Abstract

A chiral stationary phase is proposed on the basis of 3,4,9,10-perylenetetracarboxylic acid (3,4,9,10-perylentetracarbonacid, PTCA). The PTCA molecule itself is not chiral; however, it can form chiral supramolecular structures. Symmetry breaking during the self-assembly of PTCA supramolecular structures was carried out similarly to the Viedma ripening process. The obtained stationary phases with PTCA multilayers on an inert solid support and C18 silica were used to separate racemates in gas and liquid chromatography, respectively. It was found that the proposed stationary phases exhibit enantioselectivity with respect to pairs of enantiomers bearing a hydroxyl group at an asymmetric carbon atom. Enantiomers of butanol-2, pentanol-2, and 1-methoxy-propanol-2 were separated by gas chromatography. The separation of menthols was achieved in the normal-phase HPLC mode. It was shown that the separation of the last named compounds is possible up to a concentration of 0.04 mg/mL inclusive.

中文翻译：

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基于3,4,9,10-Per四甲酸的手性固定相在气相色谱和液相色谱分离中的应用

摘要

基于3,4,9,10-per四羧酸（3,4,9,10-per四碳酸，PTCA）提出手性固定相）。PTCA分子本身不是手性的。但是，它可以形成手性超分子结构。PTCA超分子结构的自组装过程中的对称性破坏与Viedma成熟过程相似。所获得的在惰性固体载体上具有PTCA多层膜的固定相和C18硅胶分别用于气相色谱和液相色谱分离外消旋物。发现所提出的固定相相对于在不对称碳原子上带有羟基的对映体对表现出对映选择性。通过气相色谱分离丁醇-2，戊醇-2和1-甲氧基丙醇-2的对映异构体。薄荷醇的分离是在正相HPLC模式下完成的。结果表明，最后一种化合物的分离是可能的，直至浓度为0。