Publication Date
2018
Document Type
Thesis
Committee Members
Eric Fossum (Advisor), David Dolson (Committee Member), Kuppuswamy Arumugam (Committee Member)
Degree Name
Master of Science (MS)
Abstract
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 THF solution. Polymers in the series displayed excellent thermal stability with 5% weight loss temperatures (Td-5%) above 375 ⁰C, under a nitrogen atmosphere, and relatively high glass transition temperatures (Tg) ranging from 181 ⁰C for the DPS-PTZ based copolymers to 194 ⁰C for the indole-based copolymer.
Page Count
63
Department or Program
Department of Chemistry
Year Degree Awarded
2018
Copyright
Copyright 2018, all rights reserved. My ETD will be available under the "Fair Use" terms of copyright law.
