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Bioinorganic Chemistry and Applications
Volume 2014 (2014), Article ID 952632, 7 pages
http://dx.doi.org/10.1155/2014/952632
Research Article

Effect of Some Substituents Increasing the Solubility of Zn(II) and Al(III) Phthalocyanines on Their Photophysical Properties

1Institute of Chemical Biology and Fundamental Medicine, Siberian Branch of the Russian Academy of Sciences, Lavrentiev Avenue 8, Novosibirsk 630090, Russia
2Institut für Physik, Photobiophysik, Humboldt-Universität zu Berlin, Newtonstraße 15, 12489 Berlin, Germany
3Institute of Organic Intermediates and Dyes, B. Sadovaya 1/4, Moscow 123995, Russia

Received 29 May 2014; Accepted 4 August 2014; Published 11 September 2014

Academic Editor: Francesco P. Fanizzi

Copyright © 2014 A. A. Chernonosov et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Water solubility of phthalocyanines (Pcs) usually increases by the introduction of charged or carboxy substituents in the peripheral positions of the macrocycle. As a result, such structural changes influence their photophysical and photochemical properties as photosensitizers. Phthalocyanines substituted with four or eight terminal carboxyl groups and having in some cases additional eight positive charges (water soluble phthalocyanines) were studied in order to evaluate the spectroscopic and photophysical effects of these side residues on the chromophore properties. The quantum yield of singlet oxygen () generation, the triplet-triplet absorption, and the transient absorption spectra were measured and linked to the structure of the substituents. It was shown that charged substituents did not change the quantum yields of generation but decrease its lifetimes. The introduction of the charged substituents not only increases the water solubility but also significantly changes absorption, fluorescence, and transient absorption spectra of water soluble Pcs.