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从植物油的均相铑催化异构化反应中解析结构异构体

Elucidation of structural isomers from the homogeneous rhodium-catalyzed isomerization of vegetable oils.

作者信息

Andjelkovic Dejan D, Min Byungrok, Ahn Dong, Larock Richard C

机构信息

Department of Chemistry, Iowa State University, Ames, IA 50011, USA.

出版信息

J Agric Food Chem. 2006 Dec 13;54(25):9535-43. doi: 10.1021/jf0612124.

DOI:10.1021/jf0612124
PMID:17147443
Abstract

The structural isomers formed by the homogeneous rhodium-catalyzed isomerization of several vegetable oils have been elucidated. A detailed study of the isomerization of the model compound methyl linoleate has been performed to correlate the distribution of conjugated isomers, the reaction kinetics, and the mechanism of the reaction. It has been shown that [RhCl(C8H8)2]2 is a highly efficient and selective isomerization catalyst for the production of highly conjugated vegetable oils with a high conjugated linoleic acid (CLA) content, which is highly desirable in the food industry. The combined fraction of the two major CLA isomers [(9Z,11E)-CLA and (10E,12Z)-CLA] in the overall CLA mixture is in the range from 76.2% to 93.4%. The high efficiency and selectivity of this isomerization method along with the straightforward purification process render this approach highly promising for the preparation of conjugated oils and CLA. Proposed improvements in catalyst recovery and reusability will only make this method more appealing to the food, paint, coating, and polymer industries in the future.

摘要

几种植物油在均相铑催化下异构化形成的结构异构体已得到阐明。已对模型化合物亚油酸甲酯的异构化进行了详细研究,以关联共轭异构体的分布、反应动力学和反应机理。结果表明,[RhCl(C8H8)2]2是一种高效且选择性的异构化催化剂,可用于生产具有高共轭亚油酸(CLA)含量的高共轭植物油,这在食品工业中是非常理想的。两种主要CLA异构体[(9Z,11E)-CLA和(10E,12Z)-CLA]在总CLA混合物中的合并比例在76.2%至93.4%之间。这种异构化方法的高效率和选择性以及简单的纯化过程使得该方法在共轭油和CLA的制备方面极具前景。催化剂回收和可重复使用性方面的改进建议只会使该方法在未来对食品、油漆、涂料和聚合物行业更具吸引力。

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