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Industrial uses of high erucic oils
Author(s) -
Nieschlag H. J.,
Wolff I. A.
Publication year - 1971
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/bf02638529
Subject(s) - erucic acid , crambe , ozonolysis , plasticizer , rapeseed , organic chemistry , chemistry , wax , dibasic acid , pulp and paper industry , food science , botany , biology , engineering
Vegetable oils rich in erucic acid have desirable properties for a variety of applications. At present, only a fraction of the potential that exists for commercial exploitation of high erucic oils in the United States is fulfilled with 10 million pounds of rapeseed oil imported annually. Though rape is not a crop in the United States, another member of the mustard family, crambe, has been recommended by the USDA as a practical crop for domestic cultivation. Compared to rapessed oil, crambe oil is more suitable for industrial use because it consistently contains a higher percentage of erucic acid. High erucic oils, as examplified by crambe, can be employed as lubricants in continuous steel casting, in formulated lubricants and in the manufacture of rubber additives. Both the hydrogenated oil and derived wax esters have properties comparable to commercial waxes. Useful nitrogen derivatives can be prepared from either the erucic acid or mixed acids from the oil; behenyl amine is used in a corrosion inhibitor, disubstituted amides are effective plasticizers and erucamide is an excellent slip and antiblocking agent for plastic films. Oxidative ozonolysis of erucic acid produces the dibasic acid, brassylic, and the monoacid, pelargonic. Mixed diacids, mainly brassylic and azelaic, can be obtained by ozonolysis of fatty acids from the oil. Alkyl diesters of brassylic, or of the mixed diacids, are excellent low temperature plasticizers. Two new nylons (13 and 1313), which are derived from C‐13 difunctional products of erucic acid ozonolysis, contain repeating units that have longer uninterrupted polymethylene chains than other nylons. Moderate melting points and exceptionally low water absorption are a consequence of this structure. The low‐melting characteristic is an advantage in adhesive uses and facilitates fluidized‐bed coating, molding and extrusion; low moisture affinity contributes to excellent electrical properties and dimensional stability.