Synthesis and Characterization of Benzothiazol Derivative as a Corrosion Inhibitor for Carbon Steel in Seawater

Abdulkareem Mohammed Ali Al-Sammarraie^*, Khulood Abid Al-Saade, Mohammed H. A. Al-Amery

Department of Chemistry, College of Science, Baghdad University, Baghdad, Iraq.

DOI: 10.4236/msa.2015.67070                

Abstract

2(Benzo[d]thiazol-2-ylamino)-2-(2-hydroxy-phenyl) acetonitrile derivative was prepared and characterized using thin liquid chromatography, FTIR, ¹H NMR and ¹³C NMR. The corrosion protectiveness, kinetics, and thermodynamics of the prepared derivative as inhibitor in artificial sea water/carbon steel (CK45) system were studied. Three concentrations of the prepared inhibitor were examined, namely, 10, 100, and 1000 ppm; protection efficiencies of 23% to 73% were recorded. It was found that the experimental data obtained from polarization reading could be fitted by Langmuir isotherm and Frumkin’s isotherm; the best fit adsorption isotherm was the Frumkin adsorption isotherm. The small negative value of ΔGads indicates the spontaneity of a physical adsorption process and the stability of the adsorbed layer on the carbon steel surface. Analysis of the temperature dependence of inhibition efficiency as well as comparison of corrosion activation in absence and in presence of the inhibitors gives some insight into the possible inhibition mechanism.

Keywords

Corrosion Inhibition, Benzothiazole Derivative, Corrosion Kinetics

Conflicts of Interest

The authors declare no conflicts of interest.

