Oxidation Of Organic Compound Utilizing Gaseous Oxygen Patents (Class 568/399)
  • Patent number: 9587054
    Abstract: 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: Grant
    Filed: February 8, 2016
    Date of Patent: March 7, 2017
    Assignee: Henkel IP & Holding GmbH
    Inventors: Laxmisha Sridhar, Smita Shah, John G. Woods, Anthony F. Jacobine, Jiangbo Ouyang, Austin Sloan, Swapnali Chaudhari
  • Patent number: 8981157
    Abstract: 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: Grant
    Filed: May 9, 2012
    Date of Patent: March 17, 2015
    Assignee: Ever Nu Technology, LLC
    Inventors: Manhua Lin, Xiang Wang, Younghoon Yeom
  • Publication number: 20140135532
    Abstract: 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: Application
    Filed: May 9, 2012
    Publication date: May 15, 2014
    Applicant: EverNu Technology LLc
    Inventors: Manhua Lin, Xiang Wang, Younghoon Yeom
  • Patent number: 8536236
    Abstract: 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: Grant
    Filed: November 21, 2005
    Date of Patent: September 17, 2013
    Assignee: Johnson Matthey PLC
    Inventors: Cornelis Martinus Lok, Sharon Bale
  • Patent number: 7897818
    Abstract: 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: Grant
    Filed: July 7, 2009
    Date of Patent: March 1, 2011
    Assignee: China Petrochemical Development Corporation
    Inventors: Jui-Tsung Hung, Chin-Yi Lee, Chia-Jung Tsai
  • Patent number: 7868201
    Abstract: 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: Grant
    Filed: July 1, 2005
    Date of Patent: January 11, 2011
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Bi-Zeng Zhan, Bjorn Moden, Jihad Dakka, Jose Santiesteban, Sebastian C. Reyes, Enrique Iglesia
  • Patent number: 7417008
    Abstract: 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: Grant
    Filed: May 31, 2006
    Date of Patent: August 26, 2008
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Ryan M. Richards, Ulrich Kortz, Lihua Bi, Kake Zhu
  • Patent number: 7365217
    Abstract: 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: Grant
    Filed: January 25, 2006
    Date of Patent: April 29, 2008
    Assignee: Lyondell Chemical Technology, L.P.
    Inventor: Roger A. Grey
  • Patent number: 7169954
    Abstract: 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: Grant
    Filed: April 25, 2003
    Date of Patent: January 30, 2007
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noritaka Mizuno, Kazuya Yamaguchi, Hajime Ishida
  • Patent number: 7084307
    Abstract: 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: Grant
    Filed: December 23, 2004
    Date of Patent: August 1, 2006
    Assignee: Council of Scientific and Industrial Research
    Inventors: Raj M. Deshpande, Makarand M. Diwakar, Raghunath Vitthal Chaudhari
  • Patent number: 7019165
    Abstract: 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: Grant
    Filed: April 11, 2005
    Date of Patent: March 28, 2006
    Assignee: California Institute of Technology
    Inventors: Mark E. Davis, Christopher J. Dillon, Joseph H. Holles, Jay A. Labinger, Axel Brait
  • Patent number: 7019175
    Abstract: 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: Grant
    Filed: May 30, 2002
    Date of Patent: March 28, 2006
    Assignee: Imperial Chemical Industries PLC
    Inventors: Xavier Baucherel, Roger Arthur Sheldon
  • Patent number: 6914029
    Abstract: 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: Grant
    Filed: November 1, 2002
    Date of Patent: July 5, 2005
    Assignee: California Institute of Technology
    Inventors: Mark E. Davis, Christopher J. Dillon, Joseph H. Holles, Jay A. Labinger, Axel Brait
  • Patent number: 6670509
    Abstract: 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: Grant
    Filed: April 11, 2002
    Date of Patent: December 30, 2003
    Assignee: UOP LLC
    Inventors: Paul R. Kurek, David W. House
  • Publication number: 20030176733
    Abstract: 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: Application
    Filed: January 15, 2003
    Publication date: September 18, 2003
    Inventors: Adolf Knhle, Mark Duda, Carsten Jost, Guido Fries, Jochen Kirchhoff, Thomas Schiffer
  • Patent number: 6555715
    Abstract: 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: Grant
    Filed: October 11, 2001
    Date of Patent: April 29, 2003
    Assignee: UOP LLC
    Inventors: Joseph A. Kocal, Robert R. Frame, Jeffery C. Bricker
  • Patent number: 6534436
    Abstract: 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: Grant
    Filed: July 26, 2002
    Date of Patent: March 18, 2003
    Assignee: Imperial Chemical Industries PLC
    Inventors: Cornelis M Lok, Stephen Bailey, Gavin Gray
  • Publication number: 20020128506
    Abstract: 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: Application
    Filed: August 14, 2001
    Publication date: September 12, 2002
    Inventors: Steven L. Suib, Young Chan Son, Amy R. Howell
  • Publication number: 20020123654
    Abstract: 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: Application
    Filed: December 12, 2001
    Publication date: September 5, 2002
    Applicant: MARUZEN PETROCHEMICAL CO., LTD.
