Ag, Au, Pd, Pt, Rh, Ir, Ru, Or Os Containing Material Utilized Patents (Class 568/489)
  • Patent number: 9346035
    Abstract: Supported noble metal-comprising catalysts which can be obtained by a1) application of a noble metal compound, optionally in admixture with additives acting as promoters, to a support material, then drying, and a2) application of a reducing agent to a support material, then drying, wherein steps a1) and a2) are repeated simultaneously or in alternating turns, or wherein either of the compounds is applied entirely and then the other one is applied entirely, b) optionally afterwards drying of the resulting product, and c) subsequent calcination, its use, especially for oxidative dehydrogenation and a process for producing it.
    Type: Grant
    Filed: July 31, 2013
    Date of Patent: May 24, 2016
    Assignee: BASF SE
    Inventors: Sabine Huber, Tobias Rosendahl, Georg Seeber, Christian Baltes
  • Patent number: 9000227
    Abstract: The present invention to a process for preparing 2-alkenals of the formula I in which R1 is selected from hydrogen and C1-C4-alkyl; and R2 is selected from hydrogen, C1-C12-alkyl, C2-C12-alkenyl, C4-C8-cycloalkyl and C6-C10-aryl, wherein C1-C12-alkyl and C1-C12-alkenyl may be substituted with C5-C7-cycloalkyl or C5-C7-cylcoalkenyl; comprising dehydrogenating an alkenol of the formula II, an alkenol of the formula III or a mixture thereof, wherein R1 and R2 are each as defined above, wherein the alkenol II, the alkenol III or a mixture thereof is brought into contact with a catalytic system comprising at least one ligand and a metal compound selected from ruthenium(II) compounds and iridium(I) compounds, and wherein the hydrogen formed during the dehydrogenation is removed from the reaction mixture by: v) reaction with a reoxidant selected from C3-C12-alkanones, C4-C9-cycoalkanones, benzaldehyde and mixtures thereof; and/or vi) purely physical means.
    Type: Grant
    Filed: November 23, 2012
    Date of Patent: April 7, 2015
    Assignee: BASF SE
    Inventors: Thomas Schaub, Bernhard Brunner, Klaus Ebel, Rocco Paciello
  • Publication number: 20140323770
    Abstract: The present invention to a process for preparing 2-alkenals of the formula I in which R1 is selected from hydrogen and C1-C4-alkyl; and R2 is selected from hydrogen, C1-C12-alkyl, C2-C12-alkenyl, C4-C8-cycloalkyl and C6-C10-aryl, wherein C1-C12-alkyl and C1-C12-alkenyl may be substituted with C5-C7-cycloalkyl or C5-C7-cylcoalkenyl; comprising dehydrogenating an alkenol of the formula II, an alkenol of the formula III or a mixture thereof, wherein R1 and R2 are each as defined above, wherein the alkenol II, the alkenol III or a mixture thereof is brought into contact with a catalytic system comprising at least one ligand and a metal compound selected from ruthenium(II) compounds and iridium(I) compounds, and wherein the hydrogen formed during the dehydrogenation is removed from the reaction mixture by: v) reaction with a reoxidant selected from C3-C12-alkanones, C4-C9-cycoalkanones, benzaldehyde and mixtures thereof; and/or vi) purely physical means.
    Type: Application
    Filed: November 23, 2012
    Publication date: October 30, 2014
    Inventors: Thomas Schaub, Bernhard Brunner, Klaus Ebel, Rocco Paciello
  • Publication number: 20140243558
    Abstract: The present invention relates to a process for producing 4-hydroxybutyraldehyde, characterized in that allyl alcohol dissolved in polar solvents is reacted with CO and H2 in the presence of a catalytic system which is formed from a rhodium complex and a cyclobutane ligand which contains at least two trans-coordinated 1,3-dialkylphenyl-phosphinomethyl groups, with the exclusion of catalysts which contain an aliphatic, araliphatic or cycloaliphatic phosphine as ligand. In which R1 is alkyl, preferably methyl, ethyl or propyl R2 is H or an alkoxy group, R3 and R4 independently of one another, are H, CH2OR1, CH2O-aralkyl, CH2OH, CH2—[P(3,5-R1,R1-4-R2-phenyl)2] or CH2O—(CH2—CH2—O)m—H where m is a number from 1 to 1000.
    Type: Application
    Filed: May 25, 2012
    Publication date: August 28, 2014
    Applicant: UMICORE AG & CO. KG
    Inventor: Dieter Arlt
  • Patent number: 8779212
    Abstract: The use of a supported noble metal catalyst obtainable by applying a sparingly soluble noble metal compound to a support from solution or suspension, and subsequently treating thermally, for preparing olefinically unsaturated carbonyl compounds.
    Type: Grant
    Filed: March 16, 2009
    Date of Patent: July 15, 2014
    Assignee: BASF SE
    Inventors: Torsten Mäurer, Georg Seeber, Radwan Abdallah, Thorsten Johann, Günter Wegner
  • Patent number: 8461395
    Abstract: A process for the selective production of acetaldehyde by vapor phase reaction of acetic acid over a hydrogenating catalyst composition to form acetaldehyde is disclosed and claimed. In an embodiment of this invention reaction of acetic acid and hydrogen over platinum and iron supported on silica selectively produces acetaldehyde in a vapor phase at a temperature of about 300° C.
    Type: Grant
    Filed: June 22, 2012
    Date of Patent: June 11, 2013
    Assignee: Celanese International Corporation
    Inventors: Victor J. Johnston, Barbara F. Kimmich, Jan Cornelis van der Waal, James H. Zink, Virginie Zuzaniuk, Josefina T. Chapman, Laiyuan Chen
  • Patent number: 8410315
    Abstract: A process for preparing olefinically unsaturated carbonyl compounds by oxidative dehydrogenation in an oxygenous atmosphere over a supported catalyst which comprises gold and optionally further noble metals at temperatures in the range from 50 to 240° C.
    Type: Grant
    Filed: February 27, 2009
    Date of Patent: April 2, 2013
    Assignee: BASF SE
    Inventors: Michael Limbach, Joaquim Henrique Teles, Radwan Abdallah, Torsten Mäurer, Thorsten Johann
  • Publication number: 20120277476
    Abstract: A method of production of a catalyst that has 0.05-0.25 wt. % of precious metal, preferably for the oxidative dehydrogenation of olefinically unsaturated alcohols, comprising the following steps a) producing a D.C. plasma, b) introducing the metal and support material into the plasma, c) evaporating the metal and support material or “shattering” the solid bodies of metal and support material in the plasma, and reaction of the particles, d) cooling, so that very small particles of composite material are obtained, e) applying the composite material on the catalyst support proper, the correspondingly produced catalyst and use thereof.
    Type: Application
    Filed: April 27, 2012
    Publication date: November 1, 2012
    Applicant: BASF SE
    Inventors: Georg Seeber, Dirk Grossschmidt, Torsten Mäurer, Christian Baltes
  • Patent number: 8227644
    Abstract: A process for the selective production of acetaldehyde by vapor phase reaction of acetic acid over a hydrogenating catalyst composition to form acetaldehyde is disclosed and claimed. In an embodiment of this invention reaction of acetic acid and hydrogen over platinum and iron supported on silica selectively produces acetaldehyde in a vapor phase at a temperature of about 300° C.
    Type: Grant
    Filed: June 17, 2011
    Date of Patent: July 24, 2012
    Assignee: Celanese International Corporation
    Inventors: Victor J. Johnston, Barbara F. Kimmich, Jan Cornelis van der Waal, James H. Zink, Virginie Zuzaniuk, Josefina T. Chapman, Laiyuan Chen
  • Publication number: 20120108831
    Abstract: Supported noble metal-comprising catalysts which can be obtained by a) application of colloidal noble metal in the form of a colloidal solution, optionally in admixture with additives acting as promoters, to a support material, b1) drying of the resulting product at from 150 to 350° C., or b2) drying of the resulting product at from 150 to 350° C. and subsequent calcination at from 350 to 550° C. for epoxidation or oxidative dehydrogenation, a process for producing it, its use and also the use of colloidal noble metal for producing supported catalysts.
    Type: Application
    Filed: June 7, 2010
    Publication date: May 3, 2012
    Applicant: BASF SE
    Inventors: Georg Seeber, Peter Löchner, Stefan Bauer, Tobias Rosendahl, Torsten Mäurer, Günter Wegner, Martin Kamasz
  • Publication number: 20110295041
    Abstract: A method of preparing a catalyst for producing acrolein by oxidation of propylene at high space velocity, said catalyst is a Mo—Bi—Fe—Co based composite metal oxide. Producing unsaturated aldehyde via partial oxidation of lower unsaturated olefin at high space velocity using said catalyst is suitable for process with or without off-gas recirculating. Said catalyst is prepared by co-precipitation, the reaction conditions for using said catalyst to produce unsaturated aldehyde are, the space velocity of unsaturated lower olefin relative to catalyst being 120˜200 h-1(STP), reaction temperature being 300˜420° C. and absolute pressure being 0.1˜0.5 MPa; a single-stage unsaturated lower olefin conversion ratio of greater than 98.0% and carbon oxide yield of less than 3.3% with an overall yield of unsaturated lower aldehyde and acid of greater than 94.0% are obtained. The process to prepare the said catalyst is simple, easy to be repeated, and capable of industrial scale-up.
