Electrochemical Deposition of Aggregated Cobalt Sulfophthalocyanines at Gold Surfaces in Alkaline Solutions

Mariia A. Kovanova,^@ Polina D. Derbeneva, Anton S. Postnov, Tatiana V. Tikhomirova, and Arthur S. Vashurin
Ivanovo State University of Chemistry and Technology, Department of Inorganic Chemistry, 153000 Ivanovo, Russian
Federation
^@Corresponding author E-mail: mariia.a.kovanova@gmail.com

In this paper, the method of cyclic voltammetry was used for the first time to study the electrochemical behavior of series of peripheral substituted cobalt phthalocyanines with consistently changing sulfonated fragments (cobalt phthalocyanine tetrasulfonic acid (CoPcI), cobalt tetra-4-[(6-sulfo-2-naphthyl)oxy]phthalocyanine (CoPcII), cobalt tetra-4-[(6,8-disulfo-2-
naphthyl)oxy]phthalocyanine (CoPcIII), cobalt tetra-4-[(4-sulfo-1-naphthyl)oxy]-tetra-5-(1-benzotriazolyl)phthalocyanine (CoPcIV), cobalt tetra-4-[(1,6-disulfo-2-naphthyl)oxy]-tetra-5-(1-benzotriazolyl)phthalocyanine (CoPcV), cobalt tetra-4-[(1,6-disulfo-2-naphthyl)oxy]-tetra-5-(nitro)phthalocyanine (CoPcVI), cobalt tetra-4-{4-[1-methyl-1-(4-ulfophenyl)ethyl]phenoxy}-tetra-5-(nitro)phthalocyanine (CoPcVII), and cobalt octa-4,5-{4-[1-methyl-1-(4-sulfophenyl)ethyl]phenoxy}phthalocyanine (CoPcVIII)) in an aqueous alkaline solution. Comparative analysis of the electrochemical behavior depending on the functional substitution in the macrocycle molecule was carried out. For all the compounds, central metal ion oxidation (Co2+ → Co3+) and reduction (Co2+ → Co1+) processes, as well as phthalocyanine ring activity were registered. Based on the occurrence of some peaks in the first scan numbers and the appearance/disappearance of other peaks, a hypothesis regarding the mechanism of electrodeposition of cobalt phthalocyanine derivatives at gold electrodes was formulated. It was shown that the electrodeposition process is generally independent on the nature of the substituent in the phthalocyanine macroring. It was also confirmed that reacting species are adsorbed on the electrode surface without specific diffusion.

References:

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1. Yu F., Liu W., Ke S.W., Kurmoo M., Zuo J.L., Zhang Q. Nat. Commun. 2020, 11, 5534.
https://doi.org/10.1038/s41467-020-19315-6

2. Rajasree S.S., Li X., Deria P. Commun. Chem. 2021, 4.
https://doi.org/10.1038/s42004-021-00484-4

3. Bukhari S.A.B., Nasir H., Pan L., Tasawar M., Sohail M., Shahbaz M., Gul F., Sitara E. Sci. Rep. 2021, 11, 5044.
https://doi.org/10.1038/s41598-021-84294-7

4. Huang X., Groves T. Chem. Rev. 2018, 118, 2491-2553. https://doi.org/10.1021/acs.chemrev.7b00373

5. Wang M., Torbensen K., Salvatore D., Ren S., Joulie D., Dumoulin F., Mendoza D., Lassalle-Kaiser B., Işci U., Berlinguette C.P., Robert M. Nat. Commun. 2019, 10, 3602.
https://doi.org/10.1038/s41467-019-11542-w

6. Gregory P. J. Porphyrins Phthalocyanines 2000, 4, 432-437.
https://doi.org/10.1002/(SICI)1099-1409(200006/07)4:4<432::AID-JPP254>3.0.CO;2-N

7. Sorokin A.B. Chem. Rev. 2013, 113, 8152-8191.
https://doi.org/10.1021/cr4000072

8. Kitagawa Y., Hiromoto J., Ishii K. J. Porphyrins Phthalocyanines 2013, 17, 703-711.
https://doi.org/10.1142/S1088424613500090

