Organic electroluminescent materials and devices
A new class of compounds containing aza-dibenzothiophene or aza-dibenzofuran are provided. The compounds may be used in organic light emitting devices giving improved stability, improved efficiency, long lifetime and low operational voltage. In particular, the compounds may be used as the host material of an emissive layer having a host and an emissive dopant, or as a material in an enhancement layer.
1. A compound having the formula:
wherein m and n are 0, 1, 2, 3, or 4;
wherein m+n is equal to or greater than 1;
wherein X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8 are independently selected from the group consisting of a carbon atom and a nitrogen atom;
wherein at least one of X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8 is a nitrogen atom;
wherein Y is S or O;
wherein R 1 and R 2 are independently selected from the group consisting of hydrogen, alkyl, aryl, and halide; and
wherein at least one of R 1 and R 2 is selected from the group consisting of:
wherein R′ 1 , R′ 2 , R′ 3 , and R′ 4 represent mono, di, tri, tetra, or no substitutions; and
wherein R′ 1 , R′ 2 , R′ 3 , and R′ 4 are independently selected from the group consisting of hydrogen, alkyl, heteroalkyl, aryl, and heteroaryl.
2. The compound of claim 1 ,
wherein at least one of R 1 and R 2 is:
3. The compound of claim 2 , wherein m and n are 0, 1, 2, 3, or 4; and wherein m+n is equal to or greater than 2 and m+n is equal to or less than 6.
4. The compound of claim 1 , wherein the compound is selected from the group consisting of:
5. The compound of claim 1 , wherein the compound is selected from the group consisting of:
6. A compound having the formula:
wherein m and n are 0, 1, 2, 3, or 4;
wherein m+n is equal to or greater than 1;
wherein X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8 are independently selected from the group consisting of a carbon atom and a nitrogen atom;
wherein at least one of X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8 is a nitrogen atom;
wherein Y is S or O;
wherein R 1 and R 2 are independently selected from the group consisting of hydrogen, alkyl, aryl and halide; and
wherein at least one of R 1 and R 2 is selected from the group consisting of:
wherein R′ 1 , R′ 2 , R′ 3 , and R′ 4 represent mono, di, tri, tetra or no substitutions; and
wherein R′ 1 , R′ 2 , R′ 3 , and R′ 4 are independently selected from the group consisting of hydrogen, alkyl, heteroalkyl, aryl and heteroaryl.
7. The compound of claim 6 , wherein the compound is selected from the group consisting of:
8. A first device comprising an organic light emitting device, further comprising:
an anode;
a cathode;
an organic layer disposed between the anode and the cathode, the organic layer further comprising a compound having the formula:
wherein m and n are 0, 1, 2, 3, or 4;
wherein m+n is equal to or greater than 1;
wherein X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8 are independently selected from the group consisting of a carbon atom and a nitrogen atom;
wherein at least one of X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8 is a nitrogen atom;
wherein Y is S or O;
wherein R 1 and R 2 are independently selected from the group consisting of hydrogen, alkyl, aryl and halide; and
wherein at least one of R 1 and R 2 is selected from the group consisting of:
wherein R′ 1 , R′ 2 , R′ 3 , and R′ 4 represent mono, di, tri, tetra, or no substitutions; and
wherein R′ 1 , R′ 2 , R′ 3 , and R′ 4 are independently selected from the group consisting of hydrogen, alkyl, heteroalkyl, aryl and heteroaryl.
9. The device of claim 8 , wherein the first device is a consumer product.
10. The device of claim 8 ,
wherein at least one of R 1 and R 2 is
11. The device of claim 8 , wherein the organic layer is an emissive layer and the compound having the formula
is a host.
12. The device of claim 8 , wherein the organic layer further comprises an emissive dopant and the emissive dopant has the formula:
wherein R 1 and R 2 of the emissive dopant are each independently selected from the group consisting of hydrogen, alkyl, and aryl.