Preparing By Reacting An Organic Hydroperoxide And An Organic Hydroxy Containing Compound (h Of -oh May Be Replaced By A Group Ia Or Iia Light Metal) Patents (Class 568/578)
  • Patent number: 9758479
    Abstract: A method for preparing peroxide, including a step of treating, in a reaction medium, a component having at least one tertiary alcohol grouping with a compound having at least one tertiary hydroperoxide function in the presence of a catalyst, said method being characterized in that the catalyst includes a sulphonic acid and a inorganic acid, the molar ratio between the sulphonic acid and the aforementioned component including at least one tertiary alcohol grouping ranges from 0.05 to 0.8, and the molar ratio between the inorganic acid and the aforementioned component including at least one tertiary alcohol grouping ranges from 0.05 to 0.8. Also, to the peroxide resulting directly from said preparation method.
    Type: Grant
    Filed: July 9, 2014
    Date of Patent: September 12, 2017
    Assignee: ARKEMA FRANCE
    Inventors: Philippe Maj, Serge Hub
  • Patent number: 7034189
    Abstract: A process is disclosed for the preparation of a dialkyl peroxide comprising reacting one or more members selected from the group consisting of an alkylating alcohol of the formula ROH, and an olefin of the formula (R2)(R2a)C?C(R3)(R3a), wherein R is C1–C10 allyl, and R2, R2a, R3, and R3a are independently selected from hydrogen and C1–C10 alkyl; with a hydroperoxide of the formula R1OOH, wherein R1 is C1–C10 allyl; in the presence of an effective amount of a substantially solid, insoluble, heterogenous acidic catalyst; followed by separation of the reaction mixture from said catalyst; wherein said catalyst has readily available acidity for organic reactions and exists in the solid phase in the processes of the invention, while the reactants in those processes, by contrast, exist in the liquid and/or gaseous phase, whence the catalyst is referred to as heterogeneous.
    Type: Grant
    Filed: December 5, 1995
    Date of Patent: April 25, 2006
    Assignee: Redox Technologies Inc.
    Inventor: John Kollar
  • Patent number: 6399836
    Abstract: A process for the di-tertiary-peroxide synthesis, wherein the condensation reaction between a tertiary hydroperoxide and a tertiary alcohol is carried out in the presence of an acid catalyst, constituted by a compound having a mono-sulphonated aromatic ring selected from the following formulae: wherein: R is an alkyl group having from 2 to 9 carbon atoms, preferably from 2 to 6; R′ and R″ are alkyl groups having a number of from 1 to 9 carbon atoms, preferably from 1 to 6.
    Type: Grant
    Filed: June 2, 1999
    Date of Patent: June 4, 2002
    Assignee: ELF Atochem S.r.l.
    Inventors: Ezio Montessoro, Michele Merenda
  • Publication number: 20010005768
    Abstract: A process for the di-ter-peroxide synthesis, wherein the condensation reaction between a tertiary hydroperoxide and a tertiary alcohol is carried out in the presence of an acid catalyst, constituted by a compound having a mono-sulphonated aromatic ring selected from the following formulae: 1
    Type: Application
    Filed: June 2, 1999
    Publication date: June 28, 2001
    Inventors: EZIO MONTESSORO, MICHELE MERENDA
  • Patent number: 5488179
    Abstract: Disclosed is a method of selective preparation of ditertiary butyl peroxide from tertiary butyl hydroperoxide and t-butanol which comprises reacting said tertiary butyl hydroperoxide and t-butanol over a Beta-zeolite catalyst under hydroperoxide conversion conditions.
    Type: Grant
    Filed: March 8, 1995
    Date of Patent: January 30, 1996
    Assignee: Texaco Chemical Inc.
    Inventors: John F. Knifton, Edward T. Marquis, Pei-Shing E. Dai
  • Patent number: 5488178
    Abstract: Disclosed is a method of selective preparation of ditertiary butyl peroxide from tertiary butyl hydroperoxide and t-butanol which comprises reacting said tertiary butyl hydroperoxide and t-butanol over a solid acid catalyst selected from:a) an acidic montmorillonite clay;b) an acidic zeolite selected from the group consisting of dealuminized Y-zeolite and pentasil zeolite;c) an acidic organic resin; andd) heteropoly acids supported on an oxide selected from Group III or Group IV.
    Type: Grant
    Filed: March 8, 1995
    Date of Patent: January 30, 1996
    Assignee: Texaco Chemical Inc.
    Inventors: John F. Knifton, Edward T. Marquis, Pei-Shing E. Dai
  • Patent number: 5453548
    Abstract: A process for the separation of ditertiary butyl peroxide form tertiary butanol is provided which includes the step of dehydrating the tertiary butanol to isobutylene and water.
