Synthesis of New Heterocyclic Compound Used as Corrosion Inhibitor for Crude Oil Pipelines

  • Mushtaq J. Meften
  • Najlaa Z. Rajab
  • Mohanad T. Finjan
Keywords: Corrosion inhibitors, Crude oil pipeline, Heterocyclic compounds, SEM/EDX, EIS, Domino reactions, Weight loss method.

Abstract

This study comprises synthesis of new heterocyclic compound  through  one of the most powerful  methods in organic synthesis  and which comprises formation of several bonds in a single transformation and all interaction materials have been combined in one pot since beginning of interaction. This compound contains  on nitrogen, oxygen and sulfur atoms and is 3,5,12-trithia-1,7,14-triaza-tricycle [5.3.3.27,10] tetradeca-6(14),9-dien-8-one, and its structure has been  determined  by using several techniques such as, Nuclear magnetic resonance spectrophotometer for proton 1H-NMR and carbon13C- NMR, Infra-red spectroscopy FT-IR, and Mass spectroscopy MS. The last part  is the study and application of  compound as a inhibitor for  corrosion crude oil pipelines (N-80 type)  in saline water  as a corrosive medium and has been evaluated by using weight loss method, as well as has been evaluated through electrochemical techniques such as potentiodynamic polarization, electrochemical impedance spectroscopy EIS, and scanning electron microscopy- energy dispersive X-ray spectroscopy SEM/EDX. The effect of time and concentration on the corrosion rate  have been  studied and was observed that efficiency of inhibition  increased with increase  inhibitor concentration to attain a maximum values of 90.12%, 90.62%, 79.70%,  90.05%  to weight loss method, polarization technique, impedance technique and  energy dispersive X-ray technique respectively. Finally the prepared inhibitor was compared with some of disincentives commercial used in the south oil company such as, AS-101, WFT-9368, COIL GARD, HQI-85M and AL-600.

