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Title: A versatile pathway to end-functionalized cellulose ethers for click chemistry applications
Authors: Kamitakahara, Hiroshi  kyouindb  KAKEN_id  orcid (unconfirmed)
Suhara, Ryo
Yamagami, Mao
Kawano, Haruko
Okanishi, Ryoko
Asahi, Tomoyuki
Takano, Toshiyuki  kyouindb  KAKEN_id
Author's alias: 上髙原, 浩
Keywords: End-functionalized cellulose ether
Copper(I)-catalyzed azide-alkyne cycloaddition
Functional molecular rod
Tri-O-methyl cellulosyl azide
Propargyl tri-O-methyl celluloside
Issue Date: 20-Oct-2016
Publisher: Elsevier Ltd.
Journal title: Carbohydrate Polymers
Volume: 151
Start page: 88
End page: 95
Abstract: This paper describes a versatile pathway to heterobifunctional/telechelic cellulose ethers, such as tri-O-methyl cellulosyl azide and propargyl tri-O-methyl celluloside, having one free C-4 hydroxyl group attached to the glucosyl residue at the non-reducing end for the use in Huisgen 1, 3-dipolar cycloaddition and copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC). The one-step end-functionalization of cellulose ethers for molecular rod synthesis involves the introduction of two reactive groups at both ends of the cellulose molecule, and can afford linear triblock copolymers via CuAAC and further reactions. We were able to tailor the degree of polymerization of end-functionalized cellulose ethers with controlled amounts of a Lewis acid, namely SnCl4. Chemical structures of the above cellulose ethers and the reaction conditions for controlling molecular length are discussed.
Rights: © 2016. This manuscript version is made available under the CC-BY-NC-ND 4.0 license
The full-text file will be made open to the public on 20 October 2017 in accordance with publisher's 'Terms and Conditions for Self-Archiving'.
This is not the published version. Please cite only the published version. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。
DOI(Published Version): 10.1016/j.carbpol.2016.05.016
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