Szelwicka Anna, Siewniak Agnieszka, Kolanowska Anna, Boncel Sławomir, Chrobok Anna
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.
Materials (Basel). 2021 Mar 19;14(6):1518. doi: 10.3390/ma14061518.
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.
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。