Ингибирование коррозии металла триазолами. Обзор
Аннотация
Коррозия металлов и перспективы ингибирования этого процесса вызывают большой интерес со стороны общества и научных исследователей. Ежегодный глобальный ущерб от коррозии составляет 2,5 триллиона долларов США, что эквивалентно примерно 3,4% мирового валового внутреннего продукта. Внедрение передовых методов предотвращения коррозии может привести к глобальной экономии от 15 до 35% этих затрат. Многочисленные исследования, посвященные соединениям на основе триазолов, были проведены и показали, что они являются эффективными ингибиторами коррозии (ИК) различных металлов в агрессивных средах. Их уникальная электронная структура, обладающая сопряженными π-связями и не поделенными парами электронов на атомах азота, облегчает адсорбцию на металлических поверхностях. Таким образом, происходят физические и химические взаимодействия между активными центрами триазолов и d- орбиталями металлических материалов с образованием пленки на их поверхности. Природа ингибиторной активности раскрывается посредством поляризационных исследований (ИК катодного, анодного или смешанного типа). Набор различных заместителей в триазольном кольце обеспечивает широкий диапазон ингибирующих эффектов. Влияние температуры и концентрации ИК также необходимо учитывать при оценке параметров активации коррозии и адсорбции, что дополнительно подтверждается квантово-химическими расчетами, такими как DFT и моделированием молекулярной динамики (МД). В настоящем обзоре рассмотрены несколько примеров использования различных соединений, на основе замещенных триазолов в качестве эффективных ИК различных металлов в разных агрессивных средах.
Об авторах
И. Meрими
University Mohammed Premier
Марокко
Марокко
LCAE, Fac Sci
B.P. 724, 60000 Oujda
А. Битари
University Mohammed Premier
Марокко
Марокко
Laboratory of Bioresources, Biotechnologies, Ethnopharmacology and Health, Department of Biology, Faculty of Sciences
Oujda
И. Kaддоури
University of Helsinki
Финляндия
Финляндия
Laboratory of Inorganic Chemistry, Department of Chemistry
P.O. Box 55, FI-00014 Helsinki
Н. Резки
Taibah University Al Madinah Munawarah
Саудовская Аравия
Саудовская Аравия
Chemistry Department
P.O.Box 30002
М. Moхамед
University Mohammed Premier
Марокко
Марокко
LCAE, Fac Sci
B.P. 724, 60000 Oujda
Р. Tоузани
University Mohammed Premier
Марокко
Марокко
LCAE, Fac Sci
B.P. 724, 60000 Oujda
Б. Хaммоути
University Mohammed Premier; Ecoles des Hautes Etudes d’Ingénierie
Марокко
Марокко
LCAE, Fac Sci
Centre de Recherche (CREHEIO),
B.P. 724, 60000 Oujda
EHEI, 60000 Oujda
Список литературы
1. M. Lagrenée, B. Mernari, M. Bouanis, M. Traisnel and F. Bentiss, Study of the mechanism and inhibiting efficiency of 3,5-bis(4-methylthiophenyl)-4H-1,2,4-triazole on mild steel corrosion in acidic media, Corros. Sci., 2002, 44, no. 3, 573–588. doi: 10.1016/S0010-938X(01)00075-0
2. Y.G. Avdeev, Protection of metals in phosphoric acid solutions by corrosion inhibitors. Review, Int. J. Corros. Scale Inhib., 2019, 8, no. 4, 760–798. doi: 10.17675/2305-6894-2019-8-4-1
3. H.H. Hassan, E. Abdelghani and M.A. Amin, Inhibition of mild steel corrosion in hydrochloric acid solution by triazole derivatives. Part I. Polarization and EIS studies, Electrochim. Acta, 2007, 52, no. 22, 6359–6366. doi: 10.1016/j.electacta.2007.04.046
4. E. Abdullayev, R. Price, D. Shchukin and Y. Lvov, Halloysite tubes as nanocontainers for anticorrosion coating with benzotriazole, ACS Appl. Mater. Interfaces, 2009, 1, no. 7, 1437–1443.
