Organic electroluminescence device, composition, powder, electronic apparatus, and novel compound

Abstract

To provide an organic EL device having a low driving voltage and high external quantum efficiency.SOLUTION: An organic electroluminescence device includes an emission layer composition including a first host material, a second host material, and a dopant material, in which the first host material is a compound represented by the following formula (1), and the second host material is a specific anthracene derivative different from the first host material.SELECTED DRAWING: None

Description

[Technical field]

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

[0002] When a voltage is applied to an organic electroluminescence element (hereinafter referred to as an organic EL element), holes are injected from the anode and electrons are injected from the cathode into the light-emitting layer. In the light-emitting layer, the injected holes and electrons recombine to form excitons.

[0003] In order to improve the performance of organic EL elements, improvements in element materials have been made. Attempts have also been made to utilize the characteristics of each material by combining two or more materials in a single organic layer. For example, Patent Document 1 discloses a technology in which two host materials are used in combination in the light-emitting layer. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] JP 2015-18883 A Summary of the Invention [Problem to be solved by the invention]

[0005] However, even when multiple materials are used in combination, the advantages of each material are not necessarily maintained, and there are cases in which the expected improvement is not achieved or performance actually deteriorates. Thus, there is still room for improvement in the technology for improving the performance of organic EL elements using this method. An object of the present invention is to provide an organic EL device which has a low driving voltage and a high external quantum efficiency. Another object of the present invention is to provide a novel compound capable of improving the life span of an organic EL device. [Means for solving the problem]

[0006] Means for Solving the Problems The present inventors have conducted extensive research to achieve the above object and have found that an organic EL element having a low driving voltage and high external quantum efficiency can be obtained by using a combination of two compounds (a first host material and a second host material) having specific structures in the light-emitting layer of the organic EL element, thereby completing the present invention. According to the present invention, the following organic EL device, composition, powder, electronic device, and novel compound are provided.

[0007] 1. A cathode; An anode; at least one light-emitting layer disposed between the cathode and the anode; having the light-emitting layer includes a first host material, a second host material, and a dopant material; The first host material is a compound represented by the following formula (1): The second host material is a compound represented by the following formula (2): The first host material and the second host material are different compounds. Organic electroluminescent element.

[0008] [ka]

[0009] [In formula (1), R 1A ~R 8A are each independently Hydrogen atoms, A substituent R, or It is a group represented by the following formula (1A). The substituent R is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. When two or more of the substituents R are present, the two or more substituents R may be the same or different. L 1A are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms. Ar 1A are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 If there are two or more, there are two or more R 901 ~R 907 may be the same or different. -L 1A -Ar1A (1A) (In formula (1A), L 1A and Ar 1A is as defined in the above formula (1). When two or more groups represented by the formula (1A) are present, the two or more groups represented by the formula (1A) may be the same or different.]

[0010] [ka]

[0011] (In formula (2), X 11B is an oxygen atom or a sulfur atom. R 14B ~R 17B At least one pair of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring. R 11B ~R 13B one or more pairs of two or more adjacent groups among these are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. R 1B ~R 8B and R which does not form a substituted or unsubstituted saturated or unsaturated ring. 11B ~R 17B are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. L 1B and L 2B are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms. Ar 1B teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0012] 2. A composition comprising a compound represented by the following formula (1) and a compound represented by the following formula (2), wherein the compound represented by the following formula (1) and the compound represented by the following formula (2) are different compounds.

[0013] [ka]

[0014] [In formula (1), R 1A ~R 8A are each independently Hydrogen atoms, A substituent R, or It is a group represented by the following formula (1A). The substituent R is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. When two or more of the substituents R are present, the two or more substituents R may be the same or different. L 1A are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms. Ar 1A are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 If there are two or more, there are two or more R 901~R 907 may be the same or different. -L 1A -Ar 1A (1A) (In formula (1A), L 1A and Ar 1A is as defined in the above formula (1). When two or more groups represented by the formula (1A) are present, the two or more groups represented by the formula (1A) may be the same or different.]

[0015] [ka]

[0016] (In formula (2), X 11B is an oxygen atom or a sulfur atom. R 14B ~R 17B One or more pairs of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring. R 11B ~R 13B one or more pairs of two or more adjacent groups among these are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. The substituted or unsubstituted R which does not form a saturated or unsaturated ring 11B ~R 17B are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 1B ~R 8B are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. L 1B and L 2B are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms. Ar 1B teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0017] 3. A powder comprising the composition described in 2 above. 4. A cathode; An anode; at least one light-emitting layer disposed between the cathode and the anode; having The light-emitting layer comprises the composition described in 2 above. Organic electroluminescent element. 5. An electronic device comprising the organic electroluminescence element according to 1 or 4 above.

[0018] 6. A compound represented by the following formula (3-1): [ka]

[0019] (In formula (3-1), X 11C is an oxygen atom or a sulfur atom. L 1C and L 2C are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms. However, it is not a single bond. L 1C The hydrogen atom carried by may be a deuterium atom. R 11C ~R 13C one or more pairs of two or more adjacent groups among these are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. R 1C ~R 8C , R 14C , R 15C , and R18C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 If there are two or more, there are two or more R 901 ~R 907 may be the same or different. However, R 1C ~R 8C , R 14C , R 15C , and R18C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C is a hydrogen atom, said hydrogen atom is not a deuterium atom; Not a hydrogen atom, R 1C ~R 8C , R 14C , R 15C , and R 18C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C has hydrogen atoms rather than deuterium atoms; Not a hydrogen atom, R 1C ~R 8C , R 14C , R 15C , and R 18C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C has an optional substituent, a hydrogen atom of the optional substituent is not a deuterium atom; R 11C ~R 13C The hydrogen atoms in the substituted or unsubstituted saturated or unsaturated ring formed by bonding together are not deuterium atoms; and R 11C ~R 13C When the substituted or unsubstituted, saturated or unsaturated ring formed by bonding together has an optional substituent, the hydrogen atom of the optional substituent is not a deuterium atom.

[0020] 7. A compound represented by the following formula (3-2): [ka]

[0021] (In formula (3-2), X 11C is an oxygen atom or a sulfur atom. L 1C teeth, Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms. Ar 1C teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. However, the group -L 1C -Ar 1C At least one of the hydrogen atoms of is a deuterium atom. R 11C ~R 13C one or more pairs of two or more adjacent groups among these are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. R 1C ~R 8C , R 14C , and R 17C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 If there are two or more, there are two or more R 901 ~R 907 may be the same or different. However, R 1C ~R 8C , R 14C , and R 17C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C is a hydrogen atom, said hydrogen atom is not a deuterium atom; Not a hydrogen atom, R 1C ~R 8C , R 14C , and R 17C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C has hydrogen atoms rather than deuterium atoms; Not a hydrogen atom, R 1C ~R 8C , R 14C , and R 17C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C has an optional substituent, a hydrogen atom of the optional substituent is not a deuterium atom; R 11C ~R 13CThe hydrogen atoms in the substituted or unsubstituted saturated or unsaturated ring formed by bonding together are not deuterium atoms; and R 11C ~R 13C When the substituted or unsubstituted, saturated or unsaturated ring formed by bonding together has an optional substituent, the hydrogen atom of the optional substituent is not a deuterium atom. Effect of the Invention

[0022] According to the present invention, it is possible to provide an organic EL device having a low driving voltage and high external quantum efficiency. Furthermore, according to the present invention, a novel compound capable of improving the life of an organic EL device can be provided. [Brief description of the drawings]

[0023] [Figure 1] FIG. 1 is a diagram showing a schematic configuration of an organic EL element according to one embodiment of the present invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0024] [Definition] In this specification, hydrogen atoms include isotopes having different numbers of neutrons, namely protium, deuterium, and tritium.

[0025] 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.

[0026] 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 condensed 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, the number of ring carbon atoms of a 9,9-diphenylfluorenyl group is 13, and the number of ring carbon atoms of a 9,9'-spirobifluorenyl group is 25. 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.

[0027] 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.

[0028] 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.

[0029] 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.

[0030] 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.

[0031] "Substituents Described Herein" The substituents described in this specification will be described below.

[0032] 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.

[0033] "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.

[0034] 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).

[0035] [ka]

[0036] [ka]

[0037] 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.

[0038] "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.

[0039] 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).

[0040] 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).

[0041] 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, A phenazinyl group, A carbazolyl group, Benzocarbazolyl group, morpholino group, phenoxazinyl group, A phenothiazinyl group, Azacarbazolyl and diazacarbazolyl groups.

[0042] 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.

[0043] 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).

[0044] 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):

[0045] [ka]

[0046] [ka]

[0047] 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.

[0048] 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, phenylquinazolinyl group, and Biphenylylquinazolinyl group.

[0049] 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].

[0050] 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].

[0051] 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):

[0052] The above "one or more hydrogen atoms of a monovalent heterocyclic group" means one or more hydrogen atoms selected from a hydrogen atom bonded to a ring-forming carbon atom of the monovalent heterocyclic group, a hydrogen atom bonded to a nitrogen atom when at least one of XA and YA is NH, and a hydrogen atom of a methylene group when one of XA and YA is CH2.

[0053] "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.

[0054] 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.

[0055] Substituted alkyl groups (specific example group G3B): Heptafluoropropyl group (including isomers), pentafluoroethyl group, 2,2,2-trifluoroethyl group, and Trifluoromethyl group.

[0056] "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.

[0057] Unsubstituted alkenyl groups (specific example group G4A): Vinyl group, Allyl groups, 1-butenyl group, 2-butenyl group, and 3-Butenyl group.

[0058] 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.

[0059] "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.

[0060] Unsubstituted alkynyl groups (specific example group G5A): Ethynyl group

[0061] "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.

[0062] 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.

[0063] Substituted cycloalkyl groups (specific example group G6B): 4-Methylcyclohexyl group.

[0064] -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.

[0065] -O-(R 904 ) a group represented by As described herein, -O-(R 904 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.

[0066] -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.

[0067] -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. -N(G6)(G6) may be the same or different.

[0068] "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.

[0069] "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.

[0070] "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.

[0071] "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.

[0072] "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.

[0073] "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.

[0074] "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.

[0075] "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.

[0076] "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.

[0077] 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.

[0078] 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.

[0079] In this specification, a carbazolyl group is specifically any of the following groups, unless otherwise specified in the specification.

[0080] [ka]

[0081] In this specification, the (9-phenyl)carbazolyl group is specifically any of the following groups, unless otherwise specified in the specification.

[0082] [ka]

[0083] In the general formulae (TEMP-Cz1) to (TEMP-Cz9), * represents a bonding position.

[0084] In this specification, a dibenzofuranyl group and a dibenzothiophenyl group are specifically any of the following groups, unless otherwise specified in this specification.

[0085] [ka]

[0086] In the above general formulae (TEMP-34) to (TEMP-41), * represents a bonding position.

[0087] 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.

[0088] "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.

[0089] "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.

[0090] "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.

[0091] 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.

[0092] [ka]

[0093] [ka]

[0094] 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.

[0095] [ka]

[0096] 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.

[0097] [ka]

[0098] 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.

[0099] 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.

[0100] [ka]

[0101] [ka]

[0102] [ka]

[0103] In the general formulae (TEMP-69) to (TEMP-82), Q1 to Q9 each independently represent a hydrogen atom or a substituent.

[0104] [ka]

[0105] [ka]

[0106] [ka]

[0107] [ka]

[0108] In the general formulae (TEMP-83) to (TEMP-102), Q1 to Q8 each independently represent a hydrogen atom or a substituent.

[0109] The above is an explanation of "the substituents described in this specification".

[0110] - "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.

[0111] [ka]

[0112] 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 .

[0113] 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).

[0114] [ka]

[0115] 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.

[0116] [ka]

[0117] 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.

[0118] 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.

[0119] 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.

[0120] 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").

[0121] 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 atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. R 901 If there are two or more, there are two or more R 901 are identical 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, R903 If 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.

[0122] 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:

[0123] 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:

[0124] 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."

[0125] 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.

[0126] 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.

[0127] [Organic EL element] An organic EL device according to one aspect of the present invention has a cathode, an anode, and an emitting layer disposed between the cathode and the anode, wherein the emitting layer contains a first host material, a second host material, and a dopant material.

[0128] The organic EL element according to one embodiment of the present invention has the above-mentioned configuration and exhibits high element performance. Specifically, it is possible to provide an organic EL element having a low driving voltage and high external quantum efficiency. The details of each material will be described later.

[0129] The schematic configuration of an organic EL element according to one embodiment of the present invention will be described with reference to FIG. An organic EL device 1 according to one embodiment of the present invention includes a substrate 2, an anode 3, an emitting layer 5, a cathode 10, an organic layer 4 between the anode 3 and the emitting layer 5, and an organic layer 6 between the emitting layer 5 and the cathode 10. The first host material, the second host material, and the dopant material are contained in an emitting layer 5 located between an anode 3 and a cathode 10. Each of the compounds contained in the emitting layer 5 may be a single type or two or more types. The organic EL device 1 may include an emitting layer other than the emitting layer 5. In one embodiment of the present invention, however, a single emitting layer (emitting layer 5) typically includes a first host material, a second host material, and a dopant material.

[0130] (First host material) The first host material is a compound represented by the following formula (1). However, the first host material is a compound different from the second host material described below. [ka]

[0131] [In formula (1), R 1A ~R 8A are each independently Hydrogen atoms, A substituent R, or It is a group represented by the following formula (1A). The substituent R is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. When two or more of the substituents R are present, the two or more substituents R may be the same or different. L 1A are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms. Ar 1A are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 If there are two or more, there are two or more R 901 ~R 907 may be the same or different. -L 1A -Ar 1A (1A) (In formula (1A), L 1A and Ar 1A is as defined in the above formula (1). When two or more groups represented by the formula (1A) are present, the two or more groups represented by the formula (1A) may be the same or different.]

[0132] Any of the hydrogen atoms in the compound represented by formula (1) may be deuterium atoms.

[0133] In one embodiment, the compound represented by formula (1) is a compound represented by the following formula (1-1): [ka]

[0134] (In formula (1-1), R 1A , R 3A ~R 8A , L 1A and Ar 1A is as defined in the above formula (1).

[0135] In one embodiment, the compound represented by formula (1) is a compound represented by the following formula (1-11), formula (1-12), or formula (1-13). [ka]

[0136] (In formula (1-11), formula (1-12) and formula (1-13), R 1A , R 3A ~R 8A , L 1A and Ar 1A is as defined in the above formula (1).

[0137] In one embodiment, the compound represented by formula (1) is a compound represented by the following formula (1-2): [ka]

[0138] (In formula (1-2), L 1A and Ar 1A is as defined in the above formula (1).

[0139] In one embodiment, the compound represented by formula (1) is a compound represented by the following formula (1-21), formula (1-22), or formula (1-23). [ka]

[0140] (In formula (1-21), formula (1-22) and formula (1-23), L 1A and Ar 1A is as defined in the above formula (1).

[0141] In one embodiment, L 1A are each independently a single bond, or a substituted or unsubstituted arylene group having 6 to 14 ring carbon atoms.

[0142] In one embodiment, L 1A each independently represents a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.

[0143] In one embodiment, Ar 1A each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0144] In one embodiment, Ar 1A are each independently selected from groups represented by any of the following formulas (a1) to (a4). [ka]

[0145] (In formulas (a1) to (a4), * represents L 1A It is a single bond that bonds to R 21 teeth, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in formula (1) above. m1 is an integer of 0 to 4. m2 is an integer from 0 to 5. m3 is an integer from 0 to 7. When m1 to m3 are each 2 or more, multiple R 21 may be the same as or different from each other. When m1 to m3 are each 2 or more, adjacent R 21 are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or do not form a substituted or unsubstituted, saturated or unsaturated ring.

[0146] In one embodiment, R 1A ~R 8A At least one of R may be a deuterium atom; 1A ~R 8A may all be deuterium atoms. In one embodiment, the content of the compound represented by formula (1) and a compound having the same structure as the compound represented by formula (1) except that it contains only protium atoms as hydrogen atoms (hereinafter also referred to as "protium compounds") in the light-emitting layer is 99 mol % or less. The content of the protium compounds is confirmed by mass spectrometry.

[0147] The compound represented by formula (1) can be synthesized by using known alternative reactions and raw materials according to the target compound.

[0148] Specific examples of the compound represented by formula (1) are given below, however, these are merely illustrative and the compound represented by formula (1) is not limited to the following specific examples.

[0149] [ka]

[0150] [ka]

[0151] [ka]

[0152] [ka]

[0153] [ka]

[0154] [ka]

[0155] [ka]

[0156] [ka]

[0157] [ka]

[0158] (Second Host Material) The second host material used in one embodiment of the present invention is a compound represented by the following formula (2). [ka]

[0159] (In formula (2), X 11B is an oxygen atom or a sulfur atom. R 14B ~R 17B One or more pairs of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring. R 11B ~R 13B one or more pairs of two or more adjacent groups among these are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. The substituted or unsubstituted R which does not form a saturated or unsaturated ring 11B ~R 17B are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 1B ~R 8B are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. L 1B and L 2B are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms. Ar 1B teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in formula (1) above.

[0160] Any of the hydrogen atoms in the compound represented by formula (2) may be a deuterium atom.

[0161] In one embodiment, the compound represented by formula (2) is a compound represented by the following formula (2-1), formula (2-2) or formula (2-3). [ka]

[0162] (In formulas (2-1), (2-2) and (2-3), R 1B ~R 8B , R 11B ~R 13B , L 1B , L 2B , X 11B and Ar 1B is as defined in formula (2) above. R 14B ~R 21B are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in formula (1) above.

[0163] In one embodiment, L 1B and L 2B are each independently a single bond, or a substituted or unsubstituted arylene group having 6 to 14 ring carbon atoms.

[0164] In one embodiment, L 1B and L 2Beach independently represents a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.

