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Synthesis, Characterization, and Polymerization of Sulfonamide Based Bifunctional Monomers

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2016, Master of Science (MS), Wright State University, Chemistry.
A series of bifunctional monomers based on N,N-diallylbenzenesulfonamides with varying groups on the benzene moiety were investigated. The main goal of this project was to polymerize these monomers using radical and acyclic diene metathesis (ADMET) polymerization methods to polymerize through the allyl groups, and nucleophilic aromatic substitution (SNAr) to polymerize through the fluorine groups on the phenyl ring. Using phenyl substituted benzenesulfonyl chloride derivatives as a starting material, a series of N,N-diallylbenzenesulfonamide derivatives were prepared. The ADMET and radical cyclopolymerizations were monitored by 1H NMR spectroscopy, observing the disappearance of signals for the allyl groups in both, and the appearance of broad aliphatic signals in the radical cyclopolymers. The polymers formed via SNAr reactions were followed by DEPT 90 13C NMR spectroscopy. Additionally, GPC, DSC, and TGA were used to characterize the polymers, which indicated successful ADMET, cyclopolymerization, and SNAr reactions.
Eric Fossum, Ph.D. (Advisor)
William Feld, Ph.D. (Committee Member)
Kenneth Turnbull, Ph.D. (Committee Member)
83 p.

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Citations

  • Hall, B. (2016). Synthesis, Characterization, and Polymerization of Sulfonamide Based Bifunctional Monomers [Master's thesis, Wright State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=wright1471349342

    APA Style (7th edition)

  • Hall, Brady. Synthesis, Characterization, and Polymerization of Sulfonamide Based Bifunctional Monomers. 2016. Wright State University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=wright1471349342.

    MLA Style (8th edition)

  • Hall, Brady. "Synthesis, Characterization, and Polymerization of Sulfonamide Based Bifunctional Monomers." Master's thesis, Wright State University, 2016. http://rave.ohiolink.edu/etdc/view?acc_num=wright1471349342

    Chicago Manual of Style (17th edition)