We describe a process for the production of azelaic and pelargonic acids and ω-hydroxynonanoic and pelargonic acids by oxidative cleavage of the double bond of respectively oleic acid and oleyl alcohol in two reaction steps. In the first step the monoenic reagents react with hydrogen peroxide in the presence of pertungstic acid, as the catalyst, giving a diol, as the reaction product, that can be easily separated and purified. The key factors influencing this reaction have been studied. The second step is the oxidative cleavage with molecular oxygen of the diol formed in the first step, in the presence of catalyst formed in situ from tungstic acid and cobalt acetate. The nature of the catalyst, probably a poly(oxametalate), has been studied; factors affecting conversion and yields have been examined and the possible mechanisms discussed.
Oxidative cleavage of the double bond of monoenic fatty chains in two steps: A new promising route to azelaic acid and other industrial products / Santacesaria, E.; Sorrentino, A.; Rainone, F.; Di Serio, M.; Speranza, F.. - In: INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH. - ISSN 0888-5885. - 39:8(2000), pp. 2766-2771. [10.1021/ie990920u]
Oxidative cleavage of the double bond of monoenic fatty chains in two steps: A new promising route to azelaic acid and other industrial products
Santacesaria E.;Di Serio M.;
2000
Abstract
We describe a process for the production of azelaic and pelargonic acids and ω-hydroxynonanoic and pelargonic acids by oxidative cleavage of the double bond of respectively oleic acid and oleyl alcohol in two reaction steps. In the first step the monoenic reagents react with hydrogen peroxide in the presence of pertungstic acid, as the catalyst, giving a diol, as the reaction product, that can be easily separated and purified. The key factors influencing this reaction have been studied. The second step is the oxidative cleavage with molecular oxygen of the diol formed in the first step, in the presence of catalyst formed in situ from tungstic acid and cobalt acetate. The nature of the catalyst, probably a poly(oxametalate), has been studied; factors affecting conversion and yields have been examined and the possible mechanisms discussed.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
