IP Library Granted Patent US 10,428,084
Granted Patent B2
US 10,428,084 · App. 15/561,707 · Granted Oct 1, 2019

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

Inventors: Jeongkeun Park (Seoul, KR); Wonsam Kim (Hwaseong-si, KR); Moonsung Kang (Cheonan-si, KR); Boram Park (Mokpo-si, KR); Hoyoung Jung (Cheonan-si, KR); Jong-jin Ha (Cheonan-si, KR); Junghwan Park (Hwaseong-si, KR); Sunhee Lee (Hwaseong-si, KR); Gyumin Lee (Cheonan-si, KR)
Assignee: DUK SAN NEOLUX CO., LTD.
C07D495/04C07D491/048C07D513/04C09K11/06H01L27/3211H01L51/006H01L51/0052H01L51/0059H01L51/0061H01L51/0071H01L51/0074H01L51/508H01L51/5024H01L51/5092H01L51/5206H01L51/5221C09K2211/1022C09K2211/1033C09K2211/1037C09K2211/1059C09K2211/1088H01L51/5056H01L51/5096Y02E10/549
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Quick Facts
Patent No.
US 10,428,084
App. No.
15/561,707
Granted
Oct 1, 2019
Kind
B2
Abstract

Provided are a compound represented by Formula 1, and 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 comprise the compound represented by Formula 1, and the driving voltage of an organic electronic device can be lowered, and the luminous efficiency, color purity and life time of an organic electronic device can be improved by comprising the compound represented by Formula 1 in the organic material layer.

Claims (20)

1. A compound of Formula 1 below:

wherein

X and Y are each independently O or S,

a and b are each an integer of 0 or 1, and at least one of a and b is 1,

Ar 1 to Ar 3 are each independently selected from the group consisting of a C 6 -C 60 aryl group, a fluorenyl group, a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, C 1 -C 60 alkyl group, a fused ring group of a C 6 -C 60 aromatic ring and a C 3 -C 60 aliphatic ring, and -L-N(R′)(R″),

R 1 to R 3 are each independently selected from the group consisting of deuterium, tritium, halogen, a C 6 -C 60 aryl group, a fluorenyl group, a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, a fused ring group of a C 6 -C 60 aromatic ring and a C 3 -C 60 aliphatic ring, a C 1 -C 50 alkyl group, a C 2 -C 20 alkenyl group, a C 2 -C 20 alkynyl group, a C 1 -C 30 alkoxyl group, a C 6 -C 30 aryloxyl group, and -L′-N(R′)(R″), and neighboring groups of R 1 , neighboring groups of R 2 or neighboring groups of R 3 may be optionally linked each other to form a ring when a plurality of neighboring R 1 to R 3 exist, l and n are each an integer of 0-4, and m is an integer of 0 or 1,

L 1 , L 2 and L′ are each independently selected from the group consisting of a single bond, a C 6 -C 60 arylene group, a fluorenylene group, a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P, a fused ring group of a C 6 -C 60 aromatic ring and a C 3 -C 60 aliphatic ring, and a aliphatic hydrocarbon group,

R′ and R″ are each independently selected from the group consisting of a C 6 -C 60 aryl group, a fluorenyl group, a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, a fused ring group of a C 6 -C 60 aromatic ring and a C 3 -C 60 aliphatic ring, and

when Ar 1 to Ar 3 , R 1 to R 3 , R′ and R″ are each the aryl group, fluorenyl group, heterocyclic group, or fused ring group, when Ar 1 to Ar 3 are each the alkyl group, when R 1 to R 3 are each the alkyl group, alkenyl group, alkynyl group, alkoxyl group or aryloxy group, or when L 1 , L 2 and L′ are each the arylene group, fluorenylene group, heterocyclic group, or fused ring group, each of them may be optionally further substituted with one or more substituents selected from the group consisting of deuterium, halogen, a silane group substituted or unsubstituted with a C 1 -C 20 alkyl group or a C 6 -C 20 aryl group, a siloxane group, a boron group, a germanium group, a cyano group, a nitro group, a C 1 -C 20 alkylthio group, a C 1 -C 20 alkoxyl group, a C 1 -C 20 alkyl group, a C 2 -C 20 alkenyl group, a C 2 -C 20 alkynyl group, a C 6 -C 20 aryl group, a C 6 -C 20 aryl group substituted with deuterium, a fluorenyl group, a C 2 -C 20 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, a C 3 -C 20 cycloalkyl group, a C 7 -C 20 arylalkyl group, and a C 8 -C 20 arylalkenyl group.

2. The compound of claim 1 , wherein Formula 1 above is represented by Formula 2 below:

in formula 2, X, Y, Ar 1 , Ar 3 , R 1 to R 3 , L 1 , L 2 , a, b, l, m, and n are each the same as defined in claim 1 .

3. The compound of claim 1 , wherein Formula 1 above is represented by formula 3 or formula 4 below:

in formula 3 or formula 4, X, Y, Ar 1 to Ar a , R 1 to R 3 , L 1 , L 2 , l, m, and n are each the same as defined in claim 1 .

4. The compound of claim 1 , wherein Formula 1 is any one of the compounds below:

5. 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 the compound of claim 1 .

6. The organic electric element of claim 5 , wherein the compound is comprised in at least one layer of a hole injection layer, a hole transport layer, an emission-auxiliary layer, an light emitting layer, an electron transport-auxiliary layer, an electron transport layer and an electron injection layer, and the compound is a single compound or a mixture of two or more different kinds.

7. The organic electric element of claim 5 , wherein the organic material layer is formed by any one of the processes of spin coating, nozzle printing, inkjet printing, slot coating, dip coating and roll-to-roll.

8. The organic electric element of claim 5 , wherein the organic electric element further comprises a layer for improving luminous efficiency formed on at least one side of the first and second electrodes opposite to the organic material 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 5 .

10. The electronic device of claim 9 , wherein the organic electric element is at least one of an organic light emitting diode, an organic solar cell, an organic photo conductor, an organic transistor, and an element for monochromatic or white illumination.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 26, 2017
From: PARK, JEONGKEUN; KIM, WONSAM; KANG, MOONSUNG; PARK, BORAM; JUNG, HOYOUNG; HA, JONG-JIN; PARK, JUNGHWAN; LEE, SUN-HEE; LEE, GYUMIN
To: DUK SAN NEOLUX CO., LTD.
Reel/Frame 043703/0070 →
Priority Claims (1)
KR 10-2015-0042166 · Mar 26, 2015 · national
Continuity (1)
Related Publication 20180201621A1 · Jul 19, 2018