Organic photosensitive optoelectronic devices containing tetra-azaporphyrins

An organic photosensitive optoelectronic device comprising at least one tetra-azaporphyrin compound of formula I having a trivalent or tetravalent metal atom M bonded at the center of the tetra-azaporphyrin core, wherein M is a (a) trivalent metal atom having a monoanionic ligand, X, attached as shown in formula II, (b) tetravalent metal atom having two monoanionic ligands, X′ and X″, attached as shown in formula III, or (c) tetravalent metal atom having two monoanionic ligands, X′ and X″, attached as shown in formula IV:

• wherein
• X is a monoanionic ligand;
• X′ and X″ are independently two monoanionic ligands that are the same or different;
• and
• R1, R2, R3, R4, R5, R6, R7 and R8 are independently selected from the group consisting of a Cl atom, Br atom, I atom, At atom, and a chemical group comprising a valence atom attached to a β carbon atom of a pyrrole or dihydropyrrole ring of the tetra-azaporphyrin core, wherein the valence atom is selected from the group consisting of B, C, N, O, Si, P, S, Ge, As, Se, In, Sn, Sb, Te, Tl, Pb, Bi and Po, alternatively two adjacent R1-R8 groups attached to two β carbon atoms of the same pyrrole or dihydropyrrole ring together with the two β carbon atoms form a carbocyclic group or heterocyclic group, wherein the carbocyclic or heterocyclic group is monocyclic or multicyclic, with the proviso that the tetra-azaporphyrin compound of formula I is not chloroaluminum phthalocyanine (AlClPc).