Novel Fluorine-containing Poly(aryl ether amide)s derived from 2,3,4,5,6-Pentafluorobenzoic Acid

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  • Tanaka Ken
    Faculty of Environmental Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Okayama 700-8530, Japan
  • Sato Natsuko
    Faculty of Environmental Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Okayama 700-8530, Japan
  • Yamazaki Shinichi
    Faculty of Environmental Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Okayama 700-8530, Japan
  • Kimura Kunio
    Faculty of Environmental Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Okayama 700-8530, Japan
  • Yamashita Yuhiko
    Faculty of Environmental Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Okayama 700-8530, Japan

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Abstract

Various amide-containing aryl fluorides were synthesized from 2,3,4,5,6-pentafluorobenzoic acid, and novel fifteen AA-BB type and three AB type fluorine-containing poly(aryl ether amide)s (F-PEA) were obtained by nucleophilic aromatic substitution reaction. The synthesized aryl fluorides possessed several reactive carbons for the nucleophilic attack and cross-linking reaction occurred at 100°C. Polymerizations were carried out at 80°C to avoid cross-linking and stopped just before gelation occurred. They had all para connected linear structures. The obtained F-PEAs showed excellent solubility and afforded tough transparent films by casting method. They also exhibited high Tg in the range of 179-273°C depending on the molecular structure. They showed good thermal stability, and even though F-PEAs contained amide linkage into the repeating unit of polymer molecule, they exhibited excellent hydrophobicity due to the incorporation of 2,3,5,6-tetrafluoro-1,4-phenylene moiety.

Journal

  • Sen'i Gakkaishi

    Sen'i Gakkaishi 62 (7), 155-161, 2006

    The Society of Fiber Science and Technology, Japan

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