Novel Synthesis of Some N-Hydroxy Phthalimide Derivatives with Investigation of Its Corrosion Inhibition for Carbon Steel in HCl Solution

Abstract

In the current study, new derivatives were synthesized by reaction of N-hydroxyphthalimide with chloro acetyl chloride in the presence of Et3N as a base to form 1,3-dioxoisoindolin-2-yl 2-chloroacetate (B1), which in turn enters several reactions with different amines where it interacts with primary amines to give 1,3-dioxoisoindolin-2-yl acetate derivatives (B2-B4) in basic medium, in the same way it interacts with these amines but with adding KNCS to form thiourea derivatives (B5-B7). It also reacts with diamines to give bis(azanediyl) derivatives (compounds B8-B10). The prepared derivatives were diagnosed using infrared FTIR and 1HNMR,13CNMR for some derivatives. Compounds B4, B5 and B9 were measured as corrosion inhibitors the inhibition efficiency varied from 85% to 99% and thermodynamic functions, i.e. Gibbs free energy, activation energy, enthalpy, entropy, were calculated for the derivatives at a concentration of (50 ppm) when mixed with carbon steel as additives and exposing the plate to an acidic medium of hydrochloric acid at a concentration of (1M) in different temperatures. The results revealed that as the temperature increases, the inhibition efficiency decreases.