New 4, 5-di(hetero)arylpyrimidines as sensing elements for detection of nitroaromatic explosives in vapor phase. (February 2017)

• Record Type: Journal Article
• Authors: Verbitskiy, Egor V.; Baranova, Anna A.; Lugovik, Kseniya I.; Khokhlov, Konstantin O.; Cheprakova, Ekaterina M.; Shafikov, Marsel Z.; Rusinov, Gennady L.; Chupakhin, Oleg N.; Charushin, Valery N.
• Is Part Of: Dyes and pigments. Volume 137(2017)
• Page Start: 360
• Page End: 371
• Publication Date: 2017-02
• Subjects: Pyrimidines -- Carbazoles -- Triphenylamines -- Nitroaromatic explosives -- Fluorescence quenching; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2016.10.039
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: A series of D–π–A–π–D type dyes based on pyrimidines, bearing thiophene linkers, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that the emission of all derivatives is sensitive to the presence of 2, 4, 6-trinitrotoluene (TNT) and other nitroaromatic compounds (NACs), in their acetonitrile solutions. The detection limits of fluorophores to NACs proved to be in the range from 10 −4 to 10 −6 mol/L. The time-resolved fluorescence measurements and theoretical investigation into the quenching mechanism in the presence of fluorophore has been performed. The two types of sensor prototypes for handheld sniffer «Nitroscan» (Plant «Promautomatika», Ekaterinburg, Russia) on the basis of non-woven dry wipe and spunlace non-woven fabric with various quantities of the most sensitive fluorophore have been fabricated. The reusable, reversible and sensitive response of the designed prototypes to NACs enables one to qualify these compounds as promising fluorescent sensory materials for detection of NACs. Graphical abstract: Highlights: Three D–p–A–p–D type dyes based on pyrimidines were characterized. Fluorescence emission of the dyes is very sensitive to the nitro-containing. A detection method both for vapor and solution phases has been developed. The original device «Nitroscan» for detecting of explosives in vapor phase has been tested.