Syntheses and comparison of 2,6-di-O-methyl celluloses from natural and synthetic celluloses

被引:30
作者
Kamitakahara, Hiroshi [2 ]
Koschella, Andreas [3 ]
Mikawa, Yuji [2 ]
Nakatsubo, Fumiaki [2 ]
Heinze, Thomas [3 ]
Klemm, Dieter [1 ]
机构
[1] Univ Jena, Transfer Grp Polymet, D-07745 Jena, Germany
[2] Kyoto Univ, Grad Sch Agr, Sakyo Ku, Kyoto 6068502, Japan
[3] Univ Jena, Ctr Excellence Polysaccharide Res, D-07743 Jena, Germany
关键词
cellulose; NMR; regioselective substitution; ring-opening polymerization; solubility;
D O I
10.1002/mabi.200700291
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 [生物化学与分子生物学]; 081704 [应用化学];
摘要
2,6-Di-O-methylcellulose was prepared from natural and synthetic celluloses. Natural cellulose was converted to 2,6-di-O-thexyldimethylsilylcellulose, then to 3-mono-O-allyl-2,6-di-O-methylcellulose, and finally into 2,6-di-O-methylcellulose. Alternatively, 2,6 di-O-methyl-cellulose was synthesized from the synthetic cellulose derivative 3-mono-O-benzyl-2,6-di-O-pivaloylcellulose by depivaloylation and methylation to give 3 -mono-O-benzyl-2,6-di-O-methylcellulose, which was debenzylated to yield the dimethyl ether. Both types of 2,6-di-O-methylcellulose are insoluble in water and common organic solvents. The structures of all cellulose derivatives were determined by NMR.
引用
收藏
页码:690 / 700
页数:11
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