Oxidation Of Organic Compound Utilizing Gaseous Oxygen Patents (Class 568/470)
  • Patent number: 6051736
    Abstract: The invention is directed toward preparation of (meth)acrylic acid, comprising condensation of a gas comprising (meth)acrylic acid, absorption with water, and extraction with an aqueous solution forming a miscibility gap.
    Type: Grant
    Filed: March 6, 1998
    Date of Patent: April 18, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Armin Schraut, Michael-Dieter Ulbrich, Freidrich-Georg Martin, Bernd Eck, Jorg Heilek
  • 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: 5981804
    Abstract: A catalyst for the production of unsaturated aldehyde and unsaturated carboxylic acid by the vapor-phase catalytic oxidation of at least one compound selected from the group consisting of propylene, isobutylene, t-butanol and methyl-t-butyl ether and a method for the production of unsaturated aldehyde and unsaturated carboxylic acid by the use of this catalyst are provided. The catalyst of this invention comprises (A) a catalyst having Mo, Bi and Fe as essential components and used for the production of unsaturated aldehyde and unsaturated carboxylic acid by vapor-phase catalytic oxidation of propylene, isobutylene, t-butanol and/or methyl-t-butyl ether and (B) a solid acid having acid strength (Ho) of not more than -11.93. Since this catalyst excels in catalytic activity and service life, it allows unsaturated aldehyde and unsaturated carboxylic acid to be produced stably at a high yield for a long time.
    Type: Grant
    Filed: December 22, 1997
    Date of Patent: November 9, 1999
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Ikuo Kurimoto, Tatsuya Kawajiri, Hideo Onodera, Michio Tanimoto, Yukio Aoki
  • Patent number: 5936133
    Abstract: This invention provides a novel class of vitamin D related compounds, namely, the 2-alkylidene-19-nor-vitamin D derivatives, as well as a general method for their chemical synthesis. The compounds have the formula: ##STR1## where Y.sub.1 and Y.sub.2, which may be the same or different, are each selected from the group consisting of hydrogen and a hydroxy-protecting group, R.sub.6 and R.sub.8, which may be the same or different, are each selected from hydrogen, alkyl, hydroxyalkyl and fluoroalkyl, or when taken together represent the group --(CH.sub.2).sub.x -- where x is an integer from 2 to 5, and where the group R represents any of the typical side chains known for vitamin D type compounds. These 2-substituted compounds are characterized by low intestinal calcium transport activity and high bone calcium mobilization activity resulting in novel therapeutic agents for the treatment of diseases where bone formation is desired, particularly low bone turnover osteoporosis.
    Type: Grant
    Filed: September 10, 1998
    Date of Patent: August 10, 1999
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Hector F. Deluca, Rafal R. Sicinski
  • Patent number: 5856585
    Abstract: Process of catalytic partial oxidation of natural gas in order to obtain synthesis gas and formaldehyde, integrated with processes of hydrogenation of the resulting CO, such as Fischer-Tropsch and methanol syntheses. Such an oxidation is carried out by means of a catalyst constituted by one or more compounds of metals form Platinum Group, which is given the shape of wire meshes, or is deposited on a carrier made from inorganic compounds, in such a way that the level of metal or metals from Platinum Group, as percent by weight, is comprised within the range of from 0.1 to 20% of the total weight of catalyst and carrier, by operating at temperatures comprised within the range of from 300.degree. to 950.degree. C., under pressures comprised within the range of from 0.5 to 50 Atm, at space velocities comprised within the range of from 20,000 to 1,500,000 h.sup.-1.
    Type: Grant
    Filed: August 8, 1994
    Date of Patent: January 5, 1999
    Assignee: Snamprogetti S.p.A.
    Inventors: Domenico Sanfilippo, Luca Basini, Mario Marchionna
  • Patent number: 5821390
    Abstract: A gas-phase mixture of propene and oxygen is catalytically oxidized by passing a reactant gas mixture comprising propene and oxygen through a plurality of catalyst containing contact tubes in a fixed bed reactor and simultaneously passing only one heat-exchange medium at elevated temperature over the exterior surfaces of the contact tubes in a longitudinal flow pattern which is cocurrent with the direction of flow of the reactants through said tube; simultaneously superposing a transverse flow on said longitudinal flow of heat exchange medium by means of an arrangement of successive baffles along the contact tubes which leave passage cross-sections free, thereby resulting in a meandrous flow of the heat-exchange medium through the reactor and setting the flow rate of said heat-exchange medium so that its temperature between the point of entry of the medium into the reactor and its point of exit increases by 2.degree. to 10.degree. C.; and obtaining product acrolein at a selectivity .gtoreq.
    Type: Grant
    Filed: September 8, 1995
    Date of Patent: October 13, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Wilhelm Ruppel, Ulrike Wegerle, Andreas Tenten, Ulrich Hammon
  • Patent number: 5622924
    Abstract: There are disclosed a viscosity index improver comprising a polymer containing at least 70% by weight of structural units of an alkyl (meth)acryrate monomer containing not more than 10 carbon atoms in the alkyl group, and a lubrication oil, comprising said improver added to a lubrication base oll selected from the group consisting of mineral oils, MLDW oils, iso-paraffin-containing high viscosity index oils, synthetic hydrocarbon lubricating oils, synthetic ester lubricating oils, and mixture of two or more of these. The improver exhibits improved low-temperature viscosity characteristics and oxidation resistance, as compared with conventional methacrylate polymer viscosity index improvers. It gives extremely low viscosity at -40.degree. C., particularly when used in high viscosity index oils. Besides, when used in conjunction with a molybdenum-containing FM agent, it has a characteristic of providing low friction coefficient even after oxidative degradation.
    Type: Grant
    Filed: October 30, 1995
    Date of Patent: April 22, 1997
    Assignee: Sanyo Chemical Industries, Ltd.
    Inventors: Kouzou Sakai, Hidehiko Matsuya, Yoshihisa Ohta
  • Patent number: 5334370
    Abstract: Disclosed are x-ray contrast compositions for oral or retrograde examination of the gastrointestinal tract comprising a polymeric material capable of forming a coating on the gastrointestinal tract and an x-ray producing agent of the formula ##STR1## and methods for their use in diagnostic radiology of the gastrointestinal tract whereinR=C.sub.1 -C.sub.25 alkyl, cycloalkyl, unsaturated allyl or halo-lower-alkyl, optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy, (CR.sub.1 R.sub.2).sub.p --(CR.sub.3 .dbd.CR.sub.4).sub.m Q, or (CR.sub.1 R.sub.2).sub.p --C.tbd.C--Q;R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently H, lower-alkyl, optionally substituted with halo;n is 1-5;m is 1-5;p is 1-10; andQ is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkyl.
    Type: Grant
    Filed: February 4, 1993
    Date of Patent: August 2, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Kurt A. Josef, Edward R. Bacon, Kimberly G. Estep, Carl R. Illig, Brent D. Douty
  • Patent number: 5308607
    Abstract: Disclosed are contrast agents of the formula ##STR1## contained in aqueous compositions and methods for their use in diagnostic radiology of the gastrointestinal tract whereinR=C.sub.1 -C.sub.25 alkyl, cycloalkyl, unsaturated allyl or halo-lower-alkyl, optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy, (CR.sub.1 R.sub.2).sub.p --(CR.sub.3 .dbd.CR.sub.4).sub.m Q, or (CR.sub.1 R.sub.2).sub.p --C.tbd.C--Q;R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently H, lower-alkyl, optionally substituted with halo;n is 1-5;m is 1-5;p is 1-10; andQ is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkyl.
    Type: Grant
    Filed: February 4, 1993
    Date of Patent: May 3, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Kurt A. Josef, Edward R. Bacon, Kimberly G. Estep, Carl R. Illig, Brent D. Douty
  • 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: 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: 5196608
    Abstract: The present invention relates to the use of an allylchloride of the general formula ##STR1##wherein R is a C.sub.1 -C.sub.12 alkyl group or a C.sub.2 -C.sub.12 alkenyl group, which groups may be substituted with one or more substitutents selected from the group consisting of C.sub.1 -C.sub.4 alkoxy, halogen, unsubstituted phenyl and substituted phenyl; a (trihydrocarbyl)silyl group; a (dihydrocarbyl) (hydrocarbyloxy)silyl group; or a dihydropyran-2-yl group, a tetrahydropyran-2-yl group, a dihydrofur-2-yl group or a tetrahydrofur-2-yl group, which groups may be substituted with C.sub.1 -C.sub.6 alkyl;for preparing an aldehyde compound via an intermediate alcohol compound.The invention further relates to a new allylchloride.
    Type: Grant
    Filed: December 2, 1991
    Date of Patent: March 23, 1993
    Assignee: Duphar International Research B.V.
