Poly[(amino acid ester)phosphazenes]: Synthesis, Crystallinity, and Hydrolytic Sensitivity in Solution and the Solid State

Harry R. Allcock, Shawn R. Pucher, Angelo G. Scopelianos

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179 Scopus citations

Abstract

Fifteen different poly [(amino acid ester)phosphazenes] were synthesized to study their crystalline character and hydrolysis behavior in the solution and solid states. The polyphosphazenes synthesized were poly [bis(methyl glycinat-N-yl)phosphazene], poly [bis(ethyl glycinat-N-yl)phosphazene], poly [bis(tertbutyl glycinat-N-yl)phosphazene], poly[bis(benzyl glycinat-N-yl)phosphazene], poly[bis(methyl alaninat-N-yl)phosphazene], poly[bis(ethyl alaninat-N-yl)phosphazene], poly[bis(tert-butyl alaninat-N-yl)phosphazene], poly[bis(benzyl alaninat-N-yl)phosphazene], poly[bis(methyl valinat-N-yl)phosphazene], poly-[bis(ethyl valinat-N-yl)phosphazene], poly [bis(tert-butyl valinat-N-yl)phosphazene], poly[bis (benzyl valinat-N-yl)phosphazene], poly[bis(methyl phenylalaninat-N-yl)phosphazene], poly[bis(ethyl phenylalaninat-N-yl) phosphazene], and poly [bis(tert-butyl phenylalaninat-N-yl)phosphazene]. The fully-substituted polymers were obtained by treatment of poly(dichlorophosphazene) with a large excess of the appropriate amino acid ester. Several of these polymers were crystalline as measured by differential scanning calorimetry and by polarized optical microscopy. Hydrolysis studies were performed to estimate the rates of decomposition of the polymers and the duration over which the polymers maintained their structural integrity. The polymers are potential biomedical materials.

Original languageEnglish (US)
Pages (from-to)1071-1075
Number of pages5
JournalMacromolecules
Volume27
Issue number5
DOIs
StatePublished - Sep 1 1994

All Science Journal Classification (ASJC) codes

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

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