Blue-light-emitting oligoquinolines: Synthesis, properties, and high-efficiency blue-light-emitting diodes

被引:231
作者
Tonzola, Christopher J.
Kulkarni, Abhishek P.
Gifford, Angela P.
Kaminsky, Werner
Jenekhe, Samson A. [1 ]
机构
[1] Univ Washington, Dept Chem, Seattle, WA 98195 USA
[2] Univ Washington, Dept Chem Engn, Seattle, WA 98195 USA
关键词
D O I
10.1002/adfm.200600542
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis, photophysics, cyclic voltammetry, and highly efficient blue electroluminescence of a series of four new n-type conjugated oligomers, 6,6'-bis(2,4-diphenylquinoline) (BIPPQ), 6,6'-bis(2-(4-tert-butylphenyl)-4-phenylquinoline) (BtBPQ), 6,6'-bis(2-p-biphenyl)-4-phenylquinoline) (B2PPQ), and 6,6'-bis((3,5-diphenylbenzene)-4-phenylquinoline) (BDBPQ) is reported. The oligoquinolines have high glass-transition temperatures (T-g >= 133 degrees C, reversible electrochemical reduction, and high electron affinities (2.68-2.81 eV). They emit blue photoluminescence with 0.73-0.94 quantum yields and 1.06-1.42 ns lifetimes in chloroform solutions. High-performance organic light-emitting diodes (OLEDs) with excellent blue chromaticity coordinates are achieved from all the oligoquinolines. OLEDs based on B2PPQ as the blue emitter give the best performance with a high brightness (19 740 cd m(-2) at 8.0 V), high efficiency (7.12 cd A(-1) and 6.56% external quantum efficiency at 1175 cd m(-2)), and excellent blue color purity as judged by the Commission Internationale de L'Eclairage (CIE) coordinates (x = 0.15, y = 0.16). These results represent the best efficiency of blue OLEDs from neat fluorescent organic emitters reported to date. These results demonstrate the potential of oligoquinolines as emitters and electron-transport materials for developing high-performance blue OLEDs.
引用
收藏
页码:863 / 874
页数:12
相关论文
共 89 条
[51]   Tuning of emission color for blue dendrimer blend light-emitting diodes [J].
Markham, JPJ ;
Namdas, EB ;
Anthopoulos, TD ;
Samuel, IDW ;
Richards, GJ ;
Burn, PL .
APPLIED PHYSICS LETTERS, 2004, 85 (09) :1463-1465
[52]   SYNTHESIS AND CHARACTERIZATION OF A SERIES OF MONODISPERSE, 1,3,5-PHENYLENE-BASED HYDROCARBON DENDRIMERS INCLUDING C276H186 AND THEIR FLUORINATED ANALOGS [J].
MILLER, TM ;
NEENAN, TX ;
ZAYAS, R ;
BAIR, HE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (03) :1018-1025
[53]   The electroluminescence of organic materials [J].
Mitschke, U ;
Bäuerle, P .
JOURNAL OF MATERIALS CHEMISTRY, 2000, 10 (07) :1471-1507
[54]  
Noda T, 1999, ADV MATER, V11, P283, DOI 10.1002/(SICI)1521-4095(199903)11:4<283::AID-ADMA283>3.0.CO
[55]  
2-V
[56]   Simple measurement of quantum efficiency in organic electroluminescent devices [J].
Okamoto, S ;
Tanaka, K ;
Izumi, Y ;
Adachi, H ;
Yamaji, T ;
Suzuki, T .
JAPANESE JOURNAL OF APPLIED PHYSICS PART 2-LETTERS, 2001, 40 (7B) :L783-L784
[57]   EFFICIENT BLUE LUMINESCENCE OF A CONJUGATED POLYMER EXCIPLEX [J].
OSAHENI, JA ;
JENEKHE, SA .
MACROMOLECULES, 1994, 27 (03) :739-742
[58]   High-efficiency organic light-emitting diodes [J].
Patel, NK ;
Cinà, S ;
Burroughes, JH .
IEEE JOURNAL OF SELECTED TOPICS IN QUANTUM ELECTRONICS, 2002, 8 (02) :346-361
[59]   THERMAL RIGIDIFICATION OF POLYQUINOLINES BY THERMOLYTIC ELIMINATION OF ETHYLENE FROM A 9,10-DIHYDRO-9,10-ETHANOANTHRACENE UNIT [J].
PELTER, MW ;
STILLE, JK .
MACROMOLECULES, 1990, 23 (09) :2418-2422
[60]   Synthesis of functional aromatic multisulfonyl chlorides and their masked precursors [J].
Percec, V ;
Bera, TK ;
De, BB ;
Sanai, Y ;
Smith, J ;
Holerca, MN ;
Barboiu, B ;
Grubbs, RB ;
Fréchet, JMJ .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (06) :2104-2117