3,6-Dibromo-9-(2-ethylhexyl)-9H-carbazole (CAS 173063-52-0) is a carbazole building block used as a monomer for synthesising organic semiconducting materials for solar cells and OLEDs. The carbazole core carries bromine atoms at the 3- and 6-positions and a 2-ethylhexyl chain at the 9-position.
Its two bromo groups make the compound reactive in cross-coupling chemistry, including Suzuki coupling and Kumada polymerization. Reacting it with 2,7-dipinacol-(2-ethylhexyl)-9H-carbazole gives an alternating 2,7- and 3,6-linked carbazole copolymer with a wide band gap of 3.2 eV and a narrow emission band at 400 nm (full width half maximum of 56 nm).
The monomer is also a route to PF8Cz, a fluorene–carbazole copolymer made with 2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane). PF8Cz has an optical bandgap of 3.06 eV and is widely used as a hole-transport layer (HTL) material in OLEDs. The product is supplied at 98% purity.
- Monomer for synthesising hole-transport layer materials for OLEDs and organic photovoltaics.
- Preparation of the fluorene–carbazole copolymer PF8Cz via Suzuki coupling.
- Synthesis of alternating 2,7- and 3,6-linked wide band gap carbazole copolymers.
- Preparation of polycarbazoles by Kumada coupling polymerization.
| Brand | Ossila |
|---|---|
| CAS number | 173063-52-0 |
| Molecular formula | C20H23Br2N |
| Purity | 98% |
| Category | — |
| Pack sizes | 1 g, 5 g, 10 g |
| Physical form | Colorless to pale yellow liquid/solid |
| Storage | — |
- Product code: B3671
- Molecular Weight: 437.22 g/mol
- Synonyms: 3,6-Dibromo-N-(2-ethylhexyl)carbazole, 9-(2’-Ethylhexyl)-3,6-dibromo carbazole
- Melting Point: 62 – 63 °C
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