Abstract
Benzocarcogendiazole units have been frequently utilized for optoelectronics such as organic solar cells because of their robustness, rigidity,and band-gap tunability based on the strong electron-withdrawing properties. Focusing on the luminescent characteristics, these molecules have been utilized to demonstrate highly sensitive chromisms because of the potential of charge transfer. Here, we demonstrate deep red-emissions inbis(4-tert-butylphenyl)amine-appended benzocarcogendiazole-based donor-acceptor-donor (D-A-D) fluorophores, namely1and2. Because benzocarcogendiazole andbis(4-tert-butylphenyl)amineserve as strong electron acceptor and donor, respectively, strong intramolecular charge transfer (ICT) enables long wavelength of photoluminescence (PL) even in the small molecular weight. Although photoluminescence (PL) in long wavelength tends to exhibit quite low PL quantum efficiency (ΦPL), the values of solutions1and2are quite high (up to 50 %). According to X-ray crystallographic characterizations and DFT calculations, these highΦPLvalues are attributable to the segregatedπ-planes of benzocarcogendiazole units, which is induced by the bulky substituents ofbis(4-tert-butylphenyl)amines.
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