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Structure-Property Relationships Of N-Heterocycle Functionalized Triphenylphosphine Oxide-Based Poly (Arylene Ether)S, Luke Meyer

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The synthesis of N-heterocycle functionalized triphenylphosphine oxide based PAEs, utilizing 3,5 difluorinated diphenyl sulfone systems was achieved. 3’-Iodo 3,5-difluorodiphenylsulfone was subjected to copper and palladium catalyzed coupling reactions with carbazole, phenothiazine, and indole. The syntheses of 3’-(9-carbazole) 3,5-difluorodiphenylsulfone, 3’-(9-phenothiazine) 3,5-difluorodiphenylsulfone, and 3’-(9-indole) 3,5-difluorodiphenylsulfone were successfully carried out. Copolymers with 4,4’ difluorotriphenylphosphine oxide, as well as 4,4’ dihydroxydiphenyl ether (DPE), as the nucleophilic partner, were prepared via standard nucleophilic aromatic substitution (NAS) polycondensataion reactions. Incorporation of the monomers containing N-heterocycle units was determined by NMR spectroscopy. All polymers displayed sufficient molecular weights (Mn) to allow for films to be cast from …