基于喹啉基的噁二唑酮类荧光探针合成及对Fe^(3+)的识别  

Synthesis of Oxadiazolidone Fluorescent Probes Based on Quinoline Group and Recognition of Fe^(3+) Ions

作　　者：徐衡 杨萍 桂乃成 余强红 陈太杰 黄荣谊 XU Heng;YANG Ping;GUI Nai-cheng;YU Qiang-hong;CHEN Tai-jie;HUANG Rong-yi(Anhui Key Laboratory of Functional Coordination Compounds,School of Chemistry and Chemical Engineering,Anqing Normal University,Anqing 246011,China)

机构地区：[1]安庆师范大学化学化工学院,功能配合物安徽省重点实验室,安徽安庆246011

出　　处：《发光学报》2022年第10期1636-1644,共9页Chinese Journal of Luminescence

基　　金：国家自然科学基金(21975003);安庆师范大学创新团队项目资助。

摘　　要：以8-氨基喹啉为原料通过重氮化、还原、酰化等反应制备了3种新的喹啉基酰肼化合物1~3,并以其为原料与三光气发生环合反应进一步制备了3种噁二唑酮类化合物4~6。6种新的化合物结构均采用红外光谱、核磁共振谱和质谱等技术以及理论计算进行了深入分析。同时通过热重和荧光光谱等手段对化合物的热学和光学性质进行了测试和分析。结果表明,合成的6种化合物都具有良好的热稳定性,且具有较强的固体荧光发射性能。其中,化合物4~6可作为荧光探针对Fe离子具有高选择性和灵敏性的检测能力,其检出限分别为8.70×10^(-6),1.64×10^(-6),1.01×10^(-6)mol/L。此外,通过理论计算对6种化合物的发光原理也进行了深入分析。Three quinolinyl hydrazines 1-3 were prepared from 8-aminoquinoline by diazotization,reduction and acylation reactions,and three oxadiazoles fluorescent probes 4-6 for Fewere prepared by cyclization reaction with triphosgene. The structures of the six new compounds were characterized by IR,NMR and MS. At the same time,the thermal and optical properties of these compounds were tested and analyzed by thermogravimetry and fluorescence. The results show that the six compounds have good thermal stability below 190℃,and have strong solid fluorescence emission properties. Among them,the compounds 4-6 can be used as fluorescent probes to detect Fe3+and are not disturbed by other common metal ions. The detection limits of these probes are 8. 70×10^(-6),1. 64×10^(-6),1. 01×10^(-6)mol/L,respectively. Moreover,the theoretical luminescence principle of compounds is analyzed by density functional theory(DFT)calculation.

关 键 词：8-氨基喹啉 噁二唑酮 荧光探针 铁离子 密度泛函理论方法 

分 类 号：O625.[理学—有机化学]