Modifications of an unsymmetrical phthalocyanine: Towards stable blue dyes for dye-sensitized solar cells

A new copper phthalocyanine, namely 9(10),16(17),23(24)-tri-tert-butyl-2-[acetynyl-(4-carboxy)phenyl]phthalocyaninatocopper and its related free base have been synthesized as potential stable blue dyes for dye sensitized solar cells. The molecule structure consists on an unsymmetrically-substituted macrocycle bearing three tert-butyl groups and one phenylethynyl moiety as peripheral substituents and it is analogue to that of a previously published zinc derivative. Chemical and optical characterizations, as well as theoretical calculations of the frontier orbitals of both molecules are discussed. To evaluate the effect of the central metal on the photovoltaic behavior of this dye, the novel molecules have been both tested and confronted with the zinc derivative. This last one has shown efficiency values significantly higher than those previously published with a 2.10% maximum efficiency, while the other two dyes yielded 1.66% and 1.38% maximum efficiency respectively.