Abstract
Some perimidin-10-one derivatives (1–3) were investigated for corrosion protection of copper in nitric acid solution 2.0 M using mass loss (ML), electrochemical frequency modulation (EFM), electrochemical impedance spectroscopy (EIS), and Tafel polarization techniques. At an optimum dose of 1.1 × 10–5 M, perimidin-10-one derivatives (1–3) provide 88.8% hindrance. These compounds were predominantly working as mixed inhibitors, according to Tafel. A corrosion hindrance mechanism was also devised using the EIS test. The Florry–Huggins isotherm governs the adsorption of perimidin-10-one derivatives (1–3) on the surface of Cu. The parameters of thermodynamic activation were estimated to build a corrosion hindrance mechanism. EDX and SEM were used to evaluate the morphology of protected copper. The results of experimental study were confirmed by theoretical analyses. The results of experimental study were confirmed by theoretical analyses. Quantum chemical calculations and molecular dynamic simulations have been used to apply theoretical studies. The low energy gap, mulliken, and fukui indices are all visible in quantum chemical computations. Compound 1 has a higher adsorption energy than the other compounds, according to the results of the molecular dynamics simulation. The following is the order in which the inhibition efficiency is regulated: (1) > (2) > (3).
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1 Introduction
Copper is utilized in a variety of electronic devices, including conductors, heat exchangers, and water pipelines; in addition, when used as a conductor in powerful electrical lines, it has a higher thermal and electrical conductivity. As a result, copper corrosion has been researched and settled in various solutions in multiple studies focusing on it [1,2,3,4,5,6,7,8,9,10]. For metallic copper, nitric acid is one of the most harmful corrosive conditions [11,12,13,14,15,16]. Corrosion yields have an inverse connection with heat transport. When the corrosion product grows, the equipment efficiency suffers. Periodic cleaning of equipment with acids is a vital step, as corrosion develops when they come into contact [17]. Perimidin-10-one (1–3) products have a remarkable potential to delay corrosion due to the presence of heteroatoms in their molecules and are of particular interest due to their safe use and their large molecular size compared to other derivatives [13, 18,19,20,21,22,23]. Organic compounds with the elements “S, O, and N” with a heterocyclic structure have been utilized to prevent copper corrosion in water [24, 25]. Heterocyclic inhibitors with a mercapto group have been improved as copper inhibitors to prevent corrosion [26]. Cu-azole compounds are formed when nitrogen atoms engage with Cu via a lone pair of electrons in the azole compound [27]. These complexes are thought to be polymeric in nature and act as a natural impediment coating on copper metals. Modified thiazole compounds [20, 28,29,30,31,32,33,34] have been calculated as effective inhibitors of copper alloys and copper corrosion in a varied aggressive environment.
The goal of this study is to investigate the effect of perimidin-10-one derivatives (1–3) as new copper corrosion inhibitors, and the adsorption approach was achieved using ML, electrochemical impedance spectroscopy (EIS), EFM, and TP techniques in a 2.0 M HNO3 solution. Copper morphology was examined using SEM and EDX. In addition, theoretical investigations were used.
2 Techniques and Materials
2.1 The Chemical Makeup of Cu Samples
The copper utilized in this manuscript is composed of 0.001 Ni, 0.116 Si, 0.019 Al, 0.004 Mn, and the rest Cu (in wt%).
2.2 Solutions
In this investigation, we made a corrosive medium out of HNO3 (6 M) made from 37 percent nitric acid analytical grade (Ramkem) and measured its concentration with a standardized NaOH. The concentrations of the three chemicals were increased from 1 × 10–6 to 1.1 × 10–5 M, and the weight-loss method and electrochemical studies employed 100 ml of test solution. Gomhoria Company provided absolute ethanol (EtOH, 99%), which was utilized to make an aqueous ethanol mixture with distilled water, which was used to make varied inhibitor doses. Because the inhibitors contain heteroatoms, they are easily dissolved.
2.3 The Chemical Composition of Perimidin-10-one Derivatives (1–3).
Table 1 shows the chemical makeup of the perimidin-10-one derivatives (1–3) employed in this study [35].
3 Experimental
3.1 ML Method
The Cu sample, which was 2 × 2 × 0.2 cm in size, was polished with sandpaper at various degrees (600, 800, 1000, and 1200). The sheet was cleaned with distilled water, removed with acetone, and dried according to industry standards [36]. Weight loss on the samples was measured after 30–180 min of treatment with varied doses of the selected inhibitor (1 × 10–6–1.1 × 10–5 M) at temperatures ranging from 30 to 45 °C using a water bath thermostat. To acquire reliable findings, the experiment was repeated three times. To assess the difference between the presence and absence of various dosages of our examined compounds, the sample was weighed before being immersed in 100 ml of 2.0 M HNO3 acid. The data of ML were obtained to calculate the CR in mg-cm−2 min−1 by balance (1):
where A (area in cm2), t (time in min), and ΔW (the mass difference). The inhibition efficacy (%IE) and (θ) were measured as follows:
where M and M* are the amounts of copper corrosion in the presence and absence of the inhibitors, individually.
3.2 Tests of Electrochemical Studies
Gamry potentiostat/galvanostatic/ZRA (model PCI300/4) was used to make measurements at three derivative electrodes. Platinum foil was used as counter electrodes, SCE was used as a reference electrode, and the copper electrode was used as the working electrode (10 × 10 mm) and was welded from the first side by a copper wire that conducts electricity, and it’s prepared the same way it was in the weight-loss approach previously. To stabilize the prior initial approach, the voltage for electrode use was acquired for 30 min. Tafel polarization curves for Perimidin-10-one derivatives (1–3) were generated by combining different electrode potentials (− 300 to + 200 mV) vs. OCP (a scan rate of 1 mV s−1).
Using the ESA400-based Gamry Frame System, the electrochemical frequency modulation (EFM) and EIS approaches were realized in the same way as before. The Gamry gadget comes with EFM140 software for electrochemical frequency adjustment testing and EIS300 software for electrochemical spectrum impedance method; data were collected using a computer. Drawing and fitting data have been done with Echem Analyst 5.5.
3.3 The Test of EDX-SEM
The surface of copper was accepted out by retaining the sheets for 3 days dipping in 2.0 M nitric acid in the presence or absence of higher dosages of perimidin-10-one derivatives (1–3), and then polishing mechanically with various papers emery up to 1600 size grit and treating them as weight-loss method sheets. The disadvantages of Cu were explored using a Philips X-ray diffractometer (pw-1390) with a copper tube (“SEM, JSM-T20, JOEL, Japan”).
3.4 Quantum Measurements
PM3semi-empirical technique and density functional theory (DFT) were used to optimize our substances under investigation. Materials Studio version 7 was used to do quantum chemical computations. The following equations were used to calculate the chemical parameters (electronegativity χ, chemical potential Pi, and global hardnessη) [37, 38] using this method:
By the global hardness, the softness is designated σ:
The electronegativity and global hardness were used to compute the fraction of electrons transported (ΔN):
In the same order, χinh and χCu denote the absolute electronegativity of inhibitor molecules and copper metal. According to Pearson’s electronegativity scale, copper has an electronegativity of 4.48 and a hardness of 0 eV mol−1 [39].
Furthermore, the local reactivity of a molecule was completed by Fukui function accounts. Fukui functions as the preferred sites for electrophilic and nucleophilic attacks of inhibitory molecules, respectively.
3.5 Molecular dynamics simulation
Molecular dynamic simulations (MD) were used in our study using Materials Studio version 7.0 and the adsorption Locator module [40]. The interaction between the copper (1 1 1) surface and the inhibitor molecules was molecular dynamically simulated using a simulation box (32.27 Å × 32.27 Å × 50.18 Å) . The effect of any arbitrary barrier with occasional limit conditions is overriden to simulate a common section of the interface. MD computations were carried out using ten simulated annealing cycles (each with 1500 steps).Using the forcite classical emulation engine, the energy of molecules of examined derivatives was increased. The area of the copper (1 1 1) surface was increased, after which the copper surface (1 1 1) was organized by forming a supercell, the periodicity was adjusted, and a vacuum bulk with a density of 20 was applied to the copper (1 1 1) surface at that point [41]. After contracting the surface of copper (1 1 1) and the examined derivatives molecules, a layer builder was used to create the corrosion system. The compound molecules studied were deposited on the surface of copper (1 1 1), and the shrinking phase increased molecular potentials for the atomistic emulation calculated force field (COMPASS), on the copper (1 1 1) surface, which was employed to model the adsorption attitude for the molecules of the examined inhibitors. Through Monte Carlo analysis, the adsorption detector defines the way of adsorption arrangement for the examined chemicals molecules on the surface of copper (1 1 1). Furthermore, the adsorption modulation of our examined inhibitors, as well as its lack of influence on inhibition competence, was discovered [42]
4 Results and Discussion
4.1 ML Tests
Figure 1 shows the rate of copper corrosion in 2.0 M HNO3 in the absence and presence of different dosages of compound (1) at 30–45 °C. By increasing the temperature, the inhibitory efficacy decreases and the corrosion rate increases. Because of the high temperature, the molecules of inhibitors are able to desorb from the copper surface at a consistent rate [43]. The corrosion rate of other studied compounds was found to be identical (not shown). Figure 2 shows a comparison of the corrosion rates of different compounds at 7 × 10–6. According to the data in Tables 2, 3, and Fig. 3 for compound1, the %IE increases as the dose increases from 1 × 10−6 to 11 × 10−6 molar and reduces as the temperature rises. For the remaining two compounds, the same findings were achieved (not shown). At 11 × 10–6 molar, the good (%IE) was obtained. As a result, raising the concentration of our compounds leads to an increase in inhibitor molecule coverage on the copper surface [44]. Figure 4 compares the inhibitory efficiency of substances at different temperatures and at constant concentrations. The inhibition efficiency is organized in the following order: (1) > (2) > (3).