[0165] In one embodiment, the compound represented by formula (2) is a compound represented by the following formula (2-11), formula (2-12), or formula (2-13). [ka]

[0166] (In formulas (2-11), (2-12) and (2-13), R 1B ~R 8B , R 11B ~R 13B , X 11B and Ar 1B is as defined in formula (2) above. R 14B ~R 21B are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0167] In one embodiment, Ar 1B is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0168] In one embodiment, Ar 1B is selected from groups represented by any of the following formulas (a1) to (a4). [ka]

[0169] (In formulas (a1) to (a4), * represents L 1B It is a single bond that bonds to R 21 teeth, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in formula (1) above. m1 is an integer of 0 to 4. m2 is an integer from 0 to 5. m3 is an integer from 0 to 7. When m1 to m3 are each 2 or more, multiple R21 may be the same as or different from each other. When m1 to m3 are each 2 or more, adjacent R 21 are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or do not form a substituted or unsubstituted, saturated or unsaturated ring.

[0170] In one embodiment, X 11B is an oxygen atom.

[0171] In one embodiment, the compound represented by formula (2) is a compound represented by the following formula (2-21), formula (2-22), or formula (2-23). [ka]

[0172] (In the formulas (2-21), (2-22) and (2-23), Ar 1B is as defined in the above formula (2).

[0173] The compound represented by formula (2) can be synthesized by following the synthesis methods described in the Examples and using known alternative reactions and raw materials suited to the target compound.

[0174] Specific examples of the compound represented by formula (2) are given below, however, these are merely illustrative and the compound represented by formula (2) is not limited to the following specific examples.

[0175] [ka]

[0176] [ka]

[0177] [ka]

[0178]

change

[0179]

change

[0180]

change

[0181]

change

[0182]

change

[0183]

change

[0184]

change

[0185]

change

[0186]

change

[0187]

change

[0188]

change

[0189] [ka]

[0190] [ka]

[0191] [ka]

[0192] [ka]

[0193] [ka]

[0194] [ka]

[0195] [ka]

[0196] [ka]

[0197] [New compound] Among the compounds represented by the above formula (2), the compounds represented by the following formulas (3-1) and (3-2) are novel compounds. In the compounds represented by the following formula (3-1) and the compounds represented by the following formula (3-2), naphthobenzofuran is bonded to the anthracene unit at a specific substitution position, and therefore the hole injection property is improved. When used as a material for an organic EL device, the carrier balance is improved, and deterioration at the interface on the hole transport layer side of the light-emitting layer is suppressed, so that the device is expected to have a long life. Therefore, the compounds can be used as a second host material used in the light-emitting layer of the organic EL device of one embodiment of the present invention. They can also be used as the sole host material of the light-emitting layer. The life of the organic EL device can be improved by using the compounds represented by the following formula (3-1) and the compounds represented by the following formula (3-2).

[0198] When a compound having a chemical structure represented by the following formula (3-1) or (3-2) in which all hydrogen atoms are deuterium atoms is produced, the deuteration ratio may vary. In contrast, the compound of the present invention has deuterium atoms only in specific side chains, so the deuteration ratio is less likely to vary. The compound represented by the following formula (3-1) and the compound represented by the following formula (3-2) have a uniform deuteration ratio compared to a case in which all hydrogen atoms are deuterium atoms, so that the quality variation of elements produced using these compounds is reduced, and an improvement in the yield of element production can be expected.

[0199] <Compound represented by formula (3-1)> A novel compound according to one embodiment of the present invention is a compound represented by the following formula (3-1). [ka]

[0200] (In formula (3-1), X 11C is an oxygen atom or a sulfur atom. L 1C and L 2C are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms. However, it is not a single bond. L 1C The hydrogen atom carried by may be a deuterium atom. R 11C ~R 13C one or more pairs of two or more adjacent groups among these are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. R 1C ~R 8C , R 14C , R 15C , and R 18C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 If there are two or more, there are two or more R 901 ~R 907 may be the same or different. However, R 1C ~R 8C , R 14C , R 15C , and R 18C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C is a hydrogen atom, said hydrogen atom is not a deuterium atom; Not a hydrogen atom, R 1C ~R 8C , R 14C , R 15C , and R 18C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C has hydrogen atoms rather than deuterium atoms; Not a hydrogen atom, R 1C ~R 8C , R 14C , R 15C , and R 18C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C has an optional substituent, a hydrogen atom of the optional substituent is not a deuterium atom; R 11C ~R 13C The hydrogen atoms in the substituted or unsubstituted saturated or unsaturated ring formed by bonding together are not deuterium atoms; and R 11C ~R 13C When the substituted or unsubstituted, saturated or unsaturated ring formed by bonding together has an optional substituent, the hydrogen atom of the optional substituent is not a deuterium atom.

[0201] In one embodiment, X in formula (3-1) 11C is an oxygen atom. In one embodiment, L in formula (3-1) 1C and L 2C each independently represents a single bond, a phenylene group, or a naphthylene group. In one embodiment, L in formula (3-1) 2C is a single bond. In one embodiment, R in formula (3-1) 1C ~R 8C is a hydrogen atom. In one embodiment, R in formula (3-1) 11C ~R 15C and R 18C ~R 21C is a hydrogen atom.

[0202] Specific examples of the compound represented by formula (3-1) are given below, however, these are merely illustrative and the compound represented by formula (3-1) is not limited to the following specific examples.

[0203] [ka]

[0204] [ka]

[0205] <Compound represented by formula (3-2)> Another embodiment of the novel compound of the present invention is a compound represented by the following formula (3-2). [ka]

[0206] (In formula (3-2), X 11C is an oxygen atom or a sulfur atom. L1C teeth, Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms. Ar 1C teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. However, the group -L 1C -Ar 1C At least one of the hydrogen atoms of is a deuterium atom. R 11C ~R 13C one or more pairs of two or more adjacent groups among these are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. R 1C ~R 8C , R 14C , and R 17C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 If there are two or more, there are two or more R 901 ~R 907 may be the same or different. However, R 1C ~R 8C , R 14C , and R 17C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C is a hydrogen atom, said hydrogen atom is not a deuterium atom; Not a hydrogen atom, R 1C ~R 8C , R 14C , and R 17C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C has hydrogen atoms rather than deuterium atoms; Not a hydrogen atom, R 1C ~R 8C , R 14C , and R 17C ~R 21C and the substituted or unsubstituted saturated or unsaturated ring-free R 11C ~R 13C has an optional substituent, a hydrogen atom of the optional substituent is not a deuterium atom; R 11C~R 13C The hydrogen atoms in the substituted or unsubstituted saturated or unsaturated ring formed by bonding together are not deuterium atoms; and R 11C ~R 13C When the substituted or unsubstituted, saturated or unsaturated ring formed by bonding together has an optional substituent, the hydrogen atom of the optional substituent is not a deuterium atom.

[0207] In one embodiment, the compound represented by formula (3-2) is a compound represented by formula (3-2-1) below. [ka]

[0208] (In formula (3-2-1), X 11C , R 11C ~R 14C , R 17C ~R 21C , R 1C ~R 8C , and L 1C is as defined in the above formula (3-2).

[0209] In one embodiment, in the formula (3-2-1), L 1C is a single bond or an unsubstituted arylene group having 6 to 50 ring carbon atoms. In one embodiment, in the formula (3-2-1), L 1C is a single bond, an unsubstituted phenylene group, or an unsubstituted naphthylene group. In one embodiment, in the formula (3-2), X 11C is an oxygen atom.

[0210] In one embodiment, the compound represented by formula (3-2) is a compound represented by formula (3-2-2) below. [ka] (In formula (3-2-2), Ar 1C is as defined in the above formula (3-2).

[0211] In one embodiment, Ar in formula (3-2) 1C is a -C6D5 group.

[0212] Specific examples of the compound represented by formula (3-2) are given below, however, these are merely illustrative and the compound represented by formula (3-2) is not limited to the following specific examples.

[0213] [ka]

[0214] The compounds represented by formula (3-1) and (3-2) can be synthesized within the scope of the present invention by following the synthesis methods described in the synthesis examples and using known alternative reactions and raw materials suited to the target compound.

[0215] (Dopant materials) The dopant material used in the light-emitting layer of the organic EL device according to one embodiment of the present invention is one or more compounds selected from the group consisting of a compound represented by the following formula (11), a compound represented by the following formula (21), a compound represented by the following formula (31), a compound represented by the following formula (41), a compound represented by the following formula (51), a compound represented by the following formula (61), a compound represented by the following formula (71), and a compound represented by the following formula (81).

[0216] (Compound represented by formula (11)) The compound represented by formula (11) will be described. [ka] (In formula (11), R 101 ~R 110 one or more pairs of two or more adjacent groups among R 101 ~R110 At least one of these is a monovalent group represented by the following formula (12). R does not form a substituted or unsubstituted saturated or unsaturated ring and is not a monovalent group represented by the following formula (12): 101 ~R 110 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in formula (1) above. [ka] In formula (12), Ar 101 and Ar 102 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. L 101 ~L 103 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms.

[0217] In formula (11), R 101 ~R 110 It is preferable that two of them are groups represented by formula (12).

[0218] In one embodiment, the compound represented by formula (11) is represented by the following formula (13): [ka] (In formula (13), R 111 ~R 118 R in the formula (11) is not a monovalent group represented by the formula (12). 101 ~R 110 It is the same as Ar 101 , Ar 102 , L 101 , L 102 and L 103 is as defined in the above formula (12).

[0219] In formula (11), L 101 is preferably a single bond, L 102 and L 103 is preferably a single bond.

[0220] In one embodiment, the compound represented by formula (11) is represented by the following formula (14) or (15): [ka] (In formula (14), R 111 ~R 118 is as defined in formula (13) above. 101 , Ar 102 , L 102 and L 103 is as defined in the above formula (12). [ka] (In formula (15), R111 ~R 118 is as defined in formula (13) above. 101 and Ar 102 is as defined in the above formula (12).

[0221] In the formula (11) and the formula (12), preferably, Ar 101 and Ar 102 At least one of the above is a group represented by the following formula (16). [ka] (In formula (16), X 101 represents an oxygen atom or a sulfur atom. R 121 ~R 127 Among these, one or more pairs of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or do not form a substituted or unsubstituted, saturated or unsaturated ring. The substituted or unsubstituted R which does not form a saturated or unsaturated ring 121 ~R 127 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0222] X 101 is preferably an oxygen atom. R 121 ~R 127 At least one of the a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is preferably a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0223] In formula (11) and formula (12), Ar 101 is a group represented by formula (16), Ar 102 is preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0224] In one embodiment, the compound represented by formula (11) is represented by the following formula (17): [ka] (In formula (17), R 111 ~R 118 is as defined in the above formula (13). 121 ~R 127 is as defined in the above formula (16). R 131 ~R 135 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0225] Specific examples of the compound represented by formula (11) include the compounds shown below. In the specific examples, Me represents a methyl group.

[0226] [ka]

[0227] [ka]

[0228] [ka]

[0229] [ka]

[0230] [ka]

[0231] [ka] [ka]

[0232] (Compound represented by formula (21)) The compound represented by formula (21) will be described. [ka] (In formula (21), Z is independently CR a Or N. Ring A1 and ring A2 are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms. R a If there are multiple R a two or more adjacent groups among R b If there are multiple R b one or more pairs of two or more adjacent groups among R c If there are multiple R c one or more pairs of two or more adjacent groups among n21 and n22 each independently represent an integer of 0 to 4. The substituted or unsubstituted R which does not form a saturated or unsaturated ring a ~Rc are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0233] The "aromatic hydrocarbon ring" of the A1 ring and the A2 ring has the same structure as the compound in which a hydrogen atom is introduced into the above-mentioned "aryl group". The "aromatic hydrocarbon ring" of the A1 ring and the A2 ring contains two carbon atoms on the central fused two-ring structure of the formula (21) as ring-forming atoms. Specific examples of the "substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms" include compounds in which a hydrogen atom is introduced into the "aryl group" described in the specific example group G1. The "heterocycle" of the A1 ring and the A2 ring has the same structure as the compound in which a hydrogen atom is introduced into the above-mentioned "heterocyclic group". The "heterocycle" of the A1 ring and the A2 ring contains two carbon atoms on the central fused two-ring structure of the formula (21) as ring-forming atoms. Specific examples of the "substituted or unsubstituted heterocycle having 5 to 50 ring-forming atoms" include compounds in which a hydrogen atom is introduced into the "heterocyclic group" described in the specific example group G2.

[0234] R b is bonded to any of the carbon atoms forming the aromatic hydrocarbon ring of ring A1, or to any of the atoms forming the hetero ring of ring A1. R c is bonded to any of the carbon atoms forming the aromatic hydrocarbon ring of ring A2, or to any of the atoms forming the heterocyclic ring of ring A2.

[0235] R a ~R c Among these, at least one (preferably two) is preferably a group represented by the following formula (21a). -L 201 -Ar 201 (21a) (In formula (21a), L 201 teeth, Single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms. Ar 201 teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms, or It is a group represented by the following formula (21b). [ka] In formula (21b), L 211 and L 212 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms. Ar 211 and Ar 212 are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. Substituted or unsubstituted, saturated or unsaturated Ar that does not form a ring 211 and Ar 212 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0236] In one embodiment, the compound represented by formula (21) is represented by the following formula (22): [ka] (In formula (22), R 201 ~R 211 one or more pairs of two or more adjacent groups among The substituted or unsubstituted R which does not form a saturated or unsaturated ring 201 ~R 211 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R901 ~R 907 is as defined in the above formula (1).

[0237] R 201 ~R 211 At least one (preferably two) of R is preferably a group represented by the above formula (21a). 204 and R 211 is a group represented by the above formula (21a).

[0238] In one embodiment, the compound represented by formula (21) is a compound having a structure represented by the following formula (21-1) or (21-2) bonded to the A1 ring. In one embodiment, the compound represented by formula (22) is a compound having a structure represented by the following formula (21-2) bonded to the A1 ring. 204 ~R 207 is a compound having a structure represented by the following formula (21-1) or (21-2) bonded to a ring to which is bonded: [ka] (In formula (21-1), the two bonds * are each independently bonded to a ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle of ring A1 of formula (21), or bonded to R 204 ~R 207 It combines with either The three bonds * in formula (21-2) are each independently bonded to a ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle in the A1 ring in formula (21), or bonded to R 204 ~R 207 It combines with either R 221 ~R 227 and R 231 ~R 239 one or more pairs of two or more adjacent groups among The substituted or unsubstituted R which does not form a saturated or unsaturated ring 221 ~R 227 and R 231 ~R 239are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0239] In one embodiment, the compound represented by formula (21) is a compound represented by the following formula (21-3), formula (21-4), or formula (21-5). [ka] (In formula (21-3), formula (21-4) and formula (21-5), Ring A1 is as defined in formula (21). R 2401 ~R 2407 is R in formulas (21-1) and (21-2). 221 ~R 227 is the same as R 2410 ~R 2417 is R in Eq. (22) 201 ~R 211 The same as two R 2417 may be the same or different.)

[0240] In one embodiment, the substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms in the A1 ring in formula (21-5) is a substituted or unsubstituted naphthalene ring, or a substituted or unsubstituted fluorene ring. In one embodiment, the substituted or unsubstituted heterocycle having 5 to 50 ring atoms as ring A1 in formula (21-5) is a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted carbazole ring, or a substituted or unsubstituted dibenzothiophene ring.

[0241] In one embodiment, the compound represented by formula (21) or formula (22) is selected from the group consisting of compounds represented by the following formulas (21-6-1) to (21-6-7). [ka] (In formulas (21-6-1) to (21-6-7), R 2421 ~R 2427 is R in formulas (21-1) and (21-2). 221 ~R 227 is the same as R 2430 ~R 2437 and R 2441 ~R 2444 is R in Eq. (22) 201 ~R 211 is the same as: X is O, NR 901 , or C(R 902 )(R 903 ). R 901 ~R 903 is as defined in the above formula (1).

[0242] In one embodiment, the compound of formula (22) is R 201 ~R 211 Among these, one or more pairs of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring. This embodiment is described in detail below as formula (25).

[0243] (Compound represented by formula (25)) The compound represented by formula (25) will be described. [ka] (In formula (25), R 251 and R 252 , R 252 and R 253 , R 254 and R 255 , R 255 and R 256 , R 256 and R 257 , R 258 and R 259 , R 259 and R 260 , and R 260 and R 261 Two or more of the pairs selected from the group consisting of are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring. However, R 251 and R 252 and R 252 and R 253 A pair consisting of;R 254 and R 255 and R 255 and R 256 A pair consisting of;R 255 and R 256 and R 256 and R 257 A pair consisting of;R 258 and R 259 and R 259 and R 260 and R 259 and R 260 and R 260 and R 261 A pair of the units do not simultaneously form a ring. R 251 ~R 261 The two or more rings formed by may be the same or different. The substituted or unsubstituted R which does not form a saturated or unsaturated ring 251 ~R 261 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0244] In formula (25), R n and R n+1 (n represents an integer selected from 251, 252, 254 to 256, and 258 to 260) are bonded to each other to form R n and R n+1 forms a substituted or unsubstituted, saturated or unsaturated ring together with the two ring-forming carbon atoms to which they are bonded. The ring is preferably composed of atoms selected from C atoms, O atoms, S atoms and N atoms, and the number of atoms is preferably 3 to 7, and more preferably 5 or 6.

[0245] The number of the ring structures in the compound represented by formula (25) is, for example, 2, 3, or 4. The two or more ring structures may be present on the same benzene ring on the parent skeleton of formula (25), or may be present on different benzene rings. For example, when the compound has three ring structures, one ring structure may be present on each of the three benzene rings of formula (25).

