Tianjin Key Laboratory on Technologies Enabling Development of Clinical Therapeutics and Diagnostics (Theranostics), School of Pharmacy, Tianjin Medical University, Tianjin, 300070, China.
Anal Bioanal Chem. 2013 Nov;405(27):8935-43. doi: 10.1007/s00216-013-7304-4. Epub 2013 Sep 5.
A new chiral stationary phase based on molecularly imprinted polymers (MIP) was prepared in ionic liquid by use of the metal pivot concept. Imprinted monoliths were synthesized by use of a mixture of R-mandelic acid (template), 4-vinylpyridine, ethylene glycol dimethacrylate, and several metal ions as pivot between the template and functional monomer. A ternary mixture of dimethyl sulfoxide-dimethylformamide-[BMIM]BF4 containing metal ions was used as the porogenic system. Separation of the enantiomers of rac-mandelic acid was successfully achieved on the MIP thus obtained, with resolution of 1.87, whereas no enantiomer separation was observed on the imprinted monolithic column in the absence of metal ions. The effects of polymerization conditions, including the nature of the metal ion and the ratios of template to metal ions and template to functional monomer, on the chiral separation of mandelic acid were investigated. The results reveal that use of metal ions as a pivot, in combination with ionic liquid, is an effective method for preparation of a highly efficient MIP stationary phase for chiral separation.
一种新型的基于分子印迹聚合物（MIP）的手性固定相，通过使用金属枢轴的概念在离子液体中制备。印迹整体柱是通过使用 R-扁桃酸（模板）、4-乙烯基吡啶、乙二醇二甲基丙烯酸酯和几种金属离子的混合物合成的，金属离子作为模板和功能单体之间的枢轴。使用包含金属离子的二甲基亚砜-二甲基甲酰胺-[BMIM]BF4 的三元混合物作为致孔体系。在手性固定相上成功地实现了 rac-扁桃酸的对映体分离，分辨率为 1.87，而在没有金属离子的情况下，在印迹整体柱上没有观察到对映体分离。研究了聚合条件（包括金属离子的性质以及模板与金属离子和模板与功能单体的比例）对扁桃酸手性分离的影响。结果表明，使用金属离子作为枢轴，结合离子液体，是制备高效手性分离 MIP 固定相的有效方法。
