IP Library Granted Patent US 8,664,383
Granted Patent B2
US 8,664,383 · App. 13/242,311 · Granted Mar 4, 2014

Organometallic complex, and light-emitting element and display device using the organometallic complex

Inventors: Hideko Inoue (Kanagawa, JP); Nobuharu Ohsawa (Kanagawa, JP); Satoko Shitagaki (Kanagawa, JP); Satoshi Seo (Kanagawa, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
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Quick Facts
Patent No.
US 8,664,383
App. No.
13/242,311
Granted
Mar 4, 2014
Kind
B2
Abstract

Disclosed is an organometallic complex capable of variable phosphorescence characteristics and yellow emission at high luminance The organometallic complex has a structure represented by a formula (G6), where at least one of R 4 , R 5 , R 6 , and R 7 is a phenoxy group, M is a Group 9 metal or a Group 10 metal, and L is a monoanionic ligand.

Claims (40)

1. An organometallic complex represented by a formula (G6),

wherein:

R 1 represents an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 5 carbon atoms, or a phenyl group;

R 2 and R 3 separately represent hydrogen, an alkyl group having 1 to 4 carbon atoms, or a phenyl group;

R 4 , R 5 , R 6 , and R 7 separately represent hydrogen, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, halogen, a trifluoromethyl group, and a phenyl group;

at least one of R 4 , R 5 , R 6 , and R 7 has a structure represented by a formula (G2):

M represents a Group 9 element or a Group 10 element;

L represents a monoanionic ligand;

n is 2 when M is a Group 9 element or 1 when M is a Group 10 element; and

R 8 , R 9 ,R 10 , R 11 , , R 12 and separately represent hydrogen, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, halogen , a trifluoromethyl group, or a phenyl group.

2. The organometallic complex according to claim 1 ,

wherein the monoanionic ligand is a monoanionic bidentate chelate ligand having a β-diketone structure, a monoanionic bidentate chelate ligand having a carboxyl group, a monoanionic bidentate chelate ligand having a phenolic hydroxyl group, or a monoanionic bidentate chelate ligand in which two ligand elements are both nitrogen.

3. The organometallic complex according to claim 1 ,

wherein the monoanionic ligand is a ligand selected from the group of consisting of structural formulae (L1) to (L6):

wherein:

R 71 to R 90 separately represent hydrogen, an alkyl group having 1 to 4 carbon atoms, halogen , a haloalkyl group, an alkoxy group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, or a phenyl group;

A 1 , A 2 , and A 3 separately represent nitrogen or C—R; and

R represents hydrogen, an alkyl group having 1 to 4 carbon atoms, halogen , a haloalkyl group having 1 to 4 carbon atoms, or a phenyl group.

4. The organometallic complex according to claim 1 , wherein R 3 represents hydrogen.

5. The organometallic complex according to claim 1 , wherein R 5 is a substituent represented by the formula (G2).

6. The organometallic complex according to claim 1 , wherein M is iridium or platinum.

7. An organometallic complex represented by a formula (G8),

wherein:

R 1 represents an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 5 carbon atoms, or a phenyl group;

R 2 represents hydrogen, an alkyl group having 1 to 4 carbon atoms, or a phenyl group;

R 4 , R 6 , and R 7 separately represent hydrogen, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, halogen , a trifluoromethyl group, or a phenyl group;

R 8 , R 9 , R 10 , R 11 , and R 12 separately represent hydrogen, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, halogen , a trifluoromethyl group, or a phenyl group;

M represents a Group 9 element or a Group 10 element;

L represents a monoanionic ligand; and

n is 2 when M is a Group 9 element or 1 when M is a Group 10 element.

8. The organometallic complex according to claim 7 ,

wherein the monoanionic ligand is a monoanionic bidentate chelate ligand having a β-diketone structure, a monoanionic bidentate chelate ligand having a carboxyl group, a monoanionic bidentate chelate ligand having a phenolic hydroxyl group, or a monoanionic bidentate chelate ligand in which two ligand elements are both nitrogen.

9. The organometallic complex according to claim 7 ,

wherein the monoanionic ligand is a ligand selected from the group of consisting of structural formulae (L1) to (L6):

wherein:

R 71 to R 90 separately represent hydrogen, an alkyl group having 1 to 4 carbon atoms, halogen , a haloalkyl group, an alkoxy group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, or a phenyl group;

A 1 , A 2 , and A 3 separately represent nitrogen or C—R; and

R represents hydrogen, an alkyl group having 1 to 4 carbon atoms, halogen , a haloalkyl group having 1 to 4 carbon atoms, or a phenyl group.

10. The organometallic complex according to claim 7 , wherein R 4 , R 6 , and R 7 separately represent hydrogen.

11. The organometallic complex according to claim 7 , wherein M is iridium or platinum.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 12, 2011
From: INOUE, HIDEKO; OHSAWA, NOBUHARU; SHITAGAKI, SATOKO; SEO, SATOSHI
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 027365/0576 →
Priority Claims (1)
JP 2010-233014 · Oct 15, 2010 · national
Continuity (1)
Related Publication 20120095226A1 · Apr 19, 2012