Comparison of Chemical and Enzymatic Methods for the Transesterification of Waste Fish Oil Fatty Ethyl Esters with Different Alcohols

ACS Omega. 2020 Jan 17;5(3):1479-1487. doi: 10.1021/acsomega.9b03147. eCollection 2020 Jan 28.

Abstract

Fatty acid esters of 2-ethyl-1-hexanol (EH), 2-hexyl-1-decanol (HD), and isopropanol have been obtained from a mixture of ethyl esters obtained as a fish oil byproduct. Homogeneous base catalysis with alkaline hydroxides and alkoxides has been compared with the use of two commercially available immobilized lipases. The enzymatic methodology is more efficient in the case of the largest alcohol (HD) mainly because of the high stability of the immobilized enzymes upon recovery and reuse. In contrast, the use of a base as a catalyst is highly favorable in the case of isopropanol because of the rather poor activity of the lipases and the low price of the bases. With EH, the activity of lipases is good but the recoverability is not as efficient; hence, basic catalysts are again the most attractive alternative. The mixtures of esters obtained may be useful as hydraulic liquids given their viscosity values.