Color tuning in benzo[1,2,5]thiadiazole-based small molecules by amino conjugation/deconjugation: Bright red-light-emitting diodes

被引:348
作者
Thomas, KRJ [1 ]
Lin, JT [1 ]
Velusamy, M [1 ]
Tao, YT [1 ]
Chuen, CH [1 ]
机构
[1] Acad Sinica, Inst Chem, Taipei 115, Taiwan
关键词
D O I
10.1002/adfm.200304486
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Bipolar compounds (referred to in general as btza) containing a benzo[1,2,5]thiadiazole core and peripheral diarylamines and/ or 4-tert-butylphenyl moieties have been synthesized via palladium-catalyzed cross-coupling reactions of 4,7-dibromobenzo[1,2,5]thiadiazole with appropriate stannyl compounds. These compounds are fluorescent and the emission color ranges from green to red. The fluorescence of the compounds originates from a charge-transfer process and exhibits solvatochromism. These red-light-emitting materials are amorphous and devices of different configurations were fabricated: 1) ITO/btza/TPBI/ Mg:Ag; II) ITO/btza/Alq(3)/Mg:Ag; III) ITO/btza/Mg:Ag (where ITO indium tin oxide, TPBI = 1,3,5-tris(N-phenylbezimidazol-2-yl)benzene, and Alq(3) = tris(8-hydroxyquinoline)aluminum). The performance of some of the red-light-emitting devices appears to be very promising.
引用
收藏
页码:83 / 90
页数:8
相关论文
共 48 条
[1]   Synthesis and characterization of new linear π-conjugated molecules containing bis(ethynylpyridine) units with a benzothiadiazole spacer [J].
Akhtaruzzaman, M ;
Tomura, M ;
Zaman, MB ;
Nishida, J ;
Yamashita, Y .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (22) :7813-7818
[2]   Blue light-emitting diodes based on dipyrazolopyridine derivatives [J].
Balasubramaniam, E ;
Tao, YT ;
Danel, A ;
Tomasik, P .
CHEMISTRY OF MATERIALS, 2000, 12 (09) :2788-2793
[3]   Highly efficient phosphorescent emission from organic electroluminescent devices [J].
Baldo, MA ;
O'Brien, DF ;
You, Y ;
Shoustikov, A ;
Sibley, S ;
Thompson, ME ;
Forrest, SR .
NATURE, 1998, 395 (6698) :151-154
[4]  
Brabec CJ, 2002, ADV FUNCT MATER, V12, P709, DOI 10.1002/1616-3028(20021016)12:10<709::AID-ADFM709>3.0.CO
[5]  
2-N
[6]   From solid-phase synthesis of π-conjugated oligomers to combinatorial library construction and screening [J].
Briehn, CA ;
Bäuerle, P .
CHEMICAL COMMUNICATIONS, 2002, (10) :1015-1023
[7]   Improvement of efficiency and colour purity of red-dopant organic light-emitting diodes by energy levels matching with the host materials [J].
Chen, BJ ;
Lin, XQ ;
Cheng, LF ;
Lee, CS ;
Gambling, WA ;
Lee, ST .
JOURNAL OF PHYSICS D-APPLIED PHYSICS, 2001, 34 (01) :30-35
[8]   Improved red dopants for organic electroluminescent devices [J].
Chen, CH ;
Tang, CW ;
Shi, J ;
Klubek, KP .
MACROMOLECULAR SYMPOSIA, 1998, 125 :49-58
[9]  
DEMAS JN, 1971, J PHYS CHEM-US, V75, P991, DOI 10.1021/j100678a001
[10]   New iridium complexes as highly efficient orange-red emitters in organic light-emitting diodes [J].
Duan, JP ;
Sun, PP ;
Cheng, CH .
ADVANCED MATERIALS, 2003, 15 (03) :224-+