Carbon Monoxide Or Peroxy Containing Reactant Patents (Class 568/311)
  • Patent number: 4970346
    Abstract: A process for the production of detergent range alcohols and ketones by reacting an alkane with a hydroperoxide in the presence of dicyano bis-(1,10-phenanthrolene)iron(II) is described. Preferred hydroperoxides include cumene hydroperoxide and tertiary butyl hydroperoxide.
    Type: Grant
    Filed: October 30, 1989
    Date of Patent: November 13, 1990
    Assignee: Texaco Chemical Company
    Inventors: John R. Sanderson, Edward T. Marquis
  • Patent number: 4960944
    Abstract: 1-tetralone, an intermediate in the preparation of insecticides as well as agricultural chemicals and drugs, is prepared by the liquid-phase oxidation of tetralin in the presence of a copper compound, e.g. an oxide or hydroxide, having low or no organic solubility and limited water solubility, optionally, in conjunction with an inorganic iron compound and/or hydrogen peroxide.
    Type: Grant
    Filed: July 19, 1989
    Date of Patent: October 2, 1990
    Assignee: Wesley II Limited Partnership
    Inventor: Robert J. Small
  • Patent number: 4956123
    Abstract: Fluorine-containing aromatic derivatives are produced by the reaction of di(haloacyl)peroxide represented by the general formula: ##STR1## (wherein X stands for a fluorine, chlorine, or hydrogen atom and n for an integer of the value of 1 to 10) with aromatic unsaturated monomers represented by the general formula: ##STR2## (wherein Y stands for hydrogen atom, methyl, ethyl, propyl, acetyl, propionyl, acetyloxy, propionyloxy, methoxy, ethoxy, propoxy, vinyl, isopropenyl, or nitro group, or a halogen atom, R.sup.1 for hydrogen atom, methyl, ethyl, propyl, or butyl group, R.sup.2 for hydrogen atom, methyl or phenyl group, and m for an integer of the value of 1 to 5).
    Type: Grant
    Filed: September 14, 1988
    Date of Patent: September 11, 1990
    Assignee: Nippon Oils & Fats Company, Ltd.
    Inventors: Hideo Sawada, Michio Kobayashi, Masato Yoshida
  • Patent number: 4933497
    Abstract: Hydroxybenzaldehydes, e.g., vanillin, are prepared by hydrocarbonylating a corresponding halophenol, e.g., 4-bromo-2-methoxyphenol, in the presence of (a) a tertiary amine, (b) a catalyst based on a noble metal, and (c) a phosphine.
    Type: Grant
    Filed: July 13, 1989
    Date of Patent: June 12, 1990
    Assignee: Rhone-Poulenc Chimie
    Inventors: Patricia Fompeyrine, Francois Metz
  • Patent number: 4918238
    Abstract: Mixtures of alcohols and ketones are selectively and actively produced by catalytically oxidizing at least one alkane with an organic hydroperoxide, in the presence of a catalytically effective amount of osmium or an osmium compound, notably osmium tetroxide.
    Type: Grant
    Filed: March 3, 1989
    Date of Patent: April 17, 1990
    Assignee: Rhone-Poulenc Chimie
    Inventors: Michel Costantini, Jean-Pierre Lecomte
  • Patent number: 4914242
    Abstract: 3-Ethylbenzophenone is prepared by oxidizing a by-product heavy oil fraction produced in the production of ethylbenzene using ZSM-5 type synthetic zeolite catalyst, without splitting carbon-to-carbon bonds. 3-Ethylbenzophenone is a starting material for synthesis of medicines, etc.
    Type: Grant
    Filed: November 23, 1988
    Date of Patent: April 3, 1990
    Assignee: Nippon Petrochemicals Company, Limited
    Inventors: Isoo Shimizu, Yasuo Matsumura, Yutaka Arai
  • Patent number: 4868337
    Abstract: A process for synthesizing an optically pure ketone comprising the steps of: treating an appropriate optically pure boronic ester with an organolithium compound at -78.degree. C. to obtain the "ate" complex, separating the optically pure borinic ester from the complex and converting said borinic ester into an optically pure ketone represented by the formulae:R*COR.sup.1 and R*COC.tbd.CR.sup.1wherein R* is a chiral organyl moiety and R.sup.1 is an achiral organyl moeity.
    Type: Grant
    Filed: December 17, 1987
    Date of Patent: September 19, 1989
    Assignee: Aldrich-Boranes, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 4859799
    Abstract: Process for the production of aldehydes or ketones by oxidative cleavage of olefinic double bonds by means of a coordination complex of a ligand and a peroxo derivative of a metal of group 6b.Aldehydes and ketones obtained by said process are used among others as intermediates in the synthesis of organic products.
    Type: Grant
    Filed: May 20, 1988
    Date of Patent: August 22, 1989
    Assignee: Interox (Societe Anonyme)
    Inventors: Sandro Campestrini, Fulvio Di Furia, Giorgio Modena, Lucia Pasquato
  • Patent number: 4855485
    Abstract: In the process of preparing esters of cinnamic acid by reacting a styrene compound with carbon monoxide, oxygen, and an aliphatic alcohol in the presence of a catalyst, the improvement comprising using less than a stoichiometric amount of a dehydrating agent to increase the yield and selectivity of the reaction products.
    Type: Grant
    Filed: May 4, 1987
    Date of Patent: August 8, 1989
    Assignee: Sun Refining and Marketing Company
    Inventor: Chao-Yang Hsu
  • Patent number: 4851582
    Abstract: Carbon monoxide and at least one olefinically unsaturated organic compound may be polymerized by contacting the monomers in the presence of a catalyst which comprises a Group VIII metal compound of palladium, cobalt or nickel, a halide of tin or germanium, a nitrogen bidentate ligand and an organic oxidant. The polymers prepared are linear alternating polymers which consist of units with the formula ##STR1## where A is the residue of an alkenically unsaturated organic compound monomer.
    Type: Grant
    Filed: May 13, 1987
    Date of Patent: July 25, 1989
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 4788325
    Abstract: A process for making a carbonyl-containing compound is disclosed. In this process an allylic ether is contacted with water in the presence of a cobalt-containing material under an atmosphere of carbon monoxide gas.
    Type: Grant
    Filed: May 29, 1987
    Date of Patent: November 29, 1988
    Assignee: National Distillers and Chemical Corporation
    Inventor: Biau-Hung Chang
  • Patent number: 4769464
    Abstract: 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: Grant
    Filed: December 17, 1984
    Date of Patent: September 6, 1988
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventor: Alexander Sajtos
  • Patent number: 4769495
    Abstract: The invention relates to a novel fluorinated pre-polymer and novel process steps in producing the same. The pre-polymers are quinoxaline materials derived by reaction of diketone linkage containing perfluoro-compounds with an aromatic diamine. The diketone is produced by a bis-ketone. The polychloroketone is produced by reacting a keto-ylid with a chlorinating agent, e.g., chlorine. The keto-ylid is produced by oxidatively dechlorinating a polychloroketone which may be a monoketone or reacting a phosphorane with an acid halide of a polyoxy-perfluoroalkylene oxide wherein the perfluoro-oxyalkylene group contains two or three carbon atoms, and there are present from two or twenty perfluoro-oxyalkylene units in the oligomer. The quinoxalines, the polychloroketones and the diketones hereof are novel products. Cross-linking may be effected with a free radical generator.
    Type: Grant
    Filed: November 28, 1986
    Date of Patent: September 6, 1988
    Assignee: PCR, Inc.
    Inventor: Keith B. Baucom
  • Patent number: 4754073
    Abstract: Method for the preparation of ketones, by means of oxydation of the corresponding secondary alcohols, characterized in that said alcohols are catalytically oxidized by H.sub.2 O.sub.2 inside a two-phase system comprising:(a) an aqueous phase, containing hydrogen peroxide as the oxidizing agent;(b) an organic phase, containing a secondary alcohol and optionally a solvent immiscible with said aqueous phase, as well as a peroxidic catalyst having the general formula Q.sub.3 XW.sub.4 O.sub.24, wherein X represents an atom of phosphorus or of arsenic and wherein Q represents a quaternary cation, containing hydrocarbon groups having a total of from 20 to 70 C atoms.
    Type: Grant
    Filed: January 8, 1987
    Date of Patent: June 28, 1988
    Assignees: Instituto Guido Donegani S.p.A., Consiglio Nazionale Delle Ricerche
    Inventors: Carlo Venturello, Mario Gambaro, Marco Ricci
  • Patent number: 4731483
    Abstract: The present invention provides a method for preparing 3-ethylbenzophenone in a high purity which comprises the steps of alkylating benzene with ethylene with the aid of an alkylating catalyst to obtain an alkylated product composed mainly of unreacted benzene, ethylbenzene, polyethylbenzenes and heavier by-products; subjecting the alkylated product to distillation in order to recover therefrom a fraction which has a temperature range of boiling points within the range of 275.degree. to 310.degree. C. (in terms of atmospheric pressure); dehydrogenating the recovered fraction at a reaction temperature within the range of 200.degree. to 700.degree. C.
    Type: Grant
    Filed: September 8, 1986
    Date of Patent: March 15, 1988
    Assignee: Nippon Petrochemicals Co., Ltd.
    Inventors: Isoo Shimizu, Yasuo Matsumura, Shigenobu Kawakami, Atsushi Sato
  • Patent number: 4727195
    Abstract: A process for preparing compounds of the general formula:R--C.tbd.C--C(O)--C(R).dbd.CH.sub.2 (I)R represents an H atom or an optionally substituted hydrocarbyl group, by reacting a compound R--C.tbd.CH with CO in the presence of a Pd(II) compound, an organic phosphine and a protonic acid having a pK.sub.a below 3.0.Compounds of formula I in which R represents an optionally substituted hydrocarbyl group are novel.
    Type: Grant
    Filed: August 22, 1986
    Date of Patent: February 23, 1988
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 4659829
    Abstract: The invention concerns peroxide complexes of metals complying with the general formula LnMXpY, wherein M is a metal selected from groups VIII, IB and VIIB, particularly cobalt, X is an anionic group, for example carboxylate, R is an alkyl, cycloalkyl or arylalkyl group, n=1 or 2, p=0 or 1 and n+p=2.L is a tridentated ligand from the group of 1,3 bis (2-pyridylimino) isoindolines.These complexes are obtained by reaction of a hydroperoxide ROOH with a complex of formula LnMXp. They can be used in oxidizing hydrocarbons to a mixture of alcohols and ketones, either as reactants or as catalysts.They are particularly useful to prepare tert-butanol by oxidation of isobutane in liquid phase, by means of an oxygen-containing gas such as air.
    Type: Grant
    Filed: January 31, 1985
    Date of Patent: April 21, 1987
    Assignee: Institut Francais du Petrole
    Inventors: Lucien Saussine, Alain Robine, Hubert Mimoun
  • Patent number: 4618724
    Abstract: This invention deals with the use of a perfluorocarbon polymer oxidation catalyst consisting of a perfluorocarbon main chain and a side chain constructed from structural units of chromium (III) difluoromethylene sulfonate or cerium (IV) difluoromethylene sulfonate in a method of preparing a carbonyl compound through an oxidation of an alcohol.
    Type: Grant
    Filed: February 11, 1985
    Date of Patent: October 21, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Hitosi Nozaki, Koichiro Oshima
  • Patent number: 4585897
    Abstract: A process for hydration and condensation of acetylene in a crude acetylene stream containing water in the presence of a zirconia-alumina catalyst containing water to prepare aliphatic, aromatic and oxygenated compounds suitable for use as high octane liquid water fuels and as octane improvers for motor fuels is disclosed.
    Type: Grant
    Filed: August 24, 1984
    Date of Patent: April 29, 1986
    Assignee: Standard Oil Company (Indiana)
    Inventors: Ellis K. Fields, Mark L. Winzenburg, David A. De Marco
  • Patent number: 4568768
    Abstract: A method for producing m-hydroxy-acetophenone which comprises allowing m-(2-hydroxy-2-propyl)cumene hydroperoxide to react at 30.degree. to 100.degree. C. in the presence of an aqueous solution containing 0.001 to 1 mole of iron salt per mole of said compound, 0.01 to 4 moles of copper salt per mole of said iron salt, and mineral acid to give m-(2-hydroxy-2-propyl)acetophenone, then allowing the resulting compound to react at 30.degree. to 95.degree. C. in the presence of 1 to 20 moles of 5 to 90% by weight aqueous hydrogen peroxide solution per mole of said compound and acid catalyst to form m-(2-hydroperoxy-2-propyl)acetophenone, and further subjecting the product formed to acid decomposition. m-Hydroxyacetophenone is an important intermediate in the fields of pharmaceuticals, agricultural chemicals, dyestuffs and the like.
