IP Library › Granted Patent US 12,250,882
Granted Patent B2
US 12,250,882 · App. 17/262,592 · Granted Mar 11, 2025

Deuterium-containing compound, and organic light-emitting device comprising same

Inventors: Hongsik Yoon (Daejeon, KR); Wanpyo Hong (Daejeon, KR); Jin Joo Kim (Daejeon, KR); Dong Hoon Lee (Daejeon, KR); Moung Gon Kim (Daejeon, KR)
Assignee: LG CHEM, LTD.
H10K85/6572C07D209/86C07D403/10C07D403/14C07D409/14C07D487/04C09K11/06H10K85/654H10K85/6574H10K85/6576C07B2200/05C09K2211/1018H10K50/11H10K2101/10H10K2101/30
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Quick Facts
Patent No.
US 12,250,882
App. No.
17/262,592
Granted
Mar 11, 2025
Kind
B2
Abstract

The present specification provides a compound represented by Formula 1 and an organic light emitting device including the same. The compound contains a deuterium and is used as a material of a light emitting layer of the organic light emitting device

Claims (36)

1. A compound represented by the following Formula 1:

wherein in Formula 1,

X1 to X6 are the same as or different from each other, and are each independently N, C(A1), C(A2), C(A3), C(A4), C—H, C-D, or C—R′, and R′ is an aryl group,

wherein three of X1 to X6 are C-D, one thereof is C(A2), one thereof is C(A4), and one thereof is N, C(A2), C(A4), C—H, C-D, or C—R′; or at least one of X1 to X6 is C(A1) or C(A2), at least one thereof is C(A3) or C(A4), and at least one of X1 to X6 is C(A1) or C(A3),

A1 is any one of the following a-2 to a-4, and A1's are the same as or different from each other provided that there are two or more A1's,

wherein in a-2 to a-3, a2 is an integer from 1 to 8, and a3 is an integer from 1 to 8,

A2 is the following b-1 or b-2, and A2's are the same as or different from each other provided that there are two or more A2's,

A3 is the following c-1 or c-2, and A3's are the same as or different from each other provided that there are two or more A3's,

A4 is the following d-1 or d-2, and A4's are the same as or different from each other provided that there are two or more A4's,

wherein in b-1, b-2, c-1, and d-1,

R1 to R8 are the same as or different from each other, and are each independently any one selected from the group consisting of hydrogen; an alkyl group; an aryl group; and a heteroaryl group, or a group to which two or more groups selected from the group are linked to each other,

b1 is an integer from 0 to 8, and R1's are the same as or different from each other provided that b1 is 2 or more,

b2 is an integer from 0 to 4, and R2's are the same as or different from each other provided that b2 is 2 or higher,

b3 is an integer from 0 to 2, and R3's are the same as or different from each other provided that b3 is 2, and

b4 is an integer from 0 to 4, and R4's are the same as or different from each other provided that b4 is 2 or higher.

2. The compound of claim 1 , wherein Formula 1 is represented by the following Formula 1-1 or 1-2:

wherein in Formula 1-1,

X is N or CR26, and R26 is A1, A2, A3, A4, H, D, or an aryl group,

R21 to R25 are the same as or different from each other, and are each independently A1, A2, A3, A4, H, D, or an aryl group,

wherein at least one of R21 to R25 is A1 or A2, at least one thereof is A3 or A4, and at least one of R21 to R25 is A1 or A3,

wherein in Formula 1-2,

R27 is A2, R28 is A4, and R29 is A2, A4, H, D, or an aryl group, and

wherein in Formulae 1-1 and 1-2, the definitions of A1, A2, A3, and A4 are the same as those defined in Formula 1.

3. The compound of claim 2 , wherein Formula 1-2 is represented by the following Formula 2:

wherein in Formula 2, the definitions of R27 to R29 are the same as those defined in Formula 1-2.

4. The compound of claim 1 , wherein a-2 is the following a-21 or a-22:

5. The compound of claim 1 , wherein a-3 is any one of the following a-31 to a-33:

6. The compound of claim 1 , wherein the compound represented by Formula 1 is any one selected from the following compounds:

7. The compound of claim 1 , wherein a difference (ΔST D ) between the singlet energy level (S1 D ) and the triplet energy level (T1 D ) of the compound represented by Formula 1 is 0 eV to 0.3 eV.

8. An organic light emitting device comprising:

a first electrode;

a second electrode provided to face the first electrode; and

a light emitting layer provided between the first electrode and the second electrode,

wherein the light emitting layer comprises the compound according to claim 1 .

9. The organic light emitting device of claim 8 , wherein the light emitting layer further comprises a host, and the triplet energy level (T1 H ) of the host is higher than the triplet energy level (T1 D ) of the compound represented by Formula 1.

10. The organic light emitting device of claim 8 , wherein the light emitting layer further comprises a host, and the singlet energy level (S1 H ) of the host is higher than the singlet energy level (S1 D ) of the compound represented by Formula 1.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 22, 2021
From: YOON, HONGSIK; HONG, WANPYO; KIM, JIN JOO; LEE, DONG HOON; KIM, MOUNG GON
To: LG CHEM, LTD.
Reel/Frame 055004/0032 →
Priority Claims (1)
KR 10-2018-0128593 · Oct 26, 2018 · national
Continuity (1)
Related Publication 20220271233A1 · Aug 25, 2022
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