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Synthesis and Properties of Benzoxazine Monomers Bearing Both 3-Methyltetrahydrophtalimide and Nitrile Groups: Para-Para vs. Ortho-Ortho

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Abstract

Two 3-methytetrahydrophtalimide-functional benzoxazine monomers containing nitrile group have been prepared in order to achieve the basic design rules for developing high-performance thermosets via multifunctional benzoxazines. The chemical structures of the two new synthesized benzoxazine monomers have been confirmed by 1H NMR, 13C NMR and FT-IR. Besides, the polymerization behavior has been studied by using DSC and in situ FT-IR. In addition, the thermal stability and flame retardant properties of the resulting polybenzoxazines have also been investigated using TGA and MCC. The polybenzoxazine based on ortho-3-methytetrahydrophtalimide functional benzoxazine containing ortho-nitrile group exhibits excellent thermal stability and low flammability, with a Td10 of 378 °C and a HRC value of 180 J/(g K).

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Authors and Affiliations

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

    Yuting Wang, Sijia You, Jie Hu & Kan Zhang

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  1. Yuting Wang
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  2. Sijia You
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  3. Jie Hu
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  4. Kan Zhang
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Correspondence to Kan Zhang.

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Acknowledgments: This work was supported by the National Natural Science Foundation of China (No. 51603093), the Science and Technology Agency of Jiangsu Province (No. BK 20160515), and China Postdoctoral Science Foundation (No. 2016M600369 and No. 2018T110451).

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Wang, Y., You, S., Hu, J. et al. Synthesis and Properties of Benzoxazine Monomers Bearing Both 3-Methyltetrahydrophtalimide and Nitrile Groups: Para-Para vs. Ortho-Ortho. Macromol. Res. 28, 74–81 (2020). https://doi.org/10.1007/s13233-020-8018-z

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  • DOI: https://doi.org/10.1007/s13233-020-8018-z

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