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Understanding
the fundamental chemical reactions between molecular oxygen and organic
matter has piqued chemists' interest for many decades. This is not
surprising since all matter on earth is continually bathed in an
atmosphere rich in molecular oxygen. Therefore an understanding, on the
molecular level, of the interaction between matter and oxygen is vital
for a comprehensive understanding of the world we live in.
Although
the presence of atmospheric oxygen is a necessary requirement for life,
oxygen has recently been implicated as playing a contributing role in
certain pathological conditions. Free radicals (or active oxygen)
derived from the interaction of organic matter with molecular oxygen,
participate in some of the most pernicious forms of chemical
degradation such as aging, cancer, and neuronal atrophy.
Not
surprisingly, oxygen derived damage to materials also has great
commercial implications. The reactions of molecular oxygen have been
implicated in the oxidative deterioration of petroleum distillates.
Various electron-rich, aromatic, nitrogen-containing heterocyclic
compounds (such as pyrroles, indoles, and carbazoles) have been shown
to react with molecular oxygen and cause degradation of petroleum
products.
Our
current efforts are directed at a detailed investigation of the
reaction of molecular oxygen with various indole and carbazole
derivatives. Identification of both the final oxidation products and
reactive intermediates will be stressed. Also, interactive effects of
various fuel components (organic acids, metals and sulfur compounds) on
the course of heterocyclic oxidation will be examined.
The
final phase of this study will involve the rational design of
antioxidants that will minimize sediment formation during the oxidation
of electron-rich aromatic nitrogen heterocycles in fuel.
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