References

[1] R.W. Revie, and H.H. Uhlig; Corrosion and Corrosion Control, 4th ed., John Wiley and Sons, Inc. Canada, 2008.
[2] M. Ayazi, S. Mirfenderski, A.A. Moghadam, and M.R. Monavarian.“Study of the corrosion factors in offshore oil production units”. petroleum and coal, Vol. 84, No.2, pp. 6-10, 2006.
[3] L. T. Popoola, A. S. Grema, G.K. Latinwo, B. Gutti, and A. S. Balogun.“Corrosion problems during oil and gas production and its mitigation”. International J. of Industrial Chemistry, Vol. 4, No.35, pp.1-15, 2013.
[4] L. F. Tietze, and N. Rackelmann. “Domino reactions in the synthesis of heterocyclic natural products and analogs”. Pure and Applied Chemistry, Vol.76,11, pp.1967–1983, 2004.
[5] A.Y. El-Etre, and M. Abdallah. “ Natural honey as corrosion inhibitor for metals and alloys. II. C-steel in high saline water ”. Journal Corrosion Science, Vol. 42 , No.4, pp.731-738, 2000.
[6] L. Xiang-Hong, and X. Xiao-Guang. “Inhibition effect of pyrimidine derivatives on the corrosion of steel in hydrochloric acid solution”. Acta Physico-Chimica Sinica, Vol. 29 No,10, pp. 2221-2231, 2013.
[7] H. Zarrok, A. Zarrouk, R. Salghi, M. Assouag, N. Bouroumane, E. E. Ebenso, B. Hammouti, R. Touzani, and H. Oudda. “Corrosion and corrosion inhibition of carbon steel in hydrochloric acid solutions by 2-[Bis-(3,5-dimethyl-pyrazol-1-ylmethyl)-amino]-3-hydroxybutyric acid”. Der Pharmacia Lettre,Vol.5,No.3, pp. 327-335, 2013.
[8] M. J. Meften. Synthesis of some new heterocyclic compounds through domino reaction, OmniScriptum GmbH and Co.KG, Lambert Academic publishing, Germany,2015.
[9] Annual book of American Standard for Testing Materials, (ASTM), G1-90,3(2), pp15-22, 1999.
[10] D. A.Awizar, N.K.Othman, A. Jalar, A. Daud, I.Abdul Rahman, and N.H. Al-hardan.“Nanosilicate extraction from rice husk Ash as green corrosion inhibitor”. International Journal of Electrochemical Science, Vol. 8, pp. 1759-1769, 2013.
[11] Obike, Anthony.I., Emeruwa, Chigbundu N., Ajiwe, Vincent I.E., Igwe, and Jude C. “Corrosion Inhibition and Adsorption Behaviour of Methanol Extract of Spondias cytherea leaves on Mild Steel Corrosion in5.0M H2SO4”. International Journal of Innovative Research in Science, Engineering and Technology, Vol.5, Issue 6,pp. 9501-9510, 2016.
[12] A. Mathina, and R. Rajalakshmi.“Corrosion inhibitor on of Mild steel in acid Medium using Canna indica as Green corrosion Inhibitor”. RASAYAN Journal Chemistry, Vol.9, No.1, pp.56 - 66, 2016.
[13] L. Adardour, H. Lgaz, R. Salghi, M. Larouj, S. Jodeh, M. Zougagh, O. Hamed, and M. Taleb.“ Corrosion inhibition of steel in phosphoric acid by sulfapyridine experimental and theoretical studies”. Der Pharmacia Lettre, Vol. 8, No.4, pp. 173-185, 2016.
[14] O. S. Yadav, S. Kumarb, G. Kaurc, and G. Singha.“ Synthesis characterization, and investigation of Schiff base as a Corrosion inhibition for mild seeel in H2SO4 medium.; http:ll heteroletters.org, Vol. 4, No. 2, pp. 287 -293, 2014.
[15] A. R.H. Zadeh, I. Danaee, and M.H. Maddahy.“ Thermodynamic and Adsorption Behaviour of Medicinal Nitramine as a Corrosion Inhibitor for AISI Steel Alloy in HCl Solution”. Journal Materials Science Technology, Vol. 29, No 9, pp. 884 -892, 2013.
[16] Z. Sharifi, M. Pakshir, F.Ghofrani, and S. Babamohammadi. “Synthesis of a novel polymeric corrosion inhibitor and investigation of its improvement by the addition of a ceramic powder extracted from corn cob”. International Journal of Nano Dimension, Vol.5, No.3, pp. 223-231, 2014.
[17] A. Salhi, A. Bouyanzer, I. El Mounsi, I. Hamdani, H. Bendaha, R. Rmili, H. Akichouh, A. Zarrouk, and J. Costa.“Natural product extract as eco-friendly corrosion inhibitor for mild steel in1.0 M HCl”. Der Pharmacia Lettre, Vol.8, No.2, pp.79-89, 2016.
