Poly(ether sulfone)s using a rigid dibenzothiophene dioxide heterocycle
| Autor: | Daniel M. Knauss, Adam M. Kortan, Randall J. Cannizzaro, Maxwell J. Robb |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2016 |
| Předmět: |
Bisphenol A
Polymers and Plastics Bisphenol Organic Chemistry Ether 02 engineering and technology 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Bisphenol AF 0104 chemical sciences Sulfone Step-growth polymerization chemistry.chemical_compound Monomer chemistry Nucleophilic aromatic substitution Polymer chemistry Materials Chemistry 0210 nano-technology |
| Popis: | Poly(aryl ether)s were prepared by nucleophilic aromatic substitution using conformationally restricted dichloro- and difluorodibenzothiophene dioxide heterocyclic monomers with bisphenol A or bisphenol AF. The heterocyclic monomers were prepared from the bis(4-halophenyl) sulfones in two steps via lithiation followed by copper catalyzed intramolecular coupling and characterized by 1H, 13C, 19F NMR spectroscopy and GC/MS. Reactivity of the fluorine containing monomer was examined using semi-empirical methods and NMR spectroscopy measurements and found to be potentially more reactive than bis(4-fluorophenyl) sulfone, even with a conformationally locked sulfone as the electron withdrawing group. Successful polymerizations of both the fluorine and chlorine containing monomers with bisphenol A and bisphenol AF nucleophiles were accomplished, providing polymers with number average molecular weights of approximately 45 kg/mol (difluoro monomer) and 10–20 kg/mol (dichloro monomer). The polymers exhibited high Tgs ranging from 238 to 256 °C and displayed good thermal stability with 5% degradation temperatures in air from 453–510 °C, depending on molecular weight and bisphenol composition. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016. |
| Databáze: | OpenAIRE |
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