天然纤维素和合成纤维素来源的2,6-二-O-甲基纤维素的合成与比较

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

作者信息

Kamitakahara Hiroshi, Koschella Andreas, Mikawa Yuji, Nakatsubo Fumiaki, Heinze Thomas, Klemm Dieter

机构信息

Graduate School of Agriculture, Kyoto University, Kitashirakawaoiwake-cho, Sakyo-ku, Kyoto 606-8502, Japan.

出版信息

Macromol Biosci. 2008 Jul 7;8(7):690-700. doi: 10.1002/mabi.200700291.

DOI:10.1002/mabi.200700291

PMID:18383569

Abstract

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-methylcellulose 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.

摘要

2,6-二-O-甲基纤维素由天然纤维素和合成纤维素制备而成。天然纤维素先转化为2,6-二-O-叔丁基二甲基硅烷基纤维素，再转化为3-单-O-烯丙基-2,6-二-O-甲基纤维素，最后转化为2,6-二-O-甲基纤维素。另外，2,6-二-O-甲基纤维素由合成纤维素衍生物3-单-O-苄基-2,6-二-O-新戊酰基纤维素通过去新戊酰化和甲基化反应制得3-单-O-苄基-2,6-二-O-甲基纤维素，然后经脱苄基反应得到二甲醚。两种类型的2,6-二-O-甲基纤维素均不溶于水和常见有机溶剂。所有纤维素衍生物的结构均通过核磁共振光谱法确定。