A green approach for the synthesis and thiol-ene modification of alkene functionallized Poly(2-oxazoline)s

Kristian Kempe, Richard Hoogenboom, Ulrich S. Schubert

Research output: Contribution to journalArticleResearchpeer-review

49 Citations (Scopus)

Abstract

The bulk polymerization of 2-(dec-9-enyl)-2-oxazoline (DecEnOx), a fatty acid-based monomer for the cationic ring-opening polymerization, is reported. Furthermore, under optimal conditions, namely microwave heating at 100 °C, the bulk copolymerization with 2-ethyl-2-oxazoline yielded well-defined copolymers. Due to its pendant alkene groups DecEnOx-based polymers possess the potential to be modified in efficient thiol-ene reactions. The functionalization with thiols, e.g., dodecanethiol and 2,3,4,6-tetra-O-acetyl-1-thio-β-D- glycopyranose in "green" solvents is demonstrated. Bulk (co)polymerizations of fatty acid-based 2-(dec-9-enyl)-2-oxazoline via cationic ring-opening polymerization are reported. Furthermore, the functionalization of the resulting homopolymers via thiol-ene reactions in "green" solvents is demonstrated.

Original languageEnglish
Pages (from-to)1484-1489
Number of pages6
JournalMacromolecular Rapid Communications
Volume32
Issue number18
DOIs
Publication statusPublished - 15 Sep 2011
Externally publishedYes

Keywords

  • kinetics (polym.)
  • poly(2-oxazoline)s
  • renewable resources
  • thiol-ene

Cite this