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pH and reduction sensitive bio-based polyamides derived from renewable dicarboxylic acid monomers and cystine amino acid

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ABSTRACT New reduction biodegradable and pH-sensitive linear nonpeptidic polyamides were synthesized by interfacial polycondensation of diamines and cystine amino acid with dicarbonyl dichlorides derived from renewable dicarboxylic acids. The polymer… Click to show full abstract

ABSTRACT New reduction biodegradable and pH-sensitive linear nonpeptidic polyamides were synthesized by interfacial polycondensation of diamines and cystine amino acid with dicarbonyl dichlorides derived from renewable dicarboxylic acids. The polymer degradability by glutathione is enhanced by the introduction of disulfide linkages, and the response to pH change is enhanced by introducing pendant carboxylic acid functions. The results of pH sensitivity tests indicated that protonation–deprotonation of the carboxylic acid group at about pH of 4.1 with cation exchange capacity 4.5 meq g−1 and the disulfide bonds in polyamides were effectively cleaved.

Keywords: reduction; cystine amino; amino acid; derived renewable; acid; renewable dicarboxylic

Journal Title: International Journal of Polymer Analysis and Characterization
Year Published: 2017

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