Synthesis, characterisation and electroluminescence behaviour of π-conjugated imidazole-isoquinoline derivatives

被引:28
|
作者
Nagarajan, N. [1 ]
Prakash, Asit [2 ,3 ]
Velmurugan, G. [1 ]
Shakti, Nanda [2 ,3 ]
Katiyar, Monica [2 ,3 ]
Venuvanalingam, P. [1 ]
Renganathan, R. [1 ]
机构
[1] Bharathidasan Univ, Sch Chem, Tiruchirappalli 620024, Tamil Nadu, India
[2] Indian Inst Technol Kanpur, Dept Mat Sci & Engn, Kanpur 208016, Uttar Pradesh, India
[3] Indian Inst Technol Kanpur, Samtel Ctr Display Technol, Kanpur 208016, Uttar Pradesh, India
关键词
Imidazole; Isoquinoline; Blue light; Pure white light; Electromer; TD-DFT; SINGLE-EMITTING-COMPONENT; DENSITY-FUNCTIONAL THEORY; WHITE-LIGHT; EXCITATION-ENERGIES; DEEP-BLUE; APPROXIMATION; DEVICES; DIODE; HOSTS; CORE;
D O I
10.1016/j.dyepig.2013.11.002
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A series of highly fluorescent, isoquinoline it-conjugated imidazole derivatives have been synthesized and fully characterized. Their photophysical, electrochemical and thermal properties have also been discussed. The interplay of amorphous and crystalline nature of the compounds in thin film and fine powder have been analysed by using X-ray diffraction and atomic force microscopic (AFM) techniques. An organic light emitting diode consisting of 4-(4-(1-(4-methoxyphenyl)-4,5-diphenyl-1H-imidazol-2yl)phenyl)isoquinoline as the emitting layer doped with 4,4'-Bis(N-carbazolyl)-1,1'-biphenyl (CPB) showed ideal blue emission (CIE: 0.16, 0.08). "Pure" white light (CIE: 0.34, 0.32) comprising of a blue light from excimers and an orange light from electromers at a high voltage has been achieved by using the compounds 2-(4-(isoquinolin-4-yl)phenyl)-1H-phenanthro[9,10-d]imidazole & 2-(4-(isoquinolin-4-yl) phenyl)-1-(4-methoxyphenyl)-1H-phenanthro[9,10-d]imidazole as single-emitting components. To elucidate the structural and optical properties, computational calculations have been performed. Computed results reveal all the electronic transitions are of pi -> pi* type and energy of the S-0 -> S-1 follows same variation trend with the band gap. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:180 / 188
页数:9
相关论文
共 50 条
  • [21] Synthesis and electroluminescence properties of benzothiazole derivatives
    Fu, Hui-ying
    Gao, Xin-dong
    Zhong, Gao-yu
    Zhong, Zhi-yang
    Xiao, Fei
    Shao, Bing-xian
    JOURNAL OF LUMINESCENCE, 2009, 129 (10) : 1207 - 1214
  • [22] Mandelonitrile in Synthesis of Partially Hydrogenated Isoquinoline Derivatives
    Kharitonova, A. V.
    Gorbunov, A. A.
    Shklyaev, Yu. V.
    RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2010, 83 (08) : 1489 - 1493
  • [23] SYNTHESIS, ANTIAGGREGATORY AND ANTIHYPERTENSIVE ACTIVITY OF ISOQUINOLINE DERIVATIVES
    DORMIDONTOV, MY
    SYROPYATOV, BY
    DAUTOVA, RZ
    ALEKSANDROV, BB
    SHKLYAEV, VS
    VAKHRIN, MI
    MIKHAILOVSKY, AG
    KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1990, 24 (12): : 22 - 24
  • [24] NEW METHOD OF SYNTHESIS OF ISOQUINOLINE AND ITS DERIVATIVES
    ZIELINSKI, W
    ROCZNIKI CHEMII, 1972, 46 (7-8): : 1455 - +
  • [25] Experiments on the synthesis of isoquinoline derivatives Part II
    Narang, KS
    Ray, JN
    Silooja, SS
    JOURNAL OF THE CHEMICAL SOCIETY, 1932, : 2510 - 2513
  • [26] Synthesis of isoquinoline alkaloid derivatives from eugenol
    A. G. Mikhailovskii
    O. V. Surikova
    E. S. Limanskii
    M. I. Vakhrin
    Chemistry of Natural Compounds, 2012, 48 : 285 - 287
  • [27] SYNTHESIS OF SOME ISOQUINOLINE DERIVATIVES RELATED TO PODOPHYLLOTOXIN
    REEVE, W
    EARECKSON, WM
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (11) : 5195 - 5197
  • [28] Synthesis, characterization and antimalarial activity of isoquinoline derivatives
    Theeramunkong, Sewan
    Thiengsusuk, Artitiya
    Vajragupta, Opa
    Muhamad, Phunuch
    MEDICINAL CHEMISTRY RESEARCH, 2021, 30 (01) : 109 - 119
  • [29] Mandelonitrile in synthesis of partially hydrogenated isoquinoline derivatives
    A. V. Kharitonova
    A. A. Gorbunov
    Yu. V. Shklyaev
    Russian Journal of Applied Chemistry, 2010, 83 : 1489 - 1493
  • [30] Synthesis and Fluorescent Properties of Novel Isoquinoline Derivatives
    Balewski, Lukasz
    Saczewski, Franciszek
    Gdaniec, Maria
    Kornicka, Anita
    Cicha, Karolina
    Jalinska, Aleksandra
    MOLECULES, 2019, 24 (22):