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Stability OLED materials and devices with improved stability

A technology of compounds and ligands used in phosphorescent OLEDs. field, can solve problems such as short life

Active Publication Date: 2008-05-14
UNIVERSAL DISPLAY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, iridium(III) complexes derived from bidentate ligands of N-methyl-2-phenylimidazole can be used to prepare blue OLED devices, but with these dopants, very short lifetimes are observed (Approximately 250 hours at 100 nits initial luminescence)

Method used

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  • Stability OLED materials and devices with improved stability
  • Stability OLED materials and devices with improved stability
  • Stability OLED materials and devices with improved stability

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0423] Example 1 Synthesis of face-mc3

[0424]

[0425] In a 50 mL Schlenk tube flask, N-(2,6-dimethylphenyl)-2-phenylimidazole (5.30 g, 21 mmol) and iridium(III) triacetylacetonate (1.96 g, 4.0 mmol). The reaction mixture was stirred under a nitrogen atmosphere and heated at 240°C for 48 hours. After cooling, the solidified mixture was washed first with absolute ethanol and then with hexane. The residue was further purified by silica gel column to obtain noodle-mc3 (3.10 g). The product was further purified by vacuum sublimation. 1 H and MS results confirmed the desired compound. emitted lambda 最大 =476,504nm (CH 2 Cl 2 solution, at room temperature), CIE=(0.21, 0.43), Eox=0.05V, at Epc=-2.85V (for Fc + / Fc, at 0.10M n Bu 4 NPF 6 Solution (DMF), using Pt working electrode and auxiliary electrode and non-aqueous Ag / Ag + reference electrode, and 100mVs -1 The scan rate of ) is irreversibly reduced.

Embodiment 2

[0426] Synthesis of embodiment 2 face-mc25

[0427]

[0428]N-(2,6-dimethylphenyl)-2-(4-fluorophenyl) imidazole (8.50 g, 32 mmol) and iridium (III) triacetylacetonate (3.14 g, 6.4 mmol). The reaction mixture was stirred under a nitrogen atmosphere and heated at 240°C for 48 hours. After cooling, the solidified mixture was washed first with absolute ethanol and then with hexane. The residue was further purified by silica gel column to obtain noodle-mc25 (1.60 g). The product was further purified by vacuum sublimation. 1 H and MS results confirmed the desired compound. emitted lambda 最大 =456,486nm (CH 2 Cl 2 solution, at room temperature), CIE=(0.20, 0.32).

Embodiment 3

[0429] Example 3 Synthesis of face-mc6

[0430]

[0431] Add N-(2,6-diisopropylphenyl)-2-phenylimidazole (7.60 g, 25 mmol), iridium (III) triacetylacetonate (2.45 g, 5.0 mmol) into a 50 mL Schlenk tube flask ) and tridecane (1 mL). The reaction mixture was stirred under a nitrogen atmosphere and heated at 240°C for 48 hours. After cooling, the solidified mixture was washed first with absolute ethanol and then with hexane. The residue was further purified by silica gel column to obtain noodle-mc6 (1.5 g). The product was further purified by vacuum sublimation. 1 H and MS results confirmed the desired compound. emitted lambda 最大 =476,504nm (CH 2 Cl 2 solution, at room temperature), CIE=(0.22, 0.43).

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PUM

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Abstract

The present invention discloses organic light-emitting materials and devices including phosphorescent metal complexes including ligands including aryl or heteroaryl groups substituted at two ortho positions. The invention discloses an organic light-emitting device. The device includes: an anode; a hole transport layer; an organic emission layer including an emission layer main body and an emission dopant; an electron blocking layer; an electron transport layer; and a cathode, which are arranged in the order listed. on the substrate.

Description

[0001] Cross References to Related Applications [0002] This application claims Provisional Application No. 60 / 678,170 (filed May 6, 2005); Provisional Application No. 60 / 701,929 (filed July 25, 2005); Provisional Application No. 60 / 718,336 (filed September 20, 2005) date of filing) priority interest. The contents of all three applications are incorporated by reference in their entirety into this application. [0003] research agreement [0004] The claimed invention was made on behalf of and / or in connection with one or more of the parties to a joint university-corporate research agreement: Princeton University, University of Southern California, and the Universal Display Corporation. The agreement was in effect on and before the date the claimed invention was made and the claimed invention was made as a result of actions taken within the scope of the agreement. field of invention [0005] The present invention relates generally to organic light emitting devices (OLEDs), ...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L27/32
CPCC07F15/0033C09K11/06C09K2211/185H10K85/342H10K2102/00H10K50/11H10K2102/301H10K50/826H10K50/10C07F15/0046Y02E10/549C07F15/0006C09K2211/1044C09K2211/1029C09K2211/1059H10K85/361H10K50/81H10K50/82H10K2101/10H10K2102/103
Inventor 林春P·B·麦肯齐R·W·沃尔特斯蔡瑞益C·布朗邓军
Owner UNIVERSAL DISPLAY
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