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Synthesis and characterization of novel poly(aryl ether ketone)s containing biphenylene moieties and pendant cyano groups

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Abstract

Two monomers, 4,4′-bis(4-phenoxybenzoyl)diphenyl (BPOBDP) and 2,6-diphenoxybenzonitrile (DPOBN), were conveniently prepared via simple synthetic procedures from commercially readily available materials. A series of novel poly(aryl ether ketone)s containing biphenylene moieties and pendant cyano groups were synthesized by the Friedel-Crafts acylation copolycondensation of isophthaloyl chloride (IPC) with a mixture of BPOBDP and DPOBN, over a wide range of BPOBDP/DPOBN molar ratios, in the presence of anhydrous AlCl3 and N-methylpyrrolidone (NMP) in 1,2-dichloroethane (DCE). The copolymers with 10–50 mol% DPOBN are semicrystalline and had higher T gs than those of the conventional PEEK and PEKK due to the incorporation of biphenylene moieties and pendant cyano groups. The copolymer VI with 50 mol% DPOBN had not only high T g of 168 °C, but also moderate T m of 333 °C, having good potential for melt processing. The copolymer VI had tensile strength of 103.4 MPa, Young’s modulus of 2.62 GPa, and elongation at break of 20.7 % and exhibited high thermal stability and excellent resistance to organic solvents.

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Acknowledgments

The authors thank the National Natural Science Foundation of China (Project 21264010) and the Natural Science Foundation of Jiangxi Province of China (Project 20132BAB203015) for financial support.

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Authors and Affiliations

  1. Department of Chemistry, Jiangxi Normal University, Nanchang, 330022, People’s Republic of China

    Xiaojun Zhu, Tao Yan, Qiang Xu & Mingzhong Cai

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  1. Xiaojun Zhu
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  2. Tao Yan
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  3. Qiang Xu
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  4. Mingzhong Cai
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Correspondence to Mingzhong Cai.

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Zhu, X., Yan, T., Xu, Q. et al. Synthesis and characterization of novel poly(aryl ether ketone)s containing biphenylene moieties and pendant cyano groups. J Polym Res 23, 24 (2016). https://doi.org/10.1007/s10965-015-0904-2

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  • DOI: https://doi.org/10.1007/s10965-015-0904-2

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