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Product Code B1031-5g
Price £170 ex. VAT


Very useful intermediate for the synthesis of semiconducting small molecule, oligomers and polymers in applications of OFETs, OLEDs and OPVs.

Specifications | MSDS | Literature and Reviews

2,7-Dibromophenanthrene-9,10-dione (CAS number 84405-44-7), one of the isomers of 2,6-dibromoanthraquinone, can be considered as a 4,4'-dibromobiphenyl bridged by 1,2-diketones. Bromo-function groups at 2,7-postions gives rise to further C-C formation reactions to extend conjugation to its core structure while diketone can form quinoxalines via condensation with diamines. 2,7-Dibromophenanthrene-9,10-dione is very useful intermediate for the synthesis of semiconducting small molecule, oligomers and polymers in applications of OFETs, OLEDs and OPVs.

Pure organic based phosphorescent light-emitting diodes based on 2,7-dibromophenanthrene-9,10-dione as an emitter and bromine modified 6,11-dibromodibenzo[f,h]quinoxaline as a host showed phosphorescent emission with an external quantum efficiency of 0.11%. OLED device based on DQBC with a dibenzo[a,c]phenazine core achieves maximum external quantum efficiency of 39.1% without any external light-extraction techniques, together with a maximum power efficiency of 112.0 lm W-1 and alleviated efficiency roll-off.

General Information

CAS Number 84405-44-7
Chemical Formula C14H6Br2O2
Full Name 2,7-Dibromophenanthrene-9,10-dione
Molecular Weight 366.01 g/mol
Synonyms 2,7-Dibromo-9,10-phenanthrenedione, 27PNDO
HOMO/LUMO HOMO = 6.99 eV, LUMO = 4.44 eV
Classification / Family Phenanthrene, semiconductor synthesis intermediates, low band gap polymers, OLED, OFETs, organic photovoltaics

Chemical Structure

2,7-Dibromophenanthrene-9,10-dione chemical structure
2,7-Dibromophenanthrene-9,10-dione (27PNDO) chemical structure, CAS 84405-44-7

Product Details

Purity >97% (1H NMR in CDCl3)
Melting Point Tm = 274.3 °C
Appearance Orange to red powder/crystals

MSDS Documentation

2,7-Dibromophenanthrene-9,10-dione2,7-Dibromophenanthrene-9,10-dione MSDS Sheet

Literature and Reviews

  1. T and V-shaped donor-acceptor fluorophores involving pyridoquinoxaline: large Stokes shift, environment-sensitive tunable emission and temperature-induced fluorochromism, B. Sk et al., Chem. Commun., 54, 1786-1789 (2018); DOI: 10.1039/C7CC09261J.
  2. Structure-property relationship of D-A type copolymers based on phenanthrene and naphthalene units for organic electronics, Y. Kim et al., J. Mater. Chem. C, 5, 10332-10342 (2017); DOI: 10.1039/C7TC02925J.
  3. The Extension of Conjugated System in Pyridyl-Substituted Monoazatriphenylenes for the Tuning of Photophysical Properties, D. Kopchuk et al., Chem. Heterocycl. Comp. 50, 871–879 (2014); DOI: 10.1007/s10593-014-1541-0.
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