Journal of Electrochemical Science and Technology

The Korean Electrochemical Society (한국전기화학회)
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Arylamino Substituted Mercaptoimidazole Derivatives as New Corrosion Inhibitors for Carbon Steel in Acidic Media: Experimental and Computational Study

  • Duran, Berrin (Eskisehir Osmangazi University, Faculty of Science and Letters, Department of Chemistry) ;
  • Yurttas, Leyla (Anadolu University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry) ;
  • Duran, Murat (Eskisehir Osmangazi University, Faculty of Science and Letters, Department of Chemistry)
  • Received : 2021.01.14
  • Accepted : 2021.03.08
  • Published : 2021.08.28
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Abstract

Two arylamino substituted mercaptoimidazole derivatives namely 4,5-dimethyl-1-(phenylamino)-1H-imidazole-2(3H)-thione (I1) and 4,5- dimethyl-1-((p-chlorophenyl)amino)- 1H-imidazole-2(3H)-thione (I2) were synthesized and investigated as corrosion inhibitors for carbon steel in 0.5 M HCl solution by means of electrochemical impedance spectroscopy (EIS), potentiodynamic polarization, ATR-FTIR spectroscopy and SEM. The results showed that the investigated mercaptoimidazole derivatives act as mixed type inhibitors and inhibition efficiency follows the I2>I1 order. Adsorption of inhibitors on metal surface was found to obey the Langmuir adsorption isotherm. Thermodynamic parameters revealed that adsorption of the inhibitors has both physisorption and chemisorption adsorption mechanism. Electrochemical test results were supported by quantum chemical parameters obtained from DFT calculations.

Keywords

Acknowledgement

The authors are grateful to Eskisehir Osmangazi University (ESOGU) for financial support. This work was supported by the Commission of Scientific Research Projects of ESOGU (Grant Number: 201819068).

