Organic electroluminescence device, electronic device, and method for manufacturing an organic electroluminescence device

Abstract

The present invention provides an organic EL element (1) having an anode (3), a cathode (4), and a light-emitting layer disposed between the anode (3) and the cathode (4), wherein the light-emitting layer comprises a first light-emitting layer (51) and a second light-emitting layer (52), wherein the first light-emitting layer (51) comprises a first host material and a first light-emitting compound, and the second light-emitting layer (52) comprises a second host material and a second light-emitting compound, wherein the first host material and the second host material are different from each other, and the first light-emitting compound and the second light-emitting compound are the same or different from each other, wherein 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 formula (Equation 1), and the diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material calculated from the diffusion equation is 3.0×10⁻⁹ (cm² / s) or greater. T1(H1)>T1(H2) … (Equation 1)

Description

Technology Field

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

[0002] Organic electroluminescence devices (hereinafter referred to as "organic EL devices") are applied to full-color displays such as mobile phones and televisions. When voltage is applied to an organic EL device, 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 rule of electron spin, singlet excitons are generated at a rate of 25%, and triplet excitons are generated at a rate of 75%.

[0003] In order to improve the performance of EL devices, for example, in Patent Documents 1 to 3, stacking multiple light-emitting layers is considered. Additionally, Patent Document 1 describes a phenomenon in which one singlet exciton is generated from two triplet excitons (hereinafter referred to as the Triplet-Triplet Fusion (TTF) phenomenon). The organic light-emitting device described in Patent Document 1 is composed of an anode, a cathode, and a layer containing an organic compound that is sandwiched between the anode and the cathode, wherein the layer containing the organic compound includes a first light-emitting region formed of a first material and a second light-emitting region formed of the first material and a second material, wherein the energy gap of the second material is greater than the energy gap of the first material and the lowest triplet excitation energy of the second material is smaller than the lowest triplet excitation energy of the first material.

[0004] Performance characteristics of organic EL devices include, for example, brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifespan. Prior art literature

[0005] Patent Document 1: Japanese Patent Publication No. 2009-16478 Patent Document 2: Japanese Patent Publication No. 2011-103189 Patent Document 3: Specification of U.S. Patent Application Publication No. 2019 / 280209 The problem to be solved

[0006] In organic EL devices with multiple stacked light-emitting layers, further performance improvement is desired.

[0007] One object of the present invention is to provide an organic electroluminescence device with improved performance. In addition, another object of the present invention is to provide an organic electroluminescence device with improved luminous efficiency, to provide an electronic device equipped with said organic electroluminescence device, and to provide a method for manufacturing said organic electroluminescence device. means of solving the problem

[0008] According to one aspect of the present invention,

[0009] Positive poles and,

[0010] cathode and,

[0011] A light-emitting layer disposed between the anode and the cathode.

[0012] Having,

[0013] The above-mentioned light-emitting layer includes a first light-emitting layer and a second light-emitting layer, and

[0014] The first light-emitting layer comprises a first host material and a first light-emitting compound, and

[0015] The second light-emitting layer comprises a second host material and a second light-emitting compound, and

[0016] The first host material and the second host material are different from each other,

[0017] The first luminescent compound and the second luminescent compound are identical or different from each other,

[0018] 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 formula (Equation 1), and

[0019] The diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material calculated from the diffusion equation is 3.0×10 -9 (cm 2 An organic electroluminescence device is provided, which is more than / s).

[0020] T1(H1)>T1(H2) … (Equation 1)

[0021] According to one aspect of the present invention,

[0022] Positive poles and,

[0023] cathode and,

[0024] A light-emitting layer disposed between the anode and the cathode.

[0025] Having,

[0026] The above-mentioned light-emitting layer includes a first light-emitting layer and a second light-emitting layer, and

[0027] The first light-emitting layer comprises a first host material and a first light-emitting compound, and

[0028] The second light-emitting layer comprises a second host material and a second light-emitting compound, and

[0029] The first host material and the second host material are different from each other,

[0030] The first luminescent compound and the second luminescent compound are identical or different from each other,

[0031] 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 formula (Equation 1), and

[0032] An organic electroluminescence device is provided in which the surface potential V1 of the first host material is -11 (mV / nm) or less.

[0033] T1(H1)>T1(H2) … (Equation 1)

[0034] According to one embodiment of the present invention, an electronic device equipped with an organic electroluminescence element according to one embodiment of the present invention described above is provided.

[0035] According to one aspect of the present invention, a method for manufacturing an organic electroluminescence device having an anode, a cathode, and a first light-emitting layer and a second light-emitting layer disposed between the anode and the cathode, wherein

[0036] A process for forming the first light-emitting layer comprising a first host material and a first light-emitting compound, and

[0037] A process for forming the second light-emitting layer comprising a second host material and a second light-emitting compound.

[0038] Having,

[0039] The first host material and the second host material are different from each other, and

[0040] The first luminescent compound and the second luminescent compound are identical or different from each other,

[0041] A method for manufacturing an organic electroluminescence device is provided, wherein the first host material and the second host material used in the process of forming the first light-emitting layer and the process of forming the second light-emitting layer are selected from materials satisfying the following formulas (Equation 1) and (Equation 6).

[0042] T1(H1)>T1(H2) … (Equation 1)

[0043] D1≥3.0×10 -9 (cm 2 / s) … (Mathematical Formula 6)

[0044] (In the above formulas (Mathematical Formula 1) and (Mathematical Formula 6),

[0045] T1(H1) is the triplet energy T1(H1) of the first host material, and

[0046] T1(H2) is the triplet energy T1(H2) of the second host material, and

[0047] D1 is the diffusion coefficient of the triplet energy T1 (H1) of the first host material calculated from the diffusion equation.

[0048] According to one aspect of the present invention,

[0049] A method for manufacturing an organic electroluminescence device having an anode, a cathode, and a first light-emitting layer and a second light-emitting layer disposed between the anode and the cathode, wherein

[0050] A process for forming the first light-emitting layer comprising a first host material and a first light-emitting compound, and

[0051] A process for forming the second light-emitting layer comprising a second host material and a second light-emitting compound.

[0052] Having,

[0053] The first host material and the second host material are different from each other, and

[0054] The first luminescent compound and the second luminescent compound are identical or different from each other,

[0055] A method for manufacturing an organic electroluminescence device is provided, wherein the first host material and the second host material used in the process of forming the first light-emitting layer and the process of forming the second light-emitting layer are selected from materials satisfying the following formulas (Equation 1) and (Equation 6).

[0056] T1(H1)>T1(H2) … (Equation 1)

[0057] D1≥3.0×10 -9 (cm 2 / s) … (Mathematical Formula 6)

[0058] (In the above formulas (Mathematical Formula 1) and (Mathematical Formula 6),

[0059] T1(H1) is the triplet energy T1(H1) of the first host material, and

[0060] T1(H2) is the triplet energy T1(H2) of the second host material, and

[0061] D1 is the diffusion coefficient of the triplet energy T1 (H1) of the first host material calculated from the diffusion equation.

[0062] According to one embodiment of the present invention, an organic electroluminescence device with improved performance can be provided. Additionally, according to one embodiment of the present invention, an organic electroluminescence device with improved luminous efficiency can be provided. Additionally, according to one embodiment of the present invention, an electronic device equipped with said organic electroluminescence device can be provided. Furthermore, according to one embodiment of the present invention, a method for manufacturing said organic electroluminescence device can be provided. Brief explanation of the drawing

[0063] Figure 1 is a diagram showing the transient PL spectrum of sample 1 for measuring transient PL data. Figure 2a is a diagram illustrating the behavior and density of triplet when excitation light is incident on sample 1 for measuring transient PL data. Figure 2b is a diagram illustrating the behavior and density of the triplet when time t1 has elapsed after excitation light is incident on sample 1 for measuring transient PL data. Figure 2c is a diagram illustrating the behavior and density of the triplet when time t2 has elapsed after excitation light is incident on sample 1 for measuring transient PL data. Figure 3 is a figure showing the transient PL spectrum of sample 1 for measuring transient PL data and the transient PL spectrum after fitting. FIG. 4 is a diagram showing the schematic configuration of an example of an organic electroluminescence device according to the first and second embodiments. FIG. 5 is a diagram showing the schematic configuration of another example of an organic electroluminescence device according to the first and second embodiments. Figure 6 is a graph showing the relationship between the diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material and the TTF ratio of the stacked device according to the example and comparative example. Figure 7 is a diagram showing a measurement system for a transient EL waveform. Figure 8a is a diagram showing the measurement method of the luminescence intensity ratio derived from TTF, and is a graph showing the time change of the luminescence intensity of the EL element. Figure 8b is a diagram showing the measurement method of the luminescence intensity ratio derived from TTF, and is a graph showing the time variation of the reciprocal of the square root of the light intensity. Figure 9 is a graph showing the relationship between the surface potential V1 of the first host material and the EQE of the stacked device according to the example and comparative example. Specific details for implementing the invention

[0064] [definition]

[0065] In this specification, the term hydrogen atom includes isotopes with different numbers of neutrons, namely protium, deuterium, and tritium.

[0066] In this specification, in the chemical structural formula, at bondable positions where symbols such as "R" or "D" representing a deuterium atom are not specified, hydrogen atoms, i.e., light hydrogen atoms, deuterium atoms, or tritium atoms are bonded.

[0067] In this specification, the ring-forming carbon number refers to the number of carbon atoms among the atoms constituting the ring itself of a compound having a structure in which atoms are bonded in a ring (e.g., monocyclic compounds, condensed-ring compounds, crosslinked compounds, carbon-ring compounds, and heterocyclic compounds). If the ring is substituted by a substituent, the carbons included in the substituent are not included in the ring-forming carbon number. Unless otherwise noted, the "ring-forming carbon number" described below shall be the same. For example, the benzene ring has a ring-forming carbon number of 6, the naphthalene ring has a ring-forming carbon number of 10, the pyridine ring has a ring-forming carbon number of 5, and the furan ring has a ring-forming carbon number of 4. In addition, for example, the ring-forming carbon number of a 9,9-diphenylfluorenyl group is 13, and the ring-forming carbon number of a 9,9'-spirobifluorenyl group is 25.

