Mechanistic investigation into the formation of insolubles in bulk fuel jet fuel using quantum chemical and experimental techniques

The SMORS mechanism describing the formation of insoluble material in bulk jet fuel was investigated using density functional and experimental techniques. The first part of the SMORS mechanism, the formation of quinones from the oxidation of indigenous fuel phenols, was shown to proceed via two possible pathways. First, a single-step pathway yielding two quinones and a hydrogen peroxide. Secondly, a two-step pathway yielding a quinone, p-chinole and singlet oxygen. The second step of the SMORS mechanism, the reaction of quinones with electron-rich heterocycles in fuels, was shown to proceed via a homolytic aromatic substitution pathway. These findings, allow us to propose a modified SMORS mechanism, built on our enhanced mechanistic understanding of fuel deposit formation.

Automated summary

The SMORS mechanism of insoluble material formation in bulk jet fuel was studied using density functional and experimental techniques. The first part of the mechanism involves the formation of quinones from the oxidation of indigenous fuel phenols, which can proceed through two possible pathways. The second part of the mechanism involves the reaction of quinones with electron-rich heterocycles in fuels, which proceeds via a homolytic aromatic substitution pathway. These findings have allowed for the proposal of a modified SMORS mechanism based on a better understanding of fuel deposit formation.