# US 10,118,889 B2 · Compound

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- Number: US 10,118,889 B2
- Document ID: US10118889B2
- Status: Granted
- Kind: B2
- Application number: 15/399,295
- Filed: 2017-01-05
- Published: 2017-04-27
- Granted: 2018-11-06
- Earliest claimed: 2014-09-19
- Assignees: Idemitsu Kosan Co., Ltd.
- Applicants: Idemitsu Kosan Co., Ltd.
- Inventors: Hirokatsu Ito; Masahiro Kawamura; Yumiko Mizuki; Tasuku Haketa; Tomoharu Hayama; Ryota Takahashi
- Web page: https://patentgrep.com/patent/US10118889B2

## CPC

- C07C 211/61: with at least one of the condensed ring systems formed by three or more rings
- C07C 211/50: with at least two amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C 255/50: to carbon atoms of non-condensed six-membered aromatic rings
- C07C 255/58: containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
- C09K 11/06: containing organic luminescent materials
- H05B 33/14: characterised by the chemical or physical composition or the arrangement of the electroluminescent material {, or by the simultaneous addition of the electroluminescent material in or onto the light source}
- H05B 33/20: characterised by the chemical or physical composition or the arrangement of the material in which the electroluminescent material is embedded
- H10K 85/622: {containing four rings, e.g. pyrene}
- H10K 85/633: {comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom}
- H10K 85/649: {Aromatic compounds comprising a hetero atom}
- H10K 85/652: {Cyanine dyes}
- H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)}
- C07C 2601/08: the ring being saturated
- C07C 2601/14: The ring being saturated
- C07C 2603/50: Pyrenes; Hydrogenated pyrenes
- C09K 2211/1007: Non-condensed systems
- C09K 2211/1011: Condensed systems
- C09K 2211/1014: bridged by heteroatoms, e.g. N, P, Si or B
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 50/15: Hole transporting layers
- H10K 50/156: {comprising a multilayered structure}
- H10K 50/166: {comprising a multilayered structure}
- H10K 85/631: {Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine}
- H10K 85/636: {comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K 85/6574: {comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes}
- H10K 2102/301: {Details of OLEDs}
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- 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
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

A compound is represented by the following formula (1). In the formula (1), Ar is a substituted or unsubstituted aryl group including 6 to 30 ring carbon atoms, Ra are independently a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, Rb1 to Rb4 are independently a halogen atom, a cyano group, a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or the like, Rc1 to Rc10 are independently a hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or the like, * is a bonding position at which one of Rc1 to Rc10 is bonded to either nitrogen atom, x is an integer from 0 to 3, y is an integer from 0 to 4, and z are independently an integer from 0 to 5.

