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Organic electroluminescent element

A luminescent and organic field technology, applied in the field of organic electroluminescent components, can solve the problems of high driving voltage, poor life characteristics, and fully satisfied practical aspects

Active Publication Date: 2015-01-21
NIPPON STEEL CHEM &MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0021] In addition, the characteristics of organic EL devices using these indolocarbazole compounds in the hole transport layer are disclosed, but there remain problems such as high driving voltage and poor lifetime characteristics. , it is difficult to say that it is fully satisfied in terms of practicality

Method used

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Examples

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Effect test

Embodiment

[0146] Hereinafter, the present invention will be described in more detail using examples, but the present invention is of course not limited to these examples, and can be implemented in various forms as long as the gist of the present invention is not exceeded.

[0147] Synthesis examples of the compounds of the present invention are shown below. It should be noted that the compound number corresponds to the number carried in the above chemical formula.

Synthetic example 1

[0149] Synthesis of compound 1-1

[0150]

[0151]Under a nitrogen atmosphere, while stirring a solution of 20.0 g (0.17 mol) of indole in 300 ml of dehydrated diethyl ether at room temperature, 112.0 g of concentrated hydrochloric acid ( 1.10mol) to produce hydrogen chloride gas. After stirring the reaction solution at room temperature for 15 hours, 121.0 g of ethyl acetate and 303.2 g of saturated aqueous sodium bicarbonate solution were added. After the aqueous layer was extracted with ethyl acetate (2×100 ml), the organic layer was washed with saturated aqueous sodium bicarbonate (100 ml) and distilled water (2×100 ml). After drying the organic layer with anhydrous magnesium sulfate, the magnesium sulfate was filtered off, and the solvent was distilled off under reduced pressure. The obtained residue was dissolved in 150 ml of toluene, and after adding 2.5 g of palladium / activated carbon, the mixture was stirred for 3 hours while heating to reflux at 111°C. After coo...

Synthetic example 2

[0158] Synthesis of compound 2-1

[0159]

[0160] Under a nitrogen atmosphere, 33.3 g (0.30 mol) of 1,2-cyclohexanedione, 86.0 g (0.60 mol) of phenylhydrazine hydrochloride, and 1,000 ml of ethanol were stirred at room temperature, and concentrated sulfuric acid was added dropwise over 5 minutes. After 3.0 g (0.031 mol), it stirred for 4 hours, heating at 65 degreeC. After cooling the reaction solution to room temperature, the precipitated crystals were collected by filtration and washed with ethanol (2×500 ml) to obtain 80.0 g of purple-brown crystals. 72.0 g (0.26 mol) of this crystal, 72.0 g of trifluoroacetic acid, and 720.0 g of acetic acid were stirred while heating at 100° C. for 15 hours. After cooling the reaction solution to room temperature, the precipitated crystals were collected by filtration and washed with acetic acid (200 ml). Reslurry purification was performed to obtain 30.0 g of Intermediate C as white crystals (yield 45%).

[0161]

[0162] Under...

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Abstract

Disclosed is an organic electroluminescent device (organic EL device) which is improved in luminous efficiency, fully secure of driving stability, and of a simple configuration. The organic EL device comprises organic layers comprising a hole-transporting layer and a light-emitting layer sandwiched between an anode and a cathode. The light-emitting layer contains a fluorescent light-emitting material and an electron- and / or exciton-blocking layer containing an indolocarbazole derivative represented by general formula (2) is disposed between the hole-transporting layer and the light-emitting layer so as to be adjacent to the light-emitting layer. In general formula (2), ring B is a heterocyclic ring fused to the adjacent rings and represented by formula (1c), Z is an n-valent aromatic hydrocarbon group or aromatic heterocyclic group, and n is 1 or 2.

Description

technical field [0001] The present invention relates to an organic electroluminescent device containing an indolocarbazole compound, and more specifically, to a thin-film device that emits light by applying an electric field to a light-emitting layer containing an organic compound. Background technique [0002] In general, an organic electroluminescence element (hereinafter, referred to as an organic EL element) is constituted by a pair of opposing electrodes sandwiching a light-emitting layer as its simplest structure. That is, in the organic EL element, when an electric field is applied between both electrodes, electrons are injected from the cathode and holes are injected from the anode, and these recombine in the light-emitting layer to emit light. [0003] In recent years, development of organic EL elements using organic thin films has been advanced. In particular, in order to improve the luminous efficiency, for the purpose of improving the efficiency of carrier injec...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): H01L51/50C07D487/04
CPCH01L51/5096H01L51/0072C07D487/04H10K85/6572H10K50/181Y10S428/917H10K50/18
Inventor 甲斐孝弘山本敏浩古森正树吉村和明辻大志高桥泰裕结城敏尚中岛裕介
Owner NIPPON STEEL CHEM &MATERIAL CO LTD
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