# US 12,767,648 B2 · Compound for organic optoelectronic element, composition for organic optoelectronic element, organic optoelectronic element, and display device

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- Number: US 12,767,648 B2
- Document ID: US12767648B2
- Status: Granted
- Kind: B2
- Application number: 17/924,486
- Filed: 2021-09-01
- Published: 2023-06-15
- Granted: 2026-10-20
- Earliest claimed: 2020-09-09
- Assignees: Samsung SDI Co., Ltd.
- Applicants: Samsung SDI Co., Ltd.
- Inventors: Byoungkwan Lee; Yoonman Lee; Sunwoong Shin; Sangshin Lee; Kipo Jang; Ran Namgung; Seungin Park; Sung-Hyun Jung; Ho Kuk Jung; Youngkyoung Jo
- Web page: https://patentgrep.com/patent/US12767648B2

## CPC

- C07D 405/04: directly linked by a ring-member-to-ring-member bond
- C07D 251/24: to three ring carbon atoms
- C07D 409/04: directly linked by a ring-member-to-ring-member bond
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 85/621: {Aromatic anhydride or imide compounds, e.g. perylene tetra-carboxylic dianhydride or perylene tetracarboxylic di-imide}
- H10K 85/622: {containing four rings, e.g. pyrene}
- H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)}
- H10K 85/6574: {comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes}
- H10K 85/6576: {comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene}
- H10K 2102/301: {Details of OLEDs}
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

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

## Claims

### Claim 1

A composition for an organic optoelectronic device, comprising:
a first compound, and a second compound,
wherein:
the first compound is represented by Chemical Formula 1; and
the second compound is represented by Chemical Formula 2:
in Chemical Formula 1,
L1 to L3 are each independently a single bond, or a substituted or unsubstituted C6 to C30 arylene group,
Ar1 and Ar2 are each independently a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group, and
R1 to R10 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group, and
in Chemical Formula 2,
X1 is O, S, NRa, CRbRc, or SiRdRe,
Ra, Rb, Rc, Rd, Re, and R11 to R14 are each independently hydrogen, deuterium, a substituted or unsubstituted amine group, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, and
A is any one selected from the rings of Group II and Group III,
wherein, in Group II and Group III,
* is a linking point,
X2 is O, S, NRf, CRgRh, or SiRiRj,
Rf, Rg, Rh, Ri, Rj, R15, R16, and R19 to R21 are each independently hydrogen, deuterium, a substituted or unsubstituted amine group, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group, and
at least one of R11 to R14, R15, R16, and R19 to R21 is a group represented by Chemical Formula a,
wherein, in Chemical Formula a,
L4 to L6 are each independently a single bond, or a substituted or unsubstituted C6 to C30 arylene group,
Ar3 and Ar4 are each independently a substituted or unsubstituted amine group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, and
* is a linking point.

### Claim 2 (depends on 1)

The compound composition of claim 1, wherein:
Chemical Formula 1 is represented by one of Chemical Formula 1-1, Chemical Formula 1-2, or Chemical Formula 1-4:
in Chemical Formula 1-1 to Chemical Formula 1-4,
L1 to L3, Ar1 and Ar2 and R1 to R10 are the same as in claim 1.

### Claim 3 (depends on 1)

The compound composition of claim 1, wherein at least one of Ar1 and Ar2 is a substituted or unsubstituted C10 to C30 aryl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

### Claim 4 (depends on 1)

The compound composition of claim 1, wherein:
L1 is a single bond,
Ar1 and Ar2 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted dibenzofuranyl group or a substituted or unsubstituted dibenzothiophenyl group, and
at least one of Ar1 and Ar2 is a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

### Claim 5 (depends on 1)

The compound composition of claim 1, wherein;
L1 is a substituted or unsubstituted phenylene group, and
Ar1 and Ar2 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

### Claim 6 (depends on 1)

The composition of claim 1, wherein *-L2-Ar1 and *-L3-Ar2 are each independently selected from the substituents of Group I:
wherein, in Group I, * is a linking point.

### Claim 7 (depends on 1)

The composition of claim 1, wherein the first compound is a compound of Group 1:

### Claim 8 (depends on 1)

The composition of claim 1, wherein;
Chemical Formula 2 is represented by one of Chemical Formula 2-I and Chemical Formula 2-V to Chemical Formula 2-IX:
in Chemical Formula 2-I and Chemical Formula 2-V to Chemical Formula 2-IX, X1, X2, R11 to R16, and R19 to R21 are the same as in claim 1.

### Claim 9 (depends on 1)

The composition of claim 1, wherein:
the second compound is represented by any one of Chemical Formula 2-IA, Chemical Formula 2-VA to Chemical Formula 2-IXA, Chemical Formula 2-IB, and Chemical Formula 2-VB to Chemical Formula 2-IXB
in Chemical Formula 2-IA, Chemical Formula 2-VA to Chemical Formula 2-IXA, Chemical Formula 2-IB, and Chemical Formula 2-VB to Chemical Formula 2-IXB,
X1, X2, L4 to L6, Ar3, and Ar4 are the same as in claim 1, and
R11 to R16 and R19 to R21 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group.

### Claim 10 (depends on 1)

The composition of claim 1, wherein:
the second compound is represented by Chemical Formula 2-VIIIA-2 or Chemical Formula 2-VIIIB-2:
in Chemical Formula 2-VIIIA-2 and Chemical Formula 2-VIIIB-2,
L4 to L6 are each independently a single bond or a substituted or unsubstituted phenylene group,
Ar3 and Ar4 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted naphthyl group,
X1 is NRa, O, S, CRbRc, or SiRdRe,
X2 is O, S, CRgRh, or SiRiRj,
Ra, Rb, Rc, Rd, Re, R8, Rh, Ri, and Rj are each independently a substituted or unsubstituted C1 to C30 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group, and
R11 to R14 and R19 to R21 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group.

### Claim 11 (depends on 1)

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 comprises a light emitting layer, and
the light emitting layer comprises the composition for an organic optoelectronic device of claim 1.

### Claim 12 (depends on 11)

The organic optoelectronic device of claim 11, wherein the composition for an organic optoelectronic device is included in the light emitting layer as a host.

### Claim 13 (depends on 11)

A display device comprising the organic optoelectronic device of claim 11.
