Liu Cheng, Guo Ping, Ran Xiao-Yan, Zhu Yu-Lan, Wang Bang-Jin, Zhang Jun-Hui, Xie Sheng-Ming, Yuan Li-Ming
Department of Chemistry, Yunnan Normal University, Kunming, 650500, People's Republic of China.
Mikrochim Acta. 2024 Apr 23;191(5):281. doi: 10.1007/s00604-024-06347-8.
Two chiral covalent organic frameworks (CCOFs) core-shell microspheres based on achiral organic precursors by chiral-induced synthesis strategy for HPLC enantioseparation are reported for the first time. Using n-hexane/isopropanol as mobile phase, various kinds of racemates were selected as analytes and separated on the CCOF-TpPa-1@SiO and CCOF-TpBD@SiO-packed columns with a low column backpressure (3 ~ 9 bar). The fabricated two CCOFs@SiO chiral columns exhibited good separation performance towards various racemates with high column efficiency (e.g., 19,500 plates m for (4-fluorophenyl)ethanol and 18,900 plates m for 1-(4-chlorophenyl)ethanol) and good reproducibility. Some effects have been investigated such as the analyte mass and column temperature on the HPLC enantioseparation. Moreover, the chiral separation results of the CCOF-TpPa-1@SiO chiral column and the commercialized Chiralpak AD-H column show a good complementarity. This study demonstrates that the usage of chiral-induced synthesis strategy for preparing CCOFs core-shell microspheres as a novel stationary phase has a good application potential in HPLC.
首次报道了通过手性诱导合成策略，基于非手性有机前体合成的两种用于高效液相色谱（HPLC）对映体分离的手性共价有机框架（CCOF）核壳微球。以正己烷/异丙醇为流动相，选择各种外消旋体作为分析物，在填充有CCOF-TpPa-1@SiO和CCOF-TpBD@SiO的色谱柱上进行分离，柱背压较低（3至9巴）。制备的两种CCOF@SiO手性色谱柱对各种外消旋体表现出良好的分离性能，柱效高（例如，对（4-氟苯基）乙醇为19,500理论塔板数/米，对1-（4-氯苯基）乙醇为18,900理论塔板数/米）且重现性良好。研究了一些影响因素，如分析物质量和柱温对HPLC对映体分离的影响。此外，CCOF-TpPa-1@SiO手性色谱柱与商业化的Chiralpak AD-H色谱柱的手性分离结果显示出良好的互补性。这项研究表明，采用手性诱导合成策略制备CCOF核壳微球作为新型固定相在HPLC中具有良好的应用潜力。
