Novel compound and organic electroluminescent device including the same

A technology of organic light-emitting devices and compounds, applied in the field of novel compounds and organic light-emitting devices containing them, can solve problems such as short life, high driving voltage, and low efficiency, and achieve the effects of preventing recrystallization, high color purity, and high efficiency

Pending Publication Date: 2018-06-29
DONGJIN SEMICHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] So far, it is well known that there are various compounds of substances used in such organic light-emitting devices, but in the case of organic light-emitting devices using hitherto known substances, it is necessary to continuously develop new ones due to high driving voltage, low efficiency and short life. Material

Method used

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  • Novel compound and organic electroluminescent device including the same
  • Novel compound and organic electroluminescent device including the same
  • Novel compound and organic electroluminescent device including the same

Examples

Experimental program
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Effect test

no. 1 approach

[0035] The first embodiment of the present invention provides a compound represented by the following chemical formula 1:

[0036] chemical formula 1

[0037]

[0038] In Chemical Formula 1,

[0039] Ar 1 for

[0040] Ar 2 to Ar 4 independently represent phenyl, biphenyl or naphthyl,

[0041] L 1 and L 2 Each independently represents straight chain, or substituted or unsubstituted C 5 -C 30 Arylene,

[0042] In the above Ar 1 In, * means the connection site.

[0043] Ar above 1 It is one of diphenylfluorene, spirobifluorene, triphenylene, dibenzofuran or dibenzothiophene, thereby forming a HOMO with easy hole injection and transport, forming a low driving voltage, and achieving high efficiency and long-term long-life organic light-emitting devices.

[0044] In an example of the present invention, the compound of the above-mentioned Chemical Formula 1 may include a compound represented by the following Chemical Formula 2-1, Chemical Formula 2-2 or Chemical ...

preparation example 1

[0108] Preparation Example 1: Synthesis of Intermediate I-1

[0109]

[0110] Under argon or nitrogen atmosphere, in diphenylamine 8.46g (50mM), 3,5-dibromo-1,1'-biphenyl 21.84g (70mM), Pd 2 (dba) 3 1.6g(1.7mM), 50%P(t-Bu) 3 Add 300 ml of toluene to 2 ml (4 mM) and 14.7 g (152 mM) of NaOtBu, reflux for 7 hours, and heat. After the reaction, filter immediately, extract with dichloromethane, add MgSO 4 ,filter. After removing the solvent of the filtered organic layer, purification was performed by column chromatography, whereby intermediate I-1 (5-bromo-N,N-diphenyl-[1,1'-biphenyl]-3-amine was obtained ) 16.41 g. (Yield: 82%)

[0111] m / z: 399.06 (100.0%), 401.06 (97.1%), 402.06 (25.4%), 400.07 (16.3%), 400.07 (9.5%), 403.07 (1.8%), 401.07 (1.6%), 403.07 (1.5%) ), 401.07 (1.4%)

preparation example 2

[0112] Preparation Example 2: Synthesis of Intermediate I-2

[0113]

[0114] Except that 12.27 g of N-phenyl-[1,1'-biphenyl]-4-amine was used instead of diphenylamine, the same reaction as in Preparation Example 1 was carried out to obtain Intermediate I-2 ( N-([1,1'-biphenyl]-4-yl)-5-bromo-N-phenyl-[1,1'-biphenyl]-3-amine) 19.54 g. (Yield: 82%)

[0115] m / z: 475.09 (100.0%), 477.09 (97.1%), 478.09 (30.4%), 476.10 (17.4%), 476.10 (16.1%), 477.10 (4.5%), 479.10 (3.6%), 477.10 (1.3%) ), 479.10 (1.2%)

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Abstract

The invention relates to a two-side-adaptable aromatic amine organic compound, wherein phenylene groups are substituted by phenyl groups, especially, a novel compound, wherein diphenyl fluorene, spirobifluorene, triphenylene, dibenzofurane or dibenzothiophene, as well as organic electroluminescent devices including the same.

Description

technical field [0001] The present invention relates to novel compounds and organic light-emitting devices comprising them. Background technique [0002] In organic light-emitting diodes, materials used as organic layers can be roughly classified into light-emitting materials, hole injection materials, hole transport materials, electron transport materials, and electron injection materials according to their functions. Moreover, the above-mentioned luminescent materials can be divided into high molecular weight and low molecular weight according to the molecular weight, and can be divided into fluorescent materials derived from the singlet excited state of electrons and phosphorescent materials derived from the triplet excited state of electrons according to the light emitting mechanism. Luminescent colors can be divided into blue, green, red luminescent materials and yellow and orange luminescent materials required to present better natural colors. Also, in order to increa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61C07D307/91C07D333/76C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07C211/61C07D307/91C07D333/76C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1088C09K2211/1092H10K85/624H10K85/622H10K85/615H10K85/631H10K85/636H10K85/633H10K85/6576H10K85/6574H10K50/00C07C211/60C07C2603/97H10K50/15H10K50/17
Inventor 权桐热安贤哲姜京敏咸昊完金熙宙金东骏闵丙哲韩政佑林东焕李萤振林大喆
Owner DONGJIN SEMICHEM CO LTD
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