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Blue-light organic electrophosphorescence material, and preparation method and application thereof

A phosphorescent material and electromechanical technology, applied in the direction of luminescent materials, organic chemistry, chemical instruments and methods, etc., to achieve the effect of easy-to-obtain raw materials, mild reaction conditions, and mature technology

Inactive Publication Date: 2014-03-26
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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  • Blue-light organic electrophosphorescence material, and preparation method and application thereof
  • Blue-light organic electrophosphorescence material, and preparation method and application thereof
  • Blue-light organic electrophosphorescence material, and preparation method and application thereof

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preparation example Construction

[0045] The preparation method of the above-mentioned blue light organic electrophosphorescent material comprises the following steps:

[0046] 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 Compound D (when R is H, it is named 2-bromopyridine; when R is alkyl, it is named 4-alkyl-2-bromopyridine; when R is alkoxy, it is named 4-alkoxy-2- Bromopyridine) and the structural formula is Compound A (according to X and Y being C1 or F independently of each other, its naming will be different, please refer to each example for specific naming) is added to the first solvent containing the base and the catalyst according to the molar ratio of 1:1.2, Obtain a mixed solution, then heat the mixed solution to 100°C, stir the reaction for 20h, and cool to room temperature to obtain the structural formula: Compound B (according to X and Y be...

Embodiment 1

[0066] The blue-light organic electrophosphorescent material of this embodiment, that is, bis(2',6'-dichloro-2,3'-bipyridine-N,C 2 ’) (2-pyridinecarbonyl) iridium

[0067] (1) Synthesis of 2,6-dichloro-3,2'-bipyridine

[0068] Under nitrogen protection, (0.95g, 6.00mmol) 2-bromopyridine, (1.38g, 7.20mmol) 2,6-dichloro-3-pyridineboronic acid, (3.04g, 22mmol) K 2 CO 3 and (0.35g,0.30mmol)Pd(PPh 3 ) 4 Dissolve in a mixed solution of 30mL toluene and 5mL water, heat to 100°C, and stir for 20h. After cooling to room temperature, the aqueous phase in the reaction mixture was separated and extracted three times with 100 mL of ethyl acetate, and the organic phases were combined. The combined organic phases were washed with brine and dried over anhydrous magnesium sulfate. Filter and evaporate the solvent to obtain the crude product. The mixture of chloroform and n-hexane with a volume ratio of 1:3 was used as the eluent for silica gel column chromatography to obtain 0.90 g of a...

Embodiment 2

[0084] The blue-light organic electrophosphorescent material of this embodiment, that is, bis(2',6'-difluoro-2,4'-bipyridine-N,C 2 ') (boron tetrapyrazolide) iridium

[0085] (1) Synthetic steps of 2,6-dichloro-3,2'-bipyridine

[0086] This step is identical with the step (1) of embodiment 1;

[0087] (2) Ligand is the synthesis step of the iridium-containing dichloro dimer of 2,6-dichloro-3,2'-bipyridine

[0088] This step is identical with the step (2) of embodiment 1;

[0089] (3) Synthesis of complex bis(2',6'-difluoro-2,4'-bipyridine-N,C2')(tetrapyrazolide boron) iridium

[0090] Under nitrogen protection, 50mL of methanol solution containing 0.81g (3.15mmol) AgOTf was slowly added dropwise to 60mL of iridium-containing bispyridine containing 2.03g (1.5mmol) of ligand 2,6-dichloro-3,2'-bipyridine Chlorine dimer in dichloromethane solution, stirring reaction at room temperature for 2h. Centrifuge to remove AgCl to obtain a clear solution, and rotary evaporate to remov...

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Abstract

The invention belongs to the field of organic semiconductor materials, and discloses a blue-light organic electrophosphorescence material, and a preparation method and application thereof. The material has the following structural formula, wherein R is a hydrogen atom, C1-C6 alkyl group or C1-C6 alkoxy group; X and Y are respectively Cl or F; and LK is an auxiliary ligand contained by an iridium metal complex. The blue-light organic electrophosphorescence material disclosed by the invention uses 2,3'-dipyridine as a major structure of the ring metal ligand, and the introduction of the alkyl and alkoxy groups can obtain satisfactory energy transfer efficiency and blue-light emitting wavelength and can a certain steric hindrance effect, thereby reducing the direct actions among metal atoms, reducing the self-quenching phenomenon of triplet-state excitons and greatly enhancing the light conversion efficiency of the material; and meanwhile, the F and Cl substitution on the ring metal ligand can improve the luminescence property, facilitate vapor deposition, improve the film-forming property, enhance the stability of the device and enhance the color purity.

Description

technical field [0001] The invention relates to organic semiconductor materials, in particular to a blue-light organic electrophosphorescent material and its preparation method and application. 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 electroluminescen...

Claims

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Application Information

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