High-efficiency electroluminescence from new blue-emitting oligoquinolines bearing pyrenyl or triphenyl endgroups

被引:40
作者
Hancock, Jessica M.
Gifford, Angela P.
Tonzola, Christopher J.
Jenekhe, Samson A. [1 ]
机构
[1] Univ Washington, Dept Chem Engn, Seattle, WA 98195 USA
[2] Univ Washington, Dept Chem, Seattle, WA 98195 USA
关键词
D O I
10.1021/jp069037h
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
New n-type conjugated oligomers bearing pyrenyl or triphenyl endgroups, 6,6'-bis(2-(1-pyrenyl)-4-phenylquinoline) (BPYPQ) and 6,6'-bis(2-(1-triphenyl)-4-phenylquinoline) (B3PPQ), were synthesized and found to be efficient blue emitters for organic light-emitting diodes (OLEDs). The oligoquinolines were thermally robust with high decomposition temperatures of 521-538 degrees C and high melt transitions (379-447 degrees C). The oligoquinolines emitted blue fluorescence in solution with high quantum yields (86-91%) and lifetimes of 1.31 ns for BPYPQ and 0.82 ns for B3PPQ. B3PPQ showed ambipolar redox properties, with a HOMO level of 5.78 eV and a LUMO level of 2.58 eV. BPYPQ had a reversible electrochemical reduction, with a HOMO level of 5.86 eV and a LUMO of 2.66 eV. Bright blue electroluminescence (3900 cd/m(2)) with high efficiency (2.6 cd/A and 3.2% external quantum efficiency) were achieved from B3PPQ as the emitter in OLEDs. Far superior device performance was achieved with BPYPQ as the emissive material, with a maximum luminance of 13885 cd/m(2), an external quantum efficiency of 3.5% (at 5375 cd/m(2)), and a luminous efficiency of 7.2 cd/A. The new triphenyl- and pyrenyl-bearing oligoquinolines are markedly thermally robust and are useful highly emissive and electron transport materials for OLEDs.
引用
收藏
页码:6875 / 6882
页数:8
相关论文
共 65 条
[1]   Electrochemical properties and electronic structures of conjugated polyquinolines and polyanthrazolines [J].
Agrawal, AK ;
Jenekhe, SA .
CHEMISTRY OF MATERIALS, 1996, 8 (02) :579-589
[2]   SYNTHESIS AND PROCESSING OF HETEROCYCLIC POLYMERS AS ELECTRONIC, OPTOELECTRONIC, AND NONLINEAR OPTICAL-MATERIALS .2. NEW SERIES OF CONJUGATED RIGID-ROD POLYQUINOLINES AND POLYANTHRAZOLINES [J].
AGRAWAL, AK ;
JENEKHE, SA .
MACROMOLECULES, 1993, 26 (05) :895-905
[3]   The versatile thiophene: An overview of recent research on thiophene-based materials [J].
Barbarella, G ;
Melucci, M ;
Sotgiu, G .
ADVANCED MATERIALS, 2005, 17 (13) :1581-1593
[4]   Evolution of red organic light-emitting diodes: Materials and devices [J].
Chen, CT .
CHEMISTRY OF MATERIALS, 2004, 16 (23) :4389-4400
[5]   Chain-length dependence of the electrochemical properties of conjugated oligofluorenes [J].
Chi, CY ;
Wegner, G .
MACROMOLECULAR RAPID COMMUNICATIONS, 2005, 26 (19) :1532-1537
[6]   Thiophene-linked polyphenylquinoxaline: A new electron transport conjugated polymer for electroluminescent devices [J].
Cui, YT ;
Zhang, XJ ;
Jenekhe, SA .
MACROMOLECULES, 1999, 32 (11) :3824-3826
[7]   Synthesis and optical properties of new end-functionalized polyquinolines [J].
Economopoulos, SP ;
Andreopoulou, AK ;
Gregoriou, VG ;
Kallitsis, JK .
CHEMISTRY OF MATERIALS, 2005, 17 (05) :1063-1071
[8]   Building blocks for N-type molecular and polymeric electronics.: Perfluoroalkyl- versus alkyl-functionalized ligothiophenes (nTs; n=2-6).: Systematic synthesis, spectroscopy, electrochemistry, and solid-state organization [J].
Facchetti, A ;
Yoon, MH ;
Stern, CL ;
Hutchison, GR ;
Ratner, MA ;
Marks, TJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (41) :13480-13501
[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]   Platinum-functionalized random copolymers for use in solution-processible, efficient, near-white organic light-emitting diodes [J].
Furuta, PT ;
Deng, L ;
Garon, S ;
Thompson, ME ;
Fréchet, JMJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (47) :15388-15389