Outperformance in Acrylation: Supported D-Glucose-Based Ionic Liquid Phase on MWCNTs for Immobilized Lipase B from Candida antarctica as Catalytic System
This study presents a highly efficient method of a synthesis of n -butyl acrylate via esterification of acrylic acid and n -butanol in the presence of supported ionic liquid phase (SILP) biocatalyst consisting of the lipase B from Candida antarctica (CALB) and multi-walled carbon nanotubes (MWCNTs)...
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2021
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ftdoajarticles:oai:doaj.org/article:81f1922c4fb1413d89f13ac1bf5fd148 2023-05-15T13:57:56+02:00 Outperformance in Acrylation: Supported D-Glucose-Based Ionic Liquid Phase on MWCNTs for Immobilized Lipase B from Candida antarctica as Catalytic System Anna Szelwicka Karol Erfurt Sebastian Jurczyk Slawomir Boncel Anna Chrobok 2021-06-01T00:00:00Z https://doi.org/10.3390/ma14113090 https://doaj.org/article/81f1922c4fb1413d89f13ac1bf5fd148 EN eng MDPI AG https://www.mdpi.com/1996-1944/14/11/3090 https://doaj.org/toc/1996-1944 doi:10.3390/ma14113090 1996-1944 https://doaj.org/article/81f1922c4fb1413d89f13ac1bf5fd148 Materials, Vol 14, Iss 3090, p 3090 (2021) alkyl acrylates esterification biocatalysis supported ionic liquid phase lipases Technology T Electrical engineering. Electronics. Nuclear engineering TK1-9971 Engineering (General). Civil engineering (General) TA1-2040 Microscopy QH201-278.5 Descriptive and experimental mechanics QC120-168.85 article 2021 ftdoajarticles https://doi.org/10.3390/ma14113090 2022-12-31T10:35:22Z This study presents a highly efficient method of a synthesis of n -butyl acrylate via esterification of acrylic acid and n -butanol in the presence of supported ionic liquid phase (SILP) biocatalyst consisting of the lipase B from Candida antarctica (CALB) and multi-walled carbon nanotubes (MWCNTs) modified by D-glucose-based ionic liquids. Favorable reaction conditions (acrylic acid: n -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 n -butyl acrylate in 24 h. Screening of various ionic liquids showed that the most promising result was obtained if N -(6-deoxy-1- O -methoxy-α-D-glucopyranosyl)- N , N , N -trimethylammonium bis-(trifluoromethylsulfonyl)imide ([N(CH 3 ) 3 GlcOCH 3 ][N(Tf) 2 ]) was selected in order to modify the outer surface of MWCNTs. The final SILP biocatalyst–CNTs-[N(CH 3 ) 3 GlcOCH 3 ][N(Tf) 2 ]-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%). Article in Journal/Newspaper Antarc* Antarctica Directory of Open Access Journals: DOAJ Articles Materials 14 11 3090 |
institution |
Open Polar |
collection |
Directory of Open Access Journals: DOAJ Articles |
op_collection_id |
ftdoajarticles |
language |
English |
topic |
alkyl acrylates esterification biocatalysis supported ionic liquid phase lipases Technology T Electrical engineering. Electronics. Nuclear engineering TK1-9971 Engineering (General). Civil engineering (General) TA1-2040 Microscopy QH201-278.5 Descriptive and experimental mechanics QC120-168.85 |
spellingShingle |
alkyl acrylates esterification biocatalysis supported ionic liquid phase lipases Technology T Electrical engineering. Electronics. Nuclear engineering TK1-9971 Engineering (General). Civil engineering (General) TA1-2040 Microscopy QH201-278.5 Descriptive and experimental mechanics QC120-168.85 Anna Szelwicka Karol Erfurt Sebastian Jurczyk Slawomir Boncel Anna Chrobok Outperformance in Acrylation: Supported D-Glucose-Based Ionic Liquid Phase on MWCNTs for Immobilized Lipase B from Candida antarctica as Catalytic System |
topic_facet |
alkyl acrylates esterification biocatalysis supported ionic liquid phase lipases Technology T Electrical engineering. Electronics. Nuclear engineering TK1-9971 Engineering (General). Civil engineering (General) TA1-2040 Microscopy QH201-278.5 Descriptive and experimental mechanics QC120-168.85 |
description |
This study presents a highly efficient method of a synthesis of n -butyl acrylate via esterification of acrylic acid and n -butanol in the presence of supported ionic liquid phase (SILP) biocatalyst consisting of the lipase B from Candida antarctica (CALB) and multi-walled carbon nanotubes (MWCNTs) modified by D-glucose-based ionic liquids. Favorable reaction conditions (acrylic acid: n -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 n -butyl acrylate in 24 h. Screening of various ionic liquids showed that the most promising result was obtained if N -(6-deoxy-1- O -methoxy-α-D-glucopyranosyl)- N , N , N -trimethylammonium bis-(trifluoromethylsulfonyl)imide ([N(CH 3 ) 3 GlcOCH 3 ][N(Tf) 2 ]) was selected in order to modify the outer surface of MWCNTs. The final SILP biocatalyst–CNTs-[N(CH 3 ) 3 GlcOCH 3 ][N(Tf) 2 ]-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%). |
format |
Article in Journal/Newspaper |
author |
Anna Szelwicka Karol Erfurt Sebastian Jurczyk Slawomir Boncel Anna Chrobok |
author_facet |
Anna Szelwicka Karol Erfurt Sebastian Jurczyk Slawomir Boncel Anna Chrobok |
author_sort |
Anna Szelwicka |
title |
Outperformance in Acrylation: Supported D-Glucose-Based Ionic Liquid Phase on MWCNTs for Immobilized Lipase B from Candida antarctica as Catalytic System |
title_short |
Outperformance in Acrylation: Supported D-Glucose-Based Ionic Liquid Phase on MWCNTs for Immobilized Lipase B from Candida antarctica as Catalytic System |
title_full |
Outperformance in Acrylation: Supported D-Glucose-Based Ionic Liquid Phase on MWCNTs for Immobilized Lipase B from Candida antarctica as Catalytic System |
title_fullStr |
Outperformance in Acrylation: Supported D-Glucose-Based Ionic Liquid Phase on MWCNTs for Immobilized Lipase B from Candida antarctica as Catalytic System |
title_full_unstemmed |
Outperformance in Acrylation: Supported D-Glucose-Based Ionic Liquid Phase on MWCNTs for Immobilized Lipase B from Candida antarctica as Catalytic System |
title_sort |
outperformance in acrylation: supported d-glucose-based ionic liquid phase on mwcnts for immobilized lipase b from candida antarctica as catalytic system |
publisher |
MDPI AG |
publishDate |
2021 |
url |
https://doi.org/10.3390/ma14113090 https://doaj.org/article/81f1922c4fb1413d89f13ac1bf5fd148 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Materials, Vol 14, Iss 3090, p 3090 (2021) |
op_relation |
https://www.mdpi.com/1996-1944/14/11/3090 https://doaj.org/toc/1996-1944 doi:10.3390/ma14113090 1996-1944 https://doaj.org/article/81f1922c4fb1413d89f13ac1bf5fd148 |
op_doi |
https://doi.org/10.3390/ma14113090 |
container_title |
Materials |
container_volume |
14 |
container_issue |
11 |
container_start_page |
3090 |
_version_ |
1766265870326169600 |