Hetero‐chain polymers based on natural amino acids. Synthesis of polyamides from <i>N</i>^α, <i>N</i>^ε‐bis(trimethylsilyl)lysine alkyl esters

Abstract

Abstract High‐molecular‐weight polyamides based on the natural amino acid lysine were synthesized by condensation of N α , N ε ‐bis(trimethylsilyl)lysine alkyl esters ( 1a–c ) with derivatives of aromatic dicarboxylic acids ( 2a–c ). The best results were obtained with diacyl dichlorides. However, in the case of aliphatic dicarboxylic acid derivatives, preference should be given to their active diesters. The properties of the resulting polyamides were shown to be determined, to a considerable degree, by the nature of the reaction medium. Polyamides with free carboxyl groups, capable of further polymeranalogous conversions, were obtained by means of saponification of the side chain alkyl ester groups. The substituted phenols, resulting from the polycondensation of 1a–c with active diesters, could be used for the synthesis of polyamides with active ester groups in the side chains.