Type of Document Dissertation Author LeJeune, Jason Paul Author's Email Address firstname.lastname@example.org URN etd-07082010-183757 Title Design and Development of Chiral and Achiral Molecularly Imprinted Stationary Phases Degree Doctor of Philosophy (Ph.D.) Department Chemistry Advisory Committee
Advisor Name Title Spivak, David Committee Chair Nesterov, Evgueni E. Committee Member Gilman, Samuel D. Committee Member Russo, Paul S. Committee Member Harms, Kyle E Dean's Representative Keywords
- Chiral selection
Date of Defense 2010-06-29 Availability unrestricted AbstractAlthough the cross-linker can comprise over 80% of the polymer composition, improving the nature of the cross-linker in molecularly imprinted polymers has not been studied extensively. The goal of this research is to develop novel cross-linking monomers to either use in the One MoNomer Molecularly Imprinted Polymer system (OMNiMIP) or use in conjunction with other commercially available cross-linkers and functional monomers. Chapter 2 contains research into the understanding of the performance of a new cross-linking monomer (N, O - bismethacryloyl ethanolamine, NOBE) discovered in the Spivak Research Group. The ability of this monomer to outperform traditional two monomer systems in a multiple template imprinting method was tested in Chapter 3.
Chapters 4 and 5 discuss research that is related to the design and analyses of chiral cross-linking monomers. Several chiral monomers based on amino acid precursors were first developed to determine if increasing steric bulk would affect the ability of the polymer material to create a molecularly imprinted polymer. With this study, however, a surprising result was discovered when analyzing templates with the same and opposite stereochemistry. Due to the unique ability of the chiral monomers, an imprinted polymer containing a racemic mixture of a single template was prepared. The results did not show separation and further studies are under current study using monomers that contain more ionic and hydrogen bonding sites. Chapter 5 details the development and synthesis of several chiral multi-hydrogen/ionic bonding monomers.
Chapter 6 describes research performed in collaboration with the Ye research group at Lund University. This research reports the use of NOBE to selectively imprint a neurological peptide fragment. Chapter 6 also briefly details future work needed in the development of novel cross-linkers.
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