    Type: Grant
    Filed: December 13, 1984
    Date of Patent: February 4, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Makoto Nakamura, Seiichi Kai, Nobuharu Kono
  • Patent number: 4551553
    Abstract: The process of decomposing a hydroperoxide by contacting the hydroperoxide with a catalytic quantity of a catalyst system comprised of chromium and ruthenium. The catalyst system is characterized by its high stability while exhibiting improved activity for hydroperoxide decomposition and selectivity to desired alcohol and ketone products.
    Type: Grant
    Filed: February 22, 1983
    Date of Patent: November 5, 1985
    Assignee: Atlantic Richfield Company
    Inventors: Paul D. Taylor, Michael T. Mocella
  • Patent number: 4536344
    Abstract: Aryl halides are formylated with carbon monoxide and hydrogen in the presence of a noble metal catalyst, tertiary organic nitrogen compounds and phosphanes or phosphites.
    Type: Grant
    Filed: November 4, 1983
    Date of Patent: August 20, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Paul Fiedler, Rudolf Braden
  • 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: 4487972
    Abstract: This specification discloses a process for the production of oxygenated compounds, more specifically aldehydes and alcohols, by reacting an olefin with hydrogen and carbon monoxide in the presence of, as a ctalyst, an insoluble polymer containing a functional group, which may be an amine, thiol, phosphine, or arsine group, having chemically bonded thereto a metal of Group VIII of the Periodic Table. The metal can be, for example, rhodium, cobalt, or ruthenium. The olefin can contain more than one carbon-to-carbon double bond, may be an open chain or a cyclic olefin, and may be substituted. Further, the olefin may be contained in a refinery stream such as a cracked gasoline. The reaction may be carried out in the presence of a polar solvent.
    Type: Grant
    Filed: April 22, 1980
    Date of Patent: December 11, 1984
    Assignee: Mobil Oil Corporation
    Inventors: Werner O. Haag, Darrell D. Whitehurst
  • Patent number: 4487970
    Abstract: Secondary-alkyl substituted benzene hydroperoxides are cleaved to form phenols and ketones by contacting the secondary-alkyl substituted benzene hydroperoxide with a catalyst consisting essentially of about 3:1 to 1:10 by weight of SbF.sub.5 and graphite in the presence of an aromatic or ketone solvent at a temperature of from about 0.degree.-100.degree. C.
    Type: Grant
    Filed: June 3, 1983
    Date of Patent: December 11, 1984
    Assignee: Phillips Petroleum Company
    Inventor: Charles A. Drake
  • Patent number: 4486605
    Abstract: A method for producing an aromatic carbonyl compound represented by the formula (B)-1 or (B)-2: ##STR1## comprising decomposing a hydroperoxide represented by the formula (A)-1 or (A)-2: ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are defined in the specification, in an inert gas atmosphere in the presence of an aqueous layer containing an iron salt, a copper salt and an acid is disclosed. Novel m-(2-hydroxy-2-propyl)acetophenone and m-isopropenylacetophenone which are useful as an intermediate for the preparation of medicines are also disclosed. A method for producing m-isopropenylacetophenone comprising dehydrating m-(2-hydroxy-2-propyl)acetophenone in the presence of an acid catalyst is further disclosed.
    Type: Grant
    Filed: January 7, 1983
    Date of Patent: December 4, 1984
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Haruhisa Harada, Hiroshi Maki
  • Patent number: 4480135
    Abstract: A process for oxidizing primary and/or secondary alcohols to the corresponding aldehyde and/or ketone derivatives, consisting of reacting said alcohols with an aqueous solution of hydrogen peroxide in the presence of synthetic zeolites containing titanium atoms, of general formula:xTiO.sub.2.(1-x)SiO.sub.2,where x lies between 0.0001 and 0.04, and possibly in the presence of one or more solvents, operating at a temperature of between 20.degree. and 100.degree. C.
