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Metal-free and mild photo-thermal synergism in ionic liquids for lignin C-alpha-C-beta bond cleavage to provide aldehydes
Kang, Ying1,2; Yao, Xiaoqian1; Yang, Yongqing1,2; Xu, Junli1; Xin, Jiayu1,2,3; Zhou, Qing1,2,3; Li, Minjie4; Lu, Xingmei1,2,3; Zhang, Suojiang1,2,3
2021-06-01
Source PublicationGREEN CHEMISTRY
ISSN1463-9262
Pages11
AbstractDirect cleavage of the C-C bond in lignin linkages is a promising route to afford value-added aromatics, which, however, usually involves metal-based catalysts and harsh conditions. Here, a photo-thermal strategy is reported to deconstruct the C-alpha-C-beta bond in lignin beta-O-4 and beta-1 interlinkages in the ionic liquid [BMim][NTf2]. It was found that the synergism of UV light and heating could trigger the Norrish type I reaction by inducing the cleavage of the C-alpha-C-beta bond and afford aromatic aldehydes through a free radical route in modest yields. Meanwhile, [BMim][NTf2] could interact with lignin moieties and stabilize the intermediates, which significantly contribute to the C-alpha-OH protonation and accelerate lignin interunit linkage breakage. In this unique route, the C-alpha-C-beta bond could be cleaved at 50 degrees C under UV light irradiation without the presence of a metal. Further comparison with photochemical or thermochemical alone strategies demonstrates that the photo-thermal route offers a significant improvement in the C-alpha-C-beta bond cleavage reactivity. Alkali lignin could also be degraded into aromatic monomers in [BMim][NTf2] using the protocol. Given the necessity of biomass upgradation, this work may provide a green and unique technology to boost the inert C-C bond cleavage upon photo-thermal synergism under metal-free and mild conditions that may underpin future advances in photo-thermal transformation and renewable energy production.
DOI10.1039/d1gc00784j
Language英语
WOS KeywordOXIDATIVE CLEAVAGE ; DEPOLYMERIZATION ; MODELS ; HYDROGENATION ; TEMPERATURE ; PHOTOLYSIS ; ALCOHOL ; 2-STEP
Funding ProjectNational Key R&D Program of China[2021YFE0190800] ; Science Fund for Creative Research Groups of the National Natural Science Foundation of China[21921005] ; Strategic Priority Research Program of the Chinese Academy of Science[XDA21060300] ; Strategic Priority Research Program of the Chinese Academy of Science[XDA24030504] ; National Natural Science Foundation of China[21878292] ; National Natural Science Foundation of China[21878314] ; National Natural Science Foundation of China[21878302] ; K. C. Wong Education Foundation[GJTD-2018-04] ; China Postdoctoral Science Foundation[2019M660797] ; Chinese Academy of Sciences President's International Fellowship Initiative[122111WGZJTPYJY20180050] ; Joint fund of Innovation Academy for Green Manufacture[IAGM2020C12] ; Joint fund of Innovation Academy for Green Manufacture[IAGM2020C21]
WOS Research AreaChemistry ; Science & Technology - Other Topics
WOS SubjectChemistry, Multidisciplinary ; Green & Sustainable Science & Technology
Funding OrganizationNational Key R&D Program of China ; Science Fund for Creative Research Groups of the National Natural Science Foundation of China ; Strategic Priority Research Program of the Chinese Academy of Science ; National Natural Science Foundation of China ; K. C. Wong Education Foundation ; China Postdoctoral Science Foundation ; Chinese Academy of Sciences President's International Fellowship Initiative ; Joint fund of Innovation Academy for Green Manufacture
WOS IDWOS:000661560200001
PublisherROYAL SOC CHEMISTRY
Citation statistics
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/49057
Collection中国科学院过程工程研究所
Corresponding AuthorLu, Xingmei; Zhang, Suojiang
Affiliation1.Chinese Acad Sci, Beijing Key Lab Ion Liquids Clean Proc, CAS Key Lab Green Proc & Engn, State Key Lab Multiphase Complex Syst,Inst Proc E, Beijing 100190, Peoples R China
2.Univ Chinese Acad Sci, Sch Chem & Chem Engn, Beijing 100190, Peoples R China
3.Chinese Acad Sci, Innovat Acad Green Manufacture, Beijing 100190, Peoples R China
4.China Jiliang Univ, Coll Qual & Safety Engn, Hangzhou 310018, Peoples R China
Recommended Citation
GB/T 7714
Kang, Ying,Yao, Xiaoqian,Yang, Yongqing,et al. Metal-free and mild photo-thermal synergism in ionic liquids for lignin C-alpha-C-beta bond cleavage to provide aldehydes[J]. GREEN CHEMISTRY,2021:11.
APA Kang, Ying.,Yao, Xiaoqian.,Yang, Yongqing.,Xu, Junli.,Xin, Jiayu.,...&Zhang, Suojiang.(2021).Metal-free and mild photo-thermal synergism in ionic liquids for lignin C-alpha-C-beta bond cleavage to provide aldehydes.GREEN CHEMISTRY,11.
MLA Kang, Ying,et al."Metal-free and mild photo-thermal synergism in ionic liquids for lignin C-alpha-C-beta bond cleavage to provide aldehydes".GREEN CHEMISTRY (2021):11.
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