Thiol-epoxy “click” chemistry: Application in preparation and postpolymerization modification of polymers

Mihaiela C. Stuparu, Anzar Khan

Research output: Contribution to journalArticle

51 Citations (Scopus)

Abstract

Base-catalyzed reaction between a thiol and an epoxide group is a simple fusion process that leads to the formation of a β-hydroxythio-ether linkage. This reaction is efficient, regio-selective, and fast. In addition, it produces a reactive hydroxyl group upon completion. Therefore, it is of considerable potential in synthesis of reactive and functional soft materials. Here, we discuss the fundamental aspects of this process, the so-called thiol-epoxy “click” reaction, and its utility in the preparation and post-polymerization functionalization of polymers and crosslinked networks. Furthermore, its application in surface modification of solid substrates is also considered. Finally, utility of multifunctional materials created using the thiol-epoxy reaction is discussed in the biomedical arena.

Original languageEnglish
Pages (from-to)3057-3070
Number of pages14
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume54
Issue number19
DOIs
Publication statusPublished - 2016 Jan 1

Keywords

  • click chemistry
  • functionalization of polymers
  • sequential reactions
  • structure
  • synthesis

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

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