GB1102681A - Improvements in or relating to organic hydroperoxide catalysts - Google Patents

Improvements in or relating to organic hydroperoxide catalysts

Info

Publication number
GB1102681A
GB1102681A GB14793/65A GB1479365A GB1102681A GB 1102681 A GB1102681 A GB 1102681A GB 14793/65 A GB14793/65 A GB 14793/65A GB 1479365 A GB1479365 A GB 1479365A GB 1102681 A GB1102681 A GB 1102681A
Authority
GB
United Kingdom
Prior art keywords
hydroperoxide
hydroperoxides
concentration
less
hydrocarbon radical
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB14793/65A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Scholven Chemie AG
Original Assignee
Scholven Chemie AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Scholven Chemie AG filed Critical Scholven Chemie AG
Publication of GB1102681A publication Critical patent/GB1102681A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F12/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F12/02—Monomers containing only one unsaturated aliphatic radical
    • C08F12/04—Monomers containing only one unsaturated aliphatic radical containing one ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00—Preparation of peroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00—Preparation of peroxy compounds
    • C07C407/003—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
    • C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
    • C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00—Polymerisation catalysts
    • C08F4/28—Oxygen or compounds releasing free oxygen
    • C08F4/32—Organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Unsaturated hydrocarbons are polymerized using as catalyst an organic hydroperoxide formed by oxidizing a hydrocarbon of formula <FORM:1102681/C3/1> where R is an aliphatic hydrocarbon radical and Ar an aromatic or hydroaromatic hydrocarbon radical which may be alkyl-substituted, the oxidation being continued only as far as necessary to obtain a hydroperoxide concentration of less than 5% but of not less than 1%, and concentrating the oxidate to the desired higher concentration by distillation. The catalysts may be used for the emulsion polymerization of a butadiene-styrene mixture to produce a rubber. Cumene, di-isopropyl, p-methane and pinane hydroperoxides are listed.ALSO:Organic hydroperoxides are prepared by oxidizing a hydrocarbon of formula <FORM:1102681/C2/1> where R is an aliphatic hydrocarbon radical and Ar an aromatic or hydroaromatic hydrocarbon radical which may be alkyl-substituted, the oxidation being continued only as far as necessary to obtain a hydroperoxide concentration of less than 5% but of not less than 1%, and concentrating the oxidate to a desired higher concentration by distillation. The oxidation is preferably continued to obtain a concentration of from 3 to 4%. The hydrocarbon may be oxidized at between 80 DEG and 150 DEG C. with oxygen or an oxygen-containing gas, e.g. air. The hydroperoxide solution thus obtained having a concentration less than 5% may be mixed with a dilute aqueous solution or suspension of a carbonate or hydroxide of an alkali or alkaline earth metal, separated into aqueous and organic phase, the upper organic phase being washed with water or an alcohol to give a top layer of very pure hydroperoxide solution. The lower layer may be recycled to the first mixing stage. The hydroperoxide solution is then concentrated by distillation, e.g. in a film evaporator. The process may take place continuously. Specified hydroperoxides which may be produced are cumene, di-iso-propylmono, p-menthane and pinane hydroperoxides. The hydroperoxides may be used as catalysts for the polymerization of unsaturated hydrocarbons.
GB14793/65A 1964-05-13 1965-04-07 Improvements in or relating to organic hydroperoxide catalysts Expired GB1102681A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DESCH35154A DE1248020B (en) 1964-05-13 1964-05-13 Process for the production of organic peroxide catalysts

Publications (1)

Publication Number Publication Date
GB1102681A true GB1102681A (en) 1968-02-07

Family

ID=7433390

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14793/65A Expired GB1102681A (en) 1964-05-13 1965-04-07 Improvements in or relating to organic hydroperoxide catalysts

Country Status (6)

Country Link
AT (1) AT253775B (en)
BE (1) BE663092A (en)
DE (1) DE1248020B (en)
GB (1) GB1102681A (en)
LU (1) LU48235A1 (en)
NL (1) NL151997B (en)

Also Published As

Publication number Publication date
DE1248020B (en) 1967-08-24
LU48235A1 (en) 1965-06-16
NL6506091A (en) 1965-11-15
AT253775B (en) 1967-04-25
NL151997B (en) 1977-01-17
BE663092A (en) 1965-08-17

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