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Multidimensional NMR Characterization of Perfluorinated Monomer and Its Precursors

Zhang, Bo
http://rave.ohiolink.edu/etdc/view?acc_num=akron1353075522

Abstract Details

2012, Master of Science, University of Akron, Chemistry.
Perfluorinated monomer (perfluoro-2-methylene-4,5-dimethyl-1,3-dioxolane), its precursor (perfluoro-2,4,5-trimethyl-1,3-dioxolane-2-carboxylic acid), as well as their hydrocarbon precursor (methyl 2,4,5-trimethyl-1,3-dioxolane-2-carboxylate), were prepared and studied by 1D- and advanced 2D-NMR techniques. For both perfluorinated compounds, the structures of their possible isomers were proven by 2D-NMR spectroscopy. Due to the large 19F spectral window, this study used selective versions of the correlation spectroscopy (COSY) and nuclear Overhauser effect spectroscopy (NOESY) experiments to provide better resolution and sensitivity. In addition, a new variation of the gradient heteronuclear single quantum coherence spectroscopy (gHSQC) sequence was successful for observing two-bond 19F-13C correlations. Compared with the gradient heteronuclear multiple bond correlation spectroscopy (gHMBC) spectrum, the 2JFC gHSQC spectrum is greatly simplified due to the absence of splittings caused by multi-quantum coherence. Quantitative 1H or 19F 1D-NMR was used to confirm the resonance assignments and to calculate the ratio of isomers. The conformational compositions of perfluorinated compounds and their hydrocarbon precursor support the idea that fluorination by elemental fluorine is a free radical process.
Peter L. Rinaldi, Dr. (Advisor)
Claire A. Tessier, Dr. (Committee Member)
55 p.
Chemistry
fluorinated monomers; fluorine 1D- and 2D-NMR; selective versions of COSY, NOESY; multiple-bond gHSQC; 1,3-Dioxolanes; fluorination; perfluoro compounds; mechanism of fluorination; perfluorinated polymers

Recommended Citations

Citations

  • Zhang, B. (2012). Multidimensional NMR Characterization of Perfluorinated Monomer and Its Precursors [Master's thesis, University of Akron]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=akron1353075522

    APA Style (7th edition)

  • Zhang, Bo. Multidimensional NMR Characterization of Perfluorinated Monomer and Its Precursors. 2012. University of Akron, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=akron1353075522.

    MLA Style (8th edition)

  • Zhang, Bo. "Multidimensional NMR Characterization of Perfluorinated Monomer and Its Precursors." Master's thesis, University of Akron, 2012. http://rave.ohiolink.edu/etdc/view?acc_num=akron1353075522

    Chicago Manual of Style (17th edition)

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© 2012, all rights reserved.
This open access ETD is published by University of Akron and OhioLINK.