Clickable Poly(2-Oxazoline)s as Versatile Building Blocks

Fijten, Martin W. M.; Haensch, Claudia; van Lankvelt, Bart M.; Hoogenboom, Richard; Schubert, Ulrich S.

Abstract:

Cationic ring-opening polymerization techniques are very sensitive to nucleophiles, which make it difficult to introduce different functional groups into these polymers. Clickable poly(2- oxazoline)s were synthesized and functionalization was performed by the copper(I)-catalyzed 1,3-dipolar cycloaddition between alkynes and azides. Therefore, an alkyne function is introduced into the polymer backbone by utilizing alkyne toluene-4-sulfonates as an initiator. The polymerization kinetics were investigated for four different 2-substituted-2-oxazolines and well-defined acetylene-functionalized poly(2- ethyl-2-oxazoline)s with different lengths were synthesized having
100% functionality. One of these polymers was used to demonstrate its applicability in the azide-alkyne click reaction by reaction with different azide compounds.

Year:

2008

Type of Publication:

Article

Journal:

Macromolecular Chemistry and Physics

Volume:

209

Pages:

1887 - 1895