Compound, organic electroluminescence element and electronic device

Abstract

A compound having at least one group represented by general formula (11) and including only one benz[de]anthracene derivative skeleton represented by general formula (1000) in the molecule. Ar1 is a substituted or unsubstituted aryl group including four or more rings, at least one of R10-R19 is a group represented by general formula (11), L1 is a substituted or unsubstituted arylene group having 6-15 ring-forming carbon atoms or a substituted or unsubstituted divalent heterocyclic group having 5-15 ring-forming atoms, and mx is 1, 2, or 3.

Description

[Technical Field]

[0001] The present invention relates to a compound, an organic electroluminescence element, and an electronic device. [Background technology]

[0002] Organic electroluminescent elements (hereinafter sometimes referred to as "organic EL elements") are used in full-color displays such as those for mobile phones and televisions. When a voltage is applied to an organic EL element, holes are injected from the anode into the light-emitting layer, and electrons are injected from the cathode into the light-emitting layer. The injected holes and electrons then recombine in the light-emitting layer to form excitons. At this time, according to the statistical laws of electron spin, singlet excitons are generated at a rate of 25% and triplet excitons at a rate of 75%. In order to improve the performance of organic EL elements, various studies have been conducted on compounds used in organic EL elements (see, for example, Patent Documents 1 to 4). Examples of the performance of organic EL elements include brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifespan. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] US Patent Application Publication No. 2015 / 270498 [Patent Document 2] US Patent Application Publication No. 2015 / 001479 [Patent Document 3] US Patent Application Publication No. 2015 / 069344 [Patent Document 4] US Patent Application Publication No. 2017 / 331051 Summary of the Invention [Problem to be solved by the invention]

[0004] An object of the present invention is to provide a compound capable of improving the performance of an organic EL device, an organic electroluminescent device containing the compound, and an electronic device equipped with the organic electroluminescent device. Another object of the present invention is to provide a compound that, when used in an anode-side light-emitting layer of an organic electroluminescent element having a plurality of stacked light-emitting layers, is expected to provide an element having a good balance between light-emitting efficiency and lifespan; an organic electroluminescent element containing the compound in an anode-side light-emitting layer of the plurality of light-emitting layers; and an electronic device equipped with the organic electroluminescent element. [Means for solving the problem]

[0005] According to one aspect of the present invention, there is provided a compound having at least one group represented by the following general formula (11) and containing only one benz[de]anthracene derivative skeleton represented by the following general formula (1000) in the molecule:

[0006] [ka]

[0007] (In the general formula (1000), X is an oxygen atom, a sulfur atom, or a C(R 2001 )(R 2002 ), or Si(R 2003 )(R 2004 ) and R 2001 ~R 2004 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 10 ~R 19 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 10 ~R 19 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or A group represented by the general formula (11), However, R 10 ~R 19 at least one of is a group represented by the general formula (11), When a plurality of groups represented by the general formula (11) are present, the plurality of groups represented by the general formula (11) are the same or different from each other, L1 is a substituted or unsubstituted arylene group having 6 to 15 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 15 ring atoms, mx is 1, 2 or 3; When two or more L1s are present, the two or more L1s are the same or different from each other, Ar1 is a substituted or unsubstituted aryl group containing four or more rings, When two or more Ar1's are present, the two or more Ar1's are the same or different from each other, In the general formula (11), * indicates a bonding position. In the compound represented by the general formula (1000), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are either identical or different.)

[0008] According to one aspect of the present invention, there is provided a compound having at least one group represented by the following general formula (110A) and containing only one benz[de]anthracene derivative skeleton represented by the following general formula (1000A) in the molecule:

[0009] [ka]

[0010] (In the general formula (1000A), X is an oxygen atom, a sulfur atom, or a C(R 2001 )(R 2002 ), or Si(R 2003 )(R 2004 ) and R 2001 ~R 2004 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 10 ~R 19 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 10 ~R 19 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by the general formula (110A), However, R 13 and R 18 at least one of the above is a group represented by general formula (110A), When a plurality of groups represented by the general formula (110A) are present, the plurality of groups represented by the general formula (110A) are the same or different from each other, L 100 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, mx is 1, 2 or 3; L 100 If there are two or more, there are two or more L 100are identical to or different from each other, Ar1 is a substituted or unsubstituted aryl group containing four or more rings, When two or more Ar1's are present, the two or more Ar1's are the same or different from each other, In the general formula (110A), * indicates a bonding position. In the compound represented by the general formula (1000A), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907are the same or different from each other, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are either identical or different.)

[0011] According to one aspect of the present invention, there is provided an organic electroluminescence device comprising an anode, a cathode, and organic layers disposed between the anode and the cathode, the organic layers including an emitting layer, and at least one layer of the organic layers including a compound according to one aspect of the present invention.

[0012] According to one aspect of the present invention, there is provided an organic electroluminescence device comprising an anode, a cathode, and an emitting layer disposed between the anode and the cathode, wherein the emitting layer includes a first emitting layer and a second emitting layer, and the first emitting layer contains a first compound, the first compound having at least one group represented by the following general formula (110) and being a compound represented by the following general formula (1000B):

[0013] [ka]

[0014] (In the general formula (1000B), X is an oxygen atom, a sulfur atom, or a C(R 2001 )(R 2002 ), or Si(R 2003 )(R 2004 ) and R 2001 ~R 2004 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 10 ~R 19 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 10 ~R 19 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or A group represented by the general formula (110), However, R 10 ~R 19 at least one of is a group represented by the general formula (110), When a plurality of groups represented by the general formula (110) are present, the plurality of groups represented by the general formula (110) are the same or different from each other, L 100 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, mx is 1, 2 or 3; L 100 If there are two or more, there are two or more L 100 are identical to or different from each other, Ar 100 teeth, a substituted or unsubstituted aryl group containing three or more rings, or a substituted or unsubstituted heterocyclic group containing two or more aromatic rings and one or more heterocyclic rings, Ar 100 does not contain an anthracene ring, Ar 100 If there are two or more, there are two or more Ar 100 are identical to or different from each other, In the general formula (110), * indicates a bonding position, In the first compound represented by the general formula (1000B), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are either identical or different.)

[0015] According to one aspect of the present invention, there is provided an electronic device equipped with the organic electroluminescence element according to one aspect of the present invention.

[0016] According to one aspect of the present invention, it is possible to provide a compound capable of improving the performance of an organic EL device, an organic electroluminescence device including the compound, and an electronic device equipped with the organic electroluminescence device. According to another embodiment of the present invention, a compound that is expected to provide an organic electroluminescence element having a plurality of stacked light-emitting layers on the anode side when used in the stacked light-emitting layer on the anode side of the element, and an organic electroluminescence element including the compound in the anode side light-emitting layer of the plurality of light-emitting layers, and an electronic device including the organic electroluminescence element can be provided. [Brief explanation of the drawings]

[0017] [Figure 1] 1 is a diagram showing a schematic configuration of an example of an organic electroluminescence element according to an embodiment of the present invention. DETAILED DESCRIPTION OF THE INVENTION

[0018] [Definition] In this specification, hydrogen atoms include isotopes with different numbers of neutrons, namely protium, deuterium, and tritium.

[0019] In this specification, in a chemical structural formula, a hydrogen atom, i.e., a protium atom, a deuterium atom, or a tritium atom is assumed to be bonded to a possible bonding position that is not explicitly marked with a symbol such as "R" or "D" representing a deuterium atom.

[0020] As used herein, the term "number of ring carbon atoms" refers to the number of carbon atoms among the atoms constituting the ring itself of a compound having a structure in which atoms are bonded in a ring (e.g., a monocyclic compound, a fused ring compound, a bridged compound, a carbocyclic compound, and a heterocyclic compound). When the ring is substituted with a substituent, the carbon atoms contained in the substituent are not included in the number of ring carbon atoms. The "number of ring carbon atoms" described below is the same unless otherwise specified. For example, a benzene ring has 6 ring carbon atoms, a naphthalene ring has 10 ring carbon atoms, a pyridine ring has 5 ring carbon atoms, and a furan ring has 4 ring carbon atoms. For example, a 9,9-diphenylfluorenyl group has 13 ring carbon atoms, and a 9,9'-spirobifluorenyl group has 25 ring carbon atoms. Furthermore, when a benzene ring is substituted with, for example, an alkyl group as a substituent, the number of carbon atoms of the alkyl group is not included in the number of ring carbon atoms of the benzene ring. Therefore, the number of ring carbon atoms of the benzene ring substituted with an alkyl group is 6. Furthermore, when a naphthalene ring is substituted with, for example, an alkyl group as a substituent, the number of carbon atoms of the alkyl group is not included in the number of ring carbon atoms of the naphthalene ring. Therefore, the number of ring carbon atoms of the naphthalene ring substituted with an alkyl group is 10.

[0021] In this specification, the number of ring atoms refers to the number of atoms constituting the ring itself of a compound (e.g., a monocyclic compound, a fused ring compound, a bridged compound, a carbocyclic compound, and a heterocyclic compound) having a structure in which atoms are bonded in a ring (e.g., a monocyclic ring, a fused ring, and a ring assembly). Atoms that do not constitute the ring (e.g., hydrogen atoms terminating the bonds of atoms constituting the ring) and atoms contained in the substituent when the ring is substituted with a substituent are not included in the number of ring atoms. The "number of ring atoms" described below is the same unless otherwise specified. For example, the number of ring atoms of a pyridine ring is 6, the number of ring atoms of a quinazoline ring is 10, and the number of ring atoms of a furan ring is 5. For example, the number of hydrogen atoms or atoms constituting a substituent bonded to the pyridine ring are not included in the number of pyridine ring atoms. Therefore, the number of ring atoms of a pyridine ring to which a hydrogen atom or a substituent is bonded is 6. Furthermore, for example, hydrogen atoms bonded to carbon atoms of the quinazoline ring or atoms constituting substituents are not included in the number of ring atoms of the quinazoline ring, so the number of ring atoms of a quinazoline ring to which a hydrogen atom or a substituent is bonded is 10.

[0022] In this specification, the "number of carbon atoms XX to YY" in the expression "substituted or unsubstituted ZZ group having carbon atoms XX to YY" refers to the number of carbon atoms when the ZZ group is unsubstituted, and does not include the number of carbon atoms of the substituent when the ZZ group is substituted. Here, "YY" is larger than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.

[0023] In this specification, the "number of atoms XX to YY" in the expression "a substituted or unsubstituted ZZ group having XX to YY atoms" refers to the number of atoms when the ZZ group is unsubstituted, and does not include the number of atoms of the substituent when the ZZ group is substituted. Here, "YY" is larger than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.

[0024] In this specification, an unsubstituted ZZ group refers to a case where a "substituted or unsubstituted ZZ group" is an "unsubstituted ZZ group", and a substituted ZZ group refers to a case where a "substituted or unsubstituted ZZ group" is a "substituted ZZ group". In this specification, "unsubstituted" in the context of a "substituted or unsubstituted ZZ group" means that a hydrogen atom in the ZZ group is not replaced with a substituent. The hydrogen atom in the "unsubstituted ZZ group" is a protist atom, a deuterium atom, or a tritium atom. In this specification, "substituted" in the context of "a substituted or unsubstituted ZZ group" means that one or more hydrogen atoms in the ZZ group are replaced with a substituent. Similarly, "substituted" in the context of "a BB group substituted with an AA group" means that one or more hydrogen atoms in the BB group are replaced with an AA group.

[0025] "Substituents described herein" The substituents described in this specification will be explained below.

[0026] The "unsubstituted aryl group" described in this specification has 6 to 50 ring carbon atoms, preferably 6 to 30 ring carbon atoms, and more preferably 6 to 18 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted heterocyclic group" described in this specification has 5 to 50 ring atoms, preferably 5 to 30 ring atoms, and more preferably 5 to 18 ring atoms, unless otherwise specified in this specification. The "unsubstituted alkyl group" described in this specification has 1 to 50 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 6 carbon atoms, unless otherwise specified in this specification. Unless otherwise specified in this specification, the "unsubstituted alkenyl group" described in this specification has 2 to 50 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 6 carbon atoms. Unless otherwise specified, the "unsubstituted alkynyl group" described in this specification has 2 to 50 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 6 carbon atoms. The "unsubstituted cycloalkyl group" described in this specification has 3 to 50 ring carbon atoms, preferably 3 to 20, and more preferably 3 to 6 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted arylene group" described in this specification has 6 to 50 ring carbon atoms, preferably 6 to 30 ring carbon atoms, and more preferably 6 to 18 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted divalent heterocyclic group" described in this specification has 5 to 50 ring atoms, preferably 5 to 30 ring atoms, and more preferably 5 to 18 ring atoms, unless otherwise specified in this specification. The "unsubstituted alkylene group" described in this specification has 1 to 50 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 6 carbon atoms, unless otherwise specified in this specification.

[0027] "Substituted or unsubstituted aryl group" Specific examples (specific example group G1) of the "substituted or unsubstituted aryl group" described in this specification include the following unsubstituted aryl group (specific example group G1A) and substituted aryl group (specific example group G1B). (Here, the term "unsubstituted aryl group" refers to the case where the "substituted or unsubstituted aryl group" is an "unsubstituted aryl group," and the term "substituted aryl group" refers to the case where the "substituted or unsubstituted aryl group" is a "substituted aryl group.") In this specification, the term "aryl group" simply refers to both an "unsubstituted aryl group" and a "substituted aryl group." A "substituted aryl group" refers to a group in which one or more hydrogen atoms of an "unsubstituted aryl group" are replaced with a substituent. Examples of the "substituted aryl group" include groups in which one or more hydrogen atoms of the "unsubstituted aryl group" are replaced with a substituent, and examples of the substituted aryl group in the specific example group G1A below. The examples of the "unsubstituted aryl group" and the examples of the "substituted aryl group" listed here are merely examples, and the "substituted aryl group" described in this specification also includes groups in which a hydrogen atom bonded to a carbon atom of the aryl group itself in the "substituted aryl group" in the specific example group G1B below is further replaced with a substituent, and groups in which a hydrogen atom of a substituent in the "substituted aryl group" in the specific example group G1B below is further replaced with a substituent.

[0028] Unsubstituted aryl groups (specific example group G1A): phenyl group, p-biphenyl group, m-biphenyl group, o-biphenyl group, p-terphenyl-4-yl group, p-terphenyl-3-yl group, p-terphenyl-2-yl group, m-terphenyl-4-yl group, m-terphenyl-3-yl group, m-terphenyl-2-yl group, o-terphenyl-4-yl group, o-terphenyl-3-yl group, o-terphenyl-2-yl group, 1-naphthyl group, 2-naphthyl group, anthryl group, benzanthryl group, phenanthryl group, benzophenanthryl group, phenalenyl group, pyrenyl group, chrysenyl group, benzochrysenyl group, a triphenylenyl group, benzotriphenylenyl group, tetracenyl group, pentacenyl groups, fluorenyl groups, 9,9'-spirobifluorenyl group, benzofluorenyl groups, dibenzofluorenyl groups, fluoranthenyl group, benzofluoranthenyl group, perylenyl groups, and A monovalent aryl group derived by removing one hydrogen atom from a ring structure represented by the following general formulae (TEMP-1) to (TEMP-15).

[0029] [ka]

[0030] [ka]

[0031] Substituted aryl groups (specific example group G1B): o-tolyl group, m-tolyl group, p-tolyl group, para-xylyl group, meta-xylyl group, ortho-xylyl group, para-isopropylphenyl group, meta-isopropylphenyl group, ortho-isopropylphenyl group, para-t-butylphenyl group, meta-t-butylphenyl group, ortho-t-butylphenyl group, 3,4,5-trimethylphenyl group, 9,9-dimethylfluorenyl group, 9,9-diphenylfluorenyl group, 9,9-bis(4-methylphenyl)fluorenyl group, 9,9-bis(4-isopropylphenyl)fluorenyl group, 9,9-bis(4-t-butylphenyl)fluorenyl group, cyanophenyl groups, triphenylsilylphenyl group, trimethylsilylphenyl group, phenylnaphthyl group, naphthylphenyl groups, and A group in which one or more hydrogen atoms of a monovalent group derived from a ring structure represented by any one of the general formulae (TEMP-1) to (TEMP-15) are replaced with a substituent.

[0032] "Substituted or unsubstituted heterocyclic group" The "heterocyclic group" described herein is a cyclic group containing at least one heteroatom among the ring-forming atoms. Specific examples of the heteroatom include a nitrogen atom, an oxygen atom, a sulfur atom, a silicon atom, a phosphorus atom, and a boron atom. The "heterocyclic groups" described herein are either monocyclic or fused ring groups. The "heterocyclic group" described herein may be an aromatic heterocyclic group or a non-aromatic heterocyclic group. Specific examples (specific example group G2) of the "substituted or unsubstituted heterocyclic group" described in this specification include the following unsubstituted heterocyclic group (specific example group G2A) and substituted heterocyclic group (specific example group G2B). (Here, the unsubstituted heterocyclic group refers to the case where the "substituted or unsubstituted heterocyclic group" is an "unsubstituted heterocyclic group," and the substituted heterocyclic group refers to the case where the "substituted or unsubstituted heterocyclic group" is a "substituted heterocyclic group.") In this specification, the term "heterocyclic group" simply includes both an "unsubstituted heterocyclic group" and a "substituted heterocyclic group." A "substituted heterocyclic group" refers to a group in which one or more hydrogen atoms of an "unsubstituted heterocyclic group" are replaced with a substituent. Specific examples of the "substituted heterocyclic group" include the groups in which a hydrogen atom of the "unsubstituted heterocyclic group" in the specific example group G2A below is replaced, and the examples of the substituted heterocyclic group in the specific example group G2B below are also included. The examples of the "unsubstituted heterocyclic group" and the "substituted heterocyclic group" listed here are merely examples, and the "substituted heterocyclic group" described in this specification also includes groups in which a hydrogen atom bonded to a ring-forming atom of the heterocyclic group itself in the "substituted heterocyclic group" in the specific example group G2B is further replaced with a substituent, and groups in which a hydrogen atom of a substituent in the "substituted heterocyclic group" in the specific example group G2B is further replaced with a substituent.

[0033] Specific example group G2A includes, for example, the following unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1), unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2), unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3), and monovalent heterocyclic groups derived by removing one hydrogen atom from ring structures represented by the following general formulae (TEMP-16) to (TEMP-33) (specific example group G2A4).

[0034] Specific example group G2B includes, for example, the following substituted heterocyclic groups containing a nitrogen atom (specific example group G2B1), substituted heterocyclic groups containing an oxygen atom (specific example group G2B2), substituted heterocyclic groups containing a sulfur atom (specific example group G2B3), and groups in which one or more hydrogen atoms of a monovalent heterocyclic group derived from a ring structure represented by the following general formulae (TEMP-16) to (TEMP-33) are replaced with a substituent (specific example group G2B4).

[0035] Unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1): pyrrolyl group, imidazolyl group, pyrazolyl group, a triazolyl group, tetrazolyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, a thiazolyl group, isothiazolyl group, a thiadiazolyl group, pyridyl group, pyridazinyl group, pyrimidinyl group, pyrazinyl group, a triazinyl group, Indolyl groups, isoindolyl groups, an indolizinyl group, a quinolidinyl group, quinolyl group, isoquinolyl group, cinnolyl group, phthalazinyl group, a quinazolinyl group, quinoxalinyl group, benzimidazolyl group, an indazolyl group, a phenanthrolinyl group, a phenanthridinyl group, acridinyl group, phenazinyl group, a carbazolyl group, a benzocarbazolyl group, morpholino group, phenoxazinyl group, a phenothiazinyl group, an azacarbazolyl group, and Diazacarbazolyl group.

[0036] Unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2): furyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, xanthenyl group, benzofuranyl group, isobenzofuranyl group, dibenzofuranyl group, naphthobenzofuranyl group, benzoxazolyl groups, benzoisoxazolyl group, phenoxazinyl group, morpholino group, a dinaphthofuranyl group, azadibenzofuranyl group, diazadibenzofuranyl group, an azanaphthobenzofuranyl group, and Diazanaphthobenzofuranyl group.

[0037] Unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3): a thienyl group, a thiazolyl group, isothiazolyl group, a thiadiazolyl group, Benzothiophenyl group (benzothienyl group), isobenzothiophenyl group (isobenzothienyl group), Dibenzothiophenyl group (dibenzothienyl group), naphthobenzothiophenyl group (naphthobenzothienyl group), benzothiazolyl group, benzoisothiazolyl group, a phenothiazinyl group, Dinaphthothiophenyl group (dinaphthothienyl group), Azadibenzothiophenyl group (azadibenzothienyl group), diazadibenzothiophenyl group (diazadibenzothienyl group), Azanaphthobenzothiophenyl group (azanaphthobenzothienyl group), and Diazanaphthobenzothiophenyl group (diazanaphthobenzothienyl group).

[0038] Monovalent heterocyclic groups derived by removing one hydrogen atom from the ring structures represented by the following general formulae (TEMP-16) to (TEMP-33) (specific example group G2A4):

[0039] [ka]

[0040] [ka]

[0041] In the general formulae (TEMP-16) to (TEMP-33), X A and Y A are each independently an oxygen atom, a sulfur atom, NH, or CH2. A and Y A At least one of is an oxygen atom, a sulfur atom, or NH. In the general formulae (TEMP-16) to (TEMP-33), X A and Y A When at least one of is NH or CH2, the monovalent heterocyclic group derived from the ring structure represented by the general formulae (TEMP-16) to (TEMP-33) includes a monovalent group obtained by removing one hydrogen atom from NH or CH2.

[0042] Substituted heterocyclic groups containing a nitrogen atom (specific example group G2B1): a (9-phenyl)carbazolyl group, a (9-biphenylyl)carbazolyl group, a (9-phenyl)phenylcarbazolyl group, a (9-naphthyl)carbazolyl group, diphenylcarbazol-9-yl group, phenylcarbazol-9-yl group, methylbenzimidazolyl group, ethylbenzimidazolyl group, phenyltriazinyl group, biphenylyltriazinyl group, diphenyltriazinyl group, phenylquinazolinyl group, and Biphenylylquinazolinyl group.

[0043] Substituted heterocyclic groups containing an oxygen atom (specific example group G2B2): phenyldibenzofuranyl group, methyldibenzofuranyl group, t-butyldibenzofuranyl group, and A monovalent residue of spiro[9H-xanthene-9,9'-[9H]fluorene].

[0044] Substituted heterocyclic groups containing sulfur atoms (specific example group G2B3): phenyldibenzothiophenyl group, methyldibenzothiophenyl group, t-butyldibenzothiophenyl group, and A monovalent residue of spiro[9H-thioxanthene-9,9'-[9H]fluorene].

[0045] Groups in which one or more hydrogen atoms of a monovalent heterocyclic group derived from a ring structure represented by the above general formulae (TEMP-16) to (TEMP-33) are replaced with a substituent (specific example group G2B4):

[0046] The "one or more hydrogen atoms of the monovalent heterocyclic group" refers to a hydrogen atom bonded to a ring-forming carbon atom of the monovalent heterocyclic group, A and Y A a hydrogen atom bonded to a nitrogen atom when at least one of A and Y Aor more hydrogen atoms selected from the hydrogen atoms of a methylene group when one of the groups is CH2.

[0047] "Substituted or unsubstituted alkyl groups" Specific examples (specific example group G3) of the "substituted or unsubstituted alkyl group" described herein include the following unsubstituted alkyl group (specific example group G3A) and substituted alkyl group (specific example group G3B). (Here, the unsubstituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is an "unsubstituted alkyl group," and the substituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is a "substituted alkyl group.") Hereinafter, when simply referring to an "alkyl group," both an "unsubstituted alkyl group" and a "substituted alkyl group" are included. The term "substituted alkyl group" refers to an "unsubstituted alkyl group" in which one or more hydrogen atoms have been replaced with a substituent. Specific examples of the "substituted alkyl group" include the following "unsubstituted alkyl group" (specific example group G3A) in which one or more hydrogen atoms have been replaced with a substituent, and the examples of the substituted alkyl group (specific example group G3B). In this specification, the alkyl group in the "unsubstituted alkyl group" refers to a chain-like alkyl group. Therefore, the "unsubstituted alkyl group" includes a linear "unsubstituted alkyl group" and a branched "unsubstituted alkyl group." Note that the examples of the "unsubstituted alkyl group" and the "substituted alkyl group" listed here are merely examples, and the "substituted alkyl group" described in this specification also includes a group in which a hydrogen atom of the alkyl group itself in the "substituted alkyl group" in specific example group G3B is further replaced with a substituent, and a group in which a hydrogen atom of a substituent in the "substituted alkyl group" in specific example group G3B is further replaced with a substituent.

[0048] Unsubstituted alkyl groups (specific example group G3A): methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, s-butyl group, and t-butyl group.

[0049] Substituted alkyl groups (specific example group G3B): heptafluoropropyl group (including isomers), pentafluoroethyl group, 2,2,2-trifluoroethyl group, and Trifluoromethyl group.

[0050] "Substituted or unsubstituted alkenyl group" Specific examples (specific example group G4) of the "substituted or unsubstituted alkenyl group" described herein include the following unsubstituted alkenyl group (specific example group G4A) and substituted alkenyl group (specific example group G4B). (Here, the term "unsubstituted alkenyl group" refers to the case where the "substituted or unsubstituted alkenyl group" is an "unsubstituted alkenyl group," and the term "substituted alkenyl group" refers to the case where the "substituted or unsubstituted alkenyl group" is a "substituted alkenyl group.") In this specification, the term "alkenyl group" simply includes both an "unsubstituted alkenyl group" and a "substituted alkenyl group." A "substituted alkenyl group" refers to an "unsubstituted alkenyl group" in which one or more hydrogen atoms have been replaced with a substituent. Specific examples of the "substituted alkenyl group" include the following "unsubstituted alkenyl groups" (specific example group G4A) having a substituent, and the examples of substituted alkenyl groups (specific example group G4B). The examples of "unsubstituted alkenyl groups" and "substituted alkenyl groups" listed here are merely examples, and the "substituted alkenyl group" described in this specification also includes groups in the "substituted alkenyl groups" of specific example group G4B in which a hydrogen atom of the alkenyl group itself has been further replaced with a substituent, and groups in the "substituted alkenyl groups" of specific example group G4B in which a hydrogen atom of a substituent has been further replaced with a substituent.

[0051] Unsubstituted alkenyl groups (specific example group G4A): vinyl groups, Allyl groups, a 1-butenyl group, 2-butenyl group, and 3-butenyl group.

[0052] Substituted alkenyl groups (specific example group G4B): 1,3-butadienyl group, 1-methylvinyl group, 1-methylallyl group, 1,1-dimethylallyl group, 2-methylallyl group, and 1,2-dimethylallyl group.

[0053] "Substituted or unsubstituted alkynyl group" Specific examples (specific example group G5) of the "substituted or unsubstituted alkynyl group" described in this specification include the following unsubstituted alkynyl groups (specific example group G5A). (Here, the unsubstituted alkynyl group refers to a case where the "substituted or unsubstituted alkynyl group" is an "unsubstituted alkynyl group.") Hereinafter, when simply referring to an "alkynyl group," it includes both an "unsubstituted alkynyl group" and a "substituted alkynyl group." A "substituted alkynyl group" means a group in which one or more hydrogen atoms in an "unsubstituted alkynyl group" are replaced with substituents. Specific examples of the "substituted alkynyl group" include groups in which one or more hydrogen atoms in the following "unsubstituted alkynyl group" (specific example group G5A) are replaced with substituents, etc.

[0054] Unsubstituted alkynyl groups (specific example group G5A): Ethynyl group.

[0055] "Substituted or unsubstituted cycloalkyl groups" Specific examples (specific example group G6) of the "substituted or unsubstituted cycloalkyl group" described herein include the following unsubstituted cycloalkyl group (specific example group G6A) and substituted cycloalkyl group (specific example group G6B). (Here, the unsubstituted cycloalkyl group refers to the case where the "substituted or unsubstituted cycloalkyl group" is an "unsubstituted cycloalkyl group," and the substituted cycloalkyl group refers to the case where the "substituted or unsubstituted cycloalkyl group" is a "substituted cycloalkyl group.") In this specification, when the term "cycloalkyl group" is simply used, it includes both an "unsubstituted cycloalkyl group" and a "substituted cycloalkyl group." A "substituted cycloalkyl group" refers to an "unsubstituted cycloalkyl group" in which one or more hydrogen atoms have been replaced with a substituent. Specific examples of the "substituted cycloalkyl group" include the following "unsubstituted cycloalkyl group" (specific example group G6A) in which one or more hydrogen atoms have been replaced with a substituent, and the examples of the substituted cycloalkyl group (specific example group G6B). The examples of "unsubstituted cycloalkyl groups" and "substituted cycloalkyl groups" listed here are merely examples, and the "substituted cycloalkyl group" described in this specification also includes a group in the "substituted cycloalkyl group" of specific example group G6B in which one or more hydrogen atoms bonded to a carbon atom of the cycloalkyl group itself have been replaced with a substituent, and a group in the "substituted cycloalkyl group" of specific example group G6B in which a hydrogen atom of a substituent has been further replaced with a substituent.

[0056] Unsubstituted cycloalkyl groups (specific example group G6A): a cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, 1-adamantyl group, 2-adamantyl group, 1-norbornyl group, and 2-norbornyl group.

[0057] Substituted cycloalkyl groups (specific example group G6B): 4-methylcyclohexyl group.

[0058] -Si(R 901 )(R 902 )(R 903 ) a group represented by -Si(R) 901 )(R 902 )(R 903 Specific examples (specific example group G7) of the group represented by -Si(G1)(G1)(G1), -Si(G1)(G2)(G2), -Si(G1)(G1)(G2), -Si(G2)(G2)(G2), -Si(G3)(G3)(G3), and -Si(G6)(G6)(G6) Here, G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in the specific example group G6. The multiple G1s in -Si(G1)(G1)(G1) are the same as or different from each other. The multiple G2s in -Si(G1)(G2)(G2) are the same as or different from each other. The multiple G1s in —Si(G1)(G1)(G2) are the same as or different from each other. The multiple G2s in -Si(G2)(G2)(G2) are the same as or different from each other. The multiple G3s in -Si(G3)(G3)(G3) are the same as or different from each other. The multiple G6s in -Si(G6)(G6)(G6) may be the same as or different from each other.

[0059] -O-(R 904 ) a group represented by -O-(R904 Specific examples (specific example group G8) of the group represented by -O(G1), -O(G2), -O(G3), and -O(G6) Examples include: where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in the specific example group G6.

[0060] -S-(R 905 ) a group represented by -S-(R 905 Specific examples (specific example group G9) of the group represented by -S(G1), -S(G2), -S(G3), and -S(G6) Examples include: where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in the specific example group G6.

[0061] -N(R 906 )(R 907 ) a group represented by -N(R 906 )(R 907 Specific examples (specific example group G10) of the group represented by -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(G6)(G6). where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in the specific example group G6. -The multiple G1s in N(G1)(G1) are the same as or different from each other. The multiple G2's in -N(G2)(G2) are the same as or different from each other. -The multiple G3s in N(G3)(G3) are the same as or different from each other. The multiple G6s in -N(G6)(G6) are the same as or different from each other.

[0062] "Halogen atoms" Specific examples (specific example group G11) of the "halogen atom" described in this specification include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0063] "Substituted or unsubstituted fluoroalkyl groups" The term "substituted or unsubstituted fluoroalkyl group" as used herein refers to a group in which at least one hydrogen atom bonded to a carbon atom constituting the alkyl group in a "substituted or unsubstituted alkyl group" is replaced with a fluorine atom, and also includes a group in which all hydrogen atoms bonded to carbon atoms constituting the alkyl group in a "substituted or unsubstituted alkyl group" are replaced with fluorine atoms (perfluoro group). Unless otherwise specified herein, the number of carbon atoms in an "unsubstituted fluoroalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18. The term "substituted fluoroalkyl group" refers to a group in which one or more hydrogen atoms of a "fluoroalkyl group" are replaced with a substituent. The term "substituted fluoroalkyl group" as used herein also includes a group in which one or more hydrogen atoms bonded to a carbon atom of the alkyl chain in a "substituted fluoroalkyl group" are further replaced with a substituent, and a group in which one or more hydrogen atoms of the substituent in a "substituted fluoroalkyl group" are further replaced with a substituent. Specific examples of the "unsubstituted fluoroalkyl group" include the examples of the above-mentioned "alkyl group" (specific example group G3) in which one or more hydrogen atoms are replaced with a fluorine atom.

[0064] "Substituted or unsubstituted haloalkyl groups" The term "substituted or unsubstituted haloalkyl group" as used herein refers to a group in which at least one hydrogen atom bonded to a carbon atom constituting the alkyl group in a "substituted or unsubstituted alkyl group" is replaced with a halogen atom, and also includes a group in which all hydrogen atoms bonded to carbon atoms constituting the alkyl group in a "substituted or unsubstituted alkyl group" are replaced with halogen atoms. The number of carbon atoms in an "unsubstituted haloalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein. The term "substituted haloalkyl group" refers to a group in which one or more hydrogen atoms in a "haloalkyl group" are replaced with a substituent. The term "substituted haloalkyl group" as used herein also includes a group in which one or more hydrogen atoms bonded to a carbon atom in the alkyl chain in a "substituted haloalkyl group" are further replaced with a substituent, and a group in which one or more hydrogen atoms of the substituent in a "substituted haloalkyl group" are further replaced with a substituent. Specific examples of "unsubstituted haloalkyl groups" include the examples of the above-mentioned "alkyl groups" (specific example group G3) in which one or more hydrogen atoms are replaced with halogen atoms. Haloalkyl groups are sometimes referred to as halogenated alkyl groups.

[0065] "Substituted or unsubstituted alkoxy group" A specific example of the "substituted or unsubstituted alkoxy group" described herein is a group represented by -O(G3), where G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. Unless otherwise specified herein, the "unsubstituted alkoxy group" has 1 to 50 carbon atoms, preferably 1 to 30 carbon atoms, and more preferably 1 to 18 carbon atoms.

[0066] "Substituted or unsubstituted alkylthio group" A specific example of the "substituted or unsubstituted alkylthio group" described herein is a group represented by -S(G3), where G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. Unless otherwise specified herein, the "unsubstituted alkylthio group" has 1 to 50 carbon atoms, preferably 1 to 30 carbon atoms, and more preferably 1 to 18 carbon atoms.

[0067] "Substituted or unsubstituted aryloxy group" A specific example of the "substituted or unsubstituted aryloxy group" described in this specification is a group represented by -O(G1), where G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. The number of ring carbon atoms of the "unsubstituted aryloxy group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

[0068] "Substituted or unsubstituted arylthio group" A specific example of the "substituted or unsubstituted arylthio group" described in this specification is a group represented by -S(G1), where G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. The number of ring carbon atoms of the "unsubstituted arylthio group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

[0069] "Substituted or unsubstituted trialkylsilyl group" A specific example of the "trialkylsilyl group" described herein is a group represented by -Si(G3)(G3)(G3), where G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. The multiple G3s in -Si(G3)(G3)(G3) may be the same or different. Unless otherwise specified herein, the number of carbon atoms in each alkyl group of the "trialkylsilyl group" is 1 to 50, preferably 1 to 20, and more preferably 1 to 6.

[0070] "Substituted or unsubstituted aralkyl group" A specific example of the "substituted or unsubstituted aralkyl group" described herein is a group represented by -(G3)-(G1), where G3 is a "substituted or unsubstituted alkyl group" described in the specific example group G3, and G1 is a "substituted or unsubstituted aryl group" described in the specific example group G1. Thus, an "aralkyl group" is a group in which a hydrogen atom of an "alkyl group" is replaced with an "aryl group" as a substituent, and is one embodiment of a "substituted alkyl group." An "unsubstituted aralkyl group" is an "unsubstituted alkyl group" substituted with an "unsubstituted aryl group," and the number of carbon atoms in the "unsubstituted aralkyl group" is 7 to 50, preferably 7 to 30, and more preferably 7 to 18, unless otherwise specified herein. Specific examples of "substituted or unsubstituted aralkyl groups" include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl-t-butyl, α-naphthylmethyl, 1-α-naphthylethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthylethyl, 2-β-naphthylethyl, 1-β-naphthylisopropyl, and 2-β-naphthylisopropyl groups.

[0071] Unless otherwise specified in the present specification, the substituted or unsubstituted aryl group described in the present specification is preferably a phenyl group, a p-biphenyl group, an m-biphenyl group, an o-biphenyl group, a p-terphenyl-4-yl group, a p-terphenyl-3-yl group, a p-terphenyl-2-yl group, an m-terphenyl-4-yl group, an m-terphenyl-3-yl group, an m-terphenyl-2-yl group, an o-terphenyl-4-yl group, an o-terphenyl-3-yl group, an o-terphenyl-2-yl group, a 1-naphthyl group, a 2-naphthyl group, an anthryl group, a phenanthryl group, a pyrenyl group, a chrysenyl group, a triphenylenyl group, a fluorenyl group, a 9,9'-spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, or the like.

[0072] Unless otherwise specified in the present specification, the substituted or unsubstituted heterocyclic group described herein is preferably a pyridyl group, a pyrimidinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinazolinyl group, a benzimidazolyl group, a phenanthrolinyl group, a carbazolyl group (a 1-carbazolyl group, a 2-carbazolyl group, a 3-carbazolyl group, a 4-carbazolyl group, or a 9-carbazolyl group), a benzocarbazolyl group, an azacarbazolyl group, a diazacarbazolyl group, a dibenzofuranyl group, a naphthobenzofuranyl group, an azadibenzofuranyl group, a diazadibenzofuranyl group, a dibenzothiophenyl group, a naphthobenzothiophenyl group, an aza Examples include a dibenzothiophenyl group, a diazadibenzothiophenyl group, a (9-phenyl)carbazolyl group (a (9-phenyl)carbazol-1-yl group, a (9-phenyl)carbazol-2-yl group, a (9-phenyl)carbazol-3-yl group, or a (9-phenyl)carbazol-4-yl group), a (9-biphenylyl)carbazolyl group, a (9-phenyl)phenylcarbazolyl group, a diphenylcarbazol-9-yl group, a phenylcarbazol-9-yl group, a phenyltriazinyl group, a biphenylyltriazinyl group, a diphenyltriazinyl group, a phenyldibenzofuranyl group, and a phenyldibenzothiophenyl group.

[0073] In this specification, a carbazolyl group is specifically any of the following groups, unless otherwise specified in this specification.

[0074] [ka]

[0075] In this specification, unless otherwise specified in this specification, a (9-phenyl)carbazolyl group specifically means any of the following groups:

[0076] [ka]

[0077] In the general formulae (TEMP-Cz1) to (TEMP-Cz9), * represents a bonding position.

[0078] In this specification, a dibenzofuranyl group and a dibenzothiophenyl group are specifically any of the following groups, unless otherwise specified in this specification.

[0079] [ka]

[0080] In the general formulae (TEMP-34) to (TEMP-41), * represents a bonding position.

[0081] Unless otherwise specified herein, the substituted or unsubstituted alkyl groups described herein are preferably methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, t-butyl, and the like.

[0082] "Substituted or unsubstituted arylene group" Unless otherwise specified, the "substituted or unsubstituted arylene group" described in this specification is a divalent group derived by removing one hydrogen atom on the aryl ring from the above-mentioned "substituted or unsubstituted aryl group". Specific examples of the "substituted or unsubstituted arylene group" (specific example group G12) include divalent groups derived by removing one hydrogen atom on the aryl ring from the "substituted or unsubstituted aryl group" described in specific example group G1.

[0083] "Substituted or unsubstituted divalent heterocyclic group" Unless otherwise specified, the "substituted or unsubstituted divalent heterocyclic group" described in this specification is a divalent group derived by removing one hydrogen atom on the heterocycle from the above-mentioned "substituted or unsubstituted heterocyclic group". Specific examples (specific example group G13) of the "substituted or unsubstituted divalent heterocyclic group" include divalent groups derived by removing one hydrogen atom on the heterocycle from the "substituted or unsubstituted heterocyclic group" described in specific example group G2.

[0084] "Substituted or unsubstituted alkylene group" Unless otherwise specified, the "substituted or unsubstituted alkylene group" described in this specification is a divalent group derived by removing one hydrogen atom on the alkyl chain from the above-mentioned "substituted or unsubstituted alkyl group." Specific examples of the "substituted or unsubstituted alkylene group" (specific example group G14) include divalent groups derived by removing one hydrogen atom on the alkyl chain from the "substituted or unsubstituted alkyl group" described in specific example group G3.

[0085] Unless otherwise specified in the present specification, the substituted or unsubstituted arylene group described in the present specification is preferably any one of the groups represented by the following general formulae (TEMP-42) to (TEMP-68).

[0086] [ka]

[0087] [ka]

[0088] In the general formulae (TEMP-42) to (TEMP-52), Q1 to Q 10 are each independently a hydrogen atom or a substituent. In the general formulae (TEMP-42) to (TEMP-52), * represents a bonding position.

[0089] [ka]

[0090] In the general formulae (TEMP-53) to (TEMP-62), Q1 to Q 10 are each independently a hydrogen atom or a substituent. Equations Q9 and Q 10 may be bonded to each other via a single bond to form a ring. In the general formulae (TEMP-53) to (TEMP-62), * represents a bonding position.

[0091] [ka]

[0092] In the general formulae (TEMP-63) to (TEMP-68), Q1 to Q8 each independently represent a hydrogen atom or a substituent. In the general formulae (TEMP-63) to (TEMP-68), * represents a bonding position.

[0093] Unless otherwise specified in the present specification, the substituted or unsubstituted divalent heterocyclic group described in the present specification is preferably any one of the groups represented by the following general formulae (TEMP-69) to (TEMP-102).

[0094] [ka]

[0095] [ka]

[0096] [ka]

[0097] In the general formulae (TEMP-69) to (TEMP-82), Q1 to Q9 each independently represent a hydrogen atom or a substituent.

[0098] [ka]

[0099] [ka]

[0100] [ka]

[0101] [ka]

[0102] In the general formulae (TEMP-83) to (TEMP-102), Q1 to Q8 each independently represent a hydrogen atom or a substituent.

[0103] The above is the explanation of "substituents described in this specification."

[0104] - "When bonded to form a ring" In this specification, the phrase "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted monocycle, bond with each other to form a substituted or unsubstituted fused ring, or are not bonded to each other" means the case where "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted monocycle", the case where "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted fused ring", or the case where "one or more pairs of adjacent groups do not bond with each other". In this specification, the cases where "one or more groups of two or more adjacent groups bond to each other to form a substituted or unsubstituted monocyclic ring" and "one or more groups of two or more adjacent groups bond to each other to form a substituted or unsubstituted fused ring" (hereinafter, these cases may be collectively referred to as "a case where they bond to form a ring") will be explained below. The case of an anthracene compound represented by the following general formula (TEMP-103), in which the main skeleton is an anthracene ring, will be explained as an example.

[0105] [ka]

[0106] For example, R921 ~R 930 In the case where "one or more pairs of adjacent two or more groups are bonded to each other to form a ring," one pair of adjacent two groups is R 921 and R 922 Paired with R 922 and R 923 Paired with R 923 and R 924 Paired with R 924 and R 930 Paired with R 930 and R 925 Paired with R 925 and R 926 Paired with R 926 and R 927 Paired with R 927 and R 928 Paired with R 928 and R 929 Pairs with and R 929 and R 921 It is paired with.

[0107] The above "one or more pairs" means that two or more pairs of adjacent two or more groups may simultaneously form a ring. For example, R 921 and R 922 and are bonded to each other to form ring Q A At the same time, R 925 and R 926 and are bonded to each other to form ring Q B When the anthracene compound represented by the general formula (TEMP-103) is formed, the anthracene compound represented by the general formula (TEMP-104) is represented by the following general formula (TEMP-104).

[0108] [ka]

[0109] When a "set of two or more adjacent units" forms a ring, it does not only mean that a set of two adjacent units is bonded, as in the previous example, but also that a set of three or more adjacent units is bonded. For example, R 921 and R 922 and are bonded to each other to form ring Q A and R 922 and R923 and are bonded to each other to form ring Q C and form three adjacent (R 921 , R 922 and R 923 In this case, the anthracene compound represented by the general formula (TEMP-103) is represented by the following general formula (TEMP-105): A and Ring Q C is R 922 Share.

[0110] [ka]

[0111] The "monocyclic ring" or "fused ring" formed may be a saturated ring or an unsaturated ring as the structure of only the ring formed. Even when "one pair of adjacent two" forms a "monocyclic ring" or a "fused ring", the "monocyclic ring" or the "fused ring" may form a saturated ring or an unsaturated ring. For example, in the case of the ring Q formed in the general formula (TEMP-104), A and Ring Q B are "monocyclic rings" or "fused rings", respectively. A , and ring Q C is a "fused ring". A and Tamaki Q C That is, Tamaki Q A and Tamaki Q C The ring Q in the general formula (TMEP-104) is fused to form a fused ring. A If is a benzene ring, then ring Q A The ring Q in the general formula (TMEP-104) is a monocyclic ring. A If is a naphthalene ring, then ring Q A is a fused ring.

[0112] The term "unsaturated ring" refers to an aromatic hydrocarbon ring or an aromatic heterocyclic ring. The term "saturated ring" refers to an aliphatic hydrocarbon ring or a non-aromatic heterocyclic ring. Specific examples of the aromatic hydrocarbon ring include structures in which the groups given as specific examples in the specific example group G1 are terminated with a hydrogen atom. Specific examples of the aromatic heterocycle include structures in which the aromatic heterocyclic groups exemplified as specific examples in the specific example group G2 are terminated with a hydrogen atom. Specific examples of the aliphatic hydrocarbon ring include structures in which the groups given as specific examples in the specific example group G6 are terminated with a hydrogen atom. The term "forming a ring" means that a ring is formed only with a plurality of atoms of the main skeleton, or with a plurality of atoms of the main skeleton and one or more optional elements. For example, R 921 and R 922 and are bonded to form a ring Q A is R 921 The carbon atom of the anthracene skeleton to which R is bonded 922 It means a ring formed by the carbon atom of the anthracene skeleton to which R is bonded and one or more arbitrary elements. 921 and R 922 Todekan Q A In the case where R 921 The carbon atom of the anthracene skeleton to which R is bonded 922 When a monocyclic unsaturated ring is formed with the carbon atom of the anthracene skeleton to which R is bonded and four carbon atoms, 921 and R 922 The ring formed by

[0113] Here, unless otherwise specified in this specification, the "arbitrary element" is preferably at least one element selected from the group consisting of carbon, nitrogen, oxygen, and sulfur. In the arbitrary element (for example, in the case of carbon or nitrogen), the bond that does not form a ring may be terminated with a hydrogen atom or the like, or may be substituted with an "arbitrary substituent" described below. When an arbitrary element other than carbon is included, the formed ring is a heterocycle. Unless otherwise specified in this specification, the "one or more arbitrary elements" constituting the monocyclic or fused ring is preferably 2 or more and 15 or less, more preferably 3 or more and 12 or less, and even more preferably 3 or more and 5 or less. Unless otherwise specified in this specification, of the "monocyclic ring" and the "fused ring", the "monocyclic ring" is preferred. Unless otherwise specified in this specification, of the "saturated ring" and the "unsaturated ring", the "unsaturated ring" is preferred. Unless otherwise specified herein, a "monocyclic ring" is preferably a benzene ring. Unless otherwise specified herein, the "unsaturated ring" is preferably a benzene ring. When "one or more pairs of adjacent two or more groups" "combine with each other to form a substituted or unsubstituted monocyclic ring" or "combine with each other to form a substituted or unsubstituted fused ring," unless otherwise specified in this specification, preferably, one or more pairs of adjacent two or more groups combine with each other to form a substituted or unsubstituted "unsaturated ring" consisting of a plurality of atoms of the parent skeleton and at least one element selected from the group consisting of 1 to 15 carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms.

[0114] When the above-mentioned "monocyclic ring" or "fused ring" has a substituent, the substituent is, for example, the "optional substituent" described later. When the above-mentioned "monocyclic ring" or "fused ring" has a substituent, specific examples of the substituent are the substituents described in the above section "Substituents described in this specification." When the above-mentioned "saturated ring" or "unsaturated ring" has a substituent, the substituent is, for example, the "optional substituent" described below. When the above-mentioned "monocyclic ring" or "fused ring" has a substituent, specific examples of the substituent are the substituents described in the above section "Substituents described in this specification." The above is an explanation of the case where "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted monocyclic ring" and the case where "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted fused ring" ("when bonded to form a ring").

[0115] Substituents in "substituted or unsubstituted" In one embodiment of the present specification, the substituent in the case of "substituted or unsubstituted" (sometimes referred to as "optional substituent" in the present specification) includes, for example, an unsubstituted alkyl group having 1 to 50 carbon atoms; an unsubstituted alkenyl group having 2 to 50 carbon atoms; an unsubstituted alkynyl group having 2 to 50 carbon atoms, an unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms; -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, an unsubstituted aryl group having 6 to 50 ring carbon atoms, and Unsubstituted heterocyclic group having 5 to 50 ring atoms and the like, a group selected from the group consisting of where R 901 ~R 907 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. R 901 If there are two or more, there are two or more R 901 are identical to or different from each other, R 902 If there are two or more, there are two or more R 902 are identical to or different from each other, R903 If there are two or more, there are two or more R 903 are identical to or different from each other, R 904 If there are two or more, there are two or more R 904 are identical to or different from each other, R 905 If there are two or more, there are two or more R 905 are identical to or different from each other, R 906 If there are two or more, there are two or more R 906 are identical to or different from each other, R 907 If there are two or more, there are two or more R 907 are the same or different from each other.

