkanes with oxygen in the presence of a catalyst comprising an imide promoter and a metal co-catalyst. An example of the imide is N-hydroxyphthalimide and an example of the co-catalyst is Co (acetylacetonate). The process is preferably carried out using an inert solvent, an example of which is acetic acid. Optionally, the oxygenated product can be hydrogenated to give the corresponding alcohol which can optionally in turn be dehydrated to provide the corresponding olefin.Type: GrantFiled: October 11, 2001Date of Patent: April 29, 2003Assignee: UOP LLCInventors: Joseph A. Kocal, Robert R. Frame, Jeffery C. Bricker
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Patent number: 6534436Abstract: The invention relates to catalysts comprising cobalt supported on a solid silica support and, in particular, to a method for manufacturing such catalysts. The catalysts may be prepared by slurrying a silica powder or impregnating a silica particle with a solution of a cobalt compound, cobalt amine carbonate, and aging the resulting slurry or solid at elevated temperature; the cobalt amine carbonate is decomposed and precipitated as basic cobalt carbonate onto the silica support. Preferably, the catalysts have a cobalt surface area in the range of 25 to >100 m2 per gram total cobalt. The catalyst may be used in hydrogenation reactions, Fischer-Tropsch reactions and oxidation reactions.Type: GrantFiled: July 26, 2002Date of Patent: March 18, 2003Assignee: Imperial Chemical Industries PLCInventors: Cornelis M Lok, Stephen Bailey, Gavin Gray
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Publication number: 20020128506Abstract: A method of oxidizing an organic alcohol, wherein the organic alcohol is contacted with a stoichiometric excess of oxygen in the presence of an effective catalytic amount of a manganese-containing octahedral molecular sieve or octahedral layer. Primary alcohols are selectively oxidized to aldehydes, and secondary alcohols are selectively oxidized to ketones.Type: ApplicationFiled: August 14, 2001Publication date: September 12, 2002Inventors: Steven L. Suib, Young Chan Son, Amy R. Howell
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Publication number: 20020123654Abstract: The present invention provides a process for producing 2-butanone and 2-butanol under comparatively mild conditions with a decreased number of steps by direct oxidization of a hydrocarbon, which is cheaper than butenes, as a raw material using molecular oxygen such as air. The process for producing 2-butanone and 2-butanol comprises directly oxidizing n-butane using molecular oxygen in the presence of aluminum phosphate containing transition metal atoms and a selectivity-improving agent, as required.Type: ApplicationFiled: December 12, 2001Publication date: September 5, 2002Applicant: MARUZEN PETROCHEMICAL CO., LTD.Inventors: Hideki Omori, Kazuhiko Haba
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Publication number: 20020072637Abstract: A single-stage method for producing &agr;-hydroxy ethers by oxidizing olefinic substrates with organic hydroperoxides and opening the resultant oxirane ring by means of monovalent or polyvalent alcohols wherein a molybdenum compound in combination with a compound selected from the group consisting of boron trifluoride, aluminum oxides, 1,8-diazabicyclo-[5.4.0]-undec-7-ene or 1,4-diazabicyclo-[2.2.2]-octane, and mixtures thereof is used as a catalyst system.Type: ApplicationFiled: November 8, 2001Publication date: June 13, 2002Inventors: Mark Rusch gen. Klaas, Siegfried Warwel, Hans-Martin Zillmann, Klaus Kwetkat
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Publication number: 20020045778Abstract: A method for oxidizing an alkane, comprising the step of oxidizing said alkane with oxygen in the presence of an aldehyde, a copper-based catalyst and a nitrogen-containing compound. This method may be used to convert alkanes to corresponding alcohols and ketone having pharmaceutical activities, etc.Type: ApplicationFiled: July 18, 2001Publication date: April 18, 2002Inventors: Shun-Ichi Murahashi, Naruyoshi Komiya, Yukiko Hayashi
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Patent number: 6350916Abstract: Alcohols are oxidized to their corresponding ketone or aldehyde using an aryl chloride oxidant and a metal-ligand complex or metal/ligand composition. This reaction is particularly applicable to aromatic alcohols and cyclic and bicyclic aliphatic alcohols.Type: GrantFiled: March 21, 2000Date of Patent: February 26, 2002Assignee: Symyx Technologies, Inc.Inventors: Anil Guram, Xiaohong Bei
