Metal-free and mild photo-thermal synergism in ionic liquids for lignin C-alpha-C-beta bond cleavage to provide aldehydes | |
Kang, Ying1,4; Yao, Xiaoqian1; Yang, Yongqing1,4; Xu, Junli1; Xin, Jiayu1,3,4; Zhou, Qing1,3,4; Li, Minjie2; Lu, Xingmei1,3,4; Zhang, Suojiang1,3,4 | |
刊名 | GREEN CHEMISTRY |
2021-06-01 | |
页码 | 11 |
ISSN号 | 1463-9262 |
DOI | 10.1039/d1gc00784j |
英文摘要 | Direct 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. |
资助项目 | National 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关键词 | OXIDATIVE CLEAVAGE ; DEPOLYMERIZATION ; MODELS ; HYDROGENATION ; TEMPERATURE ; PHOTOLYSIS ; ALCOHOL ; 2-STEP |
WOS研究方向 | Chemistry ; Science & Technology - Other Topics |
语种 | 英语 |
出版者 | ROYAL SOC CHEMISTRY |
WOS记录号 | WOS:000661560200001 |
资助机构 | National 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 |
内容类型 | 期刊论文 |
源URL | [http://ir.ipe.ac.cn/handle/122111/49056] |
专题 | 中国科学院过程工程研究所 |
通讯作者 | Lu, Xingmei; Zhang, Suojiang |
作者单位 | 1.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.China Jiliang Univ, Coll Qual & Safety Engn, Hangzhou 310018, Peoples R China 3.Chinese Acad Sci, Innovat Acad Green Manufacture, Beijing 100190, Peoples R China 4.Univ Chinese Acad Sci, Sch Chem & Chem Engn, Beijing 100190, Peoples R China |
推荐引用方式 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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