Anion exchange membranes by bromination of tetramethylbiphenol-based poly(sulfone)s

Jingling Yan, Liang Zhu, Brian L. Chaloux, Michael A. Hickner

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Anion exchange membranes (AEM) with tunable properties were synthesized via bromination of poly(ether sulfone)s containing tetramethylbiphenol (TMBP) comonomers, followed by bromination, quaternization, and ion exchange. The bromination reactions of poly(ether sulfone)s containing TMBP and tetramethylbisphenol A (TMBA) comonomers were assessed in terms of the composition of the polymers and the molar equivalents of N-bromosuccinimide (NBS). Compared with TMBP-based polymers, TMBA-based poly(sulfone)s were more susceptible to degradation during bromination due to the degradation of the isopropylidene linkage in TMBA under radical conditions, resulting in a weight average molecular weight decrease of 31-43% after bromination. The decrease of molecular weights also became more pronounced when the equivalents of NBS was raised. Polydispersity after bromination increased for both TMBP- and TMBA-based polymers because of side reactions such as branching, crosslinking, and chain scission. For a given ion exchange capacity, the conductivity and water uptake of TMBP-based AEMs were lower than those of the TMBA-based samples, which can be attributed to the relatively rigid TMBP residue. AEMs in this study retained 40-62% of their original conductivity after degradation in 1 M NaOH solution at 90 °C for 500 hours.

Original languageEnglish (US)
Pages (from-to)2442-2449
Number of pages8
JournalPolymer Chemistry
Volume8
Issue number16
DOIs
StatePublished - Apr 28 2017

Fingerprint

Sulfones
Halogenation
Bromosuccinimide
Anions
Ion exchange
Polymers
Negative ions
Membranes
Degradation
Ether
Ethers
Molecular weight
Ion Exchange
Polydispersity
Crosslinking
Molecular Weight
Water
Chemical analysis
Weights and Measures
2-aminoethylmethacrylate

All Science Journal Classification (ASJC) codes

  • Bioengineering
  • Biochemistry
  • Polymers and Plastics
  • Organic Chemistry

Cite this

Yan, Jingling ; Zhu, Liang ; Chaloux, Brian L. ; Hickner, Michael A. / Anion exchange membranes by bromination of tetramethylbiphenol-based poly(sulfone)s. In: Polymer Chemistry. 2017 ; Vol. 8, No. 16. pp. 2442-2449.
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abstract = "Anion exchange membranes (AEM) with tunable properties were synthesized via bromination of poly(ether sulfone)s containing tetramethylbiphenol (TMBP) comonomers, followed by bromination, quaternization, and ion exchange. The bromination reactions of poly(ether sulfone)s containing TMBP and tetramethylbisphenol A (TMBA) comonomers were assessed in terms of the composition of the polymers and the molar equivalents of N-bromosuccinimide (NBS). Compared with TMBP-based polymers, TMBA-based poly(sulfone)s were more susceptible to degradation during bromination due to the degradation of the isopropylidene linkage in TMBA under radical conditions, resulting in a weight average molecular weight decrease of 31-43{\%} after bromination. The decrease of molecular weights also became more pronounced when the equivalents of NBS was raised. Polydispersity after bromination increased for both TMBP- and TMBA-based polymers because of side reactions such as branching, crosslinking, and chain scission. For a given ion exchange capacity, the conductivity and water uptake of TMBP-based AEMs were lower than those of the TMBA-based samples, which can be attributed to the relatively rigid TMBP residue. AEMs in this study retained 40-62{\%} of their original conductivity after degradation in 1 M NaOH solution at 90 °C for 500 hours.",
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Anion exchange membranes by bromination of tetramethylbiphenol-based poly(sulfone)s. / Yan, Jingling; Zhu, Liang; Chaloux, Brian L.; Hickner, Michael A.

In: Polymer Chemistry, Vol. 8, No. 16, 28.04.2017, p. 2442-2449.

Research output: Contribution to journalArticle

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