IP Library Granted Patent US 9,105,860
Granted Patent B2
US 9,105,860 · App. 13/451,285 · Granted Aug 11, 2015

Organic light emitting diode

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,105,860
App. No.
13/451,285
Granted
Aug 11, 2015
Kind
B2
Abstract

A full color organic light emitting diode having high efficiency and high color purity while having low manufacturing costs due to simple manufacturing processes.

Claims (156)

1. An organic light emitting diode comprising:

a substrate comprising a first sub-pixel, a second sub-pixel, and a third sub-pixel;

a first electrode connected to the first, second, and third sub-pixels of the substrate;

a second electrode facing the first electrode;

a first emission layer disposed between the first electrode and the second electrode in the first sub-pixel, and emitting a first color light;

a second emission layer disposed between the first electrode and the second electrode in the second sub-pixel, and emitting a second color light; and

a hole transporting third emission layer being a common layer disposed throughout the first sub-pixel, the second sub-pixel, and the third sub-pixel,

wherein the first electrode is a reflective electrode and the second electrode is a translucent electrode, or the first electrode is a translucent electrode and the second electrode is a reflective electrode.

2. The organic light emitting diode of claim 1 , wherein the hole transporting third emission layer comprises at least one of a compound represented by Formula 1 below and a compound represented by Formula 2 below:

wherein, in Formulas 1 and 2,

each of R 1 through R 8 and R 20 through R 35 is independently one of hydrogen, deuterium, tritium, a halogen atom, a hydroxyl group, a cyano group, a nitro group, a carboxyl group, a substituted or unsubstituted C 1 -C 50 alkyl group, a substituted or unsubstituted C 2 -C 50 alkenyl group, a substituted or unsubstituted C 2 -C 50 alkynyl group, a substituted or unsubstituted C 1 -C 50 alkoxy group, a substituted or unsubstituted C 3 -C 50 cycloalkyl group, a substituted or unsubstituted C 5 -C 50 aryl group, a substituted or unsubstituted C 5 -C 50 aryloxy group, a substituted or unsubstituted C 5 -C 50 arylthio group, a substituted or unsubstituted C 2 -C 50 heteroaryl group, -(X 2 ) a -N(R 40 )(R 41 ), and (X 3 ) b -Si(R 42 )(R 43 )(R 44 );

each of X 1 through X 3 is independently one of a substituted or unsubstituted C 5 -C 50 arylene group and a substituted or unsubstituted C 2 -C 50 heteroarylene group;

each of Ar 1 and Ar 2 is independently one of a substituted or unsubstituted C 5 -C 50 aryl group and a substituted or unsubstituted C 2 -C 50 heteroaryl group;

each of R 40 through R 44 is independently one of hydrogen, deuterium, tritium, a halogen atom, a hydroxyl group, a cyano group, a nitro group, a carboxyl group, a substituted or unsubstituted C 1 -C 50 alkyl group, a substituted or unsubstituted C 2 -C 50 alkenyl group, a substituted or unsubstituted C 2 -C 50 alkynyl group, a substituted or unsubstituted C 1 -C 50 alkoxy group, a substituted or unsubstituted C 3 -C 50 cycloalkyl group, a substituted or unsubstituted C 5 -C 50 aryl group, a substituted or unsubstituted C 5 -C 50 aryloxy group, a substituted or unsubstituted C 5 -C 50 arylthio group, and a substituted or unsubstituted C 2 -C 50 heteroaryl group; and

each of a and b is independently an integer from 0 to 5.

3. The organic light emitting diode of claim 1 , wherein the hole transporting third emission layer comprises at least one compound represented by Formula 1a or 1b below:

wherein, R 1 is one of a phenyl group; a carbazolyl group; a fluorenyl group; a naphthyl group; an anthryl group; a pyridinyl group; a quinolinyl group; a benzoimidazolyl group; an imidazopyridinyl group; an imidazopyrimidinyl group; and a phenyl group, a carbazolyl group, a fluorenyl group, a naphthyl group, an anthryl group, a pyridinyl group, a quinolinyl group, a benzoimidazolyl group, an imidazopyridinyl group, or an imidazopyrimidinyl group substituted with at least one of deuterium, tritium, a halogen atom, a hydroxyl group, a cyano group, a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group, a C 6 -C 14 aryl group, and a C 2 -C 14 heteroaryl group;

each of Z 11 , Z 12 , Z 21 , and Z 22 is independently hydrogen, deuterium, tritium, a halogen atom, a methyl group, an ethyl group, a propyl group, a butyl group, a methoxy group, an ethoxy group, a propoxy group, a phenyl group, a naphthyl group, or an anthryl group; and

