Synthesis, characterization, structure determination from powder X-ray diffraction data, and biological activity of azo dye of 3-aminopyridine and its complexes of Ni(II) and Cu(II)

H. S. Mohammed

doi:10.4314/bcse.v34i3.8

Abstract

In the present work azo dye ligand of 3-aminopyridine (L) and its complexes of NiII and CuII were synthesized, characterized and evaluated for antibacterial and antifungal activities in vitro. The L ligand was synthesized by reacting diazonium ion of 3-aminopyridine with 1-naphthole in presence of sodium acetate. The ligand (L) and its complexes were characterized by elemental analysis (CHN), magnetic susceptibility, molar conductivity, UV-Vis spectra, and infrared technique. The (L) azo dye exhibited high sensing for the pH changes. The color of L dye changed from red in basic medium to yellow color in acidic medium. The data of CHN, UV-Vis and magnetic susceptibility indicate that the complexes [Ni(L)2Cl2] and [Cu(L)2Cl2] are tetrahedral. The complexes of Ni(II) and Cu(II) exhibited potent activity against growth of Staphylococcus aureus and Escherichia Coli as well as against Penicillium Sp. And Aspergillus niger. Under visible irradiation (395 nm), the (L) azo dye of pyridine exhibited a significant change in the spectra under irradiation.  KEY WORDS: Pyridine, Photoisomerization, Pyridylazo, Biological activity, pH sensor  Bull. Chem. Soc. Ethiop. 2020, 34(3), 523-532. DOI: https://dx.doi.org/10.4314/bcse.v34i3.8

Highlights

Azo dyes are an important class of organic chemicals containing at least one azo chromophore (-N=N-) which donors the color for this famous type of dyes [1]
The mass spectrum is consistent with the existence of m+ of the (L) dye (Figure 1) which is in agreement with elemental analysis (CHN) of the (L) dye
The synthesized dye (L) exhibited decreasing in intensity of π-π* transition at pH = 10 compared to parent azo and arising a new band at 550 nm which is due to ICT from OH to pyridine ring during the azo functional that meaning that the electronic transition involves the overall electronic system of the azo dye (L) ligand [19]

Summary

Introduction

Azo dyes are an important class of organic chemicals containing at least one azo chromophore (-N=N-) which donors the color for this famous type of dyes [1]. They play essential role in academic and applied research [2]. It is sensitive for trace concentration of metal elements and trace elements [5, 6] This kind of complexes is highly colored some of them used as dyes and pigments which leads to use it as inkjet printing and toner

Methods

Results

Conclusion