IP Library › Patent Application 16558550
Patent Application
App. No. 16/558,550

COMPOSITION FOR ORGANIC OPTOELECTRONIC DEVICE AND ORGANIC OPTOELECTRONIC DEVICE AND DISPLAY DEVICE

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Quick Facts
Patent No.
US None
App. No.
16/558,550
Abstract

A composition, an organic optoelectronic device, and a display device, the composition including a first compound represented by a combination of Chemical Formula 1 and Chemical Formula 2, and a second compound represented by Chemical Formula 3:

Claims (78)

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

a first compound represented by a combination of Chemical Formula 1 and Chemical Formula 2, and

a second compound represented by Chemical Formula 3:

wherein, in Chemical Formula 1 and Chemical Formula 2,

X 1 is O or S,

adjacent two of a 1 * to a 4 * are C linked with b 1 * and b 2 * respectively,

the other two of a 1 * to a 4 * not linked with b 1 * and b 2 * are each independently C-L a -R a ,

L a and L 1 to L 4 are each 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 a and R 1 to R 6 are each independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted amine group, 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

at least one of R 1 to R 4 is a substituted amine group represented by Chemical Formula a,

wherein, in Chemical Formula a,

L b and L c are each 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 b and R c are each independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, and

* is a linking point with L 1 , L 2 , L 3 , or L 4 ;

wherein, in Chemical Formula 3,

Z 1 to Z 3 are each independently N or CR d ,

at least two of Z 1 to Z 3 are N,

Y 1 and Y 2 are each 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 halogen, a cyano group, or a combination thereof,

L 5 is a single bond or a substituted or unsubstituted C6 to C20 arylene group, and

R 7 to R 11 and R d are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a halogen, a cyano group, or a combination thereof.

2 . The composition as claimed in claim 1 , wherein the first compound is represented by one of Chemical Formula 1A to Chemical Formula 1F:

wherein, in Chemical Formula 1A to Chemical Formula 1F,

X 1 is O or S,

L a and L 1 to L 4 are each 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 a and R 1 to R 6 are each independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted amine group, 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

at least one of R 1 to R 4 is a substituted amine group represented by Chemical Formula a,

wherein, in Chemical Formula a,

L b and L c are each 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 b and R c are each independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, and

* is a linking point with L 1 , L 2 , L 3 , or L 4 .

3 . The composition as claimed in claim 1 , wherein the first compound is represented by Chemical Formula 1E-1-1 or Chemical Formula 1E-2-2:

wherein, in Chemical Formula 1E-1-1 and Chemical Formula 1E-2-2,

X 1 is O or S,

L a and L 1 to L 4 are each 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 a and R 1 to R 6 are each independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted amine group, 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,

L b and L c are each 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, and

R b and R c 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 anthracenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a monovalent fused ring group of a compound represented by a combination of Chemical Formula 1 and Chemical Formula 2.

4 . The composition as claimed in claim 1 , wherein the second compound is represented by Chemical Formula 3A or Chemical Formula 3B:

wherein, in Chemical Formulae 3A and 3B,

Z 1 to Z 3 are each independently N or CR d ,

at least two of Z 1 to Z 3 are N,

Y 1 and Y 2 are each 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 halogen, a cyano group, or a combination thereof,

L 5 is a single bond or a substituted or unsubstituted C6 to C20 arylene group, and

R 7 to R 11 and R d are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a halogen, a cyano group, or a combination thereof.

5 . The composition as claimed in claim 1 , wherein Y 1 and Y 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 triphenylene group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a combination thereof.

6 . The composition as claimed in claim 1 , wherein L 5 is a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, or a substituted or unsubstituted terphenylene group.

7 . The composition as claimed in claim 1 , wherein L 5 is a single bond, an unsubstituted phenylene group, an unsubstituted biphenylene group, an unsubstituted terphenylene group, a phenylene group substituted with a phenyl group or a cyano group, a biphenylene group substituted with a phenyl group or a cyano group, or a terphenylene group substituted with a phenyl group or a cyano group.

8 . The composition as claimed in claim 7 , wherein L 5 is a single bond or a linking group of the following Group I,

[Group I]

wherein, in Group I, each * is a linking point.

9 . The composition as claimed in claim 1 , wherein the moiety

of Chemical Formula 3 is a moiety of the following Group II,

[Group II]

wherein, in Group II, * is a linking point.

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

the first compound is represented by Chemical Formula 1E-2-2, and

the second compound is represented by Chemical Formula 3A-1:

wherein, in Chemical Formula 1E-2-2,

X 1 is O or S,

L a , L b , L c , and L 1 to L 4 are each independently 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,

R a , R 1 , R 2 , and R 4 are each independently hydrogen, deuterium, a cyano group, 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,

R 5 and R 6 are each independently a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C20 aryl group, and

R b and R c are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a monovalent fused ring group of a compound represented by a combination of Chemical Formula 1 and Chemical Formula 2;

wherein, in Chemical Formula 3A-1,

Y 1 and Y 2 are each 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 halogen, a cyano group, or a combination thereof,

L 5 is a single bond or a substituted or unsubstituted C6 to C20 arylene group, and

R 7 to R 11 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a halogen, a cyano group, or a combination thereof.

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

12 . An organic optoelectronic device, comprising:

an anode and a cathode facing each other,

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

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

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

the organic layer includes a light emitting layer, and

the light emitting layer includes the composition.

14 . The organic optoelectronic device as claimed in claim 13 , wherein the first compound and the second compound are phosphorescent hosts of the light emitting layer.

15 . The organic optoelectronic device as claimed in claim 12 , wherein the composition is a red light emitting composition.

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

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 Sep 3, 2019
From: LEE, BYOUNGKWAN; KANG, DONG MIN; KIM, JUN SEOK; LEE, BANG-LIN; LEE, SANGSHIN; YU, EUN SUN; LEE, NAMHEON; JUNG, HO KUK; JO, YOUNGKYOUNG; CHOI, BOWON
To: SAMSUNG SDI CO., LTD.; SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 050246/0926 →