Synthesis of Diblock Methylcellulose Derivatives with Regioselective Functionalization Patterns

被引：21

作者：

Nakagawa, Atsushi ^{[2
]}

Fenn, Dominik ^{[1
]}

Koschella, Andreas ^{[1
]}

Heinze, Thomas ^{[1
]}

Kamitakahara, Hiroshi ^{[2
]}

机构：

[1] Univ Jena, Inst Organ Chem & Macromol Chem, Ctr Excellence Polysaccharide Res, D-07743 Jena, Germany

[2] Kyoto Univ, Grad Sch Agr, Sakyo Ku, Kyoto 6068502, Japan

来源：

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY | 2011年 / 49卷 / 23期

关键词：

diblock copolymers; gelation; glycosylation; methylcellulose; oligomers; polysaccharides; regioselective functionalization; STEREOSELECTIVE-SYNTHESIS; CO-OLIGOMERS; CELLULOSE; OLIGOSACCHARIDES; SURFACTANTS; ETHERS;

D O I：

10.1002/pola.24952

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 [高分子化学与物理];

摘要：

This article describes a new synthesis strategy to prepare diblock copolymers as model compounds for industrially produced cellulose ethers exemplified with methylcellulose (MC). To elucidate a key structure for thermoreversible gelation of MC, five regioselectively methylated celluloses 1-5 (236, 23, 26, 3, and 6 MC), five corresponding methyl-beta-D-glucopyranosyl-(1 -> 4)-cellulosides 6-10, and five equiv methyl-beta-D-glucopyranosyl-( 1 -> 4)-beta-D-glucopyranosyl-(1 -> 4)-cellulosides 11-15 were synthesized for the first time via combination of the glycosyl trichloroacetimidate method and the acid-catalyzed methanolysis method. The structure of compounds 1-15 was confirmed by means of NMR spectroscopy and MALDI-TOF MS. (C) 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: 4964-4976, 2011

引用

页码：4964 / 4976

页数：13

共 31 条

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