Studies on the antioxidants: X. oxidation products of concomitantly used butylated hydroxyanisole and ethyl protocatechuate

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Abstract
The effects of antioxidants were studied from the viewpoints of (a) the products generated during the autoxidation process and (b) the functional mechanism of antioxidation. The chemical structure and antioxidant activity of the oxide obtained by irradiating an ethanol solution of an equal mixture of butylated hydroxyanisole (BHA) and ethyl protocatechuate (EP) with the ultraviolet (UV) ray and its secondary decomposition were studied. The oxide was identified as 2,2′‐dihydroxy‐3‐tert‐butyl‐5‐methoxy‐5′‐carboethoxy‐diphenyl ether which was a dimer of free radicals generated by BHA and EP. The resulting oxide showed a strong antioxidant activity on lard and methyl oleate in the stability testing by active oxygen method (AOM).