Delayed fluorescence OLED
Novel organic compounds comprising a substituted anthracene or acridine ligand are provided. In particular, the compound includes an anthracene ligand substituted at the 9 and 10 positions. The compound may be used in organic light emitting devices to provide devices having improved efficiency and lifetime. In particular, these compounds may be especially beneficial for use in blue-emitting OLEDs.
1. A compound according to Formula II:
wherein the ligand L has a structure according to Formula I:
wherein X is C or N;
wherein the ligand L is coordinated to a metal M through coordinating atom X;
wherein M is a transition metal;
wherein L 1 , L 2 , and L 3 are different from L and independently C, N, O, Si, P, S, or Se coordinating ligands to the metal M;
wherein the compound is selected from the group consisting of:
(b) Formula III, wherein any three of L, L 1 , L 2 , and L 3 are linked together to form a tridentate ligand; and (c) Formula III, wherein any two of L, L 1 , L 2 , and L 3 are linked together to form a bidentate ligand;
wherein R and R 6 are independently selected from alkyl, alkenyl, alkynyl, amino, alkoxy, silyl, phosphino, mercaptyl, aryl or heteroaryl;
wherein R 2 , R 3 , R 4 , and R 5 may represent mono, di, tri, or tetra substitutions; and
wherein R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl, alkoxy, amino, alkenyl, alkynyl, aryl and heteroaryl.
2. The compound of claim 1 , wherein the metal M is a third row transition metal.
3. The compound of claim 1 , wherein the metal M is Pt.
4. The compound of claim 1 , wherein the compound is neutral.
5. The compound of claim 1 , wherein the compound is charged.
6. The compound of claim 1 , wherein R is aryl or heteroaryl.
7. The compound of claim 1 , wherein R is selected from the group consisting of:
8. The compound of claim 1 , wherein the tridentate ligand forms at least one 5-member cyclometallating ring with M.
9. The compound of claim 1 , wherein R 2 and R 3 are fused cyclic or heterocyclic rings.
10. The compound of claim 1 , wherein one of L 1 , L 2 , and L 3 is anthracenyl.
11. A first device comprising an organic light emitting device, comprising:
an anode;
a cathode; and
an organic layer, disposed between the anode and the cathode, further comprising a compound according to Formula II:
wherein the ligand L has a structure according to Formula I:
wherein X is C or N;
wherein the ligand L is coordinated to a metal M through coordinating atom X;
wherein M is a transition metal;
wherein L 1 , L 2 , and L 3 are different from L and independently C, N, O, Si, P, S, or Se coordinating ligands to the metal M;
wherein the compound is selected from the group consisting of:
(b) Formula III, wherein any three of L, L 1 , L 2 , and L 3 are linked together to form a tridentate ligand; and (c) Formula III, wherein any two of L, L 1 , L 2 , and L 3 are linked together to form a bidentate ligand,
wherein R and R 6 are independently selected from alkyl, alkenyl, alkynyl, amino, alkoxy, silyl, phosphino, mercaptyl, aryl or heteroaryl;
wherein R 2 , R 3 , R 4 , and R 5 may represent mono, di, tri, or tetra substitutions; and
wherein R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl, alkoxy, amino, alkenyl, alkynyl, aryl and heteroaryl.
12. The first device of claim 11 , wherein the metal M is a 3 rd row transition metal.
13. The first device of claim 11 , wherein the metal M is Pt.
14. The first device of claim 11 , wherein the compound is neutral.
15. The first device of claim 11 , wherein the compound is charged.
16. The first device of claim 11 , wherein R is aryl or heteroaryl.
17. The first device of claim 11 , wherein R is selected from the group consisting of:
18. The first device of claim 11 , wherein the tridentate ligand forms at least one 5-member cyclometallating ring with M.
19. The first device of claim 11 , wherein the organic layer is an emissive layer and the compound is an emissive dopant.
20. The first device of claim 11 , wherein the device is a consumer product.
21. The first device of claim 11 , wherein the device is an organic light emitting device.
22. The first device of claim 11 , wherein R 2 and R 3 are fused cyclic or heterocyclic rings.
23. The first device of claim 11 , wherein one of L 1 , L 2 , and L 3 is anthracenyl.
24. A compound selected from the group consisting of:
25. The compound of claim 24 , wherein R is selected from the group consisting of:
26. A first device comprising an organic light emitting device, comprising:
an anode;
a cathode; and
an organic layer, disposed between the anode and the cathode, further comprising a compound selected from the group consisting of:
27. The first device of claim 26 , wherein R is selected from the group consisting of: