CHIRAL METAL COMPLEXES AS EMITTERS FOR ORGANIC POLARIZED ELECTROLUMINESCENT DEVICES

• US 20170069855A1
• Filed: 02/27/2015
• Published: 03/09/2017
• Est. Priority Date: 02/28/2014
• Status: Active Grant

• Current Assignee: Arizona Board of Regents (University of Arizona)
• Original Assignee: Arizona Board of Regents (University of Arizona)
• Inventors: Li, Jian
• Granted Patent: US 10,056,567 B2
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: C07F 15/0033 Iridium 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 2211/185 of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/15 Hole transporting layers
• CPC Class Codes: H10K 50/16 Electron transporting layers
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/346 comprising platinum
• CPC Class Codes: H10K 85/361 Polynuclear complexes, i.e. complexes comprising two or more metal centers

Abstract

Chiral metal complexes having one of general formulae (1)-(4).

Claims

1. An organometallic complex of general formula (1),

2. The organometallic complex of claim 1, wherein each ring A, B, C, and D is independently selected from optionally substituted phenyl, optionally substituted pyridinyl, optionally substituted pyrazolyl, and optionally substituted imidizolyl.

3. The organometallic complex of claim 1, wherein each ring A, B, C, and D is independently selected from phenyl, difluorophenyl, pyridinyl, pyrazolyl, dimethylpyrazolyl, and methylimidzolyl.

4. The organometallic complex of claim 1, wherein one or more of rings A, B, C, and D is fused to one or two independently selected C_6-10 aryl or 4-10 membered heterocycloalkyl groups.

17. The organometallic complex of claim 1, wherein M is selected from the group consisting of Pt²⁺, Pd²⁺, Ir⁺, Rh⁺, Au³⁻

, Ir³⁺, Rh³⁺, Ru²⁺, Pt⁴⁺, and Os²⁺.

18. A light emitting device, comprising the organometallic complex of claim 1.

19. The light emitting device of claim 18, wherein two or more of the organometallic complexes are present in the emissive materials layer of said light emitting device.

20. The light emitting device of claim 19, wherein greater than 50, 60, 70, 80, 90, 95, or 99 wt % or mol % of the emissive material in the emissive materials layer is a selected single enantiomer or a selected single diastereomer of said organometallic complex.

21. A composition comprising one or more of the organometallic complexes of claim 1.

5. An organometallic complex of general formula (2),

6. The organometallic complex of claim 5, wherein each ring A, B, C, and D is independently selected from optionally substituted phenyl, optionally substituted pyridinyl, optionally substituted pyrazolyl, and optionally substituted imidizolyl.

7. The organometallic complex of claim 5, wherein each ring A, B, C, and D is independently selected from phenyl, difluorophenyl, pyridinyl, pyrazolyl, dimethylpyrazolyl, and methylimidzolyl.

8. The organometallic complex of claim 5, wherein at least one of rings A, B, C, and D is fused to one or two independently selected C_6-10 aryl or 4-10 membered heterocycloalkyl groups.

9. An organometallic complex of general formula (3),

10. The organometallic complex of claim 9, wherein each ring A, B, C, D, E, and F is independently selected from optionally substituted phenyl, optionally substituted pyridinyl, and optionally substituted pyrazolyl.

11. The organometallic complex of claim 9, wherein each ring A, B, C, D, E, and F is independently selected from phenyl, difluorophenyl, pyridinyl, and dimethylpyrazolyl.

12. The organometallic complex of claim 9, wherein at least one of rings A, B, C, D, E, and F is fused to one or two independently selected C_6-10 aryl or 4-10 membered heterocycloalkyl groups.

13. An organometallic complex of general formula (4),

14. The organometallic complex of claim 13, wherein each ring A, B, C, D, E, and F is independently selected from optionally substituted phenyl, optionally substituted pyridinyl, and optionally substituted pyrazolyl.

15. The organometallic complex of claim 13, wherein each ring A, B, C, D, E, and F is independently selected from phenyl, difluorophenyl, pyridinyl, and dimethylpyrazolyl.

16. The organometallic complex of claim 13, wherein at least one of rings A, B, C, D, E, and F is fused to one or two independently selected C_6-10 aryl or 4-10 membered heterocycloalkyl groups.

22. An organometallic complex having one of the following structures: