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

Мұқаба

Дәйексөз келтіру

Толық мәтін

Ашық рұқсат Ашық рұқсат
Рұқсат жабық Рұқсат берілді
Рұқсат жабық Рұқсат ақылы немесе тек жазылушылар үшін

Аннотация

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.

Толық мәтін

Рұқсат жабық

Авторлар туралы

E. Zhiganshina

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

Хат алмасуға жауапты Автор.
Email: zhiganshinae@mail.ru
Ресей, Nizhny Novgorod

T. Lyubova

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

Email: zhiganshinae@mail.ru
Nizhny Novgorod

S. Lermontova

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

Email: zhiganshinae@mail.ru
Ресей, Nizhny Novgorod

A. Tarakanova

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

Email: zhiganshinae@mail.ru
Ресей, Nizhny Novgorod

L. Klapshina

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

Email: zhiganshinae@mail.ru
Ресей, Nizhny Novgorod

S. Chesnokov

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

Email: zhiganshinae@mail.ru
Ресей, Nizhny Novgorod

M. Arsenyev

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

Email: zhiganshinae@mail.ru
Ресей, Nizhny Novgorod

Әдебиет тізімі

  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.

Қосымша файлдар

Қосымша файлдар
Әрекет
1. JATS XML
Жүктеу
2. Scheme 1

Жүктеу (417KB)
Метадеректер
3. Fig. 1. CVA curves of Ant-2CN (a) and Ant-3CN (b) dyes. MeCN, Ag/AgCl/KCl(sat.), 0.1 M (NBu4ClO4), scanning speed – 200 mV/s.

Жүктеу (461KB)
Метадеректер
4. Fig. 2. Electronic absorption spectra of Ant-2CN (1) and Ant-3CN (2) in acetonitrile. [dye] = 10–4 M, cuvette thickness 1 cm.

Жүктеу (460KB)
Метадеректер
5. Fig. 3. Changes in electronic absorption spectra upon irradiation of solutions with light λ = 395 nm: Ant-3CN (total irradiation time 60 min) (a), Ant-2CN – DMCGA (total irradiation time 60 min) (b), Ant-3CN – DMCGA (total irradiation time 15 min) (c), Ant-2CN – DMCGA (light and dark stages) (d).

Жүктеу (1001KB)
Метадеректер
6. Fig. 4. Kinetic curves of photopolymerization of OKM-2 in the presence of: Ant-2CN (1), Ant-3CN (2), Ant-2CN – DMCGA (3), Ant-3CN – DMCGA (4). [dye] = 0.018 M, [amine] = 0.18 M. LED@405 nm, P = 33 mW/cm2. Air.

Жүктеу (562KB)
Метадеректер

© Russian Academy of Sciences, 2025