Mixture, organic electroluminescence element, manufacturing method of organic electroluminescence element, and electronic device

Abstract

This mixture contains a first compound represented by general formula (10) and a second compound represented by general formula (20). The first compound and the second compound have mutually different structures. In general formula (10) and general formula (20), L12 represents a substituted or unsubstituted arylene group or the like having 6-50 ring-forming carbon atoms, Ar12 represents a substituted or unsubstituted aryl group having 6-50 ring-forming carbon atoms, L11, L21, and L22, each independently represent a single bond or a substituted or unsubstituted arylene group or the like having 6-50 ring-forming carbon atoms, Ar11, Ar21, and Ar22 each independently represent a substituted or unsubstituted aryl group having 6-50 ring-forming carbon atoms, and R11-R18 and R21-R28 each independently represent a hydrogen atom or a substituent.

Description

[Technical field]

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

[0002] When a voltage is applied to an organic electroluminescence element (hereinafter sometimes referred to as 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. Then, in the light-emitting layer, the injected holes and electrons recombine to form excitons. At this time, according to the statistical laws of electron spin, singlet excitons are generated at a rate of 25% and triplet excitons are generated at a rate of 75%. Organic EL elements are applied to full-color displays of mobile phones and televisions. In order to improve the performance of organic EL elements, various studies have been conducted on compounds used in organic EL elements. The performance of organic EL elements includes, for example, brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifespan.

[0003] Methods for forming organic layers contained in organic EL elements have also been studied. For example, Patent Document 1 describes a deposition method that includes depositing a homogeneous solid mixture that can be deposited and contains at least one organic light-emitting host material and at least one light-emitting organic dopant material to form a layer in an organic light-emitting device. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] JP 2002-25770 A Summary of the Invention [Problem to be solved by the invention]

[0005] Dry film-forming methods such as vapor deposition and sputtering are used as a method for forming an organic layer in an organic EL element. However, when an organic layer is formed by a dry film-forming method, a bulky attached film may be formed not only on the support such as a substrate on which the organic layer is to be formed, but also in the film-forming device. In this way, depending on the type of organic compound constituting the organic layer, a bulky attached film may be formed in the film-forming device. When a bulky attached film is formed in the film-forming device, the path of the evaporated organic material toward the support such as a substrate becomes narrow or blocked, making it difficult to selectively attach the organic compound to a desired region. Therefore, when a bulky attached film is formed in the film-forming device, it is necessary to stop the film formation and remove the attached film, which reduces the production efficiency of the organic EL element.

[0006] An object of the present invention is to provide a mixture capable of suppressing the formation of a bulky adherent film when forming an organic layer of an organic EL element by a dry film formation method. Another object of the present invention is to provide an organic electroluminescence element that can maintain its performance and can be produced with high efficiency. Another object of the present invention is to provide an electronic device equipped with the organic electroluminescence element. Another object of the present invention is to provide a method for producing an organic electroluminescence element by using the mixture. [Means for solving the problem]

[0007] According to one embodiment of the present invention, there is provided a mixture comprising a first compound and a second compound, wherein the first compound is represented by the following general formula (10) and the second compound is represented by the following general formula (20), and the first compound and the second compound have structures different from each other.

[0008] [ka]

[0009] (In the general formula (10) and the general formula (20), L 12 teeth, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 12 is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, L 11 , L 21 and L 22 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 11 , Ar 21 and Ar 22 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 11 ~R 18 , and R 21 ~R 28 are each independently 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 group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 A group represented by -COOR 802 A group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0010] According to one embodiment of the present invention, there is provided a mixture comprising a first compound and a second compound, wherein the first compound is represented by the following general formula (20) and the second compound is represented by the following general formula (30), and the first compound and the second compound have structures different from each other.

[0011] [ka]

[0012] (In the general formula (20) and the general formula (30), L 21 , L 22 , L 31 and L 32 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 21 , Ar 22 , Ar 31 and Ar 32 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 21 ~R 28 , and R 31 ~R 38 are each independently 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 group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 A group represented by -COOR 802 A group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, However, R 22 , R 23 , R 26 , R 27 , R 32 , R 33 , R 36 and R 37 is not a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0013] According to one embodiment of the present invention, a mixture is provided, which contains a first compound and a second compound, the first compound being represented by the following general formula (20) and the second compound being represented by the following general formula (40), with the proviso that the first compound and the second compound have mutually different structures, and in the mixture, a total mass M of the first compound and the second compound is T and the mass M1 of the first compound satisfy the relationship of the following mathematical formula (Mathematical Formula 2). 50<(M1 / M T )×100<100…(Number 2)

[0014] [ka]

[0015] (In the general formula (20) and the general formula (40), L 21 , L 22 , L 41 and L 42 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 21 , Ar 22 , Ar 41 and Ar 42 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 21 ~R 28 , and R 41 ~R 48 are each independently 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 group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 A group represented by -COOR 802 A group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0016] (In the first compound and the second compound, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are each independently 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 902are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are either identical or different.)

[0017] According to one aspect of the present invention, there is provided an organic electroluminescence device comprising an anode, a cathode, and an organic layer disposed between the anode and the cathode and including the mixture according to the aspect of the present invention in the same layer.

[0018] According to one aspect of the present invention, there is provided an organic electroluminescence device comprising an anode, a cathode, and an organic layer disposed between the anode and the cathode and formed by evaporating the mixture according to the aspect of the present invention from a same evaporation source.

[0019] According to one aspect of the present invention, there is provided an electronic device equipped with the organic electroluminescence element according to the above-described aspect of the present invention.

[0020] According to one aspect of the present invention, there is provided a method for manufacturing an organic electroluminescence element, the method including: mixing the first compound and the second compound to prepare a mixture according to the above-described aspect of the present invention; introducing the mixture into a single deposition source; and heating the deposition source to form a film of the mixture on a substrate.

[0021] According to one aspect of the present invention, a mixture capable of suppressing the formation of a bulky adherent film when forming an organic layer of an organic EL element by a dry film formation method can be provided. Moreover, according to one embodiment of the present invention, it is possible to provide an organic EL element that can maintain its performance and can be produced with high efficiency. According to another aspect of the present invention, an electronic device including the organic EL element according to another aspect of the present invention can be provided. According to another aspect of the present invention, there is provided a method for producing an organic EL element, in which an organic EL element is produced by using the mixture according to another aspect of the present invention. [Brief description of the drawings]

[0022] [Figure 1] 1 is a diagram showing a schematic configuration of an example of an organic electroluminescence element according to an embodiment of the present invention. [Figure 2A] 2 is a cross-sectional SEM image (magnification: 100 times) of an organic layer formed using the mixture according to Example 1. [Figure 2B] 2 is a cross-sectional SEM image (magnification: 500 times) of an organic layer formed using the mixture according to Example 1. [Figure 3A] 1 is a cross-sectional SEM image (magnification: 100 times) of an organic layer formed using the mixture according to Example 2. [Figure 3B] 1 is a cross-sectional SEM image (magnification: 500 times) of an organic layer formed using the mixture according to Example 2. [Figure 4A] 1 is a cross-sectional SEM image (magnification: 100 times) of an organic layer formed using the mixture according to Example 3. [Figure 4B] 1 is a cross-sectional SEM image (magnification: 500 times) of an organic layer formed using the mixture according to Example 3. [Figure 5A]1 is a cross-sectional SEM image (magnification: 100 times) of an organic layer formed using the mixture according to Example 4. [Figure 5B] 1 is a cross-sectional SEM image (magnification: 500 times) of an organic layer formed using the mixture according to Example 4. [Figure 6A] 1 is a cross-sectional SEM image (magnification: 100 times) of an organic layer formed using the mixture according to Example 5. [Figure 6B] 1 is a cross-sectional SEM image (magnification: 500 times) of an organic layer formed using the mixture according to Example 5. [Figure 7A] 1 is a cross-sectional SEM image (magnification: 100 times) of an organic layer formed using a sample according to Comparative Example 1. [Figure 7B] 1 is a cross-sectional SEM image (magnification: 500 times) of an organic layer formed using a sample according to Comparative Example 1. [Figure 8A] 1 is a cross-sectional SEM image (magnification: 100 times) of an organic layer formed using a sample according to Comparative Example 2. [Figure 8B] 1 is a cross-sectional SEM image (magnification: 500 times) of an organic layer formed using a sample according to Comparative Example 2. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0023] [Definition] In this specification, hydrogen atoms include isotopes having different numbers of neutrons, namely protium, deuterium, and tritium.

[0024] In the present specification, in a chemical structural formula, a hydrogen atom, i.e., a protium atom, a deuterium atom, or a tritium atom is assumed to be bonded to a possible bonding position that is not explicitly indicated with a symbol such as "R" or "D" representing a deuterium atom.

[0025] In this specification, the number of ring carbon atoms represents 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 (for example, 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 contained in the substituent is 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. In addition, when a benzene ring is substituted with, for example, an alkyl group as a substituent, the carbon number of the alkyl group is not included in the number of ring carbon atoms of the benzene ring. Therefore, the number of ring carbon atoms of the benzene ring substituted with an alkyl group is 6. In addition, when a naphthalene ring is substituted with, for example, an alkyl group as a substituent, the carbon number 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.

[0026] 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 compound, a fused ring compound, and a ring assembly). The number of ring atoms does not include atoms that do not constitute a ring (e.g., a hydrogen atom that terminates the bond of an atom constituting a ring) or atoms contained in a substituent when the ring is substituted with a substituent. 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 a 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. For example, hydrogen atoms bonded to carbon atoms of a quinazoline ring or atoms constituting a substituent are not included in the number of ring atoms of the quinazoline ring. Therefore, the number of ring atoms of a quinazoline ring to which a hydrogen atom or a substituent is bonded is 10.

[0027] In the present specification, the "number of carbon atoms XX to YY" in the expression "a 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.

[0028] In the present specification, the "number of atoms XX to YY" in the expression "a substituted or unsubstituted ZZ group having the number of atoms XX to YY" represents the number of atoms when the ZZ group is unsubstituted, and does not include the number of atoms of the substituent when the ZZ group is substituted. Here, "YY" is larger than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.

[0029] In this specification, the term "unsubstituted ZZ group" refers to the case where a "substituted or unsubstituted ZZ group" is an "unsubstituted ZZ group", and the term "substituted ZZ group" refers to the case where a "substituted or unsubstituted ZZ group" is a "substituted ZZ group". In the present 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 protium atom, a deuterium atom, or a tritium atom. In the present 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.

[0030] "Substituents Described Herein" The substituents described in this specification will be described below.

[0031] The "unsubstituted aryl group" described in this specification has 6 to 50 ring carbon atoms, preferably 6 to 30, and more preferably 6 to 18 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted heterocyclic group" described in this specification has 5 to 50 ring atoms, preferably 5 to 30, and more preferably 5 to 18 ring atoms, unless otherwise specified in this specification. The "unsubstituted alkyl group" described in this specification has 1 to 50 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 6 carbon atoms, unless otherwise specified in this specification. The "unsubstituted alkenyl group" described in this specification has 2 to 50 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 6 carbon atoms, unless otherwise specified in this specification. The "unsubstituted alkynyl group" described in this specification has 2 to 50 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 6 carbon atoms, unless otherwise specified in this specification. The "unsubstituted cycloalkyl group" described in this specification has 3 to 50 ring carbon atoms, preferably 3 to 20, and more preferably 3 to 6 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted arylene group" described in this specification has 6 to 50 ring carbon atoms, preferably 6 to 30, and more preferably 6 to 18 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted divalent heterocyclic group" described in this specification has 5 to 50 ring atoms, preferably 5 to 30, and more preferably 5 to 18 ring atoms, unless otherwise specified in this specification. The "unsubstituted alkylene group" described in this specification has 1 to 50 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 6 carbon atoms, unless otherwise specified in this specification.

[0032] "Substituted or unsubstituted aryl groups" Specific examples (specific example group G1) of the "substituted or unsubstituted aryl group" described in this specification include the following unsubstituted aryl group (specific example group G1A) and substituted aryl group (specific example group G1B). (Here, the unsubstituted aryl group refers to the case where the "substituted or unsubstituted aryl group" is an "unsubstituted aryl group", and the substituted aryl group refers to the case where the "substituted or unsubstituted aryl group" is a "substituted aryl group".) In this specification, when the term "aryl group" is simply used, it includes both an "unsubstituted aryl group" and a "substituted aryl group". The term "substituted aryl group" refers to a group in which one or more hydrogen atoms of an "unsubstituted aryl group" are replaced with a substituent. Examples of the "substituted aryl group" include the "unsubstituted aryl group" in the specific example group G1A below in which one or more hydrogen atoms are replaced with a substituent, and the substituted aryl group in the specific example group G1B below. The examples of the "unsubstituted aryl group" and the examples of the "substituted aryl group" listed here are merely examples, and the "substituted aryl group" described in this specification also includes the "substituted aryl group" in the specific example group G1B below in which a hydrogen atom bonded to a carbon atom of the aryl group itself is further replaced with a substituent, and the "substituted aryl group" in the specific example group G1B below in which a hydrogen atom of a substituent is further replaced with a substituent.

[0033] Unsubstituted aryl groups (specific example group G1A): Phenyl group, p-biphenyl group, m-biphenyl group, o-biphenyl group, p-terphenyl-4-yl group, p-terphenyl-3-yl group, p-terphenyl-2-yl group, m-terphenyl-4-yl group, m-terphenyl-3-yl group, m-terphenyl-2-yl group, o-terphenyl-4-yl group, o-terphenyl-3-yl group, o-terphenyl-2-yl group, 1-naphthyl group, 2-naphthyl group, anthryl group, Benzanthryl group, A phenanthryl group, Benzophenanthryl group, A phenalenyl group, Pyrenyl group, Chrysenyl group, benzochrysenyl group, A triphenylenyl group, Benzotriphenylenyl group, tetracenyl group, Pentacenyl group, fluorenyl group, 9,9'-spirobifluorenyl group, Benzofluorenyl group, Dibenzofluorenyl group, fluoranthenyl group, Benzofluoranthenyl group, Perylenyl groups, and A monovalent aryl group derived by removing one hydrogen atom from a ring structure represented by the following general formulas (TEMP-1) to (TEMP-15).

