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The design of novel substituted phthalocyanines closely follows the requirement of their planned applications. In this study, synthesize of novel pyridone derivatives metal-free and symmetrical cobalt(II) phthalocyanines was carried out to improve brightness. For this purpose; starting with 4-nitrophthalonitrile and 4-hydroxy-6-methyl-3-nitro-2-pyridone, 4-(6-methyl-3-nitro-2-oxo-1,2-dihydropyridin-4-yloxy)phthalonitrile was prepared. Then 2(3),9(10),16(17),23(24)-tetrakis[6-methyl-3-nitro-2-oxo-1,2-dihydropyridin-4-yloxy] metal-free phthalocyaninato and 2(3),9(10), 16(17),23(24)-tetrakis[6-methyl-3-nitro-2-oxo-1,2-dihydropyridin-4-yloxy] phthalocyaninato Co(II) were synthesized by using 4-(6-methyl-3-nitro-2-oxo-1,2-dihydropyridin-4-yloxy)phthalonitrile, lithium metal and cobalt(II) acetate tetrahydrate in amyl alcohol, respectively. The sensing behavior of the film of derivatives metal-free and symmetrical cobalt(II) phthalocyanines for the online detection of heavy metal ions in water samples was investigated by utilizing an AT-cut quartz crystal resonator. It was observed that the adsorption of the analytes on the coating surface cause a reversible negative frequency shift of the resonator. Quartz crystal microbalance (QCM) functionalized with phthalocyanine, derivatives metal-free and symmetrical cobalt(II) phthalocyanines, are demonstrated to be sensors for the detection of heavy metal ions like Cd[Formula: see text], Zn[Formula: see text], Cu[Formula: see text], Cr[Formula: see text] and Co[Formula: see text]. Thus, QCM based sensor arrays are considered a promising platform for the direct analysis of aqueous samples.

ABSTRACT:In this study, the novel Zn(II), metal-free and sandwich-type Lu(Pc)2 phthalocyanines containing tetra pyridine substituted at peripheral position were synthesized. All the new compounds have been characterized by FT-IR and UV-vis spectroscopy, 1 H-NMR, MALDI-MS and elemental analysis. The electrochemical and spectroelectrochemical properties of all novel metallo-and metal free phthalocyanine compounds were also investigated by voltammetric and in situ spectroelectrochemical measurements on Pt in dimethylsulfoxide/tetrabutylammonium perchlorate.