2-Bromo-9,9'-spirobi[9H-fluorene] Chemical Properties

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

Safety Information

Safety Statements 

24/25

HS Code 

29039990

2-Bromo-9,9'-spirobi[9H-fluorene] Usage And Synthesis

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.

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.

Chemical Properties

Off-white to light yellow crystal or powder

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&region=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.

2-Bromo-9,9'-spirobi[9H-fluorene](171408-76-7)Related Product Information

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• Dibromomethane
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• 4-BROMODIBENZOFURAN
• 4-BROMODIBENZOTHIOPHENE
• 9,9'-Spirobi[9H-fluorene]
• 2,2'-DIBROMO-9,9'-SPIROBIFLUORENE
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• 2,7-Dibromo-9,9'-spiro-bifluorene
• 2-Bromo-9,9-dimethylfluorene
• Bromine
• 2-Bromo-9,9'-spirobi[9H-fluorene]