三(4-甲基苯甲酰基)纤维素酯的合成及其涂敷手性固定相的制备和表征

Preparation and Characterization of Chiral Packing Materials for High Performance Liquid Chromatography: Cellulose Tris(4 methylbenzoate) Coated on Silica Gel

以微晶纤维素为原料合成三（４－甲基苯甲酰基）纤维素酯，涂敷在平均粒径为６μｍ、平均孔径为１５ｎｍ、比表面积为６７ｍ２／ｇ的堆积硅珠上，制备成手性固定相。用扫描电子显微分析考察了固定相的表面形貌。用高效液相色谱法分离了（±）－α－苯乙醇对映异构体，考察了洗脱液正己烷／异丙醇（９８∶２，Ｖ／Ｖ）的流速和洗脱液的组成对（±）－α－苯乙醇对映异构体分离的影响。

Cellulose tris(4 methylbenzoate)(CTMB) was synthesized by the homogeneous reaction of para toluoyl chloride with microcrystalline cellulose in pyridine and triethylamine at about 110℃, and isolated as the fraction insoluble in absolute ethanol. 4 N,N dimethylaminopyridine was used as hypernucleophilic acylation catalyst. Elemental analysis and IR spectra indicated that almost all hydroxy groups of the microcrystalline cellulose were converted into ester groups. Silica gel (mean partical size, 6μm; mean pore diameter, 15nm; specific surface area, 67m 2/g)was treated with a large excess of (3 aminopropyl)triethoxysilane at refluxing temperature in toluene. The silanized gel was coated with CTMB using trichloromethane as slovent. The surface topographies of the packing material thus obtained have been investigated by scanning electron microscope. The resolution of sec phenethyl alcohol enantiomers has been achieved by CTMB CSP(chiral stationary phase). Effects of flow rate and the 2 propanol content in hexane/2 propanol mobile phase on pressure, capacity factor, relative retention, and resolution in the separation of sec phenethyl alcohol enantiomers were studied.