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Communication
Facile Synthesis and Polymerization of 2,6-Difluoro-2′-sulfobenzophenone for Aromatic Proton Conducting Ionomers with Pendant Sulfobenzoyl Groups
Article first published online: 17 MAY 2010
DOI: 10.1002/marc.201000081
Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Jutemar, E. P., Takamuku, S. and Jannasch, P. (2010), Facile Synthesis and Polymerization of 2,6-Difluoro-2′-sulfobenzophenone for Aromatic Proton Conducting Ionomers with Pendant Sulfobenzoyl Groups. Macromol. Rapid Commun., 31: 1348–1353. doi: 10.1002/marc.201000081
Publication History
- Issue published online: 26 JUL 2010
- Article first published online: 17 MAY 2010
- Manuscript Revised: 5 MAR 2010
- Manuscript Received: 4 FEB 2010
Funded by
- Swedish Foundation for Strategic Environmental Research, MISTRA
- Abstract
- Article
- References
- Cited By
Keywords:
- ionomers;
- polyaromatics;
- polyelectrolytes;
- polymer electrolyte fuel cell membranes;
- sulfonated monomers
Abstract
The lithium salt of 2,6-difluoro-2′-sulfobenzophenone was conveniently synthesized in one-pot by reacting 2,6-difluorophenyllithium with 2-sulfobenzoic acid cyclic anhydride in THF at −70 °C whereafter the product crystallized out of solution. A poly(arylene ether) and a poly(arylene sulfide) were prepared by polycondensation reactions to demonstrate the reactivity and efficacy of this new monomer to produce sulfonated high-molecular weight aromatic polymers for fuel cell proton-exchange membranes. This work demonstrated that organolithium chemistry may offer versatile and straightforward pathways to new functional monomers with fluorine atoms activated for nucleophilic aromatic substitution reactions.