Synthesis of Polyesters Containing Norbornadiene Residues in the Main Chain by the Copolymerization of Norbornadiene Dicarboxylic Acid Anhydride with Epoxy Compounds.

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  • TSUBATA Akinori
    Department of Applied Chemistry, Faculty of Engineering, Kanagawa University
  • KAMEYAMA Atsushi
    Department of Applied Chemistry, Faculty of Engineering, Kanagawa University
  • NISHIKUBO Tadatomi
    Department of Applied Chemistry, Faculty of Engineering, Kanagawa University

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  • ノルボルナジエンジカルボン酸無水物とエポキシ化合物との開環共重合による光反応性ポリエステルの合成
  • ノルボルナジエンジカルボンサン ムスイブツ ト エポキシ カゴウブツ ト ノ

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Abstract

The syntheses of polyesters containing norbornadiene (NBD) residues in the main chain were studied. The ring-opening copolymerization of 2, 5-NBD-2, 3-dicarboxylic acid anhydride (NBDA) with phenyl glycidyl ether using stannous chloride as a catalyst at room temperature for 3 days in toluene gave a polyester containing NBD residues in the main chain in high yield. The number average molecular weight of the resulting polyester was nearly 3500. The ring-opening copolymerization of NBDA with various epoxy compounds under the same conditions proceeded to give the corresponding NBD polyesters. The photochemical valence isomerization of NBD polymers in the film state proceeded quantitatively to produce the corresponding quadricyclane (QC) polymers upon irradiation with a xenon lamp for 7 h. However, it was also found that these polymers were effectively sensitized by the addition of 4, 4′-bis (diethylamino) benzophenone or 4- (dimethylamino) benzophenone. The photo-irradiated polymers containing QC moieties released about 70-79 kJ/mol of thermal energy.

Journal

  • KOBUNSHI RONBUNSHU

    KOBUNSHI RONBUNSHU 53 (9), 530-536, 1996

    The Society of Polymer Science, Japan

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