    Inventors: Hideki Omori, Kazuhiko Haba
  • Publication number: 20020072637
    Abstract: 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: Application
    Filed: November 8, 2001
    Publication date: June 13, 2002
    Inventors: Mark Rusch gen. Klaas, Siegfried Warwel, Hans-Martin Zillmann, Klaus Kwetkat
  • Publication number: 20020045778
    Abstract: 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: Application
    Filed: July 18, 2001
    Publication date: April 18, 2002
    Inventors: Shun-Ichi Murahashi, Naruyoshi Komiya, Yukiko Hayashi
  • Patent number: 6350916
    Abstract: 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: Grant
    Filed: March 21, 2000
    Date of Patent: February 26, 2002
    Assignee: Symyx Technologies, Inc.
    Inventors: Anil Guram, Xiaohong Bei
  • Patent number: 6316676
    Abstract: 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: Grant
    Filed: February 28, 2001
    Date of Patent: November 13, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Aquila, Jörg Botzem, Melanie Brunner, Hartwig Fuchs, Wolfgang Krause, Klaus Pandl, Ulrich Schäfer-Lüderssen
  • Patent number: 6297403
    Abstract: 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: Grant
    Filed: January 5, 2000
    Date of Patent: October 2, 2001
    Assignee: Consortium für elektrochemische Industrie GmbH
    Inventors: Elke Fritz-Langhals, Johannes Freudenreich
  • Patent number: 6242653
    Abstract: 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: Grant
    Filed: August 19, 1999
    Date of Patent: June 5, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Aquila, Jörg Botzem, Melanie Brunner, Hartwig Fuchs, Wolfgang Krause, Klaus Pandl, Ulrich Schäfer-Lüderssen
  • Patent number: 6069282
    Abstract: 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: Grant
    Filed: May 21, 1998
    Date of Patent: May 30, 2000
    Assignee: Consortium fur elektrochemische Industrie GmbH
    Inventors: Elke Fritz-Langhals, Johannes Freudenreich, Norbert Hampp, Anton Candussio
  • Patent number: 6037507
    Abstract: 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: Grant
    Filed: March 10, 1998
    Date of Patent: March 14, 2000
    Assignees: Daicel Chemical Industries, Ltd., Yasutaka Ishii
    Inventors: Tatsuya Nakano, Yasutaka Ishii
  • Patent number: 6023000
    Abstract: 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: Grant
    Filed: May 21, 1998
    Date of Patent: February 8, 2000
    Assignee: Consortium fur elektrochemisch Industrie GmbH
    Inventors: Elke Fritz-Langhals, Johannes Freudenreich
  • Patent number: 5914013
    Abstract: 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: Grant
    Filed: June 13, 1997
    Date of Patent: June 22, 1999
    Assignee: The Regents of the University of California
    Inventors: Heinz Frei, Fritz Blatter, Hai Sun
  • Patent number: 5847227
    Abstract: 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: Grant
    Filed: February 27, 1996
    Date of Patent: December 8, 1998
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Terunori Fujita, Shigekazu Matsui, Toshihiro Takai, Hideto Matsuoka, Akifumi Kagayama, Hiroshi Kuroda, Masayasu Ishibashi, Hiroshi Iwasaki, Nobuya Hirokane
  • Patent number: 5817881
    Abstract: 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: Grant
    Filed: July 30, 1997
    Date of Patent: October 6, 1998
    Assignee: Sun Company, Inc. (R&M)
    Inventors: Paul E. Ellis, James E. Lyons, Harry K. Myers, Jr., Shahid N. Shaikh
  • Patent number: 5776865
    Abstract: 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: Grant
    Filed: May 17, 1995
    Date of Patent: July 7, 1998
    Assignee: Shell Oil Company
    Inventors: Maria Manuel De Castro Loureiro Barreto Rosa, Arend Kuindert Van Helden, Herman Mathieu Muijs
  • Patent number: 5772898
    Abstract: 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: Grant
    Filed: May 2, 1997
    Date of Patent: June 30, 1998
    Assignee: UOP LLC
    Inventor: Gregory J. Lewis
  • Patent number: 5770728
    Abstract: 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: Grant
    Filed: December 19, 1996
    Date of Patent: June 23, 1998
    Assignee: Sun Company, Inc. (R&M)
    Inventors: Tilak Wijesekera, James E. Lyons, Paul E. Ellis, Jr., Manoj V. Bhinde
  • Patent number: 5756852
    Abstract: 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: Grant
    Filed: October 15, 1996
    Date of Patent: May 26, 1998
    Inventor: Derek H. R. Barton
  • Patent number: 5426237
    Abstract: 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: Grant
    Filed: March 24, 1994
    Date of Patent: June 20, 1995
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Shun-Ichi Murahashi, Yoshiaki Oda
  • Patent number: 5347057
    Abstract: 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: Grant
    Filed: January 25, 1993
    Date of Patent: September 13, 1994
    Inventor: Mirza M. T. Khan
  • Patent number: 5334780
    Abstract: 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: Grant
    Filed: July 30, 1993
    Date of Patent: August 2, 1994
    Assignee: Sun Company, Inc.
    Inventors: Shahid N. Shaikh, Paul E. Ellis, Jr., James E. Lyons
  • Patent number: 5254740
    Abstract: 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: Grant
    Filed: April 2, 1992
    Date of Patent: October 19, 1993
    Assignee: Sun Company, Inc. (R&M)
    Inventors: Paul E. Ellis, Jr., James E. Lyons
  • Patent number: 5235111
    Abstract: 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: Grant
    Filed: July 16, 1991
    Date of Patent: August 10, 1993
    Assignees: Eniricherche S.p.A., Shamprogetti S.p.A.
    Inventors: Mario G. Clerici, Giuseppe Bellussi
  • Patent number: 5233092
    Abstract: 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: Grant
    Filed: January 17, 1992
    Date of Patent: August 3, 1993
    Inventor: Xiao Zaosheng
  • Patent number: 5149880
    Abstract: 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: Grant
    Filed: August 24, 1990
    Date of Patent: September 22, 1992
    Assignee: The Texas A & M University System
    Inventors: Donald T. Sawyer, Ceshing Sheu, Andrzej Sobkowiak, Hui-Chan Tung
  • Patent number: 5132472
    Abstract: 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: Grant
    Filed: October 17, 1990
    Date of Patent: July 21, 1992
    Assignee: Sun Refining and Marketing Company
    Inventors: Vincent A. Durante, Darrell W. Walker, Steven M. Gussow, James E. Lyons, Robert C. Hayes
  • Patent number: 5118862
    Abstract: 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: Grant
    Filed: August 27, 1990
    Date of Patent: June 2, 1992
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Toshihide Baba, Mitsuo Masai
  • Patent number: 5091354
    Abstract: Site-specific, framework substituted heteropolyacid or a polyoxoanion catalysts useful in alkane oxidation processes.
    Type: Grant
    Filed: July 11, 1990
    Date of Patent: February 25, 1992
    Assignee: Sun Refining and Marketing Company
    Inventors: Paul E. Ellis, Jr., James E. Lyons
  • Patent number: 5068464
    Abstract: 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: Grant
    Filed: May 26, 1988
    Date of Patent: November 26, 1991
    Assignee: BASF Corporation
    Inventor: David C. Hendrix
  • Patent number: 4970348
    Abstract: Butane is selectively oxidized to methylethylketone with a chromium-halogenated ligand coordination complex catalyst.
    Type: Grant
    Filed: November 6, 1989
    Date of Patent: November 13, 1990
    Assignee: Sun Refining and Marketing Company
    Inventors: Paul E. Ellis, Jr., James E. Lyons
  • Patent number: 4918249
    Abstract: 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: Grant
    Filed: April 17, 1989
    Date of Patent: April 17, 1990
    Assignee: Sun Refining and Marketing Company
    Inventors: Vincent A. Durante, Darrell W. Walker, Steven M. Gussow, James E. Lyons
  • Patent number: 4900871
    Abstract: 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: Grant
    Filed: June 26, 1987
    Date of Patent: February 13, 1990
    Assignee: Sun Refining and Marketing Company
    Inventors: Paul E. Ellis, Jr., James E. Lyons, Harry K. Myers, Jr.
  • Patent number: 4898989
    Abstract: Alkanes are catalytically oxidized using site-specific framework substituted heteropolyacid or a polyoxoanion thereof.
    Type: Grant
    Filed: October 7, 1988
    Date of Patent: February 6, 1990
    Assignee: Sun Refining and Marketing Company
    Inventors: Paul E. Ellis, Jr., James E. Lyons