Water-soluble 3-O-(2-methoxyethyl)cellulose: synthesis and characterization.
The synthesis of novel 3-O-(2-methoxyethyl)cellulose via 2,6-di-O-thexyldimethylsilyl ethers was successfully carried out. Treatments of 3-O-(2-methoxyethyl)-2,6-di-O-thexyldimethylsilylcellulose with tetrabutylammonium fluoride trihydrate led to a complete removal of the protecting groups. Structure characterization carried out by means of 1D and 2D NMR spectroscopy proves a high regioselectivity. The novel cellulose ether is soluble in dimethyl sulfoxide, N,N-dimethylacetamide, N-methylpyrrolidone, and water. Size-exclusion chromatography revealed a distinct aggregation behavior in water.
Heinze
Thomas
T
Centre of Excellence for Polysaccharide Research, Friedrich Schiller University of Jena, Humboldtstrasse 10, D-07743 Jena, Germany. thomas.heinze@uni-jena.de
Koschella
Andreas
A
D002482:Cellulose / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D002850:Chromatography, Gel; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D012995:Solubility; D014867:Water / Q000737:chemistry*
C529426:3-O-(2-methoxyethyl)cellulose; D014867:Water; D002482:Cellulose