Patent GB-766417-A (GB)
Title: Improvements in or relating to the production of aminolyzed acrylic ester polymers and methylol derivatives thereof
IPC: C08F8/00
Filed: 1955-02-15
Abstract: One or more acrylic ester homopolymers or copolymers are aminolyzed by reaction at 65 DEG  to 130 DEG  C. with aminoalkylalkyleneureas of the structure <FORM:0766417/IV(a)/1> where A is an alkylene group of two or three carbon atoms, and then, if desired, reacted with formaldehyde.  The polymers may be those of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, and sec.-butyl acrylates and copolymers thereof with dimethylaminopropyl, dimethylaminoethyl, tert.-octylaminoethyl, ethoxyethyl or butoxyethyl acrylate, methyl, ethyl, propyl, butyl, ethoxyethyl or dimethylaminopropyl methacrylate, dimethyl or diethyl itaconate, dimethyl maleate, acrylamide, methacrylamide, N - ethylacrylamide, N - phenylacrylamide, N - dimethylaminopropylacrylamide, N - methylmethacrylamide, styrene, vinyl toluene, ethylene, butadiene, vinyl acetate and propionate, allyl acetate, vinyl butyl ether, vinyloxyethyl ether, vinyl octyl ether, and allyl alkyl ethers.  The polymers are preferably formed by polymerization in solution in solvents such as benzene, toluene, xylene, and methylated naphthalenes, ethyl and butyl acetates, formamide, N-methylformamide, isopropyl ether, and chlorinated solvents, in the presence of catalysts such as benzoyl peroxide, tert.-butyl perbenzoate, azodiisobutyronitrile and dimethyl azodiisobutyrate. Aminoalkyleneureas specified are N-aminoethylethylene urea, 1-aminopropyl - 2 - hexahydropyrimidone, and 1 - beta-aminoethyl-2-imidazolidone.  Aminolysis may be carried out in the presence of alkaline catalysts such as sodium or potassium methoxide, ethoxide, propoxide, or butoxide, alkali metal dispersions and quaternary ammonium compounds such as trimethylbenzyl ammonium, dimethyldibenzyl ammonium, or trimethylhydroxyethyl ammonium hydroxide, or trimethylbenzyl ammonium butoxide, and, if desired, as a supplemental reactant, a small proportion of another reactive amine such as dimethylaminopropylamine, diethylaminopropylamine, dimethylaminoethylamine, dibutylaminoethylamine, morpholinopropylamine, morpholinoethylamine, piperidinopropylamine and pyrolidinopropylamine.  When the polymer has been aminolysed with one of the above amines as a supplemental reactant the tertiary nitrogen groups attached to the polymer may be quaternized with methyl iodide.  The products of aminolysis may also contain ester, amide, alkoxy and carboxylate groups, which latter may be converted to carboxyl groups.  The aminolysed products are used for modifying cellulosic materials, and the methylol derivatives for improving the wet strength of paper.ALSO:Textile materials, e.g. fibres, filaments, yarns, batts or woven or knitted fabrics of synthetic origin or of cotton or rayon, are sized with an aqueous solution of the product obtained by reacting one or more acrylic ester homopolymers and/or copolymers with one or more aminoalkylene ureas of the structure <FORM:0766417/IV(b)/1> where A is an alkylene group of two to three carbon atoms, the reaction product being further treated with formaldehyde, if desired.