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Patent number: 6316676Abstract: The process for the preparation of carbonyl compounds of the formula I where R1 and R2 are a hydrocarbon radical, or R1 and R2 together are an unsubstituted or substituted alkylene group, and X is ═O or two alkoxy groups, comprises oxidizing alcohols of the formula II where R1 to R2 and X are as defined above, with oxygen in the gaseous phase a) at temperatures of from 270 to 600° C. on silver coated catalysts which comprise an abrasion-resistant coating of metallic silver on a core of inert support material, or b) at temperatures of from 450 to 750° C. on silver crystals and/or copper crystals having a particle size of from 0.1 to 2.5 mm for a residence time of at most 0.1 second. Also claimed is an advantageous overall process for the preparation of &agr;-diketones, preferably diacetal, from the corresponding ketone, in particular methyl ethyl ketone, via the carbonyl compounds of the formula I where X is two alkoxy groups.Type: GrantFiled: February 28, 2001Date of Patent: November 13, 2001Assignee: BASF AktiengesellschaftInventors: Werner Aquila, Jörg Botzem, Melanie Brunner, Hartwig Fuchs, Wolfgang Krause, Klaus Pandl, Ulrich Schäfer-Lüderssen
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Patent number: 6297403Abstract: A process for the preparation of vinyl, alkynyl, aryl or heteroaryl aldehydes or vinyl, alkynyl, aryl or heteraoryl ketones includes reacting vinyl-, alkynyl-, aryl- and heteroarylmethyl and -methylene compounds with the aid of a mediator and an oxidant, wherein the mediator is selected from the group of the aliphatic, heterocyclic or aromatic NO, or NOH containing compounds.Type: GrantFiled: January 5, 2000Date of Patent: October 2, 2001Assignee: Consortium für elektrochemische Industrie GmbHInventors: Elke Fritz-Langhals, Johannes Freudenreich
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Patent number: 6242653Abstract: The process for the preparation of carbonyl compounds of the formula I where R1 and R2 are a hydrocarbon radical, or R1 and R2 together are an unsubstituted or substituted alkylene group, and X is=O or two alkoxy groups, comprises oxidizing alcohols of the formula II where R1 to R2 and X are as defined above, with oxygen in the gaseous phase a) at temperatures of from 270 to 600° C. on silver coated catalysts which comprise an abrasion-resistant coating of metallic silver on a core of inert support material, or b) at temperatures of from 450 to 750° C. on silver crystals and/or copper crystals having a particle size of from 0.1 to 2.5 mm for a residence time of at most 0.1 second. Also claimed is an advantageous overall process for the preparation of &agr;-diketones, preferably diacetal, from the corresponding ketone, in particular methyl ethyl ketone, via the carbonyl compounds of the formula I where X is two alkoxy groups.Type: GrantFiled: August 19, 1999Date of Patent: June 5, 2001Assignee: BASF AktiengesellschaftInventors: Werner Aquila, Jörg Botzem, Melanie Brunner, Hartwig Fuchs, Wolfgang Krause, Klaus Pandl, Ulrich Schäfer-Lüderssen
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Patent number: 6069282Abstract: A process for the preparation of vinyl, alkynyl or aryl aldehydes or vinyl, alkynyl or aryl ketones by reaction of vinyl-, alkynyl- or aryl- methanols with the aid of a mediator and an oxidant, wherein the mediator is selected from the group of the aliphatic, cycloaliphatic, heterocyclic or aromatic NO or NOH containing compounds.Type: GrantFiled: May 21, 1998Date of Patent: May 30, 2000Assignee: Consortium fur elektrochemische Industrie GmbHInventors: Elke Fritz-Langhals, Johannes Freudenreich, Norbert Hampp, Anton Candussio
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Patent number: 6037507Abstract: A non-cyclic branched aliphatic hydrocarbon (e.g., isobutane) is oxidized with oxygen in the presence of an oxidation catalyst comprising an imide compound of the following formula (1) (e.g., N-hydroxyphthalimide) or an oxidation catalyst comprising the imide compound and a co-catalyst (e.g., a transition metal compound of selected from Group 3A, 4A, 5A, 6A, 7A, 8 and 1B elements of the Periodic Table of elements), for the formation of an oxide (e.g., t-butanol, acetone): ##STR1## wherein R.sup.1 and R.sup.2 represent a substituent such as a hydrogen atom or a halogen atom, or R.sup.1 and R.sup.2 may together form a double bond or an aromatic or non-aromatic 5- to 12-membered ring, X is O or OH, and n is 1 to 3.Type: GrantFiled: March 10, 1998Date of Patent: March 14, 2000Assignees: Daicel Chemical Industries, Ltd., Yasutaka IshiiInventors: Tatsuya Nakano, Yasutaka Ishii