5. K.R. Ansari, M.A. Quraishi and A. Singh, Schiff’s base of pyridyl substituted triazoles as new and effective corrosion inhibitors for mild steel in hydrochloric acid solution, Corros. Sci., 2014, 79, 5–15. doi: 10.1016/J.CORSCI.2013.10.009
6. K.F. Khaled, Molecular simulation, quantum chemical calculations and electrochemical studies for inhibition of mild steel by triazoles, Electrochim. Acta, 2008, 53, no. 9, 3484– 3492. doi: 10.1016/j.electacta.2007.12.030
7. O.A. Goncharova, A.Y. Luchkin, N.N. Andreev, N.P. Andreeva and S.S. Vesely, Triazole derivatives as chamber inhibitors of copper corrosion, Int. J. Corros. Scale Inhib., 2018, 7, no. 4, 657–672. doi: 10.17675/2305-6894-2018-7-4-12
8. K.F. Khaled, Molecular simulation, quantum chemical calculations and electrochemical studies for inhibition of mild steel by triazoles, Electrochim. Acta, 2008, 53, no. 9, 3484– 3492. doi: 10.1016/j.electacta.2007.12.030
9. S. Maddila, R. Pagadala and S. Jonnalagadda, 1,2,4-Triazoles: A Review of Synthetic Approaches and the Biological Activity, Lett. Org. Chem., 2013, 10, no. 10, 693–714.
10. L.P. Guan, Q.H. Jin, G.R. Tian, K.Y. Chai and Z.S. Quan, Synthesis of some quinoline2(1H)-one and 1,2,4-triazolo[4,3-a] quinoline derivatives as potent anticonvulsants, J. Pharm. Pharm. Sci., 2007, 10, no. 3, 254–262.
11. R. Gujjar, A. Marwaha, F.El Mazouni, J.K. White, K.L. White, S. Creason, D.M. Shackleford, J. Baldwin, W.N. Charman, F.S. Buckner, S. Charman, P.K. Rathod and M.A. Phillips, Identification of a metabolically stable triazolopyrimidine-based dihydroorotate dehydrogenase inhibitor with antimalarial activity in mice, J. Med. Chem., 2009, 52, no. 7, 1864–1872. doi: 10.1021/jm801343r
12. M. Chen, S. Lu, G. Yuan, S. Yang and X. Du, Synthesis and Antibacterial Activity of some Heterocyclic β-Enamino Ester Derivatives with 1,2,3-triazole, Heterocycl. Commun., 2000, 6, no. 5, 421–426. doi: 10.1515/HC.2000.6.5.421
13. Y.A. Al-Soud, M.N. Al-Dweri and N.A. Al-Masoudi, Synthesis, antitumor and antiviral properties of some 1,2,4-triazole derivatives, Il Farmaco, 2004, 59, no. 10, 775–783.
14. M. Ur-Rahman, Y. Mohammad, K.M. Fazili, K.A. Bhat and T. Ara, Synthesis and biological evaluation of novel 3-O-tethered triazoles of diosgenin as potent antiproliferative agents, Steroids, 2017, 118, 1–8. doi: 10.1016/j.steroids
15. M. Huang, Z. Deng, J. Tian and T. Liu, Synthesis and biological evaluation of salinomycin triazole analogues as anticancer agents, Eur. J. Med. Chem., 2017, 127, 900–908. doi: 10.1016/j.ejmech.2016.10.067
16. K. Karrouchi, L. Chemlal, J. Taoufik, Y. Cherrah, S. Radi, M.El Abbes Faouzi and M. Ansar, Synthesis, antioxidant and analgesic activities of Schiff bases of 4- amino1,2,4-triazole derivatives containing a pyrazole moiety, Ann. Pharm. Fr., 2016, 74, no. 6, 431–438. doi: 10.1016/j.pharma.2016.03.005
17. C. Lass-Flörl, Triazole antifungal agents in invasive fungal infections: a comparative review, Drugs, 2011, 71, no. 18, 2405–2419.
18. S. Balabadra, M. Kotni, V. Manga, A.D. Allanki, R. Prasad and P.S. Sijwali, Synthesis and evaluation of naphthyl bearing 1,2,3-triazole analogs as antiplasmodial agents, cytotoxicity and docking studies, Bioorg. Med. Chem., 2017, 25, no. 1, 221–232. doi: 10.1016/j.bmc.2016.10.029
19. P. Khaligh, P. Salehi, M. Bararjanian, A. Aliahmadi, H.R. Khavasi and S.N. Ebrahimi, Synthesis and in Vitro Antibacterial Evaluation of Novel 4-Substituted 1-Menthyl-1,2,3- triazoles, Himalayan Chem. Pharm. Bull., 2016, 64, no. 11, 1589–1596.
