# US 8,772,632 B2 · Compound for organic photoelectric device, organic photoelectric device including the same, and display device including the same

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- Number: US 8,772,632 B2
- Document ID: US8772632B2
- Status: Granted
- Kind: B2
- Application number: 13/915,802
- Filed: 2013-06-12
- Published: 2013-10-17
- Granted: 2014-07-08
- Earliest claimed: 2008-12-30
- Assignees: Cheil Industries Inc.
- Applicants: Kyu-Yeol In; Myeong-Soon Kang; Ho-Kuk Jung; Nam-Soo Kim; Eui-Su Kang; Mi-Young Chae; Jin-Seong Park
- Inventors: Kyu-Yeol In; Myeong-Soon Kang; Ho-Kuk Jung; Nam-Soo Kim; Eui-Su Kang; Mi-Young Chae; Jin-Seong Park
- Web page: https://patentgrep.com/patent/US8772632B2

## CPC

- H10K 85/622: {containing four rings, e.g. pyrene}
- C07D 403/10: linked by a carbon chain containing aromatic rings
- C07D 413/10: linked by a carbon chain containing aromatic rings
- C07D 417/04: directly linked by a ring-member-to-ring-member bond
- C07D 417/10: linked by a carbon chain containing aromatic rings
- C09B 1/00: Dyes with anthracene nucleus not condensed with any other ring
- C09B 57/00: Other synthetic dyes of known constitution
- C09B 57/001: {Pyrene dyes}
- C09K 11/06: containing organic luminescent materials
- H05B 33/10: Apparatus or processes specially adapted to the manufacture of electroluminescent light sources
- H10K 50/16: Electron transporting layers
- H10K 85/615: {Polycyclic condensed aromatic hydrocarbons, e.g. anthracene}
- H10K 85/626: {containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene}
- H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)}
- H10K 85/6565: {Oxadiazole compounds}
- H10K 85/657: {Polycyclic condensed heteroaromatic hydrocarbons}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- C09K 2211/1007: Non-condensed systems
- C09K 2211/1011: Condensed systems
- C09K 2211/1029: containing one nitrogen atom as the heteroatom
- C09K 2211/1033: with oxygen
- C09K 2211/1037: with sulfur
- C09K 2211/1044: containing two nitrogen atoms as heteroatoms
- C09K 2211/1048: with oxygen
- C09K 2211/1059: containing three nitrogen atoms as heteroatoms
- C09K 2211/1096: containing other heteroatoms
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 2102/103: {comprising indium oxides, e.g. ITO}
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C09B: ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES {, e.g. PIGMENTS}; MORDANTS; LAKES (fermentation or enzyme using processes to synthesise a desired chemical compound C12P)
- 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

A compound for an organic photoelectric device, an organic photoelectric device including the same, and a display device including the same the compound being represented by the following Chemical Formula 1:

## Claims

### Claim 1

A compound for an organic photoelectric device, the compound being represented by the following Chemical Formula 112:
wherein, in Chemical Formula 112,
A1 to A12 are each independently selected from the group of CR1 to CR12 and N, provided that one or two of A7 to A12 are N, and R1 to R6 adjacent to each other optionally form a fused ring, and R7 to R12 adjacent to each other optionally form a fused ring,
X is selected from the group of O, S, Se, and NR13, and Y is CR14 or N, provided that when X is selected from the group of O, S, and Se, Y is N,
L is a substituted or unsubstituted C6 to C50 arylene,
a is 0 or 1, provided that when a is 0, A1 to A6 are each independently CR1 to CR6, and when a is 1, at least one of A1 to A6 is N,
b and c are each independently an integer of 1 to 3,
R1 to R14 are each independently selected from the group of hydrogen, a halogen, a nitrile, a cyano, a nitro, an amide, a carbonyl, an ester, a substituted or unsubstituted alkyl, a substituted or unsubstituted alkylene, a substituted or unsubstituted alkoxy, a substituted or unsubstituted alkenyl, a substituted or unsubstituted alkenylene, a substituted or unsubstituted alkynyl, a substituted or unsubstituted alkynylene, a substituted or unsubstituted cycloalkyl, a substituted or unsubstituted cycloalkylene, a substituted or unsubstituted aryl, a substituted or unsubstituted arylene, a substituted or unsubstituted arylamine, a substituted or unsubstituted heteroarylamine, a substituted or unsubstituted heterocycle, a substituted or unsubstituted amino, BRR′, or SiRR′R″, wherein R, R′ and R″ are the same or different, and each independently a substituted or unsubstituted alkyl, or a substituted or unsubstituted aryl, and
at least one of R1 to R14 is a substituted or unsubstituted heterocycle, the substituted or unsubstituted heterocycle including one of a thiophenyl, a furanyl, a pyrrolyl, a thiazolyl, an oxazolyl, an oxadiazolyl, a triazolyl, a pyridinyl, a pyridazinyl, a quinolinyl, an isoquinolinine, an acridyl, an imidazopyridinyl, and an imidazopyrimidinyl.

### Claim 2 (depends on 1)

The compound as claimed in claim 1, wherein in Chemical Formula 112:
one of R7 to R12 is substituted with a substituent selected from the group of an amine-substituted alkyl, an amine-substituted cycloalkyl, an amine substituted aryl, and an amine-substituted heterocycle, and
one of R1 to R6 is substituted with a substituent selected from the group of a nitrile, a nitro, an amide, a carbonyl, and a substituted or unsubstituted heterocycle.

### Claim 3 (depends on 1)

The compound as claimed in claim 1, wherein the compound is represented by the following Chemical Formula 113:
wherein, in Chemical Formula 113,
A2, A4 to A12 and A7′ to A12′ are each independently selected from the group of CR2, CR4 to CR12, CR7′ to CR12′ and N, provided at least one of A7 to A12 is N, and at least one of A7′ to A12′ is N, wherein R4 to R6 adjacent to each other optionally form a fused ring, R7 to R12 adjacent to each other optionally form a fused ring, and R7′ to R12′ adjacent to each other optionally form a fused ring,
X is selected from the group of O, S, Se, and NR13, and Y is CR14 or N, provided that when X is selected from the group of O, S, and Se, Y is N,
L and L′ are each independently a substituted or unsubstituted C6 to C50 arylene,
a and a′ are each independently 0 or 1, provided that when a and a′ are each independently 0, A2, A4 to A6 are each independently CR2 and CR4 to CR6, and when a and a′ are each independently 1, at least one of A, and A4 to A6 is N,
b and b′ are each independently an integer of 1 to 3, and
R2, R4 to R14, and R7′ to R12′ are each independently hydrogen, a halogen, a nitrile, a cyano, a nitro, an amide, a carbonyl, an ester, a substituted or unsubstituted alkyl, a substituted or unsubstituted alkylene, a substituted or unsubstituted alkoxy, a substituted or unsubstituted alkenyl, a substituted or unsubstituted alkenylene, a substituted or unsubstituted alkynyl, a substituted or unsubstituted alkynylene, a substituted or unsubstituted cycloalkyl, a substituted or unsubstituted cycloalkylene, a substituted or unsubstituted aryl, a substituted or unsubstituted arylene, a substituted or unsubstituted arylamine, a substituted or unsubstituted heteroarylamine, a substituted or unsubstituted heterocycle, a substituted or unsubstituted amino, BRR′, or SiRR′R″, wherein R, R′ and R″ are the same or different, and each independently a substituted or unsubstituted alkyl, or a substituted or unsubstituted aryl.

### Claim 4 (depends on 1)

The compound as claimed in claim 1, wherein, in Chemical Formula 112, at least one of R1 to R14 is a substituted or unsubstituted arylamine, the substituted or unsubstituted arylamine including one of a diphenyl amine, a dinaphthyl amine, a dibiphenyl amine, a phenyl naphthyl amine, a phenyl diphenyl amine, a ditolyl amine, a phenyl tolyl amine, a carbazolyl, and a triphenyl amine.