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Cyclodextrin versatility. Part 1. Binary and ternary cyclodextrin complexes with nonionic surfactants. Part 2. Utilization of sulfated beta-cyclodextyrin in preparative electrophoretic chiral separation of ritalin enantiomers

Posted on:2002-12-24Degree:Ph.DType:Dissertation
University:University of CincinnatiCandidate:Schneiderman, EvaFull Text:PDF
GTID:1461390011991656Subject:Chemistry
Abstract/Summary:PDF Full Text Request
This dissertation comprises of two parts, each discussing different aspects of cyclodextrin chemistry. The research has been performed in an effort to further investigate inclusion properties of cyclodextrins and demonstrate their practical utilization in analytical chemistry.; In the first part of the dissertation, cyclodextrin complexes of α- and β-cyclodextrin with nonionic surfactants containing linear alkyl and oligooxyethylene residues are the subject of fundamental research. Several techniques were employed for the determination of the complex stoichiometry and calculation of the stability constants. While UV-Vis spectrophotometry and NMR provided qualitative description of the structure of inclusion complexes, other techniques, such as titration microcalorimetry and capillary electrophoresis, yielded more quantitative data.; The second and the third chapter will describe inclusion complexes between C12E6, and α- and β-CD, respectively. The effect of benzoate on the stability constants of these inclusion complexes was investigated and evidence of ternary complexes will be presented. The fourth chapter is primarily focused on the investigation of the interactions of a homologous series of nonionic surfactants CxEy containing a linear hydrocarbon, in an effort to establish some structural parameters that could affect the strength and the stoichiometry the interaction with both, α- and β-CD.; In the second part of this dissertation, application of sulfated β-cyclodextrin to capillary free flow electrophoretic (CFFE) chiral separation is discussed. In recent years, there has been an effort to develop alternative preparative scale chiral separations. Cyclodextrins have proven to be an effective chiral selector, providing a medium for successful chiral separations.; Fundamental principles of preparative scale electrophoretic separations will be presented. The concentration distribution of sulfated β-CD, determined in-situ within the CFFE separation chamber, will be related to the efficiency of the chiral separations. Furthermore, optimization of the chiral separation of ritalin enantiomers using several experimental approaches will be discussed.
Keywords/Search Tags:Chiral, Cyclodextrin, Part, Nonionic surfactants, Complexes, Electrophoretic, Preparative, Sulfated
PDF Full Text Request
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