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Metal catalyst-free selective acetosyringone synthesis from rice straw lignin

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Abstract

In recent decades, due to abundance (second most abundant natural polymer after cellulose) and sustainability, lignin has attracted much interest from different researchers to use as a raw material for producing various value-added materials such as polymer and fuel. In addition to that, the aromatic structure of lignin makes it a suitable candidate for producing platform chemicals with aromatic rings. As a result, lignin depolymerization has become an interesting process to derive different phenolic monomers like vanillin, acetosyringone, and guaiacol. Among them, due to the bioactive characteristics and efficiency of acetosyringone in plant regulatory systems, the production of acetosyringone from lignin has been presented in this work. A green and cost-effective method was developed for the selective formation of acetosyringone via depolymerization of isolated rice straw lignin (RSL) by using metal catalyst-free conditions in the biphasic medium and described. The RSL was characterized with various spectroscopic techniques such as FT-IR, solid-state 13C NMR, XPS, and TGA. The selectivity of synthesized acetosyringone during depolymerization of RSL was checked from GC-MS analysis. The molecular structure and purity of acetosyringone isolated from preparative thin layer chromatography (TLC) were confirmed with the help of 1H NMR and HRMS, respectively.

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The experimental and instrumental raw data can be provided upon request.

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Acknowledgements

The authors would like to thank the Director, CSIR-NEIST, Jorhat, for his support and encouragement in carrying out the research work. Further, the authors also acknowledge AcSIR-Ghaziabad, India 201002, for permitting Ms. Ankumoni Saikia to register under PhD program.

Funding

This work was funded by the CSIR-North East Institute of Science and Technology, Jorhat, India, under In-house project OLP-2059.

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Ankumoni Saikia: material preparation, data collection, formal analysis, and first draft of the manuscript. Koushik Dutta: data collection, formal analysis, and first draft of the manuscript. Debashree Bora: material preparation. Biswajit Saha: formal analysis, review, and editing of the first draft. Ajit Singh: supervision, review, and editing of the manuscript. All authors contributed and approved the final manuscript.

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Correspondence to Ajit Singh.

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The authors declare no competing interests.

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Saikia, A., Dutta, K., Bora, D. et al. Metal catalyst-free selective acetosyringone synthesis from rice straw lignin. Environ Sci Pollut Res 30, 100203–100214 (2023). https://doi.org/10.1007/s11356-023-29349-0

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  • DOI: https://doi.org/10.1007/s11356-023-29349-0

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