References

  1. J. Ma, N.A. Choudhury, Y. Sahai, Renew. Sust. Energ. Rev., 2010, 14(1), 183-199. https://doi.org/10.1016/j.rser.2009.08.002
  2. K.M. Usher, A.H. Kaksonen, I. Cole, D. Marney, Int. Biodeter. Biodegr., 2014, 93, 84-106. https://doi.org/10.1016/j.ibiod.2014.05.007
  3. X.H. Li, S.D. Deng, H. Fu, T.H. Li, Electrochim. Acta, 2009, 54(16), 4089-4098. https://doi.org/10.1016/j.electacta.2009.02.084
  4. M.A. Hegazy, A.Y. El-Etre, M. El-Shafaie, K.M. Berry, J. Mol. Liq., 2016, 214, 347-356. https://doi.org/10.1016/j.molliq.2015.11.047
  5. J.H. Al-Fahemi, M. Abdallah, E.A.M. Gad, B.A.A.L. Jahdaly, J. Mol. Liq., 2016, 222, 1157-1163. https://doi.org/10.1016/j.molliq.2016.07.085
  6. P.E. Alvarez, M.V. Fiori-Bimbi, A. Neske, S.A. Brandan, C.A. Gervasi, J. Ind. Eng. Chem., 2018, 58, 92-99. https://doi.org/10.1016/j.jiec.2017.09.012
  7. Z.Y. Hu, Y.B. Meng, X.M. Ma, H.L. Zhu, J. Li, C. Li, D.L. Cao, Corros. Sci., 2016, 112, 563-575. https://doi.org/10.1016/j.corsci.2016.08.012
  8. D. Daoud, T. Douadi, H. Hamani, S. Chafaa, M. AlNoaimi, Corros. Sci., 2015, 94, 21-37. https://doi.org/10.1016/j.corsci.2015.01.025
  9. E. Gutierrez, J.A. Rodriguez, J. Cruz-Borbolla, J.G. Alvarado-Rodriguez, P. Thangarasu, Corros. Sci., 2016, 108, 23-35. https://doi.org/10.1016/j.corsci.2016.02.036
  10. I.B. Obot, N.K. Ankah, A.A. Sorour, Z.M. Gasem, K. Haruna, Sustain. Mater. Techno., 2017, 14, 1-10. https://doi.org/10.1016/j.susmat.2017.09.001
  11. X.M. Wang, H.Y. Yang, F.H. Wang, Corros. Sci., 2011, 53(1), 113-121. https://doi.org/10.1016/j.corsci.2010.09.029
  12. S.E. Kaskah, M. Pfeiffer, H. Klock, H. Bergen, G. Ehrenhaft, P. Ferreira, J. Gollnick, C.B. Fischer, Surf. Interfaces, 2017, 9, 70-78. https://doi.org/10.1016/j.surfin.2017.08.002
  13. R.W. Revie, H.H. Uhlig, Corrosion and Corrosion Control: An Introduction to Corrosion Science and Engineering, fourth ed., Wiley, 2006.
  14. I.B. Obot, S.A. Umoren, Z.M. Gasem, R. Suleiman, B. El Ali, J. Ind. Eng. Chem., 2015, 21, 1328-1339. https://doi.org/10.1016/j.jiec.2014.05.049
  15. I.B. Obot, N.O. Obi-Egbedi, Mater. Chem. Phys., 2010, 122(2-3), 325-328. https://doi.org/10.1016/j.matchemphys.2010.03.037
  16. I.B. Obot, N.O. Obi-Egbedi, S.A. Umoren, Corros. Sci., 2009, 51(8), 1868-1875. https://doi.org/10.1016/j.corsci.2009.05.017
  17. I.B. Obot, N.O. Obi-Egbedi, Corros. Sci., 2010, 52(1), 198-204. https://doi.org/10.1016/j.corsci.2009.09.002
  18. M.M. Kabanda, L.C. Murulana, M. Ozcan, F. Karadag, I. Dehri, I.B. Obot, E.E. Ebenso, Int. J. Electrochem. Soc., 2012, 7(6), 5035-5056.
  19. I.B. Obot, N.O. Obi-Egbedi, Curr. Appl. Phys., 2011, 11(3), 382-392. https://doi.org/10.1016/j.cap.2010.08.007
  20. T.K. Chaitra, K.N.S. Mohana, H.C. Tandon, J. Mol. Liq., 2015, 211, 1026-1038. https://doi.org/10.1016/j.molliq.2015.08.031
  21. K. Hu, J. Zhuang, J.T. Ding, Z. Ma, F. Wang, X.G. Zeng, Corros. Sci., 2017, 125, 68-76. https://doi.org/10.1016/j.corsci.2017.06.004
