Molecular Assemblies of Perylene Bisimide Dyes in Water
Top Cited Papers
- 9 May 2012
- journal article
- review article
- Published by Wiley in Angewandte Chemie-International Edition
- Vol. 51 (26), 6328-6348
- https://doi.org/10.1002/anie.201108690
Abstract
Perylene bisimides are among the most valuable functional dyes and have numerous potential applications. As a result of their chemical robustness, photostability, and outstanding optical and electronic properties, these dyes have been applied as pigments, fluorescence sensors, and n‐semiconductors in organic electronics and photovoltaics. Moreover, the extended quadrupolar π system of this class of dyes has facilitated the construction of numerous supramolecular architectures with fascinating photophysical properties. However, the supramolecular approach to the formation of perylene bisimide aggregates has been restricted mostly to organic media. Pleasingly, considerable progress has been made in the last few years in developing water‐soluble perylene bisimides and their application in aqueous media. This Review provides an up‐to‐date overview on the self‐assembly of perylene bisimides through π–π interactions in aqueous media. Synthetic strategies for the preparation of water‐soluble perylene bisimides and the influence of water on the π–π stacking of perylene bisimides as well as the resulting applications are discussed.Keywords
This publication has 180 references indexed in Scilit:
- Unraveling the hydrophobic effect, one molecule at a timeProceedings of the National Academy of Sciences of the United States of America, 2011
- Monovalent, Clickable, Uncharged, Water-Soluble Perylenediimide-Cored Dendrimers for Target-Specific Fluorescent BiolabelingJournal of the American Chemical Society, 2011
- Modulating helicity through amphiphilicity—tuning supramolecular interactions for the controlled assembly of perylenesChemical Communications, 2011
- Programing the formation of DNA and PNA quadruplexes by π–π-stacking interactionsChemical Communications, 2010
- A hitchhiker's guide to G-quadruplex ligandsOrganic & Biomolecular Chemistry, 2007
- Interfaces and the driving force of hydrophobic assemblyNature, 2005
- Helical Nanofibers from Aqueous Self-Assembly of an Oligo(p-phenylene)-Based Molecular DumbbellJournal of the American Chemical Society, 2005
- Carbohydrate-coated nanocapsules from amphiphilic rod–coil molecule: binding to bacterial type 1 piliChemical Communications, 2005
- Recognition-Induced Transformation of Microspheres into Vesicles: Morphology and Size ControlJournal of the American Chemical Society, 2004
- So, why is water biologically important?Philosophical Transactions Of The Royal Society B-Biological Sciences, 2004