Amino Acid-Based Bioanalogous Polymers. Synthesis, and Study of Regular Poly(ester amide)s Based on Bis(#alpha#-amino acid) #alpha#,#omega#-Alkylene Diesters, and Aliphatic Dicarboxylic Acids

摘要

The purpose of this research was to synthesize new regular poly(ester amide)s (PEAs) consisting of nontoxic buiding blocks like hydrophobic #alpha#-amino acids, #alpha#,#omega#-diols, and aliphatic dicarboxylic acids, and to examine the effects of the structure of these building block components on some physico-chemical and biochemical properties of the polymers. PEAs were prepared by solution polycondensation of di-p-toluenesulfonic acid salts of bis-(#alpha#-amino acid)#alpha#,#omega#-alkylene diesters and di-p-nitrophenyl esters of diacids. Optimal conditions of this reaction have been studied. High molecular weight PEAs (M_w = 24,000-167,000) with narrow polydispersity (M_w/M_n = 1.20-1.81) were prepared under the optimal reaction conditions and exhibited excellent film-forming properties. PEAs obtained are mostly amorphous materials with T_g from 11 to 50 dge C, #alpha#-Chymotrypsin catalyzed in vitro hydrolysis of these new PEA substrates was studied to assess the effect of the building blocks of these new PEA substrates was studied to assess the effect of the building blocks of these new polymers on their biodegradation properties.