Patent GB-923095-A (GB)
Title: Improvements in and relating to synthetic resins
IPC: C08G59/34
Filed: 1961-08-14
Abstract: A curable composition comprises an epoxidized polymer of a conjugated diene and containing at least 1% oxirane oxygen, a polycarboxylic acid compound, and a monomeric ethylenically unsaturated compound which contains no functional groups which are reactive with vicinal epoxy groups, hydroxy groups and carboxy groups, at least one component other than the monomer possessing at least one ethylenic group, the components being in such relative amounts as to provide from 0,1 to 2,5 carboxy groups of the acid compound per epoxy group and from 0,002 to 3,0 ethylenic groups of the monomeric ethylenically unsaturated compound per ethylenic group of the other components. The composition may contain a polyol in amount to provide up to 2,0 hydroxyl groups of polyol per epoxy group of the epoxidized polymer. Specified dienes are butadiene, 1- and 2-methyl-butadiene, 2-ethyl-, 1-1-dimethyl, 1-4-dimethyl, 2-3-dimethyl, 2-isopropyl, 1-n-propyl, 1-phenyl, 1-ethoxy, 1-acetoxy, 1-allyl, butadienes and 2-methyl-6-methylene-2-7-octadiene.  These dienes may be copolymerized with ethylene, higher olefins, styrene, vinyl toluene, isopropenyl benzene, 4-vinyl-cyclohexene, divinyl benzene, vinyl chloride bromide and fluoride, allyl chloride, alpha-methyl-styrene, alphachlorostyrene, 2-5-dichlorostyrene, 4-cyanostyrene, 2-hydroxystyrene, 2-acetoxystyrene, chlorotrifluoroethylene, vinylidene chloride and fluoride, methyl acrylate, methyl, ethyl and octyl methacrylate, methyl, ethyl and butyl crotonate, dimethyl, dibutyl and dioctyl maleate, diethyl fumarate and chloromaleate, vinyl acetate, butyrate, stearate, oleate, linoleate, benzoate and crotonate, vinyl 2-ethylhexanoate, allyl acetate, acrylonitrile and methacrylonitrile, acrylamide, methacrylamide, crotonamide, N-vinyl benzamide, N-vinyl-butyramide, methyl vinyl ketone, methyl isopropenyl ketone, acrolein, vinyl ethyl ether, vinyl butyl ether, 2-vinylpyridine and N-vinylcarbazole.  Specified polycarboxylic acid compounds include phthalic, tetrahydrophthalic hexahydrophthalic, chlorendic, maleic, chloromaleic, dichloromaleic, citraconic, isocitraconic, glutaric, adipic, succinic, itaconic, heptylsuccinic, 4-nitrophthalic, the naphthalic, tetraallylphthalic, lower allyl substituted bicyclo[2,21]hept-5-ene-2-3-dicarboxylic and methyl bicyclo[2,2,1]-hept-5-ene-2-3-dicarboxylic anhydrides. Maleic anhydride is preferred.  A long list of monomeric ethylenic compounds is given including most of those listed above and also containing dienes and cycloalkenes.  Many polyols are listed-1-2-6-hexanediol and triol, glycerol, ethylene glycol, 1-1-1-trimethylolpropane, resorcinol, diethylene glycol and 1-4-butanediol being used in examples.  Acid or basic catalysts, e.g. boron fluoride, aluminium chloride, and other metal halide Lewis acids, stray mineral acids, the aliphatic and aromatic hydrocarbon sulphonic acids, the alkali metal hydroxides, and amines may be present, particularly when dissolved in solvents such as the organic ethers, esters and ketones. Free radical catalysts, e.g. peroxides, hydroperoxides and peresters may be present as may also activators, e.g. cobalt naphthenate and octanoate and lead octanoate.  The compositions may be cured either partially and/or completely especially in a liquid vehicle, e.g. toluene, xylene, benzene, methyl ethyl ketone, and butyl, ethyl and amyl acetates.  Specification 860,354 is referred to.