Ratiometric Fluorescent Probe for the Detection of Nanomolar Phosgene in Solution and Gaseous Phase: Advancing Crime Detection Applications

Chem Res Toxicol. 2023 Dec 18;36(12):2010-2018. doi: 10.1021/acs.chemrestox.3c00281. Epub 2023 Nov 23.

Abstract

Phosgene, an exceptionally hazardous gas, poses a grave concern for the health and safety of the general public. The present study describes a fluorescent ratiometric probe for phosgene employing 2-(naphthalen-2-yl) benzo[d]oxazol-5-amine (NOA) with an amino group as the recognition site. NOA detects phosgene through the intramolecular charge transfer mechanism. The electron-rich amine group of NOA attacks the electrophilic carbonyl group of phosgene, resulting in a quick response within 20 s. NOA demonstrates a low detection limit of 60 nM while maintaining high selectivity and sensitivity toward phosgene. The final product was isolated and verified by nuclear magnetic resonance spectroscopy. The probe can detect phosgene not just quickly in a solution environment but also in its solid state. The probe's applications in fingerprint imaging and bioimaging are also demonstrated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines
  • Fluorescent Dyes / chemistry
  • Gases* / chemistry
  • Phosgene* / chemistry

Substances

  • Gases
  • Phosgene
  • Fluorescent Dyes
  • Amines