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Cyclic trinuclear cuprous complex and application thereof in OLED

A trinuclear cuprous and complex technology, applied in electrical components, circuits, luminescent materials, etc., can solve problems such as poor thermal stability, concentration quenching, poor voltage and current color stability, etc.

Active Publication Date: 2021-12-21
JINAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Moreover, the prepared OLED devices are basically doped OLED devices. The doping method is prone to phase separation, which will lead to a decrease in the stability of the device, and bring problems such as poor thermal stability and poor color stability to voltage and current, and there are serious problems. concentration quenching

Method used

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  • Cyclic trinuclear cuprous complex and application thereof in OLED
  • Cyclic trinuclear cuprous complex and application thereof in OLED
  • Cyclic trinuclear cuprous complex and application thereof in OLED

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Preparation of Cyclic Trinuclear Copper Complexes

[0041] 1. Synthesize the ligand first:

[0042] The synthetic method of ligand 3,5-dimethyl-4-isobutylpyrazole is: utilize 2mmol acetylacetone and 1mmol 4-bromoisobutyl, in 4mmol potassium carbonate as base, 6mmol 18-crown ether- 6 is used as a phase transfer catalyst and refluxed in an acetone solution, the reaction temperature is 62° C., and the reaction time is 16 hours. The crude product of 3-isobutyl-2,4-pentanedione is formed after nucleophilic reaction. The crude product was then separated by thin-layer chromatography with ethyl acetate and petroleum ether at a volume ratio of 1:6 to obtain pure product. Then, 1 mmol of 3-isobutyl-2,4-pentanedione and 3 mmol of hydrazine hydrate are used for ring closure to generate the pyrazole, and the total yield of the two steps is 50%. The synthetic route of ligand 3,5 dimethyl-4-isobutylpyrazole is as follows figure 1 , the prepared ligand's 1 H-NMR picture as image...

Embodiment 2

[0050] Build the film:

[0051] Weigh 1 mg of the cyclic trinuclear cuprous complex and 100 mg of polymethyl methacrylate, dissolve in 2 mL of dichloromethane solvent, and evaporate to dryness to obtain a PMMA film with a content of 1%. Optimum Excitation Wavelength λ for 1% PMMA Thin Films ex is 300nm, and the maximum emission wavelength is 674nm ( Figure 10 b), the absolute quantum yield is also close to 100%, and the lifetime is 9.02us.

Embodiment 3

[0053] Construction of non-doped OLED devices:

[0054] First on the ITO glass with a resistance of 10Ω / sq Continuously evaporate the organic layer HAT-CN, TAPC, TCTA, TmPyPb at the rate of 0.5nm~2nm cyclic trinuclear cuprous complexes by co-deposition technology, and finally use 0.02nm / s and 2nm / s respectively LiF and Al were vapor-deposited at a rate of 100%, and the obtained non-doped OLED device structure was ITO / HAT-CN / TAPC / TCTA / Cu 3 L 3 / TmPyPb / LiF / Al. (See Figure 11 a), the vapor deposition conditions are: at a pressure of 10 - 7 Vacuum thermal evaporation is carried out at mbar. Among them, ITO is indium tin oxide, HAT-CN is 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene, and TAPC is 4- [1-[4-[bis(4-methylphenyl)amino]phenyl]cyclohexyl]-N-(3-methylphenyl)-N-(4-methylphenyl)aniline, TCTA is 4,4',4"-tris(carbazol-9-yl)triphenylamine, TmPyPb is 3,3'-[5'-[3-(3-pyridyl)phenyl][1,1':3 ',1"-terphenyl]-3,3"-diyl]dipyridine. When the light-emitting layer is...

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Abstract

The invention belongs to the technical field of cuprous OLEDs, and discloses a cyclic trinuclear cuprous complex and application of the cyclic trinuclear cuprous complex in an OLED. Because metals such as Pt and Ir are expensive, cheap metals urgently need to be developed to be applied to an OLED luminescent layer, and the cuprous complex has obvious potential. However, there are few reports on the cuprous complexes, and there are fewer non-doped cuprous complexes. According to the invention, the cyclic trinuclear cuprous complex is synthesized, and the photoluminescence quantum yield of the complex is close to 100%; moreover, the complex is applied to a light-emitting layer of an OLED device for the first time, a non-doped device with the structure of ITO / HAT-CN / TAPC / TCTA / Cu3L3 / TmPyPb / LiF / Al is constructed, the optimal electroluminescent external quantum yield of the prepared device is 4.00%, and the maximum brightness is 1,200 cd / m <2>. The device has the potential of large-scale preparation, and has important practical significance for the OLED industry.

Description

technical field [0001] The invention belongs to the technical field of monovalent copper OLEDs, and in particular relates to a cyclic trinuclear cuprous complex and its application in OLEDs. Background technique [0002] Distinguished from the principle of luminescence, luminescent materials include two types of application fields: photoluminescence and electroluminescence. Photoluminescence refers to the phenomenon in which an object is irradiated by an external light source, thereby obtaining energy to generate excitation and finally lead to luminescence. Electroluminescence (EL for short) refers to a phenomenon in which a luminescent material emits light when it is excited by a current and an electric field under the action of an electric field. Materials with such properties can be fabricated into electroluminescent devices, such as light-emitting diodes (LEDs) and organic light-emitting diodes (OLEDs). Because OLED is energy-saving, light and thin, no glare, no ultrav...

Claims

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Application Information

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IPC IPC(8): C07D231/12C09K11/06H01L51/50H01L51/54C08J5/18C08L33/12C08K5/00
CPCC07D231/12C09K11/06C08J5/18C08K5/0091C09K2211/188C07B2200/13C08J2333/12H10K85/371H10K50/11Y02E10/549
Inventor 周小平杨虎李丹
Owner JINAN UNIVERSITY