# US 2018/0026205 A1 · Composition for organic optoelectronic device and organic optoelectronic device and display device

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- Number: US 2018/0026205 A1
- Document ID: US20180026205A1
- Status: Published application
- Kind: A1
- Application number: 15/628,901
- Filed: 2017-06-21
- Published: 2018-01-25
- Earliest claimed: 2016-07-19
- Assignees: Samsung SDI Co., Ltd.
- Applicants: Samsung SDI Co., Ltd.
- Inventors: Dong Min KANG; Youngkwon KIM; Changwoo KIM; Eun Sun YU; Byoungkwan LEE; Hanill LEE; Sung-Hyun JUNG; SooYoung JEONG; Ho Kuk JUNG
- Web page: https://patentgrep.com/patent/US20180026205A1

## CPC

- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- C07D 209/82: Carbazoles; Hydrogenated carbazoles
- C07D 247/02: having the nitrogen atoms in positions 1 and 3
- C07D 401/14: containing three or more hetero rings
- C07D 487/04: Ortho-condensed systems
- C07D 493/04: Ortho-condensed systems
- C07D 495/04: Ortho-condensed systems
- C09K 11/06: containing organic luminescent materials
- H05B 33/20: characterised by the chemical or physical composition or the arrangement of the material in which the electroluminescent material is embedded
- H10K 50/12: comprising dopants
- H10K 50/15: Hole transporting layers
- H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)}
- H10K 85/657: {Polycyclic condensed heteroaromatic hydrocarbons}
- C09K 2211/1029: containing one nitrogen atom as the heteroatom
- C09K 2211/1044: containing two nitrogen atoms as heteroatoms
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 2101/10: Triplet emission
- H10K 2101/90: {Multiple hosts in the emissive layer}
- H10K 2102/302: {of OLED structures}
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- H05B: ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL

## Abstract

Disclosed are a composition for an organic optoelectronic device includes at least one of a first host compound represented by a combination of Chemical Formula 1 and Chemical Formula 2, and at least one of a second host compound represented by a combination of Chemical Formula 3 and Chemical Formula 4, and an organic optoelectronic device including the same, and a display device. Details of Chemical Formulae 1 to 4 are the same as described in the detailed description.

## Claims

### Claim 1

A composition for an organic optoelectronic device, comprising
at least one of a first host compound represented by a combination of Chemical Formula 1 and Chemical Formula 2, and
at least one of a second host compound represented by a combination of Chemical Formula 3 and Chemical Formula 4:
wherein, in Chemical Formulae 1 to 4,
two adjacent *'s of Chemical Formula 1 are bound to two adjacent *'s of Chemical Formula 2 and the remainder *'s of Chemical Formula 1 not being bound to *'s of Chemical Formula 2 are CRa,
two adjacent *'s of Chemical Formula 3 are bound to two *'s of Chemical Formula 4,
the substituent A is a substituted or unsubstituted carbazolyl group,
Ar1 and Ar2 are independently a substituted or unsubstituted C6 to C30 aryl group,
L1 to L3 are independently a single bond or a substituted or unsubstituted C6 to C30 arylene group,
X is O or S,
Y1 and Y2 are independently deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group,
at least one of Y1 and Y2 is a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridazinyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted quinazolyl group, or a substituted or unsubstituted quinoxalinyl group,
Ra and R1 to R5 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a combination thereof, and
the “substituted” refers to replacement of at least one hydrogen by deuterium, a C1 to C4 alkyl group, a C6 to C12 aryl group, or a C2 to C20 heterocyclic group.

### Claim 2 (depends on 1)

The composition for an organic optoelectronic device as claimed in claim 1, wherein Chemical Formula 1 is represented by Chemical Formula 1-I or Chemical Formula 1-II:
wherein, in Chemical Formulae 1-I and 1-II,
two adjacent *'s are bound to two adjacent *'s of Chemical Formula 2 and the remainder *'s not being bound to *'s of Chemical Formula 2 are CR3,
L1 is a single bond or a substituted or unsubstituted C6 to C30 arylene group,
Ar1 and Ar3 are independently substituted or unsubstituted C6 to C30 aryl group, and
Ra, R1, and R6 to R11 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C4 alkyl group, a substituted or unsubstituted C6 to C12 aryl group, or a substituted or unsubstituted C2 to C20 heterocyclic group, or a combination thereof.

