IP Library › Granted Patent US 8,304,094
Granted Patent B2
US 8,304,094 · App. 12/071,636 · Granted Nov 6, 2012

Light-emitting element using spirofluorene derivative and electronic appliance

Assignee: Semiconductor Energy Laboratory Co., Ltd.
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 8,304,094
App. No.
12/071,636
Granted
Nov 6, 2012
Kind
B2
Abstract

It is an object to provide a light-emitting element with high luminous efficiency by using a hole transporting substance with a sufficiently high T 1 level. Further, it is another object to provide a light-emitting device and an electronic appliance with low power consumption by using a hole transporting substance with a sufficiently high T 1 level. The present invention provides a light-emitting element which has a first layer containing a spiro-9,9′-bifluorene derivative in which one amino group is combined and a second layer containing a phosphorescent compound between an anode and a cathode.

Claims (58)

1. A light-emitting element comprising:

a first layer over an anode;

an N layer over the first layer;

a P layer over the N layer;

a second layer over the P layer; and

a cathode over the second layer,

wherein each of the first layer and the second layer contains a third layer and a fourth layer over the third layer,

wherein the third layer contains a spirofluorene derivative represented by the structure:

wherein R 1 is any one of hydrogen and an alkyl group having 1 to 4 carbon atoms, each of R 2 and R 3 is any one of hydrogen and an alkyl group having 1 to 4 carbon atoms and R 2 and R 3 may be identical or different, R 4 is an aryl group having 6 to 15 carbon atoms, each of R 5 and R 6 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 15 carbon atoms and R 5 and R 6 may be identical or different,

wherein the fourth layer contains a phosphorescent compound,

wherein the N layer contains an organic compound and an electron donor, and

wherein the P layer contains an organic compound and an electron acceptor.

2. A light-emitting element according to claim 1 , wherein R 4 is a substituent represented by the structure:

wherein R 19 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 15 carbon atoms.

3. A light-emitting element according to claim 1 , wherein R 4 is a phenyl group and each of R 5 and R 6 is hydrogen.

4. A light-emitting element according to claim 1 , wherein R 4 is a phenyl group and each of R 1 , R 5 and R 6 is hydrogen.

5. A light-emitting element according to claim 1 , wherein R 4 is a phenyl group and each of R 1 , R 2 , R 3 , R 5 and R 6 is hydrogen.

6. A light-emitting element comprising:

a first layer over an anode;

an N layer over the first layer;

a P layer over the N layer;

a second layer over the P layer; and

a cathode over the second layer,

wherein each of the first layer and the second layer contains a third layer and a fourth layer over the third layer,

wherein the third layer contains a spirofluorene derivative represented by the structure:

wherein R 7 is any one of hydrogen and an alkyl group having 1 to 4 carbon atoms, each of R 8 and R 9 is any one of hydrogen and an alkyl group having 1 to 4 carbon atoms and R 8 and R 9 may be identical or different, R 10 is an aryl group having 6 to 15 carbon atoms, each of R 11 and R 12 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 15 carbon atoms and R 11 and R 12 may be identical or different,

wherein the fourth layer contains a phosphorescent compound,

wherein the N layer contains an organic compound and an electron donor, and

wherein the P layer contains an organic compound and an electron acceptor.

7. A light-emitting element according to claim 6 , wherein R 10 is a substituent represented by the structure:

wherein R 20 any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 15 carbon atoms.

8. A light-emitting element according to claim 6 , wherein R 10 is a phenyl group and each of R 11 and R 12 is hydrogen.

9. A light-emitting element according to claim 6 , wherein R 10 is a phenyl group and each of R 7 , R 11 and R 12 is hydrogen.

10. A light-emitting element according to claim 6 , wherein R 10 is a phenyl group and each of R 7 , R 8 , R 9 , R 11 and R 12 is hydrogen.

11. A light-emitting element comprising:

a first layer over an anode;

an N layer over the first layer;

a P layer over the N layer;

a second layer over the P layer; and

a cathode over the second layer,

wherein each of the first layer and the second layer contains a third layer and a fourth layer over the third layer,

wherein the third layer contains a spirofluorene derivative represented by the structure:

wherein R 13 is any one of hydrogen and an alkyl group having 1 to 4 carbon atoms, each of R 14 and R 15 is any one of hydrogen and an alkyl group having 1 to 4 carbon atoms and R 14 and R 15 may be identical or different, R 16 is an aryl group having 6 to 15 carbon atoms, R 17 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 15 carbon atoms, and R 18 is any one of an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 15 carbon atoms,

wherein the fourth layer contains a phosphorescent compound,

wherein the N layer contains an organic compound and an electron donor, and

wherein the P layer contains an organic compound and an electron acceptor.

12. A light-emitting element according to claim 11 , wherein R 16 and R 18 each are a substituent represented by the structure:

wherein R 21 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 15 carbon atoms.

13. A light-emitting element according to claim 11 , wherein each of R 16 and R 18 is a phenyl group and R 17 is hydrogen.

14. A light-emitting element according to claim 11 , wherein each of R 16 and R 18 is a phenyl group and each of R 13 and R 17 is hydrogen.

15. A light-emitting element according to claim 11 , wherein each of R 16 and R 18 is a phenyl group and each of R 13 , R 14 , R 15 and R 17 is hydrogen.

16. The light-emitting element according to any one of claims 1 to 11 ,

wherein the electron donor is selected from an alkali metal and an alkaline-earth metal.

17. The light-emitting element according to any one of claims 1 to 11 ,

wherein the electron acceptor is a transition metal oxide.

18. An electronic appliance comprising:

a display portion using the light-emitting element according to any one of claims 1 to 11 .

19. A lighting device comprising the light-emitting element according to any one of claims 1 to 11 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 25, 2008
From: OHSAWA, NOBUHARU; KAWAKAMI, SACHIKO; OSAKA, HARUE
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 020618/0113 →
Priority Claims (1)
JP 2007-049843 · Feb 28, 2007 · national
Continuity (1)
Related Publication 20080206598A1 · Aug 28, 2008