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Compound taking dimethyl anthrone as core and application of compound to organic electroluminescence device

A technology of dimethyl anthrone and compound, which is applied to the application field of organic electroluminescent devices, can solve problems such as different performances, and achieve the effects of improving physical and chemical properties, improving luminous efficiency, and avoiding aggregation.

Inactive Publication Date: 2017-07-28
VALIANT 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 taking dimethyl anthrone as core and application of compound to organic electroluminescence device
  • Compound taking dimethyl anthrone as core and application of compound to organic electroluminescence device
  • Compound taking dimethyl anthrone as core and application of compound to organic electroluminescence device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Embodiment 1: the synthesis of compound 1

[0040]

[0041] In a 500mL three-neck flask, under the protection of nitrogen, add 0.03mol 3,6-dibromocarbazole, 0.07mol raw material B1, 250mL toluene and stir to mix, then add 0.09mol sodium tert-butoxide, 0.0015mol Pd 2 (dba) 3 , 0.002mol tri-tert-butylphosphine, heated to 120°C, and refluxed for 24 hours; naturally cooled to room temperature, filtered, and the filtrate was subjected to vacuum rotary evaporation (-0.09MPa, 85°C), and passed through a neutral silica gel column to obtain the intermediate P1;

[0042] In a 250ml three-neck flask, under the protection of nitrogen, add 0.03mol intermediate P1, 0.036mol 1,4-dibromobenzene, 150ml toluene, stir and mix, then add 0.09mol sodium tert-butoxide, 0.002mol Pd 2 (dba) 3 , 0.002mol tri-tert-butylphosphine, stirring and heating to 115°C, reflux reaction for 24 hours, sampling point plate, showing that no intermediate P1 remains, and the reaction is complete; naturally...

Embodiment 2

[0046] Embodiment 2: the synthesis of compound 4

[0047]

[0048] In a 500mL three-neck flask, under nitrogen protection, add 0.03mol 3,6-dibromocarbazole, 0.07mol raw material B2, 250mL toluene and stir to mix, then add 0.09mol sodium tert-butoxide, 0.0015mol Pd 2 (dba) 3 , 0.002mol tri-tert-butylphosphine, heated to 120°C, and refluxed for 24 hours; naturally cooled to room temperature, filtered, and the filtrate was subjected to vacuum rotary evaporation (-0.09MPa, 85°C), and passed through a neutral silica gel column to obtain the intermediate P2;

[0049] In a 250ml three-neck flask, under the protection of nitrogen, add 0.03mol intermediate P2, 0.036mol 1,4-dibromobenzene, 150ml toluene, stir and mix, then add 0.09mol sodium tert-butoxide, 0.002mol Pd 2 (dba) 3 , 0.002mol tri-tert-butylphosphine, stirring and heating to 115°C, reflux reaction for 24 hours, sampling point plate, showing that there is no intermediate P2 remaining, the reaction is complete; naturally...

Embodiment 3

[0053] Embodiment 3: the synthesis of compound 23

[0054]

[0055] In a 500mL three-neck flask, under nitrogen protection, add 0.03mol 3,6-dibromocarbazole, 0.07mol raw material B3, 250mL toluene and stir to mix, then add 0.09mol sodium tert-butoxide, 0.0015mol Pd 2 (dba) 3 , 0.002mol tri-tert-butylphosphine, heated to 120°C, and refluxed for 24 hours; naturally cooled to room temperature, filtered, and the filtrate was subjected to vacuum rotary evaporation (-0.09MPa, 85°C), and passed through a neutral silica gel column to obtain the intermediate P3;

[0056] In a 250ml three-neck flask, under the protection of nitrogen, add 0.03mol intermediate P3, 0.036mol 1,4-dibromobenzene, 150ml toluene, stir and mix, then add 0.09mol sodium tert-butoxide, 0.002mol Pd 2 (dba) 3 , 0.002mol tri-tert-butylphosphine, stirring and heating to 115°C, reflux reaction for 24 hours, sampling point plate, showing that there is no intermediate P3 remaining, the reaction is complete; naturall...

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Abstract

The invention discloses a compound taking dimethyl anthrone as a core and an application of the compound to an organic electroluminescence device. The compound taking the dimethyl anthrone as the core has the advantages that molecules are not easily crystallized or gathered, and the compound has a good film-forming property. When the compound is used as a light-emitting layer material of the organic electroluminescence device, the current efficiency of the device is greatly improved, and the service life of the device is obviously prolonged.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a compound with dimethyl anthrone as the core and its application in organic electroluminescent devices. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which 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 the positive ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/88C07D405/14C07D409/14C07D401/04C07D403/04C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D209/88C07D401/04C07D403/04C07D405/14C07D409/14C09K2211/1088C09K2211/1092C09K2211/1007C09K2211/1011C09K2211/1029C09K2211/1044H10K85/615H10K85/626H10K85/654H10K85/6574H10K85/6576H10K85/6572H10K50/11
Inventor 李萍缪康健张兆超张小庆李崇
Owner VALIANT CO LTD
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