From Terminal to Spiro-Phosphonium Acceptors, Remarkable Moieties to Develop Polyaromatic NIR Dyes
Phosphonium-based compounds gain attention as promising photofunctional materials. As a contribution to the emerging field, we present a series of donor-acceptor ionic dyes, which were constructed by tailoring phosphonium (A) and extended p-NR2 (D) fragments to an anthracene framework. The alteratio...
| Autores: | , , , , , , , |
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2023 |
| País: | España |
| Institución: | Universidad de Castilla-La Mancha |
| Repositorio: | RUIdeRA. Repositorio Institucional de la UCLM |
| OAI Identifier: | oai:ruidera.uclm.es:10578/46607 |
| Acceso en línea: | http://dx.doi.org/10.1002/chem.202301073 https://hdl.handle.net/10578/46607 |
| Access Level: | acceso abierto |
| Palabra clave: | Donor-acceptor systems Fluorescence Phosphonium salt Phosphorus heterocycles Spiro compounds |
| Sumario: | Phosphonium-based compounds gain attention as promising photofunctional materials. As a contribution to the emerging field, we present a series of donor-acceptor ionic dyes, which were constructed by tailoring phosphonium (A) and extended p-NR2 (D) fragments to an anthracene framework. The alteration of the p-spacer of electron-donating substituents in species with terminal -+PPh2Me groups exhibits a long absorption wavelength up to ?abs=527 nm in dichloromethane and shifted the emission to the near-infrared (NIR) region (?=805 nm for thienyl aniline donor), although at low quantum yield (F<0.01). In turn, the introduction of a P-heterocyclic acceptor substantially narrowed the optical bandgap and improved the efficiency of fluorescence. In particular, the phospha-spiro moiety allowed to attain NIR emission (797 nm in dichloromethane) with fluorescence efficiency as high as F=0.12. The electron-accepting property of the phospha-spiro constituent outperformed that of the monocyclic and terminal phosphonium counterparts, illustrating a promising direction in the design of novel charge-transfer chromophores. |
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