Formation of conjugated double bonds in soybean oil with iodine as a catalyst

A method for the iodine-catalyzed conjugation of soybean oil was developed, and the conjugated product was analyzed by UV, IR, and 1H NMR. The results indicated that the optimal conditions for conjugation included a temperature of 180°C, a catalyst loading of 0.5 wt.% and a reaction time of...

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Main Authors: Yan Jie, Yang Jinlan, Yang Rifu, He Haifen, Liu Qihai, Lin Hailin
Format: Article
Language:English
Published: Serbian Chemical Society 2016-01-01
Series:Journal of the Serbian Chemical Society
Subjects:
Online Access:http://www.doiserbia.nb.rs/img/doi/0352-5139/2016/0352-51391500082Y.pdf
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author Yan Jie
Yang Jinlan
Yang Rifu
He Haifen
Liu Qihai
Lin Hailin
author_facet Yan Jie
Yang Jinlan
Yang Rifu
He Haifen
Liu Qihai
Lin Hailin
author_sort Yan Jie
collection DOAJ
description A method for the iodine-catalyzed conjugation of soybean oil was developed, and the conjugated product was analyzed by UV, IR, and 1H NMR. The results indicated that the optimal conditions for conjugation included a temperature of 180°C, a catalyst loading of 0.5 wt.% and a reaction time of 3 h, at which the concentration of conjugated linoleic acid was 1.51 mol L-1, with 92 % conversion, the CLNA reached 0.225 mol L-1 when the temperature was 130°C, a catalyst loading of 0.5 wt.%, and a reaction time of 3 h with a conversion rate of 99.9 %. The reaction predominantly produced trans-trans, trans-cis and cis-trans isomers. It was also revealed that the conjugation of linolenic acid was much faster than that of linoleic acid. The method possessed the advantages of a short procedure, a high conversion rate, and no methyl esterification of the raw material, and it was an environmentally friendly technology that does not use solvents.
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spelling doaj.art-f73a131f957d493195ed2b66e2e302272022-12-22T00:57:13ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51391820-74212016-01-0181214115110.2298/JSC150504082Y0352-51391500082YFormation of conjugated double bonds in soybean oil with iodine as a catalystYan Jie0Yang Jinlan1Yang Rifu2He Haifen3Liu Qihai4Lin Hailin5Zhongkai University of Agriculture and Engineering, College of Chemistry and Chemical Engineering, Guangzhou, ChinaZhongkai University of Agriculture and Engineering, College of Chemistry and Chemical Engineering, Guangzhou, ChinaSouth China University of Technology, School of Physics and Optoelectronics, Guangzhou, ChinaZhongkai University of Agriculture and Engineering, College of Chemistry and Chemical Engineering, Guangzhou, ChinaZhongkai University of Agriculture and Engineering, College of Chemistry and Chemical Engineering, Guangzhou, ChinaZhongkai University of Agriculture and Engineering, College of Chemistry and Chemical Engineering, Guangzhou, ChinaA method for the iodine-catalyzed conjugation of soybean oil was developed, and the conjugated product was analyzed by UV, IR, and 1H NMR. The results indicated that the optimal conditions for conjugation included a temperature of 180°C, a catalyst loading of 0.5 wt.% and a reaction time of 3 h, at which the concentration of conjugated linoleic acid was 1.51 mol L-1, with 92 % conversion, the CLNA reached 0.225 mol L-1 when the temperature was 130°C, a catalyst loading of 0.5 wt.%, and a reaction time of 3 h with a conversion rate of 99.9 %. The reaction predominantly produced trans-trans, trans-cis and cis-trans isomers. It was also revealed that the conjugation of linolenic acid was much faster than that of linoleic acid. The method possessed the advantages of a short procedure, a high conversion rate, and no methyl esterification of the raw material, and it was an environmentally friendly technology that does not use solvents.http://www.doiserbia.nb.rs/img/doi/0352-5139/2016/0352-51391500082Y.pdfsoybean oilconjugationiodinelinoleic acidlinolenic acid
spellingShingle Yan Jie
Yang Jinlan
Yang Rifu
He Haifen
Liu Qihai
Lin Hailin
Formation of conjugated double bonds in soybean oil with iodine as a catalyst
Journal of the Serbian Chemical Society
soybean oil
conjugation
iodine
linoleic acid
linolenic acid
title Formation of conjugated double bonds in soybean oil with iodine as a catalyst
title_full Formation of conjugated double bonds in soybean oil with iodine as a catalyst
title_fullStr Formation of conjugated double bonds in soybean oil with iodine as a catalyst
title_full_unstemmed Formation of conjugated double bonds in soybean oil with iodine as a catalyst
title_short Formation of conjugated double bonds in soybean oil with iodine as a catalyst
title_sort formation of conjugated double bonds in soybean oil with iodine as a catalyst
topic soybean oil
conjugation
iodine
linoleic acid
linolenic acid
url http://www.doiserbia.nb.rs/img/doi/0352-5139/2016/0352-51391500082Y.pdf
work_keys_str_mv AT yanjie formationofconjugateddoublebondsinsoybeanoilwithiodineasacatalyst
AT yangjinlan formationofconjugateddoublebondsinsoybeanoilwithiodineasacatalyst
AT yangrifu formationofconjugateddoublebondsinsoybeanoilwithiodineasacatalyst
AT hehaifen formationofconjugateddoublebondsinsoybeanoilwithiodineasacatalyst
AT liuqihai formationofconjugateddoublebondsinsoybeanoilwithiodineasacatalyst
AT linhailin formationofconjugateddoublebondsinsoybeanoilwithiodineasacatalyst