Etude de structures organiques colorantes sanito – dynamiques potentielles

Abstract

The object of this thesis is to synthesize and characterize novel Azo dyes and complexes derived from copper and palladium. The diazotization-copulation of primary amines resulted in three new dyes substances: ((E)-1-(3-Formylphenyl)-2-(2-oxidonaphthalen-1-yl) diazen-1-yl), ((E)-1-[(2,5- dimethoxyphenyl) azo]-2-naphthol)), ((E)-1-[(2-methoxyphenyl) diazenyl]-2-naphthol)). The coordination of the organic structure C17H14N2O2 with copper and palladium led to the following complexes: C17H13ClPdN2O2 Chloro{(E)-1-[(2-methoxyphenyl) diazenyl]naphthalen-2-olate}palladium(II) and C17H13ClCuN2O2 Chloro{(E)-1-[(2- methoxyphenyl)diazenyl]naphthalen-2-olate}copper (II). The characterization of synthesized compounds was investigated using IR, NMR, and UV spectroscopic techniques, which allowed to determine the compounds structural properties and demonstrate the major tautomeric form, namely, the hydrazoquinone. The structural characterization was carried out by X-ray diffraction on a single crystal. The radiocrystallographic data, processed by the WINGX software, showed that the dyes crystallize in different symmetries, monoclinic and orthorhombic, but with geometrical similarities: they correspond to the E configuration and are almost planer. The inter and intra molecular hydrogen bonds which ensure the stability of the crystalline edifice have been evidenced. The crystal structures determination of the complexes showed that they are isostructural with a monoclinic symmetry and a square planar coordination mode.The complexation has not led to any change in the geometry of the dye structure, in view of the small variation in the angle between the benzene ring and the beta-naphthol.