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Triacylglycerol self-metathesis over highly chemoselective methyltrioxorhenium supported on ZnCl2-promoted mesoporous alumina

Paper ID Volume ID Publish Year Pages File Format Full-Text
39753 45834 2014 13 PDF Available
Title
Triacylglycerol self-metathesis over highly chemoselective methyltrioxorhenium supported on ZnCl2-promoted mesoporous alumina
Abstract

•Highly active 3%MTO/ZnCl2–Al2O3-meso catalyst for triglyceride self-metathesis.•Highly chemoselective catalyst resulting only in the desired metathesis products.•Intra and intermolecular reactions were observed in triolein self-metathesis.•Reaction products effectively separated and identified by mass spectrometry and NMR.

Since triolein is the main constituent of most oils such as olive and high oleic sunflower oils, self-metathesis of this triacylglycerol at mild reaction conditions was investigated via a heterogeneous approach, in the presence of ZnCl2-modified mesoporous alumina supported methyltrioxorhenium (MTO) as a catalyst. Both intra and intermolecular metathesis reactions were observed. While, 9-octadecene, dimers and trimers of the triacylglycerol were isolated, intermolecular cyclization metathesis products were also obtained. The MTO-based catalyst was found to be highly chemoselective affording only desired metathesis product formation. In contrast, more than 50% of triolein was converted to undesired solid product in the presence of the homogeneous Grubbs 2nd generation catalyst. Triolein metathesis products were effectively separated by chromatographic techniques and identified using mass spectrometric and NMR analyses. The reported results show that 3%MTO/ZnCl2–Al2O3-meso is an efficient and selective heterogeneous catalyst for bulky functionalized olefins metathesis such as triacylglycerols and edible oils, avoiding the use of costly homogeneous catalysts, or the use other rhenium-based catalysts with toxic promoters such as R4Sn.

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Keywords
Self-metathesis; Triolein; Methyltrioxorhenium (MTO); ZnCl2-promoted mesoporous alumina; Metathesis polymerization
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Triacylglycerol self-metathesis over highly chemoselective methyltrioxorhenium supported on ZnCl2-promoted mesoporous alumina
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 479, 5 June 2014, Pages 121–133
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us