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Thermal activation delaying fluorescent material and application thereof

A technology of thermally activated delayed and fluorescent materials, applied in luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of limited application space of phosphorescent materials, expensive phosphorescent materials, etc., and achieve excellent steric hindrance and film stability. , The effect of good molecular quality and good efficacy

Inactive Publication Date: 2018-08-10
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 delaying fluorescent material and application thereof
  • Thermal activation delaying fluorescent material and application thereof
  • Thermal activation delaying fluorescent material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] The preparation of embodiment 1 compound C01

[0032]

[0033] The preparation of intermediate A01: in 1L there-necked flask, add raw material 2,6-dibromoaniline (25g, 0.1mol), iodobenzene (51g, 0.25mol), copper powder (7.0g, 0.11mol), potassium carbonate ( 34.5g, 0.25mol), o-dichlorobenzene (500mL), under the protection of nitrogen, heat up to 160°C, keep the temperature for 24 hours, cool down to 25°C, filter with suction, rinse the filter cake with 200g toluene, collect the filtrate, and remove the solvent , the resulting crude product was purified by silica gel column chromatography, the eluent was petroleum ether: ethyl acetate = 5:1, and 28.5 g of the target A01 fine product was obtained, with a yield of 70.7%, and the structure of the target was identified by high-resolution mass spectrometry in positive ion mode , formula C 18 h 13 Br 2 N, theoretical value 402.9394, test value 402.9391.

[0034] Preparation of intermediate A02: In a 1L three-necked flask...

Embodiment 2

[0037] The preparation of embodiment 2 compound C02

[0038]

[0039] Using 2,6-dibromo-4-methylaniline as raw material, referring to the method described in Example 1, compound C02 was prepared to obtain 1.9 g of the target object, high-resolution mass spectrometry, positive ion mode, molecular formula C 47 h 29 NO 2 , theoretical value 639.2198, test value 639.2192, elemental analysis (C 47 h 29 NO 2 ), theoretical value C: 88.24, H: 4.57, N: 2.19, O: 5.00, measured value C: 88.21, H: 4.58, N: 2.17, O: 5.04.

Embodiment 3

[0040] The preparation of embodiment 3 compound C03

[0041]

[0042] Using 2,6-dibromo-4-tert-butylaniline as raw material, referring 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 50 h 35 NO 2 , theoretical value 681.2668, test value 681.2663, elemental analysis (C 50 h 35 NO 2 ), theoretical value C: 88.08, H: 5.17, N: 2.05, O: 4.69, measured value C: 88.07, H: 5.16, N: 2.08, O: 4.69.

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Abstract

The invention discloses a thermal activation delaying fluorescent material and application thereof. The thermal activation delaying fluorescent material comprises two anthrone structure units and a low molecular weight organic electroluminescent material with two spiro-carbon centers; the material has a D-A type molecular structure and very small deltaEst; thermal activation delaying fluorescenceradiation can be realized; the material can be used as a luminescent layer of a low molecular weight organic electroluminescent device and is applied to the field of organic electroluminescence.

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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IPC IPC(8): C07D487/10C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D487/10C09K2211/1029C09K2211/1011C09K2211/1007H10K85/6572H10K50/11
Inventor 盛磊王正李银花高树坤胡葆华侯菲菲
Owner VALIANT CO LTD
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