IP Library Granted Patent US 10,153,437
Granted Patent B2
US 10,153,437 · App. 15/152,232 · Granted Dec 11, 2018

Compound, light-emitting element, light-emitting device, electronic device, and lighting device

Inventors: Tomoya Hirose (Kanagawa, JP); Harue Osaka (Kanagawa, JP); Takeyoshi Watabe (Kanagawa, JP); Satomi Mitsumori (Kanagawa, JP); Yuko Kubota (Kanagawa, JP); Satoshi Seo (Kanagawa, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
H01L51/0071C07D491/048C09K11/06H01L51/0072C09K2211/1007C09K2211/1059C09K2211/185H01L27/1248H01L51/0085H01L51/5016
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Quick Facts
Patent No.
US 10,153,437
App. No.
15/152,232
Granted
Dec 11, 2018
Kind
B2
Abstract

Provided is a novel substance that can be used in an element capable of emitting phosphorescence, a novel substance that contributes to high emission efficiency, or a novel substance that contributes to light emission with high color purity. A light-emitting element includes a pair of electrodes and an EL layer between the pair of electrodes. The EL layer includes a substance including a carbazole skeleton. The substance is bonded to a substituted or unsubstituted first arylene group through a nitrogen atom included in the carbazole skeleton. The first arylene group is bonded to a substituted or unsubstituted benzofuropyridyl group or a substituted or unsubstituted benzothienopyridyl group. The first arylene group includes 1 to 5 substituted or unsubstituted second arylene groups which are bonded to one another. The EL layer may further include a layer including an emission center substance, specifically an iridium compound.

Claims (63)

1. A light-emitting element comprising:

a pair of electrodes; and

an EL layer between the pair of electrodes,

wherein the EL layer comprises a substance comprising a carbazole skeleton,

wherein the substance has a bond between a substituted or unsubstituted first arylene group and a nitrogen atom comprised in the carbazole skeleton,

wherein the first arylene group is bonded to a substituted or unsubstituted benzofuropyridyl group or a substituted or unsubstituted benzothienopyridyl group, and

wherein the first arylene group comprises 1 to 5 substituted or unsubstituted second arylene groups which are bonded to one another.

2. The light-emitting element according to claim 1 , wherein the EL layer comprises a layer comprising a light-emitting substance.

3. The light-emitting element according to claim 1 , wherein the EL layer comprises a layer comprising an iridium compound.

4. A compound represented by Formula (G1):

wherein A 1 represents a substituted or unsubstituted benzofuropyridyl group or a substituted or unsubstituted benzothienopyridyl group;

wherein Ar represents a substituted or unsubstituted arylene group having 6 to 13 carbon atoms;

wherein each of R 11 to R 18 independently represents hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms; and

wherein n represents a natural number of 1 to 5.

5. The compound according to claim 4 ,

wherein the compound is represented by Formula (G2-1):

wherein Ar represents a substituted or unsubstituted arylene group having 6 to 13 carbon atoms;

wherein each of R 11 to R 18 independently represents hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms;

wherein n represents a natural number of 1 to 5;

wherein Y is represented by Formula (G2-2):

wherein one of R 21 to R 27 represents a single bond between Ar and Y in Formula (G2-1);

wherein each of the others of R 21 to R 27 independently represents hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms; and

wherein Q 1 represents an oxygen atom or a sulfur atom.

6. The compound according to claim 5 , wherein one of R 25 , R 27 and R 21 represents the single bond between Ar and Y.

7. A compound represented by Formula (G3-1):

wherein each of R 11 to R 18 and R 31 to R 34 independently represents hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms;

wherein n represents a natural number of 1 to 5; and

wherein Y is represented by Formula (G3-2):

wherein one of R 21 to R 27 represents a single bond between a phenylene skeleton and Y in Formula (G3-1);

wherein each of the others of R 21 to R 27 independently represents hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms; and

wherein Q 1 represents an oxygen atom or a sulfur atom.

8. The compound according to claim 7 , wherein one of R 25 , R 27 and R 21 represents the single bond between the phenylene skeleton and Y.

9. A compound represented by Formula (G4-1):

wherein each of R 11 to R 18 , R 31 to R 34 , and R 41 to R 44 independently represents hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms; and

wherein Y is represented by Formula (G4-2):

wherein one of R 21 to R 27 represents a single bond between a phenylene skeleton and Y in Formula (G4-1);

wherein each of the others of R 21 to R 27 independently represents hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms; and

wherein Q 1 represents an oxygen atom or a sulfur atom.

10. The compound according to claim 9 , wherein one of R 25 , R 27 and R 21 represents the single bond between the phenylene skeleton and Y.

11. The compound according to claim 4 ,

wherein the compound is represented by Formula (112):

12. The compound according to claim 4 ,

wherein the compound is represented by Formula (122):

13. The compound according to claim 4 ,

wherein the compound is represented by Formula (134):

14. A light-emitting element comprising:

a pair of electrodes; and

an EL layer between the pair of electrodes,

wherein the EL layer comprises the compound according to claim 4 .

15. The light-emitting element according to claim 14 ,

wherein the EL layer further comprises an iridium complex.

16. A light-emitting device comprising:

the light-emitting element according to claim 14 ; and

a unit configured to control the light-emitting element.

17. A display device comprising:

the light-emitting element according to claim 14 ; and

a unit configured to control the light-emitting element.

18. A lighting device comprising:

the light-emitting element according to claim 14 ; and

a unit configured to control the light-emitting element.

19. An electronic device comprising:

the light-emitting element according to claim 14 ; and

an operation switch.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 25, 2016
From: HIROSE, TOMOYA; OSAKA, HARUE; WATABE, TAKEYOSHI; MITSUMORI, SATOMI; KUBOTA, YUKO; SEO, SATOSHI
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 039248/0085 →
Priority Claims (1)
JP 2015-097649 · May 12, 2015 · national
Continuity (1)
Related Publication 20160336517A1 · Nov 17, 2016
Cited By (1)
US 12,624,046