Phosphorescent tetradentate metal complexes having modified emission spectra

Patent metadata

Field	Value
Publication number	US-9673409-B2
Application number	US-201414300832-A
Country	US
Kind code	B2
Filing date	Jun 10, 2014
Priority date	Jun 10, 2013
Publication date	Jun 6, 2017
Grant date	Jun 6, 2017

Abstract

Multidentate metal complexes useful as phosphorescent emitters in display and lighting applications having the following structures:

First claim

What is claimed is:

1. A composition comprising one or more compounds of the formula:

wherein

M represents platinum (Pt), gold (Au), iridium (Ir), rhodium (Rh), ruthenium (Ru), iron (Fe), cobalt (Co), nickel (Ni), copper (Cu), zinc (Zn), silver (Ag), mercury (Hg), cadmium (Cd), or zirconium (Zr),
R a and R b each independently represents mono-, di-, tri, or tetra-substitution, and each independently represents deuterium, a halogen atom, a hydroxyl group, a thiol group, a nitro group, a cyano group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted haloalkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted amino group, a substituted or unsubstituted mono- or dialkylamino group, a substituted or unsubstituted mono- or diarylamino group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heteroaryl group, an alkoxycarbonyl group, an acyloxy group, an acylamino group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, a sulfonylamino group, a sulfamoyl group, a carbamoyl group, an alkylthio group, a sulfinyl group, a ureido group, a phosphoramide group, a mercapto group, a sulfo group, a carboxyl group, a hydrazino group, a substituted silyl group, a polymeric group, or a combination thereof,
V 3 is C,
V 4 is N,
X is N,
A 1 is O,
R 1 , R 2 , R 3 R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 each independently represents hydrogen, deuterium, a halogen atom, a hydroxyl group, a thiol group, a nitro group, a cyano group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted haloalkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, an amino group, a mono- or dialkylamino group, a mono- or diarylamino group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heteroaryl group, an alkoxycarbonyl group, an acyloxy group, an acylamino group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, a sulfonylamino group, a sulfamoyl group, a carbamoyl group, an alkylthio group, a sulfinyl group, a ureido group, a phosphoramide group, a mercapto group, a sulfo group, a carboxyl group, a hydrazino group, a substituted silyl group, a polymeric group, or a combination thereof; and
at least one of R 1 , R 2 , R 3 , and R 4 is not hydrogen.

2. The composition of claim 1 , wherein the polymeric group comprises a polyalkylene, a polyether, or a polyester.

3. The composition of claim 1 , wherein the each of the one or more compounds has a neutral charge.

4. A composition comprising one or more of the following compounds:

5. A composition comprising one or more of the following compounds:

6. A device comprising the composition of claim 1 .

7. The device of claim 6 , wherein the device comprises a full color display.

8. The device of claim 6 , wherein the device is a photovoltaic device.

9. The device of claim 6 , wherein the device is a luminescent display device.

10. The device of claim 6 , wherein the device comprises an organic light emitting diode (OLED).

11. The device of claim 10 , wherein the device comprises a phosphorescent organic light emitting diode.

12. The device of claim 10 , wherein the device is a phosphorescent organic light emitting diode.

13. A light emitting device comprising the composition of claim 1 .

14. A light emitting device comprising the composition of claim 4 .

15. The composition of claim 1 , wherein R a represents mono- or di-substitution, and each independently represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group.

16. The composition of claim 1 , wherein R a represents mono-substitution and represents an unsubstituted aryl group; or R a represents di-substitution and each R a represents an unsubstituted alkyl group.

17. The composition of claim 1 , wherein R b represents mono-substitution and represents an unsubstituted alkyl group.

18. The composition of claim 1 , wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 each independently represents hydrogen, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted haloalkyl group, a substituted or unsubstituted aryl group, a mono- or dialkylamino group, a substituted or unsubstituted alkoxy group, or a substituted or unsubstituted heteroaryl group.

19. A device comprising the composition of claim 4 .

20. A device comprising the composition of claim 5 .

Assignees

• Li Jian
• Li Guijie
• Brooks Jason
• Univ Arizona State
• Universal Display Corp

Inventors

• Li Jian
• Li Guijie
• Brooks Jason

Classifications

• C09K2211/1044

  containing two nitrogen atoms as heteroatoms · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• Y02E10/549

  Organic PV cells · CPC title

• C09K2211/185

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

• C07F15/0086 Primary

  Platinum compounds · CPC title