Synthesis and optical properties of novel anthracene-based stilbene derivatives containing an 1,3,4-oxadiazole unit

被引:33
作者
Li, Xinwei [1 ]
He, Daohang [1 ]
机构
[1] S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510640, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
Synthesis; 1,3,4-Oxadiazole; Stilbene; Anthracene; Fluorescence; Optical property; LIGHT-EMITTING-DIODES; ELECTROLUMINESCENT DEVICE; EMISSION; HOLE;
D O I
10.1016/j.dyepig.2011.10.004
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A series of anthracene-based stilbene derivatives containing an 1,3,4-oxadiazole unit were efficiently synthesized by a four-pots reaction sequence. All of the target compounds were characterized using, FT-IR, H-1 NMR, C-13 NMR, mass spectrometry and elemental analysis. For the samples, the UV-visible absorption coefficient, maximum wavelength, fluorescence excitation wavelength, fluorescence emission wavelength and fluorescence quantum yield, were measured in dilute tetrahydrofuran solution. Cyclic voltammetry studies revealed that the molecules have low-lying LUMO and HOMO energy levels suggesting these compounds may possess good electron-transporting or hole-blocking properties. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1422 / 1427
页数:6
相关论文
共 29 条
[1]   Synthesis, characterization and fluorescence study of new polyacrylates containing stilbene [J].
Buruiana, E. C. ;
Zamfir, M. ;
Buruiana, T. .
EUROPEAN POLYMER JOURNAL, 2007, 43 (10) :4316-4324
[2]   Chemo-enzymatic synthesis and cell-growth inhibition activity of resveratrol analogues [J].
Cardile, V ;
Lombardo, L ;
Spatafora, C ;
Tringali, C .
BIOORGANIC CHEMISTRY, 2005, 33 (01) :22-33
[3]   Synthesis and Characterization of Novel Stilbene Derivatives with 1,3,4-Oxadiazole Unit [J].
He, Dao-Hang ;
Zhu, Yong-Chuang ;
Yang, Zhuo-Ru ;
Hu, Ai-Xi .
JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2009, 56 (02) :268-270
[4]   Five new prenylated stilbenes from the root bark of Lonchocarpus chiricanus [J].
Ioset, JR ;
Marston, A ;
Gupta, MP ;
Hostettmann, K .
JOURNAL OF NATURAL PRODUCTS, 2001, 64 (06) :710-715
[5]   An electroluminescent device made with a new fluorescent dye containing 1,3,4-oxadiazole [J].
Jiang, XZ ;
Liu, YQ ;
Tian, H ;
Qiu, WF ;
Song, XQ ;
Zhu, DB .
JOURNAL OF MATERIALS CHEMISTRY, 1997, 7 (08) :1395-1398
[6]   Silane- and triazine-containing hole and exciton blocking material for high-efficiency phosphorescent organic light emitting diodes [J].
Kang, Jae-Wook ;
Lee, Deug-Sang ;
Park, Hyung-Dol ;
Park, Young-Seo ;
Kim, Ji Whan ;
Jeong, Won-Ik ;
Yoo, Kyung-Mo ;
Go, Kyoungmoon ;
Kim, Se-Hoon ;
Kim, Jang-Joo .
JOURNAL OF MATERIALS CHEMISTRY, 2007, 17 (35) :3714-3719
[7]   The synthesis and properties of some unsaturated triazinylstilbene fluorescent brightening agents [J].
Konstantinova, TN ;
Konstantinov, HI ;
Betcheva, RI .
DYES AND PIGMENTS, 1999, 43 (03) :197-201
[8]  
Lee CJ, 2005, B KOREAN CHEM SOC, V26, P1344
[9]   The synthesis and properties of asymmetrically substituted 4,4′-bis(1,3,5-triazin-6-yl)diaminostilbene-2,2′-disulfonic acid derivatives as fluorescent brighteners [J].
Lee, JK ;
Um, SI ;
Kang, Y ;
Baek, DJ .
DYES AND PIGMENTS, 2005, 64 (01) :25-30
[10]   A high Tg carbazole-based hole-transporting material for organic light-emitting devices [J].
Li, JY ;
Liu, D ;
Li, YQ ;
Lee, CS ;
Kwong, HL ;
Lee, ST .
CHEMISTRY OF MATERIALS, 2005, 17 (05) :1208-1212