[0246] Examples of the ring structure in the compound represented by formula (25) include structures represented by the following formulae (251) to (260). [ka] (In formulas (251) to (257), *1 and *2, *3 and *4, *5 and *6, *7 and *8, *9 and *10, *11 and *12, and *13 and *14 are R n and R n+1 represents the two ring-forming carbon atoms to which R is bonded; n The ring-forming carbon atom to which is bonded may be any of the two ring-forming carbon atoms represented by *1 and *2, *3 and *4, *5 and *6, *7 and *8, *9 and *10, *11 and *12, and *13 and *14. X 2501 is C(R 2512 )(R 2513 ), N.R. 2514 , O or S. R 2501 ~R 2506 and R 2512 ~R 2513 one or more pairs of two or more adjacent groups among R that does not form a substituted or unsubstituted saturated or unsaturated ring 2501 ~R 2514 R 251 ~R 261 is the same as

[0247] [ka] (In formulas (258) to (260), *1 and *2, and *3 and *4 are R n and R n+1 represents the two ring-forming carbon atoms to which R is bonded; n The ring-forming carbon atom to which is bonded may be either of the two ring-forming carbon atoms represented by *1 and *2, or *3 and *4. X 2501 is C(R2512 )(R 2513 ), N.R. 2514 , O or S. R 2515 ~R 2525 one or more pairs of two or more adjacent groups among R that does not form a substituted or unsubstituted saturated or unsaturated ring 2515 ~R 2521 and R 2522 ~R 2525 R 251 ~R 261 is the same as

[0248] In formula (25), R 252 , R 254 , R 255 , R 260 and R 261 At least one of (preferably, R 252 , R 255 and R 260 At least one of, more preferably R 252 ) is preferably a group that does not form a ring structure.

[0249] (i) In formula (25), R n and R n+1 A substituent when the ring structure formed by the formula (I) has a substituent, (ii) In the formula (25), R 251 ~R 261 , and (iii) R in formulas (251) to (260) 2501 ~R 2514 , R 2515 ~R 2525 are preferably each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -N(R 906 )(R 907 ), a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms, or It is any one of groups selected from the group below.

[0250] [ka] (In formulas (261) to (264), R d are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. X is C(R 901 )(R 902 ), N.R. 903 , O or S. R 901 ~R 907 is as defined in formula (1) above. Each p1 is independently an integer from 0 to 5, each p2 is independently an integer from 0 to 4, p3 is an integer from 0 to 3, and p4 is an integer from 0 to 7.

[0251] In one embodiment, the compound represented by formula (25) is represented by any one of the following formulas (25-1) to (25-6). [ka] (In formulae (25-1) to (25-6), rings d to i are each independently a substituted or unsubstituted, saturated or unsaturated ring. R 251 ~R 261 is the same as the above formula (25).

[0252] In one embodiment, the compound represented by formula (25) is represented by any one of the following formulas (25-7) to (25-12). [ka] (In formulae (25-7) to (25-12), rings d to f, k, and j are each independently a substituted or unsubstituted, saturated or unsaturated ring. 251 ~R 261 is the same as the above formula (25).

[0253] In one embodiment, the compound represented by formula (25) is represented by any one of the following formulas (25-13) to (25-21). [ka] (In formulas (25-13) to (25-21), rings d to k are each independently a substituted or unsubstituted, saturated or unsaturated ring. R 251 ~R 261 is the same as the above formula (25).

[0254] In the case where the ring g or h further has a substituent, examples of the substituent include a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or Examples of the groups include those represented by the above formula (261), (263) or (264).

[0255] In one embodiment, the compound represented by formula (25) is represented by any one of the following formulas (25-22) to (25-25). [ka] (In formulas (25-22) to (25-25), X 250 are each independently C(R 901 )(R 902 ), N.R. 903 , O or S. 251 ~R 261 , R 271 ~R 278 is R in the above formula (25). 251 ~R 261 is the same as R 901 ~R 903 is as defined in the above formula (1).

[0256] In one embodiment, the compound represented by formula (25) is represented by the following formula (25-26): [ka] (In formula (25-26), X 250 is C(R 901 )(R 902 ), N.R. 903 , O or S. 253 , R 254 , R 257 , R 258 , R 261 , and R 271 ~R 282 is R in the above formula (25). 251 ~R 261 is the same as R 901 ~R 903 is as defined in the above formula (1).

[0257] Specific examples of the compound represented by formula (21) include the compounds shown below. In the specific examples, Me represents a methyl group.

[0258] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0259] (Compound represented by formula (31)) The compound represented by formula (31) will be described below. The compound represented by formula (31) corresponds to the compound represented by formula (21-3) described above. [ka] (In formula (31), R 301 ~R 307 and R 311 ~R 317 one or more pairs of two or more adjacent groups among these are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. The substituted or unsubstituted R which does not form a saturated or unsaturated ring 301 ~R 307 and R 311 ~R 317 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 321 and R 322 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0260] "R 301 ~R 307 and R 311 ~R 317 For example, "a pair of two or more adjacent pairs of R 301 and R 302 , R 302 and R 303 , R 303 and R 304 , R 305 and R 306 , R 306 and R 307 , R 301 and R 302 and R 303 etc. combinations.

[0261] In one embodiment, R 301 ~R 307 and R 311 ~R 317 At least one, preferably two, of the formula (I) are -N(R 906 )(R 907 ) is a group represented by the formula:

[0262] In one embodiment, R 301 ~R 307 and R 311 ~R 317 are each independently a hydrogen atom, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0263] In one embodiment, the compound represented by formula (31) is a compound represented by the following formula (32): [ka] (In formula (32), R 331 ~R 334 and R 341 ~R 344 one or more pairs of two or more adjacent groups among these are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. The substituted or unsubstituted R which does not form a saturated or unsaturated ring 331 ~R 334 , R 341 ~R 344 , and R 351 and R 352 are each independently Hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 361 ~R 364 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0264] In one embodiment, the compound represented by formula (31) is a compound represented by the following formula (33): [ka] (In formula (33), R 351 , R 352 and R 361 ~R 364 is as defined in the above formula (32).

[0265] In one embodiment, the compound represented by formula (31) is a compound represented by the following formula (34) or (35). [ka] (In formulas (34) and (35), R 361 ~R364 is as defined in the above formula (32). R 371 ~R 377 and R 380 ~R 386 one or more pairs of two or more adjacent groups among these are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. The substituted or unsubstituted R which does not form a saturated or unsaturated ring 371 ~R 377 and R 380 ~R 386 , and R 387 are each independently Hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. The Two R's 387 may be the same or different.)

[0266] In one embodiment, the compound represented by formula (31) is a compound represented by the following formula (34-2) or (35-2): [ka] (In formulas (34-2) and (35-2), R 361 ~R 364 , R 375 ~R 377 and R 384 ~R 387 is as defined in the above formulas (34) and (35).

[0267] In one embodiment, R in formula (32), (33), (34), (35), (34-2), and (35-2) 361 ~R 364 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms (preferably a phenyl group).

[0268] In one embodiment, R in formula (31)321 and R 322 , R in equations (32), (33), (34), (35), (34-2), and (35-2) 351 , R 352 , and R 387 are each independently a hydrogen atom, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms (preferably a phenyl group).

[0269] In one embodiment, the compound represented by formula (31) is one or more compounds selected from the group consisting of a compound represented by the following formula (32-11), a compound represented by the following formula (34-11), and a compound represented by the following formula (35-11). [ka] (In formulas (32-11), (34-11) and (35-11), R 3301 ~R 3307 and R 3311 ~R 3317 one or more pairs of two or more adjacent groups among these are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. The substituted or unsubstituted R which does not form a saturated or unsaturated ring 3301 ~R 3307 and R 3311 ~R 3317 , and R 3331 are each independently a hydrogen atom, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 20 ring atoms. 3331 may be the same or different from each other. R 3321 ~R 3324 are each independently a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 20 ring atoms.

[0270] In one embodiment, the one or more compounds selected from the group consisting of the compound represented by formula (32-11), the compound represented by formula (34-11), and the compound represented by formula (35-11) are one or more compounds selected from the group consisting of the compound represented by formula (32-12), the compound represented by formula (34-12), and the compound represented by formula (35-12): [ka] (In formulas (32-12), (34-12) and (35-12), R 3321 ~R 3324 and R 3331 is as defined in the above formulas (32-11), (34-11) and (35-11).

[0271] In one embodiment, in formulae (32-11), (34-11), (35-11), (32-12), (34-12) and (35-12), R 3321 ~R 3324 are each independently a substituted or unsubstituted phenyl group.

[0272] In one embodiment, in formulae (32-11), (34-11), (35-11), (32-12), (34-12) and (35-12), two R 3331 are hydrogen atoms.

[0273] In one embodiment, in the formulas (32-11), (34-11), (35-11), (32-12), (34-12) and (35-12), the substituent in the case of "substituted or unsubstituted" is selected from the group consisting of an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 ring carbon atoms, and a monovalent heterocyclic group having 5 to 20 ring atoms.

[0274] In one embodiment, in the formulas (32-11), (34-11), (35-11), (32-12), (34-12) and (35-12), the substituent in the case of "substituted or unsubstituted" is an alkyl group having 1 to 5 carbon atoms.

[0275] In one embodiment, in formulae (32-11), (34-11), (35-11), (32-12), (34-12) and (35-12), R 3321 ~R 3324 are each independently a substituted or unsubstituted phenyl group, and two R 3331 are hydrogen atoms.

[0276] In one embodiment, in formulae (32-11), (34-11), (35-11), (32-12), (34-12) and (35-12), R 3321 ~R 3324 are each independently a substituted or unsubstituted phenyl group, and two R 3331 are each a hydrogen atom, and the substituent in the case of "substituted or unsubstituted" is selected from the group consisting of an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 ring carbon atoms, and a monovalent heterocyclic group having 5 to 20 ring atoms.

[0277] In one embodiment, in formulae (32-11), (34-11), (35-11), (32-12), (34-12) and (35-12), R 3321 ~R 3324 are each independently a substituted or unsubstituted phenyl group, and two R 3331 are each a hydrogen atom, and the substituent in the case of "substituted or unsubstituted" is an alkyl group having 1 to 5 carbon atoms.

[0278] In one embodiment, in the compound represented by formula (31), R 301 ~R 307 and R 311 ~R 317 At least one pair of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring.

[0279] In one embodiment, the compound represented by formula (31) is one or more compounds selected from the group consisting of compounds represented by any of the following formulas (36-1) to (36-6). [ka] (In formulas (36-1) to (36-6), R 3605 ~R 3607 , R 3615 ~R 3617 and R 3631 one or more pairs of two or more adjacent groups among R 3601 ~R 3604 , R 3611 ~R 3614 and R 3621 ~R 3628 one or more pairs of two or more adjacent groups among R that does not form a ring 3601 ~R 3607 , R 3611 ~R 3617 , R 3621 ~R 3628 and R 3631 are each independently, Hydrogen atom, halogen atom, cyano group, nitro group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R901 ~R 907 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or R is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. 901 ~R 907 If there are two or more, there are two or more R 901 ~R 907 may be the same or different. X1 is O, S and N(R 3641 ) wherein two X1's may be the same or different. R 3641 is R 3601 ~R 3604 , R 3611 ~R 3614 , R 3624 and R 3628 or they bond to one or more selected from the group consisting of: R that does not form a ring 3641 is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0280] In one embodiment, the compound represented by formula (31) is a compound represented by formula (36-1) or formula (36-2), and in one embodiment, a compound represented by formula (36-1).

[0281] In one embodiment, in the compounds represented by formulae (36-1) to (36-6), two R 3631is a phenyl group.

[0282] In one embodiment, in the compounds represented by formulae (36-1) to (36-6), X1 is N(R 3641 ).

[0283] In one embodiment, in the compounds represented by formulae (36-1) to (36-6), R 3641 is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0284] In one embodiment, the compound represented by formula (31) is a compound represented by the following formula (36-1-1): [ka] (In formula (36-1-1), R 3001 , R 3002 , R 3005 ~R 3007 , R 3010 , R 3011 , R 3014 ~R 3016 , and R 3031 ~R 3034 one or more pairs of two or more adjacent groups among these are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. X a are each independently O, S, or N(R 3035 ) is selected. R 3035 is R 3031 and may be bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or may not form a ring. The substituted or unsubstituted R which does not form a saturated or unsaturated ring 3001 , R 3002 , R 3005 ~R 3007 , R 3010 , R 3011 , R 3014 ~R 3016 , and R 3031 ~R 3034 , and R 3021, R 3022 are each independently Hydrogen atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0285] In one embodiment, the substituent in the case of “substituted or unsubstituted” in the formulae (31) to (35), (34-2), (35-2), (32-11), (34-11), (35-11), (32-12), (34-12), (35-12), (36-1) to (36-6), and (36-1-1) is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0286] Specific examples of the compound represented by formula (31) include the compounds shown below. In the specific examples, Me represents a methyl group.

[0287] [ka] [ka] [ka] [ka] [ka] [ka]

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[0288] (Compound represented by formula (41)) The compound represented by formula (41) will be described. [ka] (In formula (41), Ring a, ring b and ring c each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms. R 401 and R 402 each independently bonds to the ring a, ring b, or ring c to form a substituted or unsubstituted heterocycle, or does not form a substituted or unsubstituted heterocycle. R that does not form a substituted or unsubstituted heterocycle 401 and R 402 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0289] Ring a, ring b, and ring c are rings (substituted or unsubstituted aromatic hydrocarbon rings having 6 to 50 ring carbon atoms, or substituted or unsubstituted heterocyclic rings having 5 to 50 ring atoms) fused to the central fused two-ring structure of formula (41) composed of a B atom and two N atoms.

[0290] The "aromatic hydrocarbon ring" of the ring a, ring b, and ring c has the same structure as the compound in which a hydrogen atom is introduced into the "aryl group" described above. The "aromatic hydrocarbon ring" of the ring a contains three carbon atoms on the central fused bicyclic structure of formula (41) as ring-forming atoms. The "aromatic hydrocarbon ring" of the ring b and ring c contains two carbon atoms on the central fused bicyclic structure of formula (41) as ring-forming atoms. Specific examples of the "substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms" include compounds in which a hydrogen atom is introduced into the "aryl group" described in specific example group G1. The "heterocycles" of ring a, ring b, and ring c have the same structure as the compounds in which hydrogen atoms are introduced into the above-mentioned "heterocyclic group". The "heterocycle" of ring a contains three carbon atoms on the central fused bicyclic structure of formula (41) as ring-forming atoms. The "heterocycles" of ring b and ring c contain two carbon atoms on the central fused bicyclic structure of formula (41) as ring-forming atoms. Specific examples of "substituted or unsubstituted heterocycles having 5 to 50 ring-forming atoms" include compounds in which hydrogen atoms are introduced into the "heterocyclic group" described in specific example group G2.

[0291] R 401 and R 402 may each independently bond to ring a, ring b, or ring c to form a substituted or unsubstituted heterocycle. In this case, the heterocycle contains the nitrogen atom on the central fused two-ring structure of formula (41). In this case, the heterocycle may contain a heteroatom other than the nitrogen atom. R 401 and R 402 is bonded to the ring a, ring b, or ring c, specifically means that an atom constituting the ring a, ring b, or ring c is bonded to R 401 and R 402 It means that the atoms that make up R are bonded together. For example, R 401 is bonded to the a ring, R 401A two-ring (or three-ring or more) nitrogen-containing heterocycle may be formed by condensing a ring containing the same with ring a. Specific examples of the nitrogen-containing heterocycle include compounds corresponding to the nitrogen-containing two-ring or more condensed heterocyclic groups in specific example group G2. R 401 When is bonded to ring b, R 402 is bonded to ring a, and R 402 The same applies when is bonded to ring c.

[0292] In one embodiment, ring a, ring b, and ring c in formula (41) are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms. In one embodiment, ring a, ring b, and ring c in formula (41) are each independently a substituted or unsubstituted benzene ring or naphthalene ring.

[0293] In one embodiment, R in formula (41) 401 and R 402 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms, and preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0294] In one embodiment, the compound represented by formula (41) is a compound represented by the following formula (42): [ka] (In formula (42), R 401A is R 411 and R 421 R is bonded to one or more selected from the group consisting of: 402A is R 413 and R 414 may be bonded to one or more selected from the group consisting of: to form a substituted or unsubstituted heterocycle, or may not form a substituted or unsubstituted heterocycle. R that does not form a substituted or unsubstituted heterocycle 401A and R 402A are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 411 ~R 421 one or more pairs of two or more adjacent groups among R which does not form the substituted or unsubstituted heterocyclic ring or the substituted or unsubstituted saturated or unsaturated ring 411 ~R 421 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0295] R in Equation (42) 401A and R 402A is R in Eq. (41). 401 and R 402 is a group corresponding to For example, R 401A and R 411 may be bonded to form a two-ring (or three-ring or more) nitrogen-containing heterocycle in which a ring containing the ring is condensed with a benzene ring corresponding to the ring a. Specific examples of the nitrogen-containing heterocycle include compounds corresponding to the nitrogen-containing two-ring or more condensed heterocyclic groups in the specific example group G2. R 401A and R 412 If R is bonded, 402A and R 413 When R is bonded, 402A and R 414 The same applies when is combined.

[0296] R 411 ~R 421 One or more pairs of two or more adjacent groups may be bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring. For example, R 11 and R 12 may be bonded to the 6-membered ring to form a structure in which a benzene ring, an indole ring, a pyrrole ring, a benzofuran ring, a benzothiophene ring, or the like is condensed with the 6-membered ring to which they are bonded, and the condensed ring formed is a naphthalene ring, a carbazole ring, an indole ring, a dibenzofuran ring, or a dibenzothiophene ring.

