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A kind of triarylamine compound and its application on organic electroluminescence device

A technology of electroluminescent devices and compounds, which is applied to compounds containing triarylamine structures and the application field of organic electroluminescent devices, and can solve different problems

Active Publication Date: 2021-04-16
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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  • A kind of triarylamine compound and its application on organic electroluminescence device
  • A kind of triarylamine compound and its application on organic electroluminescence device
  • A kind of triarylamine compound and its application on organic electroluminescence device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0163] Embodiment 1, the synthesis of intermediate G:

[0164]

[0165] (1) Under nitrogen atmosphere, weigh raw material I, raw material J, Pd (PPh 3 ) 4 , toluene and ethanol were stirred and mixed, dissolved sodium carbonate in water, then added aqueous sodium carbonate solution into the reaction system, heated at 100-120°C, and refluxed for 10-24 hours. After the reaction, naturally cooled to room temperature, filtered, and the filtrate Layering, taking the organic phase, carrying out rotary evaporation under reduced pressure, and purifying through a neutral silica gel column to obtain intermediate K; the molar ratio of the raw material I to the raw material J is 1.2 to 2:1, and the molar ratio of sodium carbonate to the raw material I is 2.0~3.0:1, Pd(PPh 3 ) 4 The molar ratio with raw material I is 0.01~0.02:1, and the volume ratio of toluene, ethanol and water is 2:1:1;

[0166] (2) Weigh the intermediate K, dissolve it in o-dichlorobenzene, add triphenylphosphin...

Embodiment 2

[0189] Embodiment 2: the synthesis of compound 1:

[0190]

[0191] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol raw material D1, 0.024mol intermediate G1, 1×10 -4 molPd(PPh 3 ) 4 , 100mL of toluene and 50mL of ethanol were stirred and mixed, 0.03mol of sodium carbonate was dissolved in 50mL of water, and then the aqueous solution of sodium carbonate was added to the reaction system, heated to 110°C, and refluxed for 24 hours. Sampling and spotting showed that there was no raw material D1 remaining. The reaction was complete; naturally cooled to room temperature, filtered, the filtrate was separated, the organic phase was taken, and subjected to vacuum rotary evaporation (-0.09MPa, 85°C), and purified by a neutral silica gel column to obtain the target product with a HPLC purity of 98.8% and a yield of 57.7%;

[0192] Elemental analysis structure (molecular formula C 46 h 30 N 2 O): Theoretical C, 88.15; H, 4.82; N, 4.47; O, 2.55; Tested:...

Embodiment 3

[0193] Embodiment 3: the synthesis of compound 4:

[0194]

[0195] The preparation method of compound 4 is the same as that of Example 2, except that intermediate G1 is replaced by intermediate G2.

[0196] Elemental analysis structure (molecular formula C 52 h 34 N 2 O): theoretical value C, 88.86; H, 4.88; N, 3.99; O, 2.28; tested value: C, 88.89; H, 4.87; N, 3.97; ESI-MS(m / z)(M + ): The theoretical value is 702.27, and the measured value is 702.46.

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Abstract

The invention discloses a compound containing triarylamine and its application in organic electroluminescent devices. The compound contains a triarylamine structure and has strong electron-rich properties. After connecting the long-chain branched structure of carbazole derivatives , so that the molecules are not easy to crystallize, not easy to aggregate, and have the characteristics of good film-forming properties; the compound of the present invention has electron-rich properties, and the branch chain is an electron-donating group. Because the electron-donating ability of the group is different, the HOMO energy of the material Levels are different, and can be used as materials for different functional layers; in addition, the compound of the present invention has a high triplet energy level, which can effectively block energy loss and facilitate energy transfer. Therefore, after the compound of the present invention is used as an organic electroluminescent functional layer material in an OLED device, the current efficiency, power efficiency and external quantum efficiency of the device are greatly improved; at the same time, the device life is significantly improved.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a compound containing a triarylamine structure 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. As a current device, when a voltage is applied to the electrodes at both ends of the OLED light-emitting device, and the p...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D491/048C07D405/12C07D209/94C07D487/04C07D491/147C07D471/04C07D307/91C07D491/153H01L51/50H01L51/54
CPCC07D491/048C07D405/12C07D209/94C07D487/04C07D491/147C07D471/04C07D307/91C07D491/153H10K85/615H10K85/631H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/00
Inventor 李崇蔡啸张兆超赵四杰徐浩杰
Owner JIANGSU SUNERA TECH CO LTD
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