Preparation of new Schiff bases based on thiosemicarbazide and evaluation of their inhibitory properties on corrosion of carbon steel in acidic environment

Document Type : Original Article


Department of Chemistry, Faculty of Basic Sciences, University of Guilan, Rasht, Iran


In this work, two Schiff bases named 1-(2-hydroxybenzylidene)-4-phenylthiosemicarbazide (2-HTSC) and 1-(3-hydroxybenzylidene)-4-phenylthiosemicarbazide (3-HTSC) were synthesized and evaluated their inhibitory properties on corrosion of carbon steel in 15% HCl environment. Inhibitory effect of compounds were investigated by weight loss, potentiodynamic polarization and electrochemical impedance spectroscopy (EIS), polarization, Scanning electron microscopy (SEM) analysis, X-ray diffraction (EDX) spectroscopy and absorption isotherms. Concentrations of 0.5, 1, 1.5 and 2 mM of the inhibitor were evaluated and the best result was obtained at a concentration of 1.5 mM. The results showed that the 3-HTSC Schiff base has a better inhibitory percentage than the Schiff base 2-HTSC. Adsorption of inhibitors on the steel surface follows all Langmuir adsorption isotherm and the results of thermodynamic parameters indicate physico-chemical adsorption. In the presence of inhibitor, the adsorption rate of chloride ions on the metal substrate decreased by 26% and 74% for inhibitors 2-HTSC and 3-HTSC, respectively, due to the predominance of better interactions of 3-HTSC with the metal substrate in Comparison with 2-HTSC inhibitor.


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[1] Abd El Rehim, S. S., Hassan, H. H., & Mohamed, N. F. (2004). Anodic behaviour of tin in maleic acid solution and the effect of some inorganic inhibitors. Corrosion science, 46(5), 1071-1082.
[2] Davoodi, F., & Danaee, I. (2018). Investigation of the inhibitive effect of N methyl thiourea on the corrosion of steel API X52 in 1 M HCl. Applied Chemistry, 13(47), 45-58. (in persian)
[3] Rajabi, M., Arab, A., & Bagheri, A. (2021). The inhibition effect of CTAB and Triton X-100 surfactants on the corrosion of nickel in alkaline solution. Applied Chemistry, 16(59), 63-72. (in persian)
[4] Quraishi, M. A. (2014). 2-Amino-3, 5-dicarbonitrile-6-thio-pyridines: new and effective corrosion inhibitors for mild steel in 1 M HCl. Industrial & Engineering Chemistry Research, 53(8), 2851-2859.
[5] Taghavi, F., & Es' haghi, M. (2020). Investigation of the inhibition effect of 5-(3, 4, 5-Trimethoxyphenyl)-2H-tetrazole on mild steel corrosion in 1 M HCl solution. Applied Chemistry, 15(55), 207-220. (in persian)
[6] Solmaz, R. (2010). Investigation of the inhibition effect of 5-((E)-4-phenylbuta-1, 3-dienylideneamino)-1, 3, 4-thiadiazole-2-thiol Schiff base on mild steel corrosion in hydrochloric acid. Corrosion Science, 52(10), 3321-3330.
[7] Ju, H., Kai, Z. P., & Li, Y. (2008). Inhibition efect of Amoxycilin drug on the corosion of mild steel in 1N hydrochloric acid solution. Corrosion Science, 50, 865-871.
[8] Kumar, S., Dhar, D. N., & Saxena, P. N. (2009). Applications of metal complexes of Schiff bases-A review. Journal of Scientific & Industrial Research. 68, 181.
[9] Gulrajani, M. L., & Deepti, G. (2011). Emerging techniques for functional finishing of textiles. Indian Journal of Fibre & Textile Research. 36 (2011) 388.
[10] Aramaki, K. (2001). Effects of organic inhibitors on corrosion of zinc in an aerated 0.5 M NaCl solution. Corrosion science, 43(10), 1985-2000.
[11] Abdelsalam, M. M., Bedair, M. A., Hassan, A. M., Heakal, B. H., Younis, A., Elbialy, Z. I., ... & Fareed, S. A. (2022). Green synthesis, electrochemical, and DFT studies on the corrosion inhibition of steel by some novel triazole Schiff base derivatives in hydrochloric acid solution. Arabian Journal of Chemistry, 15(1), 103491.
