ortho-, meta-, and para-Dihydroindenofluorene Derivatives as Host Materials for Phosphorescent OLEDs

被引:131
作者
Romain, Maxime [1 ]
Thiery, Sebastien [1 ]
Shirinskaya, Anna [2 ]
Declairieux, Celine [2 ]
Tondelier, Denis [2 ]
Geffroy, Bernard [2 ,3 ]
Jeannin, Olivier [1 ]
Rault-Berthelot, Joelle [1 ]
Metivier, Remi [4 ]
Poriel, Cyril [1 ]
机构
[1] Univ Rennes 1, CNRS, UMR 6226, ISCR, F-35042 Rennes, France
[2] Ecole Polytech, CNRS, LPICM, UMR 7647, F-91128 Palaiseau, France
[3] CEA Saclay, LICSEN, IRAMIS, NIMBE, F-91191 Gif Sur Yvette, France
[4] ENS Cachan, CNRS, PPSM, UMR 8531, F-94235 Cachan, France
关键词
dihydroindenofluorenes; LEDs; organic semiconductors; LIGHT-EMITTING-DIODES; ENERGY-GAP; POLYMERS; HYDROCARBON; OLIGOMERS; ABSORPTION;
D O I
10.1002/anie.201409479
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This work reports the first structure-properties relationship study of ortho [2,1-c]-, meta [1,2-a]-, and para [1,2-b]dihydroindenofluorenes, highlighting the influence of bridge rigidification on the electronic properties. This study has made it possible to devise an extended -conjugated molecule with both a high triplet state energy level and excellent thermal and morphological stability. As a proof of concept, dihydroindenofluorenes were used as the host in sky-blue phosphorescent organic light-emitting diodes (PhOLEDs) with high performance.
引用
收藏
页码:1176 / 1180
页数:5
相关论文
共 30 条
[1]  
[Anonymous], ters with highly efficient antennas
[2]   Preface to the Chemistry of Materials Special Issue on π-Functional Materials [J].
Bredas, Jean-Luc ;
Marder, Seth R. ;
Reichmanis, Elsa .
CHEMISTRY OF MATERIALS, 2011, 23 (03) :309-309
[3]   A high-efficiency and low-operating-voltage green electrophosphorescent device employing a pure-hydrocarbon host material [J].
Chi, Liang-Chen ;
Hung, Wen-Yi ;
Chiu, Hao-Chih ;
Wong, Ken-Tsung .
CHEMICAL COMMUNICATIONS, 2009, (26) :3892-3894
[4]   Indeno[2,1-c]fluorene-based blue fluorescent oligomers and polymers: Synthesis, structure, photophysical and electroluminescence properties [J].
Du, Bin ;
Wang, Lei ;
Yuan, Si-Chun ;
Lei, Ting ;
Pei, Jian ;
Cao, Yong .
POLYMER, 2013, 54 (12) :2935-2944
[5]   Tri-, Tetra- and Pentamers of 9,9′-Spirobifluorenes through Full ortho-Linkage: High Triplet-Energy Pure Hydrocarbon Host for Blue Phosphorescent Emitter [J].
Fan, Cong ;
Chen, Yonghua ;
Gan, Pei ;
Yang, Chuluo ;
Zhong, Cheng ;
Qin, Jingui ;
Ma, Dongge .
ORGANIC LETTERS, 2010, 12 (24) :5648-5651
[6]   Indeno[2,1-c]fluorene: A New Electron-Accepting Scaffold for Organic Electronics [J].
Fix, Aaron G. ;
Deal, Parker E. ;
Vonnegut, Chris L. ;
Rose, Bradley D. ;
Zakharov, Lev N. ;
Haley, Michael M. .
ORGANIC LETTERS, 2013, 15 (06) :1362-1365
[7]   Synthesis and Spectroscopy of Poly(9,9-dihexylfluorene-2,7-dlyl-co-9, 9-dihexylfluorene-3,6-diyl)s and Their Model Oligomers [J].
Fomina, Nadezda ;
Bradforth, Stephen E. ;
Hogen-Esch, Thieo E. .
MACROMOLECULES, 2009, 42 (17) :6440-6447
[8]   Oligomers and polymers based on bridged phenylenes as electronic materials [J].
Grimsdale, Andrew C. ;
Muellen, Klaus .
MACROMOLECULAR RAPID COMMUNICATIONS, 2007, 28 (17) :1676-1702
[9]   Breakdown of the mirror image symmetry in the optical absorption/emission spectra of oligo(para-phenylene)s -: art. no. 054501 [J].
Heimel, G ;
Daghofer, M ;
Gierschner, J ;
List, EJW ;
Grimsdale, AC ;
Müllen, K ;
Beljonne, D ;
Brédas, JL ;
Zojer, E .
JOURNAL OF CHEMICAL PHYSICS, 2005, 122 (05)
[10]   Origin of the broken conjugation in m-phenylene linked conjugated polymers [J].
Hong, SY ;
Kim, DY ;
Kim, CY ;
Hoffmann, R .
MACROMOLECULES, 2001, 34 (18) :6474-6481