Synthesis and properties of new π-conjugated imidazole/carbazole structures

被引:7
|
作者
Irgashev, Roman A. [1 ,2 ]
Kazin, Nikita A. [1 ]
Makarova, Nadezhda I. [3 ]
Dorogan, Igor V. [3 ]
Malov, Vladimir V. [4 ]
Tameev, Alexey R. [4 ]
Rusinov, Gennady L. [1 ,2 ]
Metelitsa, Anatoly V. [3 ]
Minkin, Vladimir I. [3 ,5 ]
Charushin, Valery N. [1 ,2 ]
机构
[1] Russian Acad Sci, Postovsky Inst Organ Synth, Ural Div, S Kovalevskoy Str 22, Ekaterinburg 620990, Russia
[2] Ural Fed Univ, Mira St 19, Ekaterinburg 620002, Russia
[3] Southern Fed Univ, Inst Phys & Organ Chem, Stachki Ave 194-2, Rostov Na Donu 344090, Russia
[4] Russian Acad Sci, AN Frumkin Inst Phys Chem & Electrochem, Leninsky Prosp,31,Bldg 4, Moscow 119071, Russia
[5] Russian Acad Sci, Southern Sci Ctr, Chekhov St 41, Rostov Na Donu 344006, Russia
基金
俄罗斯科学基金会;
关键词
Imidazoles; Carbazoles; Absorption spectra; Photoluminescence; TDDFT calculations; Charge mobility; HIGH TRIPLET ENERGY; PHOTOPHYSICAL PROPERTIES; AMMONIUM ACETATE; HOLE TRANSPORT; ORGANIC-DYES; CARBAZOLE; BLUE; EFFICIENCY; IMIDAZOLE;
D O I
10.1016/j.dyepig.2017.03.008
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
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.
引用
收藏
页码:512 / 520
页数:9
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