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

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

Inactive Publication Date: 2015-02-04
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • 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 and preparation method thereof and organic electroluminescent device
  • Blue phosphorescent iridium metal complex and preparation method thereof and organic electroluminescent device
  • Blue phosphorescent iridium metal complex and preparation method thereof and organic electroluminescent device

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preparation example Construction

[0070] 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.

[0071] 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 .

[0072] 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

[0077] Blue Phosphorescent Bis(2-(2',6'-bis(trifluoromethyl)pyridin-4'-yl)pyrimidine-N,C 3 ') Synthesis of (2,4-bis(trifluoromethyl)-5-(pyridin-2'-yl)pyrrole)iridium complexes.

[0078] Blue Phosphorescent Bis(2-(2',6'-bis(trifluoromethyl)pyridin-4'-yl)pyrimidine-N,C 3 ')(2,4-bis(trifluoromethyl)-5-(pyridine-2'-yl)pyrrole) iridium complex has the following structural formula:

[0079]

[0080] (1) Synthesis of 2-(2',6'-bis(trifluoromethyl)pyridin-4'-yl)pyrimidine

[0081] In a nitrogen atmosphere, 0.80 g (5 mmol) of 2-bromopyrimidine, 1.55 g (6 mmol) of 2,6-bis(trifluoromethyl)pyridine-4-boronic acid and 0.35 g (0.3 mmol) of tetrakis(triphenylphosphine) ) combined palladium was dissolved in 15mL of toluene, then 10mL of aqueous solution containing 1.66g (12mmol) potassium carbonate was added dropwise to the reaction system. Heated and stirred at 100°C for 8 hours. After the reaction was completed, after the reaction liquid was cooled to room temperature, extracted with ...

Embodiment 2

[0107] Blue Phosphorescent Bis(2-(2',6'-bis(trifluoromethyl)pyridin-4'-yl)-5-methylpyrimidine-N,C 3 ') Synthesis of (2,4-bis(trifluoromethyl)-5-(pyridin-2'-yl)pyrrole)iridium complexes.

[0108] Blue Phosphorescent Bis(2-(2',6'-bis(trifluoromethyl)pyridin-4'-yl)-5-methylpyrimidine-N,C 3 ')(2,4-bis(trifluoromethyl)-5-(pyridine-2'-yl)pyrrole) iridium complex has the following structural formula:

[0109]

[0110] (1) Synthesis of 2-(2',6'-bis(trifluoromethyl)pyridin-4'-yl)-5-methylpyrimidine

[0111] In an argon atmosphere, 0.86g (5mmol) of 2-bromo-5-methylpyrimidine, 1.29g (5mmol) of 2,6-bis(trifluoromethyl)pyridine-4-boronic acid and 0.18g (0.25mmol) Dichlorobis(triphenylphosphine)palladium was dissolved in 30 mL of DMF, and then 20 mL of an aqueous solution containing 1.59 g (15 mmol) of sodium carbonate was added dropwise to the reaction system. Stir the reaction under heating to 90°C for 10 h. After the reaction was completed, after the reaction solution was cooled t...

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Abstract

The invention relates to a blue phosphorescent iridium metal complex and a preparation method thereof and an organic electroluminescent device. The blue phosphorescent iridium metal complex has a structural formula as shown in the specification, wherein R is hydrogen, alkyl with the carbon atom number of 1-20 or alkoxy with the carbon atom number of 1-20. The blue phosphorescent iridium metal complex uses 2-(2 ', 6'-di (trifluoromethyl) pyridine-4 '-yl) pyrimidine as a ring metal ligand body structure, 2 ,4-di (trifluoromethyl)-5-( pyridine-2 '-yl) pyrrole as an auxiliary ligand, pyrimidinyl is conducive to enhancement of the LUMO (lowest unoccupied molecular orbital) level, pyridyl and electron withdrawing trifluoromethyl groups on the ring are conducive to the reduction of the HOMO (highest occupied molecular orbital) level, the luminescence wavelength can be effectively shifted to blue, the mulecular luminescence efficiency is improved, and trifluoromethyl and the high field strength auxiliary ligand 2 ,4-di (trifluoromethyl)-5-( pyridine-2 '-yl) pyrrole can improve the luminescent properties. The complex used in the organic electroluminescent device can improve the light emitting performance of the organic electroluminescent device.

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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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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