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Compound containing dibenzocycloheptene, and application in organic electroluminescent device

A technology of dibenzocycloheptene and benzocycloheptene, which is applied to the application field of organic electroluminescent devices, can solve problems such as different performances, and achieve the effects of being difficult to aggregate, preventing movement and improving thermal stability.

Inactive Publication Date: 2020-07-03
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.

Method used

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  • Compound containing dibenzocycloheptene, and application in organic electroluminescent device
  • Compound containing dibenzocycloheptene, and application in organic electroluminescent device
  • Compound containing dibenzocycloheptene, and application in organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Embodiment 1: the synthesis of compound 1:

[0057]

[0058] Dissolve 0.01mol raw material A-1 and 0.012mol raw material B-1 in 150mL (V toluene: V ethanol = 5:1) mixed solution of toluene and ethanol, add 0.0002mol Pd(PPh 3 ) 4 and 0.02mol K 2 CO 3 , reacted at 110°C for 24 hours under an atmosphere of nitrogen gas, took a sample and spotted the plate, after the raw materials were completely reacted, cooled and filtered, the filtrate was rotary evaporated to remove the solvent, and the crude product was passed through a silica gel column to obtain compound 1; the elemental analysis structure ( Molecular formula C 51 h 35 N): theoretical value C, 92.55; H, 5.33; N, 2.12; test value: C, 92.56; H, 5.34; N, 2.10. ESI-MS (m / z) (M+): The theoretical value is 661.28, and the measured value is 661.80.

Embodiment 2

[0059] Embodiment 2: the synthesis of compound 24:

[0060]

[0061] The preparation method of compound 24 is the same as that of Example 1, except that raw material A-1 is replaced with raw material A-2, raw material B-1 is replaced with raw material B-2; elemental analysis structure (molecular formula C 55 h 37 N 3 ): theoretical value C, 89.28; H, 5.04; N, 5.68; test value: C, 89.31; H, 5.03; N, 5.66. ESI-MS (m / z) (M+): theoretical value 739.30, found value 739.58.

Embodiment 3

[0062] Embodiment 3: the synthesis of compound 48:

[0063]

[0064] The preparation method of compound 48 is the same as in Example 1, except that raw material A-1 is replaced with raw material A-2, raw material B-1 is replaced with raw material B-3; elemental analysis structure (molecular formula C 61 h 41 N 3 ): theoretical value C, 89.79; H, 5.06; N, 5.15; test value: C, 89.81; H, 5.05; N, 5.14. ESI-MS (m / z) (M+): The theoretical value is 815.33, and the measured value is 815.79.

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Abstract

The invention relates to a compound containing dibenzocycloheptene, and an application of the compound in an organic electroluminescent device, wherein the structure of the compound is that a dibenzocycloheptene derivative is connected with azabenzene, and the whole molecule is a large rigid structure and has a high triplet state energy level (T1). According to the invention, the compound is highin structural stereoscopicity, large in steric hindrance and not easy to rotate, so that the chemical stability of the material is improved, and the compound has high glass transition temperature andmolecular thermal stability; HOMO and LUMO distribution positions of the compound are separated from each other, so that the compound has appropriate HOMO and LUMO energy levels; and after the compound is applied to an OLED device, the luminous efficiency of the device can be effectively improved, and the service life of the device can be effectively prolonged.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic compound containing a dibenzocycloheptene compound and an azabenzene structure and its application in an organic electroluminescent device. Background technique [0002] Organic Light Emission Diodes (OLED) device technology can be used not only to manufacture new display products, but also to make new lighting products. It is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. The OLED light-emitting device is like a sandwich structure, including electrode material film layers and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the application to form an OLED light-emitting device. OLED light-emitting devices are current devices. When a voltage is applied to the electrodes at both ends, and ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/06C07D213/16C07D239/26C07D251/24C07D401/10C07D401/14C07D403/10C07D405/04C07D405/10C07D405/14C09K11/06H01L51/50H01L51/54
CPCC07D213/16C07D239/26C07D251/24C07D405/04C07D405/14C07D405/10C07D401/10C07D403/10C07D401/14C07D213/06C09K11/06C09K2211/1011C09K2211/1029C09K2211/1044C09K2211/1059C09K2211/1088H10K85/615H10K85/654H10K85/6574H10K85/6572
Inventor 李崇陆颖王芳张兆超
Owner JIANGSU SUNERA TECH CO LTD
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