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Novel iridium complex and organic light-emitting element comprising the novel iridium complex

An organic light-emitting element, iridium complex technology, applied in the field of new iridium complexes, can solve the problems of unpredictable luminescence characteristics of blue light-emitting materials, no specific records of luminescence characteristics, weak coordination fields, etc.

Inactive Publication Date: 2015-08-12
CANON KK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Although the structural formula described in Patent Document 1 is disclosed, there is no specific description of the emission characteristics
In addition, the compound of the above formula has a weak coordination field and cannot be expected to have excellent light-emitting characteristics as a blue light-emitting material

Method used

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  • Novel iridium complex and organic light-emitting element comprising the novel iridium complex
  • Novel iridium complex and organic light-emitting element comprising the novel iridium complex
  • Novel iridium complex and organic light-emitting element comprising the novel iridium complex

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example

[0103] A one-step synthesis example using tris(acetylacetonate)iridium complex as a raw material will be described.

[0104] [chemical formula 14]

[0105]

[0106] In this synthetic scheme, the solvent is not particularly limited, but a protic solvent having a high boiling point, such as ethylene glycol, glycerin, etc., can be used.

[0107]

[0108] Next, a three-step synthesis example using iridium trichloride as a raw material will be described.

[0109] [chemical formula 15]

[0110]

[0111] Synthetic route map 6

[0112] The reaction in the third step in this synthetic scheme can be performed using, for example, ethylene glycol or glycerol, or can be a solvent-free reaction.

[0113] Next, the organic light-emitting element according to the present invention will be described.

[0114] An organic light emitting element according to the present invention includes a pair of electrodes and an organic compound layer provided between the pair of electrodes. The ...

Embodiment ）

[0153] Examples are described below.

Embodiment 1）

[0155] [Synthesis of Exemplary Compound 1-1]

[0156] [chemical formula 19]

[0157]

[0158] Synthesis of intermediate compound 2

[0159] In a 500 ml three-necked flask, put 20.0 g (109 mmol) of compound 1, 1.04 g (5.45 mmol) of copper iodide and 100 ml of THF, and then cool to -20°C. After bubbling with nitrogen for 10 minutes, 120 ml (241 mmol) of 2 mol / L tert-butylmagnesium chloride THF solution was added dropwise at a rate not exceeding 0° C. to the reaction solution. After the addition, the solution was stirred at room temperature for 24 hours. The loss of starting material and the production of new compounds were confirmed by gas chromatography. The organic phase was recovered by three separations using tert-butyl methyl ether / saturated aqueous ammonium chloride followed by tert-butyl methyl ether / water. The organic phase was dried over magnesium sulfate, concentrated, and then purified by silica gel column chromatography (developing solvent: heptane:toluene=6:1...

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Abstract

The present invention provides a novel iridium complex and an organic light-emitting element including the same. The novel iridium complex includes phenylpyrazole as a ligand and has a basic skeleton in which a pyrimidine ring is bonded to a phenyl ring.

Description

technical field [0001] The present invention relates to a novel iridium complex and an organic light-emitting element comprising the novel iridium complex. Background technique [0002] Organic light emitting elements are being actively developed. In order to develop organic light-emitting elements, new phosphorescent materials are being developed. Patent Document 1 describes an iridium complex represented by the following structural formula. [0003] [chemical formula 1] [0004] [0005] reference list [0006] patent documents [0007] [Patent Document 1] Japanese Patent Laid-Open No. 2005-053912 [0008] Although the structural formula described in Patent Document 1 is disclosed, there is no specific description of the emission characteristics. In addition, the compound of the above formula has a weak coordination field and cannot be expected to have excellent light-emitting characteristics as a blue light-emitting material. [0009] The present invention provi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/50H10K99/00
CPCH01L51/5016C09K11/06H05B33/14C09K2211/1007C09K2211/1044Y10S428/917H01L51/0085C07F15/0033H01L51/001C09K2211/185H10K71/164H10K85/342H10K50/11H10K2101/10
Inventor 西浦千晶安部滋干桥本雅司新田浩也
Owner CANON KK