Adsorption of the enantiomers of 3-chloro-1-phenyl-propanol on silica-bonded chiral quinidine carbamate

Journal Article · Sat Oct 01 00:00:00 EDT 2005 · Journal of Chromatography A

OSTI ID:989605

Asnin, Leonid ^[1]; Kaczmarski, Krzysztof ^[2]; Felinger, Attila ^[3]; Gritti, Fabrice ^[1]; Guiochon, Georges A ^[3]

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1. University of Tennessee, Knoxville (UTK)
2. University of Tennessee and Rzeszow University of Technology, Poland
3. ORNL

The interactions of 3-chloro-1-phenyl-propanol with a quinidine carbamate-bonded chiral stationary phase under NPLC conditions were studied by measuring the adsorption isotherm data of its enantiomers by frontal analysis, modeling these data with a suitable isotherm model, and comparing the experimental overloaded elution band profiles with those calculated with this isotherm and the equilibrium dispersive model of liquid chromatography. The affinity energy distribution was calculated from the adsorption isotherm data. The results show that the surface of the adsorbent is heterogeneous and exhibits a bimodal adsorption energy distribution. This fact is interpreted in terms of the presence of two different types of adsorption sites on the stationary phase, nonselective and enantioselective sites. Albeit the bi-Langmuir isotherm model successfully accounts for the single-component data corresponding to both enantiomers, the competitive bi-Langmuir isotherm model does not allow an accurate prediction of the overloaded band profiles of the racemic mixture. Thermodynamic data are drawn for explanation. Some aspects of the retention mechanism are discussed in the light of the data obtained.

• Research Organization: Oak Ridge National Laboratory (ORNL)
• Sponsoring Organization: SC USDOE - Office of Science (SC)
• DOE Contract Number: AC05-00OR22725
• OSTI ID: 989605
• Journal Information: Journal of Chromatography A, Journal Name: Journal of Chromatography A Journal Issue: 2006 Vol. 1101
• Country of Publication: United States
• Language: English

Related Subjects

3-hloro-1-phenyl-propanol
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
ADSORBENTS
ADSORPTION ISOTHERMS
ENERGY SPECTRA
LIQUID COLUMN CHROMATOGRAPHY
MATHEMATICAL MODELS
ORGANIC CHLORINE COMPOUNDS
PROPANOLS
THERMODYNAMICS
adsorption isotherm
chiral stationary phase
competitive adsorption
enantiomeric separation
quinidine carbamate