Investigation on Retention Mechanism of Reversed-Phase Liquid Chromatography Using Peropyrene-type Polycyclic Aromatic Hydrocarbons.

多环芳烃(PAHs)具有致癌和/或致突变作用，因此需要一种良好的分析方法。通常，在反相液相色谱分离多环芳烃中，十八烷基硅胶(Ods)固定相因其性能和可用性而被用作代表固定相。本研究在实验室合成了不同功能的ODS相，并对其色谱性能进行了评价，重点考察了它们对与其官能度相关的多环芳烃分子平面性的识别能力，并从多环芳烃分子与固定相之间的分子-分子相互作用角度对其保留机理进行了解释，并用固体核磁共振波谱对其结构进行了确认。经过仔细的考察，我们成功地设计并合成了两种不同类型的固定相。一种是二冠烯，另一种是多齿苯键相。前者可用于增强平面多环芳烃的保留，后者可比平面多环芳烃保留非平面分子更长时间。这些相的性能已经通过层析测量得到了证实。结果表明，这些研究为设计新型固定相开辟了新的维度，提高了分离的选择性，其中基本使用了分子-分子相互作用的解释理论，分子相互作用在液相色谱学中起着重要的作用。

Polycyclic aromatic hydrocarbons (PAHs) have carcinogenic and/or mutagenic properties and therefore, it has been required to have a good analytical method. Generally in PAHs separation with reversed-phase liquid chromatography, which is seemed to be the most powerful and useful way, chemically bonded octadecylsilica (ODS) phases have been used as the representative stationary phase because of their capability and availability. In this investigation, different functional ODS phases have been synthesized in the laboratory and evaluated in their chromatographic performance, especially focusing on their ability of molecular planarity recognition for PAHs relating with their functionality and the retention mechanism has been interpreted by the consideration of molecular-molecular interaction between PAHs molecules and the stationary phase, of which structures have been confirmed by solid-state NMR spectrometry. After careful examinations, we have succeeded to design and synthesize two different types of stationary phases. One of them is dicoronylene and the other is multidentate phenyl bonded phases. The former can be useful to enhance the retention of planar PAHs and the latter can retain non-planar molecules longer than planar counterparts. The performance of those phases have been confirmed by chromatographic measurements. As the results, the investigations can open the new dimension to design novel stationary phases with enhanced selectivity of the separation, in which the theory induced from the interpretation of molecular-molecular interaction which plays an important role in liquid chromatography is basically used.