A series of functionalized poly(arylene ether)s, PAEs, based on 3,5-difluorobenzene sulfonamides with varying groups on the sulfonamide moiety were investigated. The main goal of the project was to tune the thermal and, potentially, electronic properties of the PAEs by altering the organic groups present on the sulfonamide nitrogen atom, including combinations of alkyl, allyl, aryl, and benzyl moieties. Furthermore, the benzyl and aryl groups provide sites for the introduction of aryl bromides and iodides, which can undergo further modification via post polymerization modification chemistry. Using 3,5-difluorobenzenesulfonyl chloride as a starting material, N-phenyl-N-R-3,5-difluorobenzene sulfonamides were prepared, followed by conversion to the corresponding PAEs by reaction of 3,5-difluorobenzene sulfonamides with bisphenol A. The polymers were characterized by size exclusion chromatography, NMR spectroscopy, thermogravimetric analysis and differential scanning calorimetry. The polymers displayed moderate thermal stability in air, glass transition temperatures depending on the R group.

Tuning the physical properties of poly(arylene ether)s prepared from 3,5-difluorobenzenesulfonamides

249th National Meeting (2015)

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