Living cationic polymerization of a vinyl ether with an unprotected pendant alkynyl group and their use for the protecting group-free synthesis of macromonomer-type glycopolymers via CuAAC with maltosyl azides

被引：2

作者：

Nguyen Minh Tan ^{[1
]}

Mori, Ryota ^{[1
]}

Tanaka, Tomonari ^{[2
]}

Motoyanagi, Jin ^{[1
]}

Minoda, Masahiko ^{[1
]}

机构：

[1] Kyoto Inst Technol, Grad Sch Sci & Technol, Fac Mol Chem & Engn, Sakyo Ku, Kyoto 6068585, Japan

[2] Kyoto Inst Technol, Grad Sch Sci & Technol, Dept Biobased Mat Sci, Sakyo Ku, Kyoto 6068585, Japan

来源：

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY | 2019年 / 57卷 / 06期

基金：

日本学术振兴会;

关键词：

alkynyl-group-substituted vinyl ether; click reaction; living cationic polymerization; macromonomer-type glycopolymer; poly(vinyl ether); D-GLUCOSAMINE RESIDUES; BLOCK-COPOLYMERS; AMPHIPHILIC BLOCK; CLICK CHEMISTRY; DELIVERY; CORE;

D O I：

10.1002/pola.29309

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

An asymmetric bifunctional monomer having both an unprotected alkynyl group and a vinyl ether (VE) group (3-[2-(2-vinyloxyethoxy)-ethoxy]-propyne [VEEP]) was newly designed and found that the polymerization of VEEP smoothly proceeded in a controlled manner under a living cationic polymerization condition to give alkyne-substituted polyVE (polyVEEP) without any protection of the pendant alkynyl function. Next, the use of an initiator with a methacryloyl moiety for the living cationic polymerization of VEEP afforded macromonomer-type polyVE (MA-PVEEP) carrying pendant alkynyl groups. The potential ability of the resultant macromonomer as an alkyne-substituted polymer for the copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC) was also confirmed. A novel macromonomer-type glycopolymer [MA-P(VE-Mal)] having pendant maltose residues and a terminal methacryloyl group was successfully synthesized by CuAAC of MA-PVEEP with maltosyl azide. Thus, a new pathway to the controlled synthesis of macromonomer-type glycopolymers of free from any protecting/deprotecting processes was demonstrated. (c) 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 681-688

引用

页码：681 / 688

页数：8