Preparation and application of tetradentate platinum (II) complex

A complex and halogen technology, which is applied in the field of phosphorescent doped materials, can solve the problems of increasing the difficulty of complex separation and reducing the yield of complexes, and achieves the effects of low roll-off, good thermal stability, and low quenching constant

Pending Publication Date: 2021-11-26
GUANGDONG AGLAIA OPTOELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, for some asymmetric bidentate ligands, iridium (III) complexes may produce isomers, and there will be two structures, planar and meridian, due to the different coordination orientations of the ligands, resulting in iridium (III) complexes Increased separation difficulty and reduced yield of the target iridium(III) complex

Method used

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  • Preparation and application of tetradentate platinum (II) complex
  • Preparation and application of tetradentate platinum (II) complex
  • Preparation and application of tetradentate platinum (II) complex

Examples

Experimental program
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Effect test

preparation example Construction

[0048] The preparation method of above-mentioned complex, comprises the steps:

[0049] As shown below, the initial substrates S1 and S2 undergo Suzuki coupling reaction to obtain substrate S3, S3 and S4 undergo Buchwald–Hartwig coupling reaction to obtain substrate S5, and react S5 and S6 to obtain substrate S7, S7 and K 2 PtCl 4 The chelation reaction obtains the target platinum (II) complex TM.

[0050]

[0051] The initial substrates, intermediates, solvents and other reagents involved in the compound synthesis of the present invention were all purchased from suppliers well-known to those skilled in the art such as Anaiji, Bailingwei, and Aladdin.

Embodiment 1

[0053]

[0054] Synthesis of compound 3: get 24.6g (0.10mol) compound 1, 14.8g (0.12mol) compound 2, tetrakis (triphenylphosphine) palladium 3.46g (0.03eq., 3.0mmol), potassium carbonate 27.6g (2.0eq .,0.20mol) into the flask, add 150mL of dioxane, 50mL of water under nitrogen protection and heat to reflux for 8 hours. After stopping the reaction, cool to room temperature and remove the solvent by rotary evaporation, add an appropriate amount of water and ethyl acetate for extraction, collect the organic phase and dry, remove the solvent by rotary evaporation and use a flash silica gel column (mobile phase n-hexane / ethyl acetate=10:1 ) separation and recrystallization to obtain 21.0 g of the target compound 3 with a yield of 86% and a purity of 99.9%.

[0055] Synthesis of compound 5: Take 12.2g (50mmol) of compound 3, 13.0g (50mmol) of compound 4, 450mg of palladium acetate (0.04eq., 2mmol), 0.40g of tri-tert-butylphosphine (0.08eq., 4mmol), tert-butyl Potassium alkoxide ...

Embodiment 2

[0059]

[0060] The preparation method of Pt-2 is the same as that of Pt-1, the only difference is that compound 9 is used instead of compound 6. The molecular formula of compound 9 is as follows:

[0061]

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Abstract

The invention relates to preparation and application of a novel tetradentate platinum (II) complex, and belongs to the field of OLED materials. The complex provided by the invention has NCNC chelating coordination, a stable structure, a spiro structure on a skeleton, strong molecular stereoscopicity and weak interaction among molecules, avoids mutual stacking among the complex molecules, and greatly inhibits the formation of an excimer, thereby improving the efficiency of an OLED device. The complex provided by the invention has high fluorescence quantum efficiency, good thermal stability and low quenching constant, and can be used for manufacturing red OLED devices with high luminous efficiency and low roll-off.

Description

technical field [0001] The invention relates to a novel tetradentate platinum (II) complex metal-organic material, especially a phosphorescent doped material used for photon emission in the light-emitting layer of an OLED light-emitting device. Background technique [0002] Organic light-emitting diode (Organic Light-Emitting Diode, OLED), also known as organic electrical laser display, organic light-emitting semiconductor, was discovered in the laboratory by Chinese-American professor Ching W.Tang in 1987. Deng Qingyun and others used ITO as the anode, magnesium and aluminum as the cathode, aromatic diamine (75nm) as the hole transport layer, and 8-hydroxyquinoline aluminum (60nm) as the electron transport layer and light-emitting layer, and made a "sandwich "The device with the structure, at a voltage of about 5V, observed a high-brightness green light emission, and the brightness reached 1000cd / m 2 , the current efficiency reaches 3cd / A, the external quantum efficiency r...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C07D401/14C09K11/06H01L51/54H01L51/50
CPCC07F15/0086C07D401/14C09K11/06C09K2211/185C09K2211/1029H10K85/346H10K50/12H10K85/00H10K50/00H10K2101/10H10K50/11H05B33/14H10K85/342C09K2211/1059
Inventor 康健戴雷蔡丽菲
Owner GUANGDONG AGLAIA OPTOELECTRONICS MATERIALS
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