4.2 Adsorption Isotherm
The adsorption isotherm data are crucial for understanding the inhibitory corrosion mechanism in organic electrochemical reactions. The temperature of adsorption is influenced by a variety of factors. The nature and kind of metal surface, the structure of perimidin-10-one derivatives (1–3), the nature of the corrosion media, the electrochemical potential of the metal-solution interface, and temperature are all factors to consider. The adsorption isotherm should be estimated using the degree of surface covering (θ) of perimidin-10-one derivatives (1–3). Frumkin, Temkin, DeBoer, and other isotherms are among those used [45,46,47,48,49]. The slope values for the examined isotherms, as well as the computation of the regression coefficient (R2), are important factors to consider when choosing the best adsorption isotherms. The R2 value for the Florry Huggins isotherm was more exact than other isotherms because it was closer to the unit. Equation (8) is used to create this Florry Huggins isotherm, as seen in Fig. 5.
When C is the inhibitor dose, Kads is the adsorption equilibrium constant, the value of the size parameter x in HNO3 refers that the adsorbed inhibitors' molecules are bulky, where it could replace more than one water molecule from the copper surface. The highest Kads data were found in compound 1, which has a higher IE than the other two compounds due to increased adsorption strength [50,51,52].
The equilibrium constant (Kads) of the adsorption technique can also be used to calculate (\(\Delta G_{{{\text{ads}}}}^{\circ }\)) as a balance:
where 55.5 is the water in the solution in M/L [53].
Table 4 shows the parameters collected from the adsorption technique. The negative data from ΔG° show that the pyrimidine-10-one derivatives (1–3) studied were substantially adsorbed on the copper surface, indicating a spontaneous process. The kind of adsorption is determined by the adsorption-free energy value; values of \(\Delta {\text{G}}_{{{\text{ads}}}}^{\circ }\) up to − 2 0 kJ mol−1 are consistent with physical adsorption, whereas those around − 40 kJ mol−1 or more are associated with chemisorption. The participation or transfer of electrons from molecules of perimidin-10-one derivatives (1–3) to the copper surface to form a coordinate bond is known as chemisorption [54]. The values of \(\Delta G_{{{\text{ads}}}}^{\circ }\) [15.19–15.11] in our study imply that physical adsorption is the major mode of perimidin-10-one derivatives (1–3) adsorption on the copper surface.
4.3 Kinetic–Thermodynamic Parameters
Arrhenius equation was used to compute the activation energies (\(E_{{\text{a}}}^{\ast}\)) for copper corrosion in the absence and presence of a varied dose of perimidin-10-one derivatives (1–3) [55].
where A is the pre-exponential component. Figure 6 shows the Arrhenius bends of log C.R. against 1/T for Cu in 2.0 M HNO3 acid in nonexistence and an existence-altered dose of (1). Table 5 shows the \(E_{{\text{a}}}^{\ast}\) data, which were calculated from the slope of these lines. The \(E_{{\text{a}}}^{\ast}\) value greater than 20 kJ mol−1 was used to determine whether physisorption occurred in the first step [56]. Equation (11) [57] is used to calculate (ΔS*, ΔH*) for Cu corrosion in HNO3 solution:
Planck’s constant is denoted by h. A plot of log C.R./T against 1/T produced linear lines for Cu in 2.0 M HNO3 acid nonexistence and the presence of changed dose, as illustrated in Fig. 7. Table 5 shows the results of the ΔH* and ΔS* calculations. The endothermic process was approximated using the +ve sign of the ΔH* [58]. Table 5 shows that the activation energy for a blank solution is 39.25 kJ mol−1, and that this activation energy value for copper corrosion in 2.0 M HNO3 is in good accord with other studies [59]. In the presence of perimidin-10-one derivatives, the activation energy increases (1–3). The nature of their adsorption on the copper surface is attributed to the higher rate of \(\Delta E_{{\text{a}}}^{\ast}\) in the presence of three derivatives [60,61,62,63]. This observation demonstrates that physisorption is used in the adsorption process [64, 65]. The greater energy barrier was responsible for the higher value of Ea in the presence of three inhibitors. This occurrence also supports the existence of a complex compound between the inhibitor and copper [65]. Because of the increased energy barrier for metal dissolving, these data show that the inhibitors can limit corrosion. The creation of a thin coating on the copper surface acts as an energy and mass transfer barrier, raising the activation energy. As a result, the finding indicates that inhibitors' adsorption on copper is due to physical adsorption. The activation energy increased as the inhibitor concentration increased, as seen in the tables. The activation energy was, however, still larger than in the uncontrolled solution. These findings are consistent with those of prior studies [66,67,68,69]. The variation in pre-exponential factor (A) was found to be similar to that in apparent activation energy in both acids (see Fig. 8). Some researchers had reported similar outcomes [70,71,72]. Greater pre-exponential variables were shown to be linked with higher apparent activation energies in the current investigation, whereas lower pre-exponential factors were found to be associated with lower activation energies. As a result, even at the lowest corrosion activation energies, the tested inhibitor showed good inhibitive properties. All values of \(E_{{\text{a}}}^{\ast}\) are greater than equivalent values of ΔH* in both acids, indicating that the corrosion process must involve a gaseous reaction, such as hydrogen evolution. Furthermore, the average value of the difference between activation energy and enthalpy is approximately similar to the average value of RT, where T is in the range of the experimental temperatures, indicating that the corrosion process is a uni-molecular reaction as defined by Eq. 12 [73]:
The ΔS* data at the existence and nonexistence of the tested compounds are maximal and −ve sign; i.e., the activated complex favors association over dissociation in the rate-determining phase, implying that there is less disordering [74, 75].
