IP Library › Granted Patent US 10,800,796
Granted Patent B2
US 10,800,796 · App. 15/958,642 · Granted Oct 13, 2020

Aromatic compound and organic electroluminescence device including the same

Inventors: Heechoon Ahn (Suwon-si, KR); Soo-byung Ko (Yongin-si, KR); Mieun Jun (Hwaseong-si, KR); Sungbum Kim (Yongin-si, KR); Mina Jeon (Suwon-si, KR); Youngkook Kim (Suwon-si, KR); Seokhwan Hwang (Suwon-si, KR)
Assignee: Samsung Display Co., Ltd.
C07F7/0816C09K11/06H01L51/0071H01L51/0094H01L51/5024H01L51/5056H01L51/5072C09K2211/104C09K2211/107C09K2211/1055C09K2211/1096H01L51/5012
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Quick Facts
Patent No.
US 10,800,796
App. No.
15/958,642
Granted
Oct 13, 2020
Kind
B2
Abstract

An aromatic compound which improves emission efficiency and an organic electroluminescence device including the same are provided. The organic electroluminescence device includes: a first electrode; a second electrode opposite to the first electrode; and a plurality of organic layers between the first electrode and the second electrode, where at least one organic layer among the plurality of organic layers includes the aromatic compound. The aromatic compound is represented by Formula 1 below.

Claims (61)

1. An aromatic compound represented by Formula 1:

wherein in Formula 1,

R 1 to R 3 are each independently represented by Formula 2, or a hydrogen atom, wherein at least one of R 1 to R 3 is represented by Formula 2, and

X is O or S:

wherein in Formula 2,

Y 1 to Y 3 are each independently CH or N,

L is a direct linkage, a substituted or unsubstituted arylene group having 6 to 12 carbon atoms for forming a ring, or a substituted or unsubstituted heteroarylene group having 5 to 11 carbon atoms for forming a ring,

Ar 1 and Ar 2 are each independently represented by Formula 3 or Formula 4, or a hydrogen atom, wherein at least one of Ar 1 or Ar 2 is represented by Formula 3 or Formula 4:

wherein in Formula 3 and Formula 4,

Z 1 to Z 3 are each independently CR 5 or N,

Z 4 is O or S,

R 4 is a hydrogen atom, a cyano group, or a substituted or unsubstituted silyl group, and

R 5 is a hydrogen atom, or a substituted or unsubstituted aryl group.

2. The aromatic compound of claim 1 , wherein the aromatic compound represented by Formula 1 is represented by Formula 1-1 or Formula 1-2:

wherein in Formula 1-1 and Formula 1-2,

X, L, Y 1 to Y 3 , Ar 1 , and Ar 2 are the same as respectively defined in Formulae 1 and 2.

3. The aromatic compound of claim 1 , wherein a moiety represented by Formula 2 is represented by one of Formula 2-1 to Formula 2-4:

wherein in Formula 2-1 to Formula 2-4,

L, Y 1 to Y 3 , Z 1 to Z 4 , and R 4 are the same as respectively defined in Formulae 2 to 4.

4. The aromatic compound of claim 1 , wherein a moiety represented by Formula 3 is represented by one of Formula 3-1 to Formula 3-7:

5. The aromatic compound of claim 1 , wherein a moiety represented by Formula 4 is represented by Formula 4-1 or 4-2:

6. The aromatic compound of claim 1 , wherein L is a direct linkage, a substituted or unsubstituted phenylene group, a substituted or unsubstituted divalent biphenyl group, or a substituted or unsubstituted heteroarylene group containing N as a heteroatom.

7. The aromatic compound of claim 1 , wherein L is represented by one of Formula L-1 to Formula L-7:

8. The aromatic compound of claim 1 , wherein the aromatic compound represented by Formula 1 is one selected from compounds represented in Compound Group 1:

9. An organic electroluminescence device, comprising:

a first electrode;

a second electrode opposite to the first electrode; and

a plurality of organic layers between the first electrode and the second electrode,

wherein the first electrode and the second electrode each independently comprise at least one selected from Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF/Ca, LiF/Al, Mo, Ti, In, Sn, and Zn, a compound of two or more thereof, a mixture of two or more thereof, and an oxide of one or more thereof,

wherein at least one organic layer among the plurality of organic layers comprises an aromatic compound represented by Formula 1:

wherein in Formula 1,

R 1 to R 3 are each independently represented by Formula 2, or a hydrogen atom, wherein at least one of R 1 to R 3 is represented by Formula 2, and

X is O or S:

wherein in Formula 2,

Y 1 to Y 3 are each independently CH or N,

L is a direct linkage, a substituted or unsubstituted arylene group having 6 to 12 carbon atoms for forming a ring, or a substituted or unsubstituted heteroarylene group having 5 to 11 carbon atoms for forming a ring,

Ar 1 and Ar 2 are each independently represented by Formula 3 or Formula 4, or a hydrogen atom, wherein at least one of Ar 1 or Ar 2 is represented by Formula 3 or Formula 4:

wherein in Formula 3 and Formula 4,

Z 1 to Z 3 are each independently CR 5 or N,

Z 4 is O or S,

R 4 is a hydrogen atom, a cyano group, or a substituted or unsubstituted silyl group, and

R 5 is a hydrogen atom, or a substituted or unsubstituted aryl group.

10. The organic electroluminescence device of claim 9 , wherein the plurality of organic layers comprises:

a hole transport region on the first electrode;

an emission layer on the hole transport region; and

an electron transport region on the emission layer,

wherein the emission layer comprises the aromatic compound represented by Formula 1.

11. The organic electroluminescence device of claim 10 , wherein the emission layer is a fluorescence emission layer comprising a first host and a first dopant, and the first host comprises the aromatic compound represented by Formula 1.

12. The organic electroluminescence device of claim 10 , wherein the emission layer is a phosphorescence emission layer comprising a second host and a second dopant, and the second host comprises the aromatic compound represented by Formula 1.

13. The organic electroluminescence device of claim 10 , wherein the electron transport region comprises the aromatic compound represented by Formula 1.

14. The organic electroluminescence device of claim 10 , wherein the emission layer emits blue light.

15. The organic electroluminescence device of claim 9 , wherein the aromatic compound represented by Formula 1 is represented by Formula 1-1 or Formula 1-2:

wherein in Formula 1-1 and Formula 1-2,

X, Y 1 to Y 3 , Ar 1 , and Ar 2 are the same as respectively defined in Formulae 1 and 2.

16. The organic electroluminescence device of claim 9 , wherein a moiety represented by Formula 2 is represented by one of Formula 2-1 to Formula 2-4:

Wherein in Formula 2-1 to Formula 2-4,

L, Y 1 to Y 3 , Z 1 to Z 4 , and R 4 are the same as respectively defined in Formulae 2 to 4.

17. The organic electroluminescence device of claim 9 , wherein a moiety represented by Formula 3 is represented by one of Formula 3-1 to Formula 3-7:

18. The organic electroluminescence device of claim 9 , wherein a moiety represented by Formula 4 is represented by Formula 4-1 or 4-2:

19. The organic electroluminescence device of claim 9 , wherein L is represented by one of Formula L-1 to Formula L-7:

20. The organic electroluminescence device of claim 9 , wherein at least one organic layer among the plurality of organic layers comprises at least one selected from aromatic compounds represented in Compound Group 1:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 20, 2018
From: AHN, HEECHOON; KO, SOO-BYUNG; JUN, MIEUN; KIM, SUNGBUM; JEON, MINA; KIM, YOUNGKOOK; HWANG, SEOKHWAN
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 045604/0556 →
Priority Claims (1)
KR 10-2017-0122057 · Sep 21, 2017 · national
Continuity (1)
Related Publication 20190085001A1 · Mar 21, 2019