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Compound for organic electric element, organic electric element comprising the same, and electronic device thereof

專利號
US12108661B2
公開日期
2024-10-01
申請人
DUK SAN NEOLUX CO., LTD.(KR Cheonan-si)
發(fā)明人
Se Hoon Lee; Yun Suk Lee; Jung Hwan Park; Jung Wook Lee; Sun Hee Lee; Tae Seop Choi; Hyun Ji Oh
IPC分類
H10K85/60; C07D333/76; C07D409/12; C07D409/14; C09K11/06; H10K50/15
技術(shù)領(lǐng)域
mmol,sub,group,was,layer,2500.0,sub1,reaction,compound,organic
地域: Cheonan-si

摘要

The present invention provides an organic electroluminescent element and electronic device thereof, wherein the organic electroluminescent element comprises the compound represented by Formula 1 as material for an emission-auxiliary layer, and by comprising the compound represented by Formula 1 in the emission-auxiliary layer, the driving voltage of the organic electroluminescent element can be lowered, and the luminous efficiency and life time of the organic electroluminescent element can be improved.

說明書

CROSS-REFERENCE TO RELATED APPLICATION

This patent application claims priority from and the benefit under 35 U.S.C. § 119 to § 121, and § 365 of Korean Patent Application No. 10-2017-0176823, filed on Dec. 21, 2017 and Korean Patent Application No. 10-2018-0140620, filed on Nov. 15, 2018 which are hereby incorporated by reference for all purposes as if fully set forth herein. Further, this application claims the benefit of priority in countries other than U.S., which is hereby incorporated by reference herein.

BACKGROUND Technical Field

The present invention relates to compound for an organic electric element, an organic electric element comprising the same and an electronic device thereof.

Background Art

In general, an organic light emitting phenomenon refers to a phenomenon in which electric energy is converted into light energy of an organic material. An organic electric element utilizing the organic light emitting phenomenon usually has a structure including an anode, a cathode, and an organic material layer interposed therebetween. In many cases, the organic material layer has a multi-layered structure having respectively different materials in order to improve efficiency and stability of an organic electric element, and for example, may include a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, or the like.

權(quán)利要求

1
The invention claimed is:1. A compound of Formula 1:embedded imagewherein:Ar1 to Ar4 are each independently selected from the group consisting of halogen, a C6-C60 aryl group, a fluorenyl group, a C2-C60 heterocyclic group containing at least one heteroatom of O, N, S, Si, and P, 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, a C6-C30 aryloxy group, and Formula 1-1, and Ar1 and Ar2 together or Ar3 and Ar4 together may be bonded to each other to form a ring, with the proviso that at least one of Ar1 to Ar4 is Formula 1-1,L1 and L2 are each independently selected from the group consisting of a single bond, a C6-C60 arylene group, a fluorenylene group, a C2-C60 heterocyclic group containing at least one heteroatom of O, N, S, Si, and P, a C3-C60 aliphatic ring and a combination thereof,X is O,Y is O or S,R1, R2, and R4 are each independently selected from the group consisting of hydrogen, deuterium, halogen, a C6-C60 aryl group, a fluorenyl group, a C2-C60 heterocyclic group containing at least one heteroatom of O, N, S, Si, and P, 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, a C6-C30 aryloxy group and -L′-N(Ra)(Rb), and at least one of R1 and R2 is -L′-N(Ra)(Rb), and adjacent groups together may be bonded to each other to form a ring,R3 is selected from the group consisting of hydrogen, deuterium, halogen, a C6-C60 aryl group, a fluorenyl group, a C2-C60 heterocyclic group containing at least one heteroatom of O, N, S, Si, and P, 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, and adjacent groups together may be bonded to each other to form a ring,1 is an integer of 1 to 4, m, n and o are each an integer of 1 to 3, where they are each an integer of 2 or more, each of a plurality of R1s, each of a plurality of R2s, each of a plurality of R3s, each of a plurality of R4s are the same or different from each other,L′ is selected from the group consisting of a single bond, a C6-C60 arylene group, a fluorenylene group, a C3-C60 aliphatic ring and a C2-C60 heterocyclic group containing at least one heteroatom of O, N, S, Si, and P, andRa and Rb are each independently selected from the group consisting of a C6-C60 aryl group, a fluorenyl group, a fused ring group formed by a C3-C60 aliphatic ring with a C6-C60 aromatic ring, and a C2-C60 heterocyclic group containing at least one heteroatom of O, N, S, Si, and P,Ar1 to Ar4, L1, L2, L′, R1 to R4, Ra, Rb, and the ring formed by adjacent groups are each optionally substituted with one or more substituents selected from the group consisting of deuterium, halogen, a silane group unsubstituted or substituted with a C1-C20 alkyl group or a C6-C20 aryl group, a siloxane group, a boron group, a germanium group, a cyano group, a nitro group, a phosphine oxide group unsubstituted or substituted with a C1-C20 alkyl group or a C6-C20 aryl group, a C1-C20 alkylthio group, a C1-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 containing at least one heteroatom of O, N, S, Si, and P, a C3-C20 cycloalkyl group, a C7-C20 arylalkyl group, and C8-C20 arylalkenyl group.2. The compound of claim 1, wherein Formula 1 is represented by Formula 2 or Formula 3:embedded imagewherein Ar1 to Ar4, R1 to R4, L1, L2, Y, l, m, n and o are the same as defined in claim 1.3. The compound of claim 1, wherein Formula 1 is represented by one of Formula 8 to Formula 13:embedded imageembedded imagewherein Ar1 to Ar4, R1 to R4, L1, L2, Y, l, m, n and o are the same as defined in claim 1.4. The compound of claim 1, wherein Formula 1 is represented by Formula 14 or Formula 15:embedded imagewherein Ar2, Ar4, R1 to R4, L1, L2, Y, l, m, n and o are the same as defined in claim 1,R5 is each independently selected from the group consisting of hydrogen, deuterium, halogen, a C6-C20 aryl group, a fluorenyl group, a C2-C20 heterocyclic group containing at least one heteroatom of O, N, S, Si, and P, a C3-C20 aliphatic ring, a C1-C20 alkyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group, a C1-C10 alkoxyl group, a C6-C10 aryloxy group and -L′-N(Ra)(Rb), adjacent R5s together may be bonded to each other to form a ring,p is an integer of 0 to 5, and when p is an integer of 2 or more, each of a plurality of R5s is the same or different from each other.5. The compound of claim 1, wherein the compound represented by Formula 1 is one of the following compounds:embedded imageembedded imageembedded imageembedded imageembedded imageembedded imageembedded imageembedded imageembedded imageembedded imageembedded imageembedded imageembedded image6. An organic electric 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 a single compound or two or more compounds represented by Formula 1 of claim 1.7. The organic electric element of claim 6, wherein the organic material layer comprises at least one of a hole injection layer, a hole transport layer, an emission-auxiliary layer, a light emitting layer, an electron transport-auxiliary layer, an electron transport layer and an electron injection layer.8. The organic electric element of claim 6, wherein the compound is comprised in the emission-auxiliary layer.9. An electronic device comprising a display device and a control unit for driving the display device, wherein the display device comprises the organic electric element of claim 6.10. The electronic device of claim 9, wherein the organic electric element is selected from the group consisting of an organic electroluminescent element, an organic solar cell, an organic photo conductor, an organic transistor, an element for monochromatic illumination and element for quantum dot display.
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