Synthesis and study of aroylethyl(ethyl)-xanthates as stabilizers of polymeric materials

Abstract

The number of aroylethyl (ethyl)xanthates have been synthesized by the reaction of the exchange decomposition of β-dimethylaminopropiophenone hydrochlorides with potassium xanthate containing several functional groups (C=O, C=S, C–OH), which determine the use of these xanthates as stabilizers with internal synergy to polymeric materials. It was shown that the thermal stability of the compounds, depending on the nature of the substituent in the benzene ring of the molecule was observed in the temperature range of 149–196 °C. It was revealed that aroylethyl(ethyl)xanthates had a stabilizing effect due to the suppression of thermo-oxidative destruction of polyethylene; they increased the induction period of polyethylene oxidation by 2–6 times, and the oxidation rate was reduced by about 3–9 times. Among the studied compounds, 4-hydroxybenzoylethyl (ethyl)xanthate had the greatest stabilizing effect. The study of the mechanism of the stabilizing action of the compounds showed that xanthates react with cumene hydroperoxide (CHP), which proceeded through the stage of formation of an intermediate product that actively decomposed CHP, i.e., the oxidation chain was terminated by the decomposition of the CHP not by the initial xanthates but by their transformation products.