Experimental and theoretical investigation on adsorption and corrosion inhibition properties of imidazopyridine derivatives on mild steel in hydrochloric acid solution

Imidazopyridine derivatives, namely 4‐methoxy‐N‐((2‐(4‐methoxyphenyl)H‐imidazo[1,2‐a]pyridin‐3‐yl)methylene)benzenamine (MMPIPB) and 4‐chloro‐N‐((2‐(4‐methoxyphenyl)H‐imidazo[1,2‐a]pyridin‐3yl)methylene)benzenamine (CMPIPB), were investigated as inhibitors for mild steel corrosion in 15% HCl solution using the weight loss and electrochemical techniques. According to electrochemical impedance spectroscopy studies, MMPIPB and CMPIPB show corrosion inhibition efficiency of 84.8 and 77.2% at 10‐ppm concentration and 98.1 and 94.8% at 80‐ppm concentration, respectively at 303 K. The corrosion inhibition efficiency of both inhibitors increased with increasing inhibitor concentration and decreased with increasing temperature. The adsorption of both inhibitor molecules on the surface of mild steel obeys Langmuir adsorption isotherm. Polarization studies showed that both studied inhibitors were of mixed type in nature. Electrochemical impedance spectroscopy studies showed that for both inhibitors, the value of charge transfer resistance increased and double‐layer capacitance decreased on increasing the concentration of inhibitors. Scanning electron microscopy, energy‐dispersive X‐ray spectroscopy (EDX), and atomic force microscopy were performed for surface study. The density functional theory was employed for theoretical calculations. Copyright © 2014 John Wiley & Sons, Ltd.     

Tetrazolo[1,5‐a]quinoline‐4‐carbaldehyde and its Schiff base on mild steel as corrosion inhibitor in 1 M HCl solution: electrochemistry,theoretical and SEM surface analysis

The corrosion inhibition impact of two quinoline derivatives, viz tetrazolo [1,5‐a] quinoline‐4‐carbaldehyde ( TQC ) and (Z) ?5‐methyl‐N‐(tetrazolo [1,5‐a] quinolin‐4‐ylmethylene) thiazol‐2‐amine ( MTQT ), has been examined against mild steel in 1 M HCl solution using conventional weight loss, potentiodynamic polarization, linear polarization, electrochemical impedance spectroscopy, quantum chemical, and scanning electron microscopic studies. The experimental results have showed that TQC and MTQT revealed a good corrosion inhibition and that the inhibition efficiency increases with the increase of concentration of inhibitor to attain 94.54% for TQC and 99.25% for MTQT at 25 ppm. Polarization measurements suggest that TQC and MTQT act as a mixed‐type inhibitor. A synergism between inhibitors can be observed by polarization measurements. Electrochemical impedance spectroscopy measurements show an increase of the transfer resistance with the inhibitor concentration. Adsorption of TQC and MTQT on the mild steel surfaces in 1 N HCl solution follows the Langmuir adsorption isotherm model. Furthermore, quantum chemical calculations have been conducted using B3LYP functional and 6‐31G(d,p) basis set to complement the experimental evidences. Copyright © 2015 John Wiley & Sons, Ltd.     

Schiff’s base derived from the pharmaceutical drug Dapsone (DS) as a new and effective corrosion inhibitor for mild steel in hydrochloric acid

The inhibition ability of Dapsone’s Schiff’s base with salicylaldehyde (1:2) for mild steel corrosion in 1 M HCl solution at 308 K was studied by means of potentiodynamic polarization, electrochemical impedance spectroscopy techniques, and gravimetric analysis. Results showed that Dapsone salicylaldehyde performed well as a good inhibitor for mild steel in 1 M HCl solution with maximum inhibition efficiency of 95 % at 500 ppm. The adsorption isotherm of the inhibitor followed the Langmuir adsorption. The value of free energy of adsorption showed that it is a spontaneous process and followed typical physical adsorption.     

