Ring-opening polymerization of imidazole epoxides for the synthesis of imidazole-substituted polyethylene oxides

Sean M. Ramirez, John M. Layman, Philippe Bissel, Timothy E. Long

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

The synthesis and polymerization of imidazole-substituted epoxides, a novel family of monomers and polymers, for potential incorporation into polymeric therapeutics, ion- transport membranes, and catalysis/metal coordination has been reported. Imidazole-substituted epoxide monomers, l-tritylimidazole-2- ethylene oxide (TTm-2-EO) and l-tritylimidazole-4-ethylene oxide (TTm-4-EO), were prepared using a three-step and two-step synthetic approach starting from imidazole (Tm) or imidazole-4-car- boxaldehyde (Tm-4-ca). The ability to tune molecular weight, topology, architecture, and functionality has catalyzed the discovery of biocompatible polymers for emerging biomedical technologies. The polymerization reactions were initially yellow, heterogeneous solutions that became homogeneous as polymerization progressed. Novel imidazole-substituted epoxide monomers were successfully synthesized and polymerized using anionic ROP.

Original languageEnglish (US)
Pages (from-to)8010-8012
Number of pages3
JournalMacromolecules
Volume42
Issue number21
DOIs
StatePublished - Nov 10 2009
Externally publishedYes

ASJC Scopus subject areas

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

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