    Type: Application
    Filed: May 26, 2011
    Publication date: December 1, 2011
    Applicant: Shanghai HuaYi Acrylic Acid Co. Ltd.
    Inventors: Jian Wang, Xuemei Li, Yan Zhuang, Kaimin Shi, Kun Jiao, Jianxue Ma, Xiaodong Chu, Jingming Shao
  • Publication number: 20110015446
    Abstract: The use of a supported noble metal catalyst obtainable by applying a sparingly soluble noble metal compound to a support from solution or suspension, and subsequently treating thermally, for preparing olefinically unsaturated carbonyl compounds.
    Type: Application
    Filed: March 16, 2009
    Publication date: January 20, 2011
    Applicant: BASF SE
    Inventors: Torsten Mäurer, Georg Seeber, Radwan Abdallah, Thorsten Johann, Günter Wegner
  • Patent number: 7872158
    Abstract: Chemical production processes are provided that can include exposing a reactant composition to a catalyst composition to form a product composition. The reactant composition can include a multihydric alcohol compound and the product composition can include a carbonyl compound. The catalyst composition can include a metal effective to facilitate catalyst activation. Processes disclosed also include supplementing a dehydration catalyst with a promoter, and activating the supplemented catalyst in the presence of oxygen. Processes also include providing a supplemented dehydration catalyst to within a reactor, and exposing a multihydric alcohol compound to the dehydration catalyst, with the exposing forming coke within the reactor. Oxygen can be provided to the reactor to remove at least a portion of the coke.
    Type: Grant
    Filed: August 24, 2007
    Date of Patent: January 18, 2011
    Assignee: Battelle Memorial Institute
    Inventors: Thomas H. Peterson, Alan H. Zacher, Michel J. Gray, James F. White, Todd A. Werpy
  • Publication number: 20100130758
    Abstract: Disclosed are a catalyst including a hydrotalcite and, immobilized on a surface thereof, particles of at least one metal selected from the group consisting of Cu, Ag, and Au; a method for producing a carbonyl compound through dehydrogenation of an alcohol in the presence of the catalyst; and a method for producing a carbonyl compound through dehydrogenation of an alcohol in the presence of a catalyst including a hydrotalcite and, immobilized on a surface thereof, particles of a metal, in which dehydrogenation is performed in the absence of oxygen.
    Type: Application
    Filed: March 9, 2007
    Publication date: May 27, 2010
    Inventors: Kiyotomi Kaneda, Noritsugu Yamasaki
  • Publication number: 20090054695
    Abstract: Chemical production processes are provided that can include exposing a reactant composition to a catalyst composition to form a product composition. The reactant composition can include a multihydric alcohol compound and the product composition can include a carbonyl compound. The catalyst composition can include a metal effective to facilitate catalyst activation. Processes disclosed also include supplementing a dehydration catalyst with a promoter, and activating the supplemented catalyst in the presence of oxygen. Processes also include providing a supplemented dehydration catalyst to within a reactor, and exposing a multihydric alcohol compound to the dehydration catalyst, with the exposing forming coke within the reactor. Oxygen can be provided to the reactor to remove at least a portion of the coke.
    Type: Application
    Filed: August 24, 2007
    Publication date: February 26, 2009
    Inventors: Thomas H. Peterson, Alan H. Zacher, Michel J. Gray, James F. White, Todd A. Werpy
  • Publication number: 20090054693
    Abstract: Chemical production processes are provided that can include exposing a reactant composition to a catalyst composition to form a product composition.
    Type: Application
    Filed: August 24, 2007
    Publication date: February 26, 2009
    Inventors: Thomas H. Peterson, Alan H. Zacher, Michel J. Gray, James F. White, Todd A. Werpy
  • Publication number: 20080183019
    Abstract: A process for preparing acrolein from glycerol using an acidic solid-state catalyst which comprises tungsten compounds and further promoters.
