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Preparation of high-performance thermosetting films from novel diallyl bisphenol A/furfurylamine type benzoxazine and oligo(phenylene oxide)

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Abstract

The thermoplastic polyphenylene oxide (PPO) with excellent dielectric properties has been applied as matrix resin in telecommunications. However, developing PPO based thermosetting resin with good processing, thermal, and dielectric properties remain challenging. Herein, we propose an interpenetrating polymer network (IPN) structure design for the preparation of benzoxazine/oligo(phenylene oxide) thermosetting resins with good comprehensive properties. A novel 2,2′-diallyl bisphenol A/furfurylamine (D-f) benzoxazine is synthesized and then blended with commercialized PPO oligomer (SA9000) to form a series of IPN prepolymers. Then the novel IPN films are prepared by the programmed temperature rising method with simultaneous polymerization of oxazine ring and diallyl group of benzoxazine and olefinic bond of SA9000. The polymerization temperature of D-f can be lowered significantly by blending with SA9000 via the intermolecular hydrogen bonding. Attributing to good miscibility and strong intermolecular interaction between cross-linked SA9000 and benzoxazine, the D-f/SA9000 IPN films have relatively high glass transition temperatures (198–245 °C). In particular, the D-f/SA9000 IPN films possess the advantages of low dielectric constants (2.530–2.631, 10 GHz) and low-loss grade dielectric losses (0.00615–0.00717, 10 GHz). This work provides a facile and effective strategy for the development of high-performance thermosetting PPO resins based on benzoxazine chemistry and IPN design.

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Acknowledgements

The authors thank “555” Innovation Team Program (Huaibei) (2019), Anhui Province, PR China, and Engineering Research Center of Nano-Geomaterials of Ministry of Education (CUG2015), PR China.

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Authors and Affiliations

  1. Engineering Research Center of Nano-Geomaterials of Ministry of Education, China University of Geosciences, Wuhan, 430074, People’s Republic of China

    Ming Zeng

  2. Faculty of Materials Science and Chemistry, China University of Geosciences, Wuhan, 430074, People’s Republic of China

    Ming Zeng, Dengru Tan, Haoyu Luo & Xiang Lu

  3. Faculty of Packaging and Materials Engineering, Hunan University of Technology, Zhuzhou, 412007, People’s Republic of China

    Zijian Feng

  4. CAS Key Laboratory of High-Performance Synthetic Rubber and Its Composite Materials, Changchun Institute of Applied Chemistry, Chinese Academy of Science, Changchun, 130022, People’s Republic of China

    Yang Zhou

  5. Huaibei Oasis New Materials Co. Ltd., Huaibei, 235000, People’s Republic of China

    Yufang Shen, Faxi Liu & Qingyu Xu

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  1. Ming Zeng
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Zeng, M., Tan, D., Feng, Z. et al. Preparation of high-performance thermosetting films from novel diallyl bisphenol A/furfurylamine type benzoxazine and oligo(phenylene oxide). J Polym Res 30, 140 (2023). https://doi.org/10.1007/s10965-023-03520-0

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