Organic electroluminescent element and electronic device

WO2025037624A1PCT designated stage expired Publication Date: 2025-02-20IDEMITSU KOSAN CO LTD
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Application Number
PCT/JP2024/028943
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2023-08-16
Filing Date
2024-08-13
Publication Date
2025-02-20

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Abstract

An organic electroluminescent element (1) comprising a negative electrode (4), a positive electrode (3), a light-emitting region (5), and a hole transport zone (6), wherein: the light-emitting region (5) includes one or more light-emitting layers (50); the hole transport zone (6) includes one or more positive electrode-side organic layers; at least one of the one or more light-emitting layers (50) contains a compound represented by general formula (A1); and at least one of the one or more positive electrode-side organic layers contains a compound represented by general formula (B1). (In general formula (A1), one or more of R1B to R8B satisfies a requirement such as being selected from the group consisting of a deuterium atom and a substituent having at least one deuterium atom, and, in general formula (B1), at least one of Ar111A, Ar112A, and Ar113A is a group represented by general formula (B11).)
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Description

Organic electroluminescence element and electronic device

[0001] The present invention relates to an organic electroluminescence element and an electronic device.

[0002] Organic electroluminescent elements (hereinafter sometimes referred to as "organic EL elements") are applied to full-color displays such as 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. According to the statistical law of electron spin, singlet excitons are generated at a rate of 25% and triplet excitons at a rate of 75%. Performance characteristics of organic EL elements include, for example, brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifetime. For example, Patent Documents 1 and 2 discuss ways to improve the performance of organic EL elements. Patent Document 1 discloses an organic EL element having a hole-transporting region composed of multiple layers. Patent Document 2 discloses an organic EL element having a light-emitting region composed of multiple layers.

[0003] International Publication No. WO 2022 / 154029 International Publication No. WO 2021 / 132535

[0004] An object of the present invention is to provide an organic electroluminescent element with improved element performance, and to provide an electronic device incorporating the organic electroluminescent element.

[0005] According to one aspect of the present invention, there is provided an organic electroluminescence device comprising: a cathode; an anode; an emission region disposed between the cathode and the anode; and a hole-transporting region disposed between the anode and the emission region, wherein the emission region includes one or more emission layers; the hole-transporting region includes one or more anode-side organic layers; at least one of the one or more emission layers contains a compound represented by the following general formula (A1); and at least one of the one or more anode-side organic layers contains a compound represented by the following general formula (B1).

[0006]

[0007] (In the general formula (A1), R 1B ~R 8B one or more pairs of adjacent two or more R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other to form the substituted or unsubstituted monocycle and the substituted or unsubstituted fused ring 1B ~R 8B are each independently a hydrogen atom, 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 halogen atom, a cyano group, a 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, provided that (i) R 1B ~R 8B At least one pair of adjacent two or more groups of R and R are bonded to each other to form a substituted or unsubstituted monocycle, and the carbon atoms constituting the formed monocycle are R and R 1 When binding to Ry 1 and R 1B ~R 8B at least one of R is selected from the group consisting of a deuterium atom and a substituent having at least one deuterium atom; 1B ~R 8B At least one pair of adjacent two or more of the groups bond to each other to form a substituted or unsubstituted fused ring, and the carbon atoms constituting the formed fused ring are Ry 2 When binding to Ry 2 and R 1B ~R8B (iii) R 1B ~R 8B When any pair of adjacent pairs of two or more of R 1B ~R 8B at least one of Ry is selected from the group consisting of a deuterium atom and a substituent having at least one deuterium atom; 1 and Ry 2 each independently represents R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring; 1B ~R 8B and plural Ry 1 are the same or different from each other, and a plurality of Ry 2 are the same or different from each other, and L 1B and L 2B each independently represents a 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, 1B and Ar 2B 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.

[0008]

[0009] (In the general formula (B1), L A1 , L A2 and L A3 are each independently 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, and *2 is L A1 , L A2 or L A3 is the bonding position with Ar 111A , Ar 112A , and Ar 113Aeach independently represents 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, —Si(R C1 ) (R C2 ) (R C3 ) or a group represented by general formula (B11), 111A , Ar 112A , and Ar 113A at least one of the groups represented by general formula (B11) is a group represented by general formula (B11), when two or more groups represented by general formula (B11) are present, the two or more groups represented by general formula (B11) are the same as or different from each other, R C1 , R C2 and R C3 are 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, 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 C1 If there are multiple R C1 are the same or different from each other, R C2 If there are multiple R C2 are the same or different from each other, R C3 If there are multiple R C3 are the same or different from each other, and in the general formula (B11), R A1 ~R A8 , R A91 and R A92 One of the R is a single bond bonded to *1, and one of the R is not a single bond bonded to *1. A1 ~R A8 are each independently a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 ) (R 902 ) (R 903a group represented by —O—(R 904 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, A91 and R A92 are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, are not a single bond bonded to *1, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, A91 and R A92 are each independently 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, (in the compound represented by the general formula (A1) and the compound represented by the general formula (B1), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , and R 907 are 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, 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, R906 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.)

[0010] According to one aspect of the present invention, there is provided a light-emitting device comprising: a cathode; an anode; a light-emitting region disposed between the cathode and the anode; and a hole-transporting region disposed between the anode and the light-emitting region, wherein the light-emitting region includes one or more light-emitting layers, and the hole-transporting region includes two or more anode-side organic layers, at least one of which contains a compound represented by the following general formula (1X): 2 and the refractive index N M of the constituent material contained in the third anode-side organic layer. 3 Difference with NM 2 -NM 3 The organic electroluminescence element satisfies the relationship of the following mathematical formula (N1), and the film thickness of the third anode-side organic layer is 20 nm or more. 2 >NM 3 ...(Number N1)

[0011]

[0012] (In the general formula (1X), R 101 ~R 112 one or more pairs of adjacent two or more R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other to form the substituted or unsubstituted monocycle and the substituted or unsubstituted fused ring101 ~R 112 are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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 general formula (11X), provided that R does not form the substituted or unsubstituted monocycle and does not form the substituted or unsubstituted fused ring. 101 ~R 112 at least one of is a group represented by the general formula (11X), and when a plurality of groups represented by the general formula (11X) are present, the plurality of groups represented by the general formula (11X) are the same or different from each other, and L 101 represents 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 0, 1, 2, 3, 4, or 5, and when mx is 0, -(L 101 ) 0 - is a single bond, and L 101 When there are two or more, there are two or more L 101 are the same or different from each other, Ar 101 is 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, 101When two or more are present, two or more Ar 101 are the same or different, and * in the general formula (11X) indicates the bonding position to the benz[a]anthracene ring in the general formula (1X). 101 ~R 112 When one or more pairs of adjacent two or more of the groups form the substituted or unsubstituted monocyclic ring or the substituted or unsubstituted fused ring, * in the general formula (11X) indicates the bonding position of the formed ring structure to the parent skeleton.

[0013] 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.

[0014] According to one aspect of the present invention, it is possible to provide an organic electroluminescence element with improved element performance, and to provide an electronic device incorporating the organic electroluminescence element.

[0015] It is a diagram showing a schematic configuration of an example of an organic electroluminescence element according to the first embodiment. It is a diagram showing a schematic configuration of another example of an organic electroluminescence element according to the first embodiment. It is a diagram showing a schematic configuration of another example of an organic electroluminescence element according to the first embodiment.

[0016] [Definitions] In this specification, hydrogen atoms include isotopes with different numbers of neutrons, namely protium, deuterium, and tritium.

[0017] In this specification, in a chemical structural formula, a hydrogen atom, that is, 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.

[0018] 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. 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 a benzene ring substituted with an alkyl group is 6. Furthermore, when the 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.

[0019] 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 is 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.

[0020] 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" represents 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.

[0021] In this specification, the "number of atoms XX to YY" in the expression "substituted or unsubstituted ZZ group having number of atoms XX to YY" refers to the number of atoms when the ZZ group is unsubstituted, and does not include the number of atoms of substituents 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.

[0022] In this specification, an unsubstituted ZZ group refers to the case where a "substituted or unsubstituted ZZ group" is an "unsubstituted ZZ group", and a substituted ZZ group refers to the case where a "substituted or unsubstituted ZZ group" is a "substituted ZZ group". In this specification, "unsubstituted" in the case 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. Furthermore, in this specification, "substituted" in the case 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 case 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.

[0023] "Substituents Described in This Specification" The substituents described in this specification are explained below.

[0024] The number of ring carbon atoms of an "unsubstituted aryl group" described herein is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein. The number of ring atoms of an "unsubstituted heterocyclic group" described herein is 5 to 50, preferably 5 to 30, and more preferably 5 to 18, unless otherwise specified herein. The number of carbon atoms of an "unsubstituted alkyl group" described herein is 1 to 50, preferably 1 to 20, and more preferably 1 to 6, unless otherwise specified herein. The number of carbon atoms of an "unsubstituted alkenyl group" described herein is 2 to 50, preferably 2 to 20, and more preferably 2 to 6, unless otherwise specified herein. The number of carbon atoms of an "unsubstituted alkynyl group" described herein is 2 to 50, preferably 2 to 20, and more preferably 2 to 6, unless otherwise specified herein. The number of ring carbon atoms of an "unsubstituted cycloalkyl group" described herein is 3 to 50, preferably 3 to 20, and more preferably 3 to 6, unless otherwise specified herein. Unless otherwise specified herein, the number of ring carbon atoms of an "unsubstituted arylene group" described herein is 6 to 50, preferably 6 to 30, and more preferably 6 to 18. Unless otherwise specified herein, the number of ring atoms of an "unsubstituted divalent heterocyclic group" described herein is 5 to 50, preferably 5 to 30, and more preferably 5 to 18. Unless otherwise specified herein, the number of carbon atoms of an "unsubstituted alkylene group" described herein is 1 to 50, preferably 1 to 20, and more preferably 1 to 6.

[0025] "Substituted or Unsubstituted Aryl Group" Specific examples (Specific Example Group G1) of the "substituted or unsubstituted aryl group" described herein include the following unsubstituted aryl group (Specific Example Group G1A) and substituted aryl group (Specific Example Group G1B). (Here, an unsubstituted aryl group refers to a case where a "substituted or unsubstituted aryl group" is an "unsubstituted aryl group," and a substituted aryl group refers to a case where a "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 substituents. Examples of the "substituted aryl group" include a group in which one or more hydrogen atoms of an "unsubstituted aryl group" are replaced with substituents in the "unsubstituted aryl group" of the following Specific Example Group G1A, and examples of the substituted aryl group of the following Specific Example Group G1B. It should be noted that the examples of "unsubstituted aryl groups" and "substituted aryl groups" listed here are merely examples, and the "substituted aryl groups" described in this specification also include groups in which a hydrogen atom bonded to a carbon atom of the aryl group itself in the "substituted aryl groups" of the following specific example group G1B is further replaced with a substituent, and groups in which a hydrogen atom of a substituent in the "substituted aryl groups" of the following specific example group G1B is further replaced with a substituent.

[0026] Unsubstituted aryl groups (specific example group G1A): 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 benzanthryl group, a phenanthryl group, a benzophenanthryl group, a phenalenyl group, a pyrenyl group, a chrysenyl group, a benzochrysenyl group, a triphenylenyl group, a benzotriphenylenyl group, a tetracenyl group, a pentacenyl group, a fluorenyl group, A 9,9'-spirobifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a fluoranthenyl group, a benzofluoranthenyl group, a perylenyl group, and a monovalent aryl group derived by removing one hydrogen atom from a ring structure represented by the following general formulas (TEMP-1) to (TEMP-15).

[0027]

[0028]

[0029] 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 group, triphenylsilylphenyl group, trimethylsilylphenyl group, phenylnaphthyl group, naphthylphenyl group, and A group in which one or more hydrogen atoms of a monovalent group derived from a ring structure represented by the above general formulae (TEMP-1) to (TEMP-15) are replaced with a substituent.

[0030] "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 group" described herein is a monocyclic group or a fused ring group. The "heterocyclic group" described herein is an aromatic heterocyclic group or a non-aromatic heterocyclic group. Specific examples (specific example group G2) of the "substituted or unsubstituted heterocyclic group" described herein include the following unsubstituted heterocyclic group (specific example group G2A) and substituted heterocyclic group (specific example group G2B). (Here, an unsubstituted heterocyclic group refers to when a "substituted or unsubstituted heterocyclic group" is an "unsubstituted heterocyclic group", and a substituted heterocyclic group refers to when a "substituted or unsubstituted heterocyclic group" is a "substituted heterocyclic group".) In this specification, when simply referring to a "heterocyclic group", it includes both an "unsubstituted heterocyclic group" and a "substituted heterocyclic group". A "substituted heterocyclic group" means a group in which one or more hydrogen atoms of an "unsubstituted heterocyclic group" are replaced with substituents. Specific examples of the "substituted heterocyclic group" include groups in which hydrogen atoms of an "unsubstituted heterocyclic group" in the following specific example group G2A are replaced, and examples of substituted heterocyclic groups in the following specific example group G2B. The examples of "unsubstituted heterocyclic groups" and "substituted heterocyclic groups" listed here are merely examples, and the "substituted heterocyclic groups" described in this specification also include groups in which a hydrogen atom bonded to a ring-forming atom of the heterocyclic group itself in the "substituted heterocyclic groups" of specific example group G2B is further replaced with a substituent, and groups in which a hydrogen atom of a substituent in the "substituted heterocyclic groups" of specific example group G2B is further replaced with a substituent.

[0031] 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).

[0032] 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 substituents (specific example group G2B4).

[0033] Unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1): a pyrrolyl group, an imidazolyl group, a pyrazolyl group, a triazolyl group, a tetrazolyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, a thiazolyl group, an isothiazolyl group, a thiadiazolyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group, a pyrazinyl group, a triazinyl group, an indolyl group, an isoindolyl group, an indolizinyl group, a quinolidinyl group, a quinolyl group, an isoquinolyl group, a cinnolyl group, a phthalazinyl group, a quinazolinyl group, a quinoxalinyl group, a benzimidazolyl group, an indazolyl group, a phenanthrolinyl group, a phenanthridinyl group, an acridinyl group, a phenazinyl group, a carbazolyl group, Benzocarbazolyl group, morpholino group, phenoxazinyl group, phenothiazinyl group, azacarbazolyl group, and diazacarbazolyl group.

[0034] Unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2): a furyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, a xanthenyl group, a benzofuranyl group, an isobenzofuranyl group, a dibenzofuranyl group, a naphthobenzofuranyl group, a benzoxazolyl group, a benzisoxazolyl group, a phenoxazinyl group, a morpholino group, a dinaphthofuranyl group, an azadibenzofuranyl group, a diazadibenzofuranyl group, an azanaphthobenzofuranyl group, and a diazanaphthobenzofuranyl group.

[0035] Unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3): a thienyl group, a thiazolyl group, an isothiazolyl group, a thiadiazolyl group, a benzothiophenyl group (benzothienyl group), an isobenzothiophenyl group (isobenzothienyl group), a dibenzothiophenyl group (dibenzothienyl group), a naphthobenzothiophenyl group (naphthobenzothienyl group), a benzothiazolyl group, a benzisothiazolyl group, a phenothiazinyl group, a dinaphthothiophenyl group (dinaphthothienyl group), an azadibenzothiophenyl group (azadibenzothienyl group), a diazadibenzothiophenyl group (diazadibenzothienyl group), an azanaphthobenzothiophenyl group (azanaphthobenzothienyl group), and a diazanaphthobenzothiophenyl group (diazanaphthobenzothienyl group).

[0036] 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):

[0037]

[0038]

[0039] 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 CH 2 However, X A and Y A At least one of X is an oxygen atom, a sulfur atom, or NH. A and Y A At least one of the groups is NH or CH 2 In this case, the monovalent heterocyclic group derived from the ring structure represented by the general formulae (TEMP-16) to (TEMP-33) may contain any of these NH, CH 2 and monovalent groups obtained by removing one hydrogen atom from the group consisting of:

[0040] 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, a diphenylcarbazol-9-yl group, a phenylcarbazol-9-yl group, a methylbenzimidazolyl group, an ethylbenzimidazolyl group, a phenyltriazinyl group, a biphenylyltriazinyl group, a diphenyltriazinyl group, a phenylquinazolinyl group, and a biphenylylquinazolinyl group.

[0041] Substituted heterocyclic groups containing an oxygen atom (specific example group G2B2): a phenyldibenzofuranyl group, a methyldibenzofuranyl group, a t-butyldibenzofuranyl group, and a monovalent residue of spiro[9H-xanthene-9,9'-[9H]fluorene].

[0042] Substituted heterocyclic groups containing a sulfur atom (specific example group G2B3): a phenyldibenzothiophenyl group, a methyldibenzothiophenyl group, a t-butyldibenzothiophenyl group, and a monovalent residue of spiro[9H-thioxanthene-9,9'-[9H]fluorene].

[0043] 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):

[0044] 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, X A and Y A a hydrogen atom bonded to a nitrogen atom when at least one of A and Y A One of them is CH 2 and n is 0 or more. The methylene group in the formula (I) is one or more hydrogen atoms selected from the hydrogen atoms of the methylene group in the formula (I).

[0045] "Substituted or Unsubstituted Alkyl Group" 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 term "unsubstituted alkyl group" refers to the case where the "substituted or unsubstituted alkyl group" is an "unsubstituted alkyl group," and the term "substituted alkyl group" refers to the case where the "substituted or unsubstituted alkyl group" is a "substituted alkyl group.") Hereinafter, the term "alkyl group" includes both an "unsubstituted alkyl group" and a "substituted alkyl group." A "substituted alkyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkyl group" are replaced with substituents. Specific examples of the "substituted alkyl group" include the following "unsubstituted alkyl group" (Specific Example Group G3A) in which one or more hydrogen atoms are replaced with substituents, and the examples of the substituted alkyl group (Specific Example Group G3B). In this specification, the alkyl group in an "unsubstituted alkyl group" refers to a chain-like alkyl group. Therefore, the term "unsubstituted alkyl group" includes a straight-chain "unsubstituted alkyl group" and a branched "unsubstituted alkyl group." The examples of "unsubstituted alkyl groups" and "substituted alkyl groups" listed here are merely examples, and the "substituted alkyl group" described in this specification also includes groups in which a hydrogen atom of the alkyl group itself in the "substituted alkyl group" of specific example group G3B is further replaced with a substituent, and groups in which a hydrogen atom of a substituent in the "substituted alkyl group" of specific example group G3B is further replaced with a substituent.

[0046] Unsubstituted alkyl groups (specific example group G3A): a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, an s-butyl group, and a t-butyl group.

[0047] Substituted alkyl groups (specific example group G3B): a heptafluoropropyl group (including isomers), a pentafluoroethyl group, a 2,2,2-trifluoroethyl group, and a trifluoromethyl group.

[0048] "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, an unsubstituted alkenyl group refers to a case where a "substituted or unsubstituted alkenyl group" is an "unsubstituted alkenyl group," and a "substituted alkenyl group" refers to a case where a "substituted or unsubstituted alkenyl group" is a "substituted alkenyl group.") In this specification, the term "alkenyl group" simply refers to both an "unsubstituted alkenyl group" and a "substituted alkenyl group." A "substituted alkenyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkenyl group" are replaced with substituents. Specific examples of the "substituted alkenyl group" include the following "unsubstituted alkenyl groups" (specific example group G4A) having a substituent, and 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 which a hydrogen atom of the alkenyl group itself in the "substituted alkenyl groups" of specific example group G4B is further replaced with a substituent, and groups in which a hydrogen atom of a substituent in the "substituted alkenyl groups" of specific example group G4B is further replaced with a substituent.

[0049] Unsubstituted alkenyl groups (specific example group G4A): a vinyl group, an allyl group, a 1-butenyl group, a 2-butenyl group, and a 3-butenyl group.

[0050] Substituted alkenyl groups (specific example group G4B): a 1,3-butadienyl group, a 1-methylvinyl group, a 1-methylallyl group, a 1,1-dimethylallyl group, a 2-methylallyl group, and a 1,2-dimethylallyl group.

[0051] - "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 group (specific example group G5A). (Here, an unsubstituted alkynyl group refers to a case where the "substituted or unsubstituted alkynyl group" is an "unsubstituted alkynyl group.") Hereinafter, the term "alkynyl group" includes both an "unsubstituted alkynyl group" and a "substituted alkynyl group." A "substituted alkynyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkynyl group" have been replaced with a substituent. Specific examples of the "substituted alkynyl group" include a group in which one or more hydrogen atoms in the "unsubstituted alkynyl group" (specific example group G5A) have been replaced with a substituent.

[0052] Unsubstituted alkynyl groups (specific example group G5A): ethynyl group.

[0053] "Substituted or Unsubstituted Cycloalkyl Group" 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 term "unsubstituted cycloalkyl group" refers to the case where the "substituted or unsubstituted cycloalkyl group" is an "unsubstituted cycloalkyl group," and the term "substituted cycloalkyl group" refers to the case where the "substituted or unsubstituted cycloalkyl group" is a "substituted cycloalkyl group.") In this specification, the term "cycloalkyl group" simply refers to both an "unsubstituted cycloalkyl group" and a "substituted cycloalkyl group." A "substituted cycloalkyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted cycloalkyl group" are replaced with substituents. Specific examples of the "substituted cycloalkyl group" include the following "unsubstituted cycloalkyl group" (Specific Example Group G6A) in which one or more hydrogen atoms are replaced with substituents, 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 groups" described in this specification also include groups in which one or more hydrogen atoms bonded to a carbon atom of the cycloalkyl group itself in the "substituted cycloalkyl groups" of specific example group G6B are replaced with substituents, and groups in which a hydrogen atom of a substituent in the "substituted cycloalkyl groups" of specific example group G6B is further replaced with a substituent.

[0054] Unsubstituted cycloalkyl groups (specific example group G6A): a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a 1-adamantyl group, a 2-adamantyl group, a 1-norbornyl group, and a 2-norbornyl group.

[0055] Substituted cycloalkyl groups (specific example group G6B): 4-methylcyclohexyl group.

[0056] -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 the formula (G1) include -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 specific example group G6. The multiple G1s in -Si(G1)(G1)(G1) may be the same or different. - Multiple G2 in Si(G1)(G2)(G2) are the same as or different from each other. - Multiple G1 in Si(G1)(G1)(G2) are the same as or different from each other. - Multiple G2 in Si(G2)(G2)(G2) are the same as or different from each other. - Multiple G3 in Si(G3)(G3)(G3) are the same as or different from each other. - Multiple G6 in Si(G6)(G6)(G6) are the same as or different from each other.

[0057] ・「-O-(R 904 A group represented by —O—(R 904 ) (Specific example group G8) includes -O(G1), -O(G2), -O(G3), and -O(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 specific example group G6.

[0058] ・"-S-(R 905 A group represented by —S—(R 905) (Specific example group G9) includes -S(G1), -S(G2), -S(G3), and -S(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 specific example group G6.

[0059] ・「-N(R 906 ) (R 907 A group represented by —N(R 906 ) (R 907 Specific examples (specific example group G10) of groups represented by the formula (G1) include -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(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 specific example group G6. Multiple G1s in -N(G1)(G1) may be the same as or different from one another. Multiple G2s in -N(G2)(G2) may be the same as or different from one another. Multiple G3s in -N(G3)(G3) may be the same as or different from one another. The multiple G6s in -N(G6)(G6) are the same as or different from each other.

[0060] "Halogen Atom" 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.

[0061] "Substituted or unsubstituted fluoroalkyl group" As used herein, a "substituted or unsubstituted fluoroalkyl group" 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. A "substituted fluoroalkyl group" refers to a group in which one or more hydrogen atoms of a "fluoroalkyl group" are replaced with a substituent. Note that the "substituted fluoroalkyl group" described 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 a 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 have been replaced with fluorine atoms.

[0062] "Substituted or unsubstituted haloalkyl group" As used herein, a "substituted or unsubstituted haloalkyl group" 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. A "substituted haloalkyl group" refers to a group in which one or more hydrogen atoms of a "haloalkyl group" are replaced with a substituent. Note that the "substituted haloalkyl group" described herein also includes a "substituted haloalkyl group" in which one or more hydrogen atoms bonded to a carbon atom of the alkyl chain are further replaced with a substituent, and a "substituted haloalkyl group" in which one or more hydrogen atoms of the substituent are further replaced with a substituent. Specific examples of the "unsubstituted haloalkyl group" include the examples of the above-mentioned "alkyl group" (specific example group G3) in which one or more hydrogen atoms are replaced with halogen atoms. A haloalkyl group may also be referred to as a halogenated alkyl group.

[0063] - "Substituted or unsubstituted alkoxy group" A specific example of the "substituted or unsubstituted alkoxy group" described in this specification 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 in this specification, the number of carbon atoms in the "unsubstituted alkoxy group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18.

