GB951025A - Improvements relating to copolymers of ethylene and acrylonitrile - Google Patents

Improvements relating to copolymers of ethylene and acrylonitrile

Info

Publication number
GB951025A
GB951025A GB2127762A GB2127762A GB951025A GB 951025 A GB951025 A GB 951025A GB 2127762 A GB2127762 A GB 2127762A GB 2127762 A GB2127762 A GB 2127762A GB 951025 A GB951025 A GB 951025A
Authority
GB
United Kingdom
Prior art keywords
ethylene
acrylonitrile
copolymers
methacrylate
azobis
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
GB2127762A
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB951025A publication Critical patent/GB951025A/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
    • 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
    • C08F220/42—Nitriles
    • C08F220/44—Acrylonitrile
    • 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
    • C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/04—Homopolymers or copolymers of ethene
    • C08L23/08—Copolymers of ethene
    • C08L23/0846—Copolymers of ethene with unsaturated hydrocarbons containing other atoms than carbon or hydrogen atoms
    • C08L23/0869—Acids or derivatives thereof

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

An elastomeric copolymer consisting of 1.7 to 5 molar proportions of structural units derived from ethylene and 1.0 molar proportion of structural units derived from acrylonitrile of which not more than one-tenth molar proportion may be replaced by structural units derived from one or more compounds of formula <FORM:0951025/C3/1> in which R is hydrogen or a methyl radical and R1 is -COOH, -CONH2, -COOCH2.CH2OH, <FORM:0951025/C3/2> , -COOCH2.CH=CH2, -COOCH2CH2Cl or -CONH.CH2.CH=CH2, is prepared by copolymerizing ethylene with the other comonomer or comonomers in the presence of a free radical catalyst at a temperature between 20 DEG and 200 DEG C. and under a pressure of at least 900 atmospheres in the absence of oxygen. Monomers of the formula <FORM:0951025/C3/3> mentioned are acrylic and methacrylic acid, acrylamide and methacrylamide, b -hydroxyethylacrylate and -methacrylate, glycidyl acrylate and methacrylate, allyl acrylate and methacrylate, b -chloroethyl-acrylate and methacrylate, N-allyl methacrylamide and acrylamide. The preferred catalyst is azodicyclohexane carbonitrile, but others listed are trichloroacetyl peroxide; heptafluorobutyryl peroxide; a , a 1-azobis(a ,g ,g ,-trimethyl valeronitrile); a ,a 1-azobis(a ,g -dimethyl-valeronitrile); lauroyl, benzoyl and acetyl peroxides; a ,a 1-azodiisobutyronitrile; ammonium and potassium persulphates; t-butylperacetate; di-t-butyl peroxy dicarbonate; potassium azodisulphonate; 2-21-azobis(2-methylpropionitrile) and 2-21-azobis(2,21-methylvaleronitrile). A bulk process may be used for the copolymerization or it may be carried out in water or in an inert solvent e.g. methyl or t-butyl formate, t-butylalcohol, benzene and methyl acetate. The copolymers can be cured by heating with a free radical generator, many of which are specified, together, if desired, with a free radical acceptor such as a N-substituted maleimide, an N,N1-substituted bismaleimide, an N,N1-substituted bisacrylamide, a cyclic triacryloylhexahydrotriazine, or mixtures thereof. Compounding agents may be incorporated in the copolymers, (many are mentioned). In the examples the copolymers prepared are ethylene/acrylonitrile, ethylene/acrylonitrile/allyl acrylate and ethylene/acrylonitrile/allyl methacrylate having inherent viscosities from 0.24 to 0.93. In two of the examples ethylene/acrylonitrile copolymers were compounded with (a) furnace black, dicumyl peroxide, CaCo3 and phenylenediamine bismaleimide or (b) furnace black, CaCo3, phenylenediamine bismaleimide and 2,5-bis(t-butylperoxy)-2,5-dimethyl hexane. The copolymers can be used in the preparation of tyres, inner tubes, belts, tubing, wire and cable jackets, footwear, sponges, coated fabrics and other coated or moulded articles.
GB2127762A 1961-06-27 1962-06-01 Improvements relating to copolymers of ethylene and acrylonitrile Expired GB951025A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US11984361A 1961-06-27 1961-06-27

Publications (1)

Publication Number Publication Date
GB951025A true GB951025A (en) 1964-03-04

Family

ID=22386715

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2127762A Expired GB951025A (en) 1961-06-27 1962-06-01 Improvements relating to copolymers of ethylene and acrylonitrile

Country Status (3)

Country Link
DE (1) DE1520499C3 (en)
GB (1) GB951025A (en)
NL (2) NL280111A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3326870A (en) * 1963-06-14 1967-06-20 Sumitomo Chemical Co Copolymers of olefins and acrylonitrile and a process for producing the same
US3717615A (en) * 1969-04-25 1973-02-20 Gen Electric Polyimides
EP2105451A3 (en) * 2006-10-23 2009-10-28 Fujifilm Corporation Nitrile group-containing polymer and method of synthesizing the same, composition containing nitrile group-containing polymer, and laminate

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3326870A (en) * 1963-06-14 1967-06-20 Sumitomo Chemical Co Copolymers of olefins and acrylonitrile and a process for producing the same
US3717615A (en) * 1969-04-25 1973-02-20 Gen Electric Polyimides
EP2105451A3 (en) * 2006-10-23 2009-10-28 Fujifilm Corporation Nitrile group-containing polymer and method of synthesizing the same, composition containing nitrile group-containing polymer, and laminate
US8084564B2 (en) 2006-10-23 2011-12-27 Fujifilm Corporation Metal-film-coated material and process for producing the same, metallic-pattern-bearing material and process for producing the same, composition for polymer layer formation, nitrile group-containing polymer and method of synthesizing the same, composition containing nitrile group-containing polymer, and laminate

Also Published As

Publication number Publication date
DE1520499C3 (en) 1974-02-07
NL280111A (en)
DE1520499A1 (en) 1969-08-07
DE1520499B2 (en) 1973-06-28
NL131014C (en)

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