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

  • Liping Bi
  • Jiangjian Hong
  • Shining Li
  • Zhengfang Zhu
  • Yuanqin ZhuEmail author
ORIGINAL PAPER
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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.

Graphical abstract

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

Keywords

Fluorinated polymers Perfluorocyclobutyl Perfluoroalkylsulfonic acid Post-functionalization Sulfonated polymers 

Notes

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).

Supplementary material

10965_2019_1782_MOESM1_ESM.docx (1 mb)
ESM 1 (DOCX 1044 kb)

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Copyright information

© The Polymer Society, Taipei 2019

Authors and Affiliations

  1. 1.School of Chemistry and Chemical Engineering, and Guangxi Academician Workstation for Comprehensive Utilization Technology of Functional Polymer MaterialsGuangxi UniversityNanningChina

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