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Effect of Tetrahydrofuran on the Solubilization and Depolymerization of Cellulose in a Biphasic System.
- Source :
-
ChemSusChem [ChemSusChem] 2018 Jan 23; Vol. 11 (2), pp. 397-405. Date of Electronic Publication: 2017 Dec 29. - Publication Year :
- 2018
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Abstract
- The dissolution of cellulose from biomass is a crucial but complicated issue for maximizing the utilization of biomass resources to produce valuable chemicals, because of the extreme insolubility of cellulose. A biphasic NaCl-H <subscript>2</subscript> O-tetrahydrofuran (THF) system was studied, in which most of the pure microcrystalline cellulose (M-cellulose, 96.6 % conversion at 220 °C) and that contained in actual biomass were converted. Nearly half of the O6-H⋅⋅⋅O3 intermolecular hydrogen bonds could be broken by THF in the H <subscript>2</subscript> O-THF co-solvent system, whereas the cleavage of O2-H⋅⋅⋅O6 intramolecular hydrogen bonds by H <subscript>2</subscript> O was significantly inhibited. In the NaCl-H <subscript>2</subscript> O-THF system, THF could significantly promote the effects of both H <subscript>2</subscript> O and NaCl on the disruption of O2-H⋅⋅⋅O6 and O3-H⋅⋅⋅O5 intramolecular hydrogen bonds, respectively. In addition, THF could protect and transfer the cellulose-derived products to the organic phase by forming hydrogen bonds between the oxygen atom in THF and the hydrogen atom of C4-OH in the glucose or aldehyde group in 5-hydroxymethylfurfural (HMF), which can lead more NaCl to combine with the -OH of M-cellulose and further disrupt hydrogen bonding in M-cellulose, thereby improving the yield of small molecular weight products (especially HMF) and further promoting the dissolution of cellulose. As a cheap and reusable system, NaCl-H <subscript>2</subscript> O-THF system may be a promising approach for the dissolution and further conversion of cellulose in lignocellulosic biomass without any enzymes, ionic liquids, or conventional catalysts.<br /> (© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
- Subjects :
- Biomass
Furaldehyde analogs & derivatives
Furaldehyde chemistry
Hydrogen Bonding
Lignin chemistry
Microscopy, Electron, Scanning
Models, Molecular
Polymerization
Sodium Chloride chemistry
Solubility
Spectroscopy, Fourier Transform Infrared
Water chemistry
Cellulose chemistry
Furans chemistry
Solvents chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1864-564X
- Volume :
- 11
- Issue :
- 2
- Database :
- MEDLINE
- Journal :
- ChemSusChem
- Publication Type :
- Academic Journal
- Accession number :
- 29148211
- Full Text :
- https://doi.org/10.1002/cssc.201701861