Skip to main content
SpringerLink
Log in

Indolo[3,2-b]carbazole Derivatives Exhibiting Hole Conductivity in Organic Light-Emitting Diodes

  • PHYSICS AND CHEMISTRY OF ELEMENTARY CHEMICAL PROCESSES
  • Published:
Russian Journal of Physical Chemistry A Aims and scope Submit manuscript

Abstract

A study is performed of the photophysical properties of indolo[3,2-b]carbazole-based compounds synthesized earlier. The charge carrier mobility in the space charge-limited current mode and the energy levels of the highest occupied and lowest unoccupied molecular orbitals in the compounds are determined. It is shown that indolo[3,2-b]carbazole derivatives can be used as hole transporting layers in organic light-emitting diodes.

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

Fig. 1.
Fig. 2.
Fig. 3.
Fig. 4.
Fig. 5.
Fig. 6.
Fig. 7.
Fig. 8.
Fig. 9.

REFERENCES

  1. S. Lengvinaite, J. V. Grazulevicius, S. Grigalevicius, et al., Dyes Pigm. 85, 183 (2010). https://doi.org/10.1016/j.dyepig.2009.10.022

    Article  CAS  Google Scholar 

  2. J. Simokaitiene, E. Stanislovaityte, J. V. Grazulevicius, et al., J. Org. Chem. 77, 4924 (2012). https://doi.org/10.1021/jo202677j

    Article  CAS  PubMed  Google Scholar 

  3. E. Stanislovaityte, J. Simokaitiene, V. Jankauskas, and J. V. Grazulevicius, Tetrahedron 70, 6303 (2014). https://doi.org/10.1016/j.tet.2014.04.056

    Article  CAS  Google Scholar 

  4. H. Nan-Xing, X. Shuang, P. Zoran, et al., J. Am. Chem. Soc. 121, 5097 (1999). https://doi.org/10.1021/ja9906554

    Article  Google Scholar 

  5. H.-P. Zhao, X.-T. Tao, P. Wang, et al., Org. Electron. 8, 673 (2007). https://doi.org/10.1016/j.orgel.2007.05.001

    Article  CAS  Google Scholar 

  6. H.-C. Ting, Y.-M. Chen, H.-W. You, et al., J. Mater. Chem. 22, 8399 (2012). https://doi.org/10.1039/C2JM30207A

    Article  CAS  Google Scholar 

  7. H. Shi, J. Yuan, X. Wu, et al., New J. Chem. 38, 2368 (2014). https://doi.org/10.1039/C4NJ00140K

    Article  CAS  Google Scholar 

  8. Y. Li, Y. Wu, and B. S. Ong, Macromolecules 39, 6521 (2006). https://doi.org/10.1021/ma0612069

    Article  CAS  Google Scholar 

  9. P.-L. T. Boudreault, S. Wakim, N. Blouin, et al., J. Am. Chem. Soc. 129, 9125 (2007). https://doi.org/10.1021/ja071923y

    Article  CAS  PubMed  Google Scholar 

  10. P.-L. T. Boudreault, S. Wakim, M. L. Tang, et al., J. Mater. Chem. 19, 2921 (2009). https://doi.org/10.1039/B900271E

    Article  CAS  Google Scholar 

  11. S. Y. Cai, G. J. Tian, X. Li, et al., J. Mater. Chem. A 1, 11295 (2013). https://doi.org/10.1039/C3TA11748K

    Article  CAS  Google Scholar 

  12. X. Qian, L. Shao, H. Li, et al., J. Power Sources 319, 39 (2016). https://doi.org/10.1016/j.jpowsour.2016.04.043

    Article  CAS  Google Scholar 

  13. H. Yang, Li Y. Z. Yuling, Y. Shupei, et al., Dyes Pigm. 187, 109096 (2021). https://doi.org/10.1016/j.dyepig.2020.109096

  14. V. M. Svetlichnyi, E. L. Alexandrova, L. A. Myagkova, N. V. Matushina, T. N. Nekrasova, A. R. Tameev, S. N. Stepanenko, A. V. Vannikov, and V. V. Kudryavtsev, Semiconductors 44, 1581 (2010). https://doi.org/10.1134/S1063782610120080