    Type: Application
    Filed: January 22, 2008
    Publication date: July 31, 2008
    Inventors: Hubert Redlingshofer, Christoph Weckbecker, Klaus Huthmacher, Andreas Dorflein
  • Patent number: 7161030
    Abstract: Hydrofluoroethers of formula: T-CFX?—O—Rf—CFX-T???(II) wherein: T=CH3; X, X?, equal to or different from each other, are selected between F, CF3; T00?=F, Cl, H, C1–C3 perfluoroalkyl, CH3, CH2OH, COCl, CHO, CO2H; Rf is a perfluoroalkylene or a perfluoropolyoxyalkylene and respective preparation process by reduction with hydrogen in the presence of a platinum catalyst supported on metal fluorides of the corresponding compounds with at least one —COCl end group.
    Type: Grant
    Filed: July 31, 2003
    Date of Patent: January 9, 2007
    Assignee: Solvay Solexis S.p.A.
    Inventors: Rosaldo Picozzi, Antonella Di Meo, Claudio Tonelli
  • Patent number: 6984759
    Abstract: Process for the perfluoropolyether preparation having reactive end groups —CH2NH2, —CHO, —CH2OH, by reduction of the corresponding perfluoropolyethers having —CN, —COCl, —CHO end groups by using gaseous hydrogen in the presence of a catalyst constituted by Pd, Rh, or Ru, supported on solid metal fluorides, at a temperature from 20° C. to 150° C. and under a pressure between 1 and 50 atm.
    Type: Grant
    Filed: July 31, 2003
    Date of Patent: January 10, 2006
    Assignee: Solvay Solexis S.p.A.
    Inventors: Antonella Di Meo, Rosaldo Picozzi, Claudio Tonelli
  • Patent number: 6909019
    Abstract: A process is disclosed for preparing aldehydes by isomerization of the corresponding unsaturated primary alcohols using a transition metal catalyst system, in an alcoholic solvent and in the presence of an acid. An aldehyde forms by isomerizing an unsaturated primary alcohol under conditions that protect the newly formed aldehyde as a dialkylacetal in situ during the reaction. Protecting the aldehyde as an acetal allows for facile separation of the product from the catalyst as well as effectively driving the reaction toward completion.
    Type: Grant
    Filed: May 25, 2004
    Date of Patent: June 21, 2005
    Assignee: Eastman Chemical Company
    Inventor: Sheryl Davis Debenham
  • Publication number: 20040199007
    Abstract: Raney copper which is doped with at least one metal from the group comprising iron and/or noble metals is used as a catalyst in the dehydrogenation of alcohols.
    Type: Application
    Filed: April 15, 2004
    Publication date: October 7, 2004
    Inventors: Daniel Ostgard, Jorg Sauer, Andreas Freund, Monika Berweiler, Matthias Hopp, Rudolf Vanheertum, Walther Girke
  • Patent number: 6559344
    Abstract: In a process for the hydroformylation of ethylenically unsaturated compounds, at least one complex or compound of a metal of transition group VIII with at least one bidentate phosphine ligand is used as hydroformylation catalyst and at least one of the reaction steps following the hydroformylation reaction is carried out essentially in the absence of carbon monoxide and hydrogen and in the presence of at least one monodentate phosphine ligand.
    Type: Grant
    Filed: February 19, 2002
    Date of Patent: May 6, 2003
    Assignee: BASF Aktiengesellschaft
    Inventor: Thomas Mackewitz
  • Patent number: 6166265
    Abstract: Process for the preparation of n-butyraldehyde and/or n-butanol, whereina) 1,3-Butadiene or a butadiene-containing hydrocarbon mixture is reacted with an alcohol of the formula IROH I,where R is C.sub.2 -C.sub.20 -alkyl or alkenyl which is unsubstituted or substituted by 1 or 2 C.sub.1 -C.sub.10 -alkoxy or hydroxyl groups, or is C.sub.6 -C.sub.10 -aryl, C.sub.7 -C.sub.
