Organic electroluminescent element, electronic apparatus, and compound

Abstract

To provide an organic EL element which suppresses deterioration in chromaticity and has a long service life.SOLUTION: There is provided an organic electroluminescent element 1 in which: a first light-emitting layer 51 contains a first host material and a first luminescent compound, the first host material being a first compound having at least one ring structure represented by a following general formula (1), provided that the first compound does not have ring structures represented by specific formulae in a molecule; and a second light-emitting layer 52 contains a second host material and a second luminescent compound. (In the general formula (1), two substituted or unsubstituted benzene rings are condensed or one substituted or unsubstituted naphthalene ring is condensed at one or more positions selected from a group consisting of a-n.)SELECTED DRAWING: Figure 1

Description

[Technical field]

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

[0002] Organic electroluminescence elements (hereinafter sometimes referred to as "organic EL elements") are applied to full-color displays such as mobile phones and televisions. When a voltage is applied to an organic EL element, holes are injected from the anode into the light-emitting layer, and electrons are injected from the cathode into the light-emitting layer. Then, in the light-emitting layer, the injected holes and electrons recombine to form excitons. At this time, according to the statistical laws of electron spin, singlet excitons are generated at a rate of 25% and triplet excitons are generated at a rate of 75%. In order to improve the performance of organic EL elements, for example, Patent Documents 1 and 2 discuss stacking a plurality of light-emitting layers and compounds (e.g., pyrene compounds, etc.) used in the stacked light-emitting layers. In addition, Patent Document 3 describes a phenomenon in which singlet excitons are generated by the collision fusion of two triplet excitons (hereinafter, sometimes referred to as Triplet-Triplet Fusion = TTF phenomenon) in order to improve the performance of organic EL elements. The performance of an organic EL element includes, for example, luminance, emission wavelength, chromaticity, luminous efficiency, driving voltage, and life span. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] JP 2019-161218 A [Patent Document 2] International Publication No. 2022 / 025511 [Patent Document 3] International Publication No. 2010 / 134350 Summary of the Invention [Problem to be solved by the invention]

[0004] The object of the present invention is to provide an organic electroluminescence element which is suppressed from deteriorating in chromaticity and has a long life, and to provide an electronic device equipped with the organic electroluminescence element. The object of the present invention is to provide a compound which can suppress the deterioration of chromaticity of an organic electroluminescence element including a plurality of stacked light-emitting layers and can extend the life of the element. [Means for solving the problem]

[0005] According to one aspect of the present invention, there is provided an organic electroluminescence device comprising an anode, a cathode, and an emission band disposed between the anode and the cathode, the anode, the emission band, and the cathode being disposed in this order, the emission band including a first emission layer and a second emission layer, the first emission layer containing a first host material and a first light-emitting compound, the first host material being a first compound having at least one ring structure represented by the following general formula (1), with the proviso that the first compound does not have any ring structure represented by the following formulas (X1), (X2), (X3), or (X4) in its molecule, the second emission layer containing a second host material and a second light-emitting compound, the first host material and the second host material being different from each other, and the first light-emitting compound and the second light-emitting compound being the same as or different from each other.

[0006] [ka]

[0007] (In the general formula (1), two substituted or unsubstituted benzene rings are condensed to one or more positions selected from the group consisting of a, b, c, d, e, f, g, h, i, j, k, l, m, and n, or one substituted or unsubstituted naphthalene ring is condensed to one or more positions selected from the group consisting of a, b, c, d, e, f, g, h, i, j, k, l, m, and n, The ring structure in which the substituted or unsubstituted benzene ring or the substituted or unsubstituted naphthalene ring is condensed has at least one substituent or is unsubstituted.

[0008] [ka]

[0009] According to one aspect of the present invention, there is provided an electronic device equipped with the organic electroluminescence element according to one aspect of the present invention.

[0010] According to one aspect of the present invention, there is provided a compound represented by the following general formula (M11):

[0011] [ka]

[0012] (In the general formula (M11), Ra1~Ra 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (11a), Ra1~Ra 14 At least one of is a group other than a hydrogen atom, Ra1~Ra 14 There is no case where only one of the groups is a phenyl group. In the general formula (11a), La is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Ara is, a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position.)

[0013] According to one aspect of the present invention, there is provided a compound represented by the following general formula (M12):

[0014] [ka]

[0015] (In the general formula (M12), Rb1~Rb 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (12a), Rb1~Rb 14 At least one of is a group other than a hydrogen atom, Rb1~Rb 14 is not a pyridyl group, In the general formula (12a), Lb is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Arb is a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position, Rb1~Rb 14 In the case of "substituted or unsubstituted" in Lb and Arb, the substituent is not an alkyl group.

[0016] According to one aspect of the present invention, there is provided a compound represented by the following general formula (M13):

[0017] [ka]

[0018] (In the general formula (M13), Rc1~Rc 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (13a), At least one of Rc1 and Rc8 is a group other than a hydrogen atom; In the general formula (13a), Lc is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Arc is a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position, The molecular weight of the compound represented by general formula (M13) is less than 1000, The compound represented by the general formula (M13) does not contain an anthracenyl group, an alkyl group, a phosphoryl group, a halogen atom, a boryl group, or a group having a partial structure represented by the following general formula (13b) in the molecule.

[0019] [ka]

[0020] (In the general formula (13b), the three * each independently indicate a bonding position.)

[0021] According to one aspect of the present invention, there is provided a compound represented by the following general formula (M14):

[0022] [ka]

[0023] (In the general formula (M14), Rd1~Rd 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (14a), Rd4, Rd7, Rd 11 and Rd 14 At least one of is a group other than a hydrogen atom, In the general formula (14a), Ld is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Ard is a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position, The compound represented by the general formula (M14) does not contain an alkyl group, an alkoxy group, a hydroxy group, a carbonyl group, a phosphoryl group, a halogen atom, a cyano group, or a group having a partial structure represented by the following general formula (14b) in the molecule.

[0024] [ka]

[0025] (In the general formula (14b), the three * each independently indicate a bonding position.)

[0026] According to one aspect of the present invention, there is provided a compound represented by the following general formula (M15):

[0027] [ka]

[0028] (In the general formula (M15), Re1, Re3, Re7, Re8, Re 12 and Re 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (15a), Re1, Re3, Re7, Re8, Re 12 and Re 14 At least one of is a group other than a hydrogen atom, Re1, Re3, Re7, Re8, Re 12 and Re 14 does not contain an azine ring, Re1, Re3, Re7, Re8, Re 12 and Re 14 There is no case where only one of the groups is a phenyl group. In the general formula (15a), Le is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Are, a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position, The compound represented by the general formula (M15) does not contain an alkyl group, an alkoxy group, a hydroxy group, a carbonyl group, a phosphoryl group, a halogen atom, a cyano group, a boryl group, an imidazolyl group, or a group having a partial structure represented by the following general formula (15b) in the molecule.

[0029] [ka]

[0030] (In the general formula (15b), three * each independently indicate a bonding position.)

[0031] According to one aspect of the present invention, there is provided a compound represented by the following general formula (M16):

[0032] [ka]

[0033] (In the general formula (M16), Rf5, Rf6, Rf7 and Rf8 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (16a), At least one of Rf5, Rf6, Rf7, and Rf8 is a group other than a hydrogen atom; All of Rf5, Rf6, Rf7 and Rf8 are not simultaneously a phenyl group; In the general formula (16a), Lf is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Arf: a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position, The compound represented by the general formula (M16) does not contain an alkyl group, an alkoxy group, a hydroxy group, a carbonyl group, a phosphoryl group, a halogen atom, a cyano group, a boryl group, an imidazolyl group, or a group having a partial structure represented by the following general formula (16b) in the molecule.

[0034] [ka]

[0035] (In the general formula (16b), three * each independently indicate a bonding position.) Effect of the Invention

[0036] According to one aspect of the present invention, it is possible to provide an organic electroluminescence element in which deterioration in chromaticity is suppressed and which has a long life, and to provide an electronic device equipped with the organic electroluminescence element. According to one aspect of the present invention, it is possible to provide a compound capable of suppressing deterioration in chromaticity of an organic electroluminescence element including a plurality of stacked light-emitting layers and extending the life of the element. [Brief description of the drawings]

[0037] [Figure 1] 1 is a diagram showing a schematic configuration of an example of an organic electroluminescence element according to an embodiment of the present invention. [Diagram 2] FIG. 2 is a diagram showing a schematic configuration of another example of an organic electroluminescence element according to an embodiment of the present invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0038] [Definition] In this specification, hydrogen atoms include isotopes having different numbers of neutrons, namely protium, deuterium, and tritium.

[0039] 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.

[0040] 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.

[0041] 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.

[0042] 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.

[0043] 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.

[0044] 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.

[0045] "Substituents Described Herein" The substituents described in this specification will be described below.

[0046] 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.

[0047] "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.

[0048] 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).

[0049] [ka]

[0050] [ka]

[0051] 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.

[0052] "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.

[0053] 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).

[0054] 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).

[0055] 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, 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.

[0056] 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.

[0057] 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).

[0058] 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):

[0059] [ka]

[0060] [ka]

[0061] 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.

[0062] Substituted heterocyclic groups containing a nitrogen atom (specific example group G2B1): A (9-phenyl)carbazolyl group, (9-biphenylyl)carbazolyl group, (9-phenyl)phenylcarbazolyl group, (9-naphthyl)carbazolyl group, diphenylcarbazol-9-yl group, phenylcarbazol-9-yl group, methylbenzimidazolyl group, Ethyl benzimidazolyl group, phenyltriazinyl group, Biphenylyltriazinyl group, diphenyltriazinyl group, a phenylquinazolinyl group, and a biphenylylquinazolinyl group.

[0063] 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].

[0064] 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].

[0065] 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):

[0066] The above-mentioned "one or more hydrogen atoms of a monovalent heterocyclic group" refers to a hydrogen atom bonded to a ring-forming carbon atom of the monovalent heterocyclic group, X A and Y A A hydrogen atom bonded to a nitrogen atom when at least one of the above is NH, and X A and Y Aor more hydrogen atoms selected from the hydrogen atoms of a methylene group when one of the groups is CH2.

[0067] "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.

[0068] 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.

[0069] Substituted alkyl groups (specific example group G3B): Heptafluoropropyl group (including isomers), pentafluoroethyl group, 2,2,2-trifluoroethyl group, and Trifluoromethyl group.

[0070] "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.

[0071] Unsubstituted alkenyl groups (specific example group G4A): Vinyl group, Allyl groups, 1-butenyl group, 2-butenyl group, and 3-Butenyl group.

[0072] 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.

[0073] "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.

[0074] Unsubstituted alkynyl groups (specific example group G5A): Ethynyl group.

[0075] "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.

[0076] 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.

[0077] Substituted cycloalkyl groups (specific example group G6B): 4-Methylcyclohexyl group.

[0078] -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.

[0079] -O-(R 904 ) a group represented by As described herein, -O-(R904 Specific examples (specific example group G8) of the group represented by -O(G1), -O(G2), -O(G3), and -O(G6) Examples include: Where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6.

[0080] -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.

[0081] -N(R 906 )(R 907 ) a group represented by As described herein, -N(R 906 )(R 907 Specific examples (specific example group G10) of the group represented by -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(G6)(G6) Examples include: Where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6. -The multiple G1's in N(G1)(G1) are the same or different from each other. -The multiple G2's in N(G2)(G2) are the same or different from each other. -The multiple G3's in N(G3)(G3) are the same or different from each other. The multiple G6s in -N(G6)(G6) are the same or different from each other.

[0082] "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.

[0083] "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.

[0084] "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.

[0085] "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.

[0086] "Substituted or unsubstituted alkylthio groups" A specific example of the "substituted or unsubstituted alkylthio group" described in the present specification is a group represented by -S(G3), where G3 is the "substituted or unsubstituted alkyl group" described in the 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 the present specification.

[0087] "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.

[0088] "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.

[0089] "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.

[0090] "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.

[0091] 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.

[0092] 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.

[0093] In this specification, a carbazolyl group is specifically any of the following groups, unless otherwise specified in the specification.

[0094] [ka]

[0095] In this specification, the (9-phenyl)carbazolyl group is specifically any of the following groups, unless otherwise specified in the specification.

[0096] [ka]

[0097] In the general formulae (TEMP-Cz1) to (TEMP-Cz9), * represents a bonding position.

[0098] In this specification, a dibenzofuranyl group and a dibenzothiophenyl group are specifically any of the following groups, unless otherwise specified in this specification.

[0099] [ka]

[0100] In the above general formulae (TEMP-34) to (TEMP-41), * represents a bonding position.

[0101] 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.

[0102] "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.

[0103] "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.

[0104] "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.

[0105] 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.

[0106] [ka]

[0107] [ka]

[0108] 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.

[0109] [ka]

[0110] 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.

[0111] [ka]

[0112] 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.

[0113] 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.

[0114] [ka]

[0115] [ka]

[0116] [ka]

[0117] In the general formulae (TEMP-69) to (TEMP-82), Q1 to Q9 each independently represent a hydrogen atom or a substituent.

[0118] [ka]

[0119] [ka]

[0120] [ka]

[0121] [ka]

[0122] In the general formulae (TEMP-83) to (TEMP-102), Q1 to Q8 each independently represent a hydrogen atom or a substituent.

[0123] The above is an explanation of "the substituents described in this specification".

[0124] - "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.

[0125] [ka]

[0126] 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 .

[0127] 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).

[0128] [ka]

[0129] 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.

[0130] [ka]

[0131] 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.

[0132] 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.

[0133] 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.

[0134] 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").

[0135] 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 groups having 5 to 50 ring atoms, Here, R 901 ~R 907 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, It is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. R 901 If there are two or more, there are two or more R 901 are identical or different from each other, R 902 If there are two or more, there are two or more R 902 are identical or different from each other, R 903 If there are two or more, there are two or more R903 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.

[0136] 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 The group is selected from the group consisting of heterocyclic groups having 5 to 50 ring atoms.

[0137] 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 The group is selected from the group consisting of heterocyclic groups having 5 to 18 ring atoms.

[0138] 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."

[0139] 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.

[0140] 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.

[0141] In this specification, a mathematical expression expressed as "A≧B" means that the value of A is equal to the value of B, or the value of A is greater than the value of B. In this specification, a mathematical expression expressed as "A≦B" means that the value of A is equal to the value of B, or the value of A is smaller than the value of B.

[0142] First Embodiment (compound) The compound according to the present embodiment is a first compound having at least one ring structure represented by the following general formula (1), with the proviso that the first compound does not have any ring structure represented by the following formulae (X1), (X2), (X3), or (X4) in the molecule.

[0143] [ka]

[0144] (In the general formula (1), two substituted or unsubstituted benzene rings are condensed to one or more positions selected from the group consisting of a, b, c, d, e, f, g, h, i, j, k, l, m, and n, or one substituted or unsubstituted naphthalene ring is condensed to one or more positions selected from the group consisting of a, b, c, d, e, f, g, h, i, j, k, l, m, and n, The ring structure in which the substituted or unsubstituted benzene ring or the substituted or unsubstituted naphthalene ring is condensed has at least one substituent or is unsubstituted.

[0145] [ka]

[0146] When any one of the multiple stacked light-emitting layers contains the compound according to this embodiment (first compound) as a host material, it is possible to suppress deterioration in chromaticity of the organic EL element and extend its life.

[0147] The ring structure represented by the general formula (1) is not a ring structure represented by the formulae (X1), (X2), (X3) and (X4).

[0148] The ring structure represented by the general formula (1) preferably has one or more substituents selected from the group consisting of a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, and a group represented by the following general formula (1a):

[0149] [ka]

[0150] (In the general formula (1a), L1 is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Ar1 is a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position.)

[0151] The ring structure represented by the general formula (1) is preferably a ring structure represented by the following formula (A1), (A2), (A3), (A4), (A5) or (A6). The ring structures of the formulae (A1) and (A2) are, for example, structures in which a naphthalene ring is condensed at the position h of the general formula (1). The ring structure of formula (A3) is, for example, a structure in which one benzene ring is condensed at each of positions c and h in general formula (1). The ring structure of formula (A4) is, for example, a structure in which one benzene ring is condensed at each of positions c and j of general formula (1). The ring structure of formula (A5) is, for example, a structure in which one benzene ring is condensed at each of positions h and j of general formula (1). The ring structure of formula (A6) is, for example, a structure in which one benzene ring is condensed at positions f and g of general formula (1) and one benzene ring is condensed at positions k and l.

[0152] [ka]

[0153] The ring structure represented by the formula (A1), (A2), (A3), (A4), (A5) or (A6) has at least one substituent or is unsubstituted.

[0154] In this embodiment, it is also preferable that the first compound has at least one ring structure selected from the group consisting of the ring structures represented by the formulas (A1), (A2), (A3), (A4), (A5) and (A6).

[0155] (Compound represented by general formula (11)) In this embodiment, the first compound is also preferably a compound represented by the following general formula (11).

[0156] [ka]

[0157] (In the general formula (11), Ra1~Ra 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (11a), Ra1~Ra 14 At least one of is a group other than a hydrogen atom, In the general formula (11a), La is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Ara is, a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position.)

[0158] In this embodiment, the first compound is also preferably a compound represented by the following general formula (M11).

[0159] [ka]

[0160] (In the general formula (M11), Ra1~Ra 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (11a), Ra1~Ra 14 At least one of is a group other than a hydrogen atom, Ra1~Ra 14 There is no case where only one of the groups is a phenyl group. In the general formula (11a), La is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Ara is, a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position.)

[0161] In the compound according to this embodiment, at least one of Ra4 and Ra9 is preferably a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (11a), and more preferably a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (11a). When at least one of Ra4 and Ra9 is such an aryl group, heterocyclic group, or group represented by the general formula (11a), the compound according to this embodiment can be easily synthesized, and the molecular weight of the compound according to this embodiment can be easily adjusted.

[0162] In the compound according to this embodiment, at least one of Ra2 and Ra6 is preferably a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (11a) above, and more preferably a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (11a) above.

[0163] In the compound according to this embodiment, Ra7 is preferably a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by general formula (11a) above, and more preferably a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by general formula (11a) above.

[0164] In the compound according to this embodiment, Ra4 is a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (11a) above; 14 is preferably a hydrogen atom. In the compound according to this embodiment, Ra4 is a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (11a) above; 14 It is more preferable that is a hydrogen atom.

[0165] The heterocyclic group having 5 to 22 ring atoms in the compound represented by the general formula (11) and the compound represented by the general formula (M11) is preferably a group containing one or more oxygen atoms.

[0166] (Compound represented by general formula (12)) In this embodiment, the first compound is also preferably a compound represented by the following general formula (12).

[0167] [ka]

[0168] (In the general formula (12), Rb1~Rb 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (12a), Rb1~Rb 14 At least one of is a group other than a hydrogen atom, In the general formula (12a), Lb is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Arb is a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position.)

[0169] In this embodiment, the first compound is also preferably a compound represented by the following general formula (M12).

[0170] [ka]

[0171] (In the general formula (M12), Rb1~Rb 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (12a), Rb1~Rb 14 At least one of is a group other than a hydrogen atom, Rb1~Rb 14 is not a pyridyl group, In the general formula (12a), Lb is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Arb is a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position, Rb1~Rb 14In the case of "substituted or unsubstituted" in Lb and Arb, the substituent is not an alkyl group.

[0172] In the compound according to this embodiment, Rb1, Rb2, Rb4, Rb 11 , Rb 13 and Rb 14 at least one of them is preferably a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by general formula (12a) above, and more preferably a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by general formula (12a) above. Rb1, Rb2, Rb4, Rb 11 , Rb 13 and Rb 14 When at least one of the groups is an aryl group, a heterocyclic group, or a group represented by general formula (12a), the compound according to this embodiment can be easily synthesized, and the molecular weight of the compound according to this embodiment can be easily adjusted.

[0173] In the compound according to this embodiment, at least one of Rb7 and Rb8 is preferably a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (12a), and more preferably a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (12a). When at least one of Rb7 and Rb8 is such an aryl group, a heterocyclic group, or a group represented by the general formula (12a), the organic EL device containing the compound according to this embodiment is more likely to suppress deterioration in chromaticity and more likely to emit light with good chromaticity.

[0174] In the compound according to this embodiment, Rb3, Rb5, Rb6, Rb9, Rb 10 and Rb 12at least one of them is preferably a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by general formula (12a) above, and more preferably a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by general formula (12a) above.

[0175] In the compound according to this embodiment, Rb1 is a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (12a) above; 14 is preferably a hydrogen atom. In the compound according to this embodiment, Rb1 is a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (12a) above; 14 It is more preferable that is a hydrogen atom.

[0176] The heterocyclic group having 5 to 22 ring atoms in the compound represented by the general formula (12) and the compound represented by the general formula (M12) is preferably a group containing one or more oxygen atoms.

[0177] The compound represented by the general formula (12) and the compound represented by the general formula (M12) preferably do not contain a pyridine ring in the molecule.

[0178] Rb4 and Rb 10 When is a phenyl group having a substituent, the substituent is bonded at the meta or para position. Rb5 and Rb 11 When is a phenyl group having a substituent, the substituent is bonded at the meta or para position.

[0179] Rb5 and Rb 11 is a group other than a hydrogen atom, Rb5 and Rb 11 It is also preferable that are different groups from each other.

[0180] (Compound represented by general formula (13)) In this embodiment, the first compound is also preferably a compound represented by the following general formula (13).

[0181] [ka]

[0182] (In the general formula (13), Rc1~Rc 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (13a), Rc1~Rc 14 At least one of is a group other than a hydrogen atom, In the general formula (13a), Lc is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Arc is a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position.)

[0183] In this embodiment, the first compound is also preferably a compound represented by the following general formula (M13).

[0184] [ka]

[0185] (In the general formula (M13), Rc1~Rc 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (13a), At least one of Rc1 and Rc8 is a group other than a hydrogen atom; In the general formula (13a), Lc is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Arc is a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position, The molecular weight of the compound represented by general formula (M13) is less than 1000, The compound represented by the general formula (M13) does not contain an anthracenyl group, an alkyl group, a phosphoryl group, a halogen atom, a boryl group, or a group having a partial structure represented by the following general formula (13b) in the molecule.

[0186] [ka]

[0187] (In the general formula (13b), the three * each independently indicate a bonding position.)

[0188] The group having a partial structure represented by the general formula (13b) is, for example, a substituted or unsubstituted amino group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted indolyl group.

[0189] The compound represented by the general formula (13) and the compound represented by the general formula (M13) preferably do not have a substituted or unsubstituted amino group, a substituted or unsubstituted carbazolyl group, and a substituted or unsubstituted indolyl group in the molecule.

[0190] In the compound according to this embodiment, at least one of Rc1 and Rc8 is preferably a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (13a), and more preferably a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (13a). At least one of Rc1 and Rc8 is such an aryl group, heterocyclic group, or group represented by the general formula (13a), the compound according to this embodiment is easy to synthesize, and the molecular weight of the compound according to this embodiment is easy to adjust. When at least one of Rc1 and Rc8 is such an aryl group, heterocyclic group, or group represented by the general formula (13a), the organic EL device containing the compound according to this embodiment is easy to suppress the deterioration of chromaticity and easy to emit light with good chromaticity.

[0191] In the compound according to this embodiment, Rc4, Rc5, Rc6, Rc7, Rc9, Rc 10 , Rc 11 and Rc 12 At least one of Rc4, Rc5, Rc6, Rc7, Rc9, Rc10, Rc11, Rc12, Rc13, Rc14, Rc15, Rc16, Rc17, Rc18, Rc19, Rc20, Rc21, Rc22, Rc30, Rc40, Rc50, Rc60, Rc70, Rc90, Rc11, Rc22, Rc30, Rc40, Rc50, Rc60, Rc70, Rc90, Rc12, Rc21, Rc30, Rc40, Rc50, Rc60, Rc70, Rc90, Rc13, Rc22, Rc30, Rc40, Rc50, Rc60, Rc70, Rc90, Rc14, Rc21, Rc30, Rc40, Rc50, Rc60, Rc70, Rc90, Rc15, Rc22, Rc30, Rc40, Rc50, Rc60, Rc70, Rc90, Rc16, Rc22, Rc30, Rc40, Rc50, Rc60, Rc70, Rc90, Rc17, Rc22, Rc30, Rc40, Rc50, Rc60, Rc70, Rc90, Rc18, Rc22, Rc30, Rc40, Rc50, Rc60, Rc70, Rc90, Rc19, Rc21, Rc30, Rc40, Rc50, Rc60, Rc70, Rc90, Rc19, Rc22, Rc30, Rc40, Rc50, Rc60, Rc 10 , Rc 11 and Rc 12When at least one of the groups is an aryl group, a heterocyclic group, or a group represented by general formula (13a), the compound according to this embodiment can be easily synthesized, and the molecular weight of the compound according to this embodiment can be easily adjusted.

[0192] In the compound according to this embodiment, Rc2, Rc3, Rc 13 and Rc 14 at least one of the above is preferably a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by general formula (13a) above, and more preferably a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by general formula (13a) above.

[0193] In the compound according to this embodiment, Rc1 and Rc8 are each independently a substituted or unsubstituted aryl group having 6 to 33 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (13a). 14 is preferably a hydrogen atom. In the compound according to this embodiment, Rc1 and Rc8 are each independently a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (13a); 14 It is more preferable that is a hydrogen atom.

[0194] The heterocyclic group having 5 to 22 ring atoms in the compound represented by the general formula (13) and the compound represented by the general formula (M13) is preferably a group containing one or more oxygen atoms.

[0195] (Compound represented by general formula (14)) In this embodiment, the first compound is also preferably a compound represented by the following general formula (14).

[0196] [ka]

[0197] (In the general formula (14), Rd1~Rd 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (14a), Rd1~Rd 14 At least one of is a group other than a hydrogen atom, In the general formula (14a), Ld is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Ard is a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position.)

[0198] In this embodiment, the first compound is also preferably a compound represented by the following general formula (M14).

[0199] [ka]

[0200] (In the general formula (M14), Rd1~Rd 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (14a), Rd4, Rd7, Rd 11 and Rd 14 At least one of is a group other than a hydrogen atom, In the general formula (14a), Ld is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Ard is a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position, The compound represented by the general formula (M14) does not contain an alkyl group, an alkoxy group, a hydroxy group, a carbonyl group, a phosphoryl group, a halogen atom, a cyano group, or a group having a partial structure represented by the following general formula (14b) in the molecule.

[0201] [ka]

[0202] (In the general formula (14b), the three * each independently indicate a bonding position.)

[0203] The group having a partial structure represented by the general formula (14b) is, for example, a substituted or unsubstituted amino group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted indolyl group.

[0204] The compound represented by the general formula (14) and the compound represented by the general formula (M14) preferably do not have a substituted or unsubstituted amino group, a substituted or unsubstituted carbazolyl group, and a substituted or unsubstituted indolyl group in the molecule.

[0205] In the compound according to this embodiment, Rd4, Rd7, Rd 11 and Rd14 At least one of these is preferably a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by general formula (14a). Rd4, Rd7, Rd 11 and Rd 14 When at least one of Rd4, Rd7, and Rd is an aryl group, a heterocyclic group, or a group represented by the general formula (14a), the compound according to this embodiment can be easily synthesized, and the molecular weight of the compound according to this embodiment can be easily adjusted. 11 and Rd 14 When at least one of is such an aryl group, a heterocyclic group, or a group represented by general formula (14a), the organic EL device containing the compound of this embodiment is likely to be prevented from suffering deterioration in chromaticity, and is likely to emit light with good chromaticity.

[0206] In the compound according to this embodiment, Rd1, Rd4, Rd6, Rd7, Rd8, Rd 11 , Rd 13 and Rd 14 At least one of a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the above general formula (14a) is preferable.

[0207] In the compound according to this embodiment, Rd2, Rd3, Rd5, Rd9, Rd 10 and Rd 12 At least one of a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the above general formula (14a) is preferable.

[0208] In the compound according to this embodiment, Rd4 and Rd7 are each independently a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (14a). 14 is preferably a hydrogen atom.

[0209] The heterocyclic group having 5 to 22 ring atoms in the compound represented by the general formula (14) and the compound represented by the general formula (M14) is preferably a group containing one or more oxygen atoms.

[0210] (Compound represented by general formula (15)) In this embodiment, the first compound is also preferably a compound represented by the following general formula (15).

[0211] [ka]

[0212] (In the general formula (15), Re1~Re 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (15a), Re1~Re 14 At least one of is a group other than a hydrogen atom, In the general formula (15a), Le is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Are, a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position.)

[0213] In this embodiment, the first compound is also preferably a compound represented by the following general formula (M15).

[0214] [ka]

[0215] (In the general formula (M15), Re1, Re3, Re7, Re8, Re 12 and Re 14 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (15a), Re1, Re3, Re7, Re8, Re 12 and Re 14 At least one of is a group other than a hydrogen atom, Re1, Re3, Re7, Re8, Re 12 and Re 14 does not contain an azine ring, Re1, Re3, Re7, Re8, Re 12 and Re 14 There is no case where only one of the groups is a phenyl group. In the general formula (15a), Le is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Are, a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position, The compound represented by the general formula (M15) does not contain an alkyl group, an alkoxy group, a hydroxy group, a carbonyl group, a phosphoryl group, a halogen atom, a cyano group, a boryl group, an imidazolyl group, or a group having a partial structure represented by the following general formula (15b) in the molecule.

[0216] [ka]

[0217] (In the general formula (15b), three * each independently indicate a bonding position.)

[0218] The group having a partial structure represented by the general formula (15b) is, for example, a substituted or unsubstituted amino group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted indolyl group.

[0219] The compound represented by the general formula (15) and the compound represented by the general formula (M15) preferably do not have a substituted or unsubstituted amino group, a substituted or unsubstituted carbazolyl group, and a substituted or unsubstituted indolyl group in the molecule.

[0220] In the compound according to this embodiment, Re3 and Re 12 At least one of a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the above general formula (15a) is preferable.

[0221] In the compound according to this embodiment, Re and Re 14 At least one of a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the above general formula (15a) is preferable.

[0222] In the compound according to this embodiment, Re3 is a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (15a) above; 14 is preferably a hydrogen atom.

[0223] The heterocyclic group having 5 to 22 ring atoms in the compound represented by the general formula (15) and the compound represented by the general formula (M15) is preferably a group containing one or more oxygen atoms.

[0224] The heterocyclic group having 5 to 22 ring atoms in the compound represented by the general formula (15) and the compound represented by the general formula (M15) is preferably a group not containing an azine ring.

[0225] The compound represented by the general formula (15) and the compound represented by the general formula (M15) preferably do not contain an azine ring in the molecule.

[0226] (Compound represented by general formula (16)) In this embodiment, the first compound is also preferably a compound represented by the following general formula (16).

[0227] [ka]

[0228] (In the general formula (16), Rf1~Rf 12 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (16a), Rf1~Rf 12 At least one of is a group other than a hydrogen atom, In the general formula (16a), Lf is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Arf: a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position.)

[0229] In this embodiment, the first compound is also preferably a compound represented by the following general formula (M16).

[0230] [ka]

[0231] (In the general formula (M16), Rf5, Rf6, Rf7 and Rf8 are each independently Hydrogen atom, a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the general formula (16a), At least one of Rf5, Rf6, Rf7, and Rf8 is a group other than a hydrogen atom; All of Rf5, Rf6, Rf7 and Rf8 are not simultaneously a phenyl group; In the general formula (16a), Lf is Single bond, a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 22 ring atoms, Arf: a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, * indicates the bond position, The compound represented by the general formula (M16) does not contain an alkyl group, an alkoxy group, a hydroxy group, a carbonyl group, a phosphoryl group, a halogen atom, a cyano group, a boryl group, an imidazolyl group, or a group having a partial structure represented by the following general formula (16b) in the molecule.

[0232] [ka]

[0233] (In the general formula (16b), three * each independently indicate a bonding position.)

[0234] The group having a partial structure represented by the general formula (16b) is, for example, a substituted or unsubstituted amino group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted indolyl group.

[0235] The compound represented by the general formula (16) and the compound represented by the general formula (M16) are It is preferred that the molecule does not contain a substituted or unsubstituted amino group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted indolyl group.

[0236] In this embodiment, at least one of Rf5, Rf6, Rf7, and Rf8 is a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or A group represented by the above general formula (16a) is preferable.

[0237] In the compound according to this embodiment, Rf5 and Rf8 are each independently a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms, or a group represented by the general formula (16a) above; Rf1 to Rf4, Rf6, Rf7, and Rf9 to Rf 12 is preferably a hydrogen atom.

[0238] The heterocyclic group having 5 to 22 ring atoms in the compound represented by the general formula (16) and the compound represented by the general formula (M16) is preferably a group containing one or more oxygen atoms.

[0239] The heterocyclic group having 5 to 22 ring atoms in the compound represented by the general formula (16) and the compound represented by the general formula (M16) is preferably a group not containing an azine ring.

[0240] The compound represented by the general formula (16) and the compound represented by the general formula (M16) preferably do not contain an azine ring in the molecule.

[0241] The first compound according to this embodiment also preferably has, as a substituent, at least one group selected from the group consisting of groups represented by the following general formulae (Ar1-1), (Ar1-2), (Ar1-3), (Ar1-4), (Ar1-5), (Ar1-6), (Ar1-7), (Ar1-8), and (Ar1-9).

[0242] [ka]

[0243] (In the above general formula (Ar1-1), R 111 ~R 116 One of the bonds is a single bond, In the general formula (Ar1-2), R 121 ~R 128 One of the bonds is a single bond, In the general formula (Ar1-3), R 131 ~R 138One of the bonds is a single bond, In the general formula (Ar1-4), R 141 ~R 150 One of the bonds is a single bond, In the general formula (Ar1-5), R 151 ~R 160 One of the bonds is a single bond, In the general formula (Ar1-6), R 161 ~R 170 One of the bonds is a single bond, In the general formula (Ar1-7), R 171 ~R 180 One of the bonds is a single bond, In the general formula (Ar1-8), R 181 ~R 190 One of the bonds is a single bond, In the general formula (Ar1-9), R1 to R 12 One of the bonds is a single bond, R that is not a single bond 111 ~R 116 , R 121 ~R 128 , R 131 ~R 138 , R 141 ~R 150 , R 151 ~R 160 , R 161 ~R 170 , R 171 ~R 180 , R 181 ~R 190 And R1~R 12 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms; a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 13 ring atoms.

[0244] In the first compound according to this embodiment, it is also preferable that Ar1, Ara, Arb, Arc, Ard, Are, and Arf are each independently a group selected from the group consisting of groups represented by the general formulae (Ar1-1), (Ar1-2), (Ar1-3), (Ar1-4), (Ar1-5), (Ar1-6), (Ar1-7), (Ar1-8), and (Ar1-9).

[0245] In the first compound according to this embodiment, the substituted or unsubstituted heterocyclic group having 5 to 22 ring atoms is also preferably a group selected from the group consisting of the groups represented by the general formulae (Ar1-3) to (Ar1-7).

[0246] In the first compound according to this embodiment, L1, La, Lb, Lc, Ld, Le and Lf are each independently preferably a single bond or a substituted or unsubstituted arylene group having 6 to 22 ring carbon atoms, more preferably a single bond or a substituted or unsubstituted arylene group having 6 to 10 ring carbon atoms, and even more preferably a single bond or a substituted or unsubstituted phenylene group. The substituted or unsubstituted phenylene groups as L1, La, Lb, Lc, Ld, Le and Lf are each independently a substituted or unsubstituted p-phenylene group, a substituted or unsubstituted m-phenylene group, or an o-phenylene group, and preferably a substituted or unsubstituted p-phenylene group or a substituted or unsubstituted m-phenylene group.

[0247] The triplet energy of a compound depends on the skeleton with the smallest triplet energy among the skeletons constituting the molecule of the compound. In this specification, the skeleton with the smallest triplet energy is called the mother skeleton, and the other skeletons are called sub-skeletons. The method for measuring the triplet energy of the skeleton will be described in the Examples section below. For example, the following compounds Ref-X1 and Ref-X2 each have a five-ring structure in which five single rings are fused together, and the five-ring structure includes three six-membered rings (benzene rings) and two five-membered rings.

[0248] [ka]

[0249] In the compounds Ref-X1 and Ref-X2, the five-ring structure has a large triplet energy and corresponds to the sub-skeleton, and the four-ring pyrene ring has the smallest triplet energy in the molecule and corresponds to the mother skeleton. Therefore, the triplet energy of the entire molecule of the compounds Ref-X1 and Ref-X2 is determined by the triplet energy of the pyrene ring, which is the mother skeleton.

