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Issue 13, 2020
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A novel bicoumarin-based multifunctional fluorescent probe for naked-eye sensing of amines/ammonia

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Abstract

A novel bicoumarin-based fluorescent and colorimetric probe 7,7′-(acetoxy)-3,3′-(p-phenylene)bis(coumarin) (apbis-c) for the highly sensitive detection of amines/ammonia in solution and ammonia vapor in air was constructed for the first time by using the Perkin reaction between 1,4-phenylenediacetic acid and 2,4-dihydroxybenzaldehyde. Instant color changes and real-time fluorescence responses were observed for apbis-c after treatment with different primary and secondary aliphatic amines as well as ammonia in THF/DMSO. Paper-based sensors were prepared by simply depositing apbis-c on filter paper and used in the highly selective and sensitive detection of ammonia vapor in air with an experimental detection limit of 6.85 ppm (the calculated LOD is 0.71 ppm). A plausible mechanism for the fluorescence and colorimetric responses of apbis-c to ammonia was proposed based on 1H NMR study and DFT calculations. In addition, practical studies revealed that apbis-c could be used for the preparation of fluorescent invisible ink, food spoilage indicators and naked eye sensors for lysine/arginine.

Graphical abstract: A novel bicoumarin-based multifunctional fluorescent probe for naked-eye sensing of amines/ammonia

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Supplementary files

Article information


Submitted
12 Feb 2020
Accepted
06 Mar 2020
First published
10 Mar 2020

Anal. Methods, 2020,12, 1744-1751
Article type
Paper

A novel bicoumarin-based multifunctional fluorescent probe for naked-eye sensing of amines/ammonia

E. Zhang, X. Hou, H. Yang, Y. Zou and P. Ju, Anal. Methods, 2020, 12, 1744
DOI: 10.1039/D0AY00297F

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