Organic electroluminescent materials and devices
Novel compounds comprising heteroleptic iridium complexes are provided. The compounds have a particular combination of ligands which includes a single pyridyl dibenzo-substituted ligand. The compounds may be used in organic light emitting devices, particularly as emitting dopants, to provide devices having improved efficiency, lifetime, and manufacturing.
1. A compound comprising a heteroleptic iridium complex having the
formula:
wherein X is selected from the group consisting of NR, O, S, BR, and Se;
wherein R is selected from hydrogen and alkyl;
wherein R 1 , R 2 , R 3 , and R 4 each represent mono, di, tri, or tetra substitutions;
wherein each R 1 , R 2 , R 3 , and R 4 is independently selected from the group consisting of hydrogen, alkyl, and aryl; and
wherein at least one R 1 is other than hydrogen, at least one R 2 is other than hydrogen, at least one R 3 is other than hydrogen, and at least one R 4 is other than hydrogen.
2. The compound of claim 1 , wherein each R 1 and R 4 is independently selected from the group consisting of hydrogen and alkyl having four or fewer carbon atoms; and
wherein at least one R 1 is other than hydrogen and at least one R 4 is other than hydrogen.
3. The compound of claim 1 , wherein each R 2 and R 3 is independently selected from the group consisting of hydrogen, alkyl having four or fewer carbon atoms and aryl with 6 or fewer ring atoms; and
wherein at least one R 2 is other than hydrogen and at least one R 3 is other than hydrogen.
4. The compound of claim 1 , wherein each R 1 , R 2 , R 3 , and R 4 is independently selected from the group consisting of hydrogen, alkyl having four or fewer carbon atoms and aryl with 6 or fewer ring atoms; and
wherein at least one R 1 is other than hydrogen, at least one R 2 is other than hydrogen, at least one R 3 is other than hydrogen, and at least one R 4 is other than hydrogen.
5. The compound of claim 1 , wherein each R 1 , R 2 , R 3 , and R 4 is are independently selected from the group consisting of hydrogen, methyl and phenyl; and
wherein at least one R 1 is other than hydrogen, at least one R 2 is other than hydrogen, at least one R 3 is other than hydrogen, and at least one R 4 is other than hydrogen.
6. The compound of claim 1 , wherein R has 4 or fewer carbon atoms.
7. The compound of claim 1 , wherein the compound has the formula:
8. The compound of claim 1 , wherein the compound has the formula:
9. The compound of claim 1 , wherein the compound has the formula:
10. The compound of claim 1 , wherein X is O.
11. The compound of claim 1 , wherein X is S.
12. 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, the organic layer further comprising a compound comprising a heteroleptic iridium complex having the formula:
wherein X is selected from the group consisting of NR, O, S, BR, and Se;
wherein R is selected from hydrogen and alkyl;
wherein R 1 , R 2 , R 3 , and R 4 each represent mono, di, tri, or tetra substitutions;
wherein each R 1 , R 2 , R 3 , and R 4 is independently selected from the group consisting of hydrogen, alkyl, and aryl; and
wherein at least one R 1 is other than hydrogen, at least one R 2 is other than hydrogen, at least one R 3 is other than hydrogen, and at least one R 4 is other than hydrogen.
13. The device of claim 12 , wherein the organic layer is an emissive layer and the compound having the formula:
is an emitting dopant.
14. The device of claim 12 , wherein the organic layer further comprises a host.
15. The device of claim 14 , wherein the host comprises a triphenylene moiety and a dibenzothiophene moiety.
16. The device of claim 15 , wherein the host has the formula:
wherein R′ 1 , R′ 2 , R′ 3 , R′ 4 , R′ 5 , and R′ 6 may represent mono, di, tri, or tetra substitutions, or no substitutions; and
wherein each of R′ 1 , R′ 2 , R′ 3 , R′ 4 , R′ 5 , and R′ 6 are independently selected from the group consisting of hydrogen, alkyl, and aryl.
17. The compound of claim 1 , wherein at least one of R 1 , R 2 , R 3 , or R 4 comprises aryl.
18. The compound of claim 1 , wherein at least one R 4 comprises aryl.
19. The compound of claim 1 , wherein at least one of R 1 , R 2 , R 3 , or R 4 is disubstitued.