1161009-88-6

Basic information

• Product Name: 4-bromo-9,9'-Spirobi[9H-fluorene
• Synonyms: 4-Bromo-9,9'-spirobi[9H-fluorene];9,9'-Spirobi[9H-fluorene], 4-bromo-;4-bromo-9,9'-Spirobi[9H-fluorene;4-BroMo-9,9'-spirobifluorene;4-DibroMo-9,9'-spirobifluorene;4-DroMo-9,9'-spirobifluorene
• CAS NO: 1161009-88-6
• Molecular Formula: C₂₅H₁₅Br
• Molecular Weight: 474.18666
• EINECS: 222-180-1
• Mol File: 1161009-88-6.mol

Chemical Properties

• Melting Point: 157.0 to 161.0 °C
• Boiling Point: 517.2±29.0 °C(Predicted)
• Appearance: /
• Density: 1.52±0.1 g/cm3(Predicted)
• Vapor Pressure: 0-0Pa at 20-50℃
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-bromo-9,9'-Spirobi[9H-fluorene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-9,9'-Spirobi[9H-fluorene(1161009-88-6)
• EPA Substance Registry System: 4-bromo-9,9'-Spirobi[9H-fluorene(1161009-88-6)

Safety Data

• Hazardous Substances Data: 1161009-88-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Light-Emitting Diodes (OLEDs) Industry:
4-bromo-9,9'-Spirobi[9H-fluorene is used as an intermediate in the synthesis of organic light-emitting diodes (OLEDs) for its ability to enhance the performance and efficiency of these devices. Its unique structure allows for improved charge transport and emission properties, contributing to the development of advanced OLED technologies.

References

Jiang, Z., et al. "Novel oligo-9, 9'-spirobifluorenes through ortho-linkage as full hydrocarbon host for highly efficient phosphorescent OLEDs."Organic Letters 11.12(2009):2607-10. Sébastien Thiery et al. "4-Pyridyl-9, 9′-spirobifluorenes as Host Materials for Green and Sky-Blue Phosphorescent OLEDs." Journal of Physical Chemistry C 119.11(2015):150204142546002.

Upstream product

• 1603849-28-0 9-(2’-bromobiphenyl-2-yl)-9H-fluoren-9-ol 
• 486-25-9 9-fluorenone 
• 13029-09-9 2,2'-dibromobiphenyl 
• 2052-07-5 2-Bromobiphenyl 
• 4269-17-4 4-bromo-9H-fluorene-9-one 
• 86-73-7 9H-fluorene 
• 583-53-9 2,3-dibromobenzene 
• 583-55-1 1-Bromo-2-iodobenzene 
• 55365-18-9 biphenyl-2-yl-lithium 
• 121772-84-7 methyl 2-iodo-3-bromobenzoic acid 
• 98-80-6 phenylboronic acid 
• 321-60-8 2-fluorobiphenyl 
• 2113-51-1 2-iodobiphenyl 

Downstream Products

• 1161009-89-7 2-(9,9'-spirobi[fluoren]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1374118-65-6 C₃₁H₁₈BrCl 
• 1380085-31-3 N,N,N',N'-tetraphenylspiro(cyclopenta[def]fluorene-1,5,9',9''-bifluorene)-2',7'-diamine 
• 1610503-97-3 4-phenyl-9,9'-spirobi[fluorene] 
• 1615703-28-0 spiro[fluorene-9H-9,7'(1'H)-indeno-1,2-a ]-carbazole 
• 1421789-05-0 (9,9'-spirobi[9H-fluoren]-4-yl)boronic acid 

Relevant articles and documents

The relationship between the substitution position of the diphenylphosphine oxide on the spirobifluorene and device performances of blue phosphorescent organic light-emitting diodes

A high triplet energy host (SPPO11) with a diphenylphosphine oxide group attached to the 4 position of the spirobifluorene was synthesized and its device performances were compared with those of the triplet host with the diphenylphosphine oxide at the 2 position of the spirobifluorene (SPPO1). The thermal stability of the SPPO11 was much better than that of the SPPO1 and the efficiency of the blue PHOLED with the SPPO11 host was higher than that of the blue PHOLED with the SPPO1 host. The SPPO11 could be effectively used as the high triplet energy host in the blue PHOLED and a high quantum efficiency of 17.2%and a current efficiency of 35.3 cd/A were obtained in the blue PHOLED with the SPPO11 host.

Novel oligo-9.9-spirobifluorenes through ortho-linkage as full hydrocarbon host for highly efficient phosphorescent oleds

4-Bromo-9,9′-spirobifluorene is facilely synthesized, and from this precursor, two ortho-linked oligo-9,9′-spirobifluorenes, 44BSF and 24TSF, are constructed. Devices with 24TSF as the full-hydrocarbon host material and lr(ppy)3 or (ppq)2

Synthesis and electroluminescence properties of new blue dual-core OLED emitters using bulky side chromophores

Using a 1-anthracen-9-yl-pyrene (AP) dual-core emitter, two new emitters of blue light, 1-spiro-9,9′-bifluoren-4-yl-6-(10-spiro-9,9′-bifluoren-4-yl-anthracen-9-yl)-pyrene (DSF-AP) and 1-[2-(9H-carbazol-9-yl)phenyl]-6-[2-(9H-carbazol-9-yl)phenyl-anthracen-9-yl]-pyrene (DCP-AP), were synthesized through boration and the Suzuki aryl-aryl coupling reaction. These two materials exhibited PLmax values at 443?nm and 448?nm in a chloroform solution, and at 458?nm and 463?nm in a thin-film state. EL devices with the synthesized compounds were fabricated in the following configuration: ITO/4,4′,4″-tris(N-(2-naphthyl)-N-phenylamino)triphenylamine (2-TNATA) (60?nm)/N,N′-bis (naphthalene-1-yl)-N,N′-bis(phenyl)benzidine (NPB) (15?nm)/synthesized blue light-emitting materials (35?nm)/Tris-(8-hydroxyquinoline)aluminum (Alq3) (20?nm)/lithium fluoride (LiF) (1?nm)/Al (200?nm). Compared with the device made using an AP core lacking side groups, the device made with DCP-AP displayed 31% higher luminance efficiency (resulting in a value of 4.37?cd/A) and 32% higher power efficiency (to yield 1.93?lm/W), as well as a high external quantum efficiency (3.64%).

Method for synthesizing 9,9'-spirobifluorene derivative

The invention relates to a method for synthesizing a 9,9'-spirobifluorene derivative, and belongs to the field of organic chemical synthesis. The method comprises the following steps: activating a C-Fbond in tetrahydrofuran under inert gas protection through reduction and lithiation reaction of raw materials of 2-fluorobiphenyl and a metal lithium sheet, thus establishing 2-biphenyl lithium; thenenabling the 2-biphenyl lithium to react with a fluorenone derivative, hydrolyzing, drying a solvent by distillation, and carrying out ring closing on solid in acetic acid, thus synthesizing the 9,9'-spirobifluorene derivative. According to the method disclosed by the invention, the 2-fluorobiphenyl in low cost is adopted as a raw material to replace 2-bromobiphenyl commonly adopted by a traditional method, the production cost is low, and reaction conditions are gentle; an applicable substrate range of the method is wide, and a new thought is provided for synthesis of the 9,9'-spirobifluorenederivative.

ORGANIC COMPOUND, AND ORGANIC LIGHT EMITTING DIODE AND ORGANIC LIGHT EMITTING DISPLAY DEVICE INCLUDING THE SAME

The present invention provides an organic compound for an organic light emitting diode. An example of the organic compound is represented by:

Aromatic amine compound containing 9,9'-spirobifluorene and dibenzothiophene and organic electroluminescent device thereof

The invention provides an aromatic amine compound containing 9,9'-spirobifluorene and dibenzothiophene and an organic electroluminescent device thereof, and relates to the technical field of organic photoelectric materials. The compound has a simple preparation method, easily available raw materials, good hole transport capability and stability, can realize charge balance in a light-emitting layer, has a suitable highest occupied molecular orbital energy level, a high T1 value and a high refractive index, can remarkably improve the light emitting efficiency, the heat resistance and the servicelife of the device when applied to an OLED device, and can also effectively reduce the driving voltage of the device, thereby being an OLED material with excellent performance.

A containing 9, 9' - fluorene and dibenzofuran aromatic amine compound and its organic electroluminescent device (by machine translation)

The present invention provides a containing 9, 9' - fluorene and dibenzofuran aromatic amine compound and its organic electroluminescent light emitting device, relates to organic photoelectric material technical field. The compound preparation method is simple, easily available raw materials, has suitable the highest occupied molecular orbital energy level, high T1 value and high refractive index, and have very good hole transporting capability, thermal stability and film-forming properties, is applied to the OLED devices, can significantly improve the luminous efficiency of the device, heat resistance and service life, also can effectively reduce the driving voltage of the device. (by machine translation)

AROMATIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME

The present specification provides an aromatic compound and an organic light emitting device comprising the same. The compound described in the present specification can be used as a material for hole injection, hole transporting, hole injection and hole transporting, electron retarding, light emitting, hole control, electron transporting, or electron injection.COPYRIGHT KIPO 2017

A 9,9 the [...] -Spirobifluorene-4-boronic acid synthesis method

The invention discloses a preparation method of 9,9'-spirobifluorene-4-boric acid, and belongs to the field of organic chemical synthesis. The 9,9'-spirobifluorene-4-boric acid can be applied to design and synthesis of organic optoelectronic materials. The method is achieved by the following steps: with o-bromoiodobenzene as a raw material, preparing a grignard reagent from magnesium powder, catalyzing with lithium bromide, so as to generate 2-bromobiphenyl-2'-magnesium bromide, and then reacting 2-bromobiphenyl-2'-magnesium bromide with fluorenone; and preparing 9,9'-spirobifluorene-4-boric acid by catalytic closed-loop reaction of p-toluene sulfonic acid and n-butyllithium boration. The method is good in reaction selectivity, few in side reaction, mild in reaction condition, easy to control, low in cost, simple to operate and suitable for industrialized production; and the total yield is over 76%.

Spirobifluorene compounds for organic electroluminescent devices

The present invention relates to compounds of the formula (1) which are suitable for use in electronic devices, in particular organic electroluminescent devices, and to electronic devices which comprise these compounds.