Alicyclic Hydroperoxide Produced Patents (Class 568/570)
  • Patent number: 4879061
    Abstract: 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: Grant
    Filed: September 29, 1986
    Date of Patent: November 7, 1989
    Assignee: Crystaloid Electronics Co.
    Inventors: Joseph P. Ferrato, Julie C. Ferrato
  • Patent number: 4675450
    Abstract: 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: Grant
    Filed: November 12, 1985
    Date of Patent: June 23, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: John B. Lyon, Gerald T. Stowe
  • Patent number: 4670609
    Abstract: 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: Grant
    Filed: September 29, 1982
    Date of Patent: June 2, 1987
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Ronald Q. Bennett, Donald E. Smith, Joel Muse, Jr.
  • Patent number: 4658056
    Abstract: 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: Grant
    Filed: April 22, 1982
    Date of Patent: April 14, 1987
    Assignee: Du Pont Canada Inc.
    Inventor: Peter A. Sipos
  • Patent number: 4602118
    Abstract: 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: Grant
    Filed: November 9, 1984
    Date of Patent: July 22, 1986
    Assignee: Exxon Research and Engineering Co.
    Inventors: Mau-Song Chou, Keith W. Wohltman
  • Patent number: 4508923
    Abstract: 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: Grant
    Filed: February 22, 1983
    Date of Patent: April 2, 1985
    Assignee: Atlantic Richfield Company
    Inventors: Paul D. Taylor, Michael T. Mocella
  • Patent number: 4491674
    Abstract: 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: Grant
    Filed: December 8, 1980
    Date of Patent: January 1, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Norbert Rieber, Hans Hellbach, Gerhard Hunziker, Guenter Mueller
  • Patent number: 4487974
    Abstract: 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: Grant
    Filed: February 24, 1983
    Date of Patent: December 11, 1984
    Assignee: Texaco Inc.
    Inventor: John R. Sanderson
  • Patent number: 4473711
    Abstract: 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: Grant
    Filed: August 6, 1981
    Date of Patent: September 25, 1984
    Assignee: Union Carbide Corporation
    Inventor: Robert W. Coon
  • Patent number: 4455440
    Abstract: 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: Grant
    Filed: November 15, 1982
    Date of Patent: June 19, 1984
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tsutomu Chiyoda, Makoto Nakamura, Shinichi Hasegawa
  • Patent number: 4341907
    Abstract: 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: Grant
    Filed: January 30, 1981
    Date of Patent: July 27, 1982
    Assignee: Du Pont Canada Inc.
    Inventor: Ronald A. Zelonka
  • Patent number: 4329514
    Abstract: 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: Grant
    Filed: January 19, 1981
    Date of Patent: May 11, 1982
    Assignee: Shell Oil Company
    Inventors: Ludovicus B. J. O. van der Weijst, Enno B. De Vries, Gerard J. Heiszwolf
  • Patent number: 4282382
    Abstract: 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: Grant
    Filed: July 2, 1979
    Date of Patent: August 4, 1981
    Assignee: Phillips Petroleum Company
    Inventor: Yulin Wu
  • Patent number: 4239929
    Abstract: 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: Grant
    Filed: November 1, 1978
    Date of Patent: December 16, 1980
    Assignee: Allied Chemical Corporation
    Inventors: Divakaran Masilamani, Milorad M. Rogic
  • Patent number: 4197413
    Abstract: 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: Grant
    Filed: December 14, 1978
    Date of Patent: April 8, 1980
    Assignee: Mobil Oil Corporation
    Inventors: Warren W. Kaeding, Margaret M. Wu, Lewis B. Young, George T. Burress