Towards highly fluorescent and water-soluble perylene dyes

被引:191
作者
Kohl, C [1 ]
Weil, T [1 ]
Qu, JQ [1 ]
Müllen, K [1 ]
机构
[1] Max Planck Inst Polymer Res, D-55128 Mainz, Germany
关键词
aggregation; fluorescence; perylene; polyphenylene dendrimer; water solubility;
D O I
10.1002/chem.200400291
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A systematic approach towards highly fluorescent, water-soluble perylene-3,4:9,10-tetracarboxylic acid diimide chromophores is presented. Water solubility was introduced first through the attachment of four hydrophilic substituents onto the bay region of the perylene dye. Positively and negatively charged groups were then applied to the chromophore, and their number and their distance from the aromatic scaffold were systematically varied. To suppress aggregation, the chromophore was further isolated within a dendritic shell. Such variation of structural features and a thorough investigation of the resulting optical properties facilitated the first synthesis of perylene-3,4:9,10-tetracarboxylic acid diimides combining the properties of water solubility and fluorescence quantum yields (FQYs) close to unity, which makes them attractive as highperformance fluorescence probes in aqueous media.
引用
收藏
页码:5297 / 5310
页数:14
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