A series of new high-performance materials based on poly[4′-fluorophenyl-bis(4-phenyl)phosphine oxide]
A new series of high-performance poly(arylene phosphine oxide) (PAPO) materials were synthesized postpolymerization from fluorinated poly(arylene phosphine oxide) (f-PAPO). The new materials had increased solubility and film-forming ability over the parent f-PAPO. With the careful choice of the nucleophile, the thermal stability was also increased. The parent polymer f-PAPO was synthesized via Ni(0) coupling from aromatic chloride and mesylate monomers. Both monomers were polymerized successfully to create polymers with intrinsic viscosities of 0.235 and 0.123 dL/g, respectively. The higher molecular weight f-PAPO gave a glass transition of 320 °C and a char yield of 54% at 650 °C in air. The substitution of f-PAPO via nucleophilic aromatic substitution produced PAPO thermoplastics with significant changes in the properties. The largest increase in the thermal stability relative to f-PAPO was from 563 to 600 °C 10% weight-loss values in nitrogen after the displacement of fluoride by 4-aminophenol, which yielded poly[4-(4-aminopheonxyphenyl)bis(4′-phenyl)phosphine oxide]. Additionally, the char yield increased from 54 to 71% in air at 650 °C. The solubility of the parent polymer was improved after substitution with 3-tert-butylphenol, n-nonylamine, and poly(ethylene glycol)monomethyl ether. All of these became soluble in chloroform, N,N-dimethylacetamide, and dimethyl sulfoxide. Copolymers were synthesized with 2,5-dichloro-4′-fluorobenzophenone to improve the solubility of f-PAPO without the loss of thermal stability. These copolymers also underwent nucleophilic aromatic substitution to create an epoxy cure agent that was used with the DEN 431 resin. © 2003 Wiley Periodicals, Inc.
Rusch-Salazar, LA; Sheares, VV
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