Issue 34, 2007
From the journal:

Dalton Transactions

Synthesis, photophysical and photochemical properties of substituted zinc phthalocyanines†

Ilke Gürol,a   Mahmut Durmuş,bc   Vefa Ahsenab  and  Tebello Nyokong*c  

* Corresponding authors

a TUBITAK-Marmara Research Center, Materials Institute, P.O. Box 21, Gebze, Turkey

b Gebze Institute of Technology, Department of Chemistry, P.O. Box 141, Gebze, Kocaeli, Turkey

c Department of Chemistry, Rhodes University, Grahamstown, South Africa
E-mail: t.nyokong@ru.ac.za
Fax: +27 46 622 5109
Tel: +27 46 603 8260

Abstract

The synthesis, photophysical and photochemical properties of the 4-({3,4,5-tris-[2-(2-ethoxyethoxy)ethyloxy]benzyl}oxy) and 4-({3,4,5-tris-[2-(2-ethoxyethoxy)ethyloxy]benzyl}thio) zinc(II) phthalocyanines are reported for the first time. The new compounds have been characterized by elemental analysis, IR, 1H and 13C NMR spectroscopy, electronic spectroscopy and mass spectra. General trends are described for photodegradation, singlet oxygen, fluorescence and triplet excited state quantum yields, and triplet state and fluorescence lifetimes of these compounds in dimethylsulfoxide (DMSO). The fluorescence of the complexes was quenched by benzoquinone (BQ). The effects of the substitution on the photophysical and photochemical parameters of the zinc(II) phthalocyanines (6, 7 and 8) are also reported. Photophysical and photochemical properties of phthalocyanine complexes are very useful for PDT applications. The substituted Zn(II) phthalocyanines showed high triplet and singlet oxygen quantum yields. High singlet oxygen quantum yields are very important for Type II mechanism. Thus, these complexes show potential as Type II photosensitizers.

Graphical abstract: Synthesis, photophysical and photochemical properties of substituted zinc phthalocyanines

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Article information

DOI
https://doi.org/10.1039/B704345G
Article type
Paper
Submitted
21 Mar 2007
Accepted
24 May 2007
First published
02 Jul 2007

Dalton Trans., 2007, 3782-3791

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Synthesis, photophysical and photochemical properties of substituted zinc phthalocyanines

I. Gürol, M. Durmuş, V. Ahsen and T. Nyokong, Dalton Trans., 2007, 3782 DOI: 10.1039/B704345G

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