## Claims

### Claim 1

An organic electroluminescence device comprising a cathode, an anode, and one or more organic thin film layers that are provided between the cathode and the anode, the one or more organic thin film layers comprising at least an emitting layer, and at least one organic thin film layer included in the one or more organic thin film layers comprising a compound of a formula (1) and a compound of a formula (100),
wherein Ar is a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted naphthacenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted chrysenyl group, a substituted or unsubstituted benzo[c]phenanthryl group, a substituted or unsubstituted benzo[g]chrysenyl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted benzofluorenyl group, a substituted or unsubstituted dibenzofluorenyl group, a substituted or unsubstituted biphenylyl group, a substituted or unsubstituted o-terphenyl group, a substituted or unsubstituted m-terphenyl group, a substituted or unsubstituted p-terphenyl group, a substituted or unsubstituted fluoranthenyl group,
Ra are independently a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms,
Rb1 to Rb4 are independently a halogen atom, a cyano group, a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, a substituted or unsubstituted alkylsilyl group including 1 to 45 carbon atoms, a substituted or unsubstituted arylsilyl group including 6 to 50 carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 15 carbon atoms, a substituted or unsubstituted aryloxy group including 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylthio group including 1 to 15 carbon atoms, a substituted or unsubstituted arylthio group including 6 to 30 ring carbon atoms, a substituted or unsubstituted arylamino group including 6 to 30 ring carbon atoms, a substituted or unsubstituted aryl group including 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group including 3 to 30 ring atoms,
Rc1 to Rc10 are independently a hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms,
a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms,
a substituted or unsubstituted alkylsilyl group including 1 to 45 carbon atoms,
a substituted or unsubstituted arylsilyl group including 6 to 50 carbon atoms,
a substituted or unsubstituted alkoxy group including 1 to 15 carbon atoms,
a substituted or unsubstituted aryloxy group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted alkylthio group including 1 to 15 carbon atoms,
a substituted or unsubstituted arylthio group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted arylamino group including 6 to 30 ring carbon atoms, a substituted or unsubstituted aryl group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted heteroaryl group including 3 to 30 ring atoms, or
a single bond that is bonded to either nitrogen atom,
is a bonding position at which any of Rc1 to Rc10 is bonded to either nitrogen atom,
x is an integer from 0 to 3,
y is an integer from 0 to 4,
z are independently an integer from 0 to 5,
a plurality of Rb1 are either identical or different when x is an integer equal to or larger than 2, a plurality of Rb2 are either identical or different when y is an integer equal to or larger than 2, and a plurality of Rb3 or Rb4 are either identical or different when z is an integer equal to or larger than 2,
when Ra is substituted with a substituent, the substituent is an alkyl group including 1 to 10 carbon atoms, a cycloalkyl group including 3 to 10 ring carbon atoms, an alkylsilyl group including 3 to 30 carbon atoms, an arylsilyl group including 6 to 60 carbon atoms, an alkoxy group including 1 to 10 carbon atoms, aryloxy group including 6 to 20 ring carbon atoms, an alkylthio group including 1 to 10 carbon atoms, an arylthio group including 6 to 20 ring carbon atoms, an arylamino group including 12 to 30 ring carbon atoms, an aryl group including 6 to 20 ring carbon atoms, or a heteroaryl group including 5 to 20 ring atoms,
wherein Ar11 and Ar12 are independently a substituted or unsubstituted monocyclic group including 5 to 50 ring atoms, a substituted or unsubstituted fused ring group including 8 to 50 ring atoms, or a group formed by a combination of the monocyclic group and the fused ring group, and
R101 to R108 are independently an atom or a group selected from a group consisting of a hydrogen atom,
a substituted or unsubstituted monocyclic group including 5 to 50 ring atoms,
a substituted or unsubstituted fused ring group including 8 to 50 ring atoms,
a group formed by a combination of the monocyclic group and the fused ring group, a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms,
a substituted or unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 50 carbon atoms,
a substituted or unsubstituted aralkyl group including 7 to 50 carbon atoms,
a substituted or unsubstituted aryloxy group including 6 to 50 ring carbon atoms,
a substituted or unsubstituted silyl group, a halogen atom, and a cyano group.

### Claim 2 (depends on 1)

The organic electroluminescence device according to claim 1, the compound of the formula (1) being of a formula (2),
wherein Ar, Ra, Rb1 to Rb4, Rc1 to Rc10, x, z, and * are the same as defined for the formula (1).

### Claim 3 (depends on 1)

The organic electroluminescence device according to claim 1, wherein Rc1 to Rc10 are independently a hydrogen atom, a halogen atom, a cyano group,
a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms,
a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms,
a substituted or unsubstituted alkylsilyl group including 1 to 45 carbon atoms,
a substituted or unsubstituted arylsilyl group including 6 to 50 carbon atoms,
a substituted or unsubstituted alkoxy group including 1 to 15 carbon atoms,
a substituted or unsubstituted aryloxy group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted alkylthio group including 1 to 15 carbon atoms,
a substituted or unsubstituted arylthio group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted aryl group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted heteroaryl group including 3 to 30 ring atoms, or
a single bond that is bonded to either nitrogen atom.

### Claim 4 (depends on 1)

The organic electroluminescence device according to claim 1, the compound of the formula (1) being of a formula (3),
wherein Ar, Ra, Rb1 to Rb4, Rc2 to Rc10, x, z, and * are the same as defined for the formula (1).

### Claim 5 (depends on 1)

The organic electroluminescence device according claim 1, the compound of the formula (1) being of a formula (4),
wherein Ar, Ra, Rb1 to Rb4, x, and z are the same as defined for the formula (1), and Rc2 to Rc5 and Rc7 to Rc10 are independently a hydrogen atom, a halogen atom,
a cyano group, a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, a substituted or unsubstituted alkylsilyl group including 1 to 45 carbon atoms, a substituted or unsubstituted arylsilyl group including 6 to 50 carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 15 carbon atoms,
a substituted or unsubstituted aryloxy group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted alkylthio group including 1 to 15 carbon atoms,
a substituted or unsubstituted arylthio group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted arylamino group including 6 to 30 ring carbon atoms, a substituted or unsubstituted aryl group including 6 to 30 ring carbon atoms, or
a substituted or unsubstituted heteroaryl group including 3 to 30 ring atoms.

### Claim 6 (depends on 5)

The organic electroluminescence device according to claim 5, the compound of the formula (4) being of a formula (4-1),
wherein Ar, Ra, Rb1 to Rb4, Rc3, Rc8, x, and z are the same as defined for the formula (4).

### Claim 7 (depends on 6)

The organic electroluminescence device according to claim 6, wherein Rc3 and Rc8 are independently a hydrogen atom, an alkyl group including 1 to 6 carbon atoms, or a cycloalkyl group including 1 to 6 carbon atoms.

### Claim 8 (depends on 5)

The organic electroluminescence device according to claim 5, the compound of the formula (4) being of a formula (4-1),
wherein Rb3, Rb4, Rc3, Rc8, and z are the same as defined for the formula (4), the benzene ring-containing group to which Rb1 is bonded is represented by a formula (10), and the benzene ring-containing group to which Rb2 is bonded is represented by a formula (11),
wherein Ar, Ra, Rb1, Rb2, and x are the same as defined for the formula (1).

### Claim 9 (depends on 5)

The organic electroluminescence device according to claim 5, the compound of the formula (4) being of a formula (4-1),
wherein Rc3 and Rc8 are the same as defined for the formula (4), the benzene ring-containing group to which Rb1 is bonded is represented by a formula (10), the benzene ring-containing group to which Rb2 is bonded is represented by a formula (11), the benzene ring-containing group to which Rb3 is bonded is represented by a formula (12), and the benzene ring-containing group to which Rb4 is bonded is represented by a formula (13),
wherein Ar, Ra, Rb1, Rb2, and x are the same as defined for the formula (1),
wherein Rb3 and Rb4 are the same as defined for the formula (1),
Rb3′ and Rb4′ are independently a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, and
z1 are independently an integer from 0 to 4.

### Claim 10 (depends on 5)

The organic electroluminescence device according to claim 5, the compound of the formula (4) being of a formula (4-1),
wherein Rc3 and Rc8 are the same as defined for the formula (4), the benzene ring-containing group to which Rb1 is bonded is represented by a formula (10), the benzene ring-containing group to which Rb2 is bonded is represented by a formula (11), the benzene ring-containing group to which Rb3 is bonded is represented by a formula (12), and the benzene ring-containing group to which Rb4 is bonded is represented by a formula (13),
wherein Ar, Rb1, Rb2, and x are the same as defined for the formula (1), and Ra are independently an unsubstituted alkyl group including 1 to 6 carbon atoms,
wherein Rb3 and Rb4 are the same as defined for the formula (1),
Rb3′ and Rb4′ are independently a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, and
z1 are independently an integer from 0 to 4.

### Claim 11 (depends on 5)

The organic electroluminescence device according to claim 5, the compound of the formula (4) being of a formula (4-1),
wherein Rc3 and Rc8 are the same as defined for the formula (4), the benzene ring-containing group to which Rb1 is bonded is represented by a formula (10), the benzene ring-containing group to which Rb2 is bonded is represented by a formula (11), the benzene ring-containing group to which Rb3 is bonded is represented by a formula (12), and the benzene ring-containing group to which Rb4 is bonded is represented by a formula (13),
wherein Ar, and x are the same as defined for the formula (1),
Ra are independently an unsubstituted alkyl group including 1 to 6 carbon atoms,
Rb1 and Rb2 are independently an unsubstituted phenyl group, or an unsubstituted alkyl group including 1 to 15 carbon atoms,
wherein Rb3 and Rb4 are independently an unsubstituted phenyl group, or an unsubstituted alkyl group including 1 to 15 carbon atoms,
Rb3′ and Rb4′ are independently a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, and
z1 are independently an integer from 0 to 4.

