Effect of Temperature on Composition of Monohydroperoxide Isomers Formed in Oxidation of Methyl Linoleate

Methyl Linoleate의 산화중 형성된 Monohydroperoxide 이성체들의 조성에 미치는 온도의 영향

  • Published : 1996.06.30

Abstract

An attempt was made to study the relative composition of Monohydroperoxide isomers of methyl linoleate oxidized to different peroxide values at 60, 90, 120 and $150^{\circ}C$, respectively. HPLC was used to analyze and isolate the monohydroperoxide isomers fractionated by silica gel column after reduction with NaBH.. GC-MS was used to identify four monnhydroperoxide isomers as trimethylsilyl (TMS) in mixtures of oxidized methyl linoleate In the geometrical isomers, the proportions of 9/13-OOH-trans, trant-diene were higher than those of 9/13-OOH-cis, trans-diene at $60^{\circ}C$ and $90^{\circ}C$. However in the initial stage at $150^{\circ}C$, the proportions of 9/13-OOH-cis, trans-diene were slightly higher than those of 9/13-OOH-trans, trans-diene. In case of positional isomers, equal proportions of 9-OOH-10, 12-diene and 13-OOH-9, 11-diene were found in all samples of methyl linoleate oxidized at different temperatures and peroxide levels.

Methyl linoleate를 기질로하여 온도 및 과산화물가에 따른 monohydroperoxide 이성체의 조성변화를 $60^{\circ}C$$90^{\circ}C$ 그리고 $120^{\circ}C$$150^{\circ}C$에서 조사하여 보았다. Silica gel column으로 분획한 monohydroperoxide 분획물을 NaBH로 환원시켜 HPLC를 이용하여 분석 및 분획하였다. 각각의 이성체 분획은 trimethylsolyl ester 형태로 유도체화시킨 후 GC-MS로 확인하였다. 확인된 이성체중 기하이성체의 조성변화는 $60^{\circ}C$$90^{\circ}C$의 경우 9/13-OOH-trans, trans-diene이 9/13-OOH-cis, trans-diene보다 높게 나타났으나 $150^{\circ}C$의 초기단계에서는 9/13-OOH-cis, trans-diene이 9/13-OOH-trans, trans-diene 보다 다소 높게 나타났다. 한편 위치이성체의 경우에는 온도 및 과산화물가의 변화에 따라 거의 비슷한 비율을 나타내었다.

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