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Rate constants of oxidation of unsaturated fatty esters studied by chemiluminescence.

Chemistry and physics of lipids (2012-10-03)
Emmanuel Richaud, Ludmila Audouin, Bruno Fayolle, Jacques Verdu, Lyda Matisová-Rychlá, Jozef Rychlý
ABSTRACT

This study deals with oxidation kinetics of three unsaturated fatty esters: methyl oleate, methyl linoleate and methyl linolenate at temperatures ranging from 90 to 150 °C. The reaction was monitored by chemiluminescence. A kinetic model was derived from a simple mechanistic scheme, in which initiation is due to hydroperoxides decomposition, whereas propagation results from the abstraction of the most labile hydrogen and termination results only from the bimolecular combination of peroxyl radicals. Analysis of induction period duration indicated that hydroperoxides mainly decompose by a bimolecular process. The model well predicts the main features of the experimental chemiluminescence curves. Kinetic parameters of the three unsaturated fatty esters were assessed from inverse method and discussed.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Methyl oleate, 99%
Sigma-Aldrich
Methyl linoleate, ≥98% (GC)
Sigma-Aldrich
Methyl linolenate, ≥99% (GC)
Supelco
Methyl oleate, analytical standard
Supelco
Methyl linolenate, analytical standard
Supelco
Methyl linoleate, analytical standard
Sigma-Aldrich
Methyl oleate, technical grade, 70%
Sigma-Aldrich
Methyl elaidate, ≥99% (capillary GC)
Supelco
cis-9-Octadecenoic acid methyl ester, certified reference material, 10 mg/mL in heptane
Supelco
trans-9,12-Octadecadienoic acid methyl ester, certified reference material, 10 mg/mL in heptane
Sigma-Aldrich
Methyl linolelaidate, ≥99% (GC), liquid
Supelco
Methyl elaidate, analytical standard
Supelco
Methyl linolelaidate, analytical standard
Supelco
cis-9,cis-12-Octadecadienoic acid methyl ester, certified reference material, 10 mg/mL in heptane