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温和条件下碱木质素在乳酸-氯化胆碱中的可能溶解机制。

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

作者信息

Liu Zhuang, Hou Yi, Hu Songqing, Li Youming

机构信息

State Key Laboratory of Pulp and Paper Engineering, South China University of Technology Guangzhou 510640 P. R. China

School of Food Science and Engineering, South China University of Technology Guangzhou 510640 P. R. China.

出版信息

RSC Adv. 2020 Nov 9;10(67):40649-40657. doi: 10.1039/d0ra07808e.

Abstract

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 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.

摘要

在本研究中,设计了几种具有代表性的低共熔溶剂(DESs)来评估其对碱木质素(AL)的溶解性。发现以乳酸(LA)作为氢键供体(HBDs)的DESs对AL具有良好的溶解性,其中乳酸(LA)∶氯化胆碱(ChCl)为10∶1时,在60℃相对温和的条件下表现出优异的溶解性,溶解度超过17 wt%。凝胶渗透色谱(GPC)、傅里叶变换红外光谱(FTIR)以及氢谱和异核单量子相干核磁共振光谱(H和HSQC NMR)的结果揭示了AL在LA-ChCl中的一种重要的可能溶解机制,即AL溶解于LA-ChCl时,在LA的作用下会发生解聚。然后,木质素片段上的酚羟基会与ChCl形成新的连接,这与DES中ChCl和LA之间的连接类似,导致木质素分子量增加。这种新的连接在加热(150℃)或微波作用下很容易断裂,从而使木质素片段重新分散。这些结果将为木质素在生物资源中的高价值应用提供理论基础。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f946/9057700/0fed4402f72b/d0ra07808e-f1.jpg

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