### Claim 12 (depends on 5)

The organic electroluminescence device according to claim 5, the compound of the formula (4) being of a formula (4-1),
wherein Rc3 and Rc8 are independently a hydrogen atom,
the benzene ring-containing group to which Rb1 is bonded is represented by a formula (10), the benzene ring-containing group to which Rb2 is bonded is represented by a formula (11), the benzene ring-containing group to which Rb3 is bonded is represented by a formula (12), and the benzene ring-containing group to which Rb4 is bonded is represented by a formula (13),
wherein Ar and x are the same as defined for the formula (1),
Ra are independently an unsubstituted alkyl group including 1 to 6 carbon atoms,
Rb1 and Rb2 are independently an unsubstituted phenyl group, or an unsubstituted alkyl group including 1 to 15 carbon atoms,
wherein Rb3 and Rb4 are independently an unsubstituted phenyl group, or an unsubstituted alkyl group including 1 to 15 carbon atoms,
Rb3′ and Rb4′ are independently a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, and
z1 are independently an integer from 0 to 4.

### Claim 13 (depends on 5)

The organic electroluminescence device according to claim 5, the compound of the formula (4) being of a formula (4-1),
wherein Rc3 and Rc8 are independently a hydrogen atom,
the benzene ring-containing group to which Rb1 is bonded is represented by a formula (10), the benzene ring-containing group to which Rb2 is bonded is represented by a formula (11), the benzene ring-containing group to which Rb3 is bonded is represented by a formula (12), and the benzene ring-containing group to which Rb4 is bonded is represented by a formula (13),
wherein Ar are the same as defined for the formula (1),
Ra are independently an unsubstituted alkyl group including 1 to 6 carbon atoms,
Rb1 and Rb2 are independently an unsubstituted phenyl group, or an unsubstituted alkyl group including 1 to 15 carbon atoms, and
x are 0,
wherein Rb3 and Rb4 are independently an unsubstituted phenyl group, or an unsubstituted alkyl group including 1 to 15 carbon atoms,
Rb3′ and Rb4′ are independently a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, and
z1 are 1.

### Claim 14 (depends on 1)

The organic electroluminescence device according to claim 1, the compound of the formula (1) being of a formula (5),
wherein Ar, Ra, Rb1 to Rb4, x, and z are the same as defined for the formula (1), and Rc2 and Rc4 to Rc10 are independently a hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms,
a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms,
a substituted or unsubstituted alkylsilyl group including 1 to 45 carbon atoms,
a substituted or unsubstituted arylsilyl group including 6 to 50 carbon atoms,
a substituted or unsubstituted alkoxy group including 1 to 15 carbon atoms,
a substituted or unsubstituted aryloxy group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted alkylthio group including 1 to 15 carbon atoms,
a substituted or unsubstituted arylthio group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted arylamino group including 6 to 30 ring carbon atoms, a substituted or unsubstituted aryl group including 6 to 30 ring carbon atoms, or
a substituted or unsubstituted heteroaryl group including 3 to 30 ring atoms.

### Claim 15 (depends on 14)

The organic electroluminescence device to claim 14, the compound of the formula (5) being of a formula (5-1),
wherein Ar, Ra, Rb1 to Rb4, x, and z are the same as defined for the formula (5).

### Claim 16 (depends on 15)

The organic electroluminescence device according to claim 15, wherein Rc7 is a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms.

### Claim 17 (depends on 1)

The organic electroluminescence device according to claim 1, wherein the benzene ring-containing group to which Rb1 is bonded has a structure in which Rb1 and Ar are not bonded at the para position with respect to the bonding position at which the N atom is bonded, and the benzene ring-containing group to which Rb2 is bonded has a structure in which Rb2 is not bonded at the para position with respect to the bonding position at which the N atom is bonded.

### Claim 18 (depends on 1)

The organic electroluminescence device according to claim 1, wherein the benzene ring-containing group to which Rb1 is bonded is represented by a formula (10), and the benzene ring-containing group to which Rb2 is bonded is represented by a formula (11),
wherein Ar, Ra, Rb1, Rb2, and x are the same as defined for the formula (1).

### Claim 19 (depends on 1)

The organic electroluminescence device according to claim 1, wherein the benzene ring-containing group to which Rb3 is bonded is represented by a formula (12), and the benzene ring-containing group to which Rb4 is bonded is represented by a formula (13),
wherein Rb3 and Rb4 are the same as defined for the formula (1),
Rb3′ and Rb4′ are independently a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, and
z1 are independently an integer from 0 to 4.