[0250] On the other hand, the first compound according to the present embodiment has a 5-ring structure (the ring structure represented by the general formula (1)) in which five 6-membered rings (benzene rings) are condensed, and the ring structure represented by the general formula (1) is different from the 5-ring structure containing a 5-membered ring that the compounds Ref-X1 and Ref-X2 have.

[0251] In the first compound according to this embodiment, it is also preferable that the ring structure represented by the general formula (1) is a skeleton having the smallest triplet energy in the molecule.

[0252] In the first compound according to this embodiment, the ring structure represented by the general formula (1) does not contain a five-membered ring.

[0253] It is also preferable that the first compound according to this embodiment does not contain a substituted or unsubstituted anthracene ring in the molecule.

[0254] The first compound according to this embodiment also preferably has one or two ring structures represented by the general formula (1) in the molecule.

[0255] The first compound according to this embodiment also preferably has one ring structure represented by the general formula (1) in the molecule.

[0256] In the first compound according to this embodiment, it is also preferable that all of the groups described as "substituted or unsubstituted" are "unsubstituted" groups.

[0257] (Method for Producing the First Compound) The first compound according to this embodiment can be produced according to the synthesis method described in the Examples below, or by following the synthesis method and using known alternative reactions and raw materials suited to the target product.

[0258] (Specific Examples of the First Compound According to the Present Embodiment) Specific examples of the first compound according to this embodiment include the following compounds. However, the present invention is not limited to these specific examples. In this specification, a deuterium atom is represented as D in a chemical formula, and a protium atom is represented as H or omitted. In this specification, a methyl group may be represented as Me, a phenyl group may be represented as Ph, a tert-butyl group may be represented as tBu, and a tert-amyl group may be represented as tAm.

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[0292] Second Embodiment (Organic electroluminescence element) The organic EL device according to this embodiment has an anode, a cathode, and an emission band disposed between the anode and the cathode, the anode, the emission band, and the cathode being disposed in this order, the emission band including a first emission layer and a second emission layer, the first emission layer containing a first host material and a first light-emitting compound, the first host material being a compound according to the first embodiment (first compound), the second emission layer containing a second host material and a second light-emitting compound, the first host material and the second host material being different from each other, and the first light-emitting compound and the second light-emitting compound being the same as or different from each other.

[0293] According to this embodiment, it is possible to provide an organic EL element in which deterioration of chromaticity is suppressed and which has a long life.

[0294] (Emission band) The light-emitting zone is disposed between the anode and the cathode. In the organic EL device according to this embodiment, the light-emitting zone includes a first light-emitting layer and a second light-emitting layer.

[0295] In the organic EL element of the present embodiment, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(H2) of the second host material satisfy the relationship of the following mathematical formula (Mathematical Formula 1). T1(H1)>T1(H2) ... (Number 1)

[0296] By satisfying the relationship of the above formula (Mathematical formula 1), the luminous efficiency of the organic electroluminescence element can be improved. Conventionally, Triplet-Triplet-Annihilation (sometimes referred to as TTA) has been known as a technique for improving the luminous efficiency of an organic electroluminescence element. TTA is a mechanism in which triplet excitons collide with each other to generate singlet excitons. The TTA mechanism is sometimes referred to as the TTF mechanism as described in Patent Document 3.

[0297] The TTF phenomenon will be explained. Holes injected from the anode and electrons injected from the cathode recombine in the light-emitting layer to generate excitons. As has been known in the past, the spin state is 25% singlet excitons and 75% triplet excitons. In conventionally known fluorescent elements, 25% of the singlet excitons emit light when they relax to the ground state, but the remaining 75% of the triplet excitons return to the ground state through a thermal deactivation process without emitting light. Therefore, the theoretical limit of the internal quantum efficiency of conventional fluorescent elements was said to be 25%. On the other hand, the behavior of triplet excitons generated inside organic materials has been theoretically investigated. According to S.M. Bachilo et al. (J.Phys.Chem.A,104,7711(2000)), if it is assumed that higher-order excitons such as quintets immediately return to triplet states, triplet excitons (hereafter, 3 A *When the density of triplet excitons (hereinafter referred to as triplet excitons) increases, the triplet excitons collide with each other and the reaction shown in the following formula occurs. Here, 1 A represents the ground state, 1 A * represents the lowest excited singlet exciton. 3 A * + 3 A * →(4 / 9) 1 A+(1 / 9) 1 A * +(13 / 9) 3 A * That is, 5 3 A * →4 1 A+1A * It is predicted that 1 / 5, or 20%, of the 75% of triplet excitons initially generated will change to singlet excitons. Therefore, the singlet excitons that contribute as light will be 40%, which is the 25% initially generated plus 75% × (1 / 5) = 15%. In this case, the emission ratio of TTF-derived light in the total emission intensity (TTF ratio) will be 15 / 40, or 37.5%. In addition, if it is assumed that the 75% of the triplet excitons initially generated collide with each other to generate singlet excitons (one singlet exciton is generated from two triplet excitons), a very high internal quantum efficiency of 62.5% will be obtained by adding 75% × (1 / 2) = 37.5% to the 25% of the initially generated singlet excitons. In this case, the TTF ratio is 37.5 / 62.5 = 60%.

[0298] According to the organic electroluminescence element according to one aspect of the present embodiment, triplet excitons generated by recombination of holes and electrons in the first light-emitting layer are considered to be difficult to quench at the interface between the first light-emitting layer and the organic layer even if there are excess carriers at the interface between the first light-emitting layer and the organic layer that is in direct contact with the first light-emitting layer. For example, when the recombination region is locally present at the interface between the first light-emitting layer and the hole transport layer or the electron blocking layer, quenching due to excess electrons is considered. On the other hand, when the recombination region is locally present at the interface between the first light-emitting layer and the electron transport layer or the hole blocking layer, quenching due to excess holes is considered. The organic electroluminescence device according to one aspect of the present embodiment includes at least two light-emitting layers (i.e., a first light-emitting layer and a second light-emitting layer) that satisfy a predetermined relationship, and the triplet energy T1(H1) of the first host material in the first light-emitting layer and the triplet energy T1(H2) of the second host material in the second light-emitting layer satisfy the relationship of the above mathematical formula (Mathematical Formula 1). By providing the first light-emitting layer and the second light-emitting layer so as to satisfy the relationship of the above formula (Mathematical formula 1), triplet excitons generated in the first light-emitting layer can be transferred to the second light-emitting layer without being quenched by excess carriers, and reverse transfer from the second light-emitting layer to the first light-emitting layer can be suppressed. As a result, the TTF mechanism is expressed in the second light-emitting layer, singlet excitons are efficiently generated, and the luminous efficiency is improved. In this way, the organic electroluminescence element has a first light-emitting layer that mainly generates triplet excitons, and a second light-emitting layer that mainly exerts the TTF mechanism by utilizing triplet excitons transferred from the first light-emitting layer, as different regions, and uses a compound having a smaller triplet energy than the first host material in the first light-emitting layer as the second host material in the second light-emitting layer, thereby providing a difference in triplet energy, thereby improving the luminous efficiency.

[0299] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(H2) of the second host material satisfy the relationship of the following mathematical formula (Mathematical Formula 1B). T1(H1)-T1(H2)>0.03eV …(Math 1B)

[0300] In this specification, the term "host material" refers to a material that is contained in, for example, "50% by mass or more of a layer." Thus, for example, the first light-emitting layer contains the first host material in an amount of 50% by mass or more of the total mass of the first light-emitting layer. For example, the second light-emitting layer contains the second host material in an amount of 50% by mass or more of the total mass of the second light-emitting layer.

[0301] In the organic EL device according to this embodiment, it is preferable that the first light-emitting compound and the second light-emitting compound are each independently a compound that exhibits light emission having a maximum peak wavelength of 500 nm or less.

[0302] In the organic EL device according to this embodiment, the first light-emitting layer is preferably disposed between the anode and the second light-emitting layer.

[0303] In the organic EL device according to this embodiment, the first light-emitting layer may be disposed between the cathode and the second light-emitting layer.

[0304] In the organic EL device according to this embodiment, one of the first light-emitting layer and the second light-emitting layer is preferably the layer disposed closest to the anode among the multiple layers in the light-emitting band.

[0305] In the organic EL device according to this embodiment, one of the first light-emitting layer and the second light-emitting layer is preferably the layer disposed closest to the cathode among the multiple layers in the light-emitting band.

[0306] The organic EL element according to this embodiment may have an anode, a first light-emitting layer, a second light-emitting layer, and a cathode in this order, or the order of the first light-emitting layer and the second light-emitting layer may be reversed. That is, the organic EL element may have an anode, a second light-emitting layer, a first light-emitting layer, and a cathode in this order. In either case of the order of the first light-emitting layer and the second light-emitting layer, by selecting a combination of materials that satisfies the relationship of the above formula (Mathematical formula 1), the effect of the laminated structure of the first light-emitting layer and the second light-emitting layer can be expected.

[0307] (First Light-Emitting Layer) In the organic EL device according to this embodiment, the first light-emitting layer preferably contains a first host material and a first light-emitting compound. The first host material is a compound different from the second host material contained in the second light-emitting layer.

[0308] In the organic EL device according to this embodiment, the first light-emitting compound preferably exhibits emission having a maximum peak wavelength of 500 nm or less, more preferably exhibits emission having a maximum peak wavelength of 480 nm or less, even more preferably exhibits emission having a maximum peak wavelength of 460 nm or less, and even more preferably exhibits emission having a maximum peak wavelength of 455 nm or less. In the organic EL device according to this embodiment, the first light-emitting compound preferably emits light with a maximum peak wavelength of 430 nm or more, more preferably emits light with a maximum peak wavelength of 440 nm or more, and even more preferably emits light with a maximum peak wavelength of 445 nm or more.

[0309] In the organic EL device according to this embodiment, the first light-emitting compound is preferably a fluorescent compound. In the organic EL device according to this embodiment, the first light-emitting compound preferably exhibits fluorescent emission having a maximum peak wavelength of 500 nm or less, more preferably exhibits fluorescent emission having a maximum peak wavelength of 480 nm or less, even more preferably exhibits fluorescent emission having a maximum peak wavelength of 460 nm or less, and even more preferably exhibits fluorescent emission having a maximum peak wavelength of 455 nm or less. In the organic EL device according to this embodiment, the first light-emitting compound preferably exhibits fluorescent emission with a maximum peak wavelength of 430 nm or more, more preferably 440 nm or more, and even more preferably 445 nm or more.

[0310] The method for measuring the maximum peak wavelength of a compound is as follows. A 5 μmol / L toluene solution of the compound to be measured is prepared and placed in a quartz cell, and the emission spectrum (vertical axis: emission intensity, horizontal axis: wavelength) of this sample is measured at room temperature (300K). The emission spectrum can be measured using a spectrofluorophotometer (device name: F-7000) manufactured by Hitachi High-Tech Science Corporation. Note that the emission spectrum measuring device is not limited to the device used here. In the emission spectrum, the peak wavelength at which the emission intensity is maximum is defined as the maximum peak wavelength. Note that in this specification, the maximum peak wavelength of the fluorescent emission may be referred to as the fluorescent emission maximum peak wavelength (FL-peak).

[0311] In the emission spectrum of the first luminescent compound, the peak at which the emission intensity is maximum is defined as the maximum peak, and when the height of the maximum peak is defined as 1, the heights of other peaks appearing in the emission spectrum are preferably less than 0.6. Note that the peaks in the emission spectrum are defined as maximum values. In addition, it is preferable that the emission spectrum of the first luminescent compound has less than three peaks.

[0312] In the organic EL device according to this embodiment, the first light-emitting compound is preferably a compound that does not contain an azine ring structure in the molecule.

[0313] In the organic EL device according to this embodiment, the first light-emitting compound is preferably not a boron-containing complex, and more preferably not a complex.

[0314] In the organic EL device according to this embodiment, it is preferable that the first light-emitting layer does not contain a metal complex. It is also preferable that the first light-emitting layer does not contain a boron-containing complex.

[0315] In the organic EL device according to this embodiment, the first emitting layer preferably does not contain a phosphorescent material (dopant material). The first light-emitting layer preferably does not contain a heavy metal complex or a phosphorescent rare earth metal complex, for example, an iridium complex, an osmium complex, or a platinum complex.

[0316] In the organic EL device according to this embodiment, the first light-emitting compound is preferably contained in the first light-emitting layer in an amount of 0.5% by mass or more. That is, the first light-emitting layer preferably contains the first light-emitting compound in an amount of 0.5% by mass or more of the total mass of the first light-emitting layer, more preferably contains the first light-emitting compound in an amount of 1.0% by mass or more of the total mass of the first light-emitting layer, further preferably contains the first light-emitting compound in an amount of 1.2% by mass or more of the total mass of the first light-emitting layer, and further preferably contains the first light-emitting compound in an amount of 1.5% by mass or more of the total mass of the first light-emitting layer. The first light-emitting layer preferably contains the first light-emitting compound in an amount of 10 mass % or less of the total mass of the first light-emitting layer, more preferably 7 mass % or less of the total mass of the first light-emitting layer, and even more preferably 5 mass % or less of the total mass of the first light-emitting layer.

[0317] In the organic EL device according to this embodiment, the first light-emitting layer preferably contains the first compound as a first host material in an amount of 60 mass % or more of the total mass of the first light-emitting layer, more preferably 70 mass % or more of the total mass of the first light-emitting layer, even more preferably 80 mass % or more of the total mass of the first light-emitting layer, even more preferably 90 mass % or more of the total mass of the first light-emitting layer, and even more preferably 95 mass % or more of the total mass of the first light-emitting layer. The first emitting layer preferably contains the first host material in an amount of 99% by mass or less of the total mass of the first emitting layer. However, when the first emitting layer contains a first host material and a first emitting compound, the upper limit of the total content of the first host material and the first emitting compound is 100 mass %.

[0318] In this embodiment, the first emitting layer may contain a material other than the first host material and the first emitting compound. The first light-emitting layer may contain only one type of first host material or two or more types. The first light-emitting layer may contain only one type of first light-emitting compound or two or more types.

[0319] In the organic EL device according to this embodiment, it is preferable that the singlet energy S1(H1) of the first host material and the singlet energy S1(D1) of the first light-emitting compound satisfy the relationship of the following mathematical formula (Mathematical Formula 5). The singlet energy S1 means the energy difference between the lowest excited singlet state and the ground state. S1(H1)>S1(D1) ... (Number 5)

[0320] When the first host material and the first light-emitting compound satisfy the relationship of the mathematical formula (Mathematical Formula 5), ​​the singlet excitons generated on the first host material can easily transfer energy from the first host material to the first light-emitting compound, and contribute to the fluorescent emission of the first light-emitting compound.

[0321] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1 (H1) of the first host material and the triplet energy T1 (D1) of the first light-emitting compound satisfy the relationship of the following mathematical formula (Mathematical Formula 6). T1(D1)>T1(H1) ... (Number 6)

[0322] When the first host material and the first light-emitting compound satisfy the relationship of mathematical formula (Mathematical formula 6), triplet excitons generated in the first light-emitting layer move over the first host material rather than the first light-emitting compound having a higher triplet energy, and therefore are more likely to move to the second light-emitting layer.

[0323] The organic EL element according to this embodiment preferably satisfies the relationship of the following formula (Mathematical formula 20B). T1(D1)>T1(H1)>T1(H2) …(Math 20B)

[0324] <First host material> In the organic EL device according to this embodiment, the first host material is the first compound according to the first embodiment. Therefore, the organic EL device according to this embodiment preferably uses at least one compound selected from the group of the first compounds described in the first embodiment as the first host material.

[0325] (Second Light Emitting Layer) In the organic EL device according to this embodiment, the second light-emitting layer preferably contains a second host material and a second light-emitting compound. The second host material is a compound different from the first host material contained in the first light-emitting layer. In the organic EL device according to this embodiment, the first light-emitting compound and the second light-emitting compound are the same or different from each other.

[0326] In the organic EL device according to this embodiment, the second light-emitting compound preferably exhibits emission having a maximum peak wavelength of 500 nm or less, more preferably exhibits emission having a maximum peak wavelength of 480 nm or less, even more preferably exhibits emission having a maximum peak wavelength of 460 nm or less, and even more preferably exhibits emission having a maximum peak wavelength of 455 nm or less. In the organic EL device according to this embodiment, the second light-emitting compound preferably emits light with a maximum peak wavelength of 430 nm or more, more preferably 440 nm or more, and even more preferably 445 nm or more.

[0327] In the organic EL device according to this embodiment, the second light-emitting compound is preferably a fluorescent compound. In the organic EL device according to this embodiment, the second light-emitting compound preferably exhibits fluorescent emission having a maximum peak wavelength of 500 nm or less, more preferably exhibits fluorescent emission having a maximum peak wavelength of 480 nm or less, even more preferably exhibits fluorescent emission having a maximum peak wavelength of 460 nm or less, and even more preferably exhibits fluorescent emission having a maximum peak wavelength of 455 nm or less. In the organic EL device according to this embodiment, the second light-emitting compound preferably exhibits fluorescent emission with a maximum peak wavelength of 430 nm or more, more preferably 440 nm or more, and even more preferably 445 nm or more. The method for measuring the maximum peak wavelength of the compound is as described above.

[0328] In the organic EL device according to this embodiment, the half width of the maximum peak of the second light-emitting compound is preferably 1 nm or more and 20 nm or less.

[0329] In the organic EL device according to this embodiment, it is preferable that the singlet energy S1(H2) of the second host material and the singlet energy S1(D2) of the second light-emitting compound satisfy the relationship of the following mathematical formula (Mathematical Formula 7). S1(H2)>S1(D2)…(Number 7)

[0330] In the organic EL element according to this embodiment, the second light-emitting compound and the second host material satisfy the relationship of the above-mentioned mathematical formula (Mathematical Formula 7), and thus the singlet energy of the second light-emitting compound is smaller than the singlet energy of the second host material. Thus, the singlet excitons generated by the TTF phenomenon transfer energy from the second host material to the second light-emitting compound, and contribute to the fluorescent emission of the second light-emitting compound.

