Novel red-emitting thieno-[3,4-b]-pyrazine derivatives suitable for vacuum evaporation and solution method to fabricate non-doped OLEDs

被引:16
作者
Li, Qing [1 ]
Li, Jiuyan [2 ]
Yang, Ruixia [1 ]
Deng, Lijun [2 ]
Gao, Zhanxian [1 ]
Liu, Di [1 ]
机构
[1] Dalian Univ Technol, Sch Chem, Dalian 116024, Peoples R China
[2] Dalian Univ Technol, Sch Chem Engn, State Key Lab Fine Chem, Dalian 116024, Peoples R China
基金
中国国家自然科学基金;
关键词
Thieno-[3,4-b]-pyrazine; Red; Organic light-emitting diodes; Solution processing; Vacuum evaporation; Large Stokes shift; DIODES; ELECTROLUMINESCENCE; PHOTOPHYSICS; EFFICIENT; DEVICES;
D O I
10.1016/j.dyepig.2011.05.029
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Two novel red-emitting thieno-[3,4-b]-pyrazine-cored molecules with phenyls (TP) or polyphenyls (Mullen type dendron, DTP) as peripheral groups were designed and synthesized. They have large Stokes shifts over 100 nm. DTP is thermally stable with decomposition temperature up to 458 degrees C. More importantly, it is amorphous with a remarkably high glass transition temperature of 262 degrees C. DTP can be made into thin films either by solution method or vacuum evaporation. Red OLEDs were fabricated using either spin coated or vacuum evaporated DTP film as emitting layer. The evaporated device exhibited a maximum brightness of 1753 cd m(-2) and a luminous efficiency of 0.74 cd A(-1), which are among the best data ever reported for thieno-[3,4-b]-pyrazine derivatives so far. In contrary, TP failed to produce satisfied red emission in its evaporated OLEDs. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:674 / 680
页数:7
相关论文
共 20 条
[1]   meta-Substituted triphenylamines as new dyes displaying exceptionally large Stokes shifts [J].
Bordeau, Guillaume ;
Lartia, Remy ;
Teulade-Fichou, Marie-Paule .
TETRAHEDRON LETTERS, 2010, 51 (33) :4429-4432
[2]   A rigid molecular balance for measuring face-to-face arene-arene interactions [J].
Carroll, William R. ;
Pellechia, Perry ;
Shimizu, Ken D. .
ORGANIC LETTERS, 2008, 10 (16) :3547-3550
[3]   A correlation between electrochemical properties and geometrical structure of some triarylamines used as hole transporting materials in organic electroluminescent devices [J].
Casalbore-Miceli, G ;
Degli Esposti, A ;
Fattori, V ;
Marconi, G ;
Sabatini, C .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2004, 6 (12) :3092-3096
[4]   Synthesis and characterization of n-type materials for non-doped organic red-light-emitting diodes [J].
Chen, SY ;
Xu, XJ ;
Liu, YQ ;
Yu, G ;
Sun, XB ;
Qiu, WF ;
Ma, YQ ;
Zhu, DB .
ADVANCED FUNCTIONAL MATERIALS, 2005, 15 (09) :1541-1546
[5]   Red organic light-emitting diodes using an emitting assist dopant [J].
Hamada, Y ;
Kanno, H ;
Tsujioka, T ;
Takahashi, H ;
Usuki, T .
APPLIED PHYSICS LETTERS, 1999, 75 (12) :1682-1684
[6]   RHODAMINE-B AND RHODAMINE-101 AS REFERENCE SUBSTANCES FOR FLUORESCENCE QUANTUM YIELD MEASUREMENTS [J].
KARSTENS, T ;
KOBS, K .
JOURNAL OF PHYSICAL CHEMISTRY, 1980, 84 (14) :1871-1872
[7]   Efficient, saturated red organic light emitting devices based on phosphorescent platinum(II) porphyrins [J].
Kwong, RC ;
Sibley, S ;
Dubovoy, T ;
Baldo, M ;
Forrest, SR ;
Thompson, ME .
CHEMISTRY OF MATERIALS, 1999, 11 (12) :3709-3713
[8]   Dendrimers for organic light-emitting diodes [J].
Li, Jiuyan ;
Liu, Di .
JOURNAL OF MATERIALS CHEMISTRY, 2009, 19 (41) :7584-7591
[9]   Novel perylene bisimide derivative with fluorinated shell: A multifunctional material for use in optoelectronic devices [J].
Liu, Di ;
Ren, Huicai ;
Li, Jiuyan ;
Tao, Qian ;
Gao, Zhanxian .
CHEMICAL PHYSICS LETTERS, 2009, 482 (1-3) :72-76
[10]   Synthetic principles for bandgap control in linear pi-conjugated systems [J].
Roncali, J .
CHEMICAL REVIEWS, 1997, 97 (01) :173-205