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Organic iridium metal complex as well as preparation method and application thereof

An iridium metal complex, organic technology, applied in indium organic compounds, platinum group organic compounds, organic chemistry and other directions, can solve the problem of low color purity of red light, and achieve the effect of improving light purity, improving luminous efficiency and reducing accumulation

Inactive Publication Date: 2015-05-20
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

[0005] The purpose of the present invention is to provide an organic iridium metal complex, aiming to solve the technical problem of low red color purity of existing red phosphorescent organic electroluminescent materials

Method used

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  • Organic iridium metal complex as well as preparation method and application thereof
  • Organic iridium metal complex as well as preparation method and application thereof
  • Organic iridium metal complex as well as preparation method and application thereof

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preparation example Construction

[0037] Correspondingly, the embodiment of the present invention also provides a method that can be used to prepare the organic iridium metal complex of the general molecular structure formula (I), the preparation method flow is as follows figure 1 shown. The preparation method of the organic iridium metal complex comprises the following steps:

[0038] S01. Compound A providing the following general structural formula,

[0039]

[0040] S02. In an oxygen-free environment, the compound A and iridium trichloride hydrate are heated and reacted in a reaction solvent to generate an iridium-containing chlorine bridge dimer B of the following general structure;

[0041]

[0042] S03. In an oxygen-free environment, the above-mentioned iridium-containing chlorine bridge dimer B and the auxiliary ligand source 2,2,6,6-tetramethyl-3,5-heptanedione in a reaction solvent containing a basic catalyst Heating reaction in the middle, purify, obtain the organic iridium metal complex of ...

Embodiment 1

[0094] Bis[1-(9',9''-spirobifluoren-2'-yl)isoquinoline-N,C3'](2,2,6,6-tetramethyl-3,5-heptanedione ) iridium metal complex and preparation method thereof

[0095] (1) Synthesis of 2-pinacol borate-9,9'-spirobifluorene

[0096] In an argon atmosphere, 5.63 mL of a 1.6 M n-butyllithium (9 mmol) n-hexane solution was added to a solution containing 2.37 g (6 mmol) of 2-bromo-9,9'-spirobifluorene and 40 mL of dry tetrahydrofuran ( THF) in a 100 mL two-necked flask, the mixture was stirred at -78°C for 30 min. Add 1.84mL (1.67g, 9mmol) of isopropanol pinacol borate, and continue to stir the reaction for 2h after the reaction system naturally rises to room temperature. Add 20 mL of distilled water to terminate the reaction, extract 3 times with 50 mL of diethyl ether, and combine the organic phases. The organic phase was washed with saturated brine and dried over anhydrous magnesium sulfate. Filtrate, and rotary evaporate the solvent in the filtrate to obtain the crude product. ...

Embodiment 2

[0113] Bis[1-(9',9'-diphenylfluoren-2'-yl)isoquinoline-N,C3'](2,2,6,6-tetramethyl-3,5-heptanedione ) iridium organometallic iridium complex and preparation method thereof

[0114] (1) Synthesis of 2-pinacol borate-9,9-diphenylfluorene

[0115] Under an argon atmosphere, 4.69 mL of a 1.6 M n-butyllithium (7.5 mmol) n-hexane solution was added to a solution containing 2.38 g (6 mmol) of 2-bromo-9,9-diphenylfluorene and 35 mL of dry THF In a two-necked flask, the mixture was stirred at -78°C for 30 min. Add 1.53mL (1.40g, 7.5mmol) of isopropanol pinacol borate, and continue stirring for 3h after the reaction system naturally rises to room temperature. Add 20 mL of distilled water to terminate the reaction, extract 3 times with 40 mL of ether, and combine the organic phases. The organic phase was washed with saturated brine and dried over anhydrous magnesium sulfate. Filtrate, and rotary evaporate the solvent in the filtrate to obtain the crude product. The crude product was ...

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Abstract

The invention is applicable to the field of organic electroluminescent materials and provides an organic iridium metal complex as well as a preparation method and application thereof. A general structural formula of the organic iridium metal complex is shown in the specification, wherein in the general structural formula, R is an aromatic group. The preparation method comprises the following steps: preparing an iridium-containing chloro-bridged bipolymer; subjecting the iridium-containing chloro-bridged bipolymer and 2,2,6,6-tetramethyl-3,5-heptanedione to ligand exchange reaction to prepare the organic iridium metal complex shown in the general molecular structural formula (I). The organic iridium metal complex takes 1-(9'-substituted fluorene-2'-yl)isoquinoline as an iridium metal ligand main structure and 2,2,6,6-tetramethyl-3,5-heptanedione as an auxiliary ligand, so that the organic iridium metal complex has high red light color purity and luminous efficiency.

Description

technical field [0001] The invention belongs to the field of organic electroluminescent materials, and in particular relates to an organic iridium metal complex 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 electr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC09K11/06C07F15/0033C09K2211/185H10K85/341
Inventor 周明杰王平张娟娟冯小明
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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