New 5,6-Difl uoro- and 5,6-Dicyano Containing 2,1,3-Benzothiadiazoles of the Donor-Acceptor Type: Synthesis, Photophysical and Electroluminescent Properties

Мұқаба

Дәйексөз келтіру

Толық мәтін

Аннотация

An effective synthetic approach to new 5,6-difluoro- and 5,6-dicyano-containing 2,1,3-benzothiadiazoles (BTDs) of the donor-acceptor (D-A) type has been developed, the assembly method of which is based on palladiumcatalyzed cross-coupling reactions. An initial study of the photophysical properties of the compounds obtained was performed. A trial series of organic light-emitting diodes (OLED) with different contents of synthesized D-π-A-π-D triads in the light-emitting layer was made and their electroluminescent (EL) characteristics were studied as well.

Авторлар туралы

Pavel Gribanov

A.N. Nesmeyanov Institute of Organoelement Compounds, RAS

Хат алмасуға жауапты Автор.
Email: gribanovps@mail.ru
Ресей, 28-1 Vavilov Str., Moscow, 119334, Russia

Anna Philippova

A.N. Nesmeyanov Institute of Organoelement Compounds, RAS

Email: anyfil96@gmail.com
Ресей, 28-1 Vavilov Str., Moscow, 119334, Russia

Daria Vorobyeva

A.N. Nesmeyanov Institute of Organoelement Compounds, RAS

Email: vorobyeva-daria@yandex.ru
Ресей, 28-1 Vavilov Str., Moscow, 119334, Russia

