Ozone Reactant Patents (Class 568/469)
  • Patent number: 9512055
    Abstract: A process for the direct oxidation of methane to C1-oxygenates (formaldehyde and methanol) has been developed. The process involves a gas stream, comprising methane, an oxidizing agent (such as air, or oxygen blended with an inert diluent), and a nitrogen oxide as a gas phase sensitizer at oxidation conditions to produce C1-oxygenates, such as formaldehyde and methanol. A certain proportion of nitrogen oxide, which acts as a radical initiator, in the stream is crucial to achieve a high yield of formaldehyde and methanol. In addition, the temperature plays an important role in the conversion of methane and in the selectivity to C1-oxygenates.
    Type: Grant
    Filed: July 23, 2015
    Date of Patent: December 6, 2016
    Assignee: NAJRAN UNIVERSITY
    Inventors: Saleh A. Al-Sayari, Adel A. Ismail, Cristina Valero, Maria Consuelo Alvarez-Galvan, Sergio Garcia, Jose L. G. Fierro
  • Publication number: 20140357547
    Abstract: A process of forming methoxymelonal comprising the steps of treating a solution of citronellene to ozonolysis, and hydrogenating the product formed to provide methoxymelonal.
    Type: Application
    Filed: October 11, 2012
    Publication date: December 4, 2014
    Inventors: Andreas Goeke, Yue Zou
  • Patent number: 8772551
    Abstract: Disclosed herein are mixed oxide catalysts for the catalytic gas phase oxidation of alkanes, or mixtures of alkanes and olefins, for the production of aldehydes and carboxylic acids with air or oxygen in the presence of inert gases at elevated temperatures and pressure, and a method for the production of catalysts.
    Type: Grant
    Filed: July 6, 2011
    Date of Patent: July 8, 2014
    Assignee: Evonik Degussa GmbH
    Inventors: Achim Fischer, Weimin Lu, Christoph Weckbecker, Klaus Huthmacher
  • Patent number: 8697911
    Abstract: The present invention relates to compounds of formula (I): and pharmaceutically acceptable salts thereof, wherein R1 and R2 are as defined herein. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.
    Type: Grant
    Filed: June 29, 2011
    Date of Patent: April 15, 2014
    Assignee: Boehringer Ingelheim International GmbH
    Inventors: Brian Nicholas Cook, Jennifer A. Kowalski, Xiang Li, Daniel Richard Marshall, Sabine Schlyer, Robert Sibley, Lana Louise Smith-Keenan, Fariba Soleymanzadeh, Ronald John Sorcek, Erick Richard Roush Young, Yunlong Zhang
  • Publication number: 20140031584
    Abstract: The present invention relates to methods for safe and efficient use of hydrogen and oxygen in ozonolysis operations. The invention also relates to an ozonolysis process involving elements of both reductive and oxidative ozonolysis which are integrated in a continuous process. In one embodiment, the ozonolysis process of the present invention uses hydrogen and/or oxygen generated from water and electricity, which may be recycled to generate water and/or electricity.
    Type: Application
    Filed: July 19, 2013
    Publication date: January 30, 2014
    Inventors: Patrick Foley, Yonghua Yang
  • Publication number: 20130274511
    Abstract: The invention relates to Guerbet alcohol precursors and Guerbet alcohols, as well as to processes for synthesizing them.
    Type: Application
    Filed: March 13, 2013
    Publication date: October 17, 2013
    Inventors: Patrick Foley, Yonghua Yang
  • Patent number: 8507730
    Abstract: Selective oxidation of organic substrates to partially oxidized products by ozone in acetonitrile solvent, using Fe(II) catalysis.
    Type: Grant
    Filed: March 30, 2012
    Date of Patent: August 13, 2013
    Assignee: Iowa State University Research Foundation, Inc.
