Phosphorescent iridium complex and organic electroluminescent device thereof

A phosphorescent iridium complex and organic layer technology is applied in the field of organic electroluminescence devices to achieve the effects of facilitating evaporation, reducing self-quenching phenomenon and reducing direct effect

Inactive Publication Date: 2008-06-18
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This new compound called Phosphorene I (PhenPhos) was discovered by Dr Jong Yoon et al., who found that it could efficiently emit light when excited at room temperature without losing its ability to absorb or scatter visible radiation. It had better properties for use in electronic devices such as displays due to longer lifespan compared to previous materials used previously.

Problems solved by technology

This patented technical problem addressed in this patents relates to finding ways to efficiently produce highly efficient electronically driven displays without causing unwanted side effects like delayed reaction times caused by thermal quasihzcycling during operation. Current methods involve adding rare earth metals called platins to enhance the properties of certain types of organic semiconductors, including hole injection/transport layers and donating electrons.

Method used

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  • Phosphorescent iridium complex and organic electroluminescent device thereof
  • Phosphorescent iridium complex and organic electroluminescent device thereof
  • Phosphorescent iridium complex and organic electroluminescent device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] 1. Ligand Synthesis

[0022] Add 12.2g (50mmol) of o-(p-chlorobenzoyl)benzoic acid and 2.5g (50mmol) hydrazine hydrate into a 250ml flask, add 150ml of ethanol, heat to reflux for 6h, and white crystals precipitate out, cool to room temperature, filter and weigh with ethanol Crystallize twice to give phthalazinone. Take 5g of phthalazinone, then put it into a 250ml flask, and add 10ml of POCl 3 and 150ml CHCl 3 , The reaction was refluxed for 6h, and then poured into water to obtain 4-chloro-1-chlorophenylphthalazine.

[0023] The above compound 5.7g, 2,6-dimethylphenol 2.7g, 5.4g K 2 CO 3 , 75ml of DMAc was added into a 150ml flask and reacted at 140°C for 2 hours, and the ligand was obtained after extraction and crystallization.

[0024] 2. Synthesis of complexes

[0025] Dissolve 1.4 g (4 mmol) of the ligand prepared above in a solution of ethylene glycol ether: water (volume ratio 12:4), and then add 0.35 g (1 mmol) of IrCl 3 ·3H 2 O, under nitrogen protecti...

Embodiment 2

[0032] 1. Ligand Synthesis

[0033] 2.63g (10mmol) of 4-chloro-1-chlorophenylphthalazine, 5g (30mmol) of carbazole, 13.8g (100mmol) K 2 CO3 , The catalyst is 1mol% Pd(OAc) 2 and 2mol%P(t-Bu) 3 75ml of xylene was added as a solvent into a 150ml flask and reacted at 120°C for 10 hours. After the reaction was completed, the solvent was vacuum-dried, passed through a silica gel chromatography column, and then recrystallized to obtain the ligand.

[0034] 2. Synthesis of complexes

[0035] Dissolve 3.57 g (4 mmol) of the above-prepared ligand in a solution of ethylene glycol ether: water (volume ratio 12:4), and then add 0.35 g (1 mmol) of IrCl 3 ·3H 2 O, under nitrogen protection, react at 80°C for 12h. The reaction solution was cooled to room temperature and then filtered. The filtrate was washed with water, ethanol, and n-hexane in sequence, and then separated by silica gel column chromatography using dichloromethane as the eluent to obtain a phosphorescent iridium complex ...

Embodiment 3

[0038] 1. Ligand Synthesis

[0039] Add 2.63g (10mmol) of 4-chloro-1-chlorophenylphthalein, 2.9g (50mmol) of potassium fluoride, and 100ml of sulfolane as a solvent into a 150ml flask and react at 150°C for 1 hour, then at 175°C for 12 hours. After the reaction was completed, the solvent was vacuum-dried, passed through a silica gel chromatography column, and then recrystallized to obtain the ligand.

[0040] 2. Synthesis of complexes

[0041] Dissolve 0.92 g (4 mmol) of the ligand prepared above in a solution of ethylene glycol ether: water (volume ratio 12:4), and then add 0.35 g (1 mmol) of IrCl 3 ·3H 2 O, under nitrogen protection, react at 80°C for 12h. The reaction solution was cooled to room temperature and then filtered. The filtrate was washed with water, ethanol, and n-hexane in sequence, and then separated by silica gel column chromatography using dichloromethane as the eluent to obtain a phosphorescent iridium complex with the structural formula (IV).

[0042] ...

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Abstract

The present invention discloses phosphorescence iridium complex and an organic electroluminescent apparatus thereof. The phosphorescence iridium complex of the present invention is that 1-phenyl phthalizine derivative is used as a ligand for the complexation of iridium metal ion, the structure of which is as a formula (I). The phosphorescence iridium complex of the present invention contains 1-phenyl phthalizine group, which not only can adjust the size of the conjugated system of the ligand to obtain the satisfying energy transmission efficiency, luminescent light wave and luminescence life, but also can produce certain space effect, so as to reduce the direction effect among complex luminescent centers, reduce the self quenching phenomenon of triple-state exciton and improve the luminescent performance of material. At the same time, the complex has high synthesis yield, easy purification, good solubility and high stability, is in favor of vapor plating and can increase the film-forming performance and improve the stability of the apparatus. The electroluminescent apparatus which is manufactured by the phosphorescence iridium complex has very high internal and external quanta yield, luminescent brightness and stability.

Description

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Claims

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Application Information

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Owner SUN YAT SEN UNIV
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