SIOC 中文
CJOG
Adv search

Chinese Journal of Organic Chemistry >

2024 , Vol. 44 >Issue 4: 1210 - 1217

DOI: https://doi.org/10.6023/cjoc202309026

ARTICLES

Design and Synthesis of a Y-Type Thioxanthone-Carbazole for the Application in Blue and Yellow Organic Light-Emitting Diodes

  • Jing Sun ,
  • Zhijie Fan ,
  • Jikuan Du ,
  • Shuo Li ,
  • Yanqin Miao ,
  • Bo Zhao ,
  • Hailiang Dong ,
  • Hua Wang
Expand
  • a Key Laboratory of Interface Science and Engineering in Advanced Materials, Ministry of Education, Taiyuan University of Technology, Taiyuan 030024
    b Shanxi-Zheda Institute of Advanced Materials and Chemical Engineering, Taiyuan, 030024
* E-mail: ;
;

Received date: 2023-09-27

  Revised date: 2023-11-15

  Online published: 2023-12-29

Supported by

National Natural Science Foundation of China(62074109); National Natural Science Foundation of China(6207031407); Joint Funds of the National Natural Science Foundation of China(U21A20492); Science and Technology Innovation Talent Team Project of Shanxi Province(202204051001013)

Fold

Abstract

A Y-shaped emitter, TX-Ph2Cz, was designed and synthesized, which uses a thioketone unit as the acceptor and 9,9'-(1,3-phenylene)bis-9H-carbazole as the donor. The compound exhibited blue emission at about 420 nm in diluted solution and a small change in the different solvents with various polarities. In the mixed tetrahydrofuran (THF)/H2O solvents, emission bands had a red shift of 36 nm with the increased content of water. According to the single crystal structure, TX-Ph2Cz showed many intermolecular interaction and the π…π interaction between adjacent molecules would increase the intermolecular charge transfer. Critically, TX-Ph2Cz exhibited blue emission (440 nm) in the doped device, but yellow emission (540 nm) in the non-doped device was originated from the excimer of TX-Ph2Cz. Moreover, the maximum current efficiency and external quantum efficiency of non-doped device were 4.91 cd/A and 2.64%, respectively.

Key words： organic light-emitting diode (OLED); thioxanthone-carbazole derivatives; Y-type structure; excimer

Cite this article

Jing Sun , Zhijie Fan , Jikuan Du , Shuo Li , Yanqin Miao , Bo Zhao , Hailiang Dong , Hua Wang . Design and Synthesis of a Y-Type Thioxanthone-Carbazole for the Application in Blue and Yellow Organic Light-Emitting Diodes[J]. Chinese Journal of Organic Chemistry, 2024 , 44(4) : 1210 -1217 . DOI: 10.6023/cjoc202309026

References

[1]
Uoyama H.; Goushi K.; Shizu K.; Nomura H.; Adachi C. Nature 2012, 492, 234.
[2]
Lee S. Y.; Yasuda T.; Yang Y. S.; Zhang Q.; Adachi C. Angew. Chem., Int. Ed. 2014, 126, 6520.
[3]
Zhu Y.; Qu C.; Ye J.; Xu Y.; Zhang Z.; Wang Y. ACS Appl. Mater. Interfaces 2022, 14, 47971.
[4]
Cao X.; Zhang D.; Zhang S.; Tao Y.; Huang W. J. Mater. Chem. C 2017, 5, 7699.
[5]
Kuang Z.; He G.; Song H.; Wang X.; Hu Z.; Sun H.; Wan Y.; Guo Q.; Xia A. J. Phys. Chem. C 2018, 122, 3727.
[6]
Wang K.; Liu W.; Zheng C. J.; Shi Y. Z.; Liang K.; Zhang M.; Ou X. M.; Zhang X. H. J. Mater. Chem. C 2017, 5, 4797.
[7]
Ward J. S.; Nobuyasu R. S.; Batsanov A. S.; Data P.; Monkman A. P.; Dias F. B.; Bryce M. R. Chem. Commun. 2016, 52, 2612.
[8]
Zhang W.; Song H.; Kong J.; Kuang Z.; Li M.; Guo Q.; Chen C.; Xia A. J. Phys. Chem. C 2019, 123, 19322.
[9]
Lee J. H.; Cheng S. H.; Yoo S. J.; Shin H.; Chang J. H.; Wu C. I.; Wong K. T.; Kim J. J. Adv. Funct. Mater. 2015, 25, 361.
[10]
Park Y. S.; Lee S.; Kim K. H.; Kim S. Y.; Lee J. H.; Kim J. J. Adv. Funct. Mater. 2013, 23, 4914.
[11]
Jankus V.; Chiang C. J.; Dias F.; Monkman A. P. Adv. Mater. 2013, 25, 1455.
[12]
Jankus V.; Data P.; Graves D.; McGuinness C.; Santos J.; Bryce M. R.; Dias F. B.; Monkman A. P. Adv. Funct. Mater. 2015, 24, 6178.
[13]
Kim K. H.; Yoo S. J.; Kim J. J. Chem. Mater. 2016, 28, 1936.
[14]
Moon C. K.; Suzuki K.; Shizu K.; Adachi C.; Kaji H.; Kim J. J. Adv. Mater. 2017, 29, 1606448.
[15]
Nishimura N.; Lin Z.; Jinnai K.; Kabe R.; Adachi C. Adv. Funct. Mater. 2020, 30, 2000795.
[16]
Zhao G.; Wang B.; Liu D.; Ma D.; Chen H.; Tian W.; Ban X.; Jiang W.; Sun Y. Org. Electron. 2021, 99, 106309.
[17]
Jiang S.; Lin J.; Li D.; Li M.; He Y.; Xie W.; Chen J.; Gan Y.; Yang G. X.; Yang Z.; Li W.; Su S. J. Chem. Eng. J. 2023, 452, 139201.
[18]
Yao M.; Bian B.; Wu R.; Sun K.; Tian X.; Gong T.; Liu H.; Zhang S. T.; Yang B. Org. Electron. 2023, 122, 106905.
[19]
Zhang D. D.; Suzuki K.; Song X. Z.; Wada Y.; Kubo S.; Duan L.; Kaji H. ACS Appl. Mater. Inter. 2019, 11, 7192.
[20]
Shi Y. Z.; Wang K.; Li X.; Dai G. L.; Liu W.; Ke K.; Zhang M.; Tao S. L.; Zheng C. J.; Ou X. M.; Zhang X. H. Angew. Chem., Int. Ed. 2018, 57, 9480.
[21]
Chuang T. H.; Yang C. H.; Kao P. C. Inorg. Chem. 2009, 362, 5017.
[22]
Sun Y.; Shi M.; Zhu Y. N.; Perepichka I. F.; Xing X.; Liu Y. M.; Yan C. Y.; Meng H. ACS Appl. Mater. Interfaces 2020, 12, 24156.
[23]
Cho Y. J.; Yook K. S.; Lee J. Y. Adv. Mater. 2014, 26, 4050.
[24]
Wu C.; Wu Z.; Wang B.; Li X.; Zhao N.; Hu J.; Ma D.; Wang Q. ACS Appl. Mater. Interfaces 2017, 9, 32946.
[25]
Yang J.; Guo Q.; Wang J.; Ren Z.; Chen J.; Peng Q.; Ma D.; Li Z. Adv. Opt. Mater. 2018, 6, 1800342.
Options
Outlines

/

〈 〉