NOVEL COMPOUND, METHOD FOR PREPARING SAME AND ORGANIC ELECTRONIC DEVICE USING SAME

• US 20110168992A1
• Filed: 09/23/2009
• Published: 07/14/2011
• Est. Priority Date: 09/23/2008
• Status: Active Grant

• Current Assignee: LG Chem Limited (LG Corporation)
• Original Assignee: LG Chem Limited (LG Corporation)
• Inventors: Kim, Ji-Eun, Bae, Jae-Soon, Jang, Jun-Gi, Kim, Jeung-Gon
• Granted Patent: US 9,028,977 B2
• Time in Patent Office: Days
• US Class Current: 257/40
• CPC Class Codes: C07D 209/86 with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
• CPC Class Codes: C07D 263/57 Aryl or substituted aryl radicals
• CPC Class Codes: C07D 307/92 Naphthofurans; Hydrogenated naphthofurans
• CPC Class Codes: C07D 333/36 Nitrogen atoms
• CPC Class Codes: C07D 333/74 Naphthothiophenes
• CPC Class Codes: C07D 403/04 directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: C07D 405/10 linked by a carbon chain containing aromatic rings
• CPC Class Codes: C07D 409/10 linked by a carbon chain containing aromatic rings
• CPC Class Codes: H10K 2102/103 comprising indium oxides, e.g. ITO
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/14 Carrier transporting layers
• CPC Class Codes: H10K 85/322 comprising boron
• CPC Class Codes: H10K 85/636 comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom
• CPC Class Codes: H10K 85/6574 comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes
• CPC Class Codes: H10K 85/6576 comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene
• CPC Class Codes: H10K 85/658 Organoboranes
• CPC Class Codes: Y02E 10/549 Organic PV cells

Abstract

The present invention relates to a novel compound, a method for manufacturing the same, and an organic electronic device using the same, and the novel compound according to the present invention may act as a hole injection, hole transport, electron injection and transport, or light emitting material in an organic light emitting device and an organic electronic device, and the device according to the present invention shows excellent properties in terms of efficiency, a driving voltage, and stability.

Claims

1. A compound that is represented by the following Formula 1:

2. The compound as set forth in claim 1, wherein the compound that is represented by Formula 1 is represented by the following Formula 2 or 3:

3. The compound as set forth in claim 1, wherein the compound that is represented by Formula 1 is represented by the following Formula 4:

4. The compound as set forth in claim 1, wherein in Formula 1, Ar₂ to Ar₅ may be the same as or different from each other, and each independently C₆˜

C₆₀ arylaminyl group that is substituted or unsubstituted by one or more groups that are selected from the group consisting of heavy hydrogen atom, halogen group, amino group, nitrile group, nitro group, C₁˜

C₃₀ alkyl group, C₂˜

C₃₀ alkenyl group, C₁˜

C₃₀ alkoxy group, C₃˜

C₃₀ cycloalkyl group, C₂˜

C₃₀ heterocycloalkyl group, C₆˜

C₆₀ aryl group and C₃˜

C₃₀ heteroaryl group.

5. The compound as set forth in claim 1, wherein in Formula 1, Ar₂ to Ar₅ may be the same as or different from each other, and each independently C₆˜

C₆₀ aryl group that is substituted or unsubstituted by one or more groups that are selected from the group consisting of heavy hydrogen atom, halogen group, amino group, nitrile group, nitro group, C₁˜

C₃₀ alkyl group, C₂˜

C₃₀ alkenyl group, C₁˜

C₃₀ alkoxy group, C₆˜

C₃₀ aryloxy group, C₁˜

C₃₀ alkylthioxy group, C₆˜

C₃₀ arylthioxy group, C₃˜

C₃₀ cycloalkyl group, C₂˜

C₃₀ heterocycloalkyl group, substituted or unsubstituted C₁˜

C₃₀ alkylaminyl group, substituted or unsubstituted C₁˜

C₃₀ aralkylaminyl group, substituted or unsubstituted C₆˜

C₆₀ arylaminyl group, C₆˜

C₆₀ aryl group and C₃˜

C₆₀ heteroaryl group.

6. The compound as set forth in claim 1, wherein in Formula 1, Ar₂ to Ar₅ may be the same as or different from each other, and each independently C₃˜

C₆₀ heteroaryl group that is substituted or unsubstituted by one or more groups that are selected from the group consisting of heavy hydrogen atom, halogen group, amino group, nitrile group, nitro group, C₁˜

C₃₀ alkyl group, C₂˜

C₃₀ alkenyl group, C₁˜

C₃₀ alkoxy group, C₆˜

C₃₀ aryloxy group, C₁˜

C₃₀ alkylthioxy group, C₆˜

C₃₀ arylthioxy group, C₃˜

C₃₀ cycloalkyl group, C₂˜

C₃₀ heterocycloalkyl group, substituted or unsubstituted C₁˜

C₃₀ alkylaminyl group, substituted or unsubstituted C₁˜

C₃₀ aralkylaminyl group, substituted or unsubstituted C₆˜

C₆₀ arylaminyl group, C₆˜

C₆₀ aryl group and C₃˜

C₆₀ heteroaryl group.

7. The compound as set forth in claim 1, wherein in Formula 1, the aryl group is selected from the group consisting of phenyl group, biphenyl group, naphthyl group, phenanthryl group, anthracenyl group, pyrenyl group, crycenyl group and fluorenyl group that is represented by the following Structural Formulas:

8. The compound as set forth in claim 1, wherein in Formula 1, the heteroaryl is selected from the following Structural Formulas or condensated ring group thereof:

9. The compound as set forth in claim 1, wherein Ar₁ is a phenyl group.

10. The compound as set forth in claim 1, wherein the compound that is represented by Formula 1 is selected from the compounds that are represented by the compounds described in the following Table:

11. An organic electronic device which includes a first electrode, a second electrode, and one or more organic material layers that are disposed between the first electrode and the second electrode, wherein one or more layers of the organic material layers include the compound according to claim 1.

12. The organic electronic device as set forth in claim 11, wherein the organic material layer includes a hole injection layer or a hole transport layer, and the hole injection layer or hole transport layer includes the compound of Formula 1.

13. The organic electronic device as set forth in claim 12, wherein the hole injection layer or hole transport layer further includes a dopant material.

14. The organic electronic device as set forth in claim 11, wherein the organic material layer includes a light emitting layer, and the light emitting layer includes the compound of Formula 1.

15. The organic electronic device as set forth in claim 14, wherein the light emitting layer that includes the compound of Formula 1 further includes a fluorescent dopant material or phosphorescent dopant material.

16. The organic electronic device as set forth in claim 11, wherein the organic material layer includes an electron injection layer or an electron transport layer, and the electron injection layer or electron transport layer includes the compound of Formula 1.

17. The organic electronic device as set forth in claim 16, wherein the electron injection layer or electron transport layer further includes a dopant material.

18. The organic electronic device as set forth in claim 11, wherein the organic electronic device is selected from the group consisting of an organic light emitting device, an organic solar cell, an organic photoconductor (OPC) drum and an organic transistor.

19. An organic device which includes a first electrode, a second electrode, and one or more organic material layers that are disposed between the first electrode and the second electrode, wherein one or more layers of the organic material layers include the compound according to claim 3.

20. An organic device which includes a first electrode, a second electrode, and one or more organic material layers that are disposed between the first electrode and the second electrode, wherein one or more layers of the organic material layers include the compound according to claim 10.