Síntese e avaliação da atividade anticorrosiva de enaminoésteres frente ao aço carbono AISI 1020 em meio ácido

Abstract

In this work, seven enaminoesters were synthesized, divided into three series depending on the starting amine, the series A is derived from phenethylamine, the series B of aniline and, finally, the series C derived from benzylamine. The synthesis occurred in two ways, the first being through the reaction of the ethyl acetoacetate in the presence of the corresponding amine in ethanol as solvent in the presence of p-toluenesulfonic acid and the second the amine in the presence of triethylamine and methanol as solvent, both in magnetic stirring at room temperature. The compounds were obtained as oil, with a high purity, and for some compounds separation via flash chromatography in ethyl acetate / hexane was required, yields ranging from 70-93%. The compounds were characterized by spectroscopic techniques such as Infrared and Nuclear Magnetic Resonance 1H and 13C, in addition to the refractive index. Six of the seven compounds synthesized were evaluated using electrochemical techniques of Impedance Spectroscopy Electrochemistry, Potentiodynamic Polarization and Resistance to Linear Polarization and the mass loss technique, as to the action as inhibitors of corrosion against AISI 1020 carbon steel in 0.5 mol L-1 HCl. The Molecular Modeling technique was used to better visualize the structures of the synthesized enaminoesters and, later, correlation of the inhibition efficiencies found. The theoretical parameters such as the energy of the orbitals of symmetrical boundaries and dipole moment with the results corrosion efficiency were also evaluated. In general, the enaminoesters showed good corrosion efficiency, excess by the compound derived from hydroxylaniline. All presented corrosion inhibition efficiency with mixed inhibitor characteristics. However, the compounds that did not present substituents and those that contain electron donor group (OCH3) stood out as inhibitors, highlighting the compound EN1, which presented efficiency of 92% of inhibition of the corrosion by the technique of Resistance to Polarization Potentiodynamics and 98% by the technique of mass loss after 24h of immersion. The efficiency was shown to be dependent on the concentration in the synthesized compounds, that is, the corrosion inhibition efficiency increases with XXIII increasing inhibitor concentration, and that the adsorption phenomena of the compounds studied obey the Langmuir isotherm. Thus, the synthesized, especially the not substituted, enaminoesters can be considered as promising corrosion inhibiting agents for acidic AISI 1020 carbon steel.