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Organic electro-phosphorescent material and preparation method thereof, and organic electroluminescent device

A phosphorescent material, electromechanical technology, used in luminescent materials, electro-solid devices, organic chemistry, etc., to reduce self-quenching, increase solubility, and reduce direct effects

Inactive Publication Date: 2015-02-11
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

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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  • Organic electro-phosphorescent material and preparation method thereof, and organic electroluminescent device
  • Organic electro-phosphorescent material and preparation method thereof, and organic electroluminescent device
  • Organic electro-phosphorescent material and preparation method thereof, and organic electroluminescent device

Examples

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preparation example Construction

[0040] The present invention also relates to a method for preparing the above-mentioned organic electrophosphorescent material, which method comprises the following steps in sequence:

[0041] 1. Synthesize compound C through Suzuki coupling reaction between compound E and compound F; wherein, compound F is 2,3,4-trifluorophenylboronic acid, and the structural formulas of compound E and compound C are as follows:

[0042] Compound E is Compound C is

[0043] 2. Reaction of compound C prepared in step 1 with compound D to generate a chlorine-bridged dimer, namely compound A. Wherein, compound D is trihydrate iridium trichloride IrCl 3 ·3H 2 O. The structural formula of compound A is as follows:

[0044]

[0045] 3. Use the compound A prepared in step 2 as the main structure of the ring metal ligand, and use 5-(2'-pyridyl)-1,2,3,4-tetrazole (compound B) as the auxiliary ligand Source, react compound A and compound B to obtain iridium metal complex, namely organic ele...

Embodiment 1

[0053] The organic electrophosphorescent material disclosed in this example is bis(2-(4',5',6'-trifluorophenyl)pyrimidine-N,C 2 ')(5-(2'-pyridyl)-1,2,3,4-tetrazole) iridium, its structural formula is as follows:

[0054]

[0055] It is prepared by the following steps:

[0056] (1) Synthesis of 2-(2',3',4'-trifluorophenyl)pyrimidine

[0057] The synthetic reaction formula is as follows:

[0058]

[0059] The specific steps are: under nitrogen atmosphere, combine 1.59g (10mmol) 2-bromopyrimidine, 2.11g (12mmol) 2,3,4-trifluorophenylboronic acid and 0.58g (0.5mmol) tetrakis(triphenylphosphine) Palladium was dissolved in 40ml of toluene, then 20ml of aqueous solution containing 2.76g (20mmol) of potassium carbonate was added dropwise to the reaction system, heated, stirred and reacted at 100°C for 6h, after the reaction solution was cooled to room temperature, dichloromethane Extraction, liquid separation, washing with water until neutral, drying with anhydrous magnesium ...

Embodiment 2

[0075] The organic electrophosphorescent material disclosed in this example is the complex bis(2-(4',5',6'-trifluorophenyl)-5-methylpyrimidine-N,C 2 ')(5-(2'-pyridyl)-1,2,3,4-tetrazole) iridium, its structural formula is as follows:

[0076]

[0077] It is prepared by the following steps:

[0078] (1) Synthesis of 2-(2',3',4'-trifluorophenyl)-5-methylpyrimidine

[0079] The synthetic reaction formula is as follows:

[0080]

[0081] The specific steps are: under nitrogen atmosphere, mix 1.73g (10mmol) 2-bromo-5-methylpyrimidine, 1.76g (10mmol) 2,3,4-trifluorophenylboronic acid and 0.28g (0.4mmol) dichlorobis (Triphenylphosphine)palladium was dissolved in 50ml of DMF, and then 25ml of an aqueous solution containing 3.18g (30mmol) of sodium carbonate was added dropwise to the reaction system. Heat to 90°C and stir to react for 8 hours. After the reaction solution is cooled to room temperature, extract with dichloromethane, separate liquids, wash with water until neutral...

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Abstract

The invention relates to an organic electro-phosphorescent material and a preparation method thereof, and an organic electroluminescent device. The organic electro-phosphorescent material (P) has a following structure, wherein R is H or C1-C20 straight-chain or branched-chain alkyl. According to the organic electro-phosphorescent material, a blue-light organic electro-phosphorescent material iridium metal complex is synthesized with 2-(2',3',4'-trifluorophenyl)pyrimidine as a cyclo-metal ligand and with 5-(2'-pyridyl)-1,2,3,4-tetrazole as a subsidiary ligand. The adjustment upon material luminescent colors is realized through introducing alkyl chain chemical modification to the pyrimidine ring of the cyclo-metal ligand, such that high-luminous-efficiency blue phosphorescent emission is obtained.

Description

technical field [0001] The invention relates to the field of luminescent materials, in particular to an organic electrophosphorescent material. The invention also relates to the preparation method of the organic electroluminescent material and its application in organic electroluminescent devices. 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, Tang et al. from Kodak Corporation of the United States invented 8-hydroxyquinoline aluminum (Alq3) as a light-emitting material, and made a uniform and dense high-quality film with aromatic diamines, which produced low operating voltage, high brightness, High-efficiency organic elec...

Claims

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Application Information

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