Selective Oxidation Cleavage of C<sub>α</sub>–C<sub>β</sub> Bonds between Lignin Aromatic Units via Phosphomolybdic Acid-Ionic Liquid

Lignin, the most abundant renewable resource of aromatics in nature, is recognized as an alternative to fossil-based fuels and chemicals. In this study, a phosphomolybdic acid-ionic liquid (PMA-IL) [BSHMIM]H<sub>2</sub>PMo<sub>12</sub>O<sub>40</sub> was synthesized and used as a catalyst for further oxidative depolymerization of extracted lignin to prepare valuable chemicals. Under optimized conditions, the conversion of lignin reached 61.33%, and the total yield of target products (vanillin, vanillic acid, and methyl vanillate) was 28.00 mg·g<sup>-1</sup>, where the selectivity of methyl vanillate reached 56.43%. The liquid products and residues obtained under the optimum conditions were analyzed, further confirming the advantages of PMA-IL compared with single PMA. In addition, this method also has an excellent catalytic effect for other types of lignin and presents a good substrate applicability. Finally, based on the research results of model compounds, the possible reaction pathway of the formation of vanillin, vanillic acid, and methyl vanillate was proposed.

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Publication Details

Journal
Journal of Agricultural and Food Chemistry
Published
2025-05-15
DOI
https://doi.org/10.1021/acs.jafc.4c12211
Citations
6
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
Field-Weighted Citation Impact
5.62
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article

Selective Oxidation Cleavage of Cα–Cβ Bonds between Lignin Aromatic Units via Phosphomolybdic Acid-Ionic Liquid

Shangshang Ma, Shanglong Chen, Dingkai Wang, Jin Zhang et al.
6 citations
Journal of Agricultural and Food Chemistry
Oxidative Organic Chemistry Reactions
5.62
article

Selective Oxidation Cleavage of Cα–Cβ Bonds between Lignin Aromatic Units via Phosphomolybdic Acid-Ionic Liquid

Shangshang Ma, Shanglong Chen, Dingkai Wang, Jin Zhang, Mingyu Cui, Wei Zhao, Xian‐Yong Wei, Yanjun Li, Xutang Liu, Meiling Liu
article en
6 citations

Abstract

Lignin, the most abundant renewable resource of aromatics in nature, is recognized as an alternative to fossil-based fuels and chemicals. In this study, a phosphomolybdic acid-ionic liquid (PMA-IL) [BSHMIM]H<sub>2</sub>PMo<sub>12</sub>O<sub>40</sub> was synthesized and used as a catalyst for further oxidative depolymerization of extracted lignin to prepare valuable chemicals. Under optimized conditions, the conversion of lignin reached 61.33%, and the total yield of target products (vanillin, vanillic acid, and methyl vanillate) was 28.00 mg·g<sup>-1</sup>, where the selectivity of methyl vanillate reached 56.43%. The liquid products and residues obtained under the optimum conditions were analyzed, further confirming the advantages of PMA-IL compared with single PMA. In addition, this method also has an excellent catalytic effect for other types of lignin and presents a good substrate applicability. Finally, based on the research results of model compounds, the possible reaction pathway of the formation of vanillin, vanillic acid, and methyl vanillate was proposed.

Journal of Agricultural and Food ChemistryVol. 73(21)
Xuzhou University of Technology (CN), China University of Mining and Technology (CN), Division of Materials Science and Engineering (AU), Materials Processing (United States) (US), Shanxi Science and Technology Department (CN), Institute of Science and Technology, Huazhong University of Science and Technology (CN)
Openalex Percentile: Top 4%
Oxidative Organic Chemistry Reactions
5.62
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