GB572827A - The preparation of copolymers from substituted acrylonitriles and 1-3 butadiene or derivatives thereof - Google Patents

The preparation of copolymers from substituted acrylonitriles and 1-3 butadiene or derivatives thereof

Info

Publication number
GB572827A
GB572827A GB2561/42A GB256142A GB572827A GB 572827 A GB572827 A GB 572827A GB 2561/42 A GB2561/42 A GB 2561/42A GB 256142 A GB256142 A GB 256142A GB 572827 A GB572827 A GB 572827A
Authority
GB
United Kingdom
Prior art keywords
alpha
acrylonitrile
butadiene
ethoxy
derivatives
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
GB2561/42A
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.)
Wingfoot Corp
Original Assignee
Wingfoot Corp
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 Wingfoot Corp filed Critical Wingfoot Corp
Publication of GB572827A publication Critical patent/GB572827A/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
    • C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
    • C08F236/02—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
    • C08F236/04—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
    • C08F20/00—Homopolymers and 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
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/42—Nitriles
    • C08F20/50—Nitriles containing four or more carbon atoms
    • 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
    • C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
    • C08F236/02—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
    • C08F236/04—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
    • C08F236/14—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 containing elements other than carbon and hydrogen
    • C08F236/16—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 containing elements other than carbon and hydrogen containing halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

A synthetic rubber-like mass is prepared by copolymerization of acrylonitriles substituted in the alpha position by an alkoxy group with 1,3-butadiene or chloro or methyl derivatives thereof. Polymerization is preferably effected by heating the monomers to a temperature between 25 DEG and 80 DEG C. in aqueous emulsion in the presence of an oxidizing polymerization catalyst such as sodium perborate or benzoyl peroxide. Suitable substitute acrylonitriles are alpha methoxy acrylonitrile, alpha ethoxy acrylonitrile, alpha propoxy acrylonitrile, alpha n-butoxy acrylonitrile, alpha isobutoxy acrylonitrile and suitable derivatives of 1,3-butadiene are isoprene; 2,3-dimethyl butadiene-1,3; 2-chloro butadiene-1,3; and 2-3-dichloro butadiene-1,3. Example 1 describes the preparation of copolymers from mixtures containing 60 per cent by weight of 1,3-butadiene and 40 per cent of alpha ethoxy acrylonitrile, alpha methoxy acrylonitrile, or alpha n-butoxy acrylonitrile at various pH values adjusted by addition of McIlvaine type phosphate-citrate buffers. The reaction mixture also contains sodium lauryl sulphate, carbontetrachloride, sodium cyanide solution, acetaldehyde and sodium perborate. Polymerization is effected in a closed bomb at 38 DEG C. An example is also given of curing a compounded mixture containing the copolymer of alpha ethoxy acrylonitrile and 1,3-butadiene, together with sulphur, stearic acid, benzothiazyl diethyl sulfenamide and carbon black. U.S.A. Specification 2,326,373 is referred to.
GB2561/42A 1941-05-16 1942-02-26 The preparation of copolymers from substituted acrylonitriles and 1-3 butadiene or derivatives thereof Expired GB572827A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US572827XA 1941-05-16 1941-05-16

Publications (1)

Publication Number Publication Date
GB572827A true GB572827A (en) 1945-10-25

Family

ID=22009638

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2561/42A Expired GB572827A (en) 1941-05-16 1942-02-26 The preparation of copolymers from substituted acrylonitriles and 1-3 butadiene or derivatives thereof

Country Status (1)

Country Link
GB (1) GB572827A (en)

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