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High polymer and polymer light-emitting element using the same

A technology of polymers and compounds, applied in luminescent materials, electro-solid devices, electroluminescent light sources, etc., can solve the problems of insufficient heat resistance, fluorescence intensity, etc.

Active Publication Date: 2007-01-17
SUMITOMO CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the above-mentioned polymer compounds have problems in that they cannot achieve necessary and sufficient heat resistance, fluorescence intensity, etc.

Method used

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  • High polymer and polymer light-emitting element using the same
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  • High polymer and polymer light-emitting element using the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0675] Example 1 (Synthesis of Compound H)

[0676]

[0677] Compound H

[0678] In an air atmosphere, 4.00 g (9.08 mmol) of compound G and 57 ml of a mixed solvent of acetic acid:dichloromethane=1:1 were charged into a 50 ml three-necked flask, and the mixture was stirred and dissolved at room temperature. Subsequently, 7.79 g (20.0 mmol) of benzyltrimethylammonium tribromide was added, and zinc chloride was added while stirring until the benzyltrimethylammonium tribromide was completely dissolved. The mixture was stirred at room temperature for 20 hours, and then, 10 ml of a 5% aqueous sodium bisulfite solution was added to terminate the reaction. The organic layer was extracted with chloroform, washed twice with an aqueous potassium carbonate solution, and dried over sodium sulfate. The product was purified twice with a flash column, using hexane as the developing solvent, and then recrystallized with a mixed solvent of ethanol: hexane=1:1, followed by 10:1, to obtain 4.13 g ...

Embodiment 2

[0717] Example 2 (Synthesis of Compound N)

[0718]

[0719] Compound N

[0720] Under an argon atmosphere, a 200 mL flask was charged with compound M (4.00 g, 0.0082 mol), triethylamine (2.49 g, 0.0246 mol) and dichloromethane (55.8 g), and the mixture was stirred to dissolve, and then cooled to -78°C. Trifluoromethanesulfonic anhydride (5.09 g, 0.0181 mol) was added dropwise thereto for 30 minutes. The mixture was heated to room temperature for 1.5 hours and then insulated at room temperature for 5 hours. The reactant was poured into ice-cooled 1N hydrochloric acid water (80 g), and extracted with n-hexane. The resulting oil layer was washed with a saturated aqueous sodium hydrogen carbonate solution, and then dried over anhydrous sodium sulfate. The resulting oil layer was passed through a short silica gel column, and in addition, toluene was passed through the silica short column and combined. It was then concentrated and dried to a solid. The obtained solid was recrystalliz...

Embodiment 3

[0724] Example 3 (Synthesis of Compound O)

[0725]

[0726] Compound O

[0727] In an argon atmosphere, a 200mL flask was charged with compound N (3.88g, 0.0053mol), pinacol diborane (2.94g, 0.0116mol), dichlorobisdiphenylphosphinoferrocene palladium (II ) (0.258g, 0.00027mol), diphenylphosphinoferrocene (0.175g, 0.00027mol) and potassium acetate (3.10g, 0.0316mol), and purge the atmosphere in the flask with argon, then charge 1 , 4-Dioxane (dehydration solvent) (46.4g). The mixture was heated to 100°C and insulated at 100°C for 4 hours. After allowing the mixture to cool to room temperature, it was diluted with n-hexane (100 mL), and the insoluble matter was filtered out with a filter pre-coated with sodium zeolite. The product was concentrated, and the solvent was replaced with toluene, and then passed through a short column of silica gel. The product was concentrated, and the solvent was replaced with n-hexane, then activated carbon (5 g) was added and the mixture was stirred ...

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Abstract

Disclosed is a polymer compound characterized by containing a repeating unit represented by the formula (1) below. The polymer compound is excellent in heat resistance, fluorescence intensity and the like, and is useful as a light-emitting material, a charge-transporting material and the like. (In the formula, ring A and ring B independently represent an optionally substituted aromatic hydrocarbon ring and at least one of ring A and ring B is an aromatic hydrocarbon ring obtained by condensing a plurality of benzene rings; and Rw and Rx independently represent a hydrogen atom, an alkyl group, an alkoxy group or the like and Rw and Rx may combine together to form a ring).

Description

Technical field [0001] The present invention relates to a polymer compound and a polymer light emitting device using the polymer compound. Background technique [0002] Different from low-molecular-weight light-emitting materials and charge-transporting materials, high-molecular-weight light-emitting materials and charge-transporting materials are soluble in solvents and can form an organic layer in a light-emitting device by a coating method. Therefore, various researches have been conducted. For example, there is known a polymer compound having the following structure containing two benzene rings fused to one cyclopentadiene ring as repeating units (for example, Advanced Materials 1999, vol. 9, No. 10 , P.798, International Publication No.99 / 54385 brochure). [0003] [0004] However, the above-mentioned polymer compound has a problem in that it cannot achieve the necessary and sufficient heat resistance, fluorescence intensity, etc. Summary of the invention [0005] An obje...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/00C09K11/06H05B33/14
CPCH05B33/14C09K11/06C08G61/00C09K2211/1416H10K85/657
Inventor 小熊润大内一荣上冈隆宏中园明子饭村清寿阿县克实山田武后藤修小林谕冈田明彦
Owner SUMITOMO CHEM CO LTD