References

[1]	LaQue, F.L. (1975) Marine Corrosion and Prevention. John Wiley & Sons, Hoboken, 116.
[2]	Prabhu, R.A., Venkatesha, T.V., Shanbhag, A.V., Kulkarni, G.M. and Kalkhambkar, R.G. (2008) Inhibition Effects of Some Schiff’s Bases on the Corrosion of Mild Steel in Hydrochloric Acid Solution. Corrosion Science, 50, 3356-3362. http://dx.doi.org/10.1016/j.corsci.2008.09.009
[3]	Han, L. and Song, S. (2008) A Measurement System Based on Electrochemical Frequency Modulation Technique for Monitoring the Early Corrosion of Mild Steel in Seawater. Corrosion Science, 50, 1551-1557. http://dx.doi.org/10.1016/j.corsci.2008.02.009
[4]	Melchers, R.E. and Jeffrey, R. (2005) Early Corrosion of Mild Steel in Seawater. Corrosion Science, 47, 1678-1693. http://dx.doi.org/10.1016/j.corsci.2004.08.006
[5]	Bousselmi, L., Fiaud, C., Tribollet, B. and Triki, E. (1997) The Characterisation of the Coated Layer at the Interface Carbon Steel-Natural Salt Water by Impedance Spectroscopy. Corrosion Science, 39, 1711-1724. http://dx.doi.org/10.1016/S0010-938X(97)00077-2
[6]	Bregmann, J.I. (1963) Corrosion Inhibitors. Macmillan P T, New York.
[7]	Hackerman, N. (1987) The Theory and Practice of Corrosion and Its Control in Industry. Langmuir, 3, 922-930. http://dx.doi.org/10.1021/la00078a009
[8]	Nathan, C.C. (1977) Organic Inhibitors. NACE, Houston.
[9]	Trabanelli, G. and Garaaiti, V., Fontana, M.G. and Staehle, R.W. (1970) Advances in Corrosion Science and Technology. Plenum Press, New York, 147. http://dx.doi.org/10.1007/978-1-4615-8252-6_3
[10]	Kaesche, H. and Hacherman, N. (1958) Corrosion Inhibition by Organic Amines. Journal of the Electrochemical Society, 105, 191-198. http://dx.doi.org/10.1149/1.2428796
[11]	Blomgren, E. and Bockriss, J.O.M. (1959) The Adsorption of Aromatic Amines at the Interface: Mercury-Aqueous Acid Solution. The Journal of Physical Chemistry, 63, 1475-1484. http://dx.doi.org/10.1021/j150579a037
[12]	Granese, S.L. (1987) Study of the Inhibitory Action of Nitrogen-Containing Compounds. Corrosion, 44, 322-327. http://dx.doi.org/10.5006/1.3583944
[13]	Notoya, T. (1978) Journal of Corrosion Engineering Japan, 27, 661.
[14]	Srivasthava, K. and Srivasthava, P. (1980) Corrosion Prevention and Control, 27, 5.
[15]	Saleh, R.M., Ismail, A.A. and El Hosary, A.A. (1984) Corrosion Inhibition by Naturally Occurring Substances—IX. The Effect of the Aqueous Extracts of Some Seeds, Leaves, Fruits and Fruit-Peels on the Corrosion of Al in NaOH. Corrosion Prevention and Control, 31, 21-23.
[16]	Cruz, J., Martinez, R., Genesca, J. and Garcia-Ochoa, E. (2004) Experimental and Theoretical Study of 1-(2-Ethylamino)-2-methylimidazoline as an Inhibitor of Carbon Steel Corrosion in Acid Media. Journal of Electroanalytical Chemistry, 566, 111-121.
[17]	Khaled, K.F. (2003) The Inhibition of Benzimidazole Derivatives on Corrosion of iron in 1 M HCl Solutions. Electrochimica Acta, 48, 2493-2503. http://dx.doi.org/10.1016/S0013-4686(03)00291-3
[18]	Popova, A., Christov, M., Raicheva, S. and Sokolova, E. (2004) Adsorption and Inhibitive Properties of Benzimidazole Derivatives in Acid Mild Steel Corrosion. Corrosion Science, 46, 1333-1350. http://dx.doi.org/10.1016/j.corsci.2003.09.025
[19]	Bereket, G., Hur, E. and Ogretir, C. (2002) Quantum Chemical Studies on Some Imidazole Derivatives as Corrosion Inhibitors for Iron in Acidic Medium. Journal of Molecular Structure, 578, 79-88. http://dx.doi.org/10.1016/S0166-1280(01)00684-4
[20]	El Ashry, S.H., El Nemr, A., Essawy, S.A. and Ragab, S. (2008) Corrosion Inhibitors Part V: QSAR of Benzimidazole and 2-Substituted Derivatives as Corrosion Inhibitors by Using the Quantum Chemical Parameters. Progress in Organic Coatings, 61, 11-20. http://dx.doi.org/10.1016/j.porgcoat.2007.08.009
