IP Library › Granted Patent US 9,419,230
Granted Patent B2
US 9,419,230 · App. 13/914,008 · Granted Aug 16, 2016

Compound for organic optoelectronic device, organic light emitting diode including the same, and display device including the organic light emitting diode

Inventors: Hyung-Sun Kim (Uiwang-si, KR); Eun-Sun Yu (Uiwang-si, KR); Mi-Young Chae (Uiwang-si, KR)
Assignee: CHEIL INDUSTRIES, INC.
H01L51/0072C07D209/82C07D209/88C07D401/14C07D403/14C07D405/14C07D409/14C07D413/14C07D471/04C09K11/06H01L51/0067H01L51/0074H05B33/10C09K2211/1007C09K2211/1011C09K2211/1029C09K2211/1044C09K2211/1059C09K2211/1088H01L51/0059H01L51/0081H01L51/0085H01L51/5016
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Quick Facts
Patent No.
US 9,419,230
App. No.
13/914,008
Granted
Aug 16, 2016
Kind
B2
Abstract

A compound for an organic optoelectronic device, an organic light emitting diode including the same, and a display device including the organic light emitting diode are disclosed, and the compound for an organic optoelectronic device represented by Chemical Formula 1 is provided to manufacture an organic optoelectronic device having improved life-span characteristics due to excellent electrochemical and thermal stability, and high luminous efficiency at a low driving voltage.

Claims (34)

1. A compound for an organic optoelectronic device, the compound being represented by the following Chemical Formula 1:

wherein, in the above Chemical Formula 1,

X 1 is —NR′—,

the R′ is hydrogen; deuterium; a substituted or unsubstituted C1 to C20 alkyl group; a substituted or unsubstituted C6 to C30 aryl group; or a substituted or unsubstituted C2 to C30 heteroaryl group;

R 1 to R 10 are the same or different and are independently hydrogen; deuterium; a substituted or unsubstituted C1 to C20 alkyl group; a substituted or unsubstituted C6 to C30 aryl group; or a substituted or unsubstituted C2 to C30 heteroaryl group; and

at least one of the R 1 to R 10 or R′ is a substituted or unsubstituted C6 to C30 aryl group having electron characteristics; or a substituted or unsubstituted C2 to C30 heteroaryl group having electron characteristics.

2. The compound for an organic optoelectronic device as claimed in claim 1 , wherein the compound includes the substituted or unsubstituted C6 to C30 aryl group having electron characteristics, and the substituted or unsubstituted C6 to C30 aryl group having electron characteristics is a substituted or unsubstituted triperylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted spirofluorenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted perylenyl group, a substituted or unsubstituted phenanthrenyl group, or a combination thereof.

3. The compound for an organic optoelectronic device as claimed in claim 1 , wherein the compound includes the substituted or unsubstituted C2 to C30 heteroaryl group having electron characteristics, and the substituted or unsubstituted C2 to C30 heteroaryl group having electron characteristics is a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted triazolyl group, a substituted or unsubstituted tetrazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted oxatriazolyl group, a substituted or unsubstituted thiatriazolyl group, a substituted or unsubstituted benzimidazolyl group, a substituted or unsubstituted benzotriazolyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridazinyl group, a substituted or unsubstituted purinyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted phthalazinyl group, a substituted or unsubstituted naphpyridinyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, or a combination thereof.

4. The compound for an organic optoelectronic device as claimed in claim 1 , wherein the R′ is a substituted or unsubstituted C6 to C30 aryl group having electron characteristics; or a substituted or unsubstituted C2 to C30 heteroaryl group having electron characteristics.

5. A compound for an organic optoelectronic device, wherein the compound is at least one selected from the group of Chemical Formulae 1a to 33a

6. An organic light emitting diode, comprising

an organic light emitting diode including an anode, a cathode, and at least one organic thin layer between the anode and the cathode,

wherein the at least one organic thin layer includes the compound for an organic optoelectronic device according to claim 1 .

7. The organic light emitting diode as claimed in claim 6 , wherein the at least one organic thin layer includes an emission layer, a hole transport layer (HTL), a hole injection layer (HIL), an electron transport layer (ETL), an electron injection layer (EIL), a hole blocking layer, or a combination thereof.

8. The organic light emitting diode as claimed in claim 7 , wherein the at least one organic thin layer includes the emission layer, and the compound for an organic optoelectronic device is included in the emission layer.

9. A display device comprising the organic light emitting diode as claimed in claim 6 .

10. An organic light emitting diode, comprising

an organic light emitting diode including an anode, a cathode, and at least one organic thin layer between the anode and the cathode,

wherein the at least one organic thin layer includes the compound for an organic optoelectronic device according to claim 5 .

11. The organic light emitting diode as claimed in claim 10 , wherein the at least one organic thin layer includes an emission layer, a hole transport layer (HTL), a hole injection layer (HIL), an electron transport layer (ETL), an electron injection layer (EIL), a hole blocking layer, or a combination thereof.

12. The organic light emitting diode as claimed in claim 11 , wherein the at least one organic thin layer includes the emission layer, and the compound for an organic optoelectronic device is included in the emission layer.

13. A display device comprising the organic light emitting diode as claimed in claim 10 .

14. A compound for an organic optoelectronic device, the compound being represented by the following Chemical Formula 1:

wherein, in the above Chemical Formula 1,

X 1 is —NR′—, —O—, —Se—, —PR′— or —S—,

the R′ is hydrogen; deuterium; a substituted or unsubstituted C1 to C20 alkyl group; a substituted or unsubstituted C6 to C30 aryl group; or a substituted or unsubstituted C2 to C30 heteroaryl group;

R 1 to R 10 are the same or different and are independently hydrogen; deuterium; a substituted or unsubstituted C1 to C20 alkyl group; a substituted or unsubstituted C6 to C30 aryl group; or a substituted or unsubstituted C2 to C30 heteroaryl group; and

at least one of the R 1 to R 10 or R′ is a substituted or unsubstituted triperylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted spirofluorenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted perylenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted triazolyl group, a substituted or unsubstituted tetrazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted oxatriazolyl group, a substituted or unsubstituted thiatriazolyl group, a substituted or unsubstituted benzimidazolyl group, a substituted or unsubstituted benzotriazolyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridazinyl group, a substituted or unsubstituted purinyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted phthalazinyl group, a substituted or unsubstituted naphpyridinyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, or a combination thereof.

15. An organic light emitting diode, comprising:

an organic light emitting diode including an anode, a cathode, and at least one organic thin layer between the anode and the cathode,

wherein the at least one organic thin layer includes the compound for an organic optoelectronic device according to claim 14 .

16. The organic light emitting diode as claimed in claim 15 , wherein the at least one organic thin layer includes an emission layer, a hole transport layer (HTL), a hole injection layer (HIL), an electron transport layer (ETL), an electron injection layer (EIL), a hole blocking layer, or a combination thereof.

17. The organic light emitting diode as claimed in claim 16 , wherein the at least one organic thin layer includes the emission layer, and the compound for an organic optoelectronic device is included in the emission layer.

18. A display device comprising the organic light emitting diode as claimed in claim 15 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 10, 2013
From: KIM, HYUNG-SUN; YU, EUN-SUN; CHAE, MI-YOUNG
To: CHEIL INDUSTRIES, INC.
Reel/Frame 030579/0774 →
Priority Claims (1)
KR 10-2010-0124889 · Dec 8, 2010 · national
Continuity (2)
Continuation PCTKR2011007539 · Oct 11, 2011
Related Publication 20130292659A1 · Nov 7, 2013