Metal-free click polymerizations of activated azide and alkynes

被引：47

作者：

Wang, Qiang ^{[1
]}

Li, Hongkun ^{[1
]}

Wei, Qiang ^{[1
]}

Sun, Jing Zhi ^{[1
]}

Wang, Jian ^{[1
]}

Zhang, Xiao A. ^{[1
]}

Qin, Anjun ^{[1
]}

Tang, Ben Zhong ^{[1
,2
,3
]}

机构：

[1] Zhejiang Univ, MOE Key Lab Macromol Synth & Functionaliza, Dept Polymer Sci & Engn, Hangzhou 310027, Zhejiang, Peoples R China

[2] Hong Kong Univ Sci & Technol, State Key Lab Mol Neurosci, Inst Mol Funct Mat, Inst Adv Study,Dept Chem, Kowloon, Hong Kong, Peoples R China

[3] Hong Kong Univ Sci & Technol, Div Biomed Engn, Kowloon, Hong Kong, Peoples R China

来源：

POLYMER CHEMISTRY | 2013年 / 4卷 / 05期

基金：

美国国家科学基金会;

关键词：

HYPERBRANCHED POLYTRIAZOLES; FACILE SYNTHESIS; POSTPOLYMERIZATION FUNCTIONALIZATION; CHEMISTRY; POLYMER; CYCLOADDITIONS; POLYCYCLOTRIMERIZATION;

D O I：

10.1039/c2py20797d

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

The Cu(I)-catalyzed azide-alkyne click polymerization has become a powerful tool for the preparation of functional polytriazoles. However, copper residues in the products could harm the performance of optoelectronic devices and be cytotoxic in biological applications. The complete removal of these residues after reaction from the polymers is therefore necessary but difficult. The metal-free azide-alkyne click polymerization (MFCP) provides a solution to this problem. Currently, the MFCP is facilitated by activated alkynes, and no activated comonomer, i.e. azide, has been reported. In this paper, an activated azide, 4,4'-diazidoperfluorobenzophenone , was designed and synthesized. Compared to the ordinary azide, such a monomer can remarkably accelerate the MFCP with alkynes. Thus, a new MFCP of activated azide and alkyne was established, and polytriazoles with high regioregularity (fraction of 1,4-isomer higher than 82%) and satisfactory molecular weights (M-w up to 34 000) were produced in high yields (up to 95.1%).

引用

页码：1396 / 1401

页数：6

共 54 条

[1] Efficient and Rapid Divergent Synthesis of Ethylene Oxide-Containing Dendrimers through Catalyst-Free Click Chemistry [J].