| 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. |
| Questions And Answer | Back Directory | [Application]
2-Bromo-9,9'-spirodifluorene can be used as a pharmaceutical intermediate and is also an important intermediate for the synthesis of optoelectronic materials. It can be used in laboratory research and development processes as well as in chemical and pharmaceutical research and development. |
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