Liquid nanostructure of choline lysinate with water and a model lignin residue

The structure of the ionic liquid choline lysinate ([Ch][Lys]) and its water mixtures, including a dissolved model lignin residue, guaiacol, is revealed at atomic and nanoscale resolution using neutron diffraction. The performance of [Ch][Lys] for biomass pretreatment depends on both its detailed H-...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2021-02, Vol.23 (2), p.856-866
Main Authors: Jiang, Haihui Joy, Miao, Shurui, Imberti, Silvia, Simmons, Blake A, Atkin, Rob, Warr, Gregory G
Format: Article
Language:English
Subjects:
Choline
Functional groups
Green chemistry
Guaiacol
Ionic liquids
Ions
Lignin
Nanostructure
Neutron diffraction
Organic chemistry
Phenols
Pretreatment
Residues
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Summary:The structure of the ionic liquid choline lysinate ([Ch][Lys]) and its water mixtures, including a dissolved model lignin residue, guaiacol, is revealed at atomic and nanoscale resolution using neutron diffraction. The performance of [Ch][Lys] for biomass pretreatment depends on both its detailed H-bonding capacity and bicontinuous polar/apolar nanostructure, which is stabilised by lysinate adopting an H-bonded cyclic conformer that enhances its amphiphilicity. These features are heightened by the addition of water, which forms nanoscale pockets but also extends the H-bonding network within the IL polar domains while largely preserving its bicontinuous nanostructure, rendering the ionic liquid-water mixture an effective solvent for organic molecules bearing various functional groups. A model representative lignin compound, guaiacol, is found to H-bond through its phenol group to both the anion and water, destabilising the lysinate cyclic conformer and altering the liquid nanostructure. The structure of the ionic liquid choline lysinate ([Ch][Lys]) and its water mixtures, including a dissolved model lignin residue, guaiacol, is revealed at atomic and nanoscale resolution using neutron diffraction.
ISSN:1463-9262
1463-9270
DOI:10.1039/d0gc03664a