RESUMEN
Three novel p-phenylenediamine and benzidine coumarin derivatives were synthetized, namely: 4,4'-((((1,4-phenylenebis(azaneylylidene))bis(ethan-1-yl-1-ylidene))bis(2-oxo-2H-chromene-3,6-diyl))bis(diazene-2,1-diyl))dibenzenesulfonic acid (PhODB), 4,4'-(((-([1,1'-biphenyl]-4,4'-diylbis(azaneylylidene))bis(ethan-1-yl-1-ylidene))bis(2-oxo-2H-chromene-3,6-diyl))bis(diazene-2,1-diyl))dibenzenesulfonic acid (BODB) and 4,4'-(((-((3,3'-dimethoxy-[1,1'-biphenyl]-4,4'-diyl)bis(azaneylylidene))bis(ethan-1-yl-1-ylidene))bis(2-oxo-2H-chromene-3,6-iyl))bis(diazene-2,1-diyl))dibenzenesulfonic acid (DODB). Their chemical structures were proved by performing Fourier-transform infrared spectroscopy, proton nuclear magnetic resonance and mass spectrometry analysis. The synthesized p-phenylenediamine and benzidine coumarin derivatives were tested as corrosion inhibitors for mild steel (MS) in 1 M HCl solution using weight loss, electrochemical, morphological, and theoretical studies. The compound 3,3'-dimethoxy benzidine coumarin derivative (DODB) was proved to give the highest efficiency with 94.98% obtained from weight loss measurements. These compounds are mixed inhibitors, as seen by the polarization curves. Impedance diagrams showed that when the concentration of these derivatives rose, the double-layer capacitance fell and the charge transfer resistance increased. Calculated thermodynamic parameters were computed and the mechanism of adsorption was also studied for the synthesized p-phenylenediamine and benzidine coumarin derivatives. The ability of the synthesized derivatives to protect the surface against corrosion was investigated by scanning electron microscope (SEM), UV-visible spectroscopy and energy dispersive X-ray spectroscopy (EDX). Theoretical chemical calculations (DFT) and biological resistivity (SRB) were investigated.
RESUMEN
Two azo derivatives, 4-((4-hydroxy-3-((4-oxo-2-thioxothiazolidin-5-ylidene)methyl)phenyl) diazinyl) benzenesulfonic acid (TODB) and 4-((3-((4,4-dimethyl-2,6-dioxocyclohexylidene) methyl)-4-hydroxyphenyl)diazinyl) benzenesulfonic acid (DODB) were synthesized and characterized using Fourier-transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance (1H-NMR) and mass spectral studies. Gravimetric methods, potentiodynamic polarization (PDP), electrochemical impedance spectroscopy (EIS), electrochemical frequency modulation (EFM) techniques and inductive coupled plasma-optical emission spectroscopy were used to verify the above two compounds' ability to operate as mild steel (MS) corrosion inhibitors in 1 M HCl. Tafel data suggest that TODB and DODB have mixed-type characteristics, and EIS findings demonstrate that increasing their concentration not only alters the charge transfer (R ct) of mild steel from 6.88 Ω cm2 to 112.9 Ω cm2 but also changes the capacitance of the adsorbed double layer (C dl) from 225.36 to 348.36 µF cm-2. At 7.5 × 10-4 M concentration, the azo derivatives showed the highest corrosion inhibition of 94.9% and 93.6%. The inhibitory molecule adsorption on the metal substrate followed the Langmuir isotherm. The thermodynamic activation functions of the dissolution process were also calculated as a function of inhibitor concentration. UV-vis, scanning electron microscopy (SEM), and energy dispersive X-ray spectroscopy (EDX) techniques were used to confirm the adsorption phenomenon. The quantum chemical parameters, inductively coupled plasma atomic emission spectroscopy (ICPE) measurements, and the anti-bacterial effect of these new derivatives against sulfate-reducing bacteria (SRB) were also investigated. Taken together, the acquired results demonstrate that these compounds can create an appropriate preventing surface and regulate the corrosion rate.
