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Main-chain type benzoxazine polymers consisting of polypropylene glycol and phenyleneethynylene units: spacer effect on curing behavior and thermomechanical properties

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Abstract

Benzoxazine polymers containing phenyleneethynylene and polypropylene glycol (PPG) in the main chain, poly(1)230, poly(1)400 and poly(1)2000, were synthesized by a Mannich reaction of the corresponding ethynylenebisphenol, paraformaldehyde and PPG diamines with Mn = 230–2,000. The curing temperature of poly(1) decreased from 212 to 182 °C as the Mn of the PPG chain decreased from 2,000 to 230. Poly(1)230–2000 was heated at 200–250 °C to obtain the corresponding polymers, and poly(1)′230–2000 was cured by ring-opening polymerization of the benzoxazine moieties. The structures of the polymers were elucidated by 1H-NMR and IR spectroscopies before and after curing. Poly(1)′230–2000 became flexible upon increasing the Mn of the PPG chain. Poly(1)′230 showed Tg as high as 253 °C. Poly(1)′230–2000 was thermally stable at approximately 300 °C, presumably due to the existence of rigid phenyleneethynylene moieties.

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Acknowledgements

The authors are grateful to Prof. Miyuki Harada and Ms. Saki Ota at Kansai University for the measurement of DMA.

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Authors and Affiliations

  1. Department of Chemistry and Materials Engineering, Faculty of Chemistry, Materials and Bioengineering, Kansai University, 3-3-35 Yamate-cho, Suita, Osaka, 564-8680, Japan

    Takumi Kobayashi, Masanobu Muraoka, Masahide Goto, Hiromitsu Sogawa & Fumio Sanda

  2. Chemicals R & D Group, HPM Research and Development Department, High Performance Materials Company, ENEOS Corporation, 8 Chidori-cho, Naka-ku, Yokohama, Kanagawa, 231-0815, Japan

    Masaki Minami

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  1. Takumi Kobayashi
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Main-Chain Type Benzoxazine Polymers Consisting of Polypropylene Glycol and Phenyleneethynylene Units. Spacer Effect on the Curing Behavior and Thermomechanical Properties

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Kobayashi, T., Muraoka, M., Goto, M. et al. Main-chain type benzoxazine polymers consisting of polypropylene glycol and phenyleneethynylene units: spacer effect on curing behavior and thermomechanical properties. Polym J 54, 133–141 (2022). https://doi.org/10.1038/s41428-021-00568-x

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