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Organic compound and organic electroluminescent device comprising same

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

Pending Publication Date: 2020-07-31
DOOSAN SOLUS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

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

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

[0155] [Preparation example 1] Synthesis of core (Core) 1

[0156] Synthesis of 9-(4'-chloro-[1,1'-biphenyl]-2-yl)-10,10-dimethyl-9,10-dihydroanthracene-9-ol

[0157]

[0158] 500 mL of THF was added to 50 g (0.19 mol) of 2-bromo-4'-chloro-1,1'-biphenyl. Then, 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 liquid, then stirred at the same temperature for 1 hour, and then Stirring was added at room temperature for 24 hours. After that, 500 mL of purified water was poured into the reaction solution to complete the reaction, and then extracted with E.A. 2.0 L, followed by washing with distilled water. Afterwards, the obtained organic layer was treated with anhydrous MgSO 4 After drying, d...

Synthetic example 1

[0230] [Synthesis Example 1] Synthesis of Compound 1

[0231]

[0232] To 110.0 g (25.5 mmol) of the nucleus obtained in [Preparation Example 1] and 9.4 g (28.0 mmol) of N1,N1,N4-triphenylbenzene-1,4-diamine, di Dioxane 100 mL. Next, add Pd(OAc) 2 0.29g(1.3mmol), P(t-Bu) 3 1.03g (2.5mmol) and K 2 CO 3 10.6g (76.3mmol), heated to reflux at 120°C for 6 hours. Then, the temperature was cooled to normal temperature, and 300 mL of purified water was poured into the reaction solution to complete the reaction, and then extracted with 500 mL of E.A., and washed with distilled water. Afterwards, the obtained organic layer was treated with anhydrous MgSO 4 After drying and distillation under reduced pressure, it was purified by silica gel column chromatography to obtain 12.7 g of the target compound (yield 72%).

[0233] [LCMS]: 692

Synthetic example 2

[0234] [Synthesis Example 2] Synthesis of Compound 3

[0235]

[0236] Using 2'-chloro-10,10-dimethyl-10H-spiro[anthracene-9,9'-fluorene] and N1-([1,1'-biphenyl]-4-yl)- Except for N1,N4-diphenylbenzene-1,4-diamine, the procedure similar to [synthesis example 1] was implemented, and 9.5 g of target compounds were obtained (yield 65%).

[0237] [LCMS]: 769

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Abstract

The present invention relates to a novel compound and an organic electroluminescent device comprising the same. A compound according to the present invention is used for an organic layer, preferably alight emitting layer, of an organic electroluminescent device, and thus can improve luminous efficiency, driving voltage, and lifespan 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 including the same. 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, whe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61H01L51/00H01L51/50C09K11/06H10K99/00
CPCC07C211/61C09K11/06H10K50/00H10K85/361H10K50/15C09K2211/1011C09K2211/1014H10K85/633H10K85/6576H10K85/6574C07D307/91C07D333/76H10K85/626H10K85/636H10K50/17H10K50/16H10K50/11C09K2211/1022C09K2211/1088C09K2211/1092
Inventor 沈载依严玟植朴祐材韩颂艺
Owner DOOSAN SOLUS CO LTD
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