New 4,5-diaza-9,9'-spirobifluorene derivative – promising electron acceptor for nonfullerene polymer solar cells

Cover Page

Cite item

Full Text

Abstract

New 4,5-diaza-9,9'-spirobifluorene derivative 8 with two electron-accepting perylene diimide moieties has been prepared. The compound 8 was characterized by NMR spectroscopy, elemental analysis, UV-spectroscopy and cyclic voltammetry. Energies of HOMO/LUMO levels are of -5.81 eV/-3.89 eV; Egopt and Egech values are of 1.75 eV and 1.92 eV, respectively. Low-lying energy levels and strong absorption in the visible region of UV- spectrum indicate the potential use of the compound 8 as a new promising electron acceptor in nonfullerene polymer solar cells.

About the authors

S. A. Kuklin

Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

Author for correspondence.
Email: ineos-50@mail.ru
Russian Federation, Moscow

I. O. Konstantinov

Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

Email: ineos-50@mail.ru
Russian Federation, Moscow

A. S. Peregudov

Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

Email: ineos-50@mail.ru
Russian Federation, Moscow

I. E. Ostapov

Lomonosov Moscow State University

Email: ineos-50@mail.ru
Russian Federation, Moscow

A. G. Buyanovskaya

Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

Email: ineos-50@mail.ru
Russian Federation, Moscow

I. Yu. Toropygun

Orekhovich Institute of Biomedical Chemistry

Email: ineos-50@mail.ru
Russian Federation, Moscow

A. R. Khokhlov

Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

Email: ineos-50@mail.ru

academician of the RAS

Russian Federation, Moscow

Y. Zou

Central South University

Email: ineos-50@mail.ru
Taiwan, Province of China, Changsha

D. Yu. Godovskii

Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

Email: ineos-50@mail.ru
Russian Federation, Moscow

M. L. Keshtov

Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

Email: ineos-50@mail.ru
Russian Federation, Moscow

References

  1. Lin Yu., Zhan X. // Mater. Horiz. 2014. V. 1. P. 470488.
  2. Li S., Ye L., Zhao W., Yan H., Yang B., Delong Liu D., Li W., Ade H., Hou J. // J. Amer. Chem. Soc. 2018. V. 140. № 23. Р. 7159-7167.
  3. Zhao J., Li Yu., Lin H., Liu Yu., Jiang K., Mu C., Ma T., Joshua Yuk Lin Lai, Hu H., Yu D., Yan H. // Energy Environ. Sci. 2015. V. 8. P. 520-525.
  4. Liu J., Chen S., Qian D., Gautam B., Yang G., Zhao J., Bergqvist J., Zhang F., Ma W., Ade H., Inganas O., Gundogdu K., Gao F., Yan H. // Nat. Energy. 2016. V. 1. P. 16089.
  5. Li S., Liu W., Li C.-Zh., Liu F., Zhang Yi., Shi M., Chen H., Russell T. P. // J. Mater. Chem. A. 2016. V. 4. P 10 659-10 665.
  6. Duan Yu., Xu X., Yan H., Wu W., Li Z., Peng Q. // Adv. Mater. 2017. V. 29. 1605115.
  7. Liu Yu., Lai J. Yu. L., Chen S., Li Yu., Jiang K., Zhao J., Li Zh., Hu H., Ma T., Lin H., Liu J., Zhang J., Huang F., Yu D., Yan H. // J. Mater. Chem. A. 2015. V. 3. P. 13 632-13 636.
  8. Wang B., Liu W., Li H., Mai J., Liu S., Lu X., Li H., Shi M., Li C.-Zh., Chen H. // J. Mater. Chem. A. 2017. V. 5. P. 9396-9401.
  9. Lee J., Singh R., Sin D. H., Kim H. G., Song K. C., Cho K. // Adv. Mater. 2016. V. 28. P. 69-76.
  10. Singh R., Lee J., Kim M., Keivanidis P. E., Cho K. // J. Mater. Chem. A. 2017. V. 5. P. 210-220.
  11. Zhang A., Li C., Yang F., Zhang J., Wang Zh., Wei Zh., Li W. // Angew. Chem. Int. Ed. 2017. V. 56. P. 26942698.
  12. Wu Q., Zhao D., Schneider A. M., Chen W., Yu L. // J. Am. Chem. Soc. 2016. V. 138. № 23. Р. 7248-7251.
  13. Кештов М.Л., Позин С.И., Марочкин Д.В., Перевалов В.П., Петровский П.В., Благодатских И.В., Хохлов А.Р. // ДАН. 2012. Т. 442. № 6. С. 759-765.
  14. Davis N. J.L.K., MacQueen R.W., Roberts D. A., Danos A., Dehn S., Perrier S., Schmidt T. W. // J. Mater. Chem. C. 2016. V. 4. P. 8270-8275.
  15. Rajasingh P., Cohen R., Shirman E., Shimon L. J.W., Rybtchinski B. // J. Org. Chem. 2007. V. 72. № 16. Р. 5973-5979.

Supplementary files

Supplementary Files
Action
1. JATS XML
Download

Copyright (c) 2019 Russian academy of sciences