Summary
Ethyl linoleate autoxidized at 30°C. for 350 hours was separated into fractions of increasing polarity and molecular weight by extraction with solvent pairs of Skellysolve F and diethyl ether. The analytical results obtained on characterization of the more polar polymer fractions indicated that the oxidative polymers of ethyl linoleate were linked through carbon to oxygen bonds rather than carbon to carbon bonds. This postulation was substantiated by a successful depolymerization of the polymers and the catalytically hydrogenated polymers with hydrochloric, hydrobromic, or hydroiodic acid in aqueous ethyl alcohol. Characterization of the depolymerized product also indicated that the oxidative polymers were joined through carbon to oxygen bonds.
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Funds for this study were furnished by a grant-in-aid from Armour and Company, Chicago, Ill.
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Chang, S.S., Kummerow, F.A. The isolation and characterication of the polymers formed during the autoxidation of ethyl linoleate. J Am Oil Chem Soc 30, 403–407 (1953). https://doi.org/10.1007/BF02639358
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DOI: https://doi.org/10.1007/BF02639358