1990
DOI: 10.1021/ef00021a009
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Insoluble sediment formation in middle-distillate diesel fuel: the role of soluble macromolecular oxidatively reactive species

Abstract: Clearly, the molecules identified here and also in previous studies, including carbazoles and porphyrins, properly belong to the resin fraction of the bitumen and their presence in the n-pentane-precipitated asphaltene shows that they are integral parts of the asphaltene micelles in dynamic equilibrium between the solution, smaller micelles not precipitated by n-pentane, and the larger asphaltene micelles which are precipitated by n-pentane. The presence of these highly polar and polarizable molecules in-fluen… Show more

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Cited by 35 publications
(22 citation statements)
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“…This mechanism occurs at temperatures higher than the storage temperaturetypically those encountered in the engineand is known as thermal oxidative degradation. Such mechanisms have been studied for years in jet fuels and diesel oil. These phenols are oxidized into quinones, which then undergo oxidative coupling reactions, which increase the molecular weight.…”
Section: Introductionmentioning
confidence: 99%
“…This mechanism occurs at temperatures higher than the storage temperaturetypically those encountered in the engineand is known as thermal oxidative degradation. Such mechanisms have been studied for years in jet fuels and diesel oil. These phenols are oxidized into quinones, which then undergo oxidative coupling reactions, which increase the molecular weight.…”
Section: Introductionmentioning
confidence: 99%
“…However, it was recognized from the beginning that certain fuel components could also play a role. It was already known through the work of Wechter and Hardy [24,25,26] that methyl alcohol can extract polar materials from distillate fuels. The fuel compounds extracted by methyl alcohol are known to be rich in nitrogen and sulfur relative to the base fuel.…”
Section: General Informationmentioning
confidence: 99%
“…These and other ( [30]- [34]) apparently disparate results can be unified in a general mechanism as follows:…”
mentioning
confidence: 91%
“…Highly polar species, extractable from fuels or blending stocks (in particular Light Cycle Oil, LCO) with methanol, have been found to be necessary for the production of insoluble sediment on long-term fuel storage [30]. The methanol extracts were found to comprise polycyclic aromatic materials (phenalenes, fluorenes, phenalenones) and heteroaromatic materials (especially indoles and other N-containing compounds).…”
mentioning
confidence: 99%