IP Library Granted Patent US 9,741,937
Granted Patent B2
US 9,741,937 · App. 14/730,407 · Granted Aug 22, 2017

Fluorene derivative, light-emitting element, light-emitting device, electronic device, and lighting device

Inventors: Harue Osaka (Kanagawa, JP); Satoko Shitagaki (Kanagawa, JP); Tsunenori Suzuki (Kanagawa, JP); Nobuharu Ohsawa (Kanagawa, JP); Sachiko Kawakami (Kanagawa, JP); Satoshi Seo (Kanagawa, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
H01L51/006C07C211/54C09B57/00C09B57/008H01L51/0059H01L51/0061H01L51/0072H05B33/14H05B33/20C07C2103/18C09K2211/1014C09K2211/1029H01L51/0052H01L51/0058H01L51/5056
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 9,741,937
App. No.
14/730,407
Granted
Aug 22, 2017
Kind
B2
Abstract

An object is to provide a light-emitting element having high light-emission efficiency by provision of a novel fluorene derivative as represented by General Formula (G1) below. In the formula, R 1 to R 8 independently represent any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenyl group. Further, α 1 to α 4 independently represent any of a substituted or unsubstituted arylene group having 6 to 12 carbon atoms. Furthermore, Ar 1 and Ar 2 independently represent any of an aryl group having 6 to 13 carbon atoms in a ring and Ar 3 represents an alkyl group having 1 to 6 carbon atoms or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms. J, k, m, and n each independently represent 0 or 1.

Claims (37)

1. A compound represented by a Formula (b1):

wherein:

R 1 to R 8 independently represent any one of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group;

α 2 to α 4 independently represent a substituted or unsubstituted arylene group having 6 to 12 carbon atoms;

Ar 2 represents an aryl group having 6 to 12 carbon atoms in a ring, and Ar 4 represents any one of an alkyl group having 6 to 12 carbon atoms and a substituted or unsubstituted aryl group having 6 to 12 carbon atoms;

J and k independently represent 0 or 1, and at least one of J and k is 1; and

n represents 1.

2. The compound according to claim 1 , wherein R 1 to R 8 independently represent any one of Formulae (R-1) to (R-9):

3. The compound according to claim 1 , wherein α 2 to α 4 independently represent any one of Formulae (α-1) to (α-3):

4. The compound according to claim 1 ,

wherein Ar 2 represents any one of Formulae (Ar-1) to (Ar-3):

and

wherein Ar 4 represents any one of Formulae (Ar3-1) to (Ar3-8):

5. A synthesis method of a fluorene derivative comprising:

coupling a first compound and a second compound,

wherein the first compound is represented by a Formula (b1):

wherein:

R 1 to R 8 independently represent any one of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group;

α 2 to α 4 independently represent a substituted or unsubstituted arylene group having 6 to 12 carbon atoms;

Ar 2 represents an aryl group having 6 to 12 carbon atoms in a ring, and Ar 4 represents any one of an alkyl group having 6 to 12 carbon atoms and a substituted or unsubstituted aryl group having 6 to 12 carbon atoms;

J and k independently represent 0 or 1, and at least one of J and k is 1; and

n represents 1,

wherein the second compound is represented by a Formula (a4),

wherein:

α 1 represents a substituted or unsubstituted arylene group having 6 to 12 carbon atoms;

Ar 1 represents an aryl group having 6 to 13 carbon atoms in a ring;

m represents 0 or 1; and

X 3 represents halogen.

6. The synthesis method of a fluorene derivative according to claim 5 ,

wherein R 1 to R 8 independently represent any one of Formulae (R-1) to (R-9):

7. The synthesis method of a fluorene derivative according to claim 5 ,

wherein α 1 to α 4 independently represent any one of Formulae (α-1) to (α-3):

8. The synthesis method of a fluorene derivative according to claim 5 ,

wherein Ar 1 and Ar 2 independently represent any one of Formulae (Ar-1) to (Ar-3):

and

wherein Ar 4 represents any one of Formulae (Ar3-1) to (Ar3-8):

9. The synthesis method of a fluorene derivative according to claim 5 , wherein X 3 represents any one of bromine and iodine.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 31, 2015
From: OSAKA, HARUE; SHITAGAKI, SATOKO; SUZUKI, TSUNENORI; OHSAWA, NOBUHARU; KAWAKAMI, SACHIKO; SEO, SATOSHI
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 036223/0465 →
Priority Claims (1)
JP 2009-131504 · May 29, 2009 · national
Continuity (2)
Continuation 12786997 · May 25, 2010
Related Publication 20150270484A1 · Sep 24, 2015