Document Type : Original Research Article


1 Faculty of Chemistry, Urmia University, 57159, Urmia, Iran

2 Faculty of Chemistry, Urmia University, 57159,Urmia, Iran

3 Department of Chemistry, Islamic Azad University, Mashhad, Iran

4 Department of Chemistry, Payame Noor University, PO.BOX 19395-3697 Tehran, Iran


Four new azo-dyes, 3-phenyl azopentane-2,4-dion (LA), 3-(4-nitro phenyl azo)-pentane-2,4-dion (LP), 3-(2-nitro phenyl azo)-pentane-2,4-dion (LO) and 4-(1-acetyle-2-oxo-propyl azo)-benzene sulfonate sodium (LS), were synthesized from, aniline, 4-nitroaniline, 2-nitroaniline and sulfanilic acid with acetylacetone, respectively. Reaction of these new dyes with acetate salts of copper(II), nickel(II) and cobalt(II) in molar ratios of 1:2 were carried out to produce azo metal (II) complexes with the general stoichiometry; CuL2, CoL2 and NiL3 in complexes. Structure of azo dyes was characterized using FT-IR,1H NMR,13C NMR, UV-Visible and also the corresponding metal (II) complex were characterized by FT IR, UV-Visible and CHN and XRD analysis techniques. Elemental analysis and spectral data indicated that the dye as a ligand with two teeth, N and O, acts as a bidentate ligand. Differences in absorption maxima of azo ligands compared to those corresponding complexes were also studied. Also, in this work, singular value decomposition (SVD) as a chemometric method was used to determine the Cu(II), Co(II) and Ni(II) complexes with the mentioned ligands in methanol by UV-Vis spectrophotometry. SVD method confirmed the formation of CuL2, CoL2 and NiL3 complexes.

Graphical Abstract

Synthesis, characterization and spectroscopic properties of new azo dyes derived from aniline derivatives based on acetylacetone and azo-metal (II) complexes and singular value decomposition (SVD) investigation


Main Subjects

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