[0116] In one embodiment, the substituents in the "substituted or unsubstituted" are: an alkyl group having 1 to 50 carbon atoms; an aryl group having 6 to 50 ring carbon atoms, and Heterocyclic groups with 5 to 50 ring atoms is a group selected from the group consisting of:

[0117] In one embodiment, the substituents in the "substituted or unsubstituted" are: an alkyl group having 1 to 18 carbon atoms; an aryl group having 6 to 18 ring carbon atoms, and Heterocyclic groups with 5 to 18 ring atoms is a group selected from the group consisting of:

[0118] Specific examples of each group of the above optional substituents are the specific examples of the substituents described above in the section "Substituents described in this specification."

[0119] Unless otherwise specified in this specification, any adjacent substituents may be bonded to each other to form a "saturated ring" or an "unsaturated ring", preferably a substituted or unsubstituted saturated 5-membered ring, a substituted or unsubstituted saturated 6-membered ring, a substituted or unsubstituted unsaturated 5-membered ring, or a substituted or unsubstituted unsaturated 6-membered ring, more preferably a benzene ring. Unless otherwise specified in this specification, any optional substituent may further have a substituent. The substituent that the optional substituent further has is the same as the optional substituent described above.

[0120] In this specification, a numerical range expressed using "AA to BB" means a range that includes the number AA written before "AA to BB" as the lower limit and the number BB written after "AA to BB" as the upper limit.

[0121] First Embodiment (compound) The compound according to this embodiment has at least one group represented by the following general formula (110) and is a compound represented by the following general formula (1000B).

[0122] [ka]

[0123] (In the general formula (1000B), X is an oxygen atom, a sulfur atom, or a C(R 2001 )(R 2002 ), or Si(R 2003 )(R 2004 ) and R 10 ~R 19 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring10 ~R 19 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or A group represented by the general formula (110), However, R 10 ~R 19 at least one of is a group represented by the general formula (110), When a plurality of groups represented by the general formula (110) are present, the plurality of groups represented by the general formula (110) are the same or different from each other, L 100 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, mx is 1, 2 or 3; L 100 If there are two or more, there are two or more L 100 are identical to or different from each other, Ar 100 teeth, a substituted or unsubstituted aryl group containing three or more rings, or a substituted or unsubstituted heterocyclic group containing two or more aromatic rings and one or more heterocyclic rings, Ar 100 does not contain an anthracene ring, Ar 100 If there are two or more, there are two or more Ar 100 are identical to or different from each other, In the general formula (110), * indicates the bonding position.

[0124] The compound represented by the general formula (1000B) has at least one group represented by the general formula (110) and is preferably a compound represented by the following general formula (100).

[0125] [ka]

[0126] (In the general formula (100), R 10 ~R 19 are each independently R in the general formula (1000B). 10 ~R 19 is synonymous with R 10 ~R 19 Any pair of two or more adjacent Ar 100 , L 100 and mx are Ar in the general formula (110), respectively. 100 , L 100 and mx.)

[0127] The LUMO (Lowest Unoccupied Molecular Orbital) of a compound in which a cyano group is directly bonded to a benzoxanthene ring (referred to as a cyano-substituted benzoxanthene compound) is lower than that of a compound in which a cyano group is not bonded to the benzoxanthene ring. When a cyano-substituted benzoxanthene compound is used as a host material in an emissive layer, damage to the host material at the interface of the emissive layer on the hole-transport layer side may be significant, potentially shortening the life of the organic EL device. In particular, it is inappropriate to use a cyano-substituted benzoxanthene compound in the emissive layer on the hole-transport layer side of an organic EL device in which multiple emissive layers are stacked.

[0128] The compound according to this embodiment is also preferably represented by the following general formula (101) or (102).

[0129] [ka]

[0130] [ka]

[0131] (In the general formula (101) and the general formula (102), R 10 ~R 19 are each independently R in the general formula (1000B). 10 ~R 19 is synonymous with R 10 ~R 19 Any pair of two or more adjacent Ar 100 , L 100 and mx are Ar in the general formula (110), respectively. 100 , L 100 and mx.)

[0132] In the compound according to this embodiment, R 10 ~R 19are preferably each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0133] In the compound according to this embodiment, R 10 ~R 19 is preferably a hydrogen atom.

[0134] In the compound according to this embodiment, L 100 is preferably a single bond or an arylene group containing three or less substituted or unsubstituted benzene rings.

[0135] In the compound according to this embodiment, L 100 is preferably not a substituted or unsubstituted anthrylene group.

[0136] In the compound according to this embodiment, L 100 is also preferably a single bond.

[0137] In the compound according to this embodiment, -(L 100 ) mx It is also preferable that the group represented by - is a group represented by any one of the following general formulae (111) to (120).

[0138] [ka]

[0139] [ka]

[0140] (In the general formulae (111) to (120), * indicates a bonding position.)

[0141] -(L 100) mx The group represented by - is preferably a group represented by the general formula (111) or (112).

[0142] In the compound according to this embodiment, Ar 100 is preferably an aryl group in which four or more substituted or unsubstituted benzene rings are condensed.

[0143] In the compound according to this embodiment, Ar 100 is preferably an aryl group in which four substituted or unsubstituted benzene rings are condensed, or an aryl group in which five substituted or unsubstituted benzene rings are condensed.

[0144] In the compound according to this embodiment, Ar 100 is preferably a group represented by the following general formula (1100), (1200), (1300), (1400), (1500), (1600), (1700) or (1800).

[0145] [ka]

[0146] [ka]

[0147] [ka]

[0148] [ka]

[0149] (In the general formula (1100), R 111 ~R 120 One of them is a bond, In the general formula (1200), R 1201 ~R 1212 One of them is a bond, In the general formula (1300), R 1301 ~R 1314 One of them is a bond, In the general formula (1400), R 1401 ~R 1414 One of them is a bond, In the general formula (1500), R 1501 ~R 1514 One of them is a bond, In the general formula (1600), R 1601 ~R 1612 One of them is a bond, In the general formula (1700), R 1701 ~R 1710 One of them is a bond, In the general formula (1800), R 1801 ~R 1812 One of them is a bond, R is not a bond 111 ~R 120 , non-bond R 1201 ~R 1212 , non-bond R 1301 ~R 1314 , non-bond R 1401 ~R 1414 , non-bond R 1501 ~R 1514 , non-bond R 1601 ~R 1612 , non-bond R 1701 ~R 1710 , and non-bond R 1801 ~R 1812 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0150] The group represented by the general formula (1100) is R 111 is a bond, it is a group represented by the following general formula (1112), and R 120 is a bond, it is a group represented by the following general formula (1113), and R 119 When is a bond, it is a group represented by the following general formula (1114).

[0151] [ka]

[0152] (In the general formula (1112), the general formula (1113) and the general formula (1114), R 111 ~R 120 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, In the general formulae (1112) to (1114), * indicates a bonding position.

[0153] In the compound according to this embodiment, R 111 ~R 120 , non-bond R 1201 ~R 1212 , non-bond R 1301 ~R 1314 , non-bond R 1401 ~R 1414 , non-bond R 1501 ~R 1514 , non-bond R 1601 ~R 1612 , non-bond R 1701 ~R 1710 , and non-bond R 1801 ~R 1812 are preferably each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0154] In the compound according to this embodiment, R 111 ~R 120 , non-bond R 1201 ~R 1212 , non-bond R 1301 ~R 1314 , non-bond R 1401 ~R 1414 , non-bond R 1501 ~R 1514 , non-bond R 1601 ~R 1612 , non-bond R 1701 ~R 1710 , and non-bond R 1801 ~R 1812 is preferably a hydrogen atom.

[0155] In the compound according to this embodiment, Ar is a substituted or unsubstituted heterocyclic group containing two or more aromatic rings and one or more heterocyclic rings. 100 is also preferably, for example, a substituted or unsubstituted benzoxanthenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted naphthobenzofuranyl group, or a substituted or unsubstituted dibenzothienyl group.

[0156] The compound according to this embodiment preferably does not contain a cyano group in the molecule.

[0157] The compound according to this embodiment also preferably contains only one or two benzoxanthene rings in the molecule. The compound according to this embodiment also preferably contains only one benzoxanthene ring in the molecule.

[0158] The compound according to this embodiment is also preferably a compound having at least one group represented by the following general formula (11) and containing only one benz[de]anthracene derivative skeleton represented by the following general formula (1000) in the molecule.

[0159] [ka]

[0160] (In the general formula (1000), X is an oxygen atom, a sulfur atom, or a C(R 2001 )(R 2002 ), or Si(R 2003 )(R 2004 ) and R 10 ~R 19 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 10 ~R 19 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or A group represented by the general formula (11), However, R 10 ~R 19 at least one of is a group represented by the general formula (11), When a plurality of groups represented by the general formula (11) are present, the plurality of groups represented by the general formula (11) are the same or different from each other, L1 is a substituted or unsubstituted arylene group having 6 to 15 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 15 ring atoms, mx is 1, 2 or 3; When two or more L1s are present, the two or more L1s are the same or different from each other, Ar1 is a substituted or unsubstituted aryl group containing four or more rings, When two or more Ar1's are present, the two or more Ar1's are the same or different from each other, In the general formula (11), * indicates the bonding position.

[0161] The compound represented by the general formula (1000) preferably has at least one group represented by the general formula (11) and contains only one benzoxanthene ring represented by the following general formula (1) in the molecule.

[0162] [ka]

[0163] (In the general formula (1), R 10 ~R 19 are each independently R in the general formula (1000). 10 ~R 19 is synonymous with R 10 ~R 19Any pair of adjacent two or more of these is not bonded to each other, and Ar1, L1, and mx have the same meanings as Ar1, L1, and mx in the general formula (11), respectively.

[0164] The compound represented by the general formula (1) has L1, which is a substituted or unsubstituted arylene group having 6 to 15 ring carbon atoms or a substituted or unsubstituted divalent heterocyclic group having 5 to 15 ring atoms, between the benzoxanthene ring and Ar1, which is a substituted or unsubstituted aryl group having four or more rings. This prevents a decrease in hole mobility and also prevents a decrease in the luminous efficiency of an organic EL device.

[0165] The compound having at least one group represented by the general formula (11) and containing only one benzoxanthene ring represented by the general formula (1) in the molecule is preferably represented by the following general formula (121) or (122):

[0166] [ka]

[0167] [ka]

[0168] (In the general formula (121) and the general formula (122), R 10 ~R 19 are each independently R in the general formula (1). 10 ~R 19 and Ar1, L1, and mx have the same meanings as Ar1, L1, and mx in the general formula (11), respectively.

[0169] In the general formula (121), R 10 ~R 12 , R 14 ~R 19 is preferably not a group represented by the general formula (11). In the general formula (122), R 10 ~R17 , R 19 is preferably not a group represented by the general formula (11).

[0170] In the compound represented by the general formula (1), R 10 ~R 19 are preferably each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0171] In the compound represented by the general formula (1), R 10 ~R 19 is preferably a hydrogen atom.

[0172] In the compound represented by the general formula (1), L1 is preferably an arylene group containing three or less substituted or unsubstituted benzene rings.

[0173] In the compound represented by the general formula (1), L1 is preferably not a substituted or unsubstituted anthrylene group.

[0174] In the compound represented by the general formula (1), -(L1) in the general formula (11) mx It is also preferable that the group represented by - is a group represented by any one of the general formulae (111) to (120).

[0175] In the compound represented by the general formula (1), -(L1) in the general formula (11) mx The group represented by - is preferably a group represented by the general formula (111) or (112).

[0176] The compound having at least one group represented by the general formula (11) and containing only one benz[de]anthracene derivative skeleton represented by the general formula (1000) in the molecule is also preferably represented by the following general formula (123), general formula (124), general formula (125), or general formula (126).

[0177] [ka]

[0178] [ka]

[0179] [ka]

[0180] [ka]

[0181] In the general formula (123), the general formula (124), the general formula (125), and the general formula (126), X is an oxygen atom, a sulfur atom, or a C(R 2001 )(R 2002 ), or Si(R 2003 )(R 2004 ) and R 2001 ~R 2004 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 10 teeth, a substituted or unsubstituted arylene group having 6 to 15 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 15 ring atoms, Ar 10 is an aryl group having four or more substituted or unsubstituted benzene rings condensed thereto, Ar 11 is a substituted or unsubstituted aryl group having 6 to 14 ring carbon atoms, However, Ar 11 is not a substituted or unsubstituted anthryl group, m10 is 5, m11 is 6, Rm is independently hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, multiple Rm's are not bonded to each other, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are the same or different from each other.

[0182] As in the compound represented by the general formula (123) and the compound represented by the general formula (125), the benz[de]anthracene derivative skeleton has Ar 11 By substituting the compound with an aryl group (a substituted or unsubstituted aryl group having 6 to 14 ring carbon atoms other than a substituted or unsubstituted anthryl group), the singlet energy S1 is reduced, and the excited state is expected to be stabilized, which may result in a longer life for devices using the compound. In addition, as in the compound represented by the general formula (124) and the compound represented by the general formula (126), Ar 10 (substituted or unsubstituted aryl group with four or more fused benzene rings) with Ar 11 By substituting the compound with (a substituted or unsubstituted aryl group having 6 to 14 ring carbon atoms other than a substituted or unsubstituted anthryl group), the electron transport property is improved, and an improvement in the carrier balance of a device using the compound can be expected.

[0183] The compound represented by the general formula (123) is more preferably represented by the following general formula (1230). The compound represented by the general formula (124) is more preferably represented by the following general formula (1240). The compound represented by the general formula (125) is more preferably represented by the following general formula (1250). The compound represented by the general formula (126) is more preferably represented by the following general formula (1260).

[0184] [ka]

[0185] [ka]

[0186] [ka]

[0187] [ka]

[0188] In the general formula (1230), the general formula (1240), the general formula (1250), and the general formula (1260), X, L 10 , Ar 10 , Ar 11 , m10, m11, and Rm each independently represent L in the general formula (123), the general formula (124), the general formula (125), and the general formula (126). 10 , Ar 10 , Ar 11 , m10, m11, and Rm.

[0189] In the compound represented by the general formula (123), the general formula (124), the general formula (125), the general formula (126), the general formula (1230), the general formula (1240), the general formula (1250), or the general formula (1260), X is preferably an oxygen atom.

[0190] In the compound represented by the general formula (123), the general formula (124), the general formula (125), the general formula (126), the general formula (1230), the general formula (1240), the general formula (1250), or the general formula (1260), L 10 is preferably an arylene group containing three or less substituted or unsubstituted benzene rings.

[0191] In the compound represented by the general formula (123), the general formula (124), the general formula (125), the general formula (126), the general formula (1230), the general formula (1240), the general formula (1250), or the general formula (1260), -L 10 The group represented by - is preferably a group represented by any one of the general formulae (111) to (120).

[0192] In the compound represented by the general formula (123), the general formula (124), the general formula (125), the general formula (126), the general formula (1230), the general formula (1240), the general formula (1250), or the general formula (1260), -L 10 The group represented by - is preferably a group represented by the general formula (111) or (112).

[0193] The compound according to this embodiment is also preferably a compound having at least one group represented by the following general formula (110A) and containing only one benz[de]anthracene derivative skeleton represented by the following general formula (1000A) in the molecule.

[0194] [ka]

[0195] (In the general formula (1000A), X is an oxygen atom, a sulfur atom, or a C(R 2001 )(R 2002 ), or Si(R 2003 )(R 2004 ) and R 10 ~R 19 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 10 ~R 19 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or a group represented by the general formula (110A), However, R 13 and R 18 at least one of the above is a group represented by general formula (110A), When a plurality of groups represented by the general formula (110A) are present, the plurality of groups represented by the general formula (110A) are the same or different from each other, L 100 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, mx is 1, 2 or 3; L 100 If there are two or more, there are two or more L 100 are identical to or different from each other, Ar1 is a substituted or unsubstituted aryl group containing four or more rings, When two or more Ar1's are present, the two or more Ar1's are the same or different from each other, In the general formula (110A), * indicates the bonding position.

[0196] The compound represented by the general formula (1000A) preferably has at least one group represented by the general formula (110A) and contains only one benzoxanthene ring represented by the following general formula (100A) in the molecule.

[0197] [ka]

[0198] (In the general formula (100A), R 10 ~R 19 are each independently R in the general formula (1000A). 10 ~R 19 is synonymous with R 10 ~R 19 Any pair of adjacent two or more of these is not bonded to each other, and Ar1, L1, and mx have the same meanings as Ar1, L1, and mx in general formula (110A), respectively.

[0199] In the compound represented by the general formula (100A), R 13 and R 18At least one of the groups contains Ar1, which is a substituted or unsubstituted aryl group containing four or more rings. Thus, Ar1 is bonded to the para-position of the oxygen atom (O) of the benzoxanthene ring via a single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, thereby improving the hole injection properties of the compound according to this embodiment. Therefore, improvement in the luminous efficiency of an organic EL device using the compound according to this embodiment can be expected.

[0200] The compound represented by the general formula (100A) is also preferably represented by the following general formula (121A) or (122A).

[0201] [ka]

[0202] [ka]

[0203] (In the general formula (121A) and the general formula (122A), R 10 ~R 19 are each independently R in the general formula (100A). 10 ~R 19 Ar1, L 100 and mx respectively represent Ar1 and L in the general formula (110A). 100 and mx.)

[0204] In the general formula (121A), R 10 ~R 12 , R 14 ~R 19 is preferably not a group represented by the general formula (110A). In the general formula (122A), R 10 ~R 17 , R 19 is preferably not a group represented by the general formula (110A).

[0205] In the compound represented by the general formula (100A), R other than the group represented by the general formula (110A) 10 ~R 19 are preferably each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0206] In the compound represented by the general formula (100A), R other than the group represented by the general formula (110A) 10 ~R 19 is preferably a hydrogen atom.

[0207] In the compound represented by the general formula (100A), L 100 is preferably a single bond or an arylene group containing three or less substituted or unsubstituted benzene rings.

[0208] In the compound represented by the general formula (100A), -(L 100 ) mx The group represented by - is preferably a group represented by any one of the general formulae (111) to (120).

[0209] In the compound represented by the general formula (100A), -(L 100 ) mx The group represented by - is preferably a group represented by the general formula (111) or (112).

[0210] In the compound according to this embodiment, Ar1 is preferably an aryl group in which four or more substituted or unsubstituted benzene rings are condensed.

[0211] In the compound according to this embodiment, Ar1 or Ar 10 is preferably an aryl group in which four substituted or unsubstituted benzene rings are condensed, or an aryl group in which five substituted or unsubstituted benzene rings are condensed.

[0212] In the compound according to this embodiment, Ar1 or Ar 10 is preferably a group represented by the general formula (1100), (1200), (1300), (1400), (1500), (1600), (1700) or (1800).

[0213] In the compound according to this embodiment, Ar1 or Ar 10 is preferably a group represented by the general formula (1100) or (1200).

[0214] In the compounds according to this embodiment, all groups described as "substituted or unsubstituted" are preferably "unsubstituted".

[0215] In the compounds according to this embodiment (compounds represented by the general formula (1000B), compounds represented by the general formula (1000), compounds represented by the general formula (1000A), etc.), R 10 ~R 19 In the case where "one or more pairs of adjacent two or more groups are bonded to each other to form a ring (a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring)," the adjacent pair is, for example, R 10 and R 11 Paired with R 11 and R 12 Paired with R 12 and R 13 Paired with R 13 and R 14 Paired with R 14 and R 15 Paired with R 16 and R 17 Paired with R 17 and R 18 Paired with R 18 and R 19 Pairs with and R 19 and R 10 It is paired with.

[0216] In the compounds according to this embodiment (compounds represented by the general formula (1000B), compounds represented by the general formula (1000), compounds represented by the general formula (1000A), etc.), R 13 and R 14 Paired with R 16 and R 17 Pairs with and R 19 and R 10 It is preferred that either of the pairs of and are bonded to each other to form a substituted or unsubstituted benzene ring.

[0217] Among the compounds according to this embodiment (compounds represented by the general formula (1000B), compounds represented by the general formula (1000), compounds represented by the general formula (1000A), etc.), R 2001 ~R 2004 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0218] Among the compounds according to this embodiment (compounds represented by the general formula (1000B), compounds represented by the general formula (1000), compounds represented by the general formula (1000A), etc.), R 2001 ~R 2004 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is preferably a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0219] In the compounds according to this embodiment (compounds represented by the general formula (1000B), compounds represented by the general formula (1000), compounds represented by the general formula (1000A), etc.), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are the same or different from each other.

[0220] The hydrogen atom in the compound of this embodiment is a protium atom, a deuterium atom, or a tritium atom, and in one embodiment, the hydrogen atom in the compound of this embodiment is a protium atom. In one embodiment, the hydrogen atom in the compound of this embodiment is a deuterium atom.

[0221] Method for producing the compound according to this embodiment The compound according to this embodiment can be produced according to the synthesis method described in the Examples below, or by imitating the synthesis method and using known alternative reactions and raw materials suited to the target compound.

[0222] Specific examples of compounds according to this embodiment Specific examples of the compound according to this embodiment include the following compounds. However, the present invention is not limited to these specific examples. In this specification, a deuterium atom is represented as D in a chemical formula, and a proton atom is represented as H or is not represented at all.

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[0451] [ka]

[0452] The compound according to this embodiment can improve the performance of an organic EL device. Furthermore, when the compound according to this embodiment is used in the emitting layer (first emitting layer) on the anode side of an organic EL device having a plurality of stacked emitting layers, it is expected that a device having a good balance between luminous efficiency and lifespan can be provided.

[0453] Second Embodiment (Materials for organic electroluminescence devices) The material for an organic electroluminescence device according to this embodiment contains the compound according to the first embodiment. One aspect of the material for an organic electroluminescence device includes only the compound according to the first embodiment, and another aspect of the material for an organic electroluminescence device includes the compound according to the first embodiment and another compound different from the compound according to the first embodiment. In the material for an organic electroluminescence device of this embodiment, the compound according to the first embodiment is preferably a host material. In this case, the material for an organic electroluminescence device may contain the compound according to the first embodiment as a host material and other compounds such as a dopant material.

[0454] Third Embodiment [Organic electroluminescence element] The organic EL element according to this embodiment will be described. The organic EL device according to this embodiment includes an anode, a cathode, and an organic layer disposed between the anode and the cathode. The organic layer includes at least one layer made of an organic compound. Alternatively, the organic layer includes a plurality of layers made of organic compounds stacked together. The organic layer may further include an inorganic compound.

[0455] In the organic EL device according to this embodiment, at least one of the organic layers contains the compound according to the first embodiment.

[0456] In the organic EL device of this embodiment, at least one of the organic layers is preferably an emitting layer. In the organic EL device of this embodiment, the emitting layer preferably contains a compound according to the first embodiment. In one embodiment, the emitting layer contains a compound represented by general formula (100). In one embodiment, the emitting layer contains a compound represented by general formula (1). In one embodiment, the emitting layer contains a compound represented by general formula (100A).

[0457] In one embodiment, the light-emitting layer may include a metal complex. In one embodiment, it is also preferable that the light-emitting layer does not contain a metal complex. In one embodiment, the light-emitting layer preferably does not contain a phosphorescent material (dopant material). In one embodiment, the light-emitting layer preferably does not contain heavy metal complexes or phosphorescent rare earth metal complexes, such as iridium complexes, osmium complexes, and platinum complexes.

[0458] The organic layer may be composed of, for example, a single light-emitting layer, or may include a layer that can be used in an organic EL device. The layer that can be used in an organic EL device is not particularly limited, and examples thereof include at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, an electron injection layer, an electron transport layer, and a blocking layer.

[0459] The organic EL device according to this embodiment preferably has a hole transport layer between the anode and the light-emitting layer.

[0460] The organic EL device according to this embodiment preferably has an electron transport layer between the cathode and the light-emitting layer.

[0461] In the organic EL device according to this embodiment, the organic layer may be composed of a plurality of light-emitting layers. For example, the organic layer may be composed of two light-emitting layers, a first light-emitting layer and a second light-emitting layer. The organic EL device according to this embodiment may further include one or more organic layers in addition to the first light-emitting layer and the second light-emitting layer, such as at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, an electron injection layer, an electron transport layer, a hole blocking layer, and an electron blocking layer.

