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Rapid homogeneous lauroylation of wheat straw hemicelluloses under mild conditions.
- Source :
-
Carbohydrate research [Carbohydr Res] 2008 Nov 24; Vol. 343 (17), pp. 2956-62. Date of Electronic Publication: 2008 Aug 30. - Publication Year :
- 2008
-
Abstract
- Hemicellulose-based hydrophobic biomaterials with degrees of substitution ranging from 0.46 to 1.54 were synthesized under mild conditions in homogeneous media (N,N-dimethylformamide-lithium chloride) by reacting the native wheat straw hemicellulosic polymers with lauroyl chloride using 4-dimethylaminopyridine as a catalyst. Other catalysts such as N-bromosuccinimide, N-methyl pyrrolidine, N-methyl pyrrolidinone, and pyridine were also investigated. Under optimum reaction conditions (2 equiv of lauroyl chloride and triethylamine per hydroxyl group, 5% 4-dimethylaminopyridine, 40 degrees C, 35 min), a high DS value of 1.54 was obtained. The biomaterials were characterized by FT-IR spectroscopy and (13)C NMR spectroscopy as well as by thermal analysis. The results showed that the lauroylation occurred preferably at the C-3 hydroxyl group of beta-D-Xylp units in the hemicelluloses, and the thermal stability of the hydrophobic polymers increased by esterification.
- Subjects :
- Arabinose analogs & derivatives
Arabinose metabolism
Carbon Isotopes
Crops, Agricultural metabolism
Glucuronic Acid metabolism
Kinetics
Magnetic Resonance Spectroscopy
Monosaccharides analysis
Monosaccharides metabolism
Polysaccharides chemical synthesis
Polysaccharides chemistry
Spectroscopy, Fourier Transform Infrared
Lauric Acids metabolism
Polysaccharides metabolism
Triticum metabolism
Subjects
Details
- Language :
- English
- ISSN :
- 1873-426X
- Volume :
- 343
- Issue :
- 17
- Database :
- MEDLINE
- Journal :
- Carbohydrate research
- Publication Type :
- Academic Journal
- Accession number :
- 18793765
- Full Text :
- https://doi.org/10.1016/j.carres.2008.08.023