Synthesis and characterization of substituted dibenzotetraaza[14]annulenes (DBTAAs) and DBTAA-modified polymer monoliths : implications for chemical separations
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Thesis (M.S.)--Georgetown University, 2010.; Includes bibliographical references.; Text (Electronic thesis) in PDF format. Dibenzotetraaza[14]annulenes (DBTAAs) have inspired research in a variety of areas since first being synthesized thirty years ago. Studies have investigated such topics as their electropolymerization on electrode surfaces, interactions with DNA/RNA, electrochemical activity, and catalytic capabilities. Their structural similarity to porphyrins makes them an exciting option for immobilization for the fabrication of high performance liquid chromatographic separations (HPLC) stationary phases. We report here characterization of a series of 6,17-dimethyl-8,15-diphenyl DBTAA complexes, as well as fabrication of a vinylaniline/polydivinylbenzene monolith and modification of the monolith with a styrylmethyl derivative of the nickel DBTAA complex. The monoliths have been characterized using nitrogen porosimetry, field emission electron scanning microscopy, X-ray photoelectron spectroscopy, and both small and ultrasmall angle neutron scattering. Bare and modified monoliths have been characterized using X-ray photoelectron spectroscopy. These indicate that the DBTAA complex can be immobilized on the surface and, as such, provide the basis for further investigation.
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