NOVEL COMPOUNDS AND USES IN DEVICES

• US 20160104847A1
• Filed: 08/28/2015
• Published: 04/14/2016
• Est. Priority Date: 10/13/2014
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Xia, Chuanjun, Lin, Chun, Wang, Ting-Chih
• Granted Patent: US 10,950,803 B2
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1011 Condensed systems
• CPC Class Codes: C09K 2211/1088 containing oxygen as the only heteroatom
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/121 for assisting energy transfer, e.g. sensitization
• CPC Class Codes: H10K 85/341 Transition metal complexes, e.g. Ru(II)polypyridine complexes H10K85/331 takes precedence
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/344 comprising ruthenium
• CPC Class Codes: H10K 85/346 comprising platinum
• CPC Class Codes: H10K 85/40 Organosilicon compounds, e.g. TIPS pentacene
• CPC Class Codes: H10K 85/615 Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
• CPC Class Codes: H10K 85/622 containing four rings, e.g. pyrene
• CPC Class Codes: H10K 85/623 containing five rings, e.g. pentacene
• CPC Class Codes: H10K 85/624 containing six or more rings
• CPC Class Codes: H10K 85/625 containing at least one aromatic ring having 7 or more carbon atoms, e.g. azulene
• CPC Class Codes: H10K 85/626 containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
• CPC Class Codes: H10K 85/633 comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom
• CPC Class Codes: H10K 85/636 comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom
• CPC Class Codes: H10K 85/654 : comprising only nitrogen as heteroatom H10K85/652 takes precedence
• CPC Class Codes: H10K 85/6572 : comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
• CPC Class Codes: H10K 85/6574 : comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes
• CPC Class Codes: H10K 85/6576 : comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene
• CPC Class Codes: Y02E 10/549 : Organic PV cells

Abstract

This invention discloses a novel multicomponent system or a single compound that is capable of performing triplet-triplet annihilation up conversion process. (TTA-UC) A solution or solid film that comprises this TTA-UC system or compound is provided. This system or compound can be used in an optical or optoelectronic device.

Claims

1. A formulation comprising a mixture of:

a sensitizer;

an acceptor; and

an emitter;

wherein the acceptor has a first triplet energy lower than a first triplet energy of the sensitizer;

wherein the emitter has a first singlet energy lower than a first singlet energy of the acceptor; and

wherein the sensitizer, the acceptor, and the emitter are jointly capable of performing triplet-triplet annihilation upconversion of light incident on the formulation to emit a luminescent radiation comprising a radiation component from the first singlet energy of the emitter.

2. The formulation of claim 1, wherein the emitter has a first triplet energy higher than the first triplet energy of the acceptor

3. The formulation of claim 1, wherein the emitter has the first triplet energy higher than the first triplet energy of the sensitizer;

and

wherein the emitter has the first singlet energy higher than the first singlet energy of the sensitizer.

4. The formulation of claim 1, wherein the sensitizer is selected from the group consisting of:

an iridium complex, an osmium complex, a platinum complex, a palladium complex, a rhenium complex, a ruthenium complex, and a gold complex.

5. The formulation of claim 1, wherein the sensitizer is selected from the group consisting of:

6. The formulation of claim 1, wherein the acceptor comprises a fused aromatic group.

7. The formulation of claim 1, wherein the acceptor comprises a group selected from the group consisting of:

naphthalene, anthracene, tetracene, pyrene, chrysene, perylene, and combinations thereof.

8. The formulation of claim 1, wherein the acceptor is selected from the group consisting of:

9. The formulation of claim 1, wherein the emitter comprises a group selected from the group consisting of:

fluoranthene, pyrene, triarylamine, and combinations thereof.

10. The formulation of claim 1, wherein the emitter is selected from the group consisting of:

11. The formulation of claim 1, wherein the acceptor comprises at least 50 wt % of the total mass of the mixture of the sensitizer, the acceptor, and the emitter.

12. A first device comprising a first organic layer;

the first organic layer comprising a mixture of;

a sensitizer;

an acceptor; and

an emitter;

wherein the acceptor has a first triplet energy lower than a first triplet energy of the sensitizer;

wherein the emitter has a first singlet energy lower than a first singlet energy of the acceptor; and

wherein the first device are capable of performing triplet-triplet annihilation upconversion of light incident on the first organic layer to emit a luminescent radiation comprising a radiation component from the first singlet energy of the emitter.

13. The first device of claim 12, wherein the emitter has a first triplet energy higher than the first triplet energy of the acceptor.

14. The first device of claim 12, wherein the emitter has a first singlet energy between 400 nm to 500 nm.

15. The first device of claim 12, wherein the first device has an upconversion efficiency of at least 10%.

16. The first device of claim 12, wherein the first organic layer only contains the sensitizer, the acceptor, and the emitter.

17. The first device of claim 12, wherein the acceptor in the first organic layer comprises at least 50 wt % of the total mass of the mixture of the sensitizer, the acceptor, and the emitter.

18. The first device of claim 12, wherein the first device is selected from the group consisting of a consumer product, an electronic component module, an organic light-emitting device, a lighting panel, a light emitting diode, and a photovoltaic device.

19. The first device of claim 12, wherein the first device comprises an organic light emitting device comprising an emissive material having an emissive spectrum;

and

the first organic layer is disposed adjacent to the organic light emitting device such that light emitted by the organic light emitting device is incident on the first organic layer.

20-22. -22. (canceled)

23. A compound for triplet-triplet annihilation upconversion comprising:

a sensitizer group;

an acceptor group; and

an emitter group;

wherein the sensitizer group, the acceptor group, and the emitter group are connected together through covalent bonds by a plurality of spacer groups;

wherein the acceptor group has a first triplet energy lower than a first triplet energy of the sensitizer group;

wherein the emitter group has a first singlet energy lower than a first singlet energy of the acceptor group; and

wherein the compound is capable of performing triplet-triplet annihilation upconversion of light incident on the compound to emit a luminescent radiation comprising a radiation component from the first singlet energy of the emitter group.

24-42. -42. (canceled)