An indanone-based alkoxysilane dye with second order nonlinear optical properties

被引:43
作者
Cui, Yuanjing [1 ]
Ren, Huasen [1 ]
Yu, Jiancan [1 ]
Wang, Zhiyu [1 ]
Qian, Guodong [1 ]
机构
[1] Zhejiang Univ, Dept Mat Sci & Engn, State Key Lab Silicon Mat, Hangzhou 310027, Peoples R China
基金
中国国家自然科学基金;
关键词
Alkoxysilane dye; Chromophore; Nonlinear optical; Indanone; Thermal stability; Sol-gel; CHROMOPHORE; ORIENTATION;
D O I
10.1016/j.dyepig.2008.09.002
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An azo-chromophore containing 2-methylidene-3-(dicyano-rnethylidene)-1-indanone as electronic acceptor group was synthesized via the Knoevenagel condensation between an aldehyde and indanedione derivative, followed by reaction with 3-isocyanatopropyltriethoxysilane. The structures of the chromophore and the synthesized alkoxysilane dye were confirmed by means of elemental analysis, NMR and FTIR analyses. Thermal analysis revealed that both had distinct melting points and thermal stability up to 240 degrees C. The chromophore and alkoxysilane dye are readily soluble in common solvents such as DMF, THF and DMSO. Compared with the traditional dye C.I. Disperse Red 1, the indanone-based chromophore exhibited larger molecular hyperpolarizability owing to its stronger electron-withdrawing ability. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:53 / 57
页数:5
相关论文
共 24 条
[1]   Chromophore-functionalized poly(ether sulfone)s with high poling stabilities of the nonlinear optical effect [J].
Ballet, W ;
Picard, I ;
Verbiest, T ;
Persoons, A ;
Samyn, C .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2004, 205 (01) :13-18
[2]   Synthesis and characterization of an alkoxysilane dye for nonlinear optical applications [J].
Cui, YJ ;
Wang, MQ ;
Chen, LJ ;
Qian, GD .
DYES AND PIGMENTS, 2005, 65 (01) :61-66
[3]   Hybrid Nonlinear optical materials containing imidazole chromophore through the sol-gel process [J].
Cui, Yuanjing ;
Qian, Guodong ;
Chen, Lujian ;
Wang, Zhiyu ;
Wang, Minquan .
MACROMOLECULAR RAPID COMMUNICATIONS, 2007, 28 (20) :2019-2023
[4]   Synthesis and nonlinear optical properties of a series of azo chromophore functionalized alkoxysilanes [J].
Cui, Yuanjing ;
Qian, Guodong ;
Chen, Lujian ;
Wang, Zhiyu ;
Wang, Minquan .
DYES AND PIGMENTS, 2008, 77 (01) :217-222
[5]  
DeMartino R.N., 1988, NONLINEAR OPTICAL EL
[6]   The synthesis and properties of novel diazo chromophores based on thiophene conjugating spacers and tricyanofuran acceptors [J].
Guo, Kunpeng ;
Hao, Jumin ;
Zhang, Tao ;
Zu, Fenghua ;
Zhai, Jianfeng ;
Qiu, Ling ;
Zhen, Zhen ;
Liu, Xinhou ;
Shen, Yuquan .
DYES AND PIGMENTS, 2008, 77 (03) :657-664
[7]   Organic-inorganic hybrid materials for non-linear optics [J].
Innocenzi, P ;
Lebeau, B .
JOURNAL OF MATERIALS CHEMISTRY, 2005, 15 (35-36) :3821-3831
[8]  
Jung BJ, 2001, ADV FUNCT MATER, V11, P430, DOI 10.1002/1616-3028(200112)11:6<430::AID-ADFM430>3.0.CO
[9]  
2-G
[10]  
Kajzar F, 2003, ADV POLYM SCI, V161, P1