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Synthesis and properties of erucic acid triacylglycerols
Author(s) -
Grewal Virinder S.,
Ramamurthi Suresh,
McCurdy Alan R.
Publication year - 1993
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02543020
Subject(s) - erucic acid , rapeseed , melting point , iodine value , chemistry , acid value , yield (engineering) , saponification value , organic chemistry , chromatography , nuclear chemistry , food science , biochemistry , materials science , metallurgy
The chemical synthesis of high‐erucic acid triacylglycerols by a direct esterification approach was investigated in this study. A two‐stage process was adopted in which reactants (without any catalyst) were heated at 160±5°C for 4 h, followed by heating at 250±10°C for 8 h. Purification of the esterified product was achieved by alkali refining, followed by alumina column chromatography. A greater than 85% yield of pure triacylglycerols was obtained, which contained ≈90% erucic acid, by using a 5% molar excess of erucic acid in the reaction. Oils containing erucic acid ranging from 45 to 91% were prepared by chemically interesterifying native high‐erucic acid rapeseed (HEAR) oil and the synthetic high‐erucic acid triacylglycerols. The melting point, cloud point, pour point, titer and viscosity of all oils exhibited positive correlations with the erucic acid content, whereas saponification value, iodine value and refractive index showed negative correlations. Randomization of native HEAR oil resulted in an increase in the melting point, cloud point and pour point.