Organic electroluminescent materials and devices
Compounds are provided that comprise a ligand having a 5-substituted 2-phenylquinoline. In particular, the 2-phenylquinoline may be substituted with a bulky alkyl 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 a structure of Formula II:
wherein m is 1 or 2;
wherein L′ is
wherein A is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
wherein R A may represent mono, di, tri, or tetra substitutions;
wherein each of R A , R 1 , R 2 , and R 3 is independently selected from the group consisting of hydrogen, deuterium, alkyl, silyl, alkoxy, amino, alkenyl, alkynyl, aralkyl, aryl and heteroaryl; and
wherein R B is selected from the group consisting of amino, alkenyl, alkynyl, and aralkyl.
2. The compound of claim 1 , wherein A is phenyl.
3. The compound of claim 1 , wherein the compound has 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, aralkyl, aryl and heteroaryl; and
wherein R 4 is selected from the group consisting of amino, alkenyl, alkynyl, and aralkyl.
4. The compound of claim 3 , 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.
5. The compound of claim 3 , wherein each of R 5 , R 6 and R 7 is independently selected from methyl and hydrogen, and at least one of R 5 , R 6 and R 7 is methyl.
6. The compound of claim 3 , wherein each of R 5 and R 7 is methyl, and R 6 is hydrogen.
7. The compound of claim 3 , wherein each of R 5 and R 6 is methyl, and R 7 is hydrogen.
8. The compound of claim 3 , wherein each of R 5 , R 6 and R 7 is methyl.
9. 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, comprising a compound having a structure of Formula II:
wherein m is 1 or 2;
wherein L′ is
wherein A is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
wherein R A may represent mono, di, tri, or tetra substitutions;
wherein each of R A , R 1 , R 2 , and R 3 is independently selected from the group consisting of hydrogen, deuterium, alkyl, silyl, alkoxy, amino, alkenyl, alkynyl, aralkyl, aryl and heteroaryl; and
wherein R B is selected from the group consisting of amino, alkenyl, alkynyl, and aralkyl.
10. The first device of claim 9 , wherein A is phenyl.
11. The first device of claim 9 , wherein the compound has 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, aralkyl, aryl and heteroaryl; and
wherein R 4 is selected from the group consisting of amino, alkenyl, alkynyl, and aralkyl.
12. The first device of claim 9 , wherein the organic layer is an emissive layer and the compound is an emissive dopant.
13. The first device of claim 12 , wherein the organic layer further comprises a host.
14. The first device of claim 13 , wherein the host is a metal 8-hydroxyquinolate.
15. The first device of claim 14 , wherein the host is:
16. The first device of claim 9 , wherein the first device is a consumer product.
17. The first device of claim 9 , wherein the first device is an organic light emitting device.