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Sustainable Process for Production of Azelaic Acid Through Oxidative Cleavage of Oleic Acid
Author(s) -
Benessere Vincenzo,
Cucciolito Maria E.,
De Santis Augusta,
Di Serio Martino,
Esposito Roberto,
Ruffo Francesco,
Turco Rosa
Publication year - 2015
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/s11746-015-2727-z
Subject(s) - azelaic acid , oleic acid , oxidative cleavage , hypochlorous acid , chemistry , sodium hypochlorite , cleavage (geology) , oxidative phosphorylation , organic chemistry , catalysis , biochemistry , materials science , composite material , fracture (geology)
This work describes two sustainable methods for production and purification of azelaic acid (AA) to replace the current process of ozonolysis of oleic acid (OA). The first proceeds in two steps, coupling smooth oxidation of OA to 9,10‐dihydroxystearic acid (DSA) with subsequent oxidative cleavage by sodium hypochlorite. An alternative methodology is also proposed, using a chemocatalytic system consisting of H 2 O 2 /H 2 WO 4 for direct oxidative cleavage of the double bond of OA at 373 K. A convenient technique for separation and purification of azelaic acid is also proposed.