Chromatographic behavior of benzimidazole derivatives on hypercrosslinked polystyrene by reverse-phase HPLC

Abstract

An important part in the research of separation of various compound classes is the study of relationship between structure and property by describing the effect of structure on compounds’ chromatographic retention. The aim of this work was to study the chromatographic retention of the firstly synthesized benzimidazoles from water-acetonitrile and water-methanol solutions on hypercrosslinked polystyrene (HCP) by high-performance liquid chromatography (HPLC). The effect of water-methanol and water-acetonitrile solutions’ composition on the benzimidazole derivative retention factors on HCP was studied. The thermodynamic characteristics of sorption of benzimidazoles’ transition from water-organic solutions onto the surface of HCP phase were obtained. The thermodynamic compensation effects were studied. It has been shown that the benzimidazole nitro derivative realizes additional specific interactions with the aromatic network of HCP. The slope ratio of the Soczewiński–Wachtmeister equation was calculated. It was shown that 1-hydroxymethylbenzimidazole and 2-aminobenzimidazole characterized by small volumes and containing hydrophilic substituents do not subordinate Soczewiński–Wachtmeister model under ranging from 75 to 85% concentrations of acetonitrile.