Citation: HUANG Zhi-Feng, JIA Wen-Yan, YUAN Li-Ming. Three Kinds of Chiral Covalent Organic Frameworks Used as Stationary Phases for Gas Chromatography[J]. Chinese Journal of Analytical Chemistry, ;2023, 51(3): 436-444. doi: 10.19756/j.issn.0253-3820.221309 shu

Three Kinds of Chiral Covalent Organic Frameworks Used as Stationary Phases for Gas Chromatography

Department of Chemistry, Yunnan Normal University, Kunming 650500, China

Corresponding author: YUAN Li-Ming, yuan_limingpd@126.com
Received Date: 23 June 2022
Revised Date: 22 February 2023

Fund Project: Supported by the National Natural Science Foundation of China (No. 22174125).

Chiral covalent organic frameworks (CCOFs) have important applications in many fields such as asymmetric catalysis and chiral recognition. Chiral separation has become one of the most important applications of CCOFs due to its convenience, rapidity and high efficiency. To further develop the application value of CCOFs in chromatographic chiral separation, three kinds of CCOFs were obtained by post-synthetic modification method, e.g. L-valine was modified on covalent organic frameworks (COFs) TpPa(NH₂)₂, L-isoleucine was modified on COFs TpPa(NH₂)₂ and TpBD(NH₂)₂, respectively. The three CCOFs were used as gas chromatography chiral stationary phases(CSPs), and mixed with polysiloxane OV-1701 at a mass ratio of 3∶7 to prepare a 4.5 mg/mL coating solution. Three capillary chromatographic columns were prepared by dynamic coating method for chiral separation and analysis. The results showed that the chromatographic columns coated with three kinds of CCOFs had good chiral selectivity and repeatability, which could be used for rapid separation of 25 kinds of chiral compounds such as amino acids, alcohols, aldehydes, esters, ethers, acids and ketones, as well as n-alkanes, n-alkanols, aromatic mixtures and Grob mixtures. Among them, the three CCOFs had wide chiral selectivity and good complementarity in gas chromatography chiral separation, which broadened the range of CCOFs used as gas chromatography CSPs to separate chiral compounds to some extent. This study provided an example of the synthesis of CCOFs by postsynthetic modification, expanded the application of COFs in the field of chiral separation, and showed that CCOFs as a new CSPs had a good application prospect in chromatographic chiral separation.
- Chiral covalent organic frameworks,
- Chiral stationary phase,
- Chiral separation,
- Gas chromatography
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