Advertisement

Biogenic amino acid methionine-based corrosion inhibitors of mild steel in acidic media

  • L. K. M. O. Goni
  • M. A. Jafar MazumderEmail author
  • S. A. AliEmail author
  • M. K. Nazal
  • H. A. Al-Muallem
Article
  • 6 Downloads

Abstract

N, N-Diallyl methionine ethyl ester hydrochloride 5 underwent alternating copolymerization with SO2 via the Butler cyclopolymerization protocol in dimethyl sulfoxide (DMSO) to give water-soluble cycloterpolymer 6 with a ∼1:1 molar ratio of sulfide and sulfoxide groups as a result of oxygen transfer from DMSO. Half of the sulfide groups in 6, upon oxidation with H2O2, afforded polymer sulfoxide 7 and polymer sulfone 8. The solution properties of these polymers were determined via a viscometric technique. The thermal stability of these polymers was determined by thermogravimetric analysis. The inhibition efficiency obtained from gravimetric mass loss, potentiodynamic polarization, and electrochemical impedance spectroscopy techniques agreed well with each other. The corrosion efficiencies increase with increasing concentration of the polymers. At a polymer concentration of 175 μM, the maximum inhibition efficiency of copolymer compounds 6–8 was determined to be 92%, 97%, and 95%, respectively. The synthesized polymer compounds acted as mixed-type inhibitors. Polymer compound 7 adsorbed onto the metal surface via chemisorption and physisorption and obeyed Langmuir, Temkin, and Freundlich adsorption isotherms. Analyses by X-ray photoelectron spectroscopy and scanning electron microscopy-energy-dispersive X-ray spectroscopy indicated that the adsorbed polymers formed a thin film on the metal surface and prevented further corrosive attack.

Keywords

cyclopolymerization methionine methionine sulfoxide methionine sulfone diallylamine salt corrosion inhibition 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Notes

Acknowledgements

The authors gratefully acknowledge the research facilities provided by King Fahd University of Petroleum and Minerals (KFUPM) and the financial assistance of the Deanship of Scientific Research, KFUPM, Saudi Arabia through Internal project # IN131047.

References

  1. [1]
    M.A. Kiani, M.F. Mousavi, S. Ghasemi, M. Shamsipur, and S.H. Kazemi, Inhibitory effect of some amino acids on corrosion of Pb-Ca-Sn alloy in sulfuric acid solution, Corros. Sci., 50(2008), No. 4, p. 1035.CrossRefGoogle Scholar
  2. [2]
    V.S. Sastri, Corrosion Inhibitors: Principles and Applications, Wiley, New York, 1998.Google Scholar
  3. [3]
    R.W. Revie and H.H. Uhlig, Corrosion and Corrosion Control: An Introduction to Corrosion Science and Engineering, 4th Ed., Wiley-Interscience, New York, 2008.CrossRefGoogle Scholar
  4. [4]
    B.D.B. Tiu and R.C. Advincula, Polymeric corrosion inhibitors for the oil and gas industry: Design principles and mechanism, React. Funct. Polym., 95(2015), p. 25.CrossRefGoogle Scholar
  5. [5]
    S. Zor, F. Kandemirli, and M. Bingul, Inhibition effects of methionine and tyrosine on corrosion of iron in HCl solution: Electrochemical, FTIR, and quantum-chemical study, Prot. Met. Phys. Chem. Surf., 45(2009), No. 1, p. 46.CrossRefGoogle Scholar
  6. [6]
    P. Shanmugasundaram, T. Sumathi, G. Chandramohan, and G.N.K. Ramesh-Bapu, Corrosion inhibition study of is: 1062 grade A — low carbon steel in 1 M HCl by L-Methionine -weight loss, ICP-OES and SEM-EDX studies, Int. J. Curr. Res., 5(2013), No. 8, p. 2183.Google Scholar
  7. [7]
    E.E. Oguzie, Y. Li, and F.H. Wang, Corrosion inhibition and adsorption behavior of methionine on mild steel in sulfuric acid and synergistic effect of iodide ion, J. Colloid Interface Sci., 310(2007), No. 1, p. 90.CrossRefGoogle Scholar
  8. [8]
    B. Hammouti, A. Aouniti, M. Taleb, M. Brighli, and S. Kertit, L-Methionine methyl ester hydrochloride as a corrosion inhibitor of iron in acid chloride solution, Corrosion, 51(1995), No. 6, p. 411.CrossRefGoogle Scholar
  9. [9]
    K.F. Khaled, Corrosion control of copper in nitric acid solutions using some amino acids-A combined experimental and theoretical study, Corros. Sci., 52(2010), No. 10, p. 3225.CrossRefGoogle Scholar
  10. [10]
    M.A.J. Mazumder, H.A. Al-Muallem, S.A. Ali, and M.K. Estaitie, Cyclopolymer containing residues of methionine and synthesis and uses thereof, U.S. patent, No. US9556301B1, 2017.Google Scholar
  11. [11]
    Y.N. Wang, C.F. Dong, D.W. Zhang, P.P. Ren, L. Li, and X.G. Li, Preparation and characterization of a chitosan-based low-pH-sensitive intelligent corrosion inhibitor, Int. J. Miner. Metall. Mater., 22(2015), No. 9, p. 998.CrossRefGoogle Scholar
  12. [12]
    R. Bacskai, A.H. Schroeder, and D.C. Young, Hydrocarbon-soluble alkylaniline/formaldehyde oligomers as corrosion inhibitors, J. Appl. Polym. Sci., 42(1991), p 2435.CrossRefGoogle Scholar
  13. [13]
    G.B. Butler, Cyclopolymerization and Cyclocopolymerization, CRC Press, Florida, 1992.Google Scholar
  14. [14]
    P.K. Singh, V.K. Singh, and M. Singh, Zwitterionic polyelectrolytes: A review, E-Polymers, 2007, No. 030, p. 1.Google Scholar
  15. [15]
    W. Jaeger, J. Bohrisch, and A. Laschewsky, Synthetic polymers with quaternary nitrogen atoms—Synthesis and structure of the most used type of cationic polyelectrolytes, Prog. Polym. Sci., 35(2010), No. 5, p. 511.CrossRefGoogle Scholar
  16. [16]
    G.B. Butler, Cyclopolymerization, J. Polym. Sci., Part A: Polym. Chem., 38(2000), No. 8, p. 3451.CrossRefGoogle Scholar
  17. [17]
    V.S. Saji, A review on recent patents in corrosion inhibitors, Recent Pat. Corros. Sci., 2(2010), p. 6.CrossRefGoogle Scholar
  18. [18]
    S.A. Ali and O.C.S. Al-Hamouz, Comparative solution properties of cyclocopolymers having cationic, anionic, zwitterionic and zwitterionic/anionic backbones of similar degree of polymerization, Polymer, 53(2012), No. 15, p. 3368.CrossRefGoogle Scholar
  19. [19]
    N.Y. Abu-Thabit, I.W. Kazi, H.A. Al-Muallem, and S.A. Ali, Phosphonobetaine/sulfur dioxide copolymer by Butler’s cyclopolymerization process, Eur. Polym. J., 47(2011), No. 5, p. 1113.CrossRefGoogle Scholar
  20. [20]
    S.A. Ali, Y. Umar, B.F. Abu-Sharkh, and H.A. Al-Muallem, Synthesis and comparative solution properties of single-, twin-, and triple-tailed associating ionic polymers based on diallylammonium salts, J. Polym. Sci., Part A: Polym. Chem., 44(2006), No. 19, p. 5480.CrossRefGoogle Scholar
  21. [21]
    H.A. Al-Muallem, M.A.J. Mazumder, M.K. Estaitie, and S.A. Ali, A novel cyclopolymer containing residues of essential amino acid methionine: Synthesis and application, Iran. Polym. J., 24(2015), No. 7, p. 541.CrossRefGoogle Scholar
  22. [22]
    G. Koch, J. Varney, N. Thompson, O. Moghissi, M. Gould, J. Payer, The NACE International Impact Study [2018-04-20], https://doi.org/impact.nace.org/.
  23. [23]
    S.A. Ali, L.K.M.O. Goni, and M.A.J. Mazumder, Butler’s cyclopolymerizaton protocol in the synthesis of diallylamine salts/sulfur dioxide alternate polymers containing amino acid residues, J. Polym. Res., 24(2017), No. 11, p 184.CrossRefGoogle Scholar
  24. [24]
    S.Z. Duan and Y.L. Tao, Interface Chemistry, Higher Education Press, Beijing, 1990, p. 124.Google Scholar
  25. [25]
    M. Erbil, The determination of corrosion rates by analysis of AC impedance diagrams, Chim. Acta. Turc., 1(1988), No. 1, p. 59.Google Scholar
  26. [26]
    P.C. Okafor, X. Liu, and Y.G. Zheng, Corrosion inhibition of mild steel by ethylamino imidazoline derivative in CO2-saturated solution, Corros. Sci., 51(2009), No. 4, p. 761.CrossRefGoogle Scholar
  27. [27]
    L. Larabi, Y. Harek, M. Traisnel, and A. Mansri, Synergistic influence of poly(4-vinylpyridine) and potassium iodide on inhibition of corrosion of mild steel in 1 M HCl, J. Appl. Electrochem., 34(2014), No. 8, p. 833.CrossRefGoogle Scholar
  28. [28]
    T. Arsian, F. Kandemirli, E.E. Ebenso, I. Love, and H. Alemu, Quantum chemical studies on the corrosion inhibition of some sulphonamides on mild steel in acidic medium, Corros. Sci., 51(2009), No. 1, p. 35.CrossRefGoogle Scholar
  29. [29]
    G.Y. Elewady, I.A. El-Said, and A.S. Fouda, Anion surfactants as corrosion inhibitors for aluminium dissolution in HCl solutions, Int. J. Electrochem. Sci., 3(2008), No. 2, p. 177.Google Scholar
  30. [30]
    G.E. Badr, The role of some thiosemicarbozide derivatives as corrosion inhibitors for carbon steel in acidic media, Corros. Sci., 51(2009), No. 11, p. 2529.CrossRefGoogle Scholar
  31. [31]
    C.G. Dariva and A.F. Galio, Corrosion Inhibitors — Principles, Mechanisms and Applications, IntechOpen, UK, 2014.Google Scholar
  32. [32]
    L. Afia, R. Salghi, L. Bammou, E. Bazzi, B. Hammouti, L. Bazzi, and A. Bouyanzer, Anti-corrosive properties of argan oil on C38 steel in molar HCl solution, J. Saudi Chem. Soc., 18(2014), No. 1, p. 19.CrossRefGoogle Scholar
  33. [33]
    O. Olivares-Xometl, N.V. Likhanova, M.A. Dominguez-Aguilar, J.M. Hallen, L.S. Zamudio, and E. Arce, Surface analysis of inhibitor films formed by imidazolines and amides on mild steel in an acidic environment, Appl. Surf. Sci., 252(2006), No. 6, p. 2139.CrossRefGoogle Scholar
  34. [34]
    M. Tourabi, K. Nohair, M. Traisnel, C. Jama, and F. Bentiss, Electrochemical and XPS studies of the corrosion inhibition of carbon steel in hydrochloric acid pickling solutions by 3,5-bis(2-thienylmethyl)-4-amino-1,2,4-triazole, Corros. Sci., 75(2013), p. 123.CrossRefGoogle Scholar

Copyright information

© University of Science and Technology Beijing and Springer-Verlag GmbH Germany, part of Springer Nature 2019

Authors and Affiliations

  1. 1.Chemistry DepartmentKing Fahd University of Petroleum and MineralsDhahranSaudi Arabia

Personalised recommendations