Synthesis of Well-Defined Azide-Terminated Poly(vinyl alcohol) and Their Subsequent Modification via Click Chemistry

被引：36

作者：

Tong, Yin-Yin ^{[1
]}

Wang, Rui ^{[1
]}

Xu, Ning ^{[1
]}

Du, Fu-Sheng ^{[1
]}

Li, Zi-Chen ^{[1
]}

机构：

[1] Peking Univ, Beijing Natl Lab Mol Sci, Key Lab Polymer Chem & Phys, Minist Educ,Coll Chem & Mol Engn, Beijing 100871, Peoples R China

来源：

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY | 2009年 / 47卷 / 18期

基金：

中国国家自然科学基金;

关键词：

click chemistry; fluorescence; poly(vinyl alcohol)-block-poly(epsilon-caprolactone); reversible addition fragmentation chain transfer (RAFT); saccharide; LIVING RADICAL POLYMERIZATION; VINYL-ACETATE; BLOCK-COPOLYMERS; MOLECULAR-WEIGHT; RAFT POLYMERIZATION; METHYL ACRYLATE; COMBINATION; VERSATILE; POLYMERS; RAFT/MADIX;

D O I：

10.1002/pola.23502

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

A new azide-functionalized xanthate, S-(4-azidomethylbenzyl) O-(2-methoxyethyl) xanthate, was synthesized and used to mediate the reversible addition fragmentation chain transfer polymerization of vinyl acetate. The polymerization was demonstrated to be controlled, and well-defined PVAc with alpha-azide, omega-xanthate groups were obtained, the xanthate groups of which were further removed by radical-induced reduction with lauroyl peroxide in the presence of excess 2-propanol. Hydrolysis of alpha-azide-terminated PVAc (N-3-PVAc) led to the formation of the corresponding alpha-azide-terminated PVA (N-3-PVA). Finally, end-modification of N3-PVA by click chemistry with alkyne-end-capped poly(caprolactone) (A-PCL), alkynyl-mannose, and alkynyl-pyrene was carried out to obtain a new block copolymer PCL-b-PVA, and two PVA with mannose or pyrene as the end functional groups. The polymers were characterized by gel permeation chromatography, H-1 NMR spectroscopy, and FTIR. (C) 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 4494-4504, 2009

引用

页码：4494 / 4504

页数：11

共 49 条

[21] Iodine transfer radical polymerization of vinyl acetate in fluoroalcohols for simultaneous control of molecular weight, stereospecificity, and regiospecificity [J].