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Theses/Dissertations

Chemistry

2014

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Poly Arylene Ether Sulfone

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Routes To N-Heterocycle Functionalized Poly(Arylene Ether Sulfone)S, Jesse L. Picker Jan 2014

Routes To N-Heterocycle Functionalized Poly(Arylene Ether Sulfone)S, Jesse L. Picker

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The synthesis of poly(arylene ether sulfone)s, with a pendant aryl iodide, was achieved via nucleophilic aromatic substitution (NAS) polycondensation of 3-iodo-3',5'-difluoro-diphenylsulfone. The polymer series was subjected to amino acid promoted, copper catalyzed coupling reactions with various N-heterocycles. The resulting polymers became crosslinked and insoluble in any organic solvents. The iodo monomer was then subjected to an amino acid promoted, copper catalyzed coupling reaction with carbazole. The successful synthesis of 3'-(9-carbazole) 3,5-difluorodiphenylsulfone is reported. A series of PAES containing a carbazole substituent were synthesized and characterized. The polymers were characterized by a combination of NMR spectroscopy, SEC, TGA, DSC, UV-Vis spectroscopy. …


Reactivity Ratio Controlled Polycondensation As A Route To Synthesize Functional Poly(Arylene Ether)S, Godfred Boakye Jan 2014

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 …