IP Library › Granted Patent US 12,473,256
Granted Patent B2
US 12,473,256 · App. 17/340,412 · Granted Nov 18, 2025

Composition for organic optoelectronic device and organic optoelectronic device and display device

Inventors: Changwoo Kim (Suwon-si, KR); Chang Ju Shin (Suwon-si, KR); Youngmook Lim (Suwon-si, KR); Hyung Sun Kim (Suwon-si, KR); Ho Kuk Jung (Suwon-si, KR); Jaehoon Kim (Suwon-si, KR); Sung-Hyun Jung (Suwon-si, KR)
Assignee: SAMSUNG SDI CO., LTD.
C07D209/86H10K85/654H10K85/6572H10K85/6574H10K50/11
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Quick Facts
Patent No.
US 12,473,256
App. No.
17/340,412
Granted
Nov 18, 2025
Kind
B2
Abstract

A composition for an organic optoelectronic device, an organic optoelectronic device, and a display device, the composition including a first compound represented by Chemical Formula I, a second compound represented by Chemical Formula II, and a third compound represented by a combination of Chemical Formula III and Chemical Formula IV,

Claims (91)

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

a first compound;

a second compound; and

a third compound,

wherein:

the first compound is represented by Chemical Formula I-E,

the second compound is represented by Chemical Formula IIA-1, and

the third compound is represented by Chemical Formula IIIB-2 or Chemical Formula IIIE-3:

in Chemical Formula I-E,

Z 1 to Z 3 are all N,

L 1 to L 3 are each independently a single bond or a substituted or unsubstituted C6 to C20 arylene group,

R 1 and R 2 are each independently a substituted or unsubstituted C6 to C30 aryl group,

R 3 to R 6 and R 17 to R 22 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, or a combination thereof,

X 1 is NR, and

R b is a substituted or unsubstituted C6 to C30 aryl group,

in Chemical Formula IIA-1,

L 4 is a single bond or a substituted or unsubstituted C6 to C20 arylene group,

L 6 is a substituted or unsubstituted C6 to C20 arylene group,

Ar 1 and Ar 2 are each independently a substituted or unsubstituted C6 to C30 aryl group, and

R 23 to R 32 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, or a combination thereof,

in Chemical Formula IIIB-2,

X 2 and X 3 are each independently O or S,

R c3 , R c4 , R 39 , and R 40 are each independently hydrogen, deuterium, or a substituted or unsubstituted C1 to C30 alkyl group,

moiety -L 8 -Ar 4 is hydrogen,

L 9 is a single bond or a substituted or unsubstituted C6 to C12 arylene group,

Ar 5 is a substituted or unsubstituted C6 to C30 aryl group, and

a total number of carbon atoms included in L 8 , L 9 , Ar 4 , and Ar 5 is 18 or greater,

in Chemical Formula IIIE-3,

X 2 and X 3 are each independently O or S,

R c3 , R c4 , R 39 , and R 40 are each independently hydrogen, deuterium, or a substituted or unsubstituted C 1 to C30 alkyl group,

L 8 is a single bond or a substituted or unsubstituted C6 to C12 arylene group,

Ar 4 is a substituted or unsubstituted C6 to C30 aryl group,

moiety -L 9 -Ar 5 is hydrogen,

a total number of carbon atoms included in L 8 , L 9 , Ar 4 , and Ar 5 is 18 or greater, and

“substitute” refers to replacement of at least one hydrogen of a substituent by deuterium, a cyano group, a C1 to C5 alkyl group, a C6 to C20 arylamine group, a C6 to C18 aryl group, a dibenzofuranyl group, a dibenzothiophenyl group, a carbazolyl group, or pyridinyl group.

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

R 23 to R 32 are each hydrogen,

L 4 is a single bond or a substituted or unsubstituted phenylene group,

L 6 is a substituted or unsubstituted phenylene group, and

Ar 1 and Ar 2 are each independently a substituted or unsubstituted phenyl group or a substituted or unsubstituted biphenyl group.

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

the third compound is represented by Chemical Formula IIIB-2, and

R 39 and R 40 of Chemical Formula IIIB-2 are each hydrogen, L 9 of Chemical Formula IIIB-2 is a single bond or a substituted or unsubstituted phenylene group, and Ar 5 of Chemical Formula IIIB-2 is an unsubstituted terphenyl group, an unsubstituted quarterphenyl group, an unsubstituted naphthyl group, or an unsubstituted triphenylene group.

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

the third compound is represented by Chemical Formula IIIE-3, and

R 39 and R 40 of Chemical Formula IIIE-3 are each hydrogen, L 8 of Chemical Formula IIIE-3 is a single bond or a substituted or unsubstituted phenylene group, and Ar 4 of Chemical Formula IIIE-3 is an unsubstituted terphenyl group, an unsubstituted quarterphenyl group, an unsubstituted naphthyl group, or an unsubstituted triphenylene group.

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

in Chemical Formula IIIB-2 moiety -L 8 -Ar 4 is hydrogen and moiety -L 9 -Ar 5 is a substituted or unsubstituted group of Group II, and

in Chemical Formula IIIE-3, moiety -L 8 -Ar 4 is substituted or unsubstituted group of Group II and moiety -L 9 -Ar 5 is hydrogen:

in Group II, * is a linking point.

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

the first compound is represented by Chemical Formula I-E-1,

in Chemical Formula I-E-1,

Z 1 to Z 3 are each N,

X 1 is NR b ,

L 1 to L 3 are each independently a single bond or unsubstituted phenylene group, and

R b , R 1 , and R 2 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group,

in Chemical Formula IIA-1,

R 23 to R 32 are each independently hydrogen,

L 4 and L 6 are each independently a single bond, or a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, or a substituted or unsubstituted naphthylene group, and

Ar 1 and Ar 2 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrene group, a substituted or unsubstituted triphenylene group, or a substituted or unsubstituted fluorenyl group,

in Chemical Formula IIIB-2,

X 2 and X 3 are each independently O or S,

R c3 , R c4 , R 39 , and R 40 are each hydrogen,

moiety -L 8 -Ar 4 is hydrogen,

L 9 is a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group, and

Ar 5 is a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, or a substituted or unsubstituted triphenylene group; and

in Chemical Formula IIIE-3,

X 2 and X 3 are each independently O or S,

R c3 , R c4 , R 39 , and R 40 are each hydrogen,

moiety -L 9 -Ar 5 is hydrogen,

L 8 is a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group, and

Ar 4 is a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, or a substituted or unsubstituted triphenylene group.

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

the first compound in an amount of about 20 wt % to about 50 wt %,

the second compound in an amount of about 40 wt % to about 60 wt %, and

the third compound in an amount of about 10 wt % to about 30 wt %, all wt % being based on a total weight of the first compound, the second compound, and the third compound.

8 . 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 at least one organic layer includes the composition for an organic optoelectronic device as claimed in claim 1 .

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

the at least one organic layer includes a light emitting layer, and

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

10 . The organic optoelectronic device as claimed in claim 9 , wherein the first compound, the second compound, and the third compound are phosphorescent hosts of the light emitting layer.

11 . The organic optoelectronic device as claimed in claim 9 , wherein the composition for an organic optoelectronic device is a green light emitting composition.

12 . A display device comprising the organic optoelectronic device as claimed in claim 8 .

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

the first compound is a compound of Group 1′,

the second compound is a compound of Group 2′, and

the third compound is a compound of Group 3′:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 7, 2021
From: KIM, CHANGWOO; SHIN, CHANG JU; LIM, YOUNGMOOK; KIM, HYUNG SUN; JUNG, HO KUK; KIM, JAEHOON; JUNG, SUNG-HYUN
To: SAMSUNG SDI CO., LTD.
Reel/Frame 056498/0082 →
Priority Claims (1)
KR 10-2020-0069769 · Jun 9, 2020 · national
Continuity (1)
Related Publication 20210380534A1 · Dec 9, 2021
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Cited By (1)
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