Destruction Features of Tetra(4-iodo-5-tert-butyl)phthalocyanine Under the Action of n-Butylamine in Benzene–DMSO Media

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Resumo

The properties of the newly synthesized tetra(4-iodo-5-tert-butyl)phthalocyanine were studied in the presence of n-butylamine in a benzene–dimethyl sulfoxide media. It was shown that the molecular form of tetra(4-iodo-5-tert-butyl)phthalocyanine and its proton transfer complex undergo degradation under the action of n-butylamine, which is described by various kinetic equations. The influence of the polarity and basicity of the media on the speed and activation parameters of the process was established and destruction schemes were proposed.

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Sobre autores

О. Petrov

Ivanovo State University of Chemical Technology

Autor responsável pela correspondência
Email: poa@isuct.ru
ORCID ID: 0000-0003-3424-7135
Rússia, Ivanovo, 153000

Е. Shagalov

Ivanovo State University of Chemical Technology

Email: poa@isuct.ru
ORCID ID: 0000-0002-9628-2692
Rússia, Ivanovo, 153000

А. Kiselev

Krestov Institute of Solution Chemistry of the Russian Academy of Sciences

Email: poa@isuct.ru
ORCID ID: 0000-0002-6664-6221
Rússia, Ivanovo, 153045

V. Maizlish

Ivanovo State University of Chemical Technology

Email: poa@isuct.ru
ORCID ID: 0000-0001-5423-3297
Rússia, Ivanovo, 153000

Bibliografia

  1. Phthalocyanines: Properties and Applications / Eds. C.C. Leznoff, A.B.P. Lever. New York: VCH Publ., 1996. Vol. 4. 524 p.
  2. Gounden D.I., Nombona N., Zul Van W.E. // Coord. Chem. Rev. 2020. Vol. 420. P. 213359. doi: 10.1016/jccr. 213359
  3. Ibrahim-Ouali M., Dumur M. // Molecules. 2019. Vol. 24. P. 1412. doi: 10.3390/molecules24071412
  4. Сесслер Дж.Л., Гейл Ф.А., Вон-Сеоб Хо. Химия анионных рецепторов. М.: Красанд, 2011. 371 с.
  5. Петров О.А. // Изв. АН. Сер. хим. 2022. Т. 71. С. 613; Petrov O.A. // Russ. Chem. Bull. 2022. Vol. 71. P. 613. doi: 10.1007/S11172-022-34-59-5
  6. Петров О.А. // ЖФХ. 2022. Т. 96. № 3. С. 324; Petrov O.A. // Russ. J. Phys. Chem. (A). 2022. Vol. 96. N 3. P. 470. doi: 10.31857/S0044453722030207
  7. Райхардт К. Растворители и эффекты среды в органической химии. М.: Мир, 1991. 764 с.
  8. The Handbook of Chemistry and Physics / Ed. W.M. Haynes. Boca Raton; London; New York: Taylor and Francis, 2013. 2668 p.
  9. Toyota K., Hasegawa J., Nokatsuji H. // Chem. Phys. Lett. 1996. Vol. 250. N 5–6.лла P. 437. doi 10/1016/0009-2614(96)00043-7
  10. Stuzhin P.A., Khelevina O.G., Berezin B.D. Phthalocyanines: Properties and Applications. New York: VCH Publ. Inc, 1996. Vol. 4. P. 23.
  11. Петров О.А. // ЖФХ. 2021. Т. 95. № 4. С. 549; Petrov O.A. // Russ. J. Phys. Chem. (A). 2021. Vol. 95. N 4. P. 696. doi: 10.31857/S004445372104021Х
  12. Stuzhin P.A. // J. Porph. Phthal. 2003. Vol. 7. P. 813. doi 10.1142./s1088424-603001014
  13. Молекулярные взаимодействия / Под ред. Г. Ратайчак, У. Орвилл-Томаса. М.: Мир, 1984. 599 с.
  14. Zundell G. Hydrogen Bonds with Large Proton Polarizability and Transfer Processes in Electrochemistry and Biology. New York: Willy and Sons Inc., 2000. 217 p.
  15. Петров О.А., Осипова Г.В., Майзлиш В.Е., Аганичева К.А., Чуркина М.М. // ЖОрХ. 2021. Т. 57. № 9. С. 1281; Petrov О.А., Osipova G.V., Mayzlish V.E., Aganicheva K.A. // Russ. J. Org. Chem. 2021. Vol. 57. N 9. P. 1428. doi: 10.1134/s1070363218040187

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2. Scheme 1.

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3. Fig. 1. Electronic absorption spectrum of H2Pc(I)4(t-Bu)4 in benzene and benzene-DMSO medium at 298 K.

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4. Fig. 2. Variation of the electronic absorption spectrum of H2Pc(I)4(t-Bu)4 in the presence of BuNH2 in benzene-5% DMSO medium for 278 min at c0BuNH2 = 4.58 mol/L at 323 K.

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5. Fig. 3. Variation of the electronic absorption spectrum of H2Pc(I)4(t-Bu)4 in the presence of BuNH2 in benzene-10% DMSO medium for 176 min at c0BuNH2 = 4.58 mol/L at 323 K.

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6. Fig. 4. Time dependence of ln(c0/c) for the degradation of H2Pc(I)4(t-Bu)4 (1) and H2Pc(I)4(t-Bu)4∙2BuNH2 (2) in the presence of BuNH2 in benzene-5% DMSO medium at 333 K and [BuNH2] = 4.58 mol/L.

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7. Fig. 5. Dependence of lgkH on lgc0BuNH2 of the degradation reaction of H2Pc(I)4(t-Bu)4 (1) and H2Pc(I)4(t-Bu)4∙2BuNH2 (2) in the presence of BuNH2 in benzene-5% DMSO (1) and benzene-20% DMSO (2) at 333 K.

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8. Fig. 6. Electronic absorption spectrum of H2Pc(I)4(t-Bu)4 in benzene (1) and benzene-DMSO medium (2) at c0BuNH2 = 4.58 mol/L at 298 K.

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9. Fig. 7. Variation of the electronic absorption spectrum of H2Pc(I)4(t-Bu)4 ∙ 2BuNH2 in benzene-20% DMSO medium for 135 min at c0BuNH2 = 4.58 mol/L at 323 K.

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10. Fig. 8. Variation of the electronic absorption spectrum of H2Pc(I)4(t-Bu)4 ∙ 2BuNH2 in benzene-40% DMSO medium for 117 min at c0BuNH2 = 4.58 mol/L at 333 K.

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