Granted Patent B2

US 12,637,460 · App. 18/314,344 · Granted May 26, 2026

Inventors: Seon-Keun Yoo (Gunpo-si, KR); Sung-Hoon Joo (Paju-si, KR); Seung-Hee Yoon (Seoul, KR); Ji-Cheol Shin (Seoul, KR)

Assignee: LG DISPLAY CO., LTD.

C07D471/04H10K85/615H10K85/622H10K85/626H10K85/654H10K85/6572H05B45/60H10K50/131H10K50/16H10K50/19H10K59/12

Abstract

Claims (56)

1 . An organic compound, represented by following Formula:

wherein each of X 1 and X 4 is a nitrogen atom, and each of X 2 , X 3 and X 5 is a carbon atom,

wherein R 1 is selected from a substituted aryl group, a non-substituted aryl group, a substituted heteroaryl group or a non-substituted heteroaryl group,

wherein R 2 is selected from a non-substituted aryl group,

wherein a is an integer between 1 to 3,

wherein c is 0 or 1,

wherein each of L 1 and L 2 is independently selected from phenylene, a substituted heteroarylene group or a non-substituted heteroarylene group, and

b is 0 or 1.

2 . The organic compound according to claim 1 , wherein R 1 is one of phenyl, alkylphenyl, biphenyl, alkylbiphenyl, halophenyl, alkoxyphenyl, haloalkoxyphenyl, cyanophenyl, silylphenyl, naphthyl, alkylnaphthyl, halonaphthyl, cyanonaphthyl, silylnaphthyl, phenylnaphthyl, pyridyl, alkylpyridyl, halopyridyl, cyanopyridyl, alkoxypyridyl, silylpyridyl, phenylpyridyl, pyrimidyl, halopyrimidyl, cyanopyridimyl, alkoxypyrimidyl, phenylpyrimidyl, quinolinyl, isoquinolinyl, phenylquinolinyl, quinoxalinyl, pyrazinyl, quinazolinyl, naphthyridinyl, benzothiophenyl, benzofuranyl, dibenzothiophenyl, arylthiazolyl, dibenzofuranyl, fluorenyl, carbazoyl, imidazolyl, carbolinyl, phenanthrenyl, terphenyl, terpyridinyl, phenylterpyridinyl, triphenylenyl, fluoranthenyl and diazafluorenyl.

3 . The organic compound according to claim 1 , wherein L 1 is one of phenylene, benzothiophenylene, benzofuranylene, dibenzothiophenylene, arylthiazolylene, and dibenzofuranylene, and

wherein L 2 is one of phenylene.

4 . An organic light emitting diode, comprising:

first and second electrodes facing each other;

a first emitting part between the first and second electrodes, and including a first emitting material layer and an electron transporting layer;

a second emitting part between the first emitting part and the second electrode, and including a second emitting material layer; and

a charge generation layer between the first and second emitting parts,

wherein at least one of the electron transporting layer and the charge generation layer includes an organic compound represented by following Formula:

wherein each of X 1 and X 4 is a nitrogen atom, and each of X 2 , X 3 and X 5 is a carbon atom,

wherein R 1 is selected from a substituted aryl group, a non-substituted aryl group, a substituted heteroaryl group or a non-substituted heteroaryl group,

wherein R 2 is selected from a non-substituted aryl group,

wherein a is an integer between 1 to 3,

wherein c is 0 or 1,

wherein each of L 1 and L 2 is independently selected from phenylene, a substituted heteroarylene group or a non-substituted heteroarylene group, and

b is 0 or 1.

5 . The organic light emitting diode according to claim 4 , wherein R 1 is one of phenyl, alkylphenyl, biphenyl, alkylbiphenyl, halophenyl, alkoxyphenyl, haloalkoxyphenyl, cyanophenyl, silylphenyl, naphthyl, alkylnaphthyl, halonaphthyl, cyanonaphthyl, silylnaphthyl, phenylnaphthyl, pyridyl, alkylpyridyl, halopyridyl, cyanopyridyl, alkoxypyridyl, silylpyridyl, phenylpyridyl, pyrimidyl, halopyrimidyl, cyanopyridimyl, alkoxypyrimidyl, phenylpyrimidyl, quinolinyl, isoquinolinyl, phenylquinolinyl, quinoxalinyl, pyrazinyl, quinazolinyl, naphthyridinyl, benzothiophenyl, benzofuranyl, dibenzothiophenyl, arylthiazolyl, dibenzofuranyl, fluorenyl, carbazoyl, imidazolyl, carbolinyl, phenanthrenyl, terphenyl, terpyridinyl, phenylterpyridinyl, triphenylenyl, fluoranthenyl and diazafluorenyl.

