Thermal activation delayed fluorescent material and application thereof

A thermal activation delay and fluorescent material technology, applied in the direction of luminescent materials, organic semiconductor device materials, organic chemistry, etc., can solve the problems of expensive phosphorescent materials and limited application space of phosphorescent materials, and achieve excellent thermal stability and excellent thin film The effect of stability and large steric hindrance

Inactive Publication Date: 2018-09-07
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

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

Method used

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  • Thermal activation delayed fluorescent material and application thereof
  • Thermal activation delayed fluorescent material and application thereof
  • Thermal activation delayed fluorescent material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] The preparation of embodiment 1 compound C01

[0035]

[0036] Preparation of intermediate A1: In a 2L three-necked flask, add raw materials 1-benzyl-2-bromobenzene (37g, 0.15mol), tetrahydrofuran (600mL), under nitrogen protection, cool down to -78°C, slowly drop into The n-hexane solution of n-butyllithium (2.2mol / L, 0.15mol, 68mL) was added dropwise in about 1 hour, kept at -78°C for 1 hour, and the raw material 2,7-dibromo-9H-xanthone ( 52.9g, 0.15mol, CAS No.: 40102-85-0) was dissolved in 600mL tetrahydrofuran, slowly dropped into the three-necked flask, and the dropwise addition was completed in about 1.5 hours, kept at -78°C for 3 hours, and slowly raised to 5°C, Add dropwise 300mL of dilute hydrochloric acid with a mass concentration of 5%, stir for 0.5h, separate the liquids, collect the organic phase, and remove the solvent tetrahydrofuran under reduced pressure to obtain 79.8g of the crude product of intermediate A1. In the next reaction.

[0037] Prepar...

Embodiment 2

[0040] The preparation of embodiment 2 compound C02

[0041]

[0042] Using intermediate A3 and 1-methyl-9H-carbazole as raw materials, according to the method described in Example 1, compound C02 was prepared to obtain 1.7 g of the target object, high-resolution mass spectrometry, positive ion mode, molecular formula C 52 h 34 N 2 o 2 , theoretical value 718.2620, test value 718.2624, elemental analysis (C 52 h 34 N 2 o 2 ), theoretical value C: 86.88, H: 4.77, N: 3.90, O: 4.45, measured value C: 86.90, H: 4.78, N: 3.92, O: 4.40.

Embodiment 3

[0043] The preparation of embodiment 3 compound C03

[0044]

[0045] Using intermediate A3 and 3-tert-butyl-9H-carbazole as raw materials, according to the method described in Example 1, compound C03 was prepared to obtain 2.1 g of the target object, high-resolution mass spectrometry, positive ion mode, molecular formula C 58 h 46 N 2 o 2 , theoretical value 802.3559, test value 802.3556, elemental analysis (C 58 h 46 N 2 o 2 ), theoretical value C: 86.75, H: 5.77, N: 3.49, O: 3.98, measured value C: 86.77, H: 5.78, N: 3.52, O: 3.93.

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Abstract

The invention relates to a thermal activation delayed fluorescent material and application thereof. The thermal activation delayed fluorescent material is of a molecular structure shown in a formula (I), and the molecular structure has very small triple-single energy level difference, proper molecular energy level and good thin film stability; the thermal activation delayed fluorescence radiationcan be realized, and the thermal activation delayed fluorescent material can be used as a light emitting layer of an organic electroluminescence device to be applied into the field of organic electroluminescence. (The formula (I) is shown in the attached figure).

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 heat-activated delayed fluorescent light emission, and relates to the application of the material in the field of organic electroluminescence. 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 electroluminescent 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 phosp...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D405/14C07D413/14C07D209/86C07D265/38C07D219/02C09K11/06H01L51/54H01L51/50
CPCC09K11/06C07D209/86C07D219/02C07D265/38C07D405/14C07D413/14C09K2211/1088C09K2211/1011C09K2211/1029C09K2211/1033H10K85/624H10K85/6574H10K85/6572H10K50/11H10K2102/00H10K2102/301
Inventor 盛磊马行康高树坤张成新胡葆华时立辉
Owner VALIANT CO LTD
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