Citation: Xiaoxiao Hu, Yuanyuan Qin, Zhiyi Li, Honglei Gao, Teng Gao, Guanhao Liu, Xiangyu Dong, Naxi Tian, Xiuxian Gu, Chun-Sing Lee, Pengfei Wang, Ying Wang. Nearly 100% exciton utilization in highly efficient red OLEDs based on dibenzothioxanthone acceptor[J]. Chinese Chemical Letters, ;2022, 33(10): 4645-4648. doi: 10.1016/j.cclet.2021.12.047 shu

Nearly 100% exciton utilization in highly efficient red OLEDs based on dibenzothioxanthone acceptor

Xiaoxiao Hu ^{a, b} ,
Yuanyuan Qin ^{a, b} ,
Zhiyi Li ^{a, b} ,
Honglei Gao ^{a, b} ,
Teng Gao ^{a, b} ,
Guanhao Liu ^{a, b} ,
Xiangyu Dong ^{a, b} ,
Naxi Tian ^{a, b} ,
Xiuxian Gu ^{a, b} ,
Chun-Sing Lee ^c ,
Pengfei Wang ^{a, b} ,
Ying Wang ^{a, b, *,}

a.
Key Laboratory of Photochemical Conversion and Optoelectronic Materials and CityU‒CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, China
b.
University of Chinese Academy of Sciences, Beijing 100049, China
c.
Center of Super-Diamond and Advanced Films (COSDAF), City University of Hong Kong, Hong Kong, China

wangy@mail.ipc.ac.cn

Received Date: 30 September 2021
Revised Date: 3 November 2021
Accepted Date: 20 December 2021
Available Online: 24 December 2021

Figures(5)

