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Divalent platinum metal complexes, organic light-emitting devices, and display or lighting devices

An organic light-emitting device, platinum metal technology, applied in platinum-based organic compounds, platinum-group organic compounds, organic chemistry, etc., can solve the problems of reduced lifespan of OLED devices, difficulty in molecular purification, insufficient thermal stability, etc., to avoid emitting red migration, high quantum efficiency, and the effect of suppressing nonradiative transitions

Active Publication Date: 2022-01-14
ZHEJIANG HUADISPLAY OPTOELECTRONICS CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the main problems of current divalent platinum complex phosphorescent materials are insufficient thermal stability and difficulty in molecular purification.
Since divalent platinum is dsp 2 Hybridization, which is a planar configuration molecule, is prone to intermolecular interactions and leads to accumulation of molecules, which makes its luminescent color red-shifted, and also makes it difficult to diffuse under vacuum conditions, easy to decompose, and difficult to sublimate and purify , while the purity is not high will lead to greatly reduce the lifetime of OLED devices

Method used

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  • Divalent platinum metal complexes, organic light-emitting devices, and display or lighting devices
  • Divalent platinum metal complexes, organic light-emitting devices, and display or lighting devices
  • Divalent platinum metal complexes, organic light-emitting devices, and display or lighting devices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Embodiment 1: LC11 can be prepared as follows:

[0059]

[0060] (1) Synthesis of Ligand LC11-L: Add 1-Br (2.43g, 8.37mmol, 1.1eq) and 1-OH (2.88g, 7.61mmol, 1.0eq) in sequence to a dry sealed tube with a magnetic rotor , copper iodide (579mg, 3.04mmol, 40mol%), 2-pyridinecarboxylic acid (750mg, 6.09mmol, 80mol%) and potassium phosphate (3.23g, 15.22mmol, 2.0 equivalents), pumping nitrogen three times, under nitrogen protection Dimethyl sulfoxide (40 mL) was added at the same time. Place the sealed tube in an oil bath at 110°C and stir, react for 2.5 days, cool to room temperature, wash with water, add ethyl acetate for extraction, extract the aqueous layer with ethyl acetate three times, combine the organic phases, and wash the organic phases with brine once. Dry over anhydrous sodium sulfate, filter, and distill off the solvent under reduced pressure. The obtained crude product was separated and purified by silica gel column chromatography, eluent: petroleum ethe...

Embodiment 2

[0062] Embodiment 2: LC12 can be prepared as follows:

[0063]

[0064] (1) Synthesis of Ligand LC12-L: 2-Br (2.39g, 7.84mmol, 1.1eq), 1-OH (2.70g, 7.13mmol, 1.0eq) were sequentially added to a dry sealed tube with a magnetic rotor , cuprous iodide (543mg, 2.85mmol, 40mol%), 2-pyridinecarboxylic acid (702mg, 5.70mmol, 80mol%) and potassium phosphate (3.03g, 14.26mmol, 2.0 equivalents), pumping nitrogen three times, in nitrogen Dimethylsulfoxide (40 mL) was added under protection. Place the sealed tube in an oil bath at 110°C and stir, react for 3 days, cool to room temperature, wash with water, add ethyl acetate for extraction, extract the aqueous layer with ethyl acetate three times, combine the organic phases, wash the organic phases with brine once, Dry over anhydrous sodium sulfate, filter, and distill off the solvent under reduced pressure. The obtained crude product was separated and purified by silica gel column chromatography, eluent: petroleum ether / ethyl acetate...

Embodiment 3

[0066] Embodiment 3: LC18 can be prepared as follows:

[0067]

[0068]

[0069] (1) Synthesis of ligand LC18-L: Add 2-Br (538mg, 1.77mmol, 1.1eq), 2-OH (700mg, 1.61mmol, 1.0eq), and iodine to a dry sealed tube with a magnetic rotor Cuprous chloride (122mg, 0.64mmol, 40mol%), 2-pyridinecarboxylic acid (159mg, 1.29mmol, 80mol%) and potassium phosphate (684g, 3.22mmol, 2.0 equivalents), pumped nitrogen three times, added under nitrogen protection Dimethylsulfoxide (10 mL). Place the sealed tube in an oil bath at 110°C and stir, react for 2 days, cool to room temperature, wash with water, add ethyl acetate for extraction, extract the aqueous layer with ethyl acetate three times, combine the organic phases, and wash the organic phases with brine once. Dry over anhydrous sodium sulfate, filter, and distill off the solvent under reduced pressure. The obtained crude product was separated and purified by silica gel column chromatography, eluent: petroleum ether / ethyl acetate=2...

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Abstract

The present invention provides a divalent platinum metal complex, an organic light-emitting device, and a display or lighting device, wherein the divalent platinum metal complex has a structure represented by general formula (I): (I) combined with a bidentate ligand Compared with platinum-valent platinum complexes, the divalent platinum metal complexes based on tetradentate ligands of the present invention have strong molecular rigidity, which can effectively suppress non-radiative transitions due to molecular vibrations, which is beneficial to maintaining high quantum efficiency and greatly improving its performance. Sublimation performance. Compared with conventional organic light-emitting devices, the device comprising the divalent platinum metal complex of the present invention has significantly improved current efficiency and improved lifespan.

Description

technical field [0001] The invention relates to a divalent platinum metal complex, in particular to a divalent platinum metal complex, an organic light-emitting device and a display or lighting device, and belongs to the field of metal-organic photoelectric materials. Background technique [0002] Compared with liquid crystal display (LCD), organic light-emitting devices (such as organic light-emitting diodes (OLED)) have many advantages, such as light and thin, brilliant color, high color saturation, energy saving, wide viewing angle, fast response speed, etc. Therefore, the potential application of the organic light-emitting device in the fields of display and lighting has attracted extensive attention. However, the design and development of emissive materials is at the heart of the field of OLEDs. The light-emitting materials in early OLED devices are mainly organic small molecule fluorescent materials. However, spin statistical quantum theory shows that in the case of ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54
CPCC07F15/0086C09K11/06C09K2211/185H10K85/346H10K50/11
Inventor 李贵杰佘远斌郭华刘顺湛丰赵晓宇王子兴
Owner ZHEJIANG HUADISPLAY OPTOELECTRONICS CO LTD
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