Protecting group free synthesis of nitroxide-functionalized poly(2-oxazoline)s: direct access to electroactive polynitroxides

Abstract

Herein, we report the simple and direct cationic ring opening polymerization (CROP) of a nitroxide bearing 2-oxazoline monomer to yield redox-active poly[1-oxyl-2,2,6,6-tetramethylpiperidin-4-(2-oxazoline)] (PTOx) with no requirement for protecting group chemistries. The spin and redox activity of the polymer are quantitatively retained as confirmed by cyclic voltammetry and electron paramagnetic resonance spectroscopy, while yielding a comparable oxidation potential to that of PTMA in preliminary electrochemical characterization.