Study on the Inhibition of Mild Steel Corrosion by Cationic Gemini Surfactant in 1 M HCl

The cationic gemini surfactant 1,2-bis(N-tetradecyl-N,N-dimethylammonium)ethane dibromide (14-2-14) was synthesized using a previously described method. The surfactant was characterized using ¹H NMR. The corrosion inhibition effect of 14-2-14 on mild steel in 1 M HCl at temperatures 30–60°C was studied using weight loss measurements, potentiodynamic polarization measurements and electrochemical impedance spectroscopy. Morphology of the corroded mild steel specimens was examined using scanning electron microscopy (SEM). The results of the studies show that gemini surfactant is an efficient inhibitor for mild steel corrosion in 1 M HCl; the maximum inhibition efficiency (IE) of 98.06% is observed at surfactant concentration of 100 ppm at 60°C. The %IE increases with the increasing inhibitor concentration and temperature. The adsorption of inhibitor on the mild steel surface obeys Langmuir adsorption isotherm. SEM studies confirmed smoother surface for inhibited mild steel specimen.     

Theoretical and experimental approach of inhibition effect by sulfamethoxazole on mild steel corrosion in 1‐M HCl

The inhibition effect of sulfamethoxazole on mild steel corrosion in 1‐M hydrochloric acid solution is investigated by electrochemical and quantum chemical measurements. Electrochemical polarization studies show that sulfamethoxazole acts as a mixed‐type corrosion inhibitor. The adsorption of the inhibitor on mild steel in 1‐M hydrochloric acid system is studied at different temperatures (303‐333 K). The adsorption of sulfamethoxazole on mild steel surface is an exothermic process and obeys the Temkin adsorption isotherm. Based on the potential of zero charge values and quantum chemical parameters, the mechanism of adsorption is proposed.     

Synthesis and Fungicidal Activity of (1Z, 3Z)‐4,4‐Dimethyl‐1‐substitutedphenyl‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐pent‐1‐en‐3‐one O‐[2,4‐dimethylthiazole(or 4‐methyl‐1,2,3‐thiadiazole)]‐5‐carbonyl Oximes

A series of novel (Z)‐1‐tert‐butyl (or phenyl)‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐ethanone O‐[2,4‐dimethylthiazole (or 4‐methyl‐1,2,3‐thiadiazole) ?5‐carbonyl] oximes 5a – 5c and (1Z, 3Z)‐4,4‐dimethyl‐1‐substitutedphenyl‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐pent‐1‐en‐3‐one O‐[2,4‐dimethylthiazole (or 4‐methyl‐1,2,3‐thiadiazole)‐5‐carbonyl] oximes 6a – 6e were synthesized by the condensations of (Z)‐1‐tert‐butyl (or phenyl)‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐ethanone oximes 3 or (1Z, 3Z)‐4,4‐dimethyl‐1‐substitutedphenyl‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐pent‐1‐en‐3‐one oximes 4 with 2,4‐dimethylthiazole‐5‐carbonyl chloride or 4‐methyl‐1,2,3‐thiadiazole‐5‐carbonyl chloride in the basic condition. Their structures were confirmed by IR, ¹H NMR, mass spectroscopy, and elemental analyses. The results of preliminary bioassays showed the title compounds 5 and 6 exhibited moderate to good fungicidal activities. For example, compound 6c possessed 86.4% inhibition against Fusarium oxysporum, and compound 6b exhibited 86.4 and 100% inhibition against Fusarium oxysporum and Cercospora arachidicola Hori at the concentration of 50 mg/L, respectively.     

A Green Synthesis of 2‐Amino‐4‐(9H‐carbazole‐3‐yl)thiophene‐3‐carbonitriles by a Step‐wise and One‐pot Three‐component Gewald Reaction

An eco‐friendly method has been developed for the synthesis of 2‐amino‐4‐(9H‐carbazole‐3‐yl)thiophene‐3‐carbonitriles from preliminary carbazole ( 1 ) through an intermediate of 2‐(1‐(9H‐carbazole‐3‐yl)ethylidene)malononitriles using the Knoevenagel condensation followed by the Gewald reaction. On the other hand, the target compounds could also be prepared in a one‐pot three‐component manner by treating equimolar quantities of 1‐(9H‐carbazole‐3‐yl)ethanone ( 3 ), malononitrile, and elemental sulfur. The merits of this preparation are mild reaction conditions. The Gewald reaction is executed with inorganic base NaHCO₃ (H₂O) in tetrahydrofuran, easy work‐up procedure with good yields.     

