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丙烯酸酯化反应中的优异性能:基于D-葡萄糖的离子液体相负载于多壁碳纳米管上作为固定化脂肪酶B的催化体系。

Outperformance in Acrylation: Supported D-Glucose-Based Ionic Liquid Phase on MWCNTs for Immobilized Lipase B from as Catalytic System.

作者信息

Szelwicka Anna, Erfurt Karol, Jurczyk Sebastian, Boncel Slawomir, Chrobok Anna

机构信息

Department of Chemical Organic Technology and Petrochemistry, Silesian University of Technology, Krzywoustego 4, 44-100 Gliwice, Poland.

Institute for Engineering of Polymer Materials and Dyes, Lukasiewicz Research Network, Sklodowskiej-Curie 55, 87-100 Torun, Poland.

出版信息

Materials (Basel). 2021 Jun 4;14(11):3090. doi: 10.3390/ma14113090.

Abstract

This study presents a highly efficient method of a synthesis of -butyl acrylate via esterification of acrylic acid and -butanol in the presence of supported ionic liquid phase (SILP) biocatalyst consisting of the lipase B from (CALB) and multi-walled carbon nanotubes (MWCNTs) modified by D-glucose-based ionic liquids. Favorable reaction conditions (acrylic acid: -butanol molar ratio 1:2, cyclohexane as a solvent, biocatalyst 0.150 g per 1 mmol of acrylic acid, temperature 25 °C) allowed the achievement of a 99% yield of -butyl acrylate in 24 h. Screening of various ionic liquids showed that the most promising result was obtained if -(6-deoxy-1--methoxy-α-D-glucopyranosyl)-,,-trimethylammonium bis-(trifluoromethylsulfonyl)imide ([N(CH)GlcOCH][N(Tf)]) was selected in order to modify the outer surface of MWCNTs. The final SILP biocatalyst-CNTs-[N(CH)GlcOCH][N(Tf)]-CALB contained 1.8 wt.% of IL and 4.2 wt.% of CALB. Application of the SILP biocatalyst led to the enhanced activity of CALB in comparison with the biocatalyst prepared via physical adsorption of CALB onto MWCNTs (CNTs-CALB), as well as with commercially available Novozyme 435. Thus, the crucial role of IL in the stabilization of biocatalysts was clearly demonstrated. In addition, a significant stability of the developed biocatalytic system was confirmed (three runs with a yield of ester over 90%).

摘要

本研究提出了一种高效合成丙烯酸丁酯的方法,该方法是在由南极假丝酵母脂肪酶B(CALB)和经D - 葡萄糖基离子液体修饰的多壁碳纳米管(MWCNTs)组成的负载离子液体相(SILP)生物催化剂存在下,通过丙烯酸与正丁醇的酯化反应来实现的。适宜的反应条件(丙烯酸:正丁醇摩尔比1:2、环己烷作为溶剂、每1 mmol丙烯酸使用0.150 g生物催化剂、温度25℃)使得在24小时内丙烯酸丁酯的产率达到99%。对各种离子液体的筛选表明,如果选择[ N(CH₃)₂GlcOCH₃][N(Tf₂)]来修饰MWCNTs的外表面,可获得最有前景的结果。最终的SILP生物催化剂 - CNTs - [ N(CH₃)₂GlcOCH₃][N(Tf₂)] - CALB含有1.8 wt.%的离子液体和4.2 wt.%的CALB。与通过将CALB物理吸附到MWCNTs上制备的生物催化剂(CNTs - CALB)以及市售的诺维信435相比,SILP生物催化剂的应用使CALB的活性增强。因此,清楚地证明了离子液体在生物催化剂稳定化中的关键作用。此外,所开发的生物催化体系具有显著的稳定性(三次运行酯产率超过90%)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8038/8200216/db62c1c4dc6a/materials-14-03090-sch001.jpg

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