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Synthesis of new hydrolyzable polyurethanes from L-gulonic acid-derived diols and diisocyanates

Authors

  • Chiaki Yamanaka,

    1. Department of Materials Science and Technology, Faculty of Engineering, Kogakuin University, Nakano-cho, Hachioji, Tokyo 192-0015, Japan
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  • Kazuhiko Hashimoto

    Corresponding author
    1. Department of Materials Science and Technology, Faculty of Engineering, Kogakuin University, Nakano-cho, Hachioji, Tokyo 192-0015, Japan
    • Department of Materials Science and Technology, Faculty of Engineering, Kogakuin University, Nakano-cho, Hachioji, Tokyo 192-0015, Japan
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Abstract

New polyurethanes with lactone groups in the pendants and main chains were synthesized by the polyaddition of two kinds of L-gulonolactone-derived diols (2,3-O-isopropylidene-L-gulono-1,4-lactone and 5,6-O-isopropylidene-L-gulono-1,4-lactone) with hexamethylene diisocyanate and methyl (S)-2,6-diisocyanatohexanoate and by the subsequent deprotection of isopropylidene groups. They were hydrolyzed more quickly than the polyurethane derived from methyl β-D-glucofuranosidurono-6,3-lactone in a phosphate buffer solution, the pH value of which was 8.0, at 27 °C. © 2002 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 40: 4158–4166, 2002

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