METAL COMPOUNDS AND METHODS AND USES THEREOF

• US 20150207086A1
• Filed: 08/23/2013
• Published: 07/23/2015
• Est. Priority Date: 08/24/2012
• Status: Active Grant

• Current Assignee: Arizona Board of Regents (University of Arizona)
• Original Assignee: Arizona Board of Regents (University of Arizona)
• Inventors: Li, Jian, Turner, Eric, Huang, Liang
• Granted Patent: US 9,711,741 B2
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: C07F 15/006 Palladium compounds
• CPC Class Codes: C07F 15/0086 Platinum compounds
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1029 containing one nitrogen atom as the heteroatom
• CPC Class Codes: C09K 2211/1044 containing two nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 2211/1088 containing oxygen as the only heteroatom
• CPC Class Codes: C09K 2211/1092 containing sulfur as the only heteroatom
• CPC Class Codes: C09K 2211/1096 containing other heteroatoms
• CPC Class Codes: C09K 2211/185 of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
• CPC Class Codes: C09K 2211/188 of other metals not provided for in one of the previous groups
• CPC Class Codes: H05B 33/14 characterised by the chemical or physical composition or the arrangement of the electroluminescent material , or by the simultaneous addition of the electroluminescent material in or onto the light source
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/331 Metal complexes comprising an iron-series metal, e.g. Fe, Co, Ni
• CPC Class Codes: H10K 85/341 Transition metal complexes, e.g. Ru(II)polypyridine complexes H10K85/331 takes precedence
• CPC Class Codes: H10K 85/346 comprising platinum

Abstract

Disclosed herein are metal compounds, compositions, and devices related thereto, such as full color displays or OLEDs.

Claims

1. A compound having the structure:

2. The compound of claim 1,

wherein m is 2,

wherein n is 2,

wherein Y^2b and Y^2c is CH,

wherein Y^3b and Y^4b is N,

wherein at least one of Y^1b and Y^1c is NR², CR²R³, AsR², BR², PR², P(O)R², or SiR²R³, or a combination thereof, wherein each of R² and R³ independently is hydrogen, substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, heteroaryl, cycloalkane, cycloalkane, heterocyclyl, amino, hydroxyl, halogen, thio, alkoxy, haloalkyl, arylalkane, arylalkene, or R² and R³ together form C═

O, wherein each of R² and R³ independently is optionally linked to an adjacent ring structure, thereby forming a cyclic structure, and

wherein M is Pt or Pd.

3. The compound of claim 1,

wherein m is 2,

wherein n is 2,

wherein Y^2b is CH,

wherein Y^3b Y^2c and Y^4b is N,

wherein Y^1b is NR², CR²R³, AsR², BR², PR², P(O)R², or SiR²R³, or a combination thereof, wherein each of R² and R³ independently is hydrogen, substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, heteroaryl, cycloalkane, cycloalkane, heterocyclyl, amino, hydroxyl, halogen, thio, alkoxy, haloalkyl, arylalkane, arylalkene, or R² and R³ together form C═

O, wherein each of R² and R³ independently is optionally linked to an adjacent ring structure, thereby forming a cyclic structure;

wherein M is Ir or Rh.

4. The compound of claim 1,

wherein m is 2,

wherein n is 2,

wherein Y^2b, Y^2c and Y^4b is CH,

wherein Y^3b is N,

wherein Y^1b is NR², CR²R³, AsR², BR², PR², P(O)R², or SiR²R³, or a combination thereof, wherein each of R² and R³ independently is hydrogen, substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, heteroaryl, cycloalkane, cycloalkane, heterocyclyl, amino, hydroxyl, halogen, thio, alkoxy, haloalkyl, arylalkane, arylalkene, or R² and R³ together form C═

O, wherein each of R² and R³ independently is optionally linked to an adjacent ring structure, thereby forming a cyclic structure;

wherein M is Au.

