Chiral Resolution of Ionic Compounds by Thin Layer Extraction

The increasing demand for enantiomer intermediates has attracted in recent years attention to liquid–liquid extraction as a scalable chiral resolution method. Thin layer extraction, a simple and effective form of liquid–liquid extraction that uses little extractant, promises economic utilization of...

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Bibliographic Details
Published in:Industrial & engineering chemistry research 2011-11, Vol.50 (22), p.12750-12756
Main Author: Lavie, Ram
Format: Article
Language:English
Subjects:
Applied sciences
Balancing
Chemical engineering
Crown ethers
Enantiomers
Exact sciences and technology
Liquid-liquid extraction
Mathematical analysis
Optimization
Separation
Separations
Thin films
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Summary:The increasing demand for enantiomer intermediates has attracted in recent years attention to liquid–liquid extraction as a scalable chiral resolution method. Thin layer extraction, a simple and effective form of liquid–liquid extraction that uses little extractant, promises economic utilization of the most selective chiral hosts. The role played by various parameters when applying thin layer extraction to the resolution of an ionic racemic mixture into its enantiomer components is analyzed. This analysis provides a critical insight that facilitates the design of a successful separation scheme. It transpires that, given a suitable host, certain conditions concerning the host concentration and the pH and rate of the feed and strip solutions must be balanced to obtain optimum enantioseparation or even to obtain any separation at all. A calculated example that is based on experimental data from the published literature indicates that a simple thin layer extractor, using a crown ether host, is capable of separating an ionic racemic mixture into substantially pure enantiomer products at a high yield. It appears that thin layer extraction has some promising features to become an interesting alternative for other extraction-based techniques.
ISSN:0888-5885
1520-5045
DOI:10.1021/ie201596n