  22. D.S. Chauhan, K.R. Ansari, A.A. Sorour, M.A. Quraishi, H. Lgaz, R. Salghi, Int. J. Biol. Macromol., 2018, 107, 1747-1757. https://doi.org/10.1016/j.ijbiomac.2017.10.050
  23. P. Dohare, D.S. Chauhan, A.A. Sorour, M.A. Quraishi, Mater. Discov., 2017, 9, 30-41. https://doi.org/10.1016/j.md.2017.11.001
  24. R. Solmaz, G. Kardas, B. Yazici, M. Erbil, Colloid Surface A, 2008, 312(1), 7-17. https://doi.org/10.1016/j.colsurfa.2007.06.035
  25. A.A. Al-Sarawya, A.S. Fouda, W.A.S. El-Dein, Desalination, 2008, 229(1-3), 279-293. https://doi.org/10.1016/j.desal.2007.09.013
  26. A.S. Fouda, A.A. Al-Sarawy, E.E. El-Katori, Desalination, 2006, 201(1-3), 1-13. https://doi.org/10.1016/j.desal.2006.03.519
  27. A.Y. Musa, A.A.H. Kadhum, A.B. Mohamad, M.S. Takriff, A.R. Daud, S.K. Kamarudin, Corros. Sci., 2010, 52(2), 526-533. https://doi.org/10.1016/j.corsci.2009.10.009
  28. F. Bentiss, M. Traisnel, M. Lagrenee, Corros. Sci., 2000, 42(1), 127-146. https://doi.org/10.1016/S0010-938X(99)00049-9
  29. F. Bentiss, M. Lagrenee, M. Traisnel, J.C. Hornez, Corros. Sci., 1999, 41(4), 789-803. https://doi.org/10.1016/S0010-938X(98)00153-X
  30. Z. Zhang, S.H. Chen, Y.H. Li, S.H. Li, L. Wang, Corros. Sci., 2009, 51(2), 291-300. https://doi.org/10.1016/j.corsci.2008.10.040
  31. H.O. Curkovic, E. Stupnisek-Lisac, H. Takenouti, Corros. Sci., 2010, 52(2), 398-405. https://doi.org/10.1016/j.corsci.2009.09.026
  32. O. Benali, L. Larabi, Y. Harek, J. Saudi Chem. Soc, 2010, 14(2), 231-235. https://doi.org/10.1016/j.jscs.2010.02.020
  33. O. Benali, L. Larabi, M. Traisnel, L. Gengembre, Y. Harek, Appl. Surf. Sci., 2007, 253(14), 6130-6139. https://doi.org/10.1016/j.apsusc.2007.01.075
  34. A. Ghanbari, M.M. Attar, M. Mahdavian, Mater. Chem. Phys., 2010, 124(2-3), 1205-1209. https://doi.org/10.1016/j.matchemphys.2010.08.058
  35. M. Duran, S. Demirayak, Med. Chem. Res., 2013, 22(9), 4110-4124. https://doi.org/10.1007/s00044-012-0411-5
  36. J. Aljourani, K. Raeissi, M.A. Golozar, Corros. Sci., 2009, 51(8), 1836-1843. https://doi.org/10.1016/j.corsci.2009.05.011
  37. F. Bentiss, M. Lebrini, M. Lagrenee, Corros. Sci., 2005, 47(12), 2915-2931. https://doi.org/10.1016/j.corsci.2005.05.034
  38. J.G. Schantl, I.M. Lagoja, Heterocycles, 1997, 45(4), 691-700. https://doi.org/10.3987/COM-96-7715
  39. R. Solmaz, E. Altunbas, G. Kardas, Mater. Chem. Phys., 2011, 125(3), 796-801. https://doi.org/10.1016/j.matchemphys.2010.09.056
  40. A. Chetouani, A. Aouniti, B. Hammouti, N. Benchat, T. Benhadda, S. Kertit, Corros. Sci., 2003, 45(8), 1675-1684. https://doi.org/10.1016/S0010-938X(03)00018-0
  41. M. Behpour, S.M. Ghoreishi, N. Soltani, M. SalavatiNiasari, Corros. Sci., 2009, 51(5), 1073-1082. https://doi.org/10.1016/j.corsci.2009.02.011
  42. L. Jiang, Y.J. Qiang, Z.L. Lei, J.N. Wang, Z.J. Qin, B. Xiang, J. Mol. Liq., 2018, 255, 53-63. https://doi.org/10.1016/j.molliq.2018.01.133
  43. R. Solmaz, Corros. Sci., 2010, 52(10), 3321-3330. https://doi.org/10.1016/j.corsci.2010.06.001