[0064] - "Substituted or unsubstituted alkylthio group" A specific example of the "substituted or unsubstituted alkylthio group" described in this specification 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 in this specification, the number of carbon atoms in the "unsubstituted alkylthio group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18.

[0065] - "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. Unless otherwise specified in this specification, 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.

[0066] - "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. Unless otherwise specified in this specification, 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.

[0067] - "Substituted or unsubstituted trialkylsilyl group" A specific example of the "trialkylsilyl group" described in this specification is a group represented by -Si(G3)(G3)(G3), where G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. Multiple G3s in -Si(G3)(G3)(G3) are the same as or different from one another. Unless otherwise specified in this specification, 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.

[0068] "Substituted or unsubstituted aralkyl group" A specific example of the "substituted or unsubstituted aralkyl group" described in this specification is a group represented by -(G3)-(G1), where G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3, and G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. Therefore, 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 in this specification. Specific examples of the "substituted or unsubstituted aralkyl group" include a benzyl group, a 1-phenylethyl group, a 2-phenylethyl group, a 1-phenylisopropyl group, a 2-phenylisopropyl group, a phenyl-t-butyl group, an α-naphthylmethyl group, a 1-α-naphthylethyl group, a 2-α-naphthylethyl group, a 1-α-naphthylisopropyl group, a 2-α-naphthylisopropyl group, a β-naphthylmethyl group, a 1-β-naphthylethyl group, a 2-β-naphthylethyl group, a 1-β-naphthylisopropyl group, and a 2-β-naphthylisopropyl group.

[0069] Unless otherwise specified in this specification, the substituted or unsubstituted aryl group described in this 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.

[0070] Unless otherwise specified in this specification, the substituted or unsubstituted heterocyclic group described in this specification 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 of such groups 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.

[0071] In this specification, a carbazolyl group is specifically any of the following groups, unless otherwise specified in this specification.

[0072]

[0073] In this specification, unless otherwise specified, the (9-phenyl)carbazolyl group is specifically any of the following groups:

[0074]

[0075] In the general formulae (TEMP-Cz1) to (TEMP-Cz9), * represents a bonding position.

[0076] In this specification, a dibenzofuranyl group and a dibenzothiophenyl group are specifically any of the following groups, unless otherwise specified in this specification.

[0077]

[0078] In the general formulae (TEMP-34) to (TEMP-41), * represents a bonding position.

[0079] 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.

[0080] "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 (specific example group G12) of the "substituted or unsubstituted arylene group" 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.

[0081] "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.

[0082] "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 (specific example group G14) of the "substituted or unsubstituted alkylene group" 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.

[0083] 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).

[0084]

[0085]

[0086] In the general formulae (TEMP-42) to (TEMP-52), Q 1 ~Q 10 are each independently a hydrogen atom or a substituent. In the general formulae (TEMP-42) to (TEMP-52), * represents a bonding position.

[0087]

[0088] In the general formulae (TEMP-53) to (TEMP-62), Q 1 ~Q 10 are each independently a hydrogen atom or a substituent. 9 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 the bonding position.

[0089]

[0090] In the general formulae (TEMP-63) to (TEMP-68), Q 1 ~Q 8 are each independently a hydrogen atom or a substituent. In the general formulae (TEMP-63) to (TEMP-68), * represents a bonding position.

[0091] 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).

[0092]

[0093]

[0094]

[0095] In the general formulae (TEMP-69) to (TEMP-82), Q 1 ~Q 9 are each independently a hydrogen atom or a substituent.

[0096]

[0097]

[0098]

[0099]

[0100] In the general formulae (TEMP-83) to (TEMP-102), Q 1 ~Q 8 are each independently a hydrogen atom or a substituent.

[0101] The above is the explanation of "substituents described in this specification."

[0102] "When bonded to form a ring" In this specification, when "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted monocycle, bond to each other to form a substituted or unsubstituted fused ring, or do not bond to each other," it means when "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted monocycle," when "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted fused ring," and when "one or more pairs of adjacent groups do not bond to each other." In this specification, the cases when "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted monocycle" and "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted fused ring" (hereinafter, these cases may be collectively referred to as "when bonded to form a ring") will be explained below. An anthracene compound represented by the following general formula (TEMP-103), in which the main skeleton is an anthracene ring, will be described as an example.

[0103]

[0104] For example, R 921~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," the 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 and R 929 and R 921 It is paired with.

[0105] The above-mentioned "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 and simultaneously form 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).

[0106]

[0107] The case where a "set of two or more adjacent groups" forms a ring includes not only the case where a set of "two" adjacent groups is bonded as in the above example, but also the case where a set of "three or more" adjacent groups is bonded. For example, R 921 and R 922 and are bonded to each other to form ring Q A and R 922 and R 923 and are bonded to each other to form ring Q C and three adjacent (R 921 , R 922 and R923 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.

[0108]

[0109] The "monocyclic ring" or "fused ring" formed may be a saturated ring or an unsaturated ring as the structure of only the formed ring. 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". A , and ring Q C is a "fused ring". A and Tamaki Q C That is, Ring Q A and Tamaki Q C The ring Q in the general formula (TMEP-104) is fused to form a fused ring. A is a benzene ring, then ring Q A The ring Q in the general formula (TMEP-104) is a monocyclic ring. A is a naphthalene ring, then ring Q A is a fused ring.

[0110] The term "unsaturated ring" means an aromatic hydrocarbon ring or an aromatic heterocyclic ring. The term "saturated ring" means an aliphatic hydrocarbon ring or a non-aromatic heterocyclic ring. Specific examples of aromatic hydrocarbon rings 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 aromatic heterocyclic rings include structures in which the aromatic heterocyclic groups given as specific examples in the specific example group G2 are terminated with a hydrogen atom. Specific examples of aliphatic hydrocarbon rings include structures in which the groups given as specific examples in the specific example group G6 are terminated with a hydrogen atom. "Forming a ring" means forming a ring 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 a ring Q formed by bonding together A is R 921 and the carbon atom of the anthracene skeleton to which R 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 and the carbon atom of the anthracene skeleton to which R 922 When a monocyclic unsaturated ring is formed by the carbon atom of the anthracene skeleton to which R is bonded and four carbon atoms, R 921 and R 922 The ring formed by

[0111] Here, unless otherwise specified herein, the "arbitrary element" is preferably at least one element selected from the group consisting of carbon, nitrogen, oxygen, and sulfur. In any element (for example, in the case of carbon or nitrogen), a 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 any element other than a carbon element is included, the formed ring is a heterocycle. Unless otherwise specified herein, the "one or more arbitrary elements" constituting the monocycle or fused ring are preferably 2 to 15, more preferably 3 to 12, and even more preferably 3 to 5. Unless otherwise specified herein, of the "monocycle" and the "fused ring," the "monocycle" is preferred. Unless otherwise specified herein, of the "saturated ring" and the "unsaturated ring," the "unsaturated ring" is preferred. Unless otherwise specified herein, the "monocycle" 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 rings" "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 rings 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.

[0112] When the above-mentioned "monocyclic ring" or "fused 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 Herein." 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 Herein." The above is an explanation of the case where "one or more pairs of adjacent two or more rings are bonded to form a substituted or unsubstituted monocyclic ring" and the case where "one or more pairs of adjacent two or more rings are bonded to form a substituted or unsubstituted fused ring" ("when bonded to form a ring").

[0113] Substituents in the case of "substituted or unsubstituted" In one embodiment of the present specification, the substituents in the case of "substituted or unsubstituted" (sometimes referred to as "optional substituents" in the present specification) include, 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 ), a halogen atom, a cyano group, a nitro group, an unsubstituted aryl group having 6 to 50 ring carbon atoms, and an unsubstituted heterocyclic group having 5 to 50 ring atoms, 901 ~R 907 are 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, 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. 901 When there are two or more R901 are the same or different from each other, R 902 When there are two or more R 902 are the same or different from each other, R 903 When there are two or more R 903 are the same or different from each other, R 904 When there are two or more R 904 are the same or different from each other, R 905 When there are two or more R 905 are the same or different from each other, R 906 When there are two or more R 906 are the same or different from each other, R 907 When there are two or more R 907 are the same or different from each other.

[0114] In one embodiment, the substituent in the "substituted or unsubstituted" is a group selected from the group consisting of an alkyl group having 1 to 50 carbon atoms, an aryl group having 6 to 50 ring carbon atoms, and a heterocyclic group having 5 to 50 ring atoms.

[0115] In one embodiment, the substituent in the "substituted or unsubstituted" is a group selected from the group consisting of an alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 18 ring carbon atoms, and a heterocyclic group having 5 to 18 ring atoms.

[0116] 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."

[0117] Unless otherwise specified in this specification, adjacent optional substituents may 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 substituents further possessed by the optional substituent are the same as those of the optional substituents described above.

[0118] 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.

[0119] In this specification, the expression "A≧B" means that the value of A is equal to the value of B, or the value of A is greater than the value of B. In this specification, the expression "A≦B" means that the value of A is equal to the value of B, or the value of A is smaller than the value of B.

[0120] First Embodiment An organic electroluminescent device according to this embodiment includes a cathode, an anode, an emission region disposed between the cathode and the anode, and a hole-transporting region disposed between the anode and the emission region, wherein the emission region includes one or more emission layers, the hole-transporting region includes one or more anode-side organic layers, and at least one of the one or more emission layers contains a compound represented by general formula (A1), and at least one of the one or more anode-side organic layers contains a compound represented by general formula (B1).

[0121] In the organic EL device of this embodiment, the amine compound (compound represented by general formula (B1)) contained in the hole-transporting region has a structure in which a fluorenyl group is bonded to a nitrogen atom directly or via a linking group, thereby deepening the ionization potential. As a result, hole injection from the hole-transporting layer to the electron blocking layer or the light-emitting layer is improved. Furthermore, by including an anthracene derivative (compound represented by general formula (A1)) in the light-emitting region, excessive hole supply from the hole-transporting region to the light-emitting layer is suppressed, and as a result, exciton quenching in the light-emitting layer is more easily suppressed. Thus, in the organic EL device of this embodiment, by including a compound represented by general formula (B1) in the hole-transporting region and a compound represented by general formula (A1) in the light-emitting region, hole injection is improved while suppressing excessive hole supply to the light-emitting region, thereby achieving high efficiency and long life of the organic EL device. Furthermore, this embodiment also enables an organic EL device that exhibits light emission with good chromaticity (preferably blue light emission). This embodiment also enables improved device performance of the organic EL device. The organic EL element of this embodiment can be used in electronic devices such as display devices and light-emitting devices.

[0122] <Hole-transporting region> In this specification, a region consisting of multiple organic layers disposed between the anode and the light-emitting region may be referred to as a hole-transporting region. In the organic EL device according to this embodiment, the hole-transporting region includes one or more anode-side organic layers, and at least one of the one or more anode-side organic layers contains a compound represented by the following general formula (B1):

[0123] In one aspect of the organic EL element according to this embodiment, the hole-transporting region includes at least a first anode-side organic layer and a second anode-side organic layer. The first anode-side organic layer and the second anode-side organic layer are disposed between the anode and the light-emitting region in this order from the anode side. In one aspect of the organic EL element according to this embodiment, the anode and the first anode-side organic layer are in direct contact. In one aspect of the organic EL element according to this embodiment, the first anode-side organic layer and the second anode-side organic layer are in direct contact. In one aspect of the organic EL element according to this embodiment, the second anode-side organic layer and the light-emitting region are in direct contact.

[0124] In one aspect of the organic EL element according to this embodiment, the hole-transporting region further includes a third anode-side organic layer, and the first anode-side organic layer, the second anode-side organic layer, and the third anode-side organic layer are arranged between the anode and the light-emitting region in the following order from the anode side. In one aspect of the organic EL element according to this embodiment, the second anode-side organic layer and the third anode-side organic layer are in direct contact. In one aspect of the organic EL element according to this embodiment, the third anode-side organic layer and the light-emitting region are in direct contact.

[0125] In one aspect of the organic EL element according to this embodiment, the hole-transporting region further includes a fourth anode-side organic layer, and the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer are arranged between the anode and the light-emitting region in the following order from the anode side: the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer. In one aspect of the organic EL element according to this embodiment, the third anode-side organic layer and the fourth anode-side organic layer are in direct contact. In one aspect of the organic EL element according to this embodiment, the fourth anode-side organic layer and the light-emitting region are in direct contact.

[0126] In one aspect of the organic EL element of this embodiment, the second anode-side organic layer does not contain a compound contained in the third anode-side organic layer. An example of an aspect that satisfies this condition is when compound CA, compound CB, compound AA, and compound AB are different compounds, and the third anode-side organic layer contains one type of compound AA, and the second anode-side organic layer contains two types of compounds CA and CB. Another aspect that satisfies this condition is when the third anode-side organic layer contains two types of compounds AA and AB, and the second anode-side organic layer contains two types of compounds CA and CB. On the other hand, when the third anode-side organic layer contains one type of compound AA, and the second anode-side organic layer contains two types of compounds CA and AA, the second anode-side organic layer and the third anode-side organic layer contain the same compound with respect to compound AA, and therefore the condition is not satisfied.

[0127] In one aspect of the organic EL element of the present embodiment, the first anode-side organic layer and the second anode-side organic layer contain at least one of the same compound. As an aspect that satisfies this condition, for example, when the first anode-side organic layer contains two compounds, Compound AA and Compound AB, and the second anode-side organic layer contains two compounds, Compound CA and Compound AA, the first anode-side organic layer and the second anode-side organic layer contain the same compound with respect to Compound AA, and therefore the condition is satisfied.

[0128] In one aspect of the organic EL element of this embodiment, the second anode-side organic layer contains a second organic material. In one aspect of the organic EL element of this embodiment, the third anode-side organic layer contains a third organic material. In one aspect of the organic EL element of this embodiment, the third anode-side organic layer is an electron blocking layer. In one aspect of the organic EL element of this embodiment, the fourth anode-side organic layer contains a fourth organic material.

[0129] In one aspect of the organic EL element of this embodiment, the first anode-side organic layer is a hole injection layer. In one aspect of the organic EL element of this embodiment, the hole injection layer may be composed of only one material. In one aspect of the organic EL element of this embodiment, the first anode-side organic layer contains an acceptor material. In one aspect of the organic EL element of this embodiment, the hole injection layer may be composed of only one acceptor material.

[0130] In one aspect of the organic EL element of this embodiment, the first anode-side organic layer contains a first organic material and an acceptor material. The first organic material and the acceptor material are different compounds. In one aspect of the organic EL element of this embodiment, the content of the acceptor material in the first anode-side organic layer is less than 50 mass %.

[0131] In one aspect of the organic EL element of this embodiment, the fourth anode-side organic layer is an electron blocking layer. The electron blocking layer is preferably a layer that transports holes and blocks electrons from reaching a layer (e.g., a hole transport layer) closer to the anode than the electron blocking layer. In one aspect of the organic EL element of this embodiment, the fourth anode-side organic layer may be a layer that blocks excitons generated in the light-emitting layer from migrating to a layer (e.g., the first anode-side organic layer, the second anode-side organic layer, and the third anode-side organic layer) closer to the anode than the fourth anode-side organic layer, so as to prevent excitation energy from leaking from the light-emitting layer to a peripheral layer.

[0132] (Compound Represented by General Formula (B1)) In the organic EL device of this embodiment, at least one of the one or more anode-side organic layers contains a compound represented by the following general formula (B1).

[0133]

[0134] (In the general formula (B1), L A1 , L A2 and L A3 are each independently 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, and *2 is L A1 , LA2 or L A3 is the bonding position with Ar 111A , Ar 112A , and Ar 113A each independently represents 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, —Si(R C1 ) (R C2 ) (R C3 ) or a group represented by general formula (B11), 111A , Ar 112A , and Ar 113A at least one of the groups represented by general formula (B11) is a group represented by general formula (B11), when two or more groups represented by general formula (B11) are present, the two or more groups represented by general formula (B11) are the same as or different from each other, R C1 , R C2 and R C3 are 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, 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 C1 If there are multiple R C1 are the same or different from each other, R C2 If there are multiple R C2 are the same or different from each other, R C3 If there are multiple R C3 are the same or different from each other, and in the general formula (B11), R A1 ~R A8 , R A91 and R A92 One of the R is a single bond bonded to *1, and one of the R is not a single bond bonded to *1. A1 ~R A8are each independently a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 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 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, A91 and R A92 are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, are not a single bond bonded to *1, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, A91 and R A92 are each independently 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, (in the compound represented by the general formula (A1) and the compound represented by the general formula (B1), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , and R 907 are 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, 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, R903 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.) In the general formula (B1), L A1 , L A2 or L A3 is a single bond, *2 is the bonding position to the nitrogen atom in general formula (B1).

[0135] In one aspect of the organic EL element according to this embodiment, in the general formula (B11), R A91 and R A92 one of R is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, A91 and R A92 The other is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0136] In one aspect of the organic EL element according to this embodiment, R A91 and R A92 is a methyl group, and R A91 and R A92 The other is a substituted or unsubstituted phenyl group.

[0137] In one aspect of the organic EL element according to this embodiment, Ar 111A , Ar 112A , and Ar 113A Among these, two or three are groups represented by the general formula (B11).

[0138] In one aspect of the organic EL element according to this embodiment, Ar is not a group represented by general formula (B11). 111A , Ar 112A, and Ar 113A 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. 111A , Ar 112A , and Ar 113A are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted naphthobenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted naphthobenzothiophenyl group.

[0139] In one aspect of the organic EL element according to this embodiment, the group represented by the general formula (B11) is a group represented by the following general formula (B111).

[0140]

[0141] (In the general formula (B111), R A1 ~R A8 each independently represents R in general formula (B11). A1 ~R A8 is synonymous with R C91 and R C92 one of R is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, C91 and R C92 the other is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, and *1 and *2 have the same meanings as *1 and *2 in general formula (B11).

[0142] In one aspect of the organic EL element according to this embodiment, Ar 111A , Ar 112A , and Ar 113Aone of them is a group represented by general formula (B111) above, and the remaining two are each independently 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 —Si(R C1 ) (R C2 ) (R C3 ) or a group represented by general formula (B11) (excluding the group represented by general formula (B111)).

[0143] In the general formula (B111), R C91 is a methyl group, and R C92 is preferably a substituted or unsubstituted phenyl group.

[0144] In one aspect of the organic EL element according to this embodiment, Ar is not a group represented by general formula (B11) and is not a group represented by general formula (B111). 111A , Ar 112A , and Ar 113A are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted naphthobenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted naphthobenzothiophenyl group.

[0145] In one aspect of the organic EL element according to this embodiment, L A1 , L A2 and L A3 are each independently a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms. A1 , L A2 and L A3 are each independently a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group.

[0146] In one aspect of the organic EL element according to this embodiment, in the general formula (B11), R A91 and R A92 are both substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, or R A91 and R A92 are both substituted or unsubstituted aryl groups having 6 to 50 ring carbon atoms, or R A91 and R A92 one of R is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A91 and R A92 and the other is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. A91 and R A92 and R are both substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms. A91 and R A92 are the same or different. A91 and R A92 and R are both substituted or unsubstituted aryl groups having 6 to 50 ring carbon atoms; A91 and R A92 In one aspect of the organic EL element according to this embodiment, in general formula (B11), R A91 and R A92 In one aspect of the organic EL element according to this embodiment, in general formula (B11), R A91 and R A92 pairs are disjoint.

[0147] (Refractive Index) In one aspect of the organic EL element according to the third embodiment, the refractive index NM of the constituent material contained in the second anode-side organic layer is 2 and the refractive index N M of the constituent material contained in the third anode-side organic layer. 3 Difference with NM 2 -NM 3 satisfies the relationship of the following formula (N1), (N2), or (N3): NM 2 >NM 3...(Number N1) NM 2 -NM 3 ≧0.05...(number N2) NM 2 -NM 3 ≧0.10 (number N3) In one aspect of the organic EL element according to this embodiment, the refractive index NM of the constituent material contained in the second anode-side organic layer 2 In one aspect of the organic EL element according to this embodiment, the refractive index N M of the constituent material contained in the second anode-side organic layer is 1.85 or less. 2 In one aspect of the organic EL element according to this embodiment, the refractive index N M of the constituent material contained in the second anode-side organic layer is 1.90 or less. 2 In one aspect of the organic EL element according to this embodiment, the refractive index N M of the constituent material contained in the third anode-side organic layer is 2.10 or less. 3 In one aspect of the organic EL element according to this embodiment, the refractive index N M of the constituent material contained in the third anode-side organic layer is 1.85 or less. 3 is 1.80 or less. Details of the refractive index will be described in the third embodiment. The refractive index can be measured by the measurement method described in the examples below.

[0148] (Thickness of the anode-side organic layer) In one aspect of the organic EL element of this embodiment, the total thickness of the hole transport region is 150 nm or less. In one aspect of the organic EL element of this embodiment, the total thickness of the hole transport region is 45 nm or more and 150 nm or less. In one aspect of the organic EL element of this embodiment, the total thickness of the hole transport region is 25 nm or more and 85 nm or less. In one aspect of the organic EL element of this embodiment, the total thickness of the hole transport region is 90 nm or more and 130 nm or less.

[0149] In one aspect of the organic EL element of the present embodiment, the thickness of the first anode-side organic layer is 3 nm or more. In one aspect of the organic EL element of the present embodiment, the thickness of the first anode-side organic layer is 20 nm or less.

[0150] In one aspect of the organic EL element according to this embodiment, the second anode-side organic layer has a thickness of 20 nm or more. In one aspect of the organic EL element according to this embodiment, the second anode-side organic layer has a thickness of 20 nm or more and 140 nm or less. In one aspect of the organic EL element according to this embodiment, the second anode-side organic layer has a thickness of 20 nm or more and 100 nm or less. In one aspect of the organic EL element according to this embodiment, the second anode-side organic layer has a thickness of 80 nm or less. In one aspect of the organic EL element according to this embodiment, the third anode-side organic layer has a thickness of 20 nm or more and 75 nm or less.

[0151] In the organic EL element of the present embodiment, the thickness of the fourth anode-side organic layer is 15 nm or less. In one aspect of the organic EL element of the present embodiment, the thickness of the fourth anode-side organic layer is 10 nm or less. In one aspect of the organic EL element of the present embodiment, the thickness of the fourth anode-side organic layer is 3 nm or more.

[0152] In one aspect of the organic EL element of the present embodiment, the fourth anode-side organic layer has a thickness smaller than that of the third anode-side organic layer. The organic EL element of the present embodiment is provided with the fourth anode-side organic layer (preferably, the electron blocking layer) having a thickness smaller than that of the third anode-side organic layer, which is considered to have a longer life.

[0153] (Hole Transport Region Material) The organic materials contained in the hole transport region (first organic material, second organic material, third organic material, and fourth organic material) may be referred to as hole transport region materials.

[0154] The first organic material is one of the constituent materials contained in the first anode-side organic layer. The first anode-side organic layer may contain only the first organic material, or may contain other materials. The second organic material is one of the constituent materials contained in the second anode-side organic layer. The second anode-side organic layer may contain only the second organic material, or may contain other materials. The third organic material is one of the constituent materials contained in the third anode-side organic layer. The third anode-side organic layer may contain only the third organic material, or may contain other materials. The fourth organic material is one of the constituent materials contained in the fourth anode-side organic layer. The fourth anode-side organic layer may contain only the fourth organic material, or may contain other materials. The content of the second organic material in the second anode-side organic layer is preferably 60% by mass or more, more preferably 80% by mass or more, and even more preferably 90% by mass or more. The content of the second organic material in the second anode-side organic layer is preferably 99% by mass or less. The content of the third organic material in the third anode-side organic layer is preferably 60% by mass or more, more preferably 80% by mass or more, and even more preferably 90% by mass or more. The content of the third organic material in the third anode-side organic layer is preferably 99% by mass or less. The content of the fourth organic material in the fourth anode-side organic layer is preferably 60% by mass or more, more preferably 80% by mass or more, and even more preferably 90% by mass or more. The content of the fourth organic material in the fourth anode-side organic layer is preferably 99% by mass or less. The content of the first organic material in the first anode-side organic layer will be described later.

[0155] (First, Second, Third, and Fourth Organic Materials) In one aspect of the organic EL element of this embodiment, the first organic material, the second organic material, the third organic material, and the fourth organic material are each independently a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule. In one aspect of the organic EL element of this embodiment, the first organic material, the second organic material, the third organic material, and the fourth organic material are each independently at least one compound selected from the group consisting of a compound represented by General Formula (B1), a compound represented by General Formula (B2) described below, a compound represented by General Formula (C1), a compound represented by General Formula (C3), and a compound represented by General Formula (C4). However, in the organic EL element of this embodiment, at least one of the one or more anode-side organic layers contains a compound represented by General Formula (B1). That is, at least one of the first organic material, the second organic material, the third organic material, and the fourth organic material is a compound represented by the general formula (B1).

