Alicyclic Hydroperoxide Produced Patents (Class 568/570)
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Patent number: 4879061Abstract: A method of making liquid crystalline compounds of the formula ##STR1## where A represents a cyclohexane ring, n has values of 1, 2 or 3, R1 is an alkyl radical, R2 is an alkyl, alkoxy, or alkylcyclohexyl or cyanide radical, and X1 is lower alkyl and X2, X3 and X4 is alkyl and preferably methyl, ethyl or propyl, hydrogen, halogen and preferably fluorine or cyanide and to the compound.Type: GrantFiled: September 29, 1986Date of Patent: November 7, 1989Assignee: Crystaloid Electronics Co.Inventors: Joseph P. Ferrato, Julie C. Ferrato
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Patent number: 4675450Abstract: Production of cyclohexyl hydroperoxide during the cobalt catalyzed oxidation of cyclohexane is enhanced by conducting the oxidation in the presence of a phosphate ester.Type: GrantFiled: November 12, 1985Date of Patent: June 23, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventors: John B. Lyon, Gerald T. Stowe
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Patent number: 4670609Abstract: An improved process for the manufacture of a dihydric phenol such as hydroquinone wherein a dialkylbenzene is oxidized to a dihydroperoxide, the dihydroperoxide being extracted from the oxidate by a caustic solution, leaving an organic phase for recycle to the oxidizer, the improvement comprising decreasing the caustic concentration in the recycle organic phase and increasing the dihydroperoxide concentration of the recycle phase by washing the organic phase from the caustic extract with an aqueous phase removed from the oxidizer, separating the organic phase from the aqueous phase and subsequently introducing the organic phase to the oxidizer.Type: GrantFiled: September 29, 1982Date of Patent: June 2, 1987Assignee: The Goodyear Tire & Rubber CompanyInventors: Ronald Q. Bennett, Donald E. Smith, Joel Muse, Jr.
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Patent number: 4658056Abstract: A process for the catalytic oxidation of liquid cycloparaffins to oxidation products thereof is disclosed. In the process, partial oxidation products are formed by oxidizing the cycloparaffin with molecular oxygen-containing gas in the presence of an oxidation catalyst comprising two heavy metal compounds. The first heavy metal compound is a cobalt compound having ligands selected from dialkyl phosphate, dicycloalkylphosphate and alkylcycloalkylphosphate, optionally additionally combined with pyridine. The second heavy metal compound is a chromium alkanoate. A preferred catalyst is cobalt bis[di(2-ethylhexyl)phosphate] combined with chromium naphthenate.Type: GrantFiled: April 22, 1982Date of Patent: April 14, 1987Assignee: Du Pont Canada Inc.Inventor: Peter A. Sipos
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Patent number: 4602118Abstract: This invention deals with a process for the production of hydroperoxides from their corresponding hydrocarbons via the use of certain ketones, particularly aryl ketones, generally having strong substituent electrophilic groups, as promoters. These promoters increase the rate of thermal oxidation and improve selectivity to the hydroperoxide products.Type: GrantFiled: November 9, 1984Date of Patent: July 22, 1986Assignee: Exxon Research and Engineering Co.Inventors: Mau-Song Chou, Keith W. Wohltman
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Patent number: 4508923Abstract: There is disclosed an improved process for oxidizing a hydrocarbon to produce a reaction mixture containing the corresponding organic hydroperoxide of said hydrocarbon and decomposing said hydroperoxide to provide a mixture containing reaction products of said decomposition reaction, including alcohol and/or ketone products, comprising effecting said oxidation and/or decomposition in the presence of a catalytic quantity of a catalyst system comprised of ruthenium and chromium.Type: GrantFiled: February 22, 1983Date of Patent: April 2, 1985Assignee: Atlantic Richfield CompanyInventors: Paul D. Taylor, Michael T. Mocella
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Patent number: 4491674Abstract: A process for the safe supply of molecular oxygen or gas containing molecular oxygen to an oxidation of hydrocarbons in the liquid phase, wherein, immediately before the point of entry into the liquid hydrocarbon, the oxygen, or gas containing oxygen, to be supplied is at least 20.degree. C. colder than the hydrocarbon, and wherein, as soon as the oxygen, or gas containing oxygen, which is to be supplied exceeds the predetermined temperature at the supply orifice, the supply ceases.Type: GrantFiled: December 8, 1980Date of Patent: January 1, 1985Assignee: BASF AktiengesellschaftInventors: Norbert Rieber, Hans Hellbach, Gerhard Hunziker, Guenter Mueller
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Patent number: 4487974Abstract: A method of preparing 1-phenyl cyclohexylhydroperoxide by contacting a mixture of cyclohexylbenzene, an alkali or alkaline earth metal salt of cumene hydroperoxide, and an alkali or alkaline earth metal salt of phenol or a substituted phenol with an oxygen containing gas under effective reaction conditions of temperature and pressure.Type: GrantFiled: February 24, 1983Date of Patent: December 11, 1984Assignee: Texaco Inc.Inventor: John R. Sanderson