[0297] In one embodiment, R 411 ~R 421 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0298] In one embodiment, R 411 ~R 421 are each independently a hydrogen atom, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0299] In one embodiment, R 411 ~R 421 are each independently a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0300] In one embodiment, R 411 ~R 421 are each independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; R 411 ~R 421 At least one of them is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0301] In one embodiment, the compound represented by formula (42) is a compound represented by formula (43): [ka] (In formula (43), R 431 is R 446 R may combine with R to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. 433 is R 447 R may combine with R to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. 434 is R 451 R may combine with R to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. 441 is R 442 may be linked to form a substituted or unsubstituted heterocyclic ring, or may not form a substituted or unsubstituted heterocyclic ring. R 431 ~R 451one or more pairs of two or more adjacent groups among R which does not form the substituted or unsubstituted heterocyclic ring or the substituted or unsubstituted saturated or unsaturated ring 431 ~R 451 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0302] R 431 is R 446 may combine with R to form a substituted or unsubstituted heterocycle. For example, R 431 and R 446 Combined, R 46 may be bonded to a benzene ring, a ring containing N, and a benzene ring corresponding to ring a to form a nitrogen-containing heterocyclic ring having three or more condensed rings. Specific examples of the nitrogen-containing heterocyclic ring include compounds corresponding to the nitrogen-containing heterocyclic ring group having three or more condensed rings in the specific example group G2. 433 and R447 If R is bonded, 434 and R 451 When R is bonded, 441 and R 442 The same applies when is combined.

[0303] In one embodiment, R 431 ~R 451 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0304] In one embodiment, R 431 ~R 451 are each independently a hydrogen atom, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0305] In one embodiment, R 431 ~R 451 are each independently a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0306] In one embodiment, R 431 ~R 451 are each independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; R 431 ~R 451 At least one of them is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0307] In one embodiment, the compound represented by formula (43) is a compound represented by formula (43A): [ka] (In formula (43A), R 461 teeth, Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. R 462 ~R 465 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0308] In one embodiment, R 461 ~R 465 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0309] In one embodiment, R 461 ~R 465 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0310] In one embodiment, the compound represented by formula (43) is a compound represented by formula (43B): [ka] (In formula (43B), R 471 and R 472 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -N(R 906 )(R 907 ), or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. R 473 ~R 475 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -N(R 906 )(R 907 ), or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. R 906 and R 907 is as defined in the above formula (1).

[0311] In one embodiment, the compound represented by formula (43) is a compound represented by formula (43B'): [ka] (In formula (43B'), R 472 ~R 475 is as defined in formula (43B) above.

[0312] In one embodiment, R 471 ~R 475 At least one of the a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -N(R 906 )(R 907 ), or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0313] In one embodiment, R 472 teeth, Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; -N(R 906 )(R 907 ), or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 471 and R 473 ~R 475 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; -N(R 906 )(R 907 ), or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0314] In one embodiment, the compound represented by formula (43) is a compound represented by formula (43C): [ka] (In formula (43C), R 481 and R 482 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. R483 ~R 486 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0315] In one embodiment, the compound represented by formula (43) is a compound represented by formula (43C'): [ka] (In formula (43C'), R 483 ~R 486 is as defined in formula (43C) above.

[0316] In one embodiment, R 481 ~R 486 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0317] In one embodiment, R 481 ~R 486 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0318] In one embodiment, the compound represented by formula (43) is a compound represented by formula (43D): [ka] (In formula (43D), R 4611 represents a hydrogen atom, an unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms, -Si(R 911 )(R 912 )(R913 ), or -N(R 914 )(R 915 ). R 4612 ~R 4615 each independently represents an unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms, or -Si(R 911 )(R 912 )(R 913 ). R 911 ~R 913 are each independently an unsubstituted alkyl group having 1 to 6 carbon atoms or an unsubstituted aryl group having 6 to 18 ring carbon atoms. R 914 ~R 915 are each independently an unsubstituted aryl group having 6 to 18 ring carbon atoms.

[0319] In one embodiment, in formula (43D), R 4611 is a hydrogen atom, an unsubstituted alkyl group having 1 to 6 carbon atoms, or -N(R 914 )(R 915 ).

[0320] In one embodiment, in formula (43D), R 4612 ~R 4615 are each independently an unsubstituted alkyl group having 1 to 6 carbon atoms or an unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms.

[0321] In one embodiment, in formula (43D), R 4611 But -N(R 914 )(R 915 ) and R 4612 ~R 4615 are each independently an unsubstituted alkyl group having 1 to 6 carbon atoms.

[0322] In one embodiment, in formula (43D), R 4611 is an unsubstituted alkyl group having 1 to 6 carbon atoms, and R 4612 ~R 4615 are each independently an unsubstituted alkyl group having 1 to 6 carbon atoms.

[0323] In one embodiment, in formula (43D), R 4611 is a hydrogen atom, and R 4612 ~R 4615 are each independently an unsubstituted alkyl group having 1 to 6 carbon atoms or an unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms.

[0324] In one embodiment, in formula (43D), R 914 and R 915 At least one of the hydrogen atoms of one or more selected from the group consisting of is a deuterium atom.

[0325] The compound represented by formula (41) can be produced by first linking the rings a, b, and c with linking groups (a group containing N-R1 and a group containing N-R2) to produce an intermediate (first reaction), and then linking the rings a, b, and c with linking groups (a group containing B) to produce the final product (second reaction). In the first reaction, an amination reaction such as the Bachbrut-Hartwig reaction can be applied. In the second reaction, a tandem hetero Friedel-Crafts reaction or the like can be applied.

[0326] Specific examples of the compound represented by formula (41) are shown below, but these are merely illustrative, and the compound represented by formula (41) is not limited to the following specific examples. In the following specific examples, Me represents a methyl group, and tBu represents a tert-butyl group.

[0327] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0328] (Compound represented by formula (51)) The compound represented by formula (51) will be described. [ka] (In formula (51), The r ring is a ring represented by the formula (52) or (53) which is fused to the adjacent ring at any position. The q ring and the s ring are each independently a ring represented by the formula (54) fused to the adjacent ring at any position. The p ring and the t ring each independently have a structure represented by formula (55) or formula (56) which is fused to the adjacent ring at any position. R 501If there are multiple R 501 are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. X 501 is an oxygen atom, a sulfur atom, or NR 502 It is. The substituted or unsubstituted R which does not form a saturated or unsaturated ring 501 and R 502 teeth, Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in formula (1) above. Ar 501 and Ar 502 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. L 501 teeth, a substituted or unsubstituted alkylene group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenylene group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynylene group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 50 ring carbon atoms, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms. Each m1 is independently an integer of 0 to 2, each m2 is independently an integer of 0 to 4, each m3 is independently an integer of 0 to 3, and each m4 is independently an integer of 0 to 5. 501 If there are multiple R 501 may be the same or different.)

[0329] In formula (51), each of the p- to t-rings is fused to the adjacent ring by sharing two carbon atoms. The fused position and direction are not limited, and fusion can be performed at any position and direction.

[0330] In one embodiment, in the r ring of formula (52) or formula (53), R 501 is a hydrogen atom.

[0331] In one embodiment, the compound represented by formula (51) is represented by any one of the following formulas (51-1) to (51-6). [ka] (In formulas (51-1) to (51-6), R 501 , X 501 , Ar 501 , Ar 502 , L 501 , m1 and m3 are as defined in formula (51).

[0332] In one embodiment, the compound represented by formula (51) is represented by any one of the following formulas (51-11) to (51-13). [ka] (In formulas (51-11) to (51-13), R 501 , X 501 , Ar 501 , Ar 502 , L 501 , m1, m3 and m4 are as defined in formula (51).

[0333] In one embodiment, the compound represented by formula (51) is represented by any one of the following formulas (51-21) to (51-25). [ka] (In formulas (51-21) to (51-25), R 501 , X 501 , Ar 501 , Ar 502 , L 501 , m1 and m4 are as defined in formula (51).

[0334] In one embodiment, the compound represented by formula (51) is represented by any one of the following formulas (51-31) to (51-33). [ka] (In formulas (51-31) to (51-33), R 501 , X 501 , Ar 501 , Ar 502 , L 501 , m1 to m4 are as defined in formula (51) above.)

[0335] In one embodiment, Ar 501 and Ar 502 each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0336] In one embodiment, Ar 501 and Ar 502 One of the groups is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, and the other is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0337] Specific examples of the compound represented by formula (51) include the compounds shown below. In the specific examples, Me represents a methyl group.

[0338] [ka] [ka]

[0339] (Compound represented by formula (61)) The compound represented by formula (61) will be described. [ka] (In formula (61), R 601 and R 602 , R 602 and R 603 , and R 603 and R 604 At least one pair of these are bonded to each other to form a divalent group represented by the following formula (62). R 605 and R 606 , R 606 and R 607 , and R 607 and R 608 At least one pair of these are bonded to each other to form a divalent group represented by the following formula (63): [ka] R 601 ~R 604 which do not form a divalent group represented by the formula (62), and R 611 ~R 614At least one of these is a monovalent group represented by the following formula (64). R 605 ~R 608 which do not form a divalent group represented by the formula (63), and R 621 ~R 624 At least one of these is a monovalent group represented by the following formula (64). X 601 is an oxygen atom, a sulfur atom, or NR 609 It is. R does not form a divalent group represented by the formula (62) or (63) and is not a monovalent group represented by the formula (64). 601 ~R 608 R which is not a monovalent group represented by the formula (64) 611 ~R 614 and R 621 ~R 624 , and R 609 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in formula (1) above. [ka] In formula (64), Ar 601 and Ar 602 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. L 601 ~L 603 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms; a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, or It is a divalent linking group formed by bonding 2 to 4 of a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms and a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms.

[0340] In formula (61), the positions at which the divalent group represented by formula (62) and the divalent group represented by formula (63) are formed are not particularly limited, and R 601 ~R 608 The group can be formed at any possible position.

[0341] In one embodiment, the compound represented by formula (61) is represented by any one of the following formulas (61-1) to (61-6). [ka] (In formulas (61-1) to (61-6), X 601 is as defined in equation (61) above. R 601 ~R 624 At least two of these are monovalent groups represented by the above formula (64). R which is not a monovalent group represented by the formula (64) 601 ~R 624 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0342] In one embodiment, the compound represented by formula (61) is represented by any one of the following formulas (61-7) to (61-18). [ka] (In formulas (61-7) to (61-18), X 601 is as defined in the above formula (61). * is a single bond bonded to the monovalent group represented by the above formula (64). R 601 ~R 624 is not a monovalent group represented by the formula (64) 601 ~R 624 is the same as

[0343] R does not form a divalent group represented by the formula (62) or (63) and is not a monovalent group represented by the formula (64). 601 ~R 608 and R which is not a monovalent group represented by the formula (64). 611 ~R 614 and R 621 ~R 624are preferably each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms.

[0344] The monovalent group represented by formula (64) is preferably represented by the following formula (65) or (66). [ka] (In formula (65), R 631 ~R 640 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907is as defined in the above formula (1).

[0345] [ka] (In formula (66), Ar 601 , L 601 and L 603 is as defined in formula (64) above. 601 is a structure represented by the following formula (67). [ka] In formula (67), X 602 is an oxygen atom or a sulfur atom. R 641 ~R 648 One of the following is L 603 is a single bond that bonds to R that is not a single bond 641 ~R 648 are, respectively, Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0346] Specific examples of the compound represented by formula (61) include the compounds described in WO 2014 / 104144 and the compounds shown below. In the specific examples, Me represents a methyl group.

[0347] [ka] [ka] [ka] [ka]

[0348] (Compound represented by formula (71)) The compound represented by formula (71) will be described. [ka] (In formula (71), A 701 Ring and A 702 The rings are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms. A 701 Ring and A 702 At least one selected from the group consisting of rings is bonded to the bond * of the structure represented by the following formula (72). [ka] In equation (72), A 703 The rings are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms. X701 is NR 703 , C(R 704 )(R 705 ), Si(R 706 )(R 707 ), Ge(R 708 )(R 709 ), O, S or Se. R 701 and R 702 are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. R that does not form a substituted or unsubstituted saturated or unsaturated ring 701 and R 702 , and R 703 ~R 709 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0349] A 701 Ring and A 702At least one selected from the group consisting of rings is bonded to the bond * of the structure represented by formula (72). That is, in one embodiment, 701 A ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle is bonded to the bond * of the structure represented by formula (72). 702 A ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle is bonded to the bond * of the structure represented by formula (72).

[0350] In one embodiment, A 701 Ring and A 702 A group represented by the following formula (73) is bonded to either or both of the rings. [ka] (In formula (73), Ar 701 and Ar 702 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. L 701 ~L 703 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms; a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms, or A divalent linking group is formed by bonding 2 to 4 of these.)

[0351] In one embodiment, A 701 In addition to the ring, A 702 A ring-forming carbon atom of the aromatic hydrocarbon ring or a ring-forming atom of the heterocycle is bonded to a bond * of the structure represented by formula (72). In this case, the structures represented by formula (72) may be the same or different.

[0352] In one embodiment, R 701 and R 702each independently represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms. In one embodiment, R 701 and R 702 are bonded to each other to form a fluorene structure.

[0353] In one embodiment, Ring A 701 and Ring A 702 is a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, for example, a substituted or unsubstituted benzene ring.

[0354] In one embodiment, Ring A 703 is a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, for example, a substituted or unsubstituted benzene ring. In one embodiment, X 701 is O or S.

[0355] Specific examples of the compound represented by formula (71) include the compounds shown below. In the specific examples, Me represents a methyl group.

[0356] [ka] [ka] [ka] [ka]

[0357] (Compound represented by formula (81)) The compound represented by formula (81) will be described. [ka] (In formula (81), A 801The ring is a ring represented by the formula (82) which is fused at any position to the adjacent ring. A 802 The ring is a ring represented by formula (83) that is fused at any position of the adjacent ring. The two bonds * are A 803 It bonds to any position on the ring. X 801 and X 802 are each independently C(R 803 )(R 804 ), Si(R 805 )(R 806 ), an oxygen atom, or a sulfur atom. A 803 The ring is a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms. Ar 801 represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 801 ~R 806 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R907 is as defined in formula (1) above. m801 and m802 each independently represent an integer of 0 to 2. When m801 is 2, R 801 may be the same or different. When m802 is 2, R 802 may be the same as or different from each other. a801 is an integer of 0 to 2. When a801 is 0 or 1, the structures in the parentheses shown in "3-a801" may be the same or different from each other. When a801 is 2, Ar 801 may be the same or different.)

[0358] In one embodiment, Ar 801 represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0359] In one embodiment, Ring A 803 is a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, for example, a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthalene ring, or a substituted or unsubstituted anthracene ring.

[0360] In one embodiment, R 803 and R 804 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[0361] In one embodiment, a801 is 1.

[0362] Specific examples of the compound represented by formula (81) include the compounds shown below.

[0363] [ka]

[0364] Specific examples of the above groups are as described in the [Definitions] section of this specification.

[0365] As described above, the organic EL device according to one aspect of the present invention has a cathode, an anode, and an emitting layer between the cathode and the anode. The emitting layer contains a first host material, a second host material, and a dopant material. However, other than that, conventionally known materials and device configurations can be used as long as the effects of the present invention are not impaired.

[0366] The content of the first host material and the second host material in the light-emitting layer is preferably 80% by mass or more and 99% by mass or less based on the total mass of the light-emitting layer. The content ratio (mass ratio) of the first host material to the second host material in the light-emitting layer is usually 1:99 to 99:1, preferably 10:90 to 90:10, and more preferably 40:60 to 60:40. The content of the dopant material in the light-emitting layer is preferably 1% by mass or more and 20% by mass or less based on the entire light-emitting layer.

[0367] In one embodiment of the organic EL device of the present invention, it is preferable that the device has a hole transport layer between the anode and the light emitting layer.

[0368] In one embodiment of the organic EL device of the present invention, it is preferable that the device has an electron transport layer between the cathode and the light emitting layer.

[0369] Representative element configurations of the organic EL element of the present invention include: (1) Anode / light-emitting layer / cathode (2) Anode / hole injection layer / light emitting layer / cathode (3) Anode / light-emitting layer / electron injection / transport layer / cathode (4) Anode / hole injection layer / light-emitting layer / electron injection / transport layer / cathode (5) Anode / organic semiconductor layer / light-emitting layer / cathode (6) Anode / organic semiconductor layer / electron barrier layer / light-emitting layer / cathode (7) Anode / organic semiconductor layer / light-emitting layer / adhesion improvement layer / cathode (8) Anode / hole injection / transport layer / light-emitting layer / electron injection / transport layer / cathode (9) Anode / insulating layer / light-emitting layer / insulating layer / cathode (10) Anode / inorganic semiconductor layer / insulating layer / light-emitting layer / insulating layer / cathode (11) Anode / organic semiconductor layer / insulating layer / light-emitting layer / insulating layer / cathode (12) Anode / insulating layer / hole injection / transport layer / light-emitting layer / insulating layer / cathode (13) Anode / insulating layer / hole injection / transport layer / light-emitting layer / electron injection / transport layer / cathode The following structures can be mentioned. Among the above, the configuration (8) is preferably used, but the present invention is not limited to this.

[0370] In this specification, the term "hole injection / transport layer" means "at least one of a hole injection layer and a hole transport layer", and the term "electron injection / transport layer" means "at least one of an electron injection layer and an electron transport layer".

[0371] Hereinafter, members that can be used in the organic EL device according to one embodiment of the present invention and materials other than the above-mentioned compounds that constitute each layer will be described.

[0372] (substrate) The substrate is used as a support for the light-emitting 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 of the flexible substrate include plastic substrates made of polycarbonate and polyvinyl chloride.

[0373] (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, etc. Other examples include gold (Au), platinum (Pt), or nitrides of metal materials (e.g., titanium nitride), etc.

[0374] (Hole injection layer) The hole injection layer is a layer containing a substance with high hole injection properties, such as molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, manganese oxide, aromatic amine compounds, or polymer compounds (oligomers, dendrimers, polymers, etc.).

[0375] (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. Polymer compounds such as poly(N-vinylcarbazole) (abbreviation: PVK) and poly(4-vinyltriphenylamine) (abbreviation: PVTPA) can also be used. However, other substances may be used as long as they have a higher hole transport property than electron transport properties. The layer containing the substance with high hole transport properties may be not only a single layer, but also a laminate of two or more layers made of the above substances.

