The phthalocyanines were synthesized via phthalonitrile cyclotetramerization in the presence of lithium metal and/or zinc acetate in this study. New symmetric peripheral-tetra and non-peripheral-tetra substituted phthalocyanines were substituted with N-Boc-ethanolamine. All newly synthesized phthalocyanines and starting materials were characterized by spectroscopic methods such as FT-IR, MALDI-TOF, H-1-NMR and UV-vis. Non-peripheral (3, 5, 5') and peripheral (4, 4', 6) phthalocyanine derivatives were determined aggregation, photophysical properties (such as fluorescence quantum yields and lifetimes) and photochemical properties (such as singlet oxygen generation and photostability) in dimethylsulfoxide (DMSO). (C) 2019 Elsevier Ltd. All rights reserved.