Synthesis of a poly(sulfobetaine-co-polyhedral oligomeric silsesquioxane) hybrid monolith via an in-situ ring opening quaternization for use in hydrophilic interaction capillary liquid chromatography,Microchimica Acta

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Synthesis of a poly(sulfobetaine-co-polyhedral oligomeric silsesquioxane) hybrid monolith via an in-situ ring opening quaternization for use in hydrophilic interaction capillary liquid chromatography
Microchimica Acta ( IF 5.3 ) Pub Date : 2020-01-08 , DOI: 10.1007/s00604-019-4088-z
Wangming Tan ₁ , Ye Chen ₁ , Xiyue Xiong ₂ , Si Huang ₁ , Zhengfa Fang ₁ , Yingzhuang Chen ₁ , Ming Ma ₁ , Bo Chen ₁

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An in-situ approach is described for synthesis of poly(sulfobetaine-co-polyhedral oligomeric silsesquioxane) [poly(sulfobetaine-co-POSS)] that can be used in a hybrid monolithic column as a hydrophilic liquid chromatography (HILIC) stationary phase. Synthesis involves (a) radical polymerization of octa(propyl methacrylate)-polyhedral oligomeric silsesquioxane (MA-POSS) and organic monomers such as dimethylaminopropyl methacrylate or vinyl imidazole, and (b) in-situ ring-opening quaternization between 1,4-butane sultone and the organic monomers. The sulfobetaine groups are generated in-situ monolith. This obviates the need for synthesis of sulfobetaine monomer previously. The pore size and permeability of the material can be tuned by using a binary porogenic system (polyethyleneglycol 600 and acetonitrile) and via the composition of the polymerization mixture. The optimized hybrid monolith owns its merits to the presence of POSS and sulfobetaine groups with good mechanical stability, the lack of residual silanol groups, and adequate hydrophilicity. The column filled with the monoliths was evaluated as a stationary phase for HILIC. Several kinds of polar compounds (including nucleosides, bases, phenols, aromatic acids and amides) were separated by using mobile phases with high organic solvent fractions in capillary liquid chromatography. Graphical abstract An in-situ approach is described for synthesis of poly(sulfobetaine-co-polyhedral oligomeric silsesquioxane) hybrid monolithic column for use in hydrophilic liquid chromatography. The optimized monolith owns good mechanical stability, the lack of residual silanol groups and adequate hydrophilicity. Baseline separation of several kinds of polar compounds is achieved on the column. MA-POSS: octa(propyl-methacrylate) polyhedral oligomeric silsesquioxane; DMAEMA: dimethylaminoethyl methacrylate; AIBN: azodiisobutyronitrile. Poly(DMABS-co-POSS): poly( N -(4-sulfobutyl)- N -methacryloxypropyl- N,N -dimethylammonium-betaine-co-polyhedral oligomeric silsesquioxane).

中文翻译：

通过原位开环季铵化合成聚（磺基甜菜碱-共-多面体低聚倍半硅氧烷）杂化整料，用于亲水相互作用毛细管液相色谱

描述了一种用于合成聚（磺基甜菜碱-co-多面体低聚倍半硅氧烷）[聚（磺基甜菜碱-co-POSS）] 的原位方法，该方法可在混合整体柱中用作亲水液相色谱 (HILIC) 固定相。合成包括 (a) 八(甲基丙烯酸丙酯)-多面体低聚倍半硅氧烷 (MA-POSS) 和有机单体如甲基丙烯酸二甲氨基丙酯或乙烯基咪唑的自由基聚合，以及 (b) 1,4-丁烷之间的原位开环季铵化磺内酯和有机单体。磺基甜菜碱基团原位生成。这避免了以前合成磺基甜菜碱单体的需要。材料的孔径和渗透性可以通过使用二元致孔系统（聚乙二醇 600 和乙腈）和聚合混合物的组成进行调节。优化的杂化整料的优点在于存在 POSS 和磺基甜菜碱基团，具有良好的机械稳定性，没有残留的硅烷醇基团和足够的亲水性。填充整料的柱子被评估为 HILIC 的固定相。在毛细管液相色谱中，使用高有机溶剂馏分的流动相分离了几种极性化合物（包括核苷、碱、酚、芳香酸和酰胺）。图形摘要描述了一种用于合成用于亲水液相色谱的聚（磺基甜菜碱-共-多面体低聚倍半硅氧烷）杂化整体柱的原位方法。优化的整料具有良好的机械稳定性，没有残留的硅烷醇基团和足够的亲水性。在色谱柱上实现了几种极性化合物的基线分离。MA-POSS：八(甲基丙烯酸丙酯)多面体低聚倍半硅氧烷；DMAEMA：甲基丙烯酸二甲氨基乙酯；AIBN：偶氮二异丁腈。聚(DMABS-co-POSS)：聚(N-(4-磺丁基)-N-甲基丙烯酰氧基丙基-N，N-二甲基铵-甜菜碱-共-多面体低聚倍半硅氧烷)。在色谱柱上实现了几种极性化合物的基线分离。MA-POSS：八(甲基丙烯酸丙酯)多面体低聚倍半硅氧烷；DMAEMA：甲基丙烯酸二甲氨基乙酯；AIBN：偶氮二异丁腈。聚(DMABS-co-POSS)：聚(N-(4-磺丁基)-N-甲基丙烯酰氧基丙基-N，N-二甲基铵-甜菜碱-共-多面体低聚倍半硅氧烷)。在色谱柱上实现了几种极性化合物的基线分离。MA-POSS：八(甲基丙烯酸丙酯)多面体低聚倍半硅氧烷；DMAEMA：甲基丙烯酸二甲氨基乙酯；AIBN：偶氮二异丁腈。聚(DMABS-co-POSS)：聚(N-(4-磺丁基)-N-甲基丙烯酰氧基丙基-N，N-二甲基铵-甜菜碱-共-多面体低聚倍半硅氧烷)。

更新日期：2020-01-08

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