Granted Patent B2

US 12,415,801 · App. 17/043,130 · Granted Sep 16, 2025

Inventors: Miyeon Han (Daejeon, KR); Sung Kil Hong (Daejeon, KR); Dong Hoon Lee (Daejeon, KR); Jungoh Huh (Daejeon, KR); Hyungjin Lee (Daejeon, KR); Dongheon Kim (Daejeon, KR)

Assignee: LG CHEM, LTD.

C07D405/10C07D251/24C07D307/77C07D405/04C07D409/04C07D493/04C09K11/06H10K85/615H10K85/626H10K85/654H10K85/6574H10K85/6576C09K2211/1018H10K50/11H10K50/16H10K50/171H10K50/18H10K2101/10

Abstract

Claims (40)

1. An organic light emitting device, comprising:

a first electrode;

a second electrode provided to face the first electrode; and

a first organic material layer and a second organic material layer provided between the first electrode and the second electrode,

wherein the first organic material layer comprises a compound of the following Formula 1, and

the second organic material layer comprises a compound of the following Formula 2:

wherein in Formula 1:

R1 and R2 are each independently hydrogen, deuterium, a halogen group, a cyano group, a nitro group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted haloalkyl group, a substituted or unsubstituted haloalkoxy group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group;

L1 and L2 are each independently a single bond or a substituted or unsubstituted arylene group;

Ar4 is a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic group;

Ar5 is a substituent of the following Formula 3;

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

when a and b are each independently 2 or more, the substituents in the parentheses are the same as or different from each other;

wherein in Formula 3:

A is a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted dibenzofuran group;

Ar6 is hydrogen, deuterium, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group;

c is an integer from 0 to 4;

when c is 2 or more, two or more Ar6s are the same as or different from each other, and adjacent Ar6s are optionally bonded to each other to form a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic group;

when A is a substituted or unsubstituted phenyl group, c is 2 or more and adjacent Ar6s are bonded to each other to form a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic group;

wherein in Formula 2:

at least one of X1 to X3 is N, and the remaining is or are CR;

R is hydrogen, deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, or is optionally bonded to an adjacent substituent to form a ring;

Ar1 to Ar3 are each independently a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic group; and

at least one of Ar1 to Ar3 is Formula 205:

wherein in Formula 205:

L3 is a single bond or a substituted or unsubstituted arylene group;

R25 is a cyano group or a phenyl group that is unsubstituted or substituted with a cyano group, r25 is an integer from 1 to 4, and when r25 is 2 or more, the substituents in the parentheses are the same as or different from each other; and

R26 is a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group.

2. The organic light emitting device of claim 1 , wherein Formula 3 is any one selected from the following Formulae 301 to 312:

wherein in Formulae 301 to 312, the definitions of Ar6 and c are the same as those defined in Formula 3;

R11 to R19 are each independently hydrogen, deuterium, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group;

r11 to r16, r18 and r19 are each an integer from 0 to 2, and when r11 to r16, r18 and r19 are each 2, the substituents in the parentheses are the same as or different from each other, and

r17 is 0 or 1.

3. The organic light emitting device of claim 1 , wherein the first organic material layer comprises a light emitting layer, and the light emitting layer comprises the compound of Formula 1.

4. The organic light emitting device of claim 1 , wherein the second organic material layer comprises a hole blocking layer, an electron transport layer, an electron injection layer, or an electron injection and transport layer, and the hole blocking layer, the electron transport layer, the electron injection layer, or the electron injection and transport layer comprises the compound of Formula 2.

5. The organic light emitting device of claim 1 , wherein the second organic material layer is in contact with the first organic material layer.

6. The organic light emitting device of claim 3 , wherein the compound of Formula 1 is a host of the light emitting layer.

7. The organic light emitting device of claim 1 , wherein the compound of Formula 1 is selected from the following compounds:

wherein in the compounds, D means deuterium, and when the corresponding structure is substituted with deuterium, 30% or more of the corresponding structure is substituted with deuterium.

8. The organic light emitting device of claim 1 , wherein the compound of Formula 2 is selected from among the following compounds:

Assignments (1)

Priority Claims (1)

Continuity (1)

References Cited (39)