IP Library › Granted Patent US 11,196,008
Granted Patent B2
US 11,196,008 · App. 15/739,611 · Granted Dec 7, 2021

Compound for organic electric element, organic electric element using same, and electronic apparatus thereof

Inventors: Jung Cheol Park (Suwon-si, KR); Yeon Hee Choi (Cheonan-si, KR); Mun Jae Lee (Cheonan-si, KR); Soung Yun Mun (Cheonan-si, KR); Ki Won Kim (Suwon-si, KR); Nam Jin Park (Cheonan-si, KR); Sun Pil Hwang (Ansan-si, KR)
Assignee: DUK SAN NEOLUX CO., LTD.
H01L51/0061C07D307/91C07D405/04C07D409/04C07F7/0812C07F7/0814C09K11/06H01L51/006H01L51/0073H01L51/0074H01L27/32H01L51/001H01L51/0052H01L51/0058H01L51/0094H01L51/5012H01L51/5056H01L51/5088
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,196,008
App. No.
15/739,611
Granted
Dec 7, 2021
Kind
B2
Abstract

Provided are a compound capable of lowering a driving voltage, enhancing light emitting efficiency and thermal resistance, and improving lifespan and color purity of the element, an organic element using the same, and an electric device for the same.

Claims (20)

1. A compound of Formula 2 or 3:

wherein:

R 1 and R 2 are each independently selected from the group consisting of deuterium, halogen, a cyano group, a nitro group, 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 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic 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, and a C 6 -C 30 aryloxyl group, wherein the aryl, fluorenyl, heterocyclic, fused ring, alkyl, alkenyl, alkynyl, alkoxy or aryloxy group may be each optionally 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 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,

m is an integer of 0 to 4, and when m is an integer of 2 or more, R 1 s may be the same or different from each other,

n is an integer of 0 to 3, and when n is an integer of 2 or more, R 2 s may be the same or different from each other,

Ar 1 and Ar 2 are each independently a C 6 -C 60 aryl group, with the proviso that at least one of Ar 1 and Ar 2 is a pyrenyl, phenanthrenyl, or fluoranthenyl group,

L 1 is selected from the group consisting of a single bond; a C 6 -C 60 arylene group; a divalent C 2 -C 60 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P; a fluorenylene group; and a divalent fused ring formed by a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring wherein the arylene, heterocyclic, fluorenylene, or fused ring may be optionally 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 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, and

L 2 and L 3 are each independently selected from the group consisting of a single bond; and a C 6 -C 60 arylene group, with the proviso that:

i. both L 2 and L 3 are not a single bond at the same time,

ii. where L 2 or L 3 is a C 6 -C 60 arylene group, the arylene group is 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 C 1 -C 20 alkyl group, and a C 2 -C 20 alkenyl group,

iii. Ar 1 and Ar 2 may be each optionally 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 C 1 -C 20 alkyl group and a C 2 -C 20 alkenyl group, and

iv. at least one of L 1 , L 2 , Ar 1 and Ar 2 is substituted with at least one deuterium.

2. 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 .

3. The organic electric element of claim 2 , wherein the organic material layer comprises at least one layer of a hole injection layer, a hole transport layer, an emission-auxiliary layer and an light emitting layer.

4. The organic electric element of claim 2 , wherein the organic material layer is formed by any one of the processes of spin coating, nozzle printing, inkjet printing, slot coating, dip coating or roll-to-roll.

5. 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 2 .

6. The electronic device of claim 5 , wherein the organic electric element is an organic light emitting diode, an organic solar cell, an organic photo conductor, an organic transistor, or an element for monochromatic or white illumination.

7. A compound selected from the group consisting of the compounds below:

8. 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 7 .

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 8 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 22, 2017
From: PARK, JUNG CHEOL; CHOI, YEON HEE; LEE, MUN JAE; MUN, SOUNG YUN; KIM, KI WON; PARK, NAM JIN; HWANG, SUN PIL
To: DUK SAN NEOLUX CO., LTD.
Reel/Frame 044473/0922 →
Priority Claims (1)
KR 10-2015-0009075 · Jun 25, 2015 · national
Continuity (1)
Related Publication 20180226585A1 · Aug 9, 2018
Cited By (2)
US 12,459,911 US 12,696,682