20. T. Lee, M. Cho, S.Y. Ko, H.J. Youn, D.J. Baek, W.J. Cho, C.Y. Kang and S. Kim, Synthesis and evaluation of 1,2,3-triazole containing analogues of the immunostimulant α-GalCer, J. Med. Chem., 2007, 50, no. 3, 585–589. doi: 10.1021/jm061243q
21. G. Wang, Z. Peng, J. Wang, X. Li and J. Li, Synthesis, in vitro evaluation and molecular docking studies of novel triazine-triazole derivatives as potential α-glucosidase inhibitors, Eur. J. Med. Chem., 2017, 125, 423–429. doi: 10.1016/j.ejmech.2016.09.067
22. P. Martins, J. Jesus, S.A. Santos, L.R. Raposo, C.R. Rodrigues, P.V. Baptista and A.R. Fernandes, Heterocyclic Anticancer Compounds: Recent Advances and the Paradigm Shift towards the Use of Nanomedicine’s Tool Box, Molecules, 2015, 20, no. 9, 16852–16891. doi: 10.3390/molecules200916852
23. I. Pibri and S. Buscemi, A Recent Portrait of Bioactive Triazoles, Curr. Bioact. Compd., 2010, 6, no. 4, 208–242. doi: 10.2174/157340710793237281
24. D.J. Harding, An Overview of Spin Crossover Nanoparticles, Novel Magn. Nanostruct., 2018, 401–426. doi: 10.1016/B978-0-12-813594-5.00012-6
25. A.R. Katritzky, P. Lue and K. Yannakopoulou, Side-chain elaboration with methyl iodide under lithiation conditions of α-benzotriazolylmethyl 1,2,4-triazole derivatives containing activated methylene groups have also been reported, Tetrahedron, 1990, 46, no. 2, 641–648.
26. I. Merimi, R. Benkaddour, H. Lgaz, N. Rezki, M. Messali, F. Jeffali, H. Oudda and B. Hammouti, Insights into corrosion inhibition behavior of a triazole derivative for mild steel in hydrochloric acid solution, Mater. Today: Proc., 2019, 13, 1008–1022. doi: 10.1016/J.MATPR.2019.04.066
27. I. Merimi, Y.El Ouadi, K.R. Ansari, H. Oudda, B. Hammouti, M.A. Quraishi, F. Faleh Al-blewi, N. Rezki, M.R. Aouad and M. Messali, Adsorption and Corrosion Inhibition of Mild Steel by ((Z)-4-((2,4-dihydroxybenzylidene)amino)-5-methy-2,4 dihydro-3H- 1,2,4-triazole-3-thione) in 1M HCl: Experimental and Computational Study, Anal. Bioanal. Electrochem., 2017, 9, no. 5, 640–659.
28. I. Merimi, Y.EL Ouadi, R. Benkaddour, H. Lgaz, M. Messali, F. Jeffali and B. Hammouti, Improving corrosion inhibition potentials using two triazole derivatives for mild steel in acidic medium: Experimental and theoretical studies, Mater. Today: Proc., 2019, 13, no. 3, 920–930. doi: 10.1016/j.matpr.2019.04.056
29. F. Bentiss, M. Lagrenee, M. Traisnel and J.C. Hornez, The Corrosion Inhibition of Mild Steel in Acidic Media by a New Triazole Derivative, Corros. Sci., 1999, 41, 789–803.
30. S. EL Issami, L. Bazzi, M. Hilali, R. Salghi and S. Kertit, Inhibition of copper corrosion in HCl 0.5 M medium by some triazolic compounds, Ann. Chim. Sci. Matér., 2002, 27, no. 4, 63–72.
31. H.L. Wang, R.B. Liu and J. Xin, Inhibiting effects of some mercaptotriazole derivatives on the corrosion of mild steel in 1.0M HCl medium, Corros. Sci., 2004, 46, 2455–2466. doi: 10.1016/j.corsci.2004.01.023
32. M.A. Quraishi, S. Ahmad and M.Q. Ansari, Inhibition of steel corrosion by some new triazole derivatives in boiling hydrochloric acid, Br. Corros. J., 1997, 32, 297–300. doi: 10.1179/000705997798129223
33. F. Xu and B. Hou, Triazole derivatives ascorrosion inhibitors for mild steel in hydrochloric acid solution, Acta Metall. Sin. (Engl. Lett.), 2009, 22, no. 4, 247–254. doi: 10.1016/S1006-7191(08)60096-4
34. Y. Qiang, S. Zhang, Q. Xiang, B. Tan, W. Li, S. Chen and L. Guo, Halogeno-substituted indazoles against copper corrosion in industrial pickling process: a combined electrochemical, morphological and theoretical approach, RSC Adv., 2018, 8, 38860– 38871. doi: 10.1039/C8RA08238C
35. G.O. Resende, S.F. Teixeira, I.F. Figueiredo, A.A. Godoy, D.J.F. Lougon, B.A. Cotrim, and F.C. Souza, Synthesis of 1,2,3-Triazole Derivatives and Its Evaluation as Corrosion Inhibitors for Carbon Steel, Int. J. Electrochem., 2019, doi: 10.1155/2019/6759478
36. Y.M. Tang, Y. Chen, W.Z. Yang, X.S. Yin, Y. Liu and J.T. Wang, 3,5‐Bis(2‐thienyl)‐4‐ amino‐1,2,4‐triazole as a corrosion inhibitor for copper in acidic media, Anti-Corros. Methods Mater., 2010, 57, 227–233. doi: 10.1108/00035591011075850
37. M.A. Quraishi and R. Sardar, Aromatic Triazoles as Corrosion Inhibitors for Mild Steel in Acidic Environments, Corrosion, 2002, 58, no. 9, 748–755. doi: 10.5006/1.3277657
38. I. Fichtali, W. Laaboudi, E.M.El Hadrami, F.El Aroussi, A. Ben-Tama, M. Benlemlih and S.E. Stiriba, Synthesis, characterization and antimicrobial activity of novel benzophenone derived 1,2,3-triazoles, J. Mater. Environ. Sci., 2016, 7, no. 5, 1633– 1641.
39. I. Elazhary, M.R. Laamari, A. Boutouil, L. Bahsis, M.El Haddad, H. Anane and S.E. Stiriba, Comparative study of 1,2,3-triazole derivatives as corrosion inhibitors of mild steel in sulphuric acid solution, Anti-Corros. Methods Mater., 2019, 66, 544–555. doi: 10.1108/acmm-10-2018-2018
40. S. John, J. Joy, M. Prajila and A. Joseph, Electrochemical, quantum chemical, and molecular dynamics studies on the interaction of 4-amino-4H,3,5-di(methoxy)-1,2,4- triazole (ATD), BATD, and DBATD on copper metal in 1N H2SO4, Mater. Corros., 2011, 62, no. 11, 1031–1041. doi: 10.1002/maco.201005938
41. M.E. Belghiti, Y. Karzazi, A. Dafali, I.B. Obot, E.E. Ebenso, K.M. Emran, I. Bahadur, B. Hammouti and F. Bentiss, Anti-corrosive properties of 4-amino-3,5- bis(disubstituted)-1,2,4-triazole derivatives on mild steel corrosion in 2 M H3PO4 solution: Experimental and theoretical studies, J. Mol. Liq., 2016, 216, 874–886. doi: 10.1016/j.molliq.2015.12.093
42. M. Lashgari, M.R. Arshadi and M. Biglar, Comparative Studies of Some Heterocyclic Compounds as Corrosion Inhibitors of Copper in Phosphoric Acid Media, Chem. Eng. Commun., 2010, 197, no. 10, 1303–1314. doi: 10.1080/00986441003622887
43. L.H. Madkour, S. Kaya and I.B. Obot, Computational, Monte Carlo simulation and experimental studies of some arylazotriazoles (AATR) and their copper complexes in corrosion inhibition process, J. Mol. Liq., 2018, 260, 351–374. doi: 10.1016/j.molliq.2018.01.055
44. Q.A. Jawad, A.Q. Hameed, M.K. Abood, A.A. Al-Amiery, L.M. Shaker, A.A.H. Kadhum and M.S. Takriff, Synthesis and comparative study of novel triazole derived as corrosion inhibitor of mild steel in HCl medium complemented with DFT calculations, Int. J. Corros. Scale Inhib., 2020, 9, no. 2, 688–705. doi: 10.17675/2305- 6894-2020-9-2-19
