重合油の構造と栄養価に関する研究 (第6報) : 熱酸化重合油の有毒成分の分別 (その2)

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In the previous paper, thermally oxidized oil (TO) was fractionated by silicic acid column chromatography and the authors manifested that the toxic substance was eluted with diethyl ether. This paper deals with further study of the structure of the toxic compound. <BR>From the results of elementary analysis and from several characteristics of the toxic compound, it seemed to have two carbonyls, two hydroxyl groups and epoxide group in one molecule, but the presence of aldehyde and cyclic compounds was not recognized. This compound was presumed to be dieter of glyceride by the determination of molecular weight, NMR and mass spectrometry. <BR>A dimer of fatty acids was obtained by the molecular distillation of fatty acid methyl ester of the dimer glycerides. This dimer of fatty acids formed by heating was not bonded by oxygen-bridge, but by carbon-carbon bond. As a result, the toxic compound may, presumably, have the following structure. * Yukagaku, 19, 486 (1970)
社団法人日本油化学会の論文