Anthracene-containing di- and tricyanoethylenes as photoinitiators of free radical photopolymerization

Cover Page

Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription Access

Abstract

The effect of an additional cyano group in A-π-D dyes on optical, electrochemical, and radical polymerization initiating properties was demonstrated using anthracene-containing di- and tricyanoethylenes. It is shown that the transition from the di- to the tricyanoethylene derivative leads to a shift in the reduction potential by 0.47 V to the anodic region, a bathochromic shift of the long-wave absorption band from λmax = 427 nm to λmax = 525 nm in acetonitrile, and also to an increase in the initiation efficiency (maximum rate) of the polymerization of dimethacrylate OKM-2 under the action of LED@405 nm radiation by more than 5 times.

About the authors

E. R. Zhiganshina

Federal State Budgetary Scientific Institution G.A. Razuvaev Institute of Organometallic Chemistry of the RAS

Email: zhiganshinae@mail.ru
Nizhny Novgorod, Russia

T. S. Lyubova

Federal State Budgetary Scientific Institution G.A. Razuvaev Institute of Organometallic Chemistry of the RAS

Email: zhiganshinae@mail.ru
Nizhny Novgorod, Russia

S. A. Lermontova

Federal State Budgetary Scientific Institution G.A. Razuvaev Institute of Organometallic Chemistry of the RAS

Email: zhiganshinae@mail.ru
Nizhny Novgorod, Russia

A. E. Tarakanova

Federal State Budgetary Scientific Institution G.A. Razuvaev Institute of Organometallic Chemistry of the RAS

Email: zhiganshinae@mail.ru
Nizhny Novgorod, Russia

L. G. Klapshina

Federal State Budgetary Scientific Institution G.A. Razuvaev Institute of Organometallic Chemistry of the RAS

Email: zhiganshinae@mail.ru
Nizhny Novgorod, Russia

S. A. Chesnokov

Federal State Budgetary Scientific Institution G.A. Razuvaev Institute of Organometallic Chemistry of the RAS

Email: zhiganshinae@mail.ru
Nizhny Novgorod, Russia

M. V. Arsenyev

Federal State Budgetary Scientific Institution G.A. Razuvaev Institute of Organometallic Chemistry of the RAS

Author for correspondence.
Email: zhiganshinae@mail.ru
Nizhny Novgorod, Russia

References

  1. Xiao P., Zhang J., Dumur F., Tehfe M.A., Morlet-Savary F., Graff B., Gigmes D., Fouassier J.P., Lalevée J. // Prog. Polym. Sci. 2015. V. 41. P. 32.
  2. Ren X., Liu W., Yao Q., Wang S., Liu W., Gu H., Wang D., Fan J., Peng X. // Dyes Pigm. 2022. V. 200. № 110133.
  3. Yao Y., Cui H., Wang W., Xing B., Zhao Zh. // J. Eur. Ceram. Soc. 2024. V. 44 (16), №116795.
  4. Monteiro N., Thrivikraman G., Athirasala A., Tahayeri A., França C.M., Ferracane J.L., Bertassoni L.E. // Dent. Mater. 2018. V. 34 (3). P. 389.
  5. Tan N.C. S., Djordjevic I., Malley J.A., Kwang A.L. Q., Ikhwan S., Šolić I., Singh J., Wicaksono G., Lim S., Steele T.W. J. // Mater. Sci. Eng. C. 2021. V. 127. №112240.
  6. Zhou F.-L., Wu J.-M., Tian C., Li W.-K., Guo L., Qin X.Y., Lin X., Wang F., Xu H.-S., Shi Y.-S. // J. Eur. Ceram. Soc. 2024. V. 44 (13). P.7465.
  7. Lin Q. // Polymer. 2023. V. 286. №126395.
  8. Eloma L., Gerbeth L., Almalla A., Fribiczer N., Daneshgar A., Tang P., Hillebrandt K., Seiffert S., Sauer I.M., Siegmund B., Weinhart M. // Addit. Manuf. 2023. V. 64. №10 3439.
  9. Ressler A., Zakeri S., Dias J., Hannula M., Hyttinen J., Ivanković H., Ivanković M., Miettinen S., Schwentenwein M., Levänen E., Frankberg E.J. // Ceram. Int. 2024. V. 50 (15). P. 27403.
  10. Yahya M., Kurtay G., Suvitha A.R. // J. Phys. Org. Chem. 2022. V. 35. №e4403.
  11. Arslan Ö., Aydıner B., Yalçın E., Babür B., Seferoğlu N., Seferoğlu Z. // J. Mol. Struct. 2017. V. 1149. P. 499.
  12. Xu C., Gong S., Wu X., Wu Yu., Liao Q., Xiong Y., Li Zh., Tang H. // Dyes Pigm. 2022. V. 198. № 110039.
  13. Tehfe M.-A., Dumur F., Graff B., Morlet-Savary F., Fouassier J.-P., Gigmes D., Lalevée J. // Macromol. 2013. V. 46 (10). P. 3761.
  14. Abdallah M., Bui T.-T., Goubard F., Theodosopoulou D., Dumur F., Hijazi A., Fouassier J.-P., Lalevée J. // Polym. Chem. 2019. V. 10. № 6145.
  15. Mokbel H., Dumur F., Telitel S., Vidal L., Xiao P., Versace D.-L., Tehfe M.-A., Savary F.M., Graff B., Fouassier J.-P., Gigmes D., Toufaily J., Hamieh T., Lalevée J. // Polym. Chem. 2013. V. 4 (23). № 5679.
  16. Harvey M.D., Crawford T.D., Yee G.T. // Inorg. Chem. 2008. V. 47 (13). P. 5649.
  17. Lermontova S.A., Arsenyev M.V., Cherkasov A.V., Fukin G.K., Afanasyev A.V., Yudintsev A.V., Grigoryev I.S., Ladilina E.Yu., Lyubova T.S., Shilyagina N.Yu., Balalaeva I.V., Klapshina L.G., Piskunov A.V. // Int. J. Mol. Sci. 2023. V. 24. № 5818.
  18. Jiang L., Fu Y., Li H., Hu W. // J. Am. Chem. Soc. 2008. V. 130. P. 3937.

Supplementary files

Supplementary Files
Action
1. JATS XML

Copyright (c) 2025 Russian Academy of Sciences

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).