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Red/NIR Thermally Activated Delayed Fluorescence from Aza‐BODIPYs
Author(s) -
AvellanalZaballa Edurne,
PrietoCastañeda Alejandro,
GarcíaGarrido Fernando,
Agarrabeitia Antonia R.,
Rebollar Esther,
Bañuelos Jorge,
GarcíaMoreno Inmaculada,
Ortiz María J.
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202002916
Subject(s) - bodipy , fluorescence , intersystem crossing , photochemistry , photonics , chemistry , materials science , optoelectronics , optics , excited state , physics , nuclear physics , singlet state
The search for long‐lived red and NIR fluorescent dyes is challenging and hitherto scarcely reported. Herein, the viability of aza‐BODIPY skeleton as a promising system for achieving thermal activated delayed fluorescent (TADF) probes emitting in this target region is demonstrated for the first time. The synthetic versatility of this scaffold allows the design of energy and charge transfer cassettes modulating the stereoelectronic properties of the energy donors, the spacer moieties and the linkage positions. Delayed emission from these architectures is recorded in the red spectral region (695–735 nm) with lifetimes longer than 100 μs in aerated solutions at room temperature. The computational‐aided photophysical study under mild and hard irradiation regimes disclose the interplay between molecular structure and photonic performance to develop long‐lived fluorescence red emitters through thermally activated reverse intersystem crossing. The efficient and long‐lasting NIR emission of the newly synthesized aza‐BODIPY systems provides a basis to develop advanced optical materials with exciting and appealing photonic response.