[0376] (Guest (dopant) 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 in addition to the materials used in the present invention described above. For example, as the highly light-emitting substance, a fluorescent compound that emits fluorescence or a phosphorescent compound that emits phosphorescence can be used. 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. Examples of blue-based fluorescent materials that can be used in the light-emitting layer include pyrene derivatives, styrylamine derivatives, chrysene derivatives, fluoranthene derivatives, fluorene derivatives, diamine derivatives, and triarylamine derivatives. Examples of green-based fluorescent materials that can be used in the light-emitting layer include aromatic amine derivatives. Examples of red-based fluorescent materials that can be used in the light-emitting layer include tetracene derivatives and diamine derivatives. As blue phosphorescent materials usable in the light-emitting layer, metal complexes such as iridium complexes, osmium complexes, platinum complexes, etc. are used. As green phosphorescent materials usable in the light-emitting layer, iridium complexes, etc. are used. As red phosphorescent materials usable in the light-emitting layer, metal complexes such as iridium complexes, platinum complexes, terbium complexes, europium complexes, etc. are used.

[0377] (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). As a substance for dispersing the highly light-emitting substance, various substances can be used in addition to the materials used in the present invention described above, 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; 3) 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.

[0378] (electron transport layer) The electron transport layer is a layer containing a substance with high electron transport properties, and may be formed using 1) a metal complex such as an aluminum complex, a beryllium complex, or a zinc complex, 2) a heteroaromatic compound such as an imidazole derivative, a benzimidazole derivative, an azine derivative, a carbazole derivative, or a phenanthroline derivative, or 3) a polymer compound.

[0379] (electron injection layer) The electron injection layer is a layer containing a substance with high electron injection properties. The electron injection layer may contain a metal complex compound such as lithium (Li), ytterbium (Yb), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF2), or 8-hydroxyquinolinolato-lithium (Liq), or a lithium oxide (LiO x ) or an alkali metal, alkaline earth metal, or a compound thereof can be used.

[0380] (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.

[0381] In the organic EL element according to one embodiment of the present invention, the method of forming each layer is not particularly limited. Conventionally known methods such as vacuum deposition and spin coating can be used. Each layer such as the light-emitting layer can be formed by a known method such as vacuum deposition, molecular beam deposition (MBE), or a coating method such as dipping a solution dissolved in a solvent, spin coating, casting, bar coating, or roll coating.

[0382] In one embodiment, the method for forming the light-emitting layer may be a method in which the first host material, the second host material, and the dopant material are simultaneously evaporated (co-evaporated) from different evaporation sources to form a single light-emitting layer, or a method in which some of the materials (e.g., the first host material and the second host material) are mixed in advance and then co-evaporated with other materials. Although the former method has the issue of complicating the manufacturing process, since the materials are formed into layers without any prior contact, there is little concern that device performance will be reduced due to interactions during pre-mixing. The latter method has issues such as the risk of interactions between the materials due to pre-mixing and the tendency for the material ratio to become unstable during deposition, but it has the advantage of simplifying the manufacturing equipment and process. In the latter method, a composition according to one embodiment of the present invention described below may be used.

[0383] In the organic EL device according to one embodiment of the present invention, the thickness of each layer is not particularly limited, but in order to generally suppress defects such as pinholes, keep the applied voltage low, and improve the luminous efficiency, the thickness is usually preferably in the range of several nm to 1 μm.

[0384] [Composition] The composition according to one embodiment of the present invention contains a compound represented by the above formula (1) and a compound represented by the above formula (2). The compound represented by the above formula (1) and the compound represented by the above formula (2) contained in the composition are different compounds. Details of each material are as described above.

[0385] The form of the composition according to one embodiment of the present invention is not particularly limited, and examples thereof include a solid, a powder, a solution, a film, etc. When the composition is a solid, it may be formed into a pellet shape. Here, the above-mentioned "film" includes a film formed from raw materials including the compound represented by formula (1) and the compound represented by formula (2). An example of such a film is an emitting layer including a first host material, a second host material, and a dopant material in an organic electroluminescence device according to one embodiment of the present invention.

[0386] Examples of the compound represented by formula (1) and the compound represented by formula (2) contained in the composition include the following compounds, and a composition comprising a combination of these compounds is preferred. In one embodiment, in the formula (1), two or more L 1Aeach independently represents a single bond or an unsubstituted arylene group having 6 to 50 ring carbon atoms, Ar 2 or more 1A each independently represents an unsubstituted aryl group having 6 to 50 ring carbon atoms. In one embodiment, in the formula (1), R 1A ~R 8A one or more of are independently a deuterium atom. In one embodiment, in the formula (1), R 1A ~R 8A is a deuterium atom. In one embodiment, the compound represented by formula (2) is a compound represented by the following formula (2-11), formula (2-12), or formula (2-13).

[0387] [ka]

[0388] (In formulas (2-11), (2-12) and (2-13), R 1B ~R 8B , R 11B ~R 13B , X 11B and Ar 1B is as defined in formula (2) above. R 14B ~R 21B are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in the above formula (1).

[0389] In one embodiment, in the formula (2), X 11B is an oxygen atom. In one embodiment, the compound represented by formula (2) is a compound represented by the following formula (2-21), formula (2-22), or formula (2-23).

[0390] [ka]

[0391] (In the formulas (2-21), (2-22) and (2-23), Ar 1B is as defined in the above formula (2).

[0392] In one embodiment, in the formula (2), Ar 1B is an unsubstituted aryl group having 6 to 50 ring carbon atoms, and the aryl group has one or more deuterium atoms. In one embodiment, in the formula (2), Ar 1B has a -C6D5 group.

[0393] A preferred combination of the compound represented by formula (1) and the compound represented by formula (2) contained in the composition according to one embodiment of the present invention will be described below. The combination of compounds described here is also a preferred combination of the first host material (the compound represented by formula (1)) and the second host material (the compound represented by formula (2)) used in the organic electroluminescence device according to one embodiment of the present invention.

[0394] In one embodiment, the composition comprises: As the compound represented by the formula (1), one or more compounds represented by the formula (1-1) As the compound represented by the formula (2), one or more compounds selected from the group consisting of a compound represented by the formula (2-1), a compound represented by the formula (2-2), and a compound represented by the formula (2-3), Includes.

[0395] In one embodiment, the composition comprises: As the compound represented by the formula (1), one or more compounds represented by the formula (1-1) As the compound represented by formula (2), one or more compounds selected from the group consisting of a compound represented by formula (2-11), a compound represented by formula (2-12), and a compound represented by formula (2-13), Includes.

[0396] In one embodiment, the composition comprises: As the compound represented by the formula (1), one or more compounds represented by the formula (1-1) As the compound represented by formula (2), one or more compounds selected from the group consisting of a compound represented by formula (2-21), a compound represented by formula (2-22), and a compound represented by formula (2-23), Includes.

[0397] In one embodiment, the composition comprises: As the compound represented by formula (1), one or more compounds selected from the group consisting of the compound represented by formula (1-11), the compound represented by formula (1-12), and the compound represented by formula (1-13), As the compound represented by the formula (2), one or more compounds selected from the group consisting of the compound represented by the formula (2-1), the compound represented by the formula (2-2), and the compound represented by the formula (2-3); Includes.

[0398] In one embodiment, the composition comprises: As the compound represented by formula (1), one or more compounds selected from the group consisting of the compound represented by formula (1-11), the compound represented by formula (1-12), and the compound represented by formula (1-13), As the compound represented by formula (2), one or more compounds selected from the group consisting of the compound represented by formula (2-11), the compound represented by formula (2-12), and the compound represented by formula (2-13), Includes.

[0399] In one embodiment, the composition comprises: As the compound represented by formula (1), one or more compounds selected from the group consisting of the compound represented by formula (1-11), the compound represented by formula (1-12), and the compound represented by formula (1-13), As the compound represented by the formula (2), one or more compounds selected from the group consisting of the compound represented by the formula (2-21), the compound represented by the formula (2-22), and the compound represented by the formula (2-23), Includes.

[0400] In one embodiment, the composition comprises: As the compound represented by the formula (1), one or more compounds represented by the formula (1-2) As the compound represented by the formula (2), one or more compounds selected from the group consisting of the compound represented by the formula (2-1), the compound represented by the formula (2-2), and the compound represented by the formula (2-3); Includes.

[0401] In one embodiment, the composition comprises: As the compound represented by the formula (1), one or more compounds represented by the formula (1-2) As the compound represented by formula (2), one or more compounds selected from the group consisting of the compound represented by formula (2-11), the compound represented by formula (2-12), and the compound represented by formula (2-13), Includes.

[0402] In one embodiment, the composition comprises: As the compound represented by the formula (1), one or more compounds represented by the formula (1-2) As the compound represented by the formula (2), one or more compounds selected from the group consisting of the compound represented by the formula (2-21), the compound represented by the formula (2-22), and the compound represented by the formula (2-23), Includes.

[0403] In one embodiment, the composition comprises: As the compound represented by formula (1), one or more compounds selected from the group consisting of the compound represented by formula (1-21), the compound represented by formula (1-22), and the compound represented by formula (1-23), As the compound represented by the formula (2), one or more compounds selected from the group consisting of the compound represented by the formula (2-1), the compound represented by the formula (2-2), and the compound represented by the formula (2-3); Includes.

[0404] In one embodiment, the composition comprises: As the compound represented by formula (1), one or more compounds selected from the group consisting of the compound represented by formula (1-21), the compound represented by formula (1-22), and the compound represented by formula (1-23), As the compound represented by formula (2), one or more compounds selected from the group consisting of the compound represented by formula (2-11), the compound represented by formula (2-12), and the compound represented by formula (2-13), Includes.

[0405] In one embodiment, the composition comprises: As the compound represented by formula (1), one or more compounds selected from the group consisting of the compound represented by formula (1-21), the compound represented by formula (1-22), and the compound represented by formula (1-23), As the compound represented by the formula (2), one or more compounds selected from the group consisting of the compound represented by the formula (2-21), the compound represented by the formula (2-22), and the compound represented by the formula (2-23), Includes.

[0406] In one embodiment, the composition comprises: The compound represented by the formula (1) is one or more compounds represented by the formula (1-1), 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), As the compound represented by the formula (2), one or more compounds selected from the group consisting of a compound represented by the formula (2-1), a compound represented by the formula (2-2), and a compound represented by the formula (2-3), Includes.

[0407] [ka]

[0408] (In formulas (a1) to (a4), * represents L 1A It is a single bond that bonds to R 21 teeth, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in formula (1) above. m1 is an integer of 0 to 4. m2 is an integer from 0 to 5. m3 is an integer from 0 to 7. When m1 to m3 are each 2 or more, multiple R 21 may be the same as or different from each other. When m1 to m3 are each 2 or more, adjacent R 21 are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or do not form a substituted or unsubstituted, saturated or unsaturated ring.

[0409] In one embodiment, the composition comprises: The compound represented by the formula (1) is one or more compounds represented by the formula (1-1), 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), As the compound represented by formula (2), one or more compounds selected from the group consisting of a compound represented by formula (2-11), a compound represented by formula (2-12), and a compound represented by formula (2-13), Includes.

[0410] In one embodiment, the composition comprises: The compound represented by the formula (1) is one or more compounds represented by the formula (1-1), 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), As the compound represented by formula (2), one or more compounds selected from the group consisting of a compound represented by formula (2-21), a compound represented by formula (2-22), and a compound represented by formula (2-23), Includes.

[0411] In one embodiment, the composition comprises: The compound represented by formula (1) is at least one compound selected from the group consisting of the compound represented by formula (1-11), the compound represented by formula (1-12), and the compound represented by formula (1-13), and the compound is represented by Ar 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), As the compound represented by the formula (2), one or more compounds selected from the group consisting of the compound represented by the formula (2-1), the compound represented by the formula (2-2), and the compound represented by the formula (2-3); Includes.

[0412] In one embodiment, the composition comprises: The compound represented by formula (1) is at least one compound selected from the group consisting of the compound represented by formula (1-11), the compound represented by formula (1-12), and the compound represented by formula (1-13), and the compound is represented by Ar 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), As the compound represented by formula (2), one or more compounds selected from the group consisting of the compound represented by formula (2-11), the compound represented by formula (2-12), and the compound represented by formula (2-13), Includes.

[0413] In one embodiment, the composition comprises: The compound represented by formula (1) is at least one compound selected from the group consisting of the compound represented by formula (1-11), the compound represented by formula (1-12), and the compound represented by formula (1-13), and the compound is represented by Ar 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), As the compound represented by the formula (2), one or more compounds selected from the group consisting of the compound represented by the formula (2-21), the compound represented by the formula (2-22), and the compound represented by the formula (2-23), Includes.

[0414] In one embodiment, the composition comprises: The compound represented by the formula (1) is one or more compounds represented by the formula (1-2), 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), As the compound represented by the formula (2), one or more compounds selected from the group consisting of the compound represented by the formula (2-1), the compound represented by the formula (2-2), and the compound represented by the formula (2-3); Includes.

[0415] In one embodiment, the composition comprises: The compound represented by the formula (1) is one or more compounds represented by the formula (1-2), 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), As the compound represented by formula (2), one or more compounds selected from the group consisting of the compound represented by formula (2-11), the compound represented by formula (2-12), and the compound represented by formula (2-13), Includes.

[0416] In one embodiment, the composition comprises: The compound represented by the formula (1) is one or more compounds represented by the formula (1-2), 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), As the compound represented by the formula (2), one or more compounds selected from the group consisting of the compound represented by the formula (2-21), the compound represented by the formula (2-22), and the compound represented by the formula (2-23), Includes.

[0417] In one embodiment, the composition comprises: The compound represented by formula (1) is one or more compounds selected from the group consisting of the compound represented by formula (1-21), the compound represented by formula (1-22), and the compound represented by formula (1-23), and the compound is Ar 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), As the compound represented by the formula (2), one or more compounds selected from the group consisting of the compound represented by the formula (2-1), the compound represented by the formula (2-2), and the compound represented by the formula (2-3); Includes.

[0418] In one embodiment, the composition comprises: The compound represented by formula (1) is one or more compounds selected from the group consisting of the compound represented by formula (1-21), the compound represented by formula (1-22), and the compound represented by formula (1-23), and the compound is Ar 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), As the compound represented by formula (2), one or more compounds selected from the group consisting of the compound represented by formula (2-11), the compound represented by formula (2-12), and the compound represented by formula (2-13), Includes.

[0419] In one embodiment, the composition comprises: The compound represented by formula (1) is one or more compounds selected from the group consisting of the compound represented by formula (1-21), the compound represented by formula (1-22), and the compound represented by formula (1-23), and the compound is Ar 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), As the compound represented by the formula (2), one or more compounds selected from the group consisting of the compound represented by the formula (2-21), the compound represented by the formula (2-22), and the compound represented by the formula (2-23), Includes.

[0420] In one embodiment, the composition comprises: As the compound represented by the formula (1), one or more compounds represented by the formula (1-1) The compound represented by formula (2) is one or more compounds selected from the group consisting of a compound represented by formula (2-1), a compound represented by formula (2-2), and a compound represented by formula (2-3), and the compound is represented by Ar 1B is selected from the group consisting of groups represented by any one of the following formulas (a1) to (a4), Includes.

[0421] [ka]

[0422] (In formulas (a1) to (a4), * represents L 1B It is a single bond that bonds to R 21 teeth, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R 901 ~R 907 is as defined in formula (1) above. m1 is an integer of 0 to 4. m2 is an integer from 0 to 5. m3 is an integer from 0 to 7. When m1 to m3 are each 2 or more, multiple R 21 may be the same as or different from each other. When m1 to m3 are each 2 or more, adjacent R 21 are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or do not form a substituted or unsubstituted, saturated or unsaturated ring.

