Abstract
In this study, electrochemical behaviors of Co(II) and Pd(II) phthalocyanines carrying tetrakisdiethoxymalonyl and Pd(II) phthalocyanine carrying tetrakiscarboxymethyl substituents at the peripheral positions are investigated by cyclic voltammetry and applied potential chronocoulometry techniques. Cyclic voltammetric studies show that, while Pd(II) phthalocyanines carrying diethoxymalonyl and carboxymethyl substituents give up to three common phthalocyanine ring reductions, Co(II) phthalocyanine carrying diethoxymalonyl substituents gives a metal-centered oxidation and a metal-centered reduction and three ligand-centered reduction and a ligand-centered oxidation processes. First reduction processes of both the PdPc complexes have shoulders. This different voltammetric behaviors of Pd(II) phthalocyanines carrying carboxymethyl and diethoxymalonyl substituents results from interaction of this distinctive substituents with the phthalocyanine ring π electron system and interaction with the different solvent systems. Observation of the splitting of the first reduction process of Pd(II) phthalocyanines carrying diethoxymalonyl and carboxymethyl substituents suggests the aggregation of the complex. Very small diffusion coefficient of the complexes with respect to Co(II) phthalocyanine also confirms the existence of the aggregation of the complex during the electrochemical studies. Effects of the substituents and the solvent media are clearly observed from the differences of the voltammograms of Pd(II) phthalocyanines carrying diethoxymalonyl and carboxymethyl substituents in DMSO and THF solvent media, respectively.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Phthalocyanines: Properties and Applications, Lesnoff, C.C. and Lever, A.B.P., Eds., New York: VCH, 1989, 1993, 1996, vols. 1–4.
Kadish, K.M., Moninot, G., Hu, Y., Dubois, D., Ibnlfassi, A., Barbe, J.M., and Guilard, R., J. Am. Chem. Soc., 1993, vol. 115, p. 8153.
Monk, P.M.S., Mortimer, R.J., and Rosseinsky, D.R., Electrochromism: Fundamentals and Applications, New York: VCH, 1995.
Kasuga, K. and Tsutsui, M., Coord. Chem. Rev., 1980, vol. 32, p. 67.
Wright, J.D., Prog. Surf. Sci., 1989, vol. 31, p. 1.
Design of Molecular Materials: Supramolecular Engineering, Simon, J. and Bassoul, P., Eds., Chichester (UK): Wiley, 2000.
Wöhrle, D. and Meissner, D., Adv. Mater., 1991, vol. 3, p. 129.
The Porphyrine Handbook, Kadish, K.M., Smith, K.M., and Guilard, R. Eds., Burlington (MA): Academic, 2000.
Claessens, C.G., Blau, W.J., Cook, M., Hanack, M., Nolte, R.J.M., Torres, T., and Wohrle, D., Monatsh. Chem., 2001, vol. 132, p. 3.
Wohrle, D., Macromol. Rapid Commun., 2001, vol. 22, p. 68.
Ozkaya, A.R., Hamuryudan, E., Altuntas, B.Z., and Bekaroglu, O., J. Porph. Phthal., 2000, vol. 7, p. 689.
Alpatova, N.M., Ovsyannikova, E.V., Tomilova, L.G., Korenchenko, O.V., and Kondrashov, Y.V., Russ. J. Electrochem., 2001, vol. 37, p. 1012.
Neustroeva, N.R., Bazanov, M.I., and Vorob’ev, Y.G., Russ. J. Electrochem., 2001, vol. 37, p. 205.
Lever, A.B.P. and Minor, P.C., Inorg. Chem., 1980, vol. 20, p. 4015.
Lever, A.B.P., Adv. Inorg. Chem. Radiochem., 1965, vol. 7, p. 27.
Dincer, H.A., Gül, A., and Kocak, M.B., J. Porph. Phthal., 2004, vol. 8, p. 1204.
Kissinger, P.T. and Heineman, W.R., Laboratory Techniques in Electroanalytical Chemistry, New York: Marcel Dekker, 1996, 2nd ed.
Koca, A., Sahin, M., Gül, A., and Uslu, R.Z., Monatsh. Chem., 2002, vol. 133, p. 1135.
Koca, A., Saglam, O.G., and Gül, A., Monatsh. Chem., 2003, vol. 134, p. 11.
Gileadi, E., Kirowa-Eisner, E., and Penciner, J., Interfacial Electrochemistry, Reading (MA): Addison-Wesley, 1975.
Yeager, E. and Salkind, A.J., Techniques of Electrochemistry, New York: Wiley, 1975.
Nicholson, R.S. and Shain, I., Anal. Chem., 1964, vol. 36, p. 706.
Koca, A., Sener, M.K., Kocak, M.B., and Gül, A., Transition Met. Chem. (London) (in press).
Sener, M.K., Gül, A., and Kocak, M.B., J. Porph. Phthal., 2004, vol. 7, p. 617.
Behnisch, R. and Hanack, M., Synth. Met., 1990, vol. 36, p. 387.
Orihashi, Y., Nishikawa, M., Ohno, H., Tsuchida, E., Matsuda, H., Nakanishi, H., and Kato, M., Bull. Chem. Soc. Jpn., 1987, vol. 60, p. 3731.
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Russian in Elektrokhimiya, 2006, Vol. 42, No. 1, pp. 36–43.
The text was submitted by the authors in English.
Rights and permissions
About this article
Cite this article
Koca, A., Dinçer, H.A., Koçak, M.B. et al. Electrochemical characterization of Co(II) and Pd(II) phthalocyanines carrying diethoxymalonyl and carboxymethyl substituents. Russ J Electrochem 42, 31–37 (2006). https://doi.org/10.1134/S102319350601006X
Received:
Issue Date:
DOI: https://doi.org/10.1134/S102319350601006X