[12] Issaadi, S. (2011). T. Douadi a, A. Zouaoui, S. Chafaa, MA Khan, G. Bouet, Novel thiophene symmetrical Schiff base compounds as corrosion inhibitor for mild steel in acidic media. Corrosion science, 53, 1484-1488.
[13] Farag, A. A., Migahed, M. A., & Al-Sabagh, A. M. (2015). Adsorption and inhibition behavior of a novel Schiff base on carbon steel corrosion in acid media. Egyptian Journal of Petroleum, 24(3), 307-315.
[14] Kumar, R., Chopra, R., & Singh, G. (2017). Electrochemical, morphological and theoretical insights of a new environmentally benign organic inhibitor for mild steel corrosion in acidic media. Journal of Molecular Liquids, 241, 9-19.
[15] Singh, P., & Quraishi, M. A. (2016). Corrosion inhibition of mild steel using Novel Bis Schiff’s Bases as corrosion inhibitors: Electrochemical and Surface measurement. Measurement, 86, 114-124.
[16] Khan, G., Basirun, W. J., Kazi, S. N., Ahmed, P., Magaji, L., Ahmed, S. M., ... & Badry, A. B. B. M. (2017). Electrochemical investigation on the corrosion inhibition of mild steel by Quinazoline Schiff base compounds in hydrochloric acid solution. Journal of colloid and interface science, 502, 134-145.
[17] Heydari, H., Talebian, M., Salarvand, Z., Raeissi, K., Bagheri, M., & Golozar, M. A. (2018). Comparison of two Schiff bases containing O-methyl and nitro substitutes for corrosion inhibiting of mild steel in 1 M HCl solution. Journal of Molecular liquids, 254, 177-187.
[18] Soliman, S. A., Metwally, M. S., Selim, S. R., Bedair, M. A., & Abbas, M. A. (2014). Corrosion inhibition and adsorption behavior of new Schiff base surfactant on steel in acidic environment: Experimental and theoretical studies. Journal of Industrial and Engineering Chemistry, 20(6), 4311-4320.
[19] Negm, N. A., Ghuiba, F. M., & Tawfik, S. M. (2011). Novel isoxazolium cationic Schiff base compounds as corrosion inhibitors for carbon steel in hydrochloric acid. Corrosion Science, 53(11), 3566-3575.
[20] Badr, G. E. (2009). The role of some thiosemicarbazide derivatives as corrosion inhibitors for C-steel in acidic media. Corrosion Science, 51(11), 2529-2536.
[21] Goulart, C. M., Esteves-Souza, A., Martinez-Huitle, C. A., Rodrigues, C. J. F., Maciel, M. A. M., & Echevarria, A. (2013). Experimental and theoretical evaluation of semicarbazones and thiosemicarbazones as organic corrosion inhibitors. Corrosion Science, 67, 281-291.
[22] Meng, Y., Ning, W., Xu, B., Yang, W., Zhang, K., Chen, Y., ... & Zhang, Y. (2017). Correction: Inhibition of mild steel corrosion in hydrochloric acid using two novel pyridine Schiff base derivatives: a comparative study of experimental and theoretical results. RSC advances, 7(74), 46575-46575.
[23] Eldesoky, A. M., Hassan, H. M., Ali, I. H., Mohamed, M. E., & Bondock, S. (2018). Electrochemical and theoretical study on the role of thiosemicarbazide derivatives as corrosion inhibitors for C-steel in HCl solution. International Journal of Emerging Trends in Engineering and Development, 5 (2018) 26808.
[24] Nabatipour, S., Mohammadi, S., & Mohammadi, A. (2020). Synthesis and comparison of two chromone based Schiff bases containing methoxy and acetamido substitutes as highly sustainable corrosion inhibitors for steel in hydrochloric acid. Journal of Molecular Structure, 1217, 128367.
[25] Marenco, M. J. C., Fowley, C., Hyland, B. W., Hamilton, G. R., Galindo-Riaño, D., & Callan, J. F. (2012). A new use for an old molecule: N-phenyl-2-(2-hydroxynaphthalen-1-ylmethylene) hydrazinecarbothioamide as a ratiometric ‘Off–On’fluorescent probe for iron. Tetrahedron Letters, 53(6), 670-673.
[26] Altiparmak, E. A., Yazar, S., Özdemir, N., Bal-Demirci, T., & Ülküseven, B. (2021). Supramolecular Ni (II) complex aggregates with a circular linkage of intermolecular multi-hydrogen bonding frameworks based on thiosemicarbazone, and a Cu (II) complex: Synthesis, structural, DFT, electrochemical and antioxidant studies. Polyhedron, 209, 115457.
[27] Tiwari, S., Pathak, P., Singh, K. P., & Sagar, R. (2017). One-pot two-step facile synthesis of 2, 3, 4, 5-tetra substituted dihydrooxazoles and their antimicrobial activity. Bioorganic & Medicinal Chemistry Letters, 27(16), 3802-3805.
[28] Capan, A., Uruş, S., & Sönmez, M. (2018). Ru (III), Cr (III), Fe (III) complexes of Schiff base ligands bearing phenoxy Groups: Application as catalysts in the synthesis of vitamin K3. Journal of Saudi Chemical Society, 22(6), 757-766.
[29] Farag, A. A., Migahed, M. A., & Al-Sabagh, A. M. (2015). Adsorption and inhibition behavior of a novel Schiff base on carbon steel corrosion in acid media. Egyptian Journal of Petroleum, 24(3), 307-315.
[30] Solmaz, R., Kardaş, G. Ü. L. F. E. Z. A., Yazıcı, B., & Erbil, M. E. H. M. E. T. (2008). Adsorption and corrosion inhibitive properties of 2-amino-5-mercapto-1, 3, 4-thiadiazole on mild steel in hydrochloric acid media. Colloids and Surfaces A: Physicochemical and Engineering Aspects, 312(1), 7-17.
[31] Quraishi, M. A., Singh, A., Singh, V. K., Yadav, D. K., & Singh, A. K. (2010). Green approach to corrosion inhibition of mild steel in hydrochloric acid and sulphuric acid solutions by the extract of Murraya koenigii leaves. Materials chemistry and Physics, 122(1), 114-122.
[32] Ahamad, I., Prasad, R., & Quraishi, M. A. (2010). Inhibition of mild steel corrosion in acid solution by Pheniramine drug: Experimental and theoretical study. Corrosion Science, 52(9), 3033-3041.
[33] Alhaffar, M. T., Umoren, S. A., Obot, I. B., & Ali, S. A. (2018). Isoxazolidine derivatives as corrosion inhibitors for low carbon steel in HCl solution: experimental, theoretical and effect of KI studies. Rsc Advances, 8(4), 1764-1777.
[34] Umoren, S. A., Solomon, M. M., Madhankumar, A., & Obot, I. B. (2020). Exploration of natural polymers for use as green corrosion inhibitors for AZ31 magnesium alloy in saline environment. Carbohydrate polymers, 230, 115466.
[35] Simpson, T. C. (1993). Accelerated corrosion test for aluminum-zinc alloy coatings. Corrosion, 49(7), 550-560.
[36] Ahmad, Z. (2006). Principles of corrosion engineering and corrosion control. Elsevier.
[37] Bedair, M. A., El-Sabbah, M. M. B., Fouda, A. S., & Elaryian, H. M. (2017). Synthesis, electrochemical and quantum chemical studies of some prepared surfactants based on azodye and Schiff base as corrosion inhibitors for steel in acid medium. Corrosion Science, 128, 54-72.
[38] HSISSOU, R., & Elharfi, A. (2016). Theoretical, experimental and viscometric studies of a new phosphorus trifonctionnel epoxy polymer: Triglycidyl Dihydroxy Diphenyl Ether Phosphoric Ester (TGDHDPEPE). Moroccan Journal of Chemistry, 4(2), 4-2.
[39] Hegazy, M. A., Hasan, A. M., Emara, M. M., Bakr, M. F., & Youssef, A. H. (2012). Evaluating four synthesized Schiff bases as corrosion inhibitors on the carbon steel in 1 M hydrochloric acid. Corrosion Science, 65, 67-76.
[40] Jacob, K. S., & Parameswaran, G. (2010). Corrosion inhibition of mild steel in hydrochloric acid solution by Schiff base furoin thiosemicarbazone. Corrosion Science, 52(1), 224-228.
[41] Yurt, A., Duran, B., & Dal, H. (2014). An experimental and theoretical investigation on adsorption properties of some diphenolic Schiff bases as corrosion inhibitors at acidic solution/mild steel interface. Arabian Journal of Chemistry, 7(5), 732-740.