[0462] In the organic EL device according to this embodiment, the organic layer preferably includes a first light-emitting layer and a second light-emitting layer. In one embodiment, the first light-emitting layer is disposed between the anode and the cathode, and the second light-emitting layer is disposed between the first light-emitting layer and the cathode. In another embodiment, the second light-emitting layer is disposed between the anode and the cathode, and the first light-emitting layer is disposed between the second light-emitting layer and the cathode. In the organic EL device according to this embodiment, the first light-emitting layer and the second light-emitting layer can be disposed in any of the above-described embodiments. In the organic EL device according to this embodiment, the first light-emitting layer and the second light-emitting layer may or may not be in direct contact with each other.

[0463] An organic EL device according to one embodiment includes an anode, a cathode, a first light-emitting layer disposed between the anode and the cathode, and a second light-emitting layer disposed between the first light-emitting layer and the cathode, wherein the first light-emitting layer contains a first compound, the first compound having at least one group represented by general formula (110) and being a compound represented by general formula (100), and the first light-emitting layer and the second light-emitting layer are in direct contact with each other.

[0464] In the organic EL device according to this embodiment, when the organic layer includes an emitting layer, it is preferable that an electron transport layer be provided between the cathode and the emitting layer. When the emitting layer includes a first emitting layer and a second emitting layer, in one embodiment, an electron transport layer may be provided between the cathode and the second emitting layer. In the organic EL device according to this embodiment, when the organic layer includes an emitting layer, it is preferable that a hole transport layer be provided between the anode and the emitting layer. When the emitting layer includes a first emitting layer and a second emitting layer, in one embodiment, a hole transport layer may be provided between the anode and the first emitting layer.

[0465] In the organic EL device according to this embodiment, a non-doped region that does not contain the fluorescent third compound can be provided on the anode side of the first light-emitting layer. The organic EL device according to this embodiment may further include a first light-emitting layer, a second light-emitting layer, and a non-doped region disposed between the anode and the first light-emitting layer. The non-doped region may be, for example, a non-doped organic layer that is in direct contact with the first light-emitting layer on the anode side. The non-doped organic layer does not contain metal atoms, and the content of each of the materials constituting the non-doped organic layer in the non-doped organic layer is preferably 10% by mass or more, more preferably more than 10% by mass. The non-doped organic layer preferably contains the compound according to the first embodiment. It is also preferable that the non-doped organic layer consists only of the compound according to the first embodiment. The non-doped organic layer is, for example, a second hole transport layer or an electron blocking layer.

[0466] FIG. 1 shows a schematic configuration of an example of an organic EL element according to this embodiment. The organic EL device 1 includes a light-transmitting substrate 2, an anode 3, a cathode 4, and an organic layer 10 disposed between the anode 3 and the cathode 4. The organic layer 10 is configured by laminating, in this order from the anode 3 side, a hole injection layer 6, a hole transport layer 7, a first light-emitting layer 51, a second light-emitting layer 52, an electron transport layer 8, and an electron injection layer 9.

[0467] (First light-emitting layer) In the organic EL device according to this embodiment, the first light-emitting layer preferably contains a first compound, which is preferably a first host material. In the organic EL device according to this embodiment, the first emitting layer preferably further contains a fluorescent third compound. The first emitting layer preferably contains the first compound as a first host material and the third compound as a first dopant material.

[0468] In this specification, the term "host material" refers to a material that is contained in, for example, "50% by mass or more of the layer." Thus, for example, the first light-emitting layer contains the first compound in an amount of 50% by mass or more of the total mass of the first light-emitting layer. Furthermore, for example, the "host material" may be contained in an amount of 60% by mass or more of the layer, 70% by mass or more of the layer, 80% by mass or more of the layer, 90% by mass or more of the layer, or 95% by mass or more of the layer.

[0469] (First Compound) In the organic EL device according to this embodiment, the first compound is the compound according to the first embodiment. In the organic EL device according to one embodiment, the first compound has at least one group represented by the general formula (110) and is a compound represented by the general formula (1000B). In an organic EL device according to one embodiment, the first compound has at least one group represented by the general formula (11) and contains only one benz[de]anthracene derivative skeleton represented by the general formula (1000) in the molecule. In an organic EL device according to one embodiment, the first compound has at least one group represented by the general formula (110A) and contains only one benz[de]anthracene derivative skeleton represented by the general formula (1000A) in the molecule.

[0470] (Second light-emitting layer) In the organic EL device according to this embodiment, the second emitting layer preferably contains a second compound, which is preferably a second host material. In the organic EL device according to this embodiment, the second emitting layer preferably further contains a fourth fluorescent compound, and the second emitting layer preferably contains the second compound as a second host material and the fourth compound as a second dopant material. When the first light-emitting layer contains a third compound and the second light-emitting layer contains a fourth compound, the third compound and the fourth compound can be the same as or different from each other.

[0471] (Second Compound) In the organic EL device according to this embodiment, the second compound is not particularly limited. In the organic EL device according to this embodiment, the second compound as a host material may be, for example, a heterocyclic compound or a fused aromatic compound. Examples of the fused aromatic compound include anthracene derivatives, pyrene derivatives, and benzanthracene derivatives.

[0472] The second compound is also preferably a compound represented by the following general formula (2), for example.

[0473] [ka]

[0474] (In the general formula (2), R 201 ~R 208 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 201 and L 202 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 201 and Ar 202 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0475] (In the second compound according to this embodiment, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are either identical or different.)

[0476] In the organic EL element according to this embodiment, R 201 ~R 208 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 a group represented by -COOR 802 a group represented by a halogen atom, or is a nitro group, L 201 and L 202 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 201 and Ar 202 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is preferably a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0477] In the second compound, R 201 ~R 208 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or —Si(R 901 )(R 902 )(R 903 ) is also preferred.

[0478] In the second compound, R 201 ~R 208 is also preferably a hydrogen atom.

[0479] In the organic EL element according to this embodiment, L 201 and L 202 are each independently a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, and Ar 201 and Ar 202 are preferably each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0480] In the organic EL element according to this embodiment, Ar 201 and Ar 202 are each independently, phenyl group, naphthyl group, phenanthryl group, biphenyl group, terphenyl groups, diphenylfluorenyl group, dimethylfluorenyl group, benzodiphenylfluorenyl group, benzodimethylfluorenyl group, dibenzofuranyl group, dibenzothienyl group, benzoxanthenyl group, a naphthobenzofuranyl group, or A naphthobenzothienyl group is preferred.

[0481] In the organic EL device according to this embodiment, the second compound represented by the general formula (2) is preferably a compound represented by the following general formula (201), general formula (202), general formula (203), general formula (204), general formula (205), general formula (206), general formula (207), general formula (208), or general formula (209).

[0482] [ka]

[0483] [ka]

[0484] [ka]

[0485] [ka]

[0486] [ka]

[0487] [ka]

[0488] [ka]

[0489] [ka]

[0490] [ka]

[0491] (In the general formulas (201) to (209), L 201 and Ar 201 is L in the general formula (2). 201 and Ar 201 is synonymous with R 201 ~R 208 are each independently R in the general formula (2). 201 ~R 208 is equivalent to

[0492] The second compound represented by the general formula (2) is also preferably a compound represented by the following general formula (221), general formula (222), general formula (223), general formula (224), general formula (225), general formula (226), general formula (227), general formula (228), or general formula (229).

[0493] [ka]

[0494] [ka]

[0495] [ka]

[0496] [ka]

[0497] [ka]

[0498] [ka]

[0499] [ka]

[0500] [ka]

[0501] [ka]

[0502] (In the general formula (221), the general formula (222), the general formula (223), the general formula (224), the general formula (225), the general formula (226), the general formula (227), the general formula (228) and the general formula (229), R 201 and R 203 ~R 208 are each independently R in the general formula (2). 201 and R 203 ~R 208 is synonymous with L 201 and Ar 201 respectively represent L in the general formula (2). 201 and Ar 201 is synonymous with L 203 is L in the general formula (2). 201 is synonymous with L 203 and L 201 are identical to or different from each other, Ar 203 represents Ar in the general formula (2). 201is synonymous with Ar 203 and Ar 201 are either identical or different.)

[0503] The second compound represented by the general formula (2) is also preferably a compound represented by the following general formula (241), general formula (242), general formula (243), general formula (244), general formula (245), general formula (246), general formula (247), general formula (248), or general formula (249).

[0504] [ka]

[0505] [ka]

[0506] [ka]

[0507] [ka]

[0508] [ka]

[0509] [ka]

[0510] [ka]

[0511] [ka]

[0512] [ka]

[0513] (In the general formula (241), the general formula (242), the general formula (243), the general formula (244), the general formula (245), the general formula (246), the general formula (247), the general formula (248) and the general formula (249), R 201 , R 202 and R 204 ~R 208 are each independently R in the general formula (2). 201 , R 202 and R 204 ~R 208 is synonymous with L 201 and Ar 201 respectively represent L in the general formula (2). 201 and Ar 201 is synonymous with L 203 is L in the general formula (2). 201 is synonymous with L 203 and L 201 are identical to or different from each other, Ar 203 represents Ar in the general formula (2). 201 is synonymous with Ar 203 and Ar 201 are either identical or different.)

[0514] In the second compound represented by the general formula (2), R 201 ~R 208 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or -Si(R 901 )(R 902 )(R 903 ) is preferably a group represented by the formula (I).

[0515] L 101 teeth, a single bond, or an unsubstituted arylene group having 6 to 22 ring carbon atoms, Ar 101 is preferably a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms.

[0516] In the organic EL device according to this embodiment, in the second compound represented by the general formula (2), R 201 ~R 208 is preferably a hydrogen atom in order to prevent the suppression of intermolecular interactions and the decrease in electron mobility. 201 ~R 208 may be a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. R 201 ~R 208 When the second compound is a bulky substituent such as an alkyl group or a cycloalkyl group, the intermolecular interaction is suppressed, the electron mobility for the first compound is reduced, and the relationship μH2>μH1 in the following mathematical formula (Mathematical Formula 3) described later is likely to not be satisfied. When the second compound is used in the second light-emitting layer, satisfying the relationship μH2>μH1 is expected to suppress a decrease in the recombination ability of holes and electrons in the first light-emitting layer and a decrease in luminous efficiency. The substituent may be a haloalkyl group, an alkenyl group, an alkynyl group, -Si(R 901 )(R 902 )(R 903 ), a group represented by -O-(R 904 ), a group represented by -S-(R 905 ), a group represented by -N(R 906 )(R 907 ), an aralkyl group, -C(=O)R 801 a group represented by -COOR 802 The group represented by the formula (I), the halogen atom, the cyano group, and the nitro group may be bulky, and the alkyl group and the cycloalkyl group may be even more bulky. In the second compound represented by the general formula (2), R 201 ~R 208 is preferably not a bulky substituent, is preferably not an alkyl group or a cycloalkyl group, and is preferably not an alkyl group, a cycloalkyl group, a haloalkyl group, an alkenyl group, an alkynyl group, -Si(R 901 )(R 902 )(R 903 ), a group represented by -O-(R 904 ), a group represented by -S-(R 905 ), a group represented by -N(R 906 )(R 907 ), an aralkyl group, -C(=O)R 801 a group represented by -COOR 802 It is more preferable that the aryl group is not a group represented by the formula (I), a halogen atom, a cyano group, or a nitro group.

[0517] In the organic EL device according to this embodiment, in the second compound represented by the general formula (2), R 201 ~R 208 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or —Si(R 901 )(R 902 )(R 903 ) is also preferred.

[0518] In the organic EL device according to this embodiment, in the second compound represented by the general formula (2), R 201 ~R 208 is preferably a hydrogen atom.

[0519] In the second compound, R 201 ~R 208 It is also preferable that the substituent in the case of "substituted or unsubstituted" does not include the above-mentioned potentially bulky substituents, particularly substituted or unsubstituted alkyl groups and substituted or unsubstituted cycloalkyl groups. 201 ~R 208In the case of "substituted or unsubstituted" in the above, the substituent does not include a substituted or unsubstituted alkyl group or a substituted or unsubstituted cycloalkyl group, so that suppression of intermolecular interactions due to the presence of bulky substituents such as alkyl groups and cycloalkyl groups can be prevented, and a decrease in electron mobility can be prevented. Furthermore, when such a second compound is used in the second light-emitting layer, a decrease in the recombination ability of holes and electrons in the first light-emitting layer and a decrease in luminous efficiency can be suppressed.

[0520] R, a substituent of the anthracene skeleton 201 ~R 208 R is not a bulky substituent, but rather a substituent 201 ~R 208 It is more preferable that R is unsubstituted. 201 ~R 208 is not a bulky substituent, R as a non-bulky substituent 201 ~R 208 When a substituent is bonded to R, the substituent is preferably not a bulky substituent. 201 ~R 208 The substituent bonded to is preferably not an alkyl group or a cycloalkyl group, and is preferably an alkyl group, a cycloalkyl group, a haloalkyl group, an alkenyl group, an alkynyl group, or —Si(R 901 )(R 902 )(R 903 ), a group represented by -O-(R 904 ), a group represented by -S-(R 905 ), a group represented by -N(R 906 )(R 907 ), an aralkyl group, -C(=O)R 801 a group represented by -COOR 802 It is more preferable that the aryl group is not a group represented by the formula (I), a halogen atom, a cyano group, or a nitro group.

[0521] In the first compound and the second compound, it is also preferable that the groups described as "substituted or unsubstituted" are both "unsubstituted" groups.

[0522] In the organic EL device according to this embodiment, for example, Ar 201 is a substituted or unsubstituted dibenzofuranyl group.

[0523] In the organic EL device according to this embodiment, for example, Ar 201 is an unsubstituted dibenzofuranyl group.

[0524] In the organic EL device according to this embodiment, for example, the second compound represented by the general formula (2) has at least one hydrogen atom, and at least one of the hydrogen atoms is deuterium.

[0525] In the organic EL device according to this embodiment, for example, L in the second compound represented by the general formula (2) 201 is TEMP-63 or TEMP-68.

[0526] [ka]

[0527] In the general formulae (TEMP-63) to (TEMP-68), * represents a bonding position.

[0528] In the organic EL device according to this embodiment, for example, Ar 201 is substituted or unsubstituted anthryl group, benzanthryl group, phenanthryl group, benzophenanthryl group, phenalenyl group, pyrenyl group, chrysenyl group, benzochrysenyl group, a triphenylenyl group, benzotriphenylenyl group, tetracenyl group, pentacenyl groups, fluoranthenyl group, a benzofluoranthenyl group, and and at least one group selected from the group consisting of perylenyl groups.

[0529] In the organic EL device according to this embodiment, for example, Ar 201 is a substituted or unsubstituted fluorenyl group.

[0530] In the organic EL device according to this embodiment, for example, Ar 201 is a substituted or unsubstituted xanthenyl group.

[0531] In the organic EL device according to this embodiment, for example, Ar 201 is a benzoxanthenyl group.

[0532] (Method for producing the second compound) The second compound can be produced by a known method. Alternatively, the second compound can be produced by following a known method and using known alternative reactions and raw materials suited to the target compound.

[0533] (Specific Example of the Second Compound) Specific examples of the second compound include the following compounds, however, the present invention is not limited to these specific examples of the second compound.

[0534] [ka]

[0535] [ka]

[0536] [ka]

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[0569] [ka]

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[0575] [ka]

[0576] [ka]

[0577] (Third Compound and Fourth Compound) The third compound and the fourth compound are each independently one or more compounds selected from the group consisting of a compound represented by the following general formula (3), a compound represented by the following general formula (4), a compound represented by the following general formula (5), a compound represented by the following general formula (6), a compound represented by the following general formula (7), a compound represented by the following general formula (8), a compound represented by the following general formula (9), and a compound represented by the following general formula (10).

[0578] (Compound represented by general formula (3)) The compound represented by general formula (3) will be explained.

[0579] [ka]

[0580] (In the general formula (3), R 301 ~R 310 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 301 ~R 310 At least one of the groups is a monovalent group represented by the following general formula (31): R does not form the substituted or unsubstituted monocyclic ring, does not form the substituted or unsubstituted fused ring, and is not a monovalent group represented by the following general formula (31): 301 ~R 310 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0581] [ka]

[0582] (In the general formula (31), Ar 301 and Ar 302 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 301 ~L 303 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, * indicates the bonding position on the pyrene ring in the general formula (3).

[0583] In the third compound and the fourth compound, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other.

[0584] In the general formula (3), R 301 ~R 310 It is preferable that two of them are groups represented by the general formula (31).

[0585] In one embodiment, the compound represented by the general formula (3) is a compound represented by the following general formula (33).

[0586] [ka]

[0587] (In the general formula (33), R 311 ~R 318 are each independently R in the general formula (3) that is not a monovalent group represented by the general formula (31). 301 ~R 310 is synonymous with L 311 ~L 316 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, Ar 312 , Ar 313 , Ar 315 and Ar 316 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0588] In the general formula (31), L 301 is preferably a single bond, and L 302 and L 303 is preferably a single bond.

[0589] In one embodiment, the compound represented by the general formula (3) is represented by the following general formula (34) or (35).

[0590] [ka]

[0591] (In the general formula (34), R 311 ~R 318 are each independently R in the general formula (3) that is not a monovalent group represented by the general formula (31). 301 ~R 310 is synonymous with L 312 , L 313 , L 315 and L316 each independently represents L in the general formula (33). 312 , L 313 , L 315 and L 316 is synonymous with Ar 312 , Ar 313 , Ar 315 and Ar 316 are each independently the Ar in the general formula (33). 312 , Ar 313 , Ar 315 and Ar 316 is equivalent to

[0592] [ka]

[0593] (In the general formula (35), R 311 ~R 318 are each independently R in the general formula (3) that is not a monovalent group represented by the general formula (31). 301 ~R 310 is synonymous with Ar 312 , Ar 313 , Ar 315 and Ar 316 are each independently the Ar in the general formula (33). 312 , Ar 313 , Ar 315 and Ar 316 is equivalent to

[0594] In the general formula (31), preferably, Ar 301 and Ar 302 At least one of the above is a group represented by the following general formula (36). In the general formulas (33) to (35), preferably, Ar 312 and Ar 313 At least one of the above is a group represented by the following general formula (36). In the general formulas (33) to (35), preferably, Ar 315 and Ar316 At least one of the above is a group represented by the following general formula (36).

[0595] [ka]

[0596] (In the general formula (36), X3 represents an oxygen atom or a sulfur atom; R 321 ~R 327 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 321 ~R 327 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, *L 302 , L 303 , L 312 , L 313 , L 315 or L 316 )

[0597] X3 is preferably an oxygen atom.

[0598] R 321 ~R 327 At least one of the a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is preferably a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0599] In the general formula (31), Ar 301 is a group represented by the general formula (36), and Ar 302 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. In the general formulas (33) to (35), Ar 312 is a group represented by the general formula (36), and Ar 313 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. In the general formulas (33) to (35), Ar 315 is a group represented by the general formula (36), and Ar 316 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0600] In one embodiment, the compound represented by the general formula (3) is represented by the following general formula (37).

[0601] [ka]

[0602] (In the general formula (37), R 311 ~R 318 are each independently R in the general formula (3) that is not a monovalent group represented by the general formula (31). 301 ~R 310 is synonymous with R 321 ~R 327 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 341 ~R 347 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 321 ~R 327 and R 341 ~R 347 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 331 ~R 335 and R 351 ~R 355 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0603] Specific examples of the compound represented by the general formula (3) include the compounds shown below.

[0604] [ka]

[0605] [ka]

[0606] [ka]

[0607] [ka]

[0608] [ka]

[0609] (Compound represented by general formula (4)) The compound represented by general formula (4) will be explained.

[0610] [ka]

[0611] (In the general formula (4), Each Z is independently CRa or a nitrogen atom; Ring A1 and ring A2 each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, When there are a plurality of Ra, one or more pairs of adjacent two or more of the plurality of Ra are joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, n21 and n22 each independently represent 0, 1, 2, 3, or 4; When a plurality of Rb's are present, one or more pairs of adjacent two or more Rb's are joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, When there are a plurality of Rc's, one or more pairs of adjacent two or more Rc's are joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, Ra, Rb, and Rc which do not form a substituted or unsubstituted monocycle and do not form a substituted or unsubstituted fused ring each independently represent a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0612] The "aromatic hydrocarbon ring" of the A1 ring and the A2 ring has the same structure as the compound in which a hydrogen atom is introduced into the above-mentioned "aryl group." The "aromatic hydrocarbon ring" of ring A1 and ring A2 contains, as ring-forming atoms, two carbon atoms on the central fused two-ring structure of general formula (4). Specific examples of the "substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms" include compounds in which a hydrogen atom has been introduced into the "aryl group" described in specific example group G1.

[0613] The "heterocycle" of the A1 ring and the A2 ring has the same structure as the compound in which a hydrogen atom is introduced into the above-mentioned "heterocyclic group." The "heterocycle" of ring A1 and ring A2 contains the two carbon atoms on the central fused two-ring structure of general formula (4) as ring-forming atoms. Specific examples of the "substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms" include compounds in which a hydrogen atom has been introduced into the "heterocyclic group" described in specific example group G2.

[0614] Rb is bonded to any of the carbon atoms forming the aromatic hydrocarbon ring as ring A1, or any of the atoms forming the heterocycle as ring A1.

[0615] Rc is bonded to any of the carbon atoms forming the aromatic hydrocarbon ring as ring A2, or any of the atoms forming the heterocycle as ring A2.

[0616] At least one of Ra, Rb, and Rc is preferably a group represented by the following general formula (4a), and more preferably at least two of them are groups represented by the following general formula (4a).

[0617] [ka]

[0618] (In the general formula (4a), L 401 teeth, single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, Ar 401 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or It is a group represented by the following general formula (4b):

[0619] [ka]

[0620] (In the general formula (4b), L 402 and L 403 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, Ar 402 and Ar 403 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, Ar does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 402 and Ar 403 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0621] In one embodiment, the compound represented by the general formula (4) is represented by the following general formula (42).

[0622] [ka]

[0623] (In the general formula (42), R 401 ~R 411 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 ~R 411 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0624] R 401 ~R 411 Among these, at least one is preferably a group represented by the general formula (4a), and more preferably at least two are groups represented by the general formula (4a). R 404 and R 411is preferably a group represented by the general formula (4a).

[0625] In one embodiment, the compound represented by the general formula (4) is a compound in which a structure represented by the following general formula (4-1) or general formula (4-2) is bonded to the A1 ring. In one embodiment, the compound represented by the general formula (42) is R 404 ~R 407 is a compound in which a structure represented by the following general formula (4-1) or general formula (4-2) is bonded to the ring to which

[0626] [ka]

[0627] (In the general formula (4-1), two * are each independently bonded to a ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle as the A1 ring in the general formula (4), or to a ring-forming atom of R in the general formula (42). 404 ~R 407 and combine with either The three * in the general formula (4-2) each independently bond to a ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle as the A1 ring in the general formula (4), or bond to R in the general formula (42). 404 ~R 407 and combine with either R 421 ~R 427 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 431 ~R 438 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 421 ~R 427 and R 431 ~R 438 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0628] In one embodiment, the compound represented by the general formula (4) is a compound represented by the following general formula (41-3), general formula (41-4), or general formula (41-5).

[0629] [ka]

[0630] [ka]

[0631] [ka]

[0632] (In the general formula (41-3), formula (41-4) and formula (41-5), Ring A1 is as defined in general formula (4), R 421 ~R 427 are each independently R in the general formula (4-1). 421 ~R 427 is synonymous with R 440 ~R 448 are each independently R in the general formula (42). 401 ~R 411 is equivalent to

[0633] In one embodiment, the substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms as ring A1 in general formula (41-5) is a substituted or unsubstituted naphthalene ring, or It is a substituted or unsubstituted fluorene ring.

[0634] In one embodiment, the substituted or unsubstituted heterocycle having 5 to 50 ring atoms as ring A1 in general formula (41-5) is a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted carbazole ring, or It is a substituted or unsubstituted dibenzothiophene ring.

[0635] In one embodiment, the compound represented by the general formula (4) or the general formula (42) is selected from the group consisting of compounds represented by the following general formulas (461) to (467).

[0636] [ka]

[0637] [ka]

[0638] [ka]

[0639] [ka]

[0640] [ka]

[0641] (In the general formula (461), the general formula (462), the general formula (463), the general formula (464), the general formula (465), the general formula (466) and the general formula (467), R 421 ~R 427 are each independently R in the general formula (4-1). 421 ~R 427 is synonymous with R 431 ~R 438 are each independently R in the general formula (4-2). 431 ~R 438 is synonymous with R 440 ~R 448 and R 451 ~R 454 are each independently R in the general formula (42). 401 ~R 411 is synonymous with X4 is an oxygen atom, NR 801 , or C(R 802 )(R 803 ) and R 801 , R 802 and R 803 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are the same or different from each other, R 803 If there are multiple R 803 are either identical or different.)

[0642] In one embodiment, the compound represented by general formula (42) is R 401 ~R 411 one or more pairs of adjacent two or more of these bond to each other to form a substituted or unsubstituted monocycle, or bond to each other to form a substituted or unsubstituted fused ring, and this embodiment will be described in detail below as a compound represented by general formula (45).

