Synthesis of Conjugated Polymers Containing DIBAC-Derived Triazole Monomers

被引：13

作者：

Chadwick, Ryan C. ^{[1
]}

Kardelis, Vladimir ^{[1
]}

Liogier, Sophie ^{[1
]}

Adronov, Alex ^{[1
]}

机构：

[1] McMaster Univ, Dept Chem, Hamilton, ON, Canada

来源：

MACROMOLECULES | 2013年 / 46卷 / 24期

基金：

加拿大自然科学与工程研究理事会;

关键词：

WALLED CARBON NANOTUBES; LIGHT-EMITTING-DIODES; FREE CLICK CHEMISTRY; SELECTIVE DISPERSION; BLOCK-COPOLYMERS; LEWIS-ACIDS; FUNCTIONALIZATION; FLUORENE; CYCLOADDITION; DERIVATIVES;

D O I：

10.1021/ma4021467

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

2,7-Dibromoazadibenzocyclooctyne (DIBAC-Br-2) was prepared as a pro-monomer unit that could be modified by the metal-free strain-promoted azide-alkyne cycloaddition (SPAAC). Click cyclization of DIBAC-Br-2 with five different benzyl azides produced a homologous series of monomers with different functionality on the resulting triazole ring, ranging from electron-withdrawing to electron-donating substituents. Using this series of monomers, in combination with 2,7-dialkylfluorene as a comonomer, five different conjugated polymers were prepared via Suzuki polycondensation, each having different electronic properties. The resulting copolymers exhibited M-w values ranging from 5 to 10 kDa and PDI values in the 1.5-2 range. These polymers were characterized by H-1 NMR spectroscopy, optical spectroscopy, and cyclic voltammetry. Finally, a coumarin-containing oligomer was synthesized and used to demonstrate a photo-cross-linking scheme via [2 + 2] cycloaddition.

引用

页码：9593 / 9598

页数：6

共 80 条

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