US 12,116,360 B2
Compound for organic electronic element, organic electronic element using the same, and an electronic device thereof
Soo Yeon Kim, Cheonan-si (KR); Hye Jeong Kim, Cheonan-si (KR); Hyung Dong Lee, Cheonan-si (KR); and Jung Geun Lee, Cheonan-si (KR)
Assigned to DUK SAN NEOLUX CO., LTD., Cheonan-si (KR)
Filed by DUK SAN NEOLUX CO., LTD., Cheonan-si (KR)
Filed on Dec. 29, 2023, as Appl. No. 18/400,275.
Application 18/400,275 is a continuation in part of application No. 18/568,709, previously published as PCT/KR2022/009846, filed on Jul. 7, 2022.
Claims priority of application No. 10-2021-0095920 (KR), filed on Jul. 21, 2021; application No. 10-2021-0109156 (KR), filed on Aug. 19, 2021; and application No. 10-2021-0111784 (KR), filed on Aug. 19, 2021.
Prior Publication US 2024/0190852 A1, Jun. 13, 2024
Int. Cl. C07D 407/12 (2006.01); C07D 307/91 (2006.01); C07D 333/76 (2006.01); C07D 409/12 (2006.01); H10K 50/11 (2023.01); H10K 50/15 (2023.01); H10K 50/16 (2023.01); H10K 50/17 (2023.01); H10K 85/60 (2023.01)
CPC C07D 407/12 (2013.01) [C07D 307/91 (2013.01); C07D 333/76 (2013.01); C07D 409/12 (2013.01); H10K 50/11 (2023.02); H10K 50/15 (2023.02); H10K 50/16 (2023.02); H10K 50/171 (2023.02); H10K 85/6574 (2023.02); H10K 85/6576 (2023.02)] 13 Claims
OG exemplary drawing
 
1. A compound represented by Formula (1):

OG Complex Work Unit Chemistry
wherein:
R1, R2, R3 and R4 being the same or different from each other, 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 including at least one heteroatom of O, N, S, Si or P; a fused ring group of a C3-C60 aliphatic ring and a C6-C60 aromatic ring; a C3-C60 aliphatic ring; a C1-C50 alkyl group; a C2-C20 alkenyl group; a C2-C20 alkynyl group; a C1-C30 alkoxyl group; and a C6-C30 aryloxy group;
a, b, c and d are each independently an integer of 0 to 3,
R′, R″ and Ar1 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 heteroatom of O, N, S, Si or 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; and a C6-C30 aryloxy group, and R′ and R″ may be bonded to each other to form a ring, with the proviso that: Ar1 does not form a ring with an adjacent group, and a N-containing heterocyclic group is excluded from Ar1,
X is O or S,
L3 is selected from the group consisting of a single bond; a C6-C60 arylene group; a fluorenylene group; a C2-C60 heterocyclic group including at least one heteroatom of O, N, S, Si or P; a fused ring group of a C3-C60 aliphatic ring and a C6-C60 aromatic ring;
Ar2 is selected from the group consisting of hydrogen; deuterium; a C6-C60 aryl group; a fluorenyl group; a C2-C60 heterocyclic group including at least one heteroatom of O, N, S, Si or 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; and a C6-C30 aryloxy group;
Ar3 is a C6-C60 aryl group; a fluorenyl group; or a substituent represented by any of Formulas Ar-1 to Ar-6:

OG Complex Work Unit Chemistry
wherein:
R11, R12, R13, R14, R15 and R16 are the same as the definition of R1,
m is an integer of 0 to 5, n, p, q and r are each independently an integer of 0 to 4, o is an integer of 0 to 3,
Y is O, S, CRxRy or NRz,
Ra is a divalent group of the definition of R′; Rb, Rx, Ry and Rz are the same as the definition of R′; and Ra and Rb, or Rx and Ry may be bonded to each other to form a ring,
* refers to the position where L3 is to be bonded,
wherein the aryl group, arylene group, heterocyclic group, fluorenyl group, fluorenylene group, fused ring group, aliphatic ring group, alkyl group, alkenyl group, alkynyl group, alkoxy group and aryloxy group may be substituted with one or more substituents selected from the group consisting of deuterium; a halogen; a silane group; a siloxane group; a boron group; a germanium group; a cyano group; a nitro group; a C1-C20 alkylthio group; a aC1-C20 alkoxyl group; a C1-C20 alkyl group; a C2-C20 alkenyl group; a C2-C20 alkynyl group; a C6-C20 aryl group; a C6-C20 aryl group substituted with deuterium; a fluorenyl group; a C2-C20 heterocyclic group; a C3-C20 cycloalkyl group; a C7-C20 arylalkyl group; and a C8-C20 arylalkenyl group; and the hydrogen of these substituents may be further substituted with one or more deuterium, and the substituents may be bonded to each other to form a saturated or unsaturated ring, wherein the term ‘ring’ means a C3-C60 aliphatic ring or a C6-C60 aromatic ring or a C2-C60 heterocyclic group or a fused ring formed by the combination thereof.