[0643] (Compound represented by general formula (45)) The compound represented by general formula (45) will be explained.

[0644] [ka]

[0645] (In the general formula (45), R 461 and R 462 A set consisting of 462 and R 463 A set consisting of 464 and R 465 A set consisting of 465 and R466 A set consisting of 466 and R 467 A set consisting of 468 and R 469 A set consisting of 469 and R 470 and R 470 and R 471 two or more of the pairs selected from the group consisting of pairs of however, R 461 and R 462 and R 462 and R 463 A set consisting of and; R 464 and R 465 and R 465 and R 466 A set consisting of and; R 465 and R 466 and R 466 and R 467 A set consisting of and; R 468 and R 469 and R 469 and R 470 and R 469 and R 470 and R 470 and R 471 and do not simultaneously form a ring, R 461 ~R 471 The two or more rings formed by are the same or different, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 461 ~R 471 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ), -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0646] In the general formula (45), R n and R n+1 (n represents an integer selected from 461, 462, 464 to 466, and 468 to 470) are bonded to each other to form R n and R n+1 is bonded to the two ring-forming carbon atoms to form a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring. The ring is preferably composed of atoms selected from the group consisting of carbon atoms, oxygen atoms, sulfur atoms, and nitrogen atoms, and the number of atoms in the ring is preferably 3 to 7, and more preferably 5 or 6.

[0647] The number of the ring structures in the compound represented by the general formula (45) is, for example, two, three, or four. The two or more ring structures may be present on the same benzene ring on the parent skeleton of the general formula (45), or may be present on different benzene rings. For example, when the compound has three ring structures, one ring structure may be present on each of the three benzene rings in the general formula (45).

[0648] Examples of the ring structure in the compound represented by the general formula (45) include structures represented by the following general formulae (451) to (460).

[0649] [ka]

[0650] (In the general formulae (451) to (457), *1 and *2, *3 and *4, *5 and *6, *7 and *8, *9 and *10, *11 and *12, and *13 and *14 are R n and R n+1 represents the two ring-forming carbon atoms to which are bonded, R n The ring-forming carbon atom to which is bonded may be either of the two ring-forming carbon atoms represented by *1 and *2, *3 and *4, *5 and *6, *7 and *8, *9 and *10, *11 and *12, and *13 and *14, X 45 is C(R 4512 )(R 4513 ), NR 4514 , an oxygen atom or a sulfur atom, R 4501 ~R 4506 and R 4512 ~R 4513 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 4501 ~R 4514 are each independently R in the general formula (45). 461 ~R 471 is equivalent to

[0651] [ka]

[0652] (In the general formulae (458) to (460), *1 and *2, and *3 and *4 are R n and Rn+1 represents the two ring-forming carbon atoms to which are bonded, R n The ring carbon atom to which is bonded may be either the two ring carbon atoms represented by *1 and *2, or *3 and *4, X 45 is C(R 4512 )(R 4513 ), NR 4514 , an oxygen atom or a sulfur atom, R 4512 ~R 4513 and R 4515 ~R 4525 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 4512 ~R 4513 , R 4515 ~R 4521 and R 4522 ~R 4525 , and R 4514 are each independently R in the general formula (45). 461 ~R 471 is equivalent to

[0653] In the general formula (45), R 462 , R 464 , R 465 , R 470 and R 471 at least one of (preferably R 462 , R 465 and R 470 and more preferably at least one of R 462 ) is preferably a group that does not form a ring structure.

[0654] (i) In the general formula (45), R n and R n+1 a substituent when the ring structure formed by the formula (I) has a substituent, (ii) In the general formula (45), R 461 ~R 471 , and (iii) R in equations (451) to (460) 4501 ~R 4514 , R 4515 ~R 4525 are preferably each independently hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, or It is any one of groups selected from the group consisting of groups represented by the following general formulae (461) to (464).

[0655] [ka]

[0656] (In the general formulas (461) to (464), R d are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, X 46 is C(R 801 )(R 802 ), NR 803 , an oxygen atom or a sulfur atom, R 801 , R 802 and R 803 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are the same or different from each other, R 803 If there are multiple R 803 are the same or different from each other, p1 is 5, p2 is 4, p3 is 3, p4 is 7, In the general formulae (461) to (464), * each independently indicates the bonding position to the ring structure. In the third compound and the fourth compound, R 901 ~R 907 is as defined above.

[0657] In one embodiment, the compound represented by the general formula (45) is represented by any one of the following general formulae (45-1) to (45-6).

[0658] [ka]

[0659] [ka]

[0660] (In the general formulae (45-1) to (45-6), rings d to i each independently represent a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring; R 461 ~R 471 are each independently R in the general formula (45). 461 ~R 471 is equivalent to

[0661] In one embodiment, the compound represented by the general formula (45) is represented by any one of the following general formulae (45-7) to (45-12).

[0662] [ka]

[0663] [ka]

[0664] (In the general formulae (45-7) to (45-12), rings d to f, k, and j each independently represent a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring; R 461 ~R 471 are each independently R in the general formula (45). 461 ~R 471 is equivalent to

[0665] In one embodiment, the compound represented by the general formula (45) is represented by any one of the following general formulae (45-13) to (45-21).

[0666] [ka]

[0667] [ka]

[0668] [ka]

[0669] (In the general formulae (45-13) to (45-21), rings d to k each independently represent a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring; R 461 ~R 471 are each independently R in the general formula (45). 461 ~R 471 is equivalent to

[0670] When the ring g or the ring h further has a substituent, examples of the substituent include: a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; A group represented by the general formula (461), A group represented by the general formula (463), or Examples include the group represented by the general formula (464).

[0671] In one embodiment, the compound represented by the general formula (45) is represented by any one of the following general formulae (45-22) to (45-25).

[0672] [ka]

[0673] (In the general formulae (45-22) to (45-25), X 46 and X 47 are each independently C(R 801 )(R 802 ), NR 803 , an oxygen atom or a sulfur atom, R 461 ~R 471 and R 481 ~R 488 are each independently R in the general formula (45). 461 ~R 471 is synonymous with. R 801 , R 802 and R 803 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802are the same or different from each other, R 803 If there are multiple R 803 are either identical or different.)

[0674] In one embodiment, the compound represented by the general formula (45) is represented by the following general formula (45-26):

[0675] [ka]

[0676] (In the general formula (45-26), X 46 is C(R 801 )(R 802 ), NR 803 , an oxygen atom or a sulfur atom, R 463 , R 464 , R 467 , R 468 , R 471 , and R 481 ~R 492 are each independently R in the general formula (45). 461 ~R 471 is synonymous with. R 801 , R 802 and R 803 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are the same or different from each other, R 803 If there are multiple R 803 are either identical or different.)

[0677] Specific examples of the compound represented by the general formula (4) include the compounds shown below: In the specific examples below, Ph represents a phenyl group, and D represents a deuterium atom.

[0678] [ka]

[0679] [ka]

[0680] [ka]

[0681] [ka]

[0682] [ka]

[0683] [ka]

[0684] [ka]

[0685] [ka]

[0686] [ka]

[0687] [ka]

[0688] (Compound represented by general formula (5)) The compound represented by general formula (5) will be explained below: The compound represented by general formula (5) corresponds to the compound represented by general formula (41-3) described above.

[0689] [ka]

[0690] (In the general formula (5), R 501 ~R 507 and R 511 ~R 517 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 501 ~R 507 and R 511 ~R 517 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. R 521 and R 522 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0691] "R 501 ~R 507 and R 511 ~R 517"A set of two or more adjacent pairs of R" is, for example, 501 and R 502 A set consisting of R 502 and R 503 A set consisting of R 503 and R 504 A set consisting of R 505 and R 506 A set consisting of R 506 and R 507 A set consisting of R 501 and R 502 and R 503 It is a combination of a set consisting of:

[0692] In one embodiment, R 501 ~R 507 and R 511 ~R 517 At least one, preferably two of the following are -N(R 906 )(R 907 ) is a group represented by the formula:

[0693] In one embodiment, R 501 ~R 507 and R 511 ~R 517 are each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0694] In one embodiment, the compound represented by the general formula (5) is a compound represented by the following general formula (52):

[0695] [ka]

[0696] (In the general formula (52), R 531 ~R 534 and R 541 ~R 544 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 531 ~R 534 , R 541 ~R 544 , and R 551 and R 552 are each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 561 ~R 564 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0697] In one embodiment, the compound represented by the general formula (5) is a compound represented by the following general formula (53):

[0698] [ka]

[0699] (In the general formula (53), R 551 , R 552 and R 561 ~R 564 are each independently R in the general formula (52). 551 , R 552 and R 561 ~R 564 is equivalent to

[0700] In one embodiment, R in the general formula (52) and the general formula (53) 561 ~R 564are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms (preferably a phenyl group).

[0701] In one embodiment, R in general formula (5) 521 and R 522 R in the general formula (52) and the general formula (53) 551 and R 552 is a hydrogen atom.

[0702] In one embodiment, the substituent in the case of “substituted or unsubstituted” in the general formula (5), the general formula (52), and the general formula (53) is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0703] Specific examples of the compound represented by the general formula (5) include the compounds shown below.

[0704] [ka]

[0705] [ka]

[0706] [ka]

[0707] [ka]

[0708]

change

[0709]

change

[0710]

change

[0711]

change

[0712]

change

[0713]

change

[0714]

change

[0715]

change

[0716]

change

[0717]

change

[0718] [ka]

[0719] [ka]

[0720] [ka]

[0721] (Compound represented by general formula (6)) The compound represented by general formula (6) will be explained.

[0722] [ka]

[0723] (In the general formula (6), Ring a, ring b and ring c each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, R 601 and R 602 each independently bond to the ring a, ring b, or ring c to form a substituted or unsubstituted heterocycle, or do not form a substituted or unsubstituted heterocycle, R that does not form the substituted or unsubstituted heterocycle 601 and R 602 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0724] The rings a, b, and c are rings (substituted or unsubstituted aromatic hydrocarbon rings having 6 to 50 ring carbon atoms, or substituted or unsubstituted heterocyclic rings having 5 to 50 ring atoms) fused to the central fused bicyclic structure of the general formula (6) composed of a boron atom and two nitrogen atoms.

[0725] The "aromatic hydrocarbon rings" of rings a, b, and c have the same structure as the compounds in which a hydrogen atom has been introduced into the above-mentioned "aryl group." The "aromatic hydrocarbon ring" of ring a contains the three carbon atoms on the central fused two-ring structure of the general formula (6) as ring-forming atoms. The "aromatic hydrocarbon ring" of ring b and ring c contains the two carbon atoms on the central fused two-ring structure of general formula (6) as ring-forming atoms.

[0726] Specific examples of the "substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms" include compounds in which a hydrogen atom has been introduced into the "aryl group" described in specific example group G1. The "heterocycles" of ring a, ring b, and ring c have the same structure as the compounds in which a hydrogen atom has been introduced into the above-mentioned "heterocyclic group." The "heterocycle" of ring a contains three carbon atoms on the central fused bicyclic structure of general formula (6) as ring-forming atoms. The "heterocycle" of rings b and c contains two carbon atoms on the central fused bicyclic structure of general formula (6) as ring-forming atoms. Specific examples of "substituted or unsubstituted heterocycles having 5 to 50 ring atoms" include compounds in which a hydrogen atom has been introduced into the "heterocyclic group" described in specific example group G2.

[0727] R 601 and R 602 may each independently bond to ring a, ring b, or ring c to form a substituted or unsubstituted heterocyclic ring. In this case, the heterocyclic ring contains the nitrogen atom on the central fused bicyclic structure of the general formula (6). In this case, the heterocyclic ring may contain a heteroatom other than the nitrogen atom. R 601 and R 602is bonded to ring a, ring b, or ring c specifically means that an atom constituting ring a, ring b, or ring c is bonded to R 601 and R 602 It means that the atoms that make up R are bonded together. 601 is bonded to the a ring, and R 601 and ring a may be fused to form a two-ring (or three- or more-ring) fused nitrogen-containing heterocycle. Specific examples of the nitrogen-containing heterocycle include compounds corresponding to the nitrogen-containing two- or more-ring fused heterocyclic groups in specific example group G2. R 601 When is bonded to ring b, R 602 When R is bonded to ring a, 602 The same applies when is bonded to ring c.

[0728] In one embodiment, the ring a, ring b, and ring c in the general formula (6) are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms. In one embodiment, the ring a, ring b, and ring c in the general formula (6) are each independently a substituted or unsubstituted benzene ring or naphthalene ring.

[0729] In one embodiment, R in general formula (6) 601 and R 602 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, A substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms is preferred.

[0730] In one embodiment, the compound represented by the general formula (6) is a compound represented by the following general formula (62):

[0731] [ka]

[0732] (In the general formula (62), R 601A is R 611 and R 621 to form a substituted or unsubstituted heterocycle, or not to form a substituted or unsubstituted heterocycle, R 602A is R 613 and R 614 to form a substituted or unsubstituted heterocycle, or not to form a substituted or unsubstituted heterocycle, R that does not form the substituted or unsubstituted heterocycle 601A and R 602A are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 611 ~R 621 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted heterocyclic ring, does not form the substituted or unsubstituted monocyclic ring, and does not form the substituted or unsubstituted fused ring. 611 ~R 621 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0733] R in the general formula (62) 601A and R 602A are R in the general formula (6), respectively. 601 and R 602 is a group corresponding to For example, R 601A and R 611 may be bonded to form a two-ring (or three- or more-ring) nitrogen-containing heterocyclic ring in which a ring containing the ring is fused with a benzene ring corresponding to ring a. Specific examples of the nitrogen-containing heterocyclic ring include compounds corresponding to the nitrogen-containing two- or more-ring fused heterocyclic groups in specific example group G2. 601A and R 621 If R 602A and R 613 When R is bonded, 602A and R 614 The same applies when the two are combined.

[0734] R 611 ~R 621 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or They may be bonded to each other to form a substituted or unsubstituted fused ring. For example, R611 and R 612 may be bonded to form a structure in which a benzene ring, an indole ring, a pyrrole ring, a benzofuran ring, a benzothiophene ring, or the like is fused to the six-membered ring to which they are bonded, and the fused ring formed is a naphthalene ring, a carbazole ring, an indole ring, a dibenzofuran ring, or a dibenzothiophene ring.

[0735] In one embodiment, R that does not contribute to ring formation 611 ~R 621 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0736] In one embodiment, R that does not contribute to ring formation 611 ~R 621 are each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0737] In one embodiment, R that does not contribute to ring formation 611 ~R 621 are each independently, a hydrogen atom, or It is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0738] In one embodiment, R that does not contribute to ring formation 611 ~R 621 are each independently, a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, R 611 ~R 621 At least one of them is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0739] In one embodiment, the compound represented by the general formula (62) is a compound represented by the following general formula (63):

[0740] [ka]

[0741] (In the general formula (63), R 631 is R 646 and either combine with each other to form a substituted or unsubstituted heterocycle, or do not form a substituted or unsubstituted heterocycle; R 633 is R 647 and either combine with each other to form a substituted or unsubstituted heterocycle, or do not form a substituted or unsubstituted heterocycle; R 634 is R 651 and either combine with each other to form a substituted or unsubstituted heterocycle, or do not form a substituted or unsubstituted heterocycle; R 641 is R 642 and either combine with each other to form a substituted or unsubstituted heterocycle, or do not form a substituted or unsubstituted heterocycle; R 631 ~R 651 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted heterocyclic ring, does not form the substituted or unsubstituted monocyclic ring, and does not form the substituted or unsubstituted fused ring. 631 ~R 651 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0742] R 631 is R 646 may be bonded to form a substituted or unsubstituted heterocycle. For example, R 631 and R 646 are combined to form R 646 The benzene ring to which R is bonded, the ring containing N, and the benzene ring corresponding to ring a may be condensed to form a nitrogen-containing heterocyclic ring having three or more condensed rings. Specific examples of the nitrogen-containing heterocyclic ring include compounds corresponding to the nitrogen-containing heterocyclic group having three or more condensed rings in the specific example group G2. 633 and R 647 If R 634 and R 651 When R is bonded, 641 and R 642 The same applies when the two are combined.

[0743] In one embodiment, R that does not contribute to ring formation 631 ~R 651 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0744] In one embodiment, R that does not contribute to ring formation 631 ~R 651 are each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0745] In one embodiment, R that does not contribute to ring formation 631 ~R 651 are each independently, a hydrogen atom, or It is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0746] In one embodiment, R that does not contribute to ring formation 631 ~R 651 are each independently, a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, R 631 ~R 651 At least one of them is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0747] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63A):

[0748] [ka]

[0749] (In the general formula (63A), R 661 teeth, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 662 ~R 665 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0750] In one embodiment, R 661 ~R 665 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0751] In one embodiment, R 661 ~R 665 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0752] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63B):

[0753] [ka]

[0754] (In the general formula (63B), R 671 and R 672 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 673 ~R 675 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -N(R 906 )(R 907 ) a group represented by It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0755] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63B').

[0756] [ka]

[0757] (In the general formula (63B'), R 672 ~R 675 are each independently R in the general formula (63B). 672 ~R 675 is equivalent to

[0758] In one embodiment, R 671 ~R 675 At least one of the a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -N(R 906 )(R 907 ) a group represented by It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0759] In one embodiment, R 672 teeth, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 671 and R 673 ~R 675 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, -N(R 906 )(R 907 ) a group represented by It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0760] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63C):

[0761] [ka]

[0762] (In the general formula (63C), R 681 and R 682 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. R 683 ~R 686 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0763] In one embodiment, the compound represented by the general formula (63) is a compound represented by the following general formula (63C'):

[0764] [ka]

[0765] (In the general formula (63C'), R 683 ~R 686 are each independently R in the general formula (63C). 683 ~R 686 is equivalent to

[0766] In one embodiment, R 681 ~R 686 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0767] In one embodiment, R681 ~R 686 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0768] The compound represented by the general formula (6) is first prepared by connecting the ring a, ring b, and ring c to a linking group (NR 601 and groups containing NR 602 The intermediate is produced by linking the rings a, b, and c with a linking group (a group containing a boron atom) (reaction 2), and the final product is produced by linking the rings a, b, and c with a linking group (a group containing a boron atom) (reaction 2). In reaction 1, an amination reaction such as the Bachburt-Hartwig reaction can be applied. In reaction 2, a tandem hetero-Friedel-Crafts reaction can be applied.

[0769] Specific examples of the compound represented by the general formula (6) are listed below, but these are merely illustrative, and the compound represented by the general formula (6) is not limited to the following specific examples.

[0770] [ka]

[0771] [ka]

[0772] [ka]

[0773] [ka]

[0774] [ka]

[0775] [ka]

[0776] [ka]

[0777] [ka]

[0778] [ka]

[0779] [ka]

[0780] [ka]

[0781] [ka]

[0782] (Compound represented by general formula (7)) The compound represented by general formula (7) will be explained.

[0783] [ka]

[0784] [ka]

[0785] (In the general formula (7), ring r is a ring represented by general formula (72) or general formula (73) fused at any position to an adjacent ring, ring q and ring s are each independently a ring represented by general formula (74) fused to an adjacent ring at any position, The p ring and the t ring each independently represent a structure represented by the general formula (75) or the general formula (76) fused at any position of the adjacent ring, X7 is an oxygen atom, a sulfur atom, or NR 702 is. R 701 If there are multiple R 701 teeth, joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 701 and R 702 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, Ar 701 and Ar 702 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 701 teeth, a substituted or unsubstituted alkylene group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenylene group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynylene group having 2 to 50 carbon atoms; a substituted or unsubstituted cycloalkylene group having 3 to 50 ring carbon atoms, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, m1 is 0, 1 or 2; m2 is 0, 1, 2, 3 or 4; m3 is independently 0, 1, 2 or 3; m4 is independently 0, 1, 2, 3, 4 or 5; R 701 If there are multiple R 701 are identical to or different from each other, When a plurality of X7s are present, the plurality of X7s are the same or different from one another, R 702 If there are multiple R 702 are identical to or different from each other, Ar 701 If there are multiple Ar 701 are identical to or different from each other, Ar 702 If there are multiple Ar 702 are identical to or different from each other, L701 If there are multiple L 701 are either identical or different.)

[0786] In the general formula (7), each of the p, q, r, s, and t rings is fused to an adjacent ring by sharing two carbon atoms. The fused position and orientation are not limited, and fusion is possible at any position and orientation.

[0787] In one embodiment, in the general formula (72) or (73) as the r ring, m1=0 or m2=0.

[0788] In one embodiment, the compound represented by the general formula (7) is represented by any one of the following general formulae (71-1) to (71-6).

[0789] [ka]

[0790] [ka]

[0791] [ka]

[0792] [ka]

[0793] [ka]

[0794] [ka]

[0795] (In the general formulae (71-1) to (71-6), R 701 , X7, Ar 701 , Ar 702 , L 701 , m1, and m3 are each R in the general formula (7). 701 , X7, Ar 701 , Ar 702 , L 701 , m1 and m3.)

[0796] In one embodiment, the compound represented by general formula (7) is represented by any one of the following general formulae (71-11) to (71-13).

[0797] [ka]

[0798] [ka]

[0799] [ka]

[0800] (In the general formulas (71-11) to (71-13), R 701 , X7, Ar 701 , Ar 702 , L 701 , m1, m3, and m4 are each R in the general formula (7). 701 , X7, Ar 701 , Ar 702 , L 701 , m1, m3 and m4.)

[0801] In one embodiment, the compound represented by the general formula (7) is represented by any one of the following general formulae (71-21) to (71-25).

[0802] [ka]

[0803] [ka]

[0804] [ka]

[0805] [ka]

[0806] [ka]

[0807] (In the general formulas (71-21) to (71-25), R 701 , X7, Ar 701 , Ar 702 , L 701 , m1, and m4 are each R in the general formula (7). 701 , X7, Ar 701 , Ar 702 , L 701 , m1 and m4.)

[0808] In one embodiment, the compound represented by the general formula (7) is represented by any one of the following general formulae (71-31) to (71-33).

[0809] [ka]

[0810] [ka]

[0811] [ka]

[0812] (In the general formulas (71-31) to (71-33), R 701 , X7, Ar 701 , Ar 702 , L 701 , m2 to m4 are each R in the general formula (7). 701 , X7, Ar 701 , Ar 702 , L 701 , m2 to m4 are synonymous.)

[0813] In one embodiment, Ar 701 and Ar 702 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0814] In one embodiment, Ar 701 and Ar 702 one of the groups is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, and Ar 701 and Ar 702 The other is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0815] Specific examples of the compound represented by the general formula (7) include the compounds shown below.

[0816] [ka]

[0817] [ka]

[0818] [ka]

[0819] [ka]

[0820] [ka]

[0821] [ka]

[0822] (Compound represented by general formula (8)) The compound represented by general formula (8) will be explained.

[0823] [ka]

[0824] (In the general formula (8), R 801 and R 802 , R 802 and R 803 , and R 803 and R 804 At least one pair of these bonds together to form a divalent group represented by the following general formula (82): R 805 and R 806 , R 806 and R 807 , and R 807 and R 808 At least one pair of these is bonded to each other to form a divalent group represented by the following general formula (83):

[0825] [ka]

[0826] (R not forming a divalent group represented by the general formula (82) 801 ~R 804 , and R 811 ~R 814 At least one of the above is a monovalent group represented by the following general formula (84): R that does not form a divalent group represented by the general formula (83) 805 ~R 808 , and R 821 ~R 824 At least one of the above is a monovalent group represented by the following general formula (84): X8 is an oxygen atom, a sulfur atom, or NR 809 and R which does not form a divalent group represented by the general formula (82) and the general formula (83) and is not a monovalent group represented by the general formula (84) 801 ~R 808 R is not a monovalent group represented by the general formula (84). 811 ~R 814 and R 821 ~R 824 , and R 809 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0827] [ka]

[0828] (In the general formula (84), Ar 801 and Ar 802 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 801 ~L 803 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms; a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, or a divalent linking group formed by bonding 2 to 4 groups selected from the group consisting of a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms and a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, In the general formula (84), * indicates the bonding position with the ring structure represented by the general formula (8), the group represented by the general formula (82) or the general formula (83).

[0829] In the general formula (8), the positions at which the divalent group represented by the general formula (82) and the divalent group represented by the general formula (83) are formed are not particularly limited, and R 801 ~R 808 The group can be formed at any possible position.

[0830] In one embodiment, the compound represented by the general formula (8) is represented by any one of the following general formulae (81-1) to (81-6).

[0831] [ka]

[0832] [ka]

[0833] [ka]

[0834] (In the general formulae (81-1) to (81-6), X8 has the same meaning as X8 in general formula (8), R 801 ~R 824 at least two of the groups are monovalent groups represented by general formula (84), R which is not a monovalent group represented by the general formula (84) 801 ~R 824 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0835] In one embodiment, the compound represented by the general formula (8) is represented by any one of the following general formulae (81-7) to (81-18).

[0836] [ka]

[0837] [ka]

[0838] [ka]

[0839] [ka]

[0840] [ka]

[0841] [ka]

[0842] (In the general formulae (81-7) to (81-18), X8 has the same meaning as X8 in general formula (8), * is a single bond bonding to the monovalent group represented by the general formula (84), R 801 ~R 824 are each independently R which is not a monovalent group represented by the general formula (84) in the general formulas (81-1) to (81-6). 801 ~R 824 is equivalent to

[0843] R which does not form a divalent group represented by the general formula (82) and the general formula (83) and is not a monovalent group represented by the general formula (84) 801 ~R 808 and R which is not a monovalent group represented by the general formula (84). 811 ~R 814 and R 821 ~R 824 are preferably each independently hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0844] The monovalent group represented by the general formula (84) is preferably represented by the following general formula (85) or general formula (86).

[0845] [ka]

[0846] (In the general formula (85), R 831 ~R 840 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, * in the general formula (85) has the same meaning as * in the general formula (84).

[0847] [ka]

[0848] (In the general formula (86), Ar 801 , L 801 and L 803 represents Ar in the general formula (84). 801 , L 801 and L 803 is synonymous with HAr 801 is a structure represented by the following general formula (87):

[0849] [ka]

[0850] (In the general formula (87), X 81 is an oxygen atom or a sulfur atom, R 841 ~R 848 One of the following is L 803 is a single bond that connects to R that is not a single bond 841 ~R 848 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0851] Specific examples of the compound represented by the general formula (8) include the compounds described in WO 2014 / 104144 as well as the compounds shown below.

[0852] [ka]

[0853] [ka]

[0854] [ka]

[0855] [ka]

[0856] [ka]

[0857] [ka]

[0858] (Compound represented by general formula (9)) The compound represented by general formula (9) will be explained.

[0859] [ka]

[0860] (In the general formula (9), A 91 Ring and A 92 The rings are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, A 91 Ring and A 92 One or more rings selected from the group consisting of: It bonds to * in the structure represented by the following general formula (92):

[0861] [ka]

[0862] (In the general formula (92), A 93 The ring is a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, X9 is NR 93 , C(R 94 )(R 95 ), Si(R 96 )(R 97 ), Ge(R 98 )(R 99 ), an oxygen atom, a sulfur atom, or a selenium atom; R 91 and R 92 teeth, joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 91 and R 92 , and R 93 ~R 99 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0863] A 91 Ring and A 92 One or more rings selected from the group consisting of rings are bonded to * in the structure represented by the general formula (92). 91 A ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle is bonded to * in the structure represented by general formula (92). 92 A ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle is bonded to * in the structure represented by general formula (92).

[0864] In one embodiment, A 91 Ring and A 92 A group represented by the following general formula (93) is bonded to one or both of the rings.

[0865] [ka]

[0866] (In the general formula (93), Ar 91 and Ar 92 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 91 ~L 93 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms; a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, or a divalent linking group formed by the bonding of 2 to 4 groups selected from the group consisting of substituted or unsubstituted arylene groups having 6 to 30 ring carbon atoms and substituted or unsubstituted divalent heterocyclic groups having 5 to 30 ring atoms, * in the general formula (93) represents A 91 Ring and A 92 Indicates the bonding position to one of the rings.

[0867] In one embodiment, A 91 In addition to the ring, A 92 A ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle is bonded to * in the structure represented by general formula (92). In this case, the structures represented by general formula (92) may be the same or different from each other.

[0868] In one embodiment, R 91 and R 92are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. In one embodiment, R 91 and R 92 are bonded to each other to form a fluorene structure.

[0869] In one embodiment, ring A 91 and Ring A 92 are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, for example, a substituted or unsubstituted benzene ring.

[0870] In one embodiment, ring A 93 is a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, for example, a substituted or unsubstituted benzene ring. In one embodiment, X9 is an oxygen atom or a sulfur atom.

[0871] Specific examples of the compound represented by the general formula (9) include the compounds shown below.

[0872] [ka]

[0873] [ka]

[0874] [ka]

[0875] [ka]

[0876] (Compound represented by general formula (10)) The compound represented by general formula (10) will be explained.

[0877] [ka]

[0878] [ka]

[0879] (In the general formula (10), ring Ax1 is a ring represented by general formula (10a) and fused to an adjacent ring at any position, ring Ax2 is a ring represented by general formula (10b) fused to an adjacent ring at any position, In the general formula (10b), two * are bonded to any positions of the Ax3 ring, X A and X B are each independently C(R 1003 )(R 1004 ), Si(R 1005 )(R 1006 ), an oxygen atom or a sulfur atom; The Ax3 ring is a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, Ar 1001 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 1001 ~R 1006 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, mx1 is 3 and mx2 is 2, Multiple R 1001 are identical to or different from each other, Multiple R 1002 are identical to or different from each other, ax is 0, 1 or 2; When ax is 0 or 1, the structures in the brackets shown as "3-ax" are the same or different from each other, If ax is 2, multiple Ar 1001 are either identical or different.)

[0880] In one embodiment, Ar 1001 represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0881] In one embodiment, ring Ax3 is a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, for example, a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthalene ring, or a substituted or unsubstituted anthracene ring.

[0882] In one embodiment, R 1003 and R 1004 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0883] In one embodiment, ax is 1.

[0884] Specific examples of the compound represented by the general formula (10) include the compounds shown below.

[0885] [ka]

[0886] In one embodiment, the light-emitting layer contains, as at least one of the third compound and the fourth compound, A compound represented by the general formula (4), A compound represented by the general formula (5), A compound represented by the general formula (7), A compound represented by the general formula (8), A compound represented by the general formula (9), and It contains one or more compounds selected from the group consisting of compounds represented by the following general formula (63a):

[0887] [ka]

[0888] (In the general formula (63a), R 631 is R 646 may be bonded to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. R 633 is R 647 may be bonded to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. R 634 is R 651 may be bonded to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. R 641 is R 642 may be bonded to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. R 631 ~R 651 One or more pairs of two or more adjacent joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted heterocyclic ring, does not form the substituted or unsubstituted monocyclic ring, and does not form the substituted or unsubstituted fused ring. 631 ~R 651 are each independently, hydrogen atoms, halogen atoms, cyano group, nitro group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, provided that R does not form the substituted or unsubstituted heterocyclic ring, does not form the substituted or unsubstituted monocyclic ring, and does not form the substituted or unsubstituted fused ring. 631 ~R 651 At least one of the halogen atoms, cyano group, nitro group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0889] In one embodiment, the compound represented by the general formula (4) is a compound represented by the general formula (41-3), (41-4), or (41-5), and the A1 ring in the general formula (41-5) is a substituted or unsubstituted fused aromatic hydrocarbon ring having 10 to 50 ring carbon atoms, or a substituted or unsubstituted fused heterocycle having 8 to 50 ring atoms.

[0890] In one embodiment, the substituted or unsubstituted fused aromatic hydrocarbon ring having 10 to 50 ring carbon atoms in the general formulae (41-3), (41-4), and (41-5) is a substituted or unsubstituted naphthalene ring, a substituted or unsubstituted anthracene ring, or a substituted or unsubstituted fluorene ring, The substituted or unsubstituted fused heterocyclic ring having 8 to 50 ring atoms is a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted carbazole ring, or It is a substituted or unsubstituted dibenzothiophene ring.

[0891] In one embodiment, the substituted or unsubstituted fused aromatic hydrocarbon ring having 10 to 50 ring carbon atoms in the general formula (41-3), the general formula (41-4), or the general formula (41-5) is a substituted or unsubstituted naphthalene ring, or a substituted or unsubstituted fluorene ring, The substituted or unsubstituted fused heterocyclic ring having 8 to 50 ring atoms is a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted carbazole ring, or It is a substituted or unsubstituted dibenzothiophene ring.

[0892] In one embodiment, the compound represented by the general formula (4) is A compound represented by the following general formula (461): A compound represented by the following general formula (462): A compound represented by the following general formula (463): A compound represented by the following general formula (464): A compound represented by the following general formula (465): A compound represented by the following general formula (466), and The compound is selected from the group consisting of compounds represented by the following general formula (467):

[0893] [ka]

[0894] [ka]

[0895] [ka]

[0896] [ka]

[0897] [ka]

[0898] (In the general formulas (461) to (467), R 421 ~R 427 , R 431 ~R 436 , R 440 ~R 448 and R 451 ~R 454 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 437 , R 438 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 421 ~R 427 , R 431 ~R 436 , R 440 ~R 448 and R 451 ~R 454 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, X4 is an oxygen atom, NR 801 , or C(R 802 )(R 803 ) and R 801 , R 802 and R 803 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are the same or different from each other, R 803 If there are multiple R 803 are either identical or different.)

[0899] In one embodiment, R 421 ~R 427 and R 440 ~R 448 However, each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0900] In one embodiment, R 421 ~R 427 and R 440 ~R 447 However, each independently, hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, and The heterocyclic group is selected from the group consisting of substituted or unsubstituted heterocyclic groups having 5 to 18 ring atoms.

[0901] In one embodiment, the compound represented by the general formula (41-3) is a compound represented by the following general formula (41-3-1):

[0902] [ka]

[0903] (In the general formula (41-3-1), R 423 , R 425 , R 426 , R 442 , R 444 and R 445 are each independently R in the general formula (41-3). 423 , R 425 , R 426 , R 442 , R 444 and R 445 is equivalent to

[0904] In one embodiment, the compound represented by the general formula (41-3) is a compound represented by the following general formula (41-3-2):

[0905] [ka]

[0906] (In the general formula (41-3-2), R 421 ~R 427 and R 440 ~R 448 are each independently R in the general formula (41-3). 421 ~R 427 and R 440 ~R 448 is synonymous with However, R 421 ~R 427 and R 440 ~R 446 At least one of -N(R 906 )(R 907 ) is a group represented by

[0907] In one embodiment, in the formula (41-3-2), R 421 ~R 427 and R 440 ~R 446 Any two of -N(R 906 )(R 907 ) is a group represented by the formula:

[0908] In one embodiment, the compound represented by formula (41-3-2) is a compound represented by formula (41-3-3):

[0909] [ka]

[0910] (In the general formula (41-3-3), R 421 ~R 424 , R 440 ~R 443 , R 447 and R 448 are each independently R in the general formula (41-3). 421 ~R 424 , R 440 ~R 443 , R 447 and R 448 is synonymous with R A , R B , R C and RD are each independently, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 18 ring atoms.

[0911] In one embodiment, the compound represented by formula (41-3-3) is a compound represented by formula (41-3-4):

[0912] [ka]

[0913] (In the general formula (41-3-4), R 447 , R 448 , R A , R B , R C and R D are each independently R in the formula (41-3-3). 447 , R 448 , R A , R B , R C and R D is equivalent to

[0914] In one embodiment, R A , R B , R C and R D are each independently a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms.

[0915] In one embodiment, R A , R B , R C and R D are each independently a substituted or unsubstituted phenyl group.

[0916] In one embodiment, R 447 and R 448 is a hydrogen atom.

[0917] In one embodiment, the substituent in the case of "substituted or unsubstituted" in each of the above formulas is an unsubstituted alkyl group having 1 to 50 carbon atoms; an unsubstituted alkenyl group having 2 to 50 carbon atoms; an unsubstituted alkynyl group having 2 to 50 carbon atoms, an unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms; -Si(R 901a )(R 902a )(R 903a ), -O-(R 904a ), -S-(R 905a ), -N(R 906a )(R 907a ), halogen atoms, cyano group, nitro group, an unsubstituted aryl group having 6 to 50 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901a ~R 907a are each independently, hydrogen atoms, an unsubstituted alkyl group having 1 to 50 carbon atoms; an unsubstituted aryl group having 6 to 50 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901a If there are two or more, there are two or more R 901a are identical to or different from each other, R 902a If there are two or more, there are two or more R 902a are identical to or different from each other, R 903a If there are two or more, there are two or more R 903a are identical to or different from each other, R 904a If there are two or more, there are two or more R 904a are identical to or different from each other, R 905a If there are two or more, there are two or more R905a are identical to or different from each other, R 906a If there are two or more, there are two or more R 906a are identical to or different from each other, R 907a If there are two or more, there are two or more R 907a are the same as or different from each other.

[0918] In one embodiment, the substituent in the case of "substituted or unsubstituted" in each of the above formulas is an unsubstituted alkyl group having 1 to 50 carbon atoms; an unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is an unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0919] In one embodiment, the substituent in the case of "substituted or unsubstituted" in each of the above formulas is an unsubstituted alkyl group having 1 to 18 carbon atoms; an unsubstituted aryl group having 6 to 18 ring carbon atoms, or It is an unsubstituted heterocyclic group having 5 to 18 ring atoms.

[0920] In the organic EL device according to this embodiment, the first light-emitting layer preferably further contains a fluorescent third compound, and the third compound preferably exhibits emission with a main peak wavelength of 430 nm or more and 480 nm or less.

[0921] In the organic EL device according to this embodiment, the second light-emitting layer preferably further contains a fourth fluorescent compound, and the fourth compound preferably exhibits emission with a main peak wavelength of 430 nm or more and 480 nm or less.

[0922] The main peak wavelength of a compound is measured as follows: -6 mol / L or more 10 -5A toluene solution of 1000 mol / L or less is prepared and placed in a quartz cell, and the emission spectrum (vertical axis: emission intensity, horizontal axis: wavelength) of this sample is measured at room temperature (300 K). The emission spectrum can be measured using a spectrophotometer (device name: F-7000) manufactured by Hitachi High-Tech Science Corporation. Note that the emission spectrum measurement device is not limited to the device used here. In the emission spectrum, the peak wavelength at which the emission intensity is maximum is defined as the main emission peak wavelength. In this specification, the main peak wavelength may also be referred to as the main fluorescence emission peak wavelength (FL-peak).

[0923] In the organic EL device according to this embodiment, when the first light-emitting layer contains a first compound and a third compound, the first compound is preferably a host material (sometimes referred to as a matrix material), and the third compound is preferably a dopant material (sometimes referred to as a guest material, an emitter, or a light-emitting material).

[0924] In the organic EL device according to this embodiment, when the first light-emitting layer contains the first compound and the third compound, it is preferable that the singlet energy S1(H1) of the first compound and the singlet energy S1(D3) of the third compound satisfy the relationship shown in the following formula (Mathematical Formula 1). S1(H1)>S1(D3)…(Math 1)

[0925] In the organic EL device according to this embodiment, when the second light-emitting layer contains a second compound and a fourth compound, the second compound is preferably a host material (sometimes referred to as a matrix material), and the fourth compound is preferably a dopant material (sometimes referred to as a guest material, an emitter, or a light-emitting material).

[0926] In the organic EL device according to this embodiment, when the second light-emitting layer contains the second compound and the fourth compound, it is preferable that the singlet energy S1(H2) of the second compound and the singlet energy S1(D4) of the fourth compound satisfy the relationship shown in the following formula (Mathematical Formula 2). S1(H2)>S1(D4)…(Number 2)

[0927] (singlet energy S1) The following method can be mentioned as a method for measuring the singlet energy S1 using a solution (sometimes referred to as a solution method). 10 of the compounds to be measured -5 mol / L or more 10 -4 A toluene solution of 1000 mol / L or less is prepared and placed in a quartz cell, and the absorption spectrum (vertical axis: absorption intensity, horizontal axis: wavelength) of this sample is measured at room temperature (300 K). A tangent line is drawn to the falling edge on the long wavelength side of this absorption spectrum, and the wavelength value λedge [nm] at the intersection of this tangent line and the horizontal axis is substituted into the following conversion formula (F2) to calculate the singlet energy. Conversion formula (F2): S1[eV]=1239.85 / λedge An example of an absorption spectrum measuring device is a spectrophotometer manufactured by Hitachi (device name: U3310), but is not limited to this.

[0928] The tangent to the fall on the long wavelength side of the absorption spectrum is drawn as follows. When moving along the spectral curve from the longest maximum value on the longest wavelength side of the absorption spectrum toward longer wavelengths, consider the tangent at each point on the curve. As the curve falls (i.e., as the value on the vertical axis decreases), the slope of this tangent decreases and then increases repeatedly. The tangent drawn at the point where the slope is minimum on the longest wavelength side (excluding cases where the absorbance is 0.1 or less) is considered to be the tangent to the fall on the long wavelength side of the absorption spectrum. Note that maximum points with absorbance values ​​of 0.2 or less are not included in the maximum values ​​on the longest wavelength side.

[0929] In the organic EL device according to this embodiment, it is also preferable that the electron mobility μH1 of the first compound and the electron mobility μH2 of the second compound satisfy the relationship of the following mathematical formula (Mathematical Formula 3). μH2>μH1…(Equation 3)

[0930] When the first compound and the second compound satisfy the relationship of the above mathematical formula (Mathematical formula 3), the recombination ability of holes and electrons in the first light-emitting layer is improved.

[0931] The electron mobility can be measured using impedance spectroscopy as follows. A measurement target layer with a thickness of 100 nm to 200 nm is sandwiched between an anode and a cathode, and a small AC voltage of 100 mV or less is applied while a bias DC voltage is applied. The AC current value (absolute value and phase) that flows during this process is measured. This measurement is performed while changing the frequency of the AC voltage, and complex impedance (Z) is calculated from the current and voltage values. The frequency dependence of the imaginary part (ImM) of the modulus M = iωZ (i: imaginary unit, ω: angular frequency) is calculated, and the reciprocal of the frequency ω at which ImM reaches its maximum value is defined as the response time of electrons conducting within the measurement target layer. Electron mobility is then calculated using the following formula: Electron mobility = (film thickness of the layer to be measured) 2 / (response time·voltage)

[0932] The first and second emitting layers preferably do not contain a phosphorescent material (dopant material). Furthermore, the first and second light-emitting layers preferably do not contain heavy metal complexes or phosphorescent rare earth metal complexes, such as iridium complexes, osmium complexes, and platinum complexes. It is also preferable that the first and second light-emitting layers do not contain a metal complex.

[0933] (Thickness of the light-emitting layer) The thickness of the light-emitting layer of the organic EL device according to this embodiment is preferably 5 nm to 50 nm, more preferably 7 nm to 50 nm, and even more preferably 10 nm to 50 nm. When the thickness of the light-emitting layer is 5 nm or more, it is easy to form the light-emitting layer and adjust the chromaticity. When the thickness of the light-emitting layer is 50 nm or less, it is easy to suppress an increase in driving voltage.

[0934] (Compound content in the light-emitting layer) When the first light-emitting layer contains the first compound and the third compound, the contents of the first compound and the third compound in the first light-emitting layer are preferably, for example, in the following ranges, respectively. The content of the first compound is preferably 80% by mass or more and 99% by mass or less, more preferably 90% by mass or more and 99% by mass or less, and even more preferably 95% by mass or more and 99% by mass or less. The content of the third compound is preferably 1% by mass or more and 10% by mass or less, more preferably 1% by mass or more and 7% by mass or less, and even more preferably 1% by mass or more and 5% by mass or less. However, the upper limit of the total content of the first compound and the third compound in the first light-emitting layer is 100% by mass.

[0935] Note that this embodiment does not exclude the case where the first light-emitting layer contains materials other than the first compound and the third compound. The first light-emitting layer may contain only one type of first compound or two or more types of first compounds.The first light-emitting layer may contain only one type of third compound or two or more types of third compounds.

[0936] When the second emitting layer contains the second compound and the fourth compound, the contents of the second compound and the fourth compound in the second emitting layer are preferably, for example, in the following ranges, respectively. The content of the second compound is preferably 80% by mass or more and 99% by mass or less, more preferably 90% by mass or more and 99% by mass or less, and even more preferably 95% by mass or more and 99% by mass or less. The content of the fourth compound is preferably from 1% to 10% by mass, more preferably from 1% to 7% by mass, and even more preferably from 1% to 5% by mass. However, the upper limit of the total content of the second compound and the fourth compound in the second light-emitting layer is 100% by mass.

[0937] In this embodiment, the second light-emitting layer may contain materials other than the second compound and the fourth compound. The second light-emitting layer may contain only one type of second compound or two or more types of second compounds.The second light-emitting layer may contain only one type of fourth compound or two or more types of fourth compounds.

[0938] The structure of the organic EL element will be further described below. Hereinafter, the reference numerals may be omitted.

[0939] (substrate) The substrate is used as a support for the organic EL element. Examples of materials that can be used for the substrate include glass, quartz, and plastic. A flexible substrate may also be used. A flexible substrate is a substrate that can be bent (flexible), and examples thereof include a plastic substrate. Examples of materials for forming the plastic substrate include polycarbonate, polyarylate, polyethersulfone, polypropylene, polyester, polyvinyl fluoride, polyvinyl chloride, polyimide, and polyethylene naphthalate. Inorganic vapor-deposited films may also be used.

[0940] (anode) The anode formed on the substrate is preferably made of a metal, alloy, electrically conductive compound, or mixture thereof with a large work function (specifically, 4.0 eV or higher). Specific examples include indium tin oxide (ITO), indium tin oxide containing silicon or silicon oxide, indium zinc oxide, tungsten oxide, indium oxide containing zinc oxide, and graphene. Other examples include gold (Au), platinum (Pt), nickel (Ni), tungsten (W), chromium (Cr), molybdenum (Mo), iron (Fe), cobalt (Co), copper (Cu), palladium (Pd), titanium (Ti), or nitrides of metal materials (e.g., titanium nitride).

[0941] These materials are usually formed into films by sputtering. For example, indium oxide-zinc oxide can be formed by sputtering using a target containing 1% by mass or more and 10% by mass or less of zinc oxide added to indium oxide. Furthermore, for example, indium oxide containing tungsten oxide and zinc oxide can be formed by sputtering using a target containing 0.5% by mass or more and 5% by mass or less of tungsten oxide and 0.1% by mass or more and 1% by mass or less of zinc oxide relative to indium oxide. Alternatively, the films may be formed by vacuum deposition, coating, inkjet printing, spin coating, or the like.

[0942] Of the EL layers formed on the anode, the hole injection layer formed in contact with the anode is formed using a composite material that easily injects holes regardless of the work function of the anode, so materials that can be used as electrode materials (for example, metals, alloys, electrically conductive compounds, and mixtures of these, as well as elements belonging to Group 1 or Group 2 of the periodic table) can be used.

[0943] Materials with low work functions, such as elements belonging to Group 1 or 2 of the periodic table, can also be used. These include alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), and alloys containing these metals (e.g., MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these metals. Vacuum deposition and sputtering methods can be used to form the anode using alkali metals, alkaline earth metals, and alloys containing these metals. Furthermore, when using silver paste, coating methods and inkjet methods can be used.

[0944] (cathode) The cathode is preferably made of a metal, alloy, electrically conductive compound, or mixture thereof, each having a small work function (specifically, 3.8 eV or less). Specific examples of such cathode materials include elements belonging to Group 1 or 2 of the periodic table, i.e., alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), alloys containing these (e.g., MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these.

[0945] When an alkali metal, an alkaline earth metal, or an alloy containing these is used to form a cathode, a vacuum deposition method or a sputtering method can be used. When a silver paste or the like is used, a coating method or an inkjet method can be used.

[0946] By providing an electron injection layer, the cathode can be formed using various conductive materials, regardless of the magnitude of the work function, such as Al, Ag, ITO, graphene, indium oxide-tin oxide containing silicon or silicon oxide, etc. These conductive materials can be deposited by sputtering, inkjet printing, spin coating, etc.

[0947] (hole injection layer) The hole injection layer is a layer containing a substance with high hole injection properties, such as molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, or manganese oxide.

[0948] In addition, materials with high hole injection properties include low-molecular-weight organic compounds such as 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DPAB), 4,4'-bis(N-{4-[N'-(3-methylphenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviation: DNTPD), and 1,3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DNTPD). [N-(1-naphthyl)-N-(9-phenylcarbazol-3-yl)amino]-9-phenylcarbazole (abbreviation: PCzPCN1), and other aromatic amine compounds, such as dipyrazino[2,3-f:20,30-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN), are also included.

[0949] Furthermore, polymeric compounds (oligomers, dendrimers, polymers, etc.) can also be used as materials with high hole injection properties. Examples include poly(N-vinylcarbazole) (abbreviation: PVK), poly(4-vinyltriphenylamine) (abbreviation: PVTPA), poly[N-(4-{N'-[4-(4-diphenylamino)phenyl]phenyl-N'-phenylamino}phenyl)methacrylamide] (abbreviation: PTPDMA), and poly[N,N'-bis(4-butylphenyl)-N,N'-bis(phenyl)benzidine] (abbreviation: Poly-TPD). Acid-added polymeric compounds such as poly(3,4-ethylenedioxythiophene) / poly(styrenesulfonic acid) (PEDOT / PSS) and polyaniline / poly(styrenesulfonic acid) (PAni / PSS) can also be used.

