TY - JOUR

T1 - Detection of nitroaromatic explosives by new D–π–A sensing fluorophores on the basis of the pyrimidine scaffold

AU - Verbitskiy, Egor V.

AU - Baranova, Anna A.

AU - Lugovik, Kseniya I.

AU - Shafikov, Marsel Z.

AU - Khokhlov, Konstantin O.

AU - Cheprakova, Ekaterina M.

AU - Rusinov, Gennady L.

AU - Chupakhin, Oleg N.

AU - Charushin, Valery N.

PY - 2016/1/1

Y1 - 2016/1/1

N2 - A series of D–π–A- type dyes based on pyrimidines, bearing various thiophene linkers, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that the emission of all derivatives is sensitive to the presence of nitroaromatic explosives, such as 2,4,6-trinitrophenol (PA), 2,4,6-trinitrotoluene (TNT), and 2,4-dinitrotoluene (DNT), in their acetonitrile solutions. The detection limits of fluorophores to PA, TNT, and DNT proved to be in the range from 5.83 × 10−6 to 2.38 × 10−7 mol/L, 1.70 × 10−4 to 8.40 × 10−6 mol/L, and 8.39 × 10−5 to 6.87 × 10−6 mol/L, respectively. The theoretical investigation into the quenching mechanism in the presence of fluorophore has been performed. All compounds have shown a good efficiency as sensor materials when tested as elements of the original device «Nitroscan» for detecting nitro-containing explosives in vapor phase (Plant "Promautomatika", Ekaterinburg, Russia). [Figure not available: see fulltext.]

AB - A series of D–π–A- type dyes based on pyrimidines, bearing various thiophene linkers, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that the emission of all derivatives is sensitive to the presence of nitroaromatic explosives, such as 2,4,6-trinitrophenol (PA), 2,4,6-trinitrotoluene (TNT), and 2,4-dinitrotoluene (DNT), in their acetonitrile solutions. The detection limits of fluorophores to PA, TNT, and DNT proved to be in the range from 5.83 × 10−6 to 2.38 × 10−7 mol/L, 1.70 × 10−4 to 8.40 × 10−6 mol/L, and 8.39 × 10−5 to 6.87 × 10−6 mol/L, respectively. The theoretical investigation into the quenching mechanism in the presence of fluorophore has been performed. All compounds have shown a good efficiency as sensor materials when tested as elements of the original device «Nitroscan» for detecting nitro-containing explosives in vapor phase (Plant "Promautomatika", Ekaterinburg, Russia). [Figure not available: see fulltext.]

KW - Fluorescence quenching

KW - Nitroaromatic explosives

KW - Oligothiophene

KW - Pyrimidines

UR - http://www.scopus.com/inward/record.url?scp=84977992606&partnerID=8YFLogxK

U2 - 10.1007/s00216-016-9501-4

DO - 10.1007/s00216-016-9501-4

M3 - Article

AN - SCOPUS:84977992606

VL - 408

SP - 4093

EP - 4101

JO - Analytical and Bioanalytical Chemistry

JF - Analytical and Bioanalytical Chemistry

SN - 1618-2642

IS - 15

ER -