A Green Approach for the Synthesis and Thiol-ene Modification of Alkene Functionalized Poly(2-oxazoline)s

Kempe, Kristian; Hoogenboom, Richard; Schubert, Ulrich S.

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 8C, 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-b-D-glycopyranose in ‘‘green’’ solvents is demonstrated.

Year:

2011

Type of Publication:

Article

Journal:

Macromolecular Rapid Communications

Volume:

32

Pages:

1484 - 1489