Sergey Tokarev

A.N. Nesmeyanov Institute of Organoelement Compounds, RAS

Email: tokarev@ineos.ac.ru
Ресей, 28-1 Vavilov Str., Moscow, 119334, Russia

Dmitry Lypenko

A.N. Nesmeyanov Institute of Organoelement Compounds, RAS

Email: dalypenko@gmail.com
Ресей, 28-1 Vavilov Str., Moscow, 119334, Russia

Artem Dmitriev

A.N. Nesmeyanov Institute of Organoelement Compounds, RAS

Email: oleduff@mail.ru
Ресей, 28-1 Vavilov Str., Moscow, 119334, Russia

Dmitry Loginov

A.N. Nesmeyanov Institute of Organoelement Compounds, RAS

Email: dloginov@ineos.ac.ru
Ресей, 28-1 Vavilov Str., Moscow, 119334, Russia

Sergey Osipov

A.N. Nesmeyanov Institute of Organoelement Compounds, RAS

Email: osipov@ineos.ac.ru
Ресей, 28-1 Vavilov Str., Moscow, 119334, Russia

Әдебиет тізімі

  1. S.H. Park, A. Roy, S. Beaupré, S. Cho, N. Coates, J.S. Moon, D. Moses, M. Leclerc, K. Lee, A.J. Heeger Nat. Photonics, 2009, 3, 297. doi: 10.1038/nphoton.2009.69.
  2. J.E. Anthony Angew. Chem. Int. Ed., 2008, 47(3), 452. doi: 10.1002/anie.200604045.
  3. M.D. Watson, A. Fechtenkotter, K. Mullen Chem. Rev., 2001, 101(5), 1267. doi: 10.1021/cr990322p.
  4. U. Mitschke, P. Bäuerle J. Mater. Chem., 2000, 10(7), 1471. doi: 10.1039/a908713c.
  5. F. Ni, Z. Wu, Z. Zhu, T. Chen, K. Wu, C. Zhong, K. An, D. Wei, D. Ma, C. Yang J. Mater. Chem. C, 2017, 5(6), 1363. doi: 10.1039/c7tc00025a.
  6. Y. Rout, Y. Jang, H.B. Gobeze, R. Misra, F. D’Souza J. Phys. Chem. C, 2019, 123(38), 23382. doi: 10.1021/acs.jpcc.9b06632.
  7. L.S. Cui, H. Nomura, Y. Geng, J.U. Kim, H. Nakanotani, C. Adachi Angew. Chem. Int. Ed., 2017, 56(6), 1571. doi: 10.1002/anie.201609459.
  8. M. Ke, X. Tan, Y. Wang, B. Li, X. Zeng, X. Miao, X. Cheng, W. Deng J. Phys. Chem. C, 2021, 125(35), 19325. doi: 10.1021/acs.jpcc.1c06012.
  9. J. Kumsampao, C. Chaiwai, P. Chasing, T. Chawanpunyawat, S Namuangruk, T. Sudyoadsuk, V. Promarak Chem. Asian J., 2020, 15(19), 3029. doi: 10.1002/asia.202000727.
  10. P.S. Gribanov, D.A. Lypenko, A.V. Dmitriev, S.I. Pozin, M.A. Topchiy, A.F. Asachenko, D.A. Loginov, S.N. Osipov Mendeleev Commun., 2021, 31(1), 33. doi: 10.1016/j.mencom.2021.01.009.
  11. P.S. Gribanov, D.A. Loginov, D.A. Lypenko, A.V. Dmitriev, S.I. Pozin, A.E. Aleksandrov, A.R. Tameev, I.L. Martynov, A.Y. Chernyadyev, S.N. Osipov Molecules, 2021, 26(24), 7596. doi: 10.3390/molecules26247596.
  12. P.S. Gribanov, D.A. Loginov, D.A. Lypenko, A.V. Dmitriev, S.D. Tokarev, A.E. Aleksandrov, A.R. Tameev, A.Y. Chernyadyev, S.N. Osipov Mendeleev Commun., 2023, 33(5), 701. doi: 10.1016/j.mencom.2023.09.035.
  13. P.S. Gribanov, D.V. Vorobyeva, S.D. Tokarev, D.A. Petropavlovskikh, D.A. Loginov, S.E. Nefedov, F.M. Dolgushin, S.N. Osipov Eur. J. Org. Chem., 2022, 2022(13), e202101572. doi: 10.1002/ejoc.202101572.
  14. P.S. Gribanov, D.V. Vorobyeva, S.D. Tokarev, D.A. Loginov, A.A. Danshina, S.M. Masoud, S.N. Osipov Asian J. Org. Chem., 2022, 11(12), e202200603. doi: 10.1002/ajoc.202200603.
  15. J. Pommerehne, H. Vestweber, W. Guss, R.F. Mahrt, H. Bässler, M. Porsch J. Daub. Adv. Mater., 2004, 7(6), 551. doi: 10.1002/adma.19950070608.
  16. R.N. Bennett, A.D. Hendsbee, J.H.L. Ngai, A. Ganguly, Y. Li, T.L. Kelly ACS Appl. Electron. Mater., 2020, 2(7), 2039. doi: 10.1021/acsaelm.0c00305.
  17. A.R. Davalos, E. Sylvester, S.T. Diver Organometallics, 2019, 38(11), 2338. doi: 10.1021/acs.organomet.9b00152.
  18. N. Niu, Y. Yu, Z. Zhang, M. Kang, L. Wang, Z. Zhao, D. Wang, B.Z. Tang Chem. Sci., 2022, 13(20), 5929. doi: 10.1039/d2sc01260j.

Қосымша файлдар

Қосымша файлдар
Әрекет
1. JATS XML

© Gribanov P.S., Philippova A.N., Vorobyeva D.V., Tokarev S.D., Lypenko D.A., Dmitriev A.V., Loginov D.A., Osipov S.N., 2024

Согласие на обработку персональных данных

 

Используя сайт https://journals.rcsi.science, я (далее – «Пользователь» или «Субъект персональных данных») даю согласие на обработку персональных данных на этом сайте (текст Согласия) и на обработку персональных данных с помощью сервиса «Яндекс.Метрика» (текст Согласия).