    Type: Grant
    Filed: July 14, 1983
    Date of Patent: October 30, 1984
    Assignee: Anic S.p.A.
    Inventors: Antonio Esposito, Carlo Neri, Franco Buonomo
  • Patent number: 4379942
    Abstract: Methyl ketones are prepared in liquid phase by oxidizing terminal olefins of the formula R--CH.dbd.Ch.sub.2, where R is a hydrocarbon radical. The oxidizing agent is hydrogen peroxide or an organic hydroperoxide, and the catalyst is a palladium catalyst of the formula Pd AA' whereA is fluoborate, acetate or trifluoroacetate, andA' is OOR.sub.1 and where R.sub.1 is a hydrocarbon radical.
    Type: Grant
    Filed: May 20, 1981
    Date of Patent: April 12, 1983
    Assignee: Institut Francais du Petrole
    Inventors: Hubert Mimoun, Robert Charpentier, Michel Roussel
  • Patent number: 4329509
    Abstract: A process for the co-production of 2-alkanones having at least five carbon atoms and phenol or a substituted phenol. In the first step, benzene or a substituted benzene is alkylated with an alkyl moiety of at least five carbon atoms to selectively produce the 2-arylalkane isomer. Subsequent oxidation to the hydroperoxide and acid cleavage thereof yields the desired product. The alkylation step is carried out in the presence of a novel class of selective crystalline zeolite materials having pore openings with a major dimension of six to seven angstroms.
    Type: Grant
    Filed: January 22, 1981
    Date of Patent: May 11, 1982
    Assignee: Mobil Oil Corporation
    Inventors: Werner O. Haag, Lewis B. Young
  • Patent number: 4310704
    Abstract: Methyl ketones are prepared in liquid phase by oxidizing terminal olefins of the formula R--CH.dbd.CH.sub.2, where R is a hydrocarbon radical. The oxidizing agent is hydrogen peroxide or an organic hydroperoxide, and the catalyst is a palladium catalyst of the formula Pd AA', (L.sub.m) whereA is fluoborate, acetate or trefrafluoroacetateA' is the same as A or is .pi.-allyl,m is 0 or 2, andL is a ligand selected from the amines, the phosphines, the arsines, the stibines and the amides.
    Type: Grant
    Filed: December 18, 1979
    Date of Patent: January 12, 1982
    Assignee: Institut Francais du Petrole
    Inventors: Hubert Mimoun, Robert Charpentier, Michel Roussel
  • Patent number: 4308409
    Abstract: Propylene is converted to propylene glycol at high selectivity in a process in which ethylbenzene hydroperoxide and water are reacted with propylene in the presence of osmium tetroxide catalyst and a base at a pH of about 14.
    Type: Grant
    Filed: July 28, 1980
    Date of Patent: December 29, 1981
    Assignee: Gulf Research & Development Company
    Inventors: Ching-Yong Wu, Thaddeus P. Kobylinski, John E. Bozik
  • Patent number: 4297514
    Abstract: Compounds having activated methylene radicals are oxidized to various oxidation products by an improved process comprising contacting the compound with an oxidizing agent and a base of sufficient strength to deprotonate at least one hydrogen from the activated methylene radical in the presence of a catalytic amount of a synergistic combination of elemental carbon and a phase-transfer catalyst. For example, flourene is oxidized to flourenone by contacting the flourene with elemental oxygen and sodium hydroxide in the presence of a catalytic amount of the synergistic combination of charcoal and benzyltriethyl-ammonium chloride.
    Type: Grant
    Filed: March 14, 1980
    Date of Patent: October 27, 1981
    Assignee: The Dow Chemical Company
    Inventor: King W. Ma
  • Patent number: 4283352
    Abstract: In a method for the production of .alpha.-tetralone wherein tetralin is oxidized in the absence of a catalyst at a temperature of from 50.degree. to 100.degree. C. to an extent that the conversion of tetralin into tetralin hydroperoxide is 25 to 35 percent by weight, thereby producing a solution of tetralin hydroperoxide in tetralin, and wherein an inorganic metal salt is added to said solution to decompose the tetralin hydroperoxide to .alpha.-tetralone, the improvement comprising adding to said solution, as said inorganic metal salt, a mixture of at least one water-soluble inorganic iron salt and at least one water-soluble inorganic copper salt at a temperature of from 0.degree. to 90.degree. C.
