Synthesis of a chiral metal-organic framework using zinc oxide as zinc source for enantioselective adsorption of 2, 2'-furoin racemate

doi:10.3724/SP.J.1123.2019.10024

Abstract

Abstract:

Chiral metal-organic frameworks (CMOFs), [Zn(L-mal)(H₂O)₂]_n were prepared by using zinc oxide instead of the traditional metal inorganic salt as the zinc source, and their chiral separation performance was investigated. Equal amounts of ZnO and L-malic acid were dissolved in H₂O, and[Zn(L-mal)(H₂O)₂]_n were obtained by allowing the mixture to stand at room temperature for 24 h. Then, 100 mg[Zn(L-mal)(H₂O)₂]_n as the adsorbent was added to 250 μL 1 g/L 2, 2'-furoin racemate, and 4.5 mL isopropanol and 1 mL methanol were selected as the extraction solvent and elution solvent, respectively, for selective adsorption experiments. The final filtrate was analyzed by high performance liquid chromatography (HPLC). The results showed that[Zn(L-mal)(H₂O)₂]_n exhibited better selective adsorption ability for R-2, 2'-furoin with 20% enantiomeric excess (ee). This work provides a new method for the green preparation of CMOF and expands its application in the field of chiral separation.

Key words: chiral separation, chiral metal-organic frameworks (CMOF), zinc oxide, 2, 2'-furoin racemate

WANG Cuijie, GAO Yu, LI Xinglin, ZHAO Wuduo, YU Ajuan, ZHANG Shusheng. Synthesis of a chiral metal-organic framework using zinc oxide as zinc source for enantioselective adsorption of 2, 2'-furoin racemate[J]. Chinese Journal of Chromatography, 2020, 38(5): 516-521.

Figures/Tables 6

Fig. 1 (a) Basic structural unit and (b) one-dimensional chain structure of chiral metal-organic framework (CMOF)

Fig. 2 Scanning electron microscope (SEM) images of CMOF using (a) zinc nitrate and (b) zinc oxide as zinc sources

Fig. 3 X-ray diffraction (XRD) comparison patterns of CMOF using (a) zinc nitrate and (b) ZnO as zinc sources DMF: N, N-dimethylformamide.

Fig. 4 Thermogravimetric curve of CMOF using ZnO as zinc source

Fig. 5 Effect of (a) extraction solvents and (b) elution solutions on the selective adsorption results IPA: isopropanol.

Fig. 6 Chromatogram of 2, 2′-furoin after enantioselective adsorption

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