[21]	Noor, E.A. and Al-Moubaraki, A.H. (2008) Thermodynamic Study of Metal Corrosion and Inhibitor Adsorption Processes in Mild Steel/1-Methyl-4[4’(-X)-styryl Pyridinium Iodides/Hydrochloric Acid Systems. Materials Chemistry and Physics, 110, 145-154. http://dx.doi.org/10.1016/j.matchemphys.2008.01.028
[22]	Santana Rodriguez, J.J., Motesdeoca Alvarez, C. and Gonzalez Gonzalez, J.E. (2006) EIS Characterisation of the Layer of Corrosion Products on Various Substrates in Differing Atmospheric Environments. Materials and Corrosion, 57, 350-356. http://dx.doi.org/10.1002/maco.200503872
[23]	Benali, O., Larabi, L., Traisnel, M., Gengembra, L. and Harek, Y. (2007) Electrochemical, Theoretical and XPS Studies of 2-Mercapto-1-Methylimidazole Adsorption on Carbon Steel in 1M HClO4. Applied Surface Science, 253, 6130-6139. http://dx.doi.org/10.1016/j.apsusc.2007.01.075
[24]	Bentiss, F., Lebrini, M. and Lagrenée, M. (2005) Thermodynamic Characterization of Metal Dissolution and Inhibitor Adsorption Processes in Mild Steel/2,5-Bis(n-thienyl)-1,3,4-thiadiazoles/hydrochloric Acid System. Corrosion Science, 47, 2915-2931. http://dx.doi.org/10.1016/j.corsci.2005.05.034
[25]	Naderi, E., Jafari, A.H., Ehteshamzadeh, M. and Hosseini, M.G. (2009) Effect of Carbon Steel Microstructures and Molecular Structure of Two New Schiff Base Compounds on Inhibition Performance in 1M HCl Solution by EIS. Materials Chemistry and Physics, 115, 852-858. http://dx.doi.org/10.1016/j.matchemphys.2009.03.002
[26]	Bentiss, F., Lagrenee, M., Traisnel, M. and Hornez, J.C. (1999) The Corrosion Inhibition of Mild Steel in Acidic Media by a New Triazole Derivative. Corrosion Science, 41, 789-803. http://dx.doi.org/10.1016/S0010-938X(98)00153-X
[27]	Strecker, A. (1850) Ueber die künstliche Bildung der Milchsäure und einen neuen, dem Glycocoll homologen Körper. Annalen der Chemie und Pharmacie, 75, 27-45. http://dx.doi.org/10.1002/jlac.18500750103
[28]	Harada, K. (1963) Asymmetric Synthesis of α-Amino-Acids by the Strecker Synthesis. Nature, 200, 1201. http://dx.doi.org/10.1038/2001201a0
[29]	Evans, D.A. and Weber, A.E. (1986) Asymmetric Glycine Enolate Aldol Reactions: Synthesis of Cyclosporin’s Unusual Amino Acid, MeBmt. Journal of the American Chemical Society, 108, 6757-6761. http://dx.doi.org/10.1021/ja00281a049
[30]	Enders, D. and Shilvock, J.P. (2000) Some Recent Applications of α-Amino Nitrile Chemistry. Chemical Society Reviews, 29, 359-373. http://dx.doi.org/10.1039/a908290e
[31]	Ammar, J.A. (2012) IOSR-JAC, 3, 5-10.
[32]	Al-Amery, M. (2012) JNUS, 15, 55-61.
[33]	Cooper, J.W. (1980) Spectroscopic Techniques for Organic Chemists. John Wiley and Sons Inc., New York.
[34]	Laamari, R., Benzakour, J., Berrekis, F. and Villemin, A. (2010) Les Technologies de Laboratoir, 5, 18-25.
[35]	Sliverstien, R.M. and Websters, X. (1998) Spectroscopic Identification of Organic Compound. 6th Edition, John Wiley and Sons Inc., New York.
[36]	Marsh, J. (1988) Advanced Organic Chemistry. 3rd Edition, Wiley Eastem, New Delhi, 240.
[37]	Arab, S.T. and Al-Thrknstan, A.M. (2004) Corrosion Inhibition of Steel in Phosphoric Acid by Phenacyldimethyl Sulfonium Bromide and Some of Its p-Substituted Derivatives. Portugaliae Electrochimica Acta, 24, 53-69. http://dx.doi.org/10.4152/pea.200601053
[38]	Bereket, G., Yurt, A., VstumKandemir, S., Balaban, A. and Erk, B. (2004) 5th Advanced Batteries and Accumulators, 2004.
[39]	Popova, A., Sokolova, E., Raicheva, S. and Christov, M. (2003) AC and DC Study of the Temperature Effect on Mild Steel Corrosion in Acid Media in the Presence of Benzimidazole Derivatives. Corrosion Science, 45, 33-38. http://dx.doi.org/10.1016/S0010-938X(02)00072-0
[40]	El-Awady, A., El-Nabey, A., Aziz, S. and Electrochem, J. (1992) Kinetic-Thermodynamic and Adsorption Isotherms Analyses for the Inhibition of the Acid Corrosion of Steel by Cyclic and Open-Chain Amines. Journal of the Electrochemical Society, 139, 2149-2154. http://dx.doi.org/10.1149/1.2221193
[41]	Bond, G.C. (1962) Catalysis by Metals. Academic Press, New York, 70-71, 126.