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基于助色团生色构建比率型光气探针。

Construction of a ratiometric phosgene probe by chromophore formation from auxochrome.

机构信息

College of Chemistry, Chemical Engineering and Material Science, Soochow University, 199 Ren'Ai Road, Suzhou, 215123, China.

College of Chemistry, Chemical Engineering and Material Science, Soochow University, 199 Ren'Ai Road, Suzhou, 215123, China.

出版信息

Talanta. 2022 Jan 1;236:122826. doi: 10.1016/j.talanta.2021.122826. Epub 2021 Aug 27.

DOI:10.1016/j.talanta.2021.122826
PMID:34635216
Abstract

A new fluorescent probe for ratiometric detection of phosgene is reported. This probe was constructed with classic 1,8-naphthalimide and 2-(2-aminophenyl)benzimidazole by Ullmann coupling reaction. After exposure to phosgene, yellow fluorescence weakened while blue fluorescence enhanced significantly. There was a ratiometric response between 542 nm and 490 nm. The detection limit (LOD) was 6.7 nM and the response time was within 200 s in CHCl. Meaningfully, a new chromophore, benzo [4,5]imidazo[1,2-c]quinazolin-6(5H)-one, was formed after 2-(2-aminophenyl)benzimidazole unit reacted with phosgene, and the ratiometric response was achieved by two chromophores in which the mechanism was confirmed by H NMR spectra, HRMS and theoretical calculation. Furthermore, test papers and nanofibers were fabricated with the probe, which could sensitive detection of phosgene within 10 min and 1 min respectively.

摘要

一种用于光比率检测光气的新型荧光探针被报道。该探针由经典的 1,8-萘二甲酰亚胺和 2-(2-氨基苯基)苯并咪唑通过乌尔曼偶联反应构建而成。在暴露于光气后,黄色荧光减弱,而蓝色荧光显著增强。在 542nm 和 490nm 之间存在比率响应。检测限(LOD)为 6.7nM,在 CHCl 中响应时间小于 200s。有意义的是,在 2-(2-氨基苯基)苯并咪唑单元与光气反应后形成了一个新的生色团,苯并[4,5]咪唑并[1,2-c]喹唑啉-6(5H)-酮,比率响应是通过两个生色团实现的,其机制通过 1H NMR 光谱、高分辨率质谱和理论计算得到证实。此外,还制备了探针的试纸和纳米纤维,可分别在 10min 和 1min 内灵敏检测光气。

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