Alternating Sequence Control for Carboxylic Acid and Hydroxy Pendant Groups by Controlled Radical Cyclopolymerization of a Divinyl Monomer Carrying a Cleavable Spacer

HANDLE Open Access
  • Ouchi, Makoto
    Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University･Precursory Research for Embryonic Science and Technology (PRESTO), Japan Science and Technology Agency (JST)
  • Nakano, Marina
    Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University
  • Nakanishi, Tomoya
    Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University
  • Sawamoto, Mitsuo
    Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University

Abstract

By utilizing features of the hemiacetal ester (HAE) bond: easy formation from vinyl ether and carboxylic acid and easy cleavage into different functional groups (‐COOH and ‐OH), we achieved control of the alternating sequence of two functional pendant groups of a vinyl copolymer. Methacrylate‐ and acrylate‐based vinyl groups were connected through HAE bonds to prepare a cleavable divinyl monomer, which was cyclo‐polymerized under optimized conditions in a ruthenium‐catalyzed living radical polymerization. Subsequent cleavage of the HAE bonds in the resultant cyclo‐pendant led to a copolymer consisting of alternating methacrylic acid and 2‐hydroxyethyl acrylate units as analyzed by ¹³C NMR spectroscopy. The alternating sequence of ‐COOH and ‐OH pendants specifically provided a lower critical solution temperature (LCST) in an ether solvent, which was not observed with the random copolymer of same composition ratio.

Journal

  • Angewandte Chemie

    Angewandte Chemie 128 (47), 14804-14809, 2016-11-14

    Wiley-Blackwell

Keywords

Details 詳細情報について

  • CRID
    1050001338406250752
  • NII Article ID
    120006708250
  • ISSN
    00448249
  • HANDLE
    2433/243222
  • Text Lang
    en
  • Article Type
    journal article
  • Data Source
    • IRDB
    • CiNii Articles

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