Investigation of the chromatographic regulation properties of benzyl groups attached to bridging nitrogen atoms in a calixtriazine-bonded stationary phase

Investigation of the chromatographic regulation properties of benzyl groups attached to bridging nitrogen atoms in a calixtriazine-bonded stationary phase
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研究杯三嗪键合固定相中桥接氮原子上连接的苄基的色谱调节特性

DOI:
10.1002/jssc.201701185
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发表时间:
2018
影响因子:
3.1
通讯作者:
Zhang Shusheng
Zhang Shusheng
中科院分区:
工程技术3区
文献类型:
--
作者:
Zhao Wenjie;Lou Xuhua;Guo Jizhao;Sun Peijian;Jia Yunzhen;Zheng Limei;He Lijun;Zhang Shusheng

文献摘要

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以Tanaka供试品、单取代苯、芳香位置异构体和无机阴离子为对象,研究了两种以杯三嗪为色谱配体的反相/阴离子交换混合型高效液相色谱固定相。杯三嗪作为色谱配体已有报道,但本研究报道的苄基化氮桥连杯三嗪键合硅胶是新的。实验数据表明,杯三嗪平台是一种独特的色谱选择剂,因为它的多个活性位点可用于不同的溶质,其色谱选择性可以通过在杯三嗪基质中存在的桥氮原子上引入取代基来调节。主体分子中的芳香环、氮原子、苄基和可调腔的协同作用通过多种保留机制影响分离选择性。这种混合固定相提供了更多的通用性,在复杂样品的分析中具有巨大的潜力。此外,本文提出的合成方案可以提供对大环主体-客体化学的替代理解,从而产生新的和选择性的分离介质。
Two reversed‐phase/anion‐exchange mixed‐mode stationary phases for high‐performance liquid chromatography using calixtriazines as chromatographic ligands were investigated with Tanaka test solutes, monosubstituted benzenes, aromatic positional isomers, and inorganic anions. Calixtriazine as a chromatographic ligand has been reported previously, but the benzylated nitrogen‐bridged calixtriazine‐bonded silica gel reported in this study is new. The experimental data showed that the calixtriazine platform is a unique chromatographic selector because its multiple active sites are available for different solutes and its chromatographic selectivity could be tuned by introducing substituent on the bridging nitrogen atoms present in the calixtriazine matrix. The synergistic effects of aromatic rings, nitrogen atoms, benzyl groups, and tunable cavity in the host molecule influenced the separation selectivity by multiple retention mechanisms. Such hybrid stationary phases provide more versatility and have great potential in the analysis of complex samples. Moreover, the synthetic protocols presented herein may provide an alternative understanding on macrocyclic host–guest chemistry, leading to new and selective separation media.