A series of poly(arylene ether)s carrying a pendant diethyl sulfonamide group was prepared by the meta activated nucleophilic aromatic substitution reaction of a new aryl difluoride monomer, N,N-diethyl-3,5-difluorobenzene sulfonamide. The synthesis of N,N-diethyl-3,5-difluorobenzene sulfonamide was achieved via the one-step reaction of diethyl amine with commercially available 3,5-difluorobenzenesulfonyl chloride. Model reactions and NMR data indicated that the fluoride atoms were sufficiently activated by the sulfonamide group, located in the meta position, to provide access to high molecular weight poly(arylene ether)s. The corresponding poly(arylene ether)s, were prepared by reaction of N,N-diethyl-3,5-difluorobenzene sulfonamide with bisphenol A, bisphenol AF, 4,4′-biphenol, hydroquinone, resorcinol, and 4,4′-dihydroxydiphenyl ether. The polymers were characterized via NMR spectroscopy, size exclusion chromatography, thermogravimetric analysis, and differential scanning calorimetry. The sulfonamide based poly(arylene ether)s displayed moderate thermal stability with 5% weight loss temperatures ranging from 366 to 385 °C, but possessed relatively low glass transition temperatures, 72–142 °C.

通过新的芳基二氟化物单体，N，N-二乙基-3，5-二氟苯磺酰胺的间位活化的亲核芳族取代反应，制备了带有侧基二乙基磺酰胺基团的一系列聚（亚芳基醚）。N，N-二乙基-3，5-二氟苯磺酰胺的合成是通过二乙胺与市售的3，5-二氟苯磺酰氯的一步反应实现的。模型反应和NMR数据表明，位于间位的磺酰胺基团已充分激活了氟原子位置，以提供进入高分子量聚（亚芳基醚）的通道。相应的聚（亚芳基醚）是通过将N，N-二乙基-3,5-二氟苯磺酰胺与双酚A，双酚AF，4,4'-双酚，对苯二酚，间苯二酚和4,4'-反应制得的二羟基二苯醚。通过NMR光谱，尺寸排阻色谱，热重分析和差示扫描量热法对聚合物进行表征。基于磺酰胺的聚（亚芳基醚）具有中等的热稳定性，失重温度为5％至366至385°C，但玻璃化转变温度较低，为72–142°C。