IP Library Granted Patent US 11,621,397
Granted Patent B2
US 11,621,397 · App. 16/621,192 · Granted Apr 4, 2023

Iridium complexes containing a ligand including a (dibenzo [B,D] furanyl) pyridine skeleton having deuterium substitutions para and meta to the N ring atom and organic light emitting device comprising the same

Inventors: Seoyeon Kim (Daejeon, KR); Dong Hoon Lee (Daejeon, KR); Tae Yoon Park (Daejeon, KR); Sang Young Jeon (Daejeon, KR); Jungha Lee (Daejeon, KR)
Assignee: LG CHEM, LTD.
H01L51/0085C07F15/0033C09K11/06C09K2211/1029C09K2211/1088C09K2211/185H01L51/5012H01L51/5056H01L51/5072H01L51/5088H01L51/5092
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Quick Facts
Patent No.
US 11,621,397
App. No.
16/621,192
Granted
Apr 4, 2023
Kind
B2
Abstract

Provided is a compound of Chemical Formula 1: and to an organic light emitting device comprising the same.

Claims (45)

1. A compound of the following Chemical Formula 1:

wherein in Chemical Formula 1:

for X 1 to X 4 , X 1 and X 2 , X 2 and X 3 , or X 3 and X 4 are linked with * in the following Chemical Formula 2, and the rest are R 5 :

X is O, or S;

A is a benzene ring or a pyridine ring;

n is 1 or 2;

n1 is an integer of 1 to 4;

n2 is an integer of 1 to 4;

n5 is an integer of 1 to 4 when A is a benzene ring, and n5 is an integer of 1 to 3 when A is a pyridine ring;

R 1 to R 4 are each independently hydrogen, deuterium, cyano, amino, a substituted or unsubstituted C 1-60 alkyl, a substituted or unsubstituted C 1-60 haloalkyl, a substituted or unsubstituted C 3-60 cycloalkyl, a substituted or unsubstituted C 2-60 alkenyl, or a substituted or unsubstituted C 6-60 aryl;

one of R 5 is hydrogen, deuterium, cyano, amino, a substituted or unsubstituted C 1-60 alkyl, a substituted or unsubstituted C 1-60 haloalkyl, a substituted or unsubstituted C 3-60 cycloalkyl, a substituted or unsubstituted C 2-60 alkenyl, or a substituted or unsubstituted C 6-60 aryl, and the rest of R 5 is hydrogen, or deuterium.

2. The compound according to claim 1 , wherein

the Chemical Formula 1 is any one of the following Chemical Formula 1-1 to 1-10:

3. The compound according to claim 1 , wherein each R 1 is

independently hydrogen,

deuterium,

methyl, ethyl, propyl, or isopropyl which is unsubstituted or substituted by one or more deuterium, or

cyclopropyl, cyclobutyl, cyclopentyl, or cyclohexyl which is unsubstituted or substituted by one or more deuterium.

4. The compound according to claim 1 , wherein each R 2 is

independently hydrogen,

deuterium,

methyl, ethyl, propyl, or isopropyl which is unsubstituted or substituted by one or more deuterium, or

cyclopropyl, cyclobutyl, cyclopentyl, or cyclohexyl which is unsubstituted or substituted by one or more deuterium.

5. The compound according to claim 1 , wherein

R 3 is hydrogen or deuterium.

6. The compound according to claim 1 , wherein R 4 is:

hydrogen,

deuterium,

methyl, ethyl, propyl, or isopropyl which is substituted or substituted by one or more deuterium, or

cyclopropyl, cyclobutyl, cyclopentyl, or cyclohexyl which is unsubstituted or substituted by one or more deuterium.

7. The compound according to claim 1 , wherein

one of R 5 is hydrogen,

deuterium,

methyl, ethyl, propyl, or isopropyl which is unsubstituted or substituted by one or more deuterium, or

cyclopropyl, cyclobutyl, cyclopentyl, or cyclohexyl which is unsubstituted or substituted by one or more deuterium, and

the rest of R 5 are each independently hydrogen or deuterium.

8. The compound according to claim 1 , wherein the compound of Chemical Formula 1 is selected from the group consisting of the following:

9. An organic light emitting device, comprising:

a first electrode;

a second electrode provided opposite to the first electrode; and

one or more organic material layers provided between the first electrode and the second electrode, wherein one or more one layers of the organic material layers comprise the compound.

10. An organic light emitting device, comprising:

a first electrode;

a second electrode provided opposite to the first electrode; and

one or more organic material layers provided between the first electrode and the second electrode, wherein one or more one layers of the organic material layers comprise the compound of claim 8 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 10, 2019
From: KIM, SEOYEON; LEE, DONG HOON; PARK, TAE YOON; JEON, SANG YOUNG; LEE, JUNGHA
To: LG CHEM, LTD.
Reel/Frame 051237/0001 →
Priority Claims (2)
KR 10-2018-0006020 · Jan 17, 2018 · national
KR 10-2019-0005758 · Jan 16, 2019 · national
Continuity (1)
Related Publication 20200212318A1 · Jul 2, 2020