5 Potentiodynamic Polarization Tests
In order to gather knowledge, potentiodynamic polarization looked into the kinetics of cathodic and anodic reactions. The potentiodynamic polarization technique of Cu in 2 M HNO3 solution is illustrated in Fig. 9 in the presence and absence of various dosages of perimidin-10-one derivatives (1). (Other compounds yielded similar findings; however, they were not presented). The extra doses of chemical 1 resulted in this graph, which demonstrated that. When compared to the blank curve, the Tafel lines have moved to become more positive and negative potentials, indicating that perimidin-10-one derivatives (1–3) are active mixed-type inhibitors [76,77,78]. Table 6 shows the findings of potentiodynamic polarization [corrosion potential (Ecorr), corrosion current density (icorr), and corrosion inhibition (%IE)] [anodic and cathodic Tafel constants (βa and βc) correspondingly, corrosion potential (Ecorr), corrosion current density (icorr), and corrosion inhibition (%IE)]. Table 6 shows that increasing the quantities of our examined chemicals (perimidin-10-one derivatives) causes a modest alteration in the cathode and anodic Tafel slopes (1–3). This suggests that the inhibitory mechanism is unaffected by the presence or absence of our derivatives on cathode and anode reactions [79, 80]. The minimal variance in Ecorr data suggests that the chemicals studied are mixed-type inhibitors [81,82,83]. Copper metal is easily oxidized in nitric acid solutions because nitric acid is a powerful oxidant of copper. The Pourbaix scheme of the copper–water system [84, 85] demonstrated that in nitric acid solutions, copper metal corrosion to Cu + 2 occurs and that the copper surface is not shielded by an oxide film [86]. In nitric acid solutions, copper degradation is thought to be the dominating process. The results of potentiodynamic polarization (Table 6) show that attendance inhibitors reduce icorr and that the %IE increases as the dose is increased. The following equation was used to compute the percentage IEp:
where the currents of corrosion presence and nonexistence, respectively, are \(i_{{{\text{corr}}}}^{\circ }\) and icorr. Increasing the dosage of adsorbed derivatives on the copper surface increases polarization resistance (Fig. 10) [87].
The %IEP of these perimidin-10-one derivatives (1–3) is as follows: (1) > (2) > (3).
5.1 EIS Tests
In the manuscript of corrosion, EIS is a powerful method [88,89,90,91,92]. The values of impedance for a copper electrode were calculated using the equivalent circuit shown in Fig. 11 in the presence of various concentrations of our derivatives. Instead of capacitors, this circuit uses constant phase elements (CPE) to simulate a variety of non-homogeneities that cause electrode corrosion, including as insufficient polishing, surface roughness, grain boundaries, and surface contaminants [93]. In our examination of the arithmetic expression on the frequency, we employed two parameters (Υ0 and n), with the impedance of copper dependent on this frequency being observed in the following equation [94].
The CPE coefficient was represented by the symbol Υ0 in the equation, whereas the sine wave angular frequency and imaginary number were represented by the letters ω and j2 = − 1. Given 2πƒ as a character ω, where ƒ is the sign for AC frequency. The n ideals in real investigative settings are between 0 and 1, for a variety of reasons, including electrode roughness, constant electrical insulation, and surface heterogeneity. When the n values of the inhibition system were compared to the n values of 2 M HNO3 as a blank in this study, we discovered that the copper surface in the inhibition system is relatively more homogeneous, which is due to the regularity of adsorption for perimidin-10-one derivatives (1–3) molecule on the surface of copper [95]. The following equation showed how to compute the capacitance of a double layer (Cdl) [96]:
In our investigation, we used the following Eq. [97] to calculate the surface coverage degree (θ) and inhibition efficiency (%IE):
The impedance of charge transport without and with derivatives was investigated and expressed as \(R_{{{\text{ct}}}}^{\circ }\) and Rct, respectively. As a result of the interface between the copper surface and the aqueous electrolyte, a line of ions (both positively and negatively charged) forms. Furthermore, it protects the surface by coating or forming a film. Capacitance is determined by the electrical double layer (Cdl), solution resistance (Rs), charge transfer resistance (Rct), and ion diffusion. The movement of charge in or away from the copper surface causes a wide range of impedances, as does the adsorption of cations and anions. Table 7 shows the copper impedance parameters in 2 M HNO3 without and with the addition of various amounts of the chemicals studied. Figures 12 and 13 show charts obtained from [Nyquist and Bode] for copper in the presence of various amounts of the chemicals investigated (other compounds not shown). The diameter of the semicircle grows as the concentration of the examined substances increases, as seen in Fig. 12. As a result, the corrosion process experiences an increase in transfer resistance. As a result of the strong resistance displayed by the adsorbent molecules of the compounds studied at the copper alloy/solution interface [98], this is the case. Nyquist plots did not close as expected in our investigation, indicating a divergence from the EIS theory. Due to the heterogeneity of the copper surface and frequency dispersion, the aberration is from the ideal semicircle [99]. Different concentrations of different derivatives result in a drop in Cdl when compared to the blank solution by decreasing the local dielectrical constant and/or increasing the thickness of the double electric layer. The adsorption of pyrimidine-10-derivative molecules (1–3) in the copper/solution contact is responsible for this [100, 101]. Impedance charts have a semi-circular appearance, indicating the charge transfer mechanism, which is primarily responsible for controlling copper corrosion [102, 103]. The rise of impedance data in the presence of the inhibitors investigated is two-fold higher than in the absence of them, as seen in the Bode graphs in Fig. 13, showing the observed corrosion inhibition of the three inhibitors studied. Furthermore, as the frequency range widens due to higher inhibitor concentrations, the maximum phase angle reveals the real adsorption of compounds molecules on the copper surface. In the corrosion probability, Ecorr, spectroscopy of electrochemical resistance was explored throughout a frequency range of 105 Hz to 0.1 Hz and discomfort with a signal capacity of 10 mV. Ranking of %IE: (1) > (2) > (3).
