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Functionalized PEEK Analogues from 2,4- and 3,5- Difluorobenzophenone Derivatives

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2019, Master of Science (MS), Wright State University, Chemistry.
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.
Eric Fossum, Ph.D. (Advisor)
David Dolson, Ph.D. (Committee Member)
Daniel Ketcha, Ph.D. (Committee Member)
102 p.

Recommended Citations

Citations

  • Fetters, H. (2019). Functionalized PEEK Analogues from 2,4- and 3,5- Difluorobenzophenone Derivatives [Master's thesis, Wright State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=wright1559497023409191

    APA Style (7th edition)

  • Fetters, Hannah. Functionalized PEEK Analogues from 2,4- and 3,5- Difluorobenzophenone Derivatives. 2019. Wright State University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=wright1559497023409191.

    MLA Style (8th edition)

  • Fetters, Hannah. "Functionalized PEEK Analogues from 2,4- and 3,5- Difluorobenzophenone Derivatives." Master's thesis, Wright State University, 2019. http://rave.ohiolink.edu/etdc/view?acc_num=wright1559497023409191

    Chicago Manual of Style (17th edition)