Organometallic complex, light-emitting element, light-emitting device, electronic device, and lighting device

Patent metadata

Field	Value
Publication number	US-9444059-B2
Application number	US-201414184130-A
Country	US
Kind code	B2
Filing date	Feb 19, 2014
Priority date	Feb 21, 2013
Publication date	Sep 13, 2016
Grant date	Sep 13, 2016

Abstract

A novel substance capable of emitting phosphorescence is provided. An organometallic complex represented by General Fomulae (G3) or (G5). In the formulae, M represents iridium, platinum, palladium, or rhodium, R 1 represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms, and R 2 to R 7 separately represent hydrogen or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms.

First claim

What is claimed is:

1. A compound comprising a structure represented by a formula (G1):

R 1 represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms;
R 2 to R 7 separately represent hydrogen or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms; and
M represents a metal.

2. The compound according to claim 1 , wherein the metal is selected from iridium, platinum, palladium, and rhodium.

3. The compound according to claim 1 , wherein the structure is represented by a formula (G2):

4. A compound represented by a formula (G3):

R 1 represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms;
R 2 to R 7 separately represent hydrogen or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms;
M represents a metal; and
L represents a monoanionic ligand,

wherein:
the metal is selected from iridium, platinum, palladium, and rhodium;
when M represents iridium or rhodium, n is 2; and
when M represents platinum or palladium, n is 1.

5. The compound according to claim 4 , wherein the compound is represented by a formula (G4):

6. The compound according to claim 4 , wherein the monoanionic ligand is a monoanionic bidentate chelate ligand with a beta-diketone structure or a monoanionic bidentate chelate ligand in which two coordinating elements are both nitrogen.

7. The compound according to claim 6 ,
wherein:
the monoanionic ligand is represented by a formula (L1) or (L2):

R 11 to R 17 separately represent hydrogen or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms;
A 1 to A 3 separately represent nitrogen or carbon bonded to hydrogen or a substituent R; and
the substituent R represents an alkyl group having 1 to 6 carbon atoms or a phenyl group.

8. A compound represented by a formula (G5):

R 1 represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms;
R 2 to R 7 separately represent hydrogen or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms; and
M represents a metal,
wherein:
the metal is selected from iridium, platinum, palladium, and rhodium;
when M represents iridium or rhodium, n is 2; and
when M represents platinum or palladium, n is 1.

9. The compound according to claim 8 , wherein the compound is represented by a formula (G6):

10. A light-emitting device comprising:
a light emitting layer between a pair of electrodes, the light emitting layer comprising a compound comprising a structure represented by a formula (G1):

R 1 represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms;
R 2 to R 7 separately represent hydrogen or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms; and
M represents a metal.

11. The light-emitting device according to claim 10 , wherein the metal is selected from iridium, platinum, palladium, and rhodium.

12. The light-emitting device according to claim 10 , wherein the structure is represented by a formula (G2):

13. A light-emitting device comprising:
a light emitting layer between a pair of electrodes, the light emitting layer comprising a compound represented by a formula (G3):

R 1 represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms;
R 2 to R 7 separately represent hydrogen or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms;
M represents a metal; and
L represents a monoanionic ligand,
wherein:
the metal is selected from iridium, platinum, palladium, and rhodium;
when M represents iridium or rhodium, n is 2; and
when M represents platinum or palladium, n is 1.

14. The light-emitting device according to claim 13 , wherein the compound is represented by a formula (G4):

15. The light-emitting device according to claim 13 , wherein the monoanionic ligand is a monoanionic bidentate chelate ligand with a beta-diketone structure or a monoanionic bidentate chelate ligand in which two coordinating elements are both nitrogen.

16. The light-emitting device according to claim 15 ,
wherein:
the monoanionic ligand is represented by a formula (L1) or (L2):

R 11 to R 17 separately represent hydrogen or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms;
A 1 to A 3 separately represent nitrogen or carbon bonded to hydrogen or a substituent R; and
the substituent R represents an alkyl group having 1 to 6 carbon atoms or a phenyl group.

17. A light-emitting device comprising:
a light emitting layer between a pair of electrodes, the light emitting layer comprising a compound represented by a formula (G5):

R 1 represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms;
R 2 to R 7 separately represent hydrogen or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms; and
M represents a metal,
wherein:
the metal is selected from iridium, platinum, palladium, and rhodium;
when M represents iridium or rhodium, n is 2; and
when M represents platinum or palladium, n is 1.

18. The light-emitting device according to claim 17 , wherein the compound is represented by a formula (G6):

19. An electronic appliance comprising the light-emitting device according to claim 10 .

20. A lighting device comprising the light-emitting device according to claim 10 .

Assignees

• Semiconductor Energy Lab

Inventors

• Inoue Hideko
• Yamada Yui
• Seo Hiromi
• Seo Satoshi

Classifications

• C07F15/0033 Primary

  Iridium compounds · CPC title

• C09K2211/1007

  Non-condensed systems · CPC title

• C09K2211/185

  of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd · CPC title

• C09K2211/1044

  containing two nitrogen atoms as heteroatoms · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title