New 2H-{[}1,2,3]triazolo{[}4,5-e]{[}1,2,4]triazolo{[}1,5-a]pyrimidine derivatives as luminescent fluorophores for detection of nitroaromatic explosives / Verbitskiy Egor V.,Gorbunov Evgeny B.,Baranova Anna A.,Lugovik Kseniya I.,Khokhlov Konstantin O.,Cheprakova Ekaterina M.,Kim Grigory A.,Rusinov Gennady L.,Chupakhin Oleg N.,Charushin Valery N. // TETRAHEDRON. - 2016. - V. 72, l. 32. - P. 4954-4961.

ISSN/EISSN:

0040-4020 / нет данных

Type:

Article

Abstract:

A number of D-pi-A type dyes on the basis of new 2H{[}1,2,3]triazolo{[}4,5-e]{[}1,2,4]triazolo{[}1,5-a]pyrimidines, bearing various electron-donating carbazole and triphenylamine fragments, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that emission spectra of these compounds in acetonitrile are sensitive to the presence of nitroaromatic explosives, such as 2,4-dinitroanisole (DNAN), picric acid (PA), styphnic acid (SA), 1,3,5-triethoxy-2,4,6-trinitrobenzene (TETNB), 2,4-dinitrotoluene (DNT), 2,4,6-trinitrotoluene (TNT) and nitrobenzene (NB). Detection limits of fluorophores for DNAN, PA, SA, TETNB, DNT and TNT proved to be in the range from 4.82x10(-1) to 2.96x10(-3) mol/L, 2.10x10(-3) to 5.98x10(-5) mol/L, 1.26x10(-1) to 2.02x10(-4) mol/L, 1.58 x 10(-1) to 1.62x10(-3) mol/L, 1.26x10(-1) to 5.61x10(-4) mol/L and 9.01x10(-2) to 2.77x10(-3) mol/L, respectively. Selective fluorescence quenching response, including a sharp color change under UV irradiation (especially for PA, SA and DNT), makes these compounds promising fluorescence chemosensors for nitroaromatic explosives. (C) 2016 Elsevier Ltd. All rights reserved.

Author keywords:

Pyrimidine; Carbazole; Triphenylamine; Nitroaromatic explosives; Fluorescence quenching SENSITIZED SOLAR-CELLS; POROUS POLYMER-FILMS; NUCLEOPHILIC-SUBSTITUTION; QUANTUM YIELD; CHEMOSENSORS; HYDROGEN; SENSORS; DYES; MOIETY

DOI:

10.1016/j.tet.2016.06.071

Web of Science ID:

ISI:000380604100024

Соавторы в МНС:

Другие поля

Поле	Значение
Month	AUG 11
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
Keywords-Plus	SENSITIZED SOLAR-CELLS; POROUS POLYMER-FILMS; NUCLEOPHILIC-SUBSTITUTION; QUANTUM YIELD; CHEMOSENSORS; HYDROGEN; SENSORS; DYES; MOIETY
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	Verbitsky@ios.uran.ru
ResearcherID-Numbers	Kim, Grigory/P-3806-2017
ORCID-Numbers	Kim, Grigory/0000-0001-8814-5180
Funding-Acknowledgement	Russian Science Foundation {[}16-13-10435]
Funding-Text	The research was financially supported by the Russian Science Foundation (Project No. 16-13-10435).
Number-of-Cited-References	42
Usage-Count-Last-180-days	7
Usage-Count-Since-2013	33
Journal-ISO	Tetrahedron
Doc-Delivery-Number	DS2MR