[0068] In addition, when a benzene ring is substituted with, for example, an alkyl group, the number of carbon atoms of the alkyl group is not included in the number of carbon atoms forming the ring of the benzene ring. Therefore, the number of carbon atoms forming the ring 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, the number of carbon atoms of the alkyl group is not included in the number of carbon atoms forming the ring of the naphthalene ring. Therefore, the number of carbon atoms forming the ring of the naphthalene ring substituted with an alkyl group is 10.

[0069] In this specification, the number of ring-forming atoms refers to the number of atoms constituting the ring itself of a compound having a structure in which atoms are bonded in a ring (e.g., a single ring, a condensed ring, and a ring assembly) (e.g., a single ring compound, a condensed ring compound, a cross-linked compound, a carbon ring compound, and a complex ring compound). Atoms that do not constitute a ring (e.g., a hydrogen atom terminating the bond of a ring-constituting atom) or atoms included in the substituents when the ring is substituted by a substituent are not included in the number of ring-forming atoms. Unless otherwise noted, the "number of ring-forming atoms" described below shall be the same. For example, the number of ring-forming atoms of a pyridine ring is 6, the number of ring-forming atoms of a quinazolin ring is 10, and the number of ring-forming atoms of a furan ring is 5. For example, the number of hydrogen atoms bonded to a pyridine ring or the number of atoms constituting the substituents are not included in the number of ring-forming atoms of a pyridine ring. For this reason, the number of ring-forming atoms of a pyridine ring to which hydrogen atoms or substituents are bonded is 6. Also, for example, hydrogen atoms or atoms constituting substituents bonded to carbon atoms of a quinazoline ring are not included in the number of ring-forming atoms of the quinazoline ring. For this reason, the number of ring-forming atoms of a quinazoline ring to which hydrogen atoms or substituents are bonded is 10.

[0070] In the present specification, in the expression “substituted or unsubstituted ZZ group having XX to YY carbon atoms,” “XX to YY carbon atoms” indicates the number of carbon atoms when the ZZ group is unsubstituted and does not include the number of carbon atoms of the substituent when it is substituted. Here, “YY” is greater than “XX,” where “XX” means an integer of 1 or more, and “YY” means an integer of 2 or more.

[0071] In the present specification, the "number of atoms XX to YY" in the expression "ZZ group having XX to YY of substituted or unsubstituted atoms" represents the number of atoms when the ZZ group is unsubstituted and does not include the number of atoms of the substituent when it is substituted. Here, "YY" is greater than "XX," where "XX" means an integer greater than or equal to 1, and "YY" means an integer greater than or equal to 2.

[0072] In this specification, the term "unsubstituted ZZ group" indicates the case where the "substituted or unsubstituted ZZ group" is the "unsubstituted ZZ group," and the term "substituted ZZ group" indicates the case where the "substituted or unsubstituted ZZ group" is the "substituted ZZ group."

[0073] In this specification, when referring to a "substituted or unsubstituted ZZ group," "unsubstituted" means that the hydrogen atoms in the ZZ group are not substituted with substituents. The hydrogen atoms in the "unsubstituted ZZ group" are light hydrogen atoms, deuterium atoms, or tritium atoms.

[0074] In addition, in the present specification, "substitution" in the case of "substituted or unsubstituted ZZ group" means that one or more hydrogen atoms in the ZZ group are substituted with substituents. Likewise, "substitution" in the case of "BB group substituted with AA group" means that one or more hydrogen atoms in the BB group are substituted with AA groups.

[0075] "Substituents described in this specification"

[0076] The substituents described in this specification will be explained below.

[0077] The number of ring-forming carbons of the “unsubstituted aryl group” described in this specification is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

[0078] The number of ring-forming atoms of the “unsubstituted complex ring” described in this specification is 5 to 50, preferably 5 to 30, more preferably 5 to 18, unless otherwise specified in this specification.

[0079] The number of carbon atoms of the “unsubstituted alkyl group” described in this specification is 1 to 50 unless otherwise specified in this specification, preferably 1 to 20, more preferably 1 to 6.

[0080] The number of carbon atoms of the “unsubstituted alkenyl group” described in this specification is 2 to 50 unless otherwise specified in this specification, preferably 2 to 20, more preferably 2 to 6.

[0081] The number of carbon atoms of the “unsubstituted alkynyl group” described in this specification is 2 to 50 unless otherwise specified in this specification, preferably 2 to 20, more preferably 2 to 6.

[0082] The number of ring-forming carbon atoms of the “unsubstituted cycloalkyl group” described in this specification is 3 to 50, preferably 3 to 20, more preferably 3 to 6, unless otherwise specified in this specification.

[0083] The number of ring-forming carbon atoms of the “unsubstituted arylene group” described in this specification is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

[0084] The number of ring-forming atoms of the “unsubstituted divalent complex circulator” described in this specification is 5 to 50, preferably 5 to 30, more preferably 5 to 18, unless otherwise specified in this specification.

[0085] The number of carbon atoms of the “unsubstituted alkylene group” described in this specification is 1 to 50 unless otherwise specified in this specification, preferably 1 to 20, more preferably 1 to 6.

[0086] · "Substitutional or non-substitutional Aryl"

[0087] Examples of specific examples (Group of Specific Examples G1) of the “substituted or unsubstituted aryl group” described in this specification include the following unsubstituted aryl group (Group of Specific Examples G1A) and substituted aryl group (Group of Specific Examples G1B). (Here, the term “unsubstituted aryl group” refers to the case where the “substituted or unsubstituted aryl group” is a “unsubstituted aryl group,” and the term “substituted aryl group” refers to the case where the “substituted or unsubstituted aryl group” is a “substituted aryl group.”). In this specification, when simply referred to as “aryl group,” it includes both the “unsubstituted aryl group” and the “substituted aryl group.”

[0088] "Substituted aryl group" refers to a group in which one or more hydrogen atoms of an "unsubstituted aryl group" are substituted with substituents. Examples of "substituted aryl groups" include, for instance, a group in which one or more hydrogen atoms of an "unsubstituted aryl group" of the following Specific Example Group G1A are substituted with substituents, and examples of substituted aryl groups of the following Specific Example Group G1B. Furthermore, the examples of "unsubstituted aryl groups" and "substituted aryl groups" listed herein are merely examples, and the "substituted aryl groups" described in this specification include a group in which a hydrogen atom bonded to the carbon atom of the aryl group itself in the "substituted aryl group" of the following Specific Example Group G1B is further substituted with a substituent, and a group in which a hydrogen atom of a substituent in the "substituted aryl group" of the following Specific Example Group G1B is further substituted with a substituent.

[0089] ·Muchwan's Arilgi (Guchaeye Group G1A):

[0090] phenyl group,

[0091] p-biphenyl group,

[0092] m-biphenyl group,

[0093] o-biphenyl group,

[0094] p-terphenyl-4-diary,

[0095] p-terphenyl-3-diary,

[0096] p-terphenyl-2-diary,

[0097] m-terphenyl-4-diary,

[0098] m-terphenyl-3-diary,

[0099] m-terphenyl-2-diary,

[0100] o-terphenyl-4-diary,

[0101] o-terphenyl-3-diary,

[0102] o-terphenyl-2-diyl,

[0103] 1-Naphthyl group,

[0104] 2-Naphthyl group,

[0105] Anthrill,

[0106] Benzoanthryl group,

[0107] phenanthril group,

[0108] Benzophenanthrile group,

[0109] Penalenyl group,

[0110] Pyreneyl group,

[0111] Crysenyl group,

[0112] benzocrysenyl group,

[0113] triphenylenyl group,

[0114] benzotriphenylenyl group,

[0115] tetracenyl group,

[0116] Pentacenyl group,

[0117] Fluorenyl group,

[0118] 9,9'-spirobifluorenyl group,

[0119] benzofluorenyl group,

[0120] dibenzofluorenyl group,

[0121] Fluoranthenyl group,

[0122] benzofluranthenyl group,

[0123] perylenyl group, and

[0124] 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).

[0125] [Chemical Formula 1]

[0126]

[0127] [Chemical Formula 2]

[0128]

[0129] · Substitutional aryl group (Specific example group G1B):

[0130] o-tollil group,

[0131] m-tolyl group,

[0132] p-tolyl group,

[0133] Para-xyl group,

[0134] meta-xyl group,

[0135] Ortho-xyl group,

[0136] para-isopropylphenyl group,

[0137] meta-isopropylphenyl group,

[0138] Ortho-isopropylphenyl group,

[0139] para-t-butylphenyl group,

[0140] meta-t-butylphenyl group,

[0141] Ortho-t-butylphenyl group,

[0142] 3,4,5-trimethylphenyl group,

[0143] 9,9-dimethylfluorenyl group,

[0144] 9,9-diphenylfluorenyl group,

[0145] 9,9-bis(4-methylphenyl)fluorenyl group,

[0146] 9,9-bis(4-isopropylphenyl)fluorenyl group,

[0147] 9,9-bis(4-t-butylphenyl)fluorenyl group,

[0148] cyanophenyl group,

[0149] triphenylsilylphenyl group,

[0150] trimethylsilylphenyl group,

[0151] phenylnaphthyl group,

[0152] Naphthylphenyl group, and

[0153] A group in which one or more hydrogen atoms of a monovalent group derived from a ring structure represented by the above general formulas (TEMP-1) to (TEMP-15) are substituted with substituents.

[0154] · "Substitutional or Non-substitutional Complex Recall"

[0155] The “complex circulating group” described in this specification is a cyclic group comprising at least one heteroatom in a ring-forming atom. Specific examples of heteroatoms include nitrogen atoms, oxygen atoms, sulfur atoms, silicon atoms, phosphorus atoms, and boron atoms.

[0156] The “complex ring” described in this specification is a simple ring or a condensed ring.

[0157] The “complex generator” described in this specification is an aromatic complex generator or a non-aromatic complex generator.

[0158] Examples of specific examples (Group of Specific Examples G2) of the “complex circulator with or without permutation” described in this specification include the following complex circulators with or without permutation (Group of Specific Examples G2A) and complex circulators with permutation (Group of Specific Examples G2B). (Here, a complex circulator with or without permutation refers to the case where the “complex circulator with or without permutation” is a “complex circulator with or without permutation,” and a complex circulator with permutation refers to the case where the “complex circulator with or without permutation” is a “complex circulator with permutation.”). In this specification, when simply referred to as a “complex circulator,” it includes both a “complex circulator with or without permutation” and a “complex circulator with permutation.”

