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US 10,381,577 B2Granted
Hetero-cyclic compound and organic light emitting device using the same
AssigneeHeesung Material Ltd.
InventorsGeon-Yu Park, Han-Kook Oh, Yun-Ji Lee, Jae-Yeol Ma, Dong-Jun Kim, Jin-Seok Choi, Dae-Hyuk Choi, Joo-Dong Lee
Life of this patent
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Abstract
The present application provides a hetero-cyclic compound which may significantly improve the lifetime, efficiency, electrochemical stability, and thermal stability of an organic light emitting device, and an organic light emitting device in which the hetero-cyclic compound is contained in an organic compound layer.
Claims17
A hetero-cyclic compound represented by the following Chemical Formula 1:
- in Chemical Formula 1,
- L1 and L2 are the same as or different from each other, and each independently a direct bond or a substituted or unsubstituted C6 to C60 arylene group,
- Ar1 is selected from the group consisting of a substituted or unsubstituted pyridine group;
- a substituted or unsubstituted pyrimidine group;
- a substituted or unsubstituted triazine group;
- a substituted or unsubstituted quinoline group;
- a substituted or unsubstituted quinazoline group;
- a substituted or unsubstituted phenanthroline group;
- and a substituted or unsubstituted benzoimidazole group,
- Ar2 is represented by any one of the following Chemical Formulae 3 and 4,
- in Chemical Formulae 3 and 4,
- Y1 to Y4 are the same as or different from each other, and each independently a substituted or unsubstituted C6 to C60 aromatic hydrocarbon ring;
- or a substituted or unsubstituted C2 to C60 aromatic hetero ring,
- R1 to R7 are the same as or different from each other, and each independently selected from the group consisting of hydrogen;
- deuterium;
- a halogen group;
- —CN;
- a substituted or unsubstituted C1 to C60 alkyl group;
- a substituted or unsubstituted C2 to C60 alkenyl group;
- a substituted or unsubstituted C2 to C60 alkynyl group;
- a substituted or unsubstituted C1 to C60 alkoxy group;
- a substituted or unsubstituted C3 to C60 cycloalkyl group;
- a substituted or unsubstituted C2 to C60 heterocycloalkyl group;
- a substituted or unsubstituted C6 to C60 aryl group;
- a substituted or unsubstituted C2 to C60 heteroaryl group;
- —SiRR′R″;
- —P(═O)RR′;
- and an amine group which is unsubstituted or substituted with a C1 to C20 alkyl group, a substituted or unsubstituted C6 to C60 aryl group, or a C2 to C60 heteroaryl group, or two or more adjacent groups combine with each other to form a substituted or unsubstituted aliphatic or aromatic hydrocarbon ring, and
- R, R′, and R″ are the same as or different from each other, and are each independently hydrogen;
- deuterium;
- —CN;
- a substituted or unsubstituted C1 to C60 alkyl group;
- a substituted or unsubstituted C3 to C60 cycloalkyl group;
- a substituted or unsubstituted C6 to C60 aryl group;
- or a substituted or unsubstituted C2 to C60 heteroaryl group.
32 more elements
A composition for an organic material layer of an organic light emitting device, comprising:
- both a hetero-cyclic compound represented by the following Chemical Formula 1 and a compound represented by the following Chemical Formula 2:
- in Chemical Formulae 1 and 2,
- L1 and L2 are the same as or different from each other, and each independently a direct bond or a substituted or unsubstituted C6 to C60 arylene group,
- Ar1 is a substituted or unsubstituted C2 to C60 heteroaryl group comprising at least one N,
- Ar2 is represented by any one of the following Chemical Formulae 3 and 4,
- Y1 to Y4 are the same as or different from each other, and each independently a substituted or unsubstituted C6 to C60 aromatic hydrocarbon ring;
- or a substituted or unsubstituted C2 to C60 aromatic hetero ring,
- R1 to R7 and R1′ to R4′ are the same as or different from each other, and each independently selected from the group consisting of hydrogen;
- deuterium;
- a halogen group;
- —CN;
- a substituted or unsubstituted C1 to C60 alkyl group;
- a substituted or unsubstituted C2 to C60 alkenyl group;
- a substituted or unsubstituted C2 to C60 alkynyl group;
- a substituted or unsubstituted C1 to C60 alkoxy group;
- a substituted or unsubstituted C3 to C60 cycloalkyl group;
- a substituted or unsubstituted C2 to C60 heterocycloalkyl group;
- a substituted or unsubstituted C6 to C60 aryl group;
- a substituted or unsubstituted C2 to C60 heteroaryl group;
- —SiRR′R″;
- —P(═O)RR′;
- and an amine group which is unsubstituted or substituted with a C1 to C20 alkyl group, a substituted or unsubstituted C6 to C60 aryl group, or a C2 to C60 heteroaryl group, or two or more adjacent groups combine with each other to form a substituted or unsubstituted aliphatic or aromatic hydrocarbon ring,
- L1′ is a direct bond or a substituted or unsubstituted C6 to C60 arylene group,
- Ar1′ is a substituted or unsubstituted C6 to C60 aryl group;
- or a substituted or unsubstituted C2 to C60 heteroaryl group including at least one of S and O,
- Ar2′ is a substituted or unsubstituted C6 to C60 aryl group;
- or a substituted or unsubstituted C2 to C60 heteroaryl group,
- R, R′, and R″ are the same as or different from each other, and each independently hydrogen;
- deuterium;
- —CN;
- a substituted or unsubstituted C1 to C60 alkyl group;
- a substituted or unsubstituted C3 to C60 cycloalkyl group;
- a substituted or unsubstituted C6 to C60 aryl group;
- or a substituted or unsubstituted C2 to C60 heteroaryl group,
- m′, p′ and q′ are each independently an integer of 0 to 4, and
- n′ is an integer of 0 to 2.
33 more elements
Dependencies are inferred from the claim text.