Ozone Reactant Patents (Class 568/469)
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Patent number: 9512055Abstract: 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: GrantFiled: July 23, 2015Date of Patent: December 6, 2016Assignee: NAJRAN UNIVERSITYInventors: Saleh A. Al-Sayari, Adel A. Ismail, Cristina Valero, Maria Consuelo Alvarez-Galvan, Sergio Garcia, Jose L. G. Fierro
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Publication number: 20140357547Abstract: 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: ApplicationFiled: October 11, 2012Publication date: December 4, 2014Inventors: Andreas Goeke, Yue Zou
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Patent number: 8772551Abstract: 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: GrantFiled: July 6, 2011Date of Patent: July 8, 2014Assignee: Evonik Degussa GmbHInventors: Achim Fischer, Weimin Lu, Christoph Weckbecker, Klaus Huthmacher
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Patent number: 8697911Abstract: 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: GrantFiled: June 29, 2011Date of Patent: April 15, 2014Assignee: Boehringer Ingelheim International GmbHInventors: 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
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Publication number: 20140031584Abstract: 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: ApplicationFiled: July 19, 2013Publication date: January 30, 2014Inventors: Patrick Foley, Yonghua Yang
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Publication number: 20130274511Abstract: The invention relates to Guerbet alcohol precursors and Guerbet alcohols, as well as to processes for synthesizing them.Type: ApplicationFiled: March 13, 2013Publication date: October 17, 2013Inventors: Patrick Foley, Yonghua Yang
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Patent number: 8507730Abstract: Selective oxidation of organic substrates to partially oxidized products by ozone in acetonitrile solvent, using Fe(II) catalysis.Type: GrantFiled: March 30, 2012Date of Patent: August 13, 2013Assignee: Iowa State University Research Foundation, Inc.Inventors: Andreja Bakac, Oleg Pestovsky
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Patent number: 8188320Abstract: 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: GrantFiled: January 27, 2010Date of Patent: May 29, 2012Assignee: BASF SEInventors: Joaquim Henrique Teles, Beatrice Röβler-Feigel, Alexander Hauk, Anton Meier, Christian Müller, Michael Schelper, Tanja Kirchner, Susanne Szeschkus, Rolf Pinkos, Gerd-Dieter Tebben
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Patent number: 8106242Abstract: 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: GrantFiled: May 23, 2007Date of Patent: January 31, 2012Assignee: DSM IP Assets B.V.Inventors: Rafael Wilhelmus Elisabeth Ghislain Reintjens, Quirinus Bernardus Broxterman, Martina Kotthaus, Peter Poechlauer
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Patent number: 7820854Abstract: The present invention relates to an improved process for the conversion of alkanes to unsaturated carboxylic acids.Type: GrantFiled: March 19, 2008Date of Patent: October 26, 2010Assignee: Rohm and Haas CompanyInventors: Andrew Michael Lemonds, Eric Gustave Lundquist, Donald Lee Zolotorofe
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Publication number: 20080319232Abstract: 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: ApplicationFiled: August 3, 2006Publication date: December 25, 2008Applicant: SYMRISE GmbH & Co. KGInventors: Markus Nobis, Bernd Hoelscher
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Patent number: 6768029Abstract: 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: GrantFiled: April 19, 2002Date of Patent: July 27, 2004Assignee: Cambridge Biopolymers LimitedInventors: Mohammed Lokman Khan, Jeremy Tomkinson, Colin Stanley Fitchett, Mairi Janet Black
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Publication number: 20040073041Abstract: 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: ApplicationFiled: August 29, 2003Publication date: April 15, 2004Inventors: Alexander Sajtos, Engelbert Kloimstein, Curt Zimmermann
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Patent number: 6320084Abstract: 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: GrantFiled: February 26, 2001Date of Patent: November 20, 2001Assignee: Akzo Nobel NVInventors: Ulrich Wecker, Manfred Josef Bergfeld
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Publication number: 20010025124Abstract: 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: ApplicationFiled: February 26, 2001Publication date: September 27, 2001Inventors: Ulrich Wecker, Manfred Josef Bergfeld
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Patent number: 6153779Abstract: 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: GrantFiled: June 28, 1999Date of Patent: November 28, 2000Assignee: Degussa-Huls AktiengesellschaftInventors: Martina Hess, Phalguni Chaudhuri, Karl Wieghardt
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Patent number: 5543560Abstract: 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: GrantFiled: March 11, 1994Date of Patent: August 6, 1996Assignee: Chemie Linz Gesellschaft m.b.H.Inventors: Stefan Pollhammer, Josef Scaller, Willibald Winetzhammer
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Patent number: 5453547Abstract: 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: GrantFiled: September 30, 1994Date of Patent: September 26, 1995Assignee: Hoffman-La Roche Inc.Inventor: Ulriche Zutter
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Patent number: 4940808Abstract: 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: GrantFiled: July 7, 1988Date of Patent: July 10, 1990Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Paul Schulz, Michael J. Virnig, Franz J. Carduck
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Patent number: 4769464Abstract: 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: GrantFiled: December 17, 1984Date of Patent: September 6, 1988Assignee: Chemie Linz Gesellschaft m.b.H.Inventor: Alexander Sajtos
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Patent number: 4613694Abstract: 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: GrantFiled: September 30, 1980Date of Patent: September 23, 1986Assignee: Snia Viscosa Societa' Nazionale Industria Applicazioni Viscosa S.p.A.Inventors: Pier P. Rossi, Salvatore Marchetti
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Patent number: 4399292Abstract: 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: GrantFiled: June 28, 1979Date of Patent: August 16, 1983Assignee: Snia Viscosa Societa Nazional Industria Applicazioni Viscosa sPaInventors: Pier P. Rossi, Roberto Jacuone, Franco Magnoni