[0423] In one embodiment, the composition comprises: As the compound represented by the formula (1), one or more compounds represented by the formula (1-1) The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-11), the compound represented by formula (2-12), and the compound represented by formula (2-13), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0424] In one embodiment, the composition comprises: As the compound represented by the formula (1), one or more compounds represented by the formula (1-1) The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-21), the compound represented by formula (2-22), and the compound represented by formula (2-23), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0425] In one embodiment, the composition comprises: As the compound represented by formula (1), one or more compounds selected from the group consisting of the compound represented by formula (1-11), the compound represented by formula (1-12), and the compound represented by formula (1-13), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-1), the compound represented by formula (2-2), and the compound represented by formula (2-3), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0426] In one embodiment, the composition comprises: As the compound represented by formula (1), one or more compounds selected from the group consisting of the compound represented by formula (1-11), the compound represented by formula (1-12), and the compound represented by formula (1-13), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-11), the compound represented by formula (2-12), and the compound represented by formula (2-13), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0427] In one embodiment, the composition comprises: As the compound represented by formula (1), one or more compounds selected from the group consisting of the compound represented by formula (1-11), the compound represented by formula (1-12), and the compound represented by formula (1-13), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-21), the compound represented by formula (2-22), and the compound represented by formula (2-23), and is represented by Ar 1Bis selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0428] In one embodiment, the composition comprises: As the compound represented by the formula (1), one or more compounds represented by the formula (1-2) The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-1), the compound represented by formula (2-2), and the compound represented by formula (2-3), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0429] In one embodiment, the composition comprises: As the compound represented by the formula (1), one or more compounds represented by the formula (1-2) The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-11), the compound represented by formula (2-12), and the compound represented by formula (2-13), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0430] In one embodiment, the composition comprises: As the compound represented by the formula (1), one or more compounds represented by the formula (1-2) The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-21), the compound represented by formula (2-22), and the compound represented by formula (2-23), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0431] In one embodiment, the composition comprises: As the compound represented by formula (1), one or more compounds selected from the group consisting of the compound represented by formula (1-21), the compound represented by formula (1-22), and the compound represented by formula (1-23), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-1), the compound represented by formula (2-2), and the compound represented by formula (2-3), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0432] In one embodiment, the composition comprises: As the compound represented by formula (1), one or more compounds selected from the group consisting of the compound represented by formula (1-21), the compound represented by formula (1-22), and the compound represented by formula (1-23), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-11), the compound represented by formula (2-12), and the compound represented by formula (2-13), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0433] In one embodiment, the composition comprises: As the compound represented by formula (1), one or more compounds selected from the group consisting of the compound represented by formula (1-21), the compound represented by formula (1-22), and the compound represented by formula (1-23), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-21), the compound represented by formula (2-22), and the compound represented by formula (2-23), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0434] In one embodiment, the composition comprises: The compound represented by the formula (1) is one or more compounds represented by the formula (1-1), 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), The compound represented by formula (2) is one or more compounds selected from the group consisting of a compound represented by formula (2-1), a compound represented by formula (2-2), and a compound represented by formula (2-3), and the compound is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0435] In one embodiment, the composition comprises: The compound represented by the formula (1) is one or more compounds represented by the formula (1-1), 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-11), the compound represented by formula (2-12), and the compound represented by formula (2-13), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0436] In one embodiment, the composition comprises: The compound represented by the formula (1) is one or more compounds represented by the formula (1-1), 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-21), the compound represented by formula (2-22), and the compound represented by formula (2-23), and is represented by Ar 1Bis selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0437] In one embodiment, the composition comprises: The compound represented by formula (1) is at least one compound selected from the group consisting of the compound represented by formula (1-11), the compound represented by formula (1-12), and the compound represented by formula (1-13), and the compound is represented by Ar 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-1), the compound represented by formula (2-2), and the compound represented by formula (2-3), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0438] In one embodiment, the composition comprises: The compound represented by formula (1) is at least one compound selected from the group consisting of the compound represented by formula (1-11), the compound represented by formula (1-12), and the compound represented by formula (1-13), and the compound is represented by Ar 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-11), the compound represented by formula (2-12), and the compound represented by formula (2-13), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0439] In one embodiment, the composition comprises: The compound represented by formula (1) is at least one compound selected from the group consisting of the compound represented by formula (1-11), the compound represented by formula (1-12), and the compound represented by formula (1-13), and the compound is represented by Ar 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-21), the compound represented by formula (2-22), and the compound represented by formula (2-23), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0440] In one embodiment, the composition comprises: The compound represented by the formula (1) is one or more compounds represented by the formula (1-2), 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-1), the compound represented by formula (2-2), and the compound represented by formula (2-3), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0441] In one embodiment, the composition comprises: The compound represented by the formula (1) is one or more compounds represented by the formula (1-2), 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-11), the compound represented by formula (2-12), and the compound represented by formula (2-13), and is represented by Ar1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0442] In one embodiment, the composition comprises: The compound represented by the formula (1) is one or more compounds represented by the formula (1-2), 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-21), the compound represented by formula (2-22), and the compound represented by formula (2-23), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0443] In one embodiment, the composition comprises: The compound represented by formula (1) is one or more compounds selected from the group consisting of the compound represented by formula (1-21), the compound represented by formula (1-22), and the compound represented by formula (1-23), and the compound is Ar 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-1), the compound represented by formula (2-2), and the compound represented by formula (2-3), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0444] In one embodiment, the composition comprises: The compound represented by formula (1) is one or more compounds selected from the group consisting of the compound represented by formula (1-21), the compound represented by formula (1-22), and the compound represented by formula (1-23), and the compound is Ar 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-11), the compound represented by formula (2-12), and the compound represented by formula (2-13), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0445] In one embodiment, the composition comprises: The compound represented by formula (1) is one or more compounds selected from the group consisting of the compound represented by formula (1-21), the compound represented by formula (1-22), and the compound represented by formula (1-23), and the compound is Ar 1A are each independently selected from the group consisting of groups represented by any one of formulas (a1) to (a4), The compound represented by formula (2) is at least one compound selected from the group consisting of the compound represented by formula (2-21), the compound represented by formula (2-22), and the compound represented by formula (2-23), and is represented by Ar 1B is selected from the group consisting of groups represented by any one of formulas (a1) to (a4), Includes.

[0446] In one embodiment, the composition includes a combination of a compound represented by formula (1) and a compound represented by formula (2) shown in the table below. In the table below, 1-1 to 1-216 indicate the compound numbers of specific examples of the compound represented by formula (1), and 2-1 to 2-475 indicate the compound numbers of specific examples of the compound represented by formula (2). Combinations of specific examples of compounds of formula (1) and formula (2) are indicated by numbers 1 to 102,600 in the table below.

[0447]

Table 1

[0448]

Table 2

[0449]

Table 3

[0450]

Table 4

[0451]

Table 5

[0452]

Table 6

[0453]

Table 7

[0454]

Table 8

[0455]

Table 9

[0456]

Table 10

[0457]

Table 11

[0458]

Table 12

[0459]

Table 13

[0460]

Table 14

[0461]

Table 15

[0462]

Table 16

[0463]

Table 17

[0464]

Table 18

[0465]

Table 19

[0466]

Table 20

[0467]

Table 21

[0468]

Table 22

[0469]

Table 23

[0470]

Table 24

[0471]

Table 25

[0472]

Table 26

[0473]

Table 27

[0474]

Table 28

[0475]

Table 29

[0476]

Table 30

[0477]

Table 31

[0478]

Table 32

[0479]

Table 33

[0480]

Table 34

[0481]

Table 35

[0482]

Table 36

[0483]

Table 37

[0484]

Table 38

[0485]

Table 39

[0486]

Table 40

[0487]

Table 41

[0488]

Table 42

[0489]

Table 43

[0490]

Table 44

[0491]

Table 45

[0492]

Table 46

[0493]

Table 47

[0494]

Table 48

[0495]

Table 49

[0496]

Table 50

[0497]

Table 51

[0498]

Table 52

[0499]

Table 53

[0500]

Table 54

[0501]

Table 55

[0502]

Table 56

[0503]

Table 57

[0504]

Table 58

[0505]

Table 59

[0506]

Table 60

[0507]

Table 61

[0508]

Table 62

[0509]

Table 63

[0510]

Table 64

[0511]

Table 65

[0512]

Table 66

[0513]

Table 67

[0514]

Table 68

[0515]

Table 69

[0516]

Table 70

[0517]

Table 71

[0518]

Table 72

[0519]

Table 73

[0520] [Table 74]

[0521] [Table 75]

[0522] [Table 76]

[0523] [Table 77]

[0524] [Table 78]

[0525] [Table 79]

[0526] More specifically, the composition comprises: As the compound represented by the formula (1), one or more compounds selected from the following Group A; As the compound represented by the formula (2), one or more compounds selected from the following Group B, Includes.

[0527] Group A: [ka]

[0528] [ka]

[0529] Group B: [ka]

[0530] [ka]

[0531] [ka]

[0532] [ka]

[0533] [ka]

[0534] [ka]

[0535] [ka]

[0536] [ka]

[0537] [ka]

[0538] The combination of the compound represented by formula (1) and the compound represented by formula (2) contained in the composition will be described more specifically.

[0539] Combination 1 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-A. [ka]

[0540] Combination 2 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-B. [ka]

[0541] Combination 3 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-C. [ka]

[0542] Combination 4 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-D. [ka]

[0543] Combination 5 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-E. [ka]

[0544] Combination 6 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-F. [ka]

[0545] Combination 7 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-G. [ka]

[0546] Combination 8 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-H. [ka]

[0547] Combination 9 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-I. [ka]

[0548] Combination 10 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-J. [ka]

[0549] Combination 11 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-K. [ka]

[0550] Combination 12 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-L. [ka]

[0551] Combination 13 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-M. [ka]

[0552] Combination 14 The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-A. [ka]

[0553] Combination 15 The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-B. [ka]

[0554] Combination 16 The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-C. [ka]

[0555] Combination 17 The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-D. [ka]

[0556] 18 combinations The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-E. [ka]

[0557] Combination 19 The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-F. [ka]

[0558] 20 combinations The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-G. [ka]

[0559] Combination 21 The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-H. [ka]

[0560] Combination 22 The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-I. [ka]

[0561] Combination 23 The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-J. [ka]

[0562] Combination 24 The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-K. [ka]

[0563] 25 combinations The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-L. [ka]

[0564] Combination 26 The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-M. [ka]

[0565] Combination 27 The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-A. [ka]

[0566] Combination 28 The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-B. [ka]

[0567] Combination 29 The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-C. [ka]

[0568] 30 combinations The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-D. [ka]

[0569] Combination 31 The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-E. [ka]

[0570] Combination 32 The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-F. [ka]

[0571] Combination 33 The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-G. [ka]

[0572] Combination 34 The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-H. [ka]

[0573] Combination 35 The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-I. [ka]

[0574] Combination 36 The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-J. [ka]

[0575] Combination 37 The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-K. [ka]

[0576] Combination 38 The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-L. [ka]

[0577] Combination 39 The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-M. [ka]

[0578] 40 combinations The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-A. [ka]

[0579] Combination 41 The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-B. [ka]

[0580] Combination 42 The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-C. [ka]

[0581] Combination 43 The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-D. [ka]

[0582] Combination 44 The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-E. [ka]

[0583] 45 combinations The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-F. [ka]

[0584] Combination 46 The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-G. [ka]

[0585] Combination 47 The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-H. [ka]

[0586] 48 combinations The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-I. [ka]

[0587] Combination 49 The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-J. [ka]

[0588] 50 combinations The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-K. [ka]

[0589] Combination 51 The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-L. [ka]

[0590] Combination 52 The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-M. [ka]

[0591] Combination 53 The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-A. [ka]

[0592] Combination 54 The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-B. [ka]

[0593] Combination 55 The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-C. [ka]

[0594] Combination 56 The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-D. [ka]

[0595] Combination 57 The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-E. [ka]

[0596] Combination 58 The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-F. [ka]

[0597] Combination 59 The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-G. [ka]

[0598] 60 combinations The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-H. [ka]

[0599] Combination 61 The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-I. [ka]

[0600] Combination 62 The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-J. [ka]

[0601] Combination 63 The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-K. [ka]

[0602] 64 combinations The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-L. [ka]

[0603] 65 combinations The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-M. [ka]

[0604] Combination 66 The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-A. [ka]

[0605] Combination 67 The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-B. [ka]

[0606] 68 combinations The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-C. [ka]

[0607] Combination 69 The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-D. [ka]

[0608] 70 combinations The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-E. [ka]

[0609] Combination 71 The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-F. [ka]

[0610] Combination 72 The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-G. [ka]

[0611] Combination 73 The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-H. [ka]

[0612] Combination 74 The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-I. [ka]

[0613] 75 combinations The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-J. [ka]

[0614] Combination 76 The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-K. [ka]

[0615] Combination 77 The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-L. [ka]

[0616] Combination 78 The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-M. [ka]

[0617] Combination 79 The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-A. [ka]

[0618] 80 combinations The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-B. [ka]

[0619] Combination 81 The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-C. [ka]

[0620] Combination 81 The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-D. [ka]

[0621] Combination 83 The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-E. [ka]

[0622] Combination 84 The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-F. [ka]

[0623] 85 combinations The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-G. [ka]

[0624] 86 combinations The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-H. [ka]

[0625] Combination 87 The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-I. [ka]

[0626] 88 combinations The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-J. [ka]

[0627] Combination 89 The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-K. [ka]

[0628] 90 combinations The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-L. [ka]

[0629] Combination 91 The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-M. [ka]

[0630] Combination 92 The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-A. [ka]

[0631] Combination 93 The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-B. [ka]

[0632] Combination 94 The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-C. [ka]

[0633] 95 combinations The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-D. [ka]

[0634] 96 combinations The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-E. [ka]

[0635] Combination 97 The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-F. [ka]

[0636] 98 combinations The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-G. [ka]

[0637] 99 combinations The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-H. [ka]

[0638] 100 combinations The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-I. [ka]

[0639] Combination 101 The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-J. [ka]

[0640] Combination 102 The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-K. [ka]

[0641] Combination 103 The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-L. [ka]

[0642] Combination 104 The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-M. [ka]

[0643] Combination 105 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-A. [ka]

[0644] Combination 106 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-B. [ka]

[0645] Combination 107 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-C. [ka]

[0646] Combination 108 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-D. [ka]

[0647] Combination 109 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-E. [ka]

[0648] Combination 110 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-F. [ka]

[0649] Combination 111 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-G. [ka]

[0650] Combination 112 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-H. [ka]

[0651] Combination 113 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-I. [ka]

[0652] Combination 114 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-J. [ka]

[0653] Combination 115 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-K. [ka]

[0654] Combination 116 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-L. [ka]

[0655] Combination 117 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-M. [ka]

[0656] Combination 118 The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-A. [ka]

[0657] Combination 119 The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-B. [ka]

[0658] 120 combinations The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-C. [ka]

[0659] Combination 121 The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-D. [ka]

[0660] Combination 122 The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-E. [ka]

[0661] Combination 123 The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-F. [ka]

[0662] Combination 124 The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-G. [ka]

[0663] Combination 125 The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-H. [ka]

[0664] Combination 126 The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-I. [ka]

[0665] Combination 127 The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-J. [ka]

[0666] 128 combinations The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-K. [ka]

[0667] Combination 129 The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-L. [ka]

[0668] 130 combinations The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-M. [ka]

[0669] Combination 131 The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-A. [ka]

[0670] Combination 132 The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-B. [ka]

[0671] Combination 133 The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-C. [ka]

[0672] Combination 134 The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-D. [ka]

[0673] Combination 135 The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-E. [ka]

[0674] Combination 136 The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-F. [ka]

[0675] Combination 137 The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-G. [ka]

[0676] Combination 138 The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-H. [ka]

[0677] Combination 139 The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-I. [ka]

[0678] 140 combinations The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-J. [ka]

[0679] Combination 141 The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-K. [ka]

[0680] Combination 142 The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-L. [ka]

[0681] Combination 143 The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-M. [ka]

[0682] Combination 144 The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-A. [ka]

[0683] Combination 145 The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-B. [ka]

[0684] Combination 146 The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-C. [ka]

[0685] Combination 147 The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-D. [ka]

[0686] Combination 148 The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-E. [ka]

[0687] Combination 149 The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-F. [ka]

[0688] 150 combinations The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-G. [ka]

[0689] Combination 151 The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-H. [ka]

[0690] Combination 152 The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-I. [ka]

[0691] Combination 153 The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-J. [ka]

[0692] Combination 154 The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-K. [ka]

[0693] Combination 155 The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-L. [ka]

[0694] Combination 156 The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-M. [ka]

[0695] Combination 156 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-N. [ka]

[0696] Combination 157 The compound represented by formula (1) is BH1-A, and the compound represented by formula (2) is BH2-O. [ka]

[0697] Combination 158 The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-N. [ka]

[0698] Combination 159 The compound represented by formula (1) is BH1-B, and the compound represented by formula (2) is BH2-O. [ka]

[0699] 160 combinations The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-N. [ka]

[0700] Combination 161 The compound represented by formula (1) is BH1-C, and the compound represented by formula (2) is BH2-O. [ka]

[0701] Combination 162 The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-N. [ka]

[0702] Combination 163 The compound represented by formula (1) is BH1-D, and the compound represented by formula (2) is BH2-O. [ka]

[0703] Combination 164 The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-N. [ka]

[0704] Combination 165 The compound represented by formula (1) is BH1-E, and the compound represented by formula (2) is BH2-O. [ka]

[0705] Combination 166 The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-N. [ka]

[0706] Combination 167 The compound represented by formula (1) is BH1-F, and the compound represented by formula (2) is BH2-O. [ka]

[0707] Combination 168 The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-N. [ka]

[0708] Combination 169 The compound represented by formula (1) is BH1-G, and the compound represented by formula (2) is BH2-O. [ka]

[0709] 170 combinations The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-N. [ka]

[0710] Combination 171 The compound represented by formula (1) is BH1-H, and the compound represented by formula (2) is BH2-O. [ka]

[0711] Combination 172 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-N. [ka]

[0712] Combination 173 The compound represented by formula (1) is BH1-I, and the compound represented by formula (2) is BH2-O. [ka]

[0713] Combination 174 The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-N. [ka]

[0714] 175 combinations The compound represented by formula (1) is BH1-J, and the compound represented by formula (2) is BH2-O. [ka]

[0715] Combination 176 The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-N. [ka]

[0716] Combination 177 The compound represented by formula (1) is BH1-K, and the compound represented by formula (2) is BH2-O. [ka]

[0717] Combination 178 The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-N. [ka]

[0718] Combination 179 The compound represented by formula (1) is BH1-L, and the compound represented by formula (2) is BH2-O. [ka]

[0719] The compounding ratio of the compound represented by formula (1) and the compound represented by formula (2) is not particularly limited. The compounding ratio of the materials may be appropriately determined depending on the effect required for the composition. The compounding ratio (mass ratio) of the compound represented by formula (1) to the compound represented by formula (2) is usually 1:99 to 99:1, preferably 10:90 to 90:10, and more preferably 40:60 to 60:40.

[0720] In one embodiment, the composition is a powder consisting of a composition containing the compound represented by formula (1) and the compound represented by formula (2). The composition according to one embodiment of the present invention may be in the form of a powder. The powder may contain the compound represented by formula (1) and the compound represented by formula (2) in one particle, or may be a mixture of particles of the compound represented by formula (1) and particles of the compound represented by formula (2). The compounding ratio of the compound represented by formula (1) and the compound represented by formula (2) is not particularly limited, and is as described above for the composition. The powder may also be called a premix.

[0721] The composition according to one embodiment of the present invention may contain components other than the compound represented by the formula (1) and the compound represented by the formula (2). Examples of the other components include the above-mentioned dopant materials. The details of the dopant materials are as described above.

[0722] [Electronic equipment] An electronic device according to an aspect of the present invention includes the organic EL element according to an aspect of the present invention. Specific examples of electronic devices include display components such as organic EL panel modules, display devices for televisions, mobile phones, and personal computers, and light-emitting devices such as lighting and vehicle lamps. EXAMPLES

[0723] EXAMPLES Hereinafter, examples of the present invention will be described, but the present invention is not limited to these examples.

