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Carbazole derivative and organic electroluminescent device thereof

A carbazole derivative and unsubstituted technology, which is applied in the field of organic electroluminescent materials, can solve the problems of unbalanced carrier injection, shortened device service life, and reduced device luminous efficiency, and achieve carrier transport balance and improved Driving voltage, effect of improving luminous efficiency

Active Publication Date: 2021-11-26
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, due to the limitations of technology and materials, there are four main problems in organic electroluminescent devices: (1) The carrier injection inside the device is unbalanced, and the recombination probability of holes and electrons is reduced, resulting in a decrease in the luminous efficiency of the device. In addition, , the migration of unrecombined carriers will cause the migration of the recombination area, resulting in waste of energy, as well as the accumulation of energy inside the device, thereby shortening the service life of the device
(2) The light extraction efficiency of the device is low. Among them, the light extraction efficiency of the bottom emission device is only 20%, and the theoretical value of the light extraction efficiency of the top emission device is 100%. However, due to the plasma element effect of the cathode and the outermost covering layer, Problems such as the waveguide effect will greatly reduce the light extraction efficiency of the top-emitting device, and more energy will be dissipated in the form of heat, thereby shortening the service life of the device
(3) The glass transition temperature of the carrier transport layer material inside the device is low and the thermal stability is poor, thus shortening the service life of the device
(4) The energy level of each functional layer material inside the device does not match, which increases the injection barrier of electrons and holes, resulting in a high driving voltage of the device and a decrease in the luminous efficiency of the device

Method used

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  • Carbazole derivative and organic electroluminescent device thereof
  • Carbazole derivative and organic electroluminescent device thereof
  • Carbazole derivative and organic electroluminescent device thereof

Examples

Experimental program
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preparation example Construction

[0132] There is no particular limitation on the preparation method of the carbazole derivative of structural formula 1 of the present invention, and conventional methods well known to those skilled in the art can be used. For example, carbon-nitrogen coupling reaction, carbon-carbon coupling reaction, etc., for example, the carbazole derivatives of structural formula 1 of the present invention can be prepared by the synthetic route shown below.

[0133]

[0134] The Xn is selected from halogen atoms, such as Cl, Br, I.

Embodiment 1

[0278] Embodiment 1: Preparation of organic electroluminescent device 1

[0279] Use ITO as the anode on the glass substrate; vacuum evaporate 70nm HI-1 on the anode to form the first hole injection layer; vacuum evaporate 5nm HAT-CN on the first hole injection layer to form the second hole injection Layer; On the second hole injection layer, the compound 14 of the present invention of 60nm is vacuum evaporated to form a hole transport layer; On the hole transport layer, Ph-MCP of 40nm is vacuum evaporated: Ir (dpm) (piq) 2 =95:5 forms the light-emitting layer; ET-1:LiQ=1:1 of vacuum evaporation of 32nm on the light-emitting layer forms an electron transport layer; LiF of vacuum evaporation 1.5nm forms an electron injection layer on the electron transport layer; 200nm Al was vacuum-deposited on the injection layer to form a cathode.

Embodiment 2~20

[0280] Embodiments 2-20: Preparation of Organic Electroluminescent Devices 2-20

[0281] Compound 14 in the hole transport layer in Example 1 was replaced by Compound 22, Compound 26, Compound 36, Compound 46, Compound 74, Compound 87, Compound 207, Compound 212, Compound 223, Compound 238, Compound 251, Compound 306, Compound 359, Compound 403, Compound 453, Compound 459, Compound 490, Compound 498, Compound 552, and other steps were the same to obtain organic electroluminescent devices 2-20.

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Abstract

The invention provides a carbazole derivative and an organic electroluminescent device thereof, and relates to the technical field of organic electroluminescent materials. The carbazole derivative of the formula 1 has excellent hole transport property, and can effectively balance hole and electron transport in a device, so that carrier transport is more balanced, and the recombination probability of the hole and the electron is improved, thereby improving the luminous efficiency of the device. Besides, the carbazole derivative shown in the formula 1 has a suitable highest occupied molecular orbital energy level, the carbazole derivative serving as a hole transport material is applied to the organic electroluminescent device, the energy level is better matched with organic thin films on the two sides, and the hole transport barrier is reduced, so that the driving voltage of the device is improved. Besides, the carbazole derivative shown in the formula 1 is also an excellent covering layer material and is used for the organic electroluminescent device as the covering layer material, and the device shows excellent characteristics of high efficiency and long service life.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescent materials, in particular to a carbazole derivative and an organic electroluminescent device. Background technique [0002] Organic electroluminescent devices inject holes from the anode and electrons from the cathode by applying a voltage between the anode and the cathode. After the holes and electrons pass through the organic functional layers, they combine to form excitons in the light-emitting layer. Light is generated during transition to the ground state. Organic electroluminescent devices are considered to represent the next generation of lighting and display technologies. They have low DC voltage drive (3-10V) that matches integrated circuits, active light emission, small size, no viewing angle limitation, fast response speed, and It has the advantages of making large-size and bendable panels, and the cost is 20% lower than the current mainstream flat-panel display-LCD, ...

Claims

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Application Information

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IPC IPC(8): C07D209/88
CPCC07D209/88C07D401/12C07D209/86C07D417/12C07D403/12C07D405/12C07D405/14C07D405/04C07D409/14C07D403/14C07D413/12C07D209/56C07D401/14C07B59/002C09K11/06C07B2200/05C09K2211/1011C09K2211/1014C09K2211/1022C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/1044C09K2211/1088C09K2211/1092H10K85/623H10K85/624H10K85/622H10K85/615H10K85/631H10K85/636H10K85/626H10K85/633H10K85/654H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/15H10K50/844H10K50/84Y02E10/549
Inventor 董秀芹孙敬陆影
Owner CHANGCHUN HYPERIONS TECH CO LTD
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