Extended cavity pyrene-based iptycenes for the turn-off fluorescence detection of RDX and common nitroaromatic explosives / Khasanov Albert F.,Kopchuk Dmitry S.,Kovalev Igor S.,Taniya Olga S.,Giri Kousik,Slepukhin Pavel A.,Santra Sougata,Rahman Matiur,Majee Adinath,Charushin Valery N.,Chupakhin Oleg N. // NEW JOURNAL OF CHEMISTRY. - 2017. - V. 41, l. 6. - P. 2309-2320.

ISSN/EISSN:

1144-0546 / 1369-9261

Type:

Article

Abstract:

Extended cavity pyrene-based iptycenes have been synthesized by using the Diels-Alder reaction between in situ generated dehydropyrenes and anthracene. The photophysical properties and the interaction of these iptycenes with nitro-explosive components were studied both in solution and in the solid state by using fluorescence spectroscopy and X-ray crystallography, respectively. Due to the presence of both the large iptycene cavity and the central pyrene core, an unprecedently high fluorescence-quenching response towards non-aromatic and non-planar 1,3,5-trinitroperhydro-1,3,5-triazine (RDX) has been observed both in solution (with an apparent Stern-Volmer constant value K-a(SV) up to 1.53 . 10(3) M-1) and in the vapor phase (50-75\% fluorescence quenching of the PU films doped with chemosensors). In the case of nitroaromatic explosives, nitrobenzene (NB), 2,4-DNT, TNT, and 2,4,6-trinitrophenol (TNP or picric acid, PA), pyrene-based iptycenes also demonstrate a good fluorescence-quenching response both in solutions (with apparent Stern-Volmer constant values (a)k(SV) = 0.4-8.0 . 10(3)M(-1)) and in the vapor phase (up to 90\% fluorescence quenching of the PU films doped with chemosensors). The ``sphere of action'' fluorescence quenching model was suggested.

Author keywords:

METAL-ORGANIC FRAMEWORK; CAPILLARY-ELECTROPHORESIS; SENSING APPLICATIONS; MASS-SPECTROMETRY; SOLID-STATE; SENSITIVE DETECTION; SENSORY MATERIALS; CHEMICAL SENSORS; ENERGY MIGRATION; POLYMER-FILMS

DOI:

10.1039/c6nj02956f

Web of Science ID:

ISI:000397749000014

Соавторы в МНС:

Другие поля

Поле	Значение
Month	MAR 21
Publisher	ROYAL SOC CHEMISTRY
Address	THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND
Language	English
EISSN	1369-9261
Keywords-Plus	METAL-ORGANIC FRAMEWORK; CAPILLARY-ELECTROPHORESIS; SENSING APPLICATIONS; MASS-SPECTROMETRY; SOLID-STATE; SENSITIVE DETECTION; SENSORY MATERIALS; CHEMICAL SENSORS; ENERGY MIGRATION; POLYMER-FILMS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	sougatasantra85@gmail.com
Funding-Acknowledgement	Russian Science Foundation {[}16-43-02020]; Act 211 Government of the Russian Federation {[}02.A03.21.0006]; BRNS-DAE {[}37(2)/14/35/2014-BRNS/563]; UGC, New Delhi, India
Funding-Text	This work was supported by the Russian Science Foundation (Ref. \#16-43-02020), by Act 211 Government of the Russian Federation (Ref. 02.A03.21.0006), and, for A. M., by the BRNS-DAE (Ref. \#37(2)/14/35/2014-BRNS/563, June 10, 2014). K. Giri is grateful to the UGC, New Delhi, India for Start-up Project Funding.
Number-of-Cited-References	120
Usage-Count-Last-180-days	22
Usage-Count-Since-2013	30
Journal-ISO	New J. Chem.
Doc-Delivery-Number	EQ0GF