IP Library Patent Application 18088393
Patent Application
App. No. 18/088,393

ORGANOMETALLIC COMPOUND AND ORGANIC LIGHT-EMITTING DIODE INCLUDING THE SAME

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Quick Facts
Patent No.
US None
App. No.
18/088,393
Abstract

Disclosed is a novel organometallic compound in which a main ligand (L A ) has a fused ring structure including a thiophene group. The organometallic compound acts as a dopant of a phosphorescent light-emitting layer of an organic light-emitting diode. Thus, an operation voltage of the diode is lowered, and luminous efficiency and a lifespan thereof are improved.

Claims (68)

1 . An organometallic compound represented by Chemical Formula 1:

Ir(L A ) m (L B ) n   (Chemical Formula 1)

wherein in Chemical Formula 1,

L A is represented by one selected from a group consisting of Chemical Formula 2-1 to Chemical Formula 2-6,

L B is a bidentate ligand represented by Chemical Formula 3,

m is 1, 2 or 3, n is 0, 1 or 2, and a sum of m and n is 3,

wherein in each of Chemical Formula 2-1 to Chemical Formula 2-6,

X represents —CH 2 —, oxygen, —NH— or sulfur,

each of R 1-1 , R 1-2 , R 1-3 , R 1-4 , R 2-1 , R 2-2 , R 3-1 , R 3-2 , R 4-1 and R 4-2 independently represents hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, or combinations thereof,

optionally, two adjacent functional groups among R 1-1 , R 1-2 , R 1-3 , R 1-4 , R 2-1 , R 2-2 , R 3-1 , R 3-2 , R 4-1 and R 4-2 bind to each other to form a ring structure.

2 . The organometallic compound of claim 1 , wherein the bidentate ligand represented by Chemical Formula 3 includes Chemical Formula 4 or Chemical Formula 5:

wherein in Chemical Formula 4,

each of R 5-1 , R 5-2 , R 5-3 , R 5-4 , R 6-1 , R 6-2 , R 6-3 and R 6-4 independently represents hydrogen, deuterium, C1-C5 a straight-chain alkyl group, or a C1-C5 branched alkyl group, and

optionally, two adjacent functional groups among R 5-1 , R 5-2 , R 5-3 , R 5-4 , R 6-1 , R 6-2 , R 6-3 and R 6-4 bind to each other to form a ring structure,

wherein in Chemical Formula 5,

each of R 7 , R 8 and R 9 independently represents hydrogen, deuterium, a C1-C5 straight-chain alkyl group or a C1-C5 branched alkyl group, and

optionally, two adjacent functional groups among R 7 , R 8 and R 9 bind to each other to form a ring structure, and

wherein the C1-C5 straight-chain alkyl group or the C1-C5 branched alkyl group is substituted with deuterium or a halogen element.

3 . The organometallic compound of claim 1 , wherein the organometallic compound represented Chemical Formula 1 has a heteroleptic structure in which m is 1 and n is 2.

4 . The organometallic compound of claim 1 , wherein the organometallic compound represented Chemical Formula 1 has a heteroleptic structure in which m is 2 and n is 1.

5 . The organometallic compound of claim 1 , wherein the organometallic compound represented Chemical Formula 1 has a homoleptic structure in which m is 3 and n is 0.

6 . The organometallic compound of claim 1 , wherein the compound represented by Chemical Formula 1 includes one selected from a group consisting of compounds 1 to 540:

7 . An organic light-emitting device, comprising:

a first electrode;

a second electrode facing the first electrode; and

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

wherein the organic layer includes a light-emitting layer,

the light-emitting layer contains a dopant material, and

the dopant material includes the organometallic compound according to claim 1 .

8 . The device of claim 7 , wherein the light-emitting layer comprises a green light-emitting layer.

9 . The device of claim 7 , wherein the organic layer further includes a hole injection layer, a hole transport layer, an electron transport layer or an electron injection layer.

10 . An organic light-emitting device, comprising:

a first electrode and a second electrode facing each other; and

a first light-emitting stack and a second light-emitting stack positioned between the first electrode and the second electrode,

wherein each of the first light-emitting stack and the second light-emitting stack includes at least one light-emitting layer,

at least one of the light-emitting layers comprises a green phosphorescent light-emitting layer,

the green phosphorescent light-emitting layer contains a dopant material, and

the dopant material includes the organometallic compound according to claim 1 .

11 . An organic light-emitting device, comprising:

a first electrode and a second electrode facing each other; and

a first light-emitting stack, a second light-emitting stack, and a third light-emitting stack positioned between the first electrode and the second electrode,

wherein each of the first light-emitting stack, the second light-emitting stack and the third light-emitting stack includes at least one light-emitting layer,

at least one of the light-emitting layers comprises a green phosphorescent light-emitting layer,

the green phosphorescent light-emitting layer contains a dopant material, and

the dopant material includes the organometallic compound according to claim 1 .

12 . An organic light-emitting display device, comprising:

a substrate;

a driving element positioned on the substrate; and

an organic light-emitting element disposed on the substrate and connected to the driving element, wherein the organic light-emitting element includes the organic light-emitting device according to claim 7 .

13 . The organometallic compound of claim 1 , wherein the compound represented by Chemical Formula 1 includes at least one of following compounds:

14 . An organic light-emitting device, comprising:

a first electrode;

a second electrode facing the first electrode; and

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

wherein the organic layer includes a light-emitting layer,

the light-emitting layer contains a dopant material, and

the dopant material includes the organometallic compound according to claim 2 .

15 . The device of claim 14 , wherein the light-emitting layer comprises a green light-emitting layer.

16 . The device of claim 14 , wherein the organic layer further includes a hole injection layer, a hole transport layer, an electron transport layer or an electron injection layer.

17 . An organic light-emitting device, comprising:

a first electrode;

a second electrode facing the first electrode; and

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

wherein the organic layer includes a light-emitting layer,

the light-emitting layer contains a dopant material, and

the dopant material includes the organometallic compound according to claim 3 .

18 . The device of claim 17 , wherein the light-emitting layer comprises a green light-emitting layer.

19 . The device of claim 17 , wherein the organic layer further includes a hole injection layer, a hole transport layer, an electron transport layer or an electron injection layer.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2026
From: DUPONT SPECIALTY MATERIALS KOREA LTD.
To: LG DISPLAY CO., LTD.
Reel/Frame 073580/0724 →
CHANGE OF NAME Recorded Oct 17, 2024
From: ROHM & HAAS ELECTRONIC MATERIALS KOREA LTD
To: DUPONT SPECIALTY MATERIALS KOREA LTD
Reel/Frame 069185/0438 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 28, 2022
From: CHOUNG, KUSUN; KIM, GYUHYEONG; JEONG, YOOJEONG; PARK, HANSOL; PARK, KYOUNG-JIN; KIM, HYUN; HONG, JIN RI; LEE, YEON GUN
To: LG DISPLAY CO., LTD.; ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 062220/0810 →