6 . The organic light emitting diode according to claim 4 , wherein L 1 is one of phenylene, benzothiophenylene, benzofuranylene, dibenzothiophenylene, arylthiazolylene, and dibenzofuranylene, and

wherein L 2 is one of phenylene.

7 . The organic light emitting diode according to claim 4 , wherein one of the first and second emitting material layers emits a blue light, and the other one of the first and second emitting material layers emits a yellow-green light.

8 . The organic light emitting diode according to claim 4 , wherein the charge generation layer includes an N-type charge generation layer and a P-type charge generation layer, and the N-type charge generation layer includes an alkali metal or an alkali earth metal and the organic compound.

9 . The organic light emitting diode according to claim 8 , wherein the electron transporting layer is adjacent to the N-type charge generation layer.

10 . An organic light emitting display device, comprising:

a substrate;

an organic light emitting diode over the substrate and including:

first and second electrodes facing each other,

a first emitting part between the first and second electrodes, and including a first emitting material layer and an electron transporting layer,

a second emitting part between the first emitting part, and the second electrode and including a second emitting material layer, and

a charge generation layer between the first and second emitting parts; and

a thin film transistor between the substrate and the organic light emitting diode and connected to the first electrode,

wherein at least one of the electron transporting layer and the charge generation layer includes an organic compound represented by following Formula:

wherein each of X 1 and X 4 is a nitrogen atom, and each of X 2 , X 3 and X 5 is a carbon atom,

wherein R 1 is selected from a substituted aryl group, a non-substituted aryl group, a substituted heteroaryl group or a non-substituted heteroaryl group,

wherein R 2 is selected from a non-substituted aryl group,

wherein a is an integer between 1 to 3,

wherein c is 0 or 1,

wherein each of L 1 and L 2 is independently selected from phenylene, a substituted heteroarylene group or a non-substituted heteroarylene group, and

b is 0 or 1.

11 . The organic light emitting display device according to claim 10 , wherein R 1 is one of phenyl, alkylphenyl, biphenyl, alkylbiphenyl, halophenyl, alkoxyphenyl, haloalkoxyphenyl, cyanophenyl, silylphenyl, naphthyl, alkylnaphthyl, halonaphthyl, cyanonaphthyl, silylnaphthyl, phenylnaphthyl, pyridyl, alkylpyridyl, halopyridyl, cyanopyridyl, alkoxypyridyl, silylpyridyl, phenylpyridyl, pyrimidyl, halopyrimidyl, cyanopyridimyl, alkoxypyrimidyl, phenylpyrimidyl, quinolinyl, isoquinolinyl, phenylquinolinyl, quinoxalinyl, pyrazinyl, quinazolinyl, naphthyridinyl, benzothiophenyl, benzofuranyl, dibenzothiophenyl, arylthiazolyl, dibenzofuranyl, fluorenyl, carbazoyl, imidazolyl, carbolinyl, phenanthrenyl, terphenyl, terpyridinyl, phenylterpyridinyl, triphenylenyl, fluoranthenyl and diazafluorenyl.

12 . The organic light emitting display device according to claim 10 , wherein L 1 is one of phenylene, benzothiophenylene, benzofuranylene, dibenzothiophenylene, arylthiazolylene, and dibenzofuranylene, and

wherein L 2 is one of phenylene.

13 . The organic light emitting display device according to claim 10 , wherein one of the first and second emitting material layers emits a blue light, and the other one of the first and second emitting material layers emits a yellow-green light.

14 . The organic light emitting display device according to claim 10 , wherein the charge generation layer includes an N-type charge generation layer and a P-type charge generation layer, and the N-type charge generation layer includes an alkali metal or an alkali earth metal and the organic compound.

15 . The organic light emitting display device according to claim 14 , wherein the electron transporting layer is adjacent to the N-type charge generation layer.

16 . The organic compound according to claim 1 , wherein the organic compound is selected from:

17 . The organic light emitting diode according to claim 4 , wherein the organic compound is selected from:

18 . The organic light emitting display device according to claim 10 , wherein the organic compound is selected from:

19 . The organic compound according to claim 1 , wherein L 1 is phenylene, b is zero, and c is zero.

Priority Claims (1)

Continuity (3)

References Cited (13)