3,6-Dibromo-9-(2-ethylhexyl)-9H-carbazole
CAS Number 173063-52-0
Chemistry Building Blocks, Dibromo Monomers, Materials, Monomers
A dibromo-substituted 2-ethylhexyl-carbazole building block
serves as a monomer in the preparation of organic semiconducting materials for use in solar cells and OLEDs
Specifications | MSDS | Literature and Reviews
3,6-Dibromo-9-(2-ethylhexyl)-9H-carbazole (CAS number 173063-52-0) is a carbazole derivative bearing two bromide groups at 3 and 6-positions as well as a 2-ethylhexyl group at the 9-position. The bromo-substituents enable 3,6-dbromo-9-(2-ethylhexyl)-9H-carbazole to undergo facile reactions, including Suzuki coupling reactions and Kumada polymerisation. A carbazole copolymer, linked at the position 2,7 and 3,6, is synthesised by combining 3,6-dibromo-9-(2-ethylhexyl)-9H-carbazole with 2,7-dipinacol-(2-ethylhexyl)-9H-carbazole. The resulting carbazole copolymer possesses a wide band gap of 3.2 eV and displays a narrow emission band at 400 nm (with a full width half maximum of 56 nm).
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Competitive pricing
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Versatile building block
works in different reactions
Synthetic monomer
Synthetic monomer for HTL materials (in OPVs and OLEDs)
A novel copolymer of fluorene and carbazole, known as PF8Cz (poly[(9,9-dioctylfluorenyl-2,7-diyl)-alt-(9-(2-ethylhexyl)-carbazole-3,6-diyl)]) can be prepared from 3,6-dibromo-9-(2-ethylhexyl)-9H-carbazole and 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, widely used as a hole-transport layer (HTL) material in OLEDs.
General Information
CAS Number | 173063-52-0 |
Chemical Formula | C20H23Br2N |
Full Name | 3,6-Dibromo-9-(2-ethylhexyl)-9H-carbazole |
Molecular Weight | 437.22 g/mol |
Synonyms | 3,6-Dibromo-N-(2-ethylhexyl)carbazole, 9-(2’-Ethylhexyl)-3,6-dibromo carbazole |
Classification / Family | Carbazole building blocks, Bromide ligands, Organic photovoltaics, Polymer solar cells, Perovskite solar cells, Polycarbazoles, OLEDs, Hole-transport layers, Organic semiconducting materials |
Chemical Structure
Product Details
Purity | 98% |
Melting Point | N/A |
Appearance | Colourless to pale yellow liquid |
MSDS Documentation
3,6-Dibromo-9-(2-ethylhexyl)-9H-carbazole MSDS Sheet
Literature and Reviews
- Alternating 2,7- and 3,6-linked carbazole copolymers as wide band gap energy transfer donors, D. Pickup et al., The Solid Films, 517(9), 2840–2844(2009); DOI: 10.1016/j.tsf.2008.10.044.
- Carbazole-functionalized polyfluorenes: synthesis and conformational properties in chloroform solution and β-phase formation in copolyfluorene films, M. Simonova et al., Mater. Today Chem., 22, 100553(2021); DOI: 10.1016/j.mtchem.2021.100553.
- Efficient synthesis of well-defined polycarbazoles via catalyst-transfer Kumada coupling polymerization, H. Wen et al., Eur. Polym. J., 49(11), 3740–3743(2013); DOI: 10.1016/j.eurpolymj.2013.08.016.