[0156] In one aspect of the organic EL element of the present embodiment, the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer may each contain a compound represented by General Formula (B1). However, the compound contained in the second anode-side organic layer and the compound contained in the third anode-side organic layer have different molecular structures, and the compound contained in the third anode-side organic layer and the compound contained in the fourth anode-side organic layer have different molecular structures.

[0157] In monoamine compounds and diamine compounds, the nitrogen atom of the amino group is not a ring-forming atom. When a nitrogen atom is a ring-forming atom of a carbazole ring, an azine ring, or the like, the nitrogen atom is not a nitrogen atom serving as an amino group. For example, the following compound HT-X contains two nitrogen atoms in the molecule, but one of the nitrogen atoms in HT-X is a ring-forming atom of the carbazole ring, and the other nitrogen atom is not a ring-forming atom but a nitrogen atom serving as an amino group. The following compound HT-X is a monoamine compound having a structure in which a 9-phenyl-3-carbazolyl group is bonded to the nitrogen atom of the amino group via a linking group. The following compound HT-Y is also a monoamine compound having a structure in which a 9-carbazolyl group is bonded to the nitrogen atom of the amino group via a linking group.

[0158]

[0159] In one aspect of the organic EL element according to this embodiment, the second anode-side organic layer contains a compound represented by general formula (B1) as a second organic material, and the first anode-side organic layer contains a compound represented by general formula (C1) as a first organic material. The compound represented by general formula (B1) and the compound represented by general formula (C1) below are different compounds. The compound represented by general formula (B1) and the compound represented by general formula (C1) may be the same compound.

[0160] In one aspect of the organic EL element according to this embodiment, the first anode-side organic layer contains a compound represented by general formula (B1) as a first organic material, and the second anode-side organic layer contains a compound represented by general formula (C1) as a second organic material. The compound represented by general formula (B1) and the compound represented by general formula (C1) are different compounds. The compound represented by general formula (B1) and the compound represented by general formula (C1) may be the same compound.

[0161] In one aspect of the organic EL element according to this embodiment, the first anode-side organic layer and the second anode-side organic layer each contain a compound represented by general formula (B1) as a first organic material and a second organic material.

[0162] In one aspect of the organic EL element according to this embodiment, when the hole-transporting region includes a third anode-side organic layer, the third anode-side organic layer includes a compound represented by general formula (C3) as a third organic material. In one aspect of the organic EL element according to this embodiment, when the hole-transporting region includes a fourth anode-side organic layer, the fourth anode-side organic layer includes a compound represented by general formula (C3) as a fourth organic material.

[0163] The compounds represented by formulae (C1), (C3) and (C4) will be explained.

[0164] (Compound represented by general formula (C1))

[0165]

[0166] (In the general formula (C1), L A1 , L A2 and L A3 each independently represents 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, 111 , Ar 112 , and Ar 113 are each independently 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 —Si(R C1 ) (R C2 ) (R C3 ) is a group represented by R C1 , R C2 and R C3 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R C1 If there are multiple R C1 are the same or different from each other, R C2 If there are multiple R C2 are the same or different from each other, R C3 If there are multiple R C3 are the same or different from each other.)

[0167] In the compound represented by the general formula (C1), the substituent in the case of "substituted or unsubstituted" is -N(R C6 ) (R C7 ) is not a group represented by R C6 and R C7 are 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, 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.

[0168] (Compound Represented by General Formula (C10)) In one aspect of the organic EL element of the present embodiment, the compound represented by general formula (C1) is a compound represented by the following general formula (C10).

[0169]

[0170] (In the general formula (C10), Ar 111 , Ar 112 , Ar 113 , L A2 and L A3 respectively represent Ar in the general formula (C1). 111 , Ar 112 , Ar 113 , L A2 and L A3 n1 is 4, and a plurality of R C11 are the same or different from each other, and a plurality of R C11 one or more pairs of adjacent two or more R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other to form the substituted or unsubstituted monocycle and the substituted or unsubstituted fused ring C11 represents a hydrogen atom, a cyano group, 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, -Si(R 901 ) (R 902 ) (R 903 ), -O-(R 904a 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.

[0171] In the compounds represented by the general formulas (C1) and (C10), Ar 111 , Ar 112 and Ar 113 At least one of the above is preferably a group selected from the group consisting of groups represented by the following general formulas (21a), (21b), (21c), (21d), and (21e):

[0172]

[0173] (In the general formula (21a), general formula (21b), general formula (21c), general formula (21d) and general formula (21e), X 21 is NR 21 , C.R. 22 R 23 , an oxygen atom or a sulfur atom, 21 If there are multiple X 21 are the same or different from each other, and X 21 is CR 22 R 23 If R 22 and R 23 and R are bonded to each other to form a substituted or unsubstituted monocyclic ring, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, 21 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 22 and R 23 are each independently a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 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 904a 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, 211 ~R 218 one or more pairs of adjacent two or more R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other to form the substituted or unsubstituted monocycle and the substituted or unsubstituted fused ring 211 ~R 218 are each independently a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 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 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, and * in the general formula (21a), the general formula (21b), the general formula (21c), the general formula (21d) and the general formula (21e) each independently represents L in the general formula (C1). A1 , L A2 and L A3 or the carbon atom constituting the benzene ring in the general formula (C10), L A2 and L A3 )

[0174] Ar which is not a group selected from the group consisting of groups represented by the general formula (21a), the general formula (21b), the general formula (21c), the general formula (21d), and the general formula (21e) 111 , Ar 112 and Ar 113 are each independently preferably a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, more preferably a substituted or unsubstituted phenyl group or a substituted or unsubstituted biphenyl group.

[0175] In the compounds represented by the general formulas (C1) and (C10), Ar 111 , Ar 112 and Ar 113 two of the groups are selected from the group consisting of groups represented by the general formula (21a), the general formula (21b), the general formula (21c), the general formula (21d), and the general formula (21e), and Ar 111 , Ar 112 and Ar 113 It is also preferred that the other of the above is a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms.

[0176] In the compounds represented by the general formulas (C1) and (C10), Ar 111 , Ar 112 and Ar 113 one of which is a group selected from the group consisting of groups represented by the general formula (21a), the general formula (21b), the general formula (21c), the general formula (21d), and the general formula (21e), 311 , Ar 312 and Ar 313 It is also preferred that the other two of the above be substituted or unsubstituted aryl groups having 6 to 30 ring carbon atoms.

[0177] In one aspect of the organic EL element of this embodiment, the compound represented by the general formula (C1) is a monoamine compound.

[0178] (Compound represented by general formula (C3))

[0179]

[0180] (In the general formula (C3), L A1 , L A2 and L A3 each independently represents 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, 311 , Ar 312 , and Ar 313each independently represents 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, —Si(R C1 ) (R C2 ) (R C3 ), a group represented by the following general formula (2A): a group represented by the following general formula (2B): a group represented by the following general formula (2C): a group represented by the following general formula (2D): a group represented by the following general formula (2E): or a group represented by the following general formula (2F): C1 , R C2 and R C3 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R C1 If there are multiple R C1 are the same or different from each other, R C2 If there are multiple R C2 are the same or different from each other, R C3 If there are multiple R C3 are the same or different from each other.)

[0181]

[0182] (In the general formula (2A), *21 is L A1 , L A2 or L A3 is the bonding position to R 101 ~R 105 is a single bond bonded to *22, and R 106 ~R 110 one selected from is a single bond bonded to *23, and R 101 ~R 105 and R 106 ~R 110 are each independently a hydrogen atom, an unsubstituted alkyl group having 1 to 10 carbon atoms, or an unsubstituted aryl group having 6 to 12 ring carbon atoms, and R 101 ~R 105 and wherein none of the pairs of adjacent two or more of R 106~R 110 Among the groups of two or more adjacent groups, none of the groups are bonded to each other, and R 111 ~R 115 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms, 111 ~R 115 Among the groups of two or more adjacent groups, none of the groups are bonded to each other, m is 0, 1 or 2, and n is 0 or 1, and when m=0 and n=0, *23 is L A1 , L A2 or L A3 When m=0 and n=1, *22 is the bonding position to L A1 , L A2 or L A3 When m=1 and n=0, R 101 ~R 105 One selected from is a single bond bonded to *23.)

[0183]

[0184] (In the general formula (2B), *24 represents L A1 , L A2 or L A3 is the bonding position to R 121 ~R 128 one selected from is a single bond bonded to *25, and R 121 ~R 128 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, and R 121 ~R 128 Any pair of adjacent pairs of two or more of the groups are not bonded to each other.)

[0185]

[0186] (In the general formula (2C), *26 represents L A1 , L A2 or L A3is the bonding position to R 131 ~R 140 is a single bond bonded to *27, and R 131 ~R 140 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, and R 131 ~R 140 Any pair of adjacent pairs of two or more of the groups are not bonded to each other.)

[0187] (In the general formula (2D), *28 is L A1 , L A2 or L A3 is the bonding position to X 11 represents an oxygen atom, a sulfur atom, NRc, or CRaRb, and a pair consisting of Ra and Rb bond to each other to form a substituted or unsubstituted monocycle, bond to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, n is 0 or 1, and when n is 0, R 141 ~R 148 , Rc, and one selected from Ra and Rb that do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted fused ring is a single bond bonding to *29, when n is 1, R 141 and R 142 , R 142 and R 143 , or R 143 and R 144 one of which is a single bond bonded to *a, R 141 and R 142 , R 142 and R 143 , or R 143 and R 144 the other of which is a single bond bonded to *b, and R is not a single bond bonded to *a and *b 141 ~R 144 , R 145 ~R 148 , R 200 ~R 203one selected from Ra and Rb that do not form the substituted or unsubstituted monocyclic ring and the substituted or unsubstituted fused ring is a single bond that bonds to *29, and is not a single bond that bonds to Rc and *a and *b; 141 ~R 148 , the R that is not a single bond 200 ~R 203 The Rc that is not a single bond, and the Ra and Rb that are not single bonds and do not form the substituted or unsubstituted monocycle or substituted or unsubstituted fused ring, are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 13 ring atoms.

[0188]

[0189] (In the general formula (2E), *30 represents L A1 , L A2 or L A3 is the bonding position to R 151 ~R 155 is a single bond bonded to *31, and R 151 ~R 155 Another one selected from is a single bond bonded to *32, and R 151 ~R 155 are each independently a hydrogen atom, an unsubstituted alkyl group having 1 to 10 carbon atoms, or an unsubstituted phenyl group, and R 151 ~R 155 Among the groups of two or more adjacent groups, none of the groups are bonded to each other, and R 161 ~R 165 and R 171 ~R 175 are each independently a hydrogen atom or an unsubstituted alkyl group having 1 to 10 carbon atoms.

[0190]

[0191] (In the general formula (2F), *32 represents L A1 , L A2 or L A3is the bonding position to R 181 ~R 192 is a single bond bonded to *33, and R 181 ~R 192 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, and R 181 ~R 192 Any pair of adjacent pairs of two or more of

[0192] In the compound represented by the general formula (C3), the substituent in the case of "substituted or unsubstituted" is -N(R C6 ) (R C7 ) is not a group represented by R C6 and R C7 are 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, 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.

[0193] In one aspect of the organic EL element of the present embodiment, the group represented by the general formula (2A), the group represented by the general formula (2B), the group represented by the general formula (2C), the group represented by the general formula (2D), the group represented by the general formula (2E), and the group represented by the general formula (2F) are each independently bonded to a nitrogen atom of an amino group of the monoamine compound (compound represented by the general formula (C3)) directly, via a phenylene group, or via a biphenylene group.

[0194] In one aspect of the organic EL element of the present embodiment, the group represented by general formula (2D) is a group represented by the following general formula (2-d1), general formula (2-d2), or general formula (2-d3):

[0195]

[0196] (In the general formula (2-d1), general formula (2-d2) and general formula (2-d3), X 11represents X in the general formula (2D). 11 is synonymous with R 141 ~R 148 and R 200 ~R 203 One of the R is a single bond bonded to *29, and one of the R is not a single bond bonded to *29. 141 ~R 148 and R 200 ~R 203 are R that is not a single bond bonded to *29 in the general formula (2D). 141 ~R 148 and R 200 ~R 203 is synonymous with

[0197] (Compound represented by general formula (C4))

[0198]

[0199] (In the general formula (C4), L C1 , L C2 , L C3 and L C4 are each independently 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, n2 is 1, 2, 3, or 4, and when n2 is 1, L C5 represents 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, and when n2 is 2, 3, or 4, a plurality of L C5 are the same or different from each other, and when n2 is 2, 3 or 4, a plurality of L C5 are bonded to each other to form a substituted or unsubstituted monocyclic ring, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, and do not form the substituted or unsubstituted monocyclic ring or the substituted or unsubstituted fused ring. C5 is 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, 131 , Ar 132, Ar 133 and Ar 134 are each independently 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 —Si(R C1 ) (R C2 ) (R C3 ) and R C1 , R C2 and R C3 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R C1 If there are multiple R C1 are the same or different from each other, R C2 If there are multiple R C2 are the same or different from each other, R C3 If there are multiple R C3 are the same or different from each other.)

[0200] In the compound represented by the general formula (C4), the substituent in the case of "substituted or unsubstituted" is -N(R C6 ) (R C7 ) is not a group represented by R C6 and R C7 are 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, 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.

[0201] In one aspect of the organic EL element of the present embodiment, in the compound represented by general formula (C4), the first amino group represented by general formula (C4-1) below and the second amino group represented by general formula (C4-2) below are the same group:

[0202]

[0203] (In the general formulas (C4-1) and (C4-2), * represents L C5 )

[0204] In one aspect of the organic EL element of this embodiment, the first amino group represented by the general formula (C4-1) and the second amino group represented by the general formula (C4-2) may be different from each other.

[0205] (First Organic Material) In one aspect of the organic EL element of the present embodiment, the first organic material is preferably a compound represented by the general formula (B1) or a compound represented by the general formula (C1). In one aspect of the organic EL element of the present embodiment, the first organic material contained in the first anode-side organic layer is a monoamine compound.

[0206] (Second Organic Material) In one aspect of the organic EL element of the present embodiment, the second organic material is preferably a compound represented by the general formula (B1) or a compound represented by the general formula (C1). In one aspect of the organic EL element of the present embodiment, the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule.

[0207] (Third Organic Material) In one aspect of the organic EL element of this embodiment, the third organic material is preferably a compound represented by General Formula (C3). In one aspect of the organic EL element of this embodiment, the third organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule. In one aspect of the organic EL element of this embodiment, the third anode-side organic layer is an electron blocking layer. In one aspect of the organic EL element of this embodiment, when the third anode-side organic layer is an electron blocking layer, the compound contained in the electron blocking layer is, for example, a compound used in known electron blocking layers, and is at least one compound selected from the group consisting of aromatic amine compounds and carbazole derivatives. The compound contained in the electron blocking layer may also be a monoamine compound. The compound contained in the electron blocking layer may also be a compound having a substituted or unsubstituted carbazolyl group and one substituted or unsubstituted amino group in the molecule.

[0208] (Fourth Organic Material) In one aspect of the organic EL element of the present embodiment, when the fourth anode-side organic layer is an electron blocking layer, the compound contained in the electron blocking layer is, for example, a compound used in known electron blocking layers, and is at least one compound selected from the group consisting of aromatic amine compounds and carbazole derivatives. The compound contained in the electron blocking layer may also be a monoamine compound. The compound contained in the electron blocking layer may also be a compound having a substituted or unsubstituted carbazolyl group and one substituted or unsubstituted amino group in the molecule.

[0209] In one aspect of the organic EL element of the present embodiment, the third anode-side organic layer and the fourth anode-side organic layer may each contain a compound represented by General Formula (C3), but the compound contained in the third anode-side organic layer and the compound contained in the fourth anode-side organic layer have different molecular structures.

[0210] In one aspect of the organic EL element of the present embodiment, the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer each contain one or more different compounds.

[0211] In one aspect of the organic EL element of the present embodiment, the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer each independently contain a monoamine compound having only one substituted or unsubstituted amino group in the molecule. In another aspect of the organic EL element of the present embodiment, the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer do not contain a diamine compound.

[0212] In one aspect of the organic EL element of the present embodiment, at least any one of the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer may contain a diamine compound.

[0213] In the organic EL device according to this embodiment, R 901 , R 902 , R 903 and R 904are 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, 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.

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

[0215] In the organic EL device according to this embodiment, the hole-transporting material may be a compound containing a substituted or unsubstituted 3-carbazolyl group in the molecule, or may be a compound not containing a substituted or unsubstituted 3-carbazolyl group in the molecule.

[0216] (Method for Producing Hole Transporting Zone Material) The hole transporting zone material according to this embodiment can be produced by a known method, or can be produced by following the method and using known alternative reactions and raw materials suited to the target product.

[0217] (Specific Examples of Hole Transporting Zone Material) Specific examples of the hole transporting zone material according to this embodiment include the following compounds, however, the present invention is not limited to these specific examples.

[0218]

[0219]

[0220]

[0221]

[0222]

[0223]

[0224]

[0225]

[0226]

[0227]

[0228]

[0229]

[0230]

[0231]

[0232]

[0233]

[0234]

[0235]

[0236]

[0237]

[0238]

[0239]

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247]

[0248]

[0249]

[0250]

[0251]

[0252]

[0253]

[0254]

[0255]

[0256]

[0257]

[0258]

[0259]

[0260]

[0261]

[0262]

[0263]

[0264]

[0265]

[0266]

[0267]

[0268]

[0269]

[0270]

[0271] In some cases, compounds exemplified as compounds (first organic material, second organic material, third organic material, and fourth organic material) contained in any of the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer are also shown as examples of other layers. In the present embodiment, however, different compounds can be appropriately selected from the group of exemplified compounds as compounds that can be used in the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer.

[0272] (Acceptor Material) In one aspect of the organic EL element of this embodiment, the first anode-side organic layer contains a first organic material and an acceptor material. The acceptor material and the first organic material are different from each other. In one aspect of the organic EL element of this embodiment, the content of the acceptor material in the first anode-side organic layer is less than 50% by mass. In one aspect of the organic EL element of this embodiment, the content of the acceptor material in the first anode-side organic layer is 10% by mass or less, or 5% by mass or less. In one aspect of the organic EL element of this embodiment, the content of the acceptor material in the first anode-side organic layer is 1% by mass or more and 3% by mass or less.

[0273] In one aspect of the organic EL element of the present embodiment, the acceptor material, the first organic material, and the third organic material are different compounds. In one aspect of the organic EL element of the present embodiment, the first organic material and the second organic material may be different compounds or the same compound.

[0274] In one aspect of the organic EL element of this embodiment, when the first anode-side organic layer contains an acceptor material and a first organic material, the content of the first organic material in the first anode-side organic layer is preferably 40% by mass or more, more preferably 45% by mass or more, and even more preferably 50% by mass or more. The content of the first organic material in the first anode-side organic layer is preferably 99.5% by mass or less. The total content of the acceptor material and the first organic material in the first anode-side organic layer is 100% by mass or less.

[0275] <Light-emitting region> In the organic EL element of this embodiment, the light-emitting region includes at least one light-emitting layer.

[0276] (First Light-Emitting Layer) The organic EL device of this embodiment includes a first light-emitting layer as at least one light-emitting layer. In the organic EL device of this embodiment, the first light-emitting layer contains a compound represented by the following general formula (A1). In one aspect of the organic EL device of this embodiment, the first light-emitting layer contains a compound represented by the following general formula (A1) as a first host material. In one aspect of the organic EL device of this embodiment, the first light-emitting layer contains a first light-emitting compound. The first light-emitting compound is not particularly limited. In one aspect of the organic EL device of this embodiment, the first light-emitting layer contains a compound represented by the following general formula (A1) as a first host material and the first light-emitting compound.

[0277] The first light-emitting compound is preferably a compound that exhibits emission with a maximum peak wavelength of 500 nm or less, and more preferably a compound that exhibits emission with a maximum peak wavelength of 430 nm or more and 480 nm or less. The first light-emitting compound is preferably a fluorescent compound that exhibits fluorescent emission with a maximum peak wavelength of 500 nm or less, and more preferably a fluorescent compound that exhibits fluorescent emission with a maximum peak wavelength of 430 nm or more and 480 nm or less. In one aspect of the organic EL element of this embodiment, the first light-emitting layer contains a first host material and a first light-emitting compound that exhibits emission with a maximum peak wavelength of 500 nm or less.

[0278] In one aspect of the organic EL element according to this embodiment, the full width at half maximum of the maximum peak of the first light-emitting compound is 1 nm or more and 30 nm or less.

[0279] In one aspect of the organic EL device according to this embodiment, the first light-emitting compound is a compound that does not contain an azine ring structure in the molecule.

[0280] In one aspect of the organic EL device according to this embodiment, the first light-emitting compound is preferably not a boron-containing complex, and more preferably not a complex.

[0281] Examples of fluorescent compounds that emit blue fluorescence and can be used in the first light-emitting layer include pyrene derivatives, styrylamine derivatives, chrysene derivatives, fluoranthene derivatives, fluorene derivatives, diamine derivatives, and triarylamine derivatives. In this specification, blue emission refers to emission having a maximum peak wavelength in the emission spectrum within the range of 430 nm or more and 500 nm or less.

[0282] In one aspect of the organic EL device of this embodiment, the light-emitting region includes two or more light-emitting layers.

[0283] In one aspect of the organic EL element of this embodiment, when the light-emitting region includes two or more light-emitting layers, all of the two or more light-emitting layers are fluorescent light-emitting layers. That is, in one aspect of the organic EL element of this embodiment, all of the light-emitting layers included in the light-emitting region are fluorescent light-emitting layers. In one aspect of the organic EL element of this embodiment, the first light-emitting layer does not contain a metal complex. Furthermore, in one aspect of the organic EL element of this embodiment, the first light-emitting layer does not contain a boron-containing complex.

[0284] In one aspect of the organic EL element according to this embodiment, the first emitting layer does not contain a phosphorescent material (dopant material). In another aspect of the organic EL element according to this embodiment, the first emitting layer does not contain a heavy metal complex or a phosphorescent rare earth metal complex. Examples of heavy metal complexes include an iridium complex, an osmium complex, and a platinum complex.

[0285] In this specification, the method for measuring the maximum peak wavelength of a compound is as follows. A 5 μmol / L toluene solution of the compound to be measured 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 spectrofluorometer (device name: F-7000) manufactured by Hitachi High-Tech Science Corporation. Note that the emission spectrum measuring device is not limited to the device used here. The peak wavelength of the emission spectrum at which the emission intensity is maximum is defined as the maximum peak wavelength. Note that in this specification, the maximum peak wavelength of fluorescent emission is defined as the maximum peak wavelength of fluorescent emission λFL It is sometimes referred to as (FL-peak).

[0286] In the emission spectrum of the first luminescent compound, when the peak at which the emission intensity is greatest is defined as the maximum peak and the height of the maximum peak is defined as 1, the heights of other peaks appearing in the emission spectrum are preferably less than 0.6. Note that the peaks in the emission spectrum are defined as local maxima. Furthermore, in the emission spectrum of the first luminescent compound, the number of peaks is preferably less than three.

[0287] (Contents of First Host Material and First Light-Emitting Compound in First Light-Emitting Layer) In one aspect of the organic EL element according to this embodiment, the first light-emitting layer contains the first light-emitting compound in an amount of 0.5 mass% or more of the total mass of the first light-emitting layer. The first light-emitting layer preferably contains the first light-emitting compound in an amount of 10 mass% or less of the total mass of the first light-emitting layer, more preferably 7 mass% or less of the total mass of the first light-emitting layer, and even more preferably 5 mass% or less of the total mass of the first light-emitting layer.

[0288] 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." In one aspect of the organic EL device according to this embodiment, the first emitting layer preferably contains the first host material in an amount of 60% by mass or more of the total mass of the first emitting layer, more preferably 70% by mass or more of the total mass of the first emitting layer, even more preferably 80% by mass or more of the total mass of the first emitting layer, still more preferably 90% by mass or more of the total mass of the first emitting layer, and even more preferably 95% by mass or more of the total mass of the first emitting layer. The first emitting layer preferably contains the first host material in an amount of 99.5% by mass or less of the total mass of the first emitting layer. However, when the first emitting layer contains a first host material and a first emitting compound, the upper limit of the total content of the first host material and the first emitting compound is 100% by mass.

[0289] In the organic EL device according to this embodiment, the first light-emitting layer may contain a material other than the first host material and the first light-emitting compound. The first light-emitting layer may contain only one type of first host material, or may contain two or more types of first light-emitting compounds.

[0290] (First Host Material) Compound Represented by General Formula (A1) The first emitting layer contains a compound represented by the following general formula (A1) as a first host material.

