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Compound for an organic photoelectric element, and an organic photoelectric element comprising the same

A technology of organic optoelectronic devices and compounds, applied in organic dyes, lighting devices, electroluminescent light sources, etc., can solve the problems of reducing the luminous efficiency of the device, heat resistance test short circuit or pixels, and the inability to use wet coating, etc.

Inactive Publication Date: 2012-05-16
CHEIL IND INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to lower thermal stability, short circuits or pixel defects can occur during thermal endurance testing of devices
Moreover, the host material, such as CBP, transports holes faster than electrons, so excitons will not be efficiently formed in the light-emitting layer, thereby reducing the luminous efficiency of the device.
[0008] In addition, low-molecular-weight host materials are usually deposited by vacuum, and the cost of vacuum deposition can be higher than that of wet methods.
In addition, most low-molecular-weight host materials have low solubility to organic solvents, so they cannot be coated by a wet method, thereby failing to form thin organic layers with excellent film characteristics

Method used

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  • Compound for an organic photoelectric element, and an organic photoelectric element comprising the same
  • Compound for an organic photoelectric element, and an organic photoelectric element comprising the same
  • Compound for an organic photoelectric element, and an organic photoelectric element comprising the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0191] Compounds for organic photoelectric devices were synthesized according to the following reaction scheme 1.

[0192] [Reaction Scheme 1]

[0193]

[0194] The first step: the synthesis of intermediate product (B)

[0195] Under an argon atmosphere, 11.0 g (24.7 mmol) of compound A, 6.0 g (29.7 mmol) of 1-bromo-2-nitrobenzene, and 1 g (0.86 mmol) of tetrakis(triphenylphosphine) palladium and 200 ml of tetrahydrofuran ( THF) was mixed in a 500ml round bottom flask equipped with a thermometer, reflux condenser and stirrer, to which 250ml of 2M potassium carbonate was added. The resulting mixture was stirred at 75°C for 24 hours.

[0196] The reactant was cooled to complete the reaction, extracted with dichloromethane and washed with water. Next, the resulting reactant was treated with anhydrous magnesium sulfate to remove water therefrom, and then filtered to remove the organic solvent. The final residue was purified by silica gel chromatography using a mixed solvent...

Embodiment 2

[0207] Compounds for organic photoelectric devices were synthesized according to Reaction Scheme 2 below.

[0208] [Reaction Scheme 2]

[0209]

[0210] The first step: the synthesis of intermediate product (E)

[0211] Under an argon atmosphere, in a 500ml round bottom flask with a thermometer, a reflux condenser and a stirrer, 10.0g (22.5mmol) of compound D, 5.45g (27mmol) of 1-bromo-2-nitrobenzene and 1g (0.86 mmol) of tetrakis(triphenylphosphine)palladium was dissolved in 200 ml of tetrahydrofuran, and 50 ml of 20% tetratriethylammonium hydroxide was added thereto. The mixture was stirred at 75°C for 24 hours.

[0212] Next, the reactant was cooled to complete the reaction, and then extracted with dichloromethane and washed with water. Next, the resulting reactant was treated with anhydrous magnesium sulfate to remove water therefrom, and then filtered to remove the organic solvent. The final residue was purified by silica gel chromatography of a mixed solvent prepa...

Embodiment 3

[0224] By using the compound synthesized in Example 1 as a host, Ir(PPy) 3 Used as a dopant to make organic light-emitting diodes. Here, put 1000 thick ITO is used as the anode, while the 1500 Thick aluminum (Al) was used as the cathode.

[0225] Specifically, the method of manufacturing an organic light emitting diode includes making the sheet resistance 15 Ω / cm 2 The ITO glass substrate was cut into a size of 50 mm × 50 mm × 0.7 mm, and the substrate was ultrasonically cleaned in acetone, isopropanol and pure water for 15 minutes, and then cleaned with UV ozone for 30 minutes to prepare an anode.

[0226] at 650 x 10 -7 With a speed of 0.1 to 0.3nm / s under the vacuum degree of Pa, N, N'-two (1-naphthyl)-N, N'-diphenylbenzidine (NPB) (70nm) and 4,4', 4″-tris(N-carbazolyl)triphenylamine (TCTA) (10 nm) was deposited on the substrate to form 800 Thick hole transport layer (HTL).

[0227] Then, the compound synthesized according to Example 1 was deposited under the same...

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Abstract

Provided are: a compound for an organic photoelectric element in which the substituent groups represented by the following Chemical formulae 1 and 2 are bonded; and an organic photoelectric element comprising the same. The specification of the present patent contains definitions of Chemical formulae 1 and 2. The compound for organic photoelectric elements has outstanding thermal stability, and more particularly can provide longer-lasting organic photoelectric elements and display devices which have a high light-emitting efficiency even at low drive voltages when it is used in an organic thin-film layer of an organic photoelectric element.

Description

technical field [0001] The present disclosure relates to a compound for an organic photoelectric device and an organic photoelectric device including the compound. Background technique [0002] Broadly speaking, an organic optoelectronic device is a device that converts light energy into electrical energy, or vice versa. As examples, the organic photoelectric device includes an organic light emitting diode (OLED), a solar cell, a transistor, and the like. In particular, organic light emitting diodes have recently drawn attention due to an increase in demand for flat panel displays. [0003] When an electric current is applied to an organic light emitting diode, holes are injected from the anode and electrons are injected from the cathode, and then the injected holes and electrons move to each hole transport layer (HTL) and electron transport layer (ETL), and in the light emitting layer recombined into luminescent excitons. Light is generated when the luminescent excitons ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06H05B33/10H10K99/00
CPCC09B57/00C09K2211/1007H05B33/14C09K11/06H01L51/0072H01L51/5048C09K2211/1059C09K2211/1044C09K2211/1074H01L51/5016H10K85/6572H10K50/14H10K50/11H10K2101/10H05B33/10
Inventor 郑成显金永勋金亨宣李镐在柳银善蔡美荣
Owner CHEIL IND INC