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Studies of new oligomer–metal complexes and their antibacterial activities

Authors


Correspondence to: Abdul R Burkanudeen, PG and Research Department of Chemistry, Jamal Mohamed College (Autonomous), Tiruchirappalli 620 020, Tamil Nadu, India. E-mail: a_deen@rediffmail.com

Abstract

A new oligomeric ligand was synthesized from anthranilic acid and 2-aminopyridine with formaldehyde using a condensation technique in the presence of acid medium. Oligomer–metal complexes were prepared involving transition metal ions Cu(II), Mn(II) and Zn(II) using the synthesized oligomer as ligand. The oligomeric ligand and its metal complexes were characterized using various spectral techniques such as Fourier transform infrared, electronic, electron spin resonance, 1H NMR and 13C NMR. Gel permeation chromatography was used to determine number-, weight- and size-average molecular weights of the oligomeric ligand. The surface characteristics and nature of the oligomeric ligand and its metal complexes were examined using scanning electron microscopy and X-ray diffraction analysis. The thermal properties and degradation behaviour of the oligomeric ligand and its complexes were investigated using thermogravimetric analysis. Kinetic and thermodynamic studies of the ligand and its metal complexes were carried out using Freeman–Carroll (FC) and Sharp–Wentworth (SW) methods. From the thermogravimetric data, kinetic and thermodynamic parameters such as activation energy, order of reaction, entropy change, apparent entropy, frequency factor and free energy change were calculated. The activation energy was further calculated from the Phadnis-Deshpande (PD) method and the degradation mechanism for the thermal decomposition reaction is proposed. The activation energy calculated from the FC and SW methods was in good agreement with that calculated from the PD method. The oligomeric ligand and its metal complexes were screened for antibacterial activity. It was found that the synthesized compounds were potent antibacterial agents. © 2012 Society of Chemical Industry

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