Arylpyrene compounds

• US 20060222886A1
• Filed: 04/04/2005
• Published: 10/05/2006
• Est. Priority Date: 04/04/2005
• Status: Abandoned Application

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Nugent, Matthew, Kwong, Raymond
• Application Number:
  US11/097,352
• Publication Number:
  US 20060222886A1
• Time in Patent Office: Days
• US Class Current: 428/690
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1011 Condensed systems
• 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 2102/103 comprising indium oxides, e.g. ITO
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/311 Phthalocyanine
• CPC Class Codes: H10K 85/622 containing four rings, e.g. pyrene
• CPC Class Codes: H10K 85/626 containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
• CPC Class Codes: H10K 85/631 Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
• CPC Class Codes: H10K 85/649 Aromatic compounds comprising a hetero atom

Abstract

One embodiment of the present invention provides an organic light emitting device comprising an anode, a cathode, and an organic layer disposed between the anode and the cathode, wherein the organic layer comprises an arylpyrene compound. In another embodiment, the present invention also provides organic light emitting devices comprising an anode, a cathode, and an organic layer disposed between the anode and the cathode, wherein the organic layer comprises an arylpyrene compound doped in an anthracene host, preferably ADN. Another embodiment of the present invention provides specific arylpyrene compounds.

Claims

1. An organic light emitting device comprising:

a) an anode;

b) a cathode; and

c) an organic layer disposed between the anode and the cathode, wherein the organic layer comprises an arylpyrene compound of formula I;

wherein each of Ar¹, Ar³, Ar⁶, and Ar⁸ is independently a 2-napthyl group of structure II;

wherein each of R^4-8 is an independently selected substituent, and wherein each of Ar¹, Ar³, Ar⁶, and Ar⁸ has a hydrogen at positions 1 and 3.

2. The device of claim 1, wherein the arylpyrene compound is a compound of formula III:

3. The device of claim 1, wherein the arylpyrene compound has an angle defined by the plane of the pyrene core and the plane of the Ar¹, Ar³, Ar⁶, or Ar⁸ group that is less than about 60 degrees.

4. The device of claim 1, wherein the arylpyrene compound is doped in a host.

5. The device of claim 4, wherein the host is an anthracene host.

6. The device of claim 5, wherein the anthracene host is ADN.

7. The device of claim 4, wherein the host is a carbazole host.

8. The device of claim 7, wherein the carbazole host is CBP.

9. The device of claim 1, wherein the arylpyrene compound is deposited as a neat layer.

10. The device of claim 1, wherein the arylpyrene compound has a peak in the emission spectra that is less than about 500 mm.

11. The device of claim 10, wherein the arylpyrene compound emits light with CIE coordinates of (X≦

0.2, Y≦

0.3).

12. The device of claim 1, wherein the unmodified external quantum efficiency is greater than about 5%.

13. An arylpyrene compound of formula I:

wherein each of Ar¹, Ar³, Ar⁶, and Ar⁸ is independently a 2-napthyl group of structure II;

wherein each of R^4-8 is an independently selected substituent, and wherein each of Ar¹, Ar³, Ar⁶, and Ar⁸ has a hydrogen at positions 1 and 3.

14. The compound of claim 13, wherein the arylpyrene compound is a compound of formula III: