IP Library › Granted Patent US 11,362,281
Granted Patent B2
US 11,362,281 · App. 16/336,955 · Granted Jun 14, 2022

Compound for organic optoelectronic diode, composition for organic optoelectronic diode, organic optoelectronic diode, and display apparatus

Inventors: Chang Ju Shin (Suwon-si, KR); Jaejin Oh (Suwon-si, KR); Eun Sun Yu (Suwon-si, KR); Hanill Lee (Suwon-si, KR); Sung-Hyun Jung (Suwon-si, KR); Ho Kuk Jung (Suwon-si, KR); Sujin Han (Suwon-si, KR)
Assignees: SAMSUNG SDI CO., LTD.; SAMSUNG ELECTRONICS CO., LTD.
H01L51/0067C07D307/77C07D405/10C07D405/14C07D409/10C07D409/14C09K11/06H01L51/00H01L51/0058H01L51/0073H01L51/0074H01L51/50H01L51/5012H01L51/5072
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Quick Facts
Patent No.
US 11,362,281
App. No.
16/336,955
Granted
Jun 14, 2022
Kind
B2
Abstract

Disclosed are a compound for an organic optoelectronic diode, the compound expressed by Chemical Formula 1, a composition for an organic optoelectronic diode, an organic optoelectronic diode utilizing same, a display apparatus. The specific content of Chemical Formula 1 is defined in the specification.

Claims (52)

1. A compound for an organic optoelectronic diode represented by Chemical Formula 1A-I, Chemical Formula 1A-II, or Chemical Formula 1A-III,

wherein, in Chemical Formula 1A-I, Chemical Formula 1A-II, and Chemical Formula 1A-III,

Z 1 to Z 5 are independently N or CR a ,

at least one of Z 1 to Z 5 is N,

X is O or S,

R b , R c , and R 1 to R 6 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C6 to C18 aryl group,

each R a is independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C18 aryl group, or a substituted or unsubstituted C2 to C20 heterocyclic group,

each R a is independently present or adjacent ones thereof are linked with each other to form a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic monocyclic or polycyclic ring, and

the “substituted” refers to replacement of at least one hydrogen by deuterium, a cyano group, a C1 to C20 alkyl group, a C6 to C30 aryl group, or a C2 to C30 heteroaryl group.

2. The compound for an organic optoelectronic diode of claim 1 , wherein moiety

of Chemical Formula 1A-I, Chemical Formula 1A-II, and Chemical Formula 1A-III is a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridazinyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted benzofuranpyridinyl group, a substituted or unsubstituted benzofuranpyrimidinyl group, a substituted or unsubstituted benzothiophenepyridinyl group, a substituted or unsubstituted benzothiophenepyrimidinyl group, or a combination thereof.

3. The compound for an organic optoelectronic diode of claim 1 , wherein moiety

of Chemical Formula 1A-I, Chemical Formula 1A-II, and Chemical Formula 1A-III is selected from substituents of Group I:

wherein, in Group I,

* is a linking point with “L” of Chemical Formula 1.

4. The compound for an organic optoelectronic diode of claim 1 , which is selected from compounds of Group 1:

5. The compound for an organic optoelectronic diode of claim 1 , wherein T1 energy is 2.55 eV to 2.65 eV.

6. A composition for an organic optoelectronic diode, comprising

the first compound for an organic optoelectronic diode of claim 1 ; and

a second compound for an organic optoelectronic diode represented by Chemical Formula 2:

wherein, in Chemical Formula 2,

Y 1 and Y 2 are independently a single bond, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heteroarylene group, or a combination thereof,

A 1 and A 2 are independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,

R 7 to R 12 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,

n is one of integers of 0 to 2; and

the “substituted” refers to replacement of at least one hydrogen by deuterium, a C1 to C4 alkyl group, a C6 to C18 aryl group, or a C2 to C30 heteroaryl group.

7. The composition for an organic optoelectronic diode of claim 6 , wherein A 1 and A 2 of Chemical Formula 2 are independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted quaterphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted fluorenyl group, or a combination thereof.

8. The composition for an organic optoelectronic diode of claim 6 , wherein

Chemical Formula 2 includes a moiety of Group II, and

moieties *—Y 1 -A 1 and *—Y 2 -A 2 of Chemical Formula 2 are each independently a moiety of Group III:

wherein, in Groups II and III, * is a linking point.

9. The composition for an organic optoelectronic diode of claim 8 , wherein

Chemical Formula 2 includes a moiety represented by Chemical Formula C-8 or Chemical Formula C-17 of Group II, and

moieties *—Y 1 -A 1 and *—Y 2 -A 2 are each independently a moiety represented by B-1, B-2, or B-3 of Group III.

10. An organic optoelectronic diode comprising

an anode and a cathode facing each other, and

at least one organic layer disposed between the anode and the cathode,

wherein the organic layer comprises the compound for an organic optoelectronic diode of claim 1 .

11. The organic optoelectronic diode of claim 10 , wherein

the organic layer comprises a light emitting layer, and

the compound for an organic optoelectronic diode or the composition for an organic optoelectronic diode is included as a host of the light emitting layer.

12. The organic optoelectronic diode of claim 10 , wherein a maximum light emitting wavelength is 500 nm to 550 nm.

13. A display apparatus comprising the organic optoelectronic diode of claim 10 .

14. An organic optoelectronic diode comprising

an anode and a cathode facing each other, and

at least one organic layer disposed between the anode and the cathode,

wherein the organic layer comprises the composition for an organic optoelectronic diode of claim 6 .

15. The organic optoelectronic diode of claim 14 , wherein

the organic layer comprises a light emitting layer, and

the compound for an organic optoelectronic diode or the composition for an organic optoelectronic diode is included as a host of the light emitting layer.

16. The organic optoelectronic diode of claim 14 , wherein a maximum light emitting wavelength is 500 nm to 550 nm.

17. A display apparatus comprising the organic optoelectronic diode of claim 14 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 19, 2019
From: SAMSUNG SDI CO., LTD.; SAMSUNG ELECTRONICS CO., LTD.
To: SAMSUNG SDI CO., LTD.; SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 051338/0532 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2019
From: SHIN, CHANG JU; OH, JAEJIN; YU, EUN SUN; LEE, HANILL; JUNG, SUNG-HYUN; JUNG, HO KUK; HAN, SUJIN
To: SAMSUNG SDI CO., LTD.; SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 048709/0723 →
Priority Claims (1)
KR 10-2016-0125669 · Sep 29, 2016 · national
Continuity (1)
Related Publication 20190267552A1 · Aug 29, 2019