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.

Specifications | MSDS | Literature and Reviews

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.

Diphenylcarbazole building block

for the synthesis of OLED and organic photovoltaic materials

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With extended π-π conjugation

Resulting in red-shift emission

High purity

>98% Purity

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

3,6-Diphenylcarbazole, 56525-79-2 — 3,6-Diphenylcarbazole (DPhCz) chemical structure, CAS 56525-79-2

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

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.
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.
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.

Highly efficient blue electroluminescence based on thermally activated delayed fluorescence, S. Hirata et al., Nat. Mater., 14, 330–336 (2015); DOI: 10.1038/nmat4154.
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.
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.