Preparing Polyoxy Alcohol Esters From Olefins Patents (Class 560/246)
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Patent number: 4152295Abstract: A conjugated diolefin is reacted with at least one compound selected from the group consisting of a carboxylic acid and a carboxylic acid anhydride in the presence of oxygen and a catalyst comprising a rare earth metal compound, an alkali metal compound and a halide compound.Type: GrantFiled: March 3, 1978Date of Patent: May 1, 1979Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4144396Abstract: Alkylene glycol esters are produced by the reaction of an olefin, a carboxylic acid and molecular oxygen employing a bromine-containing substance and a nitrogen oxide as a catalyst.Type: GrantFiled: June 27, 1977Date of Patent: March 13, 1979Assignee: Mitsubishi Chemical Industries LimitedInventors: Takeshi Okano, Naoto Wada, Yoshimitsu Kobayashi
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Patent number: 4122286Abstract: 1,2-Glycol esters are obtained particularly advantageously, by reacting an olefin with molecular oxygen and a carboxylic acid, if a reaction product of o-titanic acid with low molecular weight alcohols or carboxylic acids, e.g. dititanium hexaacetate, is used as the catalyst.Type: GrantFiled: May 2, 1977Date of Patent: October 24, 1978Assignee: BASF AktiengesellschaftInventors: Juergen Hartig, Hans-Martin Weitz
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Patent number: 4113971Abstract: Diacyloxy olefins are prepared by the reaction of a conjugated diolefin with a carboxylic acid in the presence of free oxygen and a Group VIB metal oxide.Type: GrantFiled: February 21, 1975Date of Patent: September 12, 1978Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4112241Abstract: Alkylene glycol esters are produced by the reaction of an olefin, a carboxylic acid and molecular oxygen employing an iodine-containing substance and a nitrogen oxide as a catalyst.Type: GrantFiled: March 30, 1977Date of Patent: September 5, 1978Assignee: Mitsubishi Chemical Industries LimitedInventors: Takeshi Okano, Naoto Wada, Yoshimitsu Kobayashi
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Patent number: 4100362Abstract: The carboxylic acid esters of unsaturated alcohols, including acyloxy olefins and alkenyllactones, are prepared by the reaction of an acyclic conjugated diene, a carboxylic acid anhydride and an oxygen-containing gas in the presence of a catalytic amount of a catalyst system comprising a copper ion source, an alkali metal and a chloride or bromide ion source, wherein the carboxylic acid anhydride is both reactant and diluent, and wherein the initial reaction charge contains not more than about 1 mole of water per mole of the copper component of the catalyst system.Type: GrantFiled: November 19, 1976Date of Patent: July 11, 1978Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4099018Abstract: A conjugated diolefin is reacted with at least one compound selected from the group consisting of a carboxylic acid and a carboxylic acid anhydride in the presence of oxygen and a catalyst comprising a lead compound.Type: GrantFiled: April 12, 1976Date of Patent: July 4, 1978Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4095037Abstract: A conjugated diolefin is reacted with a carboxylic acid, a carboxylic acid anhydride, or a mixture thereof, in the presence of oxygen and a catalyst comprising a compound of bismuth, an alkali metal compound and a source of nitrate ion.Type: GrantFiled: September 8, 1976Date of Patent: June 13, 1978Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4093815Abstract: A conjugated diolefin is reacted with at least one compound selected from the group consisting of a carboxylic acid and a carboxylic acid anhydride in the presence of oxygen and a catalyst comprising a rare earth metal compound, an alkali metal compound and a halide compound.Type: GrantFiled: August 12, 1976Date of Patent: June 6, 1978Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4087623Abstract: Disclosed is a method of removing iodine-containing compounds from the reaction product of iodine-catalyzed acetoxylation, wherein an olefin is reacted with oxygen and a carboxylic acid, and the iodine is recycled to the reactor.Type: GrantFiled: October 1, 1976Date of Patent: May 2, 1978Assignee: Chem Systems, Inc.Inventors: Martin Barry Sherwin, Robert Hansen
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Patent number: 4080161Abstract: Antistatic compositions for topical application to substrates, which comprise(a) a polymer of less than about 20,000 molecular weight consisting essentially of, in polymerized form, about 10 to 99 mole % alkylene oxide, of 2 to 4 carbon atoms, about 1 to 90 mole % glycidol and about 0 to 15 mole % of the glycidyl ester of a fatty acid of about 2 to 20 carbon atoms and about 0 to 15 mole % of the glycidyl monoester of a polycarboxylic acid,(b) a curing agent capable of cross-linking the polymer by reaction with the primary hydroxyl groups of the glycidol units, such as melamine-formaldehyde condensates, dialdehydes, polycarboxylic acids and their anhydrides, epoxy resins (polyepoxides), polyisocyanates, and the like and(c) a catalyst for the curing reaction, such as zinc fluoroborate, a sulfonic acid, phosphoric acid, ammonium sulfate or the like.Type: GrantFiled: April 20, 1976Date of Patent: March 21, 1978Assignee: The Dow Chemical CompanyInventors: Violete L. Stevens, Arthur R. Sexton, James W. Lalk, Ronald D. Deibel, Fred P. Corson
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Patent number: 4073876Abstract: In the preparation of glycol esters by the oxidation of an olefin in the presence of a catalyst comprising tellurium, wherein the accumulation of foreign metals in association with the tellurium catalyst component has an adverse effect upon the reaction, such foreign metals are maintained at low levels while the tellurium catalyst values are recovered for recycling in high yield by purging a portion of a high-boiling residual fraction produced in the distillation treatment of the reaction mixture and treating the purged portion with water and/or an aqueous alkaline solution.Type: GrantFiled: July 1, 1976Date of Patent: February 14, 1978Assignee: Halcon International, Inc.Inventor: Vijai P. Gupta
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Patent number: 4069381Abstract: An improved method for making glycol monoesters and diesters of carboxylic acid by the reaction of an olefin and oxygen in the presence of a carboxylic acid and a catalyst, wherein said catalyst includes a compound of a metal of groups IVB - VIIB having an atomic number between 40 and 42 inclusive or between 72 and 75 inclusive, i.e. zirconium, niobium, molybdenum, hafnium, tantalum, tungsten, or rhenium.Type: GrantFiled: November 12, 1973Date of Patent: January 17, 1978Assignee: Rohm GmbHInventors: Wolfgang Gaenzler, Klaus Kabs, Guenter Schroeder
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Patent number: 4061868Abstract: There is provided an improvement in the process for the preparation of organic monoesters of vicinal glycols and the corresponding free glycols by reacting an olefin with oxygen, water and a carboxylic acid, in the liquid phase, at an initial pH of lower than 7, the improvement comprising contacting the reaction mixture with a catalyst system consisting essentially of (i) iodine or an iodine compound selected from the group consisting essentially of copper iodide, manganese iodide, cerium iodide, an alkali metal iodide, an alkali earth metal iodide and the iodohydride of the olefin, (ii) a copper compound selected from the group consisting essentially of copper oxide, copper hydroxide, copper carbonate, copper iodide, and a copper salt of the carboxylic acid, and (iii) an activating ion selected from the group consisting of manganese cation, cerium cation, an alkali metal cation, an alkaline earth metal cation, nitric anion or a mixture of any of the foregoing, wherein the molar ratio of the carboxylic acid tType: GrantFiled: September 25, 1975Date of Patent: December 6, 1977Assignee: Montedison S.p.A.Inventors: Carlo Fumagalli, Giuseppe Caprara, Paolo Roffia