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TADF (Thermal Activation Delayed Fluorescence) material and application

A technology of heat-activated delayed and fluorescent materials, applied in the direction of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of limiting the application space of phosphorescent materials, expensive phosphorescent materials, etc., and achieve excellent film stability and molecular quality , Excellent effect of device efficiency

Inactive Publication Date: 2018-06-29
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

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

Method used

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  • TADF (Thermal Activation Delayed Fluorescence) material and application
  • TADF (Thermal Activation Delayed Fluorescence) material and application
  • TADF (Thermal Activation Delayed Fluorescence) material and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] The preparation of embodiment 1 compound C01

[0026]

[0027] (1) Preparation of compound A01: In a 500mL three-necked flask, add compound 5,10-bis(2-bromobenzene)-5,10-dihydrophenazine (19.7g, 0.04mol), tetrahydrofuran (180g), and cool down To -78°C, add n-butyllithium in n-hexane solution (2.2mol / L, 36.5mL, 0.08mol) dropwise, after 1h the dropwise addition was completed, keep at -78°C for 1.5h, and add 9-anthrone (15.5g, 0.08 mol) was dissolved in 80g of tetrahydrofuran, slowly dripped into the reaction bottle, and the dropwise addition was completed in 1 hour. The temperature was kept at -78°C for 3 hours, and the reaction bottle was moved into a water bath, and the temperature was naturally raised to 0°C. The reaction was quenched with hydrochloric acid, stirred for 0.5 h, separated, the organic phase was collected, and the solvent was removed under reduced pressure to obtain 29.6 g of the crude product A01, which was directly put into the next reaction without ...

Embodiment 2

[0030] The preparation of embodiment 2 compound C02

[0031]

[0032] Referring to Example 1, using 5,10-bis(2-bromo-5-methylbenzene)-5,10-dihydrophenazine as raw material, compound C02 was prepared to obtain 1.7 g of the target object, high-resolution mass spectrum, positive ion Mode, formula C 54 h 34 N 2 o 2 , theoretical value 742.2620, test value 742.2627, elemental analysis (C 54 h 34 N 2 o 2 ), theoretical value C: 87.31, H: 4.61, N: 3.77, O: 4.31, measured value C: 87.33, H: 4.60, N: 3.75, O: 4.32.

Embodiment 3

[0033] The preparation of embodiment 3 compound C03

[0034]

[0035] Referring to Example 1, using 5,10-bis(2-bromo-4-methylbenzene)-5,10-dihydrophenazine as raw material, compound C03 was prepared to obtain 1.4 g of the target object, high-resolution mass spectrum, positive ion Mode, formula C 54 h 34 N 2 o 2 , theoretical value 742.2620, test value 742.2625, elemental analysis (C 54 h 34 N 2 o 2 ), theoretical value C: 87.31, H: 4.61, N: 3.77, O: 4.31, measured value C: 87.31, H: 4.63, N: 3.76, O: 4.30.

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Abstract

The invention belongs to the field of organic electroluminescence, and particularly relates to a TADF (Thermal Activation Delayed Fluorescence) material and application. The invention provides a novelmicromolecular organic electroluminescence material with a double-spiral structure, the novel micromolecular organic electroluminescence material simultaneously has an anthranone structure unit for electron withdrawing and a triarylamine structure unit for electron donating, has a D-A type molecular structure and very small triplet excited state-single excited state energy level difference deltaEst, has larger steric hindrance and good thin film stability, has appropriate molecular mass and good thermal stability, and is suitable for evaporation processing of a micromolecular organic electroluminescence device. An organic electroluminescence device is manufactured by using the TADF material as a luminescent layer of the organic electroluminescence device shows better efficiency, the maximum brightness of the organic electroluminescence device is 6350 to 7640 cd / m<2>, the maximum current efficiency is 27.2 to 30.2 cd / A, and the efficiency of the organic electroluminescence device is good.

Description

technical field [0001] The invention belongs to the field of organic electroluminescence, in particular to a thermally activated delayed fluorescent material and its application. Background technique [0002] Organic electroluminescent 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, the OLED The technology has gradually matured. 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, which can be divided into fluorescent devices and phosphorescent devices according to different light-emitting mechanisms. When charges are injected into the device from the electrodes, due to the randomness of the electron spin direction, the proportion of...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D471/20H01L51/54H01L51/50
CPCC09K11/06C07D471/20C09K2211/1029H10K85/6572H10K50/11
Inventor 盛磊任大永刘晓玲高树坤胡葆华胡丽丽
Owner VALIANT CO LTD
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