SYNTHESIS OF NOVEL UNSYMMETRICAL MONOAMINATED PHTHALOCYANINES

Metal-free monoaminophthalocyanine 3 was synthesised by reacting of subphthalocyanine 1 with 5-amino-1,3-diiminoisoindoline 2. Alternatively, compound 3 was prepared from octadecylaminodiiminoisoindoline 6 by reaction with 1 to give 7 followed by acidic hydrolisis. The zinc complex 8 was obtained from 3 by treatment with anhydrous zinc acetate. The preparation of 8 by template condensation of subphthalocyanine 1 with aminodiiminoisoindoline 2 and zinc acetate was unsuccessful. In this case, a mixture of statistical distribution compounds was obtained. A tentative reaction pathway for the condensation between subphthalocyanines and diiminoisoindolines is also given.