College of Pharmacy, Jinan University, Guangzhou, China.
J Sep Sci. 2013 Aug;36(15):2441-9. doi: 10.1002/jssc.201300374.
A novel, facile, and efficient one-step copolymerization strategy was developed for the preparation of β-cyclodextrin (β-CD) methacrylate monolithic columns using click chemistry. The novel mono-(1H-1,2,3-triazol-4-ylmethyl)-2-methylacryl-β-CD monomer was synthesized by a click reaction between propargyl methacrylate and mono-6-azido-β-CD, and then monolithic columns were prepared through a one-step in situ copolymerization of the mono-(1H-1,2,3-triazol-4-ylmethyl)-2-methylacryl-β-CD monomer and ethylene dimethacrylate. The physicochemical properties and column performance of the fabricated monolithic columns were characterized by elemental analysis, SEM, and micro-HPLC. Satisfactory column permeability, efficiency, and separation performance were obtained for the optimized poly(mono-(1H-1,2,3-triazol-4-ylmethyl)-2-methylacryl-β-CD-co-ethylene dimethacrylate) monolithic columns. Additionally, typical hydrophilic interaction chromatography retention behavior was observed on the monoliths at high acetonitrile content in the mobile phase. Although the enantioselectivity of our monolithic columns did not meet the level of other reported β-CD monolithic columns, this one-step strategy based on click chemistry still provides an interesting and effective model as it offers the possibility to easily prepare related novel CD methacrylate monoliths through a one-step copolymerization strategy.
开发了一种新颖、简便、高效的一步共聚策略，用于使用点击化学制备β-环糊精（β-CD）甲基丙烯酸酯整体柱。通过炔丙基甲基丙烯酸酯和单-6-叠氮-β-CD之间的点击反应合成了新型单-（1H-1,2,3-三唑-4-基甲基）-2-甲基丙烯酰基-β-CD 单体，然后通过一步原位共聚单-（1H-1,2,3-三唑-4-基甲基）-2-甲基丙烯酰基-β-CD 单体和乙二醇二甲基丙烯酸酯制备整体柱。通过元素分析、SEM 和微 HPLC 对制备的整体柱的物理化学性质和柱性能进行了表征。在优化的聚（单-（1H-1,2,3-三唑-4-基甲基）-2-甲基丙烯酰基-β-CD-co-乙二醇二甲基丙烯酸酯）整体柱上获得了令人满意的柱渗透性、效率和分离性能。此外，在流动相中含有高乙腈含量的情况下，在整体柱上观察到典型的亲水相互作用色谱保留行为。尽管我们的整体柱的对映选择性没有达到其他报道的β-CD 整体柱的水平，但这种基于点击化学的一步策略仍然提供了一个有趣且有效的模型，因为它通过一步共聚策略提供了制备相关新型 CD 甲基丙烯酸酯整体柱的可能性。
