Methoxylation of methyl oleate in the presence of dealuminated Y faujasites in their protonic form

Methoxylation of methyl oleate into methyl methoxy stearate was carried out in a batch reactor at temperatures ranging from 150 to 190°C in the presence of dealuminated H-Y faujasites as catalysts. In the presence of an excess of methanol, the H-Y faujasite with a Si/Al ratio of 15 was shown to achi...

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Bibliographic Details
Published in:Journal of the American Oil Chemists' Society 2006-08, Vol.83 (8), p.725-729
Main Authors: Lansalot-Matras, C, Lozano, P, Pioch, D, Finiels, A, Moreau, C, Claude, S
Format: Article
Language:English
Subjects:
Aluminum
aluminum oxide
Batch reactors
Biological and medical sciences
Catalysts
Corrosion resistance
Dehydration
Esters
Fat industries
Fatty acids
Food industries
Fundamental and applied biological sciences. Psychology
Isomerization
Isomers
Lubricants
Methanol
methoxylation
methyl oleate
Oleic acid
Silicon
Sulfuric acid
Yttrium
zeolites
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Summary:Methoxylation of methyl oleate into methyl methoxy stearate was carried out in a batch reactor at temperatures ranging from 150 to 190°C in the presence of dealuminated H-Y faujasites as catalysts. In the presence of an excess of methanol, the H-Y faujasite with a Si/Al ratio of 15 was shown to achieve the title reaction with a yield of methyl methoxy stearate that does not exceed 40% because of the parallel formation, at comparable rates, of methyl oleate isomers identified as methyl elaidate, methyl trans-vaccenate, and methyl cis-vaccenate. Isomerization reactions were confirmed to occur rapidly in an independent manner. FFA are also present in small amounts owing to the in situ dehydration of methanol and subsequent hydrolysis of the esters. Finally, starting from pure oleic acid leads to results similar to those obtained with methyl oleate as the starting material.
ISSN:0003-021X
1558-9331
DOI:10.1007/s11746-006-5030-1