Bright blue luminescent pyrenyl-containing organosilicon compounds with contrasting charge transport functionality -: SiPh2(p-C6H4-pyrenyl)(p-C6H4-N-benzimidazolyl) and SiPh2(p-C6H4-pyrenyl)[p-C6H4-NPh(1-naph)]

被引:27
作者
Bai, Dongren [1 ]
Han, Shijin [2 ]
Lu, Zheng-Hong [2 ]
Wang, Suning [1 ]
机构
[1] Queens Univ, Dept Chem, Kingston, ON K7L 3N6, Canada
[2] Univ Toronto, Dept Mat Sci & Engn, Toronto, ON M5S 3E5, Canada
关键词
organosilicon compounds; synthesis; luminescence; electroluminescence; devices;
D O I
10.1139/V07-151
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The authors investigated the impact of electron-transport and hole-transport functional groups on the properties and the performance of blue luminescent organosilicon compounds as bifunctional materials in organic light-emitting devices. Two new pyrenyl-containing organosilicon compounds, SiPh2(p-C6H4-pyrenyl)(p-C6H4-N-benzimidazolyl) (1) and SiPh2(p-C6H4-pyrenyl)[p-C6H4-NPh(1-naph)] (2) were synthesized. Both compounds display bright blue luminescence in solution and in the solid state with a high quantum efficiency, but they have contrasting electroluminescent properties. The presence of the benzimidazolyl group in 1 enables it to function as a bifunctional material (blue emitter and electron transporter) in OLEDs. An efficient triple-layer (CuPc/NPB/1) blue OLED (C.I.E. 0.15, 0.14) was fabricated successfully. The presence of the NPh(1-naph) group in 2 enables its use as an effective transparent hole injection material, but not a blue emitter in OLEDs.
引用
收藏
页码:230 / 237
页数:8
相关论文
共 32 条
[1]   Highly efficient single-layer dendrimer light-emitting diodes with balanced charge transport [J].
Anthopoulos, TD ;
Markham, JPJ ;
Namdas, EB ;
Samuel, IDW ;
Lo, SC ;
Burn, PL .
APPLIED PHYSICS LETTERS, 2003, 82 (26) :4824-4826
[2]   CARRIER DEEP-TRAPPING MOBILITY-LIFETIME PRODUCTS IN POLY(P-PHENYLENE VINYLENE) [J].
ANTONIADIS, H ;
ABKOWITZ, MA ;
HSIEH, BR .
APPLIED PHYSICS LETTERS, 1994, 65 (16) :2030-2032
[3]   Degradation phenomena in small-molecule organic light-emitting devices [J].
Aziz, H ;
Popovic, ZD .
CHEMISTRY OF MATERIALS, 2004, 16 (23) :4522-4532
[4]   Charge-transfer emission involving three-coordinate organoboron: V-shape versus U-Shape and impact of the spacer on dual emission and fluorescent sensing [J].
Bai, Dong-Ren ;
Liu, Xiang-Yang ;
Wang, Suning .
CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (20) :5713-5723
[5]   Comparative study on tetrahedral and tripodal luminescent silane and methane compounds with a 2,2′-dipyridylamino group [J].
Bai, DR ;
Wang, SN .
ORGANOMETALLICS, 2004, 23 (25) :5958-5966
[6]  
Berlman I. B., 1971, Handbook of Fluorescence Spectra of Aromatic Molecules
[7]   Optimization of high-performance blue organic light-emitting diodes containing tetraphenylsilane molecular glass materials [J].
Chan, LH ;
Lee, RH ;
Hsieh, CF ;
Yeh, HC ;
Chen, CT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (22) :6469-6479
[8]  
Chan LH, 2001, ADV MATER, V13, P1637, DOI 10.1002/1521-4095(200111)13:21<1637::AID-ADMA1637>3.0.CO
[9]  
2-S
[10]  
DEMAS JN, 1970, J AM CHEM SOC, V92, P7262