New Propargyl-Containing Derivatives of Phosphoric and Phosphonic Acids: Prospective Inhibitors of Acidic Corrosion of S

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IED ELECTROCHEMISTRY AND METAL CORROSION PROTECTION

New Propargyl-Containing Derivatives of Phosphoric and Phosphonic Acids: Prospective Inhibitors of Acidic Corrosion of Steels for Oil Production M. I. Shatirovaa and Ya. G. Avdeevb,* a

Institute of Polymeric Materials, National Academy of Sciences of Azerbaijan, Sumgait, AZ5004 Azerbaijan b Frumkin Institute of Physical Chemistry and Electrochemistry, Moscow, 119071 Russia *e-mail: [email protected] Received April 9, 2019; revised March 11, 2020; accepted April 13, 2020

Abstract—Based on propargyl alcohol esters, new derivatives of phosphorous and phosphonic acids of the acetylene series of various structures were synthesized (10 compounds). The prepared substances (6 compounds) significantly inhibit the corrosion of 08kp low-carbon steel in 5 M HCl (T = 20–60°C). The protective effect of these inhibitors increases with a rise in their content in solution and with increasing temperature. The strongest inhibition of steel corrosion is provided by phosphonic acid esters containing an alcohol group in their composition. For the synthesized corrosion inhibitors, an adsorption-polymerization mechanism of action is assumed, which is evidenced by the enhancement of the protective effect of these compounds with increasing temperature. Keywords: corrosion, corrosion inhibitors, low carbon steel, acetylene compounds, organophosphorus compounds DOI: 10.1134/S1070427220080054

In the oil and gas industry, acid treatment is one of the types of increasing the productivity of wells operating in carbonate reservoirs [1]. Due to the high corrosivity of the hydrochloric acid solutions used during this technological operation, they are not used without corrosion inhibitors, which are most often N- and S-containing organic compounds [2]. A significant drawback of these substances is the loss of their protective properties when acid solutions are heated above 80°C, which does not always meet the requirements of hydrochloric acid treatment, during which the temperature of the working solution can be significantly higher than 100°C. Acetylene compounds are unique inhibitors of acid corrosion, many of which, alone or in the form of compositions with compounds of other classes, are capable of protecting steel structures at temperatures above 100°C. The observed effect is largely determined by the high reactivity of acetylene derivatives, which, being adsorbed on the surface of a corrosive metal from an acid solution, form a protective layer of polymerization products on it, which is able to effectively protect steel even under conditions of

high-temperature corrosion (above 100°C) [3]. Despite the large number of works, e.g., [4–7], devoted to the study of the inhibitory effect of acetylene derivatives, we have not found information on the study of their organophosphorus compounds in the literature recently. The aim of this work is to synthesize and study the properties of new organophosphorus esters of the propargyl series. EXPERIMENTAL Synthesis of the test compounds. IR spectra of the syn

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