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Poly(ascorbyl acrylate)s: Synthesis and evaluation of their redox polymerization ability in the presence of hydrogen peroxide
Authors:Dequan Zhuang  Jun Nie  Jing Yang
Affiliation:1. State Key Laboratory of Chemical Resource, College of Life Science and Technology, Beijing University of Chemical Technology, Beijing 100029, China;2. College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China
Abstract:In this work, a strategy for chemical synthesis of ascorbic acid functionalized polyacrylates (PAAA) was accomplished in a two‐step process, first a reversible addition fragmentation chain‐transfer (RAFT) polymerization on a benzyl‐protected ascorbyl acrylate monomer, followed by a deprotection (debenzylation) reaction. The polymers were characterized by 1H NMR, 13C NMR and gel permeation chromatograph. The polymerization ability of redox pair including PAAA and H2O2 were conducted through the measurement of 2‐hydroxyethyl acrylate (HEA) conversion against time via real‐time FT‐NIR. It was found that PAAA in the presence of H2O2, independent on itself chain length, exhibited much faster polymerization than small molecule ascorbic acid (smAA) as reductant at identical condition. Interestingly, when the concentration of ascorbate repeating unit was over some critical value, the polymerization kinetics of HEA could be tunable by simply adjusting the initial molar ratio of reductant to oxidant and environmental pH. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011
Keywords:macroinitiator  polymeric ascorbic acid  kinetics (polym.)  redox polymers  reversible addition fragmentation chain transfer (RAFT)
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