Skip to main content
SpringerLink
Log in

Synthesis and properties of an anthracene-based deep-blue emitter for organic light emitting diode

  • Original Paper
  • Published:
Journal of the Iranian Chemical Society Aims and scope Submit manuscript

Abstract

A new deep-blue emitting anthracene derivative 2-tert-butyl-9,10-bis(2-biphenylphenyl)anthracene (TBPA) was synthesized and structurally characterized by 1 H NMR, 13 C NMR, mass spectrum and elemental analysis. TBPA has a noncoplanar structure and shows high thermal stability. The non-doped electroluminescence device based on TBPA achieved an efficient deep-blue emission with a Commission Internationale de I’Eclairage coordinate of (0.15, 0.06) and a maximum external quantum efficiency of 3.13%, and moreover, it exhibited low turn-on voltage (3.1 V) and relatively small efficiency roll-off (2.91% at the luminance 100 cd/m2).

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. C.W. Tang, S.A. Van Slyke, Appl. Phys. Lett. 51, 913 (1987)

    Article  CAS  Google Scholar 

  2. P. Tao, Y. Miao, H. Wang, B. Xu, Q. Zhao, Chem. Rec. 19, 1531 (2019)

    Article  CAS  PubMed  Google Scholar 

  3. S.-J. Zou, Y. Shen, F.-M. Xie, J.-D. Chen, Y.-Q. Li, J.-X. Tang, Mater. Chem. Front. 4, 788 (2020)

    Article  CAS  Google Scholar 

  4. X. Yang, X. Xu, G. Zhou, J. Mater. Chem. C 3, 913 (2015)

    Article  CAS  Google Scholar 

  5. W.C. Chen, C.S. Lee, Q.X. Tong, J. Mater. Chem. C 3, 10957 (2015)

    Article  CAS  Google Scholar 

  6. J.-H. Lee, C.-H. Chen, P.-H. Lee, H.-Y. Lin, M.-K. Leung, T.-L. Chiu, C.-F. Lin, J. Mater. Chem. C 7, 5874 (2019)

    Article  CAS  Google Scholar 

  7. Z. Xu, B.Z. Tang, Y. Wang, D. Ma, J. Mater. Chem. C 8, 2614 (2020)

    Article  CAS  Google Scholar 

  8. Y.-Z. Shi, H. Wu, K. Wang, J. Yu, X.-M. Ou, X.-H. Zhang, Chem. Sci. 13, 3625 (2022)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  9. Z. Wang, M. Bai, M. Zhang, Z. Zhang, X. Feng, C. Zheng, Acta Chim. Sinica 78, 140 (2020)

    Article  CAS  Google Scholar 

  10. D. Barman, K. Narang, R. Gogoi, D. Barman, P.K. Lyer, J. Mater. Chem. C 10, 8536 (2022)

    Article  CAS  Google Scholar 

  11. J. Shi, Z. Ran, F. Peng, M. Chen, L. Li, L. Ji, W. Huang, J. Mater. Chem. C 10, 9165 (2022)

    Article  CAS  Google Scholar 

  12. S. Lee, W.-S. Han, Inorg. Chem. Front. 7, 2396 (2020)

    Article  CAS  Google Scholar 

  13. Z. Wang, C. Zheng, W. Wang, C. Xu, B. Ji, X. Zhang, Inorg. Chem. 55, 2157 (2016)

    Article  CAS  PubMed  Google Scholar 

  14. A. Haque, L. Xu, R.A. Al-Balushi, M.K. Al-Suti, R. Ilmi, Z. Guo, M.S. Khan, W.-Y. Wong, P.R. Raithby, Chem. Soc. Rev. 48, 5547 (2019)

