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Phosphorescent iridium complex, light-emitting layer, organic electroluminescent device, and electronic device

A phosphorescent iridium complex, lone pair electron technology, applied in photovoltaic power generation, electric solid device, organic chemistry and other directions, can solve the problems of narrow emission spectrum, poor color purity of phosphorescent emission, etc. , the effect of suppressing non-radiative transitions

Pending Publication Date: 2022-07-08
JIHUA HENGYE (FOSHAN) ELECTRONIC MATERIALS CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] In order to overcome the deficiencies in the prior art, the present invention provides a phosphorescent iridium complex, a light-emitting layer, an organic electroluminescent device and electronic equipment, which have a narrow emission spectrum to solve the problem of the phosphorescent emission color of the iridium complex in the prior art. The problem of poor purity

Method used

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  • Phosphorescent iridium complex, light-emitting layer, organic electroluminescent device, and electronic device
  • Phosphorescent iridium complex, light-emitting layer, organic electroluminescent device, and electronic device
  • Phosphorescent iridium complex, light-emitting layer, organic electroluminescent device, and electronic device

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preparation example Construction

[0141] The preparation method of the corresponding phosphorescent iridium complex is as follows.

[0142]

[0143] The present application provides a light-emitting layer containing the above-mentioned phosphorescent iridium complex. In addition, an organic electroluminescent device is provided, which includes a substrate, a hole injection layer, a hole transport layer, the above-mentioned light-emitting layer, an electron transport layer, an electron injection layer and a metal electrode in order from bottom to top. The obtained organic electroluminescent device has narrow spectrum and high color purity.

[0144] The present application also provides an electronic device, which includes the above-mentioned organic electroluminescence device.

[0145] The present invention has carried out systematic photophysical property tests on the phosphorescent iridium complexes based on the indolocarbazole structure as the main ligand structure, and proved that these compounds have n...

Embodiment 1

[0148] Example 1 Green phosphorescent complex G-1

[0149] The synthetic route is as follows.

[0150]

[0151]

[0152]

[0153] Weigh out carbazole (10.0 g, 60 mmol, 1 eq), 1,5-dibromo-2-fluoro-4-methylbenzene (19.0 g, 72 mmol, 1.2 eq), sodium hydrogen (NaH, 1.7 g, 72 mmol, 1.2 eq) was dispersed in 80 mL of N,N-dimethylformamide (DMF), and after evacuating nitrogen three times, it was stirred at 120 °C for 12 h. After the reaction was completed, a large amount of water was added to the room temperature, stirring was continued for 1 hour, and suction filtration was carried out. The filter cake was rinsed twice with water, ethanol and petroleum ether, respectively, and dried to obtain 21.0 g of white solid P-1 with a yield of 85%.

[0154] Under nitrogen atmosphere, intermediate P-1 (16.4 g, 40 mmol, 1 eq), palladium(II) acetate [Pd(OAc) 2 ] (0.9 g, 4 mmol, 0.1 eq), tri-tert-butylphosphine (tBu 3 P) (1.6 g, 8 mmol, 0.2 eq), a mixture of cesium carbonate (26.0 g, 8...

Embodiment 2

[0159] Example 2 Green phosphorescent complex G-22

[0160] The synthetic route is as follows.

[0161]

[0162]

[0163] Referring to the synthesis reaction formula of the ligand and the preparation method of the ligand L1, the ligand L2 can be similarly prepared. Iridium trichloride (IrCl 3 , 1.4 g, 4.8 mmol, 1 eq) and ligand L2 (4.4 g, 10 mmol, 2.1 eq) were dispersed in 30 mL of ethylene glycol ether and 10 mL of water, and after being pumped with nitrogen for 3 times, the reaction was refluxed for 12 h. After the reaction, it was cooled to room temperature, a large amount of water was added, suction filtration, the filter cake was collected, rinsed twice with petroleum ether, and dried to obtain 4.8 g of yellow solid P-5 with a yield of 90%.

[0164] Combine P-5 (2.2 g, 1 mmol, 1 eq), 2,6-dimethyl-3,5-heptanedione (0.2 g, 1.2 mmol, 1.2 eq), potassium carbonate (0.69 g, 5 mmol, 5 eq) was dispersed in 20 mL of ethylene glycol ether, and after being pumped with nitro...

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Abstract

The invention discloses a phosphorescent iridium complex, a luminescent layer, an organic electroluminescent device and electronic equipment, and belongs to the field of organic electroluminescence, the phosphorescent iridium complex has a rigid indolocarbazole structure, obviously inhibits the vibration of a main ligand, prevents the vibration emission of the ligand structure from being coupled to an electron transition process, and reduces the vibration transition intensity. Besides, by reasonably regulating and controlling the energy level structure of the iridium complex, phosphorescence generated by the iridium complex is mainly emitted in an LC state, contribution of an MLCT emission state is relatively small, different from that of a traditional iridium complex based on the LC emission state, non-radiative transition of the complex can be inhibited to a great extent due to introduction of a rigid structure, and the stability of the iridium complex is improved. The luminescence capability of the iridium complex is enhanced. Meanwhile, in combination with the hole transport capacity of the indolocarbazole derivative and the electron transport capacity of the pyridine derivative, the iridium complex also has excellent bipolar transport performance.

Description

technical field [0001] The invention relates to a phosphorescent iridium complex, a light-emitting layer, an organic electroluminescence device and electronic equipment, and belongs to the field of organic electroluminescence. Background technique [0002] Since this century, the rapid development of information technology has greatly promoted social changes and changed people's way of life. The capture, processing and display of information has been closely related to human beings acquiring knowledge and improving the quality of life. Some studies have pointed out that 70% of the way to acquire knowledge comes from vision, so the display technology related to vision plays a pivotal role. Since 2000, it has been known as the third generation display technology - organic electroluminescent device (OLED) display, because of its self-luminous, high brightness, high efficiency, high resolution, wide viewing angle, ultra-thin and flexible device display, etc. Advantages, become...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/54H01L51/50
CPCC07F15/0033C09K11/06C09K2211/185H10K85/342H10K50/11Y02E10/549
Inventor 晏志平李志强王志恒毕海王悦
Owner JIHUA HENGYE (FOSHAN) ELECTRONIC MATERIALS CO LTD
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