[0950] (Hole transport layer) The hole transport layer is a layer containing a substance with high hole transport properties. For the hole transport layer, an aromatic amine compound, a carbazole derivative, an anthracene derivative, or the like can be used. Specifically, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (abbreviation: NPB), N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (abbreviation: TPD), 4-phenyl-4'-(9-phenylfluoren-9-yl)triphenylamine (abbreviation: BAFLP), 4,4'-bis[N-(9,9-dimethylfluoren-2-yl)-N-phenylamino]biphenyl (abbreviation: NPB), Aromatic amine compounds such as 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), and 4,4'-bis[N-(spiro-9,9'-bifluoren-2-yl)-N-phenylamino]biphenyl (abbreviation: BSPB) can be used. The substances mentioned here are mainly 10 -6 cm 2 A material with a hole mobility of at least / (V·s).

[0951] The hole transport layer may be made of carbazole derivatives such as CBP, 9-[4-(N-carbazolyl)]phenyl-10-phenylanthracene (CzPA), and 9-phenyl-3-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (PCzPA), or anthracene derivatives such as t-BuDNA, DNA, and DPAnth. Polymer compounds such as poly(N-vinylcarbazole) (abbreviated as PVK) and poly(4-vinyltriphenylamine) (abbreviated as PVTPA) may also be used.

[0952] However, other substances may be used as long as they have a higher hole-transporting property than an electron-transporting property. Note that the layer containing the substance having a high hole-transporting property may be not only a single layer, but also a stack of two or more layers containing the above-mentioned substances.

[0953] (electron transport layer) The electron transport layer is a layer containing a substance with high electron transport properties. Examples of materials that can be used for the electron transport layer include: 1) metal complexes such as aluminum complexes, beryllium complexes, and zinc complexes; 2) heteroaromatic compounds such as imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives; and 3) polymer compounds. Specifically, examples of low-molecular-weight organic compounds that can be used include metal complexes such as Alq, tris(4-methyl-8-quinolinolato)aluminum (abbreviated as Almq3), bis(10-hydroxybenzo[h]quinolinato)beryllium (abbreviated as BeBq2), BAlq, Znq, ZnPBO, and ZnBTZ. In addition to metal complexes, 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5-(ptert-butylphenyl)-1,3,4-oxadiazol-2-yl]benzene (abbreviation: OXD-7), 3-(4-tert-butylphenyl)-4-phenyl-5-(4-biphenylyl)-1,2,4-triazole (abbreviation: Heteroaromatic compounds such as 3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-biphenylyl)-1,2,4-triazole (abbreviated as p-EtTAZ), bathophenanthroline (abbreviated as BPhen), bathocuproine (abbreviated as BCP), and 4,4'-bis(5-methylbenzoxazol-2-yl)stilbene (abbreviated as BzOs) can also be used. In this embodiment, benzimidazole compounds can be preferably used. The substances mentioned here are mainly 10 -6 cm 2 / (V·s) or more. Note that other substances may be used as the electron-transporting layer as long as they have a higher electron-transporting property than a hole-transporting property. The electron-transporting layer may be formed as a single layer or as a stack of two or more layers made of the above-mentioned substances.

[0954] Specific examples of compounds that can be used in the electron transport layer include the following compounds, however, the present invention is not limited to these specific examples of compounds.

[0955] [ka]

[0956] The electron transport layer can also be made of a polymer compound, such as poly[(9,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3,5-diyl)] (abbreviation: PF-Py) or poly[(9,9-dioctylfluorene-2,7-diyl)-co-(2,2'-bipyridine-6,6'-diyl)] (abbreviation: PF-BPy).

[0957] (electron injection layer) The electron injection layer is a layer containing a substance with high electron injection properties. For the electron injection layer, alkali metals, alkaline earth metals, such as lithium (Li), cesium (Cs), calcium (Ca), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF), and lithium oxide (LiOx), or compounds thereof can be used. Alternatively, a substance having electron transport properties containing an alkali metal, alkaline earth metal, or a compound thereof, such as Alq containing magnesium (Mg), can be used. In this case, electron injection from the cathode can be performed more efficiently.

[0958] Alternatively, the electron injection layer may be formed using a composite material obtained by mixing an organic compound and an electron donor (donor). Such composite materials have excellent electron injection and electron transport properties because electrons are generated in the organic compound by the electron donor. In this case, the organic compound is preferably a material that is excellent at transporting the generated electrons. Specifically, for example, the above-mentioned substances constituting the electron transport layer (metal complexes, heteroaromatic compounds, etc.) can be used. The electron donor may be any substance that exhibits electron donating properties to the organic compound. Specifically, alkali metals, alkaline earth metals, and rare earth metals are preferred, such as lithium, cesium, magnesium, calcium, erbium, and ytterbium. Alkali metal oxides and alkaline earth metal oxides are also preferred, such as lithium oxide, calcium oxide, and barium oxide. Lewis bases such as magnesium oxide can also be used. Organic compounds such as tetrathiafulvalene (TTF) can also be used.

[0959] (Layer formation method) The method for forming each layer of the organic EL element of this embodiment is not limited to those specifically mentioned above, but known methods can be used, such as dry film formation methods such as vacuum deposition, sputtering, plasma deposition, and ion plating, and wet film formation methods such as spin coating, dipping, flow coating, and inkjet deposition.

[0960] (film thickness) The thickness of each organic layer in the organic EL device of this embodiment is not limited unless otherwise specified above. Generally, if the thickness is too thin, defects such as pinholes are likely to occur, and if the thickness is too thick, a high applied voltage is required, resulting in poor efficiency. Therefore, the thickness of each organic layer in the organic EL device is usually preferably in the range of several nm to 1 μm.

[0961] (Emission wavelength of organic EL element) The organic electroluminescent element according to this embodiment preferably emits light having a main peak wavelength of 430 nm or more and 480 nm or less when the element is in operation. The main peak wavelength of the light emitted from the organic EL element when the element is driven is measured as follows: 2 A voltage is applied to the organic EL element so that the spectral radiance spectrum is measured using a spectroradiometer CS-2000 (Konica Minolta, Inc.) In the obtained spectral radiance spectrum, the peak wavelength of the emission spectrum at which the emission intensity is maximum is measured and this is defined as the main peak wavelength (unit: nm).

[0962] The organic EL device according to this embodiment can improve the device performance. In addition, the organic EL device according to this embodiment, in which a plurality of light-emitting layers are stacked, is expected to have a good balance between luminous efficiency and lifetime because the light-emitting layer (first light-emitting layer) on the anode side contains the compound according to the first embodiment.

[0963] Fourth Embodiment (electronic equipment) The electronic device according to this embodiment is equipped with the organic EL element according to any one of the above-described embodiments. Examples of the electronic device include a display device and a light-emitting device. Examples of the display device include display components (e.g., an organic EL panel module), a television, a mobile phone, a tablet, and a personal computer. Examples of the light-emitting device include lighting and vehicle lighting fixtures.

[0964] [Modification of the embodiment] The present invention is not limited to the above-described embodiment, and any modifications and improvements that can achieve the object of the present invention are included in the present invention.

[0965] For example, the number of light-emitting layers is not limited to one layer or two layers, and more than two light-emitting layers may be stacked. When the organic EL element has multiple light-emitting layers, it is sufficient that one light-emitting layer satisfies the conditions described in the above embodiment, or that two light-emitting layers satisfy the conditions described in the above embodiment. For example, the other light-emitting layer may be a fluorescent light-emitting layer or a phosphorescent light-emitting layer that utilizes light emission by electron transition from a triplet excited state directly to the ground state. Furthermore, when the organic EL element has a plurality of light-emitting layers, these light-emitting layers may be provided adjacent to each other, or the organic EL element may be a so-called tandem type organic EL element in which a plurality of light-emitting units are stacked via an intermediate layer.

[0966] Furthermore, for example, a blocking layer may be provided adjacent to at least one of the anode side and the cathode side of the light-emitting layer. The blocking layer is preferably disposed in contact with the light-emitting layer and blocks at least one of holes, electrons, and excitons. For example, when a blocking layer is disposed adjacent to the cathode side of the light-emitting layer, the blocking layer transports electrons and prevents holes from reaching a layer (e.g., an electron transport layer) located closer to the cathode than the blocking layer. When the organic EL device includes an electron transport layer, it is preferable to include the blocking layer between the light-emitting layer and the electron transport layer. Furthermore, when a blocking layer is disposed in contact with the light-emitting layer on the anode side, the blocking layer transports holes and prevents electrons from reaching a layer (e.g., a hole transport layer) located closer to the anode than the blocking layer. When the organic EL device includes a hole transport layer, it is preferable to include the blocking layer between the light-emitting layer and the hole transport layer. A barrier layer may be provided adjacent to the light-emitting layer to prevent excitation energy from leaking from the light-emitting layer to surrounding layers, and prevents excitons generated in the light-emitting layer from migrating to layers closer to the electrode than the barrier layer (e.g., electron transport layer and hole transport layer). The light-emitting layer and the barrier layer are preferably in contact with each other.

[0967] In addition, the specific structure and shape in carrying out the present invention may be other structures within the scope of achieving the object of the present invention. [Example]

[0968] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples in any way.

[0969] <Compound> The structures of the compounds represented by general formula (1000B) used in the production of the organic EL devices according to Examples 1 to 31 are shown below.

[0970] [ka]

[0971] [ka]

[0972] [ka]

[0973] [ka]

[0974] [ka]

[0975] [ka]

[0976] The structures of the compounds used in the production of the organic EL devices according to Comparative Examples 4 to 7 are shown below.

[0977] [ka]

[0978] The structures of other compounds used in the production of the organic EL devices according to Examples 1 to 31 and Comparative Examples 1 to 9 are shown below.

[0979] [ka]

[0980] [ka]

[0981] [ka]

[0982] [ka]

[0983] [ka]

[0984] <Fabrication of organic EL elements> An organic EL device was fabricated and evaluated as follows.

[0985] Example 1 A 25mm x 75mm x 1.1mm thick glass substrate (manufactured by Geomatec Co., Ltd.) with an ITO (Indium Tin Oxide) transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, followed by UV ozone cleaning for 30 minutes. The ITO transparent electrode had a film thickness of 130nm. The cleaned glass substrate with transparent electrode lines was attached to a substrate holder in a vacuum deposition apparatus, and compound HIL-1 was first deposited on the surface on which the transparent electrode lines were formed so as to cover the transparent electrode, thereby forming a hole injection layer with a thickness of 5 nm. Following the formation of the hole injection layer, the compound HTL-1 was vapor deposited to form a first hole transport layer having a thickness of 80 nm. Following the formation of the first hole transport layer, compound EBL-1 was evaporated to form a second hole transport layer (also referred to as an electron blocking layer) having a thickness of 10 nm. On the second hole transport layer, compound BH1-1 as a first compound and compound BD-1 as a third compound were co-deposited so that the proportion of compound BD-1 was 2 mass %, thereby forming a first light-emitting layer with a thickness of 5 nm. On the first emitting layer, compound BH2-3 as a second compound and compound BD-1 as a fourth compound were co-deposited so that the proportion of compound BD-1 was 2 mass %, thereby forming a second emitting layer with a thickness of 20 nm. On the second light-emitting layer, the compound aET-1 was evaporated to form a first electron-transporting layer (also referred to as a hole-blocking layer) having a thickness of 10 nm. The compound bET-1 was vapor-deposited on the first electron-transporting layer to form a second electron-transporting layer having a thickness of 15 nm. LiF was evaporated onto the second electron transport layer to form an electron injection layer having a thickness of 1 nm. Metallic Al was vapor-deposited on the electron injection layer to form a cathode with a thickness of 80 nm. The device configuration of Example 1 is shown in outline below. ITO(130) / HIL-1(5) / HTL-1(80) / EBL-1(10) / BH1-1:BD-1(5,98%:2%) / BH2-3:BD-1(20,98%:2%) / aET-1(10) / bET-1(15) / LiF(1) / Al(80) The numbers in parentheses indicate the film thickness (unit: nm). Similarly, the percentages in parentheses (98%:2%) indicate the proportions (mass %) of compound BH1-1 or BH2-3 and compound BD-1 in the first emitting layer or the second emitting layer. The same notation is used hereinafter.

[0986] (Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, and 14) The organic EL devices of Examples 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, and 14 were fabricated in the same manner as in Example 1, except that the first compound in the first emitting layer was changed to the compound shown in Table 1.

[0987] (Comparative Example 1) The organic EL device of Comparative Example 1 was fabricated in the same manner as in Example 1, except that, as shown in Table 1, the first emitting layer was not formed, and a second emitting layer having a thickness of 25 nm was formed on the second hole transport layer.

[0988] (Comparative Example 2) The organic EL device of Comparative Example 2 was fabricated in the same manner as in Example 1, except that, as shown in Table 1, a first light-emitting layer having a thickness of 25 nm was formed as the light-emitting layer, a second light-emitting layer was not formed, and a first electron-transporting layer was formed on the first light-emitting layer.

[0989] (Comparative Examples 3, 4 and 5) The organic EL devices of Comparative Examples 3, 4 and 5 were fabricated in the same manner as in Comparative Example 2, except that the first compound in the first emitting layer was changed to a compound shown in Table 1.

[0990] (Comparative Examples 6 and 7) The organic EL devices of Comparative Examples 6 and 7 were fabricated in the same manner as in Example 1, except that the first compound in the first emitting layer was changed to a compound shown in Table 1.

[0991] [Table 1]

[0992] <Evaluation of organic EL elements> The organic EL devices fabricated in Examples 1 to 31 and Comparative Examples 1 to 9 were evaluated as follows. The evaluation results are shown in Tables 1, 2, 3, and 4.

[0993] External quantum efficiency (EQE) Current density is 10mA / cm 2 The spectral radiance spectrum when a voltage was applied to the element so that the value was as follows was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.) From the obtained spectral radiance spectrum, the external quantum efficiency EQE (unit: %) was calculated, assuming that Lambertian radiation was used.

[0994] ·Life span (LT95) The resulting organic EL device was subjected to a current density of 50 mA / cm 2 A voltage was applied so that the voltage was 95% of the initial voltage, and the time required for the brightness to reach 95% (LT95 (unit: hour)) was measured.

[0995] Example 15 The organic EL device of Example 15 was fabricated in the same manner as in Example 1, except that the third compound in the first emitting layer and the fourth compound in the second emitting layer were changed to the compounds shown in Table 2.

[0996] (Examples 16, 17, 18, 19, 20, 21, 22, 23, and 24) The organic EL devices of Examples 16, 17, 18, 19, 20, 21, 22, 23, and 24 were fabricated in the same manner as in Example 15, except that the first compound in the first emitting layer was changed to the compound shown in Table 2.

[0997] (Comparative Example 8) The organic EL device of Comparative Example 8 was fabricated in the same manner as in Example 15, except that, as shown in Table 2, the first emitting layer was not formed, and a second emitting layer having a thickness of 25 nm was formed on the second hole transport layer.

[0998] [Table 2]

[0999] Example 25 A 25mm x 75mm x 1.1mm thick glass substrate (manufactured by Geomatec Co., Ltd.) with an ITO (Indium Tin Oxide) transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, followed by UV ozone cleaning for 30 minutes. The ITO transparent electrode had a film thickness of 130nm. The washed glass substrate with transparent electrode lines was mounted on a substrate holder of a vacuum deposition apparatus, and first, compounds HTL-2 and HIL-2 were co-deposited on the surface on which the transparent electrode lines were formed so as to cover the transparent electrode, thereby forming a hole injection layer with a thickness of 10 nm. The proportion of compound HTL-2 in this hole injection layer was 90% by mass, and the proportion of compound HIL-2 was 10% by mass. Following the formation of the hole injection layer, the compound HTL-2 was vapor deposited to form a first hole transport layer having a thickness of 85 nm. Following the formation of the first hole transport layer, compound EBL-2 was evaporated to form a second hole transport layer (also referred to as an electron blocking layer) having a thickness of 5 nm. On the second hole transport layer, compound BH1-1 as a first compound and compound BD-2 as a third compound were co-deposited so that the proportion of compound BD-2 was 2 mass %, thereby forming a first light-emitting layer with a thickness of 5 nm. On the first emitting layer, compound BH2-4 as a second compound and compound BD-2 as a fourth compound were co-deposited so that the proportion of compound BD-2 was 2 mass %, thereby forming a second emitting layer with a thickness of 15 nm. On the second light-emitting layer, the compound aET-2 was evaporated to form a first electron-transporting layer (also referred to as a hole-blocking layer) having a thickness of 5 nm. On the first electron transport layer, the compound bET-2 and the compound Liq were co-deposited to form a second electron transport layer with a thickness of 25 nm. The proportion of the compound bET-2 in this second electron transport layer was 50 mass %, and the proportion of the compound Liq was 50 mass %. Liq is an abbreviation for (8-quinolinolato)lithium. The compound Liq was vapor-deposited on the second electron transport layer to form an electron injection layer having a thickness of 1 nm. Metallic Al was vapor-deposited on the electron injection layer to form a cathode with a thickness of 80 nm. The device configuration of Example 25 is shown in outline below. ITO(130) / HTL-2:HIL-2(10,90%:10%) / HTL-2(85) / EBL-2(5) / BH1-1:BD-2(5,98%: 2%) / BH2-4:BD-2(15,98%:2%) / aET-2(5) / bET-2:Liq(25,50%:50%) / Liq(1) / Al(80) The numbers in parentheses indicate the film thickness (unit: nm). Similarly, in parentheses, the percentages (90%:10%) indicate the proportions (mass%) of compound HTL-2 and compound HIL-2 in the hole injection layer, the percentages (98%:2%) indicate the proportions (mass%) of BH1-1 or BH2-4 and compound BD-2 in the first emitting layer or second emitting layer, and the percentages (50%:50%) indicate the proportions (mass%) of compound bET-2 and compound Liq in the second electron transport layer. The same notations are used hereinafter.

[1000] (Comparative Example 9) The organic EL device of Comparative Example 9 was fabricated in the same manner as in Example 25, except that, as shown in Table 3, the first emitting layer was not formed, and a second emitting layer having a thickness of 20 nm was formed on the second hole transport layer.

[1001] [Table 3]

[1002] Example 26 A 25mm x 75mm x 1.1mm thick glass substrate (manufactured by Geomatec Co., Ltd.) with an ITO (Indium Tin Oxide) transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, followed by UV ozone cleaning for 30 minutes. The ITO transparent electrode had a film thickness of 130nm. The cleaned glass substrate with transparent electrode lines was attached to a substrate holder in a vacuum deposition apparatus, and compound HIL-1 was first deposited on the surface on which the transparent electrode lines were formed so as to cover the transparent electrode, thereby forming a hole injection layer with a thickness of 5 nm. Following the formation of the hole injection layer, the compound HTL-1 was vapor deposited to form a first hole transport layer having a thickness of 80 nm. Following the formation of the first hole transport layer, compound EBL-1 was evaporated to form a second hole transport layer (also referred to as an electron blocking layer) having a thickness of 10 nm. On the second hole transport layer, compound BH1-22 as a first compound and compound BD-1 as a third compound were co-deposited so that the proportion of compound BD-1 was 2 mass %, thereby forming a first emitting layer with a thickness of 5 nm. On the first emitting layer, compound BH2-3 as a second compound and compound BD-1 as a fourth compound were co-deposited so that the proportion of compound BD-1 was 2 mass %, thereby forming a second emitting layer with a thickness of 20 nm. On the second light-emitting layer, the compound aET-1 was evaporated to form a first electron-transporting layer (also referred to as a hole-blocking layer) having a thickness of 10 nm. The compound bET-1 was vapor-deposited on the first electron-transporting layer to form a second electron-transporting layer having a thickness of 15 nm. LiF was evaporated onto the second electron transport layer to form an electron injection layer having a thickness of 1 nm. Metallic Al was vapor-deposited on the electron injection layer to form a cathode with a thickness of 80 nm. The device configuration of Example 26 is shown in outline below. ITO(130) / HIL-1(5) / HTL-1(80) / EBL-1(10) / BH1-22:BD-1(5,98%:2%) / BH2-3:BD-1(20,98%:2%) / aET-1(10) / bET-1(15) / LiF(1) / Al(80) The numbers in parentheses indicate the film thickness (unit: nm). Similarly, the percentages in parentheses (98%:2%) indicate the proportions (mass %) of the compounds BH1-22 and BH2-3 and BD-1 in the first and second emitting layers, respectively. The same notation is used hereinafter.

[1003] (Examples 27, 28, 29, 30, and 31) The organic EL devices of Examples 27, 28, 29, 30, and 31 were fabricated in the same manner as in Example 26, except that the first compound in the first emitting layer was changed to a compound shown in Table 4.

[1004] [Table 4]

[1005] <Synthesis of Compounds> <Synthesis Example 1: Synthesis of Compound BH1-1> Compound BH1-1 was synthesized according to the following synthetic route.

[1006] [ka]

[1007] (Synthesis of intermediate M1) Under an argon atmosphere, 8.21 g of 3,5-dibromo-1,1'-biphenyl, 5.52 g of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaboran-2-yl)benzo[kl]xanthene (synthesized by a known method), 0.82 g of tetrakis(triphenylphosphine)palladium(0), 4.22 g of sodium carbonate, 150 mL of 1,4-dioxane, and 40 mL of water were placed in a three-neck flask and refluxed for 8 hours. After refluxing and stirring, the mixture was cooled to room temperature. After cooling, the precipitated solid was collected by filtration. The resulting solid was washed successively with water and methanol, then repeatedly recrystallized from toluene to obtain 4.75 g of a pale yellow solid (66% yield). Field desorption mass spectrometry (FD-MS) analysis of the resulting compound identified it as intermediate M1.

[1008] [ka]

[1009] (Synthesis of Compound BH1-1) Under an argon atmosphere, 13.21 g of intermediate M1, 2.53 g of pyren-1-ylboronic acid synthesized by a known method, 0.22 g of tetrakis(triphenylphosphine)palladium(0), 2.22 g of sodium carbonate, 50 mL of 1,4-dioxane, and 10 mL of water were placed in a three-neck flask and refluxed for 8 hours. After refluxing and stirring, the mixture was cooled to room temperature. After cooling, the precipitated solid was collected by filtration. The resulting solid was washed successively with water and methanol, and then repeatedly recrystallized from toluene to obtain 4.70 g of a pale yellow solid (80% yield). FD-MS analysis revealed that the pale yellow solid was compound BH1-1, with a molecular weight of 570.69 and an m / e of 571.

[1010] <Synthesis Example 2: Synthesis of Compound BH1-2> Compound BH1-2 was synthesized according to the following synthetic route.

[1011] [ka]

[1012] (Synthesis of 4-bromobenzo[kl]xanthene) Under an argon atmosphere, 13.5 g of N-bromosuccinimide was added to 400 mL of a mixed solution of 15.0 g of benzo[kl]xanthene in dichloromethane and acetonitrile (3:1), and the mixture was stirred at room temperature for 10 minutes. After stirring, the precipitated solid was collected by filtration. The resulting solid was washed with a mixed solvent of acetonitrile and methanol, yielding 15.6 g (77%) of a white solid. FD-MS analysis revealed that the white solid was the compound 4-bromobenzo[kl]xanthene, with a molecular weight of 297.15 and an m / e of 298. DCM is an abbreviation for dichloromethane, MeCN is an abbreviation for acetonitrile, and NBS is an abbreviation for N-bromosuccinimide.

[1013] [ka]

[1014] (Synthesis of Compound BH1-2) Under an argon atmosphere, 3.00 g of 4-bromobenzo[kl]xanthene, 3.25 g of (4-(pyren-1-yl)phenylboronic acid, 0.46 g of tetrakis(triphenylphosphine)palladium(0), 3.21 g of sodium carbonate, 50 mL of 1,4-dioxane, and 15 mL of ion-exchanged water were added to a flask and refluxed for 18 hours. The mixture was refluxed and stirred, and then cooled to room temperature. After cooling, the precipitated solid was collected by filtration. The resulting solid was washed successively with water and acetone, and then recrystallized from a mixed solvent of toluene and cyclohexane to obtain a pale yellow solid, 2.34 (yield 47%). FD-MS analysis showed that the pale yellow solid was compound BH1-2, with a molecular weight of 494.59 and an m / e of 495.

[1015] <Synthesis Example 3: Synthesis of Compound BH1-3> Compounds BH1-3 were synthesized according to the following synthetic route.