[0159] "Substituted complex group" refers to a group in which one or more hydrogen atoms of a "non-substituted complex group" are substituted with substituents. Specific examples of a "substituted complex group" include a group in which a hydrogen atom of a "non-substituted complex group" of the following group of examples G2A is substituted, and an example of a substituted complex group of the following group of examples G2B. Furthermore, the examples of "non-substituted complex groups" and "substituted complex groups" listed herein are merely examples, and the "substituted complex group" described in this specification includes a group in which a hydrogen atom bonded to the ring-forming atom of the complex group itself in the "substituted complex group" of the following group of examples G2B is further substituted with a substituent, and a group in which a hydrogen atom of a substituent in the "substituted complex group" of the following group of examples G2B is further substituted with a substituent.

[0160] Specific example group G2A includes, for example, an unsubstituted complex saturator containing a nitrogen atom (Specific example group G2A1), an unsubstituted complex saturator containing an oxygen atom (Specific example group G2A2), an unsubstituted complex saturator containing a sulfur atom (Specific example group G2A3), and a monovalent complex saturator (Specific example group G2A4) derived by removing one hydrogen atom from a ring structure represented by the following general formulas (TEMP-16) to (TEMP-33).

[0161] The exemplary group G2B includes, for example, a substituent complex group containing a nitrogen atom (exemplary group G2B1), a substituent complex group containing an oxygen atom (exemplary group G2B2), a substituent complex group containing a sulfur atom (exemplary group G2B3), and a group in which one or more hydrogen atoms are substituted as substituents among monovalent complex groups derived from ring structures represented by the following general formulas (TEMP-16) to (TEMP-33) (exemplary group G2B4).

[0162] · Unsubstituted complex saturators containing nitrogen atoms (Specific Example Group G2A1):

[0163] pyrrolyl group,

[0164] Imidajorilgi,

[0165] pyrazolyl group,

[0166] triazolyl group,

[0167] tetrazolyl group,

[0168] Oxazoligi,

[0169] Isooxazolilgi,

[0170] Oxadiazolyl group,

[0171] Thiazolyl group,

[0172] isothiazolyl group,

[0173] Thiadiazolylgi,

[0174] Piridilgi,

[0175] Piridajinilgi,

[0176] pyrimidinyl group,

[0177] Pyrazinyl group,

[0178] triazinyl group,

[0179] Indolil,

[0180] Isoindolilgi,

[0181] Indolezinyl group,

[0182] Quinolidinyl group,

[0183] Quinolyl group,

[0184] isoquinolyl group,

[0185] Sinnolilgi,

[0186] Phthalaginyl group,

[0187] Quinazolinyl group,

[0188] Quinoxalinyl group,

[0189] benzimidazolyl group,

[0190] Indazolillgi,

[0191] phenanthrolinyl group,

[0192] phenanthridinyl group,

[0193] Acridinyl group,

[0194] phenazinyl group,

[0195] Carbazolyl group,

[0196] benzocarbazolyl group,

[0197] Morpolinogi,

[0198] phenoxazinyl group,

[0199] Phenothiazinyl group,

[0200] Azacarbazolyl group, and

[0201] Diazacarbazolyl group.

[0202] · Unsubstituted complex circulators containing oxygen atoms (Specific Example Group G2A2):

[0203] Purilgi,

[0204] Oxazoligi,

[0205] Isooxazolilgi,

[0206] Oxadiazolyl group,

[0207] xanthenyl group,

[0208] benzofuranyl group,

[0209] isobenzofuranyl group,

[0210] dibenzofuranyl group,

[0211] Naphthobenzofuranyl group,

[0212] Benzooxazolyl group,

[0213] Benzoisooxazolyl group,

[0214] phenoxazinyl group,

[0215] Morpolinogi,

[0216] dinaphthofranyl group,

[0217] Azadibenzofuranyl group,

[0218] Diazadibenzofuranyl group,

[0219] Azanaptobenzofuranyl group, and

[0220] Diazanaptobenzofuranyl group.

[0221] · Unsubstitutable complex circulators containing sulfur atoms (Specific Example Group G2A3):

[0222] thienyl group,

[0223] Thiazolyl group,

[0224] isothiazolyl group,

[0225] Thiadiazolylgi,

[0226] benzothiophenyl group (benzothienyl group),

[0227] isobenzothiophenyl group (isobenzothienyl group),

[0228] dibenzothiophenyl group (dibenzothienyl group),

[0229] Naphthobenzothiophenyl group (naphthobenzothienyl group),

[0230] benzothiazolyl group,

[0231] Benzoisothiazolyl group,

[0232] Phenothiazinyl group,

[0233] dinaphthothiophenyl group (dinaphthienyl group),

[0234] Azadibenzothiophenyl group (azadibenzothienyl group),

[0235] Diazadibenzothiophenyl group (diazadibenzothienyl group),

[0236] Azanapthobenzothiophenyl group (azanaphthobenzothienyl group), and

[0237] Diazanaptobenzothiophenyl group (diazanaptobenzothienyl group).

[0238] · A monovalent complex circulator derived by removing one hydrogen atom from a ring structure represented by the following general formulas (TEMP-16) to (TEMP-33) (Specific Example Group G2A4):

[0239] [Chemical Formula 3]

[0240]

[0241] [Chemical Formula 4]

[0242]

[0243] In the above general formulas (TEMP-16) to (TEMP-33), X A and Y AEach is independently an oxygen atom, a sulfur atom, NH, or CH2. However, X A and Y A At least one of them is an oxygen atom, a sulfur atom, or NH.

[0244] In the above general formulas (TEMP-16) to (TEMP-33), X A and Y A In cases where at least one of them is NH or CH2, the monovalent complex circulating 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 these NH or CH2.

[0245] · Substitutional complex valence group containing a nitrogen atom (Specific Example Group G2B1):

[0246] (9-phenyl)carbazolyl group,

[0247] (9-biphenylyl)carbazolyl group,

[0248] (9-phenyl)phenylcarbazolyl group,

[0249] (9-naphthyl)carbazolyl group,

[0250] Diphenylcarbazole-9-diary,

[0251] Phenylcarbazole-9-diary,

[0252] methylbenzimidazolyl group,

[0253] Ethylbenzimidazolyl group,

[0254] phenyltriazinyl group,

[0255] biphenyltriazinyl group,

[0256] diphenyltriazinyl group,

[0257] Phenylquinazolinyl group, and

[0258] Biphenylquinazolinyl group.

[0259] · Substitutional complex mutators containing oxygen atoms (Specific Example Group G2B2):

[0260] Phenyldibenzofuranyl group,

[0261] methyldibenzofuranyl group,

[0262] t-butyldibenzofuranyl group, and

[0263] The monovalent residue of spiro[9H-xanthen-9,9'-[9H]fluorene].

[0264] · Complex substitution group containing sulfur atoms (Specific Example Group G2B3):

[0265] Phenyldibenzothiophenyl group,

[0266] methyldibenzothiophenyl group,

[0267] t-butyldibenzothiophenyl group, and

[0268] A monovalent residue of spiro[9H-thioxanthen-9,9'-[9H]fluorene].

[0269] · A group in which one or more hydrogen atoms of a monovalent complex cyclic group derived from the above general formulas (TEMP-16) to (TEMP-33) are substituted with substituents (Specific Example Group G2B4):

[0270] The above “one or more hydrogen atoms of a monovalent complex group” means one or more hydrogen atoms selected from a hydrogen atom bonded to a ring-forming carbon atom of the monovalent complex group, a hydrogen atom bonded to a nitrogen atom when at least one of XA and YA is NH, and a hydrogen atom of a methylene group when one of XA and YA is CH2.

[0271] · Substituted or unsubstituted alkyl group

[0272] Examples of specific examples (Group of Specific Examples G3) of the “substituted or unsubstituted alkyl group” described in this specification include the following unsubstituted alkyl group (Group of Specific Examples G3A) and substituted alkyl group (Group of Specific Examples G3B). (Here, the term “unsubstituted alkyl group” refers to the case where the “substituted or unsubstituted alkyl group” is an “unsubstituted alkyl group,” and the term “substituted alkyl group” refers to the case where the “substituted or unsubstituted alkyl group” is a “substituted alkyl group.”). Hereinafter, when simply referred to as “alkyl group,” both the “unsubstituted alkyl group” and the “substituted alkyl group” are included.

[0273] "Substituted alkyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkyl group" are substituted with substituents. Specific examples of "substituted alkyl group" include the group in which one or more hydrogen atoms in the following "unsubstituted alkyl group" (Specific Example Group G3A) are substituted with substituents, and examples of a substituted alkyl group (Specific Example Group G3B). In this specification, the alkyl group in "unsubstituted alkyl group" refers to a chain-type alkyl group. Accordingly, "unsubstituted alkyl group" includes straight-chain "unsubstituted alkyl groups" and branched "unsubstituted alkyl groups." In addition, the examples of "unsubstituted alkyl groups" and "substituted alkyl groups" listed herein are merely examples, and the "substituted alkyl groups" described in this specification include groups in which the hydrogen atom of the alkyl group itself in the "substituted alkyl group" of Specific Example Group G3B is further substituted with a substituent, and groups in which the hydrogen atom of the substituent in the "substituted alkyl group" of Specific Example Group G3B is further substituted with a substituent.

[0274] · Unsubstituted alkyl group (Specific Example Group G3A):

[0275] methyl group,

[0276] ethyl group,

[0277] n-Profilter,

[0278] isopropyl group,

[0279] n-butyl group,

[0280] isobutyl group,

[0281] s-butyl group, and

[0282] t-butyl group.

[0283] · Substituted alkyl group (Specific Example Group G3B):

[0284] heptafluoropropyl group (including isomers),

[0285] pentafluoroethyl group,

[0286] 2,2,2-trifluoroethyl group, and

[0287] Trifluoromethyl group.

