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Organic metal complex and organic electroluminescence device containing same

A technology of organic metals and complexes, which is applied in the direction of indium organic compounds, platinum group organic compounds, electric solid devices, etc., can solve the problems of unsatisfactory luminescence characteristics, improve glass transition temperature and thermal stability, reduce Vibrational energy loss, effects of high-efficiency phosphorescence emission

Inactive Publication Date: 2018-11-23
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For the light-emitting layer, the traditionally used guest-doped materials usually cannot provide satisfactory light-emitting characteristics. Therefore, it is still necessary to design new guest-doped materials with better performance to improve the performance of organic electroluminescent devices.

Method used

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  • Organic metal complex and organic electroluminescence device containing same
  • Organic metal complex and organic electroluminescence device containing same
  • Organic metal complex and organic electroluminescence device containing same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0084] Embodiment 1: the preparation of compound TM1

[0085] Preparation of Compound A1:

[0086]

[0087] Under nitrogen protection, compound F1 (2.1g, 14.3mmol), compound M1 (5.67g, 17.2mmol), copper iodide (0.41g, 2.15mmol), N,N'-dimethyl ethyl Diamine (0.46ml, 4.3mmol), cesium carbonate (9.34g, 28.7mmol), then N-methyl-2-pyrrolidone (100ml) was added, and it was stirred at 150°C for 20 hours, and then the mixture was passed through silicon Filtrate through celite, and evaporate the filtrate to obtain intermediate A1 (1.6 g, 50%).

[0088] Preparation of compound TM1:

[0089]

[0090]Under nitrogen protection, intermediate A1 (2.6g, 12mmol), iridium trichloride trihydrate (1.76g, 5mmol), pure water (5ml) were successively added to the flask, and refluxed at 150°C for 12 hours to stop the reaction. 150ml of distilled water was added to precipitate a precipitate, the reaction mixture was filtered, the filter cake was washed with absolute ethanol, and the compound i...

Embodiment 2

[0092] Embodiment 2: the preparation of compound TM9

[0093] The compound F1 in Example 1 was replaced by an equimolar compound F2, and the other steps were the same as in Example 1 to obtain compound TM9 (269 mg, 70%). Mass spectrum m / z: theoretical value: 961.19; found value: 963.22. Theoretical element content (%)C 51 h 44 IrN 8 : C, 63.73; H, 4.61; Ir, 20.00; N, 11.66; Measured element content (%): C, 63.70; H, 4.68; Ir, 19.98; N, 11.64. The above results confirmed that the obtained product was the target product.

[0094]

Embodiment 3

[0095] Embodiment 3: the preparation of compound TM51

[0096] The compound F1 in Example 1 was replaced by an equimolar compound F3, and the other steps were the same as in Example 1 to obtain compound TM51 (307 mg, 68%). Mass spectrum m / z: theoretical value: 1129.51; found value: 1131.62. Theoretical element content (%)C 63 h 68 IrN 8 : C, 66.99; H, 6.07; Ir, 17.02; N, 9.92; Measured element content (%): C, 66.96; H, 6.13; Ir, 17.01; N, 9.90. The above results confirmed that the obtained product was the target product.

[0097]

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Abstract

The invention discloses an organic metal complex and an organic electroluminescence device containing the same, and relates to the technical field of organic optoelectronic materials. According to theorganic metal complex and the organic electroluminescence device containing the same, a first ligand and an auxiliary ligand in the structural formula I can better stabilize a central metal atom, andmeanwhile, due to the fact that a five-membered ring configuration formed by the first ligand and the metal atom and a four-membered ring configuration formed by a second ligand and the metal atom make the organic metal complex provided with a more rigid structure, high-performance high-efficiency phosphorescence emission is achieved. By introducing a large-volume substituent group, the glass transition temperature and the thermal stability of the organic metal complex are effectively improved, and material film-forming is facilitated; the organic electroluminescence device comprises a cathode, an anode and one or more organic layers, at least one organic layer contains the organic metal complex, and the organic electroluminescence device has low driving voltage, high luminescence efficiency and luminescence brightness and a long service life.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an organic metal complex and an organic electroluminescence device thereof. Background technique [0002] As a key material in OLED devices, organic light-emitting materials can be roughly divided into three categories according to the principle of light emission: traditional fluorescent materials, phosphorescent materials and thermally activated delayed fluorescence (TADF) materials. Traditional fluorescent materials can only use 25% of singlet excitons to emit light, and the luminous efficiency is low. Phosphorescent materials can use 25% singlet excitons and 75% triplet excitons to radiate and emit light, which can theoretically achieve 100% internal quantum efficiency. In 1998, M.A.Baldo et al. doped transition metal platinum in the light emitting layer The organic chelating molecule PtOEt prepared a saturated red phosphorescent OLED device with an ex...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC09K11/06C07F15/0033C09K2211/185H10K85/342
Inventor 韩春雪孙敬
Owner CHANGCHUN HYPERIONS TECH CO LTD
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