Issue 19, 2019

Dual-purpose zinc and silicon complexes of 1,2,3-triazole group substituted phthalocyanine photosensitizers: synthesis and evaluation of photophysical, singlet oxygen generation, electrochemical and photovoltaic properties

Abstract

The synthesis, photophysical, singlet oxygen generation, electrochemical and photovoltaic properties of peripheral and axial 1,2,3-triazole group substituted zinc and silicon phthalocyanine complexes with strong absorption in the visible region were described. All novel complexes have been characterized by spectroscopic and electrochemical techniques. All the new compounds are highly soluble in most common organic solvents. The electronic absorption and fluorescence spectral properties of complexes 4 and 5 are investigated. The effects of the triazole group, different metal centers and position of the substituent on the photophysical, electrochemical and photovoltaic properties of the new phthalocyanines were also investigated for the first time in this work. According to the fluorescence measurements, the axially substituted silicon complex (5) showed higher fluorescence quantum yield (ΦF = 0.28) than the peripherally substituted zinc complex (4). In addition, quantum yields for singlet oxygen generation (ΦΔ = 0.32 for silicon complex (4) and ΦΔ = 0.76 for zinc complex (5) in DMSO) were obtained. Electrochemical studies show that complex 5 is present in non-aggregated form as a result of steric hindrance of the axial groups; the LUMO level of this complex is slightly more negative than the conduction band of TiO2 and electron injection might be less effective. Therefore, the power conversion efficiency of 1.30% for a complex 4 based dye-sensitized solar cell (DSSC) is higher than complex 5 (0.90%). Consequently, these zinc and silicon complexes are promising candidates not only for photodynamic therapy but also solar power conversion.

Graphical abstract: Dual-purpose zinc and silicon complexes of 1,2,3-triazole group substituted phthalocyanine photosensitizers: synthesis and evaluation of photophysical, singlet oxygen generation, electrochemical and photovoltaic properties

Supplementary files

Article information

Article type
Paper
Submitted
31 Dec. 2018
Accepted
01 Apr. 2019
First published
08 Apr. 2019
This article is Open Access
Creative Commons BY license

RSC Adv., 2019,9, 10854-10864

Dual-purpose zinc and silicon complexes of 1,2,3-triazole group substituted phthalocyanine photosensitizers: synthesis and evaluation of photophysical, singlet oxygen generation, electrochemical and photovoltaic properties

E. Güzel, RSC Adv., 2019, 9, 10854 DOI: 10.1039/C8RA10665G

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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