[0288] · "Substituted or unsubstituted alkenyl group"

[0289] Examples of specific examples (Group of Specific Examples G4) of the “substituted or unsubstituted alkenyl group” described in this specification include the following unsubstituted alkenyl group (Group of Specific Examples G4A) and substituted alkenyl group (Group of Specific Examples G4B). (Here, “unsubstituted alkenyl group” refers to the case where the “substituted or unsubstituted alkenyl group” is the “unsubstituted alkenyl group,” and “substituted alkenyl group” refers to the case where the “substituted or unsubstituted alkenyl group” is the “substituted alkenyl group.”). In this specification, when simply referred to as “alkenyl group,” it includes both the “unsubstituted alkenyl group” and the “substituted alkenyl group.”

[0290] "Substituted alkenyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkenyl group" are substituted with substituents. Specific examples of "substituted alkenyl groups" include the following "unsubstituted alkenyl groups" (Specific Example Group G4A) having substituents and examples of substituted alkenyl groups (Specific Example Group G4B). Furthermore, the examples of "unsubstituted alkenyl groups" and "substituted alkenyl groups" listed herein are merely examples, and the "substituted alkenyl groups" described in this specification include a group in which a hydrogen atom of the alkenyl group itself in the "substituted alkenyl group" of Specific Example Group G4B is further substituted with a substituent, and a group in which a hydrogen atom of a substituent in the "substituted alkenyl group" of Specific Example Group G4B is further substituted with a substituent.

[0291] · Non-substituted alkenyl group (Specific Example Group G4A):

[0292] vinyl,

[0293] Alilgi,

[0294] 1-butenyl group,

[0295] 2-butenyl group, and

[0296] 3-butenyl group.

[0297] · Substitutional alkenyl group (Specific example group G4B):

[0298] 1,3-butanedienyl group,

[0299] 1-methylvinyl group,

[0300] 1-methylallyl group,

[0301] 1,1-dimethylallyl group,

[0302] 2-methylallyl group, and

[0303] 1,2-dimethylallyl group.

[0304] · "Substituted or unsubstituted alkynyl group"

[0305] Examples of specific examples (Group of Examples G5) of the “substituted or unsubstituted alkynyl group” described in this specification include the following unsubstituted alkynyl group (Group of Examples G5A). (Here, the term “unsubstituted alkynyl group” refers to the case where the “substituted or unsubstituted alkynyl group” is the “unsubstituted alkynyl group.”) Hereinafter, when simply referred to as “alkynyl group,” both the “unsubstituted alkynyl group” and the “substituted alkynyl group” are included.

[0306] "Substituted alkynyl group" means a group in which one or more hydrogen atoms in the "unsubstituted alkynyl group" are substituted with substituents. Specific examples of the "substituted alkynyl group" include the group in which one or more hydrogen atoms in the "unsubstituted alkynyl group" (Specific Example Group G5A) below are substituted with substituents.

[0307] · Unsubstituted alkynyl group (Specific example group G5A):

[0308] Ethinyl group.

[0309] · "Substituted or unsubstituted cycloalkyl group"

[0310] Examples of specific examples (Group of Specific Examples G6) of the “substituted or unsubstituted cycloalkyl group” described in this specification include the following unsubstituted cycloalkyl group (Group of Specific Examples G6A) and substituted cycloalkyl group (Group of Specific Examples G6B). (Here, “unsubstituted cycloalkyl group” refers to the case where the “substituted or unsubstituted cycloalkyl group” is an “unsubstituted cycloalkyl group,” and “substituted cycloalkyl group” refers to the case where the “substituted or unsubstituted cycloalkyl group” is a “substituted cycloalkyl group.”). In this specification, when simply referred to as “cycloalkyl group,” it includes both “unsubstituted cycloalkyl group” and “substituted cycloalkyl group.”

[0311] "Substituted cycloalkyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted cycloalkyl group" are substituted with substituents. Specific examples of "substituted cycloalkyl groups" include the group in which one or more hydrogen atoms in an "unsubstituted cycloalkyl group" (Specific Example Group G6A) are substituted with substituents, and examples of "substituted cycloalkyl groups" (Specific Example Group G6B). Furthermore, the examples of "unsubstituted cycloalkyl groups" and "substituted cycloalkyl groups" listed herein are merely examples, and the "substituted cycloalkyl groups" described in this specification include a group in which one or more hydrogen atoms bonded to the carbon atoms of the cycloalkyl group itself in the "substituted cycloalkyl group" of Specific Example Group G6B are substituted with substituents, and a group in which the hydrogen atoms of the substituent in the "substituted cycloalkyl group" of Specific Example Group G6B are further substituted with substituents.

[0312] · Unsubstituted cycloalkyl group (Specific Example Group G6A):

[0313] cyclopropyl group,

[0314] cyclobutyl group,

[0315] Cyclopentyl group,

[0316] cyclohexyl group,

[0317] 1-adamantyl group,

[0318] 2-adamantyl group,

[0319] 1-norbornyl group, and

[0320] 2-Norbornilgi.

[0321] · Substituted cycloalkyl group (Specific Example Group G6B):

[0322] 4-methylcyclohexyl group.

[0323] ·「-Si(R 901 )(R 902 )(R 903 The device indicated by )

[0324] -Si(R as described in this specification 901 )(R 902 )(R 903As a specific example of the device indicated by ) (specific example group G7),

[0325] -Si(G1)(G1)(G1),

[0326] -Si(G1)(G2)(G2),

[0327] -Si(G1)(G1)(G2),

[0328] -Si(G2)(G2)(G2),

[0329] -Si(G3)(G3)(G3), and

[0330] -Si(G6)(G6)(G6)

[0331] ...can be cited. Here,

[0332] G1 is a “substituted or non-substituted aryl group” described in Specific Example Group G1.

[0333] G2 is a "complex circulator of permutation or non-permutation" described in specific example group G2.

[0334] G3 is a “substituted or unsubstituted alkyl group” as described in Specific Example Group G3.

[0335] G6 is a "substituted or unsubstituted cycloalkyl group" as described in Specific Example Group G6.

[0336] In -Si(G1)(G1)(G1), the multiple G1s are either identical or different from each other.

[0337] In -Si(G1)(G2)(G2), the multiple G2s are either identical or different from each other.

[0338] In -Si(G1)(G1)(G2), the multiple G1s are either identical or different from each other.

[0339] In -Si(G2)(G2)(G2), the multiple G2s are either identical or different from each other.

[0340] In -Si(G3)(G3)(G3), the multiple G3s are either identical or different from each other.

[0341] In -Si(G6)(G6)(G6), the multiple G6s are either identical or different from each other.

[0342] ·「-O-(R 904 The unit indicated by )

[0343] -O-(R as described in this specification 904 As a specific example of the device indicated by ) (specific example group G8),

[0344] -O(G1),

[0345] -O(G2),

[0346] -O(G3), and

[0347] -O(G6)

[0348] ...can be cited. Here,

[0349] G1 is a “substituted or non-substituted aryl group” described in Specific Example Group G1.

[0350] G2 is a "complex circulator of permutation or non-permutation" described in specific example group G2.

[0351] G3 is a “substituted or unsubstituted alkyl group” as described in Specific Example Group G3.

[0352] G6 is a "substituted or unsubstituted cycloalkyl group" as described in Specific Example Group G6.

[0353] ·「-S-(R 905 The unit indicated by )

[0354] -S-(R as described in this specification 905 As a specific example of the device indicated by ) (specific example group G9),

[0355] -S(G1),

[0356] -S(G2),

[0357] -S(G3), and

[0358] -S(G6)

[0359] ...can be cited. Here,

[0360] G1 is a “substituted or non-substituted aryl group” described in Specific Example Group G1.

[0361] G2 is a "complex circulator of permutation or non-permutation" described in specific example group G2.

[0362] G3 is a “substituted or unsubstituted alkyl group” as described in Specific Example Group G3.

[0363] G6 is a "substituted or unsubstituted cycloalkyl group" as described in Specific Example Group G6.

[0364] ·「-N(R 906 )(R 907 The unit indicated by )

[0365] -N(R as described in this specification 906 )(R 907 As a specific example of the device indicated by ) (specific example group G10),

[0366] -N(G1)(G1),

[0367] -N(G2)(G2),

[0368] -N(G1)(G2),

[0369] -N(G3)(G3), and

[0370] -N(G6)(G6)

[0371] ...can be cited. Here,

[0372] G1 is a “substituted or non-substituted aryl group” described in Specific Example Group G1.

[0373] G2 is a "complex circulator of permutation or non-permutation" described in specific example group G2.

[0374] G3 is a “substituted or unsubstituted alkyl group” as described in Specific Example Group G3.

[0375] G6 is a "substituted or unsubstituted cycloalkyl group" as described in Specific Example Group G6.

[0376] In -N(G1)(G1), multiple G1s are identical or different from each other.

[0377] In -N(G2)(G2), multiple G2s are either identical or different from each other.

[0378] In -N(G3)(G3), multiple G3s are identical or different from each other.

[0379] In -N(G6)(G6), multiple G6s are identical or different from each other.

[0380] · "Halogen atom"

[0381] Examples of "halogen atoms" described in this specification (specific example group G11) include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms.

[0382] · "Substituted or unsubstituted fluoroalkyl group"

[0383] The "substituted or unsubstituted fluoroalkyl group" described in this specification refers to 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 substituted with a fluorine atom, and also includes a group (perfluoro group) in which all hydrogen atoms bonded to a carbon atom constituting the alkyl group in the "substituted or unsubstituted alkyl group" are substituted with fluorine atoms. Unless otherwise specified in this specification, the number of carbon atoms of the "unsubstituted fluoroalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18. The "substituted fluoroalkyl group" refers to a group in which one or more hydrogen atoms of the "fluoroalkyl group" are substituted with a substituent. In addition, the “substituted fluoroalkyl group” described in this specification includes a group in which one or more hydrogen atoms bonded to the carbon atoms of the alkyl chain in the “substituted fluoroalkyl group” are further substituted with a substituent, and a group in which one or more hydrogen atoms of the substituent in the “substituted fluoroalkyl group” are further substituted with a substituent. Specific examples of the “unsubstituted fluoroalkyl group” include a group in which one or more hydrogen atoms in the “alkyl group” (specific example group G3) are substituted with a fluorine atom.