[1016] [ka]

[1017] (Synthesis of Compounds BH1-3) Under an argon atmosphere, 5.00 g of 1,6-dibromopyrene, 9.59 g of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaboran-2-yl)benzo[kl]xanthene (synthesized by a known method), 0.32 g of tetrakis(triphenylphosphine)palladium(0), 2.88 g of sodium carbonate, 60 mL of 1,4-dioxane, and 9.9 mL of water were placed in a three-neck flask and refluxed for 8 hours. After refluxing and stirring, the mixture was cooled to room temperature. After cooling, the precipitated solid was collected by filtration. The resulting solid was washed successively with water and methanol, then repeatedly recrystallized from toluene to obtain 6.59 g of a pale yellow solid (75% yield). FD-MS analysis of the resulting compound identified it as compound BH1-3.

[1018] <Synthesis Example 4: Synthesis of Compound BH1-4> Compounds BH1-4 were synthesized according to the following synthetic route.

[1019] [ka]

[1020] (Synthesis of Compounds BH1-4) Under an argon atmosphere, 4.00 g of 1-bromopyrene, 3.70 g of benzo[kl]xanthen-10-yl-boronic acid (synthesized by a known method), 0.33 g of tetrakis(triphenylphosphine)palladium(0), 3.00 g of sodium carbonate, 61 mL of 1,4-dioxane, and 10.0 mL of water were placed in a three-neck flask and refluxed for 5 hours. After refluxing and stirring, the mixture was cooled to room temperature. After cooling, the precipitated solid was collected by filtration. The resulting solid was washed successively with water and methanol, and then repeatedly recrystallized from toluene to obtain 3.50 g of a pale yellow solid (59% yield). FD-MS analysis of the resulting compound identified it as compound BH1-4.

[1021] <Synthesis Example 5: Synthesis of Compound BH1-5> Compound BH1-5 was synthesized according to the following synthetic route.

[1022] [ka]

[1023] (Synthesis of Compounds BH1-5) Under an argon atmosphere, 4.00 g of 1-bromopyrene, 3.83 g of benzo[kl]xanthen-9-yl-boronic acid (synthesized by a known method), 0.65 g of tetrakis(triphenylphosphine)palladium(0), 2.42 g of sodium carbonate, 120 mL of 1,4-dioxane, and 10.0 mL of water were placed in a three-neck flask and refluxed for 6 hours. After refluxing and stirring, the mixture was cooled to room temperature. After cooling, the precipitated solid was collected by filtration. The resulting solid was washed successively with water and methanol, and then repeatedly recrystallized from toluene to obtain 3.80 g of a pale yellow solid (64% yield). FD-MS analysis of the resulting compound identified it as compound BH1-5.

[1024] <Synthesis Example 6: Synthesis of Compound BH1-6> Compounds BH1-6 were synthesized according to the following synthetic route.

[1025] [ka]

[1026] (Synthesis of Compounds BH1-6) Under an argon atmosphere, 3.01 g of 1-bromopyrene, 3.70 g of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaboran-2-yl)-benzo[kl]xanthene (synthesized by a known method), 0.50 g of tetrakis(triphenylphosphine)palladium(0), 1.79 g of sodium carbonate, 100 mL of 1,4-dioxane, and 10 mL of water were placed in a three-neck flask and refluxed for 8 hours. After refluxing and stirring, the mixture was cooled to room temperature. After cooling, the precipitated solid was collected by filtration. The resulting solid was washed successively with water and methanol, and then repeatedly recrystallized from toluene to obtain 3.09 g of a pale yellow solid (69% yield). FD-MS analysis of the resulting compound identified it as compound BH1-6.

[1027] <Synthesis Example 7: Synthesis of Compound BH1-7> Intermediate M2 was synthesized according to the following synthesis route.

[1028] [ka]

[1029] (Synthesis of intermediate M2) Under an argon atmosphere, 5.00 g of 3-chloro-5-bromo-1,1'-biphenyl, 4.60 g of pyren-1-ylboronic acid, 0.648 g of tetrakis(triphenylphosphine)palladium(0), 3.96 g of sodium carbonate, 20 mL of 1,4-dioxane, and 20 mL of water were placed in a three-neck flask and refluxed for 8 hours. After reflux and stirring, the mixture was cooled to room temperature. After cooling, the precipitated solid was collected by filtration. The resulting solid was washed successively with water and methanol, and then repeatedly recrystallized from toluene to obtain 7.16 g of a pale yellow solid (99% yield). Field desorption mass spectrometry (FD-MS) analysis of the resulting compound identified it as intermediate M2.

[1030] Compound BH1-7 was synthesized according to the following synthetic route.

[1031] [ka]

[1032] (Synthesis of Compounds BH1-7) Under an argon atmosphere, 60.0 g of intermediate M2 (chloroform), 55.8 g of a pinacolboronic acid intermediate synthesized by a known method, 1.05 g of palladium(II) acetate, 32.7 g of sodium carbonate, 500 mL of toluene, 450 mL of 1,4-dioxane, and 200 mL of ion-exchanged water were placed in a flask and refluxed for 6 hours. After refluxing and stirring, the mixture was cooled to room temperature. After cooling, the precipitated solid was collected by filtration. The resulting solid was washed with water and acetone, then recrystallized from a mixed solvent of toluene and hexane to obtain 64.3 g of a pale yellow solid (72% yield). FD-MS analysis revealed that the pale yellow solid was compound BH1-7, with a molecular weight of 570.69 and an m / e of 571.

[1033] <Synthesis Example 8: Synthesis of Compound BH1-8>

[1034] Intermediate M3 was synthesized according to the following synthetic route.

[1035] [ka]

[1036] (Synthesis of intermediate M3) Under an argon atmosphere, 1.05 g of the halogen intermediate Ha1, 0.95 g of pyren-1-ylboronic acid (synthesized by a known method), 0.13 g of tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4), 0.82 g of sodium carbonate, 8 mL of DME, and 4 mL of ion-exchanged water were placed in a flask and stirred at 100 °C for 18 hours. After stirring, the mixture was cooled to room temperature. After cooling, the organic layer was washed with saturated brine and then dried over sodium sulfate. After drying, the mixture was filtered and concentrated under reduced pressure. The crude product was purified by silica gel chromatography using a mixed solvent of toluene and hexane to obtain 1.40 g of a pale yellow solid (92% yield). FD-MS analysis revealed that the pale yellow solid was intermediate M3, with a molecular weight of 393.92 and an m / e of 394.

[1037] Intermediate M4 was synthesized according to the following synthetic route.

[1038] [ka]

[1039] (Synthesis of intermediate M4) Under an argon atmosphere, 1.93 g of intermediate M3 (chloroform), 2.00 g of bis(pinacolato)diboron, 0.02 g of palladium(II) acetate, 0.50 g of potassium acetate, and 6 mL of 1,4-dioxane were placed in a flask and stirred at 100°C for 7 hours. After stirring, the mixture was cooled to room temperature. After cooling, the organic layer was washed with saturated brine and then dried over sodium sulfate. After drying, the mixture was filtered and concentrated under reduced pressure. The crude product was purified by silica gel chromatography using toluene to obtain 1.00 g of a pale yellow solid (81% yield). FD-MS analysis revealed that the pale yellow solid was intermediate M4, with a molecular weight of 485.44 and an m / e of 486.

[1040] Compounds BH1-8 were synthesized according to the following synthetic route.

[1041] [ka]

[1042] (Synthesis of BH1-8) Under an argon atmosphere, 25.0 g of intermediate M4 (pinacolboronic acid derivative), 15.3 g of a bromo intermediate synthesized by a known method, 2.98 g of tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4), 13.8 g of sodium carbonate, 520 mL of 1,4-dioxane, and 200 mL of ion-exchanged water were placed in a flask and refluxed for 18 hours. After refluxing and stirring, the mixture was cooled to room temperature. After cooling, the precipitated solid was collected by filtration. The resulting solid was washed successively with water and acetone and then recrystallized from a mixed solvent of toluene and hexane to obtain 11.0 g of a pale yellow solid (37% yield). FD-MS analysis revealed that the pale yellow solid was compound BH1-8, with a molecular weight o...

Claims

1. A compound having at least one group represented by the following general formula (11), containing only one benzoxanthene ring represented by the following general formula (1) in the molecule, and not containing a cyano group in the molecule. 【Chemistry 1】 (In the general formula (1), R １０ ~R １９ Any pair of two or more adjacent groups of R １０ ~R １９ are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or A group represented by the general formula (11), However, R １０ ~R １９ At least one of the groups is a group represented by the general formula (11), When a plurality of groups represented by the general formula (11) are present, the plurality of groups represented by the general formula (11) are the same or different from each other, L １ represents a substituted or unsubstituted arylene group having 6 to 15 ring carbon atoms, mx is 1, 2 or 3; L １ When there are two or more, there are two or more L １ are identical to or different from each other, Ar １ is an aryl group having four or more substituted or unsubstituted benzene rings condensed thereto, Ar １ When two or more are present, two or more Ar １ are identical to or different from each other, In the general formula (11), * indicates a bonding position.

2. The compound having at least one group represented by the general formula (11) and containing only one benzoxanthene ring represented by the general formula (1) in the molecule is represented by the following general formula (121) or general formula (122): The compound of claim 1. 【Chemistry 2】 【Transformation 3】 (In the general formula (121) and the general formula (122), R １０ ~R １９ are each independently R in the general formula (1). １０ ~R １９ is synonymous with Ar １ , L １ and mx are Ar in the general formula (11), respectively. １ , L １ and mx.)

3. L １ is an arylene group containing three or less substituted or unsubstituted benzene rings, 3. The compound of claim 1 or claim 2.

4. The compound having at least one group represented by the general formula (11) and containing only one benzoxanthene ring represented by the general formula (1) in the molecule is represented by the following general formula (123), general formula (124), general formula (125), or general formula (126): The compound of claim 1. 【Chemistry 4】 【Transformation 5】 【Transformation 6】 【Transformation 7】 (In the general formula (123), the general formula (124), the general formula (125), and the general formula (126), X is an oxygen atom, L １０ represents a substituted or unsubstituted arylene group having 6 to 15 ring carbon atoms, Ar １０ is an aryl group having four or more substituted or unsubstituted benzene rings condensed thereto, Ar １１ represents a substituted or unsubstituted aryl group having 6 to 14 ring carbon atoms, However, Ar １１ is not a substituted or unsubstituted anthryl group, m10 is 5, m11 is 6, Each Rm independently represents: hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, Multiple Rm's are not bonded to each other.

5. The compound represented by the general formula (123) is represented by the following general formula (1230), the compound represented by the general formula (124) is represented by the following general formula (1240), the compound represented by the general formula (125) is represented by the following general formula (1250), and the compound represented by the general formula (126) is represented by the following general formula (1260): The compound of claim 4. 【Transformation 8】 【Chemistry 9】 【Chemistry 10】 【Chemistry 11】 (In the general formula (1230), the general formula (1240), the general formula (1250), and the general formula (1260), X, L １０ , Ar １０ , Ar １１ , m10, m11, and Rm each independently represent X, L in the general formula (123), the general formula (124), the general formula (125), and the general formula (126). １０ , Ar １０ , Ar １１ , m10, m11, and Rm.)

6. At least one group represented by the following general formula (110A) and A compound having only one benzoxanthene ring represented by formula A) in the molecule and not having a cyano group in the molecule. 【Chemistry 12】 (In the general formula (100A), R １０ ~R １９ Any pair of two or more adjacent groups of R １０ ~R １９ are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or A group represented by the general formula (110A), However, R １３ and R １８ at least one of the above is a group represented by general formula (110A), When a plurality of groups represented by the general formula (110A) are present, the plurality of groups represented by the general formula (110A) are the same or different from each other, L １００ represents a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, mx is 1, 2 or 3; L １００ When there are two or more, there are two or more L １００ are identical to or different from each other, Ar １ is an aryl group having four or more substituted or unsubstituted benzene rings condensed thereto, Ar １ When two or more are present, two or more Ar １ are identical to or different from each other, In the general formula (110A), * indicates a bonding position.

7. The compound having at least one group represented by the general formula (110A) and containing only one benzoxanthene ring represented by the general formula (100A) in the molecule is represented by the following general formula (121A) or general formula (122A): The compound of claim 6. 【Chemistry 13】 【Chemistry 14】 (In the general formula (121A) and the general formula (122A), R １０ ~R １９ are each independently R in the general formula (100A). １０ ~R １９ is synonymous with Ar １ , L １００ and mx are Ar in the general formula (110A), respectively. １ , L １００ and mx.)

8. L １００ is an arylene group containing three or less substituted or unsubstituted benzene rings, 8. The compound of claim 6 or claim 7.

9. mx is 1, A compound according to any one of claims 1 to 8.

10. - (L １ ) ｍｘ a group represented by -, -L １０ -, or -(L １００ ) ｍｘ - is a group represented by any one of the following general formulas (111) to (120):

10. A compound according to any one of claims 1 to 9. 【Chemistry 15】 【Chemistry 16】 (In the general formulae (111) to (120), * indicates a bonding position.)

11. Ar １ or Ar １０ is a group represented by the following general formula (1100), (1200), (1300), (1400), (1500), (1600), or (1800):

11. A compound according to any one of claims 1 to 10. 【Chemistry 17】 [Chemistry 18] 【Chemistry 19】 【Chemistry 20】 (In the general formula (1100), R １１１ ~R １２０ One of them is a bond, In the general formula (1200), R １２０１ ~R １２１２ One of them is a bond, In the general formula (1300), R １３０１ ~R １３１４ One of them is a bond, In the general formula (1400), R １４０１ ~R １４１４ One of them is a bond, In the general formula (1500), R １５０１ ~R １５１４ One of them is a bond, In the general formula (1600), R １６０１ ~R １６１２ One of them is a bond, In the general formula (1800), R １８０１ ~R １８１２ One of them is a bond, R that is not a bond １１１ ~R １２０ , R which is not a bond １２０１ ~R １２１２ , R which is not a bond １３０１ ~R １３１４ , R which is not a bond １４０１ ~R １４１４ , R which is not a bond １５０１ ~R １５１４ , R which is not a bond １６０１ ~R １６１２ , and R which is not a bond １８０１ ~R １８１２ teeth, Each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by -S-(R ９０５ ) a group represented by -N(R ９０６ ) (R ９０７ ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R ８０１ a group represented by -COOR ８０２ a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ , R ９０２ , R ９０３ , R ９０４ , R ９０５ , R ９０６ , R ９０７ , R ８０１ and R ８０２ are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R ９０４ If there are multiple R ９０４ are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ９０６ If there are multiple R ９０６ are the same or different from each other, R ９０７ If there are multiple R ９０７ are the same or different from each other, R ８０１ If there are multiple R ８０１ are the same or different from each other, R ８０２ If there are multiple R ８０２ are the same or different from each other.)

12. R that is not a bond １１１ ~R １２０ , R which is not a bond １２０１ ~R １２１２ , R which is not a bond １３０１ ~R １３１４ , R which is not a bond １４０１ ~R １４１４ , R which is not a bond １５０１ ~R １５１４ , R which is not a bond １６０１ ~R １６１２ , and R which is not a bond １８０１ ~R １８１２ are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; The compound of claim 11.

13. Ar １ or Ar １０ is an aryl group having four substituted or unsubstituted benzene rings fused thereto, 13. A compound according to any one of claims 1 to 12.

14. Any group described as "substituted or unsubstituted" is an "unsubstituted" group.

14. A compound according to any one of claims 1 to 13.

15. an anode; A cathode; an organic layer disposed between the anode and the cathode; the organic layer includes an emitting layer; At least one of the organic layers comprises a compound according to any one of claims 1 to 14. Organic electroluminescent element.

16. the light-emitting layer contains the compound; The organic electroluminescence device according to claim 15 .

17. an anode; A cathode; a light-emitting layer disposed between the anode and the cathode, the light-emitting layer includes a first light-emitting layer and a second light-emitting layer, the first light-emitting layer contains a first compound, The first compound is a compound having at least one group represented by the following general formula (110), containing only one benzoxanthene ring represented by the following general formula (100) in the molecule, and not containing a cyano group in the molecule: Organic electroluminescent element. 【Chemistry 21】 (In the general formula (100), R １０ ~R １９ Any pair of two or more adjacent groups of R １０ ~R １９ are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or A group represented by the general formula (110), However, R １０ ~R １９ At least one of is a group represented by the general formula (110), When a plurality of groups represented by the general formula (110) are present, the plurality of groups represented by the general formula (110) are the same or different from each other, L １００ represents a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, mx is 1, 2 or 3; L １００ When there are two or more, there are two or more L １００ are identical to or different from each other, Ar １００ is an aryl group having four or more substituted or unsubstituted benzene rings condensed thereto, Ar １００ does not contain an anthracene ring, Ar １００ When two or more are present, two or more Ar １００ are identical to each other, or Unlike In the general formula (110), * indicates a bonding position.

18. the first light-emitting layer between the anode and the cathode, the second light-emitting layer is disposed between the first light-emitting layer and the cathode; 18. The organic electroluminescence device according to claim 17.

19. the first light-emitting layer and the second light-emitting layer are in direct contact with each other; 19. The organic electroluminescence device according to claim 17 or 18.

20. The first compound is represented by the following general formula (101) or general formula (102):

20. The organic electroluminescence device according to claim 17. 【Chemistry 22】 【Chemistry 23】 (In the general formula (101) and the general formula (102), R １０ ~R １９ are each independently R in the general formula (100). １０ ~R １９ is synonymous with Ar １００ , L １００ and mx are Ar in the general formula (110), respectively. １００ , L １００ and mx.)

21. L １００ is an arylene group containing three or less substituted or unsubstituted benzene rings, The organic electroluminescence device according to any one of claims 17 to 20.

22. mx is 1, The organic electroluminescence device according to any one of claims 17 to 21.

23. The compound having at least one group represented by the general formula (110) and represented by the general formula (100) is represented by the following general formula (123), general formula (124), general formula (125), or general formula (126):

18. The organic electroluminescence device according to claim 17. 【Chemistry 24】 【Chemistry 25】 【Chemistry 26】 【Chemistry 27】 (In the general formula (123), the general formula (124), the general formula (125), and the general formula (126), X is an oxygen atom, L １０ represents a substituted or unsubstituted arylene group having 6 to 15 ring carbon atoms, Ar １０ is an aryl group having four or more substituted or unsubstituted benzene rings condensed thereto, Ar １１ represents a substituted or unsubstituted aryl group having 6 to 14 ring carbon atoms, However, Ar １１ is not a substituted or unsubstituted anthryl group, m10 is 5, m11 is 6, Each Rm independently represents: hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, Multiple Rm's are not bonded to each other.

24. The compound represented by the general formula (123) is represented by the following general formula (1230), the compound represented by the general formula (124) is represented by the following general formula (1240), the compound represented by the general formula (125) is represented by the following general formula (1250), and the compound represented by the general formula (126) is represented by the following general formula (1260):

24. The organic electroluminescence device according to claim 23. 【Chemistry 28】 【Chemistry 29】 【Transformation 30】 【Chemistry 31】 (In the general formula (1230), the general formula (1240), the general formula (1250), and the general formula (1260), X, L １０ , Ar １０ , Ar １１ , m10, m11, and Rm each independently represent X, L in the general formula (123), the general formula (124), the general formula (125), and the general formula (126). １０ , Ar １０ , Ar １１ , m10, m11, and Rm.)

25. Ar １００ is a group represented by the following general formula (1100), (1200), (1300), (1400), (1500), (1600), or (1800):

23. The organic electroluminescence device according to claim 17. 【Chemistry 32】 【Transformation 33】 【Transformation 34】 【Chemistry 35】 (In the general formula (1100), R １１１ ~R １２０ One of them is a bond, In the general formula (1200), R １２０１ ~R １２１２ One of them is a bond, In the general formula (1300), R １３０１ ~R １３１４ One of them is a bond, In the general formula (1400), R １４０１ ~R １４１４ One of them is a bond, In the general formula (1500), R １５０１ ~R １５１４ One of them is a bond, In the general formula (1600), R １６０１ ~R １６１２ One of them is a bond, In the general formula (1800), R １８０１ ~R １８１２ One of them is a bond, R that is not a bond １１１ ~R １２０ , R which is not a bond １２０１ ~R １２１２ , R which is not a bond １３０１ ~R １３１４ , R which is not a bond １４０１ ~R １４１４ , R which is not a bond １５０１ ~R １５１４ , R which is not a bond １６０１ ~R １６１２ , and R which is not a bond １８０１ ~R １８１２ teeth, Each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by -S-(R ９０５ ) a group represented by -N(R ９０６ ) (R ９０７ ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R ８０１ a group represented by -COOR ８０２ a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ , R ９０２ , R ９０３ , R ９０４ , R ９０５ , R ９０６ , R ９０７ , R ８０１ and R ８０２ are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R ９０４ If there are multiple R ９０４ are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ９０６ If there are multiple R ９０６ are the same or different from each other, R ９０７ If there are multiple R ９０７ are the same or different from each other, R ８０１ If there are multiple R ８０１ are the same or different from each other, R ８０２ If there are multiple R ８０２ are the same or different from each other.)

26. Ar １００ is an aryl group having four substituted or unsubstituted benzene rings fused thereto, 26. The organic electroluminescence device according to claim 17, wherein the organic electroluminescence element is a polyimide.

27. The second light-emitting layer contains a second compound represented by the following general formula (2):

27. The organic electroluminescence device according to claim 17. 【Transformation 36】 (In the general formula (2), R ２０１ ~R ２０８ are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by -S-(R ９０５ ) a group represented by -N(R ９０６ ) (R ９０７ ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R ８０１ a group represented by -COOR ８０２ a group represented by halogen atoms, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L ２０１ and L ２０２ are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar ２０１ and Ar ２０２ are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. (In the second compound represented by the general formula (2), R ９０１ , R ９０２ , R ９０３ , R ９０４ , R ９０５ , R ９０６ , R ９０７ , R ８０１ and R ８０２ are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ If there are multiple R ９０１ are the same or different from each other, R ９０２ If there are multiple R ９０２ are the same or different from each other, R ９０３ If there are multiple R ９０３ are the same or different from each other, R ９０４ If there are multiple R ９０４ are the same or different from each other, R ９０５ If there are multiple R ９０５ are the same or different from each other, R ９０６ If there are multiple R ９０６ are the same or different from each other, R ９０７ If there are multiple R ９０７ are the same or different from each other, R ８０１ If there are multiple R ８０１ are the same or different from each other, R ８０２ If there are multiple R ８０２ are the same or different from each other.)

28. R ２０１ ~R ２０８ are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by -S-(R ９０５ ) a group represented by -N(R ９０６ ) (R ９０７ ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R ８０１ a group represented by -COOR ８０２ a group represented by a halogen atom, or is a nitro group, L ２０１ and L ２０２ are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar ２０１ and Ar ２０２ are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; 28. The organic electroluminescence device according to claim 27.

29. L ２０１ and L ２０２ are each independently, a single bond, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, Ar ２０１ and Ar ２０２ each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; 29. The organic electroluminescence device according to claim 27 or 28.

30. Ar ２０１ and Ar ２０２ are each independently, phenyl group, naphthyl group, phenanthryl group, biphenyl group, terphenyl groups, diphenylfluorenyl group, dimethylfluorenyl group, benzodiphenylfluorenyl group, benzodimethylfluorenyl group, dibenzofuranyl group, dibenzothienyl group, benzoxanthenyl group, a naphthobenzofuranyl group, or is a naphthobenzothienyl group, 29. The organic electroluminescence device according to claim 27 or 28.

31. The second compound represented by the general formula (2) is a compound represented by the following general formula (201), general formula (202), general formula (203), general formula (204), general formula (205), general formula (206), general formula (207), general formula (208), or general formula (209):

31. The organic electroluminescence device according to claim 27. 【Chemistry 37】 【Transformation 38】 【Chemistry 39】 【Chemistry 40】 【Chemistry 41】 【Chemistry 42】 【Chemistry 43】 【Chemistry 44】 【Chemistry 45】 (In the general formulae (201) to (209), L ２０１ and Ar ２０１ represents L in the general formula (2). ２０１ and Ar ２０１ is synonymous with R ２０１ ~R ２０８ are each independently R in the general formula (2). ２０１ ~R ２０８ is synonymous with

32. a hole transport layer between the anode and the light-emitting layer; The organic electroluminescence device according to any one of claims 17 to 31.

33. an electron transport layer between the cathode and the light-emitting layer; The organic electroluminescence device according to any one of claims 17 to 32.

34. the first light-emitting layer further contains a fluorescent third compound, the third compound is a compound that emits light having a main peak wavelength of 430 nm or more and 480 nm or less; 34. The organic electroluminescence device according to claim 17.

35. the second light-emitting layer further contains a fourth fluorescent compound; the fourth compound is a compound that emits light having a main peak wavelength of 430 nm or more and 480 nm or less; The organic electroluminescence device according to any one of claims 17 to 34.

36. An electronic device equipped with the organic electroluminescence element according to any one of claims 15 to 35.

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