Abstract
The anti-corrosive properties, optimized geometrical structures, atomic charges, molecular electrostatic potential (MEP) surfaces and non-linear optical (NLO) effects of some chloride-substituted Schiff bases salicylaldimine (R), N-(2-chlorophenyl)salicyaldimine (2Cl–R), N-(3-chlorophenyl)salicyaldimine (3Cl–R) and N-(4-chlorophenyl)salicyaldimine (4Cl–R) have been investigated by using density functional modelling calculations. The quantum chemical parameters, such as the highest occupied molecular orbital, the lowest unoccupied molecular orbital, gap energy and other parameters, including electronegativity, global hardness, the total charges on the whole molecules and the total energies have been calculated and discussed to obtain information about the relationships between the molecular and electronic structures of the studied inhibitors and their experimental corrosion inhibition efficiencies. The linear polarizability (α), and the firstorder hyperpolarizability (β) have been also predicted by the density functional theory (DFT) with different base sets 6-31G(d), 6-31+G(d,p), 6-31++G(d,p), 6-311+G(d) and 6-311++G(d,p) for investigating the effects of basis sets on the NLO properties.
Similar content being viewed by others
References
Zerga, B., Saddik, R., Hammouti, B., et al., Int. J. Electrochem. Sci., 2012, vol. 7, p. 631.
Elayyachy, M., Hammouti, B., El Idriss, A., and Aouniti, A., Electrochim. Acta, 2011, vol. 29, p. 57.
Jum, H., Kai, Z.P., and Li, Y., Corros. Sci., 2008, vol. 50, p. 865.
Ajmal, M., Mideen, A.S., and Quaraishi, M.A., Corros. Sci., 1994, vol. 36, p. 79.
Fang, J. and Li, J., J. Mol. Struct.: THEOCHEM, 2002, vol. 593, p. 179.
Bentiss, F., Lagrene, M., and Traisnel, M., Corros. Sci., 2000, vol. 42, p. 127.
Hammouti, B., Salghi, R., and Kertit, S., J. Electrochem. Soc. India, 1998, vol. 47, p. 31.
Kertit, S., Essouffi, H., Hammouti, B., and Benkaddour, M., J. Chem. Phys., 1998, vol. 95, p. 2072.
Chetouani, A., Hammouti, B., Benhadda, T., and Daoudi, M., Appl. Surf. Sci., 2005, vol. 249, p. 375.
Cao, C., Corros. Sci., 1996, vol. 38, p. 2073.
Cumper, C.W., Grzes Kowiak, R., and Newton, P., Corros. Sci., 1982, vol. 22, p. 551.
Stupnisek Lesac, E., Metikos-Hakovic, M., Lencic, D., et al., Corrosion, 1992, vol. 48, p. 924.
Emregül, K.C. and Hayvalı, M., Corros. Sci., 2006, vol. 48, p. 797.
Yuce, A.O. and Kardas, G., Corros. Sci., 2012, vol. 58, p. 86.
John, S. and Joseph, A., Mater. Chem. Phys., 2012, vol. 133, p. 1083.
Emregül, K.C., Düzgün, E., and Atakol, O., Corros. Sci., 2006, vol. 48, p. 3243.
Emregül, K.C., Kurtaran, R., and Atakol, O., Corros. Sci., 2003, vol. 45, p. 2803.
Desai, M.N., Desai, M.B., Shah, C.B., and Desai, S.M., Corros. Sci., 1986, vol. 26, p. 827.
Danaee, I., Ghasemi, O., Rashed, G., et al., J. Mol. Struct., 2013, vol. 1035, p. 247.
Aytaç, A., Özmen, Ü., and Kabasakaloğlu, M., Mater. Chem. Phys., 2005, vol. 89, p. 176.
Ashassi-Sorkhabi, H., Shabani, B., Aligholipour, B., and Seifzadeh, D., Appl. Surf. Sci., 2006, vol. 252, p. 4039.
Yurt, A., Ulutas, S., and Dal, H., Appl. Surf. Sci., 2006, vol. 253, p. 919.
Li, S.L., Wang, Y.G., Chen, S.H., et al., Corros. Sci., 1999, vol. 41, p. 1769.
Sheikhshoaie, I. and Mashhadizadeh, M.H., Russ. J. Coord. Chem., 2003, vol. 29, p. 714.
Drozdzak, R., Allaert, B., Ledoux, N., et al., Coord. Chem. Rev., 2005, vol. 249, p. 3055.
Yang, C.J. and Jenekhe, S.A., Macromolecules, 1995, vol. 28, p. 1180.
Destri, S., Khotina, I.A., and Porzio, W., Macromolecules, 1998, vol. 31, p. 1079.
Zeyrek, C.T., Elmali, A., and Elerman, Y., Z. Naturforsch., B: J. Chem. Sci., 2005, vol. 60, p. 520.
Vanco, J., Svajlenova, O., Racanska, E., et al., J. Trace Elem. Med. Biol., 2004, vol. 18, p. 155.
Karakas, A., Elmali, A., Ünver, H., and Svoboda, I., J. Mol. Struct., 2004, vol. 702, p. 103.
Zeyrek, C.T., Dilek, N., Yıldız, M., and Ünver, H., Mol. Phys., 2014, vol. 112, p. 2557.
Ünver, H., Karakas, A., Elmali, A., and Durlu, T., J. Mol. Struct., 2005, vol. 737, p. 131.
