Organic compound and an organic electroluminescent device using the same
The present invention relates to a novel organic compound and an organic electroluminescent device using the same and, more specifically, to: an organic compound having excellent heat resistance, carrier transport capability, luminescence capability, electron injection/transport capability, electrochemical stability, and the like; and an organic electroluminescent device which, by including the compound in one or more organic layers, has improved characteristics such as improved luminous efficiency, driving voltage, and lifespan.
1 . An organic compound of the following Chemical Formula 1 or 2:
wherein
X 1 and X 2 are different from each other and are CR 3 or N, wherein one of X 1 and X 2 is N and the other is CR 3 ,
R 1 and R 2 are the same as or different from each other, each independently being selected from: a C 2 to C 40 alkenyl group, a C 2 to C 40 alkynyl group, a C 3 to C 40 cycloalkyl group, a heterocycloalkyl group having 3 to 40 nuclear atoms, a C to C 40 alkyl group, a C 6 to C 60 aryl group, a C 1 to C 40 alkyloxy group, a C 6 to C 60 aryloxy group, a C 1 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 arylphosphin oxide group, and a C 6 to C 60 arylamine group,
Ar 1 is a substituent represented by any one of the following Chemical Formulas F2 to F4:
R 3 is selected from: hydrogen, deuterium, halogen, a cyano group, a C 1 to C 40 alkyl group, a C 6 to C 60 aryl group, a heteroaryl group having 5 to 60 nuclear atoms,
the alkyl group, the aryl group, and the heteroaryl group of R 3 are each independently unsubstituted or substituted with one or more substituents of: deuterium, halogen, a cyano group, a nitro group, a C 2 to C 40 alkenyl group, a C 2 to C 40 alkynyl group, a C 3 to C 40 cycloalkyl group, a heterocycloalkyl group having 3 to 40 nuclear atoms, a C 1 to C 40 alkyl group, 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 1 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 when the substituents are plural in number, the substituents are the same as or different from each other, and
the alkenyl group, the alkynyl group, the cycloalkyl group, the heterocycloalkyl group, the alkyl group, the aryl 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 and R 2 are each independently substituted or unsubstituted with one or more substituents of: deuterium, halogen, a cyano group, a nitro group, a C 2 to C 40 alkenyl group, a C 2 to C 40 alkynyl group, a C 3 to C 40 cycloalkyl group, a C 1 to C 40 alkyl group, 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 1 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 when the substituents are plural in number, the substituents are the same as or different from each other, provided that when R 1 is aryl, R 2 is aryl, or both R 1 and R 2 are aryl, said aryl is not substituted with a heteroaryl group.
2 . The organic compound of claim 1 , wherein R 1 and R 2 are different from each other.
3 . The organic compound of claim 2 , wherein any one of R 1 and R 2 is a biphenyl group or a terphenyl group, and the other is a phenyl group.
4 . The organic compound of claim 1 , wherein X 1 is CR 3 , X 2 is N, and R 3 is as defined in claim 1 .
5 . The organic compound of claim 1 , wherein the compound of 1 or 2 is selected from the following Compounds 101 to 125 and 226 to 250:
6 . An electroluminescent device comprising: an anode, a cathode, and one or more organic layer disposed between the anode and the cathode,
wherein at least one of the one or more organic layer comprises a compound of the following Chemical Formula 1 or 2:
wherein
X 1 and X 2 are different from each other and are CR 3 or N, wherein one of X 1 and X 2 is N and the other is CR 3 ,
R 1 and R 2 are the same as or different from each other, each independently being selected from: a C 2 to C 40 alkenyl group, a C 2 to C 40 alkynyl group, a C 3 to C 40 cycloalkyl group, a heterocycloalkyl group having 3 to 40 nuclear atoms, a C 1 to C 40 alkyl group, a C 6 to C 60 aryl group, a C 1 to C 40 alkyloxy group, a C 6 to C 60 aryloxy group, a C 1 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 arylphosphin oxide group, and a C 6 to C 60 arylamine group,
Ar 1 is a substituent of any one of the following Chemical Formulas F2 to F4:
R 3 is selected from: hydrogen, deuterium, halogen, a cyano group, a C 1 to C 40 alkyl group, a C 6 to C 60 aryl group, a heteroaryl group having 5 to 60 nuclear atoms,
the alkyl group, the aryl group, and the heteroaryl group of R 3 are each independently unsubstituted or substituted with one or more substituents of: deuterium, halogen, a cyano group, a nitro group, a C 2 to C 40 alkenyl group, a C 2 to C 40 alkynyl group, a C 3 to C 40 cycloalkyl group, a heterocycloalkyl group having 3 to 40 nuclear atoms, a C 1 to C 40 alkyl group, 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 1 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 when the substituents are plural in number, the substituents are the same as or different from each other, and
the alkenyl group, the alkynyl group, the cycloalkyl group, the heterocycloalkyl group, the alkyl group, the aryl 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 and R 2 are each independently substituted or unsubstituted with one or more substituents of: deuterium, halogen, a cyano group, a nitro group, a C 2 to C 40 alkenyl group, a C 2 to C 40 alkynyl group, a C 3 to C 40 cycloalkyl group, a C 1 to C 40 alkyl group, 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 1 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 when the substituents are plural in number, the substituents are the same as or different from each other, provided that when R 1 is aryl, R 2 is aryl, or both R 1 and R 2 are aryl, said aryl is not substituted with a heteroaryl group.
7 . The electroluminescent device of claim 6 , wherein the organic layer comprising the compound is an electron transport layer or an electron transport auxiliary layer.
8 . The electroluminescent device of claim 6 , wherein R 1 and R 2 are different from each other.
9 . The electroluminescent device of claim 8 , wherein any one of R 1 and R 2 is a biphenyl group or a terphenyl group, and the other is a phenyl group.
10 . The electroluminescent device of claim 6 wherein X 1 is CR 3 , X 2 is N, and R 3 is as defined in claim 8 .
11 . The electroluminescent device of claim 6 , wherein the compound of Chemical Formula 1 or 2 is selected from the following Compounds 101 to 125 and 226 to 250: