IP Library › Granted Patent US 12,250,873
Granted Patent B2
US 12,250,873 · App. 17/445,472 · Granted Mar 11, 2025

Light emitting device

Inventors: Yoonkyoo Lee (Seoul, KR); Jin-Won Sun (Seoul, KR)
Assignee: Samsung Display Co., Ltd.
H10K85/346H10K85/40H10K85/654H10K85/6572H10K85/6574H10K50/11H10K2101/10
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,250,873
App. No.
17/445,472
Granted
Mar 11, 2025
Kind
B2
Abstract

A light emitting device 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, wherein the emission layer includes a first host represented by Formula 1, a second host different from the first host, and a dopant containing an organometallic complex, and thereby an improved service life characteristic may be exhibited:

Claims (82)

1. A light emitting device comprising:

a first electrode;

a second electrode on the first electrode; and

an emission layer between the first electrode and the second electrode, the emission layer comprising a first host represented by Formula 1, a second host different from the first host, and a dopant comprising an organometallic complex:

wherein, in Formula 1,

Ar 1 to Ar 3 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and

at least one among Ar 1 to Ar 3 is an aryl group having 6 to 30 ring-forming carbon atoms and comprising a halogen atom or a cyano group as a substituent, or is a hexagonal heterocycle comprising a nitrogen atom as a ring-forming atom, and

wherein the dopant is represented by Formula 3:

and

wherein, in Formula 3,

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

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

Y is O or S,

d1 to d4 are each independently an integer of 0 to 4, and

R 31 to R 34 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 having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 1 to 30 ring-forming carbon atoms, and/or are bonded to an adjacent group to form a ring.

2. The light emitting device of claim 1 , wherein at least one among Ar 1 to Ar 3 is represented by any one among EW-1 to EW-5:

and

wherein * indicates a point of connection.

3. The light emitting device of claim 1 , wherein the second host is represented by Formula 2:

wherein, in Formula 2,

X is NR a , O, or CR b R c ,

R 1 to R 8 , R a , R b , and R c are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heterocycle having 2 to 60 ring-forming carbon atoms, and

at least one of R a , R b , or R c is represented by Formula A:

and

wherein, in Formula A,

m is an integer of 0 to 2,

Ar 4 is a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heterocycle having 2 to 60 ring-forming carbon atoms, and

* indicates a point of connection.

4. The light emitting device of claim 1 , wherein Formula 3 is represented by Formula 3-1:

and

wherein, in Formula 3-1,

Q 11 , Q 31 , Q 32 , and Q 33 are each independently N, NR 11 , CR 12 , CR 12 R 13 , BR 14 , or BR 14 R 15 ,

R 11 to R 15 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 having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 1 to 30 ring-forming carbon atoms, and/or are bonded to an adjacent group to form a ring, and

Y, ring C4, R 31 , R 32 , R 33 , d1, d2 and d4 are each independently the same as defined in Formula 3.

5. The light emitting device of claim 1 , wherein a weight ratio of the first host and the second host is about 3:7 to about 7:3.

6. The light emitting device of claim 1 , wherein the first host comprises at least one among compounds represented by Compound Group 1:

7. The light emitting device of claim 1 , wherein the second host comprises at least one among compounds represented by Compound Group 2:

8. The light emitting device of claim 1 , wherein the dopant comprises at least one among compounds represented by Compound Group 3:

9. The light emitting device of claim 1 , wherein the emission layer is to emit blue phosphorescence.

10. A light emitting device comprising:

a first electrode;

a second electrode on the first electrode;

an emission layer between the first electrode and the second electrode, the emission layer comprising a first host represented by Formula 1, a second host different from the first host, and a dopant comprising an organometallic complex; and

a capping layer on the second electrode, the capping layer having a refractive index of about 1.6 or more;

wherein, in Formula 1

Ar 1 to Ar 3 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and

at least one among Ar 1 to Ar 3 is an aryl group having 6 to 30 ring-forming carbon atoms and comprising a halogen atom or a cyano group as a substituent, or is a hexagonal heterocycle comprising a nitrogen atom as a ring-forming atom.

11. A light emitting device comprising:

a first electrode;

a second electrode on the first electrode; and

an emission layer between the first electrode and the second electrode, the emission layer comprising a first host and a second host, which are different from each other, and a dopant comprising an organometallic complex,

wherein the first host comprises a triazine core and at least one electron-accepting substituent on the triazine core, and

the electron-accepting substituent is an aryl group substituted with a cyano group or a halogen atom, or is a hexagonal heterocycle comprising a nitrogen atom as a ring-forming atom, and

wherein the dopant is represented by Formula 3:

and

wherein, in Formula 3,

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

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

Y is O or S,

d1 to d4 are each independently an integer of 0 to 4, and

R 31 to R 34 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 having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 1 to 30 ring-forming carbon atoms, and/or are bonded to an adjacent group to form a ring.

12. The light emitting device of claim 11 , wherein the electron-accepting substituent is represented by any one among EW-1 to EW-5:

and

wherein * indicates a point of connection.

13. The light emitting device of claim 11 , wherein the first host is represented by Formula 1:

and

wherein, in Formula 1,

Ar 1 to Ar 3 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and

at least one among Ar 1 to Ar 3 is an aryl group having 6 to 30 ring-forming carbon atoms and comprising a halogen atom or a cyano group as a substituent, or is a hexagonal heterocycle comprising a nitrogen atom as a ring-forming atom.

14. The light emitting device of claim 11 , wherein the second host is represented by Formula 2:

wherein, in Formula 2,

X is NR a , O, or CR b R c ,

R 1 to R 8 , R a , R b , and R c are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heterocycle having 2 to 60 ring-forming carbon atoms, and

at least one of R a , R b , or R c is represented by Formula A:

and

wherein, in Formula A,

m is an integer of 0 to 2, and

Ar 4 is a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heterocycle having 2 to 60 ring-forming carbon atoms.

15. The light emitting device of claim 11 , wherein the first host comprises at least one among compounds represented by Compound Group 1:

16. The light emitting device of claim 11 , wherein the second host comprises at least one among compounds represented by Compound Group 2:

17. The light emitting device of claim 11 , wherein the dopant comprises at least one among compounds represented by Compound Group 3:

18. The light emitting device of claim 11 , wherein the emission layer is to emit blue phosphorescence.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 19, 2021
From: LEE, YOONKYOO; SUN, JIN-WON
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 057234/0639 →
Priority Claims (1)
KR 10-2020-0166842 · Dec 2, 2020 · national
Continuity (1)
Related Publication 20220173339A1 · Jun 2, 2022
References Cited (10)
US 6645645B1 · Adachi et al. · 2003 [cited by applicant]
US 10361378B2 · Tada et al. · 2019 [cited by applicant]
US 20070012915A1 · Lee · 2007 [cited by examiner]
US 20190165292A1 · Hong · 2019 [cited by examiner]
US 20200308209A1 · Yoon et al. · 2020 [cited by applicant]
KR 1020150097703A · 2015 [cited by applicant]
KR 101556822B1 · 2015 [cited by applicant]
KR 1020160080090A · 2016 [cited by applicant]
KR 102072211B1 · 2020 [cited by applicant]
KR 1020200115890A · 2020 [cited by applicant]
Cited By (3)
US 12,532,597 US 12,550,606 US 12,563,962