Organometallic complex, luminous solid, organic EL element and organic EL display

An organometallic and complex technology, which is applied in the field of luminescent solids and organometallic complexes, can solve the problems of less materials, short driving life, and narrow range of material selection.

Active Publication Date: 2007-06-20
UDC IRELAND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the case of phosphorescent materials, there is a problem that there are very few materials that emit strong phosphorescence at room temperature, and the selection range of materials is narrow.
However, in the case of an organic EL device using this metal complex, there is a problem that the driving life is short

Method used

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  • Organometallic complex, luminous solid, organic EL element and organic EL display
  • Organometallic complex, luminous solid, organic EL element and organic EL display
  • Organometallic complex, luminous solid, organic EL element and organic EL display

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0230] Synthesis Example 1: Synthesis of Pt(3,5-bis(2-pyridyl)toluene)(biphenyl oxide) (hereinafter referred to as "Pt(dpt)(obp)")

[0231] Pt(3,5-bis(2-pyridyl)toluene)(biphenyl oxide) (hereinafter referred to as "Pt(dpt)(obp)") was synthesized as follows. That is, specifically, 3,5-dibromotoluene (5.0 g; 20 mmol), 2-tri-n-butylstannylpyridine (26.9 g; 73 mmol), bis(triphenylphosphine) Palladium dichloride (1.55 g; 2.2 mmol) and lithium chloride (11.7 g; 276 mmol), refluxed for 2 days. After cooling, 50 ml of a saturated aqueous solution of KF was added. The precipitated solid was taken out by filtration, washed with a small amount of cooled toluene (20ml x 3 times), and dried in vacuo. The resulting solid was added to dichloromethane and NaHCO 3 In the mixed solution, wash thoroughly. The organic layer was separated with MgSO 4 After drying, the solvent was removed using an evaporator. Recrystallization was performed with dichloromethane to obtain 2.2 g of 3,5-bis(2-py...

Synthetic example 2

[0239] Synthesis Example 2: Synthesis of Pt(3,5-bis(2-pyridyl)toluene)(OH) (hereinafter referred to as "Pt(dpt)(OH)")

[0240] After obtaining Pt(dpt)Cl in the same manner as in Synthesis Example 1, 100 mg (0.21 mmol) of the obtained Pt(dpt)Cl was added to 30 ml of acetone and stirred. 56 mg (1 mmol) of KOH powder was added thereto, and stirred at room temperature for 10 minutes. After adding a few drops of pure water, a yellow solid began to precipitate. Stir while heating for 3 hours, let cool, filter out the precipitated solid, wash thoroughly with pure water, methanol, and diethyl ether in sequence, and then vacuum-dry to obtain a yellow solid of Pt(dpt)(OH). The yield is 68%. The IR spectrum of Pt(dpt)(OH) is shown in FIG. 10 .

[0241]

Synthetic example 3

[0242] Synthesis Example 3: Synthesis of Pt(3,5-bis(2-pyridyl)toluene)(1,2,4-triazole salt) (hereinafter referred to as "Pt(dpt)(taz)")

[0243] After obtaining Pt(dpt)Cl in the same manner as in Synthesis Example 1, 100 mg (0.21 mmol) of the obtained Pt(dpt)Cl was added to 30 ml of acetone and stirred. 29 mg (0.32 mmol) of 1,2,4-triazole sodium salt was added thereto, and stirred at room temperature for 10 minutes. After adding a few drops of pure water, a yellow solid began to precipitate. Stir while heating for 3 hours, let cool, filter out the precipitated solid, wash thoroughly with pure water, methanol, and diethyl ether in sequence, and then vacuum-dry to obtain a yellow solid of Pt(dpt)(taz). The yield was 82%. The IR spectrum of Pt(dpt)(taz) is shown in FIG. 11 .

[0244]

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Abstract

An organic EL element which has an organic thin film layer between a positive electrode and a negative electrode, wherein said organic thin film layer comprises an organometallic complex having a metal, a tridentate ligand coordinating to the metal tridentately through two nitrogen atoms and one carbon atom, the carbon atom being positioned between the two nitrogen atoms, and a monodentate ligand coordinating to the metal through one atom selected from among a C atom, an N atom, an O atom, a P atom and an S atom. The above organic EL element comprises an organometallic complex exhibiting a phosphorescent light emission, and is excellent in life and luminous efficiency and in thermal and electrical stability and has a long operation life.

Description

technical field [0001] The present invention relates to an organometallic complex and a luminescent solid exhibiting phosphorescence and suitable for use as a luminescent material and a color conversion material in an organic EL element, a lighting device, etc.; using the organometallic complex or luminescent solid An organic EL element and an organic EL display using the organic EL element. Background technique [0002] An organic EL element is an optical element that has a structure in which one or more thin organic layers are sandwiched between a negative electrode and a positive electrode. Holes are injected from the positive electrode and electrons are injected from the negative electrode to the organic layer. The recombination energy of the holes and the electrons when recombining in the organic layer excites the luminescent center of the luminescent material in the organic layer, and utilizes the light emitted when the luminescent material is deactivated from the exci...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/53C07D213/22C07D231/12C07D249/08C07D217/14C07D277/70C07D277/68C07D277/66C07F9/50C09K11/06C07C39/15H05B33/14C07F15/00C07C37/66C07C39/235H01L51/00H01L51/50
CPCH01L51/0059C09K11/06C07D213/22H01L51/0067C09K2211/185C07F15/0086H01L51/007C09K2211/1011C09K2211/1037C07D217/14C07D231/12H01L51/0087C09K2211/1029C07C37/66C09K2211/1044C09K2211/1059H01L51/0081H05B33/14H01L51/006H01L51/5016H01L51/0054C09K2211/1033C07D277/66H10K85/622H10K85/633H10K85/6565H10K85/631H10K85/654H10K85/324H10K85/346H10K50/11H10K2101/10C07C39/235
Inventor 外山弥佐藤祐猿渡纪男
Owner UDC IRELAND
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