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Solution processed organometallic complexes and their use in electroluminescent devices

An organometallic and complex technology, which can be used in electroluminescence light sources, indium organic compounds, platinum group organic compounds, etc., and can solve the problems of high-cost equipment and high cost.

Inactive Publication Date: 2008-03-19
AGENCY FOR SCI TECH & RES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, to date, most OLED devices based on organometallic complexes have only been fabricated by vacuum deposition
Although vacuum deposition is an attractive method of depositing small molecules and can additionally further purify the deposited organic molecules, this method is usually expensive due to the high cost equipment required

Method used

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  • Solution processed organometallic complexes and their use in electroluminescent devices
  • Solution processed organometallic complexes and their use in electroluminescent devices
  • Solution processed organometallic complexes and their use in electroluminescent devices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0135] Synthesis of 2-(trimethylsilyl)pyridine (compound 1)

[0136]

[0137] To 2-bromopyridine (4.74g, 0.030mol), CuI (0.14g, 0.74mmol and Pd (PPh 3 ) 2 Cl 2 (0.52g, 0.74mmol) in 100ml of diisopropylamine was added (trimethylsilyl)acetylene (3.0g, 0.030mol). The mixture was stirred at room temperature overnight under nitrogen atmosphere. After removing the solvent under reduced pressure, the residue was purified by distillation under reduced pressure to provide 5.0 g (95% yield) of pure compound 1 of 2-(trimethylsilyl)pyridine.

Embodiment 2

[0139] Synthesis of 2-(trimethylsilyl)-5-bromopyridine (compound 2)

[0140]

[0141] Add (trimethyl silyl)acetylene (1.47 g, 0.015 mol). The mixture was stirred at room temperature overnight under nitrogen atmosphere. After removing the solvent under reduced pressure, the residue was purified by a flash column to provide 3.45 g (90% yield) of compound 2 of 2-(trimethylsilyl)-5-bromopyridine.

Embodiment 3

[0143] Synthesis of 2-(2',3',4',5'-tetraphenyl)phenyl-5-bromopyridine (Compound 3)

[0144]

[0145] To a solution of 2-(trimethylsilyl)-5-bromopyridine (1.27 g, 5 mmol) in a mixture of THF and methanol was added 1 ml NaOH (5N). The reaction mixture was stirred at room temperature for 1 hour. Then 50 ml of ethyl acetate was added, the mixture was washed with water and brine and dried over anhydrous magnesium sulfate. After removal of the solvent, the residue was refluxed overnight with tetraphenylcyclopentadienone (2 g, 5.2 mmol) in 50 ml o-xylene. After cooling to room temperature, the solvent was removed by flash column and the residue was purified by recrystallization in ethanol 2-3 times to afford 2.17 g (81% yield) of pure 2-(2',3', 4',5'-tetraphenyl)phenyl-5-bromopyridine (Compound 3).

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Abstract

The invention provides phosphorescent organometallic complexes. The complexes of the invention may be prepared as films further comprising a charge carrying host material may be used at an emissive layer in organic light emitting devices. In one embodiment, the complex is a hyper-branched organoiridium complex comprising a 2-phenylpuridine ligand wherein the phenyl ring or the pyridine ring contains 4 non-hydrogen substituents. In another embodiment, the complex is an organoiridium complex comprising a substituted 2-phenyl pyridine ligand, wherein at least one substituent contains a spiro group.

Description

technical field [0001] The present invention relates to phosphorescent organometallic complexes and to electroluminescent devices comprising the organometallic complexes. Background technique [0002] Organic light emitting devices (OLEDs) comprise at least one organic layer that emits light when a voltage is applied across the organic layers. Certain OLEDs have sufficient luminescence, color properties, and lifetimes that they are considered viable alternatives to conventional inorganic-based liquid crystal display (LCD) panels. Compared to traditional LCD panels, OLEDs are generally lighter, consume less power and can be fabricated on flexible substrates, clearly beneficial properties for many battery-operated handheld devices. Since the first commercial introduction of OLEDs in car stereos in 1998, OLEDs are now appearing in a range of products including mobile phones, electric shavers, PDAs, digital cameras and more. [0003] Initial attention in developing OLEDs was f...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F17/00C09K11/06H05B33/00
CPCC09K2211/1011C07F15/0033C09K2211/1007C09K2211/1029H05B33/14C09K11/06C09K2211/185
Inventor 陈志宽黄春甄常刮姚俊红
Owner AGENCY FOR SCI TECH & RES
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