[0384] · "Substituted or unsubstituted haloalkyl group"

[0385] The "substituted or unsubstituted haloalkyl group" described in this specification refers to 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 substituted with a halogen atom, and includes a group in which all hydrogen atoms bonded to a carbon atom constituting the alkyl group in the "substituted or unsubstituted alkyl group" are substituted with halogen atoms. Unless otherwise specified in this specification, the number of carbon atoms of the "unsubstituted haloalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18. The "substituted haloalkyl group" refers to a group in which one or more hydrogen atoms of the "haloalkyl group" are substituted with a substituent. In addition, the “substituted haloalkyl group” described in this specification includes a group in which one or more hydrogen atoms bonded to the carbon atoms of the alkyl chain in the “substituted haloalkyl group” are further substituted with a substituent, and a group in which one or more hydrogen atoms of the substituent in the “substituted haloalkyl group” are further substituted with a substituent. Specific examples of the “unsubstituted haloalkyl group” include a group in which one or more hydrogen atoms in the “alkyl group” (Specific Example Group G3) are substituted with a halogen atom. A haloalkyl group may be referred to as an alkyl halide group.

[0386] · "Substitutional or non-substitutional alkoxyl group"

[0387] 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 the group of specific examples G3. Unless otherwise specified in this specification, the number of carbon atoms of the “unsubstituted alkoxy group” is 1 to 50, preferably 1 to 30, and more preferably 1 to 18.

[0388] · "Substituted or unsubstituted alkylthio groups"

[0389] A specific example of the “substituted or unsubstituted alkylthio group” described in this specification is a group represented by -S(G3), where G3 is the “substituted or unsubstituted alkyl group” described in the group of specific examples G3. Unless otherwise specified in this specification, the number of carbon atoms of the “unsubstituted alkylthio group” is 1 to 50, preferably 1 to 30, and more preferably 1 to 18.

[0390] · "Substituted or unsubstituted aryloxy groups"

[0391] A specific example of the “substituted or unsubstituted aryloxy group” described in this specification is a group represented by -O(G1), where G1 is the “substituted or unsubstituted aryl group” described in the group of specific examples G1. The number of ring-forming carbons of the “unsubstituted aryloxy group” is 6 to 50 unless otherwise specified in this specification, preferably 6 to 30, and more preferably 6 to 18.

[0392] · "Substitution or non-substitution arylthioge"

[0393] A specific example of the “substituted or unsubstituted arylthio group” described in this specification is a group represented by -S(G1), where G1 is the “substituted or unsubstituted aryl group” described in the group of specific examples G1. The number of ring-forming carbons of the “unsubstituted arylthio group” is 6 to 50 unless otherwise specified in this specification, preferably 6 to 30, and more preferably 6 to 18.

[0394] · "Substituted or unsubstituted trialkylsilyl group"

[0395] A specific example of the “trialkylsilyl group” described in this specification is a group represented by -Si(G3)(G3)(G3), wherein G3 is a “substituted or unsubstituted alkyl group” described in the group of specific examples G3. In -Si(G3)(G3)(G3), the plurality of G3s may be identical or different from one another. Unless otherwise specified in this specification, the number of carbon atoms in each alkyl group of the “trialkylsilyl group” is 1 to 50, preferably 1 to 20, and more preferably 1 to 6.

[0396] · "Substitution or non-substitution Aralkilgi"

[0397] A specific example of the “substituted or unsubstituted aralkyl group” described in this specification is a group represented by -(G3)-(G1), wherein G3 is the “substituted or unsubstituted alkyl group” described in the group of specific examples G3, and G1 is the “substituted or unsubstituted aryl group” described in the group of specific examples G1. Accordingly, the “aralkyl group” is a group in which a hydrogen atom of the “alkyl group” is substituted with an “aryl group” as a substituent, and is one embodiment of the “substituted alkyl group.” The “unsubstituted aralkyl group” is the “unsubstituted alkyl group” substituted with the “unsubstituted aryl group,” and the number of carbon atoms of the “unsubstituted aralkyl group” is 7 to 50, preferably 7 to 30, and more preferably 7 to 18, unless otherwise specified in this specification.

[0398] Specific examples of “substituted or unsubstituted aralkyl groups” include benzyl groups, 1-phenylethyl groups, 2-phenylethyl groups, 1-phenylisopropyl groups, 2-phenylisopropyl groups, phenyl-t-butyl groups, α-naphthylmethyl groups, 1-α-naphthylethyl groups, 2-α-naphthylethyl groups, 1-α-naphthylisopropyl groups, 2-α-naphthylisopropyl groups, β-naphthylmethyl groups, 1-β-naphthylethyl groups, 2-β-naphthylethyl groups, 1-β-naphthylisopropyl groups, and 2-β-naphthylisopropyl groups.

[0399] The substituted or unsubstituted aryl groups described in this specification are, unless otherwise specified in this specification, preferably phenyl groups, p-biphenyl groups, m-biphenyl groups, o-biphenyl groups, p-terphenyl-4-yl groups, p-terphenyl-3-yl groups, p-terphenyl-2-yl groups, m-terphenyl-4-yl groups, m-terphenyl-3-yl groups, m-terphenyl-2-yl groups, o-terphenyl-4-yl groups, o-terphenyl-3-yl groups, o-terphenyl-2-yl groups, 1-naphthyl groups, 2-naphthyl groups, anthryl groups, phenanthryl groups, pyrenyl groups, chrysenyl groups, triphenylenyl groups, fluorenyl groups, 9,9'-spirobifluorenyl groups, 9,9-dimethylfluorenyl groups, and 9,9-diphenylfluorenyl groups, etc.

[0400] The substituted or unsubstituted complex groups described herein, unless otherwise specified herein, are preferably pyridyl groups, pyrimidinyl groups, triazinyl groups, quinolyl groups, isoquinolyl groups, quinazolinyl groups, benzimidazolyl groups, phenanthrolinyl groups, carbazolyl groups (1-carbazolyl groups, 2-carbazolyl groups, 3-carbazolyl groups, 4-carbazolyl groups or 9-carbazolyl groups), benzocarbazolyl groups, azacarbazolyl groups, diazacarbazolyl groups, dibenzofuranyl groups, naphthobenzofuranyl groups, azadibenzofuranyl groups, diazadibenzofuranyl groups, dibenzothiophenyl groups, naphthobenzothiophenyl groups, azadibenzothiophenyl groups, diazadibenzothiophenyl groups, (9-phenyl)carbazolyl group ((9-phenyl)carbazol-1-yl group, (9-phenyl)carbazol-2-yl group, (9-phenyl)carbazol-3-yl group or (9-phenyl)carbazol-4-yl group), (9-biphenyllil)carbazolyl group, (9-phenyl)phenylcarbazolyl group, diphenylcarbazol-9-yl group, phenylcarbazol-9-yl group, phenyltriazinyl group, biphenylliltriazinyl group, diphenyltriazinyl group, phenyldibenzofuranyl group, and phenyldibenzothiophenyl group, etc.

[0401] In this specification, the carbazolyl group is, specifically, any one of the following, unless otherwise specified in this specification.

[0402] [Chemical Formula 5]

[0403]

[0404] In this specification, the (9-phenyl)carbazolyl group is, specifically, any one of the following groups, unless otherwise specified in this specification.

[0405] [Chemical Formula 6]

[0406]

[0407] In the above general formulas (TEMP-Cz1) to (TEMP-Cz9), * indicates the bonding position.

[0408] In this specification, the dibenzofuranyl group and the dibenzothiophenyl group are, specifically, any one of the following groups, unless otherwise specified in this specification.

[0409] [Chemical Formula 7]

[0410]

[0411] In the above general formulas (TEMP-34) to (TEMP-41), * indicates the bonding position.

[0412] The substituted or unsubstituted alkyl groups described in this specification are, unless otherwise specified in this specification, preferably methyl groups, ethyl groups, propyl groups, isopropyl groups, n-butyl groups, isobutyl groups, and t-butyl groups, etc.

[0413] · "Substitutional or non-substitutional arylen groups"

[0414] The “substituted or unsubstituted arylene group” described in this specification is a divalent group derived by removing one hydrogen atom from the aryl ring from the “substituted or unsubstituted aryl group” unless otherwise noted. Specific examples of the “substituted or unsubstituted arylene group” (Specific Example Group G12) include a divalent group derived by removing one hydrogen atom from the aryl ring from the “substituted or unsubstituted aryl group” described in Specific Example Group G1.

[0415] · "Divination of Substitution or Non-Substitution of a Bivalent Complex Call"

[0416] The “substituted or unsubstituted divalent complex ring” described in this specification is, unless otherwise noted, a divalent ring derived by removing one hydrogen atom from the “substituted or unsubstituted complex ring”. Specific examples of the “substituted or unsubstituted divalent complex ring” (Specific Example Group G13) include a divalent ring derived by removing one hydrogen atom from the “substituted or unsubstituted complex ring” described in Specific Example Group G2.

[0417] · "Substituted or unsubstituted alkylene group"

[0418] 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 “substituted or unsubstituted alkyl group” unless otherwise specified. Specific examples of the “substituted or unsubstituted alkylene group” (Specific Example Group G14) include a divalent group derived by removing one hydrogen atom on the alkyl chain from the “substituted or unsubstituted alkyl group” described in Specific Example Group G3.

[0419] The substituted or unsubstituted arylene groups described in this specification are, unless otherwise specified in this specification, preferably any one of the following general formulas (TEMP-42) to (TEMP-68).

[0420] [Chemical Formula 8]

[0421]

[0422] [Chemical Formula 9]

[0423]

[0424] Among the above general formulas (TEMP-42) to (TEMP-52), Q1 to Q 10 Each is independently a hydrogen atom or a substituent.

[0425] In the above general formulas (TEMP-42) to (TEMP-52), * indicates the bonding position.

[0426] [Chemical Formula 10]

[0427]

[0428] Among the above general formulas (TEMP-53) to (TEMP-62), Q1 to Q 10 Each independently It is a hydrogen atom or a substituent.

[0429] Formulas Q9 and Q 10 They may also join together through single bonds to form a ring.

[0430] In the above general formulas (TEMP-53) to (TEMP-62), * indicates the bonding position.

[0431] [Chemical Formula 11]

[0432]

[0433] Among the above general formulas (TEMP-63) to (TEMP-68), Q1 to Q8 are each independently It is a hydrogen atom or a substituent.