9. Guo R., Zhang L., Zhang Y., Bian Y., Jiang J. J. Porphyrins Phthalocyanines 2011, 15, 964-972.
https://doi.org/10.1142/S1088424611003938

10.Ibrahim-Ouali M., Dumur F. Molecules 2019, 24, 1412. https://doi.org/10.3390/molecules24071412

11.Guo T., Zou T., Shi P., Song Y., Wu M., Xiao F., Zhang J., Wu W., Wang H. J. Cryst. Growth. 2020, 546, 125760.
https://doi.org/10.1016/j.jcrysgro.2020.125760

12.Bottari G., de la Torre G., Guldi D. M., Torres T. Chem. Rev. 2010, 110, 6768-6816.
https://doi.org/10.1021/cr900254z

13.Lazarev N.M., Petrov B.I., Bochkarev M.N., Arapova A.V., Kukinov A.A. Synth. Met. 2020, 266, 116398.
https://doi.org/10.1016/j.synthmet.2020.116398

14.Li X., Zheng B.D., Peng X.H., Li S.Z., Ying J.W., Zhao Y., Huang J.D., Yoon J. Coord. Chem. 2019, 379, 147-160.
https://doi.org/10.1016/j.ccr.2017.08.003

15.Guo J.J., Wang S.R., Li X.G., Yuan M.Y. Dyes Pigm. 2012, 93, 1463-1470.
https://doi.org/10.1016/j.dyepig.2011.10.006

16.Durmuş M., Yaman H., Göl C., Ahsen V., Nyokong T. Dyes Pigm. 2011, 91, 153-163.
https://doi.org/10.1016/j.dyepig.2011.02.007

17.Ghosh A., Gassman P.G., Almloef J. JACS. 1994, 116, 1932-1940.
https://doi.org/10.1021/ja00084a038

18.Vasudevan P., Phougat N., Shukla A.K. Appl. Organomet. Chem. 1996, 10, 591-604.
https://doi.org/10.1002/(SICI)1099-0739(199610)10:8<591::AID-AOC526>3.0.CO;2-2

19.Özer M., Altındal A., Özkaya A.R., Bekaroğlu Ö. Dalton Trans. 2009, 17, 3175-3181.
https://doi.org/10.1039/B818455K

20.Lever A.B.P. Adv. Inorg. Chem. Radiochem. 1965, 7, 27-114.
https://doi.org/10.1016/S0065-2792(08)60314-3

21.Wöhrle D. Adv. Mater. 1993, 5, 943-944.
https://doi.org/10.1002/adma.19930051218

22.Jasinski R. Nature 1964, 201, 1212-1213.
https://doi.org/10.1038/2011212a0

23. Morlanés N., Takanabe K., Rodionov V. ACS Catalysis 2016, 6, 3092-3095.
https://doi.org/10.1021/acscatal.6b00543

24.Zhang X., Wu Z., Zhang X., Li L., Li Y., Xu H., X, Li, X, Yu X., Zhang Z., Liang Y., Wang H. Nature Commun. 2017 ,8, 14675.
https://doi.org/10.1038/ncomms14675

25. Gulppi M.A., Recio F.J., Tasca F., Ochoa G., Silva J.F., Pavez J., Zagal J.H. Electrochim. Acta 2014, 126, 37-41. https://doi.org/10.1016/j.electacta.2013.07.230

26. Geraldo D., Linares C., Chen Y.Y., Ureta-Zañrtu S., Zagal J.H. Electrochem. Commun. 2002, 4, 182-187.
https://doi.org/10.1016/S1388-2481(01)00300-9

27. Geraldo D.A., Togo C.A., Limson J., Nyokong T. Electrochim. Acta 2008, 53, 8051-8057.
https://doi.org/10.1016/j.electacta.2008.05.083

28. Linares-Flores C., Mac-Leod Carey D., Munoz–Castro A., Zagal J.H., Pavez J., Pino–Riffo D. J. Phys. Chem. C 2012, 116, 7091-7098.
https://doi.org/10.1021/jp300764n

29. Bediou F., Griveau S., Nyokong T., Appleby A.J., Caro C.A., Gulppi M., Ochoae G., Zagal J.H. Phys. Chem. Chem. Phys. 2007, 9, 3383-3396.
https://doi.org/10.1039/B618767F

30. Zagal J.H., Griveau S., Silva J.F., Nyokong T., Bedioui F. Coord. Chem. Rev. 2010, 254, 2755-2791.
https://doi.org/10.1016/j.ccr.2010.05.001

31. Venegas R., Recio F.J., Riquelme J., Neira K., Marco J.F., Ponce I., Zagal J.H., Tasca F. J. Mater. Chem. A 2017, 5, 12054-12059.
https://doi.org/10.1039/C7TA02381B

32. Herrera S., Tasca F., Williams F. J., Calvo E.J. ChemPhysChem 2018, 19, 1599-1604.
https://doi.org/10.1002/cphc.201800139

33. Riquelme J., Neira K., Marco J.F., Hermosilla-Ibáñez P., Orellana W., Zagal J.H., Tasca F. Electrochim. Acta 2018, 265, 547-555.
https://doi.org/10.1016/j.electacta.2018.01.177

34.Voronova O.A., Korotkova E.I., Plotnikov E.V., Geraskevich A.V., Kataeva N.G., Dorozhko E.V., Gamayurova I.S., Lipskikh O.I., Derina K.V. Chemosensors 2021, 9, 103.
https://doi.org/10.3390/chemosensors9050103

35. De Wael K., Adriaens A. Talanta. 2008, 74, 1562-1567.
https://doi.org/10.1016/j.talanta.2007.09.034

36. Vashurin A., Kuzmin I., Titov V., Pukhovskaya S., Razumov M., Golubchikov O., Koifman O. Macroheterocycles 2015, 8, 351-357.
https://doi.org/10.6060/mhc150248v

37. Vashurin A., Kuzmin I., Razumov M., Golubchikov O., Koifman O. Macroheterocycles 2018, 11, 11-20.
https://doi.org/10.6060/mhc180168v

38. Weber J.H., Busch D.H. Inorg. Chem. 1965, 4, 469-471.
https://doi.org/10.1021/ic50026a007

39. Dumoulin F., Durmuş M., Ahsen V., Nyokong T. Coord. Chem. Rev. 2010, 254, 2792-2847.
https://doi.org/10.1016/j.ccr.2010.05.002

40. Kulinich V.P., Shaposhnikov G.P., Badaukaite R.A. Macroheterocycles 2010, 3,23-29.
https://doi.org/10.6060/mhc2010.1.23

41. Filippova A.A., Kerner A.A., Znoiko S.A., Tikhomirova T.V., Vashurin A.S. J. Inorg. Chem. 2020, 65, 247-254.
https://doi.org/10.1134/S0036023620020047

42. Vashurin A., Filippova A., Znoyko S., Voronina A., Lefedova O., Kuzmin I., Maizlish V., Koifman O. J. Porphyrins Phthalocyanines 2015, 19, 983-996.
https://doi.org/10.1142/S1088424615500753

43. Sakamoto K., Ohno-Okumura E. Materials, 2009, 2, 1127-1179.
https://doi.org/10.3390/ma2031127

44. Westbroek P., Priniotakis G., Kiekens P. In: Analytical Electrochemistry in Textiles. 1^st edition, Woodhead, 2005. 356 p.

45. Burke L.D., O'Sullivan J.F. Electrochim. Acta. 1992, 37, 585-594.
https://doi.org/10.1016/0013-4686(92)80058-T

46. Kandaz M., Michel S.L.J., Hoffman B.M. J. Porphyrins Phthalocyanines 2003, 7, 700-710.
https://doi.org/10.1142/S1088424603000872

47. Atilla D., Saydan N., Durmuş M., Gürek A. G., Khan T., Rück A., Walt H., Nyokong T., Ahsen V. Photochem. Photobiol. A Chem. 2007, 186,298-307.
https://doi.org/10.1016/j.jphotochem.2006.08.022

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Electrochemical Deposition of Aggregated Cobalt Sulfophthalocyanines at Gold Surfaces in Alkaline Solutions

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