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Organic polymer light-emitting element material having gold complex structure and organic polymer light-emitting element

By using phosphorescent coordination compounds with a gold complex structure and polymers with polymerizable functional groups in organic EL devices, the development problems of multi-color or white light emitting materials and polymer stability problems in the existing technology are solved, and the problem of polymer stability is achieved. Efficient multicolor or white light emission and large-area fabrication.

Inactive Publication Date: 2006-05-31
SAMSUNG ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage of this structure is that it is almost impossible to control the gold concentration in the polymer, and it is almost impossible to obtain multifunctional polymers containing light-emitting residues and electron-transporting residues, etc., or due to the disconnection of bonds between gold and organic groups. cause the molecule to break down

Method used

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  • Organic polymer light-emitting element material having gold complex structure and organic polymer light-emitting element
  • Organic polymer light-emitting element material having gold complex structure and organic polymer light-emitting element
  • Organic polymer light-emitting element material having gold complex structure and organic polymer light-emitting element

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Experimental program
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Effect test

Embodiment 1

[0149] Embodiment 1: the synthesis of polymerizable gold complex (1)

[0150]

[0151]

[0152] The polymerizable gold complex (1) was synthesized by reacting sodium tetrachloroaurate (III) with thiodiglycol and then with bis(diphenylphosphino)methane containing a polymerizable functional group. More specifically, 20 ml of tetrahydrofuran (hereinafter abbreviated as "THF") was added to 20 g (5.2 mmol) of bis(diphenylphosphino)methane, and while cooling on ice, a solution of n-butyllithium was added dropwise. 3.5 mL (5.6 mmol) of 1.6M hexane solution. After adding a THF solution containing 10 mg (0.05 mmol) of lithium tetrachlorocuprate to the prepared slurry, 10 mL of a THF solution containing 0.85 g (5.6 mmol) of 4-vinylbenzyl chloride was added dropwise , and stirred at room temperature for 3 hours. Thereafter, the solvent was distilled off under reduced pressure, and the organic material was extracted with dichloromethane, and then dried under reduced pressure. The...

Embodiment 2

[0158] Embodiment 2: Synthesis of polymerizable gold complex (2)

[0159]

[0160] The polymerizable gold complex (2) was synthesized by reacting the polymerizable gold complex (1) with bis(diphenylphosphino)methane. More specifically, 150 mg (0.20 mmol) of gold complex (1) was dissolved in 10 ml of dichloromethane, and 77 mg (0.20 mmol) of bis(diphenylphosphino)methane and 100 mg ( 0.39 mmol) silver trifluoromethanesulfonate, and stirred at room temperature for 2 hours. After distilling off the solvent under reduced pressure, the resulting reaction mixture was extracted with dichloromethane, and then dried under reduced pressure. The residue was dissolved in a small amount of dichloromethane, concentrated after further adding methanol, and the resulting crystals were collected by filtration and dried to obtain 118 mg (0.096 mmol) of the target polymerizable gold complex (2). It was identified by CHN elemental analysis and mass spectrometry.

[0161] Elemental analysis: ...

Embodiment 3

[0165] Embodiment 3: Synthesis of polymerizable gold complex (3-1)

[0166]

[0167]

[0168] A gold complex obtained by reacting sodium tetrachloroaurate (III) with triphenylphosphine containing a polymerizable functional group was reacted with a known method (see, P. Cadiot and W. Chodkiewicz, Chemistry of Acetylenes, H.G. Viehe, ed., Marcel Dekker, New York (1969)) reacted with phenylbutadiyne synthesized, thereby synthesizing the polymerizable gold complex (3-1). More specifically, 20 ml of anhydrous THF was added to 341 mg (14 mmol) of magnesium, and 10 ml of a THF solution containing 2.70 g (15 mmol) of 4-bromostyrene was added dropwise thereto to prepare the Grignard reagent . To the resulting solution was added dropwise 10 ml of a THF solution containing 2.50 g (11 mmol) of chlorodiphenylphosphine, and stirred at room temperature for 1.5 hours. After the solvent was distilled off under reduced pressure, the residue was purified by silica gel column chromatograp...

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Abstract

The present invention provides an organic polymer light-emitting element material containing a gold complex structure represented by formulas (5) and (8) as part of side chains or crosslinking groups, and an organic polymer light-emitting element material containing the organic polymer light-emitting element layers of organic polymer light-emitting elements. The present invention provides a polymer-based phosphorescent material usable for an organic electroluminescent device emitting polychromatic light or white light having high luminous efficiency and capable of large-area formation and large-scale manufacture.

Description

[0001] Cross References to Related Applications [0002] This application is an application filed under 35 U.S.C. Section 111(a), which requires a U.S. provisional application filed under 35 U.S.C. Section 111(b) on May 4, 2003, under 35 U.S.C. Section 119(e)(1) Benefit of serial number 60 / 470,187. technical field [0003] The present invention relates to polymer-based organic light-emitting element materials used in organic light-emitting devices (OLEDs). Organic light emitting devices can emit light by electrical energy, and can be used in flat display panels, backlight or illumination light sources used in flat display panels, electrophotography, photosensitive element light sources, display panels, and the like. Background technique [0004] Since C.W.Tang et al. of Kodak invented an organic light-emitting device capable of high-brightness light emission in 1987 (see, Appl. Phys. Lett., Vol. 51, p. 913 (1987)), the development of its materials and device structure Impr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07F9/50C08F12/14C08F12/30C08F12/32C08F12/34H01L51/30H01L51/50H05B33/14
CPCC07F9/5045C08F12/14C08F12/30C08F12/32C08F12/34C09K11/06C09K2211/1014C09K2211/1433C09K2211/188H05B33/14Y10S428/917Y02B20/00H10K85/141H10K85/30H10K85/341H10K50/125H10K50/11H10K2101/10C08F30/02
Inventor 高桥良明田口勇白根浩朗
Owner SAMSUNG ELECTRONICS CO LTD
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