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. Graphical Abstract

中文翻译：

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苯并咪唑衍生物在高交联聚苯乙烯上的反相 HPLC 色谱行为

摘要 各种化合物类别分离研究的一个重要部分是通过描述结构对化合物色谱保留的影响来研究结构与性质之间的关系。这项工作的目的是通过高效液相色谱 (HPLC) 研究从水-乙腈和水-甲醇溶液中首次合成的苯并咪唑在超交联聚苯乙烯 (HCP) 上的色谱保留。研究了水-甲醇和水-乙腈溶液的组成对苯并咪唑衍生物对HCP的保留因子的影响。获得了苯并咪唑从水-有机溶液转变到HCP相表面的吸附热力学特性。研究了热力学补偿效应。已经表明苯并咪唑硝基衍生物与 HCP 的芳香网络实现了额外的特定相互作用。计算了 Soczewiński-Wachtmeister 方程的斜率比。结果表明，体积小且含有亲水性取代基的 1-羟甲基苯并咪唑和 2-氨基苯并咪唑在 75% 至 85% 的乙腈浓度范围内不服从 Soczewiński-Wachtmeister 模型。图形概要 结果表明，体积小且含有亲水性取代基的 1-羟甲基苯并咪唑和 2-氨基苯并咪唑在 75% 至 85% 的乙腈浓度范围内不服从 Soczewiński-Wachtmeister 模型。图形概要 结果表明，体积小且含有亲水性取代基的 1-羟甲基苯并咪唑和 2-氨基苯并咪唑在 75% 至 85% 的乙腈浓度范围内不服从 Soczewiński-Wachtmeister 模型。图形概要