New Sintanyl Phosphonates for Protection of Oil and Gas Pipelines from Steel Corrosion
Abstract
Many corrosion inhibitors are economically disadvantageous or toxic to the environment. Additionally, there are certain requirements for corrosion inhibitors. Therefore, the development of new corrosion inhibitors is one of the important problems in the oil-producing and oil-refining industry. The purpose of this work is the synthesis of new corrosion inhibitors with high inhibitory activity, the establishment of the structure of the compounds obtained and the determination of the anti-corrosion effect with respect to aggressive media. This paper presents the results of research on the development of new iron corrosion inhibitors. New α-aminophosphonates were synthesized based on the Kabachnik-Fields reaction. Formalin, morpholine, phosphite containing residues of industrial non-ionic surfactants - syntanols as radicals were used as a raw material. The compounds obtained were isolated in high yield. The structure of the compounds obtained is established by modern methods of physico-chemical analysis. The protective effect of the compounds obtained was studied by a gravimetric method for 6, 24, 72 hour exposure and an inhibitor concentration of 10, 25, 50, 100 ppm. As an aggressive medium, a highly mineralized medium containing СО2 and Н2S was used in simulated formation water. The dynamics of changes in the protective effect of the resulting aminophosphonate from time to time, at dosages of 2.5-100 ppm, were studied using electrochemical analysis methods. The protective effect of syntanyl-O-ethyl- (N-morpholinyl) methylphosphonate obtained at 25 ppm and a shutter speed of 6 hours is 73-82%. The article shows that with increasing concentration, an increase in the protective effect is observed. The greatest protective (89,6) effect showed O-2- [2- [2- [2- [2- [2- [2- [2- [2- [2- (dodecyloxy) ethoxy] ethoxy] ethoxy] ethoxy ] ethoxy] ethoxy] ethoxy] ethoxy] ethoxy] ethyl-O-ethyl- (N-morpholinyl) methylphosphone at a dosage of 100 ppm.
Keywords
References
Ahmad, Iftikhar, and Mohamed Nuri Rahuma. "Corrosion Mitigation and Inspection Strategy for Pipeline Integrity Management: An Experience of Sarir Oilfield." In CORROSION 2013. NACE International, 2013.
Papavinasam, S. “Corrosion Handbook”. 2nd edition. John Wiley & Sons, Inc (2000).
Santhana, P.S., R.R. Joseph., R.Dorothy, G. Brindha, M. Pandiarajan et al. “Corrosion problems in petroleum industry and their solution”. European Chemical Bulletin3 (2014): 300-307.doi: 10.17628/ecb.2014.3.300-307.
Miksic, B.M., Furman A.Y., Kharshan M.A. Effectiveness of the corrosion inhibitors for the petroleum industry under various flow conditions. NACE International, Corrosion Conference and Expo (2009).
Askari, M., M. Aliofkhazraei, S. Ghaffari, and A. Hajizadeh. “Film Former Corrosion Inhibitors for Oil and Gas Pipelines - A Technical Review.” Journal of Natural Gas Science and Engineering 58 (October 2018): 92–114. doi:10.1016/j.jngse.2018.07.025.
Olajire, Abass A. “Corrosion Inhibition of Offshore Oil and Gas Production Facilities Using Organic Compound Inhibitors - A Review.” Journal of Molecular Liquids 248 (December 2017): 775–808. doi:10.1016/j.molliq.2017.10.097.
Tiu, Brylee David B., and Rigoberto C. Advincula. “Polymeric Corrosion Inhibitors for the Oil and Gas Industry: Design Principles and Mechanism.” Reactive and Functional Polymers 95 (October 2015): 25–45. doi:10.1016/j.reactfunctpolym. 2015.08.006.
Рatent US 5611991 (publ. 1997). “Corrosion inhibitor containing phosphate groups”.
Рatent US 5611992 (publ. 1997). “Corrosion inhibitor blends with phosphate esters”.
Рatent EP 1076113 (publ. 2001). “High performance phosphorus-containing corrosion inhibitors for inhibiting corrosion by drilling system fluids”.
Umoren, Saviour A., and Moses M. Solomon. “Synergistic Corrosion Inhibition Effect of Metal Cations and Mixtures of Organic Compounds: A Review.” Journal of Environmental Chemical Engineering 5, no. 1 (February 2017): 246–273. doi:10.1016/j.jece.2016.12.001.
Nizamov, Ilyas S., Radik R. Shamilov, Ramazan Z. Salikhov, Ilnar D. Nizamov, Yuriy P. Khodyrev, and Elvira S. Batyeva. “Long-Chain Alkyl Esters ofO,O-Dialkyl Dithiophosphoric and Thionophosphoric Acids Prepared on the Basis of Red Phosphorus, Elemental Sulfur, Alcohols, and Industrial Fractions of Higher Monoolefins.” Phosphorus, Sulfur, and Silicon and the Related Elements 190, no. 4 (August 20, 2014): 484–493. doi:10.1080/10426507.2014.951999.
Zhu, Yakun, Michael L. Free, Richard Woollam, and William Durnie. “A Review of Surfactants as Corrosion Inhibitors and Associated Modeling.” Progress in Materials Science 90 (October 2017): 159–223. doi:10.1016/j.pmatsci.2017.07.006.
Levashov, V.I., I.V.Yangirova, E.V. Kazakova.“Review of corrosion inhibitors based on organoboron compounds”. Modern problems of science and education 6 (2014). Available at: http: www.science-education.ru/ru/article/view? Id = 15408 (accessed 05 April 2018).
