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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

Journal: Iranian Chemical Communication (Vol.7, No. 1)

Publication Date:

Authors : ; ; ; ; ; ;

Page : 1-19

Keywords : azo dye; sulfanilic acid; acetylacetone; bifurcated intramolecular H-bond; azo-metal (II) complex;

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Abstract

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.

Last modified: 2019-06-26 14:28:04