Abstract
The study described the synthesis and spectral characterization of four novel enolimine ligands; 1-(((2-hydroxy-5-methylphenyl)imino)methyl)naphthalene-2-ol(L1), N-((2-hydroxynaphthalen-1-yl)methylene)pyrazinen-2-carboxamide(L2), 1-((thiazol-2-ylimino)methyl)naphthalene-2-ol(L3) and 1-(((3-methylpyridin-2-yl)imino)methyl)naphthalene-2-ol(L4) by solubility; melting point and elemental (CHNS) evaluations; proton and carbon nuclear magnetic resonance, electronic (UV–Vis) and vibrational (IR), spectrophotometry. The ligands were investigated for corrosion inhibition potentials. The solubility data revealed that all the organic ligands were soluble in dimethylformamide ((CH3)2SO) but insoluble with water (OH2). The IR spectra of the ligands presented bands at 1631–1685 cm–1 indicative of imine functional group and corroborative of enol assemblage. The effect of the ligands on acid corrosion of mild steel (ms) confirmed substantial corrosion inhibition behaviour as against corrosion of ms in one mole of hydrochloric acid solution. The weight loss (WL) shows that the heterocyclic organic inhibitors had excellent corrosion inhibition performance at high temperature. The highest inhibition efficiency of 90% was observed at 3 h for both L3 and L4, and 89.20% for L3 at 5-h immersion in the acid solution at 308 K temperature, and 500 ppm concentration. Substantial chemical calculations were also accomplished at B3LYP level with 6-31G (d, p) basis set and molecular descriptors which include dipole moment (μ), energy gap, EHOMO, and ELUMO were used. Koopman’s theorem was used to derive and analyze the global reactivity descriptors; global softness (S), global hardness (η), electrophilicity index (ω). The organic ligands were found to be in good agreement with both experimental and theoretical results.
Similar content being viewed by others
REFERENCES
Zuo, R., Ömek, B.C., Syrett, R.M., Green, C.H, Hsu, F.B., and Mansfeld, T.K.W., Appl. Microbiol. Biotechnol., 2004, vol. 64, no. 2, p. 275.
Qusay, A.J., Dhafer, S.Z., Rawaa, D.S., Ahmed, A.A., Tayser, S.G., Mohd, S.T., and Abdul, A.H.K., Coatings, 2019.
Ahmed, M.H.O., Al-miery, A., Al-Majedy, Y.K., Kadhum, A.A.H., Mohamad, A.B., and Gaaz, T.S., Sci. Rep.,2018, vol. 8, p. 728.
Al-miery, A., Kassim, F.A.B., Kadhum, A.A.H., and Mohamad, A.B., Sci. Rep., 2016, vol. 6, p. 19890.
Al-miery, A., Al-Majedy, Y., Kadhum, A., and Mohamad, A., Molecules, 2015, vol. 20, p. 366.
Barak, D. and Mehmet, G., Proc. Int. Environmental Sciences Symposium of Van (IESSV14), Van, 2014.
Festus, C., Chioma, D., Don-Lawson, and Ima-Bright, N., Int. J. Res. Innovation Appl. Sci., 2019, vol. 4, no. 5, p. 2454.
Li, X., Deng, S., and Fu, H., Corros. Sci., 2011, vol. 53, p. 302.
Yaro, A.S., Khadum, A.A., and Wael, R.K., Alexandria Eng. J., 2013, vol. 52, p.129.
Habeeb, J.H., Hasan, M.L., Rifaat, M.D., Abdul, A.H.K., Ahmed, A.A., Tayser, S.G. (in press).
Al-Baghdadi, S.B., Fanar, G.G., Ahmed, Q.S., Talib, K.A., Tayser, S.G., Ahmed, A.A., Abdul, A.H.K., Khalid, S.R., and Wahab, K.A., Results Phys., 2018, vol. 8, p. 1178.
Festus, C. and Don-Lawson, C.D., Direct Res. J. Chem. Mater. Sci., 2017, vol. 5, no. 6, p. 1.
Festus, C. and Wodi, C.T., Direct Res. J. Chem. Mater. Sci., 2021, vol. 8, p. 3.
Madueke, N.A. and Iroha, N.B., Int. J. Innovative Res. Sci., Eng. Technol., 2018, vol. 7, no. 10, p. 10251.
Iroha, N.B.M., Akaranta, O., and James, A.O., Chem. Sin., 2012, vol. 3, no. 4, p. 995.
Frisch, M.J., Trucks, G.W., Schlegel, G.E.S.H.B., Robb, M.A., Cheeseman, J.R., and Scalmani, G., Gaussian 09, Revision A.02, Wallingford, CT: Gaussian Inc., 2009.
Haque, J., Verma, C., Srivastava, V., Quraishi, M., and Ebenso, E., Results Phys., 2018, vol. 9, p. 1481.
Rodriguez-Valdez, L.M., Martinez-Villafane, A., and Glossman-Mitnik, D.J., J. Mol. Struct.: THEOCHEM, 2005, vol. 716, p. 61.
Patel, N.S., Beranek, P., Nebyla, M., Pribyl, M., and Snita, D., Int. J. Electrochem. Sci., 2014, vol. 9, p. 3951.
Festus, C., Ekpete, O.A., and Don-Lawson, C.D., Curr. Res. Chem., 2020, vol. 12, p. 1.
El-saied, A.F., Wahbai, A.M., Al-Hakimia, N.A., Shakdofa, M.M., Egypt. J. Chem., 2017, vol. 60, no. 1, p. 1.
Safia, C., Keraghel, S., Benghanem, K., Ruiz-Rosas, R., Ourari, A., and Morallan, K., Int. J. Electrochem. Sci., 2018, vol. 13, p. 175.
Nursen, S. and Perihan, G., Z. Naturforsch., B: J. Chem. Sci., 2004, vol. 59, no. 6, p. 692.
Chandrasekaran, T., Suresh, M., Mashood, A.F.M., and Syed, A.R., Chem. Sin., 2014, vol. 5, no. 5, p. 81.
Ajlouni, A.M., Taha, Z.A., Al-Hassan, A.K., and Anzeh, A.M.A., J. Lumin., 2012, vol. 132, no. 6, p. 1357.
Festus, C. and Don-Lawson, C.D., Pharm. Chem. J., 2018, vol. 5, no. 3, p. 118.
Gomathi, V. and Selvameena, R., Main Group Chem., 2013, vol. 12, p. 275.
Osowole, A.A. and Festus, C.J., J. Chem., Biol. Phys. Sci., 2015, vol. 6, p. 11.
Festus, C., Asian J. Appl. Chem. Res., 2021, vol. 10, no.1, p. 40.
Abdel-latif, S.A., HAssibl, H.B., and Issa, Y.M., Mol. Biomol. Spectrosc., 2007, vol. 67, no. 3, p. 950.
Sayed, S.S., Dawood, S., Ibrahim, K., Sajjad, A., Umar, A., and Atiqur, R., Biointerface Res. Appl. Chem., 2020, vol. 10, no. 6.
Festus, C., Ibeji, C., and Okpareke, O., J. Mol. Struct., 2020, vol. 1210, p. 128017.
Abel-Olaka, L.C., Kpee, F., and Festus, C., Niger. Res. J. Chem. Sci., 2019, vol. 7, no. 2, p. 133.
Palaniappan, N., Cole, I.S., and Kuznetsov, A., RSC Adv., 2020, vol. 10, p. 11426.
Kpee, F., Ukachukwu, C.V., and Festus, C., Niger. Res. J. Chem. Sci., 2018, vol. 4, no. 2, p. 193.
Demebin, A.I., Oladips, M.A., and Seire, B., Egypt. J. Chem., 2019, vol. 62, p. 1766.
Jacob, K.S. and Parameswaran, G., Int. J. Chem. Tech Res., 2010, vol. 52, p. 224.
Festus, C. and Wodi, C.T., J. Appl. Sci., 2022, vol. 22, no. 4, p. 152.
James, A.O. and Akaranta, O., Afr. J. Pure Appl. Chem., 2009, vol. 3, no. 11, p. 212.
Ouedraogo, A., Diki, N.Y.S., Bohoussou, K.V., Soro, D., and Trokourey, A., Chem. Sci. Rev. Lett., 2018, vol. 7, p. 427.
Silas, O., Ejiroghene, K.O., and Rogers, T., Int. J. Eng. Appl. Sci. Tech., 2020, vol. 5, no. 3, p. 33.
