Abstract
Using the nitrile method of heating 4,5-di(2,4,5-trichlorophenoxy)phthalonitrile with magnesium and zinc acetates, and also aluminum and erbium chloride, at 200–240°C, metal complexes of the corresponding substituted phthalocyanines with magnesium, zinc, aluminum, and erbium, were synthesized. The ability of the obtained metal-phthalocyanines to dissolve in concentrated sulfuric acid, dimethylformamide, and chloroform was studied. The effect of the complexing metal on the position of the Q-band of the synthesized compounds was found.
Similar content being viewed by others
REFERENCES
Xu, H.-T., Xie, W.-W., Guo, Y.-C., Ci, Y., Chen, L.-J., and Peng, B.-X., J. Chin. Chem. Soc., 2007, vol. 54, no. 1, p. 211. https://doi.org/10.1002/jccs.200700031
Gogin, K.K., Znoyko, S.A., Nakonechnaya, A.N., Kustova, T.V., Akopova, O.B., Bumbina, N.V., and Usol’tseva, N.V., Zhidk. Krist. i ikh Prakt. Ispol’z., 2020, vol. 20, no. 4, p. 35. https://doi.org/10.18083/LCAppl.2020.4.35
Shaposhnikov, G.P., Kulinich, V.P., and Mayzlish, V.E., Modifitsirovannye ftalotsianiny i ikh strukturnye analogi (Modified Phthalocyanines and their Structural Analogues), Moscow: URSS, 2012.
Koifman, O.I., Ageeva, T.A., Beletskaya, I.P., Averin, A.D., Yakushev, A.A., Tomilova, L.G., Dubinina, T.V., Tsivadze, A.Yu, Gorbunova, Yu.G., Martynov, A.G., Konarev, D.V., Khasanov, S.S., Lyubovskaya, R.N., Lomova, T.N., Korolev, V.V., Zenkevich, E.I., Blaudeck, T., von Borczyskowski, Ch., Zahn, D.R.T., Mironov, A.F., Bragina, N.A., Ezhov, A.V., Zhdanova, K.A., Stuzhin, P.A., Pakhomov, G.L., Rusakova, N.V., Semenishyn, N.N., Smola, S.S., Parfenyuk, V.I., Vashurin, A.S., Makarov, S.V., Dereven’kov, I.A., Mamardashvili, N.Zh., Kurtikyan, T.S., Martirosyan, G.G., Burmistrov, V.А., Aleksandriiskii, V.V., Novikov, I.V., Pritmov, D.A., Grin, M.A., Suvorov, N.V., Tsigankov, A.A., Fedorov, A.Yu., Kuzmina, N.S., Nyuchev, A.V., Otvagin, V.F., Kustov, A.V., Belykh, D.V., Berezin, D.B., Solovieva, A.B., Timashev, P.S., Milaeva, E.R., Gracheva, Yu.A., Dodokhova, M.A., Safronenko, A.V., Shpakovsky, D.B., Syrbu, S.A., Gubarev, Yu.A., Kiselev, A.N., Koifman, M.O., Lebedeva, N.Sh., and Yurina, E.S., Macroheterocycles, 2020, vol. 13, no. 4, p. 311. https://doi.org/10.6060/mhc200814k
Botnar, A., Tikhomirova, T., Nalimova, K., Erzunov, D., Razumov, M., and Vashurin, A., J. Mol. Struct., 2020, vol. 1205, p. 127626. https://doi.org/10.1016/j.molstruc.2019.127626
Wöhrle, D., Schnurpfeil, G., Makarov, S.G., Kazarin, A., and Suvorova, O.N., Macroheterocycles, 2012, vol. 5, no. 3, p. 191. https://doi.org/10.6060/mhc2012.120990w
Brinkmann, H., Kelting, C., Makarov, S., Tsaryova, O., Schnurpfeil, G., Wöhrle, D., and Schlettwein, D., Phys. Stat. Sol. A, 2008, vol. 205, no. 3, p. 409. https://doi.org/10.1002/pssa.200723391
Ayumi Watarai, Kazuchika Ohta, and Mikio Yasutake., J. Porph. Phthalocyan., 2016, vol. 20, no. 7, p. 822. https://doi.org/10.1142/S1088424616501005
Kazuchika Ohta, Kaori Adachi, and Mikio Yasutake., J. Porph. Phthalocyan., 2017, vol. 21, p. 48. https://doi.org/10.1142/S1088424617500043
Lu, G., Bai, M., Li, R., Zhang, X., Ma, Ch., Lo, P.-Ch., Ng, D.KP., and Jiang, J., Eur. J. Inorg. Chem., 2006, no. 18, p. 3703. https://doi.org/10.1002/ejic.200600295
Maree, S., Phillips, D., and Nyokong, T., J. Porph. Phthalocyan., 2002, vol. 6, p. 17. https://doi.org/10.1142/S108842460200004X
Sanusi, S.O., Antunes, E., and Nyokong, T., J. Porph. Phthalocyan., 2013, vol. 17, no. 1, p. 920. https://doi.org/10.1142/S1088424613500715
Sato, H., Sakagami, Y., Itoh, E., and Ohta, K., J. Porph. Phthalocyan., 2012, vol. 16, no. 11, p. 1209. https://doi.org/10.1142/S1088424612501222
Plater, M. J., Adam, J., and Grant, B., J. Chem. Soc. Perkin Trans., 2002, vol. 1, p. 91. https://doi.org/10.1039/B107689M
Makhseed, S., Ghazal, B., Abdelmoniem, A.M., Novakova, V., and Zimcik, P., RSC Adv., 2015, vol. 5, p. 58854. https://doi.org/10.1039/C5RA09737A
Nyokong, T., Coord. Chem. Rev., 2007, vol. 251, p. 1707. https://doi.org/10.1016/J.CCR.2006.11.011
Perry, J.W., Alvarez, D., Choong, I., Mansour, K., Marder, S.R., and Perry, K.J., Opt. Lett., 1994, vol. 19, p. 625. https://doi.org/10.1364/OL.19.000625
Funding
The work was carried out within the framework of the state task of the Ministry of Education and Science of the Russian Federation (topic no. FZZW-2020-0008) using the equipment of the Center for Collective Use of the Ivanovo State Institute of Chemical Technology (agreement no. 075-15-2021-671).
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
The authors declare no conflict of interest.
Rights and permissions
About this article
Cite this article
Znoiko, S.A., Kustova, T.V. & Elizarova, A.P. Synthesis and Spectral Properties of Octa-Substituted Phthalocyanines with 2,4,5-Trichlorophenol Moieties. Russ J Gen Chem 92, 2682–2689 (2022). https://doi.org/10.1134/S1070363222120180
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363222120180