5.2 EFM Tests
Without previous data from the Tafel slopes, EFM is a safe corrosion screening approach that can withstand and evaluate the value of present corrosion quickly [104]. Causal factors appear to be an internal survey on EFM test precision [105]. The frequency spectrum stream is used to calculate CF-2 and CF-3. This approach contains a little AC signal, similar to the EIS method, but there is a difference between the two methods since EFM uses two sine waves (at different frequencies) in the cell at the same time. Because current is a nonlinear function of potential, the system reacts to potential excitement in a nonlinear manner. There are input frequencies and frequency components in the current response (difference, total, input frequency multipliers). To establish the length of the test, these frequencies must be modest and integer multiples of the base frequency. Table 8 contains a list of corrosion parameters. Table 8 shows that the measured values of causation factors are of good quality. CF-2 and CF-3 have regular values of 2.0 and 3.0, respectively. When the values of causality factors deviate from the conventional values, it means that the measured values are influenced by noise. There is a causal connection between the response signal and the perturbation signal when the experimental values and theoretical values for causality factors agree. The data should, thus, be trustworthy [106]. We discovered that as we increased the doses of our compounds, the current corrosion intensity decreased (Fig. 14). Simultaneously, the efficiency of inhibition of the investigated compounds improves. The inhibitory efficiency of this approach was estimated using the equation below.
Corrosion current densities in the presence and absence of varied quantities of the examined chemicals are represented by the icorr and \(i_{{{\text{corr}}}}^{\circ }\) symbols. The inhibition efficiency (%IEEFM) is affected by differences in individual approaches and different models utilized in interpretations [107, 108]. Utilizing EFM technology, a 10 mV potential signal disturbance amplitude was applied using two sine waves of 2 and 5 Hz. Three factors influence frequency selection [109]. The %IEEFM obtained from the testing is as follows: (1) > (2) > (3).
5.3 SEM Tests
In the absence and presence of 1.1 × 10−5 M perimidin-10-one derivatives (1–3), the miniature drawing obtained for the copper sample is shown in Fig. 15. When copper is submerged for three days and then placed in a blank, it suffers from severe destructive corrosion. The corrosion surface of copper not immersed in the solution is clearly different from the corroded one in the absence or presence of inhibitors, yet it appears to be reasonably consistent in roughness (pure sample). The polished trace left by emery sheets may be responsible for the narrow furrow seen in the uncorded surface. As in the absence of inhibitors, the copper surface in 2 M HNO3 appears uneven and potholed, whereas the surface immersed in the aggressive solution containing inhibitors became flat and tightly packed in compounds 1–3, implying that an inhibitor adsorption layer formed on the surface and protected the metal from aggressive corrosion. The foregoing phenomenon revealed that the inhibitors investigated gave superior acid protection, which corresponded to corrosion inhibition results obtained using other methodologies [110, 111].
5.4 EDX Examination
It is used to determine the presence of elements on the surface of copper after being exposed to 11 × 10−6 M perimidin-10-one derivatives for 3 days in the absence of and presence of perimidin-10-one derivatives (1–3). Copper in an unfettered solution [Fig. 16 (pure sample), and Table 9] includes a higher percentage of copper, oxygen, and carbon atoms than copper in a 2MHNO3-dipped sample. When comparing the percentage exhibited in the blank spectrum to the spectrum of the sample in the presence of inhibitors [Fig. 16, Compounds (1–3)], it can be seen that the copper peaks are greatly reduced, indicating a reduction in the density of corrosion-active sites. Furthermore, the presence of inhibitors raised the peaks of oxygen and carbon, confirming the presence of our researched inhibitors on the copper surface [112]. All of these findings indicate that the corrosion of copper is reduced after inhibitor molecules are added. These findings are not surprising, given the presence of aromatic rings and heteroatoms, which enable the adsorption of the tested molecules to the copper surface, resulting in excellent corrosion resistance. The results of the weight loss and electrochemical tests are supported by surface characterization analyses.
