Application of aza-BODIPY as a Nitroaromatic Sensor

Sadikogullari B. C., Koramaz I., Sütay B., Karagöz B., Özdemir A.

ACS Omega, 2023 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Publication Date: 2023
  • Doi Number: 10.1021/acsomega.3c02349
  • Journal Name: ACS Omega
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Directory of Open Access Journals
  • Istanbul Technical University Affiliated: Yes


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.