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  A hybrid process for chiral separation of compound-forming systems

Gou, L., Robl, S., Leonhard, K., Lorenz, H., Sordo, M., Butka, A., et al. (2011). A hybrid process for chiral separation of compound-forming systems. Chirality, 23(2), 118-127. doi:10.1002/chir.20886.

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Item Permalink: http://hdl.handle.net/11858/00-001M-0000-0013-8CD7-3 Version Permalink: http://hdl.handle.net/11858/00-001M-0000-0014-A2FF-C
Genre: Journal Article

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 Creators:
Gou, L.1, Author              
Robl, S.2, Author
Leonhard, K.3, 4, Author
Lorenz, H.1, Author              
Sordo, M.2, Author
Butka, A.3, Author
Kesselheim, S.3, Author
Wolff, M.3, Author              
Seidel-Morgenstern, A.1, 5, Author              
Schaber, K.2, Author
Affiliations:
1Physical and Chemical Foundations of Process Engineering, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society, ou_1738150              
2Institute for Technical Thermodynamics and Refrigeration (ITTK), Karlsruhe Institute for Technology (KIT), Karlsruhe, Germany, ou_persistent22              
3RWTH Aachen, Chair for Technical Thermodynamics, 52062 Aachen, Germany, ou_persistent22              
4Process & Energy Department, Engineering Thermodynamics, 2628 CA Delft, Netherlands, ou_persistent22              
5Otto-von-Guericke-Universität Magdeburg, External Organizations, ou_1738156              

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Free keywords: enantiomers; liquid membrane; pertraction; carrier; COSMO-RS; crystallization; solubility; mandelic acid
 Abstract: The resolution of chiral compound-forming systems using hybrid processes was discussed recently. The concept is of large relevance as these systems form the majority of chiral substances. In this study, a novel hybrid process is presented, which combines pertraction and subsequent preferential crystallization and is applicable for the resolution of such systems. A supported liquid membrane applied in a pertraction process provides enantiomeric enrichment. This membrane contains a solution of a chiral compound acting as a selective carrier for one of the enantiomers. Screening of a large number of liquid membranes and potential carriers using the conductor-like screening model for realistic solvation method led to the identification of several promising carriers, which were tested experimentally in several pertraction runs aiming to yield enriched (+)-(S)-mandelic acid (MA) solutions from racemic feed solutions. The most promising system consisted of tetrahydronaphthalene as liquid membrane and hydroquinine-4-methyl-2-quinolylether (HMQ) as chiral carrier achieving enantiomeric excesses of 15% in average. The successful production of (+)-(S)-MA with a purity above 96% from enriched solutions by subsequent preferential crystallization proved the applicability of the hybrid process. copyright 2010 Wiley-Liss, Inc. [accessed November 18th, 2010]

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Language(s): eng - English
 Dates: 2011
 Publication Status: Published in print
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Method: Peer
 Identifiers: eDoc: 499617
DOI: 10.1002/chir.20886
 Degree: -

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Title: Chirality
  Other : Chirality
Source Genre: Journal
 Creator(s):
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Publ. Info: New York : J. Wiley
Pages: - Volume / Issue: 23 (2) Sequence Number: - Start / End Page: 118 - 127 Identifier: ISSN: 0899-0042
CoNE: https://pure.mpg.de/cone/journals/resource/954925561581