### Claim 20 (depends on 1)

The organic electroluminescence device according to claim 1, wherein Rb1 to Rb4 in the formula (1) are independently a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, a substituted or unsubstituted alkylsilyl group including 1 to 45 carbon atoms, a substituted or unsubstituted arylsilyl group including 6 to 50 carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 15 carbon atoms, a substituted or unsubstituted aryloxy group including 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylthio group including 1 to 15 carbon atoms, a substituted or unsubstituted arylthio group including 6 to 30 ring carbon atoms, a substituted or unsubstituted arylamino group including 6 to 30 ring carbon atoms, a substituted or unsubstituted aryl group including 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group including 3 to 30 ring atoms.

### Claim 21 (depends on 1)

The organic electroluminescence device according to claim 1, wherein Rb1 to Rb4 in the formula (1) are independently a cyano group, an unsubstituted phenyl group, a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, a substituted or unsubstituted alkylsilyl group including 1 to 45 carbon atoms, a substituted or unsubstituted arylsilyl group including 6 to 50 carbon atoms, or a substituted or unsubstituted aryl group including 6 to 30 ring carbon atoms.

### Claim 22 (depends on 1)

The organic electroluminescence device according to claim 1, wherein Rb1 to Rb4 in the formula (1) are independently an unsubstituted phenyl group, or an unsubstituted alkyl group including 1 to 15 carbon atoms.

### Claim 23 (depends on 1)

The organic electroluminescence device according to claim 1, wherein Ra in the formula (1) are independently a substituted or unsubstituted alkyl group including 1 to 6 carbon atoms.

### Claim 24 (depends on 1)

The organic electroluminescence device according to claim 1, wherein Ra in the formula (1) are independently an unsubstituted alkyl group including 1 to 15 carbon atoms, or an unsubstituted cycloalkyl group including 3 to 15 carbon atoms.

### Claim 25 (depends on 1)

The organic electroluminescence device according to claim 1, the compound of the formula (1) being an emitting material.

### Claim 26 (depends on 1)

The organic electroluminescence device according to claim 1, the compound of the formula (1) being a doping material.

### Claim 27 (depends on 1)

The organic electroluminescence device according to claim 1, wherein the at least one organic thin film layer is the emitting layer.

### Claim 28 (depends on 1)

The organic electroluminescence device according to claim 1, wherein Ar11 and Ar12 in the formula (100) are independently a substituted or unsubstituted fused ring group including 8 to 50 ring carbon atoms.

### Claim 29 (depends on 28)

The organic electroluminescence device according to claim 28, wherein Ar12 in the formula (100) is a substituted or unsubstituted fused ring group including 8 to 50 ring atoms, and Ar11 in the formula (100) is an unsubstituted naphthyl group.

### Claim 30 (depends on 1)

The organic electroluminescence device according to claim 1, wherein one of Ar11 and Ar12 in the formula (100) is a substituted or unsubstituted monocyclic group including 5 to 50 ring atoms, and the other of Ar11 and Ar12 in the formula (100) is a substituted or unsubstituted fused ring group including 8 to 50 ring atoms.

### Claim 31 (depends on 30)

The organic electroluminescence device according to claim 30, wherein Ar12 in the formula (100) is a naphthyl group, a phenanthryl group, a benzanthryl group, a fluorenyl group, or a dibenzofuranyl group, and Ar11 in the formula (100) is an unsubstituted phenyl group, or a phenyl group substituted with a monocyclic group or a fused ring group.

### Claim 32 (depends on 30)

The organic electroluminescence device according to claim 30, wherein Ar12 in the formula (100) is a substituted or unsubstituted dibenzofuranyl group or a substituted or unsubstituted naphthodibenzofuranyl group, and Ar11 in the formula (100) is an unsubstituted phenyl group, or a phenyl group substituted with a monocyclic group or a fused ring group.

### Claim 33 (depends on 30)

The organic electroluminescence device according to claim 30, wherein Ar12 in the formula (100) is a substituted or unsubstituted fused ring group including 8 to 50 ring atoms, and Ar11 in the formula (100) is an unsubstituted phenyl group.

### Claim 34 (depends on 1)

The organic electroluminescence device according to claim 1, wherein Ar11 and Ar12 in the formula (100) are independently a substituted or unsubstituted monocyclic group including 5 to 50 ring atoms.

### Claim 35 (depends on 34)

The organic electroluminescence device according to claim 34, wherein Ar11 and Ar12 in the formula (100) are independently a substituted or unsubstituted phenyl group.

### Claim 36 (depends on 35)

The organic electroluminescence device according to claim 35, wherein Ar11 in the formula (100) is an unsubstituted phenyl group, and Ar12 in the formula (100) is a phenyl group substituted with a monocyclic group or a fused ring group.

### Claim 37 (depends on 35)

The organic electroluminescence device according to claim 35, wherein Ar11 and Ar12 in the formula (100) are independently a phenyl group substituted with a monocyclic group or a fused ring group.

### Claim 38 (depends on 1)

An electronic apparatus comprising the organic electroluminescence device according to claim 1.

### Claim 39 (depends on 1)

The organic electroluminescence device according claim 1, the compound of the formula (1) being of a formula (4),
wherein z, Rb3 and Rb4 are the same as defined for the formula (1), and Rc2 to Rc5 and Rc7 to Rc10 are independently a hydrogen atom, a halogen atom,
a cyano group, a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, a substituted or unsubstituted alkylsilyl group including 1 to 45 carbon atoms, a substituted or unsubstituted arylsilyl group including 6 to 50 carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 15 carbon atoms,
a substituted or unsubstituted aryloxy group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted alkylthio group including 1 to 15 carbon atoms,
a substituted or unsubstituted arylthio group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted arylamino group including 6 to 30 ring carbon atoms, a substituted or unsubstituted aryl group including 6 to 30 ring carbon atoms, or
a substituted or unsubstituted heteroaryl group including 3 to 30 ring atoms,
the benzene ring-containing group to which Rb1 is bonded is represented by a formula (10), and the benzene ring-containing group to which Rb2 is bonded is represented by a formula (11),
wherein Ar, Ra, Rb1, Rb2, and x are the same as defined for the formula (1).

### Claim 40 (depends on 1)

The organic electroluminescence device according claim 1, the compound of the formula (1) being of a formula (4),
wherein Rc2 to Rc5 and Rc7 to Rc10 are independently a hydrogen atom, a halogen atom,
a cyano group, a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, a substituted or unsubstituted alkylsilyl group including 1 to 45 carbon atoms, a substituted or unsubstituted arylsilyl group including 6 to 50 carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 15 carbon atoms,
a substituted or unsubstituted aryloxy group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted alkylthio group including 1 to 15 carbon atoms,
a substituted or unsubstituted arylthio group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted arylamino group including 6 to 30 ring carbon atoms, a substituted or unsubstituted aryl group including 6 to 30 ring carbon atoms, or
a substituted or unsubstituted heteroaryl group including 3 to 30 ring atoms,
the benzene ring-containing group to which Rb1 is bonded is represented by a formula (10), the benzene ring-containing group to which Rb2 is bonded is represented by a formula (11), the benzene ring-containing group to which Rb3 is bonded is represented by a formula (12), and the benzene ring-containing group to which Rb4 is bonded is represented by a formula (13),
wherein Ar, Ra, Rb1, Rb2, and x are the same as defined for the formula (1),
wherein Rb3 and Rb4 are the same as defined for the formula (1),
Rb3′ and Rb4′ are independently a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, and
z1 are independently an integer from 0 to 4.

### Claim 41 (depends on 1)

The organic electroluminescence device according claim 1, the compound of the formula (1) being of a formula (4),
wherein Rc2 to Rc5 and Rc7 to Rc10 are independently a hydrogen atom, a halogen atom,
a cyano group, a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, a substituted or unsubstituted alkylsilyl group including 1 to 45 carbon atoms, a substituted or unsubstituted arylsilyl group including 6 to 50 carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 15 carbon atoms,
a substituted or unsubstituted aryloxy group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted alkylthio group including 1 to 15 carbon atoms,
a substituted or unsubstituted arylthio group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted arylamino group including 6 to 30 ring carbon atoms, a substituted or unsubstituted aryl group including 6 to 30 ring carbon atoms, or
a substituted or unsubstituted heteroaryl group including 3 to 30 ring atoms,
the benzene ring-containing group to which Rb1 is bonded is represented by a formula (10), the benzene ring-containing group to which Rb2 is bonded is represented by a formula (11), the benzene ring-containing group to which Rb3 is bonded is represented by a formula (12), and the benzene ring-containing group to which Rb4 is bonded is represented by a formula (13),
wherein Ar, Rb1, Rb2, and x are the same as defined for the formula (1), and Ra are independently an unsubstituted alkyl group including 1 to 6 carbon atoms,
wherein Rb3 and Rb4 are the same as defined for the formula (1),
Rb3′ and Rb4′ are independently a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, and
z1 are independently an integer from 0 to 4.

### Claim 42 (depends on 1)

The organic electroluminescence device according claim 1, the compound of the formula (1) being of a formula (4),
wherein Rc2 to Rc5 and Rc7 to Rc10 are independently a hydrogen atom, a halogen atom,
a cyano group, a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, a substituted or unsubstituted alkylsilyl group including 1 to 45 carbon atoms, a substituted or unsubstituted arylsilyl group including 6 to 50 carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 15 carbon atoms,
a substituted or unsubstituted aryloxy group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted alkylthio group including 1 to 15 carbon atoms,
a substituted or unsubstituted arylthio group including 6 to 30 ring carbon atoms,
a substituted or unsubstituted arylamino group including 6 to 30 ring carbon atoms, a substituted or unsubstituted aryl group including 6 to 30 ring carbon atoms, or
a substituted or unsubstituted heteroaryl group including 3 to 30 ring atoms,
the benzene ring-containing group to which Rb1 is bonded is represented by a formula (10), the benzene ring-containing group to which Rb2 is bonded is represented by a formula (11), the benzene ring-containing group to which Rb3 is bonded is represented by a formula (12), and the benzene ring-containing group to which Rb4 is bonded is represented by a formula (13),
wherein Ar, and x are the same as defined for the formula (1),
Ra are independently an unsubstituted alkyl group including 1 to 6 carbon atoms, and
Rb1 and Rb2 are independently an unsubstituted phenyl group or an unsubstituted alkyl group including 1 to 15 carbon atoms,
wherein Rb3 and Rb4 are independently an unsubstituted phenyl group or an unsubstituted alkyl group including 1 to 15 carbon atoms,
Rb3′ and Rb4′ are independently a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, and
z1 are independently an integer from 0 to 4.

### Claim 43 (depends on 1)

The organic electroluminescence device according claim 1, the compound of the formula (1) being of a formula (4),
wherein Rc2 to Rc5 and Rc7 to Rc10 are independently a hydrogen atom,
the benzene ring-containing group to which Rb1 is bonded is represented by a formula (10), the benzene ring-containing group to which Rb2 is bonded is represented by a formula (11), the benzene ring-containing group to which Rb3 is bonded is represented by a formula (12), and the benzene ring-containing group to which Rb4 is bonded is represented by a formula (13),
wherein Ar, and x are the same as defined for the formula (1),
Ra are independently an unsubstituted alkyl group including 1 to 6 carbon atoms, and
Rb1 and Rb2 are independently an unsubstituted phenyl group or an unsubstituted alkyl group including 1 to 15 carbon atoms,
wherein Rb3 and Rb4 are independently an unsubstituted phenyl group or an unsubstituted alkyl group including 1 to 15 carbon atoms,
Rb3′ and Rb4′ are independently a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, and
z1 are independently an integer from 0 to 4.

### Claim 44 (depends on 1)

The organic electroluminescence device according claim 1, the compound of the formula (1) being of a formula (4),
wherein Rc2 to Rc5 and Rc7 to Rc10 are independently a hydrogen atom,
the benzene ring-containing group to which Rb1 is bonded is represented by a formula (10), the benzene ring-containing group to which Rb2 is bonded is represented by a formula (11), the benzene ring-containing group to which Rb3 is bonded is represented by a formula (12), and the benzene ring-containing group to which Rb4 is bonded is represented by a formula (13),
wherein Ar are the same as defined for the formula (1),
Ra are independently an unsubstituted alkyl group including 1 to 6 carbon atoms,
and x are 0,
wherein Rb3 and Rb4 are independently an unsubstituted phenyl group or an unsubstituted alkyl group including 1 to 15 carbon atoms,
Rb3′ and Rb4′ are independently a substituted or unsubstituted alkyl group including 1 to 15 carbon atoms, or a substituted or unsubstituted cycloalkyl group including 3 to 15 carbon atoms, and
z1 are 1.