Porphyrin cage compound, and preparation method and application thereof

一种卟啉笼状化合物及其制备方法与应用

Abstract

The invention discloses a porphyrin cage compound, and a preparation method and application thereof. The invention provides the porphyrin cage compound. A structural formula is shown as a formula (I). The preparation method comprises the following step of: performing 1,3-dipole cycloaddition reaction of a compound shown as a formula (II) and a compound shown as a formula (III) under the catalysis of cuprous iodide and an alkaline compound to obtain the porphyrin cage compound. According to the preparation method, the process is simple and convenient, the reaction yield is relatively high, polynitrogen anions can be identified efficiently, and the detection sensitivity is high, for example, the lower limit of detection concentration of nitrine anions in dichloromethane can reach 10 ppm; the selectivity is high, for example, the nitrine anions do not have response to other anions such as F<->, Cl<->, Br<->, I<->, SO4<2->, HSO4<->, PO4<3->, HPO4<2->, H2PO4<->, NO3<-> and the like; and a detection method can be performed by two methods, namely a nuclear magnetic resonance hydrogen spectrum and an ultraviolet spectrum, and even the nitrine anions can be determined directly and qualitatively by using naked eyes according to the change of solution colors.
本发明公开了一种卟啉笼状化合物及其制备方法与应用。本发明提供的一种卟啉笼状化合物,其结构式如式(I)所示;本发明提供的式(I)所示卟啉笼状化合物的制备方法,包括如下步骤:式(II)所示化合物与式(III)所示化合物在碘化亚铜和碱性化合物的催化下经1,3-偶极环加成反应即得。本发明提供的卟啉笼状化合物的制备方法,工艺简便,具有相对优良的反应产率,可以对多氮阴离子进行高效的识别,检测灵敏度高,如在二氯甲烷中叠氮阴离子检测浓度下限可达到10ppm;选择性高,其对F-、Cl-、Br-、I-、SO42-、HSO4-、SO32-、PO43-、HPO42-、H2PO4-、NO3-等其它阴离子没有响应;并且检测方法可以采用核磁共振氢谱和紫外光谱两种方法进行,甚至可通过溶液的颜色变化用肉眼直接定性判断。

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Cited By (2)

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    CN-105348303-AFebruary 24, 2016中国科学院化学研究所Porphyrin two-dimension covalent organic framework conjugated polymer, and preparation method and application thereof
    CN-105348303-BJuly 21, 2017中国科学院化学研究所一种卟啉二维共价有机框架共轭聚合物、其制备方法和应用