Abstract
Individual phenolic compounds in an SRC-II middle distillate were quantified before and after ageing in the presence of Cu and O 2. The concentration of each phenolic constituent decreased, indicating that they are consumed by a reaction that occurs during ageing. After ageing, a pentane-insoluble precipitate formed that was not present before ageing. Bulk characterization of this ageing product by low-voltage high-resolution mass spectrometry shows that it contains dimers, trimers, tetramers, etc., of phenols. These are the same kinds of products known to form during phenolic oxidative coupling reactions. This observation is taken as direct physical evidence that supports an earlier hypothesis that phenolic oxidative coupling reactions occur during ageing of SRC-II middle distillate in Cu O 2 environments.
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