Molecular Oxygen Utilized As Oxidizing Agent Patents (Class 554/134)
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Patent number: 9663427Abstract: Process for producing epichlorohydrin comprising subjecting to a dehydrochlorination operation, dichloropropanol produced from glycerol comprising aldehydes.Type: GrantFiled: July 14, 2009Date of Patent: May 30, 2017Assignee: SOLVAY (Société Anonyme)Inventors: Philippe Krafft, Patrick Gilbeau, Benoit Gosselin
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Patent number: 9035079Abstract: The invention relates to a method for cleaving unsaturated fatty chains comprising a step of oxidative cleavage in which at least one fatty acid derivative having at least one unsaturation is reacted in the liquid phase with hydrogen peroxide in the presence of a catalyst for activating the reaction of oxidative cleavage and of molecular oxygen and in the absence of organic solvent.Type: GrantFiled: November 22, 2012Date of Patent: May 19, 2015Assignee: Arkema FranceInventors: Markus Brandhorst, Jean-Luc Dubois
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Patent number: 8629290Abstract: Process for the production of saturated monocarboxylic acids and triglycerides of saturated carboxylic acids having more than one acid function starting from non-modified vegetable oils containing triglycerides of unsaturated fatty acids, comprising the oxidative cleavage of the unsaturated fatty acids.Type: GrantFiled: May 16, 2012Date of Patent: January 14, 2014Assignee: Novamont S.p.A.Inventors: Catia Bastioli, Giampietro Borsotti, Alessandra Merlin, Tiziana Milizia
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Patent number: 8575379Abstract: The invention relates to a process for the oxidation of organic compounds by means of oxygen, in which, in a first step, the organic compound and at least part of the oxygen required for the oxidation are introduced into a first reaction zone which is operated isothermally and with backmixing and, in a second step, the reaction mixture from the first reaction zone is introduced into a second reaction zone which is operated adiabatically. The invention further relates to a reactor for carrying out the process, which comprises at least one isothermal reaction zone (3, 5) and an adiabatic reaction zone (7) which are arranged in a reactor shell (8), with each isothermal reaction zone (3, 5) being configured in the form of a jet loop reactor and the adiabatic reaction zone (7) being configured as a bubble column.Type: GrantFiled: August 1, 2008Date of Patent: November 5, 2013Assignee: BASF SEInventors: Joaquim Henrique Teles, Kai Gumlich, Jochen Schäfer, Steffen Oehlenschläger, Stephan Lamm, Roland Merten, Martin Schäfer, Rüdiger Grob, Uwe Emnet
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Patent number: 8476350Abstract: Provided are compositions, processes for making, and processes for using triglycerides as plasticizers. Triglyceride plasticizers can be produced by recovery of linear or branched C4 to C10 aldehydes from a hydroformylation product, oxidation to the acid with oxygen and/or air, recovery of the resulting acid, and esterification with glycerol, wherein the total carbon number of the triester groups is from 20 to 25 for greater than or equal to 45 wt % of the plasticizer. Such plasticizers can be phthalate-free and provide outstanding properties including a suitable melting or glass transition or pour point, low volatility, increased compatibility, and excellent low temperature properties in a range of polymeric resins.Type: GrantFiled: December 17, 2009Date of Patent: July 2, 2013Assignee: ExxonMobil Research and Engineering CompanyInventors: Jihad Mohammed Dakka, Edmund John Mozeleski, Lisa Saunders Baugh, Enock Berluche
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Publication number: 20130066090Abstract: A method for producing a high viscosity, low volatiles blown stripped plant-based oil is provided. The method may include the steps of: (i) obtaining a plant-based oil; (ii) heating the oil to at least 90° C.; (iii) passing air through the heated oil to produce a blown oil having a viscosity of at least 50 cSt at 40° C.; (iv) stripping the blown oil from step (iii) to reduce an acid value of the blown oil to from 5 mg KOH/g to about 9 mg KOH/g; (v) adding a polyol to the stripped oil from (iv); and (vi) stripping the oil from step (v) to reduce the acid value of the oil to less than 5.0 mg KOH/g or less.Type: ApplicationFiled: May 20, 2011Publication date: March 14, 2013Applicant: Cargill, IncorporatedInventors: Michael John Hora, Patrick Thomas Murphy
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Publication number: 20120323028Abstract: There is described a continuous process for the oxidative cleavage of vegetable oils containing triglycerides of unsaturated carboxylic acids, for the obtainment of saturated carboxylic acids, comprising the steps of: a) feeding to a first continuous reactor at least a vegetable oil, an oxidizing compound and a catalyst capable of catalyzing the oxidation reaction of the olefinic double bond to obtain an intermediate compound containing vicinal diols, and of b) feeding to a second continuous reactor said intermediate compound, a compound containing oxygen and a catalyst capable of catalyzing the oxidation reaction of the vicinal diols to carboxylic groups, to obtain saturated monocarboxylic acids (i) and triglycerides containing saturated carboxylic acids with more than one acid function (ii); c) separating the saturated monocarboxylic acids (i) from the triglycerides having more than one acid function (ii).Type: ApplicationFiled: December 29, 2010Publication date: December 20, 2012Applicant: Novamont S.p.A.Inventors: Arno Bieser, Giampietro Borsotti, Francesca Digioia, Adriano Ferrari, Alessandro Pirocco
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Patent number: 8299281Abstract: Provided are processes for making, and processes for using triglycerides as plasticizers. Mixed triglyceride plasticizers can be produced by recovery of linear or branched C4 to C13 aldehydes from a hydroformylation product, oxidation to the acid with oxygen and/or air, recovery of the resulting acid, and esterification with a crude glycerol, wherein the total carbon number of the triester groups is from 20 to 25 for greater than or equal to 45 wt % of the plasticizer. The product selectivity obtained from esterifying with crude glycerol is comparable to that of esterifying with pure glycerol. Such plasticizers can be phthalate-free and provide outstanding properties including a suitable melting or glass transition or pour point, low volatility, increased compatibility, and excellent low temperature properties in a range of polymeric resins.Type: GrantFiled: March 16, 2010Date of Patent: October 30, 2012Assignee: ExxonMobil Research and Engineering CompanyInventors: Jihad Mohammed Dakka, Edmund J Mozeleski, Lisa Saunders Baugh
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Patent number: 8222438Abstract: Process for the production of saturated monocarboxylic acids and triglycerides of saturated carboxylic acids having more than one acid functionstarting from non-modified vegetable oils containing triglycerides of unsaturated fattyacids, comprising the oxidative cleavage of the unsaturated fatty acids.Type: GrantFiled: May 9, 2008Date of Patent: July 17, 2012Assignee: Novamont S.p.A.Inventors: Catia Bastioli, Giampietro Borsotti, Alessandra Merlin, Tiziana Milizia
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Publication number: 20110151162Abstract: Provided are processes for making, and processes for using triglycerides as plasticizers.Type: ApplicationFiled: December 17, 2010Publication date: June 23, 2011Applicant: ExxonMobil Research and Engineering CompanyInventors: Jihad Mohammed Dakka, Edmund John Mozeleski
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Publication number: 20110087038Abstract: The invention relates to a process for the oxidation of organic compounds by means of oxygen, in which, in a first step, the organic compound and at least part of the oxygen required for the oxidation are introduced into a first reaction zone which is operated isothermally and with backmixing and, in a second step, the reaction mixture from the first reaction zone is introduced into a second reaction zone which is operated adiabatically. The invention further relates to a reactor for carrying out the process, which comprises at least one isothermal reaction zone (3, 5) and an adiabatic reaction zone (7) which are arranged in a reactor shell (8), with each isothermal reaction zone (3, 5) being configured in the form of a jet loop reactor and the adiabatic reaction zone (7) being configured as a bubble column.Type: ApplicationFiled: August 1, 2008Publication date: April 14, 2011Applicant: BASF SEInventors: Joaquim H Teles, Kai Gumlich, Jochen Schäfer, Steffen Oehlenschläger, Stephan Lamm, Roland Merten, Martin Schäfer, Rüdiger Grob, Uwe Emnet
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Publication number: 20100159177Abstract: Provided are compositions, processes for making, and processes for using triglycerides as plasticizers. Triglyceride plasticizers can be produced by recovery of linear or branched C4 to C10 aldehydes from a hydroformylation product, oxidation to the acid with oxygen and/or air, recovery of the resulting acid, and esterification with glycerol, wherein the total carbon number of the triester groups is from 20 to 25 for greater than or equal to 45 wt % of the plasticizer. Such plasticizers can be phthalate-free and provide outstanding properties including a suitable melting or glass transition or pour point, low volatility, increased compatibility, and excellent low temperature properties in a range of polymeric resins.Type: ApplicationFiled: December 17, 2009Publication date: June 24, 2010Inventors: Jihad Mohammed Dakka, Edmund John Mozeleski, Lisa Saunders Baugh, Enock Berluche
