Synthesis and properties of new pi-conjugated imidazole/carbazole structures / Irgashev Roman A.,Kazin Nikita A.,Makarova Nadezhda I.,Dorogan Igor V.,Malov Vladimir V.,Tameev Alexey R.,Rusinov Gennady L.,Metelitsa Anatoly V.,Minkin Vladimir I.,Charushin Valery N. // DYES AND PIGMENTS. - 2017. - V. 141, l. . - P. 512-520.

ISSN/EISSN:

0143-7208 / 1873-3743

Type:

Article

Abstract:

New 3-(1H-imidazol-2-yl)-9H-carbazoles and 6,6'-di(1H-imidazol-2-yl)-9H,9'H-3,3'-bicarbazoles have been prepared, starting from 9-ethyl-9H-carbazole-3-carbaldehyde or 9,9'-diethyl-9H,9'H-{[}3,3'-bicarbazole]-6,6'-dicarbaldehyde through their reactions with 4-methoxyaniline or 4-fluoroaniline, benzil or 2,2'-thenil {[}1,2-di(thien-2,2'-yl) glyoxal] and ammonium acetate on reflux in glacial acetic acid. The obtained compounds have been shown to demonstrate an effective fluorescence in the blue spectral region, exhibiting quantum yields in the range of 0.08-0.51, depending on their molecular structure and solvent polarity. The nature of the observed absorption spectra has been elucidated by the TDDFT calculations. (C) 2017 Elsevier Ltd. All rights reserved.

Author keywords:

Imidazoles; Carbazoles; Absorption spectra; Photoluminescence; TDDFT calculations; Charge mobility SENSITIZED SOLAR-CELLS; LIGHT-EMITTING-DIODES; POLARIZABLE CONTINUUM MODEL; HIGH TRIPLET ENERGY; PHOTOPHYSICAL PROPERTIES; AMMONIUM ACETATE; HOLE TRANSPORT; ORGANIC-DYES; CARBAZOLE; BLUE

DOI:

10.1016/j.dyepig.2017.03.008

Web of Science ID:

ISI:000399852700061

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUN
Publisher	ELSEVIER SCI LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, OXON, ENGLAND
Language	English
EISSN	1873-3743
Keywords-Plus	SENSITIZED SOLAR-CELLS; LIGHT-EMITTING-DIODES; POLARIZABLE CONTINUUM MODEL; HIGH TRIPLET ENERGY; PHOTOPHYSICAL PROPERTIES; AMMONIUM ACETATE; HOLE TRANSPORT; ORGANIC-DYES; CARBAZOLE; BLUE
Research-Areas	Chemistry; Engineering; Materials Science
Web-of-Science-Categories	Chemistry, Applied; Engineering, Chemical; Materials Science, Textiles
Author-Email	irgashev@ios.uran.ru
ResearcherID-Numbers	Malov, Vladimir/E-5208-2014 Metelitsa, Anatoly/J-4314-2012 Makarova, Nadezhda/B-1960-2017
ORCID-Numbers	Metelitsa, Anatoly/0000-0003-3645-5528 Makarova, Nadezhda/0000-0002-7196-9842 Minkin, Vladimir/0000-0001-6096-503X Tameev, Alexey/0000-0001-8865-3361 Irgashev, Roman/0000-0002-8428-1748
Funding-Acknowledgement	Russian Science Foundation {[}16-13-10435, 15-13-00170]; Scientific Council of the President of the Russian Federation {[}MK-4509.2016.3]; Ministry of Education and Science of the Russian Federation {[}4.6759.2017/BC]
Funding-Text	This study was supported by the Russian Science Foundation, Grants no. 16-13-10435 (synthetic part, design and synthesis of compounds) and 15-13-00170 (electrical conductivity and charge carrier mobility measurements), and the Scientific Council of the President of the Russian Federation, Grant no. MK-4509.2016.3 (analytical part, structure determination of synthesized compounds). N.I. Makarova, I.V. D., A.V. M., and V.I. M. would like to acknowledge financial support for the absorption, fluorescence and quantum chemical studies from the Ministry of Education and Science of the Russian Federation within the framework of the State Assignment for Research (project No. 4.6759.2017/BC).
Number-of-Cited-References	43
Usage-Count-Last-180-days	16
Usage-Count-Since-2013	19
Journal-ISO	Dyes Pigment.
Doc-Delivery-Number	ES9CE