Patent GB-1070895-A (GB)
Title: Modified olefin copolymer compositions
IPC: D06M15/263
Filed: 1965-12-22
Abstract: Copolymers containing at least 50 mol per cent of units of formula -CH2-CHA- where A is hydrogen or a C1- 8 hydrocarbon radical and at least 0.2 mol per cent of units of formula <FORM:1070895/C3/1> where C1 is a carbon atom in the polymer chain or attached thereto directly or through one or more carbon atoms, R1 is hydrogen, alkyl, carboxylic acid or ester, R11 is hydrogen or alkyl, where R1 and/or R11 are alkyl the number of carbon atoms in the alkyl groups not exceeding 5, and R is a C1- 22 hydrocarbon radical, may be prepared by reacting an olefine/unsaturated carboxylic acid or salt copolymer with an acyl halide, or by converting the olefine/acid copolymer to the corresponding acid halide copolymer and reacting this with a carboxylic acid or salt thereof.  Starting copolymers may be derived from ethylene, propylene, butene-1, styrene, pentene-1, hexene-1, heptene-1, 3-methylbutene-1, 4-methylpentene-1 and butadiene, and acrylic, methacrylic, ethacrylic, itaconic, maleic and fumaric acids, fumaric monoesters and maleic anhydride, optionally together with other comonomers such as vinyl, acrylic and methacrylic esters, acrylonitrile, vinyl methyl ether, vinyl and vinylidene halides or chlorotrifluoroethylene.  The reaction may be effected in a solvent, e.g. a cyclic hydrocarbon or halogenated hydrocarbon, and the products may be applied to organic materials containing amine, amide and hydroxyl groups, e.g. wool, nylon and cotton, to decrease shrinkage. Many suitable starting copolymers are listed and examples describe the reaction of ethylene/methacrylic acid copolymers with (I) benzoyl chloride, (II) acetyl chloride, (III) propionyl chloride, (IV) stearyl chloride, and (V) acetyl bromide; (VI) an ethylene/acrylic acid copolymer and (VII) a styrene/methacrylic acid copolymer with propionyl chloride; (VIII) an ethylene/methacrylyl chloride copolymer with sodium benzoate; and (IX) the sodium salt of an ethylene/methacrylic acid copolymer with propionyl chloride.ALSO:Fabrics made of materials having hydroxyl, amine or amide groups are treated with copolymers containing at least 50 mole per cent of units -CH2CHA- where A is hydrogen or C1-8 hydrocarbon radical and at least 0.2 mole per cent of <FORM:1070895/D1-D2/1> where C1 is a carbon atom in the polymer chain or attached directly thereto through one or more carbon atoms, IV is hydrogen, alkyl, carboxylic acid or ester, R\yF is hydrogen or alkyl, where R\sv and R\yF are alkyl the number of carbon atoms in the alkyl groups not exceeding 5, and R is a C1-22 hydrocarbon radical.  Suitable polymers are reaction products of olefin/carboxylic acid or salt copolymers with acyl halides and of olefin/acyl halide copolymers with carboxylic acids or salts. Starting polymers may be derived from ethylene, propylene, butene-1, styrene, pentene-1, hexene-1, heptene-1, 3-methyl butene-1, 4-methyl pentene-1 and butadiene, and acrylic, methacrylic, ethacrylic, itaconic, maleic and fumaric acids, fumaric monoesters and maleic anhydride, optionally together with vinyl, acrylic and methacrylic esters, acrylonitrile, vinyl methyl ether, vinyl and vinylidene halides and chlorotrifluoroethylene. Specified acyl halides are benzoyl chloride, acetyl chloride, propionyl chloride, stearoyl chloride and acetyl bromide.  In one example the treating agent is a reaction product of an ethylene/methacrylyl chloride copolymer with sodium benzoate.  The fabric may be of wool, nylon or cotton.  The fabric may be padded with organic solvent solutions of the agents and dried and cured at elevated temperatures.  In example (I) wool flannel and (X) cotton poplin are treated with perchloroethylene solutions of reaction products of ethylene/methacrylic acid copolymers with benzoyl chloride.