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Green-yellow light-emitting organic electroluminescent material, its preparation method and organic electroluminescent device

A kind of electroluminescence, yellow-green light technology, applied in the field of yellow-green light organic electroluminescence material and preparation thereof

Inactive Publication Date: 2014-08-06
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the limitation of spin statistics theory, the theoretical internal quantum efficiency limit of fluorescent materials is only 25%. How to make full use of the remaining 75% of phosphorescence to achieve higher luminous efficiency has become a hot research direction in this field since then.

Method used

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  • Green-yellow light-emitting organic electroluminescent material, its preparation method and organic electroluminescent device
  • Green-yellow light-emitting organic electroluminescent material, its preparation method and organic electroluminescent device
  • Green-yellow light-emitting organic electroluminescent material, its preparation method and organic electroluminescent device

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preparation example Construction

[0039] The preparation method of the above-mentioned yellow-green light organic electroluminescent material provided by the present invention comprises the following steps:

[0040] S1. Under the protection of inert gas (at least one of nitrogen and argon, the same below), the structural formula is Compound A (2-bromobenzothiophene), the structural formula is Dissolve the compound B (4-alkylphenylboronic acid or 4-alkoxyphenylboronic acid) and the rake catalyst in the solvent, then add sodium carbonate or potassium carbonate to the solvent, heat up to reflux state, and stir for 6~15h. Cool naturally to room temperature, separate and purify the reaction solution, and obtain the structural formula: Compound C (2-(4'-alkylphenyl)benzothiazole or 2-(4'-alkoxyphenyl)benzothiazole); wherein, the molar ratio of compound A to compound B is 1:1.2 The molar amount of sodium carbonate or potassium carbonate is 3 times that of compound A; the solvent is a mixed solvent composed of to...

Embodiment 1

[0060] Example 1: Complex bis(2-(4'-methylphenyl)benzothiazole-N,C 2 ') (acetylacetonate) iridium synthesis

[0061] (1) Synthesis of 2-(4'-methylphenyl)benzothiazole

[0062] Under nitrogen protection, (2.14g, 0.01mol) 2-bromobenzothiophene, (1.63g, 0.012mol) 4-tolueneboronic acid and (0.35g, 0.0003mol) Pd (PPh 3 ) 4 Dissolve in a mixed solution consisting of 15mL of toluene and 5ml of ethanol, add 15mL of 2M Na 2 CO 3 Aqueous solution, heated to reflux state, stirring reaction 10h. After naturally cooling to room temperature, an appropriate amount of distilled water was added and extracted with toluene. After combining the organic phases, washing with water, anhydrous MgSO 4 The organic phase is dried. After filtration, the filtrate was evaporated to remove the solvent under reduced pressure, and the mixture of n-hexane and dichloromethane with a volume ratio of 1:1 was used as the eluent for silica gel column chromatography to obtain 1.58 g of solid, with a yield of ...

Embodiment 2

[0084] Example 2: Complex bis(2-(4'-ethylphenyl)benzothiazole-N,C 2 ') (acetylacetonate) iridium synthesis

[0085] (1) Synthesis of 2-(4'-ethylphenyl)benzothiazole

[0086] Under nitrogen protection, (2.14g, 0.01mol) 2-bromobenzothiophene, (1.80g, 0.012mol) 4-ethylphenylboronic acid and (0.35g, 0.0003mol) Pd (PPh 3 ) 4Dissolve in 20mL THF, add 15mL of 2M Na 2 CO 3 Aqueous solution, heated to reflux state, stirring reaction for 15h. After naturally cooling to room temperature, an appropriate amount of distilled water was added and extracted with toluene. After combining the organic phases, washing with water, anhydrous MgSO 4 The organic phase is dried. After filtration, the filtrate was evaporated to remove the solvent under reduced pressure, and the mixture of n-hexane and dichloromethane with a volume ratio of 2:1 was used as the eluent for silica gel column chromatography to obtain 1.44 g of solid, with a yield of 60.2%. The reaction equation is as follows:

[008...

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Abstract

The invention belongs to the field of organic electroluminescent materials and discloses a green-yellow light-emitting organic electroluminescent material, its preparation method and an organic electroluminescent device. The green-yellow light-emitting organic electroluminescent material has a structure shown in the formula and in the formula, R represents alkyl or alkoxy. The green-yellow light-emitting organic electroluminescent material comprises 2-phenylbenzothiazole as a ring metal ligand main structure, also comprises diacetone as an auxiliary ligand and also comprises an alkyl chain or an alkoxy chain on the phenyl of the ring metal ligand so that material luminescence color adjustment is realized and emission of phosphorescent lights having different green-yellow light wavelengths is realized.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to a yellow-green light organic electroluminescent material and a preparation method thereof. The invention also relates to an organic electroluminescent device using the yellow-green organic electroluminescent material as a doped guest material of a light-emitting layer. Background technique [0002] Organic electroluminescence refers to a luminescence phenomenon in which organic materials directly convert electrical energy into light energy under the action of an electric field. In the early days, the research on organic electroluminescence was stagnant because of the high driving voltage and low luminous efficiency of organic electroluminescent devices. Until 1987, people such as Tang of American Kodak Company invented 8-hydroxyquinoline aluminum (Alq 3 ) is a light-emitting material, and a uniform and dense high-quality thin film is made with aromatic diamin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07F15/00H01L51/54
Inventor 周明杰王平张娟娟梁禄生
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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