High Performance Near-Infrared Emitters with Methylated Triphenylamine and Thiadiazolo[3,4-g]quinoxaline-Based Fluorophores
Three near-infrared emitters (<b>2TPA-QBT</b>, <b>2MeTPA-BT</b> and <b>TPA-QBT-MeTPA</b>) were rationally designed and synthesized. Density functional theory (DFT) and time-dependent density functional theory (TDDFT) calculations showed that the introduction of mo...
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| Autores principales: | , , , |
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| Formato: | article |
| Lenguaje: | EN |
| Publicado: |
MDPI AG
2021
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| Materias: | |
| Acceso en línea: | https://doaj.org/article/9cc4b65cba7b45a0982613df7e3ffe47 |
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| Sumario: | Three near-infrared emitters (<b>2TPA-QBT</b>, <b>2MeTPA-BT</b> and <b>TPA-QBT-MeTPA</b>) were rationally designed and synthesized. Density functional theory (DFT) and time-dependent density functional theory (TDDFT) calculations showed that the introduction of mono- or di-methyl groups between the donors and acceptor could result in the spatial configuration changing greatly for <b>2MeTPA-QBT</b> and <b>TPA-QBT-MeTPA</b> compared to their parent compound <b>2TPA-QBT</b>. The emission of <b>TPA-QBT-MeTPA</b> had a more obvious hybridized local and charge transfer feature (HLCT) based on the influence of the steric hindrance of the methyl substituent. Attributed to their different spatial configurations and luminescence mechanisms, different emission wavelengths with photoluminescent quantum yields of 26%, 38% and 34% in toluene, as well as 24%, 27% and 31% in 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP) doped film, were observed for <b>2TPA-QBT</b>, <b>2MeTPA-QBT</b> and <b>TPA-QBT-MeTPA</b>, respectively. The constructed organic light-emitting devices (OLEDs) displayed electroluminescence with emission peaks at 728, 693 and 710 nm, with maximum external quantum efficiencies of 1.58%, 1.33% and 3.02% for the <b>2TPA-QBT</b>, <b>2MeTPA-QBT</b> and <b>TPA-QBT-MeTPA</b>-doped OLEDs, respectively. This work illustrated the effect of spatial configuration changes on the luminescence properties of donor-acceptor-type organic emitters. |
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