Inhibition of CTAB on the Corrosion of Mild Steel in Hydrochloric Acid

The inhibition effect of cetyl trimethyl ammonium bromide (CTAB) on the corrosion of mild steel in 1.0 mol L^?1 hydrochloric acid (HCl) has been studied at different temperatures (25–60°C) by weight loss and potentiodynamic polarization methods. The results reveal that CTAB behaves as an effective inhibitor in 1.0 mol L^?1 HCl, and the inhibition efficiency increases with the inhibitor concentration. Polarization curves show that CTAB is a mixed-type inhibitor in hydrochloric acid. The results obtained from weight loss and polarizations are in good agreement. The effect of immersion time on corrosion inhibition has also been examined and is discussed. The adsorption of inhibitor on mild steel surface obeys the Langmuir adsorption isotherm equation. Thermodynamic parameters have been obtained by adsorption theory. The inhibition effect is satisfactorily explained by the parameters.     

Synthesis,Crystal Structure,and Fungicidal Activity of Novel 1,5‐Diaryl‐1H‐Pyrazol‐3‐Oxy Derivatives Containing Oxyacetic Acid or Oxy(2‐thioxothiazolidin‐3‐yl)ethanone Moieties

A series of novel 1,5‐diaryl‐1H‐pyrazol‐3‐oxy derivatives containing oxyacetic acid or oxy(2‐thioxothiazolidin‐3‐yl)ethanone moieties were prepared from methyl 3‐arylacrylates via a serial of reactions included addition‐cyclization, oxidation, substitution, hydrolysis, and condensation. Their structures were confirmed by ¹H‐NMR, ¹³C‐NMR, IR, and elemental analysis. In addition, the crystal structure of the compound 2‐(1,5‐diphenyl‐1H‐pyrazol‐3‐yloxy)‐1‐(2‐thioxothiazolidin‐3‐yl)ethanone was determined by single crystal X‐ray diffraction analysis. Bioassay results indicated that the compound 2‐(5‐(4‐chlorophenyl)‐1‐phenyl‐1H‐pyrazol‐3‐yloxy)‐1‐(2‐thioxo‐thiazolidin‐3‐yl)ethanone exhibited moderate inhibitory activity against Gibberella zeae at the dosage of 10 μg mL^?1.     

Hydroclathrus clathratus marine alga as a green inhibitor of acid corrosion of mild steel

The corrosion inhibitive and adsorption behaviors of Hydroclathrus clathratus on mild steel in 1 M HCl and 1 M H₂SO₄ solutions at 303, 313 and 323 K were investigated by weight loss, electrochemical, and surface analysis techniques. The results show that H. clathratus acts as an inhibitor of corrosion of mild steel in acid media. The inhibition efficiency was found to increase with increase in inhibitor concentration but to decrease with rise in temperature, suggestive of physical adsorption. The adsorption of the inhibitor onto the mild steel surface was found to follow the Temkin adsorption isotherm. The inhibition mechanism was further corroborated by the results obtained from electrochemical methods. Scanning electron microscopy (SEM) and atomic force microscopy (AFM) analyses supported the inhibitive action of the alga against acid corrosion of mild steel.     

Electrochemical and Theoretical Studies of 1-Alkyl-2-substituted Benzimidazoles as Corrosion Inhibitors for Carbon Steel Surface in HCl Medium

The inhibition efficiencies of newly synthesized four 1-alkyl-2-substituted benzimidazole compounds(a~d) have been studied for the corrosion of carbon steel in 1.0 M HCl by using potentiodynamic polarization measurement. The four inhibitors act as mixed-type inhibitors,which mainly inhibit cathodes. The inhibition efficiency of these compounds enhanced when the concentration of the inhibitors increased. A theoretical study of the corrosion inhibition efficiency of these compounds was carried out by using the B3 LYP level with the 6-31+G* basis set. Considering the solvent effect,the IEFPCM model was selected. Furthermore,the adsorption energies of the inhibitors with the iron(001) surface were studied by using molecular dynamic(MD) simulations. The theoretical results show that these inhibitors all exhibit several adsorption active-centers. Meanwhile,the MD simulations indicate that the adsorption occurs mostly through benzene ring and the lone pair electrons of the nitro atoms. These results demonstrated that the theoretical studies and MD simulations are reliable and promising methods for analyzing the inhibition efficiency of organic inhibitors.     