    Type: Grant
    Filed: October 25, 1994
    Date of Patent: September 26, 1995
    Assignee: ARCO Chemical Technology, L.P.
    Inventors: Robert Nedwick, Jeffrey M. McFarland, Leonard A. Fabiano
  • Patent number: 5420357
    Abstract: The present invention provides a process for the production of dialkyl peroxides by reaction of an alcohol and/or an olefin with an organic hydroperoxide, using a solid acidic zeolite catalyst.
    Type: Grant
    Filed: August 4, 1993
    Date of Patent: May 30, 1995
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Mahmoud K. Faraj, Frank J. Liotta, Jr., Haven S. Kesling, Jr.
  • Patent number: 5414141
    Abstract: A method for preparing tertiary butyl alcohol wherein a solution of a tertiary butyl hydroperoxide feedstock in tertiary butyl alcohol is charged to a hydroperoxide decomposition reaction zone containing a catalytically effective amount of a hydroperoxide decomposition catalyst consisting essentially of palladium and gold supported on alumina, and is brought into contact with the catalyst in liquid phase under hydroperoxide decomposition reaction conditions to convert the tertiary butyl hydroperoxide to decomposition products, principally tertiary butyl alcohol and ditertiary butyl peroxide.
    Type: Grant
    Filed: November 12, 1993
    Date of Patent: May 9, 1995
    Assignee: Texaco Chemical Inc.
    Inventors: John R. Sanderson, John F. Knifton, Roger G. Duranleau
  • Patent number: 5371298
    Abstract: The present invention provides a process the production of dialkyl peroxides by reaction of an alcohol and/or an olefin with an organic hydroperoxide, using an acidic resin catalyst, especially a highly cross-linked hydrophobic acidic resin catalyst.
    Type: Grant
    Filed: December 22, 1993
    Date of Patent: December 6, 1994
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Daniel B. Pourreau, Haven S. Kesling, Jr., Frank J. Liotta, Jr., Jeffrey M. McFarland
  • Patent number: 5312998
    Abstract: An integrate process is provided for the production of ditertiary butyl peroxide wherein isobutane oxidate containing tertiary butyl alcohol and tertiary butyl hydroperoxide is reacted in the presence of an aqueous acidic catalyst, the reaction mixture is phase separated, the aqueous catalyst is recovered and recycled, and the product peroxide is recovered from the organic phase by water extraction.
    Type: Grant
    Filed: June 10, 1993
    Date of Patent: May 17, 1994
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Frank J. Liotta, Jr., Mahmoud K. Faraj, Daniel B. Pourreau, Haven S. Kesling, Jr.
  • Patent number: 5288919
    Abstract: The present invention provides a process for the production of dialkyl peroxides by reaction of an alcohol and/or an olefin with an organic hydroperoxide, using an inorganic heteropoly and/or isopoly acid catalyst.
    Type: Grant
    Filed: May 13, 1993
    Date of Patent: February 22, 1994
    Assignee: ARCO Chemical Technology, L.P.
    Inventor: Mahmoud K. Faraj
  • Patent number: 5210320
    Abstract: A one-step process for preparing 2,5-dimethylhexane-2,5-dihydroperoxide and its alkyl derivatives comprises: (1) adding sulfuric acid to a 60-70% hydrogen peroxide solution to form a first reaction mixture where the first mixture is controlled at a temperature in the range of from about -10.degree. C. to about 10.degree. C.; (2) adding 2,5-dimethyl-2,5-dihydroxy hexane to the mixture held at a temperature in the range of from about -10.degree. C. to about 10.degree. C. or lower to form a second reaction mixture and maintaining the second mixture at a temperature in the range of from about 20.degree. C. to about 50.degree. C. for about 5 minutes to about 5 hours to form a slurry containing the solid product of 2,5-dimethylhexane-2,5-dihydroperoxide, unreacted reactants and impurities; (3) lowering the temperature of the slurry to the range of from about -10.degree. C. to about 10.degree. C.
    Type: Grant
    Filed: August 17, 1992
    Date of Patent: May 11, 1993
    Assignee: Phillips Petroleum Company
    Inventors: Chung C. Tso, Joe W. Ryker
  • Patent number: 4900850
    Abstract: It has been discovered in accordance with the present invention that a tertiary butyl alcohol/ditertiary butyl peroxide azeotrope may be recovered from a product containing tertiary butyl alcohol and ditertiary butyl perioxide by distilling the tertiary butyl alcohol product to obtain an overhead fraction containing substantially all of the ditertiary butyl peroxide as a ditertiary butyl peroxide/tertiary butyl alcohol azeotrope and other contaminants.It has been further discovered in accordance with the present invention that the ditertiary butyl peroxide can be recovered from the distillate fraction by extraction with water (e.g., in a countercurrent water extraction tower) to provide a ditertiary butyl peroxide product of any desired degree of purity.
