A bicyclic conjugated diene monomer,tetrahydroindene, for cationic polymerization and a novel alicyclic hydrocarbon polymer with heat resistance |
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Authors: | Naomi Mizuno Kotaro Satoh Masami Kamigaito Yoshio Okamoto |
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Abstract: | This study was directed toward the cationic polymerization of tetrahydroindene (i.e., bicyclo4.3.0]‐2,9‐nonadiene), a bicyclic conjugated diene monomer, with a series of Lewis acids, especially focusing on the synthesis of high‐molecular‐weight polymers and subsequent hydrogenation for novel cycloolefin polymers with high service temperatures. EtAlCl2 or SnCl4 induced an efficient and quantitative cationic polymerization of tetrahydroindene to afford polymers with relatively high molecular weights (number‐average molecular weight > 20,000) and 1,4‐enchainment bicyclic main‐chain structures. The subsequent hydrogenation of the obtained poly(tetrahydroindene) with p‐toluenesulfonyl hydrazide resulted in a saturated alicyclic hydrocarbon polymer with a relatively high glass transition (glass‐transition temperature = 220 °C) and improved pyrolysis temperature (10% weight loss at 480 °C). The new diene monomer was randomly copolymerized with cyclopentadiene at various feed ratios in the presence of EtAlCl2 to give novel cycloolefin copolymers, which were subsequently hydrogenated into alicyclic copolymers with variable glass‐transition temperatures (70–220 °C). © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 6214–6225, 2006 |
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Keywords: | alicyclic hydrocarbon polymers bicyclic diene cationic polymerization copolymerization glass transition heat resistance hydrogenation |
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