Synthesis and Properties of Dual-curable Polymers Containing Oxetanyl, Methacryloyl and Carboxyl Grous

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  • NOSAKA Mami
    Depertment of Material and Life Chemistry, Faculty of Engeneering, Kanagawa University
  • KUDO Hiroto
    Depertment of Material and Life Chemistry, Faculty of Engeneering, Kanagawa University
  • NISHIKUBO Tadatomi
    Depertment of Material and Life Chemistry, Faculty of Engeneering, Kanagawa University

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  • 主鎖にオキセタニル基と側鎖にメタクリロイル基或いはカルボキシル基を有するデュアルキュアー型硬化性樹脂の合成とその性質
  • シュサ ニ オキセタニルキ ト ソクサ ニ メタクリロイルキ アルイワ カルボキシルキ オ ユウスル デュアルキュアーガタ コウカセイ ジュシ ノ ゴウセイ ト ソノ セイシツ

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The polyaddition reactions of 3, 3-bis (4-carboxylphenyloxymethyl) oxetane (OX) to bisepoxides [bisphenol A diglycidylether (BPGE), 4, 4′-bisglycidyloxybiphenyl (GBiPhe), and 1, 4-bisglycidyloxybenzene (GPhe)] were carried out in the presence of tetrabutylammonium bromide (TBAB) at 90°C for 24 h to give the polymers (P1-OX, P2-OX, and P3-OX) with Mn′s = 14000, 13800 and 13300 in 91, 89, and 88% yields, respectively. The reactions of P1-OX, P2, -OX, and P3-OX with methacrylic anhydride were performed to give the corresponding dual-curable polymers (P1-OX-MA, P2-OX-MA, and P3-OX-MA) with both methacryloyl and oxetanyl groups in the side chains. Furthermore, the reactions of P1-OX, P2-OX, and P3-OX with tetrahydrophthalic anhydride were performed to give the corresponding dualcurable polymers (P1-OX-CA, P2-OX-CA and P3-OX-CA) with both carboxyl and oxetanyl groups in the side chains. The photo-polymerization reactions of P1-OX-MA, P2-OX-MA, and P3-OX-MA were performed in a film state using a photo-radical initiator or a photo-acid generator. The thermally curing reactions of P1-OX-CA, P2-OX-CA and P3-OX-CA were performed in a film state using TPPI. Thus combining both the photo and thermal reactions, dually-curing reactions were successfully performed in a film state using the photo-radical initiator and the photo-acid generator to give the corresponding cured films. The thermal properties of resulting cured films were examined.

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