Nitroaromatic explosive detection with high sensitivity
and selectivity
is requisite for civilian and military safety and the ecosystem. In
this study, aza boron dipyrromethene (aza-BODIPY) dye was selected
as a fluorescent-based chemosensor against nitroaromatic compounds
(NACs) including 2,4,6-trinitrophenol (picric acid, TNP), 2,4,6-trinitrotoluene
(TNT), and 2,4-dinitrotoluene (DNT). This dye molecule exhibits sharp
fluorescent behavior with high quantum yields beyond the near-infrared
region (NIR) and is considered as a potential candidate for the detection
of NACs. O’Shea’s approach was used to synthesize tetraphenyl-conjugated
aza-BODIPY molecules. Quenching of fluorescence emission of aza-BODIPY
at 668 nm after the exposure to NACs was investigated under acetonitrile–water
and acetonitrile–ethanol solvent conditions. The quenching
responses and its mechanism were examined by considering the Stern–Volmer
relationship Stern–Volmer constants (K
sv) for TNP (in water), TNP (in ethanol), TNT, and DNT, which
are predicted to be 1420, 1215, 1364, and 968 M–1, respectively, all of which are sufficiently above the limit of
detection (LOD) values. Thus, the present study opens up the possibility
of the usage of aza-BODIPY molecules as a low-cost, light-weight sensor
for the detection of NAC explosives.