IP Library › Granted Patent US 12,543,500
Granted Patent B2
US 12,543,500 · App. 17/878,505 · Granted Feb 3, 2026

Light emitting element

Inventors: Seran Kim (Suwon-si, KR); Chanseok Oh (Seoul, KR)
Assignee: Samsung Display Co., Ltd.
H10K85/658H10K50/155H10K85/346H10K85/654H10K85/6572H10K85/6574H10K50/15H10K50/16
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Quick Facts
Patent No.
US 12,543,500
App. No.
17/878,505
Granted
Feb 3, 2026
Kind
B2
Abstract

A light emitting element according to an embodiment includes a first electrode, a second electrode disposed on the first electrode, and an emission layer disposed between the first electrode and the second electrode. The emission layer comprises a first compound, a second compound, and a third compound, which are different from each other, and the first compound is a polycyclic compound represented by Formula 1, thereby achieving a light emitting element having high emission efficiency.

Claims (108)

1 . A light emitting element, comprising:

a first electrode;

a second electrode disposed on the first electrode; and

an emission layer disposed between the first electrode and the second electrode, wherein

the emission layer comprises a first compound, a second compound, and a third compound,

the first compound, the second compound, and the third compound are different from each other, and

the first compound is represented by Formula 1:

wherein in Formula 1,

a and b are each independently an integer from 0 to 4,

c is an integer from 0 to 2,

d is an integer from 0 to 5,

X is N(R x ), O, or S,

R x , R 1 to R 3 , and R 6 are each independently a deuterium atom, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, or are combined with an adjacent group to form a ring, and

R 4 and R 5 are each independently a substituted or unsubstituted amine group, or a substituted or unsubstituted carbazole group.

2 . The light emitting element of claim 1 , wherein in Formula 1,

R 4 and R 5 are each independently a group represented by Formula A-1 or Formula A-2:

wherein in Formula A-1,

x is an integer from 0 to 8, and

R a is a deuterium atom, a substituted or unsubstituted aryl group of 6 to 20 ring-forming carbon atoms, a substituted or unsubstituted alkyl group of 1 to 6 carbon atoms, or a cyano group,

wherein in Formula A-2,

y and z are each independently an integer from 0 to 5, and

R b and R c are each independently a deuterium atom, or a substituted or unsubstituted alkyl group of 1 to 6 carbon atoms, and

wherein in Formula A-1 and Formula A-2,

* indicates a bonding site of R 4 or R 5 to Formula 1.

3 . The light emitting element of claim 2 , wherein the group represented by Formula A-1 is represented by one of Formulas A1 to A6:

wherein in Formulas A1 to A6,

* indicates a bonding site of R 4 or R 5 to Formula 1.

4 . The light emitting element of claim 2 , wherein the group represented by Formula A-2 is represented by one of Formulas A7 to A9:

wherein in Formulas A7 to A9,

* indicates a bonding site of R 4 or R 5 to Formula 1.

5 . The light emitting element of claim 1 , wherein in Formula 1,

R 1 and R 2 are each independently a group represented by one of Formulas B1 to B18:

wherein in Formulas B1 to B18,

* indicates a bonding site of R 1 or R 2 to Formula 1.

6 . The light emitting element of claim 1 , wherein in Formula 1,

R 3 is a group represented by one of Formulas C1 to C5:

wherein in Formulas C1 to C5,

* indicates a bonding site of R 3 to Formula 1.

7 . The light emitting element of claim 1 , wherein in Formula 1,

R 6 is a group represented by one of Formulas D1 to D3:

wherein in Formulas D1 to D3,

* indicates a bonding site of R 6 to Formula 1.

8 . The light emitting element of claim 1 , wherein the emission layer emits blue light.

9 . The light emitting element of claim 1 , wherein the first compound emits thermally activated delayed fluorescence.

10 . The light emitting element of claim 1 , wherein the second compound is represented by one of Compounds HT-1 to HT-4:

11 . The light emitting element of claim 1 , wherein the third compound is represented by one of Compounds ET-1 to ET-3:

12 . The light emitting element of claim 1 , wherein the emission layer further comprises a fourth compound represented by Formula M-b:

wherein in Formula M-b,

Q 1 to Q 4 are each independently C or N,

C1 to C4 are each independently a substituted or unsubstituted hydrocarbon ring of 5 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heterocycle of 2 to 30 ring-forming carbon atoms,

L 21 to L 24 are each independently a direct linkage,

 a substituted or unsubstituted divalent alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted arylene group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group of 2 to 30 ring-forming carbon atoms,

e1 to e4 are each independently 0 or 1,

R 31 to R 39 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, or are combined with an adjacent group to form a ring, and

d1 to d4 are each independently an integer from 0 to 4.

