Compound adopting dimethylanthrone as core, and application thereof in organic electroluminescent devices

A technology of dimethyl anthrone and compounds, applied in the application field of organic electroluminescent devices, can solve the problems of different performances, achieve good electrochemical stability, improve external quantum efficiency, and improve device efficiency

Inactive Publication Date: 2017-11-17
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have

Method used

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  • Compound adopting dimethylanthrone as core, and application thereof in organic electroluminescent devices
  • Compound adopting dimethylanthrone as core, and application thereof in organic electroluminescent devices
  • Compound adopting dimethylanthrone as core, and application thereof in organic electroluminescent devices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Embodiment 1: the synthesis of compound 1

[0057]

[0058] In a 250ml three-necked flask, under nitrogen protection, add 0.01mol raw material A, 0.012mol intermediate M3, 150ml toluene / 50mL ethanol and stir to mix, then add 20mL potassium carbonate aqueous solution (2M), 1×10 -4 molPd(PPh 3 ) 4 , heated to 105 ° C, reflux reaction for 24 hours, sampling point plate, showing no raw materials remaining, the reaction is complete; 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 , obtain target product, HPLC purity 99.3%, yield 65.8%; Elemental analysis structure (molecular formula C 46 h 32 N 2 O): Theoretical C, 87.87; H, 5.13; N, 4.46; Tested: C, 87.65; H, 5.11; N, 4.48. MS m / z: Test value: 628.41 [M+H] + , theoretical value: 628.77.

Embodiment 2

[0059] Embodiment 2: the synthesis of compound 8

[0060]

[0061] The synthetic procedure of compound 8 is similar to that of compound 1, except that intermediate M1 is replaced by intermediate M2. Elemental analysis structure (molecular formula C 46 h 32 N 2 O): theoretical value C, 87.87; H, 5.13; N, 4.46; found value: C, 87.69; H, 5.11; N, 4.47. MSm / z: Test value: 628.26[M+H] + , theoretical value: 628.77.

Embodiment 3

[0062] Embodiment 3: the synthesis of compound 22

[0063]

[0064] In a 250ml three-neck flask, under nitrogen protection, add 0.01mol raw material B, 0.012mol intermediate M3, 150ml toluene / 50mL ethanol and stir to mix, then add 20mL potassium carbonate aqueous solution (2M), 1×10 -4 molPd(PPh 3 ) 4 , heated to 105 ° C, reflux reaction for 24 hours, sampling point plate, showing no raw materials remaining, the reaction is complete; 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 , obtain target product, HPLC purity 99.3%, yield 65.8%; Elemental analysis structure (molecular formula C 46 h 32 N 2 O): theoretical value C, 87.87; H, 5.13; N, 4.46; found value: C, 87.56; H, 5.10; N, 4.50. MS m / z: Test value: 628.15[M+H] + , theoretical value: 628.77.

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Abstract

The invention discloses a compound adopting dimethylanthrone as a core, and an application thereof in organic electroluminescent devices. The compound adopting the dimethylanthrone as the core and heteroarylcarbazole as a branched chain has the characteristics of difficulty in intermolecular crystallization, difficulty in aggregation and good electrochemical stability. When the compound is used as the luminescent layer material of the organic electroluminescent devices, the current efficiency of the devices is greatly improved, and the life of the devices 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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IPC IPC(8): C07D487/04C07D209/94C07D471/04C09K11/06H01L51/54H01L51/50
CPCC09K11/06C07D209/94C07D471/04C07D487/04C09K2211/1007C09K2211/1011C09K2211/1029H10K85/626H10K85/6572H10K50/11
Inventor 缪康健王明佼唐丹丹张兆超张小庆
Owner VALIANT CO LTD
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