    Type: Grant
    Filed: September 15, 1999
    Date of Patent: December 26, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Jurgen Kanand, Rocco Paciello, Michael Roper
  • Patent number: 6111139
    Abstract: A compound having the formula 3,3,3-trifluoropropanal oxime, and an improved process for forming 3,3,3-trifluoropropanal and its oxime. The process for producing 3,3,3-trifluoropropanal involves reacting an alkali or alkaline earth metal salt of an alcohol, which alcohol has the formula ROH, where R is a C.sub.1 -C.sub.4 alkyl, with CF.sub.3 CH.dbd.CHCl under conditions sufficient to yield a product mixture comprising at least one of CH.sub.3 CH.dbd.CHOR and CF.sub.3 CH.sub.2 CH(OR).sub.2 ; and then reacting the product mixture of with a C.sub.3 -C.sub.16 alkanoic acid, and heating under conditions sufficient to form 3,3,3-trifluoropropanal. The oxime is prepared by reacting hydroxylamine with 3,3,3-trifluoropropanal under conditions sufficient to produce 3,3,3-trifluoropropanal oxime.
    Type: Grant
    Filed: November 4, 1999
    Date of Patent: August 29, 2000
    Inventor: Michael Van Der Puy
  • Patent number: 6107525
    Abstract: A propene ether is selectively oxidized to an aldehyde-masked 2-hydroxypropanal using a metal-containing oxidation catalyst.
    Type: Grant
    Filed: October 26, 1998
    Date of Patent: August 22, 2000
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jihad Mohammed Dakka, Georges Marie Karel Mathys, Hans Karel Theresia Goris
  • Patent number: 5679870
    Abstract: Disclosed is a process for the preparation of acetaldehyde by the hydrogenation of ketene in the presence of a transition metal hydrogenation catalyst.
    Type: Grant
    Filed: March 21, 1996
    Date of Patent: October 21, 1997
    Assignee: Eastman Chemical Company
    Inventors: Gerald Charles Tustin, Leslie Sharon Depew
  • Patent number: 5241122
    Abstract: Catalysts, catalyst precursors, and catalytic systems are provided. The catalysts generally comprise a substrate that includes a group IB metal and a porous, microcrystalline layer that includes the metal and that is disposed on at least a portion of the substrate. The catalysts are prepared by providing a substrate that includes group IB metal, oxidizing said substrate in the presence of stainless steel to produce an oxide coating of said group IB metal, and reducing substantially all of said oxidized substrate.
    Type: Grant
    Filed: March 3, 1992
    Date of Patent: August 31, 1993
    Assignee: Union Camp Corporation
    Inventors: James B. Woell, John W. Catino
  • Patent number: 5227530
    Abstract: Conversion of alcohol to organic compounds which comprises contacting the alcohol with a heterogeneous catalyst composition comprising crystallineCu.sub.2-X Cr.sub.y Al.sub.6-y B.sub.4 O.sub.17 M.sub.m M'.sub.nwhere M is a divalent metal, M' is a monovalent metal, m is a number in a range from 0 to 0.8, n is a number in a range from 0 to 1.6, X is a number in a range from 0 to 10 0.8 and is equal to the sum of m and n/2, and y is a number in a range from 0.01 to 3, having a characteristic X-ray diffraction pattern.
    Type: Grant
    Filed: March 24, 1992
    Date of Patent: July 13, 1993
    Assignee: Amoco Corporation
    Inventors: Larry C. Satek, Patrick E. McMahon
  • Patent number: 5196609
    Abstract: The preparation of 3-alkoxycarbonyl propenals and 3-dialkoxymethyl propenals of the general formulae Ia and Ib respectively: ##STR1## (R.sup.1 =C.sub.1 -C.sub.3 -alkyl group; R.sup.2 and R.sup.3 =hydrogen, methyl, or ethyl; and R.sup.4 and R.sup.5 =C.sub.1 -C.sub.4 -alkyl groups, which may be joined to form a 5-membered or 6-membered ring), is effected by reacting a corresponding alcohol of the general formula IIa or IIb ##STR2## with oxygen or an oxygen-containing gas in the gas phase in the presence of a metal from Group IB of the Periodic Table or a compound of one such metal acting as catalyst.The target products serve as intermediates for the synthesis of carotenoids.
    Type: Grant
    Filed: March 2, 1992
    Date of Patent: March 23, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Aquila, Hans-Ulrich Scholz, Hartwig Fuchs, Wolfgang Krause, Joachim Paust, Werner Hoffmann
  • Patent number: 5103066
    Abstract: The invention relates to a catalytic dehydrogenation of alcohols to produce ketones and/or aldehydes. The catalyst comprises a dehydrogenation metal and a non-acidic microporous crystalline material as a support. The support may contain indium, tin, thallium or lead, when the dehydrogenation metal is a Group VIII metal.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: April 7, 1992
    Assignee: Mobil Oil Corp.
