The molecularly imprinted polymer was prepared by racemic 2- chloromandelic acid as template and synthesized (S)-acryloyl-l- naphthylethylamine as chiral functional monomer. The molecularly imprinted polymers as stationaiy phase had good chiral resolution ability to 2-chloromandelic acid enantiomers and the separation factor a was calculated as 1.36. But this polymer showed no resolution to the analogues of the template, such as racemic 4-chloromandelic acid and mandelic acid. The structure of (S)-2-chloromandelic acid interacting with (S)-acryloy-l-naphthylethylamine was simulated by Hyperchem software. The S-S type of cavities left by imprinting in polymer matrix showed double recognition of spatial configuration and binding interaction and had stronger retention capability to (S)-2- chloromandelic acid, so as to get the good enantioseperation.

Key words: molecularly imprinted polymer, 2-chloromandelic acid, CHROMATOGRAPHY, STATIONARY PHASE, PROPENAMIDE