Abstract
Linseed oil is characterized by an elevated concentration of highly unsaturated fatty acids such as linolenic and linoleic acids. This work has the objective to evaluate the effect of the high unsaturation of linseed oil on the reactivity and selectivity of the epoxidation reaction. For this purpose, different kinetic experiments of linseed oil epoxidation with performic acid, produced in situ, and phosphoric acid as catalyst, have been performed and interpreted with a biphasic kinetic model previously tested on soybean oil epoxidation. This model considers the contribution of the main reactions involved in each phase, including the side reactions such as performic acid decomposition and ring opening reactions. The experiments made have been simulated, with the mentioned kinetic model, after the evaluation by mathematical regression of the kinetic and thermodynamic parameters of the model. Then, the obtained results have been compared with those described in the literature for soybean seed oil, considering, in particular, the effect of the different unsaturated fatty acids composition on activity and selectivity.
Highlights
In the growing demand for higher sustainability of industrial chemical processes, vegetable oils represent the most promising bioresources due to their renewability, affordable costs, and the potential for obtaining a wide range of products.[1]
Several methods for epoxidation of vegetable oils have been proposed in the past, but the “Prileschajew route”, based on the use of peracids formed in situ, remains the most widely used industrially.[9,10]
In the same table the kinetic laws of the reactions 3 and 5 are reported, while the parameters are the ones evaluated from the analysis of the performed experiments
Summary
In the growing demand for higher sustainability of industrial chemical processes, vegetable oils represent the most promising bioresources due to their renewability, affordable costs, and the potential for obtaining a wide range of products.[1]. Nowadays, epoxidized oils are applied as PVC plasticizers and stabilizers,[2,3] and they are employed as raw materials for the synthesis of lubricants, polyols, additives for polymers, and coatings. For these reasons, their market is expected to grow over the decade.[4−8]. Several methods for epoxidation of vegetable oils have been proposed in the past, but the “Prileschajew route”, based on the use of peracids formed in situ, remains the most widely used industrially.[9,10] Performic and peracetic acids are commonly used as oxidizing agents. The Bronsted acid can be homogeneous, such as sulfuric and phosphoric acid, or heterogeneous, such as ion exchange resins and zeolites.[11−14]
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