Aromatic amine compound, material containing same and organic electroluminescence device

A technology of compounds and aromatic amines, which is applied in the field of organic electroluminescent devices and materials, can solve the problems of complex manufacturing process and affecting the distribution of OLED radiation spectrum

Active Publication Date: 2019-07-23
SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The first two structures will affect the radiation spectrum distribution of OLED. The third structure has more complex manufacturing process, an...

Method used

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  • Aromatic amine compound, material containing same and organic electroluminescence device
  • Aromatic amine compound, material containing same and organic electroluminescence device
  • Aromatic amine compound, material containing same and organic electroluminescence device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0072] Embodiment 1, the preparation of compound ONA-101

[0073] Step 1: Preparation of Intermediate Int.-1

[0074]

[0075] 15.0g (59.2mmol) of 3,3'-dichlorobenzidine (CAS: 91-94-1) was dissolved in 100ml of dry toluene, and 69.0g (0.29mol) of 4-bromobiphenyl was added under nitrogen protection and 28.5g of sodium tert-butoxide, then add 0.61g of Pd 2 (dba) 3 CHCl 3 And 0.3ml of 10% tri-tert-butylphosphonium toluene solution, heated to 100°C and stirred for 24 hours, cooled to room temperature, added 100ml of water, stirred and filtered, washed the filter cake with water and ethanol to obtain 33.7g of white solid, collected rate of 66%.

[0076] The second step: the preparation of compound ONA-101

[0077]

[0078] 10g (11.6mmol) of the intermediate Int.-1 prepared in the first step and 5.9g (34.8mmol) of diphenylamine were mixed, and 80ml of toluene, 3.4g of sodium tert-butoxide and 20mg of Pd were added 2 (dba) 3 , under the protection of nitrogen, add 0.05ml o...

Embodiment 2

[0079] Embodiment 2, the preparation of compound formula ONA-100, ONA-102~ONA-209

[0080] With reference to the preparation method of Example 1, the compound formula ONA- 100. ONA-102-ONA-209.

Embodiment 3

[0081] Embodiment 3, the preparation of compound formula ONA-211

[0082] The first step: preparation of intermediate Int.-2

[0083]

[0084] 15.0g (59.2mmol) of 3,3'-dichlorobenzidine SM-0 was dissolved in 100ml of dry toluene, and under nitrogen protection, 38.8g (0.12mol) of 2,2'-dibromobiphenyl and 28.5 g of sodium tert-butoxide, then add 0.61 g of Pd 2 (dba) 3 CHCl 3 And 0.3ml of 10% tri-tert-butylphosphonium toluene solution, heated to 100°C and stirred for 24 hours, cooled to room temperature, diluted with 100ml of water, extracted with dichloromethane, collected organic phase, dried, filtered, and the filtrate was decompressed After concentrating to dryness, the obtained brown solid was mixed with ethanol and heated to boiling, filtered while hot, and the filter cake was washed with ethanol to obtain 23.6 g of white solid with a yield of 72%.

[0085] The second step: the preparation of compound ONA-211

[0086]

[0087] 10.0g (18.0mmol) of the intermediate...

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Abstract

The invention discloses an aromatic amine compound with the structural formula I as shown in the specification. The compound has relatively high glass transition temperature and molecular stability, has low light absorbance and high refractive index in the field of visible light, and can effectively enhance the light extraction efficiency of OLED devices and increase the visual angle when appliedonto CPL layers of the OLED devices.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescence, and relates to an aromatic amine compound, an organic electroluminescence device containing the compound and materials thereof. Background technique [0002] At present, OLED display technology has been applied in smart phones, tablet computers and other fields, and will further expand to large-size applications such as TVs. However, due to the huge gap between the external quantum efficiency and internal quantum efficiency of OLEDs, the development of OLEDs is greatly restricted. Therefore, how to improve the light extraction efficiency of OLED devices has become a research hotspot. Total reflection will occur at the interface between the ITO film and the glass substrate and the interface between the glass substrate and the air, and the light emitted to the front of the OLED device to the external space accounts for about 20% of the total organic material thin film EL, and th...

Claims

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Application Information

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IPC IPC(8): C07C211/54C07C209/68C07D209/88C07D401/14C09K11/06H01L51/54
CPCC07C211/54C07D209/88C07D401/14C09K11/06C09K2211/1029C09K2211/1014C09K2211/1011C09K2211/1007H10K85/615H10K85/631H10K85/6572
Inventor 曹建华隋岩王士波贾敏慧邢玉彬温世文
Owner SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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