    Inventor: Ralph M. Dessau
  • Patent number: 5081313
    Abstract: The preparation of 2,3-dialkoxypropanals of the general formula I ##STR1## in which R.sup.1 and R.sup.2 denote C.sub.1 -C.sub.8 -alkyl or C.sub.5 - or C.sub.6 -cycloalkyl which may or may not bear substituents which are inert under the conditions of the reaction, wherein a 1,2-dialkoxy ethene of the general formula IIR.sup.1 O--HC.dbd.CH--OR.sup.2 (II)is reacted with carbon monoxide and hydrogen in the presence of a rhodium-containing catalyst.
    Type: Grant
    Filed: May 23, 1990
    Date of Patent: January 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Koeffer, Robert Maerkl, Werner Bertleff
  • Patent number: 4978804
    Abstract: A novel process for converting myrcene to citral using palladium (II) chloride in the presence of an inert aqueous alkylamide solvent and a metal oxoanionic salt at a temperature of at least about 80.degree. C. is disclosed. A novel process for converting a palladium-myrcene complex to citral using a metal oxoanionic salt in the presence of an inert aqueous organic solvent is also disclosed.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: December 18, 1990
    Assignee: Union Camp Corporation
    Inventor: James B. Woell
  • Patent number: 4933500
    Abstract: Citral is prepared from prenol and prenal by condensation to form an acetal followed by cracking, both operations being effected in the presence of a lithium halide (e.g. lithium chloride) as catalyst.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: June 12, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Pierre Chabardes, Jacques Chazal
  • Patent number: 4758682
    Abstract: A complex of a tetradentate tetraanionic ligand L of the formula: ##STR1## and a metal, preferably a transition metal, is described where Z is an anionic oxidation reistant metal complexing group, Ch is an oxidation resistant chelate group containing 1 to 4 chain atoms and Y is hydrogen. The chelate and ring Z-Ch-M-Z functional groups Z, such as N or O, are resistant to oxidation and the ring contains 4 to 7 preferably 5 to 6 chain atoms. An osmium complex containing two pyridine ligands is an oxidation catalyst. Further activation by anodic oxidation and heating to a temperature exceeding 30.degree. C. greatly increases catalytic activity.
    Type: Grant
    Filed: November 1, 1985
    Date of Patent: July 19, 1988
    Assignee: California Institute of Technology
    Inventors: Terrence J. Collins, Fred C. Anson, Stephen L. Gipson, Terry E. Krafft
  • Patent number: 4551556
    Abstract: The invention relates to a process of producing a carbonyl compound by dehydrogenating a linear aliphatic alcohol of 1 to 6 carbon atoms in the gas phase in the presence of a solid catalyst comprising a ruthenium catalyst supported on a carrier such as zinc oxide or magnesium oxide.
    Type: Grant
    Filed: April 18, 1984
    Date of Patent: November 5, 1985
    Assignee: Toa Nenryo Kogyo Kabushiki Kaisha
    Inventors: Eiichiro Nishikawa, Masuo Shinya, Kayako Ueda, Katsumi Kaneko
  • Patent number: 4521631
    Abstract: A process for producing acetaldehyde from ethylene under mild reaction conditions, selectively and with high yield is provided, which process comprises preparing a composite catalyst comprising a complex of a transition metal capable of forming an oxygen complex by coordination of oxygen molecule with the metal ion of the transition metal, and a complex of a transition metal capable of forming an ethylene complex by coordination of ethylene with the metal ion of the transition metal, and oxidizing ethylene activated by forming the ethylene complex with the combined oxygen in the oxygen complex, activated by forming the oxygen complex.
    Type: Grant
    Filed: June 13, 1984
    Date of Patent: June 4, 1985
    Assignee: Babcock-Hitachi Kabushiki Kaisha
    Inventors: Yasuyuki Nishimura, Mutsuo Yamada, Yoshijiro Arikawa, Taiji Kamiguchi, Takanori Kuwahara, Hirotoshi Tanimoto
  • Patent number: 4513151
    Abstract: A process for the production of an aldehyde at high selectivity and rate by the reaction of an inorganic or organic ester with carbon monoxide or synthesis gas in contact with a catalyst system containing cobalt, rhodium or ruthenium atoms and lithium iodide and, optionally, an organic ligand.
    Type: Grant
    Filed: December 2, 1983
    Date of Patent: April 23, 1985
    Assignee: Union Carbide Corporation
    Inventors: Richard W. Wegman, David C. Busby
  • Patent number: 4511741
    Abstract: A process for the production of an aldehyde at high selectivity and rate by the reaction of an organic ester with carbon monoxide or synthesis gas in contact with a catalyst system containing rhodium atoms and cobalt atoms and lithium iodide or lithium bromide and, optionally, an organic ligand.
