Newly ideal soluble and non-aggregated copper(II) and tin(II) metallo phthalocyanines: Synthesis, characterization and investigation of photophysical and photochemical-responsive

Abstract

This work presents the synthesis and characterization of non-aggregated and highly soluble copper(II) and tin(II) phthalocyanines substituted with 2,6-dimethoxyphenoxy groups at the non-peripheral (alpha) and peripheral (beta) positions. The phthalocyanines have been characterized by common spectroscopic techniques. They show excellent solubility and non-aggregated species in common organic solvents such as dimethylsulfoxide, dimethylformamide, tetrahydrofuran, toluene, acetonitrile, chloroform, dichloromethane, which makes them candidates to use for many applications in different fields of science and technology. The effects positions of substituent and aggregation on the phthalocyanine skeleton and the variety of central metal ions on the phthalocyanine core on their spectroscopic properties of the novel phthalocyanines were determined in different solvents as mentioned above. The novel synthesized copper phthalocyanines were not evaluated for fluorescence, photophysical and photochemical properties due to transition metal and paramagnetic behavior of central metal in the phthalocyanine cavity. The effects of substituent and their position on the phthalocyanine skeleton on the tin(II) phthalocyanines’s photophysical (fluorescence quantum yields and lifetimes) and photochemical properties (singlet oxygen generation and photodegradation under light irradiation) were also investigated in dimethylsulfoxide for the first time. The obtained results for tin(II) phthalocyanines were also compared with unsubstituted zinc(II) phthalocyanine for determination of substitution effect and central metal effect on photophysical and photochemical properties in dimethylsulfoxide.