Organic electroluminescent materials and devices

• US 10,644,247 B2
• Filed: 02/03/2016
• Issued: 05/05/2020
• Est. Priority Date: 02/06/2015
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Dyatkin, Alexey Borisovich, Zeng, Lichang
• Primary Examiner(s): Strah, Eli D.
• Application Number:
  US15/014,495
• Publication Number:
  US 20160240792A1
• Time in Patent Office: 1,553 Days
• CPC Class Codes: B32B 17/10669 Luminescent agents
• CPC Class Codes: B32B 2307/422 Luminescent, fluorescent, phosphorescent
• CPC Class Codes: B32B 2457/20 Displays, e.g. liquid crystal displays, plasma displays
• CPC Class Codes: B32B 2457/206 Organic displays, e.g. OLED
• CPC Class Codes: C07D 209/86 with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
• CPC Class Codes: C07D 409/10 linked by a carbon chain containing aromatic rings
• CPC Class Codes: C09K 11/025 non-luminescent particle coatings or suspension media
• 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 2211/185 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 85/342 comprising iridium
• CPC Class Codes: H10K 85/6572 comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
• CPC Class Codes: H10K 85/6576 comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene

Abstract

This invention discloses novel compounds containing carbazole and (or) DBX units, separated with polyaromatic spacers. These compounds can be used as hosts for PHOLEDs.

Claims

1. A compound of Subtype 1a or Subtype 3a:

2. The compound of claim 1, wherein G¹ is selected from the group consisting of phenyl, biphenyl, terphenyl, pyridine, pyrimidine, triazine, and combinations thereof.

3. The compound of claim 1, wherein G² is biphenyl.

4. The compound of claim 1, wherein G² is selected from the group consisting of fluorene and substituted fluorene.

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

6. The compound of claim 1, wherein A¹-A⁴ are each independently selected from the group consisting of hydrogen, deuterium, alkyl, aryl, heteroaryl, and combinations thereof.

7. The compound of claim 1, wherein E is selected from the group consisting of O, S, and Se.

8. An organic light emitting device (OLED) comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, comprising a compound of Subtype 1a or Subtype 3a;

9. The OLED of claim 8, wherein the organic layer is an emissive layer and the compound of Subtype 1a or Subtype 3a is a host.

10. The OLED of claim 8, wherein the organic layer further comprises a phosphorescent emissive dopant;

wherein the emissive dopant is a transition metal complex having at least one ligand or part of the ligand if the ligand is more than bidentate selected from the group consisting of;

11. The OLED of claim 8, wherein the organic layer is a blocking layer and the compound of Subtype 1a or Subtype 3a is a blocking material in the organic layer.

12. The OLED of claim 8, wherein the organic layer is a transporting layer and the compound of Subtype 1a or Subtype 3a is a transporting material in the organic layer.

13. The OLED of claim 8, wherein the OLED is incorporated into a device selected from the group consisting of a consumer product, an electronic component module, and a lighting panel.

14. A formulation comprising a compound of Subtype 1a or Subtype 3a: