Anthracene derivative compound and organic light-emitting device comprising same
AssigneeSfc Co., Ltd.
InventorsJin-hwi CHO, Se-jin YU, So-young SHIM, Yong-woon YANG
Life of this patent
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Abstract
The present invention relates to an anthracene derivative compound having a characteristic structure in which an aliphatic aromatic mixed ring group is substituted, and to an organic light-emitting device comprising same. The present invention relates to a high-efficiency and long-lifespan organic light-emitting device having remarkably improved luminous efficiency and lifespan characteristics by adopting the anthracene derivative compound according to the present invention as a host of a light-emitting layer, and adopting a polycyclic compound having a characteristic structure as a dopant of the light-emitting layer.
Claims15
An anthracene derivative represented by Formula 1:
- wherein the moieties A are identical to or different from each other and are each independently selected from O, S, and CR3R4, R, R3, and R4 are identical to or different from each other and are each independently selected from hydrogen, deuterium, and substituted or unsubstituted C1-C30 alkyl, with the proviso that adjacent ones of R, R3, and R4 are optionally linked to each other or each of R, R3, and R4 is optionally linked to an adjacent substituent to form an alicyclic or aromatic monocyclic or polycyclic ring, the groups R1 are identical to or different from each other and are each independently selected from hydrogen, deuterium, substituted or unsubstituted C6-C50 aryl, substituted or unsubstituted C3-C50 cycloalkyl, substituted or unsubstituted C2-C50 heterocycloalkyl, substituted or unsubstituted C2-C50 heteroaryl, and substituted or unsubstituted C3-C50 mixed aliphatic-aromatic cyclic groups, the groups R2 are identical to or different from each other and are each independently selected from hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C2-C30 alkynyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C6-C50 aryl, substituted or unsubstituted C3-C50 cycloalkyl, substituted or unsubstituted C2-C50 heterocycloalkyl, substituted or unsubstituted C2-C50 heteroaryl, substituted or unsubstituted C3-C50 mixed aliphatic-aromatic cyclic groups, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C1-C30 alkylthioxy, substituted or unsubstituted C5-C30 arylthioxy, substituted or unsubstituted amine, substituted or unsubstituted silyl, substituted or unsubstituted germanium, nitro, cyano, and halogen, Ar1 represents a single bond or is substituted or unsubstituted C6-C50 arylene or substituted or unsubstituted C2-C50 heteroarylene, Ar2 is selected from substituted or unsubstituted C6-C50 aryl, substituted or unsubstituted C3-C50 cycloalkyl, substituted or unsubstituted C2-C50 heterocycloalkyl, and substituted or unsubstituted C2-C50 heteroaryl, 1 is an integer of 3, the groups R1 are identical to or different from each other, with the proviso that at least one of the groups R1 is not hydrogen or deuterium, each of o and m is independently an integer of 1 or 2, provided that when o or m is 2 or more, the moieties A are identical to or different from each other, n is an integer of 8, and the groups R2 are identical to or different from each other, the “substituted” in the definitions of A, R, R1, R2, Ar1, and Ar2 in Formula 1 indicating substitution with one or more substituents selected from deuterium, C1-C24 alkyl, C1-C24 haloalkyl, C3-C24 cycloalkyl, C2-C24 alkenyl, C2-C24 alkynyl, C1-C24 heteroalkyl, C2-C24 heterocycloalkyl, C6-C30 aryl, C7-C30 arylalkyl, C7-C30 alkylaryl, C2-C30 heteroaryl, C3-C30 heteroarylalkyl, C3-C30 alkylheteroaryl, C3-C30 mixed aliphatic-aromatic cyclic groups, C1-C24 alkoxy, C6-C24 aryloxy, C6-C24 arylthionyl, C1-C40 amine, C1-C40 silyl, C1-C40 germanium, cyano, halogen, hydroxyl, and nitro, or a combination thereof, the “unsubstituted” in the same definition indicating having no substituent, and one or more hydrogen atoms in each of the substituents being optionally replaced by deuterium atoms.
An organic light emitting device comprising a first electrode, a second electrode, and one or more organic layers interposed between the first and second electrodes wherein one of the organic layers is a light emitting layer, the light emitting layer comprises at least one host and at least one dopant, the host is an anthracene derivative represented by Formula 1:
- wherein the moieties A are identical to or different from each other and are each independently selected from O, S, and CR3R4, R, R3, and R4 are identical to or different from each other and are each independently selected from hydrogen, deuterium, and substituted or unsubstituted C1-C30 alkyl, with the proviso that adjacent ones of R, R3, and R4 are optionally linked to each other or each of R, R3, and R4 is optionally linked to an adjacent substituent to form an alicyclic or aromatic monocyclic or polycyclic ring, the groups R1 are identical to or different from each other and are each independently selected from hydrogen, deuterium, substituted or unsubstituted C6-C50 aryl, substituted or unsubstituted C3-C50 cycloalkyl, substituted or unsubstituted C2-C50 heterocycloalkyl, substituted or unsubstituted C2-C50 heteroaryl, and substituted or unsubstituted C3-C50 mixed aliphatic-aromatic cyclic groups, the groups R2 are identical to or different from each other and are each independently selected from hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C2-C30 alkynyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C6-C50 aryl, substituted or unsubstituted C3-C50 cycloalkyl, substituted or unsubstituted C2-C50 heterocycloalkyl, substituted or unsubstituted C2-C50 heteroaryl, substituted or unsubstituted C3-C50 mixed aliphatic-aromatic cyclic groups, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C1-C30 alkylthioxy, substituted or unsubstituted C5-C30 arylthioxy, substituted or unsubstituted amine, substituted or unsubstituted silyl, substituted or unsubstituted germanium, nitro, cyano, and halogen, Ar1 represents a single bond or is substituted or unsubstituted C6-C50 arylene or substituted or unsubstituted C2-C50 heteroarylene, Ar2 is selected from substituted or unsubstituted C6-C50 aryl, substituted or unsubstituted C3-C50 cycloalkyl, substituted or unsubstituted C2-C50 heterocycloalkyl, substituted or unsubstituted C2-C50 heteroaryl, and substituted or unsubstituted C3-C50 mixed aliphatic-aromatic cyclic groups, 1 is an integer from 1 to 3, with the proviso that when 1 is 2 or more, the groups Ri are identical to or different from each other, each of o and m is independently an integer of 1 or 2, provided that when o or m is 2 or more, the moieties A are identical to or different from each other, n is an integer of 8, and the groups R2 are identical to or different from each other;
- and the dopant is a polycyclic compound represented by Formula 2:
- wherein X1 is B, Y1 and Y2 are identical to or different from each other and are each independently selected from NR11, O, S, CR12R13, SiR14R15 or GeR16R17, A1 to A3 are identical to or different from each other and are each independently selected from substituted or unsubstituted C6-C50 aromatic hydrocarbon rings, substituted or unsubstituted C3-C50 aliphatic hydrocarbon rings, substituted or unsubstituted C2-C50 aromatic heterocyclic rings, substituted or unsubstituted C2-C50 aliphatic heterocyclic rings, and substituted or unsubstituted C3-C50 mixed aliphatic-aromatic cyclic group, R11 to R17 are identical to or different from each other and are each independently selected from hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C2-C30 alkynyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C6-C50 aryl, substituted or unsubstituted C3-C50 cycloalkyl, substituted or unsubstituted C2-C50 heterocycloalkyl, substituted or unsubstituted C2-C50 heteroaryl, substituted or unsubstituted C3-C50 mixed aliphatic-aromatic cyclic groups, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C1-C30 alkylthioxy, substituted or unsubstituted C5-C30 arylthioxy, substituted or unsubstituted amine, substituted or unsubstituted silyl, substituted or unsubstituted germanium, nitro, cyano, and halogen, with the proviso that each of R11 to R17 is optionally linked to one or more of the rings A1 to A3 to form an alicyclic or aromatic monocyclic or polycyclic ring, R12 and R13 are optionally linked to each other to form an alicyclic or aromatic monocyclic or polycyclic ring, R14 and R15 are optionally linked to each other to form an alicyclic or aromatic monocyclic or polycyclic ring, and R 16 and R 17 are optionally linked to each other to form an alicyclic or aromatic monocyclic or polycyclic ring, the “substituted” in the definitions of Y1, Y2, and A1 to A3 in Formula 2 indicating substitution with one or more substituents selected from deuterium, C1-C24 alkyl, C1-C24 haloalkyl, C3-C24 cycloalkyl, C2-C24 alkenyl, C2-C24 alkynyl, C1-C24 heteroalkyl, C2-C24 heterocycloalkyl, C6-C30 aryl, C7-C30 arylalkyl, C7-C30 alkylaryl, C2-C30 heteroaryl, C3-C30 heteroarylalkyl, C3-C30 alkylheteroaryl, C3-C30 mixed aliphatic-aromatic cyclic groups, C1-C24 alkoxy, C6-C24 aryloxy, C6-C24 arylthionyl, C1-C40 amine, C1-C40 silyl, C1-C40 germanium, cyano, halogen, hydroxyl, and nitro, or a combination thereof, the “unsubstituted” in the same definition indicating having no substituent, and one or more hydrogen atoms in each of the substituents are optionally replaced by deuterium atoms.
Dependencies are inferred from the claim text.