Publication Date

2019

Document Type

Thesis

Committee Members

Eric Fossum, Ph.D. (Advisor); David Dolson, Ph.D. (Committee Member); Daniel Ketcha, Ph.D. (Committee Member)

Degree Name

Master of Science (MS)

Abstract

The synthesis of N-heterocycle functionalized benzophenone-type monomers and their incorporation into poly(arylene ether ketone)s were explored. Two benzophenone derivatives, 2,4-difluorobenzophenone and 3,5-difluorobenzophenone, were successfully functionalized with a carbazole group, via a copper-catalyzed C-N coupling reaction. Structural characterization was provided by NMR spectroscopy, GC/MS, and elemental analysis. The monomers were covalently incorporated, at various molar ratios, into poly(arylene ether) systems by copolymerization with 4,4’-difluorodiphenylsulfone (DPS) and 4,4’-dihydroxydiphenyl ether (DPE), as well as 4,4’-difluorotriphenylphosphine oxide (dFTPPO) and DPE, via nucleophilic aromatic substitution (NAS) chemistry. Most polymeric materials synthesized provided sufficient molecular weights to cast durable films, and also possessed good thermal stability with 5% weight loss temperatures (Td-5%) all above 390 ℃ and glass transition temperatures, Tg, values all above 170 ℃. In general, TPPO and DPE copolymers provided higher Tg and Td-5% values. Photophysical analyses provided that all monomer and copolymer materials emitted in the blue-green region when excited at 365 nm.

Page Count

102

Department or Program

Department of Chemistry

Year Degree Awarded

2019


Included in

Chemistry Commons

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