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Compound for an organic photoelectric device, and organic photoelectric device comprising same

A technology of organic optoelectronic devices and compounds, which can be used in organic dyes, lighting devices, photovoltaic power generation, etc., can solve problems such as unsatisfactory development, and achieve the effects of excellent electrochemical and thermal stability and excellent lifespan

Inactive Publication Date: 2012-07-18
CHEIL IND INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the current development of organic material layer-forming materials for organic light-emitting diodes is not satisfactory, so there is still a need for new materials

Method used

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  • Compound for an organic photoelectric device, and organic photoelectric device comprising same
  • Compound for an organic photoelectric device, and organic photoelectric device comprising same
  • Compound for an organic photoelectric device, and organic photoelectric device comprising same

Examples

Experimental program
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Embodiment 1

[0123] Embodiment 1: synthesis is represented by the compound of chemical formula 12

[0124] As an example of a compound for an organic photoelectric device in the present invention, a compound represented by Chemical Formula 12 was synthesized according to Reaction Scheme 1.

[0125]

[0126] Step 1: Synthesis of compound (A)

[0127] Mix 5 g (15.5 mmol) of 3-bromo-6-phenylcarbazole, 6.3 g (17.1 mmol) of 3-phenyl-6-carbazole boric acid pinacol ester in a 250 mL round bottom flask using a stirrer under nitrogen atmosphere And 100mL tetrahydrofuran mixed with 2M potassium carbonate aqueous solution. The mixture was heated to reflux for 12 hours under nitrogen flow. After the reaction was completed, hexane was added to the reactant. The solid generated therein was then filtered and dissolved in a mixed solution prepared by mixing toluene and tetrahydrofuran at a volume ratio of 50:50, to which activated carbon and anhydrous magnesium sulfate were added. Then stir the m...

Embodiment 2

[0132] Embodiment 2: synthesis is represented by the compound of chemical formula 26

[0133] As one example of the compound for the organic photoelectric device in the present invention, the compound represented by Chemical Formula 26 was synthesized according to Reaction Scheme 2.

[0134]

[0135] Step 1: Synthesis of compound (B)

[0136] Mix 2g (4.13mmol) of intermediate product represented by general formula A, 2.3g (6.2mmol) of 3-bromo-N-phenylcarbazole, 0.2g (2.1mmol) of copper chloride, 1.7mL in a 100mL round bottom flask g (12.4 mmol) of potassium carbonate, 0.37 g (2.1 mmol) of 1,10-phenanthroline and 80 mL of dimethyl sulfoxide, and heated at 180° C. for 24 hours under nitrogen flow. Thereafter, the organic solvent was removed by distillation under reduced pressure, and 2 g of compound B was obtained by column chromatography (67% yield).

[0137] Step 2: Synthesis of Chemical Formula 26

[0138] Add 2g (2.76mmol) intermediate product represented by compou...

Embodiment 3

[0141] Embodiment 3: synthesis is represented by the compound of chemical formula 10

[0142] As one example of the compound for the organic photoelectric device in the present invention, the compound represented by Chemical Formula 10 was synthesized according to Reaction Scheme 3.

[0143]

[0144] In the 100mL round bottom flask, add 2g (2.76mmol) intermediate product represented by compound B, 1.3g (4.1mmol) N-(4-bromophenyl) diphenylamine, 0.14g (1.4mmol) copper chloride, 1.14 g (8.3 mmol) of potassium carbonate, 0.25 g (1.4 mmol) of 1,10-phenanthroline and 80 mL of dimethylsulfoxide and heated at 180° C. for 24 hours under nitrogen flow. Then the organic solvent was removed by distillation under reduced pressure, and 2 g of compound 8 was obtained by column chromatography (yield 75%).

[0145] The compound represented by Chemical Formula 10 was subjected to elemental analysis. The result is as follows.

[0146] Calculate C 72 h 48 N 4 : C, 89.23; H, 4.99; N, 5.7...

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Abstract

The present invention relates to a compound for an organic photoelectric device and to an organic photoelectric device comprising same. The compound for an organic photoelectric device is expressed in chemical formula 1, wherein the definitions of Ar1 to Ar4 and R1 to R4 are the same as those specified in the description. An organic photoelectric device having superior thermal / electrochemical stability and efficiency and an extended lifespan can be provided using the above-described compound for an organic photoelectric device.

Description

technical field [0001] The present invention relates to a compound for an organic photoelectric device capable of providing an organic photoelectric device having excellent lifetime, efficiency, electrochemical stability, and thermal stability, 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, converts electrical energy into light energy. [0003] Organic photoelectric devices may be classified according to their driving principles as follows. The first organic optoelectronic device is an electronic device driven as follows: Excitons are generated in an organic material layer by photons from an external light source; the excitons are separated into electrons and holes; and the electrons and holes are transported into different electrodes As a current source (voltage source). [0004] The second organic phot...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06H01L51/50H10K99/00
CPCC09K2211/1011H01L51/5012C09B57/008C09B57/00C09K2211/1007C09K2211/1029H05B33/14C09K11/06H01L51/0072C09K2211/1059C09K2211/1044C09K2211/1048Y02E10/549C09K2211/1018H10K85/00H10K50/11H10K85/654H10K85/6572H10K85/649H10K85/631H10K50/171H10K50/16H10K50/17H10K50/15H10K85/636H10K85/6574H10K85/6576
Inventor 金亨宣柳银善金永勋闵修炫李镐在姜义洙蔡美荣
Owner CHEIL IND INC
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