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Issue 1, 2016
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Sustainable allylation of organosolv lignin with diallyl carbonate and detailed structural characterization of modified lignin

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Abstract

The allylation of European beech wood organosolv lignin (OL) with diallyl carbonate (DAC) in the presence of base catalysts is shown to be an efficient, non-toxic, and sustainable modification technique. Comparative studies of different bases and temperatures were performed to optimize the solvent-free allylation of OL. Up to 90% of the aromatic and aliphatic hydroxyl groups in OL were converted to the respective allyl ethers or allyl carbonates using tetrabutylammonium bromide (TBAB) as recyclable base. The demonstrated strategy allows the introduction of functional groups into the structure of lignin, which will enable further modification. Detailed structural analytics by 31P, 1H, and 13C NMR, as well as IR spectroscopy and detailed mass analysis using SEC–ESI–MS verified the functionalization and delivered insights into the structure of lignin.

Graphical abstract: Sustainable allylation of organosolv lignin with diallyl carbonate and detailed structural characterization of modified lignin

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Publication details

The article was received on 12 Aug 2015, accepted on 25 Aug 2015 and first published on 25 Aug 2015


Article type: Paper
DOI: 10.1039/C5GC01882J
Citation: Green Chem., 2016,18, 197-207
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    Sustainable allylation of organosolv lignin with diallyl carbonate and detailed structural characterization of modified lignin

    L. C. Over and M. A. R. Meier, Green Chem., 2016, 18, 197
    DOI: 10.1039/C5GC01882J

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