GB732059A - Process for the production of thermoset polyamides - Google Patents

Abstract

Thermoset polyamides are prepared by condensing salts of dicarboxylic acids and N-alkylol polyamines. Other polyamide forming reactants may be present or the condensation may be carried out in the presence of polyamides. The products vary from hard, tough products to sticky elastic products depending upon the quantity of N-alkylol polyamine salt employed relative to other polyamide-forming materials or already formed polyamide. Reactants specified are N-ethylol decamethylene-diamine, N,N1 - bis - (ethylol) - tetramethylene-diamine, N,N1 - bis - (ethylol) - hexamethylene-diamine, N - propylol hexamethylene diamine and N,N1 - bis - (propylol) - hexamethylene-diamine, glutaric, adipic, methyladipic, pimelic and sebacic acids, tetra- and hexamethylene diamine, diamino-propylether, aminocaproic acid, aminoundecylic acid, caprolactam and oenantholactam. In examples: (1) N,N1-bis-(ethylol)-hexamethylene diamonium adipate is heated for 3 hours in nitrogen at 200 DEG C. to give a colourless rubbery body; (2) 100 parts of caprolactam and 30 parts of N,N1-bis-(ethylol)-hexamethylene diammonium adipate are heated in nitrogen for four hours at 260 DEG C. to give a colourless hard rubber-like body; (3) 30 parts of N,N1-bis-(ethylol)-hexamethylene diammonium adipate are added to a polyamide melt from 60 parts hexamethylene diammonium adipate and 40 parts caprolactam to give a viscous melt after 15 minutes which can be cast to yield, after cooling, bodies of high impart strength; (4) 5 parts of a salt from adipic acid and a mixture of hexamethylene diamine and N-oxyethylated hexamethylene diamine are added to a polyamide melt from caprolactam giving after 15 minutes a viscous mass yielding bodies of high impact strength; (5) 5 parts of N,N1-bis-(propylol)-hexamethylene diammonium adipate are added to a melt of polyhexamethyleneadipamide giving a viscous product which coagulates to a tough insoluble polymer. Specification 724,236 is referred to.ALSO:N-alkylol polyamines are produced by reacting polyamines with alkylene oxides or chlorohydrins. Salts may be formed from the products by neutralizing with dicarboxylic acids. The salts may be polymerized by heating (see Group IV (a)). In an example, 44 parts of ethylene oxide are introduced with agitation into 150 parts by weight hexamethylene diamine, and the product neutralized with adipic acid. N-(ethylol)-decamethylene diamine, N,N1 - bis - (ethylol) - hexamethylene and tetramethylene diamines, N-(propylol)-hexamethylene diamine and N,N1-bis-(propylol)-hexamethylene diamine are also referred to and their salts with glutaric, adipic, pimelic and sebacic acids.