| Identification | Back Directory | [Name]
2-Bromo-9,9'-spirobifluorene | [CAS]
171408-76-7 | [Synonyms]
2-Bromo-9,9'-spirobi
2- broMospirofluorene
2-BroMo-9,9'-spirobiflu
2-BroMo-9,9'-spirobifluoren
2-BROMO-9,9'-SPIROBIFLUORENE
2-BROMO-9,9''-SPIROBIFLUOROENE
2-DibroMo-9,9'-spirobifluorene
2-Bromo-9,9'-spirobi[9H-fluorene]
9,9′-Spirobi[9H-fluorene],2′-bromo
2-broMo-9,9'-Spirobi[9H]-fluorene
(BSBF)
2-(9,9'-spirobi[fluoren]-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | [EINECS(EC#)]
605-609-0 | [Molecular Formula]
C25H15Br | [MDL Number]
MFCD08704217 | [MOL File]
171408-76-7.mol | [Molecular Weight]
395.29 |
| Chemical Properties | Back Directory | [Melting point ]
182.0 to 186.0 °C | [Boiling point ]
517.2±29.0 °C(Predicted) | [density ]
1.52±0.1 g/cm3(Predicted) | [vapor pressure ]
0-0.001Pa at 20-50℃ | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Solid | [color ]
White to Orange to Green | [InChI]
InChI=1S/C25H15Br/c26-16-13-14-20-19-9-3-6-12-23(19)25(24(20)15-16)21-10-4-1-7-17(21)18-8-2-5-11-22(18)25/h1-15H | [InChIKey]
ONCCVJKFWKAZAE-UHFFFAOYSA-N | [SMILES]
C12(C3=C(C=CC=C3)C3=C1C=CC=C3)C1=C(C=CC=C1)C1=C2C=C(Br)C=C1 | [LogP]
6.5 at 25℃ and pH6 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white to light yellow crystal or powder | [Description]
2-Bromo-9, 9’-spirobifluorene is a derivative of 9,9'-spirobifluorene. It is a quite useful blue light emitting material used in the organic light emitting diodes (OLEDs). It possesses high photoluminescence efficiency and good chemical stability. Moreover, It has high glass-transition temperature, excellent thermal stability and easy color tenability through introducing low band gap co-monomers.
| [Synthesis]
Synthesis of 2-bromo-spirofluorene
2-bromo-9-hydroxy-9-(2-biphenyl)fluorene (2g) dissolved in 25 mL acetic acid (15 mol/L) containing hydrochloric acid (12 mol/L) was refluxed for about 2 h to separate out a white solid, which was recrystallized with ethanol to produce white crystals of 2-bromo-spirofluorene (1.2 g, yield 63%).
GC-MS (m/z +): 394. 1HNMR (400 MHz, CDCl3, ppm):δ7.80～7.86 (m, 3H), δ7. 70 (d, 1H),δ7.48 (m, 1H), δ7.36 ～ 7.40 (m, 3H), δ7.13 (m, 3H), δ6.84 (d, 1H), δ6.72 (m, 3H) | [References]
http://www.sigmaaldrich.com/catalog/product/aldrich/767735?lang=en®ion=US
Tang, S., et al. "A Molecular Glass for Deep-Blue Organic Light-Emitting Diodes Comprising a 9,9′-Spirobifluorene Core and Peripheral Carbazole Groups." Advanced Functional Materials 17.15(2010):2869-2877.
Nakanotani, H., et al. "Extremely Low-Threshold Amplified Spontaneous Emission of 9,9′-Spirobifluorene Derivatives and Electroluminescence from Field-Effect Transistor Structure." Advanced Functional Materials17.14(2010):2328-2335. |
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