Djenane, Meriem, Salah Chafaa, Nadjib Chafai, Rachida Kerkour, and Abdelkader Hellal. “Synthesis, Spectral Properties and Corrosion Inhibition Efficiency of New Ethyl Hydrogen [(methoxyphenyl) (methylamino) Methyl] Phosphonate Derivatives: Experimental and Theoretical Investigation.” Journal of Molecular Structure 1175 (January 2019): 398–413. doi:10.1016/j.molstruc.2018.07.087.
Benbouguerra, Khalissa, Salah Chafaa, Nadjib Chafai, Mouna Mehri, Ouahiba Moumeni, and Abdelkader Hellal. “Synthesis, Spectroscopic Characterization and a Comparative Study of the Corrosion Inhibitive Efficiency of an α-Aminophosphonate and Schiff Base Derivatives: Experimental and Theoretical Investigations.” Journal of Molecular Structure 1157 (April 2018): 165–176. doi:10.1016/j.molstruc.2017.12.049.
Atherton, Frank R., Cedric H. Hassall, and Robert W. Lambert. “Synthesis and Structure-Activity Relationships of Antibacterial Phosphonopeptides Incorporating (1-Aminoethyl)phosphonic Acid and (aminomethyl)phosphonic Acid.” Journal of Medicinal Chemistry 29, no. 1 (January 1986): 29–40. doi:10.1021/jm00151a005.
Keglevich, György, and Erika Bálint. “The Kabachnik–Fields Reaction: Mechanism and Synthetic Use.” Molecules 17, no. 11 (November 1, 2012): 12821–12835. doi:10.3390/molecules171112821.
Awad, Mohamed K., Mahmoud F. Abdel-Aal, Faten M. Atlam, and Hend A. Hekal. “Design, Synthesis, Molecular Modeling, and Biological Evaluation of Novel α-Aminophosphonates Based Quinazolinone Moiety as Potential Anticancer Agents: DFT, NBO and Vibrational Studies.” Journal of Molecular Structure 1173 (December 2018): 128–141. doi:10.1016/j.molstruc.2018.06.094.
Awad, Mohamed K., Mahmoud F. Abdel-Aal, Faten M. Atlam, and Hend A. Hekal. “Molecular Docking, Molecular Modeling, Vibrational and Biological Studies of Some New Heterocyclic α-Aminophosphonates.” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 206 (January 2019): 78–88. doi:10.1016/j.saa.2018.07.083.
Mohammadi, Saeed, Shiva Akbari-Birgani, Meysam Borji, Babak Kaboudin, and Mohammad Vaezi. “Diethyl [(3-Phenoxy-2-Oxo-4-Phenyl-Azetidin-1-Yl)-Phenyl-Methyl]-Phosphonate as a Potent Anticancer Agent in Chemo-Differentiation Therapy of Acute Promyelocytic Leukemia.” European Journal of Pharmacology 846 (March 2019): 79–85. doi:10.1016/j.ejphar.2019.01.003.
Koshkin, S. A., A. R. Garifzyanov, N. V. Davletshina, R. R. Davletshin, E. O. Chibirev, and R. A. Cherkasov. “Liquid Extraction of Metal Ions with Phosphonate Derivatives of Amino Acids.” Russian Journal of General Chemistry 85, no. 7 (July 2015): 1789–1790. doi:10.1134/s1070363215070397.
Zhou, Xueke, Zhifeng Zhang, Shengting Kuang, Yanling Li, Yuqin Ma, Yunhui Li, and Wuping Liao. “Recovery of Ga(III) from Chloride Solutions by Solvent Extraction with Cextrant 230.” Hydrometallurgy 185 (May 2019): 76–81. doi:10.1016/j.hydromet.2019.02.001.
Lipowska, Malgorzata, Jeffrey Klenc, Andrew T. Taylor, and Luigi G. Marzilli. “Fac-99mTc/Re-Tricarbonyl Complexes with Tridentate Aminocarboxyphosphonate Ligands: Suitability of the Phosphonate Group in Chelate Ligand Design of New Imaging Agents.” Inorganica Chimica Acta 486 (February 2019): 529–537. doi:10.1016/j.ica.2018.11.012.
Hosseini-Sarvari, M. “Uncatalyzed and Solvent-Free One-Pot Three Component Synthesis of α-Amino Phosphonates.” Journal of the Iranian Chemical Society 5, no. S1 (October 2008): S118–S124. doi:10.1007/bf03246500.
Tsygankova, L.E.,O.A.Fomenkov, O.V.Komarova.“Abybaker Saqqaf Omer Protective. Properties of Some Inhibitors against Hydrogen Sulfide and Carbonic Acid Steel Corrosion”. Tambov University Review 14(2) (2008): 353-364.
“The patent of the Russian Federation 2243292” (publ. 2003). Hydrogen Sulphide Corrosion Inhibitor.
“Patent of the Russian Federation No. 2326990” (published 2008). The method of obtaining corrosion inhibitor.
Ngobiri, N.C., E.E. Oguzie, N.C. Oforka, and O. Akaranta. “Comparative Study on the Inhibitive Effect of Sulfadoxine–Pyrimethamine and an Industrial Inhibitor on the Corrosion of Pipeline Steel in Petroleum Pipeline Water.” Arabian Journal of Chemistry (April 2015). doi:10.1016/j.arabjc.2015.04.004.
DOI: 10.28991/cej-2019-03091288
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