  44. Y.M. Tang, F. Zhang, S.X. Hu, Z.Y. Cao, Z.L. Wu, W.H. Jing, Corros. Sci., 2013, 74, 271-282. https://doi.org/10.1016/j.corsci.2013.04.053
  45. S.S.A. El Rehim, H.H. Hassan, M.A. Amin, Mater. Chem. Phys., 2002, 78, 337-348. https://doi.org/10.1016/S0254-0584(01)00602-2
  46. Q.B. Zhang, Y.X. Hua, Mater. Chem. Phys., 2010, 119(1-2), 57-64. https://doi.org/10.1016/j.matchemphys.2009.07.035
  47. K.F. Khaled, Corros. Sci., 2010, 52(9), 2905-2916. https://doi.org/10.1016/j.corsci.2010.05.001
  48. R. Kumar, S. Chahal, S. Kumar, S. Lata, H. Lgaz, R. Salghi, S. Jodeh, J. Mol. Liq., 2017, 243, 439-450. https://doi.org/10.1016/j.molliq.2017.08.048
  49. C. Verma, E.E. Ebenso, I. Bahadur, I.B. Obot, M.A. Quraishi, J. Mol. Liq., 2015, 212, 209-218. https://doi.org/10.1016/j.molliq.2015.09.009
  50. S. Safak, B. Duran, A. Yurt, G. Turkoglu, Corros. Sci., 2012, 54, 251-259. https://doi.org/10.1016/j.corsci.2011.09.026
  51. K.F. Khaled, Mater. Chem. Phys., 2008, 112(1), 290-300. https://doi.org/10.1016/j.matchemphys.2008.05.056
  52. M. Behpour, S.M. Ghoreishi, N. Mohammadi, N. Soltani, M. Salavati-Niasari, Corros. Sci., 2010, 52(12), 4046-4057. https://doi.org/10.1016/j.corsci.2010.08.020
  53. N. Yilmaz, A. Fitoz, U. Ergun, K.C. Emregul, Corros. Sci., 2016, 111, 110-120. https://doi.org/10.1016/j.corsci.2016.05.002
  54. C. Lai, B. Xie, L.K. Zou, X.W. Zheng, X. Ma, S.S. Zhu, Results Phys, 2017, 7, 3434-3443. https://doi.org/10.1016/j.rinp.2017.09.012
  55. V.R. Saliyan, A.V. Adhikari, Corros. Sci., 2008, 50(1), 55-61. https://doi.org/10.1016/j.corsci.2006.06.035
  56. A.M. Fekry, R.R. Mohamed, Electrochim. Acta, 2010, 55(6), 1933-1939. https://doi.org/10.1016/j.electacta.2009.11.011
  57. M. Shabani-Nooshabadi, M.S. Ghandchi, J. Ind. Eng. Chem., 2015, 31, 231-237. https://doi.org/10.1016/j.jiec.2015.06.028
  58. E.K. Ardakani, E. Kowsari, A. Ehsani, Colloid Surface A, 2020, 586. 124195. https://doi.org/10.1016/j.colsurfa.2019.124195
  59. I. Ahamad, R. Prasad, M.A. Quraishi, Mater. Chem. Phys., 2010, 124(2-3), 1155-1165. https://doi.org/10.1016/j.matchemphys.2010.08.051
  60. V. Saraswat, M. Yadav, J. Mol. Liq., 2020, 297, 1-14.
  61. T. Zhou, J. Yuan, Z.Q. Zhang, X. Xin, G.Y. Xu, Colloid Surface A, 2019, 575, 57-65. https://doi.org/10.1016/j.colsurfa.2019.05.004
  62. M.A. Hegazy, A.M. Hasan, M.M. Emara, M.F. Bakr, A.H. Youssef, Corros. Sci., 2012, 65, 67-76. https://doi.org/10.1016/j.corsci.2012.08.005
  63. R. Kumar, R. Chopra, G. Singh, J. Mol. Liq., 2017, 241, 9-19. https://doi.org/10.1016/j.molliq.2017.05.130
  64. N. Khalil, Electrochim. Acta, 2003, 48(18), 2635-2640. https://doi.org/10.1016/S0013-4686(03)00307-4
  65. M. Mahdavian, S. Ashhari, Electrochim. Acta, 2010, 55(5), 1720-1724. https://doi.org/10.1016/j.electacta.2009.10.055
  66. K.S. Jacob, G. Parameswaran, Corros. Sci., 2010, 52, 224-228. https://doi.org/10.1016/j.corsci.2009.09.007
  67. S. Deng, X. Li, X. Xie, Corros. Sci., 2014, 80, 276-289. https://doi.org/10.1016/j.corsci.2013.11.041