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Insights into the electrochemical degradation of phenolic lignin model compounds in a protic ionic liquid-water system
Liu, Guangyong1,2; Wang, Qian1; Yan, Dongxia1; Zhang, Yaqin1; Wang, Chenlu1; Liang, Shijing2; Jiang, Lilong2; He, Hongyan1,3
2021-02-21
Source PublicationGREEN CHEMISTRY
ISSN1463-9262
Volume23Issue:4Pages:1665-1677
AbstractCleavage of aryl ether (C-aryl-O) bonds is crucial for the conversion and value-added utilization of lignin and its derivatives, but remains extremely challenging under mild conditions due to strong C-aryl-O linkages. In this study, the C-aryl-O bond breaking is achieved through electrocatalytic oxidation of four phenolic lignin model compounds with typical C-aryl-O bonds, i.e., 4-ethoxyphenol (EP), 4-phenoxyphenol (PP), p-benzyloxyphenol (PBP), and 2-(2-phenylethoxy)phenol (2-PEP), in a protic ionic liquid [BSO(3)Hmim][OTf]-H2O electrolyte, and the electrocatalytic oxidation mechanism is also fully explored. The effects of H2O on the viscosity and conductivity of the [BSO(3)Hmim][OTf] ionic liquid system, as well as the solubility and diffusion coefficients of O-2 and the four lignin substrates, are investigated to optimize the optimal ratio of the electrolyte system composed of [BSO(3)Hmim][OTf] and H2O. Electrochemical oxidation-reduction behaviors of the four lignin substrates in the [BSO(3)Hmim][OTf]-H2O system and the effect of O-2 and N-2 atmospheres on degradation are studied in detail by using cyclic voltammetry (CV) curves. Finally, by combining the analysis of degradation products with isotope labeling experiments, the C-O bond cleavage mechanism is obtained, which mainly involves direct and indirect oxidation. Specifically, under a N-2 atmosphere, the substrates are oxidized directly on the RuO2-IrO2/Ti mesh electrode through C-aryl-O bond splitting to form quinone and carbonium ions, while under an O-2 atmosphere, apart from the direct oxidation on the electrode, indirect oxidation of the lignin substrates also occurs through in situ generated H2O2. This study may provide some insight into developing effective strategies for efficient utilization of lignin under mild conditions.
DOI10.1039/d0gc03551c
Language英语
Funding ProjectNatural Science Foundation of Beijing Municipality[2182068] ; National Science Fund for Excellent Young Scholars of China[21922813] ; National Natural Science Foundation of China[21736003] ; National Natural Science Foundation of China[21921005] ; National Natural Science Foundation of China[21878314] ; Youth Innovation Promotion Association of the Chinese Academy of Sciences[2017066]
WOS Research AreaChemistry ; Science & Technology - Other Topics
WOS SubjectChemistry, Multidisciplinary ; Green & Sustainable Science & Technology
Funding OrganizationNatural Science Foundation of Beijing Municipality ; National Science Fund for Excellent Young Scholars of China ; National Natural Science Foundation of China ; Youth Innovation Promotion Association of the Chinese Academy of Sciences
WOS IDWOS:000629630600037
PublisherROYAL SOC CHEMISTRY
Citation statistics
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/47995
Collection中国科学院过程工程研究所
Corresponding AuthorJiang, Lilong; He, Hongyan
Affiliation1.Chinese Acad Sci, CAS Key Lab Green Proc & Engn, State Key Lab Multiphase Complex Syst, Beijing Key Lab Ion Liquids Clean Proc,Inst Proc, Beijing 100190, Peoples R China
2.Fuzhou Univ, Sch Chem Engn, Natl Engn Res Ctr Chem Fertilizer Catalyst, Fuzhou 350002, Fujian, Peoples R China
3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Liu, Guangyong,Wang, Qian,Yan, Dongxia,et al. Insights into the electrochemical degradation of phenolic lignin model compounds in a protic ionic liquid-water system[J]. GREEN CHEMISTRY,2021,23(4):1665-1677.
APA Liu, Guangyong.,Wang, Qian.,Yan, Dongxia.,Zhang, Yaqin.,Wang, Chenlu.,...&He, Hongyan.(2021).Insights into the electrochemical degradation of phenolic lignin model compounds in a protic ionic liquid-water system.GREEN CHEMISTRY,23(4),1665-1677.
MLA Liu, Guangyong,et al."Insights into the electrochemical degradation of phenolic lignin model compounds in a protic ionic liquid-water system".GREEN CHEMISTRY 23.4(2021):1665-1677.
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