Synthesis and properties of tetrasubstituted phthalocyanines containing cyclohexylphenoxy-groups on the periphery

Abstract

Abstract The data on synthesis and spectroscopic-luminescent proportion of novel peripheral and non-peripheral substituted cyclohexylphenoxy-phthalocyanine derivatives and their metal complexes with magnesium and zinc are given in the work. By means of the nucleophilic substitution reaction of 3- or 4-nitrophthalonitrile and 4-cyclohexylphenol the 3/4-(4-cyclohexylphenoxy)phthalonitriles were synthesized and further characterized by 1H NMR, IR spectroscopy and elemental analysis. Metal complexes synthesis were carried out by template fusion of substituted nitriles with appropriate metal acetates, whereas the ligands were obtained through demetallization of magnesium complexes in hydrochloric acid. It was found non-peripheral substituted magnesium and zinc complexes in the chloroform and toluene solutions forms J-type aggregates. Peripheral substituted metal complexes possess more pronounced fluorescent properties compare to non-peripheral ones.