Analytical Sciences

Chiral Separation of Binaphthol Enantiomers on Molecularly Imprinted Polymer Monolith by Capillary Electrochromatography

Zhao-Sheng LIU,*^,*** Yan-Li XU,* Hefang WANG,* Chao YAN,** and Ru-Yu GAO*

*State Key Laboratory of Element Organic Chemistry, Institute of Element Organic Chemistry, Nankai University, Tianjin 300071, P. R. China
**Unimicro Technologies, Inc., 4713 First Street, Pleasanton, CA 94566, USA
***College of Pharmacy, Tianjin Medical University, Tianjin 300070, P. R. China

A novel enantioseparational monolithic stationary phase for binaphthol based on a molecular imprinting method was introduced and evaluated in capillary electrochromatography (CEC). The monolithic stationary was prepared by the in situ copolymerization of methacrylic acid and ethylene glycol dimethacrylate in a porogenic solvent (toluene or tolueneisooctane) in the presence of an imprinting molecule, (R)-1,1′-bi-2,2′-naphthol. Such stationary phases could separate the enantiomers of binaphthol. The influence of several parameters on the column permeability was investigated. These parameters included the polymerization time, the molar ratio of the functional monomer to the imprinting molecule and the content of porogen. The influence of the polymerization condition and the electrochromatographic parameters on the enantiomer separation was also studied. Initial studies showed that a higher molecular ratio of the imprinted molecule to the functional monomer, a higher content of porogen, a higher content of acetonitrile, a higher pH, as well as the addition of Tween 20, gave a higher enantiomer selectivity.

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