Isolation and melting properties of branched‐chain esters from lanolin

Saturated branched FA and their derivatives are both biodegradable and stable to oxidation. Their m.p. are expected to be enough lower than their straight‐chain counterparts to make them ideal as biolubricants. But physical property data for branched fatty esters are limited. In this study, a comple...

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Bibliographic Details
Published in:Journal of the American Oil Chemists' Society 2006-06, Vol.83 (6), p.547-552
Main Authors: Yao, Linxing, Hammond, Earl G.
Format: Article
Language:English
Subjects:
Biodegradation
Biological and medical sciences
Branched‐chain fatty acid
Chemicals
Chromatography
Crystallization
differential scanning calorimetry
Distillation
Esters
Fat industries
Food industries
Fundamental and applied biological sciences. Psychology
Hydrochloric acid
isopropyl ester
lanolin
Low temperature
melting point
methyl ester
Molecular structure
NMR
Nuclear magnetic resonance
Sulfuric acid
Urea
Vacuum distillation
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Summary:Saturated branched FA and their derivatives are both biodegradable and stable to oxidation. Their m.p. are expected to be enough lower than their straight‐chain counterparts to make them ideal as biolubricants. But physical property data for branched fatty esters are limited. In this study, a complex mixture of branched methyl esters was obtained from lanolin through saponification, extraction of unsaponifiables, and methylation. Hydroxy compounds were removed by chromatography on alumina. Vacuum spinning‐band distillation separated the mixture roughly by chain length. Countercurrent urea complex formation and low‐temperature crystallization separated even‐chain iso‐and odd‐chain anteiso‐methyl esters of chain lengths 14 through 18 at >95% purity. Transesterification was used to convert methyl esters to isopropyl esters. The m.p. and heat of fusion of each ester were determined by DSC. NMR was used to verify the structure of branched esters.
ISSN:0003-021X
1558-9331
DOI:10.1007/s11746-006-1238-3