    Type: Grant
    Filed: December 23, 1986
    Date of Patent: February 13, 1990
    Assignee: Texaco Inc.
    Inventors: John R. Sanderson, Robert A. Meyer
  • Patent number: 4689430
    Abstract: A process for the production of a dialkyl carbonate, e.g. dimethyl carbonate, or a dialkyl oxalate, e.g. dimethyl oxalate, from butane, oxygen carbon monoxide and an alcohol is provided in a series of integrated process steps. In the case of a dialkyl oxalate, the product can be hydrogenated further to produce an ether of ethylene glycol.
    Type: Grant
    Filed: November 17, 1986
    Date of Patent: August 25, 1987
    Assignee: The British Petroleum Company p.l.c.
    Inventors: George E. Morris, Gillian Wainhouse
  • Patent number: 4644078
    Abstract: A process for the production of a dialkyl carbonate, e.g. dimethyl carbonate, or a dialkyl oxalate, e.g. dimethyl oxalate, from butane, oxygen, carbon monoxide and an alcohol is provided in a series of integrated process steps. In the case of a dialkyl oxalate, the product can be hydrogenated further to produce an ether of ethylene glycol.
    Type: Grant
    Filed: June 4, 1985
    Date of Patent: February 17, 1987
    Assignee: The British Petroleum Company p.l.c.
    Inventors: George E. Morris, Gillian Wainhouse
  • Patent number: 4464304
    Abstract: A nucleophile substituted unsaturated hydrocarbon based compound is prepared by reacting a compound of the formula: ##STR1## wherein R and R' are hydrogen, alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, aralkyl, alkoxyalkyl, alkoxy, alkylthioalkyl, or carboxyalkyl or carboxyalkenyl and X is a leaving group selected from the group consisting of chlorine, bromine, and iodine with a nucleophilic reagent.
    Type: Grant
    Filed: June 30, 1982
    Date of Patent: August 7, 1984
    Assignee: Duke University
    Inventors: Ned A. Porter, Carl B. Ziegler, Jr., David H. Roberts
  • Patent number: 4413148
    Abstract: In a process for producing a dicumyl peroxide comprising reacting a cumene hydroperoxide and an .alpha.,.alpha.-dimethylbenzyl alcohol in the presence of an acid catalyst, when a polar solvent exists in the reaction system, the cumene hydroperoxide of the starting material and the dicumyl peroxide of the resulting product are scarcely decomposed.
    Type: Grant
    Filed: February 16, 1982
    Date of Patent: November 1, 1983
    Assignee: Nippon Oil and Fats Co., Ltd.
    Inventors: Mitsukuni Kato, Takuya Demachi, Hidehiko Hagii, Takeshi Arai
  • Patent number: 4396526
    Abstract: A peroxide system or composition for use in resin polymerization consists of 1,4-diisopropylbenzene monohydroperoxide dissolved in an organic solvent which is a solvent for hydrogen peroxide and 1,4-diisopropylbenzene dihydroperoxide. The peroxide composition is characterized by its storage stability, resistance to detonation, low flammability, ease of handling and improved catalytic properties in the polymerization of certain resins. The preferred peroxide, based on economic considerations, is a crude diisopropylbenzene hydroperoxide mixture comprising a major amount of 1,4-diisopropylbenzene monohydroperoxide and a minor amount of 1,4-diisopropylbenzene dihydroperoxide, together with solvents and unreacted materials obtained as a byproduct in the commercial manufacture of p-diisopropylbenzene dihydroperoxide.
    Type: Grant
    Filed: November 5, 1980
    Date of Patent: August 2, 1983
    Assignee: CL Industries, Inc.
    Inventors: Wayne D. Woodson, Patrick H. Stewart
  • Patent number: 4266081
    Abstract: A process for the preparation of peroxides by condensation reaction of a tertiary organic hydroperoxide with a tertiary alcohol, which is characterized in that zinc chloride is present as a catalyst in an amount of at least 1% by weight based on the tertiary alcohol, is disclosed. This process can be advantageously applied to continuous manufacture of peroxides, and according to this process, peroxides can be obtained in high yields.
    Type: Grant
    Filed: September 21, 1978
    Date of Patent: May 5, 1981
    Assignee: Mitsui Petrochemical Industries Ltd.
    Inventors: Kenichi Mizuno, Hiroshi Iwasaki, Hirohiko Nambu
  • Patent number: 4198528
    Abstract: The reaction rates for the interaction of tertiary hydroperoxides with tertiary alcohols to afford di-tertiary peroxides are increased by carrying out the reaction in the presence of a carboxylic acid anhydride.
    Type: Grant
    Filed: January 25, 1978
    Date of Patent: April 15, 1980
    Assignee: Union Carbide Corporation
    Inventor: Donald R. Kelsey