IP Library › Granted Patent US 10,538,510
Granted Patent B2
US 10,538,510 · App. 15/788,136 · Granted Jan 21, 2020

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

Inventors: Hanill Lee (Suwon-si, KR); Jun Seok Kim (Suwon-si, KR); Chang Ju Shin (Suwon-si, KR); Dongkyu Ryu (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.
C07D403/04C07D403/10C07D495/04H01L51/0067H01L51/0071H01L51/0072H01L51/5016
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Quick Facts
Patent No.
US 10,538,510
App. No.
15/788,136
Granted
Jan 21, 2020
Kind
B2
Abstract

Disclosed are a compound for an organic optoelectronic device represented by Chemical Formula 1, a composition for an organic optoelectronic device, an organic optoelectronic device including the same, and a display device. Details of Chemical Formula 1 are the same as defined in the specification.

Claims (56)

1. A composition for an organic optoelectronic device, comprising:

a first compound represented by Chemical Formula 1; and

a second compound represented by Chemical Formula 2,

wherein, in Chemical Formula 1,

R 1 to R 7 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C5 alkyl group, or a substituted or unsubstituted C6 to C18 aryl group,

L is a single bond, a substituted or unsubstituted C6 to C20 arylene group, or a substituted or unsubstituted C2 to C30 heteroarylene group, and

ET is a substituted or unsubstituted C2 to C30 heterocyclic group including at least two N's,

wherein, in Chemical Formula 1, 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;

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 substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,

R 8 to R 13 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, and

l is an integer of 0 to 2;

wherein 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.

2. The composition for an organic optoelectronic device as claimed in claim 1 , wherein ET of Chemical Formula 1 is a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted benzoquinazolinyl group, a substituted or unsubstituted benzothieno[3,2-d]pyrimidinyl group, a substituted or unsubstituted benzothieno[2,3-d]pyrimidinyl group, a substituted or unsubstituted benzofuro[3,2-d]pyrimidinyl group, or a substituted or unsubstituted benzofuro[2,3-d]pyrimidinyl group.

3. The composition for an organic optoelectronic device as claimed in claim 1 , wherein the first compound represented by Chemical Formula 1 is represented by one of Chemical Formula 1-I, Chemical Formula 1-II, Chemical Formula 1-III, Chemical Formula 1-IV, Chemical Formula 1-V and Chemical Formula 1-VI:

wherein, in Chemical Formula 1-I, Chemical Formula 1-II, Chemical Formula 1-III, Chemical Formula 1-IV, Chemical Formula 1-V, and Chemical Formula 1-VI,

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

m and n are independently an integer of 0 to 2,

X is O or S,

at least two of Z 1 , Z 3 and Z 5 of Chemical Formula 1-I to Chemical Formula 1-V are N,

at least two of Z 11 to Z 14 of Chemical Formula 1-VI are N,

R a and R 1 to R 7 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C5 alkyl group, or a substituted or unsubstituted C6 to C18 aryl group, and

L is a single bond, a substituted or unsubstituted C6 to C20 arylene group, or a substituted or unsubstituted C2 to C30 heteroarylene group.

4. The composition for an organic optoelectronic device as claimed in claim 1 , wherein ET of Chemical Formula 1 is selected from substituents of Group I:

wherein, in Group I,

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

5. The composition for an organic optoelectronic device as claimed in claim 1 , wherein L of Chemical Formula 1 is a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, or a substituted or unsubstituted naphthylene group.

6. The composition for an organic optoelectronic device as claimed in claim 1 , wherein the first compound represented by Chemical Formula 1 is selected from compounds of Group 1:

7. The composition for an organic optoelectronic device as claimed in claim 1 , 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 device as claimed in claim 1 , wherein:

Chemical Formula 2 has one of structures of Group II, and

*—Y 1 -A 1 and *—Y 2 -A 2 of Chemical Formula 2 are one of substituents of Group III:

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

9. The composition for an organic optoelectronic device as claimed in claim 8 , wherein:

Chemical Formula 2 is represented by Chemical Formula C-8 or Chemical Formula C-17 of Group II, and

*—Y 1 -A 1 and *—Y 2 -A 2 of Chemical Formula 2 are selected from B-1, B-2, B-3, B-18, and B-25 of Group III.

10. The composition for an organic optoelectronic device as claimed in claim 1 , wherein:

the first compound represented by Chemical Formula 1 is represented by Chemical Formula 1-Ia, Chemical Formula 1-IIa, or Chemical Formula 1-Va, and

the second compound represented by Chemical Formula 2 is represented by Chemical Formula C-8 or Chemical Formula C-17:

wherein, in Chemical Formula 1-Ia, Chemical Formula 1-IIa, and Chemical Formula 1-Va,

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

at least two of Z 1 , Z 3 , and Z 5 are N,

R a , R a1 , R a2 , R a3 , R a4 , and R 1 to R 7 are independently hydrogen, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted naphthyl group,

L is a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group,

m and n are independently an integer of 0 or 1, and

X is O or S;

11. 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 includes the composition for an organic optoelectronic device as claimed in claim 1 .

12. The organic optoelectronic device as claimed in claim 11 , wherein:

the organic layer includes a light emitting layer, and

the light emitting layer includes the composition for an organic optoelectronic device.

13. The organic optoelectronic device as claimed in claim 12 , wherein the composition for an organic optoelectronic device is included as a host of the light emitting layer.

14. A display device comprising the organic optoelectronic device as claimed in claim 11 .

Assignments (3)
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 →
CORRECTIVE ASSIGNMENT TO CORRECT THE NAME OF THE THIRD ASSIGNOR PREVIOUSLY RECORDED AT REEL: 043903 FRAME: 0885. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Nov 29, 2017
From: LEE, HANILL; KIM, JUN SEOK; SHIN, CHANG JU; RYU, DONGKYU; YU, EUN SUN; JUNG, SUNG-HYUN; HAN, SUJIN
To: SAMSUNG SDI CO., LTD.; SAMSUNG ELECTRONICS CO., LTD
Reel/Frame 044534/0720 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 19, 2017
From: LEE, HANILL; KIM, JUN SEOK; SHIN, SHANG JU; RYU, DONGKYU; YU, EUN SUN; JUNG, SUNG-HYUN; HAN, SUJIN
To: SAMSUNG SDI CO., LTD.; SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 043903/0885 →
Priority Claims (1)
KR 10-2016-0163667 · Dec 2, 2016 · national
Continuity (1)
Related Publication 20180155325A1 · Jun 7, 2018