New bipolar host materials for high power efficiency green thermally activated delayed fluorescence $$\mathrm{OLEDs}$$
Abstract
We report four bipolar molecules, namely m-CzPym, p-CzPym, m-CzTrz, and p-CzTrz, with carbazole (Cz) donor and a benzonitrile-substituted pyrimidine (Pym) or triazine (Trz) acceptor core were synthesized and characterized. The electron deficiency of heteroaryl cores together with the substitution pattern of benzonitrile were employed to tune the energy levels as well as the thermally activated delayed fluorescence (TADF) characteristics. The four molecules exhibited TADF behavior with inferior photoluminescent quantum yields (PLQYs) that limit their applications as emitters. These bipolar molecules were employed as TADF host materials for the benchmark TADF emitter 4CzIPN to achieve high-performing green TADF organic light-emitting diodes (OLEDs). Among the molecules, m-CzPym-hosted TADF-OLEDs achieved a maximum external quantum efficiency (EQEmax) of 31.5%, maximum power efficiency (PEmax) of 95.6 lm/W, and maximum current efficiency (CEmax) of 100.2 cd/A. Notably, p-CzPym-hosted TADF-OLEDs also achieved a PEmax of 116.5 lm/W, turn-on voltage of 2.5 V, and impressive low efficiency roll-off performance (>89% of EQEmax at 5000 cd/m2), representing one of the highest efficiencies ever reported in 4CzIPN-doped devices. The high device efficiency can be ascribed to the balanced ambipolar carrier-transporting character of the host materials and high PLQY as well as the outstanding light outcoupling efficiency of the emitting layer.
- Authors:
-
- National Taiwan University, Taipei (Taiwan)
- Yuan Ze University (Taiwan)
- National United University, No.2, Miaoli City (Taiwan)
- National Taiwan Ocean University (Taiwan)
- National Taiwan University, Taipei (Taiwan); Institute of Atomic and Molecular Science, Academia Sinica, Taipei (Taiwan)
- Publication Date:
- Research Org.:
- Univ. of Michigan, Ann Arbor, MI (United States); National Taiwan Univ., Taipei (Taiwan)
- Sponsoring Org.:
- USDOE Office of Energy Efficiency and Renewable Energy (EERE); Ministry of Science and Technology of Taiwan (MOST); US Department of the Navy, Office of Naval Research (ONR)
- OSTI Identifier:
- 1976930
- Grant/Contract Number:
- EE0006708; 111-2923-E-155-002-MY3; 110-2622-E-155-010; 110-2222-E-002-003-MY3; 110-2221-E-239-024-MY2; 108-2221-E-155-051-MY3; 106-2628-E-131-001-MY2; 107-2113-M-002-019-MY3; 107L9006; N00014-17-1-2211
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Chemical Engineering Journal
- Additional Journal Information:
- Journal Volume: 442; Journal Issue: P1; Journal ID: ISSN 1385-8947
- Publisher:
- Elsevier
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 42 ENGINEERING; thermally activated delayed fluorescence; TADF; power efficiency; organic light emitting diode; OLED
Citation Formats
Chen, Chia-Hsun, Lin, Shih-Chun, Lin, Bo-Yen, Li, Che-Yu, Kong, Yu-Cheng, Chen, Yi-Sheng, Fang, Shao-Cheng, Chiu, Ching-Huang, Lee, Jiun-Haw, Wong, Ken-Tsung, Lin, Chi-Feng, Hung, Wen-Yi, and Chiu, Tien-Lung. New bipolar host materials for high power efficiency green thermally activated delayed fluorescence $\mathrm{OLEDs}$. United States: N. p., 2022.
Web. doi:10.1016/j.cej.2022.136292.
Chen, Chia-Hsun, Lin, Shih-Chun, Lin, Bo-Yen, Li, Che-Yu, Kong, Yu-Cheng, Chen, Yi-Sheng, Fang, Shao-Cheng, Chiu, Ching-Huang, Lee, Jiun-Haw, Wong, Ken-Tsung, Lin, Chi-Feng, Hung, Wen-Yi, & Chiu, Tien-Lung. New bipolar host materials for high power efficiency green thermally activated delayed fluorescence $\mathrm{OLEDs}$. United States. https://doi.org/10.1016/j.cej.2022.136292
Chen, Chia-Hsun, Lin, Shih-Chun, Lin, Bo-Yen, Li, Che-Yu, Kong, Yu-Cheng, Chen, Yi-Sheng, Fang, Shao-Cheng, Chiu, Ching-Huang, Lee, Jiun-Haw, Wong, Ken-Tsung, Lin, Chi-Feng, Hung, Wen-Yi, and Chiu, Tien-Lung. Sat .
