IP Library › Granted Patent US 11,751,470
Granted Patent B2
US 11,751,470 · App. 17/057,965 · Granted Sep 5, 2023

Compound and organic light emitting device comprising the same

Inventors: Yongwook Kim (Daejeon, KR); Young Kwang Kim (Daejeon, KR); Beomshin Cho (Daejeon, KR); Jaesoon Bae (Daejeon, KR); Jaechol Lee (Daejeon, KR); Yebyeol Kim (Daejeon, KR)
H10K85/40C07C15/14C07F7/0812C09K11/06H10K85/626C07C2603/24C09K2211/1007C09K2211/1011C09K2211/1018H10K50/11H10K50/15H10K50/16H10K50/17H10K85/622H10K85/633H10K85/636H10K85/6574H10K2101/10
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Quick Facts
Patent No.
US 11,751,470
App. No.
17/057,965
Granted
Sep 5, 2023
Kind
B2
Abstract

There are provided a novel compound represented by the following Chemical Formula 1 and an organic light emitting device using the same, wherein m, n, R, R 4 , R 5 , L 1 and Ar 1 to Ar 3 are defined therein.

Claims (32)

1. A compound represented by the following Chemical Formula 1:

in the Chemical Formula 1,

R is Si(R 1 )(R 2 )(R 3 ),

R 1 to R 3 are each independently, hydrogen; deuterium; substituted or unsubstituted C 1-60 alkyl; or substituted or unsubstituted C 6-60 aryl; (tri(C 1-60 alkyl)silyl)-(C 1-10 alkylene)-; or (tri(C 6-60 aryl)silyl)-(C 1-10 alkylene)-, or R 1 and R 2 are linked to form a ring, provided that all of R 1 to R 3 are not substituted or unsubstituted C 1-60 alkyl,

L 1 is a single bond; phenylene; or naphthalenediyl,

m and n are each independently, an integer of 0 to 3,

R 4 and R 5 are each independently, hydrogen; deuterium; halogen; cyano; substituted or unsubstituted C 1-60 alkyl; substituted or unsubstituted C 1-60 alkoxy; substituted or unsubstituted C 1-60 thioalkyl; substituted or unsubstituted C 3-60 cycloalkyl; substituted or unsubstituted C 6-60 aryl; or substituted or unsubstituted C 5-60 heteroaryl comprising one or more heteroatoms selected from the group consisting of N, O and S,

Ar 3 is deuterium; C 1-10 alkyl; substituted or unsubstituted C 6-60 aryl; or substituted or unsubstituted C 5-60 heteroaryl comprising one or more heteroatoms selected from the group consisting of N, O and S,

Ar 1 and Ar 2 are each independently, hydrogen; deuterium; substituted or unsubstituted C 1-60 alkyl; substituted or unsubstituted C 3-60 cycloalkyl; substituted or unsubstituted C 6-60 aryl; or substituted or unsubstituted C 5-60 heteroaryl comprising one or more heteroatoms selected from the group consisting of N, O and S, or linked with each other to form C 3-60 cycloalkyl or a substituent represented by the following Chemical Formula 2,

p and q are each independently, an integer of 0 to 4,

R 6 and R 7 are each independently, hydrogen; deuterium; halogen; cyano; substituted or unsubstituted C 1-60 alkyl; substituted or unsubstituted C 1-60 alkoxy; substituted or unsubstituted C 1-60 thioalkyl; substituted or unsubstituted C 3-60 cycloalkyl; substituted or unsubstituted C 6-60 aryl; or substituted or unsubstituted C 5-60 heteroaryl comprising one or more heteroatoms selected from the group consisting of N, O and S.

2. The compound according to claim 1 , wherein the Chemical Formula 1 is represented by any one of the following Chemical Formulas 1-1 to 1-5:

in the Chemical Formula 1-1 to 1-5,

R 8 and R 9 are each independently, hydrogen; or substituted or unsubstituted C 1-60 alkyl,

m, n, p, q, R, R 4 to R 7 , L 1 and Ar 3 are as defined in claim 1 .

3. The compound according to claim 1 , wherein R 1 to R 3 are each independently, methyl; i-propyl; t-butyl; phenyl; or trimethylsilyl-ethylene.

4. The compound according to claim 1 , wherein at least one of R 1 to R 3 is phenyl.

5. The compound according to claim 1 , wherein L 1 is a single bond; or phenylene.

6. The compound according to claim 1 , wherein both m and n are 0.

7. The compound according to claim 1 , wherein R 6 and R 7 are each independently, hydrogen; or C 1-10 alkyl.

8. The compound according to claim 1 , wherein Ara is deuterium; C 1-10 alkyl; or phenyl unsubstituted or substituted with tri(C 1-5 alkyl)silyl; or naphthyl.

9. The compound according to claim 1 , wherein the compound represented by the Chemical Formula 1 is one selected from the group consisting of the following compounds:

10. An organic light emitting device comprising a first electrode; a second electrode opposite to the first electrode; and one or more organic material layers between the first electrode and the second electrode, wherein the one or more organic material layers comprise the compound according to claim 1 .

11. The organic light emitting device according to claim 10 , wherein the one or more organic material layers comprise a light emission layer, and the light emission layer comprises the compound.

12. The organic light emitting device according to claim 11 , wherein the light emission layer further comprises a compound of the following Chemical Formula 3:

in the Chemical Formula 3,

L 2 is a single bond; or substituted or unsubstituted C 6-60 arylene,

Ar 4 and Ar 5 are each independently, substituted or unsubstituted C 6-60 aryl; or substituted or unsubstituted C 5-60 heteroaryl comprising one or more heteroatoms selected from the group consisting of N, O and S.

13. The organic light emitting device according to claim 12 , wherein L 2 is a single bond; or phenylene.

14. The organic light emitting device according to claim 12 , wherein Ar 4 and Ar 5 are each independently, one selected from the group consisting of the followings:

15. The organic light emitting device according to claim 12 , wherein the compound represented by the Chemical Formula 3 is one selected from the group consisting of the following compounds:

16. The organic light emitting device according to claim 10 , wherein the one or more organic material layers comprise a hole injection layer, a hole transport layer, a light emission layer, or an electron transport layer light emission layer, and at least one of the hole injection layer, the hole transport layer, the light emission layer, or the electron transport layer light emission layer comprises the compound.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 24, 2020
From: KIM, YONGWOOK; KIM, YOUNG KWANG; CHO, BEOMSHIN; BAE, JAESOON; LEE, JAECHOL; KIM, YEBYEOL
To: LG CHEM, LTD.
Reel/Frame 054455/0815 →
Priority Claims (1)
KR 10-2018-0123388 · Oct 16, 2018 · national
Continuity (1)
Related Publication 20210234105A1 · Jul 29, 2021