Synthesis, investigation of photophysical and photochemical properties of novel phthalocyanine compounds that have substituted benzothiazole groups

Benzothiazole substituted phthalonitrile compound (3a) was synthesized by the reaction of 2-methyl-5-benzothiazolol and 4-nitrophthalonitrile in dry DMF in the presence of potassium carbonate as a base. Benzothiazole substituted phthalonitrile compound (3b) was synthesized by the reaction of 2-methyl-5-benzothiazolol and 3-nitrophthalonitrile in dry DMF in the presence of potassium carbonate as a base. The metal-free pthalocyanines (4a and 5a) were synthesized in n-pentanol in the presence of 1.8-diazabicyclo[5.4.0]undec-7-ene (DBU) at 160 ºC under inert N2 atmosphere from the initial pthalonitrile compounds (3a and 3b). The metallopthalocyanines (5a and 6a) were synthesized in n-pentanol at 160 ºC in the presence of related metal salt and 1.8-diazabicyclo[5.4.0]undec-7-ene (DBU) under N2 atmosphere from the initial pthalonitrile compound (3a). The metallopthalocyanines (5b and 6b) were synthesized in n-pentanol at 160 ºC in the presence of related metal salt and 1.8-diazabicyclo[5.4.0]undec-7-ene (DBU) under N2 atmosphere from the initial pthalonitrile compound (3b). The aggregation, photophysical and photochemical properties of synthesized novel metal-free, zinc(II) and lead(II) phthalocyanines were also investigated. The photosensitizer properties of them were determined for using in the photodynamic therapy applications.