Functional metal‐porphyrazine derivatives and their polymers, 15. Synthesis and properties of poly(γ‐benzyl‐l‐glutamate)s containing covalently bound metalphthalocyanine moieties in the side chains

Metal‐2,9,16,23‐tetracarboxyphthalocyanines (1a — d) (Mt = Fe(III), Co(II), Ni(II) and Cu(II)) were transformed into their acid chlorides 2a — d which, by Friedel‐Crafts reaction with the benzyl groups of poly(γ‐benzyl‐L‐glutamate) (3), gave the polymers 4a — d. The resulting substituted poly(γ‐benzyl‐L‐glutamate)s were found to contain about 0,2 to 2,8 mol‐% of phthalocyanine rings covalently bound to the polymer main chain. Polymers 4a — d are soluble in chloroform, 1,4‐dioxane, dichloroacetic acid, DMF etc. The coordination spheres around the metalphthalocyanine rings were characterized by electronic and ESR spectra. The polymers could be shown to have α‐helical conformation, green or blue colored lyotropic mesophases being formed in concentrated solutions.