    Inventors: Andreja Bakac, Oleg Pestovsky
  • Patent number: 8188320
    Abstract: The present invention relates to a process for preparing at least one cyclic compound with Z cycles and 7 to 16 carbon atoms with a keto group, at least comprising the stages: (a1) oxidation of a composition (A), at least comprising one cyclic olefin with Z cycles and 7 to 16 carbon atoms and at least two C—C double bonds, by means of dinitrogen monoxide to give a composition (A1), (a2) separating off the at least one cyclic olefin with Z cycles and 7 to 16 carbon atoms with at least two C—C double bonds from the composition (A1) in order to obtain a composition (A2), and (b) distillative treatment of the composition (A2) from step (a2) in order to obtain a composition (B), comprising the at least one cyclic compound with Z cycles and 7 to 16 carbon atoms with a keto group and less than 1.0% by weight of the at least one compound with Z?1 cycles and 7 to 16 carbon atoms with at least one aldehyde group, where Z can be 1, 2, 3 or 4.
    Type: Grant
    Filed: January 27, 2010
    Date of Patent: May 29, 2012
    Assignee: BASF SE
    Inventors: Joaquim Henrique Teles, Beatrice Röβler-Feigel, Alexander Hauk, Anton Meier, Christian Müller, Michael Schelper, Tanja Kirchner, Susanne Szeschkus, Rolf Pinkos, Gerd-Dieter Tebben
  • Patent number: 8106242
    Abstract: Multi-step process for the preparation of compounds via hazardous intermediates comprising the steps of a) preparing in a microreactor a hazardous intermediate and b) optionally performing one or more reaction steps on the hazardous intermediate in one or more additional microreactors and c) further converting the hazardous intermediate with a suitable reaction agent in a subsequent microreactor until a stable end product is formed.
    Type: Grant
    Filed: May 23, 2007
    Date of Patent: January 31, 2012
    Assignee: DSM IP Assets B.V.
    Inventors: Rafael Wilhelmus Elisabeth Ghislain Reintjens, Quirinus Bernardus Broxterman, Martina Kotthaus, Peter Poechlauer
  • Patent number: 7820854
    Abstract: The present invention relates to an improved process for the conversion of alkanes to unsaturated carboxylic acids.
    Type: Grant
    Filed: March 19, 2008
    Date of Patent: October 26, 2010
    Assignee: Rohm and Haas Company
    Inventors: Andrew Michael Lemonds, Eric Gustave Lundquist, Donald Lee Zolotorofe
  • Publication number: 20080319232
    Abstract: The invention relates to a process for the preparation of an aldehyde from a secondary alcohol having a double bond in the alpha position, comprising the steps. a) provision of the alcohol, b) treatment of the alcohol with ozone.
    Type: Application
    Filed: August 3, 2006
    Publication date: December 25, 2008
    Applicant: SYMRISE GmbH & Co. KG
    Inventors: Markus Nobis, Bernd Hoelscher
  • Patent number: 6768029
    Abstract: The invention provides a solid composite material comprising a matrix formed from a particulate or fibrous material and a cured thermosetting resin, wherein the cured thermosetting resin is derived from an oxidative cleavage product selected from aldehydes and peroxides and mixtures thereof formed by the oxidative cleavage of an unsaturated bond in an unsaturated plant or animal oil, other than the ozonolysis cleavage product of cashew nut shell liquid. Also provided is a process for the production of aldehydes and/or peroxides, which process comprises the treatment of a vegetable oil with ozone (e.g. in the presence of an alcohol as a solvent for the oil) so that hydroperoxides are produced, and the reductive cleavages of the hydroperoxides with a reducing sugar.
    Type: Grant
    Filed: April 19, 2002
    Date of Patent: July 27, 2004
    Assignee: Cambridge Biopolymers Limited
    Inventors: Mohammed Lokman Khan, Jeremy Tomkinson, Colin Stanley Fitchett, Mairi Janet Black
  • Publication number: 20040073041
    Abstract: The invention relates to a method for producing monocarbonyl compounds or biscarbonyl compounds or hydroxyl compounds by ozonizing, unsaturated organic carbon compounds that, per molecule, have one or more olefinic or aromatic double bonds, which can be cleaved by ozone, and by subsequently processing the ozonization products.
