| Identification | Back Directory | [Name]
9,9-Dihexyl-2,7-dibromofluorene | [CAS]
189367-54-2 | [Synonyms]
M8034
9,9-DihexyL
-2,7-dibromofL
9,9-Dihexyl-2,7-dibr
9,9-Dihexyl-2,7-dibromofluorene
2,7-DibroMo-9,9-dihexyl
fluorine
2,7-Dibromo-9,9-dihexylfluorene>
9 9-DIHEXYL-2 7-DIBROMOFLUORENE 97
9H-Fluorene, 2,7-dibroMo-9,9-dihexyl-
2,7-Dibromo-9,9-di(1-hexyl)-9H-fluorene
9,9-Di-n-hexyl-2,7-dibroMofluorene, 98%
9,9-Dihexyl-2,7-dibromofluorene, 98%, reagent grade
2,7-DibroMo-9,9-dihexylfluorene,9,9-dihexyl-2,7-dibroMofluorene | [Molecular Formula]
C25H32Br2 | [MDL Number]
MFCD03427215 | [MOL File]
189367-54-2.mol | [Molecular Weight]
492.33 |
| Chemical Properties | Back Directory | [Melting point ]
67-71 °C(lit.)
| [Boiling point ]
0°C | [density ]
1.274±0.06 g/cm3(Predicted) | [Fp ]
0°C | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [color ]
White to Almost white | [Water Solubility ]
Slightly soluble in water. | [InChI]
InChI=1S/C25H32Br2/c1-3-5-7-9-15-25(16-10-8-6-4-2)23-17-19(26)11-13-21(23)22-14-12-20(27)18-24(22)25/h11-14,17-18H,3-10,15-16H2,1-2H3 | [InChIKey]
OXFFIMLCSVJMHA-UHFFFAOYSA-N | [SMILES]
C1(CCCCCC)(CCCCCC)C2=C(C=CC(Br)=C2)C2=C1C=C(Br)C=C2 |
| Hazard Information | Back Directory | [Chemical Properties]
White to brown crystal or powder | [Uses]
It finds its application as an intermediate for polymeric light-emitting diodes and as an OLED material because of their pure blue emission and efficient electroluminescence coupled with a high charge-carrier mobility and good process ability. | [General Description]
Intermediate for polymeric light-emitting diodes. | [Synthesis]
General procedure for the synthesis of 9,9-dihexyl-2,7-dibromofluorene from 2,7-dibromofluorene and 1-bromohexane: 2,7-dibromofluorene (1.5 g), and triethylbenzylammonium chloride (0.009 g) were suspended in 30 mL of dimethylsulfoxide in a triple-necked flask. 1.5 mL of 50 wt% aqueous sodium hydroxide solution was slowly added dropwise and the reaction was carried out for 30 min followed by the addition of 1.59 g of 1-bromohexane dropwise. The reaction mixture was stirred at room temperature for 3 h. After completion of the reaction, it was extracted with ether. The organic phase was sequentially washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure and the resulting crude product was recrystallized from aqueous ethanol to give orange needle-like crystals of 2,7-dibromo-9,9-dihexylfluorene (1.96 g) in 86% yield. | [References]
[1] Journal of Organic Chemistry, 2010, vol. 75, # 8, p. 2714 - 2717
[2] Macromolecules, 2003, vol. 36, # 19, p. 6995 - 7003
[3] Chemical Communications, 2008, # 32, p. 3765 - 3767
[4] Macromolecules, 2003, vol. 36, # 19, p. 6970 - 6975
[5] Tetrahedron Letters, 2007, vol. 48, # 1, p. 89 - 93 |
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