Materials for organic light emitting diode
Compounds are provided that comprise a ligand having a 5-substituted 2-phenylquinoline. In particular, the 2-phenylquinoline may be substituted with a cycloalkyl containing group at the 5-position. These compounds may be used in organic light emitting devices, in particular as red emitters in the emissive layer of such devices, to provide devices having improved properties.
1. A compound having the formula:
wherein R 1 , R 2 , R 3 , R 5 , R 6 and R 7 are independently selected from the group consisting of hydrogen, deuterium, alkyl, silyl, alkoxy, amino, alkenyl, alkynyl, arylkyl, aryl and heteroaryl;
wherein R 4 comprises an unsubstituted cycloalkyl group selected from the group consisting of cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl; and
wherein m is 1, 2, or 3.
2. The compound of claim 1 , wherein R 4 is an unsubstituted cyclobutyl moiety.
3. The compound of claim 1 , wherein R 4 is an unsubstituted cylopentyl moiety.
4. The compound of claim 1 , wherein R 4 is an unsubstituted cyclohexyl moiety.
5. The compound of claim 1 , wherein R 4 is an unsubstituted cycloheptyl moiety.
6. The compound of claim 1 , wherein R 4 is an unsubstituted cycloalkyl group selected from the group consisting of cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl.
7. The compound of claim 1 , wherein each of R 1 and R 3 is a branched alkyl with branching at a position further than the α position to the carbonyl group.
8. The compound of claim 1 , wherein each of R 5 and R 7 are methyl, and R 6 is hydrogen.
9. The compound of claim 1 , wherein each of R 5 and R 6 are methyl, and R 7 is hydrogen.
10. The compound of claim 1 , wherein each of R 5 , R 6 and R 7 are methyl.
11. The compound of claim 1 , wherein the compound is selected from the group consisting of:
12. A first device comprising:
an anode;
a cathode; and
an organic layer, disposed between the anode and the cathode, comprising a compound having the formula:
wherein R 1 , R 2 , R 3 , R 5 , R 6 and R 7 are independently selected from the group consisting of hydrogen, deuterium, alkyl, silyl, alkoxy, amino, alkenyl, alkynyl, arylkyl, aryl and heteroaryl;
wherein R 4 comprises an unsubstituted cycloalkyl group selected from the group consisting of cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl; and
wherein m is 1, 2, or 3.
13. The first device of claim 12 , wherein each of R 1 and R 3 is a branched alkyl with branching at a position further than the α position to the carbonyl group.
14. The first device of claim 12 , wherein each of R 5 , R 6 and R 7 are independently selected from methyl and hydrogen, and at least one of R 5 , R 6 and R 7 is methyl.
15. The first device of claim 12 , wherein each of R 5 and R 7 are methyl, and R 6 is hydrogen.
16. The first device of claim 12 , wherein each of R 5 and R 6 are methyl, and R 7 is hydrogen.
17. The first device of claim 12 , wherein each of R 5 , R 6 , and R 7 are methyl.
18. The first device of claim 12 , wherein the compound is selected from the group consisting of:
19. The first device of claim 12 , wherein the organic layer is an emissive layer and the compound is an emissive dopant.
20. The first device of claim 19 , wherein the organic layer further comprises a host.
21. The first device of claim 20 , wherein the host is a metal 8-hydroxyquinolate.
22. The first device of claim 21 , wherein the host is
23. The first device of claim 12 , wherein the first device is selected from the group consisting of a consumer product, an organic light emitting device, and combinations thereof.