    Type: Application
    Filed: August 29, 2003
    Publication date: April 15, 2004
    Inventors: Alexander Sajtos, Engelbert Kloimstein, Curt Zimmermann
  • Patent number: 6320084
    Abstract: The invention pertains to a process for the preparation of glyceraldehyde, or an acetal or a hemiacetal thereof, characterized in that 3-butene-1,2-diol is dissolved in a lower alkanol and is subjected to ozonolysis to obtain a 3-hydroperoxy-3-alkoxy-propane-1,2-diol, which is subjected to a reductive treatment to obtain a hemiacetal of glyceraldehyde, which optionally may be converted into glyceraldehyde or an acetal or hemiacetal thereof, and to a process wherein the hemiacetal of glyceraldehyde is converted to a 3-aminopropane-1,2-diol derivative, by subjecting the hemiacetal of glyceraldehyde to a reductive treatment in the presence of ammonia or a primary or secondary amine.
    Type: Grant
    Filed: February 26, 2001
    Date of Patent: November 20, 2001
    Assignee: Akzo Nobel NV
    Inventors: Ulrich Wecker, Manfred Josef Bergfeld
  • Publication number: 20010025124
    Abstract: The invention pertains to a process for the preparation of glyceraldehyde, or an acetal or a hemiacetal thereof, characterized in that 3-butene-1,2-diol is dissolved in a lower alkanol and is subjected to ozonolysis to obtain a 3-hydroperoxy-3-alkoxy-propane-1,2-diol, which is subjected to a reductive treatment to obtain a hemiacetal of glyceraldehyde, which optionally may be converted into glyceraldehyde or an acetal or hemiacetal thereof, and to a process wherein the hemiacetal of glyceraldehyde is converted to a 3-aminopropane-1,2-diol derivative, by subjecting the hemiacetal of glyceraldehyde to a reductive treatment in the presence of ammonia or a primary or secondary amine.
    Type: Application
    Filed: February 26, 2001
    Publication date: September 27, 2001
    Inventors: Ulrich Wecker, Manfred Josef Bergfeld
  • Patent number: 6153779
    Abstract: Quadridentate Cu.sup.II and Zn.sup.II phenoxyl complexes and phenoxyl radical complexes thereof, in which one ligand L is bonded to each metal atom and H.sub.2 L stands for the general formula ##STR1## in which the bridge-unit Q stands for --S--, --O--, --N(R.sup.3)--, --P(R.sup.4)--, or ortho-NH--C.sub.6 H.sub.4 --NH-- and R.sup.1 and R.sup.2 stand for radical-stabilizing residues.Preferred radical complexes include ##STR2## The radical complexes are oxidation catalysts for oxidizing organic substrates with O.sub.2 in the course of which H.sub.2 O.sub.2 is also formed.
    Type: Grant
    Filed: June 28, 1999
    Date of Patent: November 28, 2000
    Assignee: Degussa-Huls Aktiengesellschaft
    Inventors: Martina Hess, Phalguni Chaudhuri, Karl Wieghardt
  • Patent number: 5543560
    Abstract: A method for the hydrogenolytic reduction of peroxidic ozonolysis products to the corresponding carbonyl compounds in the presence of an inert organic diluting agent and in the presence of a monolith catalyst at hydrogen pressures of 0.01 to 2.0 MPa and at temperatures of -10.degree. to 150.degree. C., and a device for the catalytic hydrogenolysis of chemical compounds which yield uniform, new products by means of hydrogenolysis with hydrogen.
    Type: Grant
    Filed: March 11, 1994
    Date of Patent: August 6, 1996
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventors: Stefan Pollhammer, Josef Scaller, Willibald Winetzhammer
  • Patent number: 5453547
    Abstract: A novel process for the manufacture of .gamma.-acetoxytiglic aldehyde ("C.sub.5 -aldehyde"), which is known as an important starting material for the production of vitamin A acetate from a (.beta.-ionylidenethyl)triphenylphosphonium halide and C.sub.5 -aldehyde, comprises treating a pentenyn-3-ol of the formula HC.tbd.C--C(CH.sub.3)(OH)--CH.dbd.C(R).sub.2 (II), wherein both R's signify either hydrogen or methyl, with ozone, preferably in a lower alkanol R.sup.1 OH, wherein R.sup.1 signifies C.sub.1-4 -alkyl, to obtain an aldehyde 2-hydroxy-2-methyl-3-butynal of the formula HC.tbd.C--C(CH.sub.3)(OH)--CHO (III). The aldehyde III may be converted to the C.sub.5 -aldehyde by conventional means.
    Type: Grant
    Filed: September 30, 1994
    Date of Patent: September 26, 1995
    Assignee: Hoffman-La Roche Inc.
    Inventor: Ulriche Zutter
  • Patent number: 4940808
    Abstract: A process for the ozonization of unsaturated organic compounds in a reaction column through which the unsaturated compounds--in solution in a protic solvent--and an ozone-containing carrier gas and an inert coolant are passed downward in co-current flow to provide for an improved coolant effect and an increased ozonization yield where the coolant comprises a compound gaseous or liquid at ambient temperature with a boiling point preferably in the range from +20.degree. C. to -200.degree. C. The boiling point of the coolant is preferably at least 5.degree. C. below the ozonization temperature.
    Type: Grant
    Filed: July 7, 1988
    Date of Patent: July 10, 1990
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Paul Schulz, Michael J. Virnig, Franz J. Carduck
  • Patent number: 4769464
    Abstract: The invention relates to a process for the preparation of monocarbonyl or biscarbonyl compounds by reacting organic carbon compounds having one or more olefinic or aromatic double bonds in the molecule with the equivalent amount of ozone and by subsequently catalytically hydrogenating the ozonization products, wherein the peroxide-containing ozonization solution is fed continuously into a suspension of the hydrogenation catalyst in a lower aliphatic alcohol, while a peroxide content of not more than 0.1 mole/l is maintained, and the ozonization products are continuously cleaved reductively to give the corresponding carbonyl compounds.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: September 6, 1988
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventor: Alexander Sajtos
  • Patent number: 4613694
    Abstract: Process for the concurrent preparation of olefinically unsaturated or satted .alpha.,.omega.-dialdehydes and .alpha.,.omega.-diacids, characterized by the fact that the monoozonide of a a mono- or polyunsaturated cycloolefine in solution in a polar solvent, is treated with water and subsequently with an alkaline aqueous solution at room pressure and at a temperature from -5.degree. C. to 70.degree. C., maintaining during the addition of the alkali, a pH not higher than 12, the dialdehyde and the diacid being subsequently isolated by known, conventional methods.
    Type: Grant
    Filed: September 30, 1980
    Date of Patent: September 23, 1986
    Assignee: Snia Viscosa Societa' Nazionale Industria Applicazioni Viscosa S.p.A.
    Inventors: Pier P. Rossi, Salvatore Marchetti
  • Patent number: 4399292
    Abstract: A process for separating and recovering organic compounds from an oxygen-taining recycle gas deriving from an ozonization process is disclosed. The process comprises the separation of products in form of fumes from the gas, the countercurrent scrubbing of the gas with a polyoxyalkyleneglycol containing 2-4 carbon atoms, pre-treated with a monocarboxylic acid anhydride and/or the countercurrent scrubbing of the gas with the polyoxyalkyleneglycol or with an excess of a base. The organic compounds are recovered either by stripping (at atmospheric pressure or under vacuum) or by hydrolysis followed by distillation (at atmospheric pressure or under vacuum).
    Type: Grant
    Filed: June 28, 1979
    Date of Patent: August 16, 1983
    Assignee: Snia Viscosa Societa Nazional Industria Applicazioni Viscosa sPa
    Inventors: Pier P. Rossi, Roberto Jacuone, Franco Magnoni