US 11,925,116 B2
Compound for organic electronic element, organic electronic element using the same, and an electronic device thereof
Hyun Ju Song, Cheonan-si (KR); Jae Ho Kim, Cheonan-si (KR); Junggeun Lee, Cheonan-si (KR); and Ki Hwan Yoon, 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 May 16, 2023, as Appl. No. 18/318,279.
Application 18/318,279 is a continuation in part of application No. 18/180,625, filed on Mar. 8, 2023.
Application 18/180,625 is a continuation in part of application No. 17/212,886, filed on Mar. 25, 2021, granted, now 11,678,577.
Application 17/212,886 is a continuation of application No. 17/096,790, filed on Nov. 12, 2020, granted, now 11,063,226, issued on Jul. 13, 2021.
Claims priority of application No. 10-2020-0139441 (KR), filed on Oct. 26, 2020.
Prior Publication US 2023/0292612 A1, Sep. 14, 2023
Int. Cl. H10K 85/60 (2023.01); C07D 251/24 (2006.01); C09K 11/06 (2006.01); H10K 50/11 (2023.01); H10K 50/15 (2023.01); H10K 50/16 (2023.01); H10K 50/18 (2023.01); H10K 101/10 (2023.01); H10K 101/00 (2023.01)
CPC H10K 85/6574 (2023.02) [C07D 251/24 (2013.01); C09K 11/06 (2013.01); H10K 85/626 (2023.02); H10K 85/631 (2023.02); H10K 85/653 (2023.02); H10K 85/654 (2023.02); H10K 85/6572 (2023.02); H10K 85/6576 (2023.02); C07B 2200/05 (2013.01); C09K 2211/1018 (2013.01); H10K 50/11 (2023.02); H10K 50/15 (2023.02); H10K 50/16 (2023.02); H10K 50/18 (2023.02); H10K 2101/10 (2023.02); H10K 2101/90 (2023.02)] 16 Claims
OG exemplary drawing
 
1. An organic electronic element comprising:
a first electrode, a second electrode, and an organic material layer formed between the first electrode and the second electrode,
wherein the organic material layer comprises an emitting layer,
wherein the emitting layer is a phosphorescent emitting layer and comprises a first host compound represented by Formula 1 and a second host compound represented by Formula 4 or Formula 5:

OG Complex Work Unit Chemistry
wherein:
R1, R2 and R3 are the same or different from each other, and each independently hydrogen or deuterium,
R4 and R5 are each the same or different, and each independently 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 hetero atom 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; or an adjacent plurality of R4 or plurality of R5 may be bonded to each other to form a ring,
X is O or S,
Ar1 is 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 or P; and a fused ring group of a C3-C60 aliphatic ring and a C6-C60 aromatic ring,
a is an integer from 0 to 7, b and e are each independently an integer from 0 to 4, c and d are each independently an integer from 0 to 3,
Ring B is an C6-C20 aryl group,
Y10 is O, S, CR51R52 or NR53,
Ar12, Ar13 and Ar14 are each independently selected from the group consisting of an C6-C60 aryl group; a fluorenyl group; a C2-C60 heterocyclic group including at least one heteroatom of O, N, S, Si or P; and a fused ring group of a C3-C60 aliphatic ring and a C6-C60 aromatic ring,
Ar15 is each independently selected from the group consisting of an C6-C60 aryl group; a fluorenyl group; a C2-C60 heterocyclic group including at least one heteroatom of O, N, S, Si or P; and a fused ring group of a C3-C60 aliphatic ring and a C6-C60 aromatic ring; and -L″-NRfRg,
L12, L13, L14, L15 and L″ are each independently selected from the group consisting of 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; a C2-C60 heterocyclic group including at least one heteroatom of O, N, S, Si or P,
R31 and R32 are each the same or different, and each independently selected from the group consisting of hydrogen; deuterium; halogen; cyano group; nitro group; a C6-C60 aryl group; 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; or an adjacent plurality of R31 or a plurality of R32 may be bonded to each other to form a ring,
R51, R52 and R53 are each independently selected from the group consisting of a C6-C60 aryl group; 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-C60 alkyl group; a C2-C60 alkenyl group; a C2-C60 alkynyl group; a C1-C60 alkoxy group; and a C6-C60 aryloxy group; or R51 and R52 may be bonded to each other to form a ring,
Rf and Rg are each independently selected from the group consisting of a C6-C60 aryl group; fluorenyl group; a C2-C60 heterocyclic group including at least one heteroatom of O, N, S, Si or P; and a C3-C60 aliphatic ring,
ba and bb are each independently an integer from 0 to 4,
wherein the aryl group, arylene group, heterocyclic group, fluorenyl group, fluorenylene group, aliphatic ring group, fused ring group, alkyl group, alkenyl group, alkynyl group, alkoxyl group and aryloxy group may be substituted with one or more substituents selected from the group consisting of deuterium; halogen; silane group; siloxane group; boron group; germanium group; cyano group; nitro group; C1-C20 alkylthio group; C1-C20 alkoxy 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; also 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.