[0034] [ka]

[0035] [ka]

[0036] 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 any one of the general formulae (TEMP-1) to (TEMP-15) are replaced with a substituent.

[0037] "Substituted or unsubstituted heterocyclic groups" The "heterocyclic group" described herein is a cyclic group containing at least one heteroatom as a ring-forming atom. Specific examples of the heteroatom include a nitrogen atom, an oxygen atom, a sulfur atom, a silicon atom, a phosphorus atom, and a boron atom. The "heterocyclic groups" described herein are either monocyclic or fused ring groups. The "heterocyclic group" described herein may be an aromatic heterocyclic group or a non-aromatic heterocyclic group. Specific examples (specific example group G2) of the "substituted or unsubstituted heterocyclic group" described in this specification include the following unsubstituted heterocyclic group (specific example group G2A) and substituted heterocyclic group (specific example group G2B). (Here, the unsubstituted heterocyclic group refers to the case where the "substituted or unsubstituted heterocyclic group" is an "unsubstituted heterocyclic group", and the substituted heterocyclic group refers to the case where the "substituted or unsubstituted heterocyclic group" is a "substituted heterocyclic group".) In this specification, when the term "heterocyclic group" is simply used, it includes both an "unsubstituted heterocyclic group" and a "substituted heterocyclic group". The term "substituted heterocyclic group" refers to a group in which one or more hydrogen atoms of an "unsubstituted heterocyclic group" are replaced with a substituent. Specific examples of the "substituted heterocyclic group" include the groups in which the hydrogen atoms of the "unsubstituted heterocyclic group" in the specific example group G2A below are replaced, and the examples of the substituted heterocyclic group in the specific example group G2B below are exemplified. The examples of the "unsubstituted heterocyclic group" and the examples of the "substituted heterocyclic group" listed here are merely examples, and the "substituted heterocyclic group" described in this specification also includes the groups in which the hydrogen atoms bonded to the ring-forming atoms of the heterocyclic group itself in the "substituted heterocyclic group" in the specific example group G2B are further replaced with a substituent, and the groups in which the hydrogen atoms of the substituents in the "substituted heterocyclic group" in the specific example group G2B are further replaced with a substituent.

[0038] The 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).

[0039] Specific example group G2B includes, for example, the following nitrogen atom-containing substituted heterocyclic groups (specific example group G2B1), oxygen atom-containing substituted heterocyclic groups (specific example group G2B2), sulfur atom-containing substituted heterocyclic groups (specific example group G2B3), and monovalent heterocyclic groups derived from ring structures represented by the following general formulae (TEMP-16) to (TEMP-33), in which one or more hydrogen atoms are replaced with substituents (specific example group G2B4).

[0040] Unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1): Pyrrolyl group, imidazolyl group, A pyrazolyl group, A triazolyl group, Tetrazolyl group, oxazolyl group, an isoxazolyl group, oxadiazolyl group, A thiazolyl group, isothiazolyl group, A thiadiazolyl group, Pyridyl group, pyridazinyl group, pyrimidinyl group, A pyrazinyl group, Triazinyl group, Indolyl groups, isoindolyl group, Indolizinyl group, A quinolizinyl group, A quinolyl group, isoquinolyl group, Cinnolyl group, phthalazinyl group, A quinazolinyl group, A quinoxalinyl group, Benzimidazolyl group, Indazolyl group, A phenanthrolinyl group, A phenanthridinyl group, acridinyl group, phenazinyl group, A carbazolyl group, Benzocarbazolyl group, morpholino group, phenoxazinyl group, A phenothiazinyl group, Azacarbazolyl and diazacarbazolyl groups.

[0041] Unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2): Furyl group, oxazolyl group, an isoxazolyl group, oxadiazolyl group, xanthenyl group, benzofuranyl group, isobenzofuranyl group, Dibenzofuranyl group, naphthobenzofuranyl group, benzoxazolyl group, benzoisoxazolyl group, phenoxazinyl group, morpholino group, Dinaphthofuranyl group, azadibenzofuranyl group, diazadibenzofuranyl group, Azanaphthobenzofuranyl groups, and Diazanaphthobenzofuranyl group.

[0042] Unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3): A thienyl group, A thiazolyl group, isothiazolyl group, A thiadiazolyl group, Benzothiophenyl group (benzothienyl group), Isobenzothiophenyl group (isobenzothienyl group), Dibenzothiophenyl group (dibenzothienyl group), Naphthobenzothiophenyl group (naphthobenzothienyl group), benzothiazolyl group, Benzisothiazolyl group, A phenothiazinyl group, Dinaphthothiophenyl group (dinaphthothienyl group), Azadibenzothiophenyl group (azadibenzothienyl group), Diazadibenzothiophenyl group (diazadibenzothienyl group), Azanapthobenzothiophenyl group (azanaphthobenzothienyl group), and Diazanaphthobenzothiophenyl group (diazanaphthobenzothienyl group).

[0043] 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):

[0044] [ka]

[0045] [ka]

[0046] In the general formulae (TEMP-16) to (TEMP-33), X A and Y A are each independently an oxygen atom, a sulfur atom, NH, or CH2. A and Y A At least one of is an oxygen atom, a sulfur atom, or NH. In the general formulae (TEMP-16) to (TEMP-33), X A and Y A When at least one of is NH or CH2, the monovalent heterocyclic group derived from the ring structure represented by the general formulas (TEMP-16) to (TEMP-33) includes a monovalent group obtained by removing one hydrogen atom from NH or CH2.

[0047] Substituted heterocyclic groups containing a nitrogen atom (specific example group G2B1): A (9-phenyl)carbazolyl group, (9-biphenylyl)carbazolyl group, (9-phenyl)phenylcarbazolyl group, (9-naphthyl)carbazolyl group, diphenylcarbazol-9-yl group, phenylcarbazol-9-yl group, methylbenzimidazolyl group, Ethyl benzimidazolyl group, phenyltriazinyl group, Biphenylyltriazinyl group, diphenyltriazinyl group, a phenylquinazolinyl group, and a biphenylylquinazolinyl group.

[0048] Substituted heterocyclic groups containing an oxygen atom (specific example group G2B2): phenyldibenzofuranyl group, methyldibenzofuranyl group, t-butyldibenzofuranyl group, and A monovalent residue of spiro[9H-xanthene-9,9'-[9H]fluorene].

[0049] Substituted heterocyclic groups containing sulfur atoms (specific example group G2B3): Phenyldibenzothiophenyl group, methyldibenzothiophenyl group, t-Butyldibenzothiophenyl group, and A monovalent residue of spiro[9H-thioxanthene-9,9'-[9H]fluorene].

[0050] 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):

[0051] The above-mentioned "one or more hydrogen atoms of a 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 the above is NH, and X A and Y Aor more hydrogen atoms selected from the hydrogen atoms of a methylene group when one of the groups is CH2.

[0052] "Substituted or unsubstituted alkyl groups" Specific examples (specific example group G3) of the "substituted or unsubstituted alkyl group" described in this specification include the following unsubstituted alkyl group (specific example group G3A) and substituted alkyl group (specific example group G3B). (Here, the unsubstituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is an "unsubstituted alkyl group", and the substituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is a "substituted alkyl group".) Hereinafter, when the term "alkyl group" is simply mentioned, it includes both the "unsubstituted alkyl group" and the "substituted alkyl group". The term "substituted alkyl group" refers to a group in which one or more hydrogen atoms in the "unsubstituted alkyl group" are replaced with a substituent. Specific examples of the "substituted alkyl group" include the following "unsubstituted alkyl group" (specific example group G3A) in which one or more hydrogen atoms are replaced with a substituent, and examples of the substituted alkyl group (specific example group G3B). In this specification, the alkyl group in the "unsubstituted alkyl group" refers to a chain-like alkyl group. Therefore, the "unsubstituted alkyl group" includes a straight-chain "unsubstituted alkyl group" and a branched "unsubstituted alkyl group". Note that the examples of the "unsubstituted alkyl group" and the examples of the "substituted alkyl group" listed here are merely examples, and the "substituted alkyl group" described in this specification also includes a group in which a hydrogen atom of the alkyl group itself in the "substituted alkyl group" in the specific example group G3B is further replaced with a substituent, and a group in which a hydrogen atom of a substituent in the "substituted alkyl group" in the specific example group G3B is further replaced with a substituent.

[0053] Unsubstituted alkyl groups (specific example group G3A): Methyl group, Ethyl group, n-propyl group, isopropyl group, n-Butyl group, isobutyl group, s-Butyl group, and t-Butyl group.

[0054] Substituted alkyl groups (specific example group G3B): Heptafluoropropyl group (including isomers), pentafluoroethyl group, 2,2,2-trifluoroethyl group, and Trifluoromethyl group.

[0055] "Substituted or unsubstituted alkenyl group" Specific examples (specific example group G4) of the "substituted or unsubstituted alkenyl group" described in this specification include the following unsubstituted alkenyl group (specific example group G4A) and substituted alkenyl group (specific example group G4B). (Here, the unsubstituted alkenyl group refers to the case where the "substituted or unsubstituted alkenyl group" is an "unsubstituted alkenyl group", and the "substituted alkenyl group" refers to the case where the "substituted or unsubstituted alkenyl group" is a "substituted alkenyl group".) In this specification, the term "alkenyl group" simply includes both an "unsubstituted alkenyl group" and a "substituted alkenyl group". The term "substituted alkenyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkenyl group" are replaced with a substituent. Specific examples of the "substituted alkenyl group" include the following "unsubstituted alkenyl group" (specific example group G4A) having a substituent, and examples of substituted alkenyl groups (specific example group G4B). The examples of the "unsubstituted alkenyl group" and the examples of the "substituted alkenyl group" listed here are merely examples, and the "substituted alkenyl group" described in this specification also includes a group in which a hydrogen atom of the alkenyl group itself in the "substituted alkenyl group" in specific example group G4B is further replaced with a substituent, and a group in which a hydrogen atom of a substituent in the "substituted alkenyl group" in specific example group G4B is further replaced with a substituent.

[0056] Unsubstituted alkenyl groups (specific example group G4A): Vinyl group, Allyl groups, 1-butenyl group, 2-butenyl group, and 3-Butenyl group.

[0057] Substituted alkenyl groups (specific example group G4B): 1,3-butanedienyl group, 1-methylvinyl group, 1-methylallyl group, 1,1-dimethylallyl group, 2-methylallyl group, and 1,2-Dimethylallyl group.

[0058] "Substituted or unsubstituted alkynyl groups" Specific examples (specific example group G5) of the "substituted or unsubstituted alkynyl group" described in this specification include the following unsubstituted alkynyl groups (specific example group G5A). (Here, the unsubstituted alkynyl group refers to the case where the "substituted or unsubstituted alkynyl group" is an "unsubstituted alkynyl group".) Hereinafter, when simply referring to an "alkynyl group", it includes both an "unsubstituted alkynyl group" and a "substituted alkynyl group". The term "substituted alkynyl group" refers to an "unsubstituted alkynyl group" in which one or more hydrogen atoms have been replaced with a substituent. Specific examples of the "substituted alkynyl group" include the following "unsubstituted alkynyl groups" (specific example group G5A) in which one or more hydrogen atoms have been replaced with a substituent.

[0059] Unsubstituted alkynyl groups (specific example group G5A): Ethynyl group.

[0060] "Substituted or unsubstituted cycloalkyl groups" Specific examples (specific example group G6) of the "substituted or unsubstituted cycloalkyl group" described in this specification include the following unsubstituted cycloalkyl group (specific example group G6A) and substituted cycloalkyl group (specific example group G6B). (Here, the unsubstituted cycloalkyl group refers to the case where the "substituted or unsubstituted cycloalkyl group" is an "unsubstituted cycloalkyl group", and the substituted cycloalkyl group refers to the case where the "substituted or unsubstituted cycloalkyl group" is a "substituted cycloalkyl group".) In this specification, when the term "cycloalkyl group" is simply used, it includes both an "unsubstituted cycloalkyl group" and a "substituted cycloalkyl group". The term "substituted cycloalkyl group" refers to a group in which one or more hydrogen atoms in the "unsubstituted cycloalkyl group" are replaced with a substituent. Specific examples of the "substituted cycloalkyl group" include the following "unsubstituted cycloalkyl group" (specific example group G6A) in which one or more hydrogen atoms are replaced with a substituent, and the examples of the substituted cycloalkyl group (specific example group G6B). The examples of the "unsubstituted cycloalkyl group" and the examples of the "substituted cycloalkyl group" listed here are merely examples, and the "substituted cycloalkyl group" described in this specification also includes a group in the "substituted cycloalkyl group" in the specific example group G6B in which one or more hydrogen atoms bonded to a carbon atom of the cycloalkyl group itself are replaced with a substituent, and a group in the "substituted cycloalkyl group" in the specific example group G6B in which a hydrogen atom of a substituent is further replaced with a substituent.

[0061] Unsubstituted cycloalkyl groups (specific example group G6A): A cyclopropyl group, A cyclobutyl group, Cyclopentyl group, cyclohexyl group, 1-adamantyl group, 2-adamantyl group, 1-norbornyl group, and 2-Norbornyl group.

[0062] Substituted cycloalkyl groups (specific example group G6B): 4-Methylcyclohexyl group.

[0063] -Si(R 901 )(R 902 )(R 903 ) a group represented by As described herein, —Si(R 901 )(R 902 )(R 903 Specific examples (specific example group G7) of the group represented by -Si(G1)(G1)(G1), -Si(G1)(G2)(G2), -Si(G1)(G1)(G2), -Si(G2)(G2)(G2), -Si(G3)(G3)(G3), and -Si(G6)(G6)(G6) Here, G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6. The multiple G1s in -Si(G1)(G1)(G1) are the same as or different from each other. The multiple G2s in -Si(G1)(G2)(G2) are the same as or different from each other. The multiple G1s in -Si(G1)(G1)(G2) are the same as or different from each other. The multiple G2s in -Si(G2)(G2)(G2) are the same as or different from each other. The multiple G3s in -Si(G3)(G3)(G3) are the same as or different from each other. The multiple G6s in -Si(G6)(G6)(G6) are the same as or different from each other.

[0064] -O-(R 904 ) a group represented by As described herein, -O-(R904 Specific examples (specific example group G8) of the group represented by -O(G1), -O(G2), -O(G3), and -O(G6) Examples include: Where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6.

[0065] -S-(R 905 ) a group represented by As described herein, -S-(R 905 Specific examples (specific example group G9) of the group represented by -S(G1), -S(G2), -S(G3), and -S(G6) Examples include: Where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6.

[0066] -N(R 906 )(R 907 ) a group represented by As described herein, -N(R 906 )(R 907 Specific examples (specific example group G10) of the group represented by -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(G6)(G6) Examples include: Where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6. -The multiple G1's in N(G1)(G1) are the same or different from each other. -The multiple G2's in N(G2)(G2) are the same or different from each other. -The multiple G3's in N(G3)(G3) are the same or different from each other. The multiple G6s in -N(G6)(G6) are the same or different from each other.

[0067] "Halogen atoms" Specific examples of the "halogen atom" described in this specification (specific example group G11) include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0068] "Substituted or unsubstituted fluoroalkyl groups" The term "substituted or unsubstituted fluoroalkyl group" as used herein means a group in which at least one hydrogen atom bonded to a carbon atom constituting the alkyl group in the "substituted or unsubstituted alkyl group" is replaced with a fluorine atom, and also includes a group (perfluoro group) in which all hydrogen atoms bonded to carbon atoms constituting the alkyl group in the "substituted or unsubstituted alkyl group" are replaced with fluorine atoms. The number of carbon atoms in the "unsubstituted fluoroalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified in the present specification. The term "substituted fluoroalkyl group" means a group in which one or more hydrogen atoms in the "fluoroalkyl group" are replaced with a substituent. The term "substituted fluoroalkyl group" as used herein also includes a group in which one or more hydrogen atoms bonded to a carbon atom in the alkyl chain in the "substituted fluoroalkyl group" are further replaced with a substituent, and a group in which one or more hydrogen atoms in the substituent in the "substituted fluoroalkyl group" are further replaced with a substituent. Specific examples of the "unsubstituted fluoroalkyl group" include the examples of the group in which one or more hydrogen atoms in the "alkyl group" (specific example group G3) are replaced with a fluorine atom.

[0069] "Substituted or unsubstituted haloalkyl groups" The term "substituted or unsubstituted haloalkyl group" as used herein means a group in which at least one hydrogen atom bonded to a carbon atom constituting the alkyl group in the "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 the "substituted or unsubstituted alkyl group" are replaced with halogen atoms. The number of carbon atoms in the "unsubstituted haloalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified in the present specification. The term "substituted haloalkyl group" means a group in which one or more hydrogen atoms in the "haloalkyl group" are replaced with a substituent. The term "substituted haloalkyl group" as used herein also includes a group in which one or more hydrogen atoms bonded to a carbon atom in the alkyl chain in the "substituted haloalkyl group" are further replaced with a substituent, and a group in which one or more hydrogen atoms in the substituent in the "substituted haloalkyl group" are further replaced with a substituent. Specific examples of the "unsubstituted haloalkyl group" include the examples of the group in which one or more hydrogen atoms in the "alkyl group" (specific example group G3) are replaced with a halogen atom. Haloalkyl groups are sometimes referred to as halogenated alkyl groups.

[0070] "Substituted or unsubstituted alkoxy groups" A specific example of the "substituted or unsubstituted alkoxy group" described in this specification is a group represented by -O(G3), where G3 is the "substituted or unsubstituted alkyl group" described in specific example group G3. The number of carbon atoms in the "unsubstituted alkoxy group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified in this specification.

[0071] "Substituted or unsubstituted alkylthio groups" A specific example of the "substituted or unsubstituted alkylthio group" described in this specification is a group represented by -S(G3), where G3 is the "substituted or unsubstituted alkyl group" described in specific example group G3. The number of carbon atoms in the "unsubstituted alkylthio group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified in this specification.

[0072] "Substituted or unsubstituted aryloxy group" A specific example of the "substituted or unsubstituted aryloxy group" described in this specification is a group represented by -O(G1), where G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. The number of ring carbon atoms of the "unsubstituted aryloxy group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

[0073] "Substituted or unsubstituted arylthio group" A specific example of the "substituted or unsubstituted arylthio group" described in this specification is a group represented by -S(G1), where G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. The number of ring carbon atoms of the "unsubstituted arylthio group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

[0074] "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 the specific example group G3. The multiple G3s in -Si(G3)(G3)(G3) are the same or different from each other. 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, unless otherwise specified in this specification.

[0075] "Substituted or unsubstituted aralkyl group" A specific example of the "substituted or unsubstituted aralkyl group" described in the present specification is a group represented by -(G3)-(G1), where G3 is a "substituted or unsubstituted alkyl group" described in the specific example group G3, and G1 is a "substituted or unsubstituted aryl group" described in the specific example group G1. Thus, the "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 aspect of a "substituted alkyl group". The "unsubstituted aralkyl group" is an "unsubstituted alkyl group" substituted with an "unsubstituted aryl group", and the carbon number of the "unsubstituted aralkyl group" is 7 to 50, preferably 7 to 30, and more preferably 7 to 18, unless otherwise specified in the present specification. Specific examples of "substituted or unsubstituted aralkyl groups" include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl-t-butyl, α-naphthylmethyl, 1-α-naphthylethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthylethyl, 2-β-naphthylethyl, 1-β-naphthylisopropyl, and 2-β-naphthylisopropyl.

[0076] Unless otherwise specified in the present specification, the substituted or unsubstituted aryl group described in the present specification is preferably a phenyl group, a p-biphenyl group, a 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, a m-terphenyl-4-yl group, a m-terphenyl-3-yl group, a 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, and the like.

[0077] The substituted or unsubstituted heterocyclic group described in the present specification, unless otherwise specified in the present 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.

[0078] In this specification, a carbazolyl group is specifically any of the following groups, unless otherwise specified in the specification.

[0079] [ka]

[0080] In this specification, the (9-phenyl)carbazolyl group is specifically any of the following groups, unless otherwise specified in the specification.

[0081] [ka]

[0082] In the general formulae (TEMP-Cz1) to (TEMP-Cz9), * represents a bonding position.

[0083] In this specification, a dibenzofuranyl group and a dibenzothiophenyl group are specifically any of the following groups, unless otherwise specified in this specification.

[0084] [ka]

[0085] In the above general formulae (TEMP-34) to (TEMP-41), * represents a bonding position.

[0086] The substituted or unsubstituted alkyl groups described herein are preferably methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, t-butyl, and the like, unless otherwise specified herein.

[0087] "Substituted or unsubstituted arylene group" Unless otherwise specified, the "substituted or unsubstituted arylene group" described in this specification is a divalent group derived by removing one hydrogen atom on the aryl ring from the above-mentioned "substituted or unsubstituted aryl group". Specific examples of the "substituted or unsubstituted arylene group" (specific example group G12) include divalent groups derived by removing one hydrogen atom on the aryl ring from the "substituted or unsubstituted aryl group" described in specific example group G1.

[0088] "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 of the "substituted or unsubstituted divalent heterocyclic group" (specific example group G13) 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.

[0089] "Substituted or unsubstituted alkylene group" Unless otherwise specified, the "substituted or unsubstituted alkylene group" described in this specification is a divalent group derived by removing one hydrogen atom on the alkyl chain from the above-mentioned "substituted or unsubstituted alkyl group". Specific examples of the "substituted or unsubstituted alkylene group" (specific example group G14) include divalent groups derived by removing one hydrogen atom on the alkyl chain from the "substituted or unsubstituted alkyl group" described in specific example group G3.

[0090] The substituted or unsubstituted arylene group described in this specification is preferably any of the groups represented by the following general formulae (TEMP-42) to (TEMP-68), unless otherwise specified in this specification.

[0091] [ka]

[0092] [ka]

[0093] In the general formulae (TEMP-42) to (TEMP-52), Q1 to Q 10 are each independently a hydrogen atom or a substituent. In the above general formulae (TEMP-42) to (TEMP-52), * represents a bonding position.

[0094] [ka]

[0095] In the general formulae (TEMP-53) to (TEMP-62), Q1 to Q 10 are each independently a hydrogen atom or a substituent. Equations Q9 and Q 10 may be bonded to each other via a single bond to form a ring. In the above general formulae (TEMP-53) to (TEMP-62), * represents a bonding position.

[0096] [ka]

[0097] In the general formulae (TEMP-63) to (TEMP-68), Q1 to Q8 each independently represent a hydrogen atom or a substituent. In the above general formulae (TEMP-63) to (TEMP-68), * represents a bonding position.

[0098] The substituted or unsubstituted divalent heterocyclic group described in this specification is preferably any of the groups represented by the following general formulae (TEMP-69) to (TEMP-102), unless otherwise specified in this specification.

[0099] [ka]

[0100] [ka]

[0101] [ka]

[0102] In the general formulae (TEMP-69) to (TEMP-82), Q1 to Q9 each independently represent a hydrogen atom or a substituent.

[0103] [ka]

[0104] [ka]

[0105] [ka]

[0106] [ka]

[0107] In the general formulae (TEMP-83) to (TEMP-102), Q1 to Q8 each independently represent a hydrogen atom or a substituent.

[0108] The above is an explanation of "the substituents described in this specification".

[0109] - "When bonded to form a ring" In this specification, the phrase "one or more of a set consisting of two or more 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 are not bonded to each other" means the case where "one or more of a set consisting of two or more adjacent groups bond to each other to form a substituted or unsubstituted monocycle", the case where "one or more of a set consisting of two or more adjacent groups bond to each other to form a substituted or unsubstituted fused ring", and the case where "one or more of a set consisting of two or more adjacent groups are not bonded to each other". In this specification, the cases where "one or more of a set of two or more adjacent rings are bonded to each other to form a substituted or unsubstituted monocyclic ring" and "one or more of a set of two or more adjacent rings are bonded to each other to form a substituted or unsubstituted condensed ring" (hereinafter, these cases may be collectively referred to as "a case where they are bonded to form a ring") will be explained below. The case of an anthracene compound represented by the following general formula (TEMP-103), in which the mother skeleton is an anthracene ring, will be explained as an example.

[0110] [ka]

[0111] For example, R921 ~R 930 In the case where "one or more pairs of adjacent two or more groups are bonded to each other to form a ring," one pair of adjacent two groups is R 921 and R 922 With R 922 and R 923 With R 923 and R 924 With R 924 and R 930 With R 930 and R 925 With R 925 and R 926 With R 926 and R 927 With R 927 and R 928 With R 928 and R 929 and R 929 and R 921 It is paired with .

[0112] The above "one or more pairs" means that two or more pairs of adjacent two or more groups may simultaneously form a ring. For example, R 921 and R 922 and are bonded to ring Q A At the same time, R 925 and R 926 and are bonded to ring Q B When the above 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).

[0113] [ka]

[0114] When a "set of two or more adjacent units" forms a ring, it includes not only the case where a set of two adjacent units is bonded as in the previous example, but also the case where a set of three or more adjacent units is bonded. For example, R 921 and R 922 and are bonded to ring Q A and R 922 and R923 and are bonded to ring Q C The three adjacent (R 921 , R 922 and R 923 In this case, the anthracene compound represented by the general formula (TEMP-103) is represented by the following general formula (TEMP-105). In the following general formula (TEMP-105), the ring Q A and Ring Q C is R 922 Share.

[0115] [ka]

[0116] The "monocyclic ring" or "condensed ring" formed may be a saturated or unsaturated ring as the structure of only the ring formed. Even when "one of the pairs of adjacent two" forms a "monocyclic ring" or a "condensed ring", the "monocyclic ring" or the "condensed ring" may form a saturated or unsaturated ring. For example, the ring Q formed in the general formula (TEMP-104) may be a saturated or unsaturated ring. A and Ring Q B are "monocyclic" or "condensed rings". In addition, the ring Q formed in the general formula (TEMP-105) A , and ring Q C is a "fused ring". The ring Q in the above general formula (TEMP-105) A and Kan Q C That is, Ring Q A and Kan Q C The ring Q in the general formula (TMEP-104) is condensed to form a condensed ring. A If is a benzene ring, then ring Q A The ring Q in the general formula (TMEP-104) is a monocyclic ring. A If is a naphthalene ring, then ring Q A is a fused ring.