[0331] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(D2) of the second light-emitting compound and the triplet energy T1(H2) of the second host material satisfy the relationship of the following mathematical formula (Mathematical Formula 8). T1(D2)>T1(H2) ... (Number 8)

[0332] In the organic EL device according to this embodiment, the second light-emitting compound and the second host material satisfy the relationship of the above-mentioned mathematical formula (Mathematical formula 8), so that triplet excitons generated in the first light-emitting layer transfer energy to the molecules of the second host material, not to the second light-emitting compound having a higher triplet energy, when they move to the second light-emitting layer. Furthermore, triplet excitons generated by recombination of holes and electrons on the second host material do not transfer to the second light-emitting compound having a higher triplet energy. Triplet excitons generated by recombination on the molecules of the second light-emitting compound transfer energy quickly to the molecules of the second host material. Triplet excitons of the second host material do not transfer to the second light-emitting compound, but efficiently collide with each other on the second host material due to the TTF phenomenon, generating singlet excitons.

[0333] In the organic EL device according to this embodiment, the second light-emitting compound is preferably a compound that does not contain an azine ring structure in the molecule.

[0334] In the organic EL device according to this embodiment, the second light-emitting compound is preferably not a boron-containing complex, and more preferably not a complex.

[0335] In the organic EL device according to this embodiment, it is preferable that the second light-emitting layer does not contain a metal complex. It is also preferable that the second light-emitting layer does not contain a boron-containing complex.

[0336] In the organic EL device according to this embodiment, the second light-emitting layer preferably does not contain a phosphorescent material (dopant material). The second light-emitting layer preferably does not contain a heavy metal complex or a phosphorescent rare earth metal complex, for example, an iridium complex, an osmium complex, or a platinum complex.

[0337] In the organic EL device according to this embodiment, the second light-emitting compound is preferably contained in the second light-emitting layer in an amount of 0.5% by mass or more. That is, the second light-emitting layer preferably contains the second light-emitting compound in an amount of 0.5% by mass or more of the total mass of the second light-emitting layer, more preferably contains the second light-emitting compound in an amount of 1.0% by mass or more of the total mass of the second light-emitting layer, further preferably contains the second light-emitting compound in an amount of 1.2% by mass or more of the total mass of the second light-emitting layer, and further preferably contains the second light-emitting compound in an amount of 1.5% by mass or more of the total mass of the second light-emitting layer. The second light-emitting layer preferably contains the second light-emitting compound in an amount of 10 mass % or less of the total mass of the second light-emitting layer, more preferably 7 mass % or less of the total mass of the second light-emitting layer, and even more preferably 5 mass % or less of the total mass of the second light-emitting layer.

[0338] The second emitting layer preferably contains the second compound as a second host material in an amount of 60 mass% or more of the total mass of the second emitting layer, more preferably 70 mass% or more of the total mass of the second emitting layer, even more preferably 80 mass% or more of the total mass of the second emitting layer, even more preferably 90 mass% or more of the total mass of the second emitting layer, and even more preferably 95 mass% or more of the total mass of the second emitting layer. The second emitting layer preferably contains the second host material in an amount of 99% by mass or less of the total mass of the second emitting layer. When the second emitting layer contains a second host material and a second emitting compound, the upper limit of the total content of the second host material and the second emitting compound is 100 mass %.

[0339] In this embodiment, the second emitting layer may contain a material other than the second host material and the second emitting compound. The second light-emitting layer may contain only one type of second host material or may contain two or more types of second light-emitting compounds.

[0340] <Second host material> In the organic EL device according to this embodiment, the second host material is not particularly limited, but examples thereof include a second compound represented by the following general formula (2).

[0341] (Second Compound) In the organic EL device according to this embodiment, the second compound is preferably a compound represented by the following general formula (2): The second host material is preferably a second compound represented by the following general formula (2).

[0342] [ka]

[0343] (In the general formula (2), R 201 ~R208 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 A group represented by -COOR 802 A group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 201 and L 202 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 201 and Ar 202 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. (In the second host material, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 801 If there are multiple R 801 are the same or different from each other, R 802 If there are multiple R 802 are either identical or different.)

[0344] In the organic EL element according to this embodiment, R 201 ~R 208 are each independently Hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 801 A group represented by -COOR 802 A group represented by Halogen atoms, a cyano group, or is a nitro group, L 201 and L 202 are each independently Single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Ar 201 and Ar 202 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is preferably a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0345] In the organic EL element according to this embodiment, L 201 and L 202 each independently represents a single bond or a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms; Ar 201 and Ar 202 are preferably each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0346] In the organic EL element according to this embodiment, Ar 201 and Ar 202 are preferably each independently a phenyl group, a naphthyl group, a phenanthryl group, a biphenyl group, a terphenyl group, a diphenylfluorenyl group, a dimethylfluorenyl group, a benzodiphenylfluorenyl group, a benzodimethylfluorenyl group, a dibenzofuranyl group, a dibenzothienyl group, a naphthobenzofuranyl group, or a naphthobenzothienyl group.

[0347] In the organic EL device according to this embodiment, the second compound represented by the general formula (2) is preferably a compound represented by the following general formula (201), general formula (202), general formula (203), general formula (204), general formula (205), general formula (206), general formula (207), general formula (208) or general formula (209).

[0348] [ka]

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[0357] (In the general formulae (201) to (209), L 201 and Ar 201 is L in the general formula (2). 201 and Ar 201 is synonymous with R 201 ~R 208 each independently represents R in the general formula (2) 201 ~R 208 is equivalent to

[0358] The second compound represented by the general formula (2) is also preferably a compound represented by the following general formula (221), general formula (222), general formula (223), general formula (224), general formula (225), general formula (226), general formula (227), general formula (228) or general formula (229).

[0359] [ka]

[0360] [ka]

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[0362] [ka]

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[0365] [ka]

[0366] [ka]

[0367] [ka]

[0368] (In the general formula (221), the general formula (222), the general formula (223), the general formula (224), the general formula (225), the general formula (226), the general formula (227), the general formula (228) and the general formula (229), R 201 And R 203 ~R 208 each independently represents R in the general formula (2) 201 And R 203~R 208 is synonymous with L 201 and Ar 201 respectively represent L in the general formula (2). 201 and Ar 201 is synonymous with L 203 is L in the general formula (2). 201 is synonymous with L 203 and L 201 are identical or different from each other, Ar 203 represents Ar in the general formula (2). 201 is synonymous with Ar 203 and Ar 201 are either identical or different.)

[0369] The second compound represented by the general formula (2) is also preferably a compound represented by the following general formula (241), general formula (242), general formula (243), general formula (244), general formula (245), general formula (246), general formula (247), general formula (248) or general formula (249).

[0370] [ka]

[0371] [ka]

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[0378] [ka]

[0379] (In the general formula (241), the general formula (242), the general formula (243), the general formula (244), the general formula (245), the general formula (246), the general formula (247), the general formula (248) and the general formula (249), R 201 , R 202 And R 204 ~R 208 each independently represents R in the general formula (2) 201 , R 202 And R 204 ~R 208 is synonymous with L 201 and Ar 201 respectively represent L in the general formula (2). 201 and Ar 201 is synonymous with L 203 is L in the general formula (2). 201 is synonymous with L 203 and L 201 are identical or different from each other, Ar 203 represents Ar in the general formula (2). 201 is synonymous with Ar 203 and Ar201 are either identical or different.)

[0380] In the second compound represented by the general formula (2), R 201 ~R 208 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or -Si(R 901 )(R 902 )(R 903 ) is preferably a group represented by the formula:

[0381] L 201 is a single bond or an unsubstituted arylene group having 6 to 22 ring carbon atoms, Ar 201 is preferably a substituted or unsubstituted aryl group having 6 to 22 ring carbon atoms.

[0382] In the organic EL device according to this embodiment, in the second compound represented by the general formula (2), R 201 ~R 208 is preferably a hydrogen atom in order to prevent the intermolecular interaction from being inhibited and to suppress the decrease in electron mobility. 201 ~R 208 may be a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. R 201 ~R 208 When the second compound is a bulky substituent such as an alkyl group or a cycloalkyl group, the intermolecular interaction is suppressed, the electron mobility with respect to the first host material is reduced, and the relationship μe(H2)>μe(H1) described in the following mathematical formula (30) may not be satisfied. When the second compound is used in the second emitting layer, it is expected that the relationship μe(H2)>μe(H1) is satisfied, thereby suppressing the decrease in the recombination ability of holes and electrons in the first emitting layer and the decrease in luminous efficiency. The substituents include haloalkyl groups, alkenyl groups, alkynyl groups, -Si(R 901 )(R 902 )(R 903), a group represented by -O-(R 904 ), a group represented by -S-(R 905 ), a group represented by -N(R 906 )(R 907 ), an aralkyl group, -C(=O)R 801 a group represented by -COOR 802 The groups represented by the following formula (I), halogen atoms, cyano groups, and nitro groups may be bulky, and alkyl groups and cycloalkyl groups may be even more bulky. In the second compound represented by the general formula (2), R 201 ~R 208 is preferably not a bulky substituent, is preferably not an alkyl group or a cycloalkyl group, and is preferably not an alkyl group, a cycloalkyl group, a haloalkyl group, an alkenyl group, an alkynyl group, -Si(R 901 )(R 902 )(R 903 ), a group represented by -O-(R 904 ), a group represented by -S-(R 905 ), a group represented by -N(R 906 )(R 907 ), an aralkyl group, -C(=O)R 801 a group represented by -COOR 802 More preferably, it is not a group represented by the following formula: embedded image a halogen atom, a cyano group, or a nitro group.

[0383] In the organic EL device according to this embodiment, in the second compound represented by the general formula (2), R 201 ~R 208 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, or -Si(R 901 )(R 902 )(R 903 ) is also preferred.

[0384] In the organic EL device according to this embodiment, in the second compound represented by the general formula (2), R 201 ~R 208is preferably a hydrogen atom.

[0385] In the second compound, R 201 ~R 208 In the case of "substituted or unsubstituted" in R, it is also preferable that the substituent does not include the above-mentioned potentially bulky substituents, particularly substituted or unsubstituted alkyl groups and substituted or unsubstituted cycloalkyl groups. 201 ~R 208 In the case of "substituted or unsubstituted" in the above, the substituent does not include a substituted or unsubstituted alkyl group and a substituted or unsubstituted cycloalkyl group, thereby preventing suppression of intermolecular interactions due to the presence of bulky substituents such as alkyl groups and cycloalkyl groups, and preventing a decrease in electron mobility. Furthermore, when such a second compound is used in the second light-emitting layer, a decrease in the recombination ability of holes and electrons in the first light-emitting layer and a decrease in luminous efficiency can be suppressed.

[0386] R is a substituent of the anthracene skeleton 201 ~R 208 R is not a bulky substituent, but a 201 ~R 208 It is more preferable that R is unsubstituted. 201 ~R 208 is not a bulky substituent, R as a non-bulky substituent 201 ~R 208 When a substituent is bonded to R, the substituent is preferably not a bulky substituent. 201 ~R 208 The substituent bonded to is preferably not an alkyl group or a cycloalkyl group, and is preferably an alkyl group, a cycloalkyl group, a haloalkyl group, an alkenyl group, an alkynyl group, -Si(R 901 )(R 902 )(R 903 ), a group represented by -O-(R 904 ), a group represented by -S-(R 905 ), a group represented by -N(R 906 )(R 907), an aralkyl group, -C(=O)R 801 a group represented by -COOR 802 More preferably, it is not a group represented by the following formula: embedded image a halogen atom, a cyano group, or a nitro group.

[0387] In the second compound, any group described as "substituted or unsubstituted" is preferably an "unsubstituted" group.

[0388] (Method for Producing Second Compound) The second compound can be produced by a known method. The second compound can also be produced by following a known method and using known alternative reactions and raw materials suited to the target compound.

[0389] (Specific Example of the Second Compound) Specific examples of the second compound include the following compounds, however, the present invention is not limited to these specific examples of the second compound.

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[0417]

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[0419] In the organic EL element according to this embodiment, the triplet energy T1(DX) of the first light-emitting compound or the second light-emitting compound and the triplet energy T1(H1) of the first host material and the triplet energy T1(H2) of the second host material preferably satisfy the relationship of the following formula (Formula 10). 2.6 eV > T1(DX) > T1(H1) > T1(H2) …(Formula 10)

[0420] The triplet energy T1(D1) of the first light-emitting compound preferably satisfies the relationship of the following formula (Formula 10A). 2.6 eV > T1(D1) > T1(H1) > T1(H2) …(Formula 10A)

[0421] The triplet energy T1(D2) of the second light-emitting compound preferably satisfies the relationship of the following formula (Formula 10B). 2.6 eV > T1(D2) > T1(H1) > T1(H2) …(Formula 10B)

[0422] In the organic EL element according to this embodiment, the triplet energy T1(DX) of the first light-emitting compound or the second light-emitting compound and the triplet energy T1(H1) of the first host material preferably satisfy the relationship of the following formula (Formula 11). 0 eV < T1(DX) - T1(H1) < 0.6 eV …(Formula 11)

[0423] The triplet energy T1(D1) of the first light-emitting compound preferably satisfies the relationship of the following formula (Formula 11A). 0 eV < T1(D1) - T1(H1) < 0.6 eV …(Equation 11A)

[0424] The triplet energy T1(D2) of the second light-emitting compound preferably satisfies the relationship of the following mathematical formula (Equation 11B). 0 eV < T1(D2) - T1(H2) < 0.8 eV …(Equation 11B)

[0425] In the organic EL element according to this embodiment, the triplet energy T1(H1) of the first host material preferably satisfies the relationship of the following mathematical formula (Equation 12). T1(H1) > 2.0 eV …(Equation 12)

[0426] In the organic EL element according to this embodiment, the triplet energy T1(H1) of the first host material preferably satisfies the relationship of the following mathematical formula (Equation 12A), and also preferably satisfies the relationship of the following mathematical formula (Equation 12B). T1(H1) > 2.10 eV …(Equation 12A) T1(H1) > 2.15 eV …(Equation 12B)

[0427] In the organic EL element according to this embodiment, when the triplet energy T1(H1) of the first host material satisfies the relationship of the above-mentioned mathematical formula (Equation 12A) or the above-mentioned mathematical formula (Equation 12B), the triplet excitons generated in the first light-emitting layer are likely to move to the second light-emitting layer, and it is also easy to suppress the reverse movement from the second light-emitting layer to the first light-emitting layer. As a result, singlet excitons are efficiently generated in the second light-emitting layer, and the luminous efficiency is improved.

[0428] In the organic EL element according to this embodiment, the triplet energy T1(H1) of the first host material preferably satisfies the relationship of the following mathematical formula (Equation 12C), and also preferably satisfies the relationship of the following mathematical formula (Equation 12D). 2.08 eV > T1(H1) > 1.87 eV …(Equation 12C) 2.05 eV > T1(H1) > 1.90 eV …(Equation 12D)

[0429] In the organic EL element according to this embodiment, when the triplet energy T1(H1) of the first host material satisfies the relationship of the above-mentioned formula (Mathematical Formula 12C) or (Mathematical Formula 12D), the energy of the triplet excitons generated in the first emitting layer becomes small, and the lifetime of the organic EL element can be expected to be extended.

[0430] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(D1) of the first light-emitting compound satisfies the relationship of the following mathematical formula (Mathematical Formula 14A), and it is also preferable that the triplet energy T1(D1) satisfies the relationship of the following mathematical formula (Mathematical Formula 14B). 2.60eV>T1(D1) …(number 14A) 2.50eV>T1(D1) ... (Math 14B) When the first light-emitting layer contains the first light-emitting compound that satisfies the relationship of the above formula (Formula 14A) or (Formula 14B), the life of the organic EL device is extended.

[0431] In the organic EL device according to this embodiment, it is preferable that the triplet energy T1(D2) of the second light-emitting compound satisfies the relationship of the following mathematical formula (Mathematical Formula 14C), and it is also preferable that the triplet energy T1(D2) satisfies the relationship of the following mathematical formula (Mathematical Formula 14D). 2.60eV>T1(D2)…(Number 14C) 2.50eV>T1(D2) …(number 14D) When the second light-emitting layer contains a compound that satisfies the relationship of the above-mentioned formula (14C) or (14D), the life of the organic EL element is extended.

[0432] In the organic EL device according to this embodiment, it is also preferable that the triplet energy T1(H2) of the second host material satisfies the relationship of the following mathematical formula (Mathematical Formula 13). T1(H2)>1.9eV …(Equation 13)

[0433] In the organic EL device according to this embodiment, it is also preferable that the triplet energy T1(H2) of the second host material satisfies the relationship of the following mathematical formula (Mathematical Formula 13A). 1.9eV≧T1(H2)≧1.8eV … (number 13A)

[0434] (Luminescent Compounds) In the organic EL device according to this embodiment, the luminescent compounds such as the first luminescent compound and the second luminescent compound are not particularly limited, but for example, each is preferably one or more compounds independently selected from the group consisting of a compound represented by the following general formula (4), a compound represented by the following general formula (5), and a compound represented by the following general formula (6).

[0435] (Compound represented by general formula (4)) The compound represented by the general formula (4) will be described.

[0436] [ka]

[0437] (In the general formula (4), Each Z is independently CRa or a nitrogen atom; Ring A1 and ring A2 each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or A substituted or unsubstituted heterocycle having 5 to 50 ring atoms, When there are a plurality of Ra, one or more pairs of adjacent two or more of the plurality of Ra are joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, n21 and n22 each independently represent 0, 1, 2, 3, or 4; When a plurality of Rb's are present, one or more pairs of adjacent two or more of the plurality of Rb's are joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, When there are a plurality of Rc's, one or more pairs of adjacent two or more of the plurality of Rc's are joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, Ra, Rb and Rc which do not form a substituted or unsubstituted monocycle and do not form a substituted or unsubstituted fused ring are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0438] (Specific examples of compounds represented by formula (4)) Specific examples of the compound represented by the general formula (4) include the compounds shown below. In the specific examples, Ph represents a phenyl group, and D represents a deuterium atom.

[0439] [ka]

[0440] [ka]

[0441] [ka]

[0442] [ka]

[0443] [ka]

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[0445] [ka]

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[0447] [ka]

[0448] [ka]

[0449] (Compound represented by general formula (5)) The compound represented by the general formula (5) will be described.

[0450] [ka]

[0451] (In the general formula (5), R 501 ~R 507 and R 511 ~R 517 Among the groups of two or more adjacent joined together to form a substituted or unsubstituted monocyclic ring, or combine with each other to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 521 , R 522 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring. 501 ~R 507 and R 511 ~R 517 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by Halogen atoms, Cyano group, Nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0452] (Specific examples of compounds represented by formula (5)) Specific examples of the compound represented by the general formula (5) include the compounds shown below.

