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

• 大内, 誠

  Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University･Precursory Research for Embryonic Science and Technology (PRESTO), Japan Science and Technology Agency (JST)

• 澤本, 光男

  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

抄録

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.

収録刊行物

• Angewandte Chemie

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

  Wiley-Blackwell

キーワード

• Cyclopolymerisationen
• Methacrylsäure
• Radikalische
• Polymerizationen
• Sequenzkontrolle
• Untere kritische Lösungstemperatur (LCST)

詳細情報

• CRID: 1050001338406250752
• NII論文ID: 120006708250
• ISSN: 00448249
• HANDLE: 2433/243222
• 本文言語コード: en
• 資料種別: journal article
• データソース種別:
  • IRDB
  • CiNii Articles