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Weak Bonds Joint Effects Catalyze the Cleavage of Strong C−C Bond of Lignin‐Inspired Compounds and Lignin in Air by Ionic Liquids

Kang, Ying (author)
Beijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190 P. R. China. School of Chemistry and Chemical Engineering, University of Chinese Academy of Sciences, Beijing, 100190 P. R. China. Innovation Academy for Green Manufacture, Chinese Academy of Sciences, Beijing, 100190 P. R. China
Yang, Yongqing (author)
Beijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190 P. R. China. School of Chemistry and Chemical Engineering, University of Chinese Academy of Sciences, Beijing, 100190 P. R. China
Yao, Xiaoqian (author)
Beijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190 P. R. China
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Liu, Yanrong (author)
Luleå tekniska universitet,Energivetenskap
Ji, Xiaoyan (author)
Luleå tekniska universitet,Energivetenskap
Xin, Jiayu (author)
Beijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190 P. R. China. School of Chemistry and Chemical Engineering, University of Chinese Academy of Sciences, Beijing, 100190 P. R. China
Xu, Junli (author)
Beijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190 P. R. China
Dong, Huixian (author)
Beijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190 P. R. China
Yan, Dongxia (author)
Beijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190 P. R. China
He, Hongyan (author)
Beijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190 P. R. China
Lu, Xingmei (author)
Beijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190 P. R. China. School of Chemistry and Chemical Engineering, University of Chinese Academy of Sciences, Beijing, 100190 P. R. China. Innovation Academy for Green Manufacture, Chinese Academy of Sciences, Beijing, 100190 P. R. China
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Beijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190 P R. China. School of Chemistry and Chemical Engineering, University of Chinese Academy of Sciences, Beijing, 100190 P. R. China. Innovation Academy for Green Manufacture, Chinese Academy of Sciences, Beijing, 100190 P. R. China Beijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190 P. R. China. School of Chemistry and Chemical Engineering, University of Chinese Academy of Sciences, Beijing, 100190 P. R. China (creator_code:org_t)
2020-09-30
2020
English.
In: ChemSusChem. - : John Wiley & Sons. - 1864-5631 .- 1864-564X. ; 13:22, s. 5945-5953
  • Journal article (peer-reviewed)
Abstract Subject headings
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  • Oxidation of lignin to value‐added aromatics through selective C−C bond cleavage via metal‐free and mild strategies is promising but challenging. It was discovered that the cations of ionic liquids (ILs) could effectively catalyze this kind of strong bond cleavage by forming multiple weak hydrogen bonds, enabling the reaction conducted in air at temperature lower than 373 K without metal‐containing catalysts. The cation [CPMim]+ (1‐propylronitrile‐3‐methylimidazolium) afforded the highest efficiency in C−C bond cleavage, in which high yields (>90 %) of oxidative products were achieved. [CPMim]+ could form three ipsilateral hydrogen bonds with the oxygen atom of C=O and ether bonds at both sides of the C−C bond. The weak bonds joint effects could promote adjacent C−H bond cleave to form free radicals and thereby catalyze the fragmentation of the strong C−C. This work opens up an eco‐friendly and energy‐efficient route for direct valorization of lignin by enhancing IL properties via tuning the cation.

Subject headings

TEKNIK OCH TEKNOLOGIER  -- Maskinteknik -- Energiteknik (hsv//swe)
ENGINEERING AND TECHNOLOGY  -- Mechanical Engineering -- Energy Engineering (hsv//eng)

Keyword

hydrogen bond
ionic liquids
lignin
oxidation
weak bonds joint effects
Energiteknik
Energy Engineering

Publication and Content Type

ref (subject category)
art (subject category)

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