3,5-di-tert-butyl substituted phthalocyanines: Synthesis and specific properties

• Published in: Journal of molecular structure 2020-08, Vol.1214, p.128160, Article 128160
• Main Author: Canlıca, Mevlude
• Format: Article
• Language: English
• Subjects: Phthalocyanine; Physicochemical properties; Singlet oxygen quantum yield; Triplet lifetime
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2020.128160

The photophysical and photochemical properties of tetrasubstituted 3,5-di-tert-butylphenoxy containing phthalocyanine (Pc) metal-free (H2) as well as metal ions-containing (Mg, Zn, Co) compounds were synthesized and characterized using elemental analysis, Fourier-transform infrared, 1H nuclear magnetic resonance, and electronic spectroscopies and mass spectrometry. The singlet oxygen, fluorescence and triplet quantum yields, and the fluorescence and triplet lifetimes of the complexes H2Pc, MgPc, and ZnPc were determined in dimethylsulfoxide, and the photodegradation quantum yield was calculated for the H2-, Mg-, Zn-, and Co ions-containing phthalocyanine species. The fluorescence quantum yield values for the complexes ranged from 0.10 to 0.17 and the singlet oxygen quantum yields were found to be 0.11, 0.30, and 0.44 for H2Pc, MgPc, and ZnPc, respectively. ZnPc was found to have the longest triplet lifetime of 4260 μs. •New di-tert-butyl Pcs complexes were successfully synthesized and characterized.•Photophysical, photochemical & fluorescence quenching using BQ properties were investigated.•ZnPc was found to have a long triplet lifetime.•The complexes show potential for photodynamic therapy of cancer as photosensitizers.