TY - JOUR
T1 - Application of aza-BODIPY as a Nitroaromatic Sensor
AU - Sadikogullari, Bleda Can
AU - Koramaz, Ilayda
AU - Sütay, Berkay
AU - Karagoz, Bunyamin
AU - Özdemir, Ayşe Daut
N1 - Publisher Copyright:
© 2023 The Authors. Published by American Chemical Society.
PY - 2023/7/18
Y1 - 2023/7/18
N2 - 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 (Ksv) 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.
AB - 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 (Ksv) 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.
UR - http://www.scopus.com/inward/record.url?scp=85164925533&partnerID=8YFLogxK
U2 - 10.1021/acsomega.3c02349
DO - 10.1021/acsomega.3c02349
M3 - Article
AN - SCOPUS:85164925533
SN - 2470-1343
VL - 8
SP - 25254
EP - 25261
JO - ACS Omega
JF - ACS Omega
IS - 28
ER -