| Identification | Back Directory | [Name]
4CzIPN | [CAS]
1416881-52-1 | [Synonyms]
4CzIPN
4CzIPN ISO 9001：2015 REACH
2,4,5,6-tetrakis(carbazol-9-yl)-1,3-dicyanobenze
2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile
2,4,5,6-tetrakis(carbazol-9-yl)-1,3-dicyanobenzene
1,2,3,5-Tetrakis(carbazol-9-yl)-4,6-dicyanobenzene
4CzIPN(2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile)
(4r,6r)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile
2,4,5,6-Tetra-9H-carbazol-9-yl-1,3-benzenedicarbonitrile
(4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile
1,3-Benzenedicarbonitrile, 2,4,5,6-tetra-9H-carbazol-9-yl- | [Molecular Formula]
C56H32N6 | [MDL Number]
MFCD27939633 | [MOL File]
1416881-52-1.mol | [Molecular Weight]
788.89 |
| Chemical Properties | Back Directory | [density ]
1.32±0.1 g/cm3(Predicted) | [storage temp. ]
Amber Vial, Refrigerator | [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated, Sonicated) | [form ]
Solid | [color ]
Light Yellow to Dark Yellow | [Stability:]
Light Sensitive | [InChIKey]
PRWATGACIORDEL-UHFFFAOYSA-N | [SMILES]
C1(C#N)=C(N2C3=C(C=CC=C3)C3=C2C=CC=C3)C(N2C3=C(C=CC=C3)C3=C2C=CC=C3)=C(N2C3=C(C=CC=C3)C3=C2C=CC=C3)C(C#N)=C1N1C2=C(C=CC=C2)C2=C1C=CC=C2 | [Absorption]
λmax?365 nm in acetonitrile | [Description]
Out of its three isomers, 4CzIPN has the highest photo-luminescence quantum efficiency (PLQY) of above 90%. This is due to the?wide dispersion the highest-occupied molecular orbital (HOMO) over the donor moieties. Relatively short excited-state lifetime of delayed emission was reported. Additionally, higher external quantum efficiency (EQE) was observed by using 4CzIPN as an emitter in TADF-OLED devices. | [Fluorescene]
λem?551 nm in acetonitrile | [Melting point ]
TGA: >300 °C?(0.5% weight loss) | [Odor]
Orange-yellow powder/crystals |
| Hazard Information | Back Directory | [Chemical Properties]
2,4,5,6-Tetrakis(9-carbazolyl)-isophthalonitrile is a light yellow solid at room temperature and pressure, insoluble in water, soluble in organic solvents such as ethanol, dimethylformamide and chloroform. It can be oxidized by oxidizing agents, such as nitric acid, potassium permanganate and so on. | [Uses]
2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile is an organic fluorescent dye. | [reaction suitability]
reaction type: Photocatalysis
reagent type: catalyst | [References]
[1] Jung Y, et al. A New BODIPY Material for Pure Color and Long Lifetime Red Hyperfluorescence Organic Light-Emitting Diode. ACS Applied Materials Interfaces. 2021; 13: 17882–17891.
[2] Shang T, et al. Recent advances of 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) in photocatalytic transformations. Chemical Communications. 2019; 55: 5408-5419. |
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