[0291] (In the general formula (A1), R 1B ~R 8B one or more pairs of adjacent two or more R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other to form the substituted or unsubstituted monocycle and the substituted or unsubstituted fused ring 1B ~R 8B are each independently a hydrogen atom, 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 halogen atom, a cyano group, a 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, provided that (i) R 1B ~R 8B At least one pair of adjacent two or more groups of R and R are bonded to each other to form a substituted or unsubstituted monocycle, and the carbon atoms constituting the formed monocycle are R and R1 When binding to Ry 1 and R 1B ~R 8B at least one of R is selected from the group consisting of a deuterium atom and a substituent having at least one deuterium atom; 1B ~R 8B At least one pair of adjacent two or more of the groups bond to each other to form a substituted or unsubstituted fused ring, and the carbon atoms constituting the formed fused ring are Ry 2 When binding to Ry 2 and R 1B ~R 8B (iii) R 1B ~R 8B When any pair of adjacent pairs of two or more of R 1B ~R 8B at least one of Ry is selected from the group consisting of a deuterium atom and a substituent having at least one deuterium atom; 1 and Ry 2 each independently represents R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring; 1B ~R 8B and plural Ry 1 are the same or different from each other, and a plurality of Ry 2 are the same or different from each other, and L 1B and L 2B each independently represents a 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, 1B and Ar 2B 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.) (In the compound represented by the general formula (A1), R 901 , R 902 , R 903 , R904 , R 905 , R 906 , and R 907 are 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, 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.)

[0292] In one aspect of the organic EL element according to this embodiment, *-L 1B -Ar 1B When the group represented by the formula (I) has hydrogen atoms, all of the hydrogen atoms are proton atoms or *-L 2B -Ar 2B When the group represented by the formula (I) has hydrogen atoms, all of the hydrogen atoms are proton atoms, or *-L 1B -Ar 1B has a hydrogen atom, and *-L 2B -Ar 2B When the group represented by the formula (I) has hydrogen atoms, all of the hydrogen atoms are proton atoms, and * indicates the bonding position with the anthracene skeleton.

[0293] In one aspect of the organic EL element according to this embodiment, the compound represented by the general formula (A1) is a compound represented by the following general formula (A2).

[0294]

[0295] (In the general formula (A2), R 1B ~R 8B , L 1B , L 2B , and Ar 1B are R in the general formula (A1), respectively. 1B ~R 8B , L 1B , L 2B , and Ar 1B and X 12 is an oxygen atom or a sulfur atom, provided that R 11B ~R 18B one of the R is a single bond that binds to *p1, and one of the R is a non-single bond that binds to *p1 11B ~R 18B one or more pairs of adjacent two or more of R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, are not a single bond bonded to *p1, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, 11B ~R 18B are each independently a hydrogen atom, 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 halogen atom, a cyano group, a 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, 901 , R 902 , R 903 , R 904 , R 905 , R 906 , and R 907 are each independently R in the compound represented by general formula (A1). 901 , R 902 , R 903 , R 904 , R 905 , R 906 , and R 907 is synonymous with

[0296] In one aspect of the organic EL element according to this embodiment, L 2B is a single bond.

[0297] In one aspect of the organic EL element according to this embodiment, in general formula (A2), the partial structure represented by the following general formula (A20) is a group represented by any one of the following general formulae (A21) to (A23):

[0298]

[0299] (In the general formula (A20), X 12 and R 11B ~R 18B respectively represent X in the general formula (A2). 12 and R 11B ~R 18B is synonymous with R 11B ~R 18B one of which is a single bond bonding to *p1 in general formula (A2).

[0300]

[0301] (In the general formulae (A21) to (A23), X 12 represents X in the general formula (A20). 12 * R that is not a single bond bonded to p1 11B ~R 18B and R321 ~R 324 one or more pairs of adjacent two or more of R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, are not a single bond bonded to *p1, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring 11B ~R 18B and R 321 ~R 324 are each independently not a single bond bonded to *p1 in general formula (A2), do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, R 11B ~R 18B is synonymous with

[0302] In this embodiment, the compound represented by general formula (A1) has at least one deuterium atom at a position in the compound that satisfies any one of requirements (i), (ii), and (iii). Hereinafter, the compound represented by general formula (A1) may be referred to as a "first deuterated compound." In this embodiment, of the total number of hydrogen atoms in the first deuterated compound, deuterium atoms preferably account for 1% or more, more preferably 3% or more, more preferably 5% or more, more preferably 10% or more, more preferably 20% or more, more preferably 30% or more, more preferably 40% or more, more preferably 50% or more, more preferably 60% or more, more preferably 70% or more, and more preferably 80% or more.

[0303] (Method for confirming the presence of deuterium atoms and for identifying the bonding position of deuterium atoms) The presence of deuterium atoms in the first deuterated compound can be confirmed by mass spectrometry or 1 The bond position of the deuterium atom in the first deuterated compound is confirmed by H-NMR analysis. 1The compound is identified by H-NMR analysis. Specifically, mass analysis is performed on the target compound, and it is confirmed that the compound contains one deuterium atom by finding that the molecular weight is increased by 1 compared to a corresponding compound in which all hydrogen atoms are proton atoms. 1 Since no signal was detected in the H-NMR analysis, the target compound 1 The number of deuterium atoms contained in the molecule is confirmed by the integral value obtained by H-NMR analysis. 1 H-NMR analysis is performed, and the binding position of the deuterium atom is identified by signal assignment.

[0304] In one aspect of the organic EL element according to this embodiment, R 1B ~R 8B each independently has at least one deuterium atom. 2B , L 1B , Ar 2B and Ar 1B each independently has at least one deuterium atom.

[0305] In one aspect of the organic EL element of this embodiment, the first host material (the compound represented by the general formula (A1)) is a compound represented by the following general formula (A201) or (A202).

[0306]

[0307]

[0308] (In the general formulae (A201) and (A202), Ar 1B , L 1B , L 2B , R 1B ~R 8B and X 12 respectively represent Ar in the general formula (A2). 1B , L 1B , L 2B , R 1B ~R 8B and X 12 is synonymous with R 11B ~R 14Bone or more pairs of adjacent two or more of R are bonded to each other to form a substituted or unsubstituted monocyclic ring, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, 15B ~R 18B one or more pairs of adjacent two or more R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring 11B ~R 18B are each independently not a single bond bonded to *p1 in general formula (A2), do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, R 11B ~R 18B is synonymous with

[0309] In one aspect of the organic EL element of the present embodiment, the first host material (the compound represented by the general formula (A1)) is a compound represented by the following general formula (A203), (A204), (A205), (A206), (A207), or (A208).

[0310]

[0311]

[0312]

[0313]

[0314]

[0315]

[0316] (In the general formulae (A203) to (A208), Ar 1B , L 1B , L 2B and R 1B ~R 8B respectively represent Ar in the general formula (A2). 1B , L 1B , L 2B and R1B ~R 8B is synonymous with X 12 , R 11B ~R 18B and R 321 ~R 324 each independently represents X in formulae (A21) to (A23). 12 , R 11B ~R 18B and R 321 ~R 324 is synonymous with

[0317] In one aspect of the organic EL element according to this embodiment, Ar 1B and Ar 2B are each independently a phenyl group, a naphthyl group, a phenanthryl group, a biphenyl group, a terphenyl group, a diphenylfluorenyl group, a dimethylfluorenyl group, a benzodiphenylfluorenyl group, a benzodimethylfluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a naphthobenzofuranyl group, or a naphthobenzothiophenyl group.

[0318] In one aspect of the organic EL element according to this embodiment, L 2B represents a single bond or an unsubstituted arylene group having 6 to 22 ring carbon atoms, and Ar 2B represents a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms.

[0319] In one aspect of the organic EL element according to this embodiment, R 1B ~R 8B are 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 —Si(R 901 ) (R 902 ) (R 903 ) is a group represented by the formula:

[0320] In one aspect of the organic EL element according to this embodiment, R 1B ~R 8B is a hydrogen atom.

[0321] In one aspect of the organic EL element according to this embodiment, L 1B is a single bond, and Ar 1B is an unsubstituted phenyl group. 1B is a single bond, and Ar 1B is an unsubstituted 2-naphthyl group. 1B is a single bond, and Ar 1B is an unsubstituted 1-naphthyl group.

[0322] In one aspect of the organic EL element according to this embodiment, L 1B is an unsubstituted p-phenylene group, and Ar 1B is an unsubstituted phenyl group. 1B is an unsubstituted m-phenylene group, and Ar 1B is an unsubstituted phenyl group. 1B is an unsubstituted o-phenylene group, and Ar 1B is an unsubstituted phenyl group. 1B is an unsubstituted p-phenylene group, and Ar 1B is an unsubstituted 1-naphthyl group. 1B is an unsubstituted p-phenylene group, and Ar 1B is an unsubstituted 2-naphthyl group. 1B is an unsubstituted 1,4-naphthalenediyl group, and Ar 1B is an unsubstituted phenyl group. 1B is an unsubstituted m-phenylene group, and Ar 1B is an unsubstituted 2-naphthyl group.

[0323] In one aspect of the organic EL element of this embodiment, the L 2B and L 1B are each independently a single bond or a substituted or unsubstituted arylene group having 6 to 14 ring carbon atoms.

[0324] In one aspect of the organic EL element of this embodiment, the L 2B and L 1B are each independently a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.

[0325] In one aspect of the organic EL element of this embodiment, the L 2B and L 1B is a single bond.

[0326] In one aspect of the organic EL element of this embodiment, R of the first host material 11B ~R 18B and R 321 ~R 324 are each independently a hydrogen atom, 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 a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0327] In one aspect of the organic EL element of this embodiment, R of the first host material 11B ~R 18B and R 321 ~R 324 are each independently a hydrogen atom, 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.

[0328] In one aspect of the organic EL element of this embodiment, the first host material Ar 1B is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0329] In one aspect of the organic EL element of this embodiment, the first host material Ar 1B is a group represented by the following general formula (a1), (a2), (a3) ​​or (a4).

[0330]

[0331] (In the general formulae (a1), (a2), (a3) ​​and (a4), R 330 ~R335 one or more pairs of adjacent two or more of R are bonded to each other to form a substituted or unsubstituted monocyclic ring, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, 341 ~R 348 one or more pairs of adjacent two or more R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring 330 ~R 335 and R 341 ~R 348 are each independently a hydrogen atom, 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 halogen atom, a cyano group, a 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, 330 are the same or different from each other, * is L 1B indicates the bonding position with

[0332] In one aspect of the organic EL element of this embodiment, the first host material Ar 1B is a group represented by the general formula (a1) or (a2).

[0333] In one aspect of the organic EL element of this embodiment, R of the first host material 330 ~R335 and R 341 ~R 348 is a hydrogen atom.

[0334] In one aspect of the organic EL element of this embodiment, X of the first host material 12 is an oxygen atom.

[0335] In one aspect of the organic EL element of this embodiment, R of the first host material 1B ~R 8B are each independently a hydrogen atom, 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.

[0336] In one aspect of the organic EL element of this embodiment, R of the first host material 1B ~R 8B are each independently a hydrogen atom, 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.

[0337] In one aspect of the organic EL element of this embodiment, R of the first host material 1B ~R 8B is a hydrogen atom.

[0338] In one aspect of the organic EL device according to this embodiment, when the light-emitting region has at least a first light-emitting layer containing a first host material and a second light-emitting layer containing a second host material, in the compound represented by general formula (A1), R 1B ~R 8B is preferably a hydrogen atom in order to prevent the intermolecular interaction from being inhibited and to suppress the decrease in electron mobility. 1B ~R 8Bmay 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. One aspect of the organic EL device according to this embodiment may have an anode, a second emitting layer, a first emitting layer, and a cathode in this order, but the order of the first emitting layer and the second emitting layer may be reversed. For example, when the stacking order of the first emitting layer and the second emitting layer is, from the anode side, the second emitting layer and the first emitting layer, and the first host material contained in the first emitting layer is a compound represented by general formula (A1), the following phenomenon is thought to occur. Therefore, when R 1B ~R 8B In the general formula (A1), R is preferably not a bulky substituent. 1B ~R 8B When the compound represented by the general formula (A1) becomes a bulky substituent such as an alkyl group or a cycloalkyl group, intermolecular interactions are suppressed, and the electron mobility relative to the second host material is likely to decrease. Furthermore, when the electron mobility of the first host material is μe(H1) and the electron mobility of the second host material is μe(H2), the relationship μe(H1)>μe(H2) may not be satisfied. When the compound represented by the general formula (A1) is used as the first host material in the first emitting layer, satisfying the relationship μe(H1)>μe(H2) is expected to suppress a decrease in the recombination ability of holes and electrons in the second emitting layer and a decrease in luminous efficiency. Examples of the substituent include 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, a group represented by —C(═O)R 801 a group represented by -COOR 802 In the compound represented by the general formula (A1), the group represented by the formula (A1), the halogen atom, the cyano group, and the nitro group may become bulky, and the alkyl group and the cycloalkyl group may become even bulkier. 1B~R 8B 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, 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, a group represented by —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.

[0339] In the general formula (A1), R 1B ~R 8B It is also preferable that the substituent in the case of "substituted or unsubstituted" does not include the above-mentioned substituents that may be bulky, particularly substituted or unsubstituted alkyl groups and substituted or unsubstituted cycloalkyl groups. 1B ~R 8B In 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, thereby preventing suppression of intermolecular interactions due to the presence of bulky substituents such as alkyl groups and cycloalkyl groups, and preventing a decrease in electron mobility. Furthermore, when such a compound is used as a first host material in the first emitting layer, a decrease in the recombination ability of holes and electrons in the second emitting layer and a decrease in luminous efficiency can be suppressed.

[0340] R, a substituent of the anthracene skeleton 1B ~R 8B is not a bulky substituent, and R 1B ~R 8B is more preferably unsubstituted. 1B ~R 8B is not a bulky substituent, R as a non-bulky substituent 1B ~R8B When a substituent is bonded to R, the substituent is preferably not a bulky substituent. 1B ~R 8B 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, a group represented by —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.

[0341] In the first host material, all of the groups described as "substituted or unsubstituted" are preferably "unsubstituted".

[0342] (Method for Producing First Host Material) The first host material can be produced by a known method. Alternatively, the first host material can be produced by following a known method and using known alternative reactions and raw materials suited to the target material.

[0343] (Specific Examples of First Host Material) Specific examples of the first host material include the following compounds. Specific examples of the first host material include compounds that satisfy the general formula (A1) among the specific examples of the second host material of the third embodiment (compounds represented by general formula (1X)). However, the present invention is not limited to these specific examples of the first host material.

[0344]

[0345]

[0346]

[0347]

[0348]

[0349]

[0350]

[0351]

[0352]

[0353]

[0354]

[0355]

[0356]

[0357]

[0358]

[0359]

[0360]

[0361]

[0362]

[0363]

[0364]

[0365]

[0366]

[0367]

[0368]

[0369]

[0370]

[0371]

[0372]

[0373]

[0374]

[0375]

[0376]

[0377]

[0378]

[0379]

[0380]

[0381]

[0382]

[0383]

[0384]

[0385]

[0386]

[0387]

[0388]

[0389]

[0390]

[0391]

[0392]

[0393]

[0394] In one aspect of the organic EL element of this embodiment, the light-emitting region consists solely of the first light-emitting layer. In another aspect of the organic EL element of this embodiment, the light-emitting region includes the first light-emitting layer and further a second light-emitting layer. In another aspect of the organic EL element of this embodiment, the light-emitting region consists solely of the first light-emitting layer and the second light-emitting layer.

[0395] In one aspect of the organic EL device according to this embodiment, the emissive region includes at least a first emissive layer containing a first host material and a second emissive layer containing a second host material. The first host material and the second host material are different from each other. When the emissive region includes at least the first emissive layer and the second emissive layer, the luminous efficiency can be improved by utilizing triplet-triplet-annihilation (sometimes referred to as TTA). TTA is a mechanism in which triplet excitons collide with each other to generate singlet excitons. The TTA mechanism is also sometimes referred to as the TTF mechanism, as described in International Publication No. WO 2010 / 134350.

[0396] The TTF phenomenon will be explained. Holes injected from the anode and electrons injected from the cathode recombine in the light-emitting layer to generate excitons. As has been conventionally known, the spin state of these excitons is 25% singlet excitons and 75% triplet excitons. In conventional fluorescent elements, 25% of the singlet excitons emit light when they relax to the ground state, while the remaining 75% of the triplet excitons return to the ground state through a thermal deactivation process without emitting light. Therefore, the theoretical limit of the internal quantum efficiency of conventional fluorescent elements was said to be 25%. Meanwhile, the behavior of triplet excitons generated within organic materials has been theoretically investigated. According to S. M. Bachilo et al. (J. Phys. Chem. A, 104, 7711 (2000)), assuming that higher-order excitons such as quintets immediately return to triplets, triplet excitons (hereinafter referred to as triplet excitons) can be calculated as follows: 3 A * When the density of triplet excitons (hereinafter referred to as triplet excitons) increases, the triplet excitons collide with each other, causing the reaction shown in the following formula: 1 A represents the ground state, 1 A * represents the lowest excited singlet exciton. 3 A * + 3 A * → (4 / 9) 1 A+ (1 / 9) 1 A * + (13 / 9) 3 A * That is, 53 A * →4 1 A+1A * It is predicted that 1 / 5, or 20%, of the 75% of triplet excitons initially generated will convert to singlet excitons. Therefore, the singlet excitons contributing to light are 40%, calculated by adding 75% × (1 / 5) = 15% to the 25% initially generated. In this case, the TTF-derived emission ratio (TTF ratio) of the total luminescence intensity is 15 / 40, or 37.5%. Furthermore, if we assume that singlet excitons are generated by collisions between the 75% of the initially generated triplet excitons (one singlet exciton is generated from two triplet excitons), a very high internal quantum efficiency of 62.5% is obtained by adding 75% × (1 / 2) = 37.5% to the 25% of the initially generated singlet excitons. In this case, the TTF ratio is 37.5 / 62.5 = 60%.

[0397] In one aspect of the organic EL element according to this embodiment, from the viewpoint of realizing the TTF mechanism, the triplet energy T 1 (H1) and the triplet energy T 1 (H2) preferably satisfy the relationship of the following mathematical formula (Formula 1), and more preferably satisfy the relationship of the following mathematical formula (Formula 2): T 1 (H2)>T 1 (H1) ...(Math. 1) T 1 (H2)-T 1 (H1)>0.03 eV (Equation 2)

[0398] In one aspect of the organic EL element according to this embodiment, when the organic EL element has the first light-emitting layer and the second light-emitting layer that satisfy the relationship of the above mathematical formula (Mathematical Formula 1), the luminous efficiency of the element can be improved.

[0399] In one aspect of the organic EL device according to this embodiment, by satisfying the relationship of the above mathematical formula (1), triplet excitons generated by recombination of holes and electrons in the second emitting layer are thought to be less likely to be quenched at the interface between the second emitting layer and the organic layer, even if excess carriers are present at the interface between the second emitting layer and the organic layer directly in contact with the second emitting layer. For example, when the recombination region is locally present at the interface between the second emitting layer and the hole transport layer or the electron blocking layer, quenching by excess electrons is thought to occur. On the other hand, when the recombination region is locally present at the interface between the second emitting layer and the electron transport layer or the hole blocking layer, quenching by excess holes is thought to occur. In one aspect of the organic EL device according to this embodiment, by providing the first emitting layer and the second emitting layer so as to satisfy the relationship of the above mathematical formula (1), triplet excitons generated in the second emitting layer can migrate to the first emitting layer without being quenched by excess carriers, and reverse migration from the first emitting layer to the second emitting layer can be suppressed. As a result, the TTF mechanism is exerted in the first emitting layer, singlet excitons are efficiently generated, and luminous efficiency is improved. In this way, an organic EL device includes a second emitting layer that mainly generates triplet excitons and a first emitting layer that mainly exerts the TTF mechanism by utilizing triplet excitons transferred from the second emitting layer, as different regions, and uses a compound having a smaller triplet energy than the second host material in the second emitting layer as the first host material in the first emitting layer, thereby providing a difference in triplet energy, and luminous efficiency is improved.

[0400] In one aspect of the organic EL element according to this embodiment, the first light-emitting layer and the second light-emitting layer are in direct contact with each other.

[0401] In this specification, a layer structure in which "the first emitting layer and the second emitting layer are in direct contact" may include, for example, any of the following embodiments (LS1), (LS2), and (LS3). (LS1) An embodiment in which a region in which both the first host material and the second host material are mixed is generated during the process of vapor-depositing the compound for the first emitting layer and the compound for the second emitting layer, and this region is present at the interface between the first emitting layer and the second emitting layer. (LS2) An embodiment in which, when the first emitting layer and the second emitting layer contain a light-emitting compound, a region in which the first host material, the second host material, and the light-emitting compound are mixed is generated during the process of vapor-depositing the compound for the first emitting layer and the compound for the second emitting layer, and this region is present at the interface between the first emitting layer and the second emitting layer. (LS3) When the first emitting layer and the second emitting layer contain a light-emitting compound, a region composed of the light-emitting compound, a region composed of the first host material, or a region composed of the second host material is generated during the process of vapor-depositing the compound for the first emitting layer and the compound for the second emitting layer, and the region is present at the interface between the first emitting layer and the second emitting layer.

[0402] (Second Light-Emitting Layer) In the organic EL element according to this embodiment, the second light-emitting layer is preferably the second light-emitting layer described in the third embodiment. In this embodiment, the second host material contained in the second light-emitting layer is a compound represented by general formula (1X) described below. In one aspect of the organic EL element according to this embodiment, the second host material contained in the second light-emitting layer may be a compound other than the compound represented by general formula (1X) described below. In this embodiment, the second host material is not particularly limited, and for example, a compound selected from the group consisting of the first compounds described below can be used. In one aspect of the organic EL element according to this embodiment, the second light-emitting layer contains a second light-emitting compound. The second light-emitting compound is not particularly limited.

[0403] In one aspect of the organic EL element of this embodiment, the second emitting layer contains a second host material and a second emitting compound. In one aspect of the organic EL element of this embodiment, the second emitting compound and the first emitting compound contained in the first emitting layer are the same or different compounds. In one aspect of the organic EL element of this embodiment, the second host material and the first host material contained in the first emitting layer are different compounds. The second emitting compound is preferably a compound that exhibits emission with a maximum peak wavelength of 500 nm or less, more preferably a compound that exhibits emission with a maximum peak wavelength of 430 nm or more and 480 nm or less. The second emitting compound is preferably a fluorescent compound that exhibits fluorescent emission with a maximum peak wavelength of 500 nm or less, more preferably a fluorescent compound that exhibits fluorescent emission with a maximum peak wavelength of 430 nm or more and 480 nm or less. In one aspect of the organic EL element of this embodiment, the second emitting layer contains a second host material and a second emitting compound that exhibits emission with a maximum peak wavelength of 500 nm or less.

[0404] In one aspect of the organic EL element according to this embodiment, the second light-emitting compound has a maximum peak half width of 1 nm to 30 nm. The method for measuring the maximum peak wavelength of the compound is as described above.

[0405] In one aspect of the organic EL device according to this embodiment, the second light-emitting compound is a compound that does not contain an azine ring structure in the molecule.

[0406] In one aspect of the organic EL device according to this embodiment, the second light-emitting compound is preferably not a boron-containing complex, and more preferably not a complex.

[0407] Examples of compounds that can be used in the second light-emitting layer and emit blue fluorescence include pyrene derivatives, styrylamine derivatives, chrysene derivatives, fluoranthene derivatives, fluorene derivatives, diamine derivatives, and triarylamine derivatives.

[0408] In one aspect of the organic EL element according to this embodiment, the second emitting layer does not contain a metal complex. Also, in one aspect of the organic EL element according to this embodiment, the second emitting layer does not contain a boron-containing complex.

[0409] In one aspect of the organic EL element according to this embodiment, the second emitting layer does not contain a phosphorescent material (dopant material). In one aspect of the organic EL element according to this embodiment, the second emitting layer does not contain a heavy metal complex or a phosphorescent rare earth metal complex.

[0410] (Contents of Second Host Material and Second Light-Emitting Compound in Second Light-Emitting Layer) In one aspect of the organic EL element according to this embodiment, the second light-emitting layer contains the light-emitting compound in an amount of 0.5 mass% or more of the total mass of the second light-emitting layer. The second light-emitting layer preferably contains the light-emitting compound in an amount of 10 mass% or less of the total mass of the second light-emitting layer, more preferably 7 mass% or less of the total mass of the second light-emitting layer, and even more preferably 5 mass% or less of the total mass of the second light-emitting layer.

[0411] In one aspect of the organic EL device according to this embodiment, the second emitting layer preferably contains the second host material in an amount of 60% by mass or more, more preferably 70% by mass or more, even more preferably 80% by mass or more, even more preferably 90% by mass or more, and even more preferably 95% by mass or more. The second emitting layer preferably contains the second host material in an amount of 99.5% by mass or less, based on the total mass of the second emitting layer. When the second emitting layer contains a second host material and a second emitting compound, the upper limit of the total content of the second host material and the second emitting compound is 100% by mass.

[0412] In the organic EL device according to this embodiment, the second light-emitting layer may contain a material other than the second host material and the second light-emitting compound. The second light-emitting layer may contain only one type of second host material, or may contain two or more types of second light-emitting compounds.

[0413] In one aspect of the organic EL element according to this embodiment, the triplet energy T 1 (D1) and the triplet energy T 1 (H1) preferably satisfies the relationship of the following formula (Formula 4A): T 1 (D1)>T 1 (H1) ...(Math 4A)

[0414] In one aspect of the organic EL element according to this embodiment, the first light-emitting compound and the first host material satisfy the relationship of the above mathematical formula (Mathematical Formula 4A), whereby triplet excitons generated in the second light-emitting layer transfer energy to molecules of the first host material, rather than to the first light-emitting compound having a higher triplet energy, when they move to the first light-emitting layer. Furthermore, triplet excitons generated by recombination of holes and electrons on the first host material do not transfer to the first light-emitting compound having a higher triplet energy. Triplet excitons generated by recombination on molecules of the first light-emitting compound quickly transfer energy to molecules of the first host material. Triplet excitons from the first host material efficiently collide with each other on the first host material due to the TTF phenomenon, generating singlet excitons, without transferring to the first light-emitting compound.

[0415] In one aspect of the organic EL element according to this embodiment, the singlet energy S 1 (H1) and the singlet energy S of the first luminescent compound 1 (D1) preferably satisfy the relationship of the following mathematical formula (Mathematical Formula 4): 1 (H1)>S 1 (D1) ... (Equation 4)

[0416] In one aspect of the organic EL element according to this embodiment, the first light-emitting compound and the first host material satisfy the relationship of the above mathematical formula (Mathematical Formula 4), and therefore the singlet energy of the first light-emitting compound is smaller than the singlet energy of the first host material. Therefore, singlet excitons generated by the TTF phenomenon transfer energy from the first host material to the first light-emitting compound and contribute to the emission (preferably fluorescent emission) of the first light-emitting compound.

[0417] (Film Thickness of First and Second Light-Emitting Layers) In one aspect of the organic EL element according to this embodiment, the film thickness of the first light-emitting layer is preferably 5 nm or more, more preferably 15 nm or more. When the light-emitting region includes a second light-emitting layer, a film thickness of the first light-emitting layer of 5 nm or more can easily prevent triplet excitons that have migrated from the second light-emitting layer to the first light-emitting layer from returning to the second light-emitting layer. Furthermore, a film thickness of the first light-emitting layer of 5 nm or more can sufficiently separate triplet excitons from the recombination moiety in the second light-emitting layer. In one aspect of the organic EL element according to this embodiment, the film thickness of the first light-emitting layer is preferably 20 nm or less. A film thickness of the first light-emitting layer of 20 nm or less can improve the density of triplet excitons in the first light-emitting layer, making the TTF phenomenon more likely to occur. In one aspect of the organic EL element according to this embodiment, the film thickness of the first light-emitting layer is preferably 5 nm or more and 20 nm or less.

[0418] In one aspect of the organic EL element according to this embodiment, the thickness of the second emitting layer is preferably 3 nm or more, more preferably 5 nm or more. If the thickness of the second emitting layer is 3 nm or more, the thickness is sufficient to cause recombination of holes and electrons in the second emitting layer. In one aspect of the organic EL element according to this embodiment, the thickness of the second emitting layer is preferably 15 nm or less, more preferably 10 nm or less. If the thickness of the second emitting layer is 15 nm or less, the thickness is sufficiently thin to allow triplet excitons to migrate to the first emitting layer. In one aspect of the organic EL element according to this embodiment, the thickness of the second emitting layer is more preferably 3 nm or more and 15 nm or less.

[0419] [Second Embodiment] The configuration of an organic EL element of a second embodiment will be described. In the description of the second embodiment, the same components as those of the first embodiment will be denoted by the same reference numerals or names, and the description thereof will be omitted or simplified. Furthermore, in the second embodiment, for materials and compounds not specifically mentioned, the same materials and compounds as those described in the first embodiment can be used.

[0420] The organic EL element of the second embodiment includes a cathode, an anode, an emissive region disposed between the cathode and the anode, and a hole-transporting region disposed between the anode and the emissive region, wherein the emissive region includes one or more emissive layers, the hole-transporting region includes one or more anode-side organic layers, and at least one of the one or more emissive layers contains a compound represented by the following general formula (A200), and at least one of the one or more anode-side organic layers contains a compound represented by the following general formula (B2):

[0421] The organic EL element of the second embodiment differs from the organic EL element of the first embodiment in that at least one of the one or more emitting layers contains a compound represented by general formula (A200) and at least one of the one or more anode-side organic layers contains a compound represented by general formula (B2).

[0422] In the organic EL device of the second embodiment, the amine compound (compound represented by general formula (B2)) contained in the hole-transporting region has a structure in which a fluorenyl group is bonded to a nitrogen atom directly or via a linking group, thereby deepening the ionization potential. As a result, hole injection from the hole-transporting layer to the electron-blocking layer or the light-emitting layer is improved. Furthermore, the anthracene derivative (compound represented by general formula (A200)) contained in the light-emitting region has a structure in which a dibenzofuranyl group, a dibenzothiophenyl group, or the like is bonded to the anthracene skeleton directly or via a linking group, thereby shallowing the ionization potential. As a result, hole injection from the electron-blocking layer to the light-emitting layer is improved. Thus, in the second embodiment, since both the hole-transporting region and the light-emitting region contain a compound capable of improving hole injection into the light-emitting layer, it is believed that excitons are efficiently generated in the light-emitting layer and exciton deactivation by excess electrons is suppressed. Therefore, according to the second embodiment, high efficiency and long life of the organic EL device can be achieved. Furthermore, according to the second embodiment, an organic EL device exhibiting good chromaticity (preferably blue emission) can also be achieved. According to the second embodiment, the performance of the organic EL element can be improved. The organic EL element of the second embodiment can be used in electronic devices such as display devices and light-emitting devices.

[0423] <Hole-transporting region> In the organic EL element according to the second embodiment, the hole-transporting region includes one or more anode-side organic layers, and at least one of the one or more anode-side organic layers contains a compound represented by the following general formula (B2):

[0424] (Compound represented by general formula (B2))

[0425]

[0426] (In the general formula (B2), L A1 , L A2 and L A3 are each independently 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, and *12 is L A1 , L A2 or LA3 is the bonding position with Ar 111B , Ar 112B and Ar 113B each independently represents 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, —Si(R C1 ) (R C2 ) (R C3 ) or a group represented by general formula (B21), 111B , Ar 112B , and Ar 113B at least one of the groups represented by general formula (B21) is a group represented by general formula (B21), when two or more groups represented by general formula (B21) are present, the two or more groups represented by general formula (B21) are the same as or different from each other, R C1 , R C2 and R C3 are 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, 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 C1 If there are multiple R C1 are the same or different from each other, R C2 If there are multiple R C2 are the same or different from each other, R C3 If there are multiple R C3 are the same or different from each other, and in the general formula (B21), R B1 ~R B8 , R B91 and R B92 one of which is a single bond bonded to *11, and R B1 ~R B8are each independently a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 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 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, B91 and R B92 are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, are not a single bond bonded to *11, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring, B91 and R B92 are each independently 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, with the proviso that R B91 and R B92 In the general formula (B2), L A1 , L A2 or L A3 is a single bond, *12 is the bonding position to the nitrogen atom in general formula (B2).

[0427] In one aspect of the organic EL element according to the second embodiment, Ar 111B is a group represented by general formula (B21), and R B91 and R B92 one of R is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, B91 and R B92 The other is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0428] In one aspect of the organic EL element according to the second embodiment, RB91 and R B92 is a methyl group, and R B91 and R B92 The other is a substituted or unsubstituted phenyl group.

[0429] In one aspect of the organic EL element according to the second embodiment, Ar 111B , Ar 112B , and Ar 113B Among these, two or three are substituted fluorenyl groups.

[0430] In one aspect of the organic EL element according to the second embodiment, Ar 111B , Ar 112B , and Ar 113B At least one of the above is a group represented by the following general formula (C11). (In the general formula (C11), X 4 is an oxygen atom, a sulfur atom, C(R 45A ) (R 46A ) or N(R 47A ) and R 45A and R 46A are bonded to each other to form a substituted or unsubstituted monocyclic ring, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, and R 41 ~R 48 one or more pairs of adjacent two or more of X are bonded to each other to form a substituted or unsubstituted monocyclic ring, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, with the proviso that X 4 is C(R 45A ) (R 46A ), then R 41 ~R 48 Any pair of two or more adjacent groups of R 41 ~R 48 , R 45A , R 46A and R 47A one of R is a single bond bonded to *3, R is not a single bond bonded to *3, does not form the substituted or unsubstituted monocyclic ring, and does not form the substituted or unsubstituted fused ring 41~R 48 , R 45A , R 46A and R 47A are each independently a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 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 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, 901 ~R 904 are 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, 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. *4 is L A1 , L A2 or L A3 In the general formula (B2), L A1 , L A2 or L A3 is a single bond, *4 is the bonding position to the nitrogen atom in general formula (B2).

[0431] In one aspect of the organic EL element according to the second embodiment, the hole-transporting region includes at least a first anode-side organic layer and a second anode-side organic layer, and the first anode-side organic layer and the second anode-side organic layer are disposed between the anode and the light-emitting region in this order from the anode side.

[0432] In one aspect of the organic EL element according to the second embodiment, the second anode-side organic layer contains a compound represented by general formula (B2), the first anode-side organic layer contains a compound represented by general formula (C1) described in the first embodiment, and the compound represented by general formula (B2) and the compound represented by general formula (C1) below are different compounds. The compound represented by general formula (B2) and the compound represented by general formula (C1) may be the same compound.

[0433] In one aspect of the organic EL element according to the second embodiment, the compound contained in the second anode-side organic layer has two or more substituted fluorene rings, and at least one of the two or more substituted fluorene rings is substituted with one or more alkyl groups.

[0434] In one aspect of the organic EL element according to the second embodiment, the hole-transporting region further includes a third anode-side organic layer, and the first anode-side organic layer, the second anode-side organic layer, and the third anode-side organic layer are disposed between the anode and the light-emitting region in this order from the anode side.

[0435] In one aspect of the organic EL element according to the second embodiment, the third anode-side organic layer contains the compound represented by general formula (C3) described in the first embodiment. In one aspect of the organic EL element according to the second embodiment, the third anode-side organic layer is an electron blocking layer. In one aspect of the organic EL element according to the second embodiment, the third anode-side organic layer and the light-emitting region are in direct contact with each other.

[0436] In one aspect of the organic EL element according to the second embodiment, the hole-transporting region further includes a fourth anode-side organic layer, and the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer are arranged between the anode and the light-emitting region in the following order from the anode side: the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer. In one aspect of the organic EL element according to the second embodiment, the fourth anode-side organic layer is an electron blocking layer. In one aspect of the organic EL element according to the second embodiment, the fourth anode-side organic layer and the light-emitting region are in direct contact with each other.

[0437] (First, Second, Third, and Fourth Organic Materials) The organic materials (first, second, third, and fourth organic materials) contained in the hole-transporting region according to the second embodiment may be the same as the organic materials described in the first embodiment. However, in the organic EL element of this embodiment, at least one of the one or more anode-side organic layers contains the compound represented by general formula (B2).

[0438] In the organic EL element of the second embodiment, the first organic material is preferably a compound represented by the general formula (B2) or a compound represented by the general formula (C1). In the organic EL element of the second embodiment, the second organic material is preferably a compound represented by the general formula (B2) or a compound represented by the general formula (C1). In the organic EL element of the second embodiment, the third organic material is preferably a compound represented by the general formula (C3).

[0439] In the second embodiment, the same materials as those in the first embodiment can be used for materials not specifically mentioned (for example, acceptor materials).

[0440] (Refractive Index) In one aspect of the organic EL element according to the second embodiment, the refractive index N M of the constituent material contained in the second anode-side organic layer is 2 and the refractive index N M of the constituent material contained in the third anode-side organic layer 3 are the refractive indexes N M 2and the refractive index NM 3 In the organic EL element according to the second embodiment, the refractive index NM of the constituent material contained in the second anode-side organic layer is in the same range as that of the constituent material contained in the second anode-side organic layer. 2 is preferably 2.10 or less.

[0441] (Thickness of Anode-Side Organic Layer) In one aspect of the organic EL element according to the second embodiment, the total thickness of the hole-transporting region and the thickness of each anode-side organic layer are in the same ranges as those of the total thickness of the hole-transporting region and the thickness of each anode-side organic layer described in the first embodiment. In the organic EL element according to the second embodiment, the total thickness of the hole-transporting region is preferably 150 nm or less. In the organic EL element according to the second embodiment, the thickness of the second anode-side organic layer is preferably 20 nm or more. In the organic EL element according to the second embodiment, the thickness of the second anode-side organic layer is preferably 20 nm or more and 140 nm or less. In one aspect of the organic EL element according to the second embodiment, the thickness of the second anode-side organic layer is 20 nm or more and 100 nm or less.

[0442] Specific examples of the hole transporting region material according to the second embodiment include the hole transporting region materials exemplified in the first embodiment.

[0443] <Light-emitting region> In the organic EL element according to the second embodiment, the light-emitting region includes at least one light-emitting layer.

[0444] (First Light-Emitting Layer) The organic EL element of the second embodiment includes a first light-emitting layer as at least one light-emitting layer. In the organic EL element of the second embodiment, the first light-emitting layer contains a compound represented by the following general formula (A200). In one aspect of the organic EL element of the second embodiment, the first light-emitting layer contains a compound represented by the following general formula (A200) as a first host material. In one aspect of the organic EL element of the second embodiment, the first light-emitting layer contains a first light-emitting compound. As the first light-emitting compound, the first light-emitting compound described in the first embodiment can be used. The properties of the first light-emitting compound (e.g., maximum peak wavelength) are preferably similar to those of the first light-emitting compound described in the first embodiment. In one aspect of the organic EL element of the second embodiment, the first light-emitting layer contains a compound represented by the following general formula (A200) as a first host material and the first light-emitting compound. In one aspect of the organic EL element of the second embodiment, the light-emitting region includes two or more light-emitting layers. In one aspect of the organic EL element of the second embodiment, when the light-emitting region includes two or more light-emitting layers, all of the two or more light-emitting layers are fluorescent light-emitting layers.

[0445] In one aspect of the organic EL element according to the second embodiment, the first emitting layer does not contain a metal complex. In one aspect of the organic EL element according to the second embodiment, the first emitting layer does not contain a boron-containing complex. In one aspect of the organic EL element according to the second embodiment, the first emitting layer does not contain a phosphorescent material (dopant material). In one aspect of the organic EL element according to the second embodiment, the first emitting layer does not contain a heavy metal complex or a phosphorescent rare earth metal complex.

[0446] In the organic EL element according to the second embodiment, the contents of the first host material and the first light-emitting compound in the first light-emitting layer are preferably in the same ranges as those of the "contents of the first host material and the first light-emitting compound in the first light-emitting layer" described in the first embodiment.

[0447] (First Host Material) Compound Represented by General Formula (A200) In the second embodiment, the compound represented by the following general formula (A200) may or may not have a deuterium atom in the molecule, unlike general formula (A2) described in the first embodiment. Except for this, the requirements and preferred ranges are the same as those for general formula (A2).

[0448]

[0449] (In the general formula (A200), Ar 1B , L 1B , L 2B , R 1B ~R 8B , X 12 and R 11B ~R 18B respectively represent Ar in the general formula (A2). 1B , L 1B , L 2B , R 1B ~R 8B , X 12 and R 11B ~R 18B However, in the general formula (A200), any one of the requirements (i), (ii), and (iii) in the general formula (A1) may or may not be satisfied.

[0450] In one aspect of the organic EL element according to the second embodiment, L 2B is a single bond.

[0451] In one aspect of the organic EL element according to the second embodiment, the compound represented by the general formula (A200) has at least one deuterium atom. In one aspect of the organic EL element according to the second embodiment, the compound represented by the general formula (A200) has at least one deuterium atom at a position in the compound that satisfies any one of the requirements (i), (ii), and (iii), similar to the general formula (A1). Hereinafter, the compound represented by the general formula (A200) may be referred to as a "second deuterated compound." In the second embodiment, of the total number of hydrogen atoms possessed by the second deuterated compound, it is preferable that 1% or more are deuterium atoms, it is also preferable that 3% or more are deuterium atoms, it is also preferable that 5% or more are deuterium atoms, it is also preferable that 10% or more are deuterium atoms, it is also preferable that 20% or more are deuterium atoms, it is also preferable that 30% or more are deuterium atoms, it is also preferable that 40% or more are deuterium atoms, it is also preferable that 50% or more are deuterium atoms, it is also preferable that 60% or more are deuterium atoms, it is also preferable that 70% or more are deuterium atoms, it is also preferable that 80% or more are deuterium atoms.

[0452] The method for confirming that a deuterium atom is contained in the second deuterated compound and the method for identifying the bonding position of the deuterium atom are the same as the above-described method for confirming that a deuterium atom is contained in the first deuterated compound and the method for identifying the bonding position of the deuterium atom.

[0453] In one aspect of the organic EL element according to the second embodiment, R 1B ~R 8B each independently has at least one deuterium atom. 2B , L 1B , Ar 1B and R 11B ~R 18B each independently has at least one deuterium atom.

[0454] In one aspect of the organic EL element according to the second embodiment, in general formula (A200), the partial structure represented by the following general formula (A20) is a group represented by any one of general formulas (A21) to (A23) described in the first embodiment:

[0455]

[0456] (In the general formula (A20), X 12 and R 11B ~R 18B respectively represent X in the general formula (A200). 12 and R 11B ~R 18B is synonymous with R 11B ~R 18B is a single bond bonding to *p1 in general formula (A200).

[0457] In one aspect of the organic EL element of the second embodiment, in the general formula (A200), X 12 is an oxygen atom.

[0458] In one aspect of the organic EL element according to the second embodiment, the first host material (the compound represented by the general formula (A200)) is a compound represented by any one of the general formulae (A201) to (A208) described in the first embodiment.

[0459] In one aspect of the organic EL element according to the second embodiment, Ar 1B is a phenyl group, a naphthyl group, a phenanthryl group, a biphenyl group, a terphenyl group, a diphenylfluorenyl group, a dimethylfluorenyl group, a benzodiphenylfluorenyl group, a benzodimethylfluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a naphthobenzofuranyl group, or a naphthobenzothiophenyl group.

[0460] In one aspect of the organic EL element according to the second embodiment, L 1B and L 2B The requirements are respectively satisfied by the L 1B and L 2B In one aspect of the organic EL element according to the second embodiment, R 11B ~R18B and R 321 ~R 324 The requirements are respectively satisfied by the R 11B ~R 18B and R 321 ~R 324 The requirements of the above can be invoked.

[0461] In one aspect of the organic EL element according to the second embodiment, R 1B ~R 8B The requirements are respectively satisfied by the R 1B ~R 8B The requirements of the above can be invoked.

[0462] In the organic EL device according to the second embodiment, it is preferable that all groups described as "substituted or unsubstituted" are "unsubstituted" groups.

[0463] Specific examples of the first host material according to the second embodiment include, for example, compounds that satisfy the general formula (A200) among the first host materials exemplified in the first embodiment. Specific examples of the first host material according to the second embodiment include compounds that satisfy the general formula (A200) among the specific examples of the second host material according to the third embodiment (compounds represented by general formula (1X)).

[0464] In one aspect of the organic EL element of the second embodiment, the light-emitting region consists of only the first light-emitting layer. In one aspect of the organic EL element of the second embodiment, the light-emitting region includes the first light-emitting layer and further a second light-emitting layer. In one aspect of the organic EL element of the second embodiment, the light-emitting region consists of only the first light-emitting layer and the second light-emitting layer. When the light-emitting region has at least the first light-emitting layer and the second light-emitting layer, the luminous efficiency can be improved by using TTA, as in the first embodiment.

[0465] (Second Light-Emitting Layer) In one aspect of the organic EL element according to the second embodiment, the second host material contained in the second light-emitting layer is a compound represented by the general formula (1X) described below. In one aspect of the organic EL element according to the second embodiment, the second host material contained in the second light-emitting layer may be a compound other than the compound represented by the general formula (1X) described below. In this aspect, the second host material is not particularly limited, and for example, a compound selected from the group consisting of the first compounds described below can be used. In one aspect of the organic EL element according to the present embodiment, the second light-emitting layer contains a second light-emitting compound. The second light-emitting compound is not particularly limited, and the first light-emitting compound described in the first embodiment can be used. In one aspect of the organic EL element according to the second embodiment, the second light-emitting layer can be the second light-emitting layer described in the first embodiment. In one aspect of the organic EL element according to the second embodiment, the second light-emitting layer has the same configuration and properties as the second light-emitting layer described in the first embodiment.

[0466] In one aspect of the organic EL element according to the second embodiment, the triplet energy T 1 (D1) and the triplet energy T of the first host material 1 In one aspect of the organic EL element according to the second embodiment, the singlet energy S 1 (H1) and the singlet energy S of the first luminescent compound 1 (D1) satisfies the relationship of the above-mentioned formula (Formula 4).

[0467] In the organic EL element according to the second embodiment, the contents of the second host material and the second light-emitting compound in the second light-emitting layer are preferably in the same range as the "contents of the second host material and the second light-emitting compound in the second light-emitting layer" described in the first embodiment.

[0468] In the organic EL element according to the second embodiment, the film thicknesses of the first and second light-emitting layers are preferably in the same range as the "film thicknesses of the first and second light-emitting layers" described in the first embodiment.

[0469] [Third Embodiment] The configuration of an organic EL element according to a third embodiment will be described. In the description of the third embodiment, the same components as those in the first and second embodiments will be denoted by the same reference numerals or names, and the description thereof will be omitted or simplified. Furthermore, in the third embodiment, for materials and compounds not specifically mentioned, the same materials and compounds as those described in the first and second embodiments can be used.

[0470] An organic EL device according to a third embodiment includes a cathode, an anode, an emissive region disposed between the cathode and the anode, and a hole-transporting region disposed between the anode and the emissive region, wherein the emissive region includes one or more emissive layers, the hole-transporting region includes two or more anode-side organic layers, and at least one of the one or more emissive layers contains a compound represented by the following general formula (1X), and the hole-transporting region includes at least a second anode-side organic layer and a third anode-side organic layer. The second anode-side organic layer and the third anode-side organic layer are disposed between the anode and the emissive region in this order from the anode side, the second anode-side organic layer containing a second organic material, and the third anode-side organic layer containing a third organic material, the second organic material and the third organic material being different from each other. The refractive index NM of the constituent material contained in the second anode-side organic layer 2 and the refractive index N M of the constituent material contained in the third anode-side organic layer. 3 Difference with NM 2 -NM 3 satisfies the relationship of the following mathematical formula (N1), and the film thickness of the third anode-side organic layer is 20 nm or more. 2 >NM 3 ...(Number N1)

[0471] In this specification, the ordinal expressions such as "first," "second," and "third" are intended to distinguish components and do not imply an order.

[0472] The organic EL element of the third embodiment has the following characteristics: at least one of the one or more light-emitting layers contains a compound represented by general formula (1X); the hole-transporting region includes at least a second anode-side organic layer and a third anode-side organic layer; and the refractive index N M of the constituent material contained in the second anode-side organic layer is 2 and the refractive index N M of the constituent material contained in the third anode-side organic layer. 3 Difference with NM 2 -NM 3 The organic EL element of the present embodiment differs from that of the first embodiment in that the relationship of the above-mentioned mathematical formula (number N1) is satisfied and that the film thickness of the third anode-side organic layer is 20 nm or more.

[0473] In the organic EL element of the third embodiment, the refractive indexes of the constituent materials contained in at least two anode-side organic layers are adjusted to satisfy the above formula (number N1), and the third anode-side organic layer is thickened, thereby improving the light extraction efficiency of the organic EL element. For example, if the third anode-side organic layer is a thin film of several nanometers, it is difficult to obtain the effect of improving the light extraction efficiency due to the refractive index. Furthermore, by including a benzanthracene derivative (a compound represented by general formula (1X)) in the light-emitting region, excessive hole supply from the hole transport region to the light-emitting layer is suppressed, and as a result, exciton quenching in the light-emitting layer is easily suppressed. Therefore, according to the third embodiment, high efficiency and long life of the organic EL element can be achieved. Furthermore, according to the third embodiment, an organic EL element exhibiting good chromaticity (preferably blue emission) can also be realized. According to the third embodiment, the element performance of the organic EL element can be improved. The organic EL element of the third embodiment can be used in electronic devices such as display devices and light-emitting devices.

[0474] Refractive index NM of the constituent material contained in the second anode-side organic layer 2 When the second anode-side organic layer contains one kind of compound, the refractive index N M corresponds to the refractive index of the compound, and when the second anode-side organic layer contains multiple kinds of compounds, the refractive index N M corresponds to the refractive index of a mixture containing the multiple kinds of compounds. 3 The refractive index of the constituent materials of the other layers is also determined by the refractive index NM 2The refractive index can be measured by the measurement method described in the Examples below. In this specification, the refractive index of the material to be measured is the value of the refractive index at 2.7 eV in the direction parallel to the substrate (ordinary direction) measured by multi-angle spectroscopic ellipsometry. The refractive index at 2.7 eV corresponds to the refractive index at 460 nm.

[0475] <Hole Transport Region> (Refractive Index) In one aspect of the organic EL element according to the third embodiment, the refractive index N M of the constituent material contained in the second anode-side organic layer is 2 and the refractive index N M of the constituent material contained in the third anode-side organic layer. 3 Difference with NM 2 -NM 3 satisfies the relationship of the following formula (N2) or (N3): NM 2 -NM 3 ≧0.05...(number N2) NM 2 -NM 3 ≧0.10 (number N3) In one aspect of the organic EL element according to the third embodiment, the refractive index NM of the constituent material contained in the second anode-side organic layer is 2 In one aspect of the organic EL element according to this embodiment, the refractive index N M of the constituent material contained in the second anode-side organic layer is 1.85 or less. 2 In one aspect of the organic EL element according to this embodiment, the refractive index N M of the constituent material contained in the second anode-side organic layer is 1.90 or less. 2 In one aspect of the organic EL element according to this embodiment, the refractive index N M of the constituent material contained in the third anode-side organic layer is 2.10 or less. 3 In one aspect of the organic EL element according to the third embodiment, the refractive index N M of the constituent material contained in the third anode-side organic layer is 1.85 or less. 3 is less than or equal to 1.80.

[0476] In one aspect of the organic EL element according to the third embodiment, the hole-transporting region includes at least a second anode-side organic layer and a third anode-side organic layer. In one aspect of the organic EL element according to the third embodiment, the second anode-side organic layer and the third anode-side organic layer are in direct contact with each other. In one aspect of the organic EL element according to the third embodiment, the third anode-side organic layer and the light-emitting region are in direct contact with each other. In one aspect of the organic EL element according to the third embodiment, the third anode-side organic layer is an electron blocking layer.

[0477] In one aspect of the organic EL element according to the third embodiment, the hole-transporting region further includes a first anode-side organic layer, and the first anode-side organic layer, the second anode-side organic layer, and the third anode-side organic layer are arranged between the anode and the light-emitting region in the following order from the anode side. In one aspect of the organic EL element according to the third embodiment, the anode and the first anode-side organic layer are in direct contact. In one aspect of the organic EL element according to the third embodiment, the first anode-side organic layer and the second anode-side organic layer are in direct contact.

[0478] In one aspect of the organic EL element of the third embodiment, the hole-transporting region further includes a fourth anode-side organic layer, and the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer are arranged between the anode and the light-emitting region in this order from the anode side, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer, and the fourth anode-side organic layer includes a fourth organic material, and the fourth organic material is a compound represented by general formula (C3) described in the first embodiment. In one aspect of the organic EL element of the third embodiment, the fourth anode-side organic layer is an electron blocking layer. In one aspect of the organic EL element of the third embodiment, the fourth anode-side organic layer and the light-emitting region are in direct contact with each other.

[0479] (First, Second, Third, and Fourth Organic Materials) In one aspect of the organic EL element of the third embodiment, the first anode-side organic layer contains a first organic material, the second anode-side organic layer contains a second organic material, the third anode-side organic layer contains a third organic material, and the fourth anode-side organic layer contains a fourth organic material. The organic materials (first, second, third, and fourth organic materials) contained in the hole-transporting region of the third embodiment can be the same as the organic materials described in the first and second embodiments.

[0480] In one aspect of the organic EL element of the third embodiment, the second organic material is the compound represented by general formula (C1) described in the first embodiment, and the compound represented by general formula (C1) has two or more substituted fluorene rings. In this aspect, at least one of the two or more substituted fluorene rings is substituted with one or more alkyl groups.

[0481] In one aspect of the organic EL element of the third embodiment, the second organic material and the third organic material are each independently a compound represented by general formula (C1) described in the first embodiment.

[0482] In one aspect of the organic EL element of the third embodiment, in general formula (C1) described in the first embodiment, Ar 111 , Ar 112 and Ar 113 At least one of these is a group represented by general formula (C11) described in the second embodiment.

[0483] In one aspect of the organic EL element of the third embodiment, in general formula (C1) described in the first embodiment, Ar 111 , Ar 112 and Ar 113 At least one of the above is a group represented by the following general formula (D1) or the following general formula (D2).

[0484]

[0485] (In the general formulas (D1) and (D2), R D5 and R D6are bonded to each other to form a substituted or unsubstituted monocyclic ring, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, and R D51 ~R D52 and R D61 ~R D62 At least one pair of adjacent two or more of X are bonded to each other to form a substituted or unsubstituted monocyclic ring, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, D are each independently an oxygen atom, a sulfur atom, or C(R D7 ) (R D8 ) or N(R D9 ) and R D7 and R D8 are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, provided that in the general formula (D1), R D1 ~R D4 and R D7 ~R D9 Any one of the following is L A1 , L A2 or L A3 In the general formula (D2), R D1 ~R D4 and R D7 ~R D9 Any one of the following is L A1 , L A2 or L A3 is a single bond bonding to L A1 , L A2 or L A3 and R is not a single bond bonding to R, does not form the substituted or unsubstituted monocyclic ring, and does not form the substituted or unsubstituted fused ring. D1 ~R D9 , R D51 ~R D52 and R D61 ~R D62are each independently a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 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 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, and in the general formulae (D1) and (D2), R 901 ~R 904 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 ring 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, when two or more groups represented by general formula (D1) are present, the two or more groups represented by general formula (D1) are the same as or different from each other, when two or more groups represented by general formula (D2) are present, the two or more groups represented by general formula (D2) are the same as or different from each other, 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.)

[0486] (Thickness of Anode-Side Organic Layer) In one aspect of the organic EL element according to the third embodiment, the total thickness of the hole-transporting region and the thickness of each anode-side organic layer are in the same ranges as those of the hole-transporting region and the anode-side organic layer described in the first embodiment. In the organic EL element according to the third embodiment, the total thickness of the hole-transporting region is preferably 150 nm or less. In the organic EL element according to the third embodiment, the thickness of the third anode-side organic layer is preferably 20 nm or more and 75 nm or less.

[0487] Specific examples of the hole transporting region material according to the third embodiment include the hole transporting region materials exemplified in the first embodiment.

[0488] <Light-emitting region> In the organic EL element according to the third embodiment, the light-emitting region includes at least one light-emitting layer.

[0489] (Second Light-Emitting Layer) The organic EL element of the third embodiment includes a second light-emitting layer as at least one light-emitting layer. In the organic EL element of the third embodiment, the second light-emitting layer contains a compound represented by general formula (1X). In one aspect of the organic EL element of the third embodiment, the second light-emitting layer contains a compound represented by general formula (1X) below as a second host material. In one aspect of the organic EL element of the third embodiment, the second light-emitting layer contains a second light-emitting compound. The first light-emitting compound described in the first embodiment can be used as the second light-emitting compound. The first light-emitting compound and the second light-emitting compound are the same as or different from each other. In one aspect of the organic EL element of the third embodiment, the second light-emitting layer contains a compound represented by general formula (1X) below as a second host material and a second light-emitting compound. The properties of the second light-emitting compound (e.g., maximum peak wavelength) are preferably in the same range as the properties of the first light-emitting compound described in the first embodiment. In one aspect of the organic EL element of the third embodiment, the light-emitting region includes two or more light-emitting layers. In one aspect of the organic EL element of the third embodiment, when the light-emitting region includes two or more light-emitting layers, all of the two or more light-emitting layers are fluorescent light-emitting layers.

[0490] In one aspect of the organic EL element according to the third embodiment, the second emitting layer does not contain a metal complex. Furthermore, in one aspect of the organic EL element according to the third embodiment, the second emitting layer does not contain a boron-containing complex. In one aspect of the organic EL element according to the third embodiment, the second emitting layer does not contain a phosphorescent material (dopant material). In one aspect of the organic EL element according to the third embodiment, the second emitting layer does not contain a heavy metal complex or a phosphorescent rare earth metal complex.

[0491] In the organic EL element according to the third embodiment, the contents of the second host material and the second light-emitting compound in the second light-emitting layer are preferably in the same range as the "contents of the second host material and the second light-emitting compound in the second light-emitting layer" described in the first embodiment.

[0492] (Second Host Material) Compound represented by general formula (1X)

[0493]

[0494] (In the general formula (1X), R 101 ~R 112 one or more pairs of adjacent two or more R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other to form the substituted or unsubstituted monocycle and the substituted or unsubstituted fused ring 101 ~R 112 are each independently a hydrogen atom, 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 905a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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 general formula (11X), provided that R does not form the substituted or unsubstituted monocycle and does not form the substituted or unsubstituted fused ring. 101 ~R 112 at least one of is a group represented by the general formula (11X), and when a plurality of groups represented by the general formula (11X) are present, the plurality of groups represented by the general formula (11X) are the same or different from each other, and L 101 represents 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 0, 1, 2, 3, 4, or 5, and when mx is 0, -(L 101 ) 0 - is a single bond, and L 101 When there are two or more, there are two or more L 101 are the same or different from each other, Ar 101 is 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, 101 When two or more are present, two or more Ar 101 are the same or different, and * in the general formula (11X) indicates the bonding position with the benz[a]anthracene ring in the general formula (1X). Note that, with respect to the bonding position with the benz[a]anthracene ring indicated by * in the group represented by the general formula (1X), the benz[a]anthracene ring in the general formula (1X) is R 101 ~R 112 means the benz[a]anthracene ring itself to which R is bonded, 101 ~R 112 However, the benz[a]anthracene ring is not included in R101 ~R 112 When one or more pairs of adjacent two or more of the groups form the substituted or unsubstituted monocyclic ring or the substituted or unsubstituted fused ring, * in the general formula (11X) indicates the bonding position of the formed ring structure to the parent skeleton.

[0495] In the compound represented by the general formula (1X), Ar in the general formula (11X) 101 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted benz[a]anthryl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted benz[a]fluorenyl group, a substituted or unsubstituted benz[b]fluorenyl group, a substituted or unsubstituted benz[c]fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted benzocarbazolyl group, a substituted or unsubstituted morpholino group, a substituted or unsubstituted phenoxazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted furyl A group, a substituted or unsubstituted xanthenyl group, a substituted or unsubstituted benzoxanthenyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted naphthobenzofuranyl group, a substituted or unsubstituted benzoxazolyl group, a substituted or unsubstituted benzoisoxazolyl group, a substituted or unsubstituted dinaphthofuranyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted isobenzothiophenyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted naphthobenzothiophenyl group, or a substituted or unsubstituted dinaphthothiophenyl group is preferred.

[0496] In the compound represented by the general formula (1X), L 101In the compound represented by the general formula (1X), Ar in the general formula (11X) is preferably a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms. 101 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0497] In the compound represented by the general formula (11X), mx is preferably 1 or 2.

[0498] In one aspect of the organic EL element according to this embodiment, the group represented by the general formula (11X) is a group represented by the following general formula (111X).

[0499]

[0500] (In the general formula (111X), X 1 is CR 143 R 144 , an oxygen atom, a sulfur atom, or NR 145 and L 111 and L 112 are each independently 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, ma is 1, 2, 3, or 4, mb is 1, 2, 3, or 4, ma+mb is 2, 3, or 4, and Ar 101 represents Ar in the general formula (11X). 101 is synonymous with R 141 , R 142 , R 143 , R 144 and R 145 are each independently a hydrogen atom, 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—(R904 ), a group represented by —S—(R 905 a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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, mc is 3, and three R 141 are the same or different from each other, md is 3, and three R 142 are the same or different from each other.)

[0501] In the group represented by the general formula (111X), L is located at any one of positions *1 to *4 among positions *1 to *8 of carbon atoms in the ring structure represented by the following general formula (111aX): 111 is bonded, and R is attached to the remaining three positions of *1 to *4. 141 is bonded, and L is at any one of positions *5 to *8. 112 is bonded, and R is attached to the remaining three positions of *5 to *8. 142 are combined.

[0502]

[0503] For example, in the group represented by the general formula (111X), L 111 is bonded to the carbon atom marked with *2 in the ring structure represented by the general formula (111aX), and L 112 is bonded to the carbon atom at *7 in the ring structure represented by the general formula (111aX), the group represented by the general formula (111X) is represented by the following general formula (111bX):

[0504]

[0505] (In the general formula (111bX), X 1 , L 111 , L 112 , ma, mb, Ar 101 , R 141 , R 142 , R 143 , R 144 and R145 each independently represents X in the general formula (111X). 1 , L 111 , L 112 , ma, mb, Ar 101 , R 141 , R 142 , R 143 , R 144 and R 145 and plural R 141 are the same or different from each other, and a plurality of R 142 are the same or different from each other.)

[0506] In the organic EL element according to this embodiment, the group represented by the general formula (111X) is preferably a group represented by the general formula (111bX).

[0507] In the compound represented by the general formula (1X), it is preferable that ma is 1 or 2, and mb is 1 or 2.

[0508] In the compound represented by the general formula (1X), it is preferable that ma is 1 and mb is 1.

[0509] The compound represented by the general formula (1X) is also preferably represented by the following general formula (101X).

[0510]

[0511] (In the general formula (101X), R 111 and R 112 One of them is L 101 indicates the bonding position with R 133 and R 134 One of them is L 101 indicates the bonding position with R 101 ~R 110 , R 121 ~R 130 , L 101 R is not a bonding position with 111 or R 112 , and L 101 R is not a bonding position with 133 or R 134are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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, and L 101 represents 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, mx is 1, 2, 3, 4, or 5, and L 101 When there are two or more, there are two or more L 101 are the same or different from each other.)

[0512] The compound represented by the general formula (1X) is also preferably represented by the following general formula (102X).

[0513]

[0514] (In the general formula (102X), R 111 and R 112 One of them is L 111 indicates the bonding position with R 133 and R 134 One of them is L 112 indicates the bonding position with R 101 ~R 110 , R 121 ~R 130 , L 111 R is not a bonding position with111 or R 112 and L 112 R is not a bonding position with 133 or R 134 are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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, and X 1 is CR 143 R 144 , an oxygen atom, a sulfur atom, or NR 145 and L 111 and L 112 are each independently 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, ma is 1, 2, 3, or 4, mb is 1, 2, 3, or 4, ma+mb is 2, 3, 4, or 5, and R 141 , R 142 , R 143 , R 144 and R 145are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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, mc is 3, and three R 141 are the same or different from each other, md is 3, and three R 142 are the same or different from each other.)

[0515] In the compound represented by the general formula (1X), it is preferable that ma in the general formula (102X) is 1 or 2, and mb is 1 or 2.

[0516] In the compound represented by the general formula (1X), it is preferable that ma is 1 and mb is 1 in the general formula (102X).

[0517] In the compound represented by the general formula (1X), the group represented by the general formula (11X) is also preferably a group represented by the following general formula (11AX) or a group represented by the following general formula (11BX):

[0518]

[0519] (In the general formula (11AX) and the general formula (11BX), R 121 ~R 131are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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, when a plurality of groups represented by general formula (11AX) are present, the plurality of groups represented by general formula (11AX) are the same as or different from one another, when a plurality of groups represented by general formula (11BX) are present, the plurality of groups represented by general formula (11BX) are the same as or different from one another, L 131 and L 132 are each independently 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, and * in general formula (11AX) and general formula (11BX) respectively indicates the bonding position to the benz[a]anthracene ring in general formula (1X).

[0520] The compound represented by the general formula (1X) is also preferably represented by the following general formula (103X).

[0521]

[0522] (In the general formula (103X), R 101 ~R 110 and R 112are R in the general formula (1X), respectively. 101 ~R 110 and R 112 is synonymous with R 121 ~R 131 , L 131 and L 132 are R in the general formula (11BX), respectively. 121 ~R 131 , L 131 and L 132 is synonymous with

[0523] In the compound represented by the general formula (1X), L 131 is also preferably a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

[0524] In the compound represented by the general formula (1X), L 132 is also preferably a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

[0525] In the compound represented by the general formula (1X), R 101 ~R 112 It is also preferable that two or more of the above are groups represented by the general formula (11X).

[0526] In the compound represented by the general formula (1X), R 101 ~R 112 two or more of the above are groups represented by the general formula (11X), and Ar 101 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0527] In the compound represented by the general formula (1X), Ar 101 is not a substituted or unsubstituted benz[a]anthryl group, 101 is not a substituted or unsubstituted benz[a]anthrylene group, and R is not a group represented by the general formula (11X). 101 ~R 110 It is also preferred that the substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms as represented by is not a substituted or unsubstituted benz[a]anthryl group.

[0528] In the compound represented by the general formula (1X), R which is not a group represented by the general formula (11X) 101 ~R 112 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, 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.

[0529] In the compound represented by the general formula (1X), R which is not a group represented by the general formula (11X) 101 ~R 112 is preferably a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms.

[0530] In the compound represented by the general formula (1X), R which is not a group represented by the general formula (11X) 101 ~R 112 is preferably a hydrogen atom.

[0531] (Method for producing a compound represented by general formula (1X)) The compound represented by general formula (1X) can be produced by a known method. The compound represented by general formula (1X) can also be produced by following a known method and using known alternative reactions and raw materials suited to the target product.

[0532] (Specific Examples of Compounds Represented by General Formula (1X)) Specific examples of compounds represented by general formula (1X) include the following compounds. However, the present invention is not limited to these specific examples.

[0533]

[0534]

[0535]

[0536]

[0537]

[0538]

[0539]

[0540]

[0541]

[0542]

[0543]

[0544]

[0545]

[0546]

[0547]

[0548]

[0549]

[0550]

[0551]

[0552]

[0553]

[0554]

[0555]

[0556]

[0557]

[0558]

[0559]

[0560]

[0561]

[0562] In one aspect of the organic EL element of the third embodiment, the light-emitting region consists of only two or more light-emitting layers. In one aspect of the organic EL element of the third embodiment, the light-emitting region includes a second light-emitting layer and further includes a first light-emitting layer. In one aspect of the organic EL element of the third embodiment, the light-emitting region consists of only the first light-emitting layer and the second light-emitting layer. In one aspect of the organic EL element of the third embodiment, the light-emitting region has at least a first light-emitting layer containing a first host material and a second light-emitting layer containing a second host material. The first host material and the second host material are different from each other. When the light-emitting region has at least the first light-emitting layer and the second light-emitting layer, the luminous efficiency can be improved by using TTA, as in the first embodiment. In one aspect of the organic EL element of the third embodiment, the first light-emitting layer and the second light-emitting layer are in direct contact with each other.

[0563] (First Light-Emitting Layer) In one aspect of the organic EL element according to the third embodiment, the first light-emitting layer is the same as the first light-emitting layer described in the first embodiment. In one aspect of the organic EL element according to the third embodiment, the first light-emitting layer is the same as the first light-emitting layer described in the second embodiment. In one aspect of the organic EL element according to the third embodiment, the first host material contained in the first light-emitting layer is a compound represented by general formula (1A). In one aspect of the organic EL element according to the third embodiment, the first host material contained in the first light-emitting layer is a compound represented by general formula (200A). In one aspect of the organic EL element according to the third embodiment, the first host material contained in the first light-emitting layer may be a compound other than the compound represented by general formula (1A) or general formula (200A). In this aspect, the first host material is not particularly limited, and for example, a compound selected from the group consisting of the first compounds described below can be used. In one aspect of the organic EL element according to the third embodiment, the first light-emitting layer contains a first light-emitting compound. The first light-emitting compound is not particularly limited, and the first light-emitting compound described in the first embodiment can be used.

[0564] (Contents of First Host Material and First Light-Emitting Compound in First Light-Emitting Layer) It is preferable that the contents of the first host material and the first light-emitting compound in the first light-emitting layer are in the same range as the "contents of the first host material and the first light-emitting compound in the first light-emitting layer" described in the first embodiment.

[0565] In the organic EL element according to the third embodiment, the film thicknesses of the first and second light-emitting layers are preferably in the same range as the "film thicknesses of the first and second light-emitting layers" described in the first embodiment.

[0566] (First Host Material and Second Host Material) In the organic EL element according to the first or second embodiment, when the light-emitting region includes a first light-emitting layer and a second light-emitting layer, a first compound may be used as the second host material. In the organic EL element according to the third embodiment, when the light-emitting region includes a first light-emitting layer and a second light-emitting layer, a first compound may be used as the first host material. However, the first host material and the second host material are different from each other. The first compound is, for example, any compound selected from the group consisting of compounds represented by the following general formula (1), general formula (12X), general formula (13X), general formula (14X), general formula (15X), general formula (16X), general formula (1000B), general formula (16X), general formula (17X-1), general formula (17X-2), general formula (17X-3), and general formula (18).

[0567] Compound Represented by General Formula (1) In one embodiment, the first compound is a compound represented by the following general formula (1): The first compound represented by the following general formula (1) has at least one group represented by the following general formula (11).

[0568]

[0569] In the general formula (1), R 101 ~R 110are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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), wherein R 101 ~R 110 is a group represented by the general formula (11), and 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, and L 101 represents 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, 101 represents 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, mx is 0, 1, 2, 3, 4, or 5, and L 101 When there are two or more, there are two or more L 101 are the same or different from each other, Ar 101 When two or more are present, two or more Ar 101 are the same or different, and * in the general formula (11) indicates the bonding position to the pyrene ring in the general formula (1).

[0570] In the first compound represented by the general formula (1), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are 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, 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.

[0571] In one embodiment, Ar 101 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0572] In one embodiment, Ar 101is preferably a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted phenanthryl group, or a substituted or unsubstituted fluorenyl group.

[0573] In one embodiment, the first compound is preferably represented by the following general formula (101):

[0574]

[0575] (In the general formula (101), R 101 ~R 120 are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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, with the proviso that R 101 ~R 110 One of them is L 101 indicates the bonding position with R 111 ~R 120 One of them is L 101 indicates the bonding position with L 101represents 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, mx is 0, 1, 2, 3, 4, or 5, and L 101 When there are two or more, there are two or more L 101 are the same or different from each other.)

[0576] In one embodiment, L 101 is preferably a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

[0577] In one embodiment, R 101 ~R 110 It is preferable that two or more of the above are groups represented by the general formula (11).

[0578] In one embodiment, R 101 ~R 110 two or more of the above are groups represented by the general formula (11), and Ar 101 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0579] In one embodiment, Ar 101 is not a substituted or unsubstituted pyrenyl group, 101 is not a substituted or unsubstituted pyrenylene group, and R is not a group represented by the general formula (11). 101 ~R 110 It is preferable that the substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms as represented by is not a substituted or unsubstituted pyrenyl group.

[0580] In one embodiment, R is not a group represented by general formula (11). 101 ~R 110 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, 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.

[0581] In one embodiment, R is not a group represented by general formula (11). 101 ~R 110 are preferably each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms.

[0582] In one embodiment, R is not a group represented by general formula (11). 101 ~R 110 is preferably a hydrogen atom.

[0583] Compound Represented by General Formula (12X) In one embodiment, the first compound is a compound represented by the following general formula (12X):

[0584]

[0585] (In the general formula (12X), R 1201 ~R 1210 one or more pairs of adjacent two or more of R are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted fused ring, and R do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted fused ring. 1201 ~R 1210 are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802a halogen atom, a cyano group, a 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 (121), provided that when the substituted or unsubstituted monocycle has a substituent, the substituent when the substituted or unsubstituted fused ring has a substituent, and R 1201 ~R 1210 is a group represented by the general formula (121), and when a plurality of groups represented by the general formula (121) are present, the plurality of groups represented by the general formula (121) are the same or different from each other, and L 1201 represents 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, 1201 represents 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, mx2 is 0, 1, 2, 3, 4, or 5, and L 1201 When there are two or more, there are two or more L 1201 are the same or different from each other, Ar 1201 When two or more are present, two or more Ar 1201 are the same or different, and * in the general formula (121) indicates the bonding position to the ring represented by the general formula (12X).

[0586] In the general formula (12X), R 1201 ~R 1210 A pair of adjacent two of R 1201 and R 1202 Paired with R 1202 and R 1203 Paired with R 1203 and R 1204 Paired with R 1204 and R 1205 Paired with R 1205 and R 1206 Paired with R 1207 and R 1208 Paired with R 1208 and R 1209and R 1209 and R 1210 It is paired with.

[0587] Compound Represented by General Formula (13X) In one embodiment, the first compound is a compound represented by the following general formula (13X):

[0588]

[0589] (In the general formula (13X), R 1301 ~R 1310 are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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 (131), wherein R 1301 ~R 1310 is a group represented by the general formula (131), and when a plurality of groups represented by the general formula (131) are present, the plurality of groups represented by the general formula (131) are the same or different from each other, and L 1301 represents 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, 1301represents 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, mx3 is 0, 1, 2, 3, 4, or 5, and L 1301 When there are two or more, there are two or more L 1301 are the same or different from each other, Ar 1301 When two or more are present, two or more Ar 1301 are the same or different, and * in the general formula (131) indicates the bonding position with the fluoranthene ring in the general formula (13X).

[0590] In one embodiment, R is not a group represented by general formula (131). 1301 ~R 1310 In the general formula (13X), the pair of adjacent two or more groups is not bonded to each other. 1301 and R 1302 Paired with R 1302 and R 1303 Paired with R 1303 and R 1304 Paired with R 1304 and R 1305 Paired with R 1305 and R 1306 Paired with R 1307 and R 1308 Paired with R 1308 and R 1309 and R 1309 and R 1310 It is paired with.

[0591] Compound Represented by General Formula (14X) In one embodiment, the first compound is a compound represented by the following general formula (14X):

[0592]

[0593] (In the general formula (14X), R 1401 ~R 1410are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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 (141), wherein R 1401 ~R 1410 is a group represented by the general formula (141), and when a plurality of groups represented by the general formula (141) are present, the plurality of groups represented by the general formula (141) are the same or different from each other, and L 1401 represents 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, 1401 represents 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, mx4 is 0, 1, 2, 3, 4, or 5, and L 1401 When there are two or more, there are two or more L 1401 are the same or different from each other, Ar 1401 When two or more are present, two or more Ar 1401 are the same or different, and * in the general formula (141) indicates the bonding position to the ring represented by the general formula (14X).

[0594] Compound Represented by General Formula (15X) In one embodiment, the first compound is a compound represented by the following general formula (15X):

[0595]

[0596] (In the general formula (15X), R 1501 ~R 1514 are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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 (151), wherein R 1501 ~R 1514 is a group represented by the general formula (151), and when a plurality of groups represented by the general formula (151) are present, the plurality of groups represented by the general formula (151) are the same or different from each other, and L 1501 represents 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, 1501 represents 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, mx5 is 0, 1, 2, 3, 4, or 5, and L1501 When there are two or more, there are two or more L 1501 are the same or different from each other, Ar 1501 When two or more are present, two or more Ar 1501 are the same or different, and * in the general formula (151) indicates the bonding position to the ring represented by the general formula (15X).

[0597] Compound Represented by General Formula (16X) In one embodiment, the first compound is a compound represented by the following general formula (16X):

[0598]

[0599] (In the general formula (16X), R 1601 ~R 1614 are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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 (161), wherein R 1601 ~R 1614 is a group represented by the general formula (161), and when a plurality of groups represented by the general formula (161) are present, the plurality of groups represented by the general formula (161) are the same or different from each other, and L 1601represents 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, 1601 represents 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, mx6 is 0, 1, 2, 3, 4, or 5, and L 1601 When there are two or more, there are two or more L 1601 are the same or different from each other, Ar 1601 When two or more are present, two or more Ar 1601 are the same or different, and * in the general formula (161) indicates the bonding position to the ring represented by the general formula (16X).

[0600] Compound Represented by General Formula (1000B) In one embodiment, the first compound is a compound represented by the following general formula (1000B):

[0601]

[0602] (In the general formula (1000B), X is an oxygen atom or a sulfur atom, and R 10 ~R 19 one or more pairs of adjacent two or more R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other to form the substituted or unsubstituted monocycle and the substituted or unsubstituted fused ring 10 ~R 19 are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a 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), wherein R 10 ~R 19 is a group represented by the general formula (110), and 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, and L 100 represents 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, mx is 1, 2, or 3, and L 100 When there are two or more, there are two or more L 100 are the same or different from each other, Ar 100 is 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, 100 does not contain an anthracene ring, 100 When two or more are present, two or more Ar 100 are the same or different from each other, * in the general formula (110) indicates a bonding position, and 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 802are 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, 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.)

[0603] In general formula (1000B), X is preferably an oxygen atom.

[0604] 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):

[0605]

[0606] (In the general formula (100), R 10 ~R 19 each independently represents R in general formula (1000B).10 ~R 19 and Ar 100 , L 100 and mx are Ar in the general formula (110), respectively. 100 , L 100 and mx.)

[0607] The compound represented by the general formula (1000B) is also preferably a compound represented by the following general formula (101) or (102).

[0608]

[0609]

[0610] (In the general formula (101) and the general formula (102), R 10 ~R 19 each independently represents R in general formula (1000B). 10 ~R 19 and Ar 100 , L 100 and mx are Ar in the general formula (110), respectively. 100 , L 100 and mx.)

[0611] In the general formula (1000B), R is not a group represented by the general formula (110). 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.

[0612] In the general formula (1000B), R is not a group represented by the general formula (110). 10 ~R 19 is preferably a hydrogen atom.

[0613] In the general formula (1000B), L 100 is preferably a single bond or an arylene group containing three or less substituted or unsubstituted benzene rings.

[0614] In the general formula (1000B), L 100 is preferably not a substituted or unsubstituted anthrylene group.

[0615] In the general formula (1000B), L 100 is also preferably a single bond.

[0616] In the general formula (1000B), -(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).

[0617]

[0618]

[0619] (In the general formulae (111) to (120), * indicates a bonding position.)

[0620] -(L 100 ) mx The group represented by - is preferably a group represented by the general formula (111) or (112).

[0621] In the general formula (1000B), Ar 100 is preferably an aryl group in which four or more substituted or unsubstituted benzene rings are condensed.

[0622] In the general formula (1000B), 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.

[0623] In the general formula (1000B), Ar 100 is preferably a group represented by the following general formula (1100), (1200), (1300), (1400), (1500), (1600), (1700) or (1800).

[0624]

[0625]

[0626]

[0627]

[0628] (In the general formula (1100), R 111 ~R 120 In the general formula (1200), one of R 1201 ~R 1212 one of them is a bond, and in the general formula (1300), R 1301 ~R 1314 one of them is a bond, and in the general formula (1400), R 1401 ~R 1414 In the general formula (1500), one of R 1501 ~R 1514 one of them is a bond, and in the general formula (1600), R 1601 ~R 1612 one of them is a bond, and in the general formula (1700), R 1701 ~R 1710 In the general formula (1800), one of R 1801 ~R 1812 One of them is a bond, and R 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 , R which is not a bond 1701 ~R 1710 , and R which is not a bond 1801 ~R 1812are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a 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.

[0629] 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).

[0630]

[0631] (In the general formula (1112), the general formula (1113) and the general formula (1114), R 111 ~R 120 are each independently a hydrogen atom, 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 ) (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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a 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, and * in the general formulae (1112) to (1114) indicates the bonding position.

[0632] In the general formulae (1100), (1200), (1300), (1400), (1500), (1600), (1700) and (1800), R which 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 , R which is not a bond 1701 ~R 1710 , and R which is not a bond 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.

[0633] In the general formulae (1100), (1200), (1300), (1400), (1500), (1600), (1700) and (1800), R which is not a bond 111 ~R 120 , R which is not a bond 1201 ~R1212 , 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 , R which is not a bond 1701 ~R 1710 , and R which is not a bond 1801 ~R 1812 is preferably a hydrogen atom.

[0634] The compound represented by the general formula (1000B) preferably contains only one benzoxanthene ring in the molecule. The first compound is also preferably a compound in which the benzoxanthene ring in the general formulas (100), (101), and (102) is replaced with a benzothioxanthene ring.

[0635] Compound Represented by General Formula (17X-1) In one embodiment, the first compound is a compound represented by the following general formula (17X-1):

[0636]

[0637] (In the general formula (17X-1), X 14 is an oxygen atom or a sulfur atom, R 1401 ~R 1404 one or more pairs of adjacent two or more of R are bonded to each other to form a substituted or unsubstituted monocyclic ring, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, 1405 ~R 1410 one or more pairs of adjacent two or more R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring 1401 ~R 1410are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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 (171-1), wherein R 1401 ~R 1410 at least one of is a group represented by the general formula (171-1), and when a plurality of groups represented by the general formula (171-1) are present, the plurality of groups represented by the general formula (171-1) are the same or different from each other, L 1701 represents 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, 1701 represents 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, mx7 is 0, 1, 2, 3, 4, or 5, and L 1701 When there are two or more, there are two or more L 1701 are the same or different from each other, Ar 1701 When two or more are present, two or more Ar 1701 are the same or different from each other, R 901 ~R 905 , R 801 and R802 each independently represents R in general formula (1000B). 901 ~R 905 , R 801 and R 802 In the general formula (171-1), * indicates the bonding position to the ring represented by the general formula (17X-1).

[0638]

[0639] (In the general formula (17X-2), R 1401 ~R 1410 and X 14 each independently represents R in the general formula (17X-1). 1401 ~R 1410 and X 14 The group represented by the general formula (171-2) has the same meaning as the group represented by the general formula (171-1), and in the general formula (171-2), L 1701 , Ar 1701 and mx7 each independently represent L in the general formula (171-1). 1701 , Ar 1701 and mx7, when a plurality of groups represented by the general formula (171-2) are present, the plurality of groups represented by the general formula (171-2) are the same or different, and * in the general formula (171-2) indicates the bonding position with the ring represented by the general formula (17X-2).

[0640]

[0641] (In the general formula (17X-3), R 1401 ~R 1410 and X 14 each independently represents R in the general formula (17X-1). 1401 ~R 1410 and X 14 The group represented by the general formula (171-3) has the same meaning as the group represented by the general formula (171-1), and in the general formula (171-3), L 1701 , Ar 1701 and mx7 each independently represent L in the general formula (171-1). 1701 , Ar 1701and mx7, when a plurality of groups represented by the general formula (171-3) are present, the plurality of groups represented by the general formula (171-3) are the same or different, and * in the general formula (171-3) indicates the bonding position with the ring represented by the general formula (17X-3).

[0642] In the general formulae (17X-1), (17X-2) and (17X-3), X 14 is preferably an oxygen atom.

[0643] Compound Represented by General Formula (18) In one embodiment, the first compound is a compound represented by the following general formula (18):

[0644]

[0645] (In the general formula (18), X 18 is an oxygen atom or a sulfur atom, R 1801 ~R 1804 one or more pairs of adjacent two or more of R are bonded to each other to form a substituted or unsubstituted monocyclic ring, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, 1805 ~R 1808 one or more pairs of adjacent two or more R are bonded to each other to form a substituted or unsubstituted monocycle, or bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring 1801 ~R 1808 are each independently a hydrogen atom, 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 substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 a group represented by -COOR 802 a halogen atom, a cyano group, a 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 (18X), wherein R 1801 ~R 1808 is a group represented by the general formula (18X), and when a plurality of groups represented by the general formula (18X) are present, the plurality of groups represented by the general formula (18X) are the same or different from each other, and L 1801 represents 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, 1801 represents 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, mx8 is 0, 1, 2, 3, 4, or 5, and L 1801 When there are two or more, there are two or more L 1801 are the same or different from each other, Ar 1801 When two or more are present, two or more Ar 1801 are the same or different from each other, R 901 ~R 905 , R 801 and R 802 each independently represents R in general formula (1000B). 901 ~R 905 , R 801 and R 802 In the general formula (18X), * indicates the bonding position to the ring represented by the general formula (18).

[0646] In the general formula (18), X 18 is preferably an oxygen atom.

[0647] In the first compound, all groups described as "substituted or unsubstituted" are preferably "unsubstituted" groups.

[0648] In one embodiment, the second host material has a linking structure including a benzene ring and a naphthalene ring linked by a single bond in the molecule, and the benzene ring and the naphthalene ring in the linking structure are each independently fused or not fused with a single ring or a fused ring, and the benzene ring and the naphthalene ring in the linking structure are also preferably further linked by a bridge at at least one moiety other than the single bond. When the second host material has a linking structure including such a bridge, it is expected to suppress deterioration in chromaticity of an organic EL device. In this case, the second host material is only required to have, as a minimum unit in the molecule, a linking structure including a benzene ring and a naphthalene ring linked by a single bond (sometimes referred to as a benzene-naphthalene linking structure), as represented by the following formula (X1) or (X2): For example, even when the second host material has a linked structure containing two naphthalene rings linked by a single bond in the molecule, as represented by the following formula (X3), formula (X4), or formula (X5) (sometimes referred to as a naphthalene-naphthalene linked structure), one of the naphthalene rings contains a benzene ring, and therefore the second host material also contains a benzene-naphthalene linked structure.

[0649]

[0650] In one embodiment, it is also preferable that the bridge contains a double bond. That is, it is also preferable that the benzene ring and the naphthalene ring have a structure in which they are further connected by a bridge structure containing a double bond at a portion other than a single bond.

[0651] When the benzene ring and the naphthalene ring in the benzene-naphthalene linked structure are further linked by a bridge at at least one moiety other than a single bond, for example, in the case of the formula (X1), the linked structure (fused ring) is represented by the following formula (X11), and in the case of the formula (X3), the linked structure (fused ring) is represented by the following formula (X31). When the benzene ring and the naphthalene ring in the benzene-naphthalene linked structure are further linked by a bridge containing a double bond at a moiety other than a single bond, for example, in the case of the formula (X1), the linked structure (fused ring) is represented by the following formula (X12), in the case of the formula (X2), the linked structure (fused ring) is represented by the following formula (X21) or formula (X22), in the case of the formula (X4), the linked structure (fused ring) is represented by the following formula (X41), and in the case of the formula (X5), the linked structure (fused ring) is represented by the following formula (X51). When the benzene ring and the naphthalene ring in the benzene-naphthalene linked structure are further linked by a bridge containing a heteroatom (for example, an oxygen atom) in at least one portion other than the single bond, for example, in the case of the above formula (X1), the linked structure (fused ring) is represented by the following formula (X13).

[0652]

[0653] In one embodiment, the second host material preferably has a biphenyl structure in which a first benzene ring and a second benzene ring are linked by a single bond in the molecule, and the first benzene ring and the second benzene ring in the biphenyl structure are further linked by a bridge at at least one portion other than the single bond.

[0654] In one embodiment, it is also preferable that the first benzene ring and the second benzene ring in the biphenyl structure are further connected by the bridge at a portion other than the single bond. When the second host material has a biphenyl structure including such a bridge, deterioration in chromaticity of the organic EL device can be expected to be suppressed.

[0655] In one embodiment, it is also preferred that the crosslinks include a double bond.In one embodiment, it is also preferred that the crosslinks do not include a double bond.

[0656] It is also preferred that the first and second benzene rings in the biphenyl structure are further linked by the bridge at two sites other than the single bond.

[0657] In one embodiment, it is also preferred that the first benzene ring and the second benzene ring in the biphenyl structure are further connected by the bridge at two portions other than the single bond, and the bridge does not contain a double bond. When the second host material has a biphenyl structure including such a bridge, deterioration in chromaticity of the organic EL device can be expected to be suppressed.

[0658] For example, when the first benzene ring and the second benzene ring in the biphenyl structure represented by the following formula (BP1) are further linked by a bridge at at least one moiety other than a single bond, the biphenyl structure becomes a linked structure (fused ring) of the following formulae (BP11) to (BP15), etc.

[0659]

[0660] The formula (BP11) is a structure in which one moiety other than the single bond is linked by a bridge containing no double bond. The formula (BP12) is a structure in which one moiety other than the single bond is linked by a bridge containing a double bond. The formula (BP13) is a structure in which two moieties other than the single bond are linked by a bridge containing no double bond. The formula (BP14) is a structure in which one of the two moieties other than the single bond is linked by a bridge containing no double bond, and the other of the two moieties other than the single bond is linked by a bridge containing a double bond. The formula (BP15) is a structure in which two moieties other than the single bond are linked by a bridge containing a double bond.

[0661] In the first compound, all of the groups described as "substituted or unsubstituted" are preferably "unsubstituted" groups.

[0662] (Method for Producing First Compound) The first compound that can be used in the organic EL device according to one embodiment can be produced by a known method. The first compound can also be produced by following a known method and using known alternative reactions and raw materials that are suited to the target product.

[0663] (Specific Examples of the First Compound) Specific examples of the first compound that can be used in the organic EL device according to one embodiment include the following compounds. However, the present invention is not limited to these specific examples of the first compound. In this specification, among the specific examples of the compound, D represents a deuterium atom, Me represents a methyl group, and tBu represents a tert-butyl group.

[0664]

[0665]

[0666]

[0667]

[0668]

[0669]

[0670]

[0671]

[0672]

[0673]

[0674]

[0675]

[0676]

[0677]

[0678]

[0679]

[0680]

[0681] (First luminescent compound and second luminescent compound) In one aspect of the organic EL device according to any of the above-described embodiments, the first luminescent compound and the second luminescent compound are each independently a bisarylaminonaphthalene derivative, an aryl-substituted naphthalene derivative, a bisarylaminoanthracene derivative, an aryl-substituted anthracene derivative, a bisarylaminopyrene derivative, an aryl-substituted pyrene derivative, a bisarylaminochrysene derivative, an aryl-substituted chrysene derivative, a bisarylaminofluoranthene derivative, an aryl-substituted fluoranthene derivative, an indenoperylene derivative, an acenaphthofluoranthene derivative, a compound containing a boron atom, a pyrromethene boron complex compound, a compound having a pyrromethene skeleton, a metal complex of a compound having a pyrromethene skeleton, a diketopyrrolopyrrole derivative, a perylene derivative, or a naphthacene derivative. In one aspect of the organic EL device according to any of the above-described embodiments, the first luminescent compound and the second luminescent compound are each independently a compound represented by the following general formula (6): When the light-emitting region includes a first light-emitting layer and a second light-emitting layer, the first light-emitting compound contained in the first light-emitting layer and the second light-emitting compound contained in the second light-emitting layer may be the same as or different from each other.

[0682] (Compound Represented by General Formula (6)) The compound represented by general formula (6) will be explained.

[0683]

[0684] (In the general formula (6), the ring a, the ring b, and the ring c 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, and 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 does not form a substituted or unsubstituted heterocycle, 601 and R 602are 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.

[0685] In one embodiment, ring a, ring b, and ring c are rings fused to the central fused bicyclic structure of general formula (6) composed of a boron atom and two nitrogen atoms (a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocycle having 5 to 50 ring atoms).

[0686] The "aromatic hydrocarbon rings" of rings a, b, and c have the same structure as a compound in which a hydrogen atom is introduced into an "aryl group." The "aromatic hydrocarbon ring" of ring a includes three carbon atoms on the central fused bicyclic structure of general formula (6) as ring-forming atoms. The "aromatic hydrocarbon rings" of rings b and c include two carbon atoms on the central fused bicyclic structure of general formula (6) as ring-forming atoms.

[0687] Specific examples of "substituted or unsubstituted aromatic hydrocarbon rings 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 "heterocyclic rings" 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 "heterocyclic ring" of ring a includes three carbon atoms on the central fused bicyclic structure of general formula (6) as ring-forming atoms. The "heterocyclic rings" of ring b and ring c include two carbon atoms on the central fused bicyclic structure of general formula (6) as ring-forming atoms. Specific examples of "substituted or unsubstituted heterocyclic rings 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.

[0688] R 601 and R 602may 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. 601 and R 602 is 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 constituting R are bonded together. 601 is bonded to ring a, and R 601 A two-ring (or three- or more-ring) nitrogen-containing heterocyclic ring may be formed by condensing a ring containing R with ring a. Specific examples of the nitrogen-containing heterocyclic ring include compounds corresponding to the nitrogen-containing two- or more-ring condensed heterocyclic groups in specific example group G2. 601 When is bonded to ring b, R 602 When R is bonded to ring a, 602 The same applies when R is bonded to ring c. 601 and R 602 may each independently not be bonded to ring a, ring b, or ring c.

[0689] 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 ring carbon atoms of 6 to 50. 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.

[0690] In one embodiment, R in the 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, preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0691] (Specific Examples of Compounds Represented by General Formula (6)) Specific examples of compounds represented by the general formula (6) are listed below, but these are merely illustrative, and the compounds represented by the general formula (6) are not limited to the following specific examples.

[0692]

[0693]

[0694]

[0695]

[0696]

[0697]

[0698]

[0699]

[0700]

[0701]

[0702]

[0703]

[0704]

[0705]

[0706] <Electron-Transporting Zone> The electron-transporting zone is disposed between the light-emitting zone and the cathode. The organic EL device according to one embodiment may have a first electron-transporting zone disposed between the cathode and the light-emitting zone.

[0707] (Electron Transport Layer) In one aspect of the organic EL element according to the embodiment, the first electron transport region includes at least one electron transport layer, and the at least one electron transport layer in the first electron transport region includes a nitrogen-containing compound, and the nitrogen-containing compound has at least one of a five-membered ring containing a nitrogen atom and a six-membered ring containing a nitrogen atom.

[0708] In one aspect of the organic EL device according to the embodiment, at least one electron-transporting layer in the first electron-transporting region contains, as a nitrogen-containing compound, at least one compound selected from the group consisting of imidazole derivatives, benzimidazole derivatives, azine (e.g., pyridine, pyrimidine, triazine, etc.) derivatives, carbazole derivatives, and phenanthroline derivatives.

[0709] In an organic EL element according to an embodiment, an electron transport layer is disposed between the light-emitting region and the cathode. In the organic EL element according to an embodiment, the electron transport layer that the electron transport zone may include is not limited to the electron transport layer containing the nitrogen-containing compound described above. The electron transport layer is a layer containing a substance with high electron transport properties. The electron transport layer may 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 organic compounds include Alq, tris(4-methyl-8-quinolinolato)aluminum (abbreviated as Almq), and the like. 3 ), bis(10-hydroxybenzo[h]quinolinato)beryllium (abbreviation: BeBq 2), BAlq, Znq, ZnPBO, ZnBTZ, and other metal complexes can be used. 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: OXD-8), 1,3-bis[5-(ptert-butylphenyl)-1,3,4-oxadiazol-2-yl]benzene (abbreviation: OXD-9 ... Heteroaromatic compounds such as 3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-biphenylyl)-1,2,4-triazole (abbreviation: p-EtTAZ), bathophenanthroline (abbreviation: BPhen), bathocuproine (abbreviation: BCP), and 4,4'-bis(5-methylbenzoxazol-2-yl)stilbene (abbreviation: BzOs) can also be used. In one embodiment, nitrogen-containing compounds (preferably benzimidazole compounds) can be suitably used. The substances mentioned here are mainly 10 -6 cm 2 The electron-transport layer is a substance having an electron mobility of 1 / (V·s) or more. Note that any substance other than those mentioned above may be used as the electron-transport layer as long as it has a higher electron-transporting property than a hole-transporting property. The electron-transport layer may be formed as a single layer or as a stack of two or more layers made of the above-mentioned substances.

[0710] The electron transport layer can also be made of a polymer compound, such as poly[(9,9-dihexylfluore...

