Additions- und bzw. oder Substitutionsprodukte von N-3-oxokohlenwasserstoffsubstituierten Acrylamiden und ein Verfahren zu ihrer Herstellung

摘要

1,193,709. Reaction products of N-3-oxohydrocarbon-substituted acrylamides with active hydrogen compounds. LUBRIZOL CORP. 22 Sept., 1967 [13 Oct., 1966 (2); 2 Aug., 1967; 7 Aug., 1967], No. 43194/67. Heading C2C. [Also in Division C3] A compound having one of the following formulµ or a composition comprising at least one of the compounds wherein each of R1, R2, R3, R4 and R5 is hydrogen or a hydrocarbon radical, R6 is hydrogen or a C 1-10 alkyl radical, each R n is individually a divalent radical which is non-reactive with carbonyl, amide, olefinic, active hydrogencontaining and epoxy groups, X is a divalent bridging atom or radical derived from an active hydrogen compound H 2 X, Y1 is -CH(R6)-CH 2 (X-Rn) n X-Y3, Y3 is hydrogen or forms with Y1 or Y2 a cyclic or polymeric structure, Z is in which the carbon atom is directly attached to R1 and -CR2R3, X1 is a trivalent radical formed by abstracting a hydrogen atom from X, and n is an integer from 0 to 100, may be obtained, for example, by reacting an N-3-oxohydrocarbon-substituted acrylamide of the formula with the appropriate active hydrogen-containing compound. The hydrocarbon radicals R1-R5 may be aliphatic, cycloaliphatic or aromatic and may contain substituents such as halogen, ether, ester and nitro groups. The divalent radicals Rn are preferably hydrocarbon groups which may be substituted or contain other elements such as nitrogen, phosphorous and silicon, or they may be derived from polyamides or polyurethanes. The bridging radical X may be derived from an active hydrogen compound such as NH 3 , H 2 O, RNH 2 , RPH 2 , PH 3 or H 2 S. Preferred compositions are obtained by reacting diacetone acrylamide or methacrylamide or diacetophenone acrylamide with amino compounds such as polyalkylene polyamines, phenylene diamine, methylene dianiline, aminoethyl piperazine, diaminodiphenyl sulphone, dicyandiamide, low molecular weight, amineterminated polyamides or 1-amino-1-methyl-4- (2 - amino - 2 - propyl) - cyclohexane, suitably at a temperature of 25-150‹ C. and optionally in the presence of a solvent, and employing an equivalent weight ratio of the amide to the amine compound of less than 1. Examples are also given of the reaction of the acrylamide starting material with hydroxylamine, semicarbazide hydrochloride, sodium bisulphite, n-butylamine and thiourea. The products may be employed to cure epoxy resins.