45. Yu.I. Kuznetsov, Triazoles as a class of multifunctional corrosion inhibitors. Review. Part II. 1,2,3-Benzotriazole and its derivatives. Iron and steels, Int. J. Corros. Scale Inhib., 2020, 9, no. 3, 780–811. doi: 10.17675/2305-6894-2020-9-3-1
46. Yu.I. Kuznetsov, Triazoles as a class of multifunctional corrosion inhibitors. A review. Part I. 1,2,3-Benzotriazole and its derivatives. Copper, zinc and their alloys, Int. J. Corros. Scale Inhib., 2018, 7, no. 3, 271–307. doi: 10.17675/2305-6894-2018-7-3-1
47. B. Jiang, S.L. Jiang, X. Liu, A.L. Ma and Y.G. Zheng, Corrosion Inhibition Performance of Triazole Derivatives on Copper-Nickel Alloy in 3.5 wt.% NaCl Solution, J. Mater. Eng. Perform., 2015, 24, no. 12, 4797–4808. doi: 10.1007/s11665-015-1759-8
48. M. Damej, D. Chebabe, S. Abbout, H. Erramli, A. Oubair and N. Hajjaji, Corrosion inhibition of brass 60Cu–40Zn in 3% NaCl solution by 3-amino-1,2,4-triazole-5-thiol, Heliyon, 2020, 6, no. 6, e04026. doi: 10.1016/j.heliyon.2020.e04026
49. El-S.M. Sherif, R.M. Erasmus and J.D. Comins, Corrosion of copper in aerated acidic pickling solutions and its inhibition by 3-amino-1,2,4-triazole-5-thiol, J. Colloid Interface Sci., 2006, 306, no. 1, 96–104. doi: 10.1016/j.jcis.2006.10.029
50. P.D.R. Kumari, J. Nayak and A.N. Shetty, 3-Methyl-4-amino-5-mercapto-1,2,4-triazole as corrosion inhibitor for 6061/Al-15(vol-%) SiC(p) composite in 0.5 M sodium hydroxide solution, J. Mater. Environ. Sci., 2011, 2, no. 4, 387–402.
51. A.Al Maofari, G. Ezznaydy, Y. Idouli, F. Guédira, S. Zaydoun, N. Labjar and S.El Hajjaji, Inhibitive action of 3,4'-bi-1,2,4-Triazole on the corrosion of copper in NaCl 3% solution, J. Mater. Environ. Sci., 2014, 5, no. 1, 2081–2085.
52. L.H. Madkour, S. Kaya and I.B. Obot, Computational, Monte Carlo simulation and experimental studies of some arylazotriazoles (AATR) and their copper complexes in corrosion inhibition process, J. Mol. Liq., 2018, 260, 351–374. doi: 10.1016/j.molliq.2018.01.055
53. M.D. Plotnikova, A.D. Solovyev, A.B. Shein, A.N. Bakiev and A.S. Sofronov, New inhibitors based on substituted 1,2,4-triazoles for mild steel in hydrochloric acid solutions, Int. J. Corros. Scale Inhib., 2021, 10, no. 3, 1230–1244. doi: 10.17675/2305- 6894-2021-10-3-23
54. A. Zarrouk, B. Hammouti, S.S. Al-Deyab, R. Salghi, H. Zarrok, C. Jama and F. Bentiss, Corrosion inhibition performance of 3, 5-diamino-1, 2, 4-triazole for protection of copper in nitric acid solution, Int. J. Electrochem. Sci., 2012, 7, no. 7, 5997–6011.
55. A.S. Fouda, M.A. El-Morsi, M. Gaber and M. Fakeeh, A comparative study of the corrosion inhibition of carbon steel in HCl solution by 1‐[(5‐mercapto‐1H‐1,2,4‐triazole‐ 3‐yl) diazenyl] naphthalene‐2‐ol (HL) and its manganese complex, Chem. Data Collect., 2020, 28, 100479. doi: 10.1016/j.cdc.2020.100479
56. S.El Issami, L. Bazzi, A. Benlhachemi, R. Salghi, B. Hammouti and S. Kertit, Triazolic compounds as corrosion inhibitors for copper in hydrochloric acid, Pigm. Resin Technol., 2007, 36, no. 3, 161–168. doi: 10.1108/03699420710749027
57. B. El Ibrahimi, A. Soumoue, A. Jmiai, H. Bourzi, R. Oukhrib, K. El Mouaden, S. El Issami and L. Bazzi, Computational study of some triazole derivatives (un- and protonated forms) and their copper complexes in corrosion inhibition process, J. Mol. Struct., 2016, 1125, 93–102. doi: 10.1016/j.molstruc.2016.06.057
Рецензия
Для цитирования:
Meрими И., Битари А., Kaддоури И., Резки Н., Moхамед М., Tоузани Р., Хaммоути Б. Ингибирование коррозии металла триазолами. Обзор. Коррозия: защита материалов и методы исследований. 2023;(3):17-36.
For citation:
Merimi I., Bitari A., Kaddouri Y., Rezki N., Mounir M., Touzani R., Hammouti B. Metal Corrosion Inhibition by Triazoles: A Review. Title in english. 2023;(3):17-36. (In Russ.)
Просмотров:
140
Послать статью по эл. почте 