Characterization of Ionic Liquid Lignins Isolated from Spruce Wood with 1-Butyl-3-methylimidazolium Acetate and Methyl Sulfate and Their Binary Mixtures with DMSO
Ionic liquids (ILs) based on 1-butyl-3-methylimidazolium (bmim) cation have proved to be promising solvents for the fractionation of plant biomass with the production of cellulose and lignin. This study deals with the characterization of lignins isolated from coniferous (spruce) wood using [bmim]OAc...
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doaj-78524e7c388f4a2caa62eaee6bd9f19d2020-11-25T03:10:41ZengMDPI AGMolecules1420-30492020-05-01252479247910.3390/molecules25112479Characterization of Ionic Liquid Lignins Isolated from Spruce Wood with 1-Butyl-3-methylimidazolium Acetate and Methyl Sulfate and Their Binary Mixtures with DMSOArtyom V. Belesov0Anton V. Ladesov1Ilya I. Pikovskoi2Anna V. Faleva3Dmitry S. Kosyakov4Core Facility Center ‘Arktika’, Northern (Arctic) Federal University, 163002 Arkhangelsk, RussiaCore Facility Center ‘Arktika’, Northern (Arctic) Federal University, 163002 Arkhangelsk, RussiaCore Facility Center ‘Arktika’, Northern (Arctic) Federal University, 163002 Arkhangelsk, RussiaCore Facility Center ‘Arktika’, Northern (Arctic) Federal University, 163002 Arkhangelsk, RussiaCore Facility Center ‘Arktika’, Northern (Arctic) Federal University, 163002 Arkhangelsk, RussiaIonic liquids (ILs) based on 1-butyl-3-methylimidazolium (bmim) cation have proved to be promising solvents for the fractionation of plant biomass with the production of cellulose and lignin. This study deals with the characterization of lignins isolated from coniferous (spruce) wood using [bmim]OAc and [bmim]MeSO<sub>4</sub> ionic liquids and their binary mixtures with DMSO (80:20). Molecular weight distributions, functional composition, and structural features of IL lignins were studied by size-exclusion chromatography, NMR spectroscopy (1D and 2D) and atmospheric pressure photoionization high-resolution mass spectrometry. It was shown that the interaction of ILs with lignin leads to significant chemical changes in the biopolymer; a decrease in the degree of polymerization and in the content of free phenolic hydroxyl groups due to alkylation, the disappearance (in the case of [bmim]OAc) of carbonyl groups and a significant destruction of β-O-4 bonds. The chemical reactions between lignin and 1-butyl-3-methylidazolium cation with covalent binding of ionic liquids or products of their decomposition is evidenced by the presence of a large number of nitrogen-containing oligomers in IL lignins.https://www.mdpi.com/1420-3049/25/11/2479ligninionic liquids1-butyl-3-methylimidazoliumwood fractionation |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Artyom V. Belesov Anton V. Ladesov Ilya I. Pikovskoi Anna V. Faleva Dmitry S. Kosyakov |
spellingShingle |
Artyom V. Belesov Anton V. Ladesov Ilya I. Pikovskoi Anna V. Faleva Dmitry S. Kosyakov Characterization of Ionic Liquid Lignins Isolated from Spruce Wood with 1-Butyl-3-methylimidazolium Acetate and Methyl Sulfate and Their Binary Mixtures with DMSO Molecules lignin ionic liquids 1-butyl-3-methylimidazolium wood fractionation |
author_facet |
Artyom V. Belesov Anton V. Ladesov Ilya I. Pikovskoi Anna V. Faleva Dmitry S. Kosyakov |
author_sort |
Artyom V. Belesov |
title |
Characterization of Ionic Liquid Lignins Isolated from Spruce Wood with 1-Butyl-3-methylimidazolium Acetate and Methyl Sulfate and Their Binary Mixtures with DMSO |
title_short |
Characterization of Ionic Liquid Lignins Isolated from Spruce Wood with 1-Butyl-3-methylimidazolium Acetate and Methyl Sulfate and Their Binary Mixtures with DMSO |
title_full |
Characterization of Ionic Liquid Lignins Isolated from Spruce Wood with 1-Butyl-3-methylimidazolium Acetate and Methyl Sulfate and Their Binary Mixtures with DMSO |
title_fullStr |
Characterization of Ionic Liquid Lignins Isolated from Spruce Wood with 1-Butyl-3-methylimidazolium Acetate and Methyl Sulfate and Their Binary Mixtures with DMSO |
title_full_unstemmed |
Characterization of Ionic Liquid Lignins Isolated from Spruce Wood with 1-Butyl-3-methylimidazolium Acetate and Methyl Sulfate and Their Binary Mixtures with DMSO |
title_sort |
characterization of ionic liquid lignins isolated from spruce wood with 1-butyl-3-methylimidazolium acetate and methyl sulfate and their binary mixtures with dmso |
publisher |
MDPI AG |
series |
Molecules |
issn |
1420-3049 |
publishDate |
2020-05-01 |
description |
Ionic liquids (ILs) based on 1-butyl-3-methylimidazolium (bmim) cation have proved to be promising solvents for the fractionation of plant biomass with the production of cellulose and lignin. This study deals with the characterization of lignins isolated from coniferous (spruce) wood using [bmim]OAc and [bmim]MeSO<sub>4</sub> ionic liquids and their binary mixtures with DMSO (80:20). Molecular weight distributions, functional composition, and structural features of IL lignins were studied by size-exclusion chromatography, NMR spectroscopy (1D and 2D) and atmospheric pressure photoionization high-resolution mass spectrometry. It was shown that the interaction of ILs with lignin leads to significant chemical changes in the biopolymer; a decrease in the degree of polymerization and in the content of free phenolic hydroxyl groups due to alkylation, the disappearance (in the case of [bmim]OAc) of carbonyl groups and a significant destruction of β-O-4 bonds. The chemical reactions between lignin and 1-butyl-3-methylidazolium cation with covalent binding of ionic liquids or products of their decomposition is evidenced by the presence of a large number of nitrogen-containing oligomers in IL lignins. |
topic |
lignin ionic liquids 1-butyl-3-methylimidazolium wood fractionation |
url |
https://www.mdpi.com/1420-3049/25/11/2479 |
work_keys_str_mv |
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