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Cationic copolymerization behavior of a bicyclic orthoester having hydroxy group with glycidyl phenyl ether and volume change on their copolymerization

Authors

  • Makoto Kume,

    1. Technical Research Institute, Toppan Printing Co. Ltd., 4–2-3 Takanodai-minami, Sugito, Kita-katsushika, Saitama 345-8508, Japan
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  • Takeshi Endo

    Corresponding author
    1. Department of Polymer Science and Engineering, Faculty of Engineering, Yamagata University, Yonezawa, Yamagata 992-8510, Japan
    • Department of Polymer Science and Engineering, Faculty of Engineering, Yamagata University, Yonezawa, Yamagata 992-8510, Japan
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Abstract

This article describes cationic ring-opening copolymerization of a bicyclic orthoester having hydroxy group (BOE-OH) and glycidyl phenyl ether (GPE), and the volume shrinkage behavior during the copolymerization. THF soluble polyethers [poly(BOE-OH-co-GPE)] were obtained by the copolymerizations at 80–180°C, while crosslinked poly(BOE-OH-co-GPE) was obtained by the copolymerizations at 220–250°C. This crosslinking reaction may originate from the dehydration of methylol groups in the side chain of poly(BOE-OH-co-GPE). The volume shrinkage during the cationic copolymerization reduced as the increase of the BOE-OH feed ratio. By contrast, the volume shrinkage on the crosslinking polymerization was almost independent on the BOE-OH feed ratio. Poly(BOE-OH-co-GPE)s with higher BOE-OH composition showed lower thermal weight loss temperature owing to the release of H2O by dehydration of methylol groups. The BOE-OH component in the THF soluble poly(BOE-OH-co-GPE)s lowered the glass transition temperature (Tg), while that in the crosslinked poly(BOE-OH-co-GPE) increased the Tg probably because of the higher crosslinking density. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 101: 1356–1361, 2006

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