Ionic Liquids as Reaction Medium in Cellulose Functionalization
✍ Scribed by Thomas Heinze; Katrin Schwikal; Susann Barthel
- Publisher
- John Wiley and Sons
- Year
- 2005
- Tongue
- English
- Weight
- 131 KB
- Volume
- 5
- Category
- Article
- ISSN
- 1616-5187
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✦ Synopsis
Abstract
Summary: The application of different ionic liquids (IL), namely 1‐N‐butyl‐3‐methylimidazolium chloride ([C~4~mim]^+^Cl^−^), 3‐methyl‐N‐butyl‐pyridinium chloride and benzyldimethyl(tetradecyl)ammonium chloride were investigated as solvents for cellulose. The ILs used have the ability to dissolve cellulose with a degree of polymerization in the range from 290 to 1 200 to a very high concentration. Using [C~4~mim]^+^Cl^−^, no degradation of the polymer appears. By ^13^C NMR measurement it was confirmed that this IL is a so‐called non‐derivatizing solvent. [C~4~mim]^+^Cl^−^ can be applied as a reaction medium for the synthesis of carboxymethyl cellulose and cellulose acetate. Without using any catalyst, cellulose derivatives with high degree of substitution could be prepared.
^13^C NMR spectrum of cellulose dissolved in the IL [C~4~mim]^+^Cl^−^ (top). The ^13^C NMR spectrum of cellulose dissolved in DMSO/tetrabutylammonium fluoride trihydrate is shown for comparison (bottom).
magnified image^13^C NMR spectrum of cellulose dissolved in the IL [C~4~mim]^+^Cl^−^ (top). The ^13^C NMR spectrum of cellulose dissolved in DMSO/tetrabutylammonium fluoride trihydrate is shown for comparison (bottom).
📜 SIMILAR VOLUMES
## Abstract Trimethylsilylation of cellulose in different 1,3‐dialkylimidazolium ionic liquids (IL) with hexamethyldisilazane (HMDS) as a silylating agent was investigated. Trimethylsilyl (TMSi) cellulose with a degree of substitution (DS) greater than 1 is insoluble in the IL. The maximum DS obtai