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Establishing lignin structure-upgradeability relationships using quantitative 1H–13C heteronuclear single quantum coherence nuclear magnetic resonance (HSQC-NMR) spectroscopy

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Abstract

Lignin depolymerization could provide an attractive renewable aromatic feedstock for the chemical industry. Past studies have suggested that lignin structural features such as ether content are correlated to lignin's upgradeability. An obstacle to the development of a conclusive causal relationship between lignin structure and upgradeability has been the difficulty to quantitatively measure lignin structural features. Here, we demonstrated that a modified HSQC-NMR method known as HSQC0 can accurately quantify lignin functionalities in extracted lignin using several synthetic polymer models. We then prepared a range of isolated lignin samples with a wide range of ether contents (6–46%). By using a simple ether cleavage model, we were able to predict final depolymerization yields very accurately (<4% error), conclusively demonstrating the direct causal relationship between ether content and lignin activity. The accuracy of this model suggests that, unlike in native lignin, ether linkages no longer appear to be randomly distributed in isolated lignin.

Graphical abstract: Establishing lignin structure-upgradeability relationships using quantitative 1H–13C heteronuclear single quantum coherence nuclear magnetic resonance (HSQC-NMR) spectroscopy

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Publication details

The article was received on 26 Apr 2019, accepted on 15 Jul 2019 and first published on 15 Jul 2019


Article type: Edge Article
DOI: 10.1039/C9SC02088H
Chem. Sci., 2019, Advance Article
  • Open access: Creative Commons BY-NC license
    All publication charges for this article have been paid for by the Royal Society of Chemistry

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    Establishing lignin structure-upgradeability relationships using quantitative 1H–13C heteronuclear single quantum coherence nuclear magnetic resonance (HSQC-NMR) spectroscopy

    M. Talebi Amiri, S. Bertella, Y. M. Questell-Santiago and J. S. Luterbacher, Chem. Sci., 2019, Advance Article , DOI: 10.1039/C9SC02088H

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