Compound and organic electroluminescence device including thesame
View Patent ↗The present invention relates to a novel indole-based compound having excellent hole injection and transport capabilities, light-emitting capabilities, and the like, and an organic electroluminescence device which includes the indole-based compound in one or more organic material layers thereof so as to improve characteristics such as light-emitting efficiency, driving voltage, and lifespan.
1. A compound of the following Formula 1:
in Formula 1,
Y 1 to Y 4 are each independently N or CR 3 ,
one of Y 1 and Y 2 , Y 2 and Y 3 , and Y 3 and Y 4 forms a fused ring of the following Formula 2,
in Formula 2,
Y 5 to Y 8 are each independently N or CR 4 , and a dotted line means a site where a fusion with the compound of Formula 1 occurs,
Ar 1 and Ar 2 are each independently selected from the group consisting of a C 1 to C 40 alkyl group, a C 3 to C 40 cycloalkyl group, a heterocycloalkyl group having 3 to 40 nuclear atoms, a C 6 to C 60 aryl group, a heteroaryl group having 5 to 60 nuclear atoms, a C 1 to C 40 alkyloxy group, a C 6 to C 60 aryloxy group, a C 3 to C 40 alkylsilyl group, a C 6 to C 60 arylsilyl group, a C 1 to C 40 alkylboron group, a C 6 to C 60 arylboron group, a C 6 to C 60 arylphosphine group, a C 6 to C 60 arylphosphine oxide group, and a C 6 to C 60 arylamine group, and in this case, one or more of Ar 1 and Ar 2 are selected from the group consisting of the structures of the following A1 to A100,
R 1 to R 4 are each independently selected from the group consisting of hydrogen, deuterium, halogen, cyano, a C 1 to C 40 alkyl group, a C 3 to C 40 cycloalkyl group, a heterocycloalkyl group having 3 to 40 nuclear atoms, a C 6 to C 60 aryl group, a heteroaryl group having 5 to 60 nuclear atoms, a C 1 to C 40 alkyloxy group, a C 6 to C 60 aryloxy group, a C 3 to C 40 alkylsilyl group, a C 6 to C 60 arylsilyl group, a C 1 to C 40 alkylboron group, a C 6 to C 60 arylboron group, a C 6 to C 60 arylphosphine group, a C 6 to C 60 arylphosphine oxide group, and a C 6 to C 60 arylamine group, or adjacent group form a fused ring, and
the alkyl group, the cycloalkyl group, the heterocycloalkyl group, the aryl group, the heteroaryl group, the alkyloxy group, the aryloxy group, the alkylsilyl group, the arylsilyl group, the alkylboron group, the arylboron group, the arylphosphine group, the arylphosphine oxide group, and the arylamine group of R 1 to R 4 is each independently unsubstituted or substituted with one or more selected from the group consisting of deuterium, halogen, cyano, a C 1 to C 40 alkyl group, a C 3 to C 40 cycloalkyl group, a heterocycloalkyl group having 3 to 40 nuclear atoms, a C 6 to C 60 aryl group, a heteroaryl group having 5 to 60 nuclear atoms, a C 1 to C 40 alkyloxy group, a C 6 to C 60 aryloxy group, a C 3 to C 40 alkylsilyl group, a C 6 to C 60 arylsilyl group, a C 1 to C 40 alkyl boron group, a C 6 to C 60 arylboron group, a C 6 to C 60 arylphosphine group, a C 6 to C 60 arylphosphine oxide group, and a C 6 to C 60 arylamine group.
2. The compound of claim 1 , wherein the compound of Formula 1 is selected from the group consisting of compounds of the following Formulae 4 to 9:
in Formulae 4 to 9,
Ar 1 and Ar 2 , Y 1 to Y 8 , and R 1 to R 4 are the same as those defined in claim 1 .
3. The compound of claim 1 , wherein which does not form a fused ring in Y 1 to Y 4 is CR 3 , and which does not form a fused ring in Y 5 to Y 8 is CR 4 .
