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Synthesis of thermotropic polybenzoxazole using 3-amino-4-hydroxybenzoic acid

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Abstract

Bio-based polybenzoxazoles (PBOs) are prepared by polycondensation of diacid monomer derived from 3-amino-4-hydroxybenzoic acid with a series of aliphatic diamines. Resulting bio-based PBOs have high weight average molecular weight ranging 5.70–7.20 × 104 g/mol and show ultrahigh thermal resistance with T 10 values over 400 °C and T g values over 170 °C, which are higher than those of conventional bio-based polymers, polyamides 11 (around 60 °C) or poly(lactic acid) (56 °C). Especially hydrazide group of the bio-based PBO were cyclized to form diazole ring by annealing at 330 °C for 20 min. The resultant PBO show liquid crystalline (LC) behavior to spin fiber in a melting state. The resultant PBO fibers showed high values of Young’s modulus and mechanical strength as compared with conventional polymers polyamide 11 and poly(lactic acid) (PLA).

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Acknowledgments

This study was financially supported by JST CREST (JPMJCR13B3).

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Authors and Affiliations

  1. Graduate School of Advanced Science and Technology, Energy and Environment Area, Japan Advanced Institute of Science and Technology, 1-1 Asahidai, Nomi, Ishikawa, 923-1292, Japan

    Mohammad Asif Ali, Hiroshi Shimosegawa, Aniruddha Nag, Kenji Takada & Tatsuo Kaneko

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  1. Mohammad Asif Ali
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  2. Hiroshi Shimosegawa
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  3. Aniruddha Nag
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  4. Kenji Takada
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  5. Tatsuo Kaneko
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Corresponding author

Correspondence to Tatsuo Kaneko.

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This article is part of the Topical Collection on Bio-Based Polymers

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Ali, M.A., Shimosegawa, H., Nag, A. et al. Synthesis of thermotropic polybenzoxazole using 3-amino-4-hydroxybenzoic acid. J Polym Res 24, 214 (2017). https://doi.org/10.1007/s10965-017-1362-9

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