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

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

• Pentabromodiphenyl ether
• 2-Bromo-9,9-diphenylfluorene
• Decabromodiphenyl Ethane
• Bromoacetaldehyde diethyl acetal
• Ethyl bromodifluoroacetate
• Dibromomethane
• 2-Amino-9,9-dimethylfluorene
• 2-Bromodibenzofuran
• 4-BROMODIBENZOFURAN
• 4-BROMODIBENZOTHIOPHENE
• 9,9'-Spirobi[9H-fluorene]
• 2,2'-DIBROMO-9,9'-SPIROBIFLUORENE
• 2-Bromofluorene
• 2,2',7,7'-Tetrabromo-9,9'-spirobifluorene
• 2,7-Dibromo-9,9'-spiro-bifluorene
• 2-Bromo-9,9-dimethylfluorene
• Bromine
• 2-Bromo-9,9'-spirobi[9H-fluorene]