Patent GB-897726-A (GB)
Title: A process for the manufacture of hardened artificial resin materials and compositions therefor
IPC: C08F20/62
Filed: 1958-08-25
Abstract: A hardenable composition comprises an epoxy resin which is substantially free from carboxyl groups and contains n epoxide groups calculated on the molecular weight, where n represents a whole or fractional number greater than 1, and a copolymerization product obtained by polymerizing at least one compound containing at least one polymerizable carbon-to-carbon double bond and at least one tertiary amino group of the formula -NR1R2 in which R1 and R2 each represent a hydrocarbon radical of 1 to 6 carbon atoms which may be substituted or may be linked together to form with the nitrogen atom a heterocyclic ring, jointly with at least one non-basic amide of a copolymerizable acid, and the content of the component containing a tertiary amino group in the copolymerization product being less than 40% by weight.  As materials containing basic tertiary amino groups there are suitable such compounds as are specified for the copolymer curing agents of Specification 897,985.  As copolymerizable non-basic amides there are specified amides of acryl, methacrylic fumaric and crotonic acids, e.g. N-methyl ethyl butyl ter. octyl- and cyclohexyl acrylamides, N,N-dimethyl or dibutyl acrylamides or methacrylamides, N;N-di(b -hydroxyethyl)acrylamide, N-cyclohexyl-N-2-hydroxypropylacrylamide and hexamethylolmelamine triacrylic acid amide.  The copolymers may also contain a third copolymerization component such as a vinyl ester, vinyl halide, vinyl alkyl ketone, vinylaryl compound, esters of acrylic acid, methacrylic, a -chloracrylic, crotonic, itaconic, maleic or fumaric acids, acrylic acid itself or polymerizable olefins.  The copolymers may be used together with such compounds as triethylene tetramine, N:N-diethylpropylene diamine, tris-(dimethylaminomethyl)phenol, 4,41-diaminodiphenylmethane, phthalic, tetrahydrophthalic or hexahydrophthalic anhydride, methylendomethylenetetrahydrophthalic anhydride or hexachloroendomethylene-tetrahydrophthalic anhydride. As modifiers there can be added to the compositions epoxy-dodecane, hexadecane or octadecane or epoxidized fatty acids or fatty acid esters.  Plasticizers such as dibutyl phthalate and extenders such as quartz powder, kaolin, stone powder, glass or asbestos fibres may be added.  For use in treating leather, paper or textiles the compositions may be used in the form of an emulsion, for example, with hydrolyzed PVA, propylene glycol alginate and a nonyl-phenol/ethylene oxide reaction product.  In the examples the copolymerization products obtained from (1) N-diethylaminopropylacrylamide, N-tertiary butyl acrylamide and ethyl acrylate; (2) N-tert.-octylacrylamide and N-diethylaminophenyl acrylamide; (3) N-dimethylaminoethyl vinyl ether; (4) N-diethylaminoethyl crotonate, butyl methacrylate and di-butyl acrylamide; (5) N-diethylaminopropyl acrylamide, N-cyclohexyl-N-(2-hydroxypropyl)-acrylamide, and isobutyl acrylate; (6) diethylaminopropyl acrylamide and hexamethylolmelamine triacrylic acid amide.  Epoxy resins employed are the polyglycidyl ethers of 4,41-dihydroxydiphenyl dimethyl methane, ethylene glycol, butylene glycol; reaction products of epichlorhydrin with terephthalic acid, a phenolformaldehyde novolak or aniline. Specification 816,630 also is referred to.