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Post-functionalization of perfluorocyclobutyl aryl ether polymers with a novel perfluorosulfonated side chain precursor

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Abstract

To develop a new approach to prepare sulfonated perfluorocylobutyl (PFCB) aryl ether polymers, post-functionalization of PFCB aryl ether polymers with a novel perfluorosulfonated side chain precursor was described in this study. The precursor was firstly designed and synthesized from 4-(2-bromo-1,1,2,2-tetrafluoroethoxy) phenol and hexafluorobenzene via nucleophilic substitution, followed by sulfinatodehalogenation and oxidation. Then a series of novel sulfonated PFCB aryl ether polymers (FS-PFCB-x) was successfully prepared from the precursor by a nucleophilic aromatic substitution reaction. The components of the precursor were investigated by fourier transform infrared spectroscopy, nuclear magnetic resonance (NMR) spectroscopy and high resolution mass spectrometry. The chemical structures of FS-PFCB-x polymers were characterized by NMR spectroscopy. FS-PFCB-xx polymers exhibited good thermal stability with decomposition temperatures up to 200 °C, and good solubility in polar aprotic solvents as dimethyl sulfoxide, N,N-dimethylformamide and N,N-dimethylacetamide.

Schematic illustration for the post-functionalization of perfluorocyclobutyl aryl ether polymers with a perfluorosulfonated side chain precursor

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Acknowledgements

We would like to thank the financial support from the National Natural Science Foundation of China (21764002), the Guangxi Natural Science Foundation (2017GXNSFAA198273), and the Scientific Research Foundation of Guangxi University (XTZ140787, XJPZ160713).

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Authors and Affiliations

  1. School of Chemistry and Chemical Engineering, and Guangxi Academician Workstation for Comprehensive Utilization Technology of Functional Polymer Materials, Guangxi University, Nanning, 530004, China

    Liping Bi, Jiangjian Hong, Shining Li, Zhengfang Zhu & Yuanqin Zhu

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  1. Liping Bi
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  2. Jiangjian Hong
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  3. Shining Li
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  4. Zhengfang Zhu
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Correspondence to Yuanqin Zhu.

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Bi, L., Hong, J., Li, S. et al. Post-functionalization of perfluorocyclobutyl aryl ether polymers with a novel perfluorosulfonated side chain precursor. J Polym Res 26, 111 (2019). https://doi.org/10.1007/s10965-019-1782-9

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