Synthesis Of A New Pirkle Type CSP And Its Application

Chromatograph is the most important method in separating chiral compounds. Chiral stationary phase (CSP) is very useful in HPLC separation. This research mainly studied Macro-porous silica gel stationary phase as packing for separation of racemates. The way to synthesis a new pirkle type CSP has been set up and the CSP was tested by separation of racemates.The pirkle CSP linked with Macro-porous silica gel using K.H-560. This pirkle CSP includes L-a-alanine fragment as its chiral centre which is a π-base brush CSP. The synthesis steps were listed as follow:(1) Silica gel activation.(2) Synthesis of silica gel and KH-560.(3) Amino protection.(4) Synthesis of L-a-alanine fragment.(5) de-N-protection of L-a-alanine fragment.(6) Synthesis of the Final product. The optimal synthetic conditions, such as temperature, reaction solvent systems, reaction time and catalyst selection has been studied. Intermediate products and final product have been characterized by many methods, such as ICP, IR, NMR, etc.In the chromatographic performance experiments the CSP was packed in a150mm X4.6mm column. We chosed different proportion of n-hexane and Isopropyl alcohol as the mobile phase. The influence of different proportion of Isopropyl alcohol and different flow rate on separate racemates were tested. This kind of packing is suitable for separation of small chiral compounds. This column has good permeability and it can be used quickly with high efficient separation ability for separation of alcohol racemates. It suggests the hydrogen bonding interaction is the main force in seperation process besides benzene supplying space3-d resistance, as well as a function between benzene PI nucleons role.