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Organic compound and organic electroluminescent device comprising same

A compound and chemical formula technology, applied in the field of organic electroluminescent elements, can solve the problems of poor thermal stability, unsatisfactory life of light-emitting elements, low glass transition temperature, etc.

Pending Publication Date: 2020-02-11
DOOSAN SOLUS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] However, conventional organic layer materials have advantages in light emitting characteristics, but have a low glass transition temperature and very poor thermal stability, so they cannot achieve a satisfactory level in terms of the lifetime of organic electroluminescent devices.

Method used

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  • Organic compound and organic electroluminescent device comprising same
  • Organic compound and organic electroluminescent device comprising same
  • Organic compound and organic electroluminescent device comprising same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0150] [Preparation example 1] Synthesis of core (Core) 1

[0151] Synthesis of 9-(4'-chloro-[11'-biphenyl]-2-yl)-1010-dimethyl-910-dihydroanthracene-9-ol

[0152]

[0153] 500 mL of THF was added to 50 g (0.19 mol) of 2-bromo-4'-chloro-1,1'-biphenyl. Next, the temperature of the reaction liquid was lowered to -78° C., and 128 mL (0.21 mol) of n-BuLi 1.6 M solution was slowly added dropwise to the reaction liquid. After stirring at the same temperature for 1 hour, 45.7 g (0.21 mol) of 10,10-dimethylanthracene-9(10H)-one was dissolved in 500 mL of THF and slowly added to the reaction solution, followed by stirring at the same temperature 1 hour, then further stirred at room temperature for 24 hours. Thereafter, 500 mL of purified water was poured into the reaction liquid to complete the reaction, and then extracted with E.A 2.0 L and washed with distilled water. Afterwards, the resulting organic layer was washed with anhydrous MgSO 4 After drying and distillation un...

Synthetic example 1

[0233] [Synthesis Example 1] Synthesis of Compound 2

[0234]

[0235] 100 mL of toluene was added to 8.1 g (20.6 mmol) of Preparative Example 1 and 6.0 g (18.7 mmol) of bis([1,1′-biphenyl]-4-yl)amine. 0.91g (1.0mmol) of Pd 2 (dba) 3 , 0.91 g (1.9 mmol) of XPhos, and 3.6 g (37.4 mmol) of NaOt-Bu were added to the reaction solution, and heated to reflux at 120° C. for 5 hours. The temperature was cooled to normal temperature, and the reaction solution was terminated with 300 mL of purified water. The mixture was extracted with 500 mL of E.A, and washed with distilled water. The resulting organic layer was washed with anhydrous MgSO 4 After drying and distillation under reduced pressure, it was purified by silica gel column chromatography to obtain 8.6 g of the target compound (yield 68%).

[0236] [LCMS]: 677

Synthetic example 2

[0237] [Synthesis Example 2] Synthesis of Compound 4

[0238]

[0239] Using 2'-chloro-10,10-dimethyl-10H-spiro[anthracene-9,9'-fluorene] and N-([1,1'-biphenyl]-4-yl)- Except for [1,1'-biphenyl]-2-amine, the procedure similar to [synthesis example 1] was implemented and the target compound 5.5g was obtained (yield 72%).

[0240] [LCMS]: 677

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Abstract

The present invention relates to a novel compound and an organic electroluminescent device comprising the same. The compound according to the present invention is used for an organic layer, preferablya luminous layer, of an organic electroluminescent device, thereby improving the luminous efficiency, driving voltage, lifetime, etc. of the organic electroluminescent device.

Description

technical field [0001] The present invention relates to a novel organic compound usable as a material for an organic electroluminescence element and an organic electroluminescence element comprising the compound. Background technique [0002] Starting from Bernanose's observation of organic thin film luminescence in the 1950s, research was carried out on organic electroluminescent (EL) elements developed from the blue electroluminescence of anthracene single crystals in 1965, followed by 1987 In 1999, Tang proposed an organic electroluminescent element with a laminated structure consisting of two functional layers, a hole layer and a light-emitting layer. Afterwards, in order to manufacture high-efficiency and long-life organic electroluminescence elements, the form of introducing each characteristic organic substance layer into the element was developed, and the development of dedicated substances for this was carried out. [0003] In an organic electroluminescence element...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61H01L51/00H01L51/50H10K99/00
CPCC07C211/61C07D307/91C07D333/76C07D209/82C07C2603/18C07C2603/94C07C211/54H10K85/631H10K85/636H10K85/6576H10K85/6574H10K85/6572H10K50/15H10K85/624H10K85/633H10K50/11H10K50/16H10K50/17
Inventor 沈载依严玟植朴祐材
Owner DOOSAN SOLUS CO LTD
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