Ionomeric poly(phenylene) prepared by Diels-Alder polymerization: Synthesis and physical properties of a novel polyelectrolyte

Cy H. Fujimoto, Michael A. Hickner, Christopher J. Cornelius, Douglas A. Loy

Research output: Contribution to journalArticle

252 Citations (Scopus)

Abstract

A series of poly(phenylene)-based polyelectrolytes were synthesized from 1,4-bis(2,4,5-triphenylcyclopentadienone)benzene and 1,4-diethynylbenzene by Diels-Alder polymerization. Postsulfonation of this high molecular weight and thermochemically stable poly(phenylene) with chlorosulfonic acid resulted in homogeneous polyelectrolytes with controllable ion content (IEC = 0.98-2.2 mequiv/g). Fuel cell relevant properties such as high proton conductivity (123 mS/cm), chemical/thermal stability, and film toughness suggest that this polyelectrolyte material shows promise as a potential candidate for polymer electrolyte membrane fuel cells. Physical properties of this material, such as water uptake, thermal stability, and proton conductivity, are reported with respect to ion exchange capacity and compared to Nafion and a series of sulfonated poly(ether sulfone)s.

Original languageEnglish (US)
Pages (from-to)5010-5016
Number of pages7
JournalMacromolecules
Volume38
Issue number12
DOIs
StatePublished - Jun 14 2005

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Polyelectrolytes
Proton conductivity
Physical properties
Polymerization
Thermodynamic stability
Sulfones
Chemical stability
Proton exchange membrane fuel cells (PEMFC)
Benzene
Ether
Toughness
Fuel cells
Ethers
Ion exchange
Molecular weight
Ions
Acids
Water

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

Ionomeric poly(phenylene) prepared by Diels-Alder polymerization : Synthesis and physical properties of a novel polyelectrolyte. / Fujimoto, Cy H.; Hickner, Michael A.; Cornelius, Christopher J.; Loy, Douglas A.

In: Macromolecules, Vol. 38, No. 12, 14.06.2005, p. 5010-5016.

Research output: Contribution to journalArticle

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AB - A series of poly(phenylene)-based polyelectrolytes were synthesized from 1,4-bis(2,4,5-triphenylcyclopentadienone)benzene and 1,4-diethynylbenzene by Diels-Alder polymerization. Postsulfonation of this high molecular weight and thermochemically stable poly(phenylene) with chlorosulfonic acid resulted in homogeneous polyelectrolytes with controllable ion content (IEC = 0.98-2.2 mequiv/g). Fuel cell relevant properties such as high proton conductivity (123 mS/cm), chemical/thermal stability, and film toughness suggest that this polyelectrolyte material shows promise as a potential candidate for polymer electrolyte membrane fuel cells. Physical properties of this material, such as water uptake, thermal stability, and proton conductivity, are reported with respect to ion exchange capacity and compared to Nafion and a series of sulfonated poly(ether sulfone)s.

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