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Patent number: 6958407Abstract: A phenyl ester is produced by allowing benzene, a carboxylic acid and molecular oxygen to react with each other in the presence of a catalyst comprising (A) palladium, (B) at least one element selected from elements of groups 13, 14, 15, and 16 and the fourth to sixth periods of the periodic table, and (C) at least one element selected from elements of groups 3, 4 and lanthanoid elements of the periodic table. Preferably, element (B) is selected from elements of group 16 and the fourth to sixth periods of the periodic table, and element (C) is contained in a metal oxide form in the catalyst. The catalytic activity can be maintained at a high level, and a phenyl ester is stably produced. The phenyl ester can be converted to phenol by a conventional procedure.Type: GrantFiled: November 4, 2004Date of Patent: October 25, 2005Assignee: Tosoh CorporationInventors: Yoshihiko Mori, Takao Doi, Tetsuo Asakawa, Takanori Miyake
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Patent number: 6762319Abstract: The present invention relates to the oxidation, by means of oxygen or a gas containing it, of hydrocarbons to the corresponding carboxylic acids, alcohols and/or ketones or of alcohols and/or ketones to the corresponding carboxylic acids. It consists more precisely in a process for oxidizing hydrocarbon, alcohol and/or ketone, using oxygen or a gas containing it, in liquid phase and in the presence of a catalyst dissolved in the reaction medium, characterized in that the catalyst comprises a soluble manganese compound and at least one soluble chromium compound.Type: GrantFiled: April 16, 2002Date of Patent: July 13, 2004Assignee: Rhodia Polyamide IntermediatesInventors: Eric Fache, Michel Costantini
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Patent number: 6696582Abstract: The invention relates to a method for producing aliphatic carboxylic acids from aldehydes by means of oxidation with oxygen or gases containing oxygen. This novel process is carried out in at least two stages at different temperatures, preferably in the absence of catalysts.Type: GrantFiled: September 10, 2002Date of Patent: February 24, 2004Assignee: Celanese Chemicals Europe GmbHInventors: Helmut Springer, Peter Heymanns
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Patent number: 6680395Abstract: The invention relates to a non-catalysed method for the synthesis of straight-chain aliphatic carboxylic acids by oxidation of straight-chain aldehydes with oxygen-containing gas mixtures. The invention is characterised in that during the novel process of oxidation branched aldehydes are present in the reaction mixture.Type: GrantFiled: September 5, 2002Date of Patent: January 20, 2004Assignee: Celanese Chemicals Europe GmbHInventor: Helmut Springer
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Publication number: 20030100781Abstract: The invention relates to a non-catalysed method for the synthesis of straight-chain aliphatic carboxylic acids by oxidation of straight-chain aldehydes with oxygen-containing gas mixtures. The invention is characterised in that during the novel process of oxidation branched aldehydes are present in the reaction mixture.Type: ApplicationFiled: September 5, 2002Publication date: May 29, 2003Inventor: Helmut Springer
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Patent number: 6342620Abstract: A phenyl carboxylate is produced by allowing benzene, a carboxylic acid and molecular oxygen to react with each other in the coexistence of a palladium catalyst with at least one additive selected from alcohols, aldehydes, cyclic hydrocarbons and formic acid. By using the additive, the reduction of catalytic activity of the palladium catalyst with time is minimized.Type: GrantFiled: March 29, 2000Date of Patent: January 29, 2002Assignee: Tosoh CorporationInventor: Yoshihiko Mori
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Patent number: 5939572Abstract: A method for preparing a carboxylic acid is provided. The method includes contacting an olefinic compound or a vicinal dihydroxy compound with oxygen in the presence of a protic organic solvent, an inorganic oxide catalyst and a peroxidant such as hydrogen peroxide or an peralkanoic acid. The inorganic oxide catalyst includes an oxide of tungsten, molybdenum, niobium, vanadium, tantalum, titanium, or yttrium.Type: GrantFiled: December 30, 1997Date of Patent: August 17, 1999Assignee: North Dakota State University Research FoundationInventors: Mukund P. Sibi, Philip Boudjouk, Jianguo Ji
