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A novel synthetic strategy for copolymers of vinyl alcohol: Radical copolymerization of alkoxyvinylsilanes with styrene and oxidative transformation of C?Si(OR)2Me into C?OH in the copolymers to afford poly(vinyl alcohol‐ran‐styrene)s
Authors:Eiji Ihara  Atsushi Kurokawa  Tomomichi Itoh  Kenzo Inoue
Affiliation:1. Venture Business Laboratory, Department of Material Science and Biotechnology, Graduate School of Science and Engineering, Ehime University, 3 Bunkyo‐cho, Matsuyama 790‐8577, JapanVenture Business Laboratory, Department of Material Science and Biotechnology, Graduate School of Science and Engineering, Ehime University, 3 Bunkyo‐cho, Matsuyama 790‐8577, Japan;2. Venture Business Laboratory, Department of Material Science and Biotechnology, Graduate School of Science and Engineering, Ehime University, 3 Bunkyo‐cho, Matsuyama 790‐8577, Japan
Abstract:As a novel synthetic strategy for copolymers of vinyl alcohol, we propose herein copolymerization of alkoxyvinylsilanes with other vinyl monomers, followed by oxidative cleavage of the alkoxysilyl groups attached to the main chain of the resulting copolymers. Radical copolymerization of di(isobutoxy)methylvinylsilane 1 with styrene afforded poly( 1 ‐ran‐styrene)s with a variety of compositions of both repeating units, although the Mn's (<9000) and yields (<35%) were rather low. The oxidative cleavage of the alkoxysilyl groups in the copolymers with m‐chloroperbenzoic acid proceeded efficiently, giving poly(vinyl alcohol‐ran‐styrene)s, which were soluble in common organic solvents. The structures of the poly(vinyl alcohol‐ran‐styrene)s were characterized by NMR, GPC, elemental analysis, and matrix‐assisted laser desorption time‐of‐flight mass spectrometry (MALDI‐TOF‐MS). © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 3648–3658, 2007
Keywords:copolymerization  poly(alkoxyvinylsilane)  polymer reaction  polystyrene  radical polymerization
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