Optically active polyamides, derived from (-)-anti head-to-head coumarin dimer and a,w-al-kanediamines, possess possible interaction sites for chiral recognition. Their chiral recognition ability was evaluated by using them as chiral stationary phases for high-performance liquid chromatography; they were found to be highly dependent on the methylene number in the diamine components. The polyamides, consisting of a diamine with an even methylene number, showed a sufficient chiral recognition ability, while the polyamides with an odd methylene number did not at all. This odd-even discrimination in chiral recognition was in good agreement with the crystallizability of the polyamides; i.e., only crystallizable polyamides showed a chiral recognition ability. The chiral recognition ability was also closely related to the degree of crystallinity and to the superstructure of the polyamides. The degree of crystallinity of the polyamides coated on the surface of silica gel was significantly influenced by the poor solvent for washing and by the quantity of a residual coating solvent.
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