A coumarin-based multifunctional fluorescent probe for simultaneous detection of hydrazine, carbon monoxide and viscosity, and a preparation method and application thereof

CN122356089APending Publication Date: 2026-07-10NANJING FORESTRY UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
NANJING FORESTRY UNIV
Filing Date
2026-04-08
Publication Date
2026-07-10

AI Technical Summary

Technical Problem

利用7-(二乙氨基)-4-氧代-4H-噻吩并[2，3]苯并吡喃-2-甲醛为起始原料合成用于同时检测亚硝酰氢的香豆素基线粒体靶向型荧光探针，暂无相关报道

Benefits of technology

[0014] Beneficial effects: Compared with the prior art, the present invention uses 7-(diethylamino)-4-oxo-4H-thieno[2,3]benzopyran-2-carboxaldehyde as the starting material, which undergoes a condensation reaction with 4-pyridineacetonitrile to obtain 2-[4-(diethylamino)phenoxy]-5-[(2-cyano-2-(pyridin-4-yl)vinyl]thiophene-3(2H)-one. 2-[4-(diethylamino)phenoxy]-5-[(2-cyano-2-(pyridin-4-yl)vinyl]thiophene-3(2H)-one is then quaternized with p-nitrobenzyl bromide. The reaction yields 2-cyano-2-(2-[(4-nitrophenyl)methyl]-1H-pyrrolo-1-onthiol-2-yl)vinyl]-5-[2-(diethylamino)phenyl]thiophene-2(5H)-one. This compound can selectively recognize hydrazine, carbon monoxide, and viscosity, and can accurately detect changes in the concentrations of hydrazine, carbon monoxide, and viscosity in solution. It can serve as a multifunctional fluorescent probe for the simultaneous detection of hydrazine, carbon monoxide, and viscosity, exhibiting advantages such as high selectivity, low detection limit, fast detection speed, and strong anti-interference ability, demonstrating promising application prospects.

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Abstract

This invention discloses a coumarin-based multifunctional fluorescent probe for the simultaneous detection of hydrazine, carbon monoxide, and viscosity, as well as its preparation method and application. The fluorescent probe is: 2-cyano-2-(2-[(4-nitrophenyl)methyl]-1H-pyrrolo-1-onthiol-2-yl)vinyl]-5-[2-(diethylamino)phenyl]thiophene-2(5H)-one. This invention utilizes 7-(diethylamino)-4-oxo-4H-thieno[2,3]benzopyran-2-carboxaldehyde as a raw material, which undergoes a condensation reaction with 4-pyridineacetonitrile to obtain 2-[4-(diethylamino)phenoxy]-5-[(2-cyano-2-(pyridin-4-yl)vinyl]thiophene-3(2H)-one. This is then quaternized with p-nitrobenzyl bromide to obtain 2-cyano-2-(2-[(4-nitrophenyl)methyl]-1H-pyrrolo-1-onthiol-2-yl)vinyl]-5-[2-(diethylamino)phenyl]thiophene-2(5H)-one. This compound reacts with hydrazine, carbon monoxide, and viscosity, producing green, orange, and red fluorescence. It can serve as a multifunctional fluorescent probe for the simultaneous detection of hydrazine, carbon monoxide, and viscosity, exhibiting advantages such as good selectivity and high sensitivity, demonstrating promising application prospects.
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