IP Library › Granted Patent US 10,056,559
Granted Patent B2
US 10,056,559 · App. 15/894,151 · Granted Aug 21, 2018

Spirofluorene derivative, material for light-emitting element, light-emitting element, light-emitting device, and electronic device

Inventors: Sachiko Kawakami (Isehara, JP); Harue Nakashima (Atsugi, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
H01L51/006C07C211/61H01L27/3248H01L27/3262H01L29/4908H01L51/0096H01L51/5218H01L51/5221C07C2603/97H01L51/0056H01L51/5012H01L51/5056H01L51/5072H01L51/5088H01L51/5092H01L2251/301H01L2251/308
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Quick Facts
Patent No.
US 10,056,559
App. No.
15/894,151
Granted
Aug 21, 2018
Kind
B2
Abstract

It is an object of the present invention to provide a material having a high Tg and a wide energy gap. The present invention provides a spirofluorene derivative represented by General Formula 1. (In the formula, R 1 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, or a group represented by General Formula 2. Each of R 2 and R 3 is either hydrogen or an alkyl group having 1 to 4 carbon atoms and 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, or an aryl group having 6 to 15 carbon atoms and may be identical or different.)

Claims (31)

1. A spirofluorene derivative represented by General Formula 5,

wherein R 13 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms and a group represented by General Formula 6,

wherein each of R 14 and R 15 is any one of hydrogen and an alkyl group having 1 to 4 carbon atoms, and is identical or different,

wherein R 16 is an aryl group having 6 to 15 carbon atoms,

wherein 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

wherein 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

2. The spirofluorene derivative according to claim 1 , represented by General Formula 11,

wherein R 31 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms and a group represented by General Formula 12,

wherein each of R 32 and R 33 is any one of hydrogen and an alkyl group having 1 to 4 carbon atoms, and is identical or different,

wherein R 34 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 15 carbon atoms,

wherein R 35 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

wherein R 36 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. The spirofluorene derivative according to claim 2 , represented by General Formula 17,

wherein R 43 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms and a group represented by General Formula 18, and

wherein each of R 44 and R 45 is any one of hydrogen and an alkyl group having 1 to 4 carbon atoms, and is identical or different

4. The spirofluorene derivative according to claim 3 , represented by General Formula 21,

wherein each of R 50 and R 51 is any one of hydrogen and an alkyl group having 1 to 4 carbon atoms, and is identical or different

5. The spirofluorene derivative according to claim 3 , represented by General Formula 24,

wherein each of R 56 and R 57 is any one of hydrogen or an alkyl group having 1 to 4 carbon atoms, and is identical or different

6. A light-emitting element containing the spirofluorene derivative according to a claim 1 .

7. The light-emitting element according to claim 6 , wherein the spirofluorene derivative is contained in a hole transporting layer of the light emitting element.

8. The light-emitting element according to claim 6 , wherein the spirofluorene derivative is contained in a hole injecting layer of the light emitting element.

9. The light-emitting element according to claim 6 , wherein the spirofluorene derivative is contained in a light emitting layer of the light emitting element as a host material.

10. A light-emitting device comprising:

the light-emitting element according to claim 6 ; and

a control circuit which controls light emission of the light-emitting element.

11. An electronic device comprising:

a display portion using the light-emitting element according to claim 6 ; and

a control circuit which controls light emission of the light-emitting element.

12. A spirofluorene derivative represented by Structural Formula 27

13. A spirofluorene derivative represented by Structural Formula 30

Priority Claims (1)
JP 2005-289418 · Sep 30, 2005 · national
Continuity (7)
Division 15404331 · Jan 12, 2017
Continuation 14950613 · Nov 24, 2015
Division 14244432 · Apr 3, 2014
Division 13035256 · Feb 25, 2011
Continuation 12794145 · Jun 4, 2010
Division 11526874 · Sep 26, 2006
Related Publication 20180175295A1 · Jun 21, 2018
Cited By (1)
US 12,581,794