氨基甲酸酯功能化离子液体高效液相色谱固定相的制备与初步评价

Preparation and Evaluation of Carbamate Functionalized Ionic Liquid Stationary for High-performance Liquid Chromatography

合成一种了氨基酸衍生物:4,4'-二苯亚甲基桥联-二[2-(1-咪唑基)-3-苯基丙醇氨基甲酸酯](ImPh-Carb),并将其键合到硅胶上制备了一种新的氨基甲酸酯功能化的离子液体HPLC固定相(ImPh-Carb-Silica)。利用1H NMR、13C NMR、MS和FTIR对ImPh-Carb进行了表征;通过FTIR和元素分析对ImPh-Carb-Silica固定相进行了表征,根据N含量计算得到ImPh-Carb-Silica的键合量为0.19 mmol/g。以5种芳烃、5种酚类化合物和4种有机磷农药为分析物,分别在正相和反相色谱模式下对固定相的色谱分离性能进行了评价,同时考察了流动相的变化与溶质保留因子lg k之间的关系。结果表明,该固定相与溶质分子间存在多重作用力,如疏水、氢键、π-π和偶极-诱导偶极作用等,使其能同时在正相和反相色谱模式下使用;在正相色谱条件下固定相对酚类化合物和有机磷农药表现出较好的分离选择性。

A new carbamate functionalized ionic liquid stationary phase（ImPh-Carb-Silica） for high-performance liquid chromatography was prepared by bonding 4,4′-diphenylmethylene-bis[2-（1-imidazolyl）-3-phenyl-1-propanol carbamate]（ImPh-Carb） onto silica particles. The structure of ImPh-Carb was characterized by 1H NMR,13C NMR, MS and FTIR, and the bonded stationary phase was also characterized by FTIR and element analysis, and the bonding amount of ImPh-Carb-Silica stationary phase was about 0.19 mmol/g, according to the nitrogen content. The chromatographic performances of the stationary phase were evaluated using aromatic hydrocarbons, phenols and organophosphorus pesticides as solutes in reversed-phase and normal-phase chromatographic modes, and the effect of the content of mobile phase on retention factor（lg k） of analytes was studied. The results show that the functionalized ionic liquid stationary phase provides a multiple-interaction mechanism with analytes including hydrophobic, hydrogen bonding, π-π, and dipole-induce/dipole interactions. The stationary phase can be simultaneously performed in reversed-phase and normal-phase chromatographic modes, and it demonstrates its superiority in separation of phenols and organophosphorus pesticides under normal-phase chromatographic mode.