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Patent number: 4473711Abstract: 1-Tetralone, an intermediate in the production of the insecticide, 1-naphthyl carbamate, is conveniently prepared by a liquid phase oxidation of tetralin in the presence of a novel chromium exchanged cation-exchange resin catalyst.Type: GrantFiled: August 6, 1981Date of Patent: September 25, 1984Assignee: Union Carbide CorporationInventor: Robert W. Coon
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Patent number: 4455440Abstract: In a method for producing 1,3,5-triisopropylbenzene trihydroperoxides by bringing 1,3,5-triisopropylbenzene or its homologs into contact reaction with oxygen or an oxygen-containing gas in the co-existence of an aqueous alkali solution, a method for producing 1,3,5-triisopropylbenzene trihydroperoxides wherein said contact reaction is carried out under a condition that the reaction temperature be 60.degree. to 120.degree. C., the pH of the reaction solution phase be 8 to 11 and the amount of said aqueous alkali solution be 0.Type: GrantFiled: November 15, 1982Date of Patent: June 19, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Tsutomu Chiyoda, Makoto Nakamura, Shinichi Hasegawa
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Patent number: 4341907Abstract: A process is disclosed for the catalytic oxidation of a cycloparaffin, e.g., cyclohexane, to partial oxidation products thereof, especially for the production of mixtures of cycloalkanols and cycloalkanones. In the process, molecular oxygen, usually in the presence of an inert gas, is introduced into the cycloparaffin at elevated pressure and a temperature of 130.degree.-180.degree. C., in the presence of an oxidation catalyst comprising a heavy metal compound along with an N-heterocyclic compound. The heavy metal of the heavy metal compound may be cobalt, vanadium, manganese, copper, iron or nickel. The heavy metal compound may have ligands of alkanoate, dialkylphosphate, dicycloalkylphosphate or alkylcycloalkylphosphate. The N-heterocyclic compound may be dipyridyl, pyrimidine, pyrazine, pyridine and pyridine substituted with --CN, --R, and/or --OR where R is alkyl. A preferred catalyst is cobalt bis[di(2-ethylhexyl)phosphate] in combination with pyridine.Type: GrantFiled: January 30, 1981Date of Patent: July 27, 1982Assignee: Du Pont Canada Inc.Inventor: Ronald A. Zelonka
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Patent number: 4329514Abstract: Episodes of accelerated decomposition, or runaway, during the preparation of hydrocarbon hydroperoxides by reaction of hydrocarbons with molecular oxygen at elevated temperature, are brought under control through the addition to the oxidation reaction mixture of a small quantity of base in a substantially instantaneous manner at the onset of the runaway.Type: GrantFiled: January 19, 1981Date of Patent: May 11, 1982Assignee: Shell Oil CompanyInventors: Ludovicus B. J. O. van der Weijst, Enno B. De Vries, Gerard J. Heiszwolf
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Patent number: 4282382Abstract: A process for preparation of cyclohexylbenzene hydroperoxide comprising reacting cyclohexylbenzene with oxygen in a diluent consisting essentially of cyclohexane under conditions suitable for converting said cyclohexylbenzene to cyclohexylbenzene hydroperoxide.Type: GrantFiled: July 2, 1979Date of Patent: August 4, 1981Assignee: Phillips Petroleum CompanyInventor: Yulin Wu
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Patent number: 4239929Abstract: Alkyl cyclohexa-1,3-dienes are aromatized with sulfur dioxide and oxygen. Cyclohexa-1,4-dienes are aromatized with sulfur dioxide. Conjugated dienic hydrocarbons, including alkyl cyclohexa-1,3-dienes, are converted to beta-olefinic peroxides by sulfur dioxide and oxygen. The aromatization reactions are useful as part of the synthesis of selected aromatics from acyclic olefins. The beta-olefinic peroxides are useful intermediates in the production of 1,4-diols.Type: GrantFiled: November 1, 1978Date of Patent: December 16, 1980Assignee: Allied Chemical CorporationInventors: Divakaran Masilamani, Milorad M. Rogic
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Patent number: 4197413Abstract: A four-step method for the selective production of the 1,3-isomer of methylphenol comprising the alkylation of toluene with propylene in the presence of a specified type of zeolite alkylation catalyst followed by the selective reaction, via a specified type of shape selective zeolite, of the 1,4-isomer of the alkylation product to leave the 1,3-isomer thereof in excess of equilibrium. Subsequent oxidation and acid catalyzed rearrangement results in desirably high yield of 3-methylphenol.Type: GrantFiled: December 14, 1978Date of Patent: April 8, 1980Assignee: Mobil Oil CorporationInventors: Warren W. Kaeding, Margaret M. Wu, Lewis B. Young, George T. Burress