IP Library › Granted Patent US 10,944,059
Granted Patent B2
US 10,944,059 · App. 16/336,964 · Granted Mar 9, 2021

Compound for organic optoelectronic device, organic optoelectronic device, and display device

Inventors: Hanill Lee (Suwon-si, KR); Jinseok Hong (Suwon-si, KR); Eun Sun Yu (Suwon-si, KR); Sung-Hyun Jung (Suwon-si, KR); Sujin Han (Suwon-si, KR)
Assignees: SAMSUNG SDI CO., LTD.; SAMSUNG ELECTRONICS CO., LTD.
H01L51/0067C07D307/77C07D333/50C07D405/04C07D405/10C07D405/14C07D409/04C07D409/10C07D409/14C09K11/025C09K11/06H01L51/00H01L51/0073H01L51/0074H01L51/001H01L51/5012H01L51/5016H01L51/5064H01L51/5072H01L51/5096H01L51/5206H01L51/5221H01L51/56H01L2251/301H01L2251/308H01L2251/558
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Quick Facts
Patent No.
US 10,944,059
App. No.
16/336,964
Granted
Mar 9, 2021
Kind
B2
Abstract

The present invention relates to a compound represented by Chemical Formula 1 for an organic optoelectronic device, an organic optoelectronic device employing the same and a display device. The details for Chemical Formula 1 above are as defined in the specification.

Claims (46)

1. A compound for an organic optoelectronic device represented by Chemical Formula 1:

wherein, in Chemical Formula 1,

X is O or S,

R 1 to R 5 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C5 alkyl group, or a substituted or unsubstituted C6 to C18 aryl group,

L 1 and L 2 are independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, or a substituted or unsubstituted C2 to C30 heteroarylene group,

A 1 and A 2 are independently hydrogen, deuterium, a substituted or unsubstituted C6 to C18 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, and

at least one of A 1 and A 2 comprises a moiety represented by Chemical Formula A,

wherein, in Chemical Formula A,

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

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

R a is independently hydrogen, deuterium, a substituted or unsubstituted C1 to C5 alkyl group, or a substituted or unsubstituted C6 to C18 aryl group,

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

* is a linking point with L 1 or L 2 of Chemical Formula 1,

wherein “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 device of claim 1 , wherein Chemical Formula A is represented by one of Chemical Formula A1, Chemical Formula A2, Chemical Formula A3, and Chemical Formula A4:

wherein, in Chemical Formula A1 to Chemical Formula A4,

Z 1 , Z 3 , Z 5 , and Z 6 to Z 15 are independently N or CR a ,

at least one of Z 1 , Z 3 , Z 5 , and Z 6 to Z 15 of Chemical Formula A1 is N,

at least one of Z 1 and Z 5 of Chemical Formulae A2 to A4 is N,

m and n are independently one of integers of 0 to 2,

R a to R e are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C5 alkyl group, or a substituted or unsubstituted C6 to C18 aryl group, and

* is a linking point with L 1 or L 2 of Chemical Formula 1.

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

A 1 and A 2 are independently hydrogen, deuterium, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted benzoquinolinyl group, a substituted or unsubstituted benzoisoquinolinyl group, or a substituted or unsubstituted benzoquinazolinyl group, and

at least one of A 1 and A 2 is a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted benzoquinolinyl group, a substituted or unsubstituted benzoisoquinolinyl group, or a substituted or unsubstituted benzoquinazolinyl group.

4. The compound for an organic optoelectronic device of claim 1 , wherein Chemical Formula A is selected from substituents of Group I:

wherein, in Group I, * is a linking point with L 1 or L 2 of Chemical Formula 1.

5. The compound for an organic optoelectronic device of claim 1 , which is represented by one of Chemical Formula 1-A1-a1, Chemical Formula 1-A1-a2, Chemical Formula 1-A1-b1, Chemical Formula 1-A1-b2, Chemical Formula 1-A2-a, Chemical Formula 1-A2-b, Chemical Formula 1-A3-a, Chemical Formula 1-A3-b, Chemical Formula 1-A4-a, and Chemical Formula 1-A4-b:

wherein, in Chemical Formula 1-A1-a1, Chemical Formula 1-A1-a2, Chemical Formula 1-A1-b1, Chemical Formula 1-A1-b2, Chemical Formula 1-A2-a, Chemical Formula 1-A2-b, Chemical Formula 1-A3-a, Chemical Formula 1-A3-b, Chemical Formula 1-A4-a and Chemical Formula 1-A4-b,

X is O or S,

R 1 to R 5 , R a , R a1 to R a4 , R b , R c , R d , and R e are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C5 alkyl group, or a substituted or unsubstituted C6 to C12 aryl group,

L 1 and L 2 are independently a single bond, or a substituted or unsubstituted C6 to C12 arylene group, and

m and n are independently one of integers of 0 to 2.

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

7. An organic optoelectronic device, 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 device of claim 1 .

8. The organic optoelectronic device of claim 7 , wherein

the organic layer comprises a light emitting layer, and

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

9. The organic optoelectronic device of claim 8 , wherein

the organic layer further comprises at least one auxiliary layer selected from a hole injection layer, a hole transport layer, an electron blocking layer, an electron transport layer, an electron injection layer, and a hole blocking layer,

the auxiliary layer further comprises an electron transport auxiliary layer that is adjacent to the light emitting layer, and

the electron transport auxiliary layer comprises the compound for an organic optoelectronic device.

10. A display device comprising the organic optoelectronic device of claim 7 .

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: LEE, HANILL; HONG, JINSEOK; YU, EUN SUN; JUNG, SUNG-HYUN; HAN, SUJIN
To: SAMSUNG SDI CO., LTD.; SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 048710/0349 →
Priority Claims (1)
KR 10-2016-0131991 · Oct 12, 2016 · national
Continuity (1)
Related Publication 20190229275A1 · Jul 25, 2019