Synthesis of citronella acetate by lipase catalyzed transesterification in ionic liquid and its kinetics

Abstract

In this paper, the lipase catalyzed transesterification of citronellol with vinyl acetate was investigated in ionic liquid. Firstly, six kinds of ionic liquids and six kinds of lipases from different sources were screened. The results showed that the lipase from Pseudomonas fluorescens had the best catalytic effect in the ionic liquid [bmimn][TF2]. The factors affecting the transesterification were optimized, and the optimal reaction conditions were as follows: the molar ratio of vinyl acetate to citronellol was 3:1; the reaction temperature was 40 °C; the amount of enzyme was 10 mg/mL; the rotating speed of the shaker was 200 r/min. When the concentration of substrate was below 500 mmol/L, no inhibition of substrate was found, while the inhibition of product was not negligible. The reuse of the lipase was studied, and the results showed that the catalytic activity of the lipase decreased by 20% after 7 times. The kinetic study showed that the reaction was a ping-pong bi-bi reaction mechanism with the inhibition of citronellyl acetate. The reaction kinetics model was established, and the parameters of the model were fitted by MATLAB software. The fitting values and the experimental values were in good agreement, and the relative error was only 7.75%.

Simultaneous geraniol and citronellol transesterification using Pseudomonas fluorescens lipase for the production of fragrance, flavour and pharmaceutical esters: a kinetic study

“…However, the findings by Xiong et al [11] and Yadav and Borkar [12] reported otherwise, wherein the citronellyl ester synthesis showed better fit for PPBB model. From Table 2, it can be seen that the TC model fitted just 1% better, showing that the reaction may possibly fit to either mechanisms.…”

“…Lipases from Pseudomonas Fluorescens and Candida Antarctica have been effectively employed in various reactions such as esterification [5] and transesterification [6]. The kinetics and mechanisms of these enzymatic processes have also been well reported in literature [7][8][9][10][11][12]. The utilisation of microwave irradiation combined with enzymes has shown an enhancement of the biotransformation process and reduction of energy consumption [13].…”

Studies on the highly efficient catalyzation of sesamin to asarinin by phosphotungstic acid

“…The reaction kinetic is very important both for understanding the fundamental reaction mechanism and for practical production (Sun et al, 2022;Xiong et al, 2022). Isomerization of sesamin to asarinin is a reversible reaction as schemed in Figure 1.…”