Description
3,9′-Bicarbazole (CAS No. 18628-07-4) is a high-purity organic compound with the molecular formula C24H16N2. This bicarbazole derivative, also known by its IUPAC name 3-carbazol-9-yl-9H-carbazole, is a versatile building block in materials science and organic synthesis. Its rigid, planar structure and extended π-conjugation make it an excellent candidate for optoelectronic applications, including OLEDs, organic semiconductors, and photovoltaics. The compound is synthesized under stringent quality control to ensure ≥98% purity (HPLC), ideal for research and industrial applications. Available in crystalline powder form, it is packaged under inert conditions to maintain stability and longevity.
Researchers value 3,9′-Bicarbazole for its electron-rich carbazole units, which facilitate hole-transport properties and tunable luminescence. Its compatibility with cross-coupling reactions further enhances its utility in polymer and small-molecule synthesis. Each batch is accompanied by comprehensive analytical data (NMR, MS, HPLC) to guarantee reproducibility. Store in a cool, dry environment away from light to preserve performance.
Properties
- CAS Number: 18628-07-4
- Complexity: 496
- IUPAC Name: 3-carbazol-9-yl-9H-carbazole
- InChI: InChI=1S/C24H16N2/c1-4-10-21-17(7-1)20-15-16(13-14-22(20)25-21)26-23-11-5-2-8-18(23)19-9-3-6-12-24(19)26/h1-15,25H
- InChI Key: FHJJVSJWFYYPAC-UHFFFAOYSA-N
- Exact Mass: 332.131348519
- Molecular Formula: C24H16N2
- Molecular Weight: 332.4
- SMILES: C1=CC=C2C(=C1)C3=C(N2)C=CC(=C3)N4C5=CC=CC=C5C6=CC=CC=C64
- Topological: 20.7
- Monoisotopic Mass: 332.131348519
- Synonyms: 3,9′-bicarbazole, 811-796-1, 18628-07-4, 9H-3,9′-BICARBAZOLE, 3,9′-Bi-9H-carbazole, 3-(9H-Carbazole-9-yl)-9H-carbazole, 3-Carbazol-9-yl-9H-carbazole, MFCD27644690, 3-(9-carbazolyl)carbazole, 9-(9H-Carbazol-3-yl)-9H-carbazole, 9H-3,9-Bicarbazole, 9H-[3,9′]bicarbazolyl, 3-(9-carbazolyl) carbazole, SCHEMBL357454, SCHEMBL5999117, SCHEMBL16648972, DTXSID60530853, FHJJVSJWFYYPAC-UHFFFAOYSA-N, 3-(9-Carbazolyl)carbazole, 99%, AKOS028109854, SB66965, AC-33519, DA-35402, DS-19275, SY055775, 3,9 inverted exclamation mark -Bicarbazole, B4811, CS-0060591, F18767
Application
3,9′-Bicarbazole is widely used as a key intermediate in the development of organic light-emitting diodes (OLEDs) due to its high hole mobility and thermal stability. Its bifunctional carbazole structure enables efficient host materials for phosphorescent and thermally activated delayed fluorescence (TADF) emitters. The compound also serves as a precursor for conductive polymers in flexible electronics and as a scaffold for photovoltaic materials in dye-sensitized solar cells (DSSCs). Researchers leverage its planar geometry to design advanced molecular architectures for optoelectronic device optimization.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statements
- P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
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