    Inventors: Gerrit J. Lagerweij, Cornelis Bakker, Monique E. A. De Bruin-Van Der Flier
  • Patent number: 5155279
    Abstract: A process for the preparation of an aldehyde which comprises reacting the corresponding 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 solvent, in the absence 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 aldehyde.
    Type: Grant
    Filed: October 18, 1991
    Date of Patent: October 13, 1992
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5155280
    Abstract: A process for the preparation of an aldehyde which comprises reacting the corresponding 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, an alkali metal nitrosodisulfonate, a non-basic polar solvent and an oxidant, for about eight hours or less at a temperature in the range of from about 10.degree. C. to about 20.degree. C. and thereafter separating out the aldehyde.
    Type: Grant
    Filed: September 30, 1991
    Date of Patent: October 13, 1992
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5155278
    Abstract: A process for the preparation of an aldehyde which comprises reacting the corresponding 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 non-basic polar solvent, in the presence of an oxidant, for about eight hours or less at a temperature in the range of from about -10.degree. C. to about 25.degree. C., and thereafter separating out the aldehyde.
    Type: Grant
    Filed: September 30, 1991
    Date of Patent: October 13, 1992
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5144090
    Abstract: A method for preparing acrolein or methacrolein comprises subjecting propylene, secondary propanol, isobutylene or tertiary butanol to gas phase catalytic oxidation with molecular oxygen in the presence of a catalyst represented by the following general formula (I):Mo.sub.a Bi.sub.b Fe.sub.c X.sub.d Y.sub.O Z.sub.f O.sub.g (I)wherein X represents at least one element selected from the group consisting of Ni and Co; Y represents at least one element selected from the group consisting of K, Rb, Cs and Tl; and Z represents at least one element selected from the group consisting of Be, Mg, Ca, Sr, Ba, Ce, Ti, Zr, Nb, Cr, W, Mn, Cu, Ag, Zn, Cd, B, Al, Si, Ge, Sn, Pb, P, As, Sb, S, Se and Te; a, b, c, d, e, f and g each represents an atomic ratio of the corresponding element and when a is assumed to be 12, b=0.1.about.10, c=0.1.about.20, d=2.about.20, e=0.01.about.2, f=0.about.
    Type: Grant
    Filed: June 6, 1991
    Date of Patent: September 1, 1992
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Tadatoshi Honda, Tokio Nagayama, Nobuhiko Horiuchi, Jun Kitagawa, Kazunori Kawahara, Masami Murakami
  • Patent number: 5144091
    Abstract: A process for the catalytic gas-phase oxidation of propene or isobutene to acrolein or methacrolein in a tubular fixed bed reactor or catalytically active oxides with a .gtoreq.90% conversion of the initial olefin on a single passage, wherein the temperature of the gases containing the reactants in the direction of flow along the tubes from their entrance until the conversion of the initial olefin is from 30 to 70% is from 360.degree. to 420.degree. C. and is then adjusted to from 360.degree. to 300.degree. C. until the conversion of the initial olefin is from 80 to 90% and is thereafter maintained at from 330.degree. to 390.degree. C. until the gases emerge from the tubes, is described.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: September 1, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans Martan, Ulrike Wegerle, Wilhelm Ruppel, Lothar Riekert, Dieter Becker, Michael Kotter
  • Patent number: 5081314
    Abstract: Dilute solutions of acrolein are produced on site and on demand by oxidizing propylene in an improved reactor using an improved catalyst, which is a mixture of molybdenum, bismuth and tellurium oxides. The catalyst is deposited on metal particles, which are of a metal selected from the group consisting of aluminum, tantalum, titanium, tungsten, niobium and mixtures thereof, and are packed to form a catalyst bed which provides improved heat transfer and distribution for better control of the process. The reaction is conducted in a reactor in which all the exposed surfaces are made of a metal selected from the group just mentioned. The produced acrolein is absorbed to form a dilute solution of acrolein in a liquid to be treated, such as irrigation water for weed control, or control of hydrogen sulfide in water used for oil and gas field water floods, or in fuel oil to inhibit growth of organisms.
    Type: Grant
    Filed: December 7, 1990
    Date of Patent: January 14, 1992
    Inventors: Charles L. Kissel, Charles M. Finley
  • Patent number: 4967014
    Abstract: A process for formaldehyde production is disclosed comprising the steps of reacting methanol with formaldehyde to form methylal and then oxidizing the resulting methylal to obtain formaldehyde. Formaldehyde derivatives may also be produced. A dilute formaldehyde solution resulting from recovery of the product is recycled and used as feed material for the initial reaction step.
