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Produkte der Dimerisierung ungesättigter Fettsäuren VI: Untersuchungen zur Kinetik der Bildung dimerer Fettsäuren
Authors:W. Link  G. Spiteller
Abstract:Products of Dimerisation of Unsaturated Fatty Acids VI: Kinetic Studies about the Formation of Dimeric Fatty Acids During the dimerisation reaction of a mixture of 60% oleic acid and 40% linoleic acid samples were collected in time intervals. The samples were converted into their dimethylates by diazomethane and separated by thin layer chromatography in one fraction of monomers and one of dimers. The monomeric fractions were further separated by GC, the dimeric fractions by HPLC. First linoleic acid reacts, either by cyclisation or by attacking another molecule of linoleic acid. Thus linoleic acid has already disappeared nearly completely at the end of the heating up period (after 60 min). The less linoleic acid is present, the more molecules of linoleic acid react with oleic acid molecules. The primary cyclic dimerisation products are slowly converted to aromatic compounds as well as cyclohexane derivatives. The oleic acid is transformed already in the heating up period into its isomer, elaidic acid and isomers thereof with double bonds in other positions of the chain. These products are converted slowly partly to stearic acid, partly to isostearic acids. Dimeric compounds of MW 592 (methylates) are produced as well by reaction of 2 molecules of oleic acid. They are slowly converted to open chain dimeric acids of MW 594 (methylates).
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