IP Library Granted Patent US 10,553,797
Granted Patent B2
US 10,553,797 · App. 15/673,460 · Granted Feb 4, 2020

Fluorene derivative, light-emitting elements, 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.
H01L51/006C07C209/10C07C211/54C09B57/00C09B57/008H01L51/0059H01L51/0072H05B33/14H05B33/20C07C2603/18C09K2211/1014C09K2211/1029H01L51/0052H01L51/0058H01L51/5056
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Quick Facts
Patent No.
US 10,553,797
App. No.
15/673,460
Granted
Feb 4, 2020
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 (21)

1. A synthesis method of a fluorene derivative comprising:

coupling a first compound and a second compound,

wherein the first compound is a Formula (a3):

wherein:

R 1 to R 8 are independently 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 3 is a substituted or unsubstituted arylene group having 6 to 12 carbon atoms;

α 4 is a substituted or unsubstituted 1,3-phenylene group;

Ar 4 is any one of an alkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 12 carbon atoms; and

X 2 is halogen; and

J is 1, and k is 0 or 1,

wherein the second compound is a formula (a6),

wherein:

Ar 1 and Ar 2 are independently any of an aryl group having 6 to 13 carbon atoms in a ring,

α 1 and α 2 are independently a substituted or unsubstituted arylene group having 6 to 12 carbon atoms; and

m and n are independently 0 or 1.

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

3. The synthesis method according to claim 1 , wherein α 1 to α 4 are independently any one of Formulae (α-1) to (α-3):

4. The synthesis method according to claim 1 , wherein Ar 4 is any of Formulae (Ar3-1) to (Ar3-8):

5. The synthesis method according to claim 1 , wherein X 2 is any of bromine and iodine.

6. The synthesis method according to claim 1 , wherein the first compound is Formula:

7. The synthesis method according to claim 1 , wherein Ar 4 is a substituted aryl group having 6 to 12 carbon atoms, and the substituted aryl group comprises one or more of the following substituents: a methyl group, an ethyl group, a propyl group, a pentyl group, a hexyl group, a phenyl group and a biphenyl group.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 11, 2017
From: OSAKA, HARUE; SHITAGAKI, SATOKO; SUZUKI, TSUNENORI; OHSAWA, NOBUHARU; KAWAKAMI, SACHIKO; SEO, SATOSHI
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 043829/0575 →
Priority Claims (1)
JP 2009-131504 · May 29, 2009 · national
Continuity (3)
Division 14730407 · Jun 4, 2015
Continuation 12786997 · May 25, 2010
Related Publication 20170365782A1 · Dec 21, 2017
Cited By (2)
US 12,225,812 US 12,630,496