    Type: Grant
    Filed: February 3, 1989
    Date of Patent: October 30, 1990
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Junzo Masamoto, Junzo Ohtake, Mamoru Kawamura
  • Patent number: 4942263
    Abstract: Olefins which are free of allylic hydrogens, and which contain two hydrogens bonded to a carbon atom which is bonded to another carbon by a double bond, from aldehydes when reacted with oxygen in the presence of an acidic silver catalyst, such as silver dispersed on .gamma.-alumina. For example, 1,3-butadiene is oxidized to crotonaldehyde.
    Type: Grant
    Filed: April 13, 1989
    Date of Patent: July 17, 1990
    Assignee: Eastman Kodak Company
    Inventors: John R. Monnier, Peter J. Muehlbauer
  • Patent number: 4929768
    Abstract: A process for preparing a dialdehyde which comprises subjecting a glycol to oxidation-dehydrogenation in the presence of silver particles of which the surface is partially coated with a silicon carbide powder or a silicon nitride powder. According to the present invention, dialdehydes can be prepared from glycols in high conversion of the glycol in high selectivity into the dialdehyde, and the silver catalyst can be reused even if the reaction is stopped in a while since the silver particles are not aggregated during long time operation.
    Type: Grant
    Filed: February 16, 1989
    Date of Patent: May 29, 1990
    Assignee: Nippon Gohsei Kagaku Kogyo Kabushiki Kaisha
    Inventors: Sumio Nakagawa, Masaoki Toiyama, Yoshinobu Uno, Hiromichi Kohda
  • Patent number: 4885412
    Abstract: A process for producing aldehydes and, more specifically, a process employing a vapor phase reaction in the presence of a molten nitrate salt catalyst.
    Type: Grant
    Filed: October 11, 1988
    Date of Patent: December 5, 1989
    Assignee: Olin Corporation
    Inventors: B. Timothy Pennington, Lawrence E. Katz
  • Patent number: 4843178
    Abstract: The present invention relates to a process for producing an E,Z-9-alkenyl-1-aldehyde component which comprises:(a) disproportionating cyclooctene and an .alpha.-olefin in the presence of a suitable disproportionation catalyst under disproportionation conditions suitable to form a 1,9-alkadiene;(b) reacting the 1,9-alkadiene obtained in step (a) with a suitable metallating agent under conditions suitable to form a 1-metallo-9-alkene;(c) contacting the 1-metallo-9-alkene obtained in step (b) with oxygen under conditions suitable to form a 1-oxymetallo-9-alkene;(d) hydrolyzing the 1-oxymetallo-9-alkene suit a suitable hydrolyzing agent, under suitable hydrolyzing conditions to form E,Z-9-alkenyl-1-alcohol.(e) oxidizing said E,Z-9-alkenyl-1-alcohol with a suitable oxidizing agent under oxidizing conditions suitable to form E,Z-9-alkenyl-1-aldehyde.
    Type: Grant
    Filed: December 2, 1987
    Date of Patent: June 27, 1989
    Inventors: Jim D. Byers, Charles A. Drake
  • Patent number: 4814513
    Abstract: A process for the preparation of carbonyl compounds by oxidation of alcohols in the gas phase with a gas containing oxygen in the presence of catalysts containing copper or silver and a phosphorus compound that is volatile under the conditions of the reaction, the ratio of the mass of phosphorus to the mass of the alcohol being less than 0.5 ppm.
    Type: Grant
    Filed: December 9, 1987
    Date of Patent: March 21, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Fritz Graf, Heinz Engelbach, Leopold Hupfer, Harald Schultheiss, Michael J. Sprague
  • Patent number: 4661642
    Abstract: A process for the oxidation of alpha-olefins having from 3 to about 30 carbon atoms, in which the alpha-olefin and molecular oxygen are contacted in the presence of a solution of a Group VIII metal complex containing at least one NO.sub.2 or NO ligand, a divalent copper salt and a tertiary alcohol as solvent.