Madueke, N.A. and Iroha, N.B., Int. J. Innovative Res. Sci., Eng. Technol., 2018, vol. 7, no. 10, p. 10251.
Soroya, N., Rayenne, D., Boulanouar, M., and Rabah, Q., Port. Electrochim. Acta, 2018, vol. 36, no. 1, p. 23.
Lukovits, I., Palfi, K., Bako, I., and Kalman, E., Corrosion, 1997, vol. 53, p. 915.
Musa, A.Y., Kadhum, A.H., Mohamad, A.B., Rohoma, A.B., and Mesmari, H., J. Mol. Struct., 2010, vol. 969, p. 233.
Ebenso, E.E., Arslan, T., Kandemirli, F., Caner, I.N., and Love, I., Int. J. Quantum Chem., 2010, vol. 110, p. 1003.
Popova, A., Christov, M., and Deligeorgiev, T., Corrosion, 2003, vol. 59, p. 756.
Özcan, M. and Dehri, I., Prog. Org. Coat., 2004, vol. 51, p. 181.
Lebrini, M., Lagrenee, M., Vezin, H., Gengembre, L., and Bentiss, F., Corros. Sci., 2005, vol. 47, p. 485.
Festus, C., Odozi, W.N., and Olakunle, M., Prot. Met. Phys. Chem. Surf., 2020, vol. 56, no. 3, p. 651.
Mohamed, G., Maim, K., Kamal, S., Mohammed, A., and Abd El-Lateef, H.M., Polymer, 2022, vol. 14, p. 228.
Obot, I.B., Obi-Egbedi, N.O., and Umoren, S.A., Int. J. Electrochem. Sci., 2009, vol. 4, p. 863.
Abd El-Lateef, H.M., Shalabi, K., and Tantawy, A.H., New J. Chem., 2020, vol. 44, p.17791.
Fleming, I., Frontier Orbitals and Organic Chemical Reactions, New York: John Wiley and Sons, 1976, p. 249.
Oyebamiji, A.K. and Adeleke, B.B., Int. J. Corros., 2018, vol. 7, p. 498.
Khalil, N., Electrochim. Acta, 2003, vol. 48, p. 2635.
Diki, N.Y.S., Coulibaly, N.H., Kambiré, O., and Trokourey, A., J. Mater. Sci. Chem. Eng., 2021, vol. 9, p. 11.
Khaled, K.F., Babic-Samardziza, K., and Hackerman, N., Electrochim. Acta, 2005, vol. 50, p. 2515.
Bereket, G., Hur, E., and Ogretir, C., J. Mol. Struct.: THEOCHEM, 2002, vol. 578, p. 79.
Gece, G., Corros. Sci., 2008, vol. 50, p. 2981.
Gece, G. and Bilgic, S., Corros. Sci., 2009, vol. 51, p. 1876.
Spirtovic-Halilovic, S., Salilovic, M., Dzudzevic-Cancar, H., Trifunovic, S., Roca, S., Softic, D., and Zavrsnik, D., J. Serb. Chem. Soc., 2014, vol. 79, p. 436.
Udhayakala, P., Rajendiran, T.V., and Gunasekaran, S., J. Comput. Methods Mol. Des., 2012, vol. 2, p. 1.
Udhayakala, P. and Rajendiran, T.V., Pharm. Chem., 2015, vol. 7, p. 92.
Vibha, S., Ekta, K.A., and Savio, C., J. Chem. Pap., 2016, vol. 70, no. 11, p. 1493.
Odozi, W.N., Festus, C., and Muhammad, A.D., Niger. Res. J. Chem. Sci., 2020, vol. 8, no. 2, p. 291.
Funding
This work was supported by regular institutional funding, and no additional grants were obtained.
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
The authors declare that they have no conflicts of interest.
Rights and permissions
About this article
Cite this article
Festus Chioma, Chizoba, W.T. & Atamunotekeari, I.I. Performance of Organic Frameworks as Thriving Mild Steel Corrosion Inhibitors in Acid Medium: Syntheses and Characterization. Prot Met Phys Chem Surf 59, 504–515 (2023). https://doi.org/10.1134/S2070205123700594
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S2070205123700594