Highly fluorescent water-soluble polyglycerol-dendronized perylene bisimide dyes

被引:155
作者
Heek, Timm [2 ]
Fasting, Carlo [2 ]
Rest, Christina [1 ]
Zhang, Xin [1 ]
Wuerthner, Frank [1 ]
Haag, Rainer [2 ]
机构
[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
[2] Free Univ Berlin, Inst Chem & Biochem, D-14195 Berlin, Germany
关键词
BUILDING-BLOCKS; SHELL ARCHITECTURES; CHROMOPHORES; DERIVATIVES; CHEMISTRY; MOLECULE; DIIMIDE; SENSOR; PH;
D O I
10.1039/b923806a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Water-soluble perylene tetracarboxylic acid bisimides (PBIs) with terminally linked polyglycerol dendrons of four different generations have been synthesized. These PBI dyes reveal a strong dendritic effect, enabling outstanding fluorescence quantum yields in water up to almost 100% for the highest dendron generation.
引用
收藏
页码:1884 / 1886
页数:3
相关论文
共 42 条
[1]   High Population of Individualized SWCNTs through the Adsorption of Water-Soluble Perylenes [J].
Backes, Claudia ;
Schmidt, Cordula D. ;
Hauke, Frank ;
Boettcher, Christoph ;
Hirsch, Andreas .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (06) :2172-2184
[2]   Control over Self-Assembly through Reversible Charging of the Aromatic Building Blocks in Photofunctional Supramolecular Fibers [J].
Baram, Jonathan ;
Shirman, Elijah ;
Ben-Shitrit, Netanel ;
Ustinov, Alona ;
Weissman, Haim ;
Pinkas, Iddo ;
Wolf, Sharon G. ;
Rybtchinski, Boris .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (45) :14966-+
[3]   Perylene bisimide dimers as fluorescent "Glue" for DNA and for base-mismatch detection [J].
Baumstark, Daniela ;
Wagenknecht, Hans-Achim .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (14) :2612-2614
[4]   Highly soluble perylene diimide and oligomeric diimide dyes combining perylene and hexa(ethylene glycol) units: Synthesis, characterization, optical and electrochemical properties [J].
Bodapati, Jagadeesh B. ;
Icil, Huriye .
DYES AND PIGMENTS, 2008, 79 (03) :224-235
[5]   Dendritic Polyglycerol Core-Double-Shell Architectures: Synthesis and Transport Properties [J].
Burakowska, Ewelina ;
Haag, Rainer .
MACROMOLECULES, 2009, 42 (15) :5545-5550
[6]   Dendritic Polyglycerols for Biomedical Applications [J].
Calderon, Marcelo ;
Quadir, Mohiuddin Abdul ;
Sharma, Sunil Kumar ;
Haag, Rainer .
ADVANCED MATERIALS, 2010, 22 (02) :190-218
[7]   Self-assembled π-stacks of functional dyes in solution: structural and thermodynamic features [J].
Chen, Zhijian ;
Lohr, Andreas ;
Saha-Moeller, Chantu R. ;
Wuerthner, Frank .
CHEMICAL SOCIETY REVIEWS, 2009, 38 (02) :564-584
[8]   VERY SOLUBLE AND PHOTOSTABLE PERYLENE FLUORESCENT DYES [J].
DEMMIG, S ;
LANGHALS, H .
CHEMISCHE BERICHTE-RECUEIL, 1988, 121 (02) :225-230
[9]  
Ehli C, 2009, NAT CHEM, V1, P243, DOI [10.1038/NCHEM.214, 10.1038/nchem.214]
[10]   Exciton trapping in π-conjugated materials:: A quantum-chemistry-based protocol applied to perylene bisimide dye aggregates [J].
Fink, Reinhold F. ;
Seibt, Joachim ;
Engel, Volker ;
Renz, Manuel ;
Kaupp, Martin ;
Lochbrunner, Stefan ;
Zhao, Hong-Mei ;
Pfister, Johannes ;
Wuerthner, Frank ;
Engels, Bernd .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (39) :12858-+