Unprecedented Inhibition of Hydrocarbon Autoxidation by Diarylamine Radical-Trapping Antioxidants

The reactivities of novel heterocyclic diarylamine radical-trapping antioxidants (RTAs) are profiled in a heavy hydrocarbon at 160 °C, conditions representative of those at which diphenylamine RTAs are used industrially. While carboxylic acids produced during the autoxidation are shown to deactivate...

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Veröffentlicht in:Journal of the American Chemical Society 2015-02, Vol.137 (7), p.2440-2443
Hauptverfasser: Shah, Ron, Haidasz, Evan A, Valgimigli, Luca, Pratt, Derek A
Format: Artikel
Sprache:eng
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Zusammenfassung:The reactivities of novel heterocyclic diarylamine radical-trapping antioxidants (RTAs) are profiled in a heavy hydrocarbon at 160 °C, conditions representative of those at which diphenylamine RTAs are used industrially. While carboxylic acids produced during the autoxidation are shown to deactivate these more basic RTAs, the addition of a sacrificial base leads to efficacies that are unprecedented in the decades of academic and industrial research in this area.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja5124144