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Blue phosphorescent iridium metal complex, preparation method thereof and organic electroluminescent device

A technology of iridium metal complexes and blue phosphorescence, which is applied in the fields of electric solid-state devices, organic chemistry, and light-emitting materials, can solve the problems of poor light-emitting performance and development lag of light-emitting devices, and achieve improved light-emitting performance, reduced direct effects, and improved The effect of luminous properties

Inactive Publication Date: 2015-01-21
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Compared with red light and green light materials, the development of blue light materials is relatively lagging behind. Improving the efficiency and color purity of blue light materials has become the breakthrough point of people's research. There are bottleneck problems in terms of efficiency and device efficiency attenuation, which makes the luminous performance of organic electroluminescent devices poor

Method used

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  • Blue phosphorescent iridium metal complex, preparation method thereof and organic electroluminescent device
  • Blue phosphorescent iridium metal complex, preparation method thereof and organic electroluminescent device
  • Blue phosphorescent iridium metal complex, preparation method thereof and organic electroluminescent device

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preparation example Construction

[0071] The preparation method of the blue phosphorescent iridium metal complex has mild reaction conditions, low equipment requirements, low preparation cost and easy large-scale preparation.

[0072] see figure 2 , an organic electroluminescent device 300 according to one embodiment, including a substrate 301, an anode 302, a hole injection layer 303, a hole transport layer 304, an electron blocking layer 305, a light emitting layer 306, a hole blocking layer 307, and an electron layer stacked in sequence. Transport layer 308 , electron injection buffer layer 309 and cathode 310 .

[0073] The materials of the substrate 301, the anode 302, the hole injection layer 303, the hole transport layer 304, the electron blocking layer 305, the hole blocking layer 307, the electron transport layer 308, the electron injection buffer layer 309 and the cathode 310 are commonly used in the art. Material. For example, the substrate 101 is a glass substrate, the material of the anode 302 ...

Embodiment 1

[0078] Blue phosphorescent bis(2-(3',4',5'-trifluorophenyl)pyrimidine-N,C 2 ') Synthesis of (2,4-bis(trifluoromethyl)-5-(pyridin-2'-yl)pyrrole)iridium complexes.

[0079] Blue phosphorescent bis(2-(3',4',5'-trifluorophenyl)pyrimidine-N,C 2 ')(2,4-bis(trifluoromethyl)-5-(pyridine-2'-yl)pyrrole) iridium complex has the following structural formula:

[0080]

[0081] (1) Synthesis of 2-(3',4',5'-trifluorophenyl)pyrimidine

[0082] In a nitrogen atmosphere, 1.59 g (10 mmol) of 2-bromopyrimidine, 2.11 g (12 mmol) of 3,4,5-trifluorophenylboronic acid and 0.58 g (0.5 mmol) of tetrakis(triphenylphosphine)palladium were dissolved in 40 mL In toluene, then 20 mL of an aqueous solution containing 2.76 g (20 mmol) of potassium carbonate was added dropwise to the reaction system. Heated and stirred at 100°C for 6h. After the reaction was completed, after the reaction solution was cooled to room temperature, extracted with dichloromethane, the organic phase was taken, washed with water...

Embodiment 2

[0108] Blue phosphorescent bis(2-(3',4',5'-trifluorophenyl)-5-methylpyrimidine-N,C 2 ') Synthesis of (2,4-bis(trifluoromethyl)-5-(pyridin-2'-yl)pyrrole)iridium complexes.

[0109] Blue phosphorescent bis(2-(3',4',5'-trifluorophenyl)-5-methylpyrimidine-N,C 2 ')(2,4-bis(trifluoromethyl)-5-(pyridine-2'-yl)pyrrole) iridium complex has the following structural formula:

[0110]

[0111] (1) Synthesis of 2-(3',4',5'-trifluorophenyl)-5-methylpyrimidine

[0112] In an argon atmosphere, 1.73g (10mmol) of 2-bromo-5-methylpyrimidine, 1.76g (10mmol) of 3,4,5-trifluorophenylboronic acid and 0.28g (0.4mmol) of dichlorobis(triphenyl Phosphorus) palladium was dissolved in 50 mL of DMF, and then 25 mL of an aqueous solution containing 3.18 g (30 mmol) of sodium carbonate was added dropwise to the reaction system. Stir the reaction under heating to 90°C for 8 hours. After the reaction was completed, after the reaction solution was cooled to room temperature, it was extracted with dichlor...

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Abstract

The invention relates to a blue phosphorescent iridium metal complex, a preparation method thereof and an organic electroluminescent device. The blue phosphorescent iridium metal complex has a following structure formula, wherein R is a hydrogen atom, an alkyl group with a carbon atom number being 1-20 or an alkoxy group with a carbon atom number being 1-20. In the blue phosphorescent iridium metal complex, 2-(3',4',5'-trifluorophenyl)pyrimidine is a cyclometal ligand major structure and 2,4-bis(trifluoromethyl)-5-(pyridine-2'-yl)pyrrole as an auxiliary ligand. A pyrimidine ring on the cyclometal major ligand and a low-vibration-frequency C-F bond on a benzene ring are beneficial for reduction of non-radiative transition probability so that a luminous efficiency of the blue phosphorescent iridium metal complex is improved. By means of introduction of the alkyl group or the alkoxy group to the pyrimidine ring, a wavelength of a blue light can be adjusted and a certain stereo-hinerance effect is generated so that triplet-state exciton self-quenching is reduced. A strong electrondrawing group, a fluorine group, and the high-field-intensity auxiliary ligand, 2,4-bis(trifluoromethyl)-5-(pyridine-2'-yl)pyrrole, can improve luminescence property.

Description

technical field [0001] The invention relates to the technical field of electroluminescent materials, in particular to a blue phosphorescent iridium metal complex, a preparation method thereof and an organic electroluminescent device. 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 t...

Claims

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Application Information

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