Jump to main content
Jump to site search


1-Hydroxypyrene-based micelle-forming sensors for the visual detection of RDX/TNG/PETN-based bomb plots in water

Author affiliations

Abstract

The high-lying LUMO energy levels of common aliphatic nitro-explosives require special approaches for the proper synthetic design of fluorescence chemosensors that are capable to detect ultra-trace amounts of these explosives via photo-induced electron transfer (PET) fluorescence quenching. Herein, 1-hydroxypyrene has been used as a synthetic platform to prepare a number of water soluble micelle-forming fluorescent chemosensors possessing high-lying LUMO levels. Based on these sensors a cheap and highly efficient method has been described for the detection of low-volatile aliphatic nitro explosives, such as 1,3,5-trinitroperhydro-1,3,5-triazine (RDX), pentaerythritoltetranitrate (PETN), and high volatile taggants/propellants, such as 2,3-dimethyldinitrobutane (DMDNB) or trinitroglycerin (TNG) in aqueous solutions and in vapor phase. The applicability of the sensors for the detection of nitro-explosives was fully confirmed based on the fluorescence quenching titration experiments, with the corresponding Stern–Volmer constants as high as 6.0 × 105 M−1 and the limit of detection (LOD) as low as 12 ppb. The “sphere of action” quenching mechanism has been proposed. To support this, the DFT calculations of the possible molecular complexes between the sensors and nitro-analytes were performed along with the calculations of the quenching sphere radii for the Perrin's model.

Graphical abstract: 1-Hydroxypyrene-based micelle-forming sensors for the visual detection of RDX/TNG/PETN-based bomb plots in water

Back to tab navigation

Supplementary files

Publication details

The article was received on 30 Jul 2018, accepted on 04 Nov 2018 and first published on 06 Nov 2018


Article type: Paper
DOI: 10.1039/C8NJ03807D
Citation: New J. Chem., 2018, Advance Article
  •   Request permissions

    1-Hydroxypyrene-based micelle-forming sensors for the visual detection of RDX/TNG/PETN-based bomb plots in water

    I. S. Kovalev, O. S. Taniya, D. S. Kopchuk, K. Giri, A. Mukherjee, S. Santra, A. Majee, M. Rahman, G. V. Zyryanov, V. A. Bakulev and O. N. Chupakhin, New J. Chem., 2018, Advance Article , DOI: 10.1039/C8NJ03807D

Search articles by author

Spotlight

Advertisements