[18] R. Jenkins. X-ray Techniques, International Center for X-ray Diffraction, John Wiley and Sons Ltd, 2000.
[19] S. R. Khafizova, V.R. Akhmetova, R. V. Kunakova, and U.M. Dzhemilev. “Thiomethylation of aromatic amines :efficient method for the synthesis of heterocyclic compounds”. Russian Chemical Bulletin ,Vol. 52, No. 8, pp.1817-1821, 2003.
[20] D.L. Pavia, G.M. Lampman, and G.S .Kriz; Introduction to Spectroscopy, 3th ed., Thomson Learning Inc ,USA, 2001.
[21] E. Pretsch, P. Buhlmann, and M. Badertscher; Structure Determination of Organic Compounds,4th Edition, Germany, 2009.
[22] V. S. Tolkunov, A.B. Eresko, A. I. Khizhan, A. V. M.azepa, G .V. Palamarchuk, O.V. Shishkin, and S.V. Tolkunov; Chemistry of Heterocylic Compounds , Vol. 48, No. 4, pp.666, 2012.
[23] V. R. Akmedova, Z. T. Neatshuna, Z. A. Ctarekova, L. F. Korshova, and A.G. Ebragumof. Journal Organic of Chemistry , Vol. 47, pp. 903, 2011.
[24] Q. A.Yousif, and A. Abdu AL-zhara.“ Evaluation of corrosion inhibition of carbon steel in 0.25M H2SO4” Journal of Chemical and Pharmaceutical Research,Vol.8,No.3, pp. 64-70, 2016.
[25] S. Leelavathi, and R. Rajalakshmi. “ Dodonaea viscosa (L.) Leaves extract as acid Corrosion inhibitor for mild Steel–A Green approach”. Journal of Materials and Environmental Science,Vol.4, No.5, pp. 625-638, 2013.
[26] N. A. Negm, M. A.Yousef, and S.M.Tawfik.“ Impact of Synthesized and Natural Compounds in Corrosion Inhibition of Carbon Steel and Aluminium in Acidic MediaRecent”. Patents on Corrosion Science, Vol.3, No.1, pp.1-11, 2013.
[27] N.O. Eddy,S.A. Odoemelam, and A. J. Mbaba; Journal of Pure and Applied Chemistry,Vol. 2,No.12, pp . 132, 2008.
[28] H. O. Curkovic, K. Marusic, E. Stupnisek-Lisac, and J. Telegdi. “ Electrochemical and AFM Study of Corrosion Inhibition with Respect to Application Method”. Journal Chemical and Biochemical Engineering Quarterly, Vol. 23, No.1, pp. 61-66,2009.
[29] M. H. Hussin, and M. J. Kassim. “Electrochemical Studies of Mild Steel Corrosion Inhibition in Aqueous Solution by Uncaria gambir Extract ”. Journal of Physical Science ,Vol. 21, No.1, pp. 1-9, 2010.
[30] E.S Ferriera,C. Giancomelli, F.C. Giacomelli, and A. Spinelli; Journal Materials Chemistry and Physics, Vol. 83, pp.129, 2004.
[31] M. Bouklah, M. Kaddouri, Y. Toubi, B. Hammouti, S. Radi, and E. E. Ebenso; International Journal of Electrochemical Science, Vol. 8, pp.7437, 2013.
[32] S. C. Soh, M. Aziz, and R. Sundari; Indian Journal of Scientific Research; Vol. 2, No. 2, p.25, (2014).
[33] V.A. Panchal, A.S. Patel, P.T. Trivedi, and N.K. Shah.“Corrosion inhibition of Al-Mg alloy in hydrochloric acid using Benzylamine- N-(p-methoxy benzylidene)”. Journal of Materials and Environmental Science , Vol.3, No.2, pp. 360 -373, 2012.
[34] M. Yadav, S. Kumar, and D. Behera. “ Inhibition Effect of Substituted Thiadiazoles on Corrosion Activity of N80 Steel in HCl Solution”. Journal of Metallurgy, Article ID 256403, pp.1-14 , 2013.
[35] D. A. Jones; Principle and Prevention of Corrosion, 2nd ed., Prentice Hall, NT USA, 1996.
[36] L. Adardour, H. Lgaz, R. Salghi, M. Larouj, S. Jodeh, M. Zougagh, O. Hamed, and M. Taleb.“ Corrosion Inhibition of Steel in phosphoric acid by Sulfapyridine Experimental and Theoretical Studies”. Der Pharmacia Lettre, Vol.8, No.4, pp. 173-185, 2016.
[37] A. Singh, V. K. Singh, and M. A. Quraishi.“Aqueous Extract of Kalmegh (Andrographis paniculata) Leaves as Green Inhibitor for Mild Steel in Hydrochloric Acid Solution”. International Journal of Corrosion, Article ID 275983, pp. 1-10, 2010.
[38] R. Saratha, S.V. Priya, and P. Thilagavathy.“ Investigation Of Citrus Aurantiifolia Leaves Extract As Corrosion Inhibitor For Mild Steel In 1 M HCl”. Journal of chemistry, Vol.6, No.3, pp. 785-795, 2009.
Published
2017-02-08
Section
Articles