The effect of some triazole derivatives as inhibitors for the corrosion of mild steel in 5 % hydrochloric acid

Corrosion inhibition by triazole derivatives (n-MMT) on mild steel in 5 % hydrochloric acid (HCl) solutions has been investigated by weight loss and electrochemical methods. The results obtained revealed that these compounds performed excellently as corrosion inhibitors for mild steel in HCl solution. Potentiodynamic polarization studies showed that they suppressed both the anodic and cathodic processes and inhibited the corrosion of mild steel by blocking the active site of the metal. The effect of temperature on the corrosion behavior of mild steel in 5 % HCl with the addition of different concentrations of the inhibitors was studied in the temperature range from 303 to 333 K. The associated activation corrosion and free adsorption energies were determined. The adsorption of these compounds on the mild steel surface obeys the Langmuir adsorption isotherm. The effect of molecular structure on the inhibition efficiency has been investigated by quantum chemical calculations. The electronic properties of inhibitors were calculated and are discussed.     

绿色聚天冬氨酸复配缓蚀剂对A3碳钢的缓蚀抑雾作用

采用失重法和极化曲线法研究了聚天冬氨酸(PASP)和十二烷基酚聚氧乙烯醚(OP-10)复配对A3碳钢在6mol·L-1HCl腐蚀介质中的协同吸附行为及缓蚀抑雾作用.结果表明:复配缓蚀剂可有效抑制A3碳钢在HC1介质中的腐蚀,当PASP浓度为20g·L-1,缓蚀率可达94%,抑雾率83%;随着温度的升高,复配缓蚀剂的缓蚀性能下降.复合缓蚀剂在钢表面的吸附符合校正的Langmuir模型,吸附过程为放热、熵减的自发过程;复配体系属于阳极型缓蚀剂.     

Quantum chemical calculation for the inhibitory effect of compounds

The effects of the molecular structure on the corrosion inhibition efficiency are investigated by nine methods of calculations. The selected thio compounds were previously identified as corrosion inhibitors for mild steel in the 1.0 M HCl solution. The electronic properties such as highest occupied molecular orbital (EHOMO) energy, lowest unoccupied molecular orbital (ELUMO) energy, dipole moment (μ), and Fukui indices are calculated and discussed. Results show that the corrosion inhibition efficiency increase with the increase in both EHOMO and μ values, respectively, and decrease in ELUMO. QSAR approach is utilized in this study; a good relationship is found between the experimental corrosion inhibition efficiency (IE_exp, %) and the theoretical corrosion inhibition efficiency (IE_theor, %). The calculated inhibition efficiency is found closer to the experimental inhibition efficiency with a coefficient of correlation (R ²) of 0.875.     

Inhibition effect of environmentally benign Karanj (Pongamia pinnata) seed extract on corrosion of mild steel in hydrochloric acid solution

The inhibition of the corrosion of mild steel in hydrochloric acid solution by the seed extract of Karanj (Pongamia pinnata) has been studied using weight loss, electrochemical impedance spectroscopy, potentiodynamic polarization, and linear polarization techniques. Inhibition was found to increase with increasing concentration of the extract. The effect of temperature, immersion time, and acid concentration on the corrosion behavior of mild steel in 1 M HCl with addition of extract was also studied. The adsorption of the extract on the mild steel surface obeyed the Langmuir adsorption isotherm. Values of inhibition efficiency calculated from weight loss, potentiodynamic polarization, and electrochemical impedance spectroscopy are in good agreement. Polarization curves showed that Karanj (P. pinnata) seed extract behaves as a mixed-type inhibitor in hydrochloric acid. The activation energy as well as other thermodynamic parameters for the inhibition process was calculated. The adsorbed film on mild steel surface containing Karanj (P. pinnata) seed extract inhibitor was also measured by Fourier transform infrared spectroscopy. The results obtained showed that the seed extract of Karanj (P. pinnata) could serve as an effective inhibitor of the corrosion of mild steel in hydrochloric acid media.     

Investigation on corrosion inhibition effect of N-[4-(1,3-benzo[d]thiazol-2-ylcarbamoyl)phenyl]quinoline-6-carboxamide as a novel organic inhibitor on mild steel in 1N HCl at different temperatures: Experimental and theoretical study

A new novel organic corrosion inhibitor N-[4-(1,3-benzo[d]thiazol-2-ylcarbamoyl)phenyl]quinoline-6-carboxamide (NBCPQC) has been synthesized. The synthesized novel organic inhibitor NBCPQC used to be carried out on mild steel corrosion in 1N HCl for the first time. The studied inhibitor was once evaluated as corrosion inhibitor for mild steel in 1N of HCl solution using electrochemical research which advocated that a protective film is form by the process of inhibitor absorption on the surface of mild steel. Inhibitor shows a better inhibiton efficiency of maximum above 90% in 1N HCl medium. Inhibitors show a better efficiency by way of reducing and sluggish down the corrosion process however on growing the temperature it is weakened on controlling corrosion. In addition to this adsorption isothermal models had been interpreted to fit the adsorption behaviour of the inhibitor compound on mild steel surface. Thus the result reveals that the compound shows a Langmuir adsorption isotherm.     

