IP Library Granted Patent US 9,882,149
Granted Patent B2
US 9,882,149 · App. 14/390,570 · Granted Jan 30, 2018

Compound for organic optoelectric device, organic optoelectronic device comprsing same, and display apparatus comprising organic optoelectric device

Inventors: Hyung-Sun Kim (Suwon-si, KR); Wook Kim (Suwon-si, KR); Chang-Woo Kim (Suwon-si, KR); Mi-Young Chae (Suwon-si, KR); Dal-Ho Huh (Suwon-si, KR); Eun-Sun Yu (Suwon-si, KR); Moo-Jin Park (Suwon-si, KR)
Assignee: Samsung SDI Co., Ltd.
H01L51/0085C07F15/0033C09K11/06H01L51/0094H01L51/5028C09K2211/1007C09K2211/1029C09K2211/185H01L51/006H01L51/0072H01L51/0081H01L51/5016
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Quick Facts
Patent No.
US 9,882,149
App. No.
14/390,570
Granted
Jan 30, 2018
Kind
B2
Abstract

Provided is a compound for an organic optoelectric device, an organic light emitting diode including the same, and a display device including the organic light emitting diode, wherein the compound for an organic optoelectric device is represented by Chemical Formula 1. The Chemical Formula 1 and description thereof are the same as described in the specification.

Claims (48)

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

wherein, in the above Chemical Formula 1,

R 1 to R 16 are independently hydrogen, a C1 to C10 alkyl group, a C6 to C20 aryl group, or —SiR 17 R 18 R 19 , where R 17 to R 19 are independently a C1 to C6 alkyl group,

provided that one of R 1 to R 8 is a functional group represented by the following Chemical Formula 2, and another of R 1 to R 8 is —SiR 17 R 18 R 19 , and

provided that one of R 9 to R 16 is a functional group represented by the following Chemical Formula 2, and another of R 9 to R 16 is —SiR 17 R 18 R 19 ,

L is one of the follwing Chemical Formulae L-1 to L-14:

wherein, in the above Chemical Formulae L-1 to L-14,

the asterisk (*) denotes a position bonding with iridium,

R 101 to R 103 are independently hydrogen, a C1 to C30 alkyl group that is unsubstituted or substituted with a halogen, a C6 to C30 aryl group that is unsubstituted or substituted with a C1 to C30 alkyl group, or a halogen,

R 104 to R 115 are independently hydrogen, a halogen, a C1 to C30 alkyl group, a C6 to C30 aryl group, a trialkylsilyl group having C1 to C30 alkyl groups, or a triarylsilyl group having C6 to C30 aryl groups, and

R 116 to R 117 are independently hydrogen, a C1 to C30 alkyl group that is unsubstituted or substituted with a halogen, or a C6 to C30 aryl group that is unsubstituted or substituted with a C1 to C30 alkyl group, and

n and m are independently integers of 0 to 3, and n+m is an integer of 1 to 3,

wherein, in the above Chemical Formula 2,

R 20 to R 24 are independently hydrogen, a C1 to C10 alkyl group, or a C6 to C20 aryl group, and

* denotes a bonding position with a carbon atom.

2. The compound for an organic optoelectric device of claim 1 , wherein, in the above Chemical Formula 1,

n is an integer of 1 to 3,

one of R 1 to R 4 is —SiR 17 R 18 R 19 , and the rest of R 1 to R 4 are independently hydrogen, or a C 1 to C10 alkyl group, and

one of R 5 to R 8 is the functional group represented by the above Chemical Formula 2, and the rest of R 5 to R 8 are independently hydrogen, or a C1 to C10 alkyl group.

3. The compound for an organic optoelectric device of claim 1 , wherein, in the above Chemical Formula 1,

n is an integer of 1 to 3,

one of R 1 to R 4 is the functional group represented by the above Chemical Formula 2, and another of R 1 to R 4 is —SiR 17 R 18 R 19 , and

the rest of R 1 to R 4 and R 5 to R 8 are independently hydrogen, or a C1 to C10 alkyl group.

4. The compound for an organic optoelectric device of claim 1 , wherein, in the above Chemical Formula 1, R 17 to R 19 are each a methyl group.

5. The compound for an organic optoelectric device of claim 1 , wherein, in the above Chemical Formula 1,

n is an integer of 1 to 3,

R 2 is —SiR 17 R 18 R 19 ,

R 6 is a phenyl group, and

R 1 , R 3 to R 5 , R 7 , and R 8 are independently hydrogen, or a C1 to C10 alkyl group.

6. The compound for an organic optoelectric device of claim 1 , wherein, in the above Chemical Formula 1,

n is an integer of 1 to 3,

R 2 is a phenyl group,

R 3 is —SiR 17 R 18 R 19 , and

R 1 and R 4 to R 8 are independently hydrogen, or a C1 to C10 alkyl group.

7. The compound for an organic optoelectric device of claim 1 , wherein, in the above Chemical Formula 1, n+m is 3.

8. The compound for an organic optoelectric device of claim 1 , wherein, in the above Chemical Formula 1, n+m is 1 or 2.

9. A compound for an organic optoelectric device, the compound being represented by one of the following Chemical Formulae M-1 to M-40, Chemical Formulae P-1 to P-26, or Chemical Formulae Q-1 to Q-46:

10. An organic light emitting diode, comprising:

an anode, a cathode, and

an organic thin layer interposed between the anode and the cathode,

wherein the organic thin layer includes the compound for an organic optoelectric device of claim 1 .

11. The organic light emitting diode of claim 10 , wherein the organic thin layer is an emission layer.

12. The organic light emitting diode of claim 11 , wherein the compound for an organic optoelectric device is used as a dopant in the emission layer.

13. A display device comprising the organic light emitting diode of claim 10 .

14. The compound for an organic optoelectric device of claim 1 , wherein, in Chemical Formula 1,

R 1 to R 16 are independently hydrogen, a C1 to C10 alkyl group, a C6 to C20 aryl group, or —SiR 17 R 18 R 19 , where R 17 to R 19 are independently a C1 to C6 alkyl group,

provided that one of R 5 to R 8 is a functional group represented by Chemical Formula 2, and one of R 1 to R 4 is —SiR 17 R 18 R 19 , and

provided that one of R 13 to R 16 is a functional group represented by Chemical Formula 2, and one of R 9 to R 12 is —SiR 17 R 18 R 19 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 3, 2014
From: KIM, HYUNG-SUN; KIM, WOOK; KIM, CHANG-WOO; CHAE, MI-YOUNG; HUH, DAL-HO; YU, EUN-SUN; PARK, MOO-JIN
To: SAMSUNG SDI CO., LTD.
Reel/Frame 033882/0014 →
Priority Claims (2)
KR 10-2012-0073091 · Jul 4, 2012 · national
KR 10-2012-0124963 · Nov 6, 2012 · national
Continuity (1)
Related Publication 20150090974A1 · Apr 2, 2015