Ar 2 is a phenyl group, a halogenated phenyl group, a C 1 -C 10 alkylphenyl group, a di(C 1 -C 10 alkyl)phenyl group, a (C 6 -C 14 aryl)phenyl group, a di(C 6 -C 14 aryl)phenyl group, a phenyl group substituted with a diarylamino group, a carbazolyl group, a halogenated carbazolyl group, a C 6 -C 14 alkylcarbazolyl group, a di(C 1 -C 10 alkyl)carbazolyl group, a C 6 -C 14 arylcarbazolyl group, a di(C 6 -C 14 aryl)carbazolyl group, a carbazolyl group substituted with a diarylamino group, a fluorenyl group, a halogenated fluorenyl group, a C 1 -C 10 alkylfluorenyl group, a di(C 1 -C 10 alkyl)fluorenyl group, a (C 6 -C 14 aryl)fluorenyl group, a di(C 6 -C 14 aryl)fluorenyl group, a fluorenyl group substituted with a diarylamino group, a naphthyl group, a halogenated naphthyl group, a C 1 -C 10 alkylnaphthyl group, a di(C 1 -C 10 alkyl)naphthyl group, a (C 6 -C 14 aryl)naphthyl group, a di(C 6 -C 14 aryl)naphthyl group, a naphthyl group substituted with a diarylamino group, an anthryl group, a halogenated anthryl group, a C 1 -C 10 alkylanthryl group, a di(C 1 -C 10 alkyl)anthryl group, a (C 6 -C 14 aryl) anthryl group, a di(C 6 -C 14 aryl)anthryl group, or an anthryl group substituted with a diarylamino group, wherein an aryl group of the diarylamino group is a phenyl group, a naphthyl group, or an anthryl group.

4. The organic light emitting diode of claim 1 , wherein the hole transporting third emission layer comprises at least one compound represented by Formula 2a below:

wherein, each of R 40 and R 41 is independently one of a phenyl group; a carbazolyl group; a fluorenyl group; a naphthyl group; an anthryl group; a pyridinyl group; a quinolinyl group; a benzoimidazolyl group; an imidazopyridinyl group; an imidazopyrimidinyl group; and a phenyl group, a carbazolyl group, a fluorenyl group, a naphthyl group, an anthryl group, a pyridinyl group, a quinolinyl group, a benzoimidazolyl group, an imidazopyridinyl group, or an imidazopyrimidinyl group substituted with at least one of deuterium, tritium, a halogen atom, a hydroxyl group, a cyano group, a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group, a C 6 -C 14 aryl group, and a C 3 -C 14 heteroaryl group;

X 2 is a phenylene group, a C 1 -C 10 alkylphenylene group, a di(C 1 -C 10 alkyl)phenylene group, a (C 6 -C 14 aryl)phenylene group, or a di(C 6 -C 14 aryl)phenylene group; and

a is 1 or 2.

5. The organic light emitting diode of claim 1 , wherein the hole transporting third emission layer further comprises at least one of a phosphorescent dopant and a fluorescent dopant.

6. The organic light emitting diode of claim 1 , wherein the first color light is a red light, the second color light is a green light, and a third color light emitted from the hole transporting third emission layer is a blue light.

7. The organic light emitting diode of claim 6 , wherein the hole transporting third emission layer comprises a first region disposed in the first sub-pixel, a second region disposed in the second sub-pixel, and a third region disposed in the third sub-pixel, wherein the first region transports holes from the first electrode to the first emission layer, the second region transports holes from the first electrode to the second emission layer, and the third region emits the third color light.

8. The organic light emitting diode of claim 6 , wherein the organic light emitting diode satisfies at least one of Equations 1 through 3 below:

λ

1

2

n

1

·

m

1

-

λ

1

10

L

1

λ

1

2

n

1

·

m

1

+

λ

1

10

<

Equation

1

>

λ

2

2

n

2

·

m

2

-

λ

2

10

L

2

λ

2

2

n

2

·

m

2

+

λ

2

10

<

Equation

2

>

λ

3

2

n

3

·

m

3

-

λ

3

10

L

3

λ

3

2

n

3

·

m

3

+

λ

3

10

<

Equation

3

>

wherein, in Equations 1 through 3,

L 1 denotes a distance between the first electrode and the second electrode in the first sub-pixel;

L 2 denotes a distance between the first electrode and the second electrode in the second sub-pixel;

L 3 denotes a distance between the first electrode and the second electrode in the third sub-pixel;

λ 1 , λ 2 , and λ 3 respectively denote wavelengths of the first color light, the second color light, and the third color light;

n 1 denotes a refractive index of layers disposed between the first electrode and the second electrode in the first sub-pixel;

n 2 denotes a refractive index of layers disposed between the first electrode and the second electrode in the second sub-pixel;

n 3 denotes a refractive index of layers disposed between the first electrode and the second electrode in the third sub-pixel; and

each of m 1 , m 2 , and m 3 is independently a natural number.

9. The organic light emitting diode of claim 8 , wherein, in Equations 1 through 3, each of m 1 , m 2 , and m 3 is 1.

10. The organic light emitting diode of claim 9 , wherein D 1 denotes a distance between the first electrode and the first emission layer in the first sub-pixel, and D 1 is in the range from 400 Å to 1000Å.

11. The organic light emitting diode of claim 9 , wherein D 2 denotes a distance between the first electrode and the second emission layer in the second sub-pixel, and D 2 is in the range from 300 Å to 900 Å.

12. The organic light emitting diode of claim 9 , wherein D 3 denotes a sum of a distance between the first electrode and the hole transporting third emission layer in the third sub-pixel and a thickness of the hole transporting third emission layer, and D 3 is in the range from 200 Å to 800 Å.

13. The organic light emitting diode of claim 8 , wherein, in Equations 1 through 3 , each of m 1 , m 2 , and m 3 is 2.

14. The organic light emitting diode of claim 13 , wherein D 1 denotes a distance between the first electrode and the first emission layer in the first sub-pixel, and D 1 is in the range from 1600 Å to 2300 Å.

15. The organic light emitting diode of claim 13 , wherein D 2 denotes a distance between the first electrode and the second emission layer in the second sub-pixel, and D 2 is in the range from 1300 Å to 2000 Å.

16. The organic light emitting diode of claim 13 , wherein D 3 denotes a sum of a distance between the first electrode and the hole transporting third emission layer in the third sub-pixel and a thickness of the hole transporting third emission layer, and D 3 is in the range from 900 Å to 1800 Å.

17. The organic light emitting diode of claim 8 , wherein D 1 denotes a distance between the first electrode and the first emission layer in the first sub-pixel, D 2 denotes a distance between the first electrode and the second emission layer in the second sub-pixel, D 3 denotes a sum of a distance between the first electrode and the hole transporting third emission layer in the third sub-pixel and a thickness of the hole transporting third emission layer, and D 1 >D 2 =D 3 .

18. The organic light emitting diode of claim 8 , wherein D 1 denotes a distance between the first electrode and the first emission layer in the first sub-pixel, D 2 denotes a distance between the first electrode and the second emission layer in the second sub-pixel, D 3 denotes a sum of a distance between the first electrode and the hole transporting third emission layer in the third sub-pixel and a thickness of the hole transporting third emission layer, and D 1 >D 2 >D 3 .

19. The organic light emitting diode of claim 6 , wherein a first auxiliary layer is disposed between the hole transporting third emission layer and the first emission layer.

20. The organic light emitting diode of claim 1 , wherein a hole injection layer or a functional layer having both a hole injection function and a hole transport function is disposed between the hole transporting third emission layer and the first electrode, and the hole injection layer or the functional layer contacts the hole transporting third emission layer.

Assignments (2)
MERGER Recorded Aug 31, 2012
From: SAMSUNG MOBILE DISPLAY CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 028921/0334 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 24, 2012
From: HWANG, SEOK-HWAN; KIM, YOUNG-KOOK; JUNG, HYE-JIN; LIM, JIN-O; HAN, SANG-HYUN; KO, HEE-JOO; LEE, JONG-HYUK; LEE, CHANG-HO
To: SAMSUNG MOBILE DISPLAY CO., LTD.
Reel/Frame 028095/0703 →