Organic electroluminescent materials and devices

1. A compound having the formula Ir(L A ) n (L B ) 3-n , having the structure:

wherein A 1 , A 2 , A 6 , A 7 , and A 8 are carbon;

wherein A 5 is nitrogen;

wherein X is O;

wherein R 1 , R 2 , R 3 , and R 4 independently represent mono-, di-, tri-, tetra-substitution, or no substitution;

wherein any adjacent substitutions in R 1 , R 2 , R 3 , and R 4 are optionally linked together to form a ring;

wherein R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, and combinations thereof; and

wherein n is an integer from 1 to 3.

2. The compound of claim 1 , wherein n is 1.

3. The compound of claim 1 , wherein R′, R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, deuterium, alkyl, and combinations thereof.

4. The compound of claim 1 , wherein R 2 is alkyl.

5. The compound of claim 1 , wherein R 3 is alkyl.

6. The compound of claim 1 , wherein L B is selected from the group consisting of:

7. A first device comprising a first organic light emitting device, comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, comprising a compound having the formula Ir(L A ) n (L B ) 3-n , having the structure:

wherein A 1 , A 2 , A 6 , A 7 , and A 8 are carbon;

wherein A 5 is nitrogen;

wherein X is O;

wherein R 1 , R 2 , R 3 , and R 4 independently represent mono-, di-, tri-, tetra-substitution, or no substitution;

wherein any adjacent substitutions in R 1 , R 2 , R 3 , and R 4 are optionally linked together to form a ring;

wherein R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, and combinations thereof; and

wherein n is an integer from 1 to 3.

8. The first device of claim 7 wherein the organic layer is an emissive layer and the compound is an emissive dopant, or the organic layer is an emissive layer and the compound is a non-emissive dopant.

9. The first device of claim 7 , wherein the organic layer further comprises a host, and the host comprises a triphenylene containing benzo-fused thiophene or benzo-fused furan;

wherein any substituent in the host is an unfused substituent independently selected from the group consisting of C n H 2n+1 , OC n H 2n+1 , OAr 1 , N(C n H 2n+1 ) 2 , N(Ar 1 )(Ar 2 ), CH═CH—C n H 2n+1 , C≡CC n H 2n+1 , Ar 1 , Ar 1 —Ar 2 , C n H 2n —Ar 1 ,

wherein n is from 1 to 10; and

wherein Ar 1 and Ar 2 are independently selected from the group consisting of benzene, biphenyl, naphthalene, triphenylene, carbazole, and heteroaromatic analogs thereof.

10. The first device of claim 7 , wherein the organic layer further comprises a host, and the host comprises at least one chemical group selected from the group consisting of carbazole, dibenzothiophene, dibenzofuran, dibenzoselenophene, azacarbazole, aza-dibenzothiophene, aza-dibenzofuran, and aza-dibenzoselenophene.

11. The first device of claim 7 , wherein the organic layer further comprises a host, and the host is selected from the group consisting of:

and combinations thereof.

12. The first device of claim 7 , wherein the organic layer further comprises a host, wherein the host comprises a metal complex.

13. A consumer product 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 the formula Ir(L A ) n (L B ) 3-n , having the structure:

wherein A 1 , A 2 , A 6 , A 7 , and A 8 are carbon;

wherein A 5 is nitrogen;

wherein X is O;

wherein R 1 , R 2 , R 3 , and R 4 independently represent mono-, di-, tri-, tetra-substitution, or no substitution;

wherein any adjacent substitutions in R 1 , R 2 , R 3 , and R 4 are optionally linked together to form a ring;

wherein R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, and combinations thereof; and

wherein n is an integer from 1 to 3.

14. The consumer product of claim 13 , wherein the consumer product is selected from the group consisting of flat panel displays, computer monitors, medical monitors, televisions, billboards, lights for interior or exterior illumination and/or signaling, heads-up displays, fully or partially transparent displays, flexible displays, laser printers, telephones, mobile phones, tablets, phablets, personal digital assistants (PDAs), wearable devices, laptop computers, digital cameras, camcorders, viewfinders, micro-displays, 3-D displays, virtual reality or augmented reality displays, vehicles, a wall screen, theater or stadium screen, and a sign.