Hydroxy Containing Reactant Patents (Class 568/402)
  • Patent number: 10611702
    Abstract: Embodiments herein concerns the eco-friendly conversion of simple alcohols to linear or branched functionalized alkanes, by integrated catalysis. The alcohols are firstlyoxidized either chemically or enzymatically to the corresponding aldehydes or ketones, followed by aldol condensations using a catalyst to give the corresponding enals or enones. The enals or enones are subsequently and selectively hydrogenated using a recyclable heterogeneous metal catalyst, organocatalyst or an enzyme to provide linear or branched functionalized alkanes with an aldehyde, keto- or alcohol functionality. The process is also iterative and can be further extended by repeating the above integrated catalysis for producing long-chain functionalized alkanes from simple alcohols.
    Type: Grant
    Filed: August 16, 2017
    Date of Patent: April 7, 2020
    Assignee: Organofuel Sweden AB
    Inventors: Armando Córdova, Samson Afewerki
  • Publication number: 20140046098
    Abstract: Catalytic reactions are taught using air or oxygen for oxidative chemical conversion of primary alcohols to aldehydes and for secondary alcohols to ketones in a vapor phase at ambient pressure. The catalytic process converts ethanol to acetaldehyde, n-propanol to propionaldehyde, 2-propanol to acetone, and other alcohols to aldehydes and ketones. The catalysts are based on molecular strings of di-, tri- and/or poly-groups of transition metal complexes possessing a specific degree of symmetry. Laboratory results have demonstrated [vanadium (II)]2, [chromium (II)]2, [manganese (II)]2, [cobalt (II)]2 oxalate and symmetric transition metal catalysts to be effective for oxidative catalytic conversion of primary alcohols to products comprising related aldehydes and secondary alcohols to products comprising ketones.
    Type: Application
    Filed: August 8, 2012
    Publication date: February 13, 2014
    Applicant: Carter Technologies
    Inventor: Melvin K. Carter
  • Patent number: 8581007
    Abstract: The invention is directed towards the reduction of coke formation in furnaces.
    Type: Grant
    Filed: February 24, 2012
    Date of Patent: November 12, 2013
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Jörg F. W. Weber, James O. Meredith
  • Publication number: 20120220792
    Abstract: Provided is a process for producing aldehydes or ketones by oxidizing alcohols with oxygen, which comprises oxidizing alcohols to aldehydes or ketones in an organic solvent at room temperature with oxygen or air as an oxidant, wherein ferric nitrate (Fe(NO3)3.9H2O), 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO) and an inorganic chloride are used as catalysts, the reaction time is 1-24 hours, and the molar ratio of said alcohols, 2,2,6,6-tetramethylpiperidine N-oxyl and the inorganic chloride is 100:1˜10:1˜10:1˜10. The present process has the advantages of high yield, mild reaction conditions, simple operation, convenient separation and purification, recoverable solvents, substrates used therefor being various and no pollution, and therefore it is adaptable to industrialization.
    Type: Application
    Filed: July 30, 2010
    Publication date: August 30, 2012
    Inventors: Shengming Ma, Jinxian Liu, Jinqiang Kuang, Yu Liu, Yuli Wang, Qiong Yu, Weiming Yuan, Suhua Li, Bo Chen, Jiajia Cheng, Baoqiang Wan, Juntao Ye, Shichao Yu
  • Publication number: 20120029241
    Abstract: The method for producing a carbonyl compound according to the invention comprises a step of obtaining a carbonyl compound by oxidation of a secondary alcohol in the presence of a catalyst, wherein the catalyst comprises a carrier obtained by the use of a styrene-based polymer with side chains containing crosslinkable functional groups, wherein the crosslinkable functional groups in the carrier are crosslinked, gold-platinum nanosize clusters supported on the carrier and carbon black supported on the carrier. The production method allows production of a carbonyl compound by oxidation of a secondary alcohol, with high selectivity and a high conversion rate.
    Type: Application
    Filed: March 3, 2010
    Publication date: February 2, 2012
    Applicants: THE UNIVERSITY OF TOKYO, JX NIPPON OIL & ENERGY CORPORATION
    Inventors: Shu Kobayashi, Ryosuke Matsubara, Hiroyuki Miyamura, Jun Yamada
  • Patent number: 7423184
    Abstract: A method of making a carbonyl compound comprises contacting a compound comprising a secondary hydroxyl group with a basic metal oxide catalyst at a temperature sufficient to maintain the compound comprising a secondary hydroxyl group in a vapor phase.
    Type: Grant
    Filed: August 29, 2005
    Date of Patent: September 9, 2008
    Assignee: Sabic Innovative Plastics IP B.V.
    Inventors: Hugo Ingelbrecht, Arun Kumar, Ashok Ramakrishnan Menon, Pradeep Nadkarni, Rupesh Pawar
  • Patent number: 7208634
    Abstract: A method for preparing an aldehyde or ketone by oxidizing a primary or secondary alcohol in the presence of a nitroxyl radical compound and a co-oxidant in an organic solvent, which process is characterized in using an organic N-bromoamide compound or a combination of N-chlorosuccinimide and a compound having bromide ion as the co-oxidant.
    Type: Grant
    Filed: December 1, 2005
    Date of Patent: April 24, 2007
    Assignee: Daiso Co., Ltd.
    Inventors: Kimitaka Igi, Makoto Hirata, Masafumi Mikami
  • 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: 7034170
    Abstract: Manganese(IV) complex salts of formula [LMn(?-O)3MnL]n[XM12O40]m, (I), wherein L is 1,4,7-trimethyl-1,4,7-triazacyclononane, X is P or Si, M is Mo or W, n is 2 or 3, and m is 1 or 2, with the provisos that (i) if X is Si, then n=2 and m=1 and (ii) if X is P, then n=3 and m=2. These compounds are active catalysts in the partial oxidation of various organic compounds with peroxy compounds, e.g., the preparation of ketones from secondary alcohols or the epoxidation of olefins.
    Type: Grant
    Filed: January 13, 2003
    Date of Patent: April 25, 2006
    Assignee: Lonza AG
    Inventors: Marco Bosch, Dario Veghini
  • Patent number: 6960693
    Abstract: The present invention relates to an oxidation reaction catalyzed by a reaction controlled phase-transfer catalyst having the general formula of [R1R2R3R4N]xHy[A] or QmMO3(L). The catalysts themselves are not soluble in the reaction medium, but can form an active species that is soluble in the reaction medium under the action of one of the reactants. The active species can in turn react selectively with another reactant. When one of the reactants is completely consumed, the catalyst will separated out from the reacting system and can be recovered by means of simple separation method. The recovered catalyst can be recycled with comparable efficiency as that of the original catalyst. The separation of said catalyst is similar to that of heterogeneous catalyst while said catalyst will completely exhibit the characteristics of homogeneous catalyst during the reaction.
    Type: Grant
    Filed: November 29, 2001
    Date of Patent: November 1, 2005
    Assignees: China Petroleum & Chemical Corporation, Dalian Institute of Chemical Physics the Chinese Academy of Sciences
    Inventors: Zuwei Xi, Yu Sun, Kunlan Li, Ning Zhou
  • Patent number: 6825384
    Abstract: The present invention relates to a process of oxidation of alcohols selectively to aldehydes or ketones with NaOCl using a TEMPO—borate catalyst system. It is shown that the oxidation can be efficiently carried out without KBr additives under solvent free conditions. Aldehydes such as 3,3-dimethylbutyraldehyde can be produced efficiently using the present invention.
    Type: Grant
    Filed: January 29, 2004
    Date of Patent: November 30, 2004
    Assignee: The NutraSweet Company
    Inventors: Indra Prakash, Setrak K. Tanielyan, Robert L. Augustine, Kenneth E. Furlong, Robert C. Scherm, Handley E. Jackson
  • Patent number: 6790997
    Abstract: The invention relates to a process for the preparation of carbonyl compounds by the oxidation of alcohols in the presence of osmium compounds as catalysts in water or a solvent mixture containing water.
    Type: Grant
    Filed: July 23, 2002
    Date of Patent: September 14, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Markus Eckert, Hans-Christian Militzer, Matthias Beller, Christian Döbler, Gerald Mehltretter, Uta Sundermeier
  • Patent number: 6762328
    Abstract: A process for producing methyl isobutyl ketone includes introducing acetone into a catalytic distillation. Some of the acetone is converted to mesityl oxide (‘MSO’), water and, optionally, diacetone alcohol (‘DAA’) and/or other by-products. A product stream comprising MSO, water, and, optionally, DAA, other by-products and/or unreacted acetone is withdrawn from the catalytic distillation zone. When the product stream includes DAA, other by-products and/or unreacted acetone, it is treated in a treatment zone to remove at least some of the DAA, other by-products and/or the unreacted acetone therefrom. The product stream and hydrogen are fed into a reaction zone in which MSO present in the product stream and hydrogen react to form methyl isobutyl ketone (‘MIBK’). A MIBK rich product stream is withdrawn from this reaction zone. Both a markup and clean copy of the substitute Abstract are attached to this amendment.
    Type: Grant
    Filed: November 7, 2002
    Date of Patent: July 13, 2004
    Assignee: Catalytic Distillation Technologies
    Inventors: Nelis Saayman, Grand James Lund, Sybrandus Kindermans
  • Patent number: 6750371
    Abstract: An alcohol is oxidized to an aldehyde or a ketone in the presence of a nitroxyl compound as catalyst, wherein the alcohol to be oxidized is contained in an organic liquid phase, and is reacted in the presence of a nitroxyl compound with an aqueous phase comprising an oxidant. The reaction is carried out continuously at a contact time of the phases of from 0.1 s to a maximum of 15 minutes, with intensive mixing of the phases. The process produces high yields with low quantities of other oxidation byproducts.
    Type: Grant
    Filed: October 4, 2002
    Date of Patent: June 15, 2004
    Assignee: Consortium fuer elektrochemische Industrie GmbH
    Inventors: Elke Fritz-Langhals, Juergen Stohrer, Hermann Petersen
  • Patent number: 6720456
    Abstract: The present invention relates to a novel process for the preparation of 2,3-pentanedione starting with hydroxyacetone and paraldehyde.
    Type: Grant
    Filed: November 7, 2002
    Date of Patent: April 13, 2004
    Assignee: Symrise GmbH & Co. KG
    Inventors: Stefan Lambrecht, Oliver Franke, Klaus Zahlmann
  • Patent number: 6518462
    Abstract: A process for producing methyl isobutyl ketone includes introducing acetone into a catalytic distillation. Some of the acetone is converted to mesityl oxide (‘MSO’), water and, optionally, diacetone alcohol (‘DAA’) and/or other by-products. A product stream comprising MSO, water, and, optionally, DAA, other by-products and/or unreacted acetone is withdrawn from the catalytic distillation zone. When the product stream includes DAA, other by-products and/or unreacted acetone, it is treated in a treatment zone to remove at least some of the DAA, other by-products and/or the unreacted acetone therefrom. The product stream and hydrogen are fed into a reaction zone in which MSO present in the product stream and hydrogen react to form methyl isobutyl ketone (‘MIBK’). A MIBK rich product stream is withdrawn from this reaction zone.
    Type: Grant
    Filed: September 11, 2001
    Date of Patent: February 11, 2003
    Assignee: Catalytic Distillation Technologies
    Inventors: Nelis Saayman, Grant James Lund, Sybrandus Kindermans
  • Patent number: 6506942
    Abstract: The invention relates to a process for the preparation of a carbonyl compound of the general formula (1) R1R2C═O  (1), in which a &bgr;-hydroxycarboxylic acid or its salt of the general formula (2) R1R2C(OH)—CR3R4—COOM  (2) is cleaved in the presence of a Brönstedt base which is selected from hydroxides, alkanolates, oxides, amides and hydrides of the alkali metals and alkaline earth metals, and in the presence of a hydroxyl-free solvent, R1, R2, R3, R4 and M having the meanings from claim 1.
    Type: Grant
    Filed: October 12, 2001
    Date of Patent: January 14, 2003
    Assignee: Consortium Fur Elektrochemische Industrie GmbH
    Inventors: Klas Sorger, Hermann Petersen, Juergen Stohrer
  • Patent number: 6486357
    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 maganese-containing octahedral molecular sieve or octahedral layer. Primary alcohols are selectively oxidized to aldehydes, and secondary alcohols are selectively oxidized to ketones.
    Type: Grant
    Filed: August 14, 2001
    Date of Patent: November 26, 2002
    Assignee: The University of Connecticut
    Inventors: Steven L. Suib, Young Chan Son, Amy R. Howell
  • Patent number: 6479707
    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: Grant
    Filed: December 12, 2001
    Date of Patent: November 12, 2002
    Assignee: Maruzen Petrochemical Co., Ltd.
    Inventors: Hideki Omori, Kazuhiko Haba
  • Patent number: 6476274
    Abstract: The invention relates to a process for preparing cyclobutanone by oxidizing cyclobutanol with an alkali metal hypochlorite or alkaline earth metal hypochlorite in the presence of an acid.
    Type: Grant
    Filed: September 6, 2001
    Date of Patent: November 5, 2002
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Joachim Knops, Bernd Gallenkamp, Lubbertus Mulder, Stefan Antons
  • Publication number: 20020038051
    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: February 15, 2001
    Publication date: March 28, 2002
    Applicant: Degussa-Huls AG
    Inventors: Daniel Ostgard, Jorg Sauer, Andreas Freund, Monika Berweiler, Matthias Hopp, Rudolf Vanheertum, Walther Girke
  • Patent number: 6255534
    Abstract: Carbonyl compounds of the formula where R1 is a hydrogen atom or an alkyl radical having from 1 to 3 carbon atoms, R2 is a hydrogen atom, an unsubstituted or C1-C3-alkyl-monosubstituted to -trisubstituted C2-C4-alkenyl radical or a radical of the formula where R3 is a hydrogen atom or together with R4 is an oxygen atom, R4 is the radical OR6 or together with R3 is an oxygen atom, R5 is a hydrogen atom, an alkyl radical having from 1 to 8 carbon atoms, an unsubstituted or C1-C3-alkyl-monosubstituted to -trisubstituted C2-C4-alkenyl radical or a cyclohexyl or cyclopentyl radical and R6 is an alkyl radical having from 1 to 4 carbon atoms, a cyclohexyl or cyclopentyl radical or a radical of the formula —CH2—CHO or —CH2—CH2—O—CH2—CHO, are prepared by gas-phase oxidation of methanol or alcohols of the formula where R1 and R5 are as defined above, by means of an oxygen-containing gas in the presence of copper- and/or silv
    Type: Grant
    Filed: February 1, 1999
    Date of Patent: July 3, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Dirk Demuth, Thomas Fetzer, Volker Pratsch, Thomas Wendrich, Helmuth Menig, Ludwig Wambach, Klaus Harth
  • Patent number: 6165352
    Abstract: A continuous process for the dehydrogenation of a hydrocarbon and/or oxygenated hydrocarbon feed, comprising contacting the hydrocarbon and/or oxygenated hydrocarbon feed with a dehydrogenation catalyst at elevated temperature in a reaction zone characterised in that the catalyst is capable of retaining hydrogen and (a) is contacted with a feed to form a dehydrogenated product and hydrogen, at least some of the hydrogen formed being adsorbed by the catalyst and/or reacting therewith to reduce at least part of the catalyst; (b) the dehydrogenated product and any unadsorbed/unreacted hydrogen is removed from the reaction zone; (c) at least some of the adsorbed hydrogen is removed from the catalyst and/or at least some of the reduced catalyst is oxidised; and (d) reusing the catalyst from step (c) in step (a).
    Type: Grant
    Filed: March 12, 1998
    Date of Patent: December 26, 2000
    Assignee: BP Chemicals Limited
    Inventors: Jeremy Bernard Cooper, Jonathon Charles Frost, Stephen Roy Partington
  • Patent number: 6020533
    Abstract: Hydrocarbon conversion processes using a new family of crystalline manganese phosphate compositions is disclosed. These compositions have an extended network; which network can be a one-, two-, or three-dimensional network. The composition has an empirical formula of:(A.sup.a+).sub.v (Mn.sup.b+)(M.sup.c+).sub.x P.sub.y O.sub.zwhere A is a templating agent such as an alkali metal, M is a metal such as Al, Fe.sup.3+ and "b" is the average manganese oxidation state and varies from greater than 3.0 to about 4.0.
    Type: Grant
    Filed: July 10, 1998
    Date of Patent: February 1, 2000
    Assignee: UOP LLC
    Inventors: Gregory J. Lewis, Paula L. Bogdan
  • Patent number: 5912388
    Abstract: A process for preparing an aldehyde or ketone comprising reacting a primary or secondary alcohol with oxygen in the presence of a base, a catalytic amount of a copper salt and a suitable lignad under anhydrous conditions.
    Type: Grant
    Filed: November 12, 1997
    Date of Patent: June 15, 1999
    Assignee: Zeneca Limited
    Inventors: Christopher John Urch, Istvan Ettienne Marko, Masao Tuskazaki, Paul Richard Giles, Stephen Martin Brown
  • Patent number: 5689008
    Abstract: The present invention relates to sustaining high reaction rates at lower reaction temperatures than conventionally utilized with the particular catalyst. The improved reaction rates are obtained using various techniques and combinations thereof including simulated boiling, utilizing the reactant in the form of a thin film, employing microwaves, and the use of micromachines.
    Type: Grant
    Filed: February 2, 1996
    Date of Patent: November 18, 1997
    Assignee: United Technologies Corporation
    Inventors: Sunita Satyapal, Arthur S. Kesten, Joseph J. Sangiovanni, James Freihaut, Charles C. Evans
  • Patent number: 5136103
    Abstract: A process for the preparation of a ketone which comprises reacting the corresponding secondary alkanol with a solubilized stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, and nitric acid in the presence of an oxidant at a temperature in the range of from about -10.degree. C. to about 80.degree. C. and thereafter separating out the ketone.
    Type: Grant
    Filed: September 30, 1991
    Date of Patent: August 4, 1992
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5136102
    Abstract: A process for the preparation of a ketone which comprises reacting the corresponding secondary alkanol with a solubilized stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, nitric acid, and a bromide ion-containing compound in the presence of an oxidant at a temperature in the range of from about -10.degree. C. to about 60.degree. C. and thereafter separating out the ketone.
    Type: Grant
    Filed: October 18, 1991
    Date of Patent: August 4, 1992
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5136101
    Abstract: A process for the preparation of a ketone which comprises reacting the corresponding secondary alkanol with a solubilized stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, and an alkali metal nitrosodisulfonate in the presence of an oxidant at a temperature in the range of from about -10.degree. C. to about 80.degree. C. and thereafter separating out the ketone.
    Type: Grant
    Filed: September 30, 1991
    Date of Patent: August 4, 1992
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 4959494
    Abstract: A method for oxidizing organic compounds by contacting organic compounds with molecular oxygen in the presence of a noble metal pyrochlore having the formula:A.sub.2+x B.sub.2-x O.sub.7-ywherein A is a pyrochlore structure metal cation, and B is one or more of Ru, Rh, Ir, Os, and Pt; x and y are greater than or equal to 0 and less than or equal to 1.0, at a temperature up to about 200.degree. C.
    Type: Grant
    Filed: July 6, 1987
    Date of Patent: September 25, 1990
    Assignee: Monsanto Company
    Inventor: Timothy R. Felthouse
  • Patent number: 4929763
    Abstract: Conversion of alcohol to organic compounds which comprises contacting the alcohol with a heterogeneous catalyst composition comprising at least one member selected from the group consisting of(a) crystalline LnAl.sub.1.67+0.67X (B.sub.4 O.sub.10)O.sub.X, and(b) crystalline LnAl.sub.2.67+0.33Z (B.sub.4 O.sub.11)O.sub.Zwhere Ln is at least one transition element selected from the group consisting of Group IIIB of the Periodic Table, X is a number ranging from 0 to 1, and Z is a number ranging from 0 to 2, each crystalline phase having a characteristic X-ray diffraction pattern.
    Type: Grant
    Filed: March 29, 1989
    Date of Patent: May 29, 1990
    Assignee: Amoco Corporation
    Inventors: Melvin L. Luetkens, Jr., Steve T. McKenna, John L. Melquist
  • Patent number: 4894478
    Abstract: The invention relates to a process of producing ketoximes, characterized in that a secondary alcohol, corresponding to the desired ketoxime, is partially oxidated in the liquid phase with O.sub.2, an oxidated mixture being thereby formed, which contains an excess of unreacted alcohol, the ketone corresponding to said alcohol, and H.sub.2 O.sub.2, and that said oxidated mixture is directly reacted with NH.sub.3 in the liquid phase (without isolating the alcohol, the ketone and H.sub.2 O.sub.2) in the presence of an ammoximation catalyst.
    Type: Grant
    Filed: July 25, 1988
    Date of Patent: January 16, 1990
    Assignee: Montedipe S.p.A.
    Inventors: Paolo Roffia, Giuseppe Paparatto, Alberto Cesana, Giorgio Tauszik
  • Patent number: 4820875
    Abstract: In a process for vapour-phase synthesis of carbonyl compounds from alcohols a mixture of the alcohol and air or oxygen is passed over a silver catalyst. The concentration of alcohol:air or alcohol:oxygen is below the explosive limits. The process is conducted as a temperature between 200.degree. and 450.degree. C. Previously the production of carbonyl compounds required a temperature of 450.degree.-700.degree. C. which necessitated the use of heat exchangers using fused salt baths. The silver catalyst may be supported.
    Type: Grant
    Filed: December 23, 1987
    Date of Patent: April 11, 1989
    Assignee: Johnson Matthey Public Limited Company
    Inventors: Dennis E. Webster, Phillip J. Player
  • Patent number: 4816606
    Abstract: Aldehydes and ketones of the general formula I ##STR1## where R.sup.1 is hydrogen or an organic radical of 1 to n carbon atoms and R.sup.2 is a non-aromatic organic radical of 1 to m carbon atoms, (m+n) ranging from 2 to 24 and R.sup.1 and R.sup.2 being combinable to form a 4- to 12-membered ring, are prepared in a continuous manner by oxidizing an alcohol of the general formula II ##STR2## with oxygen or an oxygen-containing gas at elevated temperatures in the gas phase in the presence of a catalyst, by effecting the oxidation by means of a supported catalyst composed of an inert carrier having a smooth surface and from 0.1 to 20% by weight, based on the amount of carrier, of an active layer of copper, silver and/or gold in a tubular reactor or tube bundle reactor where the internal diameter D of the tube or tubes ranges from 10 to 50 mm and the largest diameter d of the coated supported catalysts is subject to the relationship d=from 0.1 to 0.2 D.
    Type: Grant
    Filed: September 30, 1987
    Date of Patent: March 28, 1989
    Assignee: Basf Aktiengesellschaft
    Inventors: Karl Brenner, Manfred Eggersdorfer, Wilhelm Ruppel, Harald Schultheiss, Hans-Ulrich Scholz
  • Patent number: 4691053
    Abstract: A novel process for producing oxygen-containing organic compounds with high selectivity and good yield by oxidizing organic compounds under mild conditions is provided, which process comprises using as a catalyst for the oxidation, a complex (M.sub.m X.sub.n.L.sub.l) consisting of a transition metal compound (M.sub.m X.sub.n) and an organic phosphorous compound (L) as a ligand, wherein M represents a transition metal belonging to group I, group IV.about.VII or iron group in group VIII of the periodic table; X represents an anion such as a halogen; ligand L represents an organic phosphorous compound; and m and n mean a number of the atomic valence of said transition metal (ion) M and said anion X, respectively, and l means a number of said ligand.
    Type: Grant
    Filed: June 4, 1984
    Date of Patent: September 1, 1987
    Assignee: Babcock-Hitachi Kabushiki Kaisha
    Inventors: Mutsuo Yamada, Yasuyuki Nishimura, Yoshijiro Arikawa, Takanori Kuwahara, Taiji Kamiguchi, Hirotoshi Tanimoto
  • Patent number: 4560803
    Abstract: An improved process is provided for forming ketones from the corresponding olefins by vapor phase oxidation of the olefin in the presence of molecular oxygen and water vapor employing a heterogeneous catalyst comprising rhenium compounds and complexes, optionally containing at least one metal compound or complex selected from the group consisting of Group VIB metals and Group VIII noble metals, and mixtures thereof. It has been surprisingly found that these catalysts effect the formation of ketones in high selectivities with minimal selectivities to the undesirable carbon dioxide and carbon monoxide by-products.
    Type: Grant
    Filed: July 25, 1983
    Date of Patent: December 24, 1985
    Assignee: Exxon Research & Engineering Co.
    Inventors: Chuen Y. Yeh, Charles Savini
  • Patent number: 4457905
    Abstract: A process for the ammoxidation of methanol or formaldehyde to hydrogen cyanide or oxidation of methanol to formaldehyde using a catalyst comprising manganese and phosphorus, preferably as oxides, wherein the manganese to phosphorus atomic ratio is 1:1 to 1.5:1.
    Type: Grant
    Filed: December 27, 1982
    Date of Patent: July 3, 1984
    Assignee: Monsanto Company
    Inventor: Jerry R. Ebner
  • Patent number: 4359587
    Abstract: The method for preparing carbonyl compounds according to the present invention comprises a vapor phase oxidizing dehydrogenation of C.sub.1 -C.sub.4 alcohols at a temperature ranging from 500.degree. to 700.degree. C. in the presence of a silver catalyst, wherein silver is supported on a carrier having a crystalline structure incorporating alumina and silica in the form of cristobalite.
    Type: Grant
    Filed: October 16, 1980
    Date of Patent: November 16, 1982
    Inventors: Mirkhasil Abdurakhmanov, Rakhmatzhan K. Karimov
  • Patent number: 4288369
    Abstract: A process for the preparation of cyclic ethers which comprises reacting an alkanediol in which the hydroxyl groups are separated by a chain of at least four carbon atoms in the liquid phase of a catalyst comprising a palladium salt and a copper salt, and recovering the cyclic ether thus formed by a separation step such as distillation. The reaction is carried out in a molecular oxygen gaseous atmosphere. A preferred catalyst is palladium chloride in combination with a copper salt such as cupric chloride or cupric nitrate.
    Type: Grant
    Filed: August 31, 1979
    Date of Patent: September 8, 1981
    Assignee: Western Kentucky University
    Inventors: Norman L. Holy, Theodore E. Nalesnik
  • Patent number: 4250121
    Abstract: Carbonyl compounds are manufactured by oxidizing alcohols or polyalcohols with molecular oxygen in the presence of a catalyst which comprises ruthenium salts or complexes associated with copper or iron salts or complexes.
    Type: Grant
    Filed: May 24, 1979
    Date of Patent: February 10, 1981
    Assignee: Institut Francais du Petrole
    Inventor: Hubert Mimoun
  • Patent number: 4235823
    Abstract: Diketones are prepared by oxidizing glycols in the presence of a silver catalyst and/or copper catalyst of a specific particle size, under specific temperature conditions and with a specific composition of the catalyst. The end products are starting materials for the preparation of dyes, drugs, plastics, scents, wrinkle-resist finishes and assistants for increasing the tear strength and resilience of fibrous materials, hardeners for use in the photographic industry, textile assistants for preventing shrinkage after washing, and paper assistants.
    Type: Grant
    Filed: June 26, 1979
    Date of Patent: November 25, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Christian Dudeck, Gunter Lehmann, Karl-Heinz Ross, Werner Fliege, Norbert Petri, Hans Diem, Bernd Meissner, Wolfgang Sauer
  • Patent number: 4233246
    Abstract: Aliphatic hydroxycarbonyl compounds etherified with aliphatic groups are prepared by oxidizing hydroxyalcohols in the presence of a metal catalyst which consists of one or more layers, each of a particular weight and each containing particles of a particular size, the catalyst bed also having a particular total thickness, and the catalyst components used being silver and copper, with or without added copper/tin/phosphorus or silver alone. The etherified hydroxyaldehydes and hydroxyketones obtainable by the process of the invention are valuable starting materials for the preparation of dyes, pesticides, plastics and scents.
    Type: Grant
    Filed: December 20, 1978
    Date of Patent: November 11, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Christian Dudeck, Gunter Lehmann, Norbert Petri, Hans Diem, Werner Fliege, Bernd Meissner, Karl-Heinz Ross, Wolfgang Muehlthaler