Preparation of sulfobutylether β-cyclodextrin-silica hybrid monolithic column, and its application to capillary electrochromatography of chiral compounds

J Chromatogr A. 2020 Jun 7:1620:460932. doi: 10.1016/j.chroma.2020.460932. Epub 2020 Jan 28.

Abstract

Although various cyclodextrins (CDs) have been utilized to prepare organic polymer-based monolithic columns, there were few reports on fabrication of cyclodextrin functionalized hybrid monolithic columns. Herein, a sulfobutylether β-cyclodextrin (SBE-β-CD)-silica hybrid monolithic column was prepared by "one-step" method via the co-polymerization of hydrolyzed organosiloxane precursors and glycidyl methacrylate-sulfobutylether β-cyclodextrin (GMA-SBE-β-CD). The morphologies of prepared monolithic columns were observed by optical microscopy and scanning electron microscopy (SEM). The sulfobutylether β-cyclodextrin was incorporated into the polymeric structure, which was demonstrated by energy dispersive X-ray spectroscopy (EDS), Fourier-transform infrared spectroscopy (FTIR) spectrum and X-ray photoelectron spectroscopy (XPS). The resulting columns were used for chiral separations of twenty six racemic compounds, and satisfactory separation selectivity was obtained. Compared with other two kinds of neutral cyclodextrin (β-CD and HP-β-CD) based hybrid monoliths, sulfobutylether β-cyclodextrin-silica hybrid monolith showed superior chiral resolution. These results demonstrated the sulfobutylether β-cyclodextrin-silica hybrid monolithic column was promising in chiral compounds analysis.

Keywords: Capillary electrochromatography; Chiral separation; Monolith; Sulfobutylether β-cyclodextrin.

MeSH terms

  • 2-Hydroxypropyl-beta-cyclodextrin / chemistry
  • Capillary Electrochromatography*
  • Epoxy Compounds / chemistry
  • Methacrylates / chemistry
  • Microscopy, Electron, Scanning
  • Photoelectron Spectroscopy
  • Polymerization
  • Polymers / chemistry
  • Silicon Dioxide / chemistry*
  • Stereoisomerism
  • beta-Cyclodextrins / chemistry*

Substances

  • Epoxy Compounds
  • Methacrylates
  • Polymers
  • beta-Cyclodextrins
  • 2-Hydroxypropyl-beta-cyclodextrin
  • SBE4-beta-cyclodextrin
  • Silicon Dioxide
  • glycidyl methacrylate