[0434] In the above general formulas (TEMP-63) to (TEMP-68), * indicates the bonding position.

[0435] The bivalent complex ring with or without substitution described in this specification is preferably one of the following general formulas (TEMP-69) to (TEMP-102), unless otherwise specified in this specification.

[0436] [Chemical Formula 12]

[0437]

[0438] [Chemical Formula 13]

[0439]

[0440] [Chemical Formula 14]

[0441]

[0442] In the above general formulas (TEMP-69) to (TEMP-82), Q1 to Q9 are each independently hydrogen atoms or substituents.

[0443] [Chemical Formula 15]

[0444]

[0445] [Chemical Formula 16]

[0446]

[0447] [Chemical Formula 17]

[0448]

[0449] [Chemical Formula 18]

[0450]

[0451] Among the above general formulas (TEMP-83) to (TEMP-102), Q1 to Q8 are each independently It is a hydrogen atom or a substituent.

[0452] The above is an explanation of the “substituents described in this specification.”

[0453] · "When combined to form a ring"

[0454] In the present specification, the phrase “one or more of two or more adjacent groups combine to form a substituted or non-substituted ring, combine to form a substituted or non-substituted condensed ring, or do not combine to each other” means the case where “one or more of two or more adjacent groups combine to form a substituted or non-substituted ring,” the case where “one or more of two or more adjacent groups combine to form a substituted or non-substituted condensed ring,” and the case where “one or more of two or more adjacent groups do not combine to each other.”

[0455] The following describes cases in this specification where "one or more groups of two or more adjacent groups combine to form a substituted or unsubstituted single ring" and "one or more groups of two or more adjacent groups combine to form a substituted or unsubstituted condensed ring" (hereinafter, these cases may be collectively referred to as "combining to form a ring"). The explanation is given by taking the case of an anthracene compound represented by the following general formula (TEMP-103), in which the matrix is ​​an anthracene ring, as an example.

[0456] [Chemical Formula 19]

[0457]

[0458] For example, R 921 ~R 930In the case where "one or more sets of two or more adjacent groups combine to form a ring," the two adjacent groups that make up one set are R 921 and R 922 of, R 922 and R 923 of, R 923 and R 924 of, R 924 and R 930 of, R 930 and R 925 of, R 925 and R 926 of, R 926 and R 927 of, R 927 and R 928 of, R 928 and R 929 The group of, and R 929 and R 921 It is the group of.

[0459] The above "one or more sets" means that two or more sets of the above two or more adjacent sets may simultaneously form a ring. For example, R 921 and R 922 They combine with each other to form the ring Q A Forms, and simultaneously R 925 and R 926 These combine with each other to form the ring Q B In the case where it is formed, the anthracene compound represented by the above general formula (TEMP-103) is represented by the following general formula (TEMP-104).

[0460] [Chemical Formula 20]

[0461]

[0462] The case where "a group consisting of two or more adjacent units" forms a ring includes not only the case where a group consisting of "two" adjacent units combines as in the example above, but also the case where a group consisting of "three or more" adjacent units combines. For example, R 921 and R 922They combine with each other to form the ring Q A It forms, and also R 922 and R 923 These combine with each other to form the ring Q C Forms, and 3 adjacent (R 921 , R 922 and R 923 This refers to the case where groups consisting of ) combine with each other to form a ring and condense onto the anthracene matrix, and in this case, the anthracene compound represented by the above general formula (TEMP-103) is represented by the following general formula (TEMP-105). In the following general formula (TEMP-105), ring Q A and ring Q C is R 922 Share.

[0463] [Chemical Formula 21]

[0464]

[0465] The formed "single ring" or "condensed ring" is a structure consisting solely of the formed ring, and may be a saturated ring or an unsaturated ring. Even if "a set of two adjacent rings" forms a "single ring" or a "condensed ring," the said "single ring" or "condensed ring" may form a saturated ring or an unsaturated ring. For example, the ring Q formed in the above general formula (TEMP-104). A and ring Q B are respectively a "single ring" or a "condensed ring." In addition, the ring Q formed in the above general formula (TEMP-105) A and ring Q C is a "condensed ring". The ring Q of the above general formula (TEMP-105) A and ring Q C is ring Q A and ring Q C It becomes a condensed ring through condensation. The ring Q of the above general formula (TMEP-104) A If is a benzene ring, then ring Q A is a single ring. The ring Q of the above general formula (TMEP-104)A If is a naphthalene ring, then ring Q A is a condensed ring.

[0466] "Unsaturated ring" refers to an aromatic hydrocarbon ring or an aromatic complex ring. "Saturated ring" refers to an aliphatic hydrocarbon ring or a non-aromatic complex ring.

[0467] As a specific example of an aromatic hydrocarbon ring, a structure in which the group given as a specific example in specific example group G1 is terminated by a hydrogen atom can be cited.

[0468] As a specific example of an aromatic complex ring, a structure in which an aromatic complex ring group is terminated by a hydrogen atom can be cited as a specific example in the group of specific examples G2.

[0469] As a specific example of an aliphatic hydrocarbon ring, a structure in which the group given as a specific example in the specific example group G6 is terminated by a hydrogen atom can be cited.

[0470] "Forming a ring" means forming a ring with only multiple atoms of the matrix or with multiple atoms of the matrix and one or more additional arbitrary elements. For example, R represented in the above general formula (TEMP-104). 921 and R 922 A ring Q formed by the combination of each other A is, R 921 The carbon atom of the anthracene skeleton that bonds with this, and R 922 It refers to a ring formed by a carbon atom of the anthracene skeleton to which it bonds, and one or more arbitrary elements. As a specific example, R 921 and R 922 Lo ring Q A In the case where it forms, R 921 The carbon atom of the anthracene skeleton that bonds with this, and R 922 In the case where it forms a monocyclic unsaturated ring with four carbon atoms and a carbon atom of the anthracene skeleton to which it bonds, R 921 and R 922 The ring formed by is a benzene ring.

[0471] Here, "any element" is preferably at least one element selected from the group consisting of carbon, nitrogen, oxygen, and sulfur elements, unless otherwise specified in this specification. In any element (e.g., in the case of a carbon or nitrogen element), bonds that do not form a ring may be terminated by a hydrogen atom or the like, or substituted by an "any substituent" described below. When any element other than a carbon element is included, the ring formed is a complex ring.

[0472] Unless otherwise specified in this specification, “one or more of any elements” constituting a single ring or a condensed ring are preferably 2 to 15, more preferably 3 to 12, and even more preferably 3 to 5.

[0473] Unless otherwise specified in this specification, among "single ring" and "condensed ring," it is preferably "single ring".

[0474] Unless otherwise specified in this specification, among "saturated ring" and "unsaturated ring," it is preferably "unsaturated ring."

[0475] Unless otherwise stated in this specification, "single ring" is preferably a benzene ring.

[0476] Unless otherwise specified in this specification, the “unsaturated ring” is preferably a benzene ring.

[0477] In cases where “one or more sets of two or more adjacent elements” “combine with one another to form a substituted or unsubstituted ring” or “combine with one another to form a substituted or unsubstituted condensed ring,” unless otherwise specified in this specification, preferably, one or more sets of two or more adjacent elements combine with one another to form a substituted or unsubstituted “unsaturated ring” composed of a plurality of atoms of the matrix and at least one element selected from the group consisting of 1 to 15 carbon elements, nitrogen elements, oxygen elements, and sulfur elements.

[0478] The substituent in the case where the above-mentioned "single ring" or "condensed ring" has a substituent is, for example, an "optional substituent" described below. Specific examples of the substituent in the case where the above-mentioned "single ring" or "condensed ring" has a substituent are the substituents described in the aforementioned section "Substituents described in this specification."

[0479] The substituent in the case where the above-mentioned "saturated ring" or "unsaturated ring" has a substituent is, for example, an "optional substituent" described below. Specific examples of the substituent in the case where the above-mentioned "mono-ring" or "condensed ring" has a substituent are the substituents described in the aforementioned section "Substituents described in this specification."

[0480] The above is an explanation of the case where “one or more of two or more adjacent groups combine to form a single ring with or without substitution” and the case where “one or more of two or more adjacent groups combine to form a condensed ring with or without substitution” (the case where they combine to form a ring).

[0481] · Substituents in the case of "substituent or non-substituent"

[0482] In one embodiment of this specification, the substituent in the case of "substituted or non-substituted" (which may be referred to as "optional substituent" in this specification) is, for example

[0483] Unsubstituted alkyl groups having 1 to 50 carbon atoms,

[0484] Unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[0485] Unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[0486] Unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[0487] -Si(R 901 )(R 902 )(R 903 ),

[0488] -O-(R 904 ),

[0489] -S-(R 905 ),

[0490] -N(R 906 )(R 907 ),

[0491] Halogen atoms,

[0492] Cyanogi,

[0493] Nitro,

[0494] An unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, and

[0495] Unsubstituted complex circulators with 5 to 50 ring-forming atoms

[0496] It is a group selected from the group consisting of, and here

[0497] R 901 ~R 907 Each independently

[0498] hydrogen atom,

[0499] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[0500] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[0501] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[0502] It is a complex circulator with 5 to 50 atoms forming a ring, either substituent or unsubstituent.

[0503] R 901 If there are 2 or more of these, 2 or more R 901 They are identical or different from each other,

[0504] R 902 If there are 2 or more, 2 or more R 902 are identical or different from each other,

[0505] R 903 If there are 2 or more of these, 2 or more R 903 They are identical or different from each other,

[0506] R 904 If there are 2 or more, 2 or more R 904 are identical or different from each other,

[0507] R 905 If there are 2 or more, 2 or more R 905 are identical or different from each other,

[0508] R 906 If there are 2 or more of these, 2 or more R 906 They are identical or different from each other,

[0509] R 907 If there are 2 or more of these, 2 or more R 907 They are identical or different from each other.

[0510] In one embodiment, the substituent in the case of "substituted or non-substituted" is,

[0511] alkyl group having 1 to 50 carbon atoms,

[0512] A ring-forming aryl group having 6 to 50 carbon atoms, and

[0513] Complex circulators with 5 to 50 ring-forming atoms

[0514] It is a group selected from the group consisting of

[0515] In one embodiment, the substituent in the case of "substituted or non-substituted" is,

[0516] alkyl group having 1 to 18 carbon atoms,

[0517] A ring-forming aryl group having 6 to 18 carbon atoms, and

[0518] Complex circulators with 5 to 18 ring-forming atoms

[0519] It is a group selected from the group consisting of

[0520] The specific examples of each of the above arbitrary substituents are specific examples of substituents described in the aforementioned section “Substituents described in this specification”.

[0521] Unless otherwise stated in this specification, any adjacent substituents may form a “saturated ring” or an “unsaturated ring,” preferably forming a substituted or unsubstituted saturated five-membered ring, a substituted or unsubstituted saturated six-membered ring, a substituted or unsubstituted unsaturated five-membered ring, or a substituted or unsubstituted unsaturated six-membered ring, and more preferably forming a benzene ring.

[0522] Unless otherwise stated in this specification, any substituent may have additional substituents. The additional substituents of any substituent are identical to the said arbitrary substituent.

[0523] In the present specification, the numerical range indicated using “AA to BB” means a range that includes the numerical value AA listed before “AA to BB” as a lower limit value and the numerical value BB listed after “AA to BB” as an upper limit value.

[0524] [First embodiment]

[0525] (Organic Electroluminescence Device)

[0526] An organic EL device according to the present embodiment has an anode, a cathode, and a light-emitting layer disposed between the anode and the cathode. The light-emitting layer includes a first light-emitting layer and a second light-emitting layer. The first light-emitting layer includes a first host material and a first light-emitting compound. The second light-emitting layer includes a second host material and a second light-emitting compound.

[0527] The first host material and the second host material are different from each other. The first luminescent compound and the second luminescent compound are the same or different from each other.

[0528] 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 formula (Mathematical Equation 1), and the diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material calculated from the diffusion equation is 3.0 × 10-9 (cm 2 That is all.

[0529] T1(H1)>T1(H2) … (Equation 1)

[0530] In an organic EL device according to the present embodiment, the diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material is calculated from a diffusion equation based on the transient PL spectrum of the transmitted light measured by using a diffusion rate analysis layer in which a first analysis layer with a first phosphorescent complex added to the first host material and a second analysis layer with a second phosphorescent complex added to the first host material are stacked, such that excitation light is incident from the first analysis layer side and transmitted light is transmitted from the second analysis layer.

[0531] The triplet energy T1 (H1) of the first host material and the triplet energy T1 (C1) of the first phosphorescent complex satisfy the relationship of the following formula (equation X).

[0532] The triplet energy T1 (H1) of the first host material and the triplet energy T1 (C2) of the second phosphorescent complex satisfy the relationship of the following formula (equation Y).

[0533] T1(C1)>T1(H1) … (Mathematical formula X)

[0534] T1(H1)>T1(C2) … (Mathematical Equation Y)

[0535] The inventors select a first host material and a second host material satisfying the relationship of the above formula (Equation 1) in an organic EL device having a first light-emitting layer and a second light-emitting layer stacked therein, and further, as the first host material, the diffusion coefficient D1 of the triplet energy T1 (H1) calculated from the diffusion equation is 3.0 × 10 -9 (cm 2 It was discovered that by selecting materials with a luminous efficiency of / s or higher, the luminous efficiency can be further improved.

[0536] First, we will explain Triplet-Triplet-Annhilation (sometimes called TTA), which is known as a technique for improving the luminous efficiency of organic EL devices.

[0537] Conventionally, Triplet-Triplet-Annhilation (sometimes referred to as TTA) is known as a technique to improve the luminescence efficiency of organic electroluminescence devices. TTA is a mechanism in which triplet excitons collide to generate singlet excitons. Additionally, the TTA mechanism is sometimes referred to as the TTF mechanism.

[0538] The TTF phenomenon is explained. Holes injected from the anode and electrons injected from the cathode recombine within the emissive layer to generate excitons. As is conventionally known, the spin states consist of 25% singlet excitons and 75% triplet excitons. In conventional fluorescent devices, light is emitted when 25% of the singlet excitons relax to the ground state, but the remaining 75% of the triplet excitons do not emit light and return to the ground state through a thermal deactivation process. Therefore, the theoretical limit of the internal quantum efficiency of conventional fluorescent devices was stated to be 25%.

[0539] Meanwhile, the behavior of triplet excitons generated within organic matter is being theoretically investigated. According to SM Bachilo's research team (J. Phys. Chem. A, 104, 7711(2000)), assuming that higher-order excitons, such as pentatons, immediately revert to triplets, triplet excitons (hereinafter, 3 A * When the density of (as written) increases, triplet excitons collide with each other, and a reaction as shown in the following equation occurs. Here, 1 A represents the ground state, and 1 A *represents the lowest singlet exciton here.

[0540] 3 A * + 3 A * →(4 / 9) 1 A+(1 / 9) 1 A * +(13 / 9) 3 A *

[0541] That is, 5 3 A * →4 1 A+1A * It is predicted that 1 / 5, or 20%, of the initially generated 75% of triplet excitons will be converted into singlet excitons. Therefore, the singlet excitons contributing to light are said to be 40%, which is the sum of the initially generated 25% and 75% × (1 / 5) = 15%. At this time, the proportion of TTF-derived light (TTF ratio) in the total luminescence intensity is 15 / 40, or 37.5%. Furthermore, if the initially generated 75% of triplet excitons 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% is obtained, which is the sum of the initially generated 25% of singlet excitons and 75% × (1 / 2) = 37.5%. At this time, the TTF ratio is 37.5 / 62.5 = 60%.

[0542] (Significance that 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 formula (Equation 1))

[0543] Next, the significance of 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 satisfying the relationship of the above formula (Equation 1) will be explained.

[0544] According to the organic EL device of the present embodiment, triplet excitons generated by the recombination of holes and electrons in the first light-emitting layer are thought to be difficult to quench even if there is an excess of carriers at the interface of the organic layer directly in contact with the first light-emitting layer. For example, if the recombination region exists locally at the interface of the first light-emitting layer and the hole transport layer or the electron barrier layer, quenching by excess electrons can be considered. On the other hand, if the recombination region exists locally at the interface of the first light-emitting layer and the electron transport layer or the hole barrier layer, quenching by excess holes can be considered.

[0545] An organic EL device according to the present embodiment is provided with at least two light-emitting layers (i.e., a first light-emitting layer and a second light-emitting layer) to satisfy the relationship of the above formula (Equation 1), so that triplet excitons generated in the first light-emitting layer move to the second light-emitting layer without being quenched by excess carriers, and also suppress reverse movement from the second light-emitting layer to the first light-emitting layer. As a result, in the second light-emitting layer, the TTF mechanism is expressed, singlet excitons are efficiently generated, and the light-emitting efficiency is improved.

[0546] In this way, an organic EL device is provided with a first emitting layer that mainly generates triplet excitons and a second emitting layer that mainly expresses a TTF mechanism by utilizing triplet excitons moved from the first emitting layer as different regions, and as a second host material in the second emitting layer, a compound having a triplet energy smaller than that of the first host material in the first emitting layer is used to create a difference in triplet energy, thereby improving the luminous efficiency.

[0547] Next, in the organic EL device according to the present embodiment, the diffusion coefficient D1 of the triplet energy T1 (H1) is 3.0 × 10 -9 (cm 2Explain the significance of using the first host material that is above / s).

[0548] As described above, the organic EL device of the present embodiment improves luminous efficiency by configuring the light-emitting layer in a stacked manner and using a first host material and a second host material that satisfy the relationship of the above formula (Equation 1).

[0549] Meanwhile, singlet excitons generated by the first host material emit light after energy transfer to singlet excitons of the first luminescent compound; however, triplet excitons generated by the first host material have a long lifespan and self-deactivate, making it difficult for them to contribute to light emission in the first emissive layer. Efficiently transferring (diffusing) energy of these triplet excitons to the second host material and the second luminescent compound is important for improving device performance.

[0550] According to the organic EL device of the present embodiment, as a first host material, the diffusion coefficient D1 of the triplet energy T1 (H1) is large (3.0 × 10 -9 (cm 2 By selecting a material (e.g., / s) or more), it is believed that the triplet excitons generated by the first host material are more energy transferred to the second host material and the second luminescent compound in the second emissive layer in addition to the relationship of the above formula (Equation 1), and are effectively utilized for light emission in the second emissive layer. As a result, it is believed that the luminescence efficiency is further improved.

[0551] In addition, triplet excitons generated by the first host material can be diffused more widely into the second emissive layer, thereby reducing the load on the emissive regions in the first emissive layer. As a result, it is believed that the operating life of the device is also improved.

[0552] <Diffusion coefficient D1>

[0553] In the organic EL device according to the present embodiment, the diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material satisfies the following formula (Equation 6).

[0554] The diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material preferably satisfies the following formula (Equation 6A), and more preferably satisfies the following formula (Equation 6B). In addition, the upper limit of the diffusion coefficient D1 is preferably such that it does not inhibit the TTF in the second host material, for example, 1.0 × 10⁻⁶. -5 (cm 2 It is desirable that it be less than / s.

[0555] D1≥3.0×10 -9 (cm 2 / s) … (Mathematical Formula 6)

[0556] D1≥5.0×10 -9 (cm 2 / s) … (Mathematical Formula 6A)

[0557] D1≥1.0×10 -8 (cm 2 / s) … (Mathematical Formula 6B)

[0558] <Method for Calculating Diffusion Coefficient D1>

[0559] The diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material is,

[0560] (1) Prepare a sample for measuring transient PL data equipped with a diffusion rate analysis layer, and

[0561] (2) Using the sample for measuring the transient PL data, the transient PL spectrum is measured, and

[0562] (3) Based on the corresponding transient PL spectrum, the diffusion equation represented by the formula (100) described below is calculated by numerically solving it.

[0563] The above (1) to (3) will be explained in order.

[0564] (1) Preparation of a sample for measuring transient PL data equipped with a diffusion rate analysis layer

[0565] A sample for measuring transient PL data is prepared by forming a diffusion rate analysis layer on a glass substrate and sealing the diffusion rate analysis layer with sealing glass.

[0566] The diffusion rate analysis layer is fabricated by stacking a first analysis layer in which a first phosphorescent complex is added to a first host material and a second analysis layer in which a second phosphorescent complex is added to the first host material.

