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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 …

Functionalized Sulfone And Sulfonamide Based Poly(Arylene Ether)S, Marina Andrejevic

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A series of fluorinated poly(arylene ether)s, PAE, bearing sulfonated pendent sulfonyl groups, was prepared. A range of Ion Exchange Capacity (IEC) values were achieved by varying the ratios of sulfonated and non sulfonated monomers. Incorporation of both of the monomers was confirmed by NMR spectroscopy and characterization of the thermal properties was done using thermogravimetric analysis (TGA) and differential scanning (DSC). Polymers with these IEC values were synthesized in order to explore their use as a potential alternatives to the widely studied proton exchange membrane, Nafion, with an IEC of 0.91 meq/g.

Using N-phenyl-3,5-difluorobenzene sulfonamide as the starting material a …

Reactivity Ratio Controlled Polycondensation As A Route To Synthesize Functional Poly(Arylene Ether)S, Godfred Boakye

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Two monomers, 4',3,5-trifluorodiphenylsulfone, 1, and 4',3,5-trifluorobenzophenone, 2, have been investigated for their potential use as special BB'B''type monomers to synthesize functionalized, linear PAEs via a process called reactivity ratio controlled polycondensation (RRCP). A model study with monomer 1 resulted in a mixture of unreacted starting material, two mono-substitution products (para-and meta-F substitution) and a significant amount of di-substitution products as evidenced by the GC/MS and 13C DEPT-90 NMR spectroscopy. Conversely, subjecting monomer 2 to similar conditions, using 3-aminophenol (3f) as the nucleophile, afforded mono-substitution exclusively. A series of functionalized, linear PAEs polymers were prepared by reaction of compound 2 with …