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Blue light-emitting organic electroluminescent material and its preparation method and use

A luminescent and electromechanical technology, applied in the direction of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of blue light luminescent material luminous color purity, luminous efficiency device efficiency attenuation bottleneck, etc., to reduce self-quenching phenomenon, improve Luminescence performance, effect of blue-shifted emission wavelength

Inactive Publication Date: 2014-08-06
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

[0008] People's research on iridium metal complexes of organic electroluminescent materials has been in-depth, but blue light-emitting materials have always had bottlenecks in terms of luminous color purity, luminous efficiency, and device efficiency attenuation.

Method used

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  • Blue light-emitting organic electroluminescent material and its preparation method and use
  • Blue light-emitting organic electroluminescent material and its preparation method and use
  • Blue light-emitting organic electroluminescent material and its preparation method and use

Examples

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preparation example Construction

[0043] The preparation method of the above-mentioned blue-light organic electroluminescent material comprises the following steps:

[0044] S1, under the protection of an inert gas (the inert gas of the present invention includes nitrogen, argon or a mixed gas of nitrogen and argon, similar to the following), the structural formula is The compound A (due to the different substitution position and substituent group of R, its chemical name is different, please refer to the examples for details, the same below) and the structural formula is Compound B (2,4-difluorophenylboronic acid) was added to the first solvent containing tetrabutylammonium bromide (TBTA), base and rake catalyst, which acted as phase transfer catalysis, at a molar ratio of 1:1.2, Obtain a mixed solution, then heat the mixed solution to reflux, stir and react for 5-10 hours, and after cooling to room temperature, separate and purify the reaction solution to obtain the structural formula: Compound C (because...

Embodiment 1

[0066] Example 1: Complex bis(3-(4',6'-difluorophenyl)pyridazine-N,C 2 ') (tetrakis (1-pyrazole) boron) synthesis of iridium

[0067] (1) Synthesis of 3-(2',4'-difluorophenyl)pyridazine

[0068]

[0069] Under nitrogen protection, 2.29g (20mmol) 3-chloropyridazine, 3.79g (24mmol) 2,4-difluorophenylboronic acid, 80mL DMF, 20mL water, 3.22g (10mmol) tetrabutylammonium bromide, 5.53g (40mmol) anhydrous potassium carbonate, 0.23g (0.2mmol) tetrakis (triphenylphosphine) palladium, stirred and refluxed for 5h. After the reaction solution was cooled to room temperature, it was extracted with dichloromethane, separated, washed with water until neutral, and dried over anhydrous magnesium sulfate. After filtration, the filtrate was distilled off the solvent under reduced pressure to obtain the crude product. Silica gel column chromatography was carried out with dichloromethane as the eluent. After drying, 2.69 g of solid was obtained, with a yield of 70.0%.

[0070] Structure Ide...

Embodiment 2

[0089] Example 2: Complex bis(3-(4',6'-difluorophenyl)pyridazine-N,C 2 ') Synthesis of (3-trifluoromethyl-5-(pyridin-2'-yl)-1,2,4-triazole) iridium

[0090] (1) The synthetic steps of 3-(2',4'-difluorophenyl)pyridazine refer to Example 1;

[0091] (2) The synthesis steps of the iridium-containing dichloro dimer whose ligand is 3-(2',4'-difluorophenyl)pyridazine refer to Example 1;

[0092] (3) Complex bis(3-(4',6'-difluorophenyl)pyridazine-N,C 2 ') Synthesis of (3-trifluoromethyl-5-(pyridin-2'-yl)-1,2,4-triazole) iridium

[0093]

[0094] Under nitrogen protection, 0.64g (3mmol) 3-trifluoromethyl-5-(pyridin-2-yl)-1,2,4-triazole and 1.22g (1mmol) ligand were 3-(2', The iridium-containing dichloro dimer of 4'-difluorophenyl)pyridazine was dissolved in 60 mL of chloroform, under the catalysis of 0.54 g (10 mmol) of sodium methoxide, stirred and heated to reflux state, and reacted for 24 hours. After naturally cooling to room temperature, it was concentrated to remove a par...

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Abstract

The invention belongs to the field of organic semiconductor materials and discloses a blue light-emitting organic electroluminescent material and its preparation method and use. The blue light-emitting organic electroluminescent material has a general structural formula shown in the description, and in the formula, R represents hydrogen atom, alkyl or alkoxy and LX represents an auxiliary ligand in the iridium complex. The blue light-emitting organic electroluminescent material comprises 3-phenylpyridazine as a ring metal ligand main structure and also comprises alkyl and alkoxy so that satisfactory energy transmission efficiency and blue light emission wavelength are obtained and a certain steric-hinerance effect is produced and thus direct action between metal atoms is reduced and triplet exciton self-quenching phenomenon is reduced. Two F substituent groups on the phenyl ring effectively realize blue shift of emission wavelength, improve luminescence performances, are conducive to vapor plating, and improve film-forming property and device stability. Through use of the high-field intensity azole auxiliary ligand, further blue shift of material emission wavelength is realized.

Description

technical field [0001] The invention relates to an organic semiconductor material, in particular to a blue-light organic electroluminescence material and a preparation method and application thereof. 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 diamines, and an organic electroluminescent device with low operating voltage, high brightness, and high efficiency is prepared, which opens a new prelude to the research on organic electrolumi...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07F15/00H01L51/54
Inventor 周明杰王平张娟娟张振华
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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