4.7 Article

Rapid preparation and characterization of a bridged bis(β-cyclodextrin) functionalized urea-formaldehyde monolithic column by a one-pot approach

Journal

POLYMER CHEMISTRY
Volume 12, Issue 42, Pages 6123-6133

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1py00906k

Keywords

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Funding

  1. National Natural Science Foundation [21307013]
  2. Fujian Province Marine and Fishery Structure Adjustment Special Project [2020HYJG05]
  3. Science and Technology program of Fujian Province [2019Y0003]
  4. Natural Science Foundation of Fujian Province [2015J01044]

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The bridged bis(beta-cyclodextrin) functionalized urea-formaldehyde monolithic column showed superior chromatographic performance with high enantioselectivity compared to the native CD monolith. The enantioselectivity of the bridged CD monolith was related to the polarity of the functional linker, providing mixed-modes for effective chiral separation. This new chiral separation material has potential applications in the analysis of chiral compounds due to its rapid preparation and higher enantioseparation performance.
In this study, a new bridged bis(beta-cyclodextrin) (CD) functionalized urea-formaldehyde monolithic column was prepared by one-pot method within 30 minutes. The structures of bridged-CD and the obtained monolithic column were characterized by scanning electron microscopy, nuclear magnetic resonance spectroscopy, infrared spectroscopy and energy dispersive spectroscopy. The chromatographic performance of native-CD-monolith, N,N '-methylenebisacrylamide (MBA)-bridged-CD-monolith and N,N '-(1,2-dihydroxyethylene) bisacrylamide (DAA)-bridged-CD-monolith was systematically evaluated by separating five analytes. As a result, all tested analytes were separated on an MBA-bridged-CD-monolith and DAA-bridged-CD-monolith with high resolutions (1.21-6.80), which showed that the bridged-CD-monolith exhibited a better chromatographic performance with enantioselectivity due to providing mixed-modes such as hydrophilicity, hydrogen bonding, ionic dipole and synergy compared with those of the native-CD-monolith. In addition, the enantioselectivity of the bridged-CD-monolith was related to the polarity of a functional linker. As a new chiral separation material, the bridged-CD functionalized urea-formaldehyde monolithic column may be widely applied in the analysis of chiral compounds due to its rapid preparation and higher enantioseparation performance.

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