Design and utilization of chiral selectors for enantioselective membrane transport
Bowen, William Edwin
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https://hdl.handle.net/2142/20831
Description
Title
Design and utilization of chiral selectors for enantioselective membrane transport
Author(s)
Bowen, William Edwin
Issue Date
1994
Doctoral Committee Chair(s)
Pirkle, William H.
Department of Study
Chemistry
Discipline
Chemistry
Degree Granting Institution
University of Illinois at Urbana-Champaign
Degree Name
Ph.D.
Degree Level
Dissertation
Keyword(s)
Chemistry, General
Chemistry, Analytical
Chemistry, Organic
Language
eng
Abstract
Systematic investigations of chiral recognition mechanisms have led to chiral selectors which, when immobilized and used as chromatographic stationary phases, show high levels of enantioselectivity. Since these selectors are designed to function in essentially the same manner whether immobilized or in solution, the chromatographic data enable one to quickly evaluate the suitability of a selector for use in hollow-fiber membrane systems. Several chromatographically developed selectors show promise for large scale separation of enantiomers using hollow-fiber membrane technology. Chiral selectors derived from N-(1-naphthyl)leucine have been used in a hollow-fiber membrane system (Sepracor) to separate the enantiomers of amino acid derivatives. Enantiomeric purities exceeding 95% have been obtained in a single pass through the system. For data collection, sample sizes were limited to gram quantities of racemate. However, it is clear that the present system could be used to resolve larger samples and that the continuous (as opposed to batch) process scale separation of enantiomers is feasible by this approach.
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