Base-free Suzuki polymerization for the synthesis of polyfluorenes functionalized with carboxylic acids

被引：39

作者：

Brookins, Robert N. ^{[1
]}

Schanze, Kirk S. ^{[1
]}

Reynolds, John R. ^{[1
]}

机构：

[1] Univ Florida, George & Josephine Butler Polymer Res Lab, Dept Chem, Ctr Macromol Sci & Engn, Gainesville, FL 32611 USA

来源：

MACROMOLECULES | 2007年 / 40卷 / 10期

关键词：

D O I：

10.1021/ma070070r

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 carboxylic acid-functionalized conjugated polyelectrolyte (CPE) was synthesized by Suzuki polymerization using basic reagents to activate the boronic acid/ester to undergo the catalytic cycle and to form the aryl-aryl bond. The polymerization employed the dibromide and diboronate ester of two fluorene derivatives that were subsequently polymerized. The polymerization of these monomers was tested under a variety of conditions with cesium fluoride (CsF) and tetrabutylammonium fluoride (TBFA) used as a fluorine source. The results show that diester-functionalized polyfluorene (PF-DE) is converted to its diacid form (PF-DA) by hydrolyis in refluxing dioxane and recovered by acidifying the solution and collecting the precipitate. The absorption band maximum of PF-DA in a basic solution is red-shifted and PF-DA exists in an aggregated state in methanol and water.

引用

页码：3524 / 3526

页数：3

共 27 条

[1] Fluorescence superquenching of conjugated polyelectrolytes: applications for biosensing and drug discovery [J].