Covalent organic framework incorporated chiral polymer monoliths for capillary electrochromatography

Abstract A covalent organic framework, Schiff base network-1 (SNW-1), was synthesized and incorporated into cellulase based poly(glycidyl methacrylate-co-ethylene dimethacrylate) (cellulase@poly(GMA-EDMA-SNW-1)) monolith to afford a novel chiral stationary phase for capillary electrochromatography (CEC). SNW-1 is attractive as a stationary phase for CEC because it not only features high surface areas but also provides conjugate structures and abundant amine groups to give π-π electrostatic stacking and hydrogen bonding property. Incorporation of SNW-1 into monolithic column could improve the column efficiency and increase the interactions between the tested racemates and the stationary phase thus significantly improved their CEC separation. The obtained monoliths were characterized by scanning electron microscopy, elemental analysis and nitrogen adsorption. Moreover, effects of SNW-1 concentration, immobilization pH of cellulase and CEC conditions were also investigated. Under the optimized conditions, the cellulase@poly(GMA-EDMA-SNW-1) monolith exhibited excellent enantioseparation performance for eight pairs of different classes of chiral drugs including β-blockers, antihistamines and anticoagulants. Satisfactory repeatability was achieved with relative standard deviations for intra-day, inter-day and column-to-column runs less than 4.5%, and batch-to-batch runs less than 6.8%. The experiment results reveal that the combination of the versatile features of monoliths and unique properties of SNW-1 could be a promising strategy for chiral separation.