5. The compound of claim 1, wherein each of R² and R³ independently is linked to an adjacent ring structure.

6. The compound of claim 2,

wherein at least of one of Y^2a, Y^2d, Y^3d and Y^4d is C,

wherein at least one of Y^1b and Y^1c is NR², CR²R³, AsR², BR₂, PR², P(O)R², or SiR²R³, or a combination thereof, wherein each of R² and R³ independently is hydrogen, substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, heteroaryl, cycloalkane, cycloalkane, heterocyclyl, amino, hydroxyl, halogen, thio, alkoxy, haloalkyl, arylalkane, arylalkene, wherein R² is covalently linked to at least one of Y^2a, Y^2d, Y^3d and Y^4d, thereby forming a cyclic structure, and

wherein M is Pt or Pd

7. The compound of claim 3,

wherein at least of one of Y^2a and Y^3d is C,

wherein Y^1b is NR², CR²R³, AsR², BR², PR², P(O)R², or SiR²R³, or a combination thereof, wherein each of R² and R³ independently is hydrogen, substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, heteroaryl, cycloalkane, cycloalkane, heterocyclyl, amino, hydroxyl, halogen, thio, alkoxy, haloalkyl, arylalkane, arylalkene, wherein R² is covalently linked to at least one of Y^2a and Y^3d, thereby forming a cyclic structure, and

wherein M is Ir or Rh.

8. The compound of claim 4,

wherein at least of one of Y^2a and Y^3d is C,

wherein Y^1b is NR², CR²R³, AsR², BR², PR², P(O)R², or SiR²R³, or a combination thereof, wherein each of R² and R³ independently is hydrogen, substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, heteroaryl, cycloalkane, cycloalkane, heterocyclyl, amino, hydroxyl, halogen, thio, alkoxy, haloalkyl, arylalkane, arylalkene, wherein R² is covalently linked to at least one of Y^ea and Y^3d, thereby forming a cyclic structure, and

wherein M is Au.

22. A device comprising the compound of claim 1.

23. The device of claim 22, wherein the device is an organic light emitting diode.

24. The device of claim 22, wherein the device comprises a full color display.

25. The device of claim 22, wherein the one or more compounds is used as a host material.

26. The device of claim 22, wherein the device can be a lighting device.

27. A device comprising the compound of claim 1, wherein the compound is used as a phosphorescent emitter in the device.

28. A device comprising the compound of claim 1, wherein the compound is used as a delayed fluorescent and phosphorescent emitter in the device.

29. A composition comprising the compound of claim 1.

9. A compound having the structure:

10. The compound of claim 9,

wherein m is 2,

wherein Y^2b and Y^2c is CH,

wherein Y^3b and Y^4b is N,

wherein at least one of Y^1b and Y^1c is NR², CR²R³, AsR², BR², PR², P(O)R², or SiR²R³, or a combination thereof, wherein each of R² and R³ independently is hydrogen, substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, heteroaryl, cycloalkane, cycloalkane, heterocyclyl, amino, hydroxyl, halogen, thio, alkoxy, haloalkyl, arylalkane, arylalkene, or R² and R³ together form C═

O, wherein each of R² and R³ independently is optionally linked to an adjacent ring structure, thereby forming a cyclic structure, and

wherein M is Ir or Rh.

11. The compound of claim 9, wherein each of R² and R³ independently is linked to an adjacent ring structure.

12. The compound of claim 10,

wherein at least of one of Y^2a, Y^2d, Y^1d and Y^4d is C,

wherein at least one of Y^1b and Y^1c is NR², CR²R³, AsR², BR², PR², P(O)R², or SiR²R³, or a combination thereof, wherein each of R² and R³ independently is hydrogen, substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, heteroaryl, cycloalkane, cycloalkane, heterocyclyl, amino, hydroxyl, halogen, thio, alkoxy, haloalkyl, arylalkane, arylalkene, wherein R² is covalently linked to at least one of Y^2a, Y^2d, Y^3d, and Y^4d, thereby forming a cyclic structure, and

wherein M is Ir or Rh.

13-21. -21. (canceled)