화학공학소재연구정보센터
Polymer, Vol.35, No.1, 204-206, 1994
New Macromolecular Ionophore - Enantioselective Membrane-Transport of Racemic Amino-Acid by Poly((1-)6)-2,5-Anhydro-3,4-di-O-Methyl-D-Glucitol)
The chiral recognition property of poly[(1-->6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol] (2b) towards racemic RCH(CO2CH3)NH3+.X(-) (3HX) has been studied using a transport system involving an aqueous source and receiving phases separated by a chloroform phase containing 2b. For HPF6, HClO4 and HCl salts of 3a (R=Ph), the amount of 3a transported into the receiving phase decreased in the order of PF6- > ClO4- > Cl-, but the optical purities changed only slightly from 9.3 to 10.9%. The transport rates for aromatic guests, 3a and 3b (R = CH(2)Ph), were faster than those for aliphatic ones, 3e (R = CH(CH3)(2)) and 3d (CH2CH(CH3)(2)), using PF6- as the counterion. The optical purity was 10.9% for 3a as a maximum value and decreased in the order of 3a > 3c> 3b and 3d. The formation of a complex between 2b and 3a HX was confirmed by H-1 and C-13 n.m.r. spectral measurements.