[0567] The first host material and the first phosphorescent complex included in the first interpretation layer are selected such that their respective triplet energy T1 satisfies the relationship of the above formula (Equation X).

[0568] The first host material and the second phosphorescent complex included in the second analysis layer are selected such that their respective triplet energy T1 satisfies the relationship of the above formula (Equation Y).

[0569] However, it is preferable that the first phosphorescent complex and the second phosphorescent complex be selected according to the triplet energy T1 (H1) of the first host material.

[0570] For example, when 2.2 eV ≥ T1(H1) ≥ 2.0 eV, it is preferable that the first phosphorescent complex is Ir(ppy)3 and the second phosphorescent complex is Ir(piq)2(acac). The structures of Ir(ppy)3 and Ir(piq)2(acac) are shown below.

[0571] In addition, when 2.0 eV > T1(H1) ≥ 1.9 eV, Ir(ppy)3 can be used as the first phosphorescent complex, and PtOEP (platinum octaethylporphyrin) can be used as the second phosphorescent complex.

[0572] [Chemical Formula 22]

[0573]

[0574] Samples for measuring excessive PL data are prepared, for example, by the following procedure.

[0575] A second analysis layer is formed on a glass substrate by co-depositing a compound Target as a first host material and a compound C2 as a second phosphorescent complex.

[0576] Next, a first analysis layer is formed by co-depositing a compound Target as a first host material and a compound C1 as a first phosphorescent complex on the second analysis layer. In this way, a diffusion rate analysis layer in which the first analysis layer and the second analysis layer are stacked on a glass substrate can be obtained.

[0577] Next, the diffusion rate analysis layer is sealed with sealing glass.

[0578] In this way, a sample for measuring excessive PL data can be obtained.

[0579] Compound Target, compound C1, and compound C2 are selected to satisfy the above formula (mathematical formula X) and the above formula (mathematical formula Y).

[0580] The film thickness d1 of the first analysis layer is adjusted to be 10 nm or more and 200 nm or less. The film thickness d2 of the second analysis layer is adjusted to be 10 nm or more and 200 nm or less.

[0581] The composition of the sample for measuring transient PL data is d1=100 nm and d2=20 nm, and is abbreviated as follows.

[0582] Transmitted light side / glass (0.7 mm) / Compound Target: Compound C2 (20 nm, 95%:5%) / Compound Target: Compound C1 (100 nm, 80%:20%) / Sealed glass (0.6 mm) / Incident light side

[0583] In addition, the numbers in parentheses indicate the film thickness. In the same parentheses, the percentage numbers (95%:5%) indicate the ratio (mass%) of compound Target and compound C2. The percentage numbers (80%:20%) indicate the ratio (mass%) of compound Target and compound C1.

[0584] (2) Measurement of transient PL spectrum

[0585] Using the sample for measuring transient PL data prepared in (1) above, the transient PL spectrum of the transmitted light is measured by causing the excitation light to be incident from the first analysis layer and the transmitted light to be transmitted from the second analysis layer. Specifically, under the following conditions (measurement system), the delayed emission component of compound C2 (second phosphorescent complex) in the second analysis layer is measured as a transient PL spectrum.

[0586] -condition-

[0587] · Light source used; NanoLED-340

[0588] · Detector; HORIBA PPD850

[0589] · Detection wavelength: 620 nm

[0590] The delayed emission component of compound C2 (second phosphorescent complex) corresponds to the intensity at the peak wavelength of the emission spectrum of the second phosphorescent complex.

[0591] Generally, in the photoexcitation of organic compounds that do not contain heavy atoms, a singlet exciton is formed because the triplet exciton (triplet) is a gold transition. Therefore, compound C1 (the first phosphorescent complex) satisfying the relationship of the above formula (mathematical formula X) is used as a sensitizer to convert the singlet exciton of the first host material into a triplet exciton. By compound C1 as a sensitizer, the singlet exciton is converted into a triplet exciton, and the triplet exciton generated by compound C1 transfers energy to the triplet exciton of the first host material.

[0592] Therefore, the singlet excitons of the first host material generated in the first interpretation layer are small, and the energy transfer of singlet excitons from the first host material is considered negligible.

[0593] In addition, since the difference in the lowest triplet excitation level between the first host material and compound C1, and the difference in the lowest triplet excitation level between the first host material and compound C2 satisfy the relationship of the above formulas (Equation X) and (Equation Y), the reverse energy transfer from compounds C1 and C2 to the first host material can also be ignored.

[0594] Explain the measured transient PL spectrum.

[0595] Figure 1 is the transient PL spectrum of Sample 1 for transient PL data measurement, prepared using the following compound BH1-C (first host material) as a compound target.

[0596] Figures 2a to 2c are diagrams illustrating the behavior and density of the triplet when excitation light (incident light) is incident on sample 1 for measuring transient PL data (t=0), when time t1 has elapsed, and when time t2 has elapsed.

[0597] In FIGS. 2a to 2c, Tp represents a triplet, and “luminescence from C2” represents luminescence from compound C2 (second phosphorescent complex).

[0598] [Chemical Formula 23]

[0599]

[0600] The composition of sample 1 for measuring transient PL data in Fig. 1 is as follows.

[0601] · Sample 1 for measuring transient PL data

[0602] Transmitted light side / glass (0.7 mm) / Compound BH1-C:Ir(piq)2(acac)(20, 95%:5%) / Compound BH1-C:Ir(ppy)3(100, 80%:20%) / Sealed glass (0.6 mm) / Incident light side

[0603] In FIG. 1, t=0 represents when excitation light (incident light) is incident on a sample for measuring transient PL data, t=t1 represents when time t1 has elapsed from the time of incident, and t=t2 represents when time t2 has elapsed from the time of incident. These correspond to t=0, t=t1, and t=t2 shown in FIG. 2a to 2c.

[0604] The behavior of triplets is explained in detail.

[0605] In FIGS. 1 and 2a, when excitation light is incident from the first analysis layer side at t=0, compound C1 (first phosphorescent complex) is excited by the incident light, and a triplet Tp is generated corresponding to the amount of absorption of the excitation light. An amount of excitons corresponding to Lambert's law, expressed by the following formula (Equation 10B), is generated. Here, it is assumed that all absorbed energy is converted into a triplet.

[0606] [Mathematical Formula 1]

[0607]

[0608] T(x); triplet concentration at position x in the sample [cm² -3 ]

[0609] A; absorption coefficient / cm

[0610] To; incident cross-section (x=0) and triplet concentration / cm² generated at t=0 3

[0611] In FIG. 1 and FIG. 2b, when t=t1, the triplet Tp generated in the first analysis layer spreads toward the second analysis layer from the relationship shown in the above formula (Equation 1).

[0612] In FIG. 1 and FIG. 2c, when t=t2, the triplet Tp that diffuses to the second analysis layer and reaches the second phosphorescent complex emits phosphorescent light. Additionally, the phosphorescent light from the second analysis layer is light emission by both the triplet generated when compound C2 is excited by incident light and the triplet Tp diffused from the first analysis layer ("light emission from C2" in FIG. 2C).

[0613] Using the model (behavior of triplet Tp) described above, the diffusion coefficient D1 of the triplet energy T1 (H1) is calculated from the transient PL spectrum (light intensity) from the diffusion equation represented by the following formula (Equation 100A).

[0614] In addition, for t>0, calculations are performed assuming there is no energy generation or inflow to x=0 (T(t>0, x=0)=0).

[0615] (3) Calculation of the diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material

[0616] The diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material is calculated by the following procedure.

[0617] In the following description, a method for calculating the diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material from the diffusion equation represented by the following formula (Equation 100A) based on the measurement result of the transient PL spectrum of sample 1 for transient PL data measurement shown in FIG. 1 is described.

[0618] [Mathematical Formula 2]

[0619]

[0620] T: Triplet concentration [cm² -3 ]

[0621] D: Diffusion coefficient [cm² 2 / s]

[0622] k tt : TTF speed [cm -3 / s]

[0623] k t : Autovolvability[ / s]

[0624] Explain the numerical solution of the diffusion equation.

[0625] As a numerical solution method, the explicit method is applied. The explicit method is a method of dividing space and time into a grid, as shown in Table 1 below, to sequentially calculate the next value and finally calculate the total value. In the case of Sample 1 for transient PL data measurement, if space (the thickness direction extending from the surface of the first analysis layer on the incident light side (x=0 in Table 2) to the surface of the second analysis layer on the measuring instrument side (x=A in Table 2)) is denoted as x and time as t, the "time-space distribution T(x, t) of triplet concentration" is constructed, for example, as shown in Table 2. In Table 2, T1 concentration represents the triplet concentration.

[0626] In Sample 1 for measuring transient PL data, since the total thickness of the first analysis layer and the second analysis layer is 120 nm, A in x=A in Table 2 corresponds to 120 nm. Therefore, space x20 from space x1 indicates that the first analysis layer and the second analysis layer are divided into 20 sections in the thickness direction.

[0627] Likewise, in Table 2, t15 at time t=t15 corresponds to t2 in Fig. 1. Therefore, time t15 from time t1 indicates that time t2 is divided into 15 parts.

[0628] [Table 1]

[0629]

[0630] [Table 2]

[0631]

[0632] Here, since the value calculated for each cell in Table 2 is the time-space distribution T(x, t) of the triplet concentration, it needs to be converted into luminescence.

[0633] When an iridium complex is excited, the luminescence intensity Int(t) can be obtained due to time dependence. The luminescence intensity of the iridium complex at time t is expressed by the following formula (Equation 101).

[0634] [Mathematical Formula 3]

[0635]

[0636] T: Triplet concentration [cm² -3 ]

[0637] τ: Triplet luminescence lifetime [s]

[0638] I: Normalized luminescence intensity [au]

[0639] Fitting of the transient PL spectrum of sample 1 for transient PL data measurement is performed using the least squares method.

[0640] Figure 3 shows the transient PL spectrum of sample 1 for transient PL data measurement and the transient PL spectrum after fitting.

[0641] Next, from the diffusion equation represented by the above formula (Equation 100A), the diffusion coefficient (D), TTF rate (k tt ) and self-deactivation rate (k t Calculate ