Spiro ring-type organic materials and organic electroluminescent devices using them

An electroluminescent device and luminescent technology, applied in the direction of electric solid state devices, organic chemistry, electrical components, etc., to achieve the effects of improving machinability, increasing glass transition temperature, and increasing solubility

Active Publication Date: 2020-08-11
MATERIALS SCI CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] In order for the organic electroluminescent device to fully exert the above-mentioned excellent characteristics, the material forming the organic layer in the device, for example, a hole injecting material, a hole transporting material, a luminescent material, an electron transporting material, an electron injecting material, etc. should be stable and Effective materials, but so far, the development of stable and efficient organic materials for organic electroluminescent devices has not been fully realized

Method used

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  • Spiro ring-type organic materials and organic electroluminescent devices using them
  • Spiro ring-type organic materials and organic electroluminescent devices using them
  • Spiro ring-type organic materials and organic electroluminescent devices using them

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0109] Embodiment 1: the preparation of compound 1

[0110]

[0111] Dissolve 3.21g (10mmol) of bis([1,1'-biphenyl]-4-yl)amine and 4.45g (10mmol) of 2'-bromospiro[benzo[de]anthracene- 7,9'-fluorene], 2.88 g (30 mmol) of sodium tert-butoxide, 161 mg (0.4 mmol) of tri-tert-butylphosphine (50 wt % in toluene), 115 mg (0.2 mmol) of bis(dibenzyl Proxyl acetone) palladium (0), followed by stirring and reflux for 3 hours. After finishing the reaction, cool at room temperature, and add 50ml of ethyl acetate and 50ml of H 2 O to extract the organic layer. Using MgSO 4 After treating the organic layer, it was filtered, dried, and columnized with n-hexane / dimethylammonium chloride to obtain Compound 1 in a yield of 85% (5.83 g).

Embodiment 2

[0112] Embodiment 2: the preparation of compound 2

[0113]Instead of using 4.58 g (10 mmol) of N-phenylspiro[benzo[de]anthracene-7,9'-fluorene]-2'-amine and 2.13 g (10 mmol) of 1-bromo-4-(tert-butyl Base) benzene to replace bis([1,1'-biphenyl]-4-yl)amine and 2'-bromospiro[benzo[de]anthracene-7,9'-fluorene], in order to implement Compound 2 was prepared in the same manner as Example 1.

Embodiment 3

[0114] Embodiment 3: the preparation of compound 6

[0115] Using 3.35 g (10 mmol) of N-([1,1'-biphenyl]-4-yl)dibenzo[b,d]furan-4-amine and 4.77 g (10 mmol) of 2'-bromospiro [Benzo[de]anthracene-7,9'-fluorene] instead of bis([1,1'-biphenyl]-4-yl)amine and 2'-bromospiro[benzo[de]anthracene-7 , 9'-fluorene], Compound 6 was prepared in the same manner as in Example 1.

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Abstract

The present invention relates to an organic material comprising a spiro ring (benzo[de]anthracene-7.9'-fluorene) and an organic electroluminescent device using the same, and more specifically, to a new spiro ring that can be used in an organic electroluminescent device Type organic compounds and organic electroluminescent devices with excellent characteristics such as low power and high efficiency by using them.

Description

technical field [0001] The present invention relates to a new spirocyclic organic compound and an organic electroluminescent device using it. Background technique [0002] Organic semiconductors are being developed for application to various types of various electronic devices. Compared with other flat-panel display elements such as existing liquid crystal display (LCD), plasma display panel (PDP) and field emission display (FED), organic electroluminescent devices have many advantages in the preparation process due to their simple structure. High brightness, excellent viewing angle characteristics, fast response speed, and low driving voltage are being actively developed as light sources for flat panel displays such as wall-mounted TVs (TVs) or displays, lighting, and advertising boards. [0003] In organic electroluminescent devices, generally, when a DC voltage is applied, holes injected from the anode and electrons injected from the cathode recombine to form excitons as...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C211/61C07C211/54C07C255/58C07C211/58C07C217/92C07D213/74C07D213/38C07D307/91C07D333/76C07D209/88C07D209/86C07D209/08C07D471/04C07F7/10H01L51/50H01L51/54
CPCC07C211/54C07C211/58C07C211/61C07C217/92C07C255/58C07D209/08C07D209/86C07D209/88C07D213/38C07D213/74C07D307/91C07D333/76C07D471/04C07F7/0816H10K85/631H10K85/636H10K85/633H10K85/654H10K85/657H10K85/6576H10K85/6574H10K85/6572H10K50/18H10K50/15H10K50/11
Inventor 郑在皓朴城珉金俊佑全永珉南相镇
Owner MATERIALS SCI CORP
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