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Organic material and use thereof in organic EL device

An organic material and organic technology, applied in the field of organic electroluminescent display, can solve the problems of reducing the cost of OLED, increasing the complexity and disadvantages of device manufacturing process, and achieving the effect of high electron mobility

Active Publication Date: 2009-04-15
SUZHOU QUINGYUE OPTOELECTRONICS TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Devices based on this hybrid electron transport layer have improved efficiency and lifetime, but increase the complexity of the device manufacturing process, which is not conducive to reducing the cost of OLEDs

Method used

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  • Organic material and use thereof in organic EL device
  • Organic material and use thereof in organic EL device
  • Organic material and use thereof in organic EL device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] The synthesis of embodiment 1 compound 1-1

[0065]

[0066] Under the protection of Ar gas, add 3.42g of 3-(4-bromophenyl)pyridine (molecular weight 234, 0.01385mol), 50ml of THF into a 500mL three-necked flask, cool to -78°C, add 5.35ml (concentration 2.8 M, 0.014mol) of BuLi (dissolved in 20ml of THF), was added in 30min, the solution was black, and stirred at -78°C for 30min.

[0067] At -78°C, 1.25 g (0.0058 mol) of anthraquinone was added as a solid, and 20 ml of THF was added. After the addition was completed, the mixture was heated to room temperature with natural stirring, and then stirred at room temperature for 2 hr. Add 200ml of water and stir. Extract with ethyl acetate, and evaporate the ethyl acetate to dryness. Add 45ml acetic acid, 4.2gKI, 4.2g sodium hypophosphite to the solid. Heating to reflux under stirring, the solution quickly changed from brown to red, then beige and precipitated. After stirring for 1 hr, filter, wash with acetic acid, wa...

Embodiment 2

[0070] The synthesis of embodiment 2 compound 1-3

[0071]

[0072] The reaction process is the same as in Example 1, except that the raw material anthraquinone is replaced by 2-phenylanthraquinone to obtain a pale yellow solid product.

[0073] Product MS (m / e): 560; Elemental analysis (C 42 h 28 N 2 ): theoretical value C: 89.97%, H: 5.03%, N: 5.00%; measured value C: 89.95%, H: 5.01%, N: 5.04%.

Embodiment 3

[0074] The synthesis of embodiment 3 compound 1-5

[0075] (1) Synthesis of anthraquinone-like structures

[0076]

[0077] Add 10g of N-phenyl-2,5-dimethylpyrrole, 2g of anhydrous AlCl to a reaction flask 3 (molecular weight: 133, 0.015 mol), stir, and keep the temperature at about 80°C, slowly add 1.06 g of phthalic anhydride (molecular weight: 148, 0.007 mol) dropwise. After the addition, keep stirring for 2 hours. After cooling down slightly, it was immediately poured into ice water containing a little HCl, and the obtained solid product was washed twice with water, separated by column chromatography to obtain 1.75 g of the target intermediate, the yield was 80.0%, and the Ms analysis was 319, which was consistent.

[0078] Add 1.75g ​​of the above product into a dry reaction flask, then add 6g of concentrated sulfuric acid, heat to about 145°C for 1 hour with stirring, and then keep for 4 hours at about 170°C. After cooling slightly, pour it into crushed ice under s...

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Abstract

The invention relates to an organic material and an organic light-emitting device containing the material. The structural formula of the material is shown in the right, wherein, Ar is chosen from sub-polycyclic aromatic hydrocarbon with 6-30 of carbon atoms or is chosen from sub-fused heterocyclic aromatic hydrocarbon with 6-30 of carbon atoms; R1-R8 are respectively and independently chosen from alkyl with 1-4 of hydrogen atoms and carbon atoms, aromatic group with 6-24 carbon atoms, heterocyclic aryl with 6-24 carbon atoms; and n is chosen from integers of 2 to 4. The organic material can be used as electronic transmission matrix in the organic light-emitting device.

Description

technical field [0001] The invention relates to a novel organic material and its application in organic electroluminescence devices, belonging to the technical field of organic electroluminescence display. Background technique [0002] The electron transport material traditionally used in electroluminescent devices is Alq 3 , but Alq 3 The electron mobility is relatively low (about 10 -6 cm 2 / Vs). In order to improve the electron transport performance of electroluminescent devices, researchers have done a lot of exploratory research work. Yang Yang et al. used nano-scale cesium carbonate as electron transport and injection materials in electroluminescent devices, which improved the luminous efficiency of the devices (Advanced Functional Materials, 2007, 17, 1966-1973). Cao Yong and others synthesized FFF-Blm4 (see the structure below) (J.Am.Chem.Soc.; (Communication); 2008; 130(11); 3282-3283) as an electron transport and injection layer material (with Ba / Compared wi...

Claims

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Application Information

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IPC IPC(8): C07D213/53C07D401/14C07D407/14C07D409/14H01L51/50H01L51/54H01L51/00
Inventor 邱勇李银奎
Owner SUZHOU QUINGYUE OPTOELECTRONICS TECH CO LTD
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