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Semifluorinated multiple pendant group bearing poly(arylene ether) copolymers prepared at room temperature

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Abstract

Novel semifluorinated poly(arylene ether) copolymers are prepared by aromatic nucleophilic substitution reactions between 4-phenoxy-2,3,5,6-tetrafluorobenzonitrile and various bisphenols in the presence of potassium carbonate as a base at room temperature. The molecular weights and molecular weight distribution of poly(arylene ether) copolymers are determined by the substitution groups in 4-phenoxy moiety and the reactivity of bisphenols. The highest molecular weights of copolymers are achieved with base to phenol ratio of 1.5 at room temperature, but the molecular weights of copolymers decreases with increasing reaction temperature and decreasing the base concentration. The copolymers synthesized from 4-phenoxy-3-(trifluoromethyl)-2,3,5,6-tetrafluorobenzonitrile/4-phenoxy-3,5-bis(trifluoromethyl)-2,3,5,6-tetrafluorobenzonitrile and 4,4′-(hexafluoroisopropylidene)diphenol shows high molecular weights (M n = 2.0–2.7 × 104) and low molecular weight distributions (M w/M n = 1.25–1.4) compared to other substituted groups in 4-phenoxy moieties of PFBN and other bisphenols combinations. The poly(arylene ether) copolymers synthesized from bisphenol-A exhibit high thermal stability compared to 4,4′-(hexafluoroisopropylidene)diphenol copolymers and the char yield of copolymers are >40 %.

A series of novel semifluorinated poly(arylene ether) copolymers are prepared by aromatic nucelophilic substitution reactions between 4-phenoxy-2,3,5,6-tetrafluorobenzonitrile (PTFB) and various bisphenols in the presence of K2CO3 as a base at room temperature. The first step pentafluorobenzonitrile para-fluorine group substituted by various monohydroxy phenols then followed by reactions between PTFB and bisphenols at RT. The influences of 4-phenoxy substitution groups, base concentration and reaction temperature with copolymer molecular weights are studied.

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Acknowledgments

This work was funded by the Agency for Science, Technology and Research (A*STAR), Singapore under “integrative approach for 10 Tb/in2 magnetic recording research programme”.

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Authors and Affiliations

  1. Institute of Chemical and Engineering Sciences, Agency for Science, Technology and Research (A*STAR), 1 Pesek Road, Jurong Island, Singapore, 627 833

    Ranganathan Krishnan & Anbanandam Parthiban

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  1. Ranganathan Krishnan
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  2. Anbanandam Parthiban
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Correspondence to Ranganathan Krishnan or Anbanandam Parthiban.

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Krishnan, R., Parthiban, A. Semifluorinated multiple pendant group bearing poly(arylene ether) copolymers prepared at room temperature. J Polym Res 20, 230 (2013). https://doi.org/10.1007/s10965-013-0230-5

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