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聚四氟乙烯-碳纳米管与源自长长久久婚姻的脂肪酶B用于超快速且全选择性合成乙酰丙酸酯

PTFE-Carbon Nanotubes and Lipase B from -Long-Lasting Marriage for Ultra-Fast and Fully Selective Synthesis of Levulinate Esters.

作者信息

Szelwicka Anna, Siewniak Agnieszka, Kolanowska Anna, Boncel Sławomir, Chrobok Anna

机构信息

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

Department of Organic Chemistry, Bioorganic Chemistry and Biotechnology, Krzywoustego 4, 44-100 Gliwice, Poland.

出版信息

Materials (Basel). 2021 Mar 19;14(6):1518. doi: 10.3390/ma14061518.

Abstract

An effective method for levulinic acid esters synthesis by the enzymatic Fischer esterification of levulinic acid using a lipase B from (CALB) immobilized on the advanced material consisting of multi-wall carbon nanotubes (MWCNTs) and a hydrophobic polymer-polytetrafluoroethylene (Teflon, PTFE)-as a heterogeneous biocatalyst, was developed. An active phase of the biocatalyst was obtained by immobilization via interfacial activation on the surface of the hybrid material MWCNTs/PTFE (immobilization yield: 6%, activity of CALB: 5000 U∙L∙kg, enzyme loading: 22.5 wt.%). The catalytic activity of the obtained biocatalyst and the effects of the selected reaction parameters, including the agitation speed, the amount of PTFE in the CALB/MWCNT-PTFE biocatalyst, the amount of CALB/MWCNT-PTFE, the type of organic solvent, -butanol excess, were tested in the esterification of levulinic acid by -butanol. The results showed that the use of a two-fold excess of levulinic acid to -butanol, 22.5 wt.% of CALB on MWCNT-PTFE (0.10 wt.%) and cyclohexane as a solvent at 20 °C allowed one to obtain -butyl levulinate with a high yield (99%) and selectivity (>99%) after 45 min. The catalyst retained its activity and stability after three cycles, and then started to lose activity until dropping to a 69% yield of ester in the sixth reaction run. The presented method has opened the new possibilities for environmentally friendly synthesis of levulinate esters.

摘要

开发了一种通过使用固定在由多壁碳纳米管(MWCNT)和疏水性聚合物聚四氟乙烯(特氟龙,PTFE)组成的先进材料上的脂肪酶B(CALB)对乙酰丙酸进行酶促费歇尔酯化反应来合成乙酰丙酸酯的有效方法。通过界面活化固定在MWCNT/PTFE杂化材料表面获得生物催化剂的活性相(固定化产率:6%,CALB活性:5000 U∙L∙kg,酶负载量:22.5 wt.%)。在乙酰丙酸与正丁醇的酯化反应中,测试了所得生物催化剂的催化活性以及所选反应参数的影响,包括搅拌速度、CALB/MWCNT-PTFE生物催化剂中PTFE的量、CALB/MWCNT-PTFE的量、有机溶剂的类型、正丁醇过量情况。结果表明,在20℃下,使用两倍过量的乙酰丙酸与正丁醇、MWCNT-PTFE上22.5 wt.%的CALB(0.10 wt.%)以及环己烷作为溶剂,45分钟后可获得高产率(99%)和高选择性(>99%)的正丁基乙酰丙酸酯。该催化剂在三个循环后保持其活性和稳定性,然后开始失去活性,直到在第六次反应运行中酯产率降至69%。所提出的方法为乙酰丙酸酯的环境友好合成开辟了新的可能性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e23e/8003637/e45c90492ce5/materials-14-01518-sch001.jpg

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