IP Library › Granted Patent US 11,871,659
Granted Patent B2
US 11,871,659 · App. 16/788,552 · Granted Jan 9, 2024

Composition for optoelectronic device and organic optoelectronic device and display device

Inventors: Jinhyun Lui (Suwon-si, KR); Dong Min Kang (Suwon-si, KR); Hyung Sun Kim (Suwon-si, KR); Yongtak Yang (Suwon-si, KR); Sung-Hyun Jung (Suwon-si, KR); Ho Kuk Jung (Suwon-si, KR); Youngkyoung Jo (Suwon-si, KR); Pyeongseok Cho (Suwon-si, KR); Dalho Huh (Suwon-si, KR); Hyungyu Lee (Suwon-si, KR)
Assignee: Samsung SDI Co., Ltd.
H10K85/654C07D405/10C07D405/14C07D487/04C09K11/06H10K85/6572H10K85/6574C09K2211/1018H10K50/11H10K71/00H10K71/164H10K2101/10H10K2102/351
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Quick Facts
Patent No.
US 11,871,659
App. No.
16/788,552
Granted
Jan 9, 2024
Kind
B2
Abstract

A composition for an organic optoelectronic device an organic optoelectronic device, and a display device, the composition including a first compound; a second compound; and a third compound, wherein the first compound, the second compound, and the third compound are different from each other, the first compound is represented by Chemical Formula I, the second compound is represented by Chemical Formula I, and the third compound is represented by Chemical Formula II or Chemical Formula III:

Claims (47)

1. A composition, comprising:

a first compound;

a second compound; and

a third compound,

wherein:

the first compound, the second compound, and the third compound are different from each other,

the first compound is represented by one of Chemical Formula I-1A-1 Chemical Formula I-1B-1, and Chemical Formula I-1B-3,

the second compound is represented by one of Chemical Formula I-1A-1, Chemical Formula I-1B-1, and Chemical Formula I-1B-3, and

the third compound is represented by Chemical Formula II-1 or Chemical Formula III-3:

wherein, in Chemical Formula I-1A-1, Chemical Formula I-1B-1, and Chemical Formula I-1B-3,

X 3 is O, S, or NR k ,

X 5 is O, S, CR 205 R 206 , or NR m ,

L 2 , L 4 , and L 6 are independently a single bond or a substituted or unsubstituted phenylene group,

R k , R m , R 4 , and R 6 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 38 to R 41 , R 45 , and R 46 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a halogen, a cyano group, or a combination thereof, and

R 205 , R 206 , R 209 and R 210 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, a halogen, a cyano group, or a combination thereof;

wherein, in Chemical Formula II-1 and Chemical Formula III-3,

L 7 , L 8 , L 10 , L 11 , L a3 , L a4 and L 34 are independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heterocyclic group, or a combination thereof,

R 7 , R 8 , and R 57 to R 61 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 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

R b3 , R b4 , and R 12 to R 19 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a halogen, a cyano group, or a combination thereof.

2. The composition as claimed in claim 1 , further comprising a dopant.

3. The composition as claimed in claim 2 , wherein the dopant is represented by Chemical Formula IV or Chemical Formula V:

wherein, in Chemical Formula IV and Chemical Formula V,

X 100 is selected from O, S, and NR 131 ,

R 101 to R 131 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or —SiR 132 R 133 R 134 ,

R 132 to R 134 are independently C1 to C6 alkyl group,

at least one of R 101 to R 116 is a substituted or unsubstituted phenyl group represented by Chemical Formula IV-1,

L is a bidentate ligand of a monovalent anion, which is a ligand that coordinates to iridium through a non-covalent electron pair of carbon or heteroatom, and

n1 and n2 are independently an integer of 0 to 3, provided that n1+n2 is an integer of 1 to 3,

wherein, in Chemical Formula IV-1,

R 135 to R 139 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or —SiR 132 R 133 R 134 ,

* indicates a linking point, and

at least one of R 117 to R 131 is —SiR 132 R 133 R 134 or a tert-butyl group.

4. An organic optoelectronic device, comprising:

an anode and a cathode facing each other, and

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

wherein the organic layer includes the composition as claimed in claim 1 .

5. The organic optoelectronic device as claimed in claim 4 , wherein:

the organic layer includes a light emitting layer, and

the light emitting layer includes the composition.

6. The organic optoelectronic device as claimed in claim 4 , wherein the composition is a green light emitting composition or a red light emitting composition.

7. A display device comprising the organic optoelectronic device as claimed in claim 4 .

8. The composition as claimed in claim 1 , wherein:

the first compound is Compound 1-67:

the second compound is Compound 1-64:

and

the third compound is Compound 2-1:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 12, 2020
From: LUI, JINHYUN; KANG, DONG MIN; KIM, HYUNG SUN; YANG, YONGTAK; JUNG, SUNG-HYUN; JUNG, HO KUK; JO, YOUNGKYOUNG; CHO, PYEONGSEOK; HUH, DALHO; LEE, HYUNGYU
To: SAMSUNG SDI CO., LTD.
Reel/Frame 051794/0743 →
Priority Claims (1)
KR 10-2019-0018238 · Feb 15, 2019 · national
Continuity (1)
Related Publication 20200266357A1 · Aug 20, 2020