Synthesis of Oxadiazolidone Fluorescent Probes Based on Quinoline Group and Recognition of Fe<sup>3+</sup> Ions

XU Heng; YANG Ping; GUI Nai-cheng; YU Qiang-hong; CHEN Tai-jie; HUANG Rong-yi

doi:10.37188/CJL.20220145

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Synthesis of Oxadiazolidone Fluorescent Probes Based on Quinoline Group and Recognition of Fe³⁺ Ions

Luminescence Applications and Interdisciplinary Fields | 更新时间：2023-10-27

- Synthesis of Oxadiazolidone Fluorescent Probes Based on Quinoline Group and Recognition of Fe³⁺ Ions
  增强出版
- Chinese Journal of Luminescence Vol. 43, Issue 10, Pages: 1636-1644(2022)
- 作者机构：
  
  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
- 作者简介：
- 基金信息：
  
  the National Natural Science Foundation of China(21975003);The Program for Innovative Research Team in Anqing Normal University
- DOI：10.37188/CJL.20220145
  CLC： O625.5
- Published：05 October 2022，
  
  Received：19 April 2022，
  
  Revised：05 May 2022，
- 稿件说明：
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徐衡,杨萍,桂乃成等.基于喹啉基的噁二唑酮类荧光探针合成及对Fe³⁺的识别[J].发光学报,2022,43(10):1636-164410.37188/CJL.20220145.

XU Heng,YANG Ping,GUI Nai-cheng,et al.Synthesis of Oxadiazolidone Fluorescent Probes Based on Quinoline Group and Recognition of Fe³⁺ Ions[J].Chinese Journal of Luminescence,2022,43(10):1636-164410.37188/CJL.20220145.
徐衡,杨萍,桂乃成等.基于喹啉基的噁二唑酮类荧光探针合成及对Fe³⁺的识别[J].发光学报,2022,43(10):1636-164410.37188/CJL.20220145. DOI：

XU Heng,YANG Ping,GUI Nai-cheng,et al.Synthesis of Oxadiazolidone Fluorescent Probes Based on Quinoline Group and Recognition of Fe³⁺ Ions[J].Chinese Journal of Luminescence,2022,43(10):1636-164410.37188/CJL.20220145. DOI：

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。

Abstract

Three quinolinyl hydrazines

1-3

were prepared from 8-aminoquinoline by diazotization， reduction and acylation reactions， and three oxadiazoles fluorescent probes

4-6

for Fe

were 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

C， and have strong solid fluorescence emission properties. Among them， the compounds

4-6

can be used as fluorescent probes to detect Fe

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

Keywords

8-aminoquinolineoxadiazolidonefluorescent probeFe3+ iondensity functional theory（DFT）

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⁰

Synthesis of Oxadiazolidone Fluorescent Probes Based on Quinoline Group and Recognition of Fe3+ Ions

DOI：10.37188/CJL.20220145

摘要

Abstract

关键词

Keywords

references

Synthesis of Oxadiazolidone Fluorescent Probes Based on Quinoline Group and Recognition of Fe³⁺ Ions