Metal iridium or platinum complex and organic electroluminescent device comprising metal iridium or platinum complex

A technology of platinum complexes and metal iridium, applied in the field of organic electroluminescence display, can solve the problems that it is difficult to achieve high efficiency of light-emitting wavelengths at the same time, and the blue light-induced phosphorescent materials start late and are not ideal.

Active Publication Date: 2018-02-23
SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] From the perspective of luminous color, compared with phosphorescent materials of other colors, the development of blue-light phosphorescent materials is not only the latest to start, but also the least ideal. It is still a very challenging subject.
Mechanism studies have shown that as the energy level of the triplet state increases, not only the rate of radiative transitions increases, but also the rate of non-radiative transitions increases, and the increase of the latter is often more obvious, and the overall effect makes the luminescence The efficiency drops, which makes it difficult to realize the blue shift of the luminous wavelength and high efficiency in the research of blue light materials at the same time.
Therefore, no blue phosphorescent material with superior comprehensive performance has been reported so far.

Method used

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  • Metal iridium or platinum complex and organic electroluminescent device comprising metal iridium or platinum complex
  • Metal iridium or platinum complex and organic electroluminescent device comprising metal iridium or platinum complex
  • Metal iridium or platinum complex and organic electroluminescent device comprising metal iridium or platinum complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0095] The preparation of compound CJH-IRAC-01, the structural formula is as follows:

[0096]

[0097] The preparation method of the above-mentioned compound CJH-IRAC-01 comprises the following steps:

[0098]The first step: preparation of compound Int-1

[0099]

[0100] Dissolve 15.5g of acenaphthene in 500ml of glacial acetic acid, raise the temperature of the oil bath to 40°C, add 15.5ml of PEG400, stir and react for 30 minutes, then add 60g of chromium trioxide in batches, after the addition, keep warm and stir for 8 hours, cool To room temperature, add 5000ml of ice water to dilute, extract with ethyl acetate, dry the organic phase with anhydrous sodium sulfate, filter, concentrate under reduced pressure to dryness, separate and purify with silica gel column to obtain 16.4g of white solid.

[0101] The second step: the preparation of compound Int-2

[0102]

[0103] Take 5g of the white solid obtained in the first step and dissolve it in 100ml of anhydrous TH...

Embodiment 2

[0122] The preparation of compound CJH-IRAC-07, the structural formula is as follows:

[0123]

[0124] The preparation method of the above-mentioned compound CJH-IRAC-07 comprises the following steps:

[0125] The first step: preparation of compound Int-10

[0126]

[0127] Under the protection of nitrogen, dissolve 6.5g of N,N-dimethylformamide in 150ml of chloroform, cool down to 0°C in an ice-water bath, slowly add 23g of phosphorus oxybromide dropwise, stir for 30 minutes, and rise to room temperature for stirring For 1 hour, add dropwise the solution of 5 g of the intermediate Int-1 prepared in the first step of Example 1 dissolved in chloroform, stir and react at room temperature for 16 hours, add 150 ml of ice water, add sodium carbonate for neutralization, separate the organic phase, water The phase was extracted with dichloromethane, dried, filtered, and the filtrate was concentrated to dryness under reduced pressure, separated and purified on a silica gel col...

Embodiment 3

[0146] The preparation of compound CJH-IRPC-01, the structural formula is as follows:

[0147]

[0148] The preparation method of the above-mentioned compound CJH-IRPC-01, the synthetic route is as follows:

[0149]

[0150] Specifically include the following steps:

[0151] 1.6 g of the compound Int-6 prepared in the sixth step in Example 1, 420 mg of 2-pyridinecarboxylic acid, 188 mg of anhydrous potassium carbonate and 50 ml of 1,4-dioxane were heated and refluxed and stirred for 16 hours. Concentrate to dryness under reduced pressure, and the residue is separated and purified by silica gel column to obtain 1.0 g of compound CJH-IRPC-01 as a black solid.

[0152] Experimental data:

[0153] (1) 1 H-NMR (δ, CDCl 3 ): 8.614~8.602(1H,d), 8.524~8.510(2H,d), 8.244~8.232(1H,d), 7.954~7.922(3H,m), 7.834~7.746(5H,m), 7.711~7.692 (2H,m), 7.533~7.512(2H,m), 7.414~7.327(4H,m), 7.114~7.089 (2H,m), 2.352(6H,s)

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Abstract

The invention discloses a metal iridium or platinum complex and an organic electroluminescent device comprising the metal iridium or platinum complex. A structural formula of the metal iridium or platinum complex is as shown in structural formula I shown in the description. The organic electroluminescent device emits deeply blue to green light, and is high in light-emitting efficiency; meanwhile,the material is good in thermal stability, is easy to prepare, is easy to purify, and is an ideal choice of a light-emitting material of the organic electroluminescent device.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence display. More specifically, it relates to a metal iridium or platinum complex and an organic electroluminescent device comprising the metal iridium or platinum complex. Background technique [0002] Organic electroluminescence (referred to as OLED) and related research As early as 1963, pope et al. first discovered the electroluminescence phenomenon of organic compound single crystal anthracene. In 1987, Kodak Corporation of the United States made an amorphous film device by evaporating organic small molecules, which reduced the driving voltage to less than 20V. This type of device is ultra-thin, fully cured, self-illuminating, high brightness, wide viewing angle, fast response speed, low driving voltage, low power consumption, bright color, high contrast, simple process, good temperature characteristics, and can realize flexible display. And other advantages, can be widely u...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07F15/0033C07F15/0086C09K2211/185H10K85/346H10K85/342H10K50/11
Inventor 曹建华隋岩董梁张建川王士波华瑞茂
Owner SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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