Functional Substituted Phthalocyanines Bearing Ter–Pyridine Complexes as Macromolecular Oxidation Catalysts for Bleaching Systems

Abstract

The present study dealing with the oxidation catalysts using in laundry bleaching process comprises of the complexion of 4’-(N-2-phthalonitrile-N-methylamino)-2,2’:6’,2’’-terpyridine (2) with the related MnCl<inf>2</inf>.4H<inf>2</inf>O and CoCl<inf>2</inf>.6H<inf>2</inf>O salts in ethanol to obtain 4’-(N-2-phthalonitrile-N-methylamino)-2,2’:6’,2’’-terpyridine-Mn (II) complex (3) and 4’-(N-2-phthalonitrile-N-methylamino)-2,2’:6’,2’’-terpyridine-Co (II) complex (4). Terpyridine metal complexes substituted Zinc phthalocyanines, Tetrakis [4’-(N-2-phthalonitrile-N-methylamino)-2, 2’: 6’, 2’’-terpyridine-Mn(II) complex] phthalocyaninato zinc(II) (5) and Tetrakis [4’-(N-2-phthalonitrile-N-methylamino)-2,2’:6’,2’’-terpyridine-Co(II) complex] phthalocyaninato zinc(II) (6) were also prepared by the tetramerization of the terpyridine-metal complexes (3, 4) in the presence of ZnCl<inf>2</inf>. FT-IR, 1H-NMR, 13C-NMR, UV-Vis, ESI-MS and MALDI-MS spectra were applied to characterize the prepared compounds. 4-nitrophthalonitrile and some other starting materials crystallized in the synthetic pathway. 4-nitrophthalonitrile crystalizes in different morphology and 4’-(N-2- Hydroxyehyl-N-methylamino)-2, 2’ : 6’, 2’’- terpyridine (1) crystallizes in the monoclinic, space group. The compound 2 and 3 crystallize in the monoclinic space group. The bleach performances of the prepared terpyridine complexes (3, 4) and their phthalocyanine derivatives (5, 6) were examined by the degradation of Morin dye by using online spectrophotometric method (OSM). © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim