Perfluorinated sulfamides in the technology of complex utilization of cyclohexane oxidation products

Abstract

This article discusses the use of perfluorinated sulfamides in various technological processes. The potential of aminotoxane as a catalyst in the cyclohexane oxidation process was studied. The use of aminotoxane significantly shifts the distribution of target products in cyclohexane oxidation, favoring increased alcohol formation. This catalytic system is distinct from those involving crown ethers and polyglycols, suggesting a specific mechanism of influence by perfluorinated sulfamides on the intermediate stages of radical-chain oxidation. For the by-product adipic acid, which is formed in significant amounts, a complex method of utilizing cyclohexane oxidation products is proposed. Specifically, esterification of adipic acid with alcohol was performed, resulting in the production of dibutyl adipinate, a valuable raw material for plasticizer manufacturing. The yield of dibutyl adipinate was 57.6%. The study found that cyclohexane oxidation in the presence of a binary catalyst, cobalt naphthenate–aminotoxane, results in an increased oxidation rate, a threefold reduction in ester and acid selectivity, and a twofold increase in cyclohexanol selectivity compared to oxidation with cobalt naphthenate alone.