IP Library › Granted Patent US 9,331,288
Granted Patent B2
US 9,331,288 · App. 14/722,870 · Granted May 3, 2016

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

Inventors: Junghwan Park (Hwaseong-si, KR); Wonsam Kim (Hwaseong-si, KR); Jihun Byun (Cheonan-si, KR); Jeongkeun Park (Seoul, KR); Hwasoon Jung (Anseong-si, KR); Yeonhee Choi (Cheonan-si, KR); Seokhyun Kim (Seongnam-si, KR); Kwanhee Lee (Yongin-si, KR); Mikyung Kim (Yongin-si, KR)
Assignees: SAMSUNG DISPLAY CO., LTD.; DUK SAN NEOLUX CO., LTD.
H01L51/0071C07D491/04C07D495/04C09K11/06H01L27/283H01L27/301H01L27/3244H01L51/0072H01L51/0073H01L51/0074C09K2211/1029C09K2211/1037C09K2211/1048C09K2211/1051C09K2211/1088C09K2211/1092C09K2211/185H01L51/0004H01L51/0005H01L51/0052H01L51/0067H01L51/0508H01L51/42H01L51/5016H01L51/5206H01L51/5221H01L2251/5361
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Quick Facts
Patent No.
US 9,331,288
App. No.
14/722,870
Granted
May 3, 2016
Kind
B2
Abstract

A compound represented by Formula 1. An organic electric element includes a first electrode, a second electrode, and an organic material layer between the first electrode and the second electrode. The organic material layer includes the compound represented by Formula 1. When the organic electric element includes the compound in the organic material layer, driving voltage, luminous efficiency, color purity, stability, and life span can be improved.

Claims (28)

1. A compound represented by Formula 1 below:

in Formula 1 above,

S ring is a C 4 -C 8 heterocyclic group containing S (sulfer),

N ring is a C 4 -C 8 heterocyclic group containing N (nitrogen),

l, m, and n are each an integer from 0 to 4,

R 1 to R 3 are independently selected from the group consisting of halogen, deuterium, a cyano group, a C 6 -C 60 aryl group, a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P, a C 1 -C 30 alkoxy group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, and -L 1 -N(R′)(R″), and any two adjacent groups of R 1 s to R 3 s are optionally linked together to form a fused ring,

L and L 1 are independently selected from the group consisting of a single bond, a C 6 -C 60 arylene group, and a C 2 -C 60 heteroarylene group containing at least one heteroatom selected from O, N, S, Si, and P, wherein, the arylene group, and the heteroarylene group are optionally substituted by one or more substituents selected from the group consisting of deuterium, halogen, a silane 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 alkoxy 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 by deuterium, a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from 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,

Ar is an unsubstituted C 6 -C 60 aryl group, a C 6 -C 60 aryl group substituted with deuterium, or a C 6 -C 60 aryl group substituted with a C6-C20 aryl group,

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

X and Y are independently selected from the group consisting of a single bond, C(R 4 )(R 5 ), N(R 4 ), O, S, Se, and Si(R 4 )(R 5 ),

R 4 and R 5 are independently selected from the group consisting of hydrogen, deuterium, a C 6 -C 60 aryl group, a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P, a C 1 -C 30 alkoxy group, a C 1 -C 60 alkyl group, and a C 2 -C 60 alkenyl group,

when Ar, R 1 to R 5 , R′, and R″ are an aryl group, or a heterocyclic group, Ar, R 1 to R 5 , R′, and R″ are optionally substituted by one or more substituents selected from the group consisting of deuterium, halogen, a silane 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 alkoxy 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 by deuterium, a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from 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

when R 1 to R 5 are an alkyl group, alkenyl group or alkoxy, R 1 to R 5 are optionally substituted by one or more substituents selected from the group consisting of deuterium, halogen, a silane 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 alkoxy 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 by deuterium, a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from 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 as claimed in claim 1 , wherein the compound is represented by one of Formulas below:

in Formulas above, Ar, R 1 to R 3 , l, m, n, X and Y are as defined in Formula 1 of claim 1 .

3. The compound as claimed in claim 1 , wherein Z is any one of groups below:

in Formulas above, Ar, X and Y are as defined in Formula 1 of claim 1 .

4. The compound as claimed in claim 1 , wherein the compound is represented by any one of Formulas below:

in Formulas above, Ar, R 1 to R 3 , l, m and n are as defined in Formula 1 of claim 1 .

5. The compound as claimed in claim 1 , wherein Ar is any one of groups below:

6. The compound as claimed in claim 1 , being any one of compounds below:

7. An organic electric element comprising a first electrode, a second electrode, and an organic material layer disposed between the first electrode and the second electrode, wherein the organic material layer comprises the compound of claim 1 .

8. An organic electric element comprising a first electrode, a second electrode, and an organic material layer disposed between the first electrode and the second electrode, wherein the organic material layer comprises a light emitting layer comprising the compound of claim 1 , the compound being the same kind or two or more different kinds.

9. An organic electric element comprising a first electrode, a second electrode, and an organic material layer disposed between the first electrode and the second electrode, wherein the organic material layer comprises a light emitting layer comprising a phosphorescent host material, the phosphorescent host material comprising the compound of claim 1 .

10. The organic electric element as claimed in claim 7 , wherein the organic electric element further comprises at least one layer to improve luminous efficiency, which is formed on at least one of the sides of the first and second electrodes which are opposite to the organic material layer.

11. The organic electric element as claimed in claim 7 , 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.

12. An electronic device comprising a display device, the display device comprising the organic electric element as claimed in claim 7 and a control unit for driving the display device.

13. The electronic device as claimed in claim 12 , wherein the organic electric element comprises at least one of an organic light emitting diode (OLED), an organic solar cell, an organic photo conductor (OPC), an organic transistor (organic TFT), and an element for monochromatic or white illumination.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 27, 2015
From: PARK, JUNGHWAN; KIM, WONSAM; BYUN, JIHUN; PARK, JEONGKEUN; JUNG, HWASOON; CHOI, YEONHEE; KIM, SEOKHYUN; LEE, KWANHEE; KIM, MIKYUNG
To: DUK SAN NEOLUX CO., LTD.; SAMSUNG DISPLAY CO., LTD.
Reel/Frame 035782/0963 →
Priority Claims (1)
KR 10-2014-0064229 · May 28, 2014 · national
Continuity (1)
Related Publication 20150349272A1 · Dec 3, 2015