[0453]

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[0469] (Compound represented by general formula (6)) The compound represented by the general formula (6) will be described.

[0470] [ka]

[0471] (In the general formula (6), Ring a, ring b and ring c each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or A substituted or unsubstituted heterocycle having 5 to 50 ring atoms, R 601 and R 602 each independently forms a substituted or unsubstituted heterocycle together with the ring a, ring b, or ring c, or does not form a substituted or unsubstituted heterocycle; R that does not form a substituted or unsubstituted heterocycle 601 and R 602 are each independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0472] (Specific examples of compounds represented by formula (6)) Specific examples of the compound represented by the general formula (6) are given below, but these are merely illustrative, and the compound represented by the general formula (6) is not limited to the following specific examples.

[0473] [ka]

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[0485] [ka]

[0486] [ka]

[0487] In the luminescent compounds such as the first luminescent compound and the second luminescent compound, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 are each independently Hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other.

[0488] In the organic EL element according to this embodiment, when the first emitting layer and the second emitting layer are stacked in the order of the first emitting layer and the second emitting layer from the anode side, the electron mobility μe(H1) of the first host material and the electron mobility μe(H2) of the second host material satisfy the relationship of the following mathematical formula (Mathematical Formula 30). μe(H2)>μe(H1) … (Number 30) When the first host material and the second host material satisfy the relationship of the above formula (Formula 30), the recombination ability of holes and electrons in the first light-emitting layer is improved.

[0489] In the organic EL element according to this embodiment, when the first emitting layer and the second emitting layer are stacked in the order of the first emitting layer and the second emitting layer from the anode side, it is also preferable that the hole mobility μh(H1) of the first host material and the hole mobility μh(H2) of the second host material satisfy the relationship of the following mathematical formula (Mathematical Formula 31). μh(H1)>μh(H2) …(Equation 31)

[0490] In the organic EL element according to this embodiment, when the first emitting layer and the second emitting layer are stacked in the order of the first emitting layer and the second emitting layer from the anode side, it is also preferable that the hole mobility μh(H1) of the first host material, the electron mobility μe(H1) of the first host material, the hole mobility μh(H2) of the second host material, and the electron mobility μe(H2) of the second host material satisfy the relationship of the following mathematical formula (Mathematical Formula 32). (μe(H2) / μh(H2))>(μe(H1) / μh(H1)) …(Math. 32)

[0491] The electron mobility can be measured by impedance measurement using a mobility evaluation element prepared by the following procedure. The mobility evaluation element is prepared, for example, by the following procedure. A compound "Target" for measuring electron mobility is vapor-deposited on a glass substrate with an aluminum electrode (anode) so as to cover the aluminum electrode to form a measurement target layer. The following compound ET-A is vapor-deposited on this measurement target layer to form an electron transport layer. LiF is vapor-deposited on the formed electron transport layer to form an electron injection layer. Metallic aluminum (Al) is vapor-deposited on the formed electron injection layer to form a metal cathode. The above-mentioned configuration of the element for evaluating mobility can be simply shown as follows. glass / Al(50) / Target(200) / ET-A(10) / LiF(1) / Al(50) The numbers in parentheses indicate the film thickness (nm).

[0492] [ka]

[0493] The element for evaluating the electron mobility is placed in an impedance measuring device, and impedance measurement is performed. The impedance measurement is performed by sweeping the measurement frequency from 1 Hz to 1 MHz. At that time, a DC voltage V is applied to the element at the same time as an AC amplitude of 0.1 V. The modulus M is calculated from the measured impedance Z using the relationship of the following calculation formula (C1). Calculation formula (C1): M=jωZ In the above calculation formula (C1), j is an imaginary unit whose square is -1, and ω is the angular frequency [rad / s]. In a Bode plot with the imaginary part of the modulus M on the vertical axis and frequency [Hz] on the horizontal axis, the electrical time constant τ of the mobility evaluation element is calculated from the frequency fmax showing the peak using the following calculation formula (C2). Calculation formula (C2): τ=1 / (2πfmax) In the above formula (C2), π is the symbol representing pi. Using the above τ, the electron mobility μe is calculated from the relationship of the following calculation formula (C3-1). Calculation formula (C3-1):μe=d 2 / (Vτ) In the above formula (C3-1), d is the total thickness of the organic thin films that constitute the element, and in the case of the element configuration for evaluating the electron mobility, d=210 [nm].

[0494] The hole mobility can be measured by impedance measurement using a mobility evaluation element prepared by the following procedure. The mobility evaluation element is prepared, for example, by the following procedure. On a glass substrate with an ITO transparent electrode (anode), the following compound HA-2 is deposited so as to cover the transparent electrode to form a hole injection layer. On top of this hole injection layer, the following compound HT-A is deposited to form a hole transport layer. Next, a compound Target, which is the target for measuring hole mobility, is deposited to form a measurement target layer. On top of this measurement target layer, metal aluminum (Al) is deposited to form a metal cathode. The above-mentioned configuration of the element for evaluating mobility can be simply shown as follows. ITO(130) / HA-2(5) / HT-A(10) / Target(200) / Al(80) The numbers in parentheses indicate the film thickness (nm).

[0495] [ka]

[0496] The element for evaluating the hole mobility is placed in an impedance measuring device, and impedance measurement is performed. The impedance measurement is performed by sweeping the measurement frequency from 1 Hz to 1 MHz. At that time, a DC voltage V is applied to the element at the same time as an AC amplitude of 0.1 V. The modulus M is calculated from the measured impedance Z using the relationship of the above-mentioned calculation formula (C1). In a Bode plot with the imaginary part of the modulus M on the vertical axis and frequency [Hz] on the horizontal axis, the electrical time constant τ of the mobility evaluation element is calculated from the frequency fmax showing the peak using the above-mentioned calculation formula (C2). Using τ obtained from the above formula (C2), the hole mobility μh is calculated from the relationship in the following formula (C3-2). Calculation formula (C3-2):μh=d 2 / (Vτ) In the above formula (C3-2), d is the total film thickness of the organic thin films that constitute the element, and in the case of the element configuration for evaluating the hole mobility, d=215 [nm].

[0497] In this specification, the electron mobility and hole mobility are expressed as the square root of the electric field strength E 1 / 2 =500[V 1 / 2 / cm1 / 2 The square root of the electric field strength E 1 / 2 can be calculated from the relationship of the following calculation formula (C4). Calculation formula (C4): E 1 / 2 =V 1 / 2 / d 1 / 2 The impedance measurement is performed using a Solartron Model 1260 impedance measuring device, and for higher accuracy, a Solartron Model 1296 dielectric constant measuring interface can also be used.

[0498] In the organic EL element according to this embodiment, it is preferable that the first light-emitting layer and the second light-emitting layer are in direct contact with each other.

[0499] In this specification, the layer structure in which "the first emitting layer and the second emitting layer are in direct contact with each other" can include, for example, any of the following embodiments (LS1), (LS2), and (LS3). (LS1) An embodiment in which a region in which both the first host material and the second host material are mixed is generated during the process of vapor-depositing a compound for the first emitting layer and the process of vapor-depositing a compound for the second emitting layer, and this region is present at the interface between the first emitting layer and the second emitting layer. (LS2) When the first emitting layer and the second emitting layer contain a light-emitting compound, a region in which the first host material, the second host material, and the light-emitting compound are mixed is generated during the process of vapor-depositing the compound for the first emitting layer and the process of vapor-depositing the compound for the second emitting layer, and this region is present at the interface between the first emitting layer and the second emitting layer. (LS3) When the first emitting layer and the second emitting layer contain a light emitting compound, a region made of the light emitting compound, a region made of the first host material, or a region made of the second host material is generated during the process of vapor deposition of the compound for the first emitting layer and the process of vapor deposition of the compound for the second emitting layer, and the region is present at the interface between the first emitting layer and the second emitting layer.

[0500] (Other layers of organic electroluminescence devices) The organic EL device according to this embodiment may have one or more organic layers in addition to the first and second light-emitting layers, such as at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron injection layer, and an electron transport layer.

[0501] The organic EL device according to this embodiment may be composed of only the first light-emitting layer and the second light-emitting layer, or may further include at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron injection layer, and an electron transport layer.

[0502] (Schematic configuration of an organic EL element) FIG. 1 shows a schematic configuration of one example of the organic EL element according to this embodiment. The organic EL element 1 includes a substrate 2, an anode 3, a cathode 4, and an organic layer 10 disposed between the anode 3 and the cathode 4. The organic layer 10 includes a hole injection layer 6, a hole transport layer 7, a first light-emitting layer 51, a second light-emitting layer 52, an electron transport layer 8, and an electron injection layer 9 laminated in this order from the anode 3 side. The light-emitting zone 5 of the organic EL element 1 includes the first light-emitting layer 51 on the anode 3 side, and the second light-emitting layer 52 on the cathode 4 side.

[0503] FIG. 2 shows a schematic configuration of another example of the organic EL element according to this embodiment. The organic EL element 1A includes a substrate 2, an anode 3, a cathode 4, and an organic layer 10A disposed between the anode 3 and the cathode 4. The organic layer 10A is configured by stacking a hole injection layer 6, a hole transport layer 7, a second light-emitting layer 52, a first light-emitting layer 51, an electron transport layer 8, and an electron injection layer 9 in this order from the anode 3 side. The light-emitting zone 5A of the organic EL element 1A includes the second light-emitting layer 52 on the anode 3 side, and the first light-emitting layer 51 on the cathode 4 side.

[0504] The present invention is not limited to the configuration of the organic EL element shown in FIGS.

[0505] The structure of the organic EL element will be further described below. In the following, reference numerals may be omitted.

[0506] In the organic EL element according to this embodiment, an organic layer may be disposed between the first light-emitting layer and the second light-emitting layer.

[0507] (intervening layer) The organic EL device according to this embodiment may also have an intervening layer as an organic layer disposed between the first light-emitting layer and the second light-emitting layer. In this embodiment, in order to prevent the Singlet light-emitting region and the TTF light-emitting region from overlapping, the intervening layer does not contain a light-emitting compound to such an extent that this can be achieved. For example, the content of the luminescent compound in the intervening layer is not limited to 0% by mass, and in cases where the luminescent compound is, for example, a component unintentionally mixed in during the manufacturing process or a component contained as an impurity in the raw materials, the intervening layer is allowed to contain these components. For example, if all of the materials constituting the intermediate layer are material A, material B, and material C, the content of each of material A, material B, and material C in the intermediate layer is 10 mass% or more, and the total content of material A, material B, and material C is 100 mass%. Hereinafter, the intervening layer may be referred to as a "non-doped layer," and the layer containing a light-emitting compound may be referred to as a "doped layer."

[0508] In general, when the light-emitting layer has a laminated structure, it is believed that the light-emitting efficiency can be improved because the Singlet light-emitting region and the TTF light-emitting region are easily separated. In the organic EL element of the present embodiment, when an intermediate layer (non-doped layer) is disposed between the first and second emitting layers in the emission band, the overlapping area between the singlet emission region and the TTF emission region is reduced, and it is expected that the decrease in TTF efficiency caused by collisions between triplet excitons and carriers is suppressed. In other words, it is considered that the insertion of the intermediate layer (non-doped layer) between the emission layers contributes to improving the efficiency of TTF emission.

[0509] The intermediate layer is a non-doped layer. The intervening layer does not contain a metal atom, and therefore does not contain a metal complex. The intervening layer includes an intervening layer material that is not a light-emitting compound. The material for the intervening layer is not particularly limited as long as it is a material other than a light-emitting compound. Examples of the intervening layer material include 1) heterocyclic compounds such as oxadiazole derivatives, benzimidazole derivatives, and phenanthroline derivatives; 2) condensed aromatic compounds such as carbazole derivatives, anthracene derivatives, phenanthrene derivatives, pyrene derivatives, and chrysene derivatives; and 3) aromatic amine compounds such as triarylamine derivatives and condensed polycyclic aromatic amine derivatives.

[0510] The intervening layer material can be one or both of the first host material and the second host material, but is not particularly limited as long as it separates the Singlet emission region and the TTF emission region and does not inhibit the Singlet emission and the TTF emission.

[0511] In the organic EL device according to this embodiment, the content of each of the materials constituting the intervening layer in the intervening layer is 10% by mass or more. The intermediate layer contains the intermediate layer material as a material constituting the intermediate layer. The intervening layer preferably contains the intervening layer material in an amount of 60 mass% or more of the total mass of the intervening layer, more preferably 70 mass% or more of the total mass of the intervening layer, even more preferably 80 mass% or more of the total mass of the intervening layer, even more preferably 90 mass% or more of the total mass of the intervening layer, and even more preferably 95 mass% or more of the total mass of the intervening layer. The intervening layer may contain only one type of intervening layer material, or may contain two or more types of intervening layer materials. When the intervening layer contains two or more types of intervening layer materials, the upper limit of the total content of the two or more intervening layer materials is 100 mass %. It should be noted that this embodiment does not exclude the intermediate layer containing a material other than the intermediate layer material.

[0512] The intervening layer may be composed of a single layer, or may be composed of two or more laminated layers.

[0513] The thickness of the intermediate layer is not particularly limited as long as it can prevent the Singlet emission region and the TTF emission region from overlapping, but is preferably 3 nm to 15 nm, and more preferably 5 nm to 10 nm, per layer. If the thickness of the intermediate layer is 3 nm or more, the Singlet emission region and the emission region derived from TTF can be easily separated. If the thickness of the intermediate layer is 15 nm or less, it becomes easier to suppress the phenomenon in which the host material of the intermediate layer emits light.

[0514] The intervening layer includes an intervening layer material as a material constituting the intervening layer, and has a triplet energy T1(H1) of a first host material, a triplet energy T1(H2) of a second host material, and a triplet energy T1(M mid ) preferably satisfies the relationship of the following formula (Formula 21). T1(H1) ≧ T1(M mid ) ≧ T1(H2) … (Equation 21)

[0515] When the intermediate layer includes two or more intermediate layer materials as materials constituting the intermediate layer, the triplet energy T1(H1) of the first host material, the triplet energy T1(H2) of the second host material, and the triplet energy T1(M EA ) more preferably satisfy the relationship of the following formula (Mathematical formula 21A). T1(H1) ≧ T1(M EA ) ≧ T1(H2) … (Number 21A)

[0516] (substrate) The substrate is used as a support for the organic EL element. For example, glass, quartz, plastic, etc. can be used as the substrate. A flexible substrate may also be used. A flexible substrate is a substrate that can be bent (flexible), and examples thereof include a plastic substrate. Examples of materials for forming the plastic substrate include polycarbonate, polyarylate, polyethersulfone, polypropylene, polyester, polyvinyl fluoride, polyvinyl chloride, polyimide, and polyethylene naphthalate. An inorganic deposition film can also be used.

[0517] (anode) For the anode formed on the substrate, it is preferable to use a metal, alloy, electrically conductive compound, or a mixture thereof having a large work function (specifically, 4.0 eV or more). Specific examples include indium oxide-tin oxide (ITO), indium oxide-tin oxide containing silicon or silicon oxide, indium oxide-zinc oxide, tungsten oxide, indium oxide containing zinc oxide, graphene, and the like. Other examples include gold (Au), platinum (Pt), nickel (Ni), tungsten (W), chromium (Cr), molybdenum (Mo), iron (Fe), cobalt (Co), copper (Cu), palladium (Pd), titanium (Ti), or nitrides of metal materials (e.g., titanium nitride), and the like.

[0518] These materials are usually formed into a film by a sputtering method. For example, indium oxide-zinc oxide can be formed by a sputtering method by using a target in which zinc oxide is added to indium oxide at 1 mass % or more and 10 mass % or less. In addition, indium oxide containing tungsten oxide and zinc oxide can be formed by a sputtering method by using a target in which tungsten oxide is added to indium oxide at 0.5 mass % or more and 5 mass % or less and zinc oxide is added to indium oxide at 0.1 mass % or more and 1 mass % or less. In addition, it may be formed by a vacuum deposition method, a coating method, an inkjet method, a spin coating method, or the like.

[0519] Of the EL layers formed on the anode, the hole injection layer formed in contact with the anode is formed using a composite material that easily injects holes regardless of the work function of the anode, so that materials that can be used as electrode materials (for example, metals, alloys, electrically conductive compounds, and mixtures of these, as well as other elements belonging to Group 1 or Group 2 of the periodic table) can be used.

[0520] Materials with small work functions, such as elements belonging to Group 1 or 2 of the periodic table, i.e., alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), and alloys containing these (e.g., MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these, can also be used. When alkali metals, alkaline earth metals, and alloys containing these are used to form the anode, vacuum deposition and sputtering methods can be used. Furthermore, when silver paste or the like is used, coating and inkjet methods can be used.

[0521] When the organic EL element is a bottom emission type, the anode is a light-transmitting electrode having light transmittance. The light-transmitting electrode is preferably formed of a metal material having light transmittance or semi-transmittance that transmits light emitted from the light-emitting layer. In this specification, light transmittance or semi-transmittance means a property of transmitting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The light-transmitting or semi-transmitting metal material can be appropriately selected from the materials listed in the anode section. The light-transmitting or semi-transmitting metal material may be a material listed as a material used for the conductive layer (or transparent conductive layer) described later.

[0522] When the organic EL element is a top emission type, the anode is a light-reflective electrode having a light-reflective layer. The light-reflective layer is preferably formed of a metal material having light reflectivity. In this specification, light reflectivity means a property of reflecting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The metal material having light reflectivity can be appropriately selected from the materials listed in the above section on the anode. Examples of metal materials used in the light-reflecting layer include a single metal material selected from the group consisting of Al, Ag, Ta, Zn, Mo, W, Ni, Cr, etc., or an alloy material containing a metal selected from this group as the main component (preferably 50 mass% or more of the total); an amorphous alloy selected from the group consisting of NiP, NiB, CrP, CrB, etc.; a microcrystalline alloy selected from the group consisting of NiAl and a silver alloy, etc.; and the like. In addition, the metal material used for the light reflecting layer may be at least one alloy selected from the group consisting of APC (an alloy of silver, palladium and copper), ARA (an alloy of silver, rubidium and gold), MoCr (an alloy of molybdenum and chromium), and NiCr (an alloy of nickel and chromium). The light reflecting layer may be a single layer or multiple layers.