"New bipolar host materials for high power efficiency green thermally activated delayed fluorescence $\mathrm{OLEDs}$". United States. https://doi.org/10.1016/j.cej.2022.136292. https://www.osti.gov/servlets/purl/1976930.
@article{osti_1976930,
title = {New bipolar host materials for high power efficiency green thermally activated delayed fluorescence $\mathrm{OLEDs}$},
author = {Chen, Chia-Hsun and Lin, Shih-Chun and Lin, Bo-Yen and Li, Che-Yu and Kong, Yu-Cheng and Chen, Yi-Sheng and Fang, Shao-Cheng and Chiu, Ching-Huang and Lee, Jiun-Haw and Wong, Ken-Tsung and Lin, Chi-Feng and Hung, Wen-Yi and Chiu, Tien-Lung},
abstractNote = {We report four bipolar molecules, namely m-CzPym, p-CzPym, m-CzTrz, and p-CzTrz, with carbazole (Cz) donor and a benzonitrile-substituted pyrimidine (Pym) or triazine (Trz) acceptor core were synthesized and characterized. The electron deficiency of heteroaryl cores together with the substitution pattern of benzonitrile were employed to tune the energy levels as well as the thermally activated delayed fluorescence (TADF) characteristics. The four molecules exhibited TADF behavior with inferior photoluminescent quantum yields (PLQYs) that limit their applications as emitters. These bipolar molecules were employed as TADF host materials for the benchmark TADF emitter 4CzIPN to achieve high-performing green TADF organic light-emitting diodes (OLEDs). Among the molecules, m-CzPym-hosted TADF-OLEDs achieved a maximum external quantum efficiency (EQEmax) of 31.5%, maximum power efficiency (PEmax) of 95.6 lm/W, and maximum current efficiency (CEmax) of 100.2 cd/A. Notably, p-CzPym-hosted TADF-OLEDs also achieved a PEmax of 116.5 lm/W, turn-on voltage of 2.5 V, and impressive low efficiency roll-off performance (>89% of EQEmax at 5000 cd/m2), representing one of the highest efficiencies ever reported in 4CzIPN-doped devices. The high device efficiency can be ascribed to the balanced ambipolar carrier-transporting character of the host materials and high PLQY as well as the outstanding light outcoupling efficiency of the emitting layer.},
doi = {10.1016/j.cej.2022.136292},
journal = {Chemical Engineering Journal},
number = P1,
volume = 442,
place = {United States},
year = {Sat Apr 09 00:00:00 EDT 2022},
month = {Sat Apr 09 00:00:00 EDT 2022}
}
Works referenced in this record:
Harnessing a New Co-Host System and Low Concentration of New TADF Emitters Equipped with Trifluoromethyl- and Cyano-Substituted Benzene as Core for High-Efficiency Blue OLEDs
journal, December 2019
- Yi, Chih-Lun; Ko, Chang-Lun; Yeh, Tzu-Chin
- ACS Applied Materials & Interfaces, Vol. 12, Issue 2
Achieving Nearly 30% External Quantum Efficiency for Orange-Red Organic Light Emitting Diodes by Employing Thermally Activated Delayed Fluorescence Emitters Composed of 1,8-Naphthalimide-Acridine Hybrids
journal, December 2017
- Zeng, Weixuan; Lai, Hsin-Yu; Lee, Wei-Kai
- Advanced Materials, Vol. 30, Issue 5
Long‐Distance Triplet Diffusion and Well‐Packing Hosts with Ultralow Dopant Concentration for Achieving High‐Efficiency TADF OLED
journal, August 2021
- Chen, Chia‐Hsun; Ding, Wen‐Cheng; Lin, Bo‐Yen
- Advanced Optical Materials, Vol. 9, Issue 21
Highly efficient organic light-emitting diodes from delayed fluorescence
journal, December 2012
- Uoyama, Hiroki; Goushi, Kenichi; Shizu, Katsuyuki
- Nature, Vol. 492, Issue 7428
