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Organic compound and organic electroluminescent element comprising same

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

Active Publication Date: 2020-01-07
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 element comprising same
  • Organic compound and organic electroluminescent element comprising same
  • Organic compound and organic electroluminescent element comprising same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0206] [Preparation example 1] Synthesis of core (Core) 1

[0207] (4-chlorophenyl)(2-phenylbenzo[d] Azol-6-yl)methanone ((4-chlorophenyl)(2- Synthesis of phenylbenzo[d]oxazol-6-yl)methanone)

[0208]

[0209]Add 6-bromo-2-phenylbenzo[d] to the reactor oxazole (6-bromo-2-phenylbenzo[d]oxazole) (100g, 364.8mmol) was poured into 1000ml of THF, stirred, added to a dry ice bath, and the internal temperature was set to -78°C. After slowly injecting 2.5M n-BuLi (133.7 ml, 334.4 mmol) with a syringe, the mixture was stirred for 30 minutes. 4-Chlorobenzaldehyde (4-chlorobenzaldehyde) (42.7g, 304mmol) was dissolved in 100ml of THF and slowly added dropwise. Slowly warm up to room temperature. After concentrating the reaction, add I 2 (203.7g, 802.6mmol), K 2 CO 3 (166.4g, 1203.8mmol), t-BuOH800ml, heated to reflux for 7 hours. After the reaction, extract with ethyl acetate, then add MgSO 4 filter.

[0210] After the reaction, extract with dichloromethane, add Mg...

Synthetic example 1

[0254] [Synthesis Example 1] Synthesis of Compound Inv 1

[0255]

[0256] The core 1 (5g, 8.9mmol) of [Preparation Example 1] and 2-chloro-4,6-diphenyl-1,3,5-triazine (2-chloro-4,6-diphenyl-1,3 ,5-triazine) (2.86g, 8.9mmol) and Pd (PPh 3 ) 4 (0.3g, 0.26mmol), K 2 CO 3 (3.7g, 26.7mmol) was added to toluene 80ml, EtOH 20ml, H 2 O 20ml, heated to reflux for 12 hours. After the reaction, extract with dichloromethane, add MgSO 4 filter. After the solvent of the filtered organic layer was removed, the target compound Inv 1 (4.3 g, yield 72%) was obtained by column chromatography.

[0257] [LCMS]: 666.7

Synthetic example 2

[0258] [Synthesis Example 2] Synthesis of Compound Inv 12

[0259]

[0260] Using 2-chloro-4,6-bis(dibenzo[b,d]furan-3-yl)-1,3,5-triazine (2-chloro-4,6-bis(dibenzo[b,d] ]furan-3-yl)-1,3,5-triazine) (4.7g, 10.68mmol) instead of 2-chloro-4,6-diphenyl-1,3,5-triazine, in addition, implement The target compound Inv 12 (5.6 g, yield 74%) was obtained by the same procedure as [Synthesis Example 1].

[0261] [LCMS]: 846.9

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Abstract

The present invention relates to a novel compound and an organic electroluminescent element comprising the same, and as the compound according to the present invention is used in an organic material layer, preferably a light emitting layer, of the organic electroluminescent element, the luminous efficiency, driving voltage, lifespan, and the like of the organic electroluminescent element can be improved.

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): C07D413/10C07D251/24C07D263/54H01L51/00H01L51/50
CPCC07D251/24C07D263/54C07D413/10C07D409/10C07D263/57C07D413/14C07D405/14C07D405/10H10K85/633H10K85/615H10K85/324H10K85/654H10K85/6576H10K85/6574H10K85/657H10K85/342H10K85/6572H10K50/11H10K2101/10H10K85/656H10K50/15H10K50/16H10K50/17H10K85/636H10K71/00H10K71/164H10K2102/351
Inventor 裵炯赞金荣培孙浩准
Owner DOOSAN SOLUS CO LTD
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