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

Abstract

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. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016 , 54 , 3057–3070