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A kind of yellow phosphorescent cu(i) complex luminescent material and preparation method thereof

A technology of luminescent materials and complexes, which is applied to luminescent materials, 1/11 group organic compounds without C-metal bonds, copper organic compounds, etc. Effects of radiation attenuation, increased transition probability, and improved light absorption ability

Active Publication Date: 2020-04-07
JIANGXI SCI & TECH NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Compared with noble metals, copper complexes generally have shorter excited state lifetimes (nanosecond level), and Cu(I) complexes mainly emit green and blue light, and the luminous brightness is generally not high.

Method used

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  • A kind of yellow phosphorescent cu(i) complex luminescent material and preparation method thereof
  • A kind of yellow phosphorescent cu(i) complex luminescent material and preparation method thereof
  • A kind of yellow phosphorescent cu(i) complex luminescent material and preparation method thereof

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Experimental program
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Effect test

Embodiment 1

[0026] Synthesis of ligand L1 (2-OFPI).

[0027] As attached figure 1 The synthetic route is shown:

[0028] (1) Synthesis of ligand L1 (2-OFPI) precursor M1 (2-bromo-1-(9H-fluoren-2-yl)ethanone), the structural formula is: (III)

[0029]

[0030] Add copper bromide (2.68g, 12mmol) and 25mL of ethyl acetate into a 50mL round-bottom flask, transfer the above mixture to an oil bath, stir and reflux, and dissolve 2-acetyl fluorene (1.25g, 6mmol) In 13mL of dichloromethane solution, slowly add dropwise to the above solution. The addition is completed within 15 minutes. After stirring and refluxing for 3.5 hours, it is filtered through Celite while it is hot, washed with ethyl acetate several times, and the filtrate is rotated under reduced pressure. The solvent was removed by evaporation to obtain a grayish green solid.

[0031] (2) Synthesis of ligand L1 (2-OFPI) precursor M2 (2-(2-pyridyl) imidazole), the structural formula is: (VI)

[0032]

[0033] (3) Synthetic ligand L1 (2-OFPI):

[...

Embodiment 2

[0036] Phosphorescent complex Cu(2-OFPI)(POP)(PF 6 ) Synthesis: as attached image 3 As shown in the synthetic route, in a 50mL round-bottomed flask, add copper hexafluorophosphate tetraacetonitrile {[Cu(CH 3 CN) 4 ](PF 6 ) (0.062g, 0.2mmol)}, POP (0.108g, 0.2mmol) and dichloromethane solution (10mL), stirred at room temperature under nitrogen protection for 2h, and then 0.2mmol of ligand L1 (2-OFPI) was dissolved in the Inject the degassed dichloromethane solution into the above mixed solution, react at room temperature for 2 hours, filter the reacted solution through diatomaceous earth, and remove the solvent by rotary evaporation of the filtrate under reduced pressure to obtain a solid powder. The methane solution was dissolved, and a small amount of acetonitrile and a large amount of ether were added. A large amount of precipitation was observed. The precipitate was collected by filtration. The precipitate was washed several times with ether and dried to obtain the product. Y...

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Abstract

The invention discloses a yellow phosphorescent Cu (I) complex luminescent material and a preparation method thereof. The phosphorescent Cu (I) complex is prepared from monovalent copper salt and a ligand by complexing, and has a molecular structure of Cu(2-OFPI)(POP)(PF6), wherein POP and 2-OFPI in the formula are electrically neutral ligands bis(2-phenylphosphinophenyl)ether and 1-(9H-fluoren-2-yl)-2-[(2-pyridin-2yl)-1H-imidazole-1-yl]ethanone. The complex has the advantages of high luminous efficiency and long luminous life, and also has the advantages of being easy to purify due to small molecules, high in stability and easy to dissolve. The material is prepared from Cu(CH3CN4)PF6 and a methylene chloride solution of the ligand by direct mixed reaction, and has the advantages that thestructure, the process and equipment are simple, raw materials are sufficient, the cost is low and the like. The material can be used as a photoluminescent yellow light material and can also be used as a luminescent layer phosphorescent material for electroluminescent devices prepared from multiple layers of organic materials.

Description

Technical field [0001] The present invention relates to the technical field of luminescent materials, to the field of photoluminescence materials and electroluminescence materials, and mainly relates to monovalent copper complexes and preparation methods and applications thereof. Background technique [0002] The research and development objects of phosphorescent materials are generally metal-organic complex small molecule materials rather than small organic molecules. The reason is that the phosphorescence of pure organic molecules is very weak at room temperature, and phosphorescence emission cannot even be detected. The small molecule materials of the complex can easily achieve phosphorescence emission. Organic transition metal complexes, due to the strong spin coupling (SOC) induced by heavy metal atoms, such as ruthenium (Ru), osmium (Os), and iridium (Ir), can capture singlet and triplet photons to participate in luminescence. In theory, high intrinsic luminous efficiency ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F1/08C09K11/06
CPCC07F1/005C09K11/06C09K2211/188
Inventor 赵丰柴朝阳
Owner JIANGXI SCI & TECH NORMAL UNIV
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