Preparation of Perphenylcarbamoylated β-Cyclodextrin-silica Hybrid Monolithic Column with “One-Pot” Approach for Enantioseparation by Capillary Liquid Chromatography

摘要

Perphenylcarbamoylated β-cyclodextrin-silica (Ph-β-CD-silica) hybrid monolithic columns for enantioseparation in capillary liquidnchromatography (cLC) have been prepared by a “one-pot” approach via the polycondensation of alkoxysilanes and in situncopolymerization of mono (6A-N-allylamino-6A-deoxy)-Ph-β-CD and vinyl group on the precondensed siloxanes. The morphologiesnof the Ph-β-CD-silica hybrid monolithic columns were characterized by optical microscopy and scanning electron microscopyn(SEM), showing the uniform monolithic matrixes tightly bonded onto the capillary wall. The content of Ph-β-CD incorporated innmonolithic matrix by the “one-pot” approach was ca. 2.9 times higher than that by postmodification method. The permeability of thenPh-β-CD-silica chiral hybrid monolithic column was 3.63 u0001 10u000314 m2, and the minimum plate height was 12 μm corresponding ton83 300 theoretical plates/meter. Enantioseparations of 13 racemates were achieved by the Ph-β-CD-silica hybrid monolithicncolumn. In this work, since the prepolymerization system mainly consisted of organic solvent (methanol (MeOH), N,nN-dimethylformamide (DMF)), the limitation and difficulty of the use of water insoluble organic monomers in the previouslynreported “one-pot” method was circumvented. Therefore, various β-CD derivatives as well as other hydrophobic monomers couldnthus be used to prepare organicu0003silica hybrid monolithic columns with the “one-pot” process.