5.5 Quantum Theory
EHOMO levels reflect the ease with which electrons can be delivered to an acceptable receptor with unpackaged molecular orbits. The ability of these molecules to receive electrons is determined by ELUMO data. The higher the molecule’s capacity to receive electrons with lower ELUMO values, but when the compound’s EHOMO values are high, the greater the compound’s capability to provide electrons for those who are in the copper surface’s unoccupied orbit (d-orbit), allowing for superior defense [113, 114]. Tables 10 and 11 show the quantum chemistry characteristics that are required for the experimental research of inhibitors in neutral and proton forms, namely ELUMO, EHOMO, dipole moment (μ), energy E cavity, and molecule surface area. In two situations, Figs. 17, 18, 19, and 20 show the best structure and shape for inhibitors (LUMO and HOMO orbitals) (neutral and protonated). Tables 10 and 11 show that compound (1) has the highest EHOMO energy values, implying that it will provide the best corrosion protection. The energy gap (ΔE) is a crucial parameter that indicates the reaction of the inhibitor molecule via adsorption on the metal surface. The molecule’s response grows as the energy gap narrows. Because of the low ionization energy required to remove the electron from the orbital outer shell, a small value for the energy gap results in good corrosion inhibitors [115]. When comparing the neutral and proton forms of the inhibitors investigated, we discovered that the proton forms have a lower energy gap (ΔE) than the neutral form, implying that the inhibitors have a stronger reactivity toward the copper surface in the proton form. According to the previous information, soft particles have a small energy gap, are more polarized, and are frequently associated with high stability, giving better protection. The inhibitor (1) has the smallest energy gap, according to Table 10. This suggests that compound (1) has a higher contact with the other selected compounds and may easily adsorb on the copper surface, providing better corrosion protection, as evidenced by the probe data. The energy gap implies that the inhibitor efficiency arrangement is 1 ˃ 2 ˃ 3 ˃ and that experimental treatments produce the same arrangement. To explore and explain the structure, the dipole moment is overused [116]. Because of the strong dipolar interactions between the copper surface and the selected compounds due to high values of μ, adsorption on the copper surface becomes solid, resulting in a higher %IE [117]. A study of dipole moments reveals that the shape of the dipole moment in protons has changed dramatically, implying that proton-inhibiting particles are physically adsorbed onto the copper surface [118]. Absolute hardness η and softness σ, which are used to quantify the stability and response of molecules, are another essential property. Molecules with a big energy gap are more difficult to break than those with a small gap. Because they supply electrons to their recipients, soft particles are more reactive than hard ones. Adsorption may occur in a section of the inhibitor’s molecule where the softness is at its maximum value [119] to get a small transfer of electrons. Derivative chemicals molecules form Lewis base in the corrosion group, but copper becomes Lewis acid. Bulk metals are more active with soft-base inhibitors. Table 10 shows the best relative agreement of Pi and ΔN with inhibition efficacy and those connected to factors that improve Pi and ΔN and will improve the inhibitor molecule’s electronic release capability. The inhibitory effect caused by electron donation was shown by the N value [120,121,122]. When ΔN < 3.6, both the power of donating electrons on the metal surface and the inhibition efficiency improve [123]. Two approaches were introduced, which leveraged a link between the molecule’s molecular area and protection productivity. The efficiency of inhibition is increased by expanding the area of the molecules of the specified compounds; this is because the interaction area between the molecule and the surface of copper is increased.
5.6 Mulliken Charges and Fukui Indices
Knowing the donor and acceptor of the molecule’s active centers is crucial, so we will use Mulliken atomic charges and Fukui indices to figure out where they are. The results of the various electrophilic and nucleophilic positions from neutral and protonated particles from compound 1, compound 2, and compound 3 are summarized in Table 12. Table 12 shows that the Mulliken distribution values are both negative and positive, indicating that the inhibitor compounds include active sites (donor–acceptor) that improve the sensitivity of these species to copper atoms. We noticed that the direction of all the values of the proton molecule positions grew dramatically, indicating an increase in the proton inhibitors’ molecular interaction, and so this finding represents the neutral molecules’ receptive nature. In terms of total negative charge (TNC), similar behavior was observed based on the results obtained in Table 12 and depicted in Fig. 21, with the TNC increasing after the inhibitor was protonated [124]. This indicates that the structural interaction of protonated particles is increasing. Compound 1 has a stronger electron acceptor property than the other two compounds, according to TNC. Its capacity to be adsorbed onto the metal surface is improved as a result. These findings are consistent with those found in the investigative section organic compounds containing one or more heterocyclic atoms can develop at these locations in acid media (HNO3), resulting in positively charged particles. These interact with anions (NO3) that are widely spread on copper’s surface. In this context, we will investigate this theory to determine the effect of the proton on the inhibitory molecules’ local centers. As a result of this signal, the atoms of the studied molecules with higher values of ƒk+ and ƒk− are depicted in proton and non-proton form in Fig. 22. The overall analysis of this picture reveals that each molecule has the identical atoms for both electrophilic and nucleophilic attack systems. The atom in the molecule with the highest Fukui function (ƒ+), which is linked to the LUMO and degrees the reactivity to donor reagent, is the preferred site for nucleophilic assault. The atom in the molecule with the highest value of the Fukui function (ƒ−) is chosen for electrophilic attack because it is related to the HOMO and gives the reactivity toward an acceptor reagent. The atoms O(17) and N(18), C(16), and C(2) are favored sites for electrophilic attack, according to an analysis of the Fukui functions displayed in Fig. 22 because these sites have higher values of the Fukui function (ƒ−) in the protonated form. The atoms C(2), C(16), and O(17) are the most vulnerable to nucleophilic assault because they have the greatest Fukui function (ƒ+) values in the protonated state.
5.7 Molecular Electrostatic Potential (MESP)
The molecular electrostatic potential (MESP) has long been used to indicate the location of a chemical reaction. Electrostatic potential is colored differently at different spots on the electron density’s surfaces. The electrically active and electrophilic zone is colored as red, and the majority of the electrostatic potential is negative. The color blue denotes the regions with the highest positive electrostatic potential (nucleophilic Region), whereas green denotes a region with no probability [125].
The heteroatoms and double conjugate bonds are primarily located in electron-rich locations. Negative zones that prefer electrophilic assaults are indicated by oxygen, nitrogen, and chloride groups. Nucleophilic assaults are preferred by blue-colored hydrogen atoms (positive sign) (Fig. 23).
5.8 Simulation of Molecular Dynamics
In this research, we carefully selected the appropriate prearrangement for the uptake of inhibitor molecules on the Cu (1 1 1) substrate, which was completed by the adsorption locator shown in Fig. 24. Total energy, solid adsorption, and deformation energies are shown in Table 13 as the Monte Carlo simulation outputs. Calculation of total energy (kcal mol−1) for the production of the substrate—the adsorbent as a blend of solid adsorption energy energies of the molecules and deformation energy. Copper surface energy (1 1 1) was treated as zero in our research. Adsorption of energy (kcal mol−1) is the energy liberation that occurs when soothing chemicals are adsorbed for relaxation (the compounds examined are adsorbed on the surface of the substrate). The adsorbate molecules’ adsorption energy is a mix of deformation and solid adsorption energy. Disturbed adsorption molecules are adsorbed on the substrate, and the constant adsorption energy (kcal mol−1) is released prior to the geometry optimization stage. Deformation energy (kcal mol−1) is the energy generated when adsorbed adsorbent components are positioned on the surface of the substrate [126].
Furthermore, the energy obtained is dEads/dNi when one of the adsorbate molecules is removed from the adsorbent substrate formation (kcal mol−1). Table 12 shows the adsorption energies of the derivatives we looked at. Compound 1 is the most effective compound, according to the results in this table, because it has a higher adsorption capacity than the other compounds over the simulation period [127]. As a result, the molecules of compound 1 are very probably adsorbed on the surface of copper, forming more adsorbed layers of the other two compounds, giving protection against nitric acid corrosion on the copper surface, as demonstrated by theoretical and experimental research. The examined components offer outstanding results (high adsorption energy) in solution according to Tables 13 and 14 and previous studies [121, 128, 129]. Close examination indicates that the molecular structure of the local molecule is parallel to the surface. This adsorption pattern will be used by the components of the retarding particles to optimize the target metal’s contact area or surface covering qualities (i.e., copper). The larger metal/inhibitor contact area will decrease substrate access instead of undesired nitrate anion assaults [130,131,132,133]. The adsorbent compounds could have a more flat shape. Their electrons or charges (which can be found in heterocyclic atoms, conjugate rings, and double bonds) are put into metallic sites (empty orbitals), establishing an inhibitory/metallic coordination bond [130,131,132,133]. The electron transfer is expected to be in reverse in the case of a charged proton component, i.e., from the metallic surface to the inhibitor, causing the reversal of reaction. As a result, our inhibitor molecules adsorb confidently on the copper surface, generating strong adsorbent layers that protect the copper surface from nitric acid corrosion, as shown in both experimental and theoretical investigations (Table 14). We looked at molecule adsorption in both an acidic (neutral and proton) and a vacuum environment (Fig. 25). The adsorption energies climb above the vacuum value in the presence of an aqueous solution, suggesting that particle adsorption on the copper surface is more efficient (see Tables 13 and 15 for more information).
5.9 Chemical Structure of Corrosion Hindrance
Some perimidin-10-one derivatives (1–3) were tested for corrosion protection of copper in 2.0 M HNO3 using ML, potentiodynamic polarization, EIS, and EFM tests, and it was discovered that the effectiveness of inhibition was dependent on the dose and nature of the metal, surface conditions, and inhibitor placement adsorption. The interaction of π-electrons from the compounds examined with the copper metal, the interaction of electron pairs not involved in the molecule, the electrostatic attraction between charged particles, and the integration of the above conditions [9] are all examples of adsorption that can be produced by inhibiting our compounds. π-electrons’ centers as benzene rings and the existence of heterogeneous atoms are present in perimidin-10-one derivatives (oxygen and nitrogen). As a result, its presence on the surface of copper promotes the adsorption of molecules produced from Perimidin-10-one derivatives [134]. The effect of these chemicals on corrosion value is detailed in the following: (1) A larger inhibitor dose reduced CR and icorr. (2) ML allows for a linear shift in time. (3) Move potentiodynamic polarization to the greatest location feasible. (4) The number of active adsorption sites in a molecule and the density of its charge determine the %IE. In the aggressive medium, the rank of IE percent for Perimidin-10-one derivatives was as follows: (1) > (2) > (3). Copper corrosion in nitric acid (HNO3) is known to be autocatalytic, with nitrous acid (HNO2) as an intermediate product [135]. Because acid reduction results in a significant drop in free energy, the principal displacement of H+ ions from solution is followed by HNO3 reduction rather than hydrogen evolution:
Each nitrous dioxide (NO2) molecule forms and performs the chain propagation mechanism below, yielding two NO2 [136] molecules. It has been reported [137] that inhibitors compounds capable of interacting with HNO2 produced in this manner can slow down the rate of copper dissolution in acid:
The suppression found after adding the inhibitors [138, 139] has been attributed to their destruction of HNO2 generated as described in Eq. (IV), which would block the autocatalytic growth.
The dissolution of copper in nitric acid is accomplished in two steps [131]:
Cu+ ions are adsorbed to the first equation on the copper surface during these processes, and these ions do not diffuse in the common solution [140]. The dissolving stage of copper is controlled by the propagation of soluble Cu++ ions from the outer Helmholtz plane to the bulk solution. The inhibitor molecules are easily protonated in HNO3 solution, resulting in positively charged inhibitor species. In light of this, it was necessary to compute the surface charge of copper at zero, also known as the zero charge potential (ZCP). The value of (Ecorr − Eq = 0) can be used to compute it. The surface charge is positive when the value (Ecorr – Eq = 0) is greater than zero [141]. In HNO3 solution, the ZCP of copper is Eq = − 40 mV vs. SCE as determined elsewhere [142]. Returning to Table 6, the maximum Ecorr values for compounds 1, 2, and 3 in 2 M HNO3 are − 34.6, 26.8, and 26.8 mV vs. SCE measured at 11 × 10–6 M, respectively. As a result, the computed values of Cu-ZCP are 5.4, 13.2, and 13.2 mV, respectively, indicating that the copper surface is positively charged.
The charged copper surface attracts nitrate ions. The results were based on the assumption that nitrate ions can cling to a positively charged surface. The number of nitrate ions, neutral forms of perimidin-10-one derivatives (1–3), and their proton derivatives in bulk solution can be significantly higher. These proton forms form an electrical link between the investigated molecule and the copper surface’s negative charge [143,144,145]. Another mechanism relies on partial electron transmutation from oxygen and nitrogen atoms, coordination bonds, and non-positional π electrons in the perimidin-10-one derivatives (1–3) rings being generated by Cu2+ ion-free d orbits at the copper surface. Furthermore, both physical and chemical adsorption can occur throughout the adsorption process. Because the oxide layer that protects the copper surface from corrosion does not form [85, 86]. The breakdown of copper into Cu2+ [121] and the action of a clutch of Cu2+ ions at the copper surface are the basis for this process. These conditions are mitigated by the formation of d empty orbits with low energy in copper, as seen in transition metal metals. Perimidin-10-one derivative (1) has the highest %IE due to: I the presence of the p-CH3 group, which is a donating electron group with a −ve Hammett constant (σ = − 0.17); additionally, p-CH3 will improve the density of electron charge on the molecule, and (ii) its larger molecular size, which allows it to be more easily adsorbed on the Cu surface. In terms of %IE, perimidin-10-one derivatives (2) come in second. Because of its smaller molecular size and the absence of a substituent in the p-position (H-atom with a value of σ = 0.0). Perimidin-10-one derivatives (3) have the lowest %IE due to the presence of p-Cl, which has +ve σCl = + 0.23, implying that the p-Cl group reduces the electron density on the molecule and hence, lesser %IE.
6 Conclusion
The perimidin-10-one derivatives (1–3) inhibit Cu corrosion in 2.0 M HNO3 and follow the Florry–Huggins isotherm for adsorption, where this isotherm indicate to physical adsorption for these compounds. Chemical and electrochemical measurements show that the inhibitory efficiency increases as the concentrations of our studied compounds increase, whereas the inhibitory efficiency decreases as the temperature rises. Furthermore, double-layer capacitances decrease as the concentrations of the chemicals we studied rise. The molecules’ adsorption on the copper surface is aided by this property. In 2.0 M HNO3, the used inhibitors behave as a mixed-kind inhibitor, according to potentiodynamic polarization data. The morphology of shielded and unprotected Cu has been studied using SEM and EDX. The findings of the investigation and theoretical analysis supported the hypothesis that compounds (1, 2 and 3) are effective corrosion inhibitors and that the following factors influence the efficacy of inhibition of perimidin-10-one derivatives: (1) > (2) > (3).
Data Availability
All data generated or analyzed during this study are included in this published article.
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Gadow, H.S., Farghaly, T.A. & Eldesoky, A.M. In an Acidic Environment, Perimidin-10-one Derivatives were Evaluated as Potential Copper Corrosion Inhibitors (Experimental and Theoretical Examinations). J Bio Tribo Corros 8, 51 (2022). https://doi.org/10.1007/s40735-022-00650-8
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DOI: https://doi.org/10.1007/s40735-022-00650-8