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A study of the effect of L-histidine on the polymerization of benzoxazines and properties of their thermosets

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Abstract

The cleavage of the oxazine ring of benzoxazine resins generally requires high energy during the ring-opening polymerization, which leads them to be processed at a much higher temperature than the traditional thermoplastics. In this paper, a bio-based substance, L-histidine, has been used as the catalyst to lower the ring-opening polymerization of the well-commercialized benzoxazine resin (BA-a) based on aniline and bisphenol-A. The catalytic effect of L-histidine on the polymerization behaviors of benzoxazine resin (BA-a) has been monitored by differential scanning calorimetry and in situ Fourier transform infrared spectroscopy. In addition, L-histidine has also been found to be a good property modifier for BA-a-derived thermosets. The thermal properties of resulting polybenzoxazines have been investigated by thermogravimetric analysis and dynamic thermomechanical analysis. Notably, the thermoset derived from BA-a with adding only 5 mol% L-histidine exhibits excellent thermal stability in consideration of high Tg (206 °C), high Td10 temperature (319 °C) and high chair yield value (40%), making this thermosetting resin a promising material for high-performance applications.

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Acknowledgements

The National Natural Science Foundation of China (51603093) and the Natural Science Foundation of Jiangsu Province (BK 20160515) are acknowledged for financial support.

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  1. School of Materials Science and Engineering, Jiangsu University, Zhenjiang, 212013, China

    Rui Yang, Boran Hao & Kan Zhang

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  1. Rui Yang
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  2. Boran Hao
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  3. Kan Zhang
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Correspondence to Kan Zhang.

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Yang, R., Hao, B. & Zhang, K. A study of the effect of L-histidine on the polymerization of benzoxazines and properties of their thermosets. Polym. Bull. 79, 1615–1626 (2022). https://doi.org/10.1007/s00289-020-03485-w

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  • DOI: https://doi.org/10.1007/s00289-020-03485-w

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