    Type: Grant
    Filed: November 21, 1985
    Date of Patent: April 28, 1987
    Assignee: Shell Oil Company
    Inventor: Bernard L. Feringa
  • Patent number: 4618709
    Abstract: A process for separation of methacrylic acid from a methacrylic acid-containing, gaseous reaction mixture obtained by subjecting methacrolein or a compound which can afford methacrolein under reaction conditions and molecular oxygen to gas phase reaction in the presence of a catalyst for oxidation under the coexistence of an inert gas for dilution which comprises (a) cooling the gaseous reaction mixture from a reactor wherein the gas phase reaction has been effected to separate into condensable components including methacrylic acid, acetic acid and water vapor as a condensed liquor and non-condensable components including methacrolein as a non-condensed gaseous mixture, (b) eliminating contaminating methacrolein from the condensed liquor and (c) contacting the resulting condensed liquor with an organic solvent to extract methacrylic acid, followed by separation into an organic solvent solution including methacrylic acid and an aqueous solution as waste water, characterized in that (1) the inert gas for diluti
    Type: Grant
    Filed: January 30, 1981
    Date of Patent: October 21, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masao Sada, Michio Kato, Masami Ayano, Tadashi Abe, Masanori Moriwaki
  • Patent number: 4558154
    Abstract: A novel synthesis of methacrylic acid and methacrolein from isobutylene oxide is provided. This method includes contacting isobutylene oxide with a catalyst, preferably a heteropolyacid catalyst, in the presence of oxygen. Using this method, isobutylene oxide conversion is nearly 100% complete. Depending upon the reaction temperature selected, yields of up to about 60% methacrolein and up to about 12% methacrylic acid may be obtained. A simple, inexpensive high yield process is thus provided for producing reaction mixtures containing methacrylic acid and methacrolein.
    Type: Grant
    Filed: April 27, 1981
    Date of Patent: December 10, 1985
    Assignee: Atlantic Richfield Company
    Inventors: Wilfred P. Shum, John F. White, Eva M. Beals
  • 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: 4479013
    Abstract: A catalyst composition useful for the oxidation of olefins, particularly the vapor phase oxidation of isobutylene and/or tertiary butyl alcohol to produce methacrolein, consists essentially of the combination of oxides of molybdenum, cobalt, iron, bismuth, thallium, antimony, silicon, and nickel, along with one or more members of the groups consisting of the alkali metals, the alkaline earth metals, the rare earth metals including lanthanum, tungsten, and mixtures thereof. The catalyst has a BET surface area within the range of about 0.5-10 m.sup.2 /gm and preferably within the range of about 2-6 m.sup.2 /gm. Preferably, the catalyst has no more than about 3% of the surface area associated with pores smaller than about 100 .ANG.. The catalyst is heated during its preparation to a temperature above 525.degree. C., preferably above 550.degree. C., most preferably to about 600.degree. C.
    Type: Grant
    Filed: July 9, 1982
    Date of Patent: October 23, 1984
    Assignee: The Halcon SD Group, Inc.
    Inventor: Sargis Khoobiar
  • Patent number: 4474997
    Abstract: An oxidation catalyst comprising boron phosphate impregnated with from 5 to 20 weight percent silver and its use to oxidize propylene, butene-1, butadiene-1,3 and methanol is disclosed. The oxidation takes place at from 200.degree. to 700.degree. C. Preferably water vapor is present.
    Type: Grant
    Filed: September 19, 1983
    Date of Patent: October 2, 1984
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Velliyur N. M. Rao
  • Patent number: 4446328
    Abstract: A process for producing methacrolein by oxidizing isobutylene or tertiary butanol with molecular oxygen, characterized by contacting a gaseous mixture of isobutylene or tertiary butanol, air or oxygen and optionally steam and an inert gas with a catalyst having the general composition:Mo.sub.12 Fe.sub.a Ni.sub.b Te.sub.c X.sub.d Z.sub.f Y.sub.g O.sub.hwherein a, b, c, d, f and g represent the numbers of atoms of the respective elements per 12 molybdenum atoms; X is Tl, Rb or Cs; Z is In or Ti; Y represents at least one element selected from the group consisting of Cu, Nd, Sm and Pb; a is a value of 0.2-6; b is a value of 0.2-6; a+b is a value of 1-10; c is a value of 0.1-4; d is a value of 0.1-3; f is a value of 0.1-3; g is a value of 0-5; and h is the number of oxygen atoms for satisfying the valencies of the existing elements. The use of this catalyst enables the selectivity for methacrolein to be improved to 90 or more and the yield based on the starting material to be increased to 89-91%.
