Polythioethers by thiol-ene click polyaddition of α,ω-alkylene thiols

Macromol Rapid Commun. 2013 Jun 25;34(12):1020-5. doi: 10.1002/marc.201300265. Epub 2013 May 6.

Abstract

The straightforward synthesis of a series of poly(thioether)s by photoinduced thiol-ene click polyaddition of α,ω-alkylene thiols is reported. It is found that linear and telechelic poly(thioether)s can be directly obtained from α,ω-alkylene thiols with, for example, alkyl chain length of m = 1,2,3, and 9. The reaction proceeds without additives such as (radical) initiators or metal compounds and can simply be carried out by UV-irradiation of the bulk monomer or monomer solution. Ex situ kinetic studies reveal that the reaction proceeds by a typical a step-growth polyaddition mechanism. As the homologue series of poly(thioether)s are now synthetically accessible, new direct pathways to tailored poly(alkyl sulphoxide)s and poly(alkyl sulfone)s are now possible.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Click Chemistry
  • Kinetics
  • Molecular Structure
  • Polymerization
  • Polymers / chemical synthesis*
  • Polymers / chemistry
  • Sulfhydryl Compounds / chemistry*
  • Sulfides / chemistry*

Substances

  • Alkenes
  • Polymers
  • Sulfhydryl Compounds
  • Sulfides