[0724] <Compound> The compound represented by formula (1) (first host material) used in the examples and comparative examples is shown below. [ka]

[0725] The compound represented by formula (2) (second host material) used in the examples and comparative examples is shown below. [ka]

[0726] The compounds used in Comparative Example B are shown below. [ka]

[0727] The dopant materials used in the examples and comparative examples are shown below. [ka]

[0728] Other compounds used in the examples and comparative examples are shown below. [ka]

[0729] [ka]

[0730] Example 1 <Fabrication of organic EL elements> A 25mm x 75mm x 1.1mm thick glass substrate (manufactured by Geomatic Co., Ltd.) with an ITO transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, and then UV ozone cleaned for 30 minutes. The ITO film thickness was 130nm. The cleaned glass substrate with the transparent electrode was attached to a substrate holder in a vacuum deposition apparatus. Compounds HI-1 and HT-1 were co-deposited onto the surface on which the transparent electrode was formed so as to cover the transparent electrode, with the proportion of compound HI-1 being 3% by mass, to form a hole injection layer with a thickness of 10 nm.

[0731] Next, a compound HT-1 was evaporated onto the hole injection layer to form a HT-1 film having a thickness of 75 nm. This HT-1 film functions as a hole transport layer (first hole transport layer). Following the formation of the HT-1 film, compound HT-2 was evaporated to form a 15 nm thick HT-2 film on the HT-1 film, which functions as an electron blocking layer (second hole transport layer). Compound BH1-1 (first host material), compound BH2-1 (second host material), and compound BD-1 (dopant material) were co-deposited on the HT-2 film to form a BH1-1:BH2-1:BD-1 film with a thickness of 20 nm. This BH1-1:BH2-1:BD-1 film functions as an emitting layer. The mass ratio of BH1-1 and BH2-1 contained in the emitting layer is 1:1, and the concentration of BD-1 is 2 mass% with respect to the entire emitting layer. A compound ET-1 was deposited on the light-emitting layer to form an ET-1 film having a thickness of 3 nm, which functioned as a hole blocking layer (first electron transport layer). Compound ET-2 and (8-quinolinolato)lithium (hereinafter also referred to as Liq) were co-deposited to form an ET-2:Liq film with a thickness of 30 nm and a Liq ratio of 33 mass%. This ET-2:Liq film functions as an electron transport layer (second electron transport layer). LiF and Yb were co-deposited on this ET-2:Liq film to form a LiF:Yb film with a thickness of 1 nm and a Yb ratio of 50%. Metal Al was deposited on this LiF:Yb film to form a metal cathode with a thickness of 50 nm, and an organic EL device was fabricated.

[0732] The device configuration of the organic EL device of Example 1 is shown in schematic form as follows. ITO(130) / HT-1:HI-1(10;3%) / HT-1(75) / HT-2(15) / BH1-1:BH2-1:BD-1(20;2%) / ET-1(3) / ET-2:Liq(30;33%) / LiF:Yb(1;50%) / Al(50) The first number in the parentheses indicates the film thickness (unit: nm), and the % indicates the mass % of the last listed compound relative to the entire layer.

[0733] <Evaluation of organic EL elements> The initial characteristics of the obtained organic EL device were measured at room temperature and a constant DC (direct current) current of 10 mA / cm 2 Measured with the drive. The resulting organic EL device was subjected to a current density of 10 mA / cm 2 A voltage was applied so that the EL emission spectrum was measured using a spectroradiometer "CS-1000" (manufactured by Konica Minolta, Inc.) The external quantum efficiency (EQE (unit: %)) was calculated from the obtained spectral radiance spectrum. The resulting organic EL device was subjected to a current density of 50 mA / cm 2 A voltage was applied so that the voltage was 0.01 V, and the time required for the luminance to reach 95% of the initial luminance (LT95 (unit: hour)) was measured. The evaluation results are shown in Table 80. The values ​​in parentheses indicate the difference from Comparative Example 1 for voltage, and the relative values ​​for EQE and LT95, with the result of Comparative Example 1 taken as 100%.

[0734] Example 2 An organic EL device was produced and evaluated in the same manner as in Example 1, except that in Example 1, the first host material and the second host material were mixed (premixed) in advance to prepare a composition, and then the composition and the dopant material were co-deposited to form an emitting layer. The results are shown in Table 80. Two materials (the first host material and the second host material) could be stably deposited from one deposition source, and the desired device performance could be obtained.

[0735] Examples 2-2 to 2-4 Organic EL devices were prepared and evaluated in the same manner as in Example 2 (premix), except that the compounds shown in Table 80 were used as the host material for the emitting layer. The results are shown in Table 80.

[0736] Comparative Examples 1-2 Organic EL devices were prepared and evaluated in the same manner as in Example 1, except that the compounds shown in Table 80 were used as the host material of the emitting layer. The results are shown in Table 80.

[0737] [Table 80]

[0738] Example 3 <Fabrication of organic EL elements> A 25mm x 75mm x 1.1mm thick glass substrate (manufactured by Geomatic Co., Ltd.) with an ITO transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, and then UV ozone cleaned for 30 minutes. The ITO film thickness was 130nm. The cleaned glass substrate with the transparent electrode was attached to a substrate holder in a vacuum deposition apparatus, and compound HI-2 was deposited on the surface on which the transparent electrode was formed so as to cover the transparent electrode, thereby forming a hole injection layer with a thickness of 5 nm.

[0739] Next, a compound HT-3 was evaporated onto the hole injection layer to form a HT-3 film with a thickness of 80 nm on the HI-2 film. This HT-3 film functions as a hole transport layer (first hole transport layer). Following the formation of the HT-3 film, compound HT-4 was evaporated to form a 10 nm thick HT-4 film on the HT-3 film, which served as an electron blocking layer (second hole transport layer). Compound BH1-2 (first host material), compound BH2-1 (second host material), and compound BD-1 (dopant material) were co-deposited on the HT-4 film to form a BH1-2:BH2-1:BD-1 film with a thickness of 25 nm. This BH1-2:BH2-1:BD-1 film functions as an emitting layer. The mass ratio of BH1-2 and BH2-1 contained in the emitting layer is 1:1, and the concentration of BD-1 is 2 mass% with respect to the entire emitting layer. A compound ET-3 was deposited on the light-emitting layer to form an ET-3 film having a thickness of 10 nm, which functioned as a hole blocking layer (first electron transport layer). ET-4 and Li were co-evaporated to form an ET-4:Li film with a Li ratio of 4 mass% and a thickness of 15 nm, which functions as an electron transport layer. Metallic Al was evaporated onto the ET-4:Li film to form a metal cathode with a thickness of 50 nm, thereby completing the preparation of an organic EL device.

[0740] The device configuration of the organic EL device of Example 3 is shown in schematic form as follows. ITO(130) / HI-2(5) / HT-3(80) / HT-4(10) / BH1-2:BH2-1:BD-1(25;2%) / ET-3(10) / ET-4:Li(15;4%) / Al(50) The first number in the parentheses indicates the film thickness (unit: nm), and the % indicates the mass % of the last listed compound relative to the entire layer.

[0741] <Evaluation of organic EL elements> The obtained organic EL device was evaluated in the same manner as in Example 1. The evaluation results are shown in Table 81. The values ​​in parentheses in Table 81 indicate the difference in voltage from that of Comparative Example 3, and for EQE and LT95, the values ​​are relative values ​​with the result of Comparative Example 3 taken as 100%.

[0742] Comparative Examples 3 to 4 An organic EL device was prepared and evaluated in the same manner as in Example 3, except that a compound shown in Table 81 was used as the host material of the emitting layer. The results are shown in Table 81.

[0743] [Table 81]

[0744] Example 4 Organic EL devices were prepared and evaluated in the same manner as in Example 1, except that a compound shown in Table 82 was used as the host material of the emitting layer. The results are shown in Table 82. The values ​​in parentheses in Table 82 indicate the difference from the voltage in Comparative Example 5 for voltage, and the values ​​in parentheses indicate the relative values ​​with the result of Comparative Example 5 taken as 100% for EQE and LT95.

[0745] Comparative Example 5 Organic EL devices were prepared and evaluated in the same manner as in Example 1, except that the compounds shown in Table 82 were used as the host material of the emitting layer. The results are shown in Table 82.

[0746] Examples 2-5 and 2-6 An organic EL device was prepared and evaluated in the same manner as in Example 2 (premix), except that the compound shown in Table 82 was used as the host material for the emitting layer. The results are shown in Table 82.

[0747] [Table 82]

[0748] Example 5 Organic EL devices were prepared and evaluated in the same manner as in Example 1, except that a compound shown in Table 83 was used as the host material of the emitting layer. The results are shown in Table 83. The values ​​in parentheses in Table 83 indicate the difference from the voltage in Comparative Example 6 for voltage, and the values ​​in parentheses for EQE and LT95 indicate relative values ​​with the result of Comparative Example 6 taken as 100%.

[0749] Comparative Examples 6 to 7 Organic EL devices were prepared and evaluated in the same manner as in Example 1, except that the compounds shown in Table 83 were used as the host material of the emitting layer. The results are shown in Table 83.

[0750] [Table 83]

[0751] Example 6 Organic EL devices were prepared and evaluated in the same manner as in Example 1, except that a compound shown in Table 84 was used as the host material of the emitting layer. The results are shown in Table 84. The values ​​in parentheses in Table 84 indicate the difference from the voltage in Comparative Example 8 for voltage, and the values ​​in parentheses indicate the relative values ​​with the result of Comparative Example 8 set as 100% for EQE and LT95.

[0752] Comparative Example 8 Organic EL devices were prepared and evaluated in the same manner as in Example 1, except that the compounds shown in Table 84 were used as the host materials for the emitting layer. The results are shown in Table 84.

[0753] [Table 84]

[0754] Example 7 <Fabrication of organic EL elements> A 25mm x 75mm x 1.1mm thick glass substrate (manufactured by Geomatic Co., Ltd.) with an ITO transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, and then UV ozone cleaned for 30 minutes. The ITO film thickness was 130nm. The cleaned glass substrate with the transparent electrode was attached to a substrate holder in a vacuum deposition apparatus. Compounds HI-1 and HT-5 were co-deposited onto the surface on which the transparent electrode was formed so as to cover the transparent electrode, with the proportion of compound HI-1 being 3 mass %, to form a hole injection layer with a thickness of 10 nm.

[0755] Next, a compound HT-5 was evaporated onto the hole injection layer to form a 75 nm thick HT-5 film, which served as a hole transport layer (first hole transport layer). Following the formation of the HT-5 film, compound HT-2 was evaporated to form a 15 nm thick HT-2 film on the HT-5 film, which functions as an electron blocking layer (second hole transport layer). Compound BH1-1 (first host material), compound BH2-1 (second host material), and compound BD-1 (dopant material) were co-deposited on the HT-2 film to form a BH1-1:BH2-1:BD-1 film with a thickness of 20 nm. This BH1-1:BH2-1:BD-1 film functions as an emitting layer. The concentrations of BH1-1, BH2-1, and BD-1 contained in the emitting layer are 58.8 mass%, 39.2 mass%, and 2 mass%, respectively, based on the entire emitting layer. The mass ratio of BH1-1:BH2-1 contained in the emitting layer is 6:4.

[0756] The emitting layer was formed by co-evaporating a premixed composition of the first host material BH1-1 and the second host material BH2-1 with a dopant material BD-1. Two materials (the first host material and the second host material) could be stably evaporated from a single evaporation source.

[0757] A compound ET-5 was deposited on the light-emitting layer to form an ET-5 film having a thickness of 3 nm, which functioned as a hole blocking layer (first electron transport layer). Compound ET-2 and (8-quinolinolato)lithium (hereinafter also referred to as Liq) were co-deposited to form an ET-2:Liq film with a thickness of 30 nm and a Liq ratio of 33 mass%. This ET-2:Liq film functions as an electron transport layer (second electron transport layer). LiF and Yb were co-deposited on this ET-2:Liq film to form a LiF:Yb film with a thickness of 1 nm and a Yb ratio of 50%. Metal Al was deposited on this LiF:Yb film to form a metal cathode with a thickness of 50 nm, and an organic EL device was fabricated.

[0758] The device configuration of the organic EL device of Example 7 is shown in schematic form as follows. ITO(130) / HT-5:HI-1(10;3%) / HT-5(75) / HT-2(15) / BH1-1:BH2-1:BD-1(20;58.8%:39.2%:2%) / ET-5(3) / ET-2:Liq(30;33%) / LiF:Yb(1;50%) / Al(50) The first number in the parentheses indicates the film thickness (unit: nm), and the % indicates the mass % of the last listed compound relative to the entire layer, or the mass % of each compound contained in the layer.

[0759] <Evaluation of organic EL elements> The resulting organic EL device was subjected to a current density of 50 mA / cm 2 A voltage was applied so that the voltage was such that the voltage was 0.01 V, and the time required for the luminance to reach 90% of the initial luminance (LT90 (unit: hour)) was measured. The evaluation results are shown in Table 85.

[0760] Examples 8 to 10 Organic EL devices were prepared and evaluated in the same manner as in Example 7, except that the compounds shown in Table 85 were used as the host material of the emitting layer. The results are shown in Table 85.

[0761] [Table 85]

[0762] Examples 11 and 12 An organic EL device was prepared in the same manner as in Example 7, except that the first host material and the second host material shown in Table 86 were used as the host material of the emitting layer in the proportions shown in Table 86, and evaluated in the same manner as in Example 1. The results are shown in Table 86.

[0763] [Table 86]

[0764] Examples 13 to 15 An organic EL device was prepared in the same manner as in Example 7, except that the first host material and the second host material shown in Table 87 were used as the host material of the emitting layer in the proportions shown in Table 87, and evaluated in the same manner as in Example 1. The results are shown in Table 87.

[0765] [Table 87]

[0766] Example A <Preparation of an organic EL device using the compound represented by formula (3-2) as the sole host material> A 25mm x 75mm x 1.1mm thick glass substrate (manufactured by Geomatic Co., Ltd.) with an ITO transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, and then UV ozone cleaned for 30 minutes. The ITO film thickness was 130nm. The cleaned glass substrate with the transparent electrode was attached to a substrate holder in a vacuum deposition apparatus, and compound HI-2 was deposited on the surface on which the transparent electrode was formed so as to cover the transparent electrode, thereby forming a hole injection layer with a thickness of 5 nm.

[0767] Next, a compound HT-6 was evaporated onto the hole injection layer to form an HT-6 film having a thickness of 80 nm, which functioned as a hole transport layer (first hole transport layer). Following the formation of the HT-6 film, compound HT-7 was evaporated to form a 10 nm thick HT-7 film on the HT-6 film, which served as an electron blocking layer (second hole transport layer). Compound BH2-1D (host material) and compound BD-2 (dopant material) were co-deposited on the HT-7 film to form a BH2-1D:BD-2 film with a thickness of 25 nm. This BH2-1D:BD-2 film functions as an emitting layer. The concentration of BD-2 contained in the emitting layer is 4 mass% with respect to the entire emitting layer. A compound ET-5 was deposited on the light-emitting layer to form an ET-5 film having a thickness of 10 nm, which functioned as a hole-blocking layer (first electron-transporting layer). Compound ET-2 was evaporated to form an ET-2 film with a thickness of 15 nm. This ET-2 film functions as an electron transport layer (second electron transport layer). LiF was evaporated on this ET-2 film to form a LiF film with a thickness of 1 nm. Metal Al was evaporated on this LiF film to form a metal cathode with a thickness of 80 nm, and an organic EL device was fabricated.

[0768] The device configuration of the organic EL device of Example A is shown in schematic form as follows. ITO(130) / HI-2(5) / HT-6(80) / HT-7(10) / BH2-1D:BD-2(25;4%) / ET-5(10) / ET-2(15) / LiF(1) / Al(80) The first number in the parentheses indicates the film thickness (unit: nm), and the % indicates the mass % of the last listed compound relative to the entire layer.

[0769] <Evaluation of organic EL elements> The resulting organic EL device was subjected to a current density of 50 mA / cm 2 A voltage was applied so that the voltage was such that the voltage was 0.01 V, and the time required for the luminance to reach 90% of the initial luminance (LT90 (unit: hour)) was measured. The evaluation results are shown in Table 88.

[0770] Comparative example B An organic EL device was prepared and evaluated in the same manner as in Example A, except that a compound shown in Table 88 was used as the host material of the emitting layer. The results are shown in Table 88.

[0771] [Table 88]

[0772] The results in Table 88 show that Comparative Example B, which used Compound Ref. BH2-4D in which the bonding position of naphthobenzofuran to the anthracene unit is different from that of Compound BH2-1D, has an inferior element life compared to Example A.

[0773] <Synthesis of Compounds> Synthesis Example 1: Synthesis of compound BH2-2 Compound BH2-2 was synthesized according to the following synthesis scheme. [ka]

[0774] (1) Synthesis of (1-fluoronaphthalen-2-yl)boronic acid (intermediate 1) Under an argon atmosphere, 7.2 g of 2,2,6,6-tetramethylpiperidine and 60 mL of tetrahydrofuran (dehydrated) were placed in a flask and cooled to -43°C. 33 mL of n-BuLi (1.55 M in hexane) was added thereto, and then the mixture was stirred at -40°C for 30 minutes. Next, the mixture was cooled to -69°C and ( i 16.0mL of PrO)3B was added and stirred at -78℃ for 5 minutes, then 20mL of a THF solution containing 5.00g of 1-fluoronaphthalene was added dropwise and stirred in an ice bath for 10 hours. After the reaction was completed, 1N HCl aq. (100mL) was added and stirred at room temperature for 1 hour. The mixture was then transferred to a separatory funnel and extracted with ethyl acetate. The solution was dried over anhydrous magnesium sulfate, concentrated, and washed with hexane to obtain 6.13g (71% yield) of a white solid (1-fluoronaphthalene-2-yl)boronic acid (intermediate 1).

