IP Library Granted Patent US 12709615
Granted Patent B2
US 12709615 · App. 17/918,002 · Granted Aug 18, 2026

Organic light emitting device

Inventors: Seulchan Park (Daejeon, KR); Sang Duk Suh (Daejeon, KR); Min Woo Jung (Daejeon, KR); Jungha Lee (Daejeon, KR); Su Jin Han (Daejeon, KR); Sunghyun Hwang (Daejeon, KR); Dong Hoon Lee (Daejeon, KR)
Assignee: LG CHEM, LTD.
C07D487/04C07D209/86C07D405/04C07D405/14C07D409/14C09K11/06H10K85/654H10K85/6572H10K85/6574H10K85/6576C07B2200/05C09K2211/1018H10K50/11H10K2101/90
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Quick Facts
Patent No.
US 12709615
App. No.
17/918,002
Granted
Aug 18, 2026
Kind
B2
Abstract

Provided is an organic light emitting device comprising: an anode, a cathode, a light emitting layer between the anode and the cathode, an electron inhibition layer between the anode and the light emitting layer, and a hole transport layer between the electron inhibition layer and the anode, wherein the light emitting layer comprises a compound of the following Chemical Formula 1, a compound of the following Chemical Formula 2, and a compound of the following Chemical Formula 3 as defined in the specification: having improved driving voltage, efficiency, and lifetime.

Claims (67)

1 . An organic light emitting device comprising:

an anode,

a cathode,

a light emitting layer between the anode and the cathode,

an electron inhibition layer between the anode and the light emitting layer, and

a hole transport layer between the electron inhibition layer and the anode,

wherein the light emitting layer comprises a compound of the following Chemical Formula 1, a compound of the following Chemical Formula 2, and a compound of the following Chemical Formula 3:

wherein in Chemical Formula 1:

Y 1 is O or S;

each X 1 is independently CH, or N, provided that at least one of X 1 is N;

L 1 is a direct bond, a substituted or unsubstituted C 6-60 arylene, or a substituted or unsubstituted C 2-60 heteroarylene containing any one or more selected from the group consisting of N, O and S;

Ar 1 and Ar 2 are each independently phenyl, biphenylyl, dibenzofuranyl, carbazol-9-yl, or (phenyl) carbazol-9-yl, wherein the Ar 1 and Ar 2 are each independently unsubstituted or substituted with at least one deuterium;

R 1 is hydrogen, deuterium, a substituted or unsubstituted C 6-60 alkyl, a substituted or unsubstituted C 6-60 aryl, or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more selected from the group consisting of N, O and S; and

a is an integer of 1 to 7;

wherein in Chemical Formula 2:

Ar 3 and Ar 4 are each independently a substituted or unsubstituted C 6-60 aryl or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more selected from the group consisting of N, O and S;

R 2 and R 3 are each independently hydrogen, deuterium, a substituted or unsubstituted C 6-60 aryl, or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more selected from the group consisting of N, O and S; and

b and c are each independently an integer of 1 to 7;

wherein in Chemical Formula 3;

B is a benzene ring fused with two adjacent pentagonal rings;

each X 2 is independently CH or N, provided that at least one of X 2 is N;

L 2 is a direct bond or phenylene, provided that when L 2 is phenylene, it is unsubstituted or substituted with at least one deuterium

Ar 5 and Ar 6 are each independently a substituted or unsubstituted C 6-60 aryl or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more selected from the group consisting of N, O and S; and

C is the following Chemical Formula 4-1 or 4-2;

wherein in Chemical Formulas 4-1 and 4-2:

the dotted line is a bond that is fused with B;

Y 2 is CRR′, C(CH 3 ) 2 , O, S, or NAr 7 ,

wherein R and R′ are each independently a substituted or unsubstituted C 6-60 alkyl, or a substituted or unsubstituted C 6-60 aryl, and

Ar 7 is a substituted or unsubstituted C 6-60 aryl, or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more selected from the group consisting of N, O and S;

R 4 is hydrogen, deuterium, a substituted or unsubstituted C 6-60 aryl, or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more selected from the group consisting of N, O and S; and

d is an integer of 1 to 10.

2 . The organic light emitting device according to claim 1 , wherein:

the Chemical Formula 1 is any one of the following Chemical Formulas 1-1 to 1-4:

wherein in Chemical Formulas 1-1 to 1-4:

Y 1 , X 1 , L 1 , Ar 1 , Ar 2 , R 1 , and a are as defined in claim 1 .

3 . The organic light emitting device according to claim 1 , wherein:

two or three of X 1 are N.

4 . The organic light emitting device according to claim 1 , wherein:

L 1 is a direct bond.

5 . The organic light emitting device according to claim 1 , wherein:

R 1 is phenyl, biphenylyl, (phenyl) biphenylyl, terphenylyl, naphthyl, phenanthrenyl, triphenylenyl, dimethylfluorenyl, spirobifluorenyl, dibenzofuranyl, dibenzothiophenyl, carbazol-9-yl, (phenyl) carbazol-9-yl, (diphenyl) carbazol-9-yl, 9-phenyl-9H-carbazolyl, 12-phenyl-11,12-dihydroindolo[2,3-a]carbazol-11-yl, or 1,1-dimethyl-1,3-dihydroindeno[2,1-b]carbazol-3-yl; and

the R 1 is unsubstituted or substituted with at least one deuterium.

6 . The organic light emitting device according to claim 1 , wherein:

the compound of Chemical Formula 1 is any one compound selected from the group consisting of the following compounds:

7 . The organic light emitting device according to claim 1 , wherein:

the Chemical Formula 2 is the following Chemical Formula 2-1:

wherein in Chemical Formula 2-1;

Ar 3 , Ar 4 , R 3 , R 4 , b and c are as defined in claim 1 .

8 . The organic light emitting device according to claim 1 , wherein:

Ar 3 and Ar 4 are each independently phenyl, biphenylyl, terphenylyl, naphthyl, dimethylfluorenyl, dibenzofuranyl, or dibenzothiophenyl.

9 . The organic light emitting device according to claim 1 , wherein:

R 2 and R 3 are each independently hydrogen or phenyl.

10 . The organic light emitting device according to claim 9 , wherein:

one of R 2 and R 3 is phenyl and the rest is hydrogen, or both R 2 and R 3 are hydrogen.

11 . The organic light emitting device according to claim 1 , wherein:

the compound of Chemical Formula 2 is any one compound selected from the group consisting of the following compounds:

12 . The organic light emitting device according to claim 1 ,

wherein:

Ar 5 and Ar 6 are each independently phenyl, biphenylyl, (phenyl) biphenylyl, triphenylenyl, dimethylfluorenyl, dibenzofuranyl, dibenzothiophenyl, carbazol-9-yl, or 9-phenyl-9H-carbazolyl; and

the Ar 5 and Ar 6 are each independently unsubstituted or substituted with at least one deuterium.

13 . The organic light emitting device according to claim 1 , wherein:

Y 2 is C(CH 3 ) 2 , C(C 6 C 5 ) 2 , O, S, or NAr 7 ,

wherein Ar 7 is phenyl, biphenylyl, terphenylyl, dibenzofuranyl, or dibenzothiophenyl, with the Ar 7 being unsubstituted or substituted with at least one deuterium.

14 . The organic light emitting device according to claim 1 , wherein:

R 4 is hydrogen or deuterium.

15 . The organic light emitting device according to claim 1 , wherein:

the compound of Chemical Formula 3 is any one compound selected from the group consisting of the following compounds: