Organic transformation of lignin into mussel-inspired glues: next-generation 2K adhesive for setting corals under saltwater

The 2-methoxyphenol units (G-units) in lignin are modified by demethylation and oxidation to provide the activated lignin as one part of an advanced biobased two-component (2K) adhesive system, which exhibits promising shear strengths in dry and underwater applications. The activation of lignin is s...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2024-02, Vol.26 (4), p.244-258
Hauptverfasser: Choi, Ching-Yi, Lossada, Francisco, Walter, Keven, Fleck-Kunde, Tom, Behrens, Sascha, Meinelt, Thomas, Falkenhagen, Jana, Hiller, Matthias, Oschkinat, Hartmut, Dallmann, André, Taden, Andreas, Börner, Hans G
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Sprache:eng
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Zusammenfassung:The 2-methoxyphenol units (G-units) in lignin are modified by demethylation and oxidation to provide the activated lignin as one part of an advanced biobased two-component (2K) adhesive system, which exhibits promising shear strengths in dry and underwater applications. The activation of lignin is straightforward and generates quinones via demethylation and periodate oxidation. These act as Michael acceptors and react smoothly with multi-thiol-star polymers to yield thiol-catechol connectivities (TCCs). The mussel-inspired material platform acts as a very robust and versatile adhesive, combining low-cost and readily available lignin with multi-thiols to achieve outstanding adhesion strengths of up to 15 MPa in dry application. In particular, the 2K system is compatible with the marine biological environment and shows no acute toxicity to sensitive organisms such as fish eggs. Thus, one possible application of this material could be an adhesive for setting temperature-resistant corals in damaged reefs. The generation of quinones in activated lignin allows crosslinking with multi-thiols via thiol-catechol-connectivities (TCCs), leading to a high-performance 2K adhesive that tolerates seawater and is biofriendly and useful for setting corals.
ISSN:1463-9262
1463-9270
DOI:10.1039/d3gc03680d