- Title
- The High Performance of Choline Arginate for Biomass Pretreatment Is Due to Remarkably Strong Hydrogen Bonding by the Anion
- Creator
- Karton, Amir; Brunner, Manuel; Howard, Mark J.; Warr, Gregory G.; Atkin, Rob
- Relation
- ACS Sustainable Chemistry and Engineering Vol. 6, Issue 3, p. 4115-4121
- Publisher Link
- http://dx.doi.org/10.1021/acssuschemeng.7b04489
- Publisher
- American Chemical Society
- Resource Type
- journal article
- Date
- 2018
- Description
- The ionic liquid choline arginate [Ch][Arg] is more effective for biomass pretreatment than other choline based amino acid ILs, but the underlying mechanism has been unclear. In the present work we use the high-level CCSD(T)/CBS(MP2) and G4(MP2) thermochemical protocols to probe the H-bonding interactions of [Ch][Arg] with water, and organic functional groups commonly found in biomass. We show that the [Ch][Arg] IL forms unusually strong H-bonding interactions with prototypical H-bond donors. For example, we obtain H-bonding interactions of 76.6, 80.0, and 103.6 kJ mol–1 with water, methanol, and phenol, respectively. Our theoretical results shed light on the capacity of [Ch][Arg] to dissolve biomass, and they demonstrate the importance of ion conformation, in addition to speciation, for IL performance more generally. As a point of reference, we compare the H-bonding interactions of [Ch][Arg] with those of a related IL, choline glycinate ([Ch][Gly]), which does not dissolve biomass as effectively as [Ch][Arg].
- Subject
- ionic liquids; CCSD(T); G4(MP2) theory; anions
- Identifier
- http://hdl.handle.net/1959.13/1465956
- Identifier
- uon:47419
- Identifier
- ISSN:2168-0485
- Language
- eng
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