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Improving the Thermal Stability of Polybenzoxazines Through Incorporation of Eugenol-Based Benzoxazine

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Abstract

To introduce the para-position of phenol or aniline moiety into the cross-linked network of polybenzoxazine and improve its thermal stability, benzoxazine based on eugenol and 4,4’-diaminodiphenylmethane (e-ddm) was copolymerized with bisphenol A-aniline-based benzoxazine (b-a) or phenol-aniline-based benzoxazine (p-a). The differential scanning calorimetry and Fourier transform infrared spectroscopy (FTIR) results show that the carbenium ion intermediate from e-ddm could react with the para-position of phenol or aniline in b-a and p-a during the ring-opening polymerization process, resulting in that the aniline and phenol moieties were introduced into cross-linked structures of polybenzoxazines. The thermogravimetric analysis (TGA) and TGA interfaced with FTIR results indicate that the thermal stability of polybenzoxazines increased with the incorporation of e-ddm, due to that the volatilization of phenol, aniline and their derivatives was restrained during the thermal degradation processes. Thereby, introducing e-ddm into benzoxazine is a better method of increasing the thermal stability of polybenzoxazine.

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Authors and Affiliations

  1. College of Chemistry and Materials Science, Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning, 530001, P. R. China

    Yongfei Zhu, Junming Su, Runsheng Lin & Peilin Li

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  1. Yongfei Zhu
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  2. Junming Su
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  3. Runsheng Lin
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  4. Peilin Li
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Correspondence to Yongfei Zhu.

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Acknowledgment: This work was supported by Natural Science Foundation of Guangxi Autonomous Region (2018GXNSFAA138057).

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Zhu, Y., Su, J., Lin, R. et al. Improving the Thermal Stability of Polybenzoxazines Through Incorporation of Eugenol-Based Benzoxazine. Macromol. Res. 28, 472–479 (2020). https://doi.org/10.1007/s13233-020-8055-7

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  • DOI: https://doi.org/10.1007/s13233-020-8055-7

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