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Organic electroluminescent element

A technology of light-emitting element and organic electric field, applied in the fields of electrical components, light-emitting materials, organic chemistry, etc., which can solve the problems of different electronic states, unknown characteristics, and undocumented methods for producing NO-linked compounds.

Active Publication Date: 2019-01-04
KWANSEI GAKUIN EDUCTIONAL FOUND +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the literature, for example, the charge transport properties of the NO-linked compound (compound 1 on page 63) are evaluated, but there is no description of the production method of materials other than the NO-linked compound. In addition, if the linked elements are different, Since the electronic state of the compound as a whole is different, the characteristics obtained from materials other than NO-linked compounds are still unknown.

Method used

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Examples

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Embodiment

[0561] Hereinafter, although an Example demonstrates this invention more concretely, this invention is not limited to these Examples. First, synthesis examples of polycyclic aromatic compounds and polymers thereof will be described below.

Synthetic example (1

[0563] Compound (1-1152): 9-([1,1'-biphenyl]-4-yl)-5,12-diphenyl-5,9-dihydro-5,9-diaza-13b- Synthesis of boranaphtho[3,2,1-de]anthracene

[0564] [chem 99]

[0565]

[0566] Under nitrogen atmosphere, and at 80 ℃, put diphenylamine (37.5g), 1-bromo-2,3-dichlorobenzene (50.0g), Pd-132 (Johnson Matthey (Johnson Matthey) ))(0.8g), NaOtBu (32.0g) and xylene (500ml) were heated and stirred in a flask for 4 hours, then heated up to 120° C., and heated and stirred for 3 hours. After cooling the reaction liquid to room temperature, water and ethyl acetate were added and liquid-separated. Then, purification was carried out by silica gel column chromatography (developing solution: toluene / heptane=1 / 20 (volume ratio)) to obtain 2,3-dichloro-N,N-diphenylaniline (63.0 g) .

[0567] [chemical 100]

[0568]

[0569] Under a nitrogen atmosphere, and at 120°C, 2,3-dichloro-N,N-diphenylaniline (16.2g), bis([1,1'-biphenyl]-4-yl) A flask of amine (15.0 g), Pd-132 (Johnson Matthey) (0.3 ...

Synthetic example (2

[0578] Compound (1-422): 5,9,11,15-tetraphenyl-5,9,11,15-tetrahydro-5,9,11,15-tetraaza-19b,20b-diborinaphthalene Synthesis of [3,2,1-de:1',2',3'-jk]pentacene

[0579] [chem 103]

[0580]

[0581] Under a nitrogen atmosphere, 2,3-dichloro-N,N-diphenylaniline (36.0g), N 1 ,N 3 - A flask of diphenylbenzene-1,3-diamine (12.0 g), Pd-132 (Johnson Matthey) (0.3 g), NaOtBu (11.0 g) and xylene (150 ml) was heated and stirred for 3 hours. After cooling the reaction liquid to room temperature, water and ethyl acetate were added and liquid-separated. Then, purification was performed by silica gel column chromatography (developing solution: toluene / heptane mixed solvent). At this time, the ratio of toluene in the developing solution was gradually increased to elute the target substance. Further, it was purified by activated carbon column chromatography (developing solution: toluene), thereby obtaining N 1 ,N 1' -(1,3-phenylene)bis(2-chloro-N 1 ,N 3 ,N 3 -triphenylbenzene-1,3-d...

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Abstract

Provided is an organic EL element having optimum light emission characteristics using a light-emitting layer material comprising a novel polycyclic aromatic compound (1) in which a plurality of aromatic rings are linked by a boron atom and a nitrogen atom or a multimer thereof, and a specific anthracene compound (3) that is combined with the novel polycyclic aromatic compound (1) or the multimer thereof to exhibit optimum light emission characteristics. Rings A-C are an aryl ring, etc., Y1 is B, X1 and X2 are N-R, the R in the N-R is an aryl, etc., and Ar3 and Ar4 are hydrogen, a phenyl, or agroup represented by formula (4), etc.

Description

technical field [0001] The present invention relates to an organic electroluminescent element having a light-emitting layer comprising a polycyclic aromatic compound or a multimer thereof as a dopant material, and a display device and a lighting device using the light-emitting layer, and specific anthracene compounds. Background technique [0002] Conventionally, display devices using light-emitting elements that perform electroluminescence have been variously studied because they can achieve power saving or thinning. Furthermore, organic electroluminescence elements (hereinafter referred to as organic electroluminescence (EL) elements) including ) has been actively studied because it is easy to reduce weight or increase size. In particular, with regard to the development of organic materials having light-emitting properties such as blue, which is one of the three primary colors of light, and the combination of various materials for optimum light-emitting properties, so far...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): H01L51/50C09K11/06H01L27/32C07F5/02
CPCC09K11/06C07D209/80C07D209/86C07D307/77C07D307/91C07D333/76C07F5/027H10K85/636H10K85/615H10K85/631H10K85/6576H10K85/6574H10K85/6572H10K85/657H10K50/11H10K85/658C07F5/02H10K85/322H10K50/00H10K50/16H10K50/156H10K50/165H10K50/166H10K50/171C09K11/02C09K2211/1007C09K2211/1014C09K2211/1096
Inventor 畠山琢次水谷彰英小池俊弘
Owner KWANSEI GAKUIN EDUCTIONAL FOUND
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