    Type: Grant
    Filed: December 2, 1983
    Date of Patent: April 16, 1985
    Assignee: Union Carbide Corporation
    Inventors: Richard W. Wegman, David C. Busby
  • Patent number: 4486600
    Abstract: .beta.-hydroxy-.alpha.-aminocarboxylic acids of the formula: ##STR1## where R.sub.1 and R.sub.2 are hydrogen or an alkyl group having 1 to 10 carbon atoms are produced by hydrogenating the correspondingly substituted cyanohydrin in a water containing medium first in the presence of a hydrogenation catalyst and an acid at a temperature between -10.degree. and +40.degree. C. and a hydrogen pressure of less than 10 bar, until per mole of cyanohydrogen employed one mole of hydrogen is taken up and then employing the solution obtained as starting material for a Strecker or Bucherer synthesis of an amino acid.
    Type: Grant
    Filed: November 16, 1983
    Date of Patent: December 4, 1984
    Assignee: Degussa Aktiengesellschaft
    Inventors: Axel Kleemann, Bernd Lehmann, Klaus Deller
  • Patent number: 4433178
    Abstract: Acetaldehyde is prepared in good yield from methanol and synthesis gas by contacting the mixture of methanol, carbon monoxide and hydrogen with an iodide or iodine-free catalyst composition comprising ruthenium powder, a cobalt-containing compound and an onium salt or base, and heating the resulting mixture to an elevated temperature and pressure for sufficient time to produce the acetaldehyde, and then recovering the same from the reaction mixture.
    Type: Grant
    Filed: February 1, 1982
    Date of Patent: February 21, 1984
    Assignee: Texaco, Inc.
    Inventors: Jiang-Jen Lin, John F. Knifton
  • Patent number: 4433177
    Abstract: Acetaldehyde is prepared from methanol and synthesis gas with good selectivity and yield by contacting a mixture of methanol, carbon monoxide and hydrogen with an iodide or iodine free catalyst composition comprising (1) ruthenium powder, (2) a cobalt-containing compound, (3) an amine, and (4) an onium salt or base, and heating the resulting mixture to an elevated temperature and pressure for sufficient time to produce the desired acetaldehyde, and recovering the same from the reaction mixture.
    Type: Grant
    Filed: February 1, 1982
    Date of Patent: February 21, 1984
    Assignee: Texaco Inc.
    Inventors: Jiang-Jen Lin, John F. Knifton
  • Patent number: 4433176
    Abstract: Acetaldehyde is prepared in good yield from methanol and synthesis gas under mild reaction conditions by contacting a mixture of methanol, carbon monoxide and hydrogen with an iodide or iodine free catalyst composition comprising (1) ruthenium powder, (2) a cobalt-containing compound (3) a rhodium-containing compound, and (4) an onium salt or base, and heating the resulting mixture under mild temperature and pressure for sufficient time to produce the desired acetaldehyde, and then recovering the same from the reaction mixture.
    Type: Grant
    Filed: February 1, 1982
    Date of Patent: February 21, 1984
    Assignee: Texaco Inc.
    Inventors: Jiang-Jen Lin, John F. Knifton
  • Patent number: 4420641
    Abstract: New catalysts comprising lead and silver on supports having relatively low surface areas and their use have been found to be useful in the oxidative dehydrogenation of methanol to formaldehyde at elevated temperatures.
    Type: Grant
    Filed: January 12, 1983
    Date of Patent: December 13, 1983
    Assignee: Celanese Corporation
    Inventors: H. Robert Gerberich, Eldred T. Smith
  • Patent number: 4405815
    Abstract: Improved process for the production of acetaldehyde and ethanol by reacting methanol with carbon monoxide and hydrogen in the presence of a catalyst system containing cobalt, elemental iodine or bromine as promotor and a polydentate phosphorus, arsenic, antimony or bismuth compound using one or more metals from the group comprising chromium, molybdenum, tungsten, uranium, titanium, vanadium, iron and nickel as co-catalyst.
    Type: Grant
    Filed: November 30, 1981
    Date of Patent: September 20, 1983
    Assignee: Union Rheinische Braunkohlen Kraftstoff Aktiengesellschaft
    Inventors: Karl-Heinz Keim, Joachim Korff
  • Patent number: 4356328
    Abstract: Acetaldehyde is produced by reacting acetic anhydride with hydrogen in the presence of a supported Group VIII noble metal catalyst wherein the reaction is carried out in the liquid phase.
