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US 11,950,502 B2Granted
Compound for organic electric element, organic electric element using the same, and electronic device thereof
AssigneeDuk San Neolux Co., Ltd.
InventorsHyoung Keun Park, Yun Suk Lee, Ki Ho So, Jong Gwang Park, Yeon Seok Jeong, Jung Hwan Park, Sun Hee Lee, Hak Young Lee
Life of this patent
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Abstract
Provided is a novel compound capable of improving the luminous efficiency, stability and life span of a device, an organic electric element using the same, and an electronic device thereof.
Claims20
A compound of Formula (1):
- wherein:
- 1) m is an integer of 0 to 4, and n, o and p are an integer of 0 to 3,
- 2) when m, n, o and p are 1 or more, R1, R2, R3, and R4 are each independently selected from the group consisting of hydrogen;
- deuterium;
- a halogen;
- a C6-C60 aryl group;
- a fluorenyl group;
- a C2-C60 heterocyclic group comprising at least one hetero atom of O, N, S, Si and P;
- a fused ring group of a C3-C60 aliphatic ring and a C6-C60 aromatic ring;
- a C1-C50 alkyl group;
- a C2-C20 alkenyl group;
- a C2-C20 alkynyl group;
- when m, n, o and p are 2 or more, adjacent R1s or adjacent Res or adjacent R3s or adjacent R4s are optionally combined to each other to form an aromatic or a heteroaromatic ring,
- 3) X is O, S, or CR′R″, and Y is O, NR′ or CR′R″, wherein R′ and R″ are independently hydrogen;
- a C6-C60 aryl group;
- a fluorenyl group;
- a C3-C60 heterocyclic group;
- or a C1-C50 alkyl group;
- and R′ and R″ are optionally combined to each other to form a spiro ring,
- 4) L1 is selected from the group consisting of a single bond, a C6-C60 arylene group, a fluorenylene group, a fused ring group of a C3-C60 aliphatic ring and a C6-C60 aromatic ring, and a C2-C60 heterocyclic group,
- 5) L2 is selected from the group consisting of a single bond, a C6-C60 arylene group, a fluorenylene group, a fused ring group of a C3-C60 aliphatic ring and a C6-C60 aromatic ring, and a C2-C60 heterocyclic group,
- 6) Ar1, Ar2 and Ar3 are each independently selected from the group consisting of a C6-C60 aryl group;
- a fluorenyl group;
- a C2-C60 heterocyclic group including at least one hetero atom of O, N, S, Si and P;
- a fused ring group of a C3-C60 aliphatic ring and a C6-C60 aromatic ring;
- a C1-C50 alkyl group;
- a C2-C20 alkenyl group;
- a C2-C20 alkynyl group, wherein Ar2 and Ar3, Ar3 and L2, Ar2 and L2, Ar1 and L1, or Ar1 and L2 are optionally bonded to each other to form a ring,
- wherein the aryl group, fluorenyl group, arylene group, heterocyclic group, fused ring group, alkyl group, alkenyl group, alkoxy group or aryloxy group in R1 to R4, R′, R″, L1, L2 and Ar1 to Ar3 are optionally substituted with one or more substituents selected from the group consisting of deuterium;
- halogen;
- a silane group substituted or unsubstituted with C1-C20 alkyl group or C6-C20 aryl group;
- siloxane group;
- C1-C20 alkyl group;
- C2-C20 alkenyl group;
- C2-C20 alkynyl group;
- C6-C20 aryl group;
- C6-C20 aryl group substituted with deuterium;
- a fluorenyl group;
- C2-C20 heterocyclic group;
- C3-C20 cycloalkyl group;
- C7-C20 arylalkyl group and C8-C20 arylalkenyl group, wherein the substituents may combine to each other and form a saturated or unsaturated ring, wherein the term ‘ring’ means C3-C60 aliphatic ring or C6-C60 aromatic ring or a C2-C60 heterocyclic ring or a fused ring formed by the combination thereof.
