Novel dendritic light-emitting materials containing polyhedral oligomeric silsesquioxanes core

被引:31
作者
Chen, Kuei-Bai [1 ]
Chang, Yueh-Ping [1 ]
Yang, Sheng-Hsiung [1 ]
Hsu, Chain-Shu [1 ]
机构
[1] Natl Chiao Tung Univ, Dept Appl Chem, Hsinchu 30010, Taiwan
关键词
photoluminescence; optoelectronic devices; organic semiconductors;
D O I
10.1016/j.tsf.2006.02.059
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
A new series of star-like light-emitting materials (POSS1, POSS2 and POSS3) were synthesized by hydrosilylation of the polyhedral oligomeric silsesquioxane with 4,4'-bis(4-(di-(4-methylphenyl)amino)styryl)-2-(hexan-1-yloxy)-5-(10-undecen-1-yloxy)benzene (Cl), 4,4'-bis [(E)-2-(N-ethylcarbazoyl)ethenyl]-2-(hexan-1-yloxy)-5-(10-undecen-1-yloxy)benzene (C2), and Iridium(III) bis(2-phenylpyridine-C-2-N') (13-teradecenyl acetonate) (0), respectively. All synthesized materials are soluble in common organic solvents, such as chloroform, toluene and 1,2dichloroethane, and exhibit good film-forming properties. Therefore, they can be used to fabricate devices by spin-coating. The aggregation of peripheral chromophores can be prevented by the rigid POSS core. A double-layer, light-emitting diode with the configuration of indium-tin oxide/poly(ethylene 3,4-dioxythiophene)/POSS1/Ca/Al was fabricated using POSS1 as the active layer. The device emitted green light with a maximum brightness of 115 cd/m(2) and a current yield of 0.07 cd/A. When the light-emitting layer is blended with 0.8% electron-transport material, 2-(4'-tert-butylphenyl)-5-(4'-diphenyl)-1,3,4-oxadiazole, the maximum brightness and current yield of the device can reach 1469 cd/m(2) and 0.8 cd/A, respectively. The performance of a POSS2 device with the same device structure can reach 1102 cd/m(2) and 0.88 cd/A. POSS3 is a kind of triplet material and blended with 4,4-NN-dicarbazole-biphenyl as host material, to fabricate the light-emitting device. The maximum brightness and current yield reach 1008 cd/m(2) and 1.04 cd/A, respectively. Blending with 1,3,5-tris(2-N-phenylbenzimi dazolyl)benzene as the hole-blocking, material yields a maximum brightness and current yield of 1172 cd/m(2) and 3.99 cd/A. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:103 / 109
页数:7
相关论文
共 31 条
[1]  
BALDO MA, 1994, APPL PHYS LETT, V75, P4
[2]   The effect of core delocalization on intermolecular interactions in conjugated dendrimers [J].
Beavington, R ;
Frampton, MJ ;
Lupton, JM ;
Burn, PL ;
Samuel, IDW .
ADVANCED FUNCTIONAL MATERIALS, 2003, 13 (03) :211-218
[3]  
BUM PL, 1992, NATURE, V356, P47
[4]   Efficient green organic light-emitting diodes with stericly hindered coumarin dopants [J].
Chen, CH ;
Tang, CW .
APPLIED PHYSICS LETTERS, 2001, 79 (22) :3711-3713
[5]   A family of electroluminescent silyl-substituted poly(p-phenylenevinylene)s:: Synthesis, characterization, and structure-property relationships [J].
Chen, ZK ;
Huang, W ;
Wang, LH ;
Kang, ET ;
Chen, BJ ;
Lee, CS ;
Lee, ST .
MACROMOLECULES, 2000, 33 (24) :9015-9025
[6]   Synthesis and characterization of luminescent polyfluorenes incorporating side-chain-tethered polyhedral oligomeric silsesquioxane units [J].
Chou, CH ;
Hsu, SL ;
Dinakaran, K ;
Chiu, MY ;
Wei, KH .
MACROMOLECULES, 2005, 38 (03) :745-751
[7]  
DEMAS JN, 1971, J PHYS CHEM-US, V75, P991, DOI 10.1021/j100678a001
[8]   Dendrimer-containing light-emitting diodes:: Toward site-isolation of chromophores [J].
Freeman, AW ;
Koene, SC ;
Malenfant, PRL ;
Thompson, ME ;
Fréchet, JMJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (49) :12385-12386
[9]   Electroluminescence in conjugated polymers [J].
Friend, RH ;
Gymer, RW ;
Holmes, AB ;
Burroughes, JH ;
Marks, RN ;
Taliani, C ;
Bradley, DDC ;
Dos Santos, DA ;
Brédas, JL ;
Lögdlund, M ;
Salaneck, WR .
NATURE, 1999, 397 (6715) :121-128
[10]   Hybrid organic-inorganic thermoplastics: Styryl-based polyhedral oligomeric silsesquioxane polymers [J].
Haddad, TS ;
Lichtenhan, JD .
MACROMOLECULES, 1996, 29 (22) :7302-7304