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Issue 6, 2015
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Unprecedented catalyst-free lignin dearomatization with hydrogen peroxide and dimethyl carbonate

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Abstract

Lignin can be efficiently dearomatized and oxidized under catalyst-free conditions in dimethyl carbonate as solvent and hydrogen peroxide as oxidant at 20–80 °C. Based on H2O2 loadings, modified fibres with different aromatic content and sizes can be achieved (from 100% to 0% aromatics). At loadings > 0.2 mol H2O2 g lignin−1 almost complete dearomatized lignin can be achieved, resulting in a pale oily gel. Analyses of the derivatives show increase in carbonylic bonds (FTIR) and oxygen (elemental analysis) and smaller size fibres (ESI-MS). Changes were also in-depth monitored by 2D 1H-13C HSQC NMR. Depending on a desired application (e.g. resins, additives, coatings, etc.), tailored dearomatized lignin fibres can be straightforwardly produced. Being a novel reaction with relatively high peroxide concentrations, experiments must be conducted under strong safety conditions to avoid possible explosions and other risks associated to peroxides and/or in situ formed derivatives.

Graphical abstract: Unprecedented catalyst-free lignin dearomatization with hydrogen peroxide and dimethyl carbonate

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Article information


Submitted
24 Oct 2014
Accepted
04 Dec 2014
First published
04 Dec 2014

RSC Adv., 2015,5, 4009-4018
Article type
Paper

Unprecedented catalyst-free lignin dearomatization with hydrogen peroxide and dimethyl carbonate

L. Wiermans, H. Schumacher, C. Klaaßen and P. Domínguez de María, RSC Adv., 2015, 5, 4009
DOI: 10.1039/C4RA13113D

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