Phenanthrene compound, light-emitting element, light-emitting device, electronic device, and lighting device

• US 8,968,888 B2
• Filed: 10/27/2011
• Issued: 03/03/2015
• Est. Priority Date: 10/29/2010
• Status: Active Grant

• Current Assignee: Semiconductor Energy Laboratory Co., Ltd.
• Original Assignee: Semiconductor Energy Laboratory Co., Ltd.
• Inventors: Kawata, Yuko, Kadoma, Hiroshi, Ohsawa, Nobuharu, Seo, Satoshi
• Primary Examiner(s): Yang, J. L.
• Application Number:
  US13/282,686
• Publication Number:
  US 20120104369A1
• Time in Patent Office: 1,223 Days
• Field of Search: None
• US Class Current: 428/690
• CPC Class Codes: C07D 333/76 Dibenzothiophenes
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/166 comprising a multilayered structure
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/615 Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
• CPC Class Codes: H10K 85/633 comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom
• CPC Class Codes: H10K 85/6576 comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene

Abstract

A novel compound having high triplet excitation energy and a bipolar property is provided. Specifically, a phenanthrene compound represented by General Formula (G1) is provided where R¹¹ to R¹⁹ and R²¹ to R²⁷ separately represent any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, Ar represents a substituted or unsubstituted arylene group having 6 to 13 carbon atoms, and Z represents a sulfur atom or an oxygen atom. The use of the phenanthrene compound as a host material of a light-emitting layer in the presence of a phosphorescent dopant allows the formation of a light-emitting element with high current efficiency.

Claims

1. A phenanthrene compound represented by Formula (G1):

2. The phenanthrene compound according to claim 1, wherein R¹¹ to R¹⁹ and R²¹ to R²⁷ each represent hydrogen.

3. A light-emitting element comprising the phenanthrene compound according to claim 1.

4. The light-emitting element according to claim 3,

wherein the light-emitting element comprises a light-emitting layer between a pair of electrodes, and

wherein the phenanthrene compound is included in the light-emitting layer.

5. The light-emitting element according to claim 4, wherein the light-emitting layer further comprises a phosphorescent material.

6. The light-emitting element according to claim 4,

wherein the light-emitting layer comprises a first light-emitting layer and a second light-emitting layer over the first light-emitting layer,

wherein the first light-emitting layer and the second light-emitting layer each comprise the phenanthrene compound and a phosphorescent material, and

wherein the first light-emitting layer is different in concentration of the phosphorescent material from the second light-emitting layer.

7. A display device comprising the light-emitting element according to claim 3.

8. An electronic device comprising the light-emitting element according to claim 3.

9. A lighting device comprising the light-emitting element according to claim 3.

10. The lighting device according to claim 9, wherein the lighting device is capable of emitting white light.

11. The phenanthrene compound according to claim 1, wherein the phenanthrene compound is represented by Formula (109):

12. The light-emitting element according to claim 3,

wherein the light-emitting element comprises a hole-transport layer between a pair of electrodes, and

wherein the phenanthrene compound is included in the hole-transport layer.