GB1338133A - Sulphur-curable copolymer - Google Patents

Sulphur-curable copolymer

Info

Publication number
GB1338133A
GB1338133A GB2352871*A GB2352871A GB1338133A GB 1338133 A GB1338133 A GB 1338133A GB 2352871 A GB2352871 A GB 2352871A GB 1338133 A GB1338133 A GB 1338133A
Authority
GB
United Kingdom
Prior art keywords
acrylate
ethyl
crotyl
butene
sulphur
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
GB2352871*A
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.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
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
Priority claimed from JP1891470A external-priority patent/JPS4923317B1/ja
Priority claimed from JP1891270A external-priority patent/JPS4918462B1/ja
Application filed by Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Publication of GB1338133A publication Critical patent/GB1338133A/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
    • C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F210/04—Monomers containing three or four carbon atoms
    • C08F210/08—Butenes
    • C08F210/10—Isobutene
    • 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
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • 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
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1802—C2-(meth)acrylate, e.g. ethyl (meth)acrylate
    • 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
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate

Abstract

1338133 Sulphur-curable olefin-acrylic ester polymers SUMITOMO CHEMICAL CO Ltd 19 April 1971 [4 March 1970(2)] 23528/71 Heading C3P Sulphur-curable copolymers of olefins and acrylic esters in which at least some of the ester units have unsaturated groups are prepared by copolymerizing the monomers in the presence of a metal halide which is a Lewis acid, e.g. a halide of a metal of Groups IIb, IIIb, IVb, Vb and VIII of the Periodic Table. The olefin may be isobutylene, propylene, ethylene, butene-1, 2 - methyl butene - 1, hexene - 1, butene - 2, 4- methylpentene - 1, 2 - methyl - 4 - phenyl butene-1 and octadocene-1. The acrylic esters may be vinyl, allyl, isobutenyl, 1-butenyl, crotyl, 2-butenyl, cinnamyl, 3-cyclopentenyl, citronellyl, geranyl and 5 - norbornene - 2 - yl methyl acrylates; optionally together with methyl, ethyl, propyl, butyl, amyl, hexyl, 2- ethylhexyl, octadecyl, o-tolyl, benzyl and cyclohexyl acrylates. Specified metal halides are aluminium, boron and tin halides and alkyl halides; and zinc halides. Polymerization may be initiated with radical polymerization catalysts, oxygen, organometallic compounds or actinic radiation; and may be effected batchwise or continuously in bulk or in the presence of an inert hydrocarbon or halogenated hydrocarbon liquid. The products may be compounded with conventional fillers and vulcanized with sulphur in the presence of conventional accelerators. Examples describe the copolymerization of isobutylene, ethyl acrylate and (1) crotyl acrylate, (2) citronellyl acrylate, (3)norbornenylmethyl acrylate, (4) cinnamyl acrylate, (6) methallyl acrylate and (7) allyl acrylate with ethyl boron dichloride; of (5) propylene, nbutyl acrylate and crotyl acrylate with benzoyl peroxide and ethyl aluminium sesquichloride; of (8) isobutylene, ethyl acrylate and crotyl acrylate with zinc dichloride and boron triethyl; and of (9) propylene, ethyl acrylate and crotyl acrylate with cadmium dibromide and boron triethyl; the products being vulcanized.
GB2352871*A 1970-03-04 1971-04-19 Sulphur-curable copolymer Expired GB1338133A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP1891470A JPS4923317B1 (en) 1970-03-04 1970-03-04
JP1891270A JPS4918462B1 (en) 1970-03-04 1970-03-04

Publications (1)

Publication Number Publication Date
GB1338133A true GB1338133A (en) 1973-11-21

Family

ID=26355654

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2352871*A Expired GB1338133A (en) 1970-03-04 1971-04-19 Sulphur-curable copolymer

Country Status (6)

Country Link
BE (1) BE763732A (en)
CA (1) CA963599A (en)
DE (1) DE2110189A1 (en)
FR (1) FR2087786A5 (en)
GB (1) GB1338133A (en)
NL (1) NL7102802A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003070833A2 (en) * 2002-02-15 2003-08-28 Ppg Industries Ohio, Inc. Radiation curable compositions containing copolymers of isobutylene and acrylic monomers
US7019041B2 (en) 2002-02-15 2006-03-28 Ppg Industries Ohio, Inc. Radiation-curable compositions containing alternating copolymers of isobutylene-type monomers
WO2010149580A1 (en) 2009-06-24 2010-12-29 Societe De Technologie Michelin Tyre rubber composition comprising an acetylacetonate compound
WO2017170655A1 (en) 2016-03-31 2017-10-05 Compagnie Generale Des Etablissements Michelin A tire having a tread comprising a rubber composition
WO2017170654A1 (en) 2016-03-31 2017-10-05 Compagnie Generale Des Etablissements Michelin A tire having a tread comprising a rubber composition

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3216987A1 (en) * 1982-05-06 1983-11-17 Chemische Werke Hüls AG, 4370 Marl PHENYL-SUBSTITUTED ACRYLIC ACID ESTER AND THE USE THEREOF
WO2007105898A1 (en) * 2006-03-13 2007-09-20 Lg Chem, Ltd. Method for preparation of 1-alkene-acrylate based copolymer

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003070833A2 (en) * 2002-02-15 2003-08-28 Ppg Industries Ohio, Inc. Radiation curable compositions containing copolymers of isobutylene and acrylic monomers
WO2003070833A3 (en) * 2002-02-15 2003-11-27 Ppg Ind Ohio Inc Radiation curable compositions containing copolymers of isobutylene and acrylic monomers
US7019041B2 (en) 2002-02-15 2006-03-28 Ppg Industries Ohio, Inc. Radiation-curable compositions containing alternating copolymers of isobutylene-type monomers
WO2010149580A1 (en) 2009-06-24 2010-12-29 Societe De Technologie Michelin Tyre rubber composition comprising an acetylacetonate compound
WO2017170655A1 (en) 2016-03-31 2017-10-05 Compagnie Generale Des Etablissements Michelin A tire having a tread comprising a rubber composition
WO2017170654A1 (en) 2016-03-31 2017-10-05 Compagnie Generale Des Etablissements Michelin A tire having a tread comprising a rubber composition

Also Published As

Publication number Publication date
FR2087786A5 (en) 1971-12-31
DE2110189A1 (en) 1971-09-16
NL7102802A (en) 1971-09-07
CA963599A (en) 1975-02-25
BE763732A (en) 1971-09-03

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee