3,6-Diphenylcarbazole
CAS Number 56525-79-2
Chemistry Building Blocks, Heterocyclic Building Blocks, Materials, Monomers
A carbazole derivative as electron donating intermediate
For construction of more complex structures of small semiconducting materials as host and active materials for highly efficient light-emitting electrochemical cells, thermally activated delayed fluorescent OLED devices.
3,6-Diphenylcarbazole (DPhCz) is another electron-donating 9H-carbazole derivative with extended π-π conjugation from carbazole fused rings to the phenyl groups attached at 3,-6 positions. The degree of electron donating strength is in the order of carbazole 3,6-dimethylcarbazole 3,6-diphenylcarbazole, resulting in the relatively red-shift of emissions of 3,6-dimethylcarbazole and 3,6-diphenylcarbazole while comparing non-substituted carbazoles.
3Ph2CzCzBN, a highly efficient sky-blue emitter, derived from benzonitrile with four 3,6-diphenylcarbazole pendants around the benzene ring, shows a electroluminescence of 482 nm and achieves Commission Internationale de l’ Eclairage coordinates of (0.17, 0.36). Device based on the fluorescence emitter 3Ph2CzCzBN exhibits a high external quantum efficiency of 16.6% at 1000 cd m-2 with a great LT90 of 38 h.
General Information
CAS Number | 56525-79-2 |
Chemical Formula | C24H17N |
Full Name | 3,6-Diphenylcarbazole |
Molecular Weight | 319.41 g/mol |
Synonyms | 3,6-Diphenyl-9H-carbazole, DPhCz |
Classification / Family | Carbazoles, semiconductor synthesis intermediates, Electron donor unit, OLED, OFETs, organic photovoltaics |
Chemical Structure
Product Details
Purity | >98% (1H NMR) |
Melting Point | 184 °C |
Appearance | White to off-white powder/crystals |
MSDS Documentation
3,6-Diphenylcarbazole MSDS Sheet
Literature and Reviews
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High-efficiency, long-lifetime deep-blue organic light-emitting diodes, S. Jeon et al., Nat. Photonics, 15, 208–215 (2021); DOI: 10.1038/s41566-021-00763-5.
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Intrinsically Ionic, Thermally Activated Delayed Fluorescent Materials for Efficient, Bright, and Stable Light-Emitting Electrochemical Cells, R. Yu et al., Adv. Funct. Mater., 32 (13), 2110623 (2022); DOI: 10.1002/adfm.202110623.
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Effect of Carrier Balance on Device Degradation of Organic Light-Emitting Diodes Based on Thermally Activated Delayed Fluorescence Emitters, M. Tanaka et al., Adv. Electron. Mater., 5 (5), 1800708 (2019); DOI: 10.1002/aelm.201800708.
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Highly efficient blue electroluminescence based on thermally activated delayed fluorescence, S. Hirata et al., Nat. Mater., 14, 330–336 (2015); DOI: 10.1038/nmat4154.
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Liquid-crystalline TADF materials based on substituted carbazoles and terephthalonitrile, A. Suleymanova et al., J. Mater. Chem. C, 9, 6528-6535 (2021); DOI: 10.1039/D1TC00443C.
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Excited state engineering for efficient reverseintersystem crossing, H. Noda et al., Sci. Adv., 4 (6), eaao6910 (2018); DOI: 10.1126/sciadv.aao691.
- Efficient and stable sky-blue delayed fluorescence organic light-emitting diodes with CIEy below 0.4, C. Chan et al., Nat. Commun., 9, 5036 (2018): DOI: 10.1038/s41467-018-07482-6.
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