Journal
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 5, Issue 11, Pages 10918-10925Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.7b02822
Keywords
Lignoboost Kraft lignin; Controlled refinery; Ethanol; Selective allylation; Scalable procedure; Thiol-ene thermoset
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Funding
- Knut and Alice Wallenberg Foundation through the Wallenberg Wood Science Center at KTH Royal Institute of Technology
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Aromatic material constituents derived from renewable resources are attractive for new biobased polymer systems. Lignin, derived from lignocellulosic biomass, is the most abundant natural source of such structures. Technical lignins are, however, heterogeneous in both structure and polydispersity and require a refining to obtain a more reproducible material. In this paper the ethanol-soluble fraction of Lignoboost Kraft lignin is selectively allylated using allyl chloride by means of a mild and industrially scalable procedure. Analysis using H-'-, P-31-, and 2D HSQC NMR give a detailed structural description of lignin, providing evidence of its functionalization and that the suggested procedure is selective toward phenols with a conversion of at least 95%. The selectively modified lignin is subsequently cross-linked using thermally induced thiol-ene chemistry. FT-IR is utilized to confirm the cross-linking reaction, and DSC measurements determined the T-g of the thermosets to be 45-65 degrees C depending on reactive group stoichiometry. The potential of lignin as a constituent in a thermoset application is demonstrated and discussed.
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