Phthalocyanines (Pc) are photosensitizing dyes that can generate singlet oxygen (1O2) and other reactive oxygen species (ROS). We report photoreactive fluorinated phthalocyanines with bulky aliphatic i-C3F7 groups adsorbed on metal oxides for heterogeneous catalysis. The adsorption of phthalocyanine on metal oxides is enhanced by their thermal treatment as seen by diffuse reflectance. We report that perfluorinated F64PcZn supported on TiO2P90 and Al2O3 particles forms heterogeneous catalyst complexes. F64PcZn-TiO2P90, which produce singlet oxygen and degrades thioethers as a slurry, is stable in red light and reusable. Catalytic stability is observed in white light, but only in the absence of solvents. In contrast, F64PcZn-Al2O3 is stable in white light with/without solvent present. In all cases GC-MS and GC-FID reveal that sulfoxides are the major product formed.

Supported perfluorinated phthalocyanines as oxygenation photocatalysts

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