### Claim 3 (depends on 1)

The composition for an organic optoelectronic device as claimed in claim 1, wherein the first host compound is represented by one of Chemical Formula C, Chemical Formula E, and Chemical Formula F:
wherein, in Chemical Formula C, Chemical Formula E, and Chemical Formula F,
the substituent A is a substituted or unsubstituted carbazolyl group,
Ar1 and Ar2 are independently substituted or unsubstituted C6 to C20 aryl group,
L1 is a single bond or a substituted or unsubstituted C6 to C20 arylene group, and
Ra1 to Ra4 and R1 to R3 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a combination thereof.

### Claim 4 (depends on 3)

The composition for an organic optoelectronic device as claimed in claim 3, wherein the first host compound is represented by one of Chemical Formula C1 to Chemical Formula C6, Chemical Formula E1 to Chemical Formula E6, and Chemical Formula F1 to Chemical Formula F6:
wherein, in Chemical Formula C1 to Chemical Formula C6, Chemical Formula E1 to Chemical Formula E6, and Chemical Formula F1 to Chemical Formula F6,
Ar1 to Ar3 are independently a substituted or unsubstituted C6 to C20 aryl group,
L1 is a single bond or a substituted or unsubstituted C6 to C20 arylene group, and
R1 to R3 and R6 to R11 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a combination thereof.

### Claim 5 (depends on 4)

The composition for an organic optoelectronic device as claimed in claim 4, wherein the Ar1 to Ar3 are 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, or a substituted or unsubstituted triphenylene group,
the L1 is a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group,
R1 to R3 and R6 to R11 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C4 alkyl group, a substituted or unsubstituted phenyl group, or a combination thereof, and
the “substituted” refers to replacement of at least one hydrogen by deuterium, a C1 to C4 alkyl group, or a C6 to C12 aryl group.

### Claim 6 (depends on 1)

The composition for an organic optoelectronic device as claimed in claim 1, wherein the second host compound is represented by one of Chemical Formula 3-I, Chemical Formula 3-II, Chemical Formula 3-III, and Chemical Formula 3-IV:
wherein, in Chemical Formula 3-I, Chemical Formula 3-II, Chemical Formula 3-III, and Chemical Formula 3-IV,
X is O or S,
L2 and L3 are independently a single bond or a substituted or unsubstituted C6 to C30 arylene group,
ET is a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridazinyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted quinazolyl group, or a substituted or unsubstituted quinoxalinyl group,
Y1 and Y2 are independently a substituted or unsubstituted C6 to C20 aryl group, and
R4 and R5 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a combination thereof.

### Claim 7 (depends on 6)

The composition for an organic optoelectronic device as claimed in claim 6, wherein the L2 and L3 are 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 quaterphenylene group,
the ET is a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, or a substituted or unsubstituted quinazolyl group,
the Y1 and Y2 are independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group,
the R4 and R5 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C4 alkyl group, a substituted or unsubstituted phenyl group, or a combination thereof, and
the “substituted” refers to replacement of at least one hydrogen by deuterium, a C1 to C4 alkyl group, or a C6 to C12 aryl group.

### Claim 8 (depends on 1)

The composition for an organic optoelectronic device as claimed in claim 1, wherein the first host compound is represented by one of Chemical Formula C2, Chemical Formula C3, Chemical Formula C4, Chemical Formula E1, Chemical Formula E2, Chemical Formula E3, Chemical Formula E4, and Chemical Formula F1; and
the second host compound is represented by Chemical Formula 3-I:
wherein, in Chemical Formula C2, Chemical Formula C3, Chemical Formula C4, Chemical Formula E1, Chemical Formula E2, Chemical Formula E3, Chemical Formula E4, and Chemical Formula F1,
Ar1 to Ar3 are 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, or a substituted or unsubstituted triphenylene group,
L1 is a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group, and
R1 to R3 and R6 to R11 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C4 alkyl group, a substituted or unsubstituted phenyl group, or a combination thereof,
wherein, in Chemical Formula 3-I,
the L2 and L3 are 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 quaterphenylene group,
the ET is a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, or a substituted or unsubstituted quinazolyl group,
the Y2 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group, and
the R4 and R5 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C4 alkyl group, a substituted or unsubstituted phenyl group, or a combination thereof.

### Claim 9 (depends on 1)

The composition for an organic optoelectronic device as claimed in claim 1, wherein the composition further includes a phosphorescent dopant.

### Claim 10 (depends on 1)

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.

### Claim 11 (depends on 10)

The organic optoelectronic device as claimed in claim 10, wherein the organic layer includes a light emitting layer, and
the composition for an organic optoelectronic device is included as a host of the light emitting layer.

### Claim 12 (depends on 10)

A display device comprising the organic optoelectronic device as claimed in claim 10.