IP Library Granted Patent US 12,622,167
Granted Patent B2
US 12,622,167 · App. 17/466,372 · Granted May 5, 2026

Organic electroluminescent device

Inventors: Yoo-Jin Doh (Gyeonggi-do, KR); Soo-Yong Lee (Gyeonggi-do, KR); Chi-Sik Kim (Gyeonggi-do, KR); Seung-Hoon Yoo (Gyeonggi-do, KR); Dong-Hyung Lee (Gyeonggi-do, KR); Doo-Hyeon Moon (Gyeonggi-do, KR); Soo-Jin Hwang (Gyeonggi-do, KR)
Assignee: DuPont Specialty Materials Korea Ltd.
H10K85/626H10K85/6574H10K85/658H10K30/865H10K50/11H10K2101/10
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Quick Facts
Patent No.
US 12,622,167
App. No.
17/466,372
Granted
May 5, 2026
Kind
B2
Abstract

The present disclosure relates to an organic electroluminescent device. The organic electroluminescent device according to the present disclosure may exhibit low voltage, high efficiency, and/or long lifespan by including a light-emitting layer and an electron buffer layer comprising a specific organic electroluminescent material.

Claims (49)

1 . An organic electroluminescent device comprising a first electrode; a second electrode facing the first electrode; a light-emitting layer between the first electrode and the second electrode; and an electron buffer layer and an electron transport zone between the light-emitting layer and the second electrode, wherein the electron buffer layer comprises a compound represented by the following formula 1-3:

Wherein

R 1 to R 6 each independently represent hydrogen or deuterium;

L 1 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene,

L 2 represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;

Ar 1 represents a substituted or unsubstituted (C6-C30)aryl;

Y represents O or S;

Ring C represents a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthalene ring, or a substituted or unsubstituted phenanthrene ring;

L 9 represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene; and

R 9 represents a substituted or unsubstituted (C6-C30)aryl or a substituted or unsubstituted (3- to 30-membered)heteroaryl.

2 . An organic electroluminescent device comprising a first electrode; a second electrode facing the first electrode; a light-emitting layer between the first electrode and the second electrode; and an electron buffer layer and an electron transport zone between the light-emitting layer and the second electrode, wherein the electron buffer layer comprises a compound selected from the following compounds:

wherein

Dn means that n number of hydrogens is replaced with deuterium, wherein n represents an integer of 1 or more.

3 . An organic electroluminescent device comprising a first electrode; a second electrode facing the first electrode; a light-emitting layer between the first electrode and the second electrode; and an electron buffer layer and an electron transport zone between the light-emitting layer and the second electrode, wherein the electron buffer layer comprises a compound represented by the following formula 1-1:

wherein

L 1 represents a single bond;

L 2 represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;

Ar 1 represents a substituted or unsubstituted (3- to 30-membered)heteroaryl; and

R 1 to R 8 each independently represent hydrogen or deuterium;

Ring A and Ring B each independently represent a substituted or unsubstituted benzene ring or a substituted or unsubstituted naphthalene ring; and

R 21 and R 22 each independently represent hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted (C3-C30)cycloalkyl; or may be linked to the adjacent substituent to form a ring(s);

is selected from the following Group 1:

[Group 1]

wherein

R 23 to R 26 each independently represent hydrogen, deuterium, halogen, cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C50)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted (C3-C30)cycloalkyl; or may be linked to the adjacent substituent to form a ring(s);

a represents an integer of 1 to 3, b represents an integer of 1 to 4, c represents an integer of 1 to 5, and d represents an integer of 1 to 6; and

when a to d are an integer of 2 or more, each of R 23 to R 26 may be the same or different; wherein the light-emitting layer comprises a compound selected from the following compounds:

wherein

Dn means that n number of hydrogens is replaced with deuterium, wherein n represents an integer of 1 or more.

4 . The organic electroluminescent device according to claim 3 , wherein the light-emitting layer further comprises a compound represented by the following formula 3:

wherein

Ring C, Ring D, and Ring E each independently represent a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 50-membered)heteroaryl; or Ring D and Ring E may be linked to each other to form a fused ring;

Y 1 represents B;

X 1 and X 2 each independently represent NR′, O, or S;

R′ represents hydrogen, deuterium, halogen, cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted fused ring of (C3-C30) aliphatic ring and (C6-C30) aromatic ring, or -L 4 -N(Ar 13 )(Ar 14 ); or may be linked to at least one of Ring C, Ring D, and Ring E to form a ring;

L 4 represents a single bond, a substituted or unsubstituted (C1-C30)alkylene, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene; and

Ar 13 and Ar 14 each independently represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl.

5 . The organic electroluminescent device according to claim 4 , wherein the compound represented by formula 3 is selected from the following compounds:

wherein

D2 to D5 represent that two to five hydrogens each have been replaced with deuterium.

6 . The organic electroluminescent device according to claim 1 , wherein the compound represented by formula 1-3 is selected from the following compounds:

7 . The organic electroluminescent device according to claim 1 , further comprising a hole transport zone between the first electrode and the light-emitting layer, and wherein the hole transport zone includes a hole injection layer and a hole transport layer.

8 . The organic electroluminescent device according to claim 1 , wherein the electron transport zone includes an electron transport layer and an electron injection layer.

9 . The organic electroluminescent device according to claim 1 , wherein the light-emitting layer comprises a compound represented by the following formula 2:

wherein

L 11 and L 12 each independently represent a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;

Ar 11 and Ar 12 each independently represent a substituted or unsubstituted (C6-C30)aryl or a substituted or unsubstituted (3- to 30-membered)heteroaryl; and

R 11 to R 18 each independently represent hydrogen or deuterium;

provided that a compound represented by the following formula b is excluded from the formula 2

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 29, 2025
From: DOH, YOO-JIN; LEE, SOO-YONG; KIM, CHI-SKI; YOO, SEUNG-HOON; LEE, DONG-HYUNG; MOON, DOO-HYEON; HWANG, SOO-JIN
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 072710/0330 →
CHANGE OF NAME Recorded Nov 11, 2024
From: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
To: DUPONT SPECIALTY MATERIALS KOREA LTD.
Reel/Frame 069316/0857 →
CHANGE OF NAME Recorded Oct 17, 2024
From: ROHM & HAAS ELECTRONIC MATERIALS KOREA LTD
To: DUPONT SPECIALTY MATERIALS KOREA LTD
Reel/Frame 069185/0438 →