13 . The light emitting element of claim 12 , wherein

the first compound is a light emitting dopant,

the second compound is a hole transport host,

the third compound is an electron transport host, and

the fourth compound is an auxiliary dopant.

14 . The light emitting element of claim 1 , wherein the emission layer comprises at least one selected from Compound Group 1:

15 . A light emitting element, comprising:

a first electrode;

a second electrode disposed on the first electrode; and

an emission layer disposed between the first electrode and the second electrode, wherein;

the emission layer comprises a first compound, a second compound, and a third compound,

the first compound, the second compound, and the third compound are different from each other,

the first compound is represented by Formula 3, and

an oscillator strength of the first compound is equal to or greater than about 0.2500:

wherein in Formula 3,

a and b are each independently an integer from 0 to 4,

c is an integer from 0 to 2,

d is an integer from 0 to 5,

m and n are each independently 0 or 1,

in case that m is 0, o and p are each independently an integer from 0 to 5,

in case that m is 1, o and p are each independently an integer from 0 to 4,

in case that n is 0, r and q are each independently an integer from 0 to 5,

in case that n is 1, r and q are each independently an integer from 0 to 4,

L 1 and L 2 are each a direct linkage,

X is N(R x ), O, or S, and

R x , R e to R h , R 1 to R 3 , and R 6 are each independently a deuterium atom, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, or are combined with an adjacent group to form a ring.

16 . The light emitting element of claim 15 , wherein the first compound represented by Formula 3 is represented by Formula 4-1 or Formula 4-2:

wherein in Formula 4-1,

of to r1 are each independently an integer from 0 to 5,

wherein in Formula 4-2,

o2 to r2 are each independently an integer from 0 to 4, and

wherein in Formula 4-1 and Formula 4-2,

a to d, R 1 to R 3 , R 6 , X, and R e to R h are the same as defined in Formula 3.

17 . The light emitting element of claim 16 , wherein in Formula 4-1,

R e to R h are each independently a deuterium atom, or a substituted or unsubstituted t-butyl group.

18 . The light emitting element of claim 16 , wherein in Formula 4-2,

R e to R h are each independently a deuterium atom, a cyano group, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted t-butyl group.

19 . The light emitting element of claim 15 , wherein in Formula 3,

R 1 and R 2 are each independently a substituted or unsubstituted t-butyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted indole group, a substituted or unsubstituted benzofuran group, a substituted or unsubstituted benzothiophene group, a substituted or unsubstituted pyridine group, or a substituted or unsubstituted tetrahydrozoline naphthyl group.

20 . The light emitting element of claim 15 , wherein in Formula 3,

R 3 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted tetrahydrozoline naphthyl group, or a substituted or unsubstituted t-butyl group.

21 . The light emitting element of claim 15 , wherein in Formula 3,

R 6 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted t-butyl group, or a substituted or unsubstituted tetrahydrozoline naphthyl group.

22 . The light emitting element of claim 15 , wherein the emission layer further comprises a fourth compound represented by Formula M-b:

wherein in Formula M-b,

Q 1 to Q 4 are each independently C or N,

C1 to C4 are each independently a substituted or unsubstituted hydrocarbon ring of 5 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heterocycle of 2 to 30 ring-forming carbon atoms,

L 21 to L 24 are each independently a direct linkage,

 a substituted or unsubstituted divalent alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted arylene group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group of 2 to 30 ring-forming carbon atoms,

e1 to e4 are each independently 0 or 1,

R 31 to R 39 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, or are combined with an adjacent group to form a ring, and

d1 to d4 are each independently an integer from 0 to 4.

23 . The light emitting element of claim 15 , wherein the emission layer comprises at least one selected from Compound Group 1:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 1, 2022
From: KIM, SERAN; OH, CHANSEOK
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 060688/0309 →
Priority Claims (1)
KR 10-2021-0146021 · Oct 28, 2021 · national
Continuity (1)
Related Publication 20230165131A1 · May 25, 2023
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