The Study Of Calixarenes In Chiral Separation By Capillary Electrophoresis

The different structure of chiral compounds lead to their different nature metabolism, their physiological activity and toxicity.So it is significant to separate chiral compounds. At present, crystallization, chromatography and enzyme are the main methods in chiral separation. In recent years ,Capillary Electrophoresis has been widely applied in chiral separation by for its high performance,quickness,low consumption and flexible methods,etc.Chiral additives are the critical factor in chiral separation by CE,such as CDs,crown ethers,metal complex.calixarenes isa kind of new valid chiral additives developed in recent years.Calixarene are cavity-shaped cyclic molecules made up of phenol units linked by alkylidene groups. They possess interesting basket-shaped intramolecular cavities.Due to their cupshaped architecture formed by ordered, oriented, substituted benzene rings, caiixarene can include small guest molecules of an appropriate size and configuration in the cavity and retain them through different physical interactions as third-generation supermolecules. But calixarenes haves weak dissolubility,strong ultraviolet absorption and low yield,which restrict their appliance in chiral separation by CE.The following is the main content of my thesis :1. the capillary electrophoretic separation of the chiral enantiomers of (?-2-amino-2'-hydroxy-l,l'-binaphthalene(ADDN) in the presence of sodium calix[6]arylsulfonate (C6PS) was investigated. The effects of pH value,concentration of C6PS and buffer, and applied voltage on the resolution between both chiral enantiomers of (?-ADDN were discussed. With the buffer of 30mmol/L phosphate(pH9)-3.5mmol/L C6PS, the applied voltage of 16 kV and detection wavelength at 334 nm, R(+)-ADDN and S(-)-ADDN were completely separated in baseline within 10 min2. The capillary electrophoretic separation of the chiral enantiomers of (+)binaphthols (BINOL)in the presence of calix[8]arene-p-sulfonate (C8PS) is investigated. The effects of the different buffer salt and its concentrations, pH value, concentration of C8PS ,applied separation voltage and organic additive MeOH on the resolution between the both chiral enantiomers of (?-BINOL are discussed. With the buffer of 40 mmol/L borax (pH 8)-3.5 mmol/L C8PS, the applied voltage of 13 kV and detection wavelength at 237 nm, R(+)-BINOL and S(-)-BINOL were completely separated in baseline within 10 min.3. p-tert -butyl-calix[8]arene boned capillary has been prepared with.y-Glycidoxypropyltrimelhoxysi lane. Electroosmotic flow (EOF),stability and separation ability of the bonded capillary were studied in this paper. The result showed that bonded capillary has the higher stability, sensibility and resolution.