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Patent number: 6023000Abstract: A process for the preparation of vinyl, alkynyl or aryl aldehydes or vinyl, alkynyl or aryl ketones includes reacting vinyl-, alkynyl- and aryl- and -methylene compounds with the aid of a mediator and an oxidant, wherein the mediator is selected from the group of the aliphatic, heterocyclic or aromatic NO or NOH containing compounds.Type: GrantFiled: May 21, 1998Date of Patent: February 8, 2000Assignee: Consortium fur elektrochemisch Industrie GmbHInventors: Elke Fritz-Langhals, Johannes Freudenreich
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Patent number: 5914013Abstract: A process for selective thermal oxidation or photooxidation of hydrocarbons adsorbed onto zeolite matrices. A highly selective thermal oxidation and photooxidation of unsubstituted or alkyl substituted alkanes, alkenes, aromatics and cycloalkyls in solvent free zeolites under dark thermal conditions or under irradiation with visible light. The process oxidizes hydrocarbons almost completely selectively without substantial production of byproducts.Type: GrantFiled: June 13, 1997Date of Patent: June 22, 1999Assignee: The Regents of the University of CaliforniaInventors: Heinz Frei, Fritz Blatter, Hai Sun
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Patent number: 5847227Abstract: A method for producing aryl alkyl hydroperoxides which comprises selectively oxidizing an aryl alkyl hydrocarbon having the formula: ##STR1## wherein P and Q are hydrogen or an alkyl and may be the same or different from each other; x is an integer of 1-3; and Ar is an aromatic hydrocarbon group having a valence of x, with an oxygen-containing gas in the presence of a transition metal complex which contains, as a ligand, a cyclic polyfunctional amine compound having at least three nitrogen atoms in the ring forming molecular chain or an open chain polyfunctional amine compound having at least three nitrogen atoms in the main chain of the molecule.Type: GrantFiled: February 27, 1996Date of Patent: December 8, 1998Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Terunori Fujita, Shigekazu Matsui, Toshihiro Takai, Hideto Matsuoka, Akifumi Kagayama, Hiroshi Kuroda, Masayasu Ishibashi, Hiroshi Iwasaki, Nobuya Hirokane
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Patent number: 5817881Abstract: Alkanes are catalytically oxidized in air or oxygen using iron-substituted polyoxoanions (POAs) of the formula:H.sub.e-z ?(n-C.sub.4 H.sub.9).sub.4 N!.sub.z (XM.sub.11 M'O.sub.39).sup.-eThe M' (e.g., iron(III)/iron(II)) reduction potential of the POAs is affected by selection of the central atom X and the framework metal M, and by the number of tetrabutyl-ammonium groups. Decreased Fe(III)/Fe(II) reduction potential has been found to correlate to increased oxidation activity.Type: GrantFiled: July 30, 1997Date of Patent: October 6, 1998Assignee: Sun Company, Inc. (R&M)Inventors: Paul E. Ellis, James E. Lyons, Harry K. Myers, Jr., Shahid N. Shaikh
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Patent number: 5776865Abstract: Emulsifiable oil, suitable for use as oil phase in oil-based drilling fluids, having one or more ketones with a flashpoint of at least 55.degree. C., in particular oligoketones obtainable by co-oligomerization of carbon monoxide and olefins.Type: GrantFiled: May 17, 1995Date of Patent: July 7, 1998Assignee: Shell Oil CompanyInventors: Maria Manuel De Castro Loureiro Barreto Rosa, Arend Kuindert Van Helden, Herman Mathieu Muijs
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Patent number: 5772898Abstract: This invention relates to hydrocarbon conversion processes using a novel crystalline metallo manganese oxides that have the hollandite structure. The composition is represented by the formulaA.sub.y Mn.sub.8-x M.sub.x O.sub.16where A is a templating agent such as potassium, ammonium, and y varies from about 0.5 to about 2.0, M is a metal such as chromium, vanadium, gallium, antimony and x varies from about 0.01 to about 4.0. These oxides have a three-dimensional structure with manganese and the M metals forming the framework. Examples of the processes in which these compositions can be used are oxydehydrogenation and ammoxidation. These compositions are also effective for oxidizing cyanide in aqueous streams.Type: GrantFiled: May 2, 1997Date of Patent: June 30, 1998Assignee: UOP LLCInventor: Gregory J. Lewis
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Patent number: 5770728Abstract: Transition metal complexes of meso-haloalkylporphyrins, wherein the haloalkyl groups contain 2 to 8 carbon atoms have been found to be highly effective catalysts for oxidation of alkanes and for the decomposition of hydroperoxides.Type: GrantFiled: December 19, 1996Date of Patent: June 23, 1998Assignee: Sun Company, Inc. (R&M)Inventors: Tilak Wijesekera, James E. Lyons, Paul E. Ellis, Jr., Manoj V. Bhinde
