Multicolor Emission of Small Molecule-Based Amorphous Thin Films and Nanoparticles with a Single Excitation Wavelength

Fluorescent organic nanoparticles (FON) made of small molecules recently arouse considerable interest in biomedical imaging and opto-electronics as potential microlasers or emitting displays.2 Their collective emission largely enhanced with respect to dilute media and their reduced sensitivity to ex...

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Bibliographic Details
Published in:	Chemistry of materials Vol. 20; no. 21; pp. 6597 - 6599
Main Authors:	Ishow, Eléna, Brosseau, Arnaud, Clavier, Gilles, Nakatani, Keitaro, Tauc, Patric, Fiorini-Debuisschert, Céline, Neveu, Sophie, Sandre, Olivier, Léaustic, Anne
Format:	Journal Article
Language:	English
Published:	American Chemical Society 11-11-2008
Subjects:	Chemical Sciences Glasses Material chemistry Nanomaterials (Nanops, Nanotubes, etc.) Optical Materials (including Non-Linear Optic, Photonic, and Optoelectronic Materials) Optics Physics
Online Access:	Get full text
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Summary:	Fluorescent organic nanoparticles (FON) made of small molecules recently arouse considerable interest in biomedical imaging and opto-electronics as potential microlasers or emitting displays.2 Their collective emission largely enhanced with respect to dilute media and their reduced sensitivity to external bleaching and quenching effects make them very attractive when powerful excitation is required as in multiphoton fluorescence spectroscopy. Fluorescence in the solid state is however facing two deleterious effects: competitive non-radiative quenching processes caused by strong intermolecular aggregation, and emission reabsorption owing to the inherent high chromophore density. The main strategies consist in introducing bulky substituents to prevent the formation of non-emissive π−π stacked assemblies as well as elaborating materials with a large optical Stokes shift. Hydrophobic materials are often obtained and considered of little use in bioimaging. We want to report herein the synthesis and the properties of a new family of push-pull amorphous compounds which form strong one-and two-photon emitting nanoparticles that can efficiently be utilized to image lipophilic cell membranes despite their water insolubility.The present series of fluorescent compounds consists in polar triphenylamino derivatives substituted by bulky tert-butylphenyl groups following a Suzuki aromatic cross coupling reaction as a final step. Both the twisted star-shaped triphenylamino-core and peripheral hindered substituents prevent deleterious π−π stacking and ensure high solubility in polar and apolar organic solvents.
Bibliography:	Synthesis, photophysical properties, two-photon measurements and imaging, and nanoparticle characterizations (PDF). This material is available free of charge via the Internet at http://pubs.acs.org. ark:/67375/TPS-V8B1PV18-K istex:3D7A008F070423256C978FC40057AF340271BCE6
ISSN:	0897-4756 1520-5002
DOI:	10.1021/cm802264c