[0523] The anode as a light-reflective electrode may be composed of only a light-reflective layer, but may also have a multi-layer structure having a light-reflective layer and a conductive layer (preferably a transparent conductive layer). When the anode has a light-reflective layer and a conductive layer, it is preferable that the conductive layer is disposed between the reflective layer and a layer containing a hole-transporting zone (for example, a hole-injection layer or a hole-transporting layer). The anode may also have a multi-layer structure in which a light-reflective layer is disposed between two conductive layers (a first conductive layer and a second conductive layer). In the case of such a multi-layer structure, the first conductive layer and the second conductive layer may be formed of the same material or different materials. The material used for the conductive layer can be appropriately selected from the materials listed in the section on the anode. In addition, the conductive layer (transparent conductive layer) serving as a transparent electrode can also be made of metals, alloys, electrically conductive compounds, and mixtures thereof that have a large work function (specifically, 4.0 eV or more). In addition, the conductive layer may be made of, for example, alkali metals such as lithium (Li) and cesium (Cs); alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr); alloys containing at least one selected from the group consisting of alkali metals and alkaline earth metals (e.g., MgAg and AlLi); rare earth metals such as europium (Eu) and ytterbium (Yb); and alloys containing at least one selected from rare earth metals.

[0524] (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.

[0525] When an alkali metal, an alkaline earth metal, or an alloy containing these is used to form a cathode, a vacuum deposition method or a sputtering method can be used. When a silver paste or the like is used, a coating method or an inkjet method can be used.

[0526] By providing an electron injection layer, the cathode can be formed using various conductive materials, such as Al, Ag, ITO, graphene, indium oxide-tin oxide containing silicon or silicon oxide, regardless of the magnitude of the work function. These conductive materials can be formed into films by a sputtering method, an inkjet method, a spin coating method, or the like.

[0527] When the organic EL element is a bottom emission type, the cathode is a light-reflective electrode. The light-reflective electrode is preferably formed of a metal material having light reflectivity. The metal material having light reflectivity can be appropriately selected from the materials listed in the cathode section. In addition, the metal material having light reflectivity may be the material listed as the metal material used for the light-reflecting layer described above.

[0528] When the organic EL element is a top emission type, the cathode is a light-transmitting electrode having light transmittance. The light-transmitting electrode is preferably formed of a metal material having light transmittance or semi-transmittance that transmits light emitted from the light-emitting layer. Light transmittance or semi-transmittance means a property of transmitting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The light-transmitting or semi-transmitting metal material may be appropriately selected from the materials listed in the cathode section. The light-transmitting or semi-transmitting metal material may be the material listed as the material used for the conductive layer (or transparent conductive layer) described above.

[0529] (capping layer) A top-emission organic EL device may have a capping layer on the cathode. The capping layer may be disposed on the surface of the cathode opposite to the surface facing the anode. The capping layer may contain, for example, at least one compound selected from the group consisting of polymer compounds, metal oxides, metal fluorides, metal borides, silicon nitride, and silicon compounds (such as silicon oxide). The capping layer may also contain at least one compound selected from the group consisting of, for example, aromatic amine derivatives, anthracene derivatives, pyrene derivatives, fluorene derivatives, and dibenzofuran derivatives. Furthermore, a laminate in which two or more layers each containing a compound that can be used in the capping layer are laminated can also be used as the capping layer.

[0530] (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, etc.

[0531] In addition, examples of materials with high hole injection properties include low-molecular-weight organic compounds such as 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DPAB), 4,4'-bis(N-{4-[N'-(3-methylphenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviation: DNTPD), and 1,3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DNTPD). [N-phenylamino]benzene (abbreviation: DPA3B), 3-[N-(9-phenylcarbazol-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA1), 3,6-bis[N-(9-phenylcarbazol-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA2), 3-[N-(1-naphthyl)-N-(9-phenylcarbazol-3-yl)amino]-9-phenylcarbazole (abbreviation: PCzPCN1), and other aromatic amine compounds, as well as dipyrazino[2,3-f:20,30-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN) are also included.

[0532] In addition, as a substance with high hole injection properties, a polymer compound (oligomer, dendrimer, polymer, etc.) can be used. For example, polymer compounds such as poly(N-vinylcarbazole) (abbreviation: PVK), poly(4-vinyltriphenylamine) (abbreviation: PVTPA), poly[N-(4-{N'-[4-(4-diphenylamino)phenyl]phenyl-N'-phenylamino}phenyl)methacrylamide] (abbreviation: PTPDMA), poly[N,N'-bis(4-butylphenyl)-N,N'-bis(phenyl)benzidine] (abbreviation: Poly-TPD) can be used. In addition, a polymer compound to which an acid is added, such as poly(3,4-ethylenedioxythiophene) / poly(styrenesulfonic acid) (PEDOT / PSS) or polyaniline / poly(styrenesulfonic acid) (PAni / PSS) can be used.

[0533] (Hole transport layer) The hole transport layer is a layer containing a substance with high hole transport properties. In the organic EL device according to this embodiment, a hole transport layer is preferably disposed between the anode and the light-emitting zone.

[0534] In the organic EL element according to this embodiment, the hole transport layer may be formed using an aromatic amine compound, a carbazole derivative, an anthracene derivative, or the like. Specifically, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (abbreviation: NPB), N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (abbreviation: TPD), 4-phenyl-4'-(9-phenylfluoren-9-yl)triphenylamine (abbreviation: BAFLP), 4,4'-bis[N-(9,9-dimethylfluoren-2-yl)-N-phenylamino]biphenyl, etc. Examples of aromatic amine compounds that can be used include 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), and 4,4'-bis[N-(spiro-9,9'-bifluoren-2-yl)-N-phenylamino]biphenyl (abbreviation: BSPB). The substances mentioned here are mainly 10 -6 cm 2 / (V s) or higher.

[0535] The hole transport layer may be made of carbazole derivatives such as CBP, 9-[4-(N-carbazolyl)]phenyl-10-phenylanthracene (CzPA), and 9-phenyl-3-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (PCzPA), or anthracene derivatives such as t-BuDNA, DNA, and DPAnth. Polymer compounds such as poly(N-vinylcarbazole) (abbreviation: PVK) and poly(4-vinyltriphenylamine) (abbreviation: PVTPA) may also be used.

[0536] However, other substances may be used as long as they have a higher hole transporting property than an electron transporting property. Note that the layer containing the substance having a high hole transporting property may be a single layer or a stack of two or more layers made of the above substances.

[0537] (Electron barrier layer) The electron blocking layer is preferably a layer that transports holes and prevents electrons from reaching a layer (e.g., a hole transport layer) on the anode side of the electron blocking layer. The compound contained in the electron blocking layer is, for example, a compound used in a known electron blocking layer, and is preferably at least one compound selected from the group consisting of aromatic amine compounds and carbazole derivatives. The compound contained in the electron blocking layer may be a monoamine compound having only one substituted or unsubstituted amino group in the molecule. The compound contained in the electron blocking layer may be a compound having a substituted or unsubstituted carbazolyl group and one substituted or unsubstituted amino group in the molecule. The electron blocking layer may be a layer that prevents excitons generated in the light-emitting layer from migrating to a layer closer to the anode than the electron blocking layer (e.g., a hole transport layer and a hole injection layer) so that excitation energy does not leak from the light-emitting layer to a surrounding layer.

[0538] (Hole blocking layer) The hole blocking layer is preferably a layer that transports electrons and prevents holes from reaching a layer (e.g., an electron transport layer) on the cathode side of the hole blocking layer. The compound contained in the hole blocking layer is, for example, a compound used in a known hole blocking layer. The compound contained in the hole blocking layer is, for example, at least one compound selected from the group consisting of a metal complex, a heteroaromatic compound, and a polymer compound, similar to the compounds that can be used in the electron transport layer described later. The compound contained in the hole blocking layer may also be, for example, at least one compound selected from the group consisting of an imidazole derivative, a benzimidazole derivative, an azine derivative, a carbazole derivative, and a phenanthroline derivative. It is also preferable that the hole blocking layer is a layer that prevents excitons generated in the light-emitting layer from migrating to a layer closer to the cathode than the hole blocking layer (e.g., an electron transport layer and an electron injection layer) so that excitation energy does not leak from the light-emitting layer to a peripheral layer.

[0539] (electron transport layer) The electron transport layer is a layer containing a substance with a high electron transport property. In the organic EL device according to this embodiment, it is preferable that an electron transport layer is disposed between the light emitting zone and the cathode.

[0540] In the organic EL device according to this embodiment, the electron transport layer may be made of 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. Specifically, metal complexes such as Alq, tris(4-methyl-8-quinolinolato)aluminum (abbreviation: Almq3), bis(10-hydroxybenzo[h]quinolinato)beryllium (abbreviation: BeBq2), BAlq, Znq, ZnPBO, or ZnBTZ may be used as low molecular weight organic compounds. In addition to metal complexes, 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5-(pt-butylphenyl)-1,3,4-oxadiazol-2-yl]benzene (abbreviation: OXD-7), 3-(4-tert-butylphenyl)-4-phenyl-5-(4-biphenylyl)-1,2,4-triazole (abbreviation: Heteroaromatic compounds such as 3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-biphenylyl)-1,2,4-triazole (abbreviation: p-EtTAZ), bathophenanthroline (abbreviation: BPhen), bathocuproine (abbreviation: BCP), and 4,4'-bis(5-methylbenzoxazol-2-yl)stilbene (abbreviation: BzOs) can also be used. In this embodiment, benzimidazole compounds can be preferably used. The substances mentioned here are mainly 10 -6 cm 2 / (V·s) or more. Note that any other substance may be used as the electron transport layer as long as it has a higher electron transporting property than a hole transporting property. The electron transport layer may be formed of a single layer or may be formed of two or more layers of the above substances.

[0541] The electron transport layer can also be made of a polymer compound, such as poly[(9,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3,5-diyl)] (abbreviation: PF-Py) or poly[(9,9-dioctylfluorene-2,7-diyl)-co-(2,2'-bipyridine-6,6'-diyl)] (abbreviation: PF-BPy).

[0542] (electron injection layer) The electron injection layer is a layer containing a substance with high electron injection properties. In the organic EL element according to this embodiment, the electron injection layer can be made of alkali metals, alkaline earth metals, or compounds thereof, such as lithium (Li), cesium (Cs), calcium (Ca), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF2), and lithium oxide (LiOx). In addition, a substance having electron transport properties containing an alkali metal, an alkaline earth metal, or a compound thereof, specifically, a substance containing magnesium (Mg) in Alq, can be used. In this case, electron injection from the cathode can be performed more efficiently.

[0543] Alternatively, a composite material obtained by mixing an organic compound and an electron donor (donor) may be used for the electron injection layer. Such a composite material has excellent electron injection and transport properties because electrons are generated in the organic compound by the electron donor. In this case, the organic compound may be: A material having excellent transportability of generated electrons is preferable, and specifically, for example, the above-mentioned substances constituting the electron transport layer (metal complexes, heteroaromatic compounds, etc.) can be used. The electron donor may be any substance that exhibits electron donating properties to an organic compound. Specifically, alkali metals, alkaline earth metals, and rare earth metals are preferable, and examples thereof include lithium, cesium, magnesium, calcium, erbium, and ytterbium. Furthermore, alkali metal oxides and alkaline earth metal oxides are preferable, and examples thereof include lithium oxide, calcium oxide, and barium oxide. Furthermore, Lewis bases such as magnesium oxide can also be used. Furthermore, organic compounds such as tetrathiafulvalene (abbreviation: TTF) can also be used.

[0544] (Layer formation method) The method for forming each layer of the organic EL element of this embodiment is not limited to those specifically mentioned above, but may be any known method, such as a dry film formation method, such as a vacuum deposition method, a sputtering method, a plasma method, or an ion plating method, or a wet film formation method, such as a spin coating method, a dipping method, a flow coating method, or an inkjet method.

[0545] (Film thickness) The thickness of each organic layer of the organic EL element of the present embodiment is not limited unless otherwise specified above. In general, if the thickness is too thin, defects such as pinholes are likely to occur, and if the thickness is too thick, a high applied voltage is required, resulting in poor efficiency. Therefore, the thickness of each organic layer of the organic EL element is usually preferably in the range of several nm to 1 μm.

[0546] (Emitting wavelength of organic EL element) The organic electroluminescence element according to this embodiment preferably emits light having a maximum peak wavelength of 500 nm or less when the element is in operation. It is more preferable that the organic electroluminescence element according to this embodiment emits light having a maximum peak wavelength of 430 nm or more and 480 nm or less when the element is in operation. The maximum peak wavelength of the light emitted by the organic EL element when the element is driven is measured as follows. 2 A voltage is applied to the organic EL element so that the spectral radiance spectrum is measured using a spectroradiometer CS-2000 (Konica Minolta, Inc.) In the obtained spectral radiance spectrum, the peak wavelength of the emission spectrum where the emission intensity is maximum is measured, and this is defined as the maximum peak wavelength (unit: nm).

[0547] Third Embodiment (Organic electroluminescence element) The organic EL element according to this embodiment will be described.

[0548] The organic EL device according to this embodiment has an anode, a cathode, and an emission band disposed between the anode and the cathode, the anode, the emission band, and the cathode being disposed in this order, the emission band including a first emission layer and a second emission layer, the first emission layer containing a first host material and a first emission compound, the second emission layer containing a second host material and a second emission compound, the first host material and the second host material being different from each other, the first emission compound and the second emission compound being the same or different from each other, a triplet energy T1(H1) of the first host material and a triplet energy T1(H2) of the second host material satisfy the relationship of the above mathematical formula (Mathematical Formula 1), and a triplet energy T1(H1) of the first host material and a triplet energy T1(D) of the first emission compound satisfy the relationship of the following mathematical formula (Mathematical Formula 2). 0.00eV≦T1(H1)-T1(D1)≦0.15eV …(Equation 2)

[0549] When the difference between the triplet energy T1(H1) of the first host material and the triplet energy T1(D1) of the first emitting compound is 0.00 eV or more, the triplet energy is efficiently transferred to the second emitting layer, and when the difference is 0.15 eV or less, the triplet energy that is deactivated on the first emitting compound can be minimized.

[0550] In the present embodiment, the first host material, the first light-emitting compound, and the second host material simultaneously satisfy the relationships of the above mathematical formulas (Mathematical Formula 1) and (Mathematical Formula 2). Therefore, according to the present embodiment, it is possible to provide an organic EL element in which deterioration of chromaticity is suppressed and which has a long lifetime.

[0551] In one aspect of the organic EL element according to this embodiment, when the relationship of the above mathematical formula (Mathematical Formula 2) is satisfied, the first host material, the first light-emitting compound, and the second host material satisfy the relationship of the following mathematical formula (Mathematical Formula 2A). T1(H1) ≧ T1(D1)> T1(H2) … (Mathematics 2A)

[0552] In one aspect of the organic EL element according to this embodiment, the triplet energy T1(H1) of the first host material and the triplet energy T1(D) of the first light-emitting compound satisfy the relationship represented by the following mathematical formula (Mathematical Formula 2B) or (Mathematical Formula 2C). 0.00eV≦T1(H1)-T1(D1)≦0.10eV …(Math 2B) 0.00eV≦T1(H1)-T1(D1)≦0.05eV …(Math 2C)

[0553] In the organic EL element according to this embodiment, the first host material is preferably the compound according to the first embodiment (first compound).

[0554] The organic EL element according to the present embodiment is similar to the organic EL element according to the second embodiment in that it has at least two or more light-emitting layers. However, in one aspect of the organic EL element according to the second embodiment, the relationship of the above formula (Math. 6) may be satisfied, that is, the triplet energy T1(D1) of the first light-emitting compound is greater than the triplet energy T1(H1) of the first host material, whereas the organic EL element according to the present embodiment satisfies the relationship of the above formula (Math. 2), that is, the relationship that T1(H1) and T1(D1) are the same, or the relationship that T1(H1) is greater than T1(D1). Since the present embodiment and the second embodiment are otherwise similar, the description of the second embodiment is also applied to the description of the present embodiment. In the description of the present embodiment, the same components as those in the second embodiment are omitted or simplified by giving the same symbols or names. In addition, in the present embodiment, for materials and compounds not specifically mentioned, the same materials and compounds as those described in the first and second embodiments can be used.

[0555] Fourth Embodiment (electronic equipment) The electronic device according to the present embodiment is equipped with the organic EL element according to any one of the above-mentioned embodiments. Examples of the electronic device include a display device and a light-emitting device. Examples of the display device include a display component (e.g., an organic EL panel module), a television, a mobile phone, a tablet, and a personal computer. Examples of the light-emitting device include lighting and vehicle lamps. The light-emitting device can be used in a display device, for example, as a backlight for a display device.

[0556] [Modifications of the embodiment] The present invention is not limited to the above-described embodiment, and any modifications and improvements that can achieve the object of the present invention are included in the present invention.

[0557] For example, the number of light-emitting layers in the organic EL element is not limited to two, and three or more light-emitting layers may be laminated. When the organic EL element has three or more light-emitting layers, at least two of the light-emitting layers (the first light-emitting layer and the second light-emitting layer) may satisfy the conditions described in the above embodiment. For example, the other light-emitting layers may be fluorescent light-emitting layers or phosphorescent light-emitting layers that utilize light emission due to electronic transition from a triplet excited state directly to the ground state.

[0558] Furthermore, when the organic EL element has a plurality of light-emitting layers, these light-emitting layers may be provided adjacent to each other, or the organic EL element may be a so-called tandem type organic EL element in which a plurality of light-emitting units are stacked via an intermediate layer.

[0559] In addition, the specific structure and shape in carrying out the present invention may be other structures and shapes within the scope of the invention in which the object of the present invention can be achieved. EXAMPLES

[0560] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples in any way.

[0561] <Compound> The structure of the compound (first compound) having a ring structure represented by general formula (1) used in the production of the organic EL devices according to Examples 1 to 8 is shown below.

[0562] [ka]

[0563] The structures of the comparative compounds used in the production of the organic EL devices according to Comparative Examples 1 and 2 are shown below. [ka]

[0564] The structures of the compounds used in the production of the organic EL devices according to Examples 1 to 8 and Comparative Examples 1 and 2 are shown below.

[0565] [ka]

[0566] <Fabrication of organic EL elements> An organic EL device was prepared as follows and evaluated.

[0567] Example 1 A 25mm x 75mm x 1.1mm thick glass substrate (Geomatec Co., Ltd.) with an ITO (Indium Tin Oxide) transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, and then UV ozone cleaned for 30 minutes. The film thickness of the ITO transparent electrode was 130nm. The cleaned glass substrate with transparent electrode lines was attached to a substrate holder of a vacuum deposition apparatus, and compound HIL-1 was first deposited on the surface on which the transparent electrode lines were formed so as to cover the transparent electrodes, thereby forming a hole injection layer with a thickness of 5 nm. Next, the compound HTL-1 was deposited on the hole injection layer to form a first hole transport layer having a thickness of 80 nm. Next, compound EBL-1 was deposited on the first hole transport layer to form a second hole transport layer (sometimes referred to as an electron blocking layer) having a thickness of 10 nm. Next, on the second hole transport layer, compound BH1-1 (first host material) and compound BD-1 (first light-emitting compound) were co-deposited to form a first light-emitting layer having a thickness of 12.5 nm. The proportion of compound BH1-1 in the first light-emitting layer was 98 mass %, and the proportion of compound BD-1 was 2 mass %. Next, compound BH-2 (second host material) and compound BD-1 (second light-emitting compound) were co-deposited on the first light-emitting layer to form a second light-emitting layer having a thickness of 12.5 nm. The proportion of compound BH-2 in the second light-emitting layer was 98 mass %, and the proportion of compound BD-1 was 2 mass %. Next, the compound aET-1 was deposited on the second light-emitting layer to form a first electron transport layer (sometimes referred to as a hole blocking layer) having a thickness of 10 nm. Next, the compound bET-1 was evaporated onto the first electron transport layer to form a second electron transport layer having a thickness of 15 nm. Next, the compound LiF was evaporated onto the second electron transport layer to form an electron injection layer having a thickness of 1 nm. Next, metallic Al was evaporated onto the electron injection layer to form a cathode with a thickness of 80 nm. The device configuration of Example 1 is shown in schematic form as follows. ITO(130) / HIL-1(5) / HTL-1(80) / EBL-1(10) / BH1-1:BD-1(12.5,98%:2%) / BH-2:BD-1(12.5,98%:2%) / aET-1(10) / bET-1(15) / LiF(1) / Al(80) In the simplified device configuration, the numbers in parentheses indicate the film thickness (unit: nm). Similarly, the numbers in parentheses expressed as percentages (98%:2%) indicate the ratio (mass%) of the host material (compound BH1-1 or BH-2) and the light-emitting compound (compound BD-1) in the first light-emitting layer or the second light-emitting layer. The same notation is used hereinafter.

[0568] (Examples 2 to 8) The organic EL devices of Examples 2 to 8 were prepared in the same manner as the organic EL device of Example 1, except that the compound BH1-1 used as the first host material in forming the first emitting layer was changed to the compound shown in Table 1.

[0569] (Comparative Examples 1 to 2) The organic EL devices of Comparative Examples 1 and 2 were prepared in the same manner as the organic EL device of Example 1, except that the compound BH1-1 used as the first host material in forming the first emitting layer was changed to the compound shown in Table 1.

[0570] <Evaluation of organic EL elements> The organic EL devices thus fabricated were evaluated as follows. The evaluation results are shown in Table 1. Table 1 also shows the singlet energy S1 and triplet energy T1 of the compounds used in the emitting layer of each Example.

[0571] (Maximum peak wavelength λp ) Current density is 10mA / cm 2 The spectral radiance spectrum when a voltage was applied to the element was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.). From the obtained spectral radiance spectrum, the maximum peak wavelength λ p (unit: nm) was calculated.

[0572] (CIE1931 chromaticity) Current density is 10mA / cm 2 The CIE1931 chromaticity coordinates (x, y) when a voltage was applied to the organic EL element so as to satisfy the following equation were measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.).

[0573] (Life span LT95) The organic EL device was fabricated with 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 as the lifetime. The luminance was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.).

[0574] [Table 1]

[0575] According to Table 1, the organic EL elements of Examples 1 to 8, which used a first compound having a ring structure represented by general formula (1) as a first host material, showed less deterioration in chromaticity than the organic EL element of Comparative Example 1, which used compound BH-Ref1, which does not have a ring structure represented by general formula (1). In addition, the organic EL elements of Examples 1 to 8 suppressed deterioration in chromaticity and had a longer life than the organic EL element of Comparative Example 2, which used compound BH-Ref2 that does not have a ring structure represented by general formula (1).

[0576] <Compound evaluation> (Triplet energy T1) The compound to be measured was dissolved in EPA (diethyl ether: isopentane: ethanol = 5:5:2 (volume ratio)) to obtain a solution with a concentration of 10 μmol / L, and this solution was placed in a quartz cell to prepare a measurement sample. The phosphorescence spectrum (vertical axis: phosphorescence emission intensity, horizontal axis: wavelength) of this measurement sample was measured at low temperature (77 [K]), a tangent was drawn to the rising edge on the short wavelength side of this phosphorescence spectrum, and the wavelength value λ at the intersection of the tangent and the horizontal axis was determined. edge The triplet energy T1 was calculated from the following conversion formula (F1) based on [nm]. Note that the triplet energy T1 may have an error of about 0.02 eV depending on the measurement conditions. Conversion formula (F1): T1[eV]=1239.85 / λ edge

[0577] The tangent to the rising edge of the phosphorescence spectrum on the short wavelength side is drawn as follows. When moving along the spectral curve from the short wavelength side of the phosphorescence spectrum to the shortest maximum of the spectral maxima, consider the tangent at each point on the curve toward the long wavelength side. The slope of this tangent increases as the curve rises (i.e., as the vertical axis increases). The tangent drawn at the point where this slope is at its maximum (i.e., the tangent at the inflection point) is the tangent to the rising edge of the phosphorescence spectrum on the short wavelength side. Note that a maximum point having a peak intensity of 15% or less of the maximum peak intensity of the spectrum is not included in the above-mentioned maximum value on the shortest wavelength side, and the tangent drawn at the point where the slope value is the maximum value that is closest to the maximum value on the shortest wavelength side is regarded as the tangent to the rising edge on the short wavelength side of the phosphorescence spectrum. The phosphorescence was measured using a Hitachi High-Technologies Corporation F-4500 spectrofluorophotometer.

[0578] In this specification, the triplet energy of each skeleton is the triplet energy measured for a compound in which the single bond connecting the skeletons is replaced with a hydrogen atom. For example, in the case of compound BH1-1, the triplet energies of the following compounds BH1-1a, BH1-1b, and BH1-1c in which the single bonds connecting the three skeletons constituting compound BH1-1 are replaced with hydrogen atoms are the triplet energies of each skeleton possessed by compound BH1-1.

[0579] [ka]

[0580] (Singlet energy S1) A 10μmol / L toluene solution of the compound to be measured was prepared and placed in a quartz cell, and the absorption spectrum (vertical axis: absorption intensity, horizontal axis: wavelength) of this sample was measured at room temperature (300K). A tangent line was drawn to the falling edge on the long wavelength side of this absorption spectrum, and the wavelength value λedge [nm] at the intersection point between the tangent line and the horizontal axis was substituted into the following conversion formula (F2) to calculate the singlet energy. Conversion formula (F2): S1[eV]=1239.85 / λedge The absorption spectrum measuring device used was a spectrophotometer manufactured by Hitachi (device name: U3310).

[0581] The tangent to the falling edge on the long wavelength side of the absorption spectrum is drawn as follows. When moving along the spectral curve from the maximum value on the longest wavelength side among the maximum values ​​of the absorption spectrum in the direction towards longer wavelengths, consider the tangent at each point on the curve. As the curve falls (i.e., as the value on the vertical axis decreases), the slope of this tangent decreases and then increases repeatedly. The tangent drawn at the point where the slope is at its minimum value on the longest wavelength side (excluding cases where the absorbance is 0.1 or less) is regarded as the tangent to the falling edge on the long wavelength side of the absorption spectrum. Note that maximum points with absorbance values ​​of 0.2 or less are not included in the maximum value on the longest wavelength side.

[0582] (Measurement of maximum fluorescence emission peak wavelength (FL-peak)) The compound to be measured is 4.9 x 10 -6A toluene solution was prepared by dissolving the compound in toluene at a concentration of 1 mol / L. The maximum peak wavelength λ (unit: nm) of the fluorescence emission when the toluene solution was excited at 390 nm was measured using a fluorescence spectrum measuring device (fluorescence spectrophotometer F-7000 (manufactured by Hitachi High-Tech Science Corporation)). The maximum fluorescence emission peak wavelength λ of compound BD-1 was 452 nm.

[0583] <Synthesis Example> (Synthesis Example 1: Synthesis of BH1-1) The synthesis method of compound BH1-1 is described below.

[0584] [ka]

[0585] (1) Synthesis of intermediate Ma Under an argon atmosphere, 3.54g (10mmol) of arylacetylene ACET-a and 0.133g (0.50mmol) of platinum chloride were dissolved in 200mL of toluene and heated and stirred at 100℃ for 24 hours. After the reaction was completed, water was added to the reaction solution to extract the organic layer, and the resulting crude product was purified using column chromatography to obtain 2.12g of a pale yellow solid. The obtained solid was intermediate Ma, which was the target product, and mass spectrum analysis showed that m / z=354 for a molecular weight of 354.45. The yield of intermediate Ma was 60%.

[0586] (2) Synthesis of compound BH1-1 Under an argon atmosphere, 1.77g (5.0mmol) of intermediate Ma and 0.890g (5.0mmol) of N-bromosuccinimide were dissolved in 50mL of DMF and stirred at 25℃ for 6 hours. After the reaction was completed, water was added to the reaction solution to extract the organic layer, and the pale yellow solid obtained by purifying it by column chromatography was used as it was in the next reaction. 1.31g (5.0mmol) of arylboronic acid BRN-a, 347mg (0.30mmol) of tetrakis(triphenylphosphine)palladium, and 1.06g (10mmol) of sodium carbonate were dissolved in 50mL of a DME / water (10:1) mixed solvent and heated and stirred at 100℃ for 24 hours. After the reaction was completed, water was added to the reaction solution to extract the organic layer, and the crude product obtained was purified by column chromatography to obtain 2.14g of a pale yellow solid. The obtained solid was the target compound BH1-1, and mass spectrum analysis showed that the molecular weight was 570.69 and the m / z was 571. The yield of compound BH1-1 was 75%. DMF is an abbreviation for N,N-dimethylformamide. DME is an abbreviation for 1,2-dimethoxyethane. Pd(PPh3)4 is an abbreviation for tetrakis(triphenylphosphine)palladium.

[0587] (Synthesis Example 2: Synthesis of BH1-2) The synthesis method of compound BH1-2 is described below.

[0588] [ka]

[0589] (1) Synthesis of intermediate Mb Under an argon atmosphere, 3.13 g (10 mmol) of arylacetylene ACET-b and 0.133 g (0.50 mmol) of platinum chloride were dissolved in 200 mL of toluene and heated and stirred at 100° C. for 24 hours. After the reaction was completed, water was added to the reaction solution to extract the organic layer, and the resulting crude product was purified using column chromatography to obtain 1.75 g of a pale yellow solid. The resulting solid was intermediate Mb, which was the target product, and mass spectrum analysis showed that m / z=313 for a molecular weight of 312.80. The yield of intermediate Mb was 56%.

[0590] (2) Synthesis of compound BH1-2 Under an argon atmosphere, 1.56g (5.0mmol) of intermediate Mb, 0.946g (5.5mmol) of 2-naphthylboronic acid, 0.275g (0.30mmol) of tris(dibenzylideneacetone)dipalladium, 0.246g (0.60mmol) of SPhos, and 1.06g (10mmol) of sodium carbonate were dissolved in 50mL of a DME / water (10:1) mixed solvent and heated and stirred at 100°C for 24 hours. After the reaction was completed, water was added to the reaction solution to extract the organic layer, and the crude product obtained was purified using column chromatography to obtain 1.36g of a pale yellow solid. The obtained solid was the target compound BH1-2, and as a result of mass spectrum analysis, it was found to have a molecular weight of 404.51 and m / z = 405. The yield of compound BH1-2 was 67%.

[0591] (Synthesis Example 3: Synthesis of BH1-3) The synthesis method of compound BH1-3 is described below.

[0592] [ka]

[0593] (1) Synthesis of intermediate Mc In the atmosphere, 2.52 g (8.0 mmol) of aryl aldehyde ALDE-c and 0.060 g (0.40 mmol) of trifluoromethanesulfonic acid were dissolved in 80 mL of chloroform and stirred at 25° C. for 24 hours. After the reaction was completed, water was added to the reaction solution to extract the organic layer, and the resulting crude product was purified using column chromatography to obtain 1.45 g of a pale yellow solid. The resulting solid was intermediate Mc, which was the target product, and mass spectrum analysis showed that m / z=278 for a molecular weight of 278.35. The yield of intermediate Mc was 60%. TfOH is an abbreviation for trifluoromethanesulfonic acid.

[0594] (2) Synthesis of Compound BH1-3 Under an argon atmosphere, 1.11g (4.0mmol) of intermediate Mc and 0.712g (4.0mmol) of N-bromosuccinimide were dissolved in 40mL of DMF and stirred at 25℃ for 6 hours. After the reaction was completed, water was added to the reaction solution to extract the organic layer, and the light brown solid obtained by purifying it by column chromatography was used as it was in the next reaction. 1.05g (4.0mmol) of arylboronic acid BRN-c, 231mg (0.20mmol) of tetrakis(triphenylphosphine)palladium, and 0.848g (8.0mmol) of sodium carbonate were dissolved in 50mL of a DME / water (10:1) mixed solvent and heated and stirred at 100℃ for 24 hours. After the reaction was completed, water was added to the reaction solution to extract the organic layer, and the crude product obtained was purified by column chromatography to obtain 1.24g of a light yellow solid. The obtained solid was the target compound BH1-3, and as a result of mass spectrometry, the molecular weight was 494.59 and the m / z was 495. The yield of compound BH1-3 was 63%.

[0595] (Synthesis Example 4: Synthesis of BH1-4) The synthesis method of compounds BH1-4 is described below.

[0596] [ka]

[0597] (1) Synthesis of intermediate Md Under an argon atmosphere, 2.33 g (6.0 mmol) of arylacetylene ACET-d and 0.080 g (0.3 mmol) of platinum chloride were dissolved in 120 mL of toluene and heated and stirred at 100° C. for 24 hours. After the reaction was completed, water was added to the reaction solution to extract the organic layer, and the resulting crude product was purified using column chromatography to obtain 1.54 g of a pale yellow solid. The obtained solid was intermediate Md, which was the target product, and mass spectrum analysis showed that m / z=389 for a molecular weight of 388.89. The yield of intermediate Md was 66%.

[0598] (2) Synthesis of Compound BH1-4 Under an argon atmosphere, 1.56g (4.0mmol) of intermediate Md, 1.19g (4.8mmol) of arylboronic acid BRN-d, 0.183g (0.20mmol) of tris(dibenzylideneacetone)dipalladium, 0.164g (0.40mmol) of SPhos, and 1.06g (10mmol) of sodium carbonate were dissolved in 40mL of a DME / water (10:1) mixed solvent and heated and stirred at 100°C for 24 hours. After the reaction was completed, water was added to the reaction solution to extract the organic layer, and the crude product obtained was purified using column chromatography to obtain 1.34g of a pale yellow solid. The obtained solid was the target compound BH1-4, and as a result of mass spectrum analysis, it was found to have a molecular weight of 556.71 and m / z = 557. The yield of compound BH1-4 was 60%. Pd2(dba)3 is the abbreviation for tris(dibenzylideneacetone)dipalladium.

[0599] (Synthesis Example 5: Synthesis of BH1-5) The synthesis method of compounds BH1-5 is described below.

[0600] [ka]

[0601] (1) Synthesis of intermediate Me Under an argon atmosphere, 1.34 g (4.0 mmol) of aryl fluoride FLRD-e and 0.800 g (6.0 mmol) of aluminum chloride were dissolved in 20 mL of chlorobenzene and heated and stirred at 60°C for 3 hours. After adding an aqueous sodium hydroxide solution to the reaction solution, the organic layer was extracted and the resulting crude product was purified using column chromatography to obtain 0.626 g of a pale yellow solid. The obtained solid was intermediate Me, which was the target product, and mass spectrum analysis showed that the molecular weight was 312.80 and the m / z was 313. The yield of intermediate Me was 50%.

[0602] (2) Synthesis of Compound BH1-5 Under an argon atmosphere, 0.626g (2.0mmol) of intermediate Me, 0.629g (2.4mmol) of arylboronic acid BRN-c, 0.092g (0.10mmol) of tris(dibenzylideneacetone)dipalladium, 0.082g (0.20mmol) of SPhos, and 0.530g (5.0mmol) of sodium carbonate were dissolved in 40mL of a DME / water (10:1) mixed solvent and heated and stirred at 100°C for 24 hours. After the reaction was completed, water was added to the reaction solution to extract the organic layer, and the crude product obtained was purified using column chromatography to obtain 0.584g of a pale yellow solid. The obtained solid was the target compound BH1-5, and as a result of mass spectrum analysis, it was found to have a molecular weight of 494.59 and m / z = 495. The yield of compound BH1-5 was 59%.

[0603] (Synthesis Example 6: Synthesis of BH1-6) The synthesis method of compounds BH1-6 is described below.

[0604] [ka]

[0605] (1) Synthesis of intermediate Mf Under an argon atmosphere, 1.52 g (5.0 mmol) of 4-iodophenanthrene, 1.48 g (5.5 mmol) of 2-bromo-3,6-dichlorobenzoic acid, 0.175 g (0.25 mmol) of dichlorobis(triphenylphosphine)palladium, and 2.07 g (15 mmol) of potassium carbonate were dissolved in 25 mL of DMSO and heated and stirred at 140° C. for 24 hours. After the reaction was completed, water was added to the reaction solution to extract the organic layer, and the crude product obtained was purified using column chromatography to obtain 0.883 g of a pale yellow solid. The obtained solid was the intermediate Mf, which was the target product, and as a result of mass spectrometry analysis, it was found to have an m / z of 321.20 for a molecular weight of 321.20. The yield of intermediate Mf was 55%. DMSO is an abbreviation for dimethyl sulfoxide.

[0606] (2) Synthesis of compound BH1-6 Under an argon atmosphere, 0.803 g (2.5 mmol) of intermediate Mf, 0.305 g (2.5 mmol) of phenylboronic acid, 0.069 g (0.075 mmol) of tris(dibenzylideneacetone)dipalladium, 0.062 g (0.15 mmol) of SPhos, and 0.530 g (5.0 mmol) of sodium carbonate were dissolved in 25 mL of a DME / water (10:1) mixed solvent and heated with stirring at 100° C. for 24 hours. After the reaction was completed, water was added to the reaction solution to extract the organic layer, and the solid obtained by purifying it by column chromatography was dissolved in 25 mL of DME / water (10:1) mixed solvent, 0.655 g (2.5 mmol) of arylboronic acid BRN-c, 0.069 g (0.075 mmol), 0.062 g (0.15 mmol) of SPhos, and 0.530 g (5.0 mmol) of sodium carbonate in an argon atmosphere and heated and stirred at 100° C. for 24 hours. After the reaction was completed, water was added to the reaction solution to extract the organic layer, and the crude product obtained was purified by column chromatography to obtain 0.572 g of a pale yellow solid. The obtained solid was the target compound BH1-6, and as a result of mass spectrum analysis, it was found to have a molecular weight of 544.65 and m / z=545. The yield of compound BH1-6 was 42%.

[0607] (Synthesis Example 7: Synthesis of BH1-7) The synthesis method of compounds BH1-7 is described below.

[0608] [ka]

[0609] Synthesis Example 7 was carried out in the same manner as in the synthesis of compound BH1-5, except that arylboronic acid BRN-f was used instead of arylboronic acid BRN-c in the synthesis of compound BH1-5, and 0.496 g of a pale yellow solid was obtained. The obtained solid was the target compound BH1-7, and as a result of mass spectrometry analysis, it was found that m / z=481 for a molecular weight of 480.61. The yield of compound BH1-7 was 65%.

[0610] (Synthesis Example 8: Synthesis of BH1-8) The synthesis method of compounds BH1-8 is described below.

[0611] [ka]

[0612] Synthesis Example 8 was carried out in the same manner as in the synthesis of compound BH1-5, except that arylboronic acid BRN-e was used instead of arylboronic acid BRN-c in the synthesis of compound 1-5, and 0.771 g of a pale yellow solid was obtained. The obtained solid was the target compound BH1-8, and as a result of mass spectrometry analysis, it was found that m / z=505 for a molecular weight of 504.63. The yield of compound BH1-8 was 47%. [Explanation of symbols]

[0613] Reference Signs List 1, 1A... organic electroluminescence element, 10, 10A... organic layer, 2... substrate, 3... anode, 4... cathode, 5, 5A... light-emitting zone, 51... first light-emitting layer, 52... second light-emitting layer, 6... hole injection layer, 7... hole transport layer, 8... electron transport layer, 9... electron injection layer.

Claims

1. Anode and, Cathode and, It has a light-emitting band positioned between the anode and the cathode, The anode, the light-emitting band, and the cathode are arranged in this order. The light-emitting band includes a first light-emitting layer and a second light-emitting layer. The first light-emitting layer comprises a first host material and a first light-emitting compound. The first host material is a first compound having at least one ring structure represented by the following general formula (1), provided that the first compound does not have ring structures represented by the following formulas (X1), (X2), (X3), and (X4) in its molecule. The second light-emitting layer comprises a second host material and a second light-emitting compound. The first host material and the second host material are different from each other. The first luminescent compound and the second luminescent compound are either identical or different from each other. Organic electroluminescent element. 【Chemistry 1】 (In the above general formula (1), two substituted or unsubstituted benzene rings are condensed at one or more positions selected from the group consisting of a, b, c, d, e, f, g, h, i, j, k, l, m, and n, or one substituted or unsubstituted naphthalene ring is condensed.) The aforementioned substituted or unsubstituted benzene ring or the fused ring structure of the aforementioned substituted or unsubstituted naphthalene ring has at least one substituent or is unsubstituted. 【Chemistry 2】

2. The first compound is a compound represented by the following general formula (11): The organic electroluminescent element according to claim 1. 【Transformation 3】 (In the above general formula (11), Ra １ ~Ra １４ Each of them operates independently. hydrogen atom, Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (11a) above, Ra １ ~Ra １４ At least one of them is a group other than a hydrogen atom, In the above general formula (11a), La is single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 22 carbon atoms, or A divalent heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, Ara is, A substituted or unsubstituted ring-forming aryl group having 6 to 33 carbon atoms, or These are heterocyclic groups with 5 to 22 substituted or unsubstituted ring-forming atoms. * indicates the bonding position.

3. Ra ４ and Ra ９ At least one of them Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group represented by the general formula (11a) is The organic electroluminescent element according to claim 2.

4. Ra ２ and Ra ６ At least one of them Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group represented by the general formula (11a) is The organic electroluminescent element according to claim 2.

5. Ra ７ is Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group represented by the general formula (11a) is The organic electroluminescent element according to claim 2.

6. The first compound is a compound represented by the following general formula (12): The organic electroluminescent element according to claim 1. 【Chemistry 4】 (In the above general formula (12), Rb １ ~Rb １４ Each of them operates independently. hydrogen atom, Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (12a) above, Rb １ ~Rb １４ At least one of them is a group other than a hydrogen atom, In the above general formula (12a), Lb is single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 22 carbon atoms, or A divalent heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, Arb is, A substituted or unsubstituted ring-forming aryl group having 6 to 33 carbon atoms, or These are heterocyclic groups with 5 to 22 substituted or unsubstituted ring-forming atoms. * indicates the bonding position.

7. Rb １ , Rb ２ , Rb ４ , Rb １１ , Rb １３ and Rb １４ At least one of them Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group represented by the general formula (12a) is The organic electroluminescent element according to claim 6.

8. Rb ７ and Rb ８ At least one of them Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group represented by the general formula (12a) is The organic electroluminescent element according to claim 6.

9. Rb ３ , Rb ５ , Rb ６ , Rb ９ , Rb １０ and Rb １２ At least one of them Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group represented by the general formula (12a) is The organic electroluminescent element according to claim 6.

10. The first compound is a compound represented by the following general formula (13): The organic electroluminescent element according to claim 1. 【Transformation 5】 (In the above general formula (13), Rc １ ~Rc １４ Each of them operates independently. hydrogen atom, Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (13a) above, Rc １ ~Rc １４ At least one of them is a group other than a hydrogen atom, In the above general formula (13a), Lc is single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 22 carbon atoms, or A divalent heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, Arc is, A substituted or unsubstituted ring-forming aryl group having 6 to 33 carbon atoms, or These are heterocyclic groups with 5 to 22 substituted or unsubstituted ring-forming atoms. * indicates the bonding position.

11. Rc １ and Rc ８ At least one of them Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group represented by the general formula (13a) is The organic electroluminescent element according to claim 10.

12. Rc ４ , Rc ５ , Rc ６ , Rc ７ , Rc ９ , Rc １０ , Rc １１ and Rc １２ At least one of them Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group represented by the general formula (13a) is The organic electroluminescent element according to claim 11.

13. Rc ２ , Rc ３ , Rc １３ and Rc １４ At least one of them Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group represented by the general formula (13a) is The organic electroluminescent element according to claim 11.

14. The first compound is a compound represented by the following general formula (14): The organic electroluminescent element according to claim 1. 【Transformation 6】 (In the above general formula (14), Rd １ ~Rd １４ Each of them operates independently. hydrogen atom, Substituted or unsubstituted ring-forming aryl groups with 6 to 22 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (14a) above, Rd １ ~Rd １４ At least one of them is a group other than a hydrogen atom, In the above general formula (14a), Ld is single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 22 carbon atoms, or A divalent heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, Ard is, A substituted or unsubstituted ring-forming aryl group having 6 to 22 carbon atoms, or These are heterocyclic groups with 5 to 22 substituted or unsubstituted ring-forming atoms. * indicates the bonding position.

15. Rd １ , Rd ４ , Rd ６ , Rd ７ , Rd ８ , Rd １１ , Rd １３ and Rd １４ At least one of them Substituted or unsubstituted ring-forming aryl groups with 6 to 22 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group represented by the general formula (14a) is The organic electroluminescent element according to claim 14.

16. Rd ２ , Rd ３ , Rd ５ , Rd ９ , Rd １０ and Rd １２ At least one of them Substituted or unsubstituted ring-forming aryl groups with 6 to 22 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group represented by the general formula (14a) is The organic electroluminescent element according to claim 14.

17. The first compound is a compound represented by the following general formula (15): The organic electroluminescent element according to claim 1. 【Transformation 7】 (In the above general formula (15), Re １ ~Re １４ Each of them operates independently. hydrogen atom, Substituted or unsubstituted ring-forming aryl groups with 6 to 22 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (15a) above, Re １ ~Re １４ At least one of them is a group other than a hydrogen atom, In the above general formula (15a), Le is single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 22 carbon atoms, or A divalent heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, Are is, A substituted or unsubstituted ring-forming aryl group having 6 to 22 carbon atoms, or These are heterocyclic groups with 5 to 22 substituted or unsubstituted ring-forming atoms. * indicates the bonding position.

18. Re ３ and Re １２ At least one of them Substituted or unsubstituted ring-forming aryl groups with 6 to 22 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group represented by the general formula (15a) is The organic electroluminescent element according to claim 17.

19. Re １ and Re １４ At least one of them Substituted or unsubstituted ring-forming aryl groups with 6 to 22 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group represented by the general formula (15a) is The organic electroluminescent element according to claim 17.

20. The first compound is a compound represented by the following general formula (16): The organic electroluminescent element according to claim 1. 【Transformation 8】 (In the above general formula (16), Rf １ ~Rf １２ Each of them operates independently. hydrogen atom, Substituted or unsubstituted ring-forming aryl groups with 6 to 22 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (16a) above, Rf １ ~Rf １２ At least one of them is a group other than a hydrogen atom, In the above general formula (16a), Lf is single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 22 carbon atoms, or A divalent heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, Arf is, A substituted or unsubstituted ring-forming aryl group having 6 to 22 carbon atoms, or These are heterocyclic groups with 5 to 22 substituted or unsubstituted ring-forming atoms. * indicates the bonding position.

21. Rf ５ , Rf ６ , Rf ７ and Rf ８ At least one of them Substituted or unsubstituted ring-forming aryl groups with 6 to 22 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group represented by the general formula (16a) is The organic electroluminescent element according to claim 20.

22. The first luminescent compound and the second luminescent compound are each independently compounds that exhibit luminescence with a maximum peak wavelength of 500 nm or less. The organic electroluminescent element according to claim 1.

23. The triplet energy T of the first host material １ (H1) and the triplet energy T of the second host material １ (H2) and satisfy the relationship shown in the following equation (Equation 1), The organic electroluminescent element according to claim 1. T １ (H1) > T １ (H2)…(Number 1)

24. The first light-emitting layer is positioned between the anode and the second light-emitting layer. The organic electroluminescent element according to claim 1.

25. The second host material is a second compound represented by the following general formula (2): The organic electroluminescent element according to claim 1. 【Chemistry 9】 (In the above general formula (2), R ２０１ ~R ２０８ Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R ９０１ ) (Caution ９０２ ) (Caution ９０３ ) a base represented by -O-(R ９０４ ) a base represented by -S-(R ９０５ ) group -N(R ９０６ ) (Caution ９０７ ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R ８０１ A base represented by - COOR ８０２ A base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, L ２０１ and L ２０２ Each of them operates independently. single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, or A divalent heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, Ar ２０１ and Ar ２０２ are each independently A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted. (In the second host material mentioned above, R ９０１ , R ９０２ , R ９０３ , R ９０４ , R ９０５ , R ９０６ , R ９０７ , R ８０１ and R ８０２ Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, R ９０１ If multiple R ９０１ They are either identical or different from one another. R ９０２ If multiple R ９０２ They are either identical or different from one another. R ９０３ If multiple R ９０３ They are either identical or different from one another. R ９０４ If multiple R ９０４ They are either identical or different from one another. R ９０５ If multiple R ９０５ They are either identical or different from one another. R ９０６ If multiple R ９０６ They are either identical or different from one another. R ９０７ If multiple R ９０７ They are either identical or different from one another. R ８０１ If multiple R ８０１ They are either identical or different from one another. R ８０２ If multiple R ８０２ (They are either identical or different to each other.)

26. An electronic device equipped with an organic electroluminescent element according to any one of claims 1 to 25.

27. A compound represented by the following general formula (M11). 【Chemistry 10】 (In the above general formula (M11), Ra １ ~Ra １４ Each of them operates independently. hydrogen atom, Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (11a) above, Ra １ ~Ra １４ At least one of them is a group other than a hydrogen atom, Ra １ ~Ra １４ There is no case where only one of them is a phenyl group. In the above general formula (11a), La is single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 22 carbon atoms, or A divalent heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, Ara is, A substituted or unsubstituted ring-forming aryl group having 6 to 33 carbon atoms, or These are heterocyclic groups with 5 to 22 substituted or unsubstituted ring-forming atoms. * indicates the bonding position.

28. A compound represented by the following general formula (M12). 【Chemistry 11】 (In the above general formula (M12), Rb １ ~Rb １４ Each of them operates independently. hydrogen atom, Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (12a) above, Rb １ ~Rb １４ At least one of them is a group other than a hydrogen atom, Rb １ ~Rb １４ It is not a pyridyl group, In the above general formula (12a), Lb is single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 22 carbon atoms, or A divalent heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, Arb is, A substituted or unsubstituted ring-forming aryl group having 6 to 33 carbon atoms, or These are heterocyclic groups with 5 to 22 substituted or unsubstituted ring-forming atoms. * indicates the bonding position. Rb １ ~Rb １４ In Lb and Arb, the substituents referred to as "substituted or unsubstituted" are not alkyl groups.

29. A compound represented by the following general formula (M13). 【Chemistry 12】 (In the above general formula (M13), Rc １ ~Rc １４ Each of them operates independently. hydrogen atom, Substituted or unsubstituted ring-forming aryl groups with 6 to 33 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (13a) above, Rc １ and Rc ８ At least one of them is a group other than a hydrogen atom, In the above general formula (13a), Lc is single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 22 carbon atoms, or A divalent heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, Arc is, A substituted or unsubstituted ring-forming aryl group having 6 to 33 carbon atoms, or These are heterocyclic groups with 5 to 22 substituted or unsubstituted ring-forming atoms. * indicates the bonding position. The molecular weight of the compound represented by the general formula (M13) is less than 1000. The compound represented by the general formula (M13) does not contain an anthracenyl group, alkyl group, phosphoryl group, halogen atom, boryl group, or a group having a substructure represented by the following general formula (13b) in its molecule. 【Chemistry 13】 (In the general formula (13b) above, the three asterisks each independently indicate a bonding position.)

30. A compound represented by the following general formula (M14). 【Chemistry 14】 (In the above general formula (M14), Rd １ ~Rd １４ Each of them operates independently. hydrogen atom, Substituted or unsubstituted ring-forming aryl groups with 6 to 22 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (14a) above, Rd ４ , Rd ７ , Rd １１ and Rd １４ At least one of them is a group other than a hydrogen atom, In the above general formula (14a), Ld is single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 22 carbon atoms, or A divalent heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, Ard is, A substituted or unsubstituted ring-forming aryl group having 6 to 22 carbon atoms, or These are heterocyclic groups with 5 to 22 substituted or unsubstituted ring-forming atoms. * indicates the bonding position. The compound represented by the general formula (M14) does not contain alkyl groups, alkoxy groups, hydroxyl groups, carbonyl groups, phosphoryl groups, halogen atoms, cyano groups, or groups having a substructure represented by the following general formula (14b) in its molecule. 【Chemistry 15】 (In the general formula (14b) above, the three * symbols each independently indicate a bonding position.)

31. A compound represented by the following general formula (M15). 【Chemistry 16】 (In the above general formula (M15), Re １ Re ３ Re ７ Re ８ Re １２ and Re １４ Each of them operates independently. hydrogen atom, Substituted or unsubstituted ring-forming aryl groups with 6 to 22 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (15a) above, Re １ Re ３ Re ７ Re ８ Re １２ and Re １４ At least one of them is a group other than a hydrogen atom, Re １ Re ３ Re ７ Re ８ Re １２ and Re １４ It does not contain an azin ring, Re １ Re ３ Re ７ Re ８ Re １２ and Re １４ There is no case where only one of them is a phenyl group. In the above general formula (15a), Le is single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 22 carbon atoms, or A divalent heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, Are is, A substituted or unsubstituted ring-forming aryl group having 6 to 22 carbon atoms, or These are heterocyclic groups with 5 to 22 substituted or unsubstituted ring-forming atoms. * indicates the bonding position. The compound represented by the general formula (M15) does not contain alkyl groups, alkoxy groups, hydroxyl groups, carbonyl groups, phosphoryl groups, halogen atoms, cyano groups, boryl groups, imidazolyl groups, or groups having a substructure represented by the following general formula (15b) in its molecule. 【Chemistry 17】 (In the general formula (15b) above, the three * symbols each independently indicate a bonding position.)

32. A compound represented by the following general formula (M16). [Chemistry 18] (In the above general formula (M16), Rf ５ , Rf ６ , Rf ７ and Rf ８ Each of them operates independently. hydrogen atom, Substituted or unsubstituted ring-forming aryl groups with 6 to 22 carbon atoms, A heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, or The group is represented by the general formula (16a) above, Rf ５ , Rf ６ , Rf ７ and Rf ８ At least one of them is a group other than a hydrogen atom, Rf ５ , Rf ６ , Rf ７ and Rf ８ It is not the case that all of them are phenyl groups at the same time. In the above general formula (16a), Lf is single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 22 carbon atoms, or A divalent heterocyclic group having 5 to 22 substituted or unsubstituted ring-forming atoms, Arf is, A substituted or unsubstituted ring-forming aryl group having 6 to 22 carbon atoms, or These are heterocyclic groups with 5 to 22 substituted or unsubstituted ring-forming atoms. * indicates the bonding position. The compound represented by the general formula (M16) does not contain alkyl groups, alkoxy groups, hydroxyl groups, carbonyl groups, phosphoryl groups, halogen atoms, cyano groups, boryl groups, imidazolyl groups, or groups having a substructure represented by the following general formula (16b) in its molecule. 【Chemistry 19】 (In the general formula (16b) above, the three * symbols each independently indicate a bonding position.)

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