Carbohydrate Research 2008-11-24

Rapid homogeneous lauroylation of wheat straw hemicelluloses under mild conditions.

Feng Peng, Jun-Li Ren, Bai Peng, Feng Xu, Run-Cang Sun, Jin-Xia Sun

Index: Carbohydr. Res. 343(17) , 2956-62, (2008)

Full Text: HTML

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.


Related Compounds

  • Dodecanoyl chlorid...

Related Articles:

Lipophilic prodrugs of apomorphine I: preparation, characterisation, and in vitro enzymatic hydrolysis in biorelevant media.

2015-01-01

[Eur. J. Pharm. Biopharm. 89 , 216-23, (2015)]

Use of multivariate statistical techniques to optimize the separation of 17 capsinoids by ultra performance liquid chromatography using different columns.

2015-03-01

[Talanta 134 , 256-63, (2015)]

Tartaric acid-based amphiphilic macromolecules with ether linkages exhibit enhanced repression of oxidized low density lipoprotein uptake.

2015-06-01

[Biomaterials 53 , 32-9, (2015)]

Structural properties of pepsin-solubilized collagen acylated by lauroyl chloride along with succinic anhydride.

2015-10-01

[Mater. Sci. Eng. C. Mater. Biol. Appl. 55 , 327-34, (2015)]

Preparation of double Pickering emulsions stabilized by chemically tailored nanocelluloses.

2014-08-12

[Langmuir 30(31) , 9327-35, (2014)]

More Articles...