Routes for Efficiency Enhancement in Fluorescent TADF Exciplex Host OLEDs Gained from an Electro‐Optical Device Model
journal, December 2019
- Regnat, Markus; Pernstich, Kurt P.; Kim, Kwon‐Hyeon
- Advanced Electronic Materials, Vol. 6, Issue 2
High-efficiency, long-lifetime deep-blue organic light-emitting diodes
journal, February 2021
- Jeon, Soon Ok; Lee, Kyung Hyung; Kim, Jong Soo
- Nature Photonics, Vol. 15, Issue 3
Causes of efficiency roll-off in phosphorescent organic light emitting devices: Triplet-triplet annihilation versus triplet-polaron quenching
journal, December 2010
- Song, Dandan; Zhao, Suling; Luo, Yichun
- Applied Physics Letters, Vol. 97, Issue 24
Nitrogen heterocycle-containing materials for highly efficient phosphorescent OLEDs with low operating voltage
journal, January 2014
- Chen, Dongcheng; Su, Shi-Jian; Cao, Yong
- J. Mater. Chem. C, Vol. 2, Issue 45
A Universal Host Material for High External Quantum Efficiency Close to 25% and Long Lifetime in Green Fluorescent and Phosphorescent OLEDs
journal, April 2014
- Cho, Yong Joo; Yook, Kyoung Soo; Lee, Jun Yeob
- Advanced Materials, Vol. 26, Issue 24
Liquid crystal display and organic light-emitting diode display: present status and future perspectives
journal, December 2017
- Chen, Hai-Wei; Lee, Jiun-Haw; Lin, Bo-Yen
- Light: Science & Applications, Vol. 7, Issue 3
45-4: Approach for Attaining Short Exciton Lifetime in Thermally Activated Delayed Fluorescence Emitters
journal, May 2017
- Lampande, Raju; Kim, Gyeong Heon; Im, Joon Beom
- SID Symposium Digest of Technical Papers, Vol. 48, Issue 1
Molecular Design Strategy of Organic Thermally Activated Delayed Fluorescence Emitters
journal, February 2017
- Im, Yirang; Kim, Mounggon; Cho, Yong Joo
- Chemistry of Materials, Vol. 29, Issue 5
Donor-Substituted 1,3,5-Triazines as Host Materials for Blue Phosphorescent Organic Light-Emitting Diodes
journal, April 2010
- Rothmann, Michael M.; Haneder, Stephan; Da Como, Enrico
- Chemistry of Materials, Vol. 22, Issue 7
High efficiency green TADF emitters of acridine donor and triazine acceptor D–A–D structures
journal, January 2019
- Braveenth, Ramanaskanda; Lee, Hyuna; Kim, Sohyeon
- Journal of Materials Chemistry C, Vol. 7, Issue 25
Mini-LED, Micro-LED and OLED displays: present status and future perspectives
journal, June 2020
- Huang, Yuge; Hsiang, En-Lin; Deng, Ming-Yang
- Light: Science & Applications, Vol. 9, Issue 1
Design Strategy for Solution-Processable Thermally Activated Delayed Fluorescence Emitters and Their Applications in Organic Light-Emitting Diodes
journal, August 2018
- Zou, Yang; Gong, Shaolong; Xie, Guohua
- Advanced Optical Materials, Vol. 6, Issue 23
Cyanopyrimidine–Carbazole Hybrid Host Materials for High-Efficiency and Low-Efficiency Roll-Off TADF OLEDs
journal, March 2018
- Li, Shu-Wei; Yu, Cheng-Hung; Ko, Chang-Lun
- ACS Applied Materials & Interfaces, Vol. 10, Issue 15
Tri‐Spiral Donor for High Efficiency and Versatile Blue Thermally Activated Delayed Fluorescence Materials
journal, August 2019
- Li, Wei; Li, Binbin; Cai, Xinyi
- Angewandte Chemie International Edition, Vol. 58, Issue 33
High-performance sky-blue phosphorescent organic light-emitting diodes employing wide-bandgap bipolar host materials with thermally activated delayed fluorescence characteristics
journal, June 2020
- Zhang, Yuan-Lan; Ran, Quan; Wang, Qiang
- Organic Electronics, Vol. 81
Tuning of HOMO levels of carbazole derivatives: New molecules for blue OLED