    Article  CAS  Google Scholar 

  15. V. M. Svetlichnyi, E. L. Alexandrova, L. A. Myagkova, N. V. Matyushina, T. N. Nekrasova, R. Yu. Smyslov, A. R. Tameev, S. N. Stepanenko, A. V. Vannikov, and V. V. Kudryavtsev, Semiconductors 45, 1339 (2011). https://doi.org/10.1134/S1063782611100204

    Article  CAS  Google Scholar 

  16. A. V. Dmitriyev, A. R. Yusupov, R. A. Irgashev, et al., Inorg. Mater. Appl. Res. 8, 172 (2017). https://doi.org/10.1134/S2075113317010105

    Article  Google Scholar 

  17. A. S. Steparuk, S. G. Tolshchina, N. A. Kazin, R. A. Irgashev, E. F. Zhilina, A. E. Aleksandrov, A. R. Tameev, and G. L. Rusinov, Russ. Chem. Bull. 71, 1109 (2021). https://doi.org/10.1007/s11172-021-3191-6

    Article  CAS  Google Scholar 

  18. R. A. Irgashev, N. A. Kazin, G. L. Rusinov, et al., Tetrahedron Lett. 58, 3139 (2017). https://doi.org/10.1016/j.tetlet.2017.06.085

    Article  CAS  Google Scholar 

  19. Y. Zhang, Y. Ma, L. Kong, et al., Dyes Pigm. 159, 314 (2018). https://doi.org/10.1016/j.dyepig.2018.06.040

    Article  CAS  Google Scholar 

  20. M. Kühn, C. Pflumm, T. Glaser, et al., Org. Electron. 47, 79 (2017). https://doi.org/10.1016/j.orgel.2016.11.018

    Article  CAS  Google Scholar 

  21. J. H. Youn, S. J. Baek, H. P. Kim, et al., J. Mater. Chem. C 1, 3250 (2013). https://doi.org/10.1039/C3TC00855J

    Article  CAS  Google Scholar 

Download references

ACKNOWLEDGMENTS

This work was performed on equipment at the Shared Resource Center for the Spectroscopy and Analysis of Organic Compounds. The authors thank K.I. Maslakov for his experimental UPS studies on equipment at the Shared Resource Center for Nanochemistry and Nanomaterials of Moscow State University’s Faculty of Chemistry, and A.I. Zvyagina for her X-ray diffraction studies on equipment at the shared resource center of the Frumkin Institute of Physical Chemistry and Electrochemistry.

Funding

This work was supported by the Russian Science Foundation, project no. 19-13-00234 for synthesizing compounds and studying their photophysical properties; project no. 18-13-00409P for studying charge carrier mobility. It was performed as part of a State Task for the Frumkin Institute of Physical Chemistry and Electrochemistry to study the electronic properties of poly-TPD and SY polymers, topic no. 122011300052-1.

Author information

Authors and Affiliations

  1. Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 620137, Yekaterinburg, Russia

    A. S. Steparuk, N. A. Kazin, S. G. Tolshchina, R. A. Irgashev, E. F. Zhilina, A. R. Tameev & G. L. Rusinov

  2. Ural Federal University, 620002, Yekaterinburg, Russia

    R. A. Irgashev & G. L. Rusinov

  3. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, 119071, Moscow, Russia

    A. E. Aleksandrov, D. A. Lypenko & A. R. Tameev

  4. National Research Nuclear University Moscow Engineering Physics Institute, 115409, Moscow, Russia

    I. R. Sayarov

Authors
  1. A. S. Steparuk
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. A. Kazin
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. S. G. Tolshchina
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. R. A. Irgashev
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. E. F. Zhilina
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. A. E. Aleksandrov
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. D. A. Lypenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. I. R. Sayarov
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. A. R. Tameev
    View author publications

    You can also search for this author in PubMed Google Scholar

  10. G. L. Rusinov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. S. Steparuk.

Ethics declarations

The authors declare they have no conflicts of interest.

Additional information

Translated by M. Timoshinina

Proceedings of the 10th International Conference on Physics and Chemistry of Elementary Chemical Processes, dedicated to the memory of V.V. Voevodsky, Novosibirsk, September 5–9, 2022.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Steparuk, A.S., Kazin, N.A., Tolshchina, S.G. et al. Indolo[3,2-b]carbazole Derivatives Exhibiting Hole Conductivity in Organic Light-Emitting Diodes. Russ. J. Phys. Chem. 97, 846–853 (2023). https://doi.org/10.1134/S0036024423050266

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0036024423050266

Keywords:

Search

Navigation