Boron-based TADF emitters with improved OLED device efficiency roll-off and long lifetime

被引:60
作者
Bell, Bruce M. [1 ]
Clark, Thomas P. [1 ]
De Vries, Timothy S. [1 ]
Lai, Yuming [1 ]
Laitar, David S. [1 ]
Gallagher, Timothy J. [1 ]
Jeon, Jeong-Hwan [2 ]
Kearns, Kenneth L. [1 ]
McIntire, Travis [1 ]
Mukhopadhyay, Sukrit [1 ]
Na, Hong-Yeop [2 ]
Paine, Tomas D. [1 ]
Rachford, Aaron A. [1 ]
机构
[1] Dow Chem Co USA, Core R&D, Midland, MI 48674 USA
[2] Dow Elect Mat, Hwasung, South Korea
关键词
Thermally activated delayed fluorescence; Boron; Efficiency roll-off; Lifetime; Triplet energy; ACTIVATED DELAYED-FLUORESCENCE; LIGHT-EMITTING-DIODES; ORGANIC ELECTROPHOSPHORESCENCE; ORGANOBORON COMPOUNDS; BLUE; COMPLEXES; DESIGN; MOLECULES; EMISSION; SINGLET;
D O I
10.1016/j.dyepig.2017.01.055
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A class of four-coordinate boron complexes is reported that contain both electron-rich and electron-poor functional groups. Judicious selection of donor and acceptor moieties with the use of a boron atom as a separating node yields charge transfer complexes capable of thermally activated delayed fluorescence (TADF). Complexes were prepared by a modular method providing access to a wide range of emission colors. The singlet (S1) and triplet (TI) energies are independently tuned to achieve a small S-1-T-1 gap. Raising and lowering of S-1 and T-1 states can be predicted using cyclic voltammetry, NTO analysis, and spin density distribution as determined using Density Functional Theory; separation of the hole and electron wavefunction for S-1 excitation and delocalization of spin density distribution in the T-1 state can help in achieving negligible S-1-T-1 gap. Although photoluminescent quantum yields of the boron complexes in a host matrix are less than 65%, OLED device external quantum efficiencies of up to 8.1% have been achieved at a luminance of 1000 cd/m(2). Selection of a boron emitter with a gap of less than 0.01 eV between the singlet and triplet excited state enables the fabrication of a device with low efficiency roll off and long lifetime. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:83 / 92
页数:10
相关论文
共 34 条
[1]   Transient analysis of organic electrophosphorescence. II. Transient analysis of triplet-triplet annihilation [J].
Baldo, MA ;
Adachi, C ;
Forrest, SR .
PHYSICAL REVIEW B, 2000, 62 (16) :10967-10977
[2]   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
[3]   "Rate-limited effect" of reverse intersystem crossing process: the key for tuning thermally activated delayed fluorescence lifetime and efficiency roll-off of organic light emitting diodes [J].
Cai, Xinyi ;
Li, Xianglong ;
Xie, Gaozhan ;
He, Zuozheng ;
Gao, Kuo ;
Liu, Kunkun ;
Chen, Dongcheng ;
Cao, Yong ;
Su, Shi-Jian .
CHEMICAL SCIENCE, 2016, 7 (07) :4264-4275
[4]   Blue-Light Emission of Cu(I) Complexes and Singlet Harvesting [J].
Czerwieniec, Rafal ;
Yu, Jiangbo ;
Yersin, Hartmut .
INORGANIC CHEMISTRY, 2011, 50 (17) :8293-8301
[5]   E-Type Delayed Fluorescence of a Phosphine-Supported Cu2(μ-NAr2)2 Diamond Core: Harvesting Singlet and Triplet Excitons in OLEDs [J].
Deaton, Joseph C. ;
Switalski, Steven C. ;
Kondakov, Denis Y. ;
Young, Ralph H. ;
Pawlik, Thomas D. ;
Giesen, David J. ;
Harkins, Seth B. ;
Miller, Alex J. M. ;
Mickenberg, Seth F. ;
Peters, Jonas C. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (27) :9499-9508
[6]   Efficient up-conversion of triplet excitons into a singlet state and its application for organic light emitting diodes [J].
Endo, Ayataka ;
Sato, Keigo ;
Yoshimura, Kazuaki ;
Kai, Takahiro ;
Kawada, Atsushi ;
Miyazaki, Hiroshi ;
Adachi, Chihaya .
APPLIED PHYSICS LETTERS, 2011, 98 (08)
[7]   DELAYED FLUORESCENCE OPTICAL THERMOMETRY [J].
FISTER, JC ;
RANK, D ;
HARRIS, JM .
ANALYTICAL CHEMISTRY, 1995, 67 (23) :4269-4275
[8]   Ultrapure Blue Thermally Activated Delayed Fluorescence Molecules: Efficient HOMO-LUMO Separation by the Multiple Resonance Effect [J].
Hatakeyama, Takuji ;
Shiren, Kazushi ;
Nakajima, Kiichi ;
Nomura, Shintaro ;
Nakatsuka, Soichiro ;
Kinoshita, Keisuke ;
Ni, Jingping ;
Ono, Yohei ;
Ikuta, Toshiaki .
ADVANCED MATERIALS, 2016, 28 (14) :2777-2781
[9]   Design, synthesis and pharmacological characterization of analogs of 2-aminoethyl diphenylborinate (2-APB), a known store-operated calcium channel blocker, for inhibition of TRPV6-mediated calcium transport [J].
Hofer, Alexandre ;
Kovacs, Gergely ;
Zappatini, Anna ;
Leuenberger, Michele ;
Hediger, Matthias A. ;
Lochner, Martin .
BIOORGANIC & MEDICINAL CHEMISTRY, 2013, 21 (11) :3202-3213
[10]   The First Tandem, All-exciplex-based WOLED [J].
Hung, Wen-Yi ;
Fang, Guan-Cheng ;
Lin, Shih-Wei ;
Cheng, Shuo-Hsien ;
Wong, Ken-Tsung p ;
Kuo, Ting-Yi ;
Chou, Pi-Tai .
SCIENTIFIC REPORTS, 2014, 4