偶氮吡咯化合物的合成及其比色阴离子识别特性  

Synthesis of azopyrrole compounds and their colorimetric anions recognition

作　　者：张怡然 李彤 尹振明[1,2,3] ZHANG Yiran;LI Tong;YIN Zhenming(College of Chemistry,Tianjin Normal University,Tianjin 300387,China;Key Laboratory of Inorganic-Organic Hybrid Functional Material Chemistry,Ministry of Education,Tianjin Normal University,Tianjin 300387,China;Tianjin Key Laboratory of Structure and Performance for Functional Molecules,Tianjin Normal University,Tianjin 300387,China)

机构地区：[1]天津师范大学化学学院,天津300387 [2]天津师范大学无机-有机杂化功能材料化学教育部重点实验室,天津300387 [3]天津师范大学天津市功能分子结构与性能重点实验室,天津300387

出　　处：《天津师范大学学报（自然科学版）》2019年第1期33-37,共5页Journal of Tianjin Normal University：Natural Science Edition

基　　金：国家自然科学基金资助项目(21172174)

摘　　要：以邻氨基苯酚与吡咯为底物,制备了2种偶氮吡咯化合物,利用UV-Vis光谱和核磁滴定法研究了2种化合物对F-、Cl-、Br-、I-、AcOˉ、HSO4ˉ、NO3-、H2PO4-8种阴离子的识别作用. UV-Vis光谱研究表明:化合物1在DMSO溶液中对Fˉ有着专一性的识别作用;化合物2的识别能力大于化合物1,在DMSO溶液中对F-、AcO-和H2PO4-离子都有识别作用,其中,化合物2对F-的识别作用大于对其他2种阴离子的识别.化合物1和2在阴离子识别的同时,伴随着明显的溶液颜色变化.核磁滴定研究表明,2种化合物均通过氢键与阴离子形成1∶1的配合物.这些结果说明,偶氮吡咯化合物可以作为一类新型的阴离子比色传感器.Two azopyrrole compounds were synthesized through the reaction between 2-hydroxyl-phenyl-diazonium salt and pyrrole,and their anions recognition properties on eight kinds of anion(F^-,Cl^-,Br^-,I^-,AcO^-,HSO4^-,NO3^-,H2PO4^-)were studied by UV-Vis and nuclear magnetic titration experiments.The results of UV-Vis showed that the compound 1 displayed a specific recognition on F-in DMSO solution and the compound 2 had higher anion binding ability than compound 1.The compound 2 can recognize F^-,AcO^-and H2PO4^-,and its reorganization ability on F^-is higher than that on the other two kinds of anion.The compounds 1 and 2 recognized anions accompanied with the obvious color changes of solution.Nuclear magnetic titration showed that both the compounds form 1∶1 complexes with anions through hydrogen bonds.All these results indicated that azopyrrole compound is a new kind of colorimetric anions receptor.

关 键 词：偶氮吡咯 比色阴离子识别 氢键 UV-VIS光谱 核磁滴定 

分 类 号：O622[理学—有机化学]