Thermal active delay fluorescent material and light-emitting device made with same

A technology of thermally activated delayed and fluorescent materials, applied in the application of the material in the field of organic electroluminescence, the field of small molecule organic electroluminescence materials, can solve the problem of high price, high price of phosphorescent materials, limited application space of phosphorescent materials, etc. problem, to achieve the effect of excellent device efficiency and high device efficiency

Inactive Publication Date: 2018-10-26
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Although the efficiency of phosphorescent devices is higher than that of fluorescent devices, phosphorescent devices also have their shortcomings, such as phosphorescent materials mainly containing complexes of noble metals, especially the complexes of metal iridium and platinum, because metal iridium and platinum themselves are expensive, Therefore, the price of phosphorescent materials is extremely expensive, which also limits the application space of phosphorescent materials

Method used

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  • Thermal active delay fluorescent material and light-emitting device made with same
  • Thermal active delay fluorescent material and light-emitting device made with same
  • Thermal active delay fluorescent material and light-emitting device made with same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] The preparation of compound C01, reaction equation is as follows:

[0040]

[0041] The specific operation process is: in a 250mL three-necked flask, add compound A01 (2.18g, 0.004mol), carbazole (1.33g, 0.008mol), copper powder (0.65g, 0.01mol), potassium carbonate (1.38g, 0.01 mol), o-dichlorobenzene (80g), under the protection of nitrogen, the temperature was raised to 165°C, the temperature was kept for 36 hours, and the temperature was lowered to 45°C, 100g of tetrahydrofuran was added, suction filtered, 150g of tetrahydrofuran was rinsed, the filtrate was collected, and the solvent was removed under reduced pressure. The obtained solid was purified by silica gel column chromatography, and the eluent was dichloromethane:petroleum ether=1:1 (volume ratio). The obtained crude product of target C01 was further sublimated and purified using a chemical vapor deposition system at a sublimation temperature of 345° C. to obtain 1.1 g Target C01 fine product, yield 38.3%...

Embodiment 2

[0043] The preparation of compound C02, reaction equation is as follows:

[0044]

[0045] Using compound A02 as a raw material, refer to the method described in Example 1 to prepare compound C02, and obtain 1.0 g of the target object, high-resolution mass spectrometry, positive ion mode, molecular formula C49 h 28 N 2 o 3 , theoretical value 692.2100, test value 692.2105, elemental analysis (C 49 h 28 N 2 o 3 ), the theoretical value C: 84.95, H: 4.07, N: 4.04, O: 6.93, the measured value C: 84.96, H: 4.05, N: 4.02, O: 6.97, the ΔE of the compound C02 was measured using the simulation calculation method st is 0.043eV.

Embodiment 3

[0047] The preparation of compound C03, chemical equation is as follows:

[0048]

[0049] Referring to the method described in Example 1, compound C03 was prepared to obtain 0.96 g of the target object, high-resolution mass spectrum, positive ion mode, molecular formula C 54 h 38 N 2 o 2 , theoretical value 746.2933, test value 746.2931, elemental analysis (C 54 h 38 N 2 o 2 ), the theoretical value C: 86.85, H: 5.13, N: 3.75, O: 4.28, the measured value C: 86.86, H: 5.11, N: 3.72, O: 4.31, the ΔE of compound C03 was measured by the simulation calculation method st is 0.038eV.

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Abstract

The invention relates to a thermal active delay fluorescent material and a light-emitting device made with the same. The thermal active delay fluorescent material has molecular structure shown as formula (I) that is shown in the description, has very small triplet state-singlet state level differences, suitable molecular level, and good film stability, can provide thermal active delay fluorescenceand act as a light-emitting layer of an organic light-emitting device for the field of organic light emission.

Description

technical field [0001] The invention belongs to the field of organic electroluminescence, and relates to a small molecule organic electroluminescence material capable of realizing thermally activated delayed fluorescent light emission, and relates to the application of the material in the field of organic electroluminescence. Background technique [0002] Organic light-emitting diode (OLED) was produced in the 1980s. It has many advantages such as self-illumination, wide viewing angle, fast response speed, wide color gamut, and flexible display. After 30 years of continuous development, this technology has Gradually becoming mature, at present, organic electroluminescence technology has been widely used in many products such as smart phones, flat-panel TVs, and virtual reality. [0003] Organic electroluminescent devices are current-driven light-emitting devices. According to different light-emitting mechanisms, they can be divided into two types: fluorescent devices and pho...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/86C07D405/14C07D219/02C07D413/14C07D265/38C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D209/86C07D219/02C07D265/38C07D405/14C07D413/14C09K2211/1088C09K2211/1033C09K2211/1011C09K2211/1007C09K2211/1029H10K85/624H10K85/6574H10K85/657H10K85/6572H10K50/12
Inventor 盛磊高宪鹏刘伟坤胡葆华孙德生陈武
Owner VALIANT CO LTD
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