Improving the utilization of excitons has always been an important topic for the development of electroluminescence devices. In this work, we designed and synthesized three red TADF emitters TPA-DBT12, TPA-DBT3 and DTPA-DBT by employing dibenzothioxanthone (DBT) acceptor framework to stabilize the locally excited triplet state to participate in the reverse intersystem crossing (RISC) process. The fast RISC process and singlet radiation decay process gave rise to evidently enhanced exciton utilization. All of the red OLEDs based on these materials showed maximum EQE over 11% and high exciton utilization close to 100%. This work not only extend the acceptor framework for red materials but also provide a new perspective for the design of highly efficient red TADF materials with 100% exciton utilization by managing locally excited triplet state.
- Red light,
- Organic light-emitting diode,
- Thermally activated delayed fluorescence,
- Exciton utilization,
- Locally excited triplet state
1. [1]
  S. Kim, H.J. Kwon, S. Lee, et al., Adv. Mater. 23 (2011) 3511–3516. doi: 10.1002/adma.201101066
2. [2]
  H. Sasabe, J. Kido, J. Mater. Chem. C 1 (2013) 1699. doi: 10.1039/c2tc00584k
3. [3]
  R. Kataishi, T. Ikeda, T. Sasaki, et al., J. Soc. Inf. Disp. 22 (2014) 381–392. doi: 10.1002/jsid.253
4. [4]
  G. Hong, X. Gan, C. Leonhardt, et al., Adv. Mater. 33 (2021) 2005630. doi: 10.1002/adma.202005630
5. [5]
  M. Pope, H.P. Kallmann, P. Magnante, J. Chem. Phys. 38 (1963) 2042–2043. doi: 10.1063/1.1733929
6. [6]
  M.A. Baldo, D.F. O'Brien, Y. You, et al., Nature 395 (1998) 151–154. doi: 10.1038/25954
7. [7]
  H. Wang, X. Lv, L. Meng, et al., Chin. Chem. Lett. 29 (2018) 471–474. doi: 10.1016/j.cclet.2017.07.025
8. [8]
  W. Chen, F. Song, Chin. Chem. Lett. 30 (2019) 1717–1730. doi: 10.1016/j.cclet.2019.08.032
9. [9]
  H. Nakanotani, Y. Tsuchiya, C. Adachi, Chem. Lett. 50 (2021) 938–948. doi: 10.1246/cl.200915
10. [10]
  Q. Xue, G. Xie, Adv. Opt. Mater. 9 (2021) 2002204. doi: 10.1002/adom.202002204
11. [11]
  Y.J. Yu, X.Q. Wang, J.F. Liu, et al., Science 24 (2021) 102123.
12. [12]
  H. Kaji, H. Suzuki, T. Fukushima, et al., Nat. Commun. 6 (2015) 8476. doi: 10.1038/ncomms9476
13. [13]
  T.A. Lin, T. Chatterjee, W.L. Tsai, et al., Adv. Mater. 28 (2016) 6976–6983. doi: 10.1002/adma.201601675
14. [14]
  Z. Li, D. Yang, C. Han, et al., Angew. Chem. Int. Ed. 60 (2021) 14846–14851. doi: 10.1002/anie.202103070
15. [15]
  Y.Y. Wang, K.N. Tong, K. Zhang, et al., Mater. Horiz. 8 (2021) 1297–1303. doi: 10.1039/D1MH00028D
16. [16]
  Q. Zhang, H. Kuwabara, W.J. Potscavage, et al., J. Am. Chem. Soc. 136 (2014) 18070–18081. doi: 10.1021/ja510144h
17. [17]
  J.X. Chen, K. Wang, C.J. Zheng, et al., Adv. Sci. 5 (2018) 1800436. doi: 10.1002/advs.201800436
18. [18]
  R. Furue, K. Matsuo, Y. Ashikari, et al., Adv. Opt. Mater. 6 (2018) 1701147. doi: 10.1002/adom.201701147
19. [19]
  J. Xue, Q. Liang, R. Wang, et al., Adv. Mater. 31 (2019) 1808242. doi: 10.1002/adma.201808242
20. [20]
  M. Yang, I.S. Park, T. Yasuda, J. Am. Chem. Soc. 142 (2020) 19468–19472. doi: 10.1021/jacs.0c10081
21. [21]
  R. Englman, J. Jortner, Mol. Phys. 18 (1970) 145–164. doi: 10.1080/00268977000100171
22. [22]
  J.V. Caspar, E.M. Kober, B.P. Sullivan, et al., J. Am. Chem. Soc. 104 (1982) 630–632. doi: 10.1021/ja00366a051
23. [23]
  T. Yang, Z. Cheng, Z. Li, et al., Adv. Funct. Mater. 30 (2020) 2002681. doi: 10.1002/adfm.202002681
24. [24]
  X. Gong, P. Li, Y.H. Huang, et al., Adv. Funct. Mater. 30 (2020) 1908839. doi: 10.1002/adfm.201908839
25. [25]
  M.A. El Sayed, J. Chem. Phys. 38 (1963) 2834–2838. doi: 10.1063/1.1733610
26. [26]
  P.K. Samanta, D. Kim, V. Coropceanu, et al., J. Am. Chem. Soc. 139 (2017) 4042–4051. doi: 10.1021/jacs.6b12124
27. [27]
  J.X. Chen, Y.F. Xiao, K. Wang, et al., Angew. Chem. Int. Ed. 60 (2021) 2478–2484. doi: 10.1002/anie.202012070
28. [28]
  D. Karthik, Y.H. Jung, H. Lee, et al., Adv. Mater. 33 (2021) 2007724. doi: 10.1002/adma.202007724
29. [29]
  H. Uoyama, K. Goushi, K. Shizu, et al., Nature 492 (2012) 234–238. doi: 10.1038/nature11687
30. [30]
  S. Hirata, Y. Sakai, K. Masui, et al., Nat. Mater. 14 (2015) 330–336. doi: 10.1038/nmat4154
31. [31]
  Y. Im, M. Kim, Y.J. Cho, et al., Chem. Mater. 29 (2017) 1946–1963. doi: 10.1021/acs.chemmater.6b05324
32. [32]
  W. Yuan, H. Yang, M. Zhang, et al., Chin. Chem. Lett. 30 (2019) 1955–1958. doi: 10.1016/j.cclet.2019.08.019
33. [33]
  H. Liu, L. Yao, B. Li, et al., Chem. Commun. 52 (2016) 7356–7359. doi: 10.1039/C6CC01993E
34. [34]
  S.K. Mohan Nalluri, J. Zhou, T. Cheng, et al., J. Am. Chem. Soc. 141 (2019) 1290–1303. doi: 10.1021/jacs.8b11201
35. [35]
  Y. Shen, Z. Zhang, H. Liu, et al., J. Phys. Chem. C 123 (2019) 13047–13056. doi: 10.1021/acs.jpcc.9b02447
36. [36]
  K. Wang, F. Zhao, C. Wang, et al., Adv. Funct. Mater. 23 (2013) 2672–2680. doi: 10.1002/adfm.201202981
37. [37]
  H. Wang, L. Xie, Q. Peng, et al., Adv. Mater. 26 (2014) 5198–5204. doi: 10.1002/adma.201401393
38. [38]
  G. Méhes, H. Nomura, Q. Zhang, et al., Angew. Chem. Int. Ed. 51 (2012) 11311–11315. doi: 10.1002/anie.201206289
39. [39]
  H. Tanaka, K. Shizu, H. Miyazaki, et al., Chem. Commun. 48 (2012) 11392. doi: 10.1039/c2cc36237f
40. [40]
  F.B. Dias, K.N. Bourdakos, V. Jankus, et al., Adv. Mater. 25 (2013) 3707–3714. doi: 10.1002/adma.201300753
41. [41]
  S.Y. Lee, C. Adachi, T. Yasuda, Adv. Mater. 28 (2016) 4626–4631. doi: 10.1002/adma.201506391
42. [42]
  P. Rajamalli, N. Senthilkumar, P. Gandeepan, et al., J. Am. Chem. Soc. 138 (2016) 628–634. doi: 10.1021/jacs.5b10950
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