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Possible dissolution mechanism of alkali lignin in lactic acid-choline chloride under mild conditions

In this study, several representative deep eutectic solvents (DESs) were designed to evaluate the solubility for alkali lignin (AL). It was found that DESs with lactic acid (LA) as hydrogen bond donors (HBDs) had good solubility for AL, in which lactic acid(LA) : choline chloride(ChCl) 10 : 1 showed...

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Autores principales: Liu, Zhuang, Hou, Yi, Hu, Songqing, Li, Youming
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9057700/
https://www.ncbi.nlm.nih.gov/pubmed/35519228
http://dx.doi.org/10.1039/d0ra07808e
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author Liu, Zhuang
Hou, Yi
Hu, Songqing
Li, Youming
author_facet Liu, Zhuang
Hou, Yi
Hu, Songqing
Li, Youming
author_sort Liu, Zhuang
collection PubMed
description In this study, several representative deep eutectic solvents (DESs) were designed to evaluate the solubility for alkali lignin (AL). It was found that DESs with lactic acid (LA) as hydrogen bond donors (HBDs) had good solubility for AL, in which lactic acid(LA) : choline chloride(ChCl) 10 : 1 showed excellent solubility with more than 17 wt% under a relatively mild condition of 60 °C. The results of gel permeation chromatography (GPC), FTIR and (1)H and HSQC NMR spectroscopies revealed an important possible dissolution mechanism of AL in LA-ChCl, that is, AL could be depolymerized under the action of LA when dissolved in LA-ChCl. Then, a new connection would form between the phenolic groups on the lignin fragments and ChCl, which is similar to that between ChCl and LA in DES, leading to an increase in the molecule weight of lignin. The new connections could be easily broken under the action of heat (150 °C) or microwave to the redispersion of lignin fragments. The results would provide a theoretic base for the high-value application of lignin in bioresources.
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spelling pubmed-90577002022-05-04 Possible dissolution mechanism of alkali lignin in lactic acid-choline chloride under mild conditions Liu, Zhuang Hou, Yi Hu, Songqing Li, Youming RSC Adv Chemistry In this study, several representative deep eutectic solvents (DESs) were designed to evaluate the solubility for alkali lignin (AL). It was found that DESs with lactic acid (LA) as hydrogen bond donors (HBDs) had good solubility for AL, in which lactic acid(LA) : choline chloride(ChCl) 10 : 1 showed excellent solubility with more than 17 wt% under a relatively mild condition of 60 °C. The results of gel permeation chromatography (GPC), FTIR and (1)H and HSQC NMR spectroscopies revealed an important possible dissolution mechanism of AL in LA-ChCl, that is, AL could be depolymerized under the action of LA when dissolved in LA-ChCl. Then, a new connection would form between the phenolic groups on the lignin fragments and ChCl, which is similar to that between ChCl and LA in DES, leading to an increase in the molecule weight of lignin. The new connections could be easily broken under the action of heat (150 °C) or microwave to the redispersion of lignin fragments. The results would provide a theoretic base for the high-value application of lignin in bioresources. The Royal Society of Chemistry 2020-11-09 /pmc/articles/PMC9057700/ /pubmed/35519228 http://dx.doi.org/10.1039/d0ra07808e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Liu, Zhuang
Hou, Yi
Hu, Songqing
Li, Youming
Possible dissolution mechanism of alkali lignin in lactic acid-choline chloride under mild conditions
title Possible dissolution mechanism of alkali lignin in lactic acid-choline chloride under mild conditions
title_full Possible dissolution mechanism of alkali lignin in lactic acid-choline chloride under mild conditions
title_fullStr Possible dissolution mechanism of alkali lignin in lactic acid-choline chloride under mild conditions
title_full_unstemmed Possible dissolution mechanism of alkali lignin in lactic acid-choline chloride under mild conditions
title_short Possible dissolution mechanism of alkali lignin in lactic acid-choline chloride under mild conditions
title_sort possible dissolution mechanism of alkali lignin in lactic acid-choline chloride under mild conditions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9057700/
https://www.ncbi.nlm.nih.gov/pubmed/35519228
http://dx.doi.org/10.1039/d0ra07808e
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