[0775] (2) Synthesis of 2-(2,6-dimethoxyphenyl)-1-fluoronaphthalene (Intermediate 2) Under an argon atmosphere, 4.52 g of (1-fluoronaphthalene-2-yl)boronic acid (intermediate 1), 4.30 g of 2-bromo-1,3-dimethoxybenzene, 0.91 g of tris(dibenzylideneacetone)dipalladium(0), 0.81 g of 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (SPhos), 12.6 g of tripotassium phosphate, and 10 mL of toluene (dehydrated) were charged into a flask and heated under reflux and stirring for 7 hours. After cooling to room temperature, the reaction solution was extracted with toluene, the aqueous phase was removed, and the organic phase was washed with saturated saline. The organic phase was dried over anhydrous sodium sulfate, concentrated, and the residue was purified by silica gel column chromatography to obtain 4.70 g of 2-(2,6-dimethoxyphenyl)-1-fluoronaphthalene (intermediate 2) (yield 84%).

[0776] (3) Synthesis of 2-(1-fluoronaphthalen-2-yl)benzene-1,3-diol (Intermediate 3) Under an argon atmosphere, 4.70 g of 2-(2,6-dimethoxyphenyl)-1-fluoronaphthalene (intermediate 2) and 210 mL of dichloromethane (dehydrated) were placed in a flask and cooled to 0°C. 41 mL of 1.0 mol / l boron tribromide dichloromethane solution was added thereto, and then stirred at room temperature for 4 hours. After the reaction was completed, the solution was cooled to -78°C and carefully inactivated with methanol, and then further inactivated with a sufficient amount of water. The solution was transferred to a separatory funnel, extracted with dichloromethane, dried with anhydrous sodium sulfate, and then passed through a silica gel short column to remove the original impurities, the solution was concentrated, and the obtained sample was vacuum dried at room temperature for 3 hours to obtain 4.00 g (94%) of a transparent oily product of 2-(3-fluoronaphthalene-2-yl)benzene-1,3-diol (intermediate 3).

[0777] (4) Synthesis of naphtho[1,2-b]benzofuran-7-ol (intermediate 4) Under an argon atmosphere, 4.00 g of 2-(3-fluoronaphthalene-2-yl)benzene-1,3-diol (intermediate 3), 15 mL of N-methyl-2-pyrrolidinone (dehydrated) and 3.26 g of K2CO3 were placed in a flask, and then stirred at 150°C for 2 hours. After the reaction was completed, the solution was cooled to room temperature, ethyl acetate (200 mL) was added, transferred to a separatory funnel, and washed with water. After drying the solution with anhydrous sodium sulfate, it was purified by silica gel column chromatography to obtain 1.25 g (yield 34%) of white solid naphtho[1,2-b]benzofuran-7-ol (intermediate 4).

[0778] (5) Synthesis of naphtho[1,2-b]benzofuran-7-yl trifluoromethanesulfonate (intermediate 5) Under an argon atmosphere, 1.25 g of naphtho[1,2-b]benzofuran-7-ol (intermediate 4), 65 mg of N,N-dimethyl-4-aminopyridine, 1.08 mL of trifluoromethanesulfonic anhydride, and 27 mL of dichloromethane (dehydrated) were placed in a flask and cooled to 0°C. 10.6 mL of pyridine (dehydrated) was added dropwise, and then the mixture was stirred at room temperature for 2 hours. After the reaction was completed, the mixture was quenched with a sufficient amount of water. The solution was transferred to a separatory funnel, extracted with dichloromethane, dried with anhydrous sodium sulfate, and then passed through a silica gel short column to remove the original impurities. The solution was concentrated, and the obtained sample was vacuum dried at room temperature for 3 hours to obtain 1.50 g (77%) of white solid naphtho[1,2-b]benzofuran-7-yl trifluoromethanesulfonate (intermediate 5).

[0779] (5) Synthesis of anthracene derivative (compound BH2-2) Under an argon atmosphere, 4.09 g of [1,2-b]benzofuran-7-yl trifluoromethanesulfonate (intermediate 5), 4.09 g of (3-(10-phenylanthracen-9-yl)phenyl)boronic acid synthesized by a known method, 0.19 g of tetrakis(triphenylphosphine)palladium(0), 0.87 g of sodium carbonate, 30 mL of 1,4-dioxane, and 10 mL of ion-exchanged water were added to a flask, and the mixture was refluxed and stirred for 4 hours. After cooling to room temperature, the precipitated solid was collected by filtration. The obtained solid was washed with water and then with acetone, and then recrystallized with a mixed solvent of acetonitrile and hexane to obtain 1.41 g of a white solid. Mass spectrometry of this white solid showed that the molecular weight was 546.20 and m / e was 546, confirming that this was compound BH2-2.

[0780] Synthesis Example 2: Synthesis of compound BH2-1D Compound BH2-1D (a compound represented by formula (3-2)) was synthesized according to the following synthesis scheme.

[0781] [ka]

[0782] Under an argon atmosphere, 0.97 g of naphtho[2,3-b]benzofuran-1-yl trifluoromethanesulfonate, 0.80 g of (10-(phenyl-d5)anthracen-9-yl)boronic acid synthesized by a known method, 0.12 g of tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4), 2.11 g of sodium carbonate, 25 mL of 1,4-dioxane, and 10 mL of ion-exchanged water were added to a flask, and the mixture was refluxed and stirred at 100°C for 18 hours. After cooling the reaction solution to room temperature, the precipitated solid was collected by filtration. The obtained solid was washed with water and then with acetone, and then recrystallized with a mixed solvent of toluene and cyclohexane to obtain a pale yellow solid 0.82 (66%). As a result of mass spectrometry analysis, this pale yellow solid had a molecular weight of 475.60 and m / e = 476, and was confirmed to be compound BH2-1D.

[0783] Synthesis Example 3: Synthesis of compound BH2-5D Compound BH2-5D (a compound represented by formula (3-1)) was synthesized according to the following synthesis scheme.

[0784] [ka]

[0785] (1) Synthesis of 9-(3-chlorophenyl)-10-(phenyl-d5)anthracene (Intermediate 6) Under an argon atmosphere, 5.00 g of (10-(phenyl-d5)anthracen-9-yl)boronic acid synthesized by a known method, 0.95 g of tetrakis(triphenylphosphine)palladium(0), 2.62 g of sodium carbonate, 80 mL of 1.4-dioxane, and 15 mL of ion-exchanged water were added to a flask, and the mixture was refluxed and stirred at 100°C for 8 hours. Water was added to the reaction solution, which was extracted with toluene and dried with anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane / toluene=3 / 1-1 / 1) to obtain 4.39 g (72%) of a pale yellow solid. As a result of mass spectrometry, the molecular weight was 369.90, and m / e=370, confirming that the product was intermediate 6.

[0786] [ka]

[0787] (2) Synthesis of 4,4,5,5-tetramethyl-2-(3-(10-(phenyl-d5)anthracen-9-yl)-1,3,2-dioxaborane (Intermediate 7) Under an argon atmosphere, 5.00 g of 9-(3-chlorophenyl)-10-(phenyl-d5)anthracene (intermediate 6) synthesized in (1) above, 0.13 g of palladium acetate (2), 0.29 g of Xphos, 2.33 g of potassium acetate, 3.62 g of bis(pinacolato)diboron, and 60 mL of 1,4-dioxane were refluxed and stirred at 100 ° C for 8 hours. Water was added to the reaction solution, extracted with toluene, and dried with anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane / toluene = 1 / 1 to 1 / 2) to obtain 3.72 g (68%) of a pale yellow solid. As a result of mass spectrum analysis, it was confirmed that the molecular weight was 461.42 and m / e = 462, which was intermediate 7.

[0788] [ka]

[0789] (3) Synthesis of 2-(2-methoxynaphthalene)-4,4,5,5-tetramethyl-1,3,2-dioxaborane (Intermediate 8) Under an argon atmosphere, 800 mL of a THF solution containing 20.0 g of 1-bromo-2-methoxynaphthalene was cooled to -78°C, and 56.0 mL of n-butyllithium (1.6 M hexane solution) was added dropwise over 10 minutes, followed by stirring at the same temperature for 30 minutes. 20.0 mL of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (B(OiPr)(Pin)) was added to this solution and stirred at room temperature for 4 hours. Water was added to the reaction solution, which was extracted with ethyl acetate and dried with anhydrous sodium sulfate, after which the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane / ethyl acetate = 30 / 1 to 3 / 1) to obtain 16.3 g (54%) of a pale yellow solid. As a result of mass spectrometry, it was confirmed that the molecular weight was 284.16 and m / e = 285, which was intermediate 8.

[0790] [ka]

[0791] (4) Synthesis of 1-(2-fluoro-6-methoxyphenyl)-2-methoxynaphthalene (Intermediate 9) Under an argon atmosphere, 13.2 g of 2-(2-methoxynaphthalene)-4,4,5,5-tetramethyl-1,3,2-dioxaborane (intermediate 8), 9.00 g of 2-bromo-1-fluoro-3-methoxybenzene, 2.00 g of tris(dibenzylideneacetone)dipalladium(0), 2.00 g of Sphos, 7.00 g of sodium carbonate, 400 mL of 1,4-dioxane, and 40 mL of ion-exchanged water were added to a flask, and the mixture was refluxed and stirred at 100°C for 12 hours. Water was added to the reaction solution, which was extracted with ethyl acetate and dried with anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane / ethyl acetate=1 / 1) to obtain 5.81 g (47%) of a white solid. As a result of mass spectrometry, the molecular weight was 282.31, and m / e=283, confirming that the product was intermediate 9.

[0792] [ka]

[0793] (5) Synthesis of 1-(2-fluoro-6-hydroxyphenyl)-2-hydroxynaphthalene (Intermediate 10) Under an argon atmosphere, 150 mL of a dichloromethane solution containing 4.00 g of 1-(2-fluoro-6-methoxyphenyl)-2-methoxynaphthalene (intermediate 9) was cooled to -78°C, and 30 mL of boron tribromide (1.0 M dichloromethane solution) was added dropwise over 30 minutes, followed by stirring at room temperature for 2 hours. Saturated sodium bicarbonate water was added and stirred for 10 minutes, after which the organic phase was separated using a phase separator and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane / ethyl acetate = 9 / 1-0 / 10) to obtain 3.23 g (93%) of a white solid. As a result of mass spectrometry, it was confirmed that the molecular weight was 254.16 and m / e = 255, which was intermediate 10.

[0794] [ka]

[0795] (6) Synthesis of naphtho[2,1-b]benzofuran-11-ol (intermediate 11) Under an argon atmosphere, 420 mL of an NMP solution containing 3.23 g of 1-(2-fluoro-6-hydroxyphenyl)-2-hydroxynaphthalene (intermediate 10) and 1.74 g of potassium carbonate was added to a flask and stirred under reflux at 150° C. for 12 hours. Water was added to the reaction solution, which was extracted with ethyl acetate and dried with sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane / ethyl acetate=3 / 1-1 / 1) to obtain 2.56 g (87%) of a white solid. As a result of mass spectrometry, it was confirmed that the molecular weight was 234.25 and m / e=235, which was intermediate 11.

[0796] [ka]

[0797] (7) Synthesis of naphtho[2,1-b]benzofuran-11-trifluoromethanesulfonate (intermediate 12) Under an argon atmosphere, 55 mL of a dichloromethane solution of 2.56 g of naphtho[2,1-b]benzofuran-11-ol (intermediate 11) was cooled to -78°C, and 1.1 mL of pyridine and 3.70 g of trifluoromethanesulfonic anhydride (Tf2O) were added, followed by stirring at room temperature for 2 hours. Saturated sodium bicarbonate water was added to the reaction solution and stirred for 10 minutes, after which the organic phase was separated using a phase separator and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane / ethyl acetate = 9 / 1) to obtain 3.80 g (95%) of a white solid, intermediate 12. As a result of mass spectrometry, it was confirmed that the molecular weight was 366.31 and m / e = 366, which was intermediate 12.

[0798] [ka]

[0799] (8) Synthesis of anthracene derivative (compound BH2-5D) Under an argon atmosphere, 2.00 g of naphtho[2,1-b]benzofuran-11-trifluoromethanesulfonate (intermediate 12), 2.52 g of 4,4,5,5-tetramethyl-2-(3-(10-(phenyl-d5)anthracen9-yl)-1,3,2-dioxaborane (intermediate 7), 0.32 g of tetrakis(triphenylphosphine)palladium(0), 1.73 g of sodium carbonate, 30 mL of 1.4-dioxane, and 10 mL of ion-exchanged water were added to a flask, and the mixture was refluxed and stirred at 100°C for 18 hours. After cooling the reaction solution to room temperature, the precipitated solid was collected by filtration. The solid obtained was washed with water and then with acetone, and then recrystallized with a mixed solvent of toluene and cyclohexane to obtain 2.02 g (67%) of a pale yellow solid. As a result of mass spectrometry, it was confirmed that the molecular weight was 551.70 and m / e was 552, which was compound BH2-5D.

[0800] Although some embodiments and / or examples of the present invention have been described in detail above, those skilled in the art can easily make many modifications to these exemplary embodiments and / or examples without substantially departing from the novel teachings and advantages of the present invention, and therefore many such modifications are within the scope of the present invention. The contents of all documents cited in this specification and of the application from which this application claims priority under the Paris Convention are incorporated by reference in their entirety.

Claims

1. A composition comprising a compound represented by the following formula (1) and a compound represented by the following formula (2), wherein the compound represented by the following formula (1) and the compound represented by the following formula (2) are different compounds. 【Chemistry 416】 [In formula (1), R １Ａ ~R ８Ａ are each independently Hydrogen atom, a substituent R, or It is a group represented by the following formula (1A). The substituent R is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ )(R ９０２ )(R ９０３ )、 -O-(R ９０４ )、 -S-(R ９０５ )、 -N(R ９０６ )(R ９０７ )、 Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. When two or more substituents R are present, the two or more substituents R may be the same or different. L １Ａ are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms. Ar １Ａ are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. 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, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R ９０１ ~R ９０７ When there are two or more R ９０１ ~R ９０７ may be the same or different. -L １Ａ -Ar １Ａ (1A) (In formula (1A), L １Ａ and Ar １Ａ is as defined in the above formula (1). When two or more groups represented by the formula (1A) are present, the two or more groups represented by the formula (1A) may be the same or different. 【Chemistry 417】 (In formula (2), X １１Ｂ is an oxygen atom or a sulfur atom. R １４Ｂ ~R １７Ｂ One or more pairs of two or more adjacent groups are bonded to each other to form a substituted or unsubstituted saturated or unsaturated ring. R １１Ｂ ~R １３Ｂ one or more pairs of adjacent two or more of the following are bonded to each other to form a substituted or unsubstituted, saturated or unsaturated ring, or not to form a substituted or unsubstituted, saturated or unsaturated ring. The substituted or unsubstituted R １１Ｂ ~R １７Ｂ are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ )(R ９０２ )(R ９０３ )、 -O-(R ９０４ )、 -S-(R ９０５ )、 -N(R ９０６ )(R ９０７ )、 Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R １Ｂ ~R ８Ｂ are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ )(R ９０２ )(R ９０３ )、 -O-(R ９０４ )、 -S-(R ９０５ )、 -N(R ９０６ )(R ９０７ )、 Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. L １Ｂ and L ２Ｂ are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms. Ar １Ｂ teeth, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R ９０１ ~R ９０７ is as defined in formula (1) above. In the formula (1) and the formula (2), the substituent in the case of "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 group having 5 to 50 ring atoms is a group selected from the group consisting of

2. In the formula (1), two or more L １Ａ each independently represents a single bond or an unsubstituted arylene group having 6 to 50 ring carbon atoms, 2 or more Ar １Ａ and each independently represents an unsubstituted aryl group having 6 to 50 ring carbon atoms.

3. In the formula (2), L １Ｂ The composition according to claim 1 or 2, wherein is a single bond.

4. In the formula (2), Ar １Ｂ The composition according to any one of claims 1 to 3, wherein is selected from groups represented by any one of the following formulas (a1) to (a4): 【Chemistry 418】 (In the formulas (a1) to (a4), * represents L １Ｂ It is a single bond that bonds to R ２１ teeth, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ )(R ９０２ )(R ９０３ )、 -O-(R ９０４ )、 -S-(R ９０５ )、 -N(R ９０６ )(R ９０７ )、 a halogen atom, a cyano group, a nitro group, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. m1 is an integer from 0 to 4. m2 is an integer from 0 to 5. m3 is an integer from 0 to 7. When m1 to m3 are each 2 or more, a plurality of R ２１ may be the same as or different from each other. When m1 to m3 are each 2 or more, adjacent R ２１ does not form a substituted or unsubstituted saturated or unsaturated ring.

5. The composition according to any one of claims 1 to 4, wherein the compound represented by formula (2) is a compound represented by the following formula (2-11), formula (2-12) or formula (2-13): 【Chemistry 419】 (In formulas (2-11), (2-12) and (2-13), R １Ｂ ~R ８Ｂ , R １１Ｂ ~R １３Ｂ , X １１Ｂ and Ar １Ｂ is as defined in formula (2) above. R １４Ｂ ~R ２１Ｂ are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R ９０１ )(R ９０２ )(R ９０３ )、 -O-(R ９０４ )、 -S-(R ９０５ )、 -N(R ９０６ )(R ９０７ )、 Halogen atoms, cyano groups, nitro groups, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms. R ９０１ ~R ９０７ is as defined in the above formula (1).

6. In the formula (2), X １１Ｂ The composition according to any one of claims 1 to 5, wherein is an oxygen atom.

7. The composition according to any one of claims 1 to 6, wherein the compound represented by formula (2) is a compound represented by the following formula (2-21), formula (2-22) or formula (2-23): 【Chemistry 420】 (In the formulas (2-21), (2-22) and (2-23), Ar １Ｂ is as defined in the above formula (2).

8. A cathode; An anode; at least one light-emitting layer disposed between the cathode and the anode; having The light-emitting layer comprises the composition according to any one of claims 1 to 7. Organic electroluminescent element.

9. An electronic device comprising the organic electroluminescence element according to claim 8.

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