Organic electroluminescent materials and devices

1. A compound of Formula II

wherein

R 2 is hydrogen;

R 3 represents mono, or di substitution, or no substitution;

R 1 is selected from the group consisting of triphenylene, phenanthrene, indole, benzofuran, benzothiophene, benzoselenophene, dibenzoselenophene, pyrazine, aza-carbazole, aza-dibenzofuran, aza-dibenzothiophene, aza-dibenzoselenophene, aza-triphenylene, aza-fluorene, quinoline, isoqunoline, quinoxaline, quinazoline, halogen, and combinations thereof;

each R 3 is independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, nitrile, isonitrile, and combinations thereof; and

R 4 and R 5 are independently selected from the group consisting of aryl or heteroaryl, wherein the aryl, which may be optionally substituted, is selected form the group consisting of phenyl, biphenyl, triphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenalene, phenanthrene, fluorene, pyrene, chrysene, perylene, and azulene; and

the heteroaryl, which may be optionally substituted, is selected from the group consisting of dibenzofuran, dibenzothiophene, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridylindole, pyrazole, imidazole, triazole, oxazole, thiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, indole, quinoline, isoquinoline, quinazoline, quinoxaline, and naphthyridine.

2. The compound of claim 1 , wherein R 1 is selected from the group consisting of triphenylene, dibenzoselenophene, aza-carbazole, aza-dibenzofuran, aza-dibenzothiophene, aza-dibenzoselenophene, aza-triphenylene, aza-fluorene, and combinations thereof.

3. The compound of claim 1 , wherein each R 3 is independently selected from the group consisting of hydrogen, deuterium, alkyl, aryl, substituted aryl, heteroaryl, and substituted heteroaryl.

4. The compound of claim 1 , wherein R 3 is hydrogen.

5. The compound of claim 1 , wherein R 4 and R 5 are each phenyl.

6. An organic light emitting device (OLED) comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, wherein the organic layer is a blocking layer and the compound of Formula II is a blocking material in the organic layer or wherein the organic layer is a transporting layer and the compound of Formula II is a transporting material in the organic layer;

wherein the organic layer comprises a compound of Formula II:

wherein

R 2 is hydrogen;

R 3 represents mono, or di substitution, or no substitution;

R 1 is selected from the group consisting of biphenyl, terphenyl, tetraphenyl, triphenylene, naphthalene, phenanthrene, fluorene, indole, benzofuran, benzothiophene, benzoselenophene, carbazole, dibenzofuran, dibenzothiophene, dibenzoselenophene, pyrimidine, pyrazine, triazine, aza-carbazole, aza-dibenzofuran, aza-dibenzothiophene, aza-dibenzoselenophene, aza-triphenylene, aza-fluorene, quinoline, isoqunoline, quinoxaline, quinazoline, silyl, halogen, and combinations thereof;

each R 3 is independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, nitrile, isonitrile, and combinations thereof; and

R 4 and R 5 are independently selected from the group consisting of aryl or heteroaryl, wherein the aryl, which may be optionally substituted, is selected form the group consisting of phenyl, biphenyl, triphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenalene, phenanthrene, fluorene, pyrene, chrysene, perylene, and azulene; and

the heteroaryl, which may be optionally substituted, is selected from the group consisting of dibenzofuran, dibenzothiophene, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridylindole, pyrazole, imidazole, triazole, oxazole, thiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, indole, quinoline, isoquinoline, quinazoline, quinoxaline, and naphthyridine.

7. The OLED of claim 6 , wherein the organic layer further comprises a phosphorescent emissive dopant; wherein the emissive dopant is a transition metal complex having at least one ligand or part of the ligand if the ligand is more than bidentate selected from the group consisting of:

wherein each X 1 to X 13 are independently selected from the group consisting of carbon and nitrogen;

wherein X is selected from the group consisting of BR′, NR′, PR′, O, S, Se, C═O, S═O, SO 2 , CR′R″, SiR′R″, and GeR′R″;

wherein R′ and R″ are optionally fused or joined to form a ring;

wherein each R a , R b , R c , and R d may represent from mono substitution to the possible maximum number of substitution, or no substitution;

wherein R′, R″, R a , R b , R c , and R d are each independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; and

wherein any two adjacent substituents of R a , R b , R c , and R d are optionally fused or joined to form a ring or form a multidentate ligand.

8. The OLED of claim 6 , wherein the OLED is incorporated into a device selected from the group consisting of a consumer product, an electronic component module, and a lighting panel.

9. A formulation comprising a compound of claim 1 .

10. The compound of claim 1 , wherein R 4 and R 5 are independently selected from the group consisting of phenyl, biphenyl, triphenylene, naphthalene, fluorene, dibenzothiophene, dibenzofuran, benzofuran, benzothiophene, carbazole, indolocarbazole, pyrimidine, pyrazine, triazine, quinoline, isoquinoline, and quinazoline, quinoxaline.

11. The compound of claim 10 , wherein R 3 is hydrogen.

12. The compound of claim 10 , wherein R 1 is selected from the group consisting of triphenylene, dibenzoselenophene, aza-carbazole, aza-dibenzofuran, aza-dibenzothiophene, aza-dibenzoselenophene, aza-triphenylene, aza-fluorene, and combinations thereof.

13. The OLED of claim 6 , wherein R 1 is selected from the group consisting of triphenylene, fluorene, carbazole, dibenzofuran, dibenzothiophene, dibenzoselenophene, aza-carbazole, aza-dibenzofuran, aza-dibenzothiophene, aza-dibenzoselenophene, aza-triphenylene, aza-fluorene, and combinations thereof.

14. The OLED of claim 6 , wherein each R 3 is independently selected from the group consisting of hydrogen, deuterium, alkyl, aryl, substituted aryl, heteroaryl, and substituted heteroaryl.

15. The OLED of claim 6 , wherein R 3 is hydrogen.

16. The OLED of claim 6 , wherein R 4 and R 5 are each phenyl.

17. A compound selected from the following:

18. An organic light emitting device (OLED) comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, wherein the organic layer comprises a compound of claim 17 .

19. An organic light emitting device (OLED) comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, wherein the organic layer comprises a compound of claim 1 .