[0117] The term "unsaturated ring" refers to an aromatic hydrocarbon ring or an aromatic heterocyclic ring. The term "saturated ring" refers to an aliphatic hydrocarbon ring or a non-aromatic heterocyclic ring. Specific examples of the aromatic hydrocarbon ring include structures in which the groups given as specific examples in the specific example group G1 are terminated with a hydrogen atom. Specific examples of the aromatic heterocycle include structures in which the aromatic heterocyclic groups exemplified as specific examples in the specific example group G2 are terminated with a hydrogen atom. Specific examples of the aliphatic hydrocarbon ring include structures in which the groups given as specific examples in the specific example group G6 are terminated with a hydrogen atom. The term "form a ring" means that a ring is formed only with a plurality of atoms of the parent skeleton, or with a plurality of atoms of the parent skeleton and one or more optional elements. For example, R 921 and R 922 and are bonded together to form a ring Q A is R 921 The carbon atom of the anthracene skeleton to which R is bonded 922 It means a ring formed by the carbon atom of the anthracene skeleton to which R is bonded and one or more arbitrary elements. 921 and R 922 Todekan Q A In the case where R 921 The carbon atom of the anthracene skeleton to which R is bonded 922 When the carbon atom of the anthracene skeleton to which R is bonded forms a monocyclic unsaturated ring with four carbon atoms, R 921 and R 922 The ring formed by this is a benzene ring.

[0118] Here, unless otherwise specified in the present specification, the "arbitrary element" is preferably at least one element selected from the group consisting of carbon, nitrogen, oxygen, and sulfur. In the arbitrary element (for example, in the case of a carbon element or a nitrogen element), 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 an arbitrary element other than a carbon element is included, the ring formed is a heterocycle. Unless otherwise specified in this specification, the "one or more arbitrary elements" constituting a single ring or a condensed ring is preferably 2 or more and 15 or less, more preferably 3 or more and 12 or less, and even more preferably 3 or more and 5 or less. Unless otherwise specified in this specification, of the "monocyclic ring" and the "condensed ring", the "monocyclic ring" is preferred. Unless otherwise specified in this specification, of the "saturated ring" and the "unsaturated ring", the "unsaturated ring" is preferred. Unless otherwise specified in this specification, a "monocyclic ring" is preferably a benzene ring. Unless otherwise specified in this specification, the "unsaturated ring" is preferably a benzene ring. When "one or more of a set of two or more adjacent 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 of a set of two or more adjacent 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 elements, nitrogen elements, oxygen elements, and sulfur elements.

[0119] When the above-mentioned "monocyclic ring" or "condensed ring" has a substituent, the substituent is, for example, the "optional substituent" described later. When the above-mentioned "monocyclic ring" or "condensed ring" has a substituent, specific examples of the substituent are the substituents described in the above-mentioned section "Substituents described in this specification". When the above-mentioned "saturated ring" or "unsaturated ring" has a substituent, the substituent is, for example, the "optional substituent" described below. When the above-mentioned "monocyclic ring" or "condensed ring" has a substituent, specific examples of the substituent are the substituents described in the above section "Substituents described in this specification". The above is an explanation of the case where "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted monocyclic ring" and the case where "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted fused ring" ("combined to form a ring").

[0120] Substituents in the phrase "substituted or unsubstituted" In one embodiment of the present specification, the substituent in the case of "substituted or unsubstituted" (sometimes referred to as "optional substituent" in the present specification) is, for example, an unsubstituted alkyl group having 1 to 50 carbon atoms; an unsubstituted alkenyl group having 2 to 50 carbon atoms, an unsubstituted alkynyl group having 2 to 50 carbon atoms, an unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms; -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, an unsubstituted aryl group having 6 to 50 ring carbon atoms, and Unsubstituted heterocyclic group having 5 to 50 ring atoms and the like, Here, R 901 ~R 907 are each independently 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, It 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. R 901 If there are two or more, there are two or more R 901 are identical or different from each other, R 902 If there are two or more, there are two or more R 902 are identical or different from each other, R 903If there are two or more, there are two or more R 903 are identical or different from each other, R 904 If there are two or more, there are two or more R 904 are identical or different from each other, R 905 If there are two or more, there are two or more R 905 are identical or different from each other, R 906 If there are two or more, there are two or more R 906 are identical or different from each other, R 907 If there are two or more, there are two or more R 907 are the same or different from each other.

[0121] In one embodiment, the substituent in the above "substituted or unsubstituted" is: an alkyl group having 1 to 50 carbon atoms; an aryl group having 6 to 50 ring carbon atoms, and Heterocyclic groups with 5 to 50 ring atoms is a group selected from the group consisting of:

[0122] In one embodiment, the substituent in the above "substituted or unsubstituted" is: an alkyl group having 1 to 18 carbon atoms; An aryl group having 6 to 18 ring carbon atoms, and Heterocyclic groups with 5 to 18 ring atoms is a group selected from the group consisting of:

[0123] 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."

[0124] Unless otherwise specified in this specification, any adjacent substituents may be combined with each other to form a "saturated ring" or an "unsaturated ring", preferably a substituted or unsubstituted saturated 5-membered ring, a substituted or unsubstituted saturated 6-membered ring, a substituted or unsubstituted unsaturated 5-membered ring, or a substituted or unsubstituted unsaturated 6-membered ring, more preferably a benzene ring. Unless otherwise specified in the present specification, the optional substituent may further have a substituent. The substituent that the optional substituent further has is the same as the optional substituent described above.

[0125] In this specification, a numerical range expressed using "AA to BB" means a range including 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.

[0126] [First embodiment] The mixture according to this embodiment is a mixture of two or more compounds. The mixture according to this embodiment contains at least a first compound and a second compound. The two or more compounds contained in the mixture according to this embodiment are compounds having different structures from each other. In this specification, when the two or more compounds contained in the mixture according to this embodiment differ only in the type of hydrogen atom (protium, deuterium, and tritium), they do not have different structures from each other. The two or more compounds contained in the mixture according to this embodiment are two or more compounds selected from the group consisting of a compound represented by the following general formula (10), a compound represented by the general formula (20), a compound represented by the general formula (30), and a compound represented by the general formula (40).

[0127] The mixture according to this embodiment is preferably, for example, a mixture according to the following first, second or third aspect.

[0128] (Mixture according to the first aspect) The mixture according to the first embodiment contains a compound represented by the following general formula (10) as a first compound, and a compound represented by the following general formula (20) as a second compound, with the proviso that the first compound and the second compound have structures different from each other.

[0129] [ka]

[0130] (In the general formula (10) and the general formula (20), L 12 teeth, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 12 is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, L 11 , L 21 and L 22 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 11 , Ar 21 and Ar 22 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 11 ~R 18 , and R 21 ~R 28 are each independently 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 group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 A group represented by -COOR 802 A group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0131] In this embodiment, in the first compound and the second compound, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are each independently 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 R902 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.

[0132] In the mixture according to the first aspect, L 12 is preferably a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

[0133] In the mixture according to the first embodiment, the first compound is preferably represented by the following general formula (11).

[0134] [ka]

[0135] (In the general formula (11), R 11 ~R 18 , L 11 and Ar 11 are R in the general formula (10), 11 ~R 18 , L 11 and Ar11 is equivalent to

[0136] In the mixture according to the first aspect, L 11 is preferably a single bond, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

[0137] In the mixture according to the first aspect, Ar 11 is preferably a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms.

[0138] In the mixture according to the first aspect, R 11 ~R 18 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or -Si(R 901 )(R 902 )(R 903 ) is preferably a group represented by the formula:

[0139] In the mixture according to the first aspect, R 11 ~R 18 is preferably a hydrogen atom.

[0140] In the mixture according to the first aspect, R 21 ~R 28 each independently represents a hydrogen atom, 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 802embedded image 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.

[0141] In the mixture according to the first aspect, R 21 ~R 28 is preferably a hydrogen atom.

[0142] In the mixture according to the first aspect, L 21 and L 22 each independently represents a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms; Ar 21 and Ar 22 are preferably each independently a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms.

[0143] In the mixture according to the first aspect, L 21 is a substituted or unsubstituted phenylene group, Ar 21 is preferably a substituted or unsubstituted naphthyl group.

[0144] In the mixture according to the first aspect, the second compound is preferably represented by the following general formula (21).

[0145] [ka]

[0146] (In the general formula (21), R 21 ~R 28 , L 22 and Ar 22 are R in the general formula (20), 21 ~R 28 , L 22 and Ar 22 is equivalent to

[0147] In the mixture according to the first aspect, the total mass M of the first compound and the second compound Tand the mass M1 of the first compound preferably satisfy the relationship of the following mathematical formula (Mathematical Formula 1). 50≦(M1 / M T )×100<100…(Number 1)

[0148] (Mixture according to the second aspect) The mixture according to the second aspect contains a compound represented by the following general formula (20) as a first compound, and a compound represented by the following general formula (30) as a second compound, with the proviso that the first compound and the second compound have structures different from each other.

[0149] [ka]

[0150] (In the general formula (20) and the general formula (30), L 21 , L 22 , L 31 and L 32 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 21 , Ar 22 , Ar 31 and Ar 32 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 21 ~R 28 , and R 31 ~R 38 are each independently 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 group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 A group represented by -COOR 802 A group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, However, R 22 , R 23 , R 26 , R 27 , R 32 , R 33 , R 36 and R 37 is not a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0151] In the mixture according to the second aspect, R 31 ~R 38 is preferably a hydrogen atom.

[0152] In the mixture according to the second aspect, L 31 and L 32 are preferably each independently a single bond, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

[0153] In the mixture according to the second aspect, L 31 is a substituted or unsubstituted phenylene group, and Ar31 is preferably a substituted or unsubstituted naphthyl group.

[0154] In the mixture according to the second aspect, the second compound is preferably represented by the following general formula (31).

[0155] [ka]

[0156] (In the general formula (31), R 31 , R 34 , R 35 , R 38 , L 32 and Ar 32 are R in the general formula (30), 31 , R 34 , R 35 , R 38 , L 32 and Ar 32 is equivalent to

[0157] In the mixture according to the second aspect, the total mass M of the first compound and the second compound T and the mass M1 of the first compound preferably satisfy the relationship of the following mathematical formula (Mathematical Formula 1). 50≦(M1 / M T )×100<100…(Number 1)

[0158] The mixture according to the second embodiment, which contains the first compound represented by the general formula (20) and the second compound represented by the general formula (30), is stable against electrical excitation, and therefore the organic EL device produced using the mixture according to the second embodiment is unlikely to deteriorate during operation.

[0159] (Mixture according to the third aspect) The mixture according to the third aspect contains a compound represented by the following general formula (20) as a first compound and a compound represented by the following general formula (40) as a second compound, with the proviso that the first compound and the second compound have structures different from each other. In the mixture according to the third aspect, the total mass M of the first compound and the second compound T and the mass M1 of the first compound satisfy the relationship of the following mathematical formula (Math. 2). 50<(M1 / M T )×100<100…(Number 2)

[0160] [ka]

[0161] (In the general formula (20) and the general formula (40), L 21 , L 22 , L 41 and L 42 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 21 , Ar 22 , Ar 41 and Ar 42 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 21 ~R 28 , and R 41 ~R 48 are each independently 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 group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 A group represented by -COOR 802 A group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0162] In the mixture according to the third aspect, R 41 ~R 48 is preferably a hydrogen atom.

[0163] In the mixture according to the third aspect, L 41 and L 42 each independently represents a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms; Ar 41 and Ar 42 are preferably each independently a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms.

[0164] In the mixture according to the third aspect, L 41 is a substituted or unsubstituted phenylene group, Ar 41 is preferably a substituted or unsubstituted naphthyl group.

[0165] In the mixture according to the third aspect, the second compound is preferably represented by the following general formula (41).

[0166] [ka]

[0167] (In the general formula (41), R 41 ~R 48 , L 42 and Ar 42 are R in the general formula (40), 41 ~R 48 , L 42 and Ar 42 is equivalent to

[0168] In the mixture according to the second aspect and / or the mixture according to the third aspect, L 22 is a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, Ar 22 is preferably a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms.

[0169] In the mixture according to at least one of the second and third embodiments, the first compound is preferably represented by the following general formula (22).

[0170] [ka]

[0171] (In the general formula (22), R 21 ~R 28 , L 21 and Ar 21 are R in the general formula (20), 21 ~R 28 , L 21 and Ar 21 is equivalent to

[0172] In the mixture according to the second aspect and / or the mixture according to the third aspect, L 21 is preferably a single bond, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

[0173] In the mixture according to the second and / or third embodiment, Ar 21is preferably a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms.

[0174] In the mixture according to the second and / or third embodiment, R 21 ~R 28 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or -Si(R 901 )(R 902 )(R 903 ) is also preferred.

[0175] In the mixture according to the second and / or third embodiment, R 21 ~R 28 each independently represents a hydrogen atom, 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 embedded image 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.

[0176] In the mixture according to the second and / or third embodiment, R 21 ~R 28 is preferably a hydrogen atom.

[0177] In the mixture according to this embodiment, the total mass M of the first compound and the second compound T and the mass M1 of the first compound preferably satisfy the relationship of the following formula (Math 3), more preferably satisfy the relationship of the following formula (Math 4), even more preferably satisfy the relationship of the following formula (Math 4A), and even more preferably satisfy the relationship of the following formula (Math 5). 60≦(M1 / M T )×100<100…(Number 3) 70≦(M1 / M T )×100<100…(Number 4) 70≦(M1 / M T )×100<98…(Math 4A) 70≦(M1 / M T )×100≦90…(Number 5)

[0178] In the first compound and the second compound of the mixture according to this embodiment, it is preferable that all of the groups described as "substituted or unsubstituted" are "unsubstituted" groups.

[0179] The form of the mixture according to this embodiment is not particularly limited. Examples of the form of the mixture according to this embodiment include solid, powder, solution, film and layer. The mixture according to this embodiment is also preferably a powdery mixture in which a powdered first compound and a powdered second compound are mixed. It is also preferable that the mixture according to this embodiment is a solid, and it is also preferable that the mixture according to this embodiment is a solid mixture in which the first compound and the second compound are melted and mixed, and then cooled and solidified. When the mixture according to this embodiment is a solid, the mixture according to this embodiment may be a pellet-shaped mixture formed using the powdered first compound and the powdered second compound. The mixture according to this embodiment is preferably not a film or a layer.

[0180] It has been found that the mixture according to the present embodiment reduces the clogging phenomenon. When the first compound according to the present embodiment is formed into a film by a dry film forming method such as a vacuum deposition method, the deposition rate tends to decrease or vary with time. This is thought to be because the first compound according to the present embodiment is likely to grow into crystals by adhering to an adhesion prevention plate and a crucible edge during film formation such as vacuum deposition, and the bulky film of the first compound formed by the crystal growth blocks the vaporization beam from the deposition source. Therefore, the inventors of the present invention have intensively studied and found that the clogging phenomenon can be suppressed by mixing the first compound with the second compound under a predetermined condition. It is believed that by mixing the second compound with the first compound, the crystal growth that is likely to occur when forming a film from the first compound alone can be suppressed, and the generation of bulky deposits can be suppressed. If the second compound is a compound having a crystal form different from that of the first compound, it is believed that by mixing a small amount of the second compound with the first compound, the crystal growth of each compound can be inhibited, and the generation of bulky deposits can be suppressed.

[0181] The mixture according to this embodiment can suppress the formation of a bulky attached film when forming an organic layer of an organic EL element by a dry film formation method.

[0182] (Method for Producing the First Compound and the Second Compound) The first compound and the second compound according to the present 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.

[0183] (Specific Examples of the First Compound and the Second Compound) Specific examples of the first compound and the second compound according to this embodiment include the following compounds. Specific examples of the mixture according to this embodiment include, for example, a first compound and a second compound selected from the following group of compounds so as to meet the conditions of the mixture according to the first, second and third aspects described above. However, the present invention is not limited to these specific examples.

[0184] [ka]

[0185]

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[0186]

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[0187]

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[0188]

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[0189]

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[0190]

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[0191]

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[0192]

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[0193]

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[0194]

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[0195]

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[0196]

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[0197]

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[0198]

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[0199]

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[0200]

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[0201]

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[0206] [ka]

[0207] Specific examples of mixtures are shown in Tables 1 to 40. In the tables, mixtures containing a combination of two different compounds selected from the group consisting of compounds H-1 to H-225 exemplified in this specification are numbered 1 to 22500. For example, the mixture numbered 1 is referred to as mixture 1. The combination of compounds contained in the mixture is specified by the compounds written in the rows and the compounds written in the columns in the table. For example, in Table 1, the number of the mixture containing compound H-1 written in the row and compound H-2 written in the column is 1, and the number of the mixture containing compound H-10 written in the row and compound H-5 written in the column is 895, and the combinations of compounds in other mixtures are similarly specified. Tables 1 to 40 show the combinations of compounds contained in each of mixtures 1 to 22500.

[0208] [Table 1]

[0209] [Table 2]

[0210] [Table 3]

[0211] [Table 4]

[0212] [Table 5]

[0213]

Table 6

[0214]

Table 7

[0215]

Table 8

[0216]

Table 9

[0217]

Table 10

[0218]

Table 11

[0219]

Table 12

[0220]

Table 13

[0221]

Table 14

[0222]

Table 15

[0223]

Table 16

[0224]

Table 17

[0225]

Table 18

[0226]

Table 19

[0227]

Table 20

[0228]

Table 21

[0229]

Table 22

[0230]

Table 23

[0231]

Table 24

[0232]

Table 25

[0233]

Table 26

[0234]

Table 27

[0235]

Table 28

[0236]

Table 29

[0237]

Table 30

[0238]

Table 31

[0239]

Table 32

[0240]

Table 33

[0241]

Table 34

[0242]

Table 35

[0243]

Table 36

[0244]

Table 37

[0245] [Table 38]

[0246] [Table 39]

[0247] [Table 40]

[0248] Second Embodiment (Organic electroluminescence element) An organic EL element according to a second embodiment of the present invention will be described. The organic EL element according to this embodiment includes an organic layer between an anode and a cathode. The organic layer includes at least one layer made of an organic compound. Alternatively, the organic layer includes a plurality of layers made of an organic compound stacked together. The organic layer may further include an inorganic compound. The organic layer of the organic EL element according to this embodiment contains the mixture according to the first embodiment.

[0249] The organic EL element according to this embodiment is preferably, for example, an organic EL element according to the following first or second aspect.

[0250] (Organic EL element according to the first embodiment) The organic EL device according to the first embodiment has an anode, a cathode, and an organic layer disposed between the anode and the cathode and containing the mixture according to the first embodiment in the same layer. "Contained in the same layer" means that, when an organic EL device has a plurality of organic layers, the mixture according to the first embodiment is contained in the same layer of the plurality of organic layers. For example, when a first organic layer contains a first compound, and a second organic layer that contacts the first organic layer directly or via another organic layer contains a second compound, the first compound and the second compound constituting the mixture are not contained in one same layer, and therefore this does not correspond to the case of being contained in the same layer.

[0251] When the organic EL device according to the first embodiment contains the mixture according to the first embodiment, the second compound is L 21 is a substituted or unsubstituted phenylene group, Ar 21 is preferably a substituted or unsubstituted naphthyl group.

[0252] When the organic EL device according to the first embodiment contains the mixture according to the first embodiment, the second compound is preferably a compound represented by the general formula (21) above.

[0253] (Organic EL element according to the second embodiment) The organic EL device according to the second embodiment includes an anode, a cathode, and an organic layer disposed between the anode and the cathode and formed by evaporating the mixture according to the first embodiment from the same evaporation source. The deposition source is, for example, a crucible capable of containing the mixture according to the first embodiment.

[0254] FIG. 1 shows a schematic configuration of one example of the organic EL element according to this embodiment. The organic EL element 1 includes a light-transmitting substrate 2, an anode 3, a cathode 4, and an organic layer 10 disposed between the anode 3 and the cathode 4. The organic layer 10 is configured by laminating a hole injection layer 6, a hole transport layer 7, an emitting layer 5, an electron transport layer 8, and an electron injection layer 9 in this order from the anode 3 side. The present invention is not limited to the configuration of the organic EL element shown in FIG.

[0255] The configuration of the organic EL element according to this embodiment will be further described below. In the following, reference numerals may be omitted.

[0256] (Light Emitting Layer) In the organic EL device of the present embodiment, at least one of the organic layers is an emitting layer. The organic layer may be, for example, composed of one emitting layer, or may include a layer that can be used in an organic EL device. The layer that can be used in an organic EL device is not particularly limited, and may be, for example, at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, an electron injection layer, an electron transport layer, and a barrier layer. The organic EL device of this embodiment preferably contains the mixture according to the first embodiment in the same light-emitting layer.

[0257] (Guest material in the light-emitting layer) The light-emitting layer is a layer containing a highly light-emitting substance, and various materials can be used. For example, a fluorescent compound that emits fluorescence or a phosphorescent compound that emits phosphorescence can be used as a highly light-emitting substance. A fluorescent compound is a compound that can emit light from a singlet excited state, and a phosphorescent compound is a compound that can emit light from a triplet excited state. The guest material may also be referred to as a dopant material, an emitter, or a light-emitting material.

[0258] Examples of blue fluorescent materials that can be used in the light-emitting layer include pyrene derivatives, styrylamine derivatives, chrysene derivatives, fluoranthene derivatives, fluorene derivatives, diamine derivatives, triarylamine derivatives, etc. Specific examples include N,N'-bis[4-(9H-carbazol-9-yl)phenyl]-N,N'-diphenylstilbene-4,4'-diamine (abbreviation: YGA2S), 4-(9H-carbazol-9-yl)-4'-(10-phenyl-9-anthryl)triphenylamine (abbreviation: YGAPA), 4-(10-phenyl-9-anthryl)-4'-(9-phenyl-9H-carbazol-3-yl)triphenylamine (abbreviation: PCBAPA), etc.

[0259] As a green fluorescent material that can be used in the light-emitting layer, aromatic amine derivatives and the like can be used. Specifically, N-(9,10-diphenyl-2-anthryl)-N,9-diphenyl-9H-carbazol-3-amine (abbreviation: 2PCAPA), N-[9,10-bis(1,1'-biphenyl-2-yl)-2-anthryl]-N,9-diphenyl-9H-carbazol-3-amine (abbreviation: 2PCABPhA), N-(9,10-diphenyl-2-anthryl)-N,N',N'-triphenyl-1,4-phenylenediamine (abbreviation: 2DPAPA), N-[ 9,10-bis(1,1'-biphenyl-2-yl)-2-anthryl]-N,N',N'-triphenyl-1,4-phenylenediamine (abbreviation: 2DPABPhA), N-[9,10-bis(1,1'-biphenyl-2-yl)]-N-[4-(9H-carbazol-9-yl)phenyl]-N-phenylanthracen-2-amine (abbreviation: 2YGABPhA), N,N,9-triphenylanthracen-9-amine (abbreviation: DPhAPhA), etc.

[0260] Red fluorescent materials that can be used in the light-emitting layer include tetracene derivatives, diamine derivatives, etc. Specific examples include N,N,N',N'-tetrakis(4-methylphenyl)tetracene-5,11-diamine (abbreviation: p-mPhTD), 7,14-diphenyl-N,N,N',N'-tetrakis(4-methylphenyl)acenaphtho[1,2-a]fluoranthene-3,10-diamine (abbreviation: p-mPhAFD), etc.

[0261] As blue phosphorescent materials that can be used in the light-emitting layer, metal complexes such as iridium complexes, osmium complexes, and platinum complexes are used.Specific examples include bis[2-(4',6'-difluorophenyl)pyridinato-N,C2']iridium(III) tetrakis(1-pyrazolyl)borate (abbreviation: FIr6), bis[2-(4',6'-difluorophenyl)pyridinato-N,C2']iridium(III) picolinate (abbreviation: FIrpic), bis[2-(3',5'bistrifluoromethylphenyl)pyridinato-N,C2']iridium(III) picolinate (abbreviation: Ir(CF3ppy)2(pic)), and bis[2-(4',6'-difluorophenyl)pyridinato-N,C2']iridium(III) acetylacetonate (abbreviation: FIracac).

[0262] Iridium complexes are used as green phosphorescent materials that can be used in the light-emitting layer, including tris(2-phenylpyridinato-N,C2')iridium(III) (abbreviation: Ir(ppy)3), bis(2-phenylpyridinato-N,C2')iridium(III) acetylacetonate (abbreviation: Ir(ppy)2(acac)), bis(1,2-diphenyl-1H-benzimidazolato)iridium(III) acetylacetonate (abbreviation: Ir(pbi)2(acac)), and bis(benzo[h]quinolinato)iridium(III) acetylacetonate (abbreviation: Ir(bzq)2(acac)).

[0263] As red phosphorescent light-emitting materials that can be used in the light-emitting layer, metal complexes such as iridium complexes, platinum complexes, terbium complexes, and europium complexes are used. Specific examples of the organometallic complex include bis[2-(2'-benzo[4,5-α]thienyl)pyridinato-N,C3']iridium(III) acetylacetonate (abbreviation: Ir(btp)2(acac)), bis(1-phenylisoquinolinato-N,C2')iridium(III) acetylacetonate (abbreviation: Ir(piq)2(acac)), (acetylacetonato)bis[2,3-bis(4-fluorophenyl)quinoxalinato]iridium(III) (abbreviation: Ir(Fdpq)2(acac)), and 2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphyrin platinum(II) (abbreviation: PtOEP). In addition, rare earth metal complexes such as tris(acetylacetonato)(monophenanthroline)terbium(III) (abbreviation: Tb(acac)3(Phen)), tris(1,3-diphenyl-1,3-propanedionato)(monophenanthroline)europium(III) (abbreviation: Eu(DBM)3(Phen)), and tris[1-(2-thenoyl)-3,3,3-trifluoroacetonato](monophenanthroline)europium(III) (abbreviation: Eu(TTA)3(Phen)) can be used as phosphorescent compounds because they emit light from rare earth metal ions (electron transition between different multiplicities).

