水溶性3 - O -（2 - 甲氧基乙基）纤维素：合成与表征

Water-soluble 3-O-(2-methoxyethyl)cellulose: synthesis and characterization.

作者信息

Heinze Thomas, Koschella Andreas

机构信息

Centre of Excellence for Polysaccharide Research, Friedrich Schiller University of Jena, Humboldtstrasse 10, D-07743 Jena, Germany.

出版信息

Carbohydr Res. 2008 Mar 17;343(4):668-73. doi: 10.1016/j.carres.2008.01.018. Epub 2008 Jan 26.

DOI:10.1016/j.carres.2008.01.018

PMID:18261718

Abstract

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.

摘要

通过2,6-二-O-叔丁基二甲基甲硅烷基醚成功合成了新型3-O-(2-甲氧基乙基)纤维素。用三水合四丁基氟化铵处理3-O-(2-甲氧基乙基)-2,6-二-O-叔丁基二甲基甲硅烷基纤维素可完全除去保护基团。通过一维和二维核磁共振光谱进行的结构表征证明了高区域选择性。这种新型纤维素醚可溶于二甲基亚砜、N,N-二甲基乙酰胺、N-甲基吡咯烷酮和水中。尺寸排阻色谱显示其在水中有明显的聚集行为。