Citation: LI Qiang, LI Yuan-Yuan, ZHU Nan, GAO Zhu-Xian, LI Tian-Jun, ZHOU Tong, MA Yu-Long. Preparation of Cyclodextrin Type Stationary Phase Based on Graphene Oxide and Its Application in Enantioseparation and Hydrophilic Chromatography[J]. Chinese Journal of Analytical Chemistry, ;2018, 46(9): 1455-1463. doi: 10.11895/j.issn.0253-3820.181337 shu

Preparation of Cyclodextrin Type Stationary Phase Based on Graphene Oxide and Its Application in Enantioseparation and Hydrophilic Chromatography

LI Qiang ^1,2, ,
LI Yuan-Yuan ^1,2 ,
ZHU Nan ^1,2 ,
GAO Zhu-Xian ^1,2 ,
LI Tian-Jun ² ,
ZHOU Tong ² ,
MA Yu-Long ^1,2

1.
State Key Laboratory of High-efficiency Utilization of Coal and Green Chemical Engineering, Ningxia University, Yinchuan 750021, China;
2.
College of Chemistry and Chemical Engineering, Ningxia University, Yinchuan 750021, China

Received Date: 21 May 2018
Revised Date: 15 July 2018

Fund Project: This work was supported by the National Natural Science Foundation of China (No. 21465019), the Research Project for Science and Technology of Higher Education of Ningxia Province of China (No. NGY2018014), the National First-rate Discipline Construction Project of Ningxia (Chemical Engineering and Technology, No. NXYLXK2017A04), and the Undergraduate Innovation and Entrepreneurship Training Program (No.201810749090).

Graphene oxide (GO) was covalently coupled to the surface of amino silica gel by amide bond. β-Cyclodextrin (β-CD) was further chemically bonded to GO to prepare a novel chiral stationary phase. The resulting material was characterized by Fourier transform-infrared (FT-IR) spectra, scanning electron microscopy (SEM), transmission electron microscopy (TEM), elemental analysis and thermogravimetric analysis (TGA). The separation of seven enantiomers was improved in varying degrees. At the same time, the stationary phase showed typical characteristics of hydrophilic interaction chromatography (HILIC), and four small nucleoside molecules were separated when the mobile phase was methanol-acetonitrile-water (45:45:10, V/V) in HILIC mode. In addition, the separation mechanism of the stationary phase was further explored by studying the effects of mobile phase composition, temperature, and pH on the analyte retention. The low temperature was conducive to the separation of analytes at 20-60℃. The addition of protonated solvent methanol significantly decreased retention time of the four analytes. The pH affected the degree of protonation of the analyte, the interaction among analytes and stationary phase, and retention time of analytes. The results showed that GO and β-CD played a synergistic effect in the chiral resolution of the chromatographic stationary phase. The retention of analytes in HILIC was attributed to their mixed-mode retention mechanisms including hydrophilic interactions, electrostatic interactions, hydrogen bonding, π-π stacking and so on.
- Cyclodextrin,
- Graphene oxide,
- Chiral stationary phase,
- Enantioseparation,
- Hydrophilic interaction chromatography
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