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Composition for organic EL luminophor orientation controlling, organic EL luminophor orientation controlling film, and organic EL element and fabricating method thereof

A technology of orientation control and manufacturing method, which is applied in semiconductor/solid-state device manufacturing, optical components, electroluminescent light sources, etc., can solve the problems of reduced luminous efficiency and difficult light-emitting layer, achieve good photo-orientation sensitivity, and realize luminescence Efficiency stability, the effect of excellent polarized luminous efficiency

Active Publication Date: 2014-09-10
JSR CORPORATIOON
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although this organic EL element does not produce the above-mentioned problems when the polishing process is carried out, compared with the alignment film that has carried out the polishing process, it is not easy to carry out the orientation of the light-emitting layer by light irradiation, because the orientation of the light-emitting body layer needs enough time. Light exposure
In addition, with respect to the heat load during manufacture or use, the luminous efficiency is lower than before the heat load

Method used

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  • Composition for organic EL luminophor orientation controlling, organic EL luminophor orientation controlling film, and organic EL element and fabricating method thereof
  • Composition for organic EL luminophor orientation controlling, organic EL luminophor orientation controlling film, and organic EL element and fabricating method thereof
  • Composition for organic EL luminophor orientation controlling, organic EL luminophor orientation controlling film, and organic EL element and fabricating method thereof

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0406] In the reaction vessel equipped with stirrer, thermometer, dropping funnel and reflux condenser, add: 100.0g 2-(3,4-epoxycyclohexyl) ethyltrimethoxysilane (ECETS), 500g methylisobutyl Ketone and 10.0 g of triethylamine were mixed at room temperature.

[0407] Next, after dropping 100 g of deionized water from the dropping funnel over 30 minutes, the mixture was continuously mixed under reflux, and reacted at 80° C. for 6 hours. After the reaction, the organic layer was taken out, washed with a 0.2% by mass ammonium nitrate aqueous solution until the water became neutral, and the solvent and water were distilled off under reduced pressure to obtain a polyorganosiloxane having an epoxy group. Viscous transparent liquid.

[0408] The polyorganosiloxane with epoxy group is carried out 1 After the H-NMR analysis, a peak based on the epoxy group was obtained by theoretical intensity in the vicinity of chemical shift (δ)=3.2 ppm, and it was confirmed that no side reaction of...

Synthetic example 2

[0412] 20 g of 4-bromodiphenyl ether, 0.18 g of palladium acetate, 0.98 g of tris(2-tolyl)phosphine, 32.4 g of triethylamine, and 135 mL of dimethylacetamide were mixed in a 500 mL three-necked flask equipped with a condenser. Next, 7 g of acrylic acid was added to the mixed solution with a syringe, and stirred. This mixed solution was further heated and stirred at 120° C. for 3 hours. After confirming the completion of the reaction by TLC, the reaction solution was cooled to room temperature. After filtering off the precipitate, the filtrate was poured into 300 mL of 1N hydrochloric acid aqueous solution, and the precipitate was recovered. This precipitate was recrystallized under a solution of ethyl acetate and hexane at a ratio of 1:1, thereby obtaining 8.4 g of a compound represented by the following formula (K-1) (specific cinnamic acid derivative (K-1)) .

[0413]

Synthetic example 3

[0415] In a 300 mL three-necked flask equipped with a condenser, 6.5 g of 4-fluorophenylboronic acid, 10 g of 4-bromocinnamic acid, 2.7 g of tetrakis(triphenylphosphine)palladium, 4 g of sodium carbonate, 80 mL of tetrahydrofuran, and 39 mL of pure water were mixed. Continue heating and stirring the reaction solution at 80° C. for 8 hours, and confirm with TLC after the reaction is completed. After the reaction solution was cooled to room temperature, it was poured into 200 mL of 1N hydrochloric acid aqueous solution, and a solid was precipitated by filtration. The obtained solid was dissolved in ethyl acetate, and the liquid separation was washed with 100 mL of 1N aqueous hydrochloric acid solution, 100 mL of pure water, and 100 mL of saturated brine in this order. Next, the organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated off. The obtained solid was vacuum-dried to obtain 9 g of a compound represented by the following formula (K-2) (s...

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Abstract

The present invention relates to a composition for controlling the orientation of an organic EL light emitter, an orientation control film for an organic EL light emitter, an organic EL element and a manufacturing method thereof. Its purpose is to provide a composition for controlling the orientation of an organic EL emitter which is excellent in photo-alignment sensitivity, which has stable luminous efficiency due to high heat resistance, and can form an orientation control film for an organic EL emitter which is based on an organic EL emitter. The high-level anisotropic orientation of EL emitters can exert excellent polarized light emission efficiency. The present invention relates to a composition for controlling the orientation of an organic EL light emitting body, comprising: [A] a compound having a photo-alignment group including a cinnamic acid structure. [A] The compound is preferably a polyorganosiloxane compound. In addition, the photo-alignment group containing the above-mentioned cinnamic acid structure is preferably selected from the group consisting of a group derived from a compound represented by the following formula (1) and a group derived from a compound represented by (2). at least one of .

Description

technical field [0001] The invention relates to a composition for controlling the orientation of an organic EL luminous body suitable for forming a film capable of controlling the orientation of an organic EL luminous body, an orientation control film for an organic EL luminous body formed from the composition, and a film having the orientation control function of an organic EL luminous body. Film organic EL element and method for producing the same. Background technique [0002] As devices that emit light by themselves, organic EL (electroluminescence) elements, inorganic EL elements, semiconductor LEDs, plasma displays, and the like have been developed. In the development of display devices that can effectively utilize the characteristics of each light-emitting element, organic EL elements that use organic EL emitters that are light-emitting organic compounds can be easily thinned, have low power consumption, and have excellent brightness and dynamic screen display functio...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08L83/04C08L83/06C08G77/38H01L51/50H01L51/52H01L51/56
CPCH05B33/10G02B5/201C09K19/56C08G77/42C08L33/04C08L83/04C09K2019/548H10K50/00
Inventor 木村雅之安田博幸
Owner JSR CORPORATIOON
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