IP Library › Granted Patent US 10,050,217
Granted Patent B2
US 10,050,217 · App. 14/710,488 · Granted Aug 14, 2018

Organic compound and organic light emitting diode device including the same

Inventors: Jin Soo Hwang (Seoul, KR); Myeong Suk Kim (Hwaseong-si, KR); Sung Wook Kim (Hwaseong-si, KR); Jae Hong Kim (Suwon-si, KR); Seung-Soo Yoon (Suwon-si, KR)
Assignees: Samsung Display Co., Ltd.; Sungkyunkwan University Research & Business Foundation
H01L51/0074C07D333/78C09K11/025C09K11/06H01L51/0058H01L51/0068C07C2603/96C07D209/96C07D307/94C07D333/50C09K2211/1007C09K2211/1011C09K2211/1092H01L51/0085H01L51/5016H01L51/5072
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Quick Facts
Patent No.
US 10,050,217
App. No.
14/710,488
Granted
Aug 14, 2018
Kind
B2
Abstract

An organic compound represented by Chemical Formula 1 is disclosed. Also a light emitting diode including the organic compound is described.

Claims (46)

1. An organic compound of Chemical Formula 1:

wherein R 1 to R 4 are each a hydrogen atom, a heavy hydrogen, a C1 to C60 substituted or non-substituted alkyl group, a C2 to C60 substituted or non-substituted alkenyl group, a C2 to C60 substituted or non-substituted alkynyl group, a C3 to C60 substituted or non-substituted cycloalkyl group, a C1 to C60 substituted or non-substituted alkoxy group, a C5 to C60 substituted or non-substituted aryloxy group, a C5 to C60 substituted or non-substituted arylthio group, a C5 to C60 substituted or non-substituted aryl group, an amino group substituted into a C3 to C60 heteroaryl group, a C3 to C60 substituted or non-substituted heteroaryl group, a C6 to C60 substituted or non-substituted condensation polycyclic group, a halogen atom, a cyano group, a nitro group, a hydroxyl group, or a carboxyl group,

R 1 and R 2 are the same or different from each other,

X is —S—, —O—, —C(R 6 )(R 7 )—, or —N(R 6 )—,

R 6 and R 7 are independently a hydrogen atom, a heavy hydrogen, a C1 to C20 substituted or non-substituted alkyl group, a C5 to C20 substituted or non-substituted aryl group, a C3 to C20 substituted or non-substituted hetero aryl group, a C6 to C20 substituted or non-substituted condensation polycyclic group, a halogen atom, a cyano group, a nitro group, a hydroxyl group, or a carboxyl group,

a and z are each an integer of 0 to 4, b is an integer of 0 to 3, and y is an integer of 0 to 2,

L is a divalent linking group represented by —(Ar 1 ) n —, wherein Ar 1 is a C5 to C60 substituted or non-substituted arylene group, a C3 to C60 substituted or non-substituted heteroarylene group, or a C6 to C60 substituted or non-substituted condensation polycyclic group,

R 5 is a C6 to C12 aryl group,

and

n is an integer of 1 to 10.

2. The organic compound of claim 1 , wherein the n amount of Ar 1 are the same as or different from each other, and

two or more Ar 1 among the n amount of Ar 1 are fused to each other or linked to each other by a single bond.

3. The organic compound of claim 1 , comprising at least one selected from compounds of Chemical Formula 2 to Chemical Formula 70:

4. The organic compound of claim 1 , wherein the organic compound is a compound of Chemical Formula 5:

5. The organic compound of claim 1 , wherein the organic compound is a compound of Chemical Formula 11:

6. The organic compound of claim 1 , wherein the organic compound is a compound of Chemical Formula 23:

7. The organic compound of claim 1 , wherein the organic compound is a compound of Chemical Formula 29:

8. An organic emitting diode device comprising:

a first electrode;

a second electrode; and

an organic layer interposed between the first electrode and the second electrode,

wherein the organic layer includes an organic compound of Chemical Formula 1:

wherein R 1 to R 5 are each a hydrogen atom, a heavy hydrogen, a C1 to C60 substituted or non-substituted alkyl group, a C2 to C60 substituted or non-substituted alkenyl group, a C2 to C60 substituted or non-substituted alkynyl group, a C3 to C60 substituted or non-substituted cycloalkyl group, a C1 to C60 substituted or non-substituted alkoxy group, a C5 to C60 substituted or non-substituted aryloxy group, a C5 to C60 substituted or non-substituted arylthio group, a C5 to C60 substituted or non-substituted aryl group, an amino group substituted into a C3 to C60 heteroaryl group, a C3 to C60 substituted or non-substituted heteroaryl group, a C6 to C60 substituted or non-substituted condensation polycyclic group, a halogen atom, a cyano group, a nitro group, a hydroxyl group, or a carboxyl group,

R 1 and R 2 are the same or different from each other,

X is a linking group represented by —S—, —O—, —C(R 6 )(R 7 )—, or —N(R 6 )—,

R 6 and R 7 are independently a hydrogen atom, a heavy hydrogen, a C1 to C20 substituted or non-substituted alkyl group, a C5 to C20 substituted or non-substituted aryl group, a C3 to C20 substituted or non-substituted hetero aryl group, a C6 to C20 substituted or non-substituted condensation polycyclic group, a halogen atom, a cyano group, a nitro group, a hydroxyl group, or a carboxyl group,

a and z are each an integer of 0 to 4, b is an integer of 0 to 3, and y is an integer of 0 to 2,

L is a divalent linking group represented by —(Ar 1 ) n , wherein Ar 1 is a C5 to C60 substituted or non-substituted arylene group, a C3 to C60 substituted or non-substituted heteroarylene group, or a C6 to C60 substituted or non-substituted condensation polycyclic group,

R 5 is a C6 to C12 aryl group, and

n is an integer of 1 to 10.

9. The organic emitting diode device of claim 8 , wherein the n amount of Ar 1 are the same as or different from each other, and

two or more Ar 1 among the n amount of Ar 1 are fused to each other or linked to each other by a single bond.

10. The organic emitting diode device of claim 9 , comprising at least one selected from compounds of Chemical Formula 2 to Chemical Formula 70:

11. The organic emitting diode device of claim 10 , wherein the organic layer includes an emission layer, and

wherein the organic compound of Chemical Formula 1 is included in the emission layer.

12. The organic emitting diode device of claim 11 , wherein the emission layer comprises the organic compound of Chemical Formula 1 as a host.

13. The organic emitting diode device of claim 11 , wherein the emission layer includes the organic compound of Chemical Formula 1 as a dopant.

14. The organic emitting diode device of claim 8 , wherein the first electrode is an anode, and the second electrode is a cathode.

15. The organic emitting diode device of claim 14 , wherein the organic layer further comprises:

a hole injection layer disposed between the first electrode and the emission layer,

a hole transfer layer disposed between the hole injection layer and the emission layer,

an electron transfer layer disposed between the emission layer and the second electrode, and

an electron injection layer disposed between the electron transfer layer and the second electrode.

16. The organic emitting diode device of claim 8 , wherein the organic compound is a compound of Chemical Formula 5:

17. The organic emitting diode device of claim 8 , wherein the organic compound is a compound of Chemical Formula 11:

18. The organic emitting diode device of claim 8 , wherein the organic compound is a compound of Chemical Formula 23:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 13, 2015
From: HWANG, JIN SOO; KIM, MYEONG SUK; KIM, SUNG WOOK; KIM, JAE HONG; YOON, SEUNG-SOO
To: SAMSUNG DISPLAY CO., LTD.; SUNGKYUNKWAN UNIVERSITY RESEARCH & BUSINESS FOUNDATION
Reel/Frame 035630/0447 →
Priority Claims (1)
KR 10-2014-0152181 · Nov 4, 2014 · national
Continuity (1)
Related Publication 20160126479A1 · May 5, 2016