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4-substituent carbazole compound and electroluminescent device

An electroluminescent device and carbazole-based technology, applied in the field of organic photoelectric materials, to achieve high thermal stability, improve luminous efficiency, and easy-to-obtain raw materials

Active Publication Date: 2021-12-21
CENT SOUTH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Overall, the future direction of organic electroluminescent devices is to develop high-efficiency, long-life, low-cost white light devices and full-color display devices, but the industrialization process of this technology still faces many key problems

Method used

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  • 4-substituent carbazole compound and electroluminescent device
  • 4-substituent carbazole compound and electroluminescent device
  • 4-substituent carbazole compound and electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] The synthesis of compound 8, the preparation method is: under nitrogen atmosphere, add 9-phenyl-9 H -carbazol-4-ol (2.59 g, 10 mmol), 2-chloro-4,6-diphenyl-1,3,5-triazine (2.67 g, 10 mmol) and 100 mL tetrahydrofuran (THF), and at 80 o C for 30 minutes. Add 50 mL of potassium carbonate (4.14 g, 30 mmol) solution under stirring, and the system continues at 80 o C for 4 h. After the reaction was completed, the heating was stopped, and the reaction was cooled to room temperature by itself. The reaction solution was poured into ~200 mL water and washed with CH 2 Cl 2 extraction. The organic phase was dried and concentrated to obtain a crude product, which was further recrystallized from ethyl acetate to obtain 3.67 g of white crystalline powder with a yield of 75%. MS (EI): m / z: 490.36 [M + ]. Anal.calcdfor C 33 h 22 N 4 O (%): C 80.80, H 4.52, N 11.42; found: C 80.78, H 4.55, N 11.40. Such as figure 1 In the fluorescence spectrum of compound 8 shown, the maxim...

Embodiment 2

[0052] The synthesis of compound 20, the preparation method is:

[0053] Under a nitrogen atmosphere, 1,3-dibromo-5-fluorobenzene (2.54 g, 10 mmol), 9-phenyl-9 H -carbazol-4-ol (2.59 g, 10 mmol), potassium carbonate (4.14 g, 30 mmol) and 50 mL N -Methylpyrrolidone (NMP), and heated to reflux for 6 h. After the reaction, the system was cooled to room temperature by itself. The reaction solution was poured into a large amount of water, and the white precipitate was collected by suction filtration. The filter cake was washed successively with water and methanol (50% (V / V)) to precipitate. Finally, the resulting filter cake was dissolved in an appropriate amount of dichloromethane, and further purified by column chromatography (mobile phase: petroleum ether: dichloromethane = 3:1 (V / V)) to obtain a white solid (Intermediate 1-1) 3.99 g, 81% yield. MS (EI): m / z: 493.36 [M + ]. Anal. calcd for C 24 h 15 BrNO (%): C 58.45, H 3.07, N 2.84; found: C 58.43, H 3.10, N 2.82.

[...

Embodiment 3

[0060] Fabrication of Organic Electroluminescent Devices (Organic EL Devices 1)

[0061] The hole injection layer 3, the hole transport layer 4, the electron blocking layer 5, the light emitting layer 6, the hole blocking layer 7, the electron transport layer 8, the electron injection layer 9 and the cathode 10 are sequentially formed on the preformed glass substrate 1. on the transparent anode 2 to prepare as image 3 The organic electroluminescent device shown.

[0062] Specifically, the glass substrate formed with an ITO film with a film thickness of 100 nm was ultrasonically treated in Decon 90 alkaline cleaning solution, rinsed in deionized water, washed three times in acetone and ethanol, and baked in a clean environment until completely Moisture is removed, cleaned with UV light and ozone, and the surface is bombarded with a beam of low-energy cations. Put the glass substrate with the ITO electrode into the vacuum chamber and evacuate to 4×10 -4 -2×10 -5 Pa. Then,...

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Abstract

The invention relates to the technical field of organic photoelectric materials, in particular to a 4-substituent carbazole compound and an electroluminescent device. According to the carbazole compound, an aromatic group is introduced to the position 4, and the carbazole compound has appropriate singlet state, triplet state and molecular orbital energy level, has relatively high thermal stability, chemical stability and carrier transport property, and can be used as an electroluminescent device material to improve the luminous efficiency of a device and reduce the driving voltage of the device.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a 4-substituent carbazole compound and an electroluminescent device. Background technique [0002] Organic electroluminescent devices have a series of advantages such as self-luminescence, low-voltage drive, full curing, wide viewing angle, simple composition and process, etc. Compared with liquid crystal displays, organic electroluminescent devices do not need a backlight. Therefore, organic electroluminescent devices have broad application prospects. [0003] An organic electroluminescent device generally includes an anode, a metal cathode, and an organic layer sandwiched between them. The organic layer mainly includes a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer. In addition, most light-emitting layers adopt a host...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/88C07D401/12C07D403/12C07D401/14C07D405/14C07D403/14C07F7/08C09K11/06H01L51/54H01L51/50
CPCC07D209/88C07D401/12C07D403/12C07D401/14C07D405/14C07D403/14C07F7/0812C09K11/06C09K2211/1011C09K2211/1014C09K2211/1029C09K2211/1044C09K2211/1059C09K2211/1088H10K85/624H10K85/626H10K85/615H10K85/654H10K85/6574H10K85/40H10K85/6572
Inventor 张业欣徐海
Owner CENT SOUTH UNIV
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