    Article  CAS  PubMed  Google Scholar 

  15. M. Chaaban, C. Zhou, H. Lin, B. Chyi, B. Ma, J. Mater. Chem. C 7, 9165 (2019)

    Article  Google Scholar 

  16. Z. Wang, J. Cai, M. Zhang, C. Zheng, B. Ji, Acta Chim. Sinica 77, 263 (2019)

    Article  CAS  Google Scholar 

  17. J. Tagare, S. Vaidyanathan, J. Mater. Chem. C 6, 10138 (2018)

    Article  CAS  Google Scholar 

  18. Y. Xu, P. Xu, D. Hu, Y. Ma, Chem. Soc. Rev. 50, 1030 (2021)

    Article  CAS  PubMed  Google Scholar 

  19. Z. Wang, C. Zheng, W. Fu, C. Xu, J. Wu, B. Ji, New J. Chem. 41, 14152 (2017)

    Article  CAS  Google Scholar 

  20. X. Lv, L. Xu, W. Cui, Y. Yu, H. Zhou, M. Cang, Q. Sun, Y. Pan, Y. Xu, D. Hu, S. Xue, W. Yang, A.C.S. Appl, Mater. Interfaces 13, 970 (2021)

    Article  CAS  Google Scholar 

  21. H. Shin, H. Jung, B. Kim, J. Lee, J. Moon, J. Kim, J. Park, J. Mater. Chem. C 4, 3833 (2016)

    Article  CAS  Google Scholar 

  22. G. Meng, D. Zhang, J. Wei, Y. Zhang, T. Huang, Z. Liu, C. Yin, X. Hong, X. Wang, X. Zeng, D. Yang, D. Ma, G. Lia, L. Duan, Chem. Sci. 13, 5622 (2022)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  23. J. Park, J. Lim, J.H. Lee, B. Jang, J.H. Han, S.S. Yoon, J.Y. Lee, A.C.S. Appl, Mater. Interfaces 13, 45798 (2021)

    Article  CAS  Google Scholar 

  24. J. Huang, J.H. Su, H. Tian, J. Mater. Chem. 22, 10977 (2012)

    Article  CAS  Google Scholar 

  25. J.-S. Huh, Y.H. Ha, S.-K. Kwon, Y.-H. Kim, J.-J. Kim, A.C.S. Appl, Mater. Interfaces 12, 15422 (2020)

    Article  CAS  Google Scholar 

  26. R. Guo, S. Ye, Y. Wang, Y. Duan, K. Di, L. Wang, J. Mater. Chem. C 10, 13392 (2021)

    Article  Google Scholar 

  27. X. Lv, M. Sun, L. Xu, R. Wang, H. Zhou, Y. Pan, S. Zhang, Q. Sun, S. Xue, W. Yang, Chem. Sci. 11, 5058 (2020)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  28. R. Malatong, C. Kaiyasuan, P. Nalaoh, S. Jungsuttiwong, T. Sudyoadsuk, V. Promarak, Dyes Pigm. 184, 108874 (2021)

    Article  CAS  Google Scholar 

  29. B. Liu, Z.-W. Yu, D. He, M.-D. Li, W.-F. Xie, Q.-X. Tong, Mater. Today Chem. 23, 100630 (2022)

    Article  CAS  Google Scholar 

  30. M. Yang, J.-H. Tan, L. Xing, Z. Qiu, C. Cao, W.-C. Chen, Q.-D. Yang, S. Ji, Y. Huo, C.-S. Lee, J. Mol. Struct. 1232, 130035 (2021)

    Article  CAS  Google Scholar 

  31. S. Arndt, M.M. Hansmann, P. Motloch, M. Rudolph, F. Rominger, A.S.K. Hashmi, Chem. Eur. J. 23, 2542 (2017)

    Article  CAS  PubMed  Google Scholar 

Download references

Acknowledgements

This research has been supported by Natural Science Foundation of Henan Province (No. 182300410230).

Author information

Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, China

    Xiaojuan Sun, Yunfei Tian & Zhiqiang Wang

Authors
  1. Xiaojuan Sun
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yunfei Tian
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Zhiqiang Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Zhiqiang Wang.

Ethics declarations

Conflict of interest

The authors declare that there is no conflict of interest regarding the publication of this paper.

Supplementary Information

Below is the link to the electronic supplementary material.

Supplementary file1 (DOCX 303 KB)

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Sun, X., Tian, Y. & Wang, Z. Synthesis and properties of an anthracene-based deep-blue emitter for organic light emitting diode. J IRAN CHEM SOC 20, 1873–1878 (2023). https://doi.org/10.1007/s13738-023-02803-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13738-023-02803-z

Keywords

Search

Navigation