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          Institute: MPI für Dynamik komplexer technischer Systeme     Collection: Physical and Chemical Foundations of Process Engineering     Display Documents

ID: 499617.1, MPI für Dynamik komplexer technischer Systeme / Physical and Chemical Foundations of Process Engineering
A hybrid process for chiral separation of compound-forming systems
Authors:Gou, L.; Robl, S.; Leonhard, K.; Lorenz, H.; Sordo, M.; Butka, A.; Kesselheim, S.; Wolff, M.; Seidel-Morgenstern, A.; Schaber, K.
Date of Publication (YYYY-MM-DD):2011
Title of Journal:Chirality
Issue / Number:2
Start Page:118
End Page:127
Review Status:Peer-review
Audience:Experts Only
Abstract / Description: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]
Free Keywords:enantiomers; liquid membrane; pertraction; carrier; COSMO-RS; crystallization; solubility; mandelic acid
External Publication Status:published
Document Type:Article
Communicated by:Andreas Seidel-Morgenstern
Affiliations:MPI für Dynamik komplexer technischer Systeme/Physical and Chemical Foundations of Process Engineering
External Affiliations:Institute for Technical Thermodynamics and Refrigeration (ITTK), Karlsruhe Institute for Technology (KIT),
76131 Karlsruhe, Germany

RWTH Aachen, Chair for Technical Thermodynamics,
52062 Aachen, Germany

Process & Energy Department,
Engineering Thermodynamics, 2628 CA Delft, Netherlands

Otto-von-Guericke-Universität Magdeburg,
Institut für Verfahrenstechnik,
Universitätsplatz 2, 39106 Magdeburg, Germany
Identifiers:URL:http://dx.doi.org/ 10.1002/chir.20886
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