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Sensitive and Visual Detection of Phosgene by a TICT‐Based BODIPY Dye with 8‐( o ‐Hydroxy)aniline as the Active Site
Author(s) -
Fu YingLong,
Chong YuanYuan,
Li Hao,
Feng Wei,
Song QinHua
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202005169
Subject(s) - triphosgene , phosgene , aniline , chemistry , detection limit , bodipy , fluorescence , selectivity , photochemistry , combinatorial chemistry , organic chemistry , chromatography , catalysis , quantum mechanics , physics
Phosgene and its substitutes (diphosgene and triphosgene) are widely utilized as chemical industrial materials and chemical warfare agents and pose a threat to public health and environmental safety due to their extreme toxicity. Research efforts have been directed to develop selective and sensitive detection methods for phosgene and its substitutes. In this paper, we have prepared two BODIPY‐based fluorescent probes, o ‐Pah and o ‐Pha, which are two isomers with different active sites, ortho ‐aminohydroxy (3′,4′ or 4′,3′) phenyls at meso position of BODIPY, and compared their sensing performance toward triphosgene. The probe with o ‐(4′‐amino‐3′‐hydroxyl), o ‐Pha, exhibits better sensing performance over the o ‐(3′‐amino‐4′‐hydroxyl), o ‐Pah, for instance, a lower limit of detection (LOD) (0.34 n m vs. 1.2 n m ), and more rapid response (10 s vs. 200 s). Furthermore, based on the above comparative studies, a red‐fluorescence probe o ‐Phae has been constructed through extending 3,5‐conjugation of o ‐Pha. The probe o ‐Phae displays rapid response (60 s), high sensitivity to triphosgene (LOD=0.88 n m ), and high selectivity for triphosgene over relevant analytes including nitric oxide. Finally, a facile test strip for phosgene was fabricated by immobilizing o ‐Phae in a polyethylene oxide membrane for sensitive (<2 ppm) and selective detection of phosgene in the gas phase.