Triphenylene hosts in phosphorescent light emitting diodes

Patent metadata

Field	Value
Publication number	US-9139494-B2
Application number	US-201113233213-A
Country	US
Kind code	B2
Filing date	Sep 15, 2011
Priority date	May 31, 2005
Publication date	Sep 22, 2015
Grant date	Sep 22, 2015

Abstract

An organic emissive layer is provided. Also provided is a device in which the organic emissive layer is disposed between an anode and a cathode. The organic emissive layer includes a phosphorescent material and triphenylene compound or a compound having a repeat unit having a triphenylene moiety. The triphenylene is optionally substituted. The substituents may be the same or different and each is selected from the group consisting of alkyl, aryl, fused aryl, substituted aryl, alkenyl, alkynyl, and heteroalkyl. Triphenylene compounds are also provided.

First claim

We claim:

1. An emissive layer comprising a phosphorescent material and a triphenylene compound having the formula:

wherein R 2 , R 3 , R 6 , R 7 , R 10 , and R 11 is each independently a pendant substituent selected from the group consisting of aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkyl, arylkyl, heteroalkyl, alkenyl, and alkynyl; and wherein the triphenylene compound has a molecular weight of less than 1400.

2. The emissive layer of claim 1 wherein at least one of R 2 , R 3 , R 6 , R 7 , R 10 , or R 11 is selected from aryl and substituted aryl.

3. The emissive layer of claim 1 wherein R 2 , R 3 , R 6 , R 7 , R 10 , and R 11 are all the same.

4. The emissive layer of claim 1 wherein R 2 , R 3 , R 6 , R 7 , R 10 , and R 11 are selected from a phenyl group, naphthyl group, and biphenyl group.

5. The emissive layer of claim 3 wherein R 2 , R 3 , R 6 , R 7 , R 10 , and R 11 are selected from a phenyl group, naphthyl group, and biphenyl group.

6. The emissive layer of claim 1 , wherein R 2 , R 3 , R 6 , R 7 , R 10 , and R 11 is each selected from the group consisting of aryl, substituted aryl, heteroaryl, and substituted heteroaryl.

7. The emissive layer of claim 6 , wherein R 2 , R 3 , R 6 , R 7 , R 10 , and R 11 is each aryl or substituted aryl.

8. The emissive layer of claim 1 , wherein R 2 , R 3 , R 6 , R 7 , R 10 , and R 11 are all identically a phenyl group, naphthyl group, or biphenyl group.

9. The emissive layer of claim 1 wherein the triphenylene compound is selected from the group consisting of

10. The emissive layer of claim 1 , wherein the triphenylene compound is:

11. The emissive layer of claim 1 wherein the triphenylene compound has an energy gap between its HOMO and the LUMO energy levels that is larger than the energy gap between the HOMO and the LUMO energy levels of the phosphorescent material.

12. The emissive layer of claim 1 wherein the triphenylene compound has an energy gap between its HOMO energy level and its LUMO energy level of at least about 1.8 eV.

13. The emissive layer of claim 1 wherein the triphenylene compound has a highest occupied molecular orbital that is lower than the highest occupied molecular orbital of the phosphorescent material.

14. The emissive layer of claim 1 wherein the triphenylene compound has a lowest unoccupied molecular orbital that is higher than the lowest unoccupied molecular orbital of the phosphorescent material.

15. The emissive layer of claim 1 , wherein phosphorescent material is a blue-emitting phosphorescent material.

16. An organic electroluminescent device comprising:
an anode;
a cathode;
an emissive layer of claim 1 between the anode and the cathode.

17. The device of claim 16 , wherein phosphorescent material is a blue-emitting phosphorescent material.

18. The device of claim 16 , wherein the triphenylene compound is:

19. The device of claim 16 , wherein the triphenylene compound is selected from the group consisting of

Assignees

• Kwong Raymond
• Alleyne Bert
• Universal Display Corp

Inventors

• Kwong Raymond
• Alleyne Bert

Classifications

• C07C2603/54

  containing more than five condensed rings · CPC title

• C07C2603/42

  containing only six-membered rings · CPC title

• C07C13/62 Primary

  with more than three condensed rings · CPC title

• C07C15/38

  containing four rings · CPC title

• H05B33/14

  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 title