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Synthesis, characterization and spectroscopic properties of new azo-dyes and azo-metal complexes derived from 8-hydroxyquinoline | ||
| basrah journal of science | ||
| Article 1, Volume 29, Issue 1, 2011, Pages 15-36 PDF (0 K) | ||
| Author | ||
| Ali A.I. Abdul Zahra | ||
| Abstract | ||
| Two new azo-dyes [5-(4-anisidinyl azo)-8-hydroxyquinoline] ( L1) and [5-(4-acetyl phenyl azo)-8-hydroxyquinoline] ( L2) were synthesized by linking 8-hydroxyquinoline to P-Anisidine and P-amino acetophenone through mono azo-coupling reactions. Reaction of new azo-dyes with Ni(I I),Co(I I), Cu(I I), VO(I V) salts gave mono nuclear complexes with general stereochemistry[M(L)2].The ratio 1:2 ( M:L)complexes showed square planer geometry around M(I I) ions but showed square bi pyramidal geometry around VO(IV) ion. Their structures were identified by FTIR, UV-visible and the molar conductivity measurements. FTIR spectra showed that ligand is coordinated to the metal ions in bidentate (O−H group and N atom) in 8-hydroxyquinoline.The molar conductance data reveal that the new complexes are good electrolytes. Molar conductivity in zero concentration Λ0 and dissociation constant Kd for these complexes were obtained. The molar conductivity values of dye L1 complexes are higher than these values to their corresponding dye L2 complexes. The solvatochromic properties of new azo-dyes and their complexes in different solvents were investigated; they are strongly solvent dependent and exhibited azo-common anion equilibrium in DMSO and DMF. The acid and base effects on this equilibrium are also examined. Substituent effect of dyes on absorption spectra in various solvents was also studied. The absorption band of complexes are shifted to higher wavelengths relative to their corresponding metal free ligands. | ||
| Keywords | ||
| Azo; Dyes; complexes; hydroxyquinoline; Spectroscopy; Solvent effect; Substituent effect | ||
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