Epoxy functionalized polymethacrylates based on various multifunctional D-glucopyranoside acetals

作者:Neugebauer Dorota*; Mielanczyk Anna; Waskiewicz Sylwia; Biela Tadeusz
来源:Journal of Polymer Science Part A: Polymer Chemistry , 2013, 51(11): 2483-2494.
DOI:10.1002/pola.26642

摘要

The synthesis of acetal-derived d-glucopyranosides with a various number of hydroxyl groups (the first step, acetalization) and their modified forms with bromoester groups (the second step, esterification) are presented here. The latter, due to the type of functional groups, can be used to initiate the controlled atom transfer radical polymerization. The copolymerizations of equimolar feed of methacrylate monomers, namely, methyl methacrylate and glycidyl methacrylate, were initiated by prepared new glycoinitiators, based on methyl -d-glucopyranoside (MedGlu) or 2-(hydroxymethyl)phenyl--d-glucopyranoside (salicin), in the presence of the catalyst system CuCl/dNbpy in anisole at 30 degrees C. The conditions were sufficient for successful synthesis of well-defined copolymers with sugar cores sheltered by two-, three-, four-, or six-polymethacrylate segments with various polymerization degrees (DParm=15 70) and low dispersity indices (D=1.151.30). Because of the presence of oxirane groups, the star-copolymers can be functionalized in further steps by biologically active compounds or modified to amphipilics.

  • 出版日期2013-6-1