38 more elements
A compound of Formula (1):
- wherein:
- 1) m is an integer of 0 to 4, and n, o and p are an integer of 0 to 3,
- 2) R1, R2, R3, and R4 are each independently selected from the group consisting of hydrogen;
- deuterium;
- a halogen;
- a C6-C60 aryl group;
- a fluorenyl group;
- a C2-C60 heterocyclic group comprising at least one hetero atom of O, N, S, Si and P;
- a fused ring group of a C3-C60 aliphatic ring and a 06-C60 aromatic ring;
- a C1-C50 alkyl group;
- a C2-C20 alkenyl group;
- a C2-C20 alkynyl group;
- a C1-C30 alkoxyl group;
- a C6-C30 aryloxy group;
- and -L′—N(Ra)(Rb), wherein, L′ is selected from the group consisting of a single bond;
- a C6-C60 arylene group;
- a fluorenylene group;
- a fused ring group of a C3-C60 aliphatic ring and a C6-C60 aromatic ring;
- and a C2-C60 heterocyclic, and Ra and Rb are independently selected from the group consisting of a C6-C60 aryl group;
- a fluorenyl group;
- a fused ring group of a C3-C60 aliphatic ring and a C6-C60 aromatic ring;
- and a C2-C60 heterocyclic group containing at least one hetero atom of O, N, S, Si, and P, or
- when m, n, o and p are 2 or more, adjacent R1s or adjacent R2s or adjacent R3s or adjacent R4s are optionally combined to each other to form an aromatic or a heteroaromatic ring,
- 3) X is O, S, or CR′R″, and Y is S, wherein R′ and R″ are independently hydrogen;
- a C6-C60 aryl group;
- a fluorenyl group;
- a C3-C60 heterocyclic group;
- or a C1-C50 alkyl group;
- and R′ and R″ are optionally combined to each other to form a spiro ring,
- 4) L1 is selected from the group consisting of a single bond, a C6-C60 arylene group, a fluorenylene group, a fused ring group of a C3-C60 aliphatic ring and a C6-C60 aromatic ring, and a C2-C60 heterocyclic group,
- 5) L2 is selected from the group consisting of a single bond, a C6-C60 arylene group, a fluorenylene group, a fused ring group of a C3-C60 aliphatic ring and a C6-C60 aromatic ring, and a C2-C60 heterocyclic group, and
- 6) Ar1, Ar2 and Ar3 are each independently selected from the group consisting of a C6-C60 aryl group;
- a fluorenyl group;
- a C2-C60 heterocyclic group including at least one hetero atom of O, N, S, Si and P;
- a fused ring group of a C3-C60 aliphatic ring and a C6-C60 aromatic ring;
- a C1-C50 alkyl group;
- a C2-C20 alkenyl group;
- a C2-C20 alkynyl group;
- a C1-C30 alkoxyl group;
- a C6-C30 aryloxy group;
- and -L′-N(Ra)(Rb), wherein Ar2 and Ar3, Ar3 and L2, Ar2 and L2, Ar1 and L1, or Ar1 and L2 are optionally bonded to each other to form a ring,
- with the proviso that:
- (i) at least one of m, n, o and p is 2 or more, and adjacent R1s or adjacent R2s or adjacent R3s or adjacent R4s are combined to each other to form a C6-C60 aromatic ring or a C2-C60 heterocyclic, or (ii) at least one of Ar1, Ar2 and Ar3 includes a dibenzofuran or dibenzothiophen group,
- wherein the aryl group, fluorenyl group, arylene group, heterocyclic group, fused ring group, alkyl group, alkenyl group, alkoxy group or aryloxy group in R1 to R4, R′, R″, L1, L2 and Ar1 to Ar3 are optionally substituted with one or more substituents selected from the group consisting of deuterium;
- halogen;
- a silane group substituted or unsubstituted with C1-C20 alkyl group or C6-C20 aryl group;
- siloxane group;
- boron group;
- germanium group;
- cyano group;
- nitro group;
- -L′—N(Ra)(Rb);
- a C1-C20 alkylthio group;
- C1-C20 alkoxyl group;
- C1-C20 alkyl group;
- C2-C20 alkenyl group;
- C2-C20 alkynyl group;
- C6-C20 aryl group;
- C6-C20 aryl group substituted with deuterium;
- a fluorenyl group;
- C2-C20 heterocyclic group;
- C3-C20 cycloalkyl group;
- C7-C20 arylalkyl group and C8-C20 arylalkenyl group, wherein the substituents may combine to each other and form a saturated or unsaturated ring, wherein the term ‘ring’ means C3-C60 aliphatic ring or C6-C060 aromatic ring or a C2-C60 heterocyclic ring or a fused ring formed by the combination thereof.
60 more elements
Dependencies are inferred from the claim text.