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Polyquinoline copolymer having a branched structure and organic electroluminescent device using same

A technology of branched chain structure and polyquinoline, which is applied in electroluminescent light sources, electrical components, organic semiconductor devices, etc., and can solve problems such as short luminous life and undiscovered products

Inactive Publication Date: 2006-05-24
RESONAC CORPORATION
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the light emitting lifetime of this device is short, which is an obstacle in the field of constructing full-color displays
[0004] In order to solve the above problems, polymer organic EL elements using various polyfluorene type and polyp-phenylene type conjugated polymers have been proposed in recent years, but in terms of stability, they are not No products that meet the requirements were found

Method used

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  • Polyquinoline copolymer having a branched structure and organic electroluminescent device using same
  • Polyquinoline copolymer having a branched structure and organic electroluminescent device using same
  • Polyquinoline copolymer having a branched structure and organic electroluminescent device using same

Examples

Experimental program
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Effect test

Embodiment 1

[0120] The synthesis of embodiment 1 quinoline derivative diboronic acid ester

[0121] 6,6'-bis[2-(4-bromophenyl)-3,4-diphenylquinoline](6,6'-bis[2-(4-bromophenyl)-3,4-diphenylquinoline] ) (30mmol) in tetrahydrofuran (THF, Tetrahydrofuran) solution, under argon flow, while stirring carefully while slowly adding magnesium (1.9 grams (g), 80 millimoles (mmol)) in THF mixture, to prepare grid Grignard reagent. The obtained Grignard reagent was slowly dropped into a THF solution of trimethylboric acid ester (300 mmol) at -78° C. while carefully stirring for 2 hours, and then, at room temperature Stir for 2 days. The reaction mixture was pulverized, poured into ice-containing 5% dilute sulfuric acid, and stirred. The obtained aqueous solution was extracted with toluene, and the extract was concentrated to obtain a colorless solid. The obtained solid was recrystallized from toluene / acetone (1 / 2) to obtain colorless crystals of quinoline derivative diboronic acid (40%). The obt...

Embodiment 2

[0122] Synthesis (1) of the copolymer of embodiment 2 quinoline derivatives and branched chain structure derivatives

[0123] In the tribromo branched chain structure monomer (1mmol) represented by the following structural formula, the dialkoxy dibromobenzene compound (9mmol) represented by the following structural formula, the quinoline derivative diboron synthesized by the method of Example 1 Ester (10mmol) and Pd(O)(PPh 3 ) 4 (0.2mmol) of toluene solution, under argon flow, add 2M potassium carbonate (K 2 CO 3 ) solution, while vigorously stirring, while carrying out reflux for 48 hours.

[0124]

[0125]

[0126] After cooling the reaction mixture to room temperature, it was poured into a large amount of methanol to precipitate a solid. The precipitated solid was suction-filtered and washed with methanol to obtain a solid. The filtrated solid was dissolved in toluene, and poured into a large amount of acetone to precipitate the solid. The precipitated solid was...

Embodiment 3

[0127] Synthesis (2) of the copolymer of embodiment 3 quinoline derivatives and branched chain structure derivatives

[0128]6,6'-bis[2-(4-fluorophenyl)-3,4-diphenylquinoline](6,6'-bis[2-(4-fluorophenyl)-3,4-diphenylquinoline]) (9mmol), the branched chain structural monomer (1mmol) represented by the following structural formula, the dialkoxy dihydroxybenzene compound (9mmol) represented by the following structural formula, potassium carbonate (15mmol), anhydrous NMP (40 milliliters (ml) ) and anhydrous toluene (20ml), under a nitrogen stream, while vigorously stirring, heated and refluxed for 30 hours.

[0129]

[0130] After adding NMP (60 ml) to the reaction mixture, it was cooled to room temperature. The resulting solution was poured into a large amount of distilled water to precipitate a solid. The precipitated solid was suction-filtered and washed with distilled water, methanol, and acetone to obtain a solid. The filtrated solid was dissolved in toluene, and poured...

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Abstract

A polyquinoline copolymer comprising a quinoline monomer unit which may have a substituent and a monomer unit of a branched chain structure which may have a substituent. According to the present invention, a light-emitting polymer material excellent in stability can be provided.

Description

technical field [0001] The invention relates to a polyquinoline copolymer and an organic electroluminescent element using the copolymer. Background technique [0002] Electroluminescent elements are attracting attention for large-area solid state light source applications as substitutes for, for example, incandescent lamps and gas-filled lamps. On the other hand, in the field of flat panel displays (PFDs), attention is also being drawn as the most powerful self-emitting displays (displays) that can replace liquid crystal displays. In particular, an organic electroluminescent (EL) element made of an organic material is being commercialized as a low power consumption type full-color FPD. Among them, the high-molecular-type organic EL element, which uses a high-molecular material to form an organic material, can perform printing, ink-jet (ink-jet) It is an indispensable component for the future large-screen organic EL display, such as easy film formation. [0003] So far, in...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C08G73/06C09K11/06H01L51/00H01L51/30H01L51/50H05B33/14
CPCC08G73/0688C09K11/06C09K2211/1416C09K2211/1466H05B33/14H10K85/151H10K85/636H10K85/649H10K85/6565H10K85/615H10K85/631H10K85/6572H10K50/11H10K2102/103C08G61/12
Inventor 森下芳伊野村理行津田义博田井诚司
Owner RESONAC CORPORATION
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