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Organic light-emitting material, and preparation method and application thereof

A light-emitting material and organic technology, applied in the fields of light-emitting materials, organic chemistry, chemical instruments and methods, etc., can solve the problem of high hole transport efficiency, achieve high fluorescence quantum efficiency, simplify the structure and preparation process of OLED devices, and be easy to purify. Effect

Inactive Publication Date: 2018-06-01
TCL CHINA STAR OPTOELECTRONICS TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, for most organic electroluminescent materials, due to the large conjugation plane and some hole transport groups (carbazole, aniline derivatives) in the structure, the hole transport efficiency is much higher than the electron transport efficiency.

Method used

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  • Organic light-emitting material, and preparation method and application thereof
  • Organic light-emitting material, and preparation method and application thereof
  • Organic light-emitting material, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] (1) Synthesis of intermediate 4-fluoro-4'-iododiphenyl sulfone, the synthetic route is as follows:

[0059]

[0060] Add 4-iodobenzenesulfonyl chloride (5.00g, 16.5mmol) into a 250mL dry three-necked flask, then add fluorobenzene (7.30g, 76.0mmol), stir, add anhydrous aluminum chloride (3.31g, 24.8mmol), Raise the temperature to 40-50°C and react for 5-6 hours. After the reaction, add 50 mL of dichloromethane into the three-necked flask, slowly add dilute hydrochloric acid, and stir until no precipitation occurs. Then the reaction solution was poured into a separatory funnel, extracted 3 times with dichloromethane, washed 2 to 3 times with dilute hydrochloric acid until the water layer became colorless, dried the organic layer with anhydrous sodium sulfate, filtered, and the filtrate was rotated Spin-dry in an evaporator to obtain 4.80 g of a yellow-white solid with a yield of 80%.

[0061] (2) Synthesis of intermediate 4-iodo-4'-carbazolyl diphenyl sulfone, the syn...

Embodiment 2

[0068] The synthetic route of embodiment 2 target product is as follows:

[0069]

[0070] The target product of Example 1 (0.25g, 0.44mmol) was added in a round-bottomed flask, dissolved in 20ml of tetrahydrofuran, added 6mL of aqueous hydrogen peroxide (30%), stirred for 5 hours, and added dichloromethane, After 50ml of water, the liquid was separated, and the dichloromethane layer was spin-dried with a rotary evaporator to obtain a white powder, which was recrystallized with dichloromethane / n-hexane to obtain 0.20 g of a white solid, with a yield of 77%.

Embodiment 3

[0072] (1) Synthesis of intermediate 4-iodo-4'-phenothiazinyl diphenyl sulfone, the synthetic route is as follows:

[0073]

[0074] Referring to step (2) of the above-mentioned Example 1, 4-iodo-4'-phenothiazinyl diphenyl sulfone was synthesized by using phenothiazine instead of carbazole (the yield was 55%).

[0075] (2) Synthesis of the target product of embodiment 3, the synthetic route is as follows:

[0076]

[0077] Referring to step (3) of the above-mentioned Example 1, 4-iodo-4'-phenothiazinyl diphenyl sulfone was synthesized by using phenothiazine instead of carbazole (yield: 60%).

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Abstract

The invention provides an organic light-emitting material, and a preparation method and application thereof. The organic light-emitting material disclosed by the invention is a phosphine-containing organic light-emitting material and has high electronic transmission performance and high fluorescence quantum efficiency, can serve as a light-emitting layer material or an electronic transmission layer material in an OLED device, and can also serve as a light-emitting layer material and an electronic transmission layer material in the OLED device, so that two layers, namely, the light-emitting layer and the electronic transmission layer, in a conventional OLED device structure can be combined into one layer; therefore, the structure and a preparation process of the OLED device are simplified;moreover, the organic light-emitting material has specific response to oxygen, metal ions and the like, so that the organic light-emitting material is also suitable for the fields, such as biochemicaldetection, biological imaging and anti-counterfeiting, and is simple in synthesis method and purifying process and high in production rate; and the performance, such as the light-emitting wavelengthand the light-emitting efficiency, of the organic light-emitting material are regulated by introducing different functional groups.

Description

technical field [0001] The invention relates to the technical field of organic luminescent materials, in particular to a phosphine-containing organic luminescent material, a preparation method thereof, and applications thereof in fields such as organic electroluminescent devices, chemical and biological detection, biological imaging, and anti-counterfeiting. Background technique [0002] Organic electroluminescent materials have great application potential in flat panel display, solid-state lighting and other fields, and have received extensive attention and attention from the scientific and technological and industrial circles in recent years. Organic light-emitting diodes (OLEDs) based on such materials have many advantages compared with conventional displays, such as low driving voltage, fast response speed, bendability, wide viewing angle, and active light emission, and are expected to become the next generation of displays. At present, OLED has been initially marketed a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/572C07F9/6547C09K11/06H01L51/54H10K99/00
CPCC09K11/06C07F9/5728C07F9/6547C09K2211/1037C09K2211/1029H10K85/657H10K85/6572H10K50/11H10K2101/10H10K50/16
Inventor 李先杰吴元均吕伯彦于涛黄秋忆谢宗良欧德培王乐宇池振国张艺刘四委许家瑞
Owner TCL CHINA STAR OPTOELECTRONICS TECH CO LTD
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