Research Article
Anticorrosive Effect of Halogenated Aniline Enaminoesters on
Carbon Steel in HCl
Mariana F. P. Carlos , Geicy K. P. Barboza , and Aurea Echevarria
Department of Organic Chemistry, Institute of Chemistry, Federal Rural University of Rio de Janeiro, Seropedica 23.890-000, Brazil
Correspondence should be addressed to Aurea Echevarria; echevarr@ufrrj.br
Received 22 February 2022; Revised 15 April 2022; Accepted 20 April 2022; Published 27 May 2022
Academic Editor: Michael J. Schütze
Copyright © 2022 Mariana F. P. Carlos et al. This is an open access article distributed under the Creative Commons Attribution
License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is
properly cited.
Four enaminoesters derived from halogenated aniline, with potential anticorrosion activity, were synthesized and tested against
carbon steel AISI 1020 in acid medium using 1.0 mol L
-1
HCl. The synthesis was demonstrated through the reaction of ethyl
acetoacetate with four different amines, in the presence of glacial acetic acid and molecular sieve, using ethanol as solvent for
24 h. The evaluation of the anticorrosive activity was performed using the gravimetric technique and electrochemical methods,
such as electrochemical impedance spectroscopy (EIS), linear polarization resistance (LPR), and potentiodynamic polarization
(PP). Results indicated that the F-EN (Ethyl (2Z)-3-[(4-fluoro-phenyl)-amino]-but-2-enoate) inhibitor had higher corrosion
inhibition efficiency, of 98% by mass loss, and 85% by electrochemical techniques. Adsorption obeyed the Langmuir isotherm,
thus suggesting that the inhibitors form a monolayer film in metal surface. These results also contributed to the calculations of
the physicochemical parameters of E
a
, △H
≠
ads
, and △S
≠
ads
, which confirmed the corrosion inhibition when compared to the
absence of the inhibitors.
1. Introduction
Corrosion is the process of spontaneous deterioration of a
material that affects several industrial segments globally,
causing major economic problems such as replacement of
equipment, and thus needs investigation for its control
[1–3]. Due to the mechanical properties of carbon steel, of
its low cost, and being easily handled, it is generally used
in different industries, such as production, chemical process-
ing, petroleum transportation, and refining, thus being
exposed to salts, gases, and acids, and consequently, condi-
tioned to many corrosive processes [4, 5]. Its susceptibility
to corrosion reinforces the importance of developing new
efficient methods of combating it; however, their efficiency
is conditioned to the comprehension and characterization
of the various corrosive media accountable for the deteriora-
tion of the material [6, 7].
Although there are several methods to protect against the
corrosive environment, the use of corrosion inhibitors has
been widely used due to low cost, simple process, strong
adaptability, and economic efficiency [1]. Inhibitors are
organic or inorganic substances that can reduce or eliminate
corrosion, slowing down the anodic and/or cathodic reactions
on the metal surface [6, 8]. The use of organic molecules as
inhibitors is already widely studied as a promising alternative
since they associate with the metal by adsorption, thus protect-
ing the surface [9, 10]. Physical adsorption involves electro-
static interaction between inhibitory agents and the metal
surface, whereas chemical adsorption involves charge splitting
or electron transfer from the organic molecule to the metal
surface [11]. The adsorption properties are related to the pres-
ence of unsaturation (π electrons) and the presence of hetero-
atoms, such as nitrogen and oxygen, where the transfer of their
nonbonding electron pairs to the d orbitals of the Fe atoms on
the metal surface, by a coordinated bond, causing the surface
of the metal to be covered [12–15].
Enaminoesters are common representatives of the enami-
nones class, which refers to compounds that have the conju-
gated bonds (N-C=C-C=O), combining the nucleophilicity
of enamines with the electrophilicity of enones, thus being
considered very versatile intermediates [16]. These com-
pounds have structures with electronic acceptor-donor
Hindawi
International Journal of Corrosion
Volume 2022, Article ID 7218063, 15 pages
https://doi.org/10.1155/2022/7218063