β-Octaalkoxyporphyrins: Versatile fluorometric sensors towards nitrated explosives

Abstract

Real time detection of explosive residues is important to mitigate increasing security threats. Therefore, systematic studies are essential to optimize the performance of sensors. In this work, we have explored β-octamethoxyporphyrin and β-octabutoxyporphyrin to evaluate the effect of alkoxy groups in solution and in vapor phase sensing of nitrated explosives. Our systematic studies revealed a marked difference in sensitivity of these free-base porphyrins in solution state and vapor phase sensing of nitrated explosives simply by modulation of alkyl chain lengths. Alkoxyporphyrins exhibit very good sensitivity towards not only nitro aromatics but also alkyl nitro explosive taggants compared to β-octaethylporphyrin. Therefore, alkoxyporphyrins may act as versatile fluorescence turn-off based chemical sensors for nitrated explosives.