Measurement and modeling of the equilibrium behavior of the Tröger's base 
enantiomers on an amylose-based chiral stationary phase

Mihlbachler, K.; Kaczmarski, K.; Seidel-Morgenstern, A.; Guiochon, G.

doi:10.1016/S0021-9673(02)00228-5

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Measurement and modeling of the equilibrium behavior of the Tröger's base enantiomers on an amylose-based chiral stationary phase

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Seidel-Morgenstern, A.
Physical and Chemical Foundations of Process Engineering, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society;
Otto-von-Guericke-Universität Magdeburg, External Organizations;

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Mihlbachler, K., Kaczmarski, K., Seidel-Morgenstern, A., & Guiochon, G. (2002). Measurement and modeling of the equilibrium behavior of the Tröger's base enantiomers on an amylose-based chiral stationary phase. Journal of Chromatography A, 955(1), 35-52. doi:10.1016/S0021-9673(02)00228-5.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0013-A10E-0

Abstract

The binary isotherms of the two enantiomers of Tröger’s base were measured on a system made of pure 2-propanol as the mobile phase and of Chiralpak AD, a chiral stationary phase (CSP) based on amylose tri-(3,5-dimethylphenyl carbamate). The experimental data were acquired using both frontal analysis and the perturbation method. The results obtained are most unusual. The adsorption of the more-retained (-)-enantiomer is not competitive: the amount adsorbed onto the CSP at equilibrium with a constant concentration of the (-)-enantiomer is independent of the concentration of the (+)-enantiomer. On the other hand, the adsorption of the less-retained enantiomer is cooperative: the amount of this (+)-enantiomer adsorbed by the CSP at equilibrium with a constant concentration of this enantiomer increases with increasing concentration of the (-)-enantiomer. Such a phenomenon has hardly ever been reported. A model equation is proposed that account well for all these isotherm data. 2002 Elsevier Science B.V. All rights reserved. [accessed 2013 November 29th]