纤维素-三(苯基氨基甲酸酯)涂敷手性固定相的制备及其在反相条件下的手性分离

Preparation of Cellulose Triphenylcarbamate Chiral Stationary Phase and Studies of Resolution under Reversed Phase Condition

以微晶纤维素和异氰酸苯酯为原料，合成了纤维素－三（苯基氨基甲酸酯），并涂敷于自制的硅小球上，制备了可用于高效液相色谱手性拆分的固定相。在反相条件下，分别对中性、酸性和碱性外消旋药物进行了拆分。考察了流动相中ｐＨ值、盐浓度、乙腈含量等因素对手性拆分的影响。

Cellulose triphenylcarbamate(CTPC) was synthesized by the reaction of microcrystalline cellulose with phenylisocyanate in pyridine at 110℃. After cooling, methanol was added and the insoluble fraction was isolated. Elemental analysis and IR spectrum results confirmed that the reaction had occurred with a high degree of subtitution. The spherical porous silica(5 7μm, 13nm) was treared with (3 aminopropyl)triethoxysilane in toluene at 110℃ to prepare aminopropyl silica (APS). A chiral stationary phase was prepared by coating cellulose triphenylcarbamate on the APS. The chiral resolutions of a neutral, acidic and basic racemic drugs had been investigated under reversed phase chromatographic condition. The resolution and retention of a neutral racemate is not influenced by the changes of pH and concentration of salt is the mobile phase. A mixture of water and acetonitrile containing an anionic chaotrope(e.g. NaClO 4) and a small amount of strong acid (HClO 4) gave sufficient separation forr acidic and basic racemates. The effect of the amount of acetonitrile in the mobile phase on enantiomeric separation of racemic drugs had also heen studied. The ideal base line resolutions of racemic DDBIP and TPD were obtained for the first time on CTPC CSP column under reversed phase chromatographic condition.