辛烷基二甲基苄基季铵盐离子液体对Q235钢的缓蚀性能

利用失重分析、 极化曲线、 电化学阻抗谱和扫描电子显微镜等研究了辛烷基二甲基苄基季铵盐离子液体(ODBA)对1 mol/L盐酸溶液中Q235钢的缓蚀性能, 并分析了其在Q235钢表面的吸附行为. 失重分析结果表明, 随着ODBA浓度的增加, 缓蚀效率逐渐提高, 在ODBA质量浓度为0.2 g/L、 温度为30 ℃时, 缓蚀效率可达95.53%; 电化学测试结果与失重分析结果一致; 热力学研究结果表明, ODBA在碳钢表面的吸附是放热过程, 且遵循Langmuir吸附等温线, 是以化学吸附为主的混合型吸附; 同步热分析测试表明ODBA具有良好的热稳定性.     

An Expedient Method for the Synthesis of 1,2,4‐Triazolo‐fused 1,5‐Benzodiazepine, 1,5‐Benzoxazepine,and 1,5‐Benzothiazepine Scaffolds: A Novel Seven‐membered Ring System of Biological Interest

New heterocyclic compounds 1‐(3‐methyl‐9H‐dibenzo[b,f][1,2,4]triazolo[4,3‐d][1,4]diazepin‐6‐yl)ethanone 8a , 1‐(3‐methyldibenzo[b,f][1,2,4]triazolo[4,3‐d][1,4]oxazepin‐6‐yl)ethanone 8b , and 1‐(3‐methyldibenzo[b,f][1,2,4]triazolo[4,3‐d][1,4]thiazepin‐6‐yl)ethanone 8c are synthesized from benzodiazepinone, benzoxazepinone, and benzothiazepinone derivatives. These heterocyclic scaffolds have wide medicinal importance. Best results were obtained in antibacterial screening against Escherichia coli, Enterobacter cloacae, and Staphylococcus aureus and antifungal screening against Candida albicans and Fusarium oxysporum. 1,1‐Diphenyl‐2‐picrylhydrazyl radical scavenging activities of compounds 6c , 7c , and 8c were tested in doses 10, 20, 30, 40, and 50 μg/mL and were expressed as IC₅₀ values and percent of inhibition with means ± standard deviation of three different concentrations of synthesized compounds. The assignment of the structures of synthesized compounds was made by thin‐layer chromatography, elemental analysis, IR, ¹H‐NMR, ¹³C‐NMR, and liquid chromatography–mass spectrometry.     

Synthesis and Fungicidal Activity of 5‐Aryl‐1‐(aryloxyacetyl)‐3‐(tert‐butyl or phenyl)‐4‐(1H‐1,2,4‐triazol‐1‐yl)‐4,5‐dihydropyrazole

A series of novel 5‐aryl‐1‐(aryloxyacetyl)‐3‐(tert‐butyl or phenyl)‐4‐(1H‐1,2,4‐triazol‐1‐yl)‐4,5‐dihydropyrazole 3a – 3n were synthesized by the annulation of 2‐aryloxyacetohydrazides with 3‐aryl‐1‐t‐butyl (or phenyl)‐2‐(1H‐1,2,4‐triazol‐1‐yl)prop‐2‐en‐1‐ones ( 2 ) in the presence of a catalytic amount of acetic acid. Compounds 2 were obtained by the Knoevenagel reactions of 1‐t‐butyl (or phenyl)‐2‐(1H‐1,2,4‐triazol‐1‐yl)ethanone ( 1 ) with aromatic aldehydes in the presence of piperidine. Their structures were confirmed by IR, ¹H‐NMR, ESI‐MS, and elemental analyses. The preliminary bioassay indicated that some compounds displayed moderate to excellent fungicidal activity. For example, compounds 3l , 3m , and 3n possessed 100% inhibition against Cercospora arachidicola Hori at the concentration of 50 mg/L.