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• W2014372568 abstract "Poly(aryl ether sulfonamide)s were produced utilizing the sulfonamide moiety as a new activating group for nucleophlic aromatic substitution polymerization. The activated monomer, 2,4-difluoro-N,N-dimethylbenzenesulfonamide, was synthesized in high yields through a simple substitution reaction between 2,4-difluorobenzenesulfonyl chloride and dimethyl amine. The reactivity of this monomer in a nucleophilic aromatic substitution mechanism was estimated using semiempirical calculations at the PM3 level, as well as by 1H, 13C and 19F NMR spectroscopy. The data support the sulfonamide as sufficiently electron-withdrawing to activate aryl fluorides for substitution by phenoxide nucleophiles. Model reactions with tert-butylphenol confirm that the aryl fluorides of 2,4-difluoro-N,N-dimethylbenzenesulfonamide can be displaced in quantitative yields and suggest the process is suitable for forming polymers. A variety of novel polymers were produced employing bisphenol A, 4,4′-biphenol, bisphenol AF and hydroquinone as comonomers. The polymers were characterized by gel permeation chromatography, solution viscometry, NMR spectroscopy, thermogravimetric analysis, and differential scanning calorimetry. The high molecular weight poly(aryl ether sulfonamide)s exhibit moderate to high glass transition temperatures ranging from 163 to 199 °C. The polymers were shown to be thermally stable with 5% weight loss occurring from 398 to 442 °C in a nitrogen atmosphere." @default.
• W2014372568 created "2016-06-24" @default.
• W2014372568 creator A5085149527 @default.
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• W2014372568 date "2011-08-11" @default.
• W2014372568 modified "2023-10-05" @default.
• W2014372568 title "Sulfonamide as an Activating Group for the Synthesis of Poly(aryl ether sulfonamide)s by Nucleophilic Aromatic Substitution" @default.
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• W2014372568 doi "https://doi.org/10.1021/ma201154b" @default.
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