journal, March 2011
- Agarwal, Neeraj; Nayak, Pabitra K.; Ali, Farman
- Synthetic Metals, Vol. 161, Issue 5-6
Tetraphenyl ornamented carbazolyl disubstituted diphenyl sulfone as bipolar TADF host for highly efficient OLEDs with low efficiency roll-offs
journal, October 2021
- Gudeika, Dalius; Bezvikonnyi, Oleksandr; Masimukku, Naveen
- Dyes and Pigments, Vol. 194
Shorter Exciton Lifetimes via an External Heavy-Atom Effect: Alleviating the Effects of Bimolecular Processes in Organic Light-Emitting Diodes
journal, September 2017
- Einzinger, Markus; Zhu, Tianyu; de Silva, Piotr
- Advanced Materials, Vol. 29, Issue 40
Systematic Control of Photophysical Properties of Host Materials for High Quantum Efficiency above 25% in Green Thermally Activated Delayed Fluorescent Devices
journal, January 2015
- Lee, Chil Won; Lee, Jun Yeob
- ACS Applied Materials & Interfaces, Vol. 7, Issue 4
Highly efficient Organic Light-Emitting Diodes from thermally activated delayed fluorescence using a sulfone–carbazole host material
journal, January 2015
- Gaj, Michael P.; Fuentes-Hernandez, Canek; Zhang, Yadong
- Organic Electronics, Vol. 16
Engineering of Mixed Host for High External Quantum Efficiency above 25% in Green Thermally Activated Delayed Fluorescence Device
journal, March 2014
- Kim, Bo Seong; Lee, Jun Yeob
- Advanced Functional Materials, Vol. 24, Issue 25
Methoxy- and tert-butyl-substituted meta-bis(N-carbazolyl)phenylenes as hosts for organic light-emitting diodes
journal, October 2019
- Keruckas, Jonas; Volyniuk, Dmytro; Simokaitiene, Jurate
- Organic Electronics, Vol. 73
Achieving high power efficiency and low roll-off OLEDs based on energy transfer from thermally activated delayed excitons to fluorescent dopants
journal, January 2015
- Wang, Shipan; Zhang, Yuewei; Chen, Weiping
- Chemical Communications, Vol. 51, Issue 60
Optimized structure of silane-core containing host materials for highly efficient blue TADF OLEDs
journal, January 2017
- Choi, Suna; Godumala, Mallesham; Lee, Ji Hyung
- Journal of Materials Chemistry C, Vol. 5, Issue 26
A Fluorescent Organic Light-Emitting Diode with 30% External Quantum Efficiency
journal, May 2014
- Sun, Jin Won; Lee, Jeong-Hwan; Moon, Chang-Ki
- Advanced Materials, Vol. 26, Issue 32
Why triage materials with low luminescence quantum efficiency: the use of 35Cbz4BzCN as a universal host for organic light emitting diodes through effective triplet energy transfer
journal, January 2021
- Huang, Yi-Mei; Chen, Tse-Ying; Chen, Deng-Gao
- Journal of Materials Chemistry C, Vol. 9, Issue 7
Analysis and optimization on the angular color shift of RGB OLED displays
journal, January 2017
- Tan, Guanjun; Lee, Jiun-Haw; Lin, Sheng-Chieh
- Optics Express, Vol. 25, Issue 26
Above 30% External Quantum Efficiency in Green Delayed Fluorescent Organic Light-Emitting Diodes
journal, April 2015
- Lee, Dong Ryun; Kim, Bo Seong; Lee, Chil Won
- ACS Applied Materials & Interfaces, Vol. 7, Issue 18
Very high-efficiency green organic light-emitting devices based on electrophosphorescence
journal, July 1999
- Baldo, M. A.; Lamansky, S.; Burrows, P. E.
- Applied Physics Letters, Vol. 75, Issue 1, p. 4-6
High-Performance Green OLEDs Using Thermally Activated Delayed Fluorescence with a Power Efficiency of over 100 lm W −1
journal, February 2016
- Seino, Yuki; Inomata, Susumu; Sasabe, Hisahiro
- Advanced Materials, Vol. 28, Issue 13