Journal
DYES AND PIGMENTS
Volume 173, Issue -, Pages -Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2019.107854
Keywords
1,8-Naphthalimide fluorophore; Phosgene; Beckmann rearrangement; Fluorescent probe
Funding
- National Natural Science Foundation of China [21435003]
- Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT) [IRT13036]
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A new probe for selective and sensitive phosgene sensing in acetonitrile was developed. The sensing mechanism was based on the mechanism of the phosgene-induced Beckmann rearrangement of the naphthalimide fluorophore. An electron-withdrawing ketoxime, which was used as the phosgene receptor, was attached to the 4 position on the 1,8-naphthalimide chromophore to constituted a nonfluorescent probe. The reaction of phosgene with ketoxime induced a Beckmann rearrangement, which was followed by conversion of the nonfluorescent probe into the 4-acetamido-1,8- naphthalimide fluorophore, which emits bright blue fluorescence at 488 nm. The probe exhibited a detection limit of 6.3 nM for phosgene. In addition, the probe-loaded filter stripe for successful monitoring of gaseous phosgene was also demonstrated.
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