Host materials for OLED

• US 8,748,012 B2
• Filed: 05/25/2011
• Issued: 06/10/2014
• Est. Priority Date: 05/25/2011
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Zeng, Lichang, Dyatkin, Alexey B., Kottas, Gregg
• Primary Examiner(s): CLARK, GREGORY D
• Application Number:
  US13/067,345
• Publication Number:
  US 20120298966A1
• Time in Patent Office: 1,112 Days
• Field of Search: 428/690, 428/917, 313/504, 313/505, 313/506, 257/40, 257/E51.05, 257/E51.026, 257/E51.032, 546/18, 546/79, 546/81, 546/101, 546/24, 548/440, 548/304.1, 548/418
• US Class Current: 428/690
• CPC Class Codes: C07F 7/08 Compounds having one or more C—Si linkages
• CPC Class Codes: C07F 7/0805 comprising only Si, C or H atoms
• CPC Class Codes: C07F 7/0812 comprising a heterocyclic ring
• CPC Class Codes: C07F 7/30 Germanium compounds
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/18 Carrier blocking layers
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/40 Organosilicon compounds, e.g. TIPS pentacene
• 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

Abstract

Novel aryl silicon and aryl germanium host materials are described. These compounds improve OLED device performance when used as hosts in the emissive layer of the OLED.

Claims

1. A compound of Formula I comprising:

2. The compound of claim 1, wherein A is selected from the group consisting of:

3. The compound of claim 1, wherein L₁ and L₂ are independently selected from the group consisting of:

4. The compound of claim 1, wherein L₁ and L₂ contain at least one phenyl bonded directly to Z.

5. The compound of claim 1, wherein Ar and Ar′

are phenyl.

6. The compound of claim 1, wherein Ar, Ar′

, A and B are independently substituted with at least one group selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof.

7. The compound of claim 6, wherein aryl comprises phenyl, biphenyl, triphenyl, terphenyl, naphthalene, phenalene, phenanthrene, fluorene or chiysene;

and wherein heteroaryl comprises dibenzothiophene, dibenzofuran, benzofuran, benzothiophene, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, indole, azaindole, benzimidazole, indazole, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, xanthene, phenothiazine, phenoxazine, benzofuropyridine, furodipyridine, benzothienopyridine and thienodipyridine.

8. The compound of claim 1, wherein the compound is selected from the group consisting of

9. The compound of claim 1, wherein the compound is selected from the group consisting of

10. A first device comprising an organic light emitting device, further comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, comprising a compound having the Formula I;

11. The first device of claim 10, wherein the organic layer is an emissive layer and the compound of Formula I is a host.

12. The first device of claim 10, wherein the organic layer further comprises an emissive dopant.

13. The first device of claim 12, wherein the emissive dopant is a transition metal complex having at least one ligand selected from the group consisting of:

14. The first device of claim 10, wherein the device further comprises a second organic layer that is a non-emissive layer and the compound having Formula I is a material in the second organic layer.

15. The first device of claim 10, wherein the organic layer is deposited using a solution process.

17. The first device of claim 10, wherein the first device is a consumer product.

18. The first device of claim 10, wherein the first device is an organic light-emitting device.

19. The first device of claim 14, wherein the second organic layer is a blocking layer and the compound having Formula I is a blocking material in the second organic layer.

16. A first device comprising an organic light emitting device, further comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, comprising a compound having the Formula I;