Department of Analytical Chemistry, Faculty of Science, Charles University, Prague, Czech Republic; Institute of Physics of the Czech Academy of Sciences, Prague, Czech Republic.
Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University, Prague, Czech Republic.
J Chromatogr A. 2020 Jul 5;1622:461138. doi: 10.1016/j.chroma.2020.461138. Epub 2020 Apr 28.
Comprehensive study of enantioselective potential of eight different chiral stationary phases for chiral liquid crystal-forming molecules was conducted. The tested columns were: (i) polysaccharide-based Trefoil AMY1, CEL1 and CEL2 and (ii) superficially porous particles packed TeicoShell, VancoShell, TagShell, DMP-MaltoShell, and NicoShell. To test their enantioselective potential for these separations, twenty racemic mixtures of rod-like liquid crystalline materials comprising three different types of chiral centres and various other structural differences were used. Mobile phases consisting of supercritical carbon dioxide and alcohol as cosolvent were used; selected alcohols were methanol, ethanol and propan-2-ol. Effect of acidic and/or basic additives on enantioselectivity was also evaluated. Chiral stationary phases based on polysaccharides were found to have the greatest enantioselective potential for rod-like molecules that form liquid crystals, followed by TeicoShell, which proved suitable for enantioseparation of non-halogenated liquid crystals with lactic acid-based chiral centre.
对八种不同手性固定相用于手性液晶形成分子的对映选择性潜力进行了综合研究。测试的色谱柱为:(i)基于多糖的 Trefoil AMY1、CEL1 和 CEL2,以及(ii)表面多孔颗粒填充的 TeicoShell、VancoShell、TagShell、DMP-MaltoShell 和 NicoShell。为了测试它们在这些分离中的对映选择性潜力,使用了 20 种由三种不同类型的手性中心和各种其他结构差异组成的棒状液晶材料的外消旋混合物。使用由超临界二氧化碳和醇作为共溶剂组成的流动相;选择的醇为甲醇、乙醇和异丙醇。还评估了酸性和/或碱性添加剂对对映选择性的影响。基于多糖的手性固定相被发现对形成液晶的棒状分子具有最大的对映选择性潜力,其次是 TeicoShell,它被证明适合分离具有乳酸基手性中心的非卤代液晶。