    Type: Grant
    Filed: October 6, 1980
    Date of Patent: October 26, 1982
    Assignee: The Halcon SD Group, Inc.
    Inventor: David Moy
  • Patent number: 4351964
    Abstract: A process for producing acetaldehyde is disclosed, which comprises reacting acetic anhydride with hydrogen in gaseous phase in the presence of a supported catalyst comprising a palladium, a platinum or a rhodium component.
    Type: Grant
    Filed: May 8, 1981
    Date of Patent: September 28, 1982
    Assignee: Kuraray Co., Ltd.
    Inventors: Seishiro Nakamura, Masuhiko Tamura
  • Patent number: 4347387
    Abstract: A process as described for preparing hydroxycitronellal by isomerizing certain 7-hydroxygeranylamine compound or 7-hydroxynerylamine compounds using a catalyst comprising a divalent palladium compound and a phosphine compound.
    Type: Grant
    Filed: December 4, 1980
    Date of Patent: August 31, 1982
    Assignee: Takasago Perfumery Co., Ltd.
    Inventors: Susumu Akutagawa, Takanao Taketomi
  • Patent number: 4328375
    Abstract: Ethanol and/or acetaldehyde are produced by reacting at elevated temperature and pressure methanol with synthesis gas in the presence of a catalyst comprising a metal complex in which the metal is a metal of Group VIII of the Periodic Table other than iron, palladium and platinum and the ligand is derived from cyclopentadiene or a substituted cyclopentadiene and a promoter which is an iodide or a bromide. Optionally there is also added as a co-promoter a compound of formula X(A) (B) (C) wherein X is nitrogen, phosphorus, arsenic, antimony or bismuth and A, B and C are individually C.sub.1 to C.sub.20 monovalent hydrocarbyl groups which are free from aliphatic carbon-carbon unsaturation and are bound to the X atom by a carbon/X bond, or X is phosphorus, arsenic, antimony or bismuth and any two of A, B and C together form an organic divalent cyclic ring system bonded to the X atom, or X is nitrogen and all of A, B and C together form an organic trivalent cyclic ring system bonded to the X atom, e.g.
    Type: Grant
    Filed: November 26, 1980
    Date of Patent: May 4, 1982
    Assignee: The British Petroleum Company Limited
    Inventor: Michael T. Barlow
  • Patent number: 4323520
    Abstract: The present invention relates to a process for the conversion of tertiary-butyl-containing compounds to methacrylic derivatives, and more particularly to a process for the conversion of tertiary-butyl-containing compounds selected from the group consisting of alkyl tertiary-butyl ethers, tertiary-butyl alcohol, isobutylene dimer (2,2,4-trimethylpentene) and isobutylene trimer, to methacrolein, methacrylic acid or methacrylonitrile.
    Type: Grant
    Filed: May 9, 1977
    Date of Patent: April 6, 1982
    Assignee: The Standard Oil Co.
    Inventors: Harley F. Hardman, James L. Callahan, Robert K. Grasselli
  • Patent number: 4319043
    Abstract: The invention relates to the production of oxygenated organic compounds comprising alcohols, aldehydes, ethers and salts of carboxylic acids. Prior art processes for the production of ethanol in particular involve the use of elevated temperatures and pressures. Milder conditions can be used in the process of the invention in which either a mercury compound of formula (R.sup.1 OCHR.sup.2 CHR.sup.3 Hg).sub.n X (I), wherein X is an organic or inorganic anion, n is an integer equal to the valency of the anion, R.sup.2 and R.sup.3 are independently a hydrogen atom or an alkyl group and R.sup.1 is a hydrogen atom, an alkyl group or the group --(--CHR.sup.2 CHR.sup.3 Hg).sub.n X, or the precursors of the compound (I), with a catalyst comprising a complex containing a metal of Group VIII, particularly rhodium, in the presence of a liquid reagent containing an active acidic hydrogen atom. A particularly suitable rhodium complex is one having the formula:[Rh(C.sub.5 Me.sub.5).sub.2 (OH).sub.3 ]Cl.xH.sub.
    Type: Grant
    Filed: March 26, 1980
    Date of Patent: March 9, 1982
    Assignees: University of Sheffield, BP Chemicals Limited
    Inventors: John Cook, Peter M. Maitlis