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  Enantioselective crystallization using chiral ionic liquids

Tulashie, S., Lorenz, H., Klankermayer, J., & Seidel-Morgenstern, A. (2008). Enantioselective crystallization using chiral ionic liquids. Poster presented at BIWIC 2008 - 15th International Workshop on Industrial Crystallization, Magdeburg, Germany.

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 Creators:
Tulashie, S.1, 2, Author           
Lorenz, H.1, Author           
Klankermayer, J.3, Author
Seidel-Morgenstern, A.1, 2, Author           
Affiliations:
1Physical and Chemical Foundations of Process Engineering, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society, ou_1738150              
2Otto-von-Guericke-Universität Magdeburg, External Organizations, ou_1738156              
3Otto-von-Guericke-Universität Magdeburg, Institut für Verfahrenstechnik, 39106 Magdeburg, Germany RWTH Aachen, Institut für Technische und Makromolekulare Chemie, Aachen, Germany, ou_persistent22              

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 Abstract: The resolution of chiral compounds has been of enormous interest to pharmaceutical, agricultural and food industries. The need for efficient techniques for the production of enantiomerically pure compounds is increasing due to the recent high demand for single enantiomers [1]. Resolution of racemates can be realized by using various methods such as kinetic resolution (chemical catalysis and biocatalysis), diastereomeric salts formation, (preparative) chromatography, preferential crystallization, and enantioselective membranes (molecularly imprinted polymeric membranes). In this work, a new approach for chiral separation based on enantioselective crystallization using chiral solvents will be presented. In principle, it is expected that a chiral solvent can create some selective interactions which will enable differentiation between the two single enantiomers. This differentiation can be used for the resolution of racemates. The chiral solvents are classified into two main groups that are a) classical chiral solvents and b) non-classical chiral solvent (ionic liquids and liquid crystals). In literature a few work do exist in the field of classical chiral solvents [2], but none for using chiral ionic liquids for enantioselective crystallization. However, recently Reichert and co-workers reviewed the general possibilities and the potential of ionic liquids as solvents in crystallization processes [3]. The work to be presented is concerned with studying the potential of both classical chiral solvents and chiral ionic liquids in enantioselective crystallization on the example of two selected pharmaceutical model systems. The effect of the used chiral solvent on thermodynamics and crystallization kinetics will be shown. The results obtained for each of the systems will be discussed and comparatively evaluated.

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Language(s): eng - English
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 Publication Status: Not specified
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 Identifiers: eDoc: 366350
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Title: BIWIC 2008 - 15th International Workshop on Industrial Crystallization
Place of Event: Magdeburg, Germany
Start-/End Date: 2008-09-10 - 2008-09-12

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