4. A compound selected from the group consisting of compounds of the following Formulae 4 to 9:
in Formulae 4 to 9,
Y 1 to Y 4 are each independently N or CR 3 ,
Y 5 to Y 8 are each independently N or CR 4 ,
Ar 1 and Ar 2 are different from each other, and are a C 6 to C 60 aryl group or a heteroaryl group having 5 to 60 nuclear atoms, and in this case, one or more of Ar 1 and Ar 2 have the following Formula 3,
in Formula 3,
L is a single bond or phenylene,
Ra is selected from the group consisting of structures of the following S-1 to S-17:
R 11 to R 14 , R 21 to R 25 , R 31 to R 33 , and R 41 to R 56 are each independently selected from the group consisting of hydrogen, deuterium, halogen, nitro, cyano, a C 1 to C 40 alkyl group, a C 3 to C 40 cycloalkyl group, a heterocycloalkyl group having 3 to 40 nuclear atoms, a C 6 to C 60 aryl group, a heteroaryl group having 5 to 60 nuclear atoms, a C 1 to C 40 alkyloxy group, a C 6 to C 60 aryloxy group, a C 3 to C 40 alkylsilyl group, a C 6 to C 60 arylsilyl group, a C 1 to C 40 alkylboron group, a C 6 to C 60 arylboron group, a C 6 to C 60 arylphosphine group, a C 6 to C 60 arylphosphine oxide group, and a C 6 to C 60 arylamine group, and
R 1 to R 4 are each independently selected from the group consisting of hydrogen, deuterium, halogen, cyano, a C 1 to C 40 alkyl group, a C 3 to C 40 cycloalkyl group, a heterocycloalkyl group having 3 to 40 nuclear atoms, a C 6 to C 60 aryl group, a heteroaryl group having 5 to 60 nuclear atoms, a C 1 to C 40 alkyloxy group, a C 6 to C 60 aryloxy group, a C 3 to C 40 alkylsilyl group, a C 6 to C 60 arylsilyl group, a C 1 to C 40 alkyl boron group, a C 6 to C 60 aryl boron group, a C 6 to C 60 arylphosphine group, a C 6 to C 60 arylphosphine oxide group, and a C 6 to C 60 arylamine group, or adjacent group form a fused ring, and
the alkyl group, the cycloalkyl group, the heterocycloalkyl group, the aryl group, the heteroaryl group, the alkyloxy group, the aryloxy group, the alkylsilyl group, the arylsilyl group, the alkylboron group, the arylboron group, the arylphosphine group, the arylphosphine oxide group, and the arylamine group of R 1 to R 4 , R 11 to R 14 , R 21 to R 25 , R 31 to R 33 , and R 41 to R 56 are each independently unsubstituted or substituted with one or more selected from the group consisting of deuterium, halogen, cyano, a C 1 to C 40 alkyl group, a C 3 to C 40 cycloalkyl group, a heterocycloalkyl group having 3 to 40 nuclear atoms, a C 6 to C 60 aryl group, a heteroaryl group having 5 to 60 nuclear atoms, a C 1 to C 40 alkyloxy group, a C 6 to C 60 aryloxy group, a C 3 to C 40 alkylsilyl group, a C 6 to C 60 arylsilyl group, a C 1 to C 40 alkylboron group, a C 6 to C 60 arylboron group, a C 6 to C 60 arylphosphine group, a C 6 to C 60 arylphosphine oxide group, and a C 6 to C 60 arylamine group.
5. An organic electroluminescence device comprising:
an anode;
a cathode; and
an organic material layer comprising one or more layers interposed between the anode and the cathode,
wherein at least one of the organic material layers comprising one or more layers comprises the compound of claim 1 .
6. The organic electroluminescence device of claim 5 , wherein the organic material layer comprising the compound is selected from the group consisting of a hole injection layer, a hole transporting layer, and a light-emitting layer.
7. The organic electroluminescence device of claim 5 , wherein the organic material layer comprising the compound is a phosphorescent light-emitting layer.
8. The organic electroluminescence device of claim 5 , wherein the compound of Formula 1 is selected from the group consisting of compounds of the following Formulae 4 to 9:
in Formulae 4 to 9,
Ar 1 and Ar 2 , Y 1 to Y 8 , and R 1 to R 4 are the same as those defined in claim 1 .
9. The organic electroluminescence device of claim 5 , wherein what does not form a fused ring in Y 1 to Y 4 is CR 3 , and what does not form a fused ring in Y 5 to Y 8 is CR 4 .