    Type: Grant
    Filed: May 14, 1981
    Date of Patent: May 1, 1984
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Atsushi Aoshima, Ryoichi Mitsui
  • Patent number: 4442307
    Abstract: A process is disclosed for oxidizing dimethyl ether to formaldehyde using a catalyst comprising a mixture of oxides of bismuth, molybdenum and iron.
    Type: Grant
    Filed: October 7, 1982
    Date of Patent: April 10, 1984
    Assignee: Shell Oil Company
    Inventors: Robert M. Lewis, Robert C. Ryan, Lynn H. Slaugh
  • Patent number: 4439624
    Abstract: A process is disclosed for oxidizing dimethyl ether to formaldehyde using a catlyst comprising a mixture of oxides of bismuth, molybdenum and copper.
    Type: Grant
    Filed: October 7, 1982
    Date of Patent: March 27, 1984
    Assignee: Shell Oil Company
    Inventors: Robert M. Lewis, Robert C. Ryan, Lynn H. Slaugh
  • Patent number: 4435602
    Abstract: A process is disclosed for oxidizing dimethyl ether to formaldehyde using naturally occurring manganese nodules as a catalyst.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: March 6, 1984
    Assignee: Shell Oil Company
    Inventors: Robert M. Lewis, Lynn H. Slaugh
  • Patent number: 4381411
    Abstract: A process is provided for the oxydehydrogenation of aldehydes such as isobutyraldehyde with oxygen in the presence of iron phosphorus oxide catalysts containing promoters selected from Ag, Al, B, Be, Cd, Co, Cr, Cu, Ga, Ge, In, Mn, Ni, Te, Th, Ti, Tl, U, V, Zn, Zr, rare earths and mixtures thereof.
    Type: Grant
    Filed: June 22, 1981
    Date of Patent: April 26, 1983
    Assignee: The Standard Oil Company
    Inventors: S. Erik Pedersen, Louis F. Wagner
  • Patent number: 4358622
    Abstract: The present invention relates to a process of the conversion of tert-butyl alkanoates to methacrolein or methacrylonitrile, and more particularly to a process for the conversion of tert-butyl acetate to methacrolein or methacrylonitrile.
    Type: Grant
    Filed: March 19, 1981
    Date of Patent: November 9, 1982
    Assignee: Rohm and Haas Company
    Inventors: Joseph W. Nemec, Michael S. Cholod
  • Patent number: 4355187
    Abstract: Methyl glyoxal is prepared by oxidation of propylene glycol-1,2 in the gaseous phase on a heterogeneous catalyst. The process is carried out with an excess of oxygen and the catalyst used contains molybdenum and at least one of the metals: vanadium, silver, copper, iron, tungsten, tin, zinc, alkali metals, alkaline earth metals.
    Type: Grant
    Filed: March 26, 1981
    Date of Patent: October 19, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Herbert Baltes, Ernst I. Leupold
  • Patent number: 4322562
    Abstract: An oxidation process in which a metal nitro complex transfers an oxygen atom from the nitro ligand to a substrate; especially such process conducted cyclically or catalytically using molecular oxygen as the oxygen source. Metal nitrosyl complex is formed as a coproduct together with an oxidation product of the substrate. In a cyclic process, nitrosyl ligand of the metal nitrosyl coproduct is reoxidized by molecular oxygen in presence of a monodentate base such as pyridine to nitro ligand; and the nitro complex, thus regenerated, can be used again to oxidize the substrate. In a catalytic process, using an activator such as a Lewis acid with alcohols or divalent palladium with olefins, elemental oxygen maintains a concentration of nitro ligand in the reaction mixture. In particular the metal is a Group VIII metal, especially cobalt and the ligand is saloph or tetraphenylporphyrin.
    Type: Grant
    Filed: December 19, 1980
    Date of Patent: March 30, 1982
    Assignee: Allied Corporation
    Inventors: Benjamin S. Tovrog, S. Elliot Diamond, Frank Mares
  • Patent number: 4227012
    Abstract: Oxidation of methyl benzenes with air or oxygen to form a phenolic acetate and formaldehyde or methylene diacetate may be carried out in the presence of acetic acid, phosphorus pentoxide, benzaldehyde and an acid catalyst. The resulting acetates may then be pyrolyzed to yield phenolic compounds and formaldehyde, respectively.
    Type: Grant
    Filed: November 3, 1978
    Date of Patent: October 7, 1980
    Assignee: Suntech, Inc.
    Inventors: George Suld, James E. Lyons, Robert W. Shinn