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1161009-88-6

1161009-88-6

Identification

  • Product Name:4-Bromo-9,9'-spirobi[9H-fluorene]

  • CAS Number: 1161009-88-6

  • EINECS:222-180-1

  • Molecular Weight:395.298

  • Molecular Formula: C25H15Br

  • HS Code:

  • Mol File:1161009-88-6.mol

Synonyms:4-DroMo-9,9'-spirobifluorene

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:4-Bromo-9,9''-spirobi[fluorene]
  • Packaging:100mg
  • Price:$ 75
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:4-Bromo-9,9'-spirobi[9H-fluorene] >98.0%(GC)
  • Packaging:5g
  • Price:$ 122
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:4-Bromo-9,9'-spirobi[9H-fluorene] >98.0%(GC)
  • Packaging:1g
  • Price:$ 38
  • Delivery:In stock
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  • Manufacture/Brand:Labseeker
  • Product Description:4-bromo-9,9'-Spirobi[9H-fluorene 98
  • Packaging:25g
  • Price:$ 308
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  • Manufacture/Brand:Crysdot
  • Product Description:4-Bromo-9,9'-spirobi[fluorene] 97%
  • Packaging:1g
  • Price:$ 45
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  • Manufacture/Brand:Crysdot
  • Product Description:4-Bromo-9,9'-spirobi[fluorene] 97%
  • Packaging:25g
  • Price:$ 450
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  • Manufacture/Brand:Crysdot
  • Product Description:4-Bromo-9,9'-spirobi[fluorene] 97%
  • Packaging:5g
  • Price:$ 140
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  • Manufacture/Brand:Crysdot
  • Product Description:4-Bromo-9,9'-spirobi[fluorene] 97%
  • Packaging:10g
  • Price:$ 230
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  • Manufacture/Brand:Chemenu
  • Product Description:4-bromo-9,9''-spirobi[fluorene] 95+%
  • Packaging:25g
  • Price:$ 421
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  • Manufacture/Brand:Chemenu
  • Product Description:4-bromo-9,9''-spirobi[fluorene] 95+%
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Relevant articles and documentsAll total 18 Articles be found

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

Eok Jang, Sang,Woong Joo, Chul,Ok Jeon, Soon,Soo Yook, Kyoung,Yeob Lee, Jun

, p. 1059 - 1065 (2010)

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

Jiang, Zuoquan,Yao, Haiqing,Zhang, Zhiqiang,Yang, Chuluo,Liu, Zhongyin,Tao, Youtian,Qin, Jingui,Ma, Dongge

, p. 2607 - 2610 (2009)

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

Lee, Suji,Kim, Beomjin,Jung, Hyocheol,Shin, Hwangyu,Lee, Hayoon,Lee, Jaehyun,Park, Jongwook

, p. 255 - 261 (2017)

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

-

, (2019/01/05)

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.

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

-

Paragraph 0060; 0064; 0065, (2018/11/04)

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

-

, (2018/11/03)

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.

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

-

, (2018/05/24)

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

Process route upstream and downstream products

Process route

9-fluorenone
486-25-9,952573-42-1

9-fluorenone

2,2'-dibromobiphenyl
13029-09-9

2,2'-dibromobiphenyl

4-bromo-9,9’-spirobi[9H-fluorene]
1161009-88-6

4-bromo-9,9’-spirobi[9H-fluorene]

Conditions
Conditions Yield
2,2'-dibromobiphenyl; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;
9-fluorenone; In tetrahydrofuran; hexane; at -78 - 20 ℃;
With hydrogenchloride; acetic acid; In tetrahydrofuran; hexane; water; for 2h; Reflux;
98%
2,2'-dibromobiphenyl; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;
9-fluorenone; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;
With acetic acid; In water; for 2h; Reflux;
98%
2,2'-dibromobiphenyl; With n-butyllithium; In tetrahydrofuran; n-heptane; at -78 ℃; for 1h;
9-fluorenone; In tetrahydrofuran; n-heptane; at -78 - 20 ℃;
90%
2,2'-dibromobiphenyl; With n-butyllithium; In tetrahydrofuran; at -78 ℃;
9-fluorenone; at -78 - 20 ℃;
With hydrogenchloride; acetic acid; In water; at 70 ℃;
75%
2,2'-dibromobiphenyl; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
9-fluorenone; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;
With hydrogenchloride; In water; acetic acid; for 12h; Reflux;
50%
9-(2’-bromobiphenyl-2-yl)-9H-fluoren-9-ol
1603849-28-0

9-(2’-bromobiphenyl-2-yl)-9H-fluoren-9-ol

4-bromo-9,9’-spirobi[9H-fluorene]
1161009-88-6

4-bromo-9,9’-spirobi[9H-fluorene]

Conditions
Conditions Yield
With hydrogenchloride; acetic acid; In water; for 12h; Reflux;
86%
With hydrogenchloride; acetic acid; In water; for 2h; Inert atmosphere; Reflux;
83%
With hydrogenchloride; acetic acid; In water; for 12h; Reflux;
With toluene-4-sulfonic acid; acetic acid; for 2h; Concentration; Inert atmosphere; Reflux;
175 g
9H-fluorene
86-73-7

9H-fluorene

2,2'-dibromobiphenyl
13029-09-9

2,2'-dibromobiphenyl

4-bromo-9,9’-spirobi[9H-fluorene]
1161009-88-6

4-bromo-9,9’-spirobi[9H-fluorene]

Conditions
Conditions Yield
2,2'-dibromobiphenyl; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;
9H-fluorene; In tetrahydrofuran; hexane; at 20 ℃;
With hydrogenchloride; acetic acid; In ethanol; water; for 2h; Reflux;
85%
C<sub>25</sub>H<sub>17</sub>BrO

C25H17BrO

4-bromo-9,9’-spirobi[9H-fluorene]
1161009-88-6

4-bromo-9,9’-spirobi[9H-fluorene]

Conditions
Conditions Yield
With hydrogenchloride; acetic acid; In water; for 1h; Reflux;
84%
With acetic acid; at 100 ℃; for 12h;
77%
With hydrogenchloride; acetic acid; In water; at 120 ℃; for 1.16667h;
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

4-bromo-9,9’-spirobi[9H-fluorene]
1161009-88-6

4-bromo-9,9’-spirobi[9H-fluorene]

Conditions
Conditions Yield
2-Bromobiphenyl; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;
4-bromo-9H-fluorene-9-one; In tetrahydrofuran; hexane; Inert atmosphere;
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

biphenyl-2-yl-lithium
55365-18-9

biphenyl-2-yl-lithium

4-bromo-9,9’-spirobi[9H-fluorene]
1161009-88-6

4-bromo-9,9’-spirobi[9H-fluorene]

Conditions
Conditions Yield
In tetrahydrofuran; Inert atmosphere;
9-fluorenone
486-25-9,952573-42-1

9-fluorenone

4-bromo-9,9’-spirobi[9H-fluorene]
1161009-88-6

4-bromo-9,9’-spirobi[9H-fluorene]

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 3 h / -78 °C
1.2: -78 - 20 °C / Inert atmosphere
2.1: hydrogenchloride; acetic acid / water / 12 h / Reflux
With hydrogenchloride; n-butyllithium; acetic acid; In tetrahydrofuran; hexane; water;
Multi-step reaction with 2 steps
1: n-butyllithium
2: sulfuric acid; acetic acid
With n-butyllithium; sulfuric acid; acetic acid;
Multi-step reaction with 2 steps
1.1: magnesium / 6 h / 50 °C / Inert atmosphere
1.2: 7 h / Inert atmosphere; Reflux
2.1: acetic acid; toluene-4-sulfonic acid / 2 h / Inert atmosphere; Reflux
With toluene-4-sulfonic acid; magnesium; acetic acid;
2,2'-dibromobiphenyl
13029-09-9

2,2'-dibromobiphenyl

4-bromo-9,9’-spirobi[9H-fluorene]
1161009-88-6

4-bromo-9,9’-spirobi[9H-fluorene]

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 3 h / -78 °C
1.2: -78 - 20 °C / Inert atmosphere
2.1: hydrogenchloride; acetic acid / water / 12 h / Reflux
With hydrogenchloride; n-butyllithium; acetic acid; In tetrahydrofuran; hexane; water;
Multi-step reaction with 2 steps
1: n-butyllithium
2: sulfuric acid; acetic acid
With n-butyllithium; sulfuric acid; acetic acid;
Multi-step reaction with 2 steps
1: n-butyllithium / tetrahydrofuran / 12 h / -78 - 20 °C
2: acetic acid; hydrogenchloride / water / 12 h / Reflux
With hydrogenchloride; n-butyllithium; acetic acid; In tetrahydrofuran; water;
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

4-bromo-9,9’-spirobi[9H-fluorene]
1161009-88-6

4-bromo-9,9’-spirobi[9H-fluorene]

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: magnesium / diethyl ether / Inert atmosphere
1.2: 0.5 h
2.1: hydrogenchloride; acetic acid / water / 1.17 h / 120 °C
With hydrogenchloride; magnesium; acetic acid; In diethyl ether; water;
Multi-step reaction with 2 steps
1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
2: tetrahydrofuran / Inert atmosphere
With n-butyllithium; In tetrahydrofuran; hexane;
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

4-bromo-9,9’-spirobi[9H-fluorene]
1161009-88-6

4-bromo-9,9’-spirobi[9H-fluorene]

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: magnesium / diethyl ether / Inert atmosphere
1.2: 0.5 h
2.1: hydrogenchloride; acetic acid / water / 1.17 h / 120 °C
With hydrogenchloride; magnesium; acetic acid; In diethyl ether; water;
Multi-step reaction with 2 steps
1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C
2: acetic acid; hydrogenchloride / water / 1 h / Reflux
With hydrogenchloride; n-butyllithium; acetic acid; In tetrahydrofuran; water;

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