Dendritic azo compounds as a new type amorphous molecular material with quick photoinduced surface-relief-grating formation ability

被引:33
作者
He, Yaning [1 ]
Gu, Xinyu [1 ]
Guo, Miaocai [1 ]
Wang, Xiaogong [1 ]
机构
[1] Tsinghua Univ, Dept Chem Engn, Adv Mat Lab, Beijing 100084, Peoples R China
关键词
dendritic; azobenzene; amorphous molecular materials; photoinduced; surface-relief-gratings;
D O I
10.1016/j.optmat.2008.01.003
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
A series of dendritic azobenzene-containing compounds have been synthesized as a new type amorphous molecular material, which can show quick surfacc-relief-grating (SRG) formation ability upon light irradiation. For the synthesis, the dendritic precursor tris(2-(ethyl(phenyl)amino)ethyl)benzene-1,3,5-tricarboxylate and tris (3,5-bis(2-(ethyl(phenyl)amino)ethoxy)benzyl)benzene-1,3,5-tri-carboxylate were prepared by esterification reactions between 1,3,5-benzenetricarbonyl chloride and N-ethyl-N-hydroxyethyl-aniline and 3,5-bis[2-(N-ethylanilino)ethoxy] benzylalcohol. The precursors were, respectively reacted with the diazonium salts of 4-nitroaniline, 4-aminobenzoic acid, and 4-aminobenzonitrile to introduce different types of donor-acceptor azo chromophores at the peripheral positions. The structure and properties of the dendritic azo compounds were characterized by the spectroscopic methods and thermal analysis. The surface-relief-grating (SRG) formation behavior of the dendritic azo compounds was studied by exposing the spin-coated thin films to an interference pattern of laser beams (532 nm) at modest intensity ( 100 mW/cm(2)). The results show that the azo compounds can form stable amorphous glasses in a broad temperature range. The glass transition temperatures (TgS) depend oil the backbone structures and the type of the peripheral azo chromophors. The type of the electron withdrawing groups in the p-positions of the terminal azoben-zene units shows a significant influence on the SRG inscription rate. For the compounds containing the same type azo chromophores, the SRG inscription rate is also affected by the backbone structure. (c) 2008 Elsevier B.V. All rights reserved.
引用
收藏
页码:18 / 27
页数:10
相关论文
共 60 条
[1]   Comparative studies of the formation of surface relief grating. amorphous molecular material vs vinyl polymer [J].
Ando, H ;
Takahashi, T ;
Nakano, H ;
Shirota, Y .
CHEMISTRY LETTERS, 2003, 32 (08) :710-711
[2]  
Archut A, 1998, CHEM-EUR J, V4, P699, DOI 10.1002/(SICI)1521-3765(19980416)4:4<699::AID-CHEM699>3.0.CO
[3]  
2-9
[4]   Toward photoswitchable dendritic hosts.: Interaction between azobenzene-functionalized dendrimers and eosin [J].
Archut, A ;
Azzellini, GC ;
Balzani, V ;
De Cola, L ;
Vögtle, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (47) :12187-12191
[5]   Mechanism of optically inscribed high-efficiency diffraction gratings in azo polymer films [J].
Barrett, CJ ;
Natansohn, AL ;
Rochon, PL .
JOURNAL OF PHYSICAL CHEMISTRY, 1996, 100 (21) :8836-8842
[6]   Efficient synthesis of starburst oxadiazole compounds [J].
Bettenhausen, J ;
Strohriegl, P .
ADVANCED MATERIALS, 1996, 8 (06) :507-+
[7]   Hyperbranched azo-polymers synthesized by azo-coupling reaction of an AB2 monomer and postpolymerization modification [J].
Che, PC ;
He, YN ;
Wang, XG .
MACROMOLECULES, 2005, 38 (21) :8657-8663
[8]   Linear and nonlinear optical properties of photochromic molecules and materials [J].
Delaire, JA ;
Nakatani, K .
CHEMICAL REVIEWS, 2000, 100 (05) :1817-1845
[9]   Photofabrication of surface relief grating on films of azobenzene polymer with different dye functionalization [J].
Fukuda, T ;
Matsuda, H ;
Shiraga, T ;
Kimura, T ;
Kato, M ;
Viswanathan, NK ;
Kumar, J ;
Tripathy, SK .
MACROMOLECULES, 2000, 33 (11) :4220-4225
[10]   Synthesis of photoresponsive polyamidoamine (PAMAM) dendritic architecture [J].
Ghosh, S ;
Banthia, AK .
TETRAHEDRON LETTERS, 2001, 42 (03) :501-503