    Type: Grant
    Filed: January 3, 1979
    Date of Patent: August 11, 1981
    Assignee: Kureha Kagaku Kogyo Kabushiki Kaisha
    Inventors: Takashi Yamauchi, Hirofumi Nanbu
  • Patent number: 4267379
    Abstract: Cumene hydroperoxide is decomposed to phenol and acetone using boron trifluoride or boron trifluoride complexed with an oxygen-containing polar compound as the decomposition catalyst. The boron trifluoride in the reaction product is then complexed with an amine such as trimethyl amine for recovery and reuse in the process.
    Type: Grant
    Filed: August 13, 1979
    Date of Patent: May 12, 1981
    Assignee: Gulf Research & Development Company
    Inventors: Richard G. Austin, Wayne R. Pretzer, Thaddeus P. Kobylinski
  • Patent number: 4267380
    Abstract: Cumene hydroperoxide is decomposed to phenol and acetone using a Lewis acid catalyst of the group tungsten hexafluoride, silicon tetrafluoride, stannous chloride, stannic fluoride, antimony pentachloride, sulfur monochloride and sulfur tetrafluoride.
    Type: Grant
    Filed: May 19, 1980
    Date of Patent: May 12, 1981
    Assignee: Gulf Research & Development Company
    Inventors: Richard G. Austin, Wayne R. Pretzer, Thaddeus P. Kobylinski
  • Patent number: 4259527
    Abstract: A catalytic system for oxidation of organic compounds including olefins, cyclic ketones and secondary alcohols. Soluble peroxo or solid supported oxo or peroxo complexes of molybdenum or tungsten are used in the presence of hydrogen peroxide to effect the oxidation. The resulting products include lactones, hydroxy acids, ketoacids, hydroxy esters and ketoesters from cyclic ketones; ketones from secondary alcohols and polyols or derivatives thereof from allylic alcohols.
    Type: Grant
    Filed: May 18, 1979
    Date of Patent: March 31, 1981
    Assignee: Allied Chemical Corporation
    Inventors: Frank Mares, Stephen E. Jacobson, Reginald T. Tang
  • Patent number: 4257985
    Abstract: Compounds containing at least one keto group and at least one peroxy group, each peroxy oxygen being joined to a tertiary carbon atom.Examples: 2-Methyl-2-(t-butylperoxy)-4-pentanone. 2,6-Dimethyl-2,6-bis(t-butylperoxy)-4-heptanone. 3,5,5-Trimethyl-3-(t-butylperoxy)cyclohexanone.The compounds are prepared by the strong acid catalyzed addition of a tertiary hydroperoxide to an .alpha.,.beta.-unsaturated ketone. Illustration: Mesityl oxide and pinanyl hydroperoxide, in slight excess, were reacted at 0.degree. C. in the presence of 77% sulfuric acid; the reaction mix was stirred for 16 hours at 25.degree. C. Product 2-methyl-2-pinanylperoxy-4-pentanone was recovered.
    Type: Grant
    Filed: May 7, 1968
    Date of Patent: March 24, 1981
    Assignee: Pennwalt Corporation
    Inventor: Wilbur H. McKellin
  • Patent number: 4255596
    Abstract: Ethylene is converted to ethylene glycol at high selectivity in a process in which ethylbenzene hydroperoxide and water are reacted with ethylene in the presence of osmium tetroxide catalyst and a base at a pH of about 14.
    Type: Grant
    Filed: February 25, 1980
    Date of Patent: March 10, 1981
    Assignee: Gulf Research & Development Company
    Inventors: Ching-Yong Wu, Thaddeus P. Kobylinski, John E. Bozik
  • Patent number: 4210606
    Abstract: Cumene hydroperoxide is decomposed to phenol and acetone using a halogen-substituted thiophenol as the catalyst.
    Type: Grant
    Filed: June 15, 1979
    Date of Patent: July 1, 1980
    Assignee: Gulf Research and Development Company
    Inventors: Richard G. Austin, Wayne R. Pretzer, Thaddeus P. Kobylinski