Synthesis of cellulose tricarbonates in 1-butyl-3-methylimidazolium chloride/pyridine. 2014

Thomas Elschner, and Manuela Kötteritzsch, and Thomas Heinze
Center of Excellence for Polysaccharide Research, Institute of Organic Chemistry and Macromolecular Chemistry, Friedrich Schiller University of Jena, Humboldtstraße 10, 07743, Jena, Germany.

Cellulose phenyl tricarbonates could be synthesized by a novel and fast procedure applying 1-butyl-3-methylimidazolium chloride/pyridine as reaction medium. Even cellulose phenyl carbonates with high degree of substitution are accessible at low molar ratio very efficiently. The reagent phenyl chloroformate is inert in the mixture, which is different from the solvent N,N-dimethylacetamide/LiCl that is usually applied. The products were characterized in detail by two-dimensional NMR- and FTIR-spectroscopy, elemental analysis, and size-exclusion chromatography. This class of cellulose derivatives is a very important intermediate for the design of structures based on cellulose by nucleophilc attack on the carbonyl group.

UI MeSH Term Description Entries
D007093 Imidazoles Compounds containing 1,3-diazole, a five membered aromatic ring containing two nitrogen atoms separated by one of the carbons. Chemically reduced ones include IMIDAZOLINES and IMIDAZOLIDINES. Distinguish from 1,2-diazole (PYRAZOLES).
D009682 Magnetic Resonance Spectroscopy Spectroscopic method of measuring the magnetic moment of elementary particles such as atomic nuclei, protons or electrons. It is employed in clinical applications such as NMR Tomography (MAGNETIC RESONANCE IMAGING). In Vivo NMR Spectroscopy,MR Spectroscopy,Magnetic Resonance,NMR Spectroscopy,NMR Spectroscopy, In Vivo,Nuclear Magnetic Resonance,Spectroscopy, Magnetic Resonance,Spectroscopy, NMR,Spectroscopy, Nuclear Magnetic Resonance,Magnetic Resonance Spectroscopies,Magnetic Resonance, Nuclear,NMR Spectroscopies,Resonance Spectroscopy, Magnetic,Resonance, Magnetic,Resonance, Nuclear Magnetic,Spectroscopies, NMR,Spectroscopy, MR
D011725 Pyridines Compounds with a six membered aromatic ring containing NITROGEN. The saturated version is PIPERIDINES.
D002254 Carbonates Salts or ions of the theoretical carbonic acid, containing the radical CO2(3-). Carbonates are readily decomposed by acids. The carbonates of the alkali metals are water-soluble; all others are insoluble. (From Grant & Hackh's Chemical Dictionary, 5th ed) Carbonate
D002482 Cellulose A polysaccharide with glucose units linked as in CELLOBIOSE. It is the chief constituent of plant fibers, cotton being the purest natural form of the substance. As a raw material, it forms the basis for many derivatives used in chromatography, ion exchange materials, explosives manufacturing, and pharmaceutical preparations. Alphacel,Avicel,Heweten,Polyanhydroglucuronic Acid,Rayophane,Sulfite Cellulose,alpha-Cellulose,Acid, Polyanhydroglucuronic,alpha Cellulose
D012996 Solutions The homogeneous mixtures formed by the mixing of a solid, liquid, or gaseous substance (solute) with a liquid (the solvent), from which the dissolved substances can be recovered by physical processes. (From Grant & Hackh's Chemical Dictionary, 5th ed) Solution
D012997 Solvents Liquids that dissolve other substances (solutes), generally solids, without any change in chemical composition, as, water containing sugar. (Grant & Hackh's Chemical Dictionary, 5th ed) Solvent
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D017550 Spectroscopy, Fourier Transform Infrared A spectroscopic technique in which a range of wavelengths is presented simultaneously with an interferometer and the spectrum is mathematically derived from the pattern thus obtained. FTIR,Fourier Transform Infrared Spectroscopy,Spectroscopy, Infrared, Fourier Transform
D052578 Ionic Liquids Salts that melt below 100 C. Their low VOLATILIZATION can be an advantage over volatile organic solvents. Ionic Liquid,Ionic Solvents,Liquid, Ionic,Liquids, Ionic,Solvents, Ionic

Related Publications

Thomas Elschner, and Manuela Kötteritzsch, and Thomas Heinze
April 2007, Macromolecular bioscience,
Thomas Elschner, and Manuela Kötteritzsch, and Thomas Heinze
May 2013, Carbohydrate polymers,
Thomas Elschner, and Manuela Kötteritzsch, and Thomas Heinze
September 2012, Carbohydrate polymers,
Thomas Elschner, and Manuela Kötteritzsch, and Thomas Heinze
May 2012, Bioresource technology,
Thomas Elschner, and Manuela Kötteritzsch, and Thomas Heinze
January 2010, ChemSusChem,
Thomas Elschner, and Manuela Kötteritzsch, and Thomas Heinze
November 2012, Carbohydrate polymers,
Thomas Elschner, and Manuela Kötteritzsch, and Thomas Heinze
February 2016, Carbohydrate polymers,
Thomas Elschner, and Manuela Kötteritzsch, and Thomas Heinze
November 2013, International journal of biological macromolecules,
Thomas Elschner, and Manuela Kötteritzsch, and Thomas Heinze
January 2013, Carbohydrate polymers,
Thomas Elschner, and Manuela Kötteritzsch, and Thomas Heinze
December 2014, ChemSusChem,
Copied contents to your clipboard!