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Patent number: 5783247Abstract: Process for preparing a flavoring composition suitable as a butter flavor block by subjecting triglyceride fats, fatty acids or fatty acid derivatives to oxidizing conditions, comprising:(a) admixing an anti-oxidant to triglyceride fats, fatty acids or fatty acid derivatives at least to a concentration which is sufficient to increase the induction period of the fat by a factor of 1.5,(b) heating the mixture for 0.5 hours-1 week at 50.degree.-150.degree. C. under access of atmospheric oxygen and in the presence of water,under the condition that the triglyceride fats, fatty acids or fatty acid derivatives contain at least one poly-unsaturated fatty acid with an omega-3 non-conjugatable double bond system in an amount of >0.01 wt. %. Such fatty acids or derivatives of fatty acid are preferably obtained by partially hydrogenating a natural vegetable glyceride fat.Type: GrantFiled: December 28, 1995Date of Patent: July 21, 1998Assignee: Van Den Berg Foods Co., Division of Conopco, Inc.Inventors: Arnoldus Van Der Heijden, Graham Andrew Cross, Krijn Mostert, David Simon Bot, Matthias Berger
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Patent number: 5773635Abstract: A process for preparing polyenecarbonyl compounds having a high all-E content and their acetals or ketals by aldol condensation or Horner-Emmons reaction comprises carrying out the reaction, for the purposes of the preferred formation of a double bond of E configuration and in order to maintain the E configuration of the double bonds in the stating compounds as completely as possible, in the presence of oxygen or an oxygen-inert gas mixture or nitric oxide or a nitric oxide-inert gas mixture and/or in the presence of specific stable radicals and/or in the presence of quinones or quinone derivatives.Type: GrantFiled: July 6, 1995Date of Patent: June 30, 1998Assignee: BASF AktiengesellschaftInventors: Walter Dobler, Wolfgang Krause, Joachim Paust, Otto Worz, Udo Rheude, Wolfram Burst, Gunter Dauwel, Armin Bertram, Bernhard Schulz, Gunter Wegner, Peter Munster, Hansgeorg Ernst, Arno Kochner, Heinz Etzrodt
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Patent number: 5686638Abstract: Process for the preparation of aliphatic or aromatic mono- or dicarboxylic acids of 4 to 22 carbon atoms by oxidation of the corresponding aldehydes having the same number of carbon atoms in a carboxylic acid from the group consisting of formic acid, acetic acid, and propionic acid or in a carboxylic acid/water mixture at a temperature of 50.degree.-130.degree. C. and at 1 to 25 bar and in the presence of an oxidizing agent.Type: GrantFiled: September 5, 1995Date of Patent: November 11, 1997Assignee: DSM Chemie Linz GmbHInventors: Carlo Kos, Manfred Schoftner, Johann Friedhuber
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Patent number: 5596111Abstract: A method for preparing a carboxylic acid is provided. The method includes contacting an olefinic compound or a vicinal dihydroxy compound with oxygen in the presence of a protic organic solvent, an inorganic oxide catalyst and a peroxidant such as hydrogen peroxide or an peralkanoic acid. The inorganic oxide catalyst includes an oxide of tungsten, molybdenum, niobium, vanadium, tantalum, titanium, or yttrium.Type: GrantFiled: June 5, 1995Date of Patent: January 21, 1997Assignee: North Dakota State UniversityInventors: Mukund P. Sibi, Philip Boudjouk, Jianguo Ji
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Patent number: 5504229Abstract: Synthesis of aliphatic C.sub.2 -C.sub.22 carboxylic acids by oxidation of relevant aldehydes with oxygen in the presence of alkali metal compounds or alkaline earth metal compounds in the liquid phase and separation of the reaction mixture by distillation, in which the bottom product formed during distillation and containing an alkali metal salt or alkaline earth metal salt is recycled to the oxidation stage.Type: GrantFiled: August 3, 1994Date of Patent: April 2, 1996Assignee: BASF AktiengesellschaftInventors: Karl Fisher, Gerhard Fritz
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Patent number: 5260465Abstract: This invention relates to pharmaceutical compounds of structural formula (I): ##STR1## and compositions and methods of treatment utilizing these compounds to inhibit farnesyl protein transferase and farnesylation of the oncogene protein Ras.Type: GrantFiled: December 16, 1991Date of Patent: November 9, 1993Assignee: Merck & Co., Inc.Inventors: Sheo B. Singh, Deborah L. Zink
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Patent number: 5179218Abstract: A process for the preparation of an alkanoic acid 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 bromide ion-containing compound in the presence of an oxidant at a temperature in the range of from about 25.degree. C. to about 60.degree. C., and thereafter separating out the alkanoic acid.Type: GrantFiled: September 30, 1991Date of Patent: January 12, 1993Assignee: Shell Oil CompanyInventor: Herbert E. Fried