[0264] (Host material for the light-emitting layer) The light-emitting layer may have a structure in which the highly light-emitting substance (guest material) described above is dispersed in another substance (host material). The host material may also be called a matrix material. Various substances can be used as a substance for dispersing the highly light-emitting substance, and it is preferable to use a substance having a lower lowest unoccupied molecular orbital level (LUMO level) and a lower highest occupied molecular orbital level (HOMO level) than the highly light-emitting substance. As a substance (host material) for dispersing a highly luminescent substance, 1) a metal complex such as an aluminum complex, a beryllium complex, or a zinc complex; 2) a heterocyclic compound such as an oxadiazole derivative, a benzimidazole derivative, or a phenanthroline derivative; 4) a condensed aromatic compound such as a carbazole derivative, an anthracene derivative, a phenanthrene derivative, a pyrene derivative, or a chrysene derivative; or 3) an aromatic amine compound such as a triarylamine derivative or a condensed polycyclic aromatic amine derivative. Specifically, tris(8-quinolinolato)aluminum(III) (abbreviation: Alq), tris(4-methyl-8-quinolinolato)aluminum(III) (abbreviation: Almq3), bis(10-hydroxybenzo[h]quinolinato)beryllium(II) (abbreviation: BeBq2), bis(2-methyl-8-quinolinolato)(4-phenylphenolato)aluminum(III) (abbreviation: BAlq), bis(8-quinolinolato)zinc (II) (abbreviation: Znq), bis[2-(2-benzoxazolyl)phenolato]zinc(II) (abbreviation: ZnPBO), bis[2-(2-benzothiazolyl)phenolato]zinc(II) (abbreviation: ZnBTZ), and other metal complexes; 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5-(p-tert-butylphenyl)-1,3,4-oxo Heterocyclization of sadiazol-2-yl]benzene (abbreviation: OXD-7), 3-(4-biphenylyl)-4-phenyl-5-(4-tert-butylphenyl)-1,2,4-triazole (abbreviation: TAZ), 2,2',2''-(1,3,5-benzenetriyl)tris(1-phenyl-1H-benzimidazole) (abbreviation: TPBI), bathophenanthroline (abbreviation: BPhen), bathocuproine (abbreviation: BCP), etc. Compounds, 9-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (abbreviation: CzPA), 3,6-diphenyl-9-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (abbreviation: DPCzPA), 9,10-bis(3,5-diphenylphenyl)anthracene (abbreviation: DPPA), 9,10-di(2-naphthyl)anthracene (abbreviation: DNA), 2-tert-butyl-9,Condensed aromatic compounds such as 10-di(2-naphthyl)anthracene (abbreviation: t-BuDNA), 9,9'-bianthryl (abbreviation: BANT), 9,9'-(stilbene-3,3'-diyl)diphenanthrene (abbreviation: DPNS), 9,9'-(stilbene-4,4'-diyl)diphenanthrene (abbreviation: DPNS2), 3,3',3''-(benzene-1,3,5-triyl)tripylene (abbreviation: TPB3), 9,10-diphenylanthracene (abbreviation: DPAnth), and 6,12-dimethoxy-5,11-diphenylchrysene, and N,N-diphenyl-9-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazol-3-amine (abbreviation: Cz A1PA), 4-(10-phenyl-9-anthryl)triphenylamine (abbreviation: DPhPA), N,9-diphenyl-N-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole-3-amine (abbreviation: PCAPA), N,9-diphenyl-N-{4-[4-(10-phenyl-9-anthryl)phenyl]phenyl}-9H-carbazole-3-amine (abbreviation: PCAPBA), N-(9,10-diphenyl-2-anthryl)-N,9-diphenyl-9H-carbazole-3-amine (abbreviation: 2PCAPA), NPB (or α-NPD), TPD, DFLDPBi, BSPB, and other aromatic amine compounds can be used. In addition, multiple types of substances (host materials) for dispersing highly luminescent substances (guest materials) can be used. Specifically, examples of the metal complex include tris(8-quinolinolato)aluminum(III) (abbreviation: Alq), tris(4-methyl-8-quinolinolato)aluminum(III) (abbreviation: Almq3), bis(10-hydroxybenzo[h]quinolinato)beryllium(II) (abbreviation: BeBq2), bis(2-methyl-8-quinolinolato)(4-phenylphenolato)aluminum(III) (abbreviation: BAlq), bis(8-quinolinolato)zinc(II) (abbreviation: Znq), bis[2-(2-benzoxazolyl)phenolato]zinc(II) (abbreviation: ZnPBO), and bis[2-(2-benzothiazolyl)phenolato]zinc(II) (abbreviation: ZnBTZ). Examples of heterocyclic compounds include 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5-(p-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]benzene (abbreviation: OXD-7), 3-(4-biphenylyl)-4-phenyl-5-(4-tert-butylphenyl)-1,2,4-triazole (abbreviation: TAZ), 2,2',2''-(1,3,5-benzenetriyl)tris(1-phenyl-1H-benzimidazole) (abbreviation: TPBI), bathophenanthroline (abbreviation: BPhen), and bathocuproine (abbreviation: BCP). The condensed aromatic compounds include 9-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (abbreviation: CzPA), 3,6-diphenyl-9-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (abbreviation: DPCzPA), 9,10-bis(3,5-diphenylphenyl)anthracene (abbreviation: DPPA), 9,10-di(2-naphthyl)anthracene (abbreviation: DNA), and 2-tert-butyl-9,10-di(2-naphthyl)anthracene. (abbreviation: t-BuDNA), 9,9'-bianthryl (abbreviation: BANT), 9,9'-(stilbene-3,3'-diyl)diphenanthrene (abbreviation: DPNS), 9,9'-(stilbene-4,4'-diyl)diphenanthrene (abbreviation: DPNS2), 3,3',3''-(benzene-1,3,5-triyl)tripylene (abbreviation: TPB3), 9,10-diphenylanthracene (abbreviation: DPAnth), and 6,12-dimethoxy-5,11-diphenylchrysene. Examples of the aromatic amine compound include N,N-diphenyl-9-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole-3-amine (abbreviation: CzA1PA), 4-(10-phenyl-9-anthryl)triphenylamine (abbreviation: DPhPA), N,9-diphenyl-N-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole-3-amine (abbreviation: PCAPA), N,9-diphenyl-N-{4-[4-(10-phenyl-9-anthryl)phenyl]phenyl}-9H-carbazole-3-amine (abbreviation: PCAPBA), N-(9,10-diphenyl-2-anthryl)-N,9-diphenyl-9H-carbazole-3-amine (abbreviation: 2PCAPA), NPB (or α-NPD), TPD, DFLDPBi, and BSPB.

[0265] In this specification, the "host material" refers to a material that is contained in, for example, "50% by mass or more of the layer". Therefore, the light-emitting layer contains, for example, the host material in an amount of 50% by mass or more of the total mass of the light-emitting layer. When the organic EL device has a plurality of light-emitting layers, for example, each of the plurality of light-emitting layers contains the host material in an amount of 50% by mass or more of the total mass of each light-emitting layer. In addition, for example, the "host material" may be contained in 60% by mass or more of the light-emitting layer, 70% by mass or more of the light-emitting layer, 80% by mass or more of the light-emitting layer, 90% by mass or more of the light-emitting layer, or 95% by mass or more of the light-emitting layer. In addition, for example, the "host material" may be contained in 99% by mass or less of the light-emitting layer. When the light-emitting layer contains a host material and a dopant material, the upper limit of the total content of the host material and the dopant material is 100% by mass.

[0266] When the organic EL device according to this embodiment contains the mixture according to the first embodiment in the same light-emitting layer, it is preferable that at least one of the first compound and the second compound is a host material, and it is preferable that both the first compound and the second compound are host materials. When the light-emitting layer contains multiple compounds as host materials, the total amount of the multiple compounds as host materials is "50% by mass or more of the layer".

[0267] (substrate) The substrate is used as a support for the organic EL element. For example, glass, quartz, plastic, etc. can be used as the substrate. A flexible substrate may also be used. A flexible substrate is a substrate that can be bent (flexible), and examples thereof include a plastic substrate. Examples of materials for forming a plastic substrate include polycarbonate, polyarylate, polyethersulfone, polypropylene, polyester, polyvinyl fluoride, polyvinyl chloride, polyimide, and polyethylene naphthalate. Inorganic vapor deposition films can also be used.

[0268] (anode) For the anode formed on the substrate, it is preferable to use a metal, alloy, electrically conductive compound, or a mixture thereof having a large work function (specifically, 4.0 eV or more). Specific examples include indium oxide-tin oxide (ITO), indium oxide-tin oxide containing silicon or silicon oxide, indium oxide-zinc oxide, tungsten oxide, indium oxide containing zinc oxide, graphene, and the like. Other examples include gold (Au), platinum (Pt), nickel (Ni), tungsten (W), chromium (Cr), molybdenum (Mo), iron (Fe), cobalt (Co), copper (Cu), palladium (Pd), titanium (Ti), or nitrides of metal materials (e.g., titanium nitride), and the like.

[0269] These materials are usually formed into a film by a sputtering method. For example, indium oxide-zinc oxide can be formed by a sputtering method by using a target in which zinc oxide is added to indium oxide at 1 mass % or more and 10 mass % or less. In addition, indium oxide containing tungsten oxide and zinc oxide can be formed by a sputtering method by using a target in which tungsten oxide is added to indium oxide at 0.5 mass % or more and 5 mass % or less and zinc oxide is added to indium oxide at 0.1 mass % or more and 1 mass % or less. In addition, it may be formed by a vacuum deposition method, a coating method, an inkjet method, a spin coating method, or the like.

[0270] Of the EL layers formed on the anode, the hole injection layer formed in contact with the anode is formed using a composite material that easily injects holes regardless of the work function of the anode, so that materials that can be used as electrode materials (for example, metals, alloys, electrically conductive compounds, and mixtures of these, as well as other elements belonging to Group 1 or Group 2 of the periodic table) can be used.

[0271] Materials with small work functions, such as elements belonging to Group 1 or 2 of the periodic table, i.e., alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), and alloys containing these (e.g., MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these, can also be used. When alkali metals, alkaline earth metals, and alloys containing these are used to form the anode, vacuum deposition and sputtering methods can be used. Furthermore, when silver paste or the like is used, coating and inkjet methods can be used.

[0272] (cathode) For the cathode, it is preferable to use a metal, alloy, electrically conductive compound, or a mixture thereof, each having a small work function (specifically, 3.8 eV or less). Specific examples of such a cathode material include elements belonging to Group 1 or 2 of the periodic table, i.e., alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), and alloys containing these (e.g., MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these.

[0273] When an alkali metal, an alkaline earth metal, or an alloy containing these is used to form a cathode, a vacuum deposition method or a sputtering method can be used. When a silver paste or the like is used, a coating method or an inkjet method can be used.

[0274] By providing an electron injection layer, the cathode can be formed using various conductive materials, such as Al, Ag, ITO, graphene, indium oxide-tin oxide containing silicon or silicon oxide, regardless of the magnitude of the work function. These conductive materials can be formed into films by a sputtering method, an inkjet method, a spin coating method, or the like.

[0275] (Hole injection layer) The hole injection layer may be a layer containing a substance having a high hole injection property, such as molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, manganese oxide, or the like. When the hole injection layer in the organic EL device contains a plurality of compounds, the quantities of these compounds can be determined by time-of-flight secondary ion mass spectrometry (TOF-SIMS). For each of the multiple compounds contained in the hole injection layer, the TOF-SIMS molecular ion signal intensity of the single film is measured, and the hole injection layer in the organic EL element is exposed using a sputtering gun, and the signal intensity is compared with the molecular ion signal intensity of the TOF-SIMS, allowing the mass ratio to be calculated.

[0276] In addition, examples of materials with high hole injection properties include low-molecular-weight organic compounds such as 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DPAB), 4,4'-bis(N-{4-[N'-(3-methylphenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviation: DNTPD), and 1,3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DNTPD). [N-phenylamino]benzene (abbreviation: DPA3B), 3-[N-(9-phenylcarbazol-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA1), 3,6-bis[N-(9-phenylcarbazol-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA2), 3-[N-(1-naphthyl)-N-(9-phenylcarbazol-3-yl)amino]-9-phenylcarbazole (abbreviation: PCzPCN1), and other aromatic amine compounds, as well as dipyrazino[2,3-f:20,30-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN) are also included.

[0277] In addition, as a substance with high hole injection properties, a polymer compound (oligomer, dendrimer, polymer, etc.) can be used. For example, polymer compounds such as poly(N-vinylcarbazole) (abbreviation: PVK), poly(4-vinyltriphenylamine) (abbreviation: PVTPA), poly[N-(4-{N'-[4-(4-diphenylamino)phenyl]phenyl-N'-phenylamino}phenyl)methacrylamide] (abbreviation: PTPDMA), poly[N,N'-bis(4-butylphenyl)-N,N'-bis(phenyl)benzidine] (abbreviation: Poly-TPD) can be used. In addition, a polymer compound to which an acid is added, such as poly(3,4-ethylenedioxythiophene) / poly(styrenesulfonic acid) (PEDOT / PSS) or polyaniline / poly(styrenesulfonic acid) (PAni / PSS) can be used.

[0278] (Hole transport layer) The hole transport layer is a layer containing a substance with high hole transport properties. For the hole transport layer, an aromatic amine compound, a carbazole derivative, an anthracene derivative, or the like can be used. Specifically, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (abbreviation: NPB), N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (abbreviation: TPD), 4-phenyl-4'-(9-phenylfluoren-9-yl)triphenylamine (abbreviation: BAFLP), 4,4'-bis[N-(9,9-dimethylfluoren-2-yl)-N-phenylamino]biphenyl (abbreviation: NPB), Examples of aromatic amine compounds that can be used include 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), and 4,4'-bis[N-(spiro-9,9'-bifluoren-2-yl)-N-phenylamino]biphenyl (abbreviation: BSPB). The substances mentioned here are mainly 10 -6 cm 2 / (V s) or higher.

[0279] The hole transport layer may be made of carbazole derivatives such as CBP, 9-[4-(N-carbazolyl)]phenyl-10-phenylanthracene (CzPA), and 9-phenyl-3-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (PCzPA), or anthracene derivatives such as t-BuDNA, DNA, and DPAnth. Polymer compounds such as poly(N-vinylcarbazole) (abbreviation: PVK) and poly(4-vinyltriphenylamine) (abbreviation: PVTPA) may also be used.

[0280] However, other substances may be used as long as they have a higher hole transporting property than an electron transporting property. Note that the layer containing the substance having a high hole transporting property may be a single layer or a stack of two or more layers made of the above substances.

[0281] (electron transport layer) The electron transport layer is a layer containing a substance with high electron transport properties. For the electron transport layer, 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 can be used. Specifically, metal complexes such as Alq, tris(4-methyl-8-quinolinolato)aluminum (abbreviation: Almq3), bis(10-hydroxybenzo[h]quinolinato)beryllium (abbreviation: BeBq2), BAlq, Znq, ZnPBO, and ZnBTZ can be used as low molecular weight organic compounds. In addition to metal complexes, 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5-(pt-butylphenyl)-1,3,4-oxadiazol-2-yl]benzene (abbreviation: OXD-7), 3-(4-tert-butylphenyl)-4-phenyl-5-(4-biphenylyl)-1,2,4-triazole (abbreviation: Heteroaromatic compounds such as 3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-biphenylyl)-1,2,4-triazole (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 this embodiment, benzimidazole compounds can be preferably used. The substances mentioned here are mainly 10 -6 cm 2 / (V·s) or more. Note that any other substance 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 of a single layer or may be formed of two or more layers of the above substances.

[0282] The electron transport layer can also be made of a polymer compound, such as poly[(9,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3,5-diyl)] (abbreviation: PF-Py) or poly[(9,9-dioctylfluorene-2,7-diyl)-co-(2,2'-bipyridine-6,6'-diyl)] (abbreviation: PF-BPy).

[0283] (electron injection layer) The electron injection layer is a layer containing a substance with high electron injection properties. For the electron injection layer, alkali metals, alkaline earth metals, such as lithium (Li), cesium (Cs), calcium (Ca), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF2), lithium oxide (LiOx), or compounds thereof can be used. In addition, a substance having electron transport properties containing an alkali metal, an alkaline earth metal, or a compound thereof, specifically, magnesium (Mg) in Alq, may be used. In this case, electron injection from the cathode can be performed more efficiently.

[0284] Alternatively, a composite material obtained by mixing an organic compound and an electron donor (donor) may be used for the electron injection layer. Such a composite material has excellent electron injection and electron transport properties because electrons are generated in the organic compound by the electron donor. In this case, the organic compound is preferably a material that is excellent in transporting the generated electrons, and specifically, for example, the above-mentioned substances constituting the electron transport layer (metal complexes, heteroaromatic compounds, etc.) can be used. The electron donor may be any substance that exhibits electron donating properties to the organic compound. Specifically, alkali metals, alkaline earth metals, and rare earth metals are preferred, and examples thereof include lithium, cesium, magnesium, calcium, erbium, and ytterbium. Furthermore, alkali metal oxides and alkaline earth metal oxides are preferred, and examples thereof include lithium oxide, calcium oxide, and barium oxide. Furthermore, a Lewis base such as magnesium oxide can also be used. Furthermore, an organic compound such as tetrathiafulvalene (abbreviation: TTF) can also be used.

[0285] (Layer formation method) Of the layers of the organic EL device of this embodiment, the organic layer formed using the mixture according to the first embodiment is formed by a dry film formation method such as a vacuum deposition method, a sputtering method, a plasma method, or an ion plating method. The method for forming the other layers is not limited to those specifically mentioned above, but may be any known method such as the above-mentioned dry film-forming method or a wet film-forming method such as a spin coating method, a dipping method, a flow coating method, or an inkjet method.

[0286] The method for producing an organic EL element according to the present embodiment preferably includes, for example, a step of preparing a mixture according to the first embodiment by mixing the first compound and the second compound described in the first embodiment, a step of introducing the mixture into a single vapor deposition source, and a step of heating the vapor deposition source to form a film of the mixture on a substrate. The step of forming a film of the mixture according to the first embodiment on a substrate is performed by directly forming the film on the substrate, or by forming the film on another organic layer or the like that has been formed on the substrate in advance.

[0287] (Film thickness) The thickness of each organic layer of the organic EL element of the present embodiment is not limited unless otherwise specified above. In general, if the thickness is too thin, defects such as pinholes are likely to occur, and if the thickness is too thick, a high applied voltage is required, resulting in poor efficiency. Therefore, the thickness of each organic layer of the organic EL element is usually preferably in the range of several nm to 1 μm.

[0288] According to this embodiment, the mixture according to the first embodiment, which can suppress the formation of a bulky adhesion film, is used, so that the manufacturing efficiency of the organic EL element can be improved. Moreover, the organic EL element according to this embodiment can maintain the same element performance as an organic EL element having an organic layer formed by using the first compound alone.

[0289] Third Embodiment (electronic equipment) The electronic device according to the present embodiment is equipped with any of the organic EL elements according to the above-mentioned embodiments. Examples of the electronic device include display devices and light-emitting devices. Examples of the display device include display components (e.g., organic EL panel modules), televisions, mobile phones, tablets, and personal computers. Examples of the light-emitting device include lighting and vehicle lamps.

[0290] [Modifications of the embodiment] The present invention is not limited to the above-described embodiment, and any modifications and improvements that can achieve the object of the present invention are included in the present invention.

[0291] For example, the mixture according to the embodiment may further include a compound in addition to the first compound and the second compound.

[0292] For example, the number of light-emitting layers is not limited to one, and multiple light-emitting layers may be laminated. When the organic EL element has multiple organic layers, at least one of the organic layers may contain the first compound and the second compound and satisfy the conditions described in the second embodiment. Furthermore, when the organic EL element has a plurality of light-emitting layers, these light-emitting layers may be provided adjacent to each other, or the organic EL element may be a so-called tandem type organic EL element in which a plurality of light-emitting units are stacked via an intermediate layer.

[0293] In addition, for example, a blocking layer may be provided adjacent to at least one of the anode side and the cathode side of the light-emitting layer. The blocking layer is preferably disposed in contact with the light-emitting layer and blocks at least one of holes, electrons, and excitons. For example, when a blocking layer is disposed in contact with the light-emitting layer on the cathode side, the blocking layer transports electrons and prevents holes from reaching a layer (e.g., an electron transport layer) on the cathode side of the blocking layer. When the organic EL device includes an electron transport layer, it is preferable to include the blocking layer between the light-emitting layer and the electron transport layer. In addition, when a blocking layer is disposed in contact with the light-emitting layer on the anode side, the blocking layer transports holes and prevents electrons from reaching a layer (e.g., a hole transport layer) on the anode side of the blocking layer. When the organic EL device includes a hole transport layer, it is preferable to include the blocking layer between the light-emitting layer and the hole transport layer. A barrier layer may be provided adjacent to the light-emitting layer to prevent the excitation energy from leaking from the light-emitting layer to the surrounding layers, and prevents excitons generated in the light-emitting layer from migrating to layers on the electrode side of the barrier layer (e.g., the electron transport layer and the hole transport layer, etc.). The light emitting layer and the barrier layer are preferably in contact with each other.

[0294] In addition, the specific structure and shape in carrying out the present invention may be other structures and shapes within the scope of the invention in which the object of the present invention can be achieved. EXAMPLES

[0295] EXAMPLES Hereinafter, examples of the present invention will be described, but the present invention is not limited to these examples.

[0296] <Compound> The structures of the first compounds used in the preparation of the mixtures according to Examples 1 to 5, 11A, 12A and 13A and the organic EL devices according to Examples 6 to 13 are shown below.

[0297] [ka]

[0298] The structures of the second compounds used in the preparation of the mixtures according to Examples 1 to 5, 11A, 12A and 13A and the organic EL devices according to Examples 6 to 13 are shown below.

[0299] [ka]

[0300] [ka]

[0301] The structures of the compounds used in the mixture of Reference Example 1 are shown below.

[0302] [ka]

[0303] The structures of other compounds used in the production of the organic EL devices according to Examples 6 to 13 and Comparative Examples 3 and 4 are shown below.

[0304] [ka]

[0305] [ka]

[0306] [ka]

[0307] <Deposition of organic layer and cross-sectional SEM observation> Example 1 - Single layer deposition of materials Using the mixture of Example 1, an organic layer was formed as follows. First, 198 mg of the compound BH-A as the first compound and 2 mg of the compound BH-B as the second compound were mixed to prepare a mixture according to Example 1. The mixture according to Example 1 had a ratio of (M1 / M T )×100=99% by mass, which satisfied the above formula (Mathematical formula 1). Next, a glass substrate with a UV-cleaned surface was prepared as a base material. Next, 200 mg of the mixture according to Example 1 was placed in the crucible. The mixture according to Example 1 was formed into a film on the cleaned surface of the substrate using a vacuum deposition apparatus. The cross section of the formed organic layer was observed with a SEM (scanning electron microscope). FIG. 2A shows a cross-sectional SEM image (magnification: 100 times) of an organic layer formed using the mixture of Example 1, and FIG. 2B shows a cross-sectional SEM image (magnification: 500 times) of the organic layer.

[0308] SEM observation The cross section of the organic layer prepared above was observed with a scanning electron microscope (SEM) (model number: Hitachi High-Technologies Corporation SU8220, observation accelerating voltage 1 kV).

[0309] (Examples 2 to 3) The mixtures according to Examples 2 and 3 were prepared in the same manner as in Example 1, except that the mass M1 of the first compound and the mass M2 of the second compound were changed as shown in Table 41. All of the mixtures according to Examples 2 and 3 satisfied the above formula (Mathematical formula 1). Using the prepared mixture, an organic layer was formed under the same film formation conditions as in Example 1 in a vacuum deposition apparatus. FIG. 3A shows a cross-sectional SEM image (magnification: 100x) of an organic layer formed using the mixture of Example 2, and FIG. 3B shows a cross-sectional SEM image (magnification: 500x) of the organic layer. FIG. 4A shows a cross-sectional SEM image (magnification: 100x) of an organic layer formed using the mixture of Example 3, and FIG. 4B shows a cross-sectional SEM image (magnification: 500x) of the organic layer.

[0310] (Examples 4 to 5) The mixtures according to Examples 4 to 5 were prepared in the same manner as in Example 1, except that the second compound was changed to the compound BH-C shown in Table 41, and the mass M1 of the first compound and the mass M2 of the second compound were changed as shown in Table 41. All of the mixtures according to Examples 4 to 5 satisfied the above formula (Mathematical formula 1). Using the prepared mixture, an organic layer was formed under the same film formation conditions as in Example 1 in a vacuum deposition apparatus. FIG. 5A shows a cross-sectional SEM image (magnification: 100x) of an organic layer formed using the mixture of Example 4, and FIG. 5B shows a cross-sectional SEM image (magnification: 500x) of the organic layer. FIG. 6A shows a cross-sectional SEM image (magnification: 100x) of an organic layer formed using the mixture of Example 5, and FIG. 6B shows a cross-sectional SEM image (magnification: 500x) of the organic layer.

[0311] Example 11A The mixture of Example 11A was prepared in the same manner as in Example 1, except that the first compound was changed to compound BH-D shown in Table 41, the second compound was changed to compound BH-C shown in Table 41, and the mass M1 of the first compound and the mass M2 of the second compound were changed as shown in Table 41. The mixture of Example 11A satisfied the above formula (Mathematical formula 1).

[0312] Example 12A The mixture according to Example 12A was prepared in the same manner as in Example 1, except that the second compound was changed to the compound BH-E shown in Table 41, and the mass M1 of the first compound and the mass M2 of the second compound were changed as shown in Table 41. The mixture according to Example 12A satisfied the above formula (Mathematical formula 1).

[0313] Example 13A The mixture according to Example 13A was prepared in the same manner as in Example 1, except that the second compound was changed to the compound BH-F shown in Table 41, and the mass M1 of the first compound and the mass M2 of the second compound were changed as shown in Table 41. The mixture according to Example 13A satisfied the above formula (Mathematical formula 1).

[0314] (Reference example 1) The mixture according to Reference Example 1 was prepared in the same manner as in Example 1, except that the second compound was changed to compound BH-R. The mixture according to Reference Example 1 satisfied the above mathematical formula (Mathematical formula 1).

[0315] Using the mixtures prepared in Examples 11A, 12A, and 13A and Reference Example 1, organic layers were formed in a vacuum deposition apparatus under the same film formation conditions as in Example 1. The cross section of the formed organic layer was observed by SEM.

[0316] Comparative Example 1 As a sample according to Comparative Example 1, a sample containing only the compound BH-A, rather than a mixture, was prepared. Using the sample according to Comparative Example 1, an organic layer was formed in a vacuum deposition apparatus under the same film formation conditions as in Example 1. Fig. 7A shows a cross-sectional SEM image (magnification 100x) of the organic layer formed using the sample according to Comparative Example 1, and Fig. 7B shows a cross-sectional SEM image (magnification 500x) of the organic layer.

[0317] Comparative Example 2 As a sample according to Comparative Example 2, a sample containing only the compound BH-C, rather than a mixture, was prepared. Using the sample according to Comparative Example 2, an organic layer was formed in a vacuum deposition apparatus under the same film formation conditions as in Example 1. Fig. 8A shows a cross-sectional SEM image (magnification 100x) of the organic layer formed using the sample according to Comparative Example 2, and Fig. 8B shows a cross-sectional SEM image (magnification 500x) of the organic layer.

[0318] The organic layer formed using the sample according to Comparative Example 1 was formed using the compound BH-A alone, and as a result, bulky crystals were grown on the substrate, as shown in the cross-sectional SEM image of Comparative Example 1. When the mixtures according to Examples 1 to 5 were used to form a film in comparison with Comparative Example 1, it was confirmed that a dense organic layer with reduced bulkiness was formed, as shown in the cross-sectional SEM images of Examples 1 to 5. When the mixtures according to Examples 11A, 12A, and 13A and Reference Example 1 were used to form a film, it was confirmed that a dense organic layer with reduced bulkiness was formed.

[0319] <Fabrication of organic electroluminescence element> An organic electroluminescence device was prepared as follows and evaluated.

[0320] Example 6 A 25mm x 75mm x 1.1mm thick glass substrate with an ITO transparent electrode (anode) (manufactured by Geomatec Co., Ltd.) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, and then UV ozone cleaned for 1 minute. The ITO film thickness was 130nm. The glass substrate with the transparent electrode lines after cleaning was mounted on the substrate holder of a vacuum deposition apparatus, and the compound HT-1 and the compound HA were co-deposited on the surface on which the transparent electrode lines were formed so as to cover the transparent electrode, thereby forming a hole injection layer with a thickness of 10 nm. The concentration of the compound HT-1 in the hole injection layer was 97% by mass, and the concentration of the compound HA was 3% by mass. Next, the compound HT-1 was deposited on the hole injection layer to form a first hole transport layer having a thickness of 80 nm. Next, the compound HT-2 was deposited on the first hole transport layer to form a second hole transport layer having a thickness of 10 nm. Next, the mixture according to Example 1 (a mixture of compounds BH-A and BH-B) and compound BD-1 were co-deposited on the second hole transport layer to form a light-emitting layer having a thickness of 20 nm. The total concentration of compounds BH-A and BH-B in the light-emitting layer was 99% by mass, and the concentration of compound BD-1 was 1% by mass. Next, the compound ET-1 was deposited on this light-emitting layer to form a first electron transport layer having a thickness of 10 nm. Next, the compound ET-2 was deposited on the first electron transport layer to form a second electron transport layer having a thickness of 20 nm. Next, lithium fluoride (LiF) was deposited on the second electron transport layer to form an electron injection layer having a thickness of 1 nm. Then, metallic aluminum (Al) was vapor-deposited on this electron injection layer to form a metallic Al cathode with a thickness of 80 nm. In this manner, a bottom emission type organic EL device was fabricated. The device configuration of the organic EL device of Example 6 is shown in schematic form as follows. ITO(130) / HT-1:HA(10,97%:3%) / HT-1(80) / HT-2(10) / BH-A,BH-B:BD-1(20,99%:1%) / ET-1(10) / ET-2(20) / LiF(1) / Al(80) The numbers in parentheses indicate the film thickness (unit: nm). Similarly, in parentheses, the percentages indicate that, for example, in the case of HT-1:HA (10,97%:3%), the ratio (mass%) of the compound HT-1 and the compound HA in the hole injection layer is HT-1:HA=97% by mass:3% by mass. Also, in the case of BH-A, BH-B:BD-1 (20,99%:1%), the percentages indicate that the ratio (mass%) of the sum of the compound BH-A and the compound BH-B to the compound BD-1 in the light-emitting layer is (BH-A and BH-B):BD-1=99% by mass:1% by mass. The same notation is used below.

[0321] (Examples 7 to 13) The organic EL devices according to Examples 7 to 13 were produced in the same manner as the organic EL device according to Example 6, except that the mixture used to form the light-emitting layer was changed to the mixture shown in Table 41.

[0322] (Comparative Examples 3 to 4) The organic EL devices according to Comparative Examples 3 and 4 were produced in the same manner as the organic EL device according to Example 6, except that the mixture used to form the light-emitting layer was changed to the mixture shown in Table 41.

[0323] <Evaluation of organic EL elements> The following evaluations were carried out on the organic EL devices prepared in Examples 6 to 13 and Comparative Examples 3 and 4. The evaluation results are shown in Table 41.

[0324] External quantum efficiency (EQE) Current density is 10mA / cm 2 The spectral radiance spectrum when a voltage was applied to the element so that the spectral radiance was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.) From the obtained spectral radiance spectrum, the external quantum efficiency EQE (unit: %) was calculated assuming that Lambertian radiation was performed.

[0325] ·Life span (LT95) Current density is 50mA / cm 2A voltage was applied to the element so as to satisfy the following formula: and the time (unit: h) until the luminance reached 95% of the initial luminance was measured using a spectroradiometer CS-200 (manufactured by Konica Minolta, Inc.). In this specification, the time until the luminance reaches 95% of the initial luminance may be referred to as "lifetime (LT95)".

[0326] Blockage The clogging was judged as follows based on the measurement results in the state where a single film was formed on a glass substrate in the above <Formation of organic layer and cross-sectional SEM observation>. A: A dense thick film with reduced bulk was observed in the SEM image. B: A slightly bulky thick film was observed in the SEM image. C: A bulky thick film was observed in the SEM image. D: A very bulky thick film was observed in the SEM image.

[0327] [Table 41]

[0328] The organic EL elements of Examples 6 to 13 exhibited element performance equivalent to that of the organic EL elements of Comparative Examples 3 and 4, even when an emitting layer was formed using a mixture in which the second compound was added to the first compound. Considering the verification results of the above-mentioned Examples 1 to 5, 11A, 12A and 13A, it was found that by forming an organic layer by a dry film formation method using a mixture containing the first compound and the second compound according to the above-mentioned embodiment, the formation of a bulky adhesion film can be suppressed, and an organic EL element can be manufactured without causing a decrease in manufacturing efficiency and a significant decrease in element performance. [Explanation of symbols]

[0329] Reference Signs List 1: organic EL element, 2: substrate, 3: anode, 4: cathode, 5: light-emitting layer, 6: hole injection layer, 7: hole transport layer, 8: electron transport layer, 9: electron injection layer.

Claims

1. A mixture comprising: Contains a first compound and a second compound, The first compound is represented by the following general formula (10): The second compound is represented by the following general formula (20): However, the first compound and the second compound have different structures. mixture. 【Chemistry 1】 (In the general formula (10) and the general formula (20), L １２ teeth, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar １２ represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, L １１ , L ２１ and L ２２ are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar １１ , Ar ２１ and Ar ２２ each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R １１ ~R １８ , and R ２１ ~R ２８ are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by -S-(R ９０５ ) a group represented by -N(R ９０６ ) (R ９０７ ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R ８０１ A group represented by -COOR ８０２ A group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. (In the first compound and the second compound, R ９０１ , R ９０２ , R ９０３ , R ９０４ , R ９０５ , R ９０６ , R ９０７ , R ８０１ and R ８０２ are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ 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, R ８０１ When there are multiple R ８０１ are the same or different from each other, R ８０２ When there are multiple R ８０２ are the same or different from each other.)

2. L １２ represents a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms; The mixture according to claim 1.

3. L ２１ and L ２２ are each independently A single bond, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, Ar ２１ and Ar ２２ each independently represents a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms; A mixture according to claim 1 or claim 2.

4. L ２１ is a substituted or unsubstituted phenylene group, Ar ２１ is a substituted or unsubstituted naphthyl group; A mixture according to any one of claims 1 to 3.

5. L １１ represents a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms; A mixture according to any one of claims 1 to 4.

6. Ar １１ is a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms; A mixture according to any one of claims 1 to 5.

7. R １１ ~R １８ are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) is a group represented by A mixture according to any one of claims 1 to 6.

8. R ２１ ~R ２８ are each independently Hydrogen atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by -S-(R ９０５ ) a group represented by -N(R ９０６ ) (R ９０７ ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R ８０１ A group represented by -COOR ８０２ A group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; A mixture according to any one of claims 1 to 7.

9. The first compound is represented by the following general formula (11): A mixture according to any one of claims 1 to 8. 【Chemistry 2】 (In the general formula (11), R １１ ~R １８ , L １１ and Ar １１ are R in the general formula (10), １１ ~R １８ , L １１ and Ar １１ (Same meaning as above.)

10. The second compound is represented by the following general formula (21): A mixture according to any one of claims 1 to 8. 【Chemistry 3】 (In the general formula (21), R ２１ ~R ２８ , L ２２ and Ar ２２ Each of them is R in the general formula (20). ２１ ~R ２８ , L ２２ and Ar ２２ (Same meaning as above.)

11. The second compound is represented by the following general formula (21): The mixture according to claim 9. 【Chemistry 3】 (In the general formula (21), R ２１ ~R ２８ , L ２２ and Ar ２２ Each of them is R in the general formula (20). ２１ ~R ２８ , L ２２ and Ar ２２ (Same meaning as above.)

12. R １１ ~R １８ is a hydrogen atom, A mixture according to any one of claims 1 to 10.

13. R ２１ ~R ２８ is a hydrogen atom, A mixture according to any one of claims 1 to 10 and claim 12.

14. R 11 to R 18 are hydrogen atoms, R 21 to R 28 are each a hydrogen atom; The mixture according to claim 11.

15. The total mass M of the first compound and the second compound in the mixture Ｔ and the mass M of the first compound １ and satisfy the relationship of the following formula (Formula 1). A mixture according to any one of claims 1 to 14. 50≦(M １ / M Ｔ )×100<100…(Number 1)

16. A mixture comprising: Contains a first compound and a second compound, The first compound is represented by the following general formula (20): The second compound is represented by the following general formula (30): However, the first compound and the second compound have different structures. mixture. 【Chemistry 4】 (In the general formula (20) and the general formula (30), L ２１ , L ２２ , L ３１ and L ３２ are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar ２１ , Ar ２２ , Ar ３１ and Ar ３２ each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 31 to R 38 are hydrogen atoms; R ２１ to R 28 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by -S-(R ９０５ ) a group represented by -N(R ９０６ ) (R ９０７ ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R ８０１ A group represented by -COOR ８０２ A group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, However, R ２２ , R ２３ , R ２６ and R 27 is not a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms. (In the first compound and the second compound, R ９０１ , R ９０２ , R ９０３ , R ９０４ , R ９０５ , R ９０６ , R ９０７ , R ８０１ and R ８０２ are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ 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, R ８０１ When there are multiple R ８０１ are the same or different from each other, R ８０２ When there are multiple R ８０２ are the same or different from each other.)

17. L ３１ and L ３２ are each independently A single bond, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms; 17. The mixture of claim 16.

18. L ３１ is a substituted or unsubstituted phenylene group, and Ar ３１ is a substituted or unsubstituted naphthyl group; 18. The mixture according to claim 16 or claim 17.

19. The second compound is represented by the following general formula (31):

19. A mixture according to any one of claims 16 to 18. 【Chemistry 5】 (In the general formula (31), R ３１ , R ３４ , R ３５ , R ３８ , L ３２ and Ar ３２ are R in the general formula (30), ３１ , R ３４ , R ３５ , R ３８ , L ３２ and Ar ３２ (Same meaning as above.)

20. L 31 and L 32 are single bonds; 17. The mixture of claim 16.

21. The total mass M of the first compound and the second compound in the mixture Ｔ and the mass M of the first compound １ and satisfy the relationship of the following formula (Formula 1). A mixture according to any one of claims 16 to 20. 50≦(M １ / M Ｔ )×100<100…(Number 1)

22. A mixture comprising: Contains a first compound and a second compound, The first compound is represented by the following general formula (20): The second compound is represented by the following general formula (40): However, the first compound and the second compound have structures different from each other, The total mass M of the first compound and the second compound in the mixture Ｔ and the mass M of the first compound １ and satisfy the relationship of the following formula (Formula 2). mixture. 50<(M １ / M Ｔ )×100<100…(Number 2) 【Chemistry 6】 (In the general formula (20) and the general formula (40), L ２１ , L ２２ , L ４１ and L ４２ are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar ２１ , Ar ２２ , Ar ４１ and Ar ４２ each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 41 to R 48 are hydrogen atoms; R ２１ to R 28 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by -S-(R ９０５ ) a group represented by -N(R ９０６ ) (R ９０７ ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R ８０１ A group represented by -COOR ８０２ A group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. (In the first compound and the second compound, R ９０１ , R ９０２ , R ９０３ , R ９０４ , R ９０５ , R ９０６ , R ９０７ , R ８０１ and R ８０２ are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R ９０１ 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, R ８０１ When there are multiple R ８０１ are the same or different from each other, R ８０２ When there are multiple R ８０２ are the same or different from each other.)

23. L ４１ and L ４２ are each independently A single bond, or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, Ar ４１ and Ar ４２ each independently represents a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms; 23. The mixture of claim 22.

24. L ４１ is a substituted or unsubstituted phenylene group, Ar ４１ is a substituted or unsubstituted naphthyl group; 24. The mixture of claim 22 or claim 23.

25. The second compound is represented by the following general formula (41):

25. A mixture according to any one of claims 22 to 24. 【Chemistry 7】 (In the general formula (41), R ４１ ~R ４８ , L ４２ and Ar ４２ are R in the general formula (40), ４１ ~R ４８ , L ４２ and Ar ４２ (Same meaning as above.)

26. L ２２ represents a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, Ar ２２ is a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms; 26. A mixture according to any one of claims 16 to 25.

27. The first compound is represented by the following general formula (22):

27. A mixture according to any one of claims 16 to 26. 【Chemistry 8】 (In the general formula (22), R ２１ ~R ２８ , L ２１ and Ar ２１ Each of them is R in the general formula (20). ２１ ~R ２８ , L ２１ and Ar ２１ (Same meaning as above.)

28. L ２１ represents a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms; 28. A mixture according to any one of claims 16 to 27.

29. Ar ２１ is a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms; 29. A mixture according to any one of claims 16 to 28.

30. R ２１ ~R ２８ are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) is a group represented by 30. A mixture according to any one of claims 16 to 29.

31. R ２１ ~R ２８ are each independently Hydrogen atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ ) (R ９０２ ) (R ９０３ ) a group represented by -O-(R ９０４ ) a group represented by -S-(R ９０５ ) a group represented by -N(R ９０６ ) (R ９０７ ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R ８０１ A group represented by -COOR ８０２ A group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; 30. A mixture according to any one of claims 16 to 29.

32. R ２１ ~R ２８ is a hydrogen atom, 32. A mixture according to any one of claims 16 to 31.

33. The total mass M of the first compound and the second compound in the mixture Ｔ and the mass M of the first compound １ and satisfy the relationship of the following formula (Formula 3).

33. A mixture according to any one of claims 1 to 32. 60≦(M １ / M Ｔ )×100<100…(Number 3)

34. In the first compound and the second compound, the groups described as "substituted or unsubstituted" are all "unsubstituted" groups.

34. A mixture according to any one of claims 1 to 33.

35. The mixture is not a film or a layer.

35. A mixture according to any one of claims 1 to 34.

36. An anode; A cathode; and an organic layer disposed between the anode and the cathode and formed by evaporating the mixture according to any one of claims 1 to 35 from the same evaporation source. Organic electroluminescent element.

37. An electronic device equipped with the organic electroluminescence element described in claim 36.

38. mixing the first compound and the second compound to provide a mixture according to any one of claims 1 to 35; introducing said mixture into the same deposition source; and heating the deposition source to deposit the mixture on a substrate. A method for manufacturing an organic electroluminescence element.

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