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Abstract: Novel chiral polyureas were prepared from L-lysine-4-nitroanilide and 2,4-toluene diisocyanate. The polyurea thus prepared gave a durable self-standing membrane that can be directly converted into molecular recognition membranes by applying an alternative molecular imprinting. The Z-D-glutamic acid (D-Glu) molecularly imprinted membrane adsorbed D-Glu in preference to L-glutamic acid (L-Glu) from racemic mixture of Glu and vice versa. Those two types of molecularly imprinted membrane showed optical resolution ability, adopting a concentration gradient as a driving force for membrane transport. A facile method to predict permselectivity of racemic mixture of charged permeant was proposed. From the observed membrane resistance, the permselectivity was predicted. The predicted permselectivity coincided with the observed one. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013
Template and target information: Z-D-glutamic acid, D-Glu, Z-L-glutamic acid, L-Glu
Author keywords: chiral separation, lysinyl residue, molecular imprinting, optical resolution, permselectivity, polyurea, prediction of permselectivity