Journal
JOURNAL OF SEPARATION SCIENCE
Volume 40, Issue 9, Pages 1869-1876Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/jssc.201700076
Keywords
amlodipine; enantioseparation; surface-imprinted microsphere; template
Categories
Funding
- National Natural Science Foundation of China [21505112, 21305118]
- Hunan Provincial Science and Technology Department [2013SK2021]
- Education Department of Hunan Province [14C1087, 16A204]
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The surface imprinting technique has been developed to overcome the mass-transfer difficulty, but the utilization ratio of template molecules in the imprinting procedure still remains a challengeable task to be improved. In this work, specifically designed surface-imprinted microspheres were prepared by a template-oriented method for enantioseparation of amlodipine besylate. Submicron mesoporous silica microspheres were surface-modified with double bonds, followed by polymerizing methacrylic acid to generate carboxyl modified mesoporous silica microspheres (PMAA@SiO2). Afterwards, PMAA@SiO2 was densely adsorbed with (S)-amlodipine molecules to immobilize template molecules through multiple hydrogen bonding interactions. Then surface molecular imprinting was carried out by cross-linking the carboxyl group of PMAA@SiO2 with ethylene glycol diglycidyl ether. The surface-imprinted microspheres showed fast binding kinetics of only 20 min for equilibrium adsorption, and the saturation adsorption capacity reached 137 mg/g. The imprinted materials displayed appreciable chiral separation ability when used as column chromatography for enantioseparation of amlodipine from amlodipine besylate, and the enantiomeric excess of (S)-amlodipine reached 13.8% with only 2.3 cm column length by no extra chiral additives. Besides, the imprinted materials exhibited excellent reusability, and this allows the potential application for amplification production of amlodipine enantiomer.
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