Several new polymers for optical resolution membranes were synthesized and enantioselective permeabilities of the polymer membranes were examined for various racemates using four methods, that is, concentration-driven permeatiom (CP), pressure-driven permeation (Δ P), pervaporation (PV), and evapomeation (EV). (+) -Poly (1- (dimethyl (10-pinanyl) silyl) -1-propyne) ((+) -poly (DPSP)) membranes showed high enantioselective permeabilities in CP for various racemates and low permeation rates, which were improved by using PV or EV. (-) -Poly (2- (dimethyl (10-pinanyl) silyl) norbornadiene) had a higher permeability than (+) -poly (DPSP). High and stable enantioselective permeations were observed through the graft copolymers with (-) -oligo (methyl (10-pinanyl) siloxane) as the grafts. Polymers having a chiral main chain showed enentioselective permeability