The context of this study is based on the synthesis of 4-(4-(1H-benz[d]imidazol-2-yl)phenoxy group substituted phthalonitrile (2), 4-(4-(1-allyl-1H-benz[d]imidazol-2-yl)phenoxy group substituted phthalonitrile (3) that were reported for the first time. These phthalonitrile derivatives were also converted to the corresponding cobalt(II) and manganese(III) phthalocyanines (4-7) with four nitrogen-containing groups which helped to stabilize the redox active metal during the oxidation process. All novel compounds synthesized in this study were fully characterized by general spectroscopic techniques such as FT-IR, UV-Vis, H-1 NAIR, C-13 NAIR spectroscopy and mass spectrometry. The compounds 2-(4-hydroxyphenyObenzimidazole (1) and 4-(4-(1-allyl-1H-benz[d]imidazol-2-yl)phenoxy group substituted phthalonitrile (3) were obtained as single crystal and exact structure of these compounds has also been determined using X-ray diffraction technique at 296 K. Bleach catalyst activity of the prepared phthalocyanine complexes (4-7) was examined by degradation of morin. The catalysts had better activity for color removing in solutions at ambient temperature than to that of tetraacetylethylenediamine (TAED).