New 8-Amino-BODIPY Derivatives: Surpassing Laser Dyes at Blue-Edge Wavelengths

Bañuelos J, Martin V, Gómez-Duran CFA, Arroyo Cordoba IJ, Peña-Cabrera E, García-Moreno I, Costela A, Perez-Ojeda Rodriguez ME, Lopez-Arbeloa T, Lopez-Arbeloa I (2011)

Publication Status: Published

Publication Type: Journal article

Publication year: 2011

Journal

Chemistry - A European Journal Wiley

Publisher: WILEY-V C H VERLAG GMBH

Book Volume: 17

Pages Range: 7261-7270

Journal Issue: 26

DOI: 10.1002/chem.201003689

Abstract

The development of highly efficient and stable blue-emitting dyes to overcome some of the most important shortcomings of available chromophores is of great technological importance for modern optical, analytical, electronic, and biological applications. Here, we report the design, synthesis and characterization of new tailor-made BODIPY dyes with efficient absorption and emission in the blue spectral region. The major challenge is the effective management of the electron-donor strength of the substitution pattern, in order to modulate the emission of these novel dyes over a wide spectral range (430-500 nm). A direct relationship between the electron-donor character of the substituent and the extension of the spectral hypsochromic shift is seen through the energy increase of the LUMO state. However, when the electron-donor character of the substituent is high enough, an intramolecular charge-transfer process appears to decrease the fluorescence ability of these dyes, especially in polar media. Some of the reported novel BODIPY dyes provide very high fluorescence quantum yields, close to unity, and large Stokes shifts, leading to highly efficient tunable dye lasers in the blue part of the spectrum; this so far remains an unexploited region with BODIPYs. In fact, under demanding transversal pumping conditions, the new dyes lase with unexpectedly high lasing efficiencies of up to 63%, and also show high photostabilities, outperforming the laser action of other dyes considered as benchmarks in the same spectral region. Considering the easy synthetic protocol and the wide variety of possible substituents, we are confident that this strategy could be successfully extended for the development of efficient blue-edge emitting materials and devices, impelling biophotonic and optoelectronic applications.

Authors with CRIS profile

Maria Eugenia Perez-Ojeda Rodriguez Lehrstuhl für Organische Chemie II

Involved external institutions

Universidad de Guanajuato (UG) MX Mexico (MX) University of Basque Country / Universidad del Pais Vasco (UPV) / Euskal Herriko Unibersitatea (EHU) ES Spain (ES)

How to cite

APA:

Bañuelos, J., Martin, V., Gómez-Duran, C.F.A., Arroyo Cordoba, I.J., Peña-Cabrera, E., García-Moreno, I.,... Lopez-Arbeloa, I. (2011). New 8-Amino-BODIPY Derivatives: Surpassing Laser Dyes at Blue-Edge Wavelengths. Chemistry - A European Journal, 17(26), 7261-7270. https://doi.org/10.1002/chem.201003689

MLA:

Bañuelos, Jorge, et al. "New 8-Amino-BODIPY Derivatives: Surpassing Laser Dyes at Blue-Edge Wavelengths." Chemistry - A European Journal 17.26 (2011): 7261-7270.

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