Claims

1. An organic electroluminescence device comprising: a cathode; an anode; a light-emitting region disposed between the cathode and the anode; and a hole-transporting region disposed between the anode and the light-emitting region, wherein the light-emitting region includes one or more light-emitting layers, and the hole-transporting region includes one or more anode-side organic layers, at least one of the one or more light-emitting layers contains a compound represented by general formula (A1) below, and at least one of the one or more anode-side organic layers contains a compound represented by general formula (B1) below. (In the above general formula (A1), R 1B ~R 8B one or more pairs of adjacent two or more of R are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring. 1B ~R 8B each independently represents a hydrogen atom, 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 ) group, -S-(R 905 ), a group represented by —N(R 906 ) (R 907 a halogen atom, a cyano group, a 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, with the proviso that (i) R 1B ~R 8B At least one pair of adjacent two or more of the groups are bonded to each other to form a substituted or unsubstituted monocycle, and the carbon atoms constituting the formed monocycle are Ry 1 When bonded to Ry 1 and R 1B ~R 8B at least one of R is selected from the group consisting of a deuterium atom and a substituent having at least one deuterium atom; 1B ~R 8B At least one pair of adjacent two or more of the groups are bonded to each other to form a substituted or unsubstituted fused ring, and the carbon atoms constituting the formed fused ring are Ry 2 When bonded to Ry 2 and R 1B ~R 8B at least one of R is selected from the group consisting of a deuterium atom and a substituent having at least one deuterium atom; 1B ~R 8B If none of the pairs of adjacent two or more of R 1B ~R 8B At least one of Ry is selected from the group consisting of a deuterium atom and a substituent having at least one deuterium atom; 1 and Ry 2 each independently represents a R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring; 1B ~R 8B and a plurality of Ry 1 are the same or different from each other, and a plurality of Ry 2 are the same or different from each other, L 1B and L 2B each independently represents a 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; 1B and Ar 2B 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. (In the above general formula (B1), L A1 , L A2 and L A3 each independently represents 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, A1 , L A2 Or L A3 is the bonding position with Ar 111A , Ar 112A , and Ar 113A each independently represents 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; C1 ) (R C2 ) (R C3 or a group represented by general formula (B11), 111A , Ar 112A , and Ar 113A at least one of the groups represented by general formula (B11) is a group represented by general formula (B11), when two or more groups represented by general formula (B11) are present, the two or more groups represented by general formula (B11) are the same or different from each other, C1 , R C2 and R C3 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, 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 C1 When there are multiple R C1 are the same or different from each other, R C2 When there are multiple R C2 are the same or different from each other, R C3 When there are multiple R C3 are the same or different, and in the general formula (B11), R A1 ~R A8 , R A91 and R A92 One of R is a single bond bonded to *1, and R is not a single bond bonded to *1. A1 ~R A8 each independently represents a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 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 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, A91 and R A92 are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted condensed ring, or are not bonded to each other, are not a single bond bonded to *1, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted condensed ring. A91 and R A92 each independently represents 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, (in the compound represented by the general formula (A1) and the compound represented by the general formula (B1), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , and R 907 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, 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 When there are multiple R 901 are the same or different from each other, R 902 When there are multiple R 902 are the same or different from each other, R 903 When there are multiple R 903 are the same or different from each other, R 904 When there are multiple R 904 are the same or different from each other, R 905 When there are multiple R 905 are the same or different from each other, R 906 When there are multiple R 906 are the same or different from each other, R 907 When there are multiple R 907 are the same or different from each other.) 2. *-L 1B -Ar 1B When the group represented by the formula (I) has hydrogen atoms, all of the hydrogen atoms are light hydrogen atoms or *-L 2B -Ar 2B When the group represented by the formula (I) has hydrogen atoms, all of the hydrogen atoms are light hydrogen atoms, or 1B -Ar 1B has a hydrogen atom, and *-L 2B -Ar 2B The organic electroluminescence device according to claim 1 , wherein when the group represented by the following formula (I) has hydrogen atoms, all of the hydrogen atoms are prothydrogen atoms, and * indicates a bonding position with an anthracene skeleton.

3. The organic electroluminescence element according to claim 1 or 2, wherein the compound represented by the general formula (A1) is a compound represented by the following general formula (A2): (In the above general formula (A2), R 1B ~R 8B , L 1B , L 2B , and Ar 1B each represents R in the general formula (A1). 1B ~R 8B , L 1B , L 2B , and Ar 1B X 12 is an oxygen atom or a sulfur atom, provided that R 11B ~R 18B One of the R is a single bond bonded to *p1, and one of the R is a non-single bond bonded to *p1. 11B ~R 18B one or more pairs of adjacent two or more of R are bonded to each other to form a substituted or unsubstituted monocycle, bonded to each other to form a substituted or unsubstituted condensed ring, or are not bonded to each other, are not a single bond bonded to *p1, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted condensed ring, 11B ~R 18B each independently represents a hydrogen atom, 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 ) group, -S-(R 905 ), a group represented by —N(R 906 ) (R 907 a halogen atom, a cyano group, a 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, 901 , R 902 , R 903 , R 904 , R 905 , R 906 , and R 907 each independently represents R in the compound represented by the general formula (A1). 901 , R 902 , R 903 , R 904 , R 905 , R 906 , and R 907 (Same meaning as above.) 4. L 2B The organic electroluminescence device according to claim 1 , wherein:

5. In the general formula (B11), R A91 and R A92 one of R is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms; A91 and R A92 The organic electroluminescence device according to any one of claims 1 to 4, wherein the other of the above is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

6. R A91 and R A92 is a methyl group, and R A91 and R A92 The organic electroluminescence device according to claim 1 , wherein the other of the above is a substituted or unsubstituted phenyl group.

7. Ar 111A , Ar 112A , and Ar 113A The organic electroluminescence device according to claim 1 , wherein two or three of the above are groups represented by general formula (B11).

8. The organic electroluminescence element according to any one of claims 1 to 7, wherein the hole transport zone includes at least a first anode-side organic layer and a second anode-side organic layer, and the first anode-side organic layer and the second anode-side organic layer are disposed between the anode and the light-emitting zone in the following order from the anode side: the first anode-side organic layer and the second anode-side organic layer.

9. The organic electroluminescence device according to claim 8, wherein the second anode-side organic layer contains a compound represented by general formula (B1), the first anode-side organic layer contains a compound represented by the following general formula (C1), and the compound represented by general formula (B1) and the compound represented by general formula (C1) are different from each other: (In the above general formula (C1), L A1 , L A2 and L A3 each independently represents 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; 111 , Ar 112 , and Ar 113 each independently represents 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 -Si(R C1 ) (R C2 ) (R C3 ) is a group represented by R C1 , R C2 and R C3 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; R C1 When there are multiple R C1 are the same or different from each other, R C2 When there are multiple R C2 are the same or different from each other, R C3 When there are multiple R C3 are the same or different from each other.) 10. The organic electroluminescence device according to claim 8, wherein the first anode-side organic layer contains a compound represented by general formula (B1), the second anode-side organic layer contains a compound represented by the following general formula (C1), and the compound represented by general formula (B1) and the compound represented by general formula (C1) are different from each other: (In the above general formula (C1), L A1 , L A2 and L A3 each independently represents 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; 111 , Ar 112 , and Ar 113 each independently represents 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 -Si(R C1 ) (R C2 ) (R C3 ) is a group represented by R C1 , R C2 and R C3 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; R C1 When there are multiple R C1 are the same or different from each other, R C2 When there are multiple R C2 are the same or different from each other, R C3 When there are multiple R C3 are the same or different from each other.) 11. The organic electroluminescence device according to claim 8, wherein the first anode-side organic layer and the second anode-side organic layer each contain a compound represented by general formula (B1).

12. The refractive index NM of the constituent material contained in the second anode-side organic layer 2 The organic electroluminescence device according to claim 8 , wherein the luminance distribution is 1.85 or less.

13. The organic electroluminescence element according to any one of claims 8 to 12, wherein the second anode-side organic layer has a film thickness of 20 nm or more.

14. The organic electroluminescence element according to any one of claims 8 to 13, wherein the second anode-side organic layer has a thickness of 20 nm or more and 75 nm or less.

15. The organic electroluminescence element according to any one of claims 8 to 14, wherein the hole transport zone further includes a third anode-side organic layer, and the first anode-side organic layer, the second anode-side organic layer, and the third anode-side organic layer are arranged between the anode and the light-emitting zone in the following order from the anode side: the first anode-side organic layer, the second anode-side organic layer, and the third anode-side organic layer.

16. The organic electroluminescence device according to claim 15, wherein the third anode-side organic layer contains a compound represented by the following general formula (C3): (In the above general formula (C3), L A1 , L A2 and L A3 each independently represents 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; 311 , Ar 312 , and Ar 313 each independently represents 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; C1 ) (R C2 ) (R C3 ), a group represented by the following general formula (2A), a group represented by the following general formula (2B), a group represented by the following general formula (2C), a group represented by the following general formula (2D), a group represented by the following general formula (2E), or a group represented by the following general formula (2F), C1 , R C2 and R C3 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; R C1 When there are multiple R C1 are the same or different from each other, R C2 When there are multiple R C2 are the same or different from each other, R C3 When there are multiple R C3 are the same or different from each other.) (In the general formula (2A), *21 is L A1 , L A2 Or L A3 is the bond position to R 101 ~R 105 is a single bond bonded to *22, and R 106 ~R 110 is a single bond bonded to *23, and R 101 ~R 105 and R 106 ~R 110 are each independently a hydrogen atom, an unsubstituted alkyl group having 1 to 10 carbon atoms, or an unsubstituted aryl group having 6 to 12 ring carbon atoms, 101 ~R 105 Any pair of adjacent pairs of R 106 ~R 110 Among the groups of two or more adjacent groups, none of the groups are bonded to each other, 111 ~R 115 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms; 111 ~R 115 Among the groups of two or more adjacent groups, none of the groups are bonded to each other, m is 0, 1 or 2, and n is 0 or 1. When m=0 and n=0, *23 is L A1 , L A2 Or L A3 When m=0 and n=1, *22 is a bond position to L A1 , L A2 Or L A3 When m=1 and n=0, R 101 ~R 105 One selected from is a single bond bonded to *23. (In the general formula (2B), *24 represents L A1 , L A2 Or L A3 is the bond position to R 121 ~R 128 is a single bond bonded to *25, and R 121 ~R 128 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, 121 ~R 128 Among the groups of two or more adjacent groups, none of the groups are bonded to each other.) (In the above general formula (2C), *26 represents L A1 , L A2 Or L A3 is the bond position to R 131 ~R 140 is a single bond bonded to *27, and R 131 ~R 140 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, 131 ~R 140 Among the groups of two or more adjacent groups, none of the groups are bonded to each other.) (In the general formula (2D), *28 is L A1 , L A2 Or L A3 is the bond position to X 11 is an oxygen atom, a sulfur atom, or CRaRb, and a pair consisting of Ra and Rb are bonded to each other to form a substituted or unsubstituted monocycle, are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, n is 0 or 1, and when n is 0, R 141 ~R 148 and one selected from Ra and Rb which do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted condensed ring is a single bond bonded to *29, when n is 1, R 141 and R 142 , R 142 and R 143 , or R 143 and R 144 one of the groups is a single bond bonded to *a, R 141 and R 142 , R 142 and R 143 , or R 143 and R 144 The other of R is a single bond bonded to *b, and R is not a single bond bonded to *a and *b 141 ~R 144 , R 145 ~R 148 , R 200 ~R 203 and one selected from Ra and Rb which are not single bonds bonded to *a and *b, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted condensed ring is a single bond bonded to *29, 141 ~R 148 , the R which is not a single bond 200 ~R 203 and Ra and Rb which are not a single bond, do not form a substituted or unsubstituted monocycle, and do not form a substituted or unsubstituted fused ring are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 13 ring atoms. (In the general formula (2E), *30 represents L A1 , L A2 Or L A3 is the bond position to R 151 ~R 155 is a single bond bonded to *31, and R 151 ~R 155 Another one selected from is a single bond bonded to *32, and the R 151 ~R 155 are each independently a hydrogen atom, an unsubstituted alkyl group having 1 to 10 carbon atoms, or an unsubstituted phenyl group, and R 151 ~R 155 Among the groups of two or more adjacent groups, none of the groups are bonded to each other, 161 ~R 165 and R 171 ~R 175 are each independently a hydrogen atom or an unsubstituted alkyl group having 1 to 10 carbon atoms. (In the above general formula (2F), *32 represents L A1 , L A2 Or L A3 is the bond position to R 181 ~R 192 is a single bond bonded to *33, and R 181 ~R 192 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, 181 ~R 192 Any pair of adjacent pairs of two or more of the groups are not bonded to each other.) 17. The organic electroluminescence device according to claim 15 or 16, wherein the third anode-side organic layer and the light-emitting region are in direct contact with each other.

18. The organic electroluminescence element according to claim 15 or 16, wherein the hole transport zone further includes a fourth anode-side organic layer, and the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer are arranged between the anode and the light-emitting zone in the following order from the anode side: the first anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer.

19. The organic electroluminescence device according to any one of claims 1 to 18, wherein the light-emitting region includes two or more light-emitting layers.

20. A light-emitting device comprising: a cathode; an anode; a light-emitting region disposed between the cathode and the anode; and a hole transporting region disposed between the anode and the light-emitting region, wherein the light-emitting region includes one or more light-emitting layers, the hole transporting region includes two or more anode-side organic layers, and at least one of the one or more light-emitting layers contains a compound represented by the following general formula (1X), the hole transporting region includes at least a second anode-side organic layer and a third anode-side organic layer, and the second anode-side organic layer and the third anode-side organic layer are disposed between the anode and the light-emitting region in the order of the second anode-side organic layer and the third anode-side organic layer from the anode side, the second anode-side organic layer contains a second organic material, and the third anode-side organic layer contains a third organic material, and the second organic material and the third organic material are different from each other, The refractive index NM of the constituent material contained in the second anode-side organic layer 2 and the refractive index N M of the constituent material contained in the third anode-side organic layer. 3 Difference with NM 2 -N.M. 3 An organic electroluminescence element, wherein the following mathematical formula (N1) is satisfied, and the thickness of the third anode-side organic layer is 20 nm or more. 2 > N.M. 3 ... (number N1) (In the above general formula (1X), R 101 ~R 112 one or more pairs of adjacent two or more of R are bonded to each other to form a substituted or unsubstituted monocycle, or are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted fused ring. 101 ~R 112 each independently represents a hydrogen atom, 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 ) group, -S-(R 905 a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, —C(═O)R 801 A group represented by the formula: 802 a halogen atom, a cyano group, a 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 general formula (11X), provided that R does not form the substituted or unsubstituted monocycle and does not form the substituted or unsubstituted condensed ring. 101 ~R 112 is a group represented by the general formula (11X), when a plurality of groups represented by the general formula (11X) are present, the plurality of groups represented by the general formula (11X) are the same or different from each other, L 101 represents 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 represents 0, 1, 2, 3, 4, or 5, and when mx is 0, -(L 101 ) 0 - is a single bond, L 101 When there are two or more, there are two or more L 101 are the same or different, Ar 101 is 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, 101 When two or more are present, two or more Ar 101 are the same or different, and * in the general formula (11X) indicates the bonding position with the benz[a]anthracene ring in the general formula (1X). 101 ~R 112 When one or more of the adjacent pairs of two or more of the above forms the substituted or unsubstituted monocyclic ring or the substituted or unsubstituted fused ring, * in the general formula (11X) indicates the bonding position of the formed ring structure to the mother skeleton.

21. The organic electroluminescence device according to claim 20, wherein the second organic material and the third organic material are each independently a compound represented by the following general formula (C1): (In the above general formula (C1), L A1 , L A2 and L A3 each independently represents 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; 111 , Ar 112 and Ar 113 each independently represents 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 -Si(R C1 ) (R C2 ) (R C3 ) and R C1 , R C2 and R C3 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; R C1 When there are multiple R C1 are the same or different from each other, R C2 When there are multiple R C2 are the same or different from each other, R C3 When there are multiple R C3 are the same or different from each other.) 22. Ar 111 , Ar 112 and Ar 113 The organic electroluminescence device according to claim 21 , wherein at least one of the above is a group represented by the following general formula (C11): (In the above general formula (C11), X 4 is an oxygen atom, a sulfur atom, C(R 45A ) (R 46A ) or N(R 47A ) and R 45A and R 46A are bonded to each other to form a substituted or unsubstituted monocyclic ring, are bonded to each other to form a substituted or unsubstituted condensed ring, or are not bonded to each other, and R 41 ~R 48 Among adjacent pairs of X, one or more pairs of X are bonded to each other to form a substituted or unsubstituted monocyclic ring, or bonded to each other to form a substituted or unsubstituted condensed ring, or are not bonded to each other, with the proviso that X 4 C(R 45A ) (R 46A ), then R 41 ~R 48 Any pair of adjacent two or more of R 41 ~R 48 , R 45A , R 46A and R 47A one of R is a single bond bonded to *3, R is not a single bond bonded to *3, does not form the substituted or unsubstituted monocyclic ring, and does not form the substituted or unsubstituted condensed ring 41 ~R 48 , R 45A , R 46A and R 47A each independently represents a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 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 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, 901 ~R 904 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, 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 When there are multiple R 901 are the same or different from each other, R 902 When there are multiple R 902 are the same or different from each other, R 903 When there are multiple R 903 are the same or different from each other, R 904 When there are multiple R 904 are the same or different from each other. *4 is L A1 , L A2 Or L A3 ) 23. Ar 111 , Ar 112 and Ar 113 The organic electroluminescence device according to claim 21 or 22, wherein at least one of the following is a group represented by the following general formula (D1) or the following general formula (D2): (In the general formulas (D1) and (D2), R D5 and R D6 are bonded to each other to form a substituted or unsubstituted monocyclic ring, are bonded to each other to form a substituted or unsubstituted condensed ring, or are not bonded to each other, and R D51 ~R D52 and R D61 ~R D62 At least one pair of adjacent pairs of X are bonded to each other to form a substituted or unsubstituted monocyclic ring, or are bonded to each other to form a substituted or unsubstituted condensed ring, or are not bonded to each other, D each independently represents an oxygen atom, a sulfur atom, or C(R D7 ) (R D8 ) or N(R D9 ) and R D7 and R D8 are bonded to each other to form a substituted or unsubstituted monocycle, are bonded to each other to form a substituted or unsubstituted condensed ring, or are not bonded to each other, with the proviso that in the general formula (D1), R D1 ~R D4 and R D7 ~R D9 Any one of the following is L A1 , L A2 Or L A3 In the general formula (D2), R D1 ~R D4 and R D7 ~R D9 Any one of the following is L A1 , L A2 Or L A3 is a single bond connecting to L A1 , L A2 Or L A3 R is not a single bond bonded to R, does not form the substituted or unsubstituted monocyclic ring, and does not form the substituted or unsubstituted condensed ring. D1 ~R D9 , R D51 ~R D52 and R D61 ~R D62 each independently represents a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 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 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, 901 ~R 904 are 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, 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, when two or more groups represented by general formula (D1) are present, the two or more groups represented by general formula (D1) are the same as or different from each other, when two or more groups represented by general formula (D2) are present, the two or more groups represented by general formula (D2) are the same as or different from each other, R 901 When there are multiple R 901 are the same or different from each other, R 902 When there are multiple R 902 are the same or different from each other, R 903 When there are multiple R 903 are the same or different from each other, R 904 When there are multiple R 904 are the same or different from each other.) 24. The organic electroluminescence element according to any one of claims 21 to 23, wherein the second organic material is a compound represented by general formula (C1), and the compound represented by general formula (C1) has two or more substituted fluorene rings.

25. The organic electroluminescence device according to claim 24, wherein at least one of the two or more substituted fluorene rings is substituted with one or more alkyl groups.

26. Refractive index NM of the constituent material contained in the second anode-side organic layer 2 and the refractive index N M of the constituent material contained in the third anode-side organic layer. 3 Difference with NM 2 -N.M. 3 The organic electroluminescence element according to any one of claims 20 to 25, wherein N2 satisfies the relationship of the following formula (N2). 2 -N.M. 3 ≧0.05 ... (number N2) 27. The refractive index NM of the constituent material contained in the second anode-side organic layer 2 and the refractive index N M of the constituent material contained in the third anode-side organic layer. 3 Difference with NM 2 -N.M. 3 The organic electroluminescence element according to any one of claims 20 to 26, wherein N3 satisfies the relationship of the following formula (N3). 2 -N.M. 3 ≧0.10 ... (number N3) 28. The refractive index NM of the constituent material contained in the third anode-side organic layer 3 The organic electroluminescence device according to claim 20 , wherein the luminance distribution is 1.85 or less.

29. The organic electroluminescence element according to any one of claims 20 to 28, wherein the third anode-side organic layer has a film thickness of 20 nm or more and 75 nm or less.

30. The organic electroluminescence device according to any one of claims 20 to 29, wherein the hole transport zone further includes a fourth anode-side organic layer, the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer are arranged between the anode and the light-emitting zone in the following order from the anode side: the second anode-side organic layer, the third anode-side organic layer, and the fourth anode-side organic layer, the fourth anode-side organic layer includes a fourth organic material, and the fourth organic material is a compound represented by the following general formula (C3): (In the above general formula (C3), L A1 , L A2 and L A3 each independently represents 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; 311 , Ar 312 , and Ar 313 each independently represents 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; C1 ) (R C2 ) (R C3 ), a group represented by the following general formula (2A), a group represented by the following general formula (2B), a group represented by the following general formula (2C), a group represented by the following general formula (2D), a group represented by the following general formula (2E), or a group represented by the following general formula (2F), C1 , R C2 and R C3 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; R C1 When there are multiple R C1 are the same or different from each other, R C2 When there are multiple R C2 are the same or different from each other, R C3 When there are multiple R C3 are the same or different from each other.) (In the general formula (2A), *21 is L A1 , L A2 Or L A3 is the bond position to R 101 ~R 105 is a single bond bonded to *22, and R 106 ~R 110 is a single bond bonded to *23, and R 101 ~R 105 and R 106 ~R 110 are each independently a hydrogen atom, an unsubstituted alkyl group having 1 to 10 carbon atoms, or an unsubstituted aryl group having 6 to 12 ring carbon atoms, 101 ~R 105 Any pair of adjacent pairs of R 106 ~R 110 Among the groups of two or more adjacent groups, none of the groups are bonded to each other, 111 ~R 115 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms; 111 ~R 115 Among the groups of two or more adjacent groups, none of the groups are bonded to each other, m is 0, 1 or 2, and n is 0 or 1. When m=0 and n=0, *23 is L A1 , L A2 Or L A3 When m=0 and n=1, *22 is a bond position to L A1 , L A2 Or L A3 When m=1 and n=0, R 101 ~R 105 One selected from is a single bond bonded to *23. (In the general formula (2B), *24 represents L A1 , L A2 Or L A3 is the bond position to R 121 ~R 128 is a single bond bonded to *25, and R 121 ~R 128 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, 121 ~R 128 Among the groups of two or more adjacent groups, none of the groups are bonded to each other.) (In the above general formula (2C), *26 represents L A1 , L A2 Or L A3 is the bond position to R 131 ~R 140 is a single bond bonded to *27, and R 131 ~R 140 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, 131 ~R 140 Among the groups of two or more adjacent groups, none of the groups are bonded to each other.) (In the general formula (2D), *28 is L A1 , L A2 Or L A3 is the bond position to X 11 is an oxygen atom, a sulfur atom, or CRaRb, and a pair consisting of Ra and Rb are bonded to each other to form a substituted or unsubstituted monocycle, are bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other, n is 0 or 1, and when n is 0, R 141 ~R 148 and one selected from Ra and Rb which do not form the substituted or unsubstituted monocycle and do not form the substituted or unsubstituted condensed ring is a single bond bonded to *29, when n is 1, R 141 and R 142 , R 142 and R 143 , or R 143 and R 144 one of the groups is a single bond bonded to *a, R 141 and R 142 , R 142 and R 143 , or R 143 and R 144 The other of R is a single bond bonded to *b, and R is not a single bond bonded to *a and *b 141 ~R 144 , R 145 ~R 148 , R 200 ~R 203 and one selected from Ra and Rb which are not single bonds bonded to *a and *b, do not form the substituted or unsubstituted monocycle, and do not form the substituted or unsubstituted condensed ring is a single bond bonded to *29, 141 ~R 148 , the R which is not a single bond 200 ~R 203 and Ra and Rb which are not a single bond, do not form a substituted or unsubstituted monocycle, and do not form a substituted or unsubstituted fused ring are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 13 ring atoms. (In the general formula (2E), *30 represents L A1 , L A2 Or L A3 is the bond position to R 151 ~R 155 is a single bond bonded to *31, and R 151 ~R 155 Another one selected from is a single bond bonded to *32, and the R 151 ~R 155 are each independently a hydrogen atom, an unsubstituted alkyl group having 1 to 10 carbon atoms, or an unsubstituted phenyl group, and R 151 ~R 155 Among the groups of two or more adjacent groups, none of the groups are bonded to each other, 161 ~R 165 and R 171 ~R 175 are each independently a hydrogen atom or an unsubstituted alkyl group having 1 to 10 carbon atoms. (In the above general formula (2F), *32 represents L A1 , L A2 Or L A3 is the bond position to R 181 ~R 192 is a single bond bonded to *33, and R 181 ~R 192 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, 181 ~R 192 Any pair of adjacent pairs of two or more of the groups are not bonded to each other.) 31. The organic electroluminescence device according to claim 30, wherein the fourth anode-side organic layer and the light-emitting region are in direct contact with each other.

32. The organic electroluminescence device according to any one of claims 20 to 31, wherein the light-emitting region includes two or more light-emitting layers.

33. The organic electroluminescence device according to any one of claims 1 to 32, wherein the light-emitting layer contains a light-emitting compound having a maximum peak wavelength of 500 nm or less.

34. The organic electroluminescence device according to any one of claims 1 to 33, wherein the total thickness of the hole transport zone is 150 nm or less.

35. An electronic device equipped with an organic electroluminescence element according to any one of claims 1 to 34.

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