Department of Chemistry, Yunnan Normal University, Kunming, 650500, People's Republic of China.
Mikrochim Acta. 2023 May 24;190(6):238. doi: 10.1007/s00604-023-05806-y.
The manufacturing of chiral covalent triazine framework core-shell microspheres CC-MP CCTF@SiO composite is reported as stationary phase for HPLC enantioseparation. The CC-MP CCTF@SiO core-shell microspheres were prepared by immobilizing chiral COF CC-MP CCTF constructed using cyanuric chloride and (S)-2-methylpiperazine on the surface of activated SiO through an in-situ growth approach. Various racemates as analytes were separated on the CC-MP CCTF@SiO-packed column. The experimental results indicate that 19 pairs of enantiomers were well separated on the CC-MP CCTF@SiO-packed column, including alcohols, phenols, amines, ketones, and organic acids. Among them, there are 17 pairs of enantiomers that can achieve baseline separation with good peak shapes. Their resolution values on this chiral column are between 0.4 and 5.61. The influences of analyte mass, column temperature, and composition of the mobile phase on the resolution of enantiomers were studied. In addition, the chiral resolution ability of CC-MP CCTF@SiO-packed column was compared with the commercial chiral chromatographic columns (Chiralpak AD-H and Chiralcel OD-H columns) and some CCOF@SiO chiral columns (β-CD-COF@SiO, CTpBD@SiO, and MDI-β-CD-modified COF@SiO). The CC-MP CCTF@SiO-packed column exhibited some unique advantages and can complement these chiral columns in chiral separations. The research results show that the CC-MP CCTF@SiO chiral column offered high column efficiency (e.g., 17680 plates m for ethyl mandelate), low column backpressure (5-9 bar), high enantioselectivity, and excellent chiral resolution ability for HPLC enantioseparation with good stability and reproducibility. The relative standard deviations (RSD) (n = 5) of the retention time, and peak areas by repeated separation of ethyl mandelate are 0.23% and 0.67%, respectively. It demonstrates that the CC-MP CCTF@SiO core-shell microsphere composite has great potential in enantiomeric separation by HPLC.
手性共价三嗪框架核壳微球 CC-MP CCTF@SiO 复合材料的制备及其作为 HPLC 手性拆分固定相的研究。CC-MP CCTF@SiO 核壳微球是通过原位生长法将手性 COF CC-MP CCTF 固定在活化的 SiO2 表面上制备的，CC-MP CCTF 是由氰尿酰氯和 (S)-2-甲基哌嗪构建的。在 CC-MP CCTF@SiO 填充柱上分离了各种外消旋体作为分析物。实验结果表明，19 对对映异构体在 CC-MP CCTF@SiO 填充柱上得到了很好的分离，包括醇、酚、胺、酮和有机酸。其中，有 17 对对映异构体可以达到基线分离，峰形良好。它们在该手性柱上的分辨率值在 0.4 到 5.61 之间。研究了分析物质量、柱温和流动相组成对拆分对映异构体的影响。此外，还将 CC-MP CCTF@SiO 填充柱的手性拆分能力与商业手性色谱柱（Chiralpak AD-H 和 Chiralcel OD-H 柱）和一些 CCOF@SiO 手性柱（β-CD-COF@SiO、CTpBD@SiO 和 MDI-β-CD 修饰的 COF@SiO）进行了比较。CC-MP CCTF@SiO 填充柱具有一些独特的优势，可以在手性分离中补充这些手性柱。研究结果表明，CC-MP CCTF@SiO 手性柱在手相色谱分离中具有高效（例如，乙酯扁桃酸的柱效为 17680 板米）、低压降（5-9 巴）、高对映选择性和优异的手性分离能力，具有良好的稳定性和重现性。通过重复分离扁桃酸乙酯得到的保留时间和峰面积的相对标准偏差（n=5）分别为 0.23%和 0.67%。这表明 CC-MP CCTF@SiO 核壳微球复合材料在手相色谱对映体拆分中具有很大的潜力。
