Chemistry Program, Savannah State University, Savannah, GA 31404, USA.
Org Biomol Chem. 2011 Mar 21;9(6):1908-16. doi: 10.1039/c0ob01011a. Epub 2011 Jan 31.
The enzymatic preparation of biodiesel has been hampered by the lack of suitable solvents with desirable properties such as high lipase compatibility, low cost, low viscosity, high biodegradability, and ease of product separation. Recent interest in using ionic liquids (ILs) as advanced reaction media has led to fast reaction rates and high yields in the enzymatic synthesis of biodiesel. However, conventional (i.e., cation-anion paired) ILs based on imidazolium and other quaternary ammonium salts remain too expensive for wide application at industrial scales. In this study, we report on newly-synthesized eutectic ILs derived from choline acetate or choline chloride coupled with biocompatible hydrogen-bond donors, such as glycerol. These eutectic solvents have favorable properties including low viscosity, high biodegradability, and excellent compatibility with Novozym(®) 435, a commercial immobilized Candida antarctica lipase B. Furthermore, in a model biodiesel synthesis system, we demonstrate high reaction rates for the enzymatic transesterification of Miglyol(®) oil 812 with methanol, catalyzed by Novozym(®) 435 in choline acetate/glycerol (1:1.5 molar ratio). The high conversion (97%) of the triglyceride obtained within 3 h, under optimal conditions, suggests that these novel eutectic solvents warrant further exploration as potential media in the enzymatic production of biodiesel.
生物柴油的酶法制备受到缺乏具有理想性质的合适溶剂的阻碍,这些性质包括高脂肪酶相容性、低成本、低粘度、高生物降解性和易于产物分离。最近,人们对使用离子液体 (ILs) 作为先进反应介质产生了兴趣,这导致在生物柴油的酶合成中实现了快速的反应速率和高收率。然而,基于咪唑𬭩和其他季铵盐的传统(即阳离子-阴离子配对)ILs 仍然太贵,无法在工业规模上广泛应用。在这项研究中,我们报告了新合成的由乙酸胆碱或氯化胆碱与生物相容性氢键供体(如甘油)偶联而成的低共熔离子液体。这些低共熔溶剂具有低粘度、高生物降解性和与 Novozym(®) 435 极好的相容性等优点,Novozym(®) 435 是一种商业固定化南极假丝酵母脂肪酶 B。此外,在模型生物柴油合成体系中,我们证明了 Novozym(®) 435 在乙酸胆碱/甘油(1:1.5 摩尔比)中催化 Miglyol(®) 812 与甲醇的酶促酯交换反应具有很高的反应速率。在最佳条件下,3 小时内获得的三酰基甘油转化率高达 97%,这表明这些新型低共熔溶剂作为生物柴油酶法生产的潜在介质值得进一步探索。