Padró Juan M, Pellegrino Vidal Rocío B, Reta Mario
Laboratorio de Investigación y Desarrollo de Métodos Analíticos (LIDMA), Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, 49 y 115, 1900, La Plata, Argentina.
Anal Bioanal Chem. 2014 Dec;406(30):8021-31. doi: 10.1007/s00216-014-8264-z. Epub 2014 Oct 19.
The partition coefficients, P IL/w, of several compounds, some of them of biological and pharmacological interest, between water and room-temperature ionic liquids based on the imidazolium, pyridinium, and phosphonium cations, namely 1-octyl-3-methylimidazolium hexafluorophosphate, N-octylpyridinium tetrafluorophosphate, trihexyl(tetradecyl)phosphonium chloride, trihexyl(tetradecyl)phosphonium bromide, trihexyl(tetradecyl)phosphonium bis(trifluoromethylsulfonyl)imide, and trihexyl(tetradecyl)phosphonium dicyanamide, were accurately measured. In this way, we extended our database of partition coefficients in room-temperature ionic liquids previously reported. We employed the solvation parameter model with different probe molecules (the training set) to elucidate the chemical interactions involved in the partition process and discussed the most relevant differences among the three types of ionic liquids. The multiparametric equations obtained with the aforementioned model were used to predict the partition coefficients for compounds (the test set) not present in the training set, most being of biological and pharmacological interest. An excellent agreement between calculated and experimental log P IL/w values was obtained. Thus, the obtained equations can be used to predict, a priori, the extraction efficiency for any compound using these ionic liquids as extraction solvents in liquid-liquid extractions.
准确测定了几种化合物在水与基于咪唑鎓、吡啶鎓和鏻阳离子的室温离子液体之间的分配系数PIL/w，其中一些化合物具有生物学和药理学意义，这些离子液体分别为1-辛基-3-甲基咪唑鎓六氟磷酸盐、N-辛基吡啶鎓四氟磷酸盐、三己基（十四烷基）氯化鏻、三己基（十四烷基）溴化鏻、三己基（十四烷基）双（三氟甲基磺酰）亚胺和三己基（十四烷基）二氰胺。通过这种方式，我们扩展了之前报道的室温离子液体中分配系数的数据库。我们使用具有不同探针分子（训练集）的溶剂化参数模型来阐明分配过程中涉及的化学相互作用，并讨论了这三种离子液体之间最相关的差异。用上述模型得到的多参数方程用于预测训练集中不存在的化合物（测试集）的分配系数，其中大多数具有生物学和药理学意义。计算得到的log PIL/w值与实验值之间取得了极好的一致性。因此，所得到的方程可用于事先预测在液液萃取中使用这些离子液体作为萃取溶剂时任何化合物的萃取效率。