Issa, R.M., Awad, M.K., and Atlam, F.M., Mater. Corros., 2010, vol. 61, p. 709.
Awad, M.K., Issa, R.M., and Atlam, F.M., Mater. Corros., 2009, vol. 60, p. 813.
Becke, A.D., J. Chem. Phys., 1992, vol. 96, p. 9489.
Becke, A.D., J. Chem. Phys., 1993, vol. 98, p. 1372.
Lee, C., Yang, W., and Parr, R.G., Phys. Rev. B, 1988, vol. 37, p. 785.
Frisch, M.J., Trucks, G.W., Schlegel, H.B., et al., Gaussian 09, Revision D. 01, Wallingford, CT: Gaussian Inc., 2009.
Dennington, R., Keith, T., and Millam, J., GaussView, Ver. 5, Shawnee Mission, KS: Semichem Inc., 2009.
Becke, A.D., Phys. Rev. A, 1988, vol. 38, p. 3098.
Wang, W. and Mortier, W., J. Am. Chem. Soc., 1986, vol. 108, p. 5708.
Khaled, K.F., Electrochim. Acta, 2010, vol. 22, p. 6523.
Koopmans, T., Physica, 1933, vol. 1, p. 104.
Sastri, V.S. and Perumareddi, J.R., Corrosion, 1997, vol. 53, p. 617.
Nataraja, S.E., Venkatesha, T.V., Tandon, H.C., and Shylesha, B.S., Corros. Sci., 2011, vol. 53, p. 4109.
Nataraja, S.E., Venkatesha, T.V., and Tandon, H.C., Corros. Sci., 2012, vol. 60, p. 214.
Politzer, P. and Murray, J., Theor. Chem. Acc., 2002, vol. 108, p. 134.
Scrocco, E. and Tomasi, J., Adv. Quantum Chem., 1979, vol. 11, p. 115.
Luque, F.J., Lopez, J.M., and Orozco, M., Theor. Chem. Acc., 2000, vol. 103, p. 343.
Okulik, N. and Jubert, A.H., Internet Electron. J. Mol. Des., 2000, vol. 4, p. 17.
Politzer, P. and Truhlar, D.G., Chemical Applications of Atomic and Molecular Electrostatic Potentials., New York: Plenum, 1981.
Pearson, R.G., J. Am. Chem. Soc., 1985, vol. 107, p. 6801.
Thanthiriwatte, K.S. and Nalin de Silva, K.M., J. Mol. Struct.: THEOCHEM, 2002, vol. 617, p. 169.
Kleinman, D.A., Phys. Rev., 1962, vol. 126, p. 1977.
Jian, F.F., Zhao, P.S., Bai, Z.S., and Zhang, L., Struct. Chem., 2005, vol. 16, p. 635.
Yıldız, M., Ünver, H., Erdener, D., et al., Cryst. Res. Technol., 2006, vol. 41, p. 600.
Ünver, H. and Durlu, T.N., J. Mol. Struct., 2003, vol. 655, p. 369.
Elmali, A., Elerman, Y., and Zeyrek, C.T., J. Mol. Struct., 1998, vol. 443, p. 123.
Elmali, A., Kabak, K., Kavlakoglu, E., et al., J. Mol. Struct., 1999, vol. 510, p. 207.
Ünver, H., Kabak, M., Zengin, M., and Durlu, T.N., J. Chem. Crystallogr., 2001, vol. 31, p. 203.
Politzer, P. and Murray, J.S., in Theoretical Biochemistry and Molecular Biophysics: A Comprehensive Survey, vol. 2: Protein, Beveridge, D.L. and Lavery, R., Eds., Schenectady, N. Y.: Adenine Press, 1991, chap. 13.
Scrocco, E. and Tomasi, J., Top. Curr. Chem., 1973, vol. 42, p. 95.
Politzer, P., Conca, M.J., and Murray, J.S., Int. J. Quantum Chem., 2000, vol. 80, p. 184.
Fukui, K., Yonezawa, T., and Shingu, H., J. Chem. Phys., 1952, vol. 20, p. 722.
Yuce, A.O. and Kardas, G., Corros. Sci., 2012, vol. 58, p. 86.
John, S. and Joseph, A., Mater. Chem. Phys., 2012, vol. 133, p. 1083.
Lukovits, I., Kalman, E., and Zucchi, F., Corrosion, 2011, vol. 57, p. 3.
Andraud, C., Brotin, T., Garcia, C., et al., J. Am. Chem. Soc., 1994, vol. 116, p. 2094.
Tanak, H., J. Mol. Struct.: THEOCHEM, 2010, vol. 950, p. 5.
Yavuz, M. and Tanak, H., J. Mol. Struct.: THEOCHEM, 2010, vol. 961, p. 9.
Ruiz Delgado, M.C., Hernandez, V., Casado, J., et al., J. Mol. Struct.: THEOCHEM, 2004, vol. 709, p. 187.
Author information
Authors and Affiliations
Corresponding author
Additional information
The article is published in the original.
Rights and permissions
About this article
Cite this article
Zeyrek, C.T., Boyacioglu, B. & Ünver, H. Density functional modelling studies of chloride-substituted Schiff bases as corrosion inhibitors: Optimized geometries, atomic charges, solvent and non-linear optical effects. Prot Met Phys Chem Surf 53, 159–176 (2017). https://doi.org/10.1134/S2070205116060241
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S2070205116060241