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AIE-TADF (aggregation induced emission-thermally activated delayed fluorescence) material and OLED (organic light-emitting diode) prepared from same

A technology for thermally activated delayed and fluorescent materials, applied in the field of aggregation-induced thermally activated delayed fluorescent materials and organic electroluminescent devices, can solve the problems of difficult large-scale preparation, long synthesis steps, low quantum efficiency, etc. The effect of simple preparation and synthesis method and high product yield

Inactive Publication Date: 2018-07-27
SOUTHEAST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Technical problem: In view of the above analysis, the present invention aims to provide an aggregation-induced thermally activated delayed fluorescent material and its organic electroluminescent device to solve the problem of low quantum efficiency and high price of traditional OLED light-emitting materials, and the existence of existing TADF materials. Problems such as long synthesis steps, low preparation efficiency, and difficulty in large-scale preparation

Method used

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  • AIE-TADF (aggregation induced emission-thermally activated delayed fluorescence) material and OLED (organic light-emitting diode) prepared from same
  • AIE-TADF (aggregation induced emission-thermally activated delayed fluorescence) material and OLED (organic light-emitting diode) prepared from same
  • AIE-TADF (aggregation induced emission-thermally activated delayed fluorescence) material and OLED (organic light-emitting diode) prepared from same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Compound C1 was synthesized.

[0033] 1. Under nitrogen protection, add 5g of p-bromophenylacetic acid into 30mL of anhydrous dichloromethane, slowly drop into 7.6g of dicyclohexylcarbodiimide, 1.25g of 4-dimethylaminopyridine, 70mL of anhydrous dichloromethane In a mixed solution of methyl chloride, react at room temperature for 24 hours, filter with suction, recrystallize from hexane, and purify by column chromatography. The yield of intermediate product A was 90%;

[0034] 2. Under nitrogen protection, add 0.16g potassium hydroxide and 1.6mL absolute ethanol solution to 1.04g 4,4'-dibromobiphenyl, 1.04g intermediate product A, 4mL absolute ethanol mixed solution, and reflux 40min, cooled to room temperature, suction filtered, rinsed with absolute ethanol to obtain intermediate product B with a yield of 92%;

[0035] 3. Cool the mixed solution of 1g of intermediate product B, 0.15g of acetonitrile, and 40mL of anhydrous dichloromethane to below 5°C, and slowly add 0...

Embodiment 2

[0041] Synthesis of C2. The reactant carbazole in the last step of the reaction in Example 1 was replaced with tert-butyl carbazole, and C2 was obtained through the same synthesis method as in Example 1 with a yield of 91%.

[0042] Mass spectrum: 1516

[0043] Elemental analysis: C:87.88 H:7.51 N:4.62

Embodiment 3

[0045] Synthesis of C3. The reactant carbazole in the last step of the reaction in Example 1 was replaced by phenoxazine, and C3 was obtained through the same synthesis method as in Example 1 with a yield of 90%.

[0046] Mass spectrum: 1131

[0047] Elemental analysis: C:83.80 H:4.36 N:6.19

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Abstract

The invention discloses an AIE-TADF (aggregation induced emission-thermally activated delayed fluorescence) material and an OLED (organic light-emitting diode) prepared from the same. The material isa compound with one of the following three structures, and the structural formula of the compound is as shown in the description, wherein two of R1-R3 are H, and one is an electron donating group. Theluminescent layer adopts a novel TADF material, and the material has the aggregation induction effect, and has the advantages of being high in fluorescence quantum yield, prone to derivatization, good in stability and the like; a preparation method of the material is simple, raw materials are cheap, the yield of a product is high, and preparation on a large scale can be achieved. The provided OLED has the advantages of high efficiency, low driving voltage, long service life, stable light emission and the like.

Description

technical field [0001] The invention belongs to the field of organic electroluminescent materials, and in particular relates to a novel aggregation-induced heat-activated delayed fluorescent material and an organic electroluminescent device for a luminescent layer. Background technique [0002] The 20th century has entered the information society. Organic light-emitting diodes (OLEDs) have become a research hotspot due to their advantages such as self-luminescence, high brightness, low energy consumption, ultra-thin, and wide viewing angles, and are known as the next-generation display. In order to realize the large-area application of OLED display, it is necessary to use luminescent materials with better performance to further improve the luminous efficiency of the device and reduce energy consumption. Phosphorescent materials can obtain higher device efficiency, but the cost of material synthesis is higher; the cost of fluorescent materials is lower, and fluorescent materi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/86C07D265/38C07D279/22C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D209/86C07D265/38C07D279/22C09K2211/1037C09K2211/1033C09K2211/1007C09K2211/1029H10K85/657H10K85/6572H10K50/11
Inventor 蒋伟汤启峰孙岳明
Owner SOUTHEAST UNIV