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Organic iridium metal complex and preparation method and application thereof

An iridium metal complex, organic technology, applied in indium organic compounds, platinum group organic compounds, organic chemistry, etc., can solve the problems of low blue light color purity and luminous efficiency, and achieve the effects of high yield and easy reaction

Inactive Publication Date: 2015-03-18
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

[0005] The purpose of the present invention is to overcome the above-mentioned deficiencies of the prior art and provide an organic iridium metal complex to solve the technical problems of the existing organic iridium metal complexes with low blue light color purity and low luminous efficiency

Method used

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

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preparation example Construction

[0039] 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:

[0040] S01. Provide the compound A of the general formula of the following structural formula;

[0041]

[0042] S02. Using compound A to prepare chlorine bridge dimer B: in an oxygen-free environment, the compound A provided in step S01 is subjected to heat reflux reaction with iridium trichloride hydrate or sodium chloroiridite hydrate in a reaction solvent, Generate the chlorine bridge dimer B of following structural formula general formula:

[0043]

[0044] S03. Utilize the chlorine bridge dimer B to prepare the organic iridium metal complex with the general molecular structure formula (I): in an oxygen-free environment, r...

Embodiment 1

[0080] Bis(2-(4'-fluoro-5'-cyanophenyl)-5-phenylpyrimidine-N,C 2' ) (2-pyridinecarbonyl) iridium metal complex and its synthetic method:

[0081] (1) Synthesis of 2-(3'-cyano-4'-fluorophenyl)-5-phenylpyrimidine Synthesis:

[0082] Under nitrogen protection, 2.35g (10mmol) 2-bromo-5-phenylpyrimidine, 1.65g (12mmol) 3-cyano-4-fluorophenylboronic acid and 0.58g (0.5mmol) tetrakis (triphenylphosphine) palladium Dissolve in 50mL toluene, then add 25mL aqueous solution containing 2.76g (20mmol) potassium carbonate dropwise to the reaction system; heat to 100°C and stir for 10h; after the reaction solution is cooled to room temperature, dichloromethane extraction, separation solution, washed with water until neutral, dried over anhydrous magnesium sulfate; filtered, and the filtrate was evaporated under reduced pressure to obtain a crude product; using ethyl acetate and n-hexane with a volume ratio of 1 / 3 as eluents for silica gel column chromatography, and dried Obtain solid 1.29g...

Embodiment 2

[0095] Bis(2-(4'-fluoro-5'-cyanophenyl)-4-(fluoren-9'-yl)pyrimidine-N,C 2' ) (2-pyridinecarbonyl) iridium metal complex and its synthetic method:

[0096] (1) Synthesis of 2-(3'-cyano-4'-fluorophenyl)-4-(fluoren-9'-yl)pyrimidine:

[0097] Under nitrogen protection, 3.23g (10mmol) 2-bromo-4-(fluoren-9'-yl)pyrimidine, 1.65g (10mmol) 3-cyano-4-fluorophenylboronic acid and 0.42g (0.6mmol) dichlorodi (Triphenylphosphine)palladium was dissolved in 60mL of N,N-dimethylformamide, and then 30mL of aqueous solution containing 1.59g (15mmol) of sodium carbonate was added dropwise to the reaction system; heated to 90°C and stirred for 12h ; After the reaction solution is cooled to room temperature, extract with dichloromethane, separate liquids, wash with water until neutral, and dry over anhydrous magnesium sulfate; filter, and distill off the solvent from the filtrate to obtain a crude product; Esters and n-hexane were used as eluents for silica gel column chromatography, and after dr...

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Abstract

The invention discloses an organic iridium metal complex and a preparation method and an application thereof. A molecular structure general formula of the organic iridium metal complex is shown in (I), wherein, at least one of R1, R2, R3 in (I) is alkoxy or / and aromatic group. The preparation method comprises the steps of preparing a chlorine bridge biopolymer, and reacting the chlorine bridge biopolymer and an iridium metal ligand 2-picolinic acid to generate the organic iridium metal complex with the structure general formula (I). The above organic iridium metal complex takes 2-(3'-cyan-4'-fluorophenyl)pyrimidine as a main structure of an iridium metal ligand, and the organic iridium metal complex has high blue light purity and luminescence efficiency.

Description

technical field [0001] The invention belongs to the technical field of organic electrophosphorescent 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, 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 electroluminescent devices have opened a new prelude to the research on organic electr...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC09K11/06C07F15/0033C09K2211/185C09K2211/1029C09K2211/1044H10K85/342
Inventor 周明杰王平张娟娟黄辉
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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