Abstract

A displacement chromatographic method has been developed for the preparative separation of the enantiomers of ibuprofen using a β-cyclodextrin silica stationary phase. The retention behavior of ibuprofen was studied in detail: the log k′ vs. polar organic modifier concentration, the log k′ vs. pH, the log k′ vs. buffer concentration and the log k′ vs. 1/ T relationships; also, the α vs. polar organic modifier concentration, the α vs. pH, the α vs. buffer concentration and the log α vs. 1/ T relationships have been determined in order to find the carrier solution composition which results in maximum chiral selectivity and sufficient, but not excessive solute retention (1 < k′ < 30). 4- tert.-Butylcyclohexanol, a structurally similar but more retained compound than ibuprofen, was selected as displacer for the separation. Even with an α value as small as 1.08, good preparative chiral separations were observed both in the displacement mode and in the overloaded elution mode, up to a sample load of 0.5 mg.

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