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Patent number: 5756852Abstract: Process for the catalytic oxidation of a saturated hydrocarbon to obtain a ketone which involves carrying out the oxidation simultaneously with the oxidation of H.sub.2 S to form elemental sulfur and the ketone.Type: GrantFiled: October 15, 1996Date of Patent: May 26, 1998Inventor: Derek H. R. Barton
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Patent number: 5426237Abstract: The present invention provides a process for the oxidation of straight-chain, branched-chain or cyclic alkanes of 1-20 carbon atoms and benzene derivatives represented by the following formulas (1)-(2). The alcohols and ketones obtained by the oxidation of the alkanes mentioned above and those by the oxidation of the benzene derivatives mentioned above represented by the following formulas (3)-(6) are important as basic starting materials in producing various chemical products including resins, such as nylon and polyester, pharmaceuticals, agricultural chemicals, perfumes, dyes, etc.Type: GrantFiled: March 24, 1994Date of Patent: June 20, 1995Assignee: Sumitomo Chemical Co., Ltd.Inventors: Shun-Ichi Murahashi, Yoshiaki Oda
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Patent number: 5347057Abstract: This invention teaches the oxidation of alkanes and cycloalkanes in the presence of air or oxygen and a ruthenium metal complex catalyst containing an end or bridged-oxo group with a liquid L and carboxylato groups. This oxidation process results in very high yields, utilizes very little energy and has a high catalyst turnover rate.Type: GrantFiled: January 25, 1993Date of Patent: September 13, 1994Inventor: Mirza M. T. Khan
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Patent number: 5334780Abstract: Alkanes are catalytically oxidized using heteropolyacids (HPAs) or polyoxoanions (POAs) deposited on a graphite surface. The HPAs and POAs are framework-substituted with a different metal in place of a metal-oxygen unit.Type: GrantFiled: July 30, 1993Date of Patent: August 2, 1994Assignee: Sun Company, Inc.Inventors: Shahid N. Shaikh, Paul E. Ellis, Jr., James E. Lyons
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Patent number: 5254740Abstract: As a new composition of matter, alkali metal or ammonium or tetraalkylammonium diazidoperfluorophthalocyanatoferrate. Method of oxidizing alkanes by contact with a catalyst comprising diazido derivative of a metal phthalocyanine, including halogenated phthalocyanines. Method of oxidizing alkanes by contact with a catalyst comprising a metal phthalocyanine or halide thereof, including halogenated phthalocyanines, and an alkali metal or ammonium or tetraalkylammonium azide.Type: GrantFiled: April 2, 1992Date of Patent: October 19, 1993Assignee: Sun Company, Inc. (R&M)Inventors: Paul E. Ellis, Jr., James E. Lyons
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Patent number: 5235111Abstract: Process for oxidating paraffinic compounds into their corresponding alcoholic and/or ketonic derivatives, which process consists in causing said paraffins to react, at a temperature comprised within the range of from 0.degree. C. to 100.degree. C., preferably in an acidic medium, with a mixture of oxygen and hydrogen, in the presence of a catalyst on the basis of titanium-silicalite and of a noble metal and/or a derivative of such a metal.Type: GrantFiled: July 16, 1991Date of Patent: August 10, 1993Assignees: Eniricherche S.p.A., Shamprogetti S.p.A.Inventors: Mario G. Clerici, Giuseppe Bellussi
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Patent number: 5233092Abstract: The invention relates to a new compound of the formular (1): ##STR1## wherein m.sub.1 =0, 1 or 2, m.sub.2 =0, 1 or 2, m.sub.1 and m.sub.2 are not to be simultaneously 0 or simultaneously 2; n.sub.1 =2-m.sub.1, n.sub.2 =2-m.sub.2 ; R=either H or alkyl with 1 to 8 carbon atoms, R'=alkyl with 1 through 18 carbon atoms, and X=H or OH.The invention also relates to the preparation thereof, the compositions containing them and the application in catalysis of oxidation of hydrocarbons, particularly in catalysis of oxidation of cyclohexane.Type: GrantFiled: January 17, 1992Date of Patent: August 3, 1993Inventor: Xiao Zaosheng
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Patent number: 5149880Abstract: Nitrogen-containing aromatic heterocyclic ligand-metal complexes and their use for the activation of hydrogen peroxide and dioxgen are disclosed. Processes whereby activated hydrogen peroxide or dioxygen are used to transform various organic substrates are also disclosed. In particular, processes for the conversion of methylenic carbons to carbonyls, for the dioxygenation of aryl olefins, acetylenes and aryl-.alpha.-diols, for the oxidation of alcohols and aldehydes and for the removal of mercaptans from gaseous streams and for the removal of hydrogen sulfide and/or mercaptans from liquid streams are disclosed.Type: GrantFiled: August 24, 1990Date of Patent: September 22, 1992Assignee: The Texas A & M University SystemInventors: Donald T. Sawyer, Ceshing Sheu, Andrzej Sobkowiak, Hui-Chan Tung
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Patent number: 5132472Abstract: Process is provided for oxidation of organic compounds in which a reaction zone is provided, containing an open space and a bed of solid granular catalyst, an organic feedstock and oxygen are passed in gas phase through the open space and then into contact with the catalyst bed, and reaction products are removed from the open space after relatively less contact with the catalyst, and from at least one other location after relatively greater contact with the catalyst. Greater yield of desired product may be obtained in such operation than in operation where all of the reaction products are removed after the greater contact with the catalyst.Type: GrantFiled: October 17, 1990Date of Patent: July 21, 1992Assignee: Sun Refining and Marketing CompanyInventors: Vincent A. Durante, Darrell W. Walker, Steven M. Gussow, James E. Lyons, Robert C. Hayes
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Patent number: 5118862Abstract: Disclosed is a process for producing an .alpha.,.beta.-unsaturated carbonyl compound represented by the formula [II]: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each represents a hydrogen atom or a hydrocarbon residue and may be linear or may form a ring in optional combination thereof and total carbon atom number of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is 12 or less, which comprises contacting oxygen with an alkenyl compound represented by the formula [I]: ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as defined above and X represents a trihydrocarbylsilyl group or an acyl group in the presence of a platinum group metal-supporting catalyst.Type: GrantFiled: August 27, 1990Date of Patent: June 2, 1992Assignee: Nippon Zeon Co., Ltd.Inventors: Toshihide Baba, Mitsuo Masai
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Patent number: 5091354Abstract: Site-specific, framework substituted heteropolyacid or a polyoxoanion catalysts useful in alkane oxidation processes.Type: GrantFiled: July 11, 1990Date of Patent: February 25, 1992Assignee: Sun Refining and Marketing CompanyInventors: Paul E. Ellis, Jr., James E. Lyons
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Patent number: 5068464Abstract: A continuous process for the partial oxidation of hydrocarbons is disclosed wherein the oxidizing gas is partitioned into the hydrocarbon by means of countercurrent flow of an aqueous solution of oxygen prepared in a separate vessel, thus avoiding direct contact of hydrocarbon and oxidizing gas.Type: GrantFiled: May 26, 1988Date of Patent: November 26, 1991Assignee: BASF CorporationInventor: David C. Hendrix
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Patent number: 4970348Abstract: Butane is selectively oxidized to methylethylketone with a chromium-halogenated ligand coordination complex catalyst.Type: GrantFiled: November 6, 1989Date of Patent: November 13, 1990Assignee: Sun Refining and Marketing CompanyInventors: Paul E. Ellis, Jr., James E. Lyons
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Patent number: 4918249Abstract: Silicometallates containing iron in the structural framework are employed as catalysts for the oxidation of hydrocarbons or oxygenated hydrocarbons, for example the vapor phase oxidation of methane to methanol.Type: GrantFiled: April 17, 1989Date of Patent: April 17, 1990Assignee: Sun Refining and Marketing CompanyInventors: Vincent A. Durante, Darrell W. Walker, Steven M. Gussow, James E. Lyons
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Patent number: 4900871Abstract: Hydrocarbons, and particularly lower molecular weight alkanes and cycloalkanes, may readily be oxidized with air or O.sub.2 to form such products as alcohols, ketones, and the like selectively high yields when there is employed as the catalyst a coordination complex containing an iron center and a halogenated ligand having the structure ##STR1## where Fe is iron; " .circle. " is a ligand; X is a halogen substituent of the ligand; and A is an anion.Type: GrantFiled: June 26, 1987Date of Patent: February 13, 1990Assignee: Sun Refining and Marketing CompanyInventors: Paul E. Ellis, Jr., James E. Lyons, Harry K. Myers, Jr.
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Patent number: 4898989Abstract: Alkanes are catalytically oxidized using site-specific framework substituted heteropolyacid or a polyoxoanion thereof.Type: GrantFiled: October 7, 1988Date of Patent: February 6, 1990Assignee: Sun Refining and Marketing CompanyInventors: Paul E. Ellis, Jr., James E. Lyons