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Phthalonitrile ( 3 ) including 4-(4-fluorophenyl)-5-(4-methoxyphenyl)-4H-1,2,4-triazole-3-thio substituent and its peripherally tetra substituted metal-free ( 4 ), zinc(II) ( 5 ) and lead(II) ( 6 ) phthalocyanine derivatives were prepared and characterized by FTIR, mass,  1 H - NMR and  13 C - NMR spectroscopic data. All studied phthalocyanines had good solubility in common organic solvents and did not aggregate. The photophysical and photochemical behaviors of the phthalocyanine complexes ( 4–6 ) were examined in DMSO to determinate their PDT potential. Singlet oxygen, fluorescence and photodegradation quantum yields showed that zinc(II) phthalocyanine ( 5 ) has potential as Type II photosensitizer for PDT applications.

journal of coordination chemistry

Synthesis, characterization, photophysical and photochemical properties of peripherally tetra-1,2,4-triazol-3-ylthio substituted metal-free phthalocyanine and its zinc(II) and lead(II) derivatives