リノール酸メチルの熱重合に関する研究 (第3報) : 9-cis, 11-trans-オクタデカジエン酸メチルの熱重合二量化反応機構の動力学的検討

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The mechanism of thermal dimerization of methyl 9-cis, 11-trans-octadecadienoate was studied by a kinetic method. The study shows that the dimerization proceeds in two distinct stages : the conver-sion of the cis, trans-conjugated dienoate to its trans, trans-conjugated isomer (first stage) and the dimerization of the trans, trans-conjugated isomer, or combination of the cis, trans-conjugated and trans, trans-conjugated isomers, by the mechanism of Diels-Alder addition reaction (second stage). In the dimerization of the trans, trans-conjugated dienoate, one of the two molecules of trans, trans-conjugated dienoate acts as diene and the other as dienophile. On the other hand, in the addition, reaction between the cis, trans-conjugated and trans, trans-conjugated isomers, the cis, trans-conjugated dienoate acts as dienophile but not as diene. From the results of the determination of rates of first and second processes at 270 and 290°C, it has been found that trans, trans-conjugated octadecadienoate has twice or three times as great a dienophilic activity as cis, trans-conjugated octadecadienoate.
社団法人日本油化学会の論文