Deslipping Behavior of Rotaxanes with Size-Complementary Components and Its Application to Recyclable Polymer

  • Kohsaka Yasuhiro
    Department of Organic and Polymeric Materials, Tokyo Institute of Technology
  • Nakazono Kazuko
    Department of Organic and Polymeric Materials, Tokyo Institute of Technology
  • Koyama Yasuhiro
    Department of Organic and Polymeric Materials, Tokyo Institute of Technology
  • Takata Toshikazu
    Department of Organic and Polymeric Materials, Tokyo Institute of Technology

Bibliographic Information

Other Title
  • サイズ相補的な構成成分をもつロタキサンの分解挙動とリサイクル材料への応用

Description

To rotaxanes, consisting of dibenzo-24-crown-8-ethers as wheel components and sec-ammonium salts as an axle components, were introduced end-capping groups with complementary size to crown ether. While the rotaxane with cyclohexyl end-cap was unstable to solvation DMSO (t1/2 = 2.6 h), the rotaxanes with t-Bu or 4-t-BuC6H4 groups as the end-caps were sufficiently stable to maintain the structure in DMSO. However, even they were gradually dissociated via a counter anion exchange of ammonium salts with Bu4N+F-. The well-controlled stability and degradability of rotaxanes were applied to the creation of recyclable polymer materials: The polyrotaxane networks were synthesized from poly(crown ether)s and sec-ammonium salts with the end-capping group whose size are complementary to crown ether. The obtained gels showed similar reactivity to that of rotaxanes mentioned above. The polyrotaxane network with t-Bu or 4-t-BuC6H4 end-cap groups maintained the cross-linked structure in various organic solvents, but was easy to be decross-linked by the addition of Bu4N+F–. The decross-linked polymer gave a transparent solution, from which the trunk polymer was obtained by reprecipitation in CH3OH. The dissociation reaction of the rotaxanes would provide the efficient concept to design chemically recyclable polymer materials.

Journal

Details 詳細情報について

  • CRID
    1390282680532304768
  • NII Article ID
    130004729326
  • DOI
    10.11494/kisoyuki.2010.0.a22.0
  • Text Lang
    ja
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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