Azaborine compounds as host materials and dopants for PHOLEDs
Novel organic compounds comprising azaborine are provided. In particular, the compounds comprise a dibenzo-1,4,-azaborine core having a phenyl substituent on the boron atom, and aryl or heteroaryl substituents at positions 2 and 6 of the phenyl substituent. These compounds may be advantageously used in organic light-emitting devices to provide improved efficiency and lifetime.
1. A compound comprising the formula:
wherein R′ 4 , may represent mono, di, tri, or tetra substitutions;
wherein R′ 5 and R′ 6 , may represent mono, di, tri, tetra, substitution;
wherein R′ 3 , may represent mono, di, or tri substitutions;
wherein R′ 1 and R′ 2 , are independently selected from aryl and heteroaryl,
wherein R′ 3 , R′ 4 , R′ 5 , and R′ 6 are independently selected from hydrogen, alkyl, alkoxy, amino, alkenyl, alkynyl, aryl, and heteroaryl; and
wherein the aryl or heteroaryl groups are conjugated or fused.
2. The compound of claim 1 , wherein R′ 3 , R′ 4 , R′ 5 , and R′ 6 are independently aryl or heteroaryl.
3. The compound of claim 1 , wherein R′ 4 includes aryl or heteroaryl substitutions positioned ortho to the carbon atom in the phenyl group that is connected to the nitrogen atom.
4. A compound selected from the group consisting of:
5. The compound of claim 1 , wherein the compound is selected from the group consisting of:
6. 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, wherein the organic layer further comprises a compound comprising the formula:
wherein R′ 4 , may represent mono, di, tri, or tetra substitutions;
wherein R′ 5 and R′ 6 , may represent mono, di, tri, tetra, substitution;
wherein R′ 3 , may represent mono, di, or tri substitutions;
wherein R′ 1 and R′ 2 , are independently selected from aryl and heteroaryl,
wherein R′ 3 , R′ 4 , R′ 5 , and R′ 6 are independently selected from hydrogen, alkyl, alkoxy, amino, alkenyl, alkynyl, aryl, and heteroaryl; and
wherein the aryl or heteroaryl groups are conjugated or fused.
7. The first device of claim 6 , wherein R′ 3 , R′ 4 , R′ 5 and R′ 6 are independently aryl or heteroaryl.
8. The first compound of claim 7 , wherein R′ 4 includes aryl or heteroaryl substitutions positioned ortho to the carbon atom in the phenyl group that is connected to the nitrogen atom.
9. The first device of claim 6 , wherein the compound is selected from the group consisting of:
10. The device of claim 6 , wherein the compound is selected from the group consisting of:
11. The device of claim 6 , wherein the organic layer is a blocking layer and the compound having Formula II is a blocking material.
12. The first device of claim 6 , wherein the organic layer is an emissive layer and the compound comprising Formula II is a host.
13. The first device of claim 12 , wherein the organic layer further comprises an emissive dopant.
14. The first device of claim 6 , wherein the organic layer is an emissive layer and the compound comprising Formula II is a fluorescent emitter.
15. The first device of claim 6 , wherein the device is a consumer product.
16. The first device of claim 6 , wherein the device is an organic light-emitting device.
17. A compound selected from the group consisting of:
18. A first device comprising an organic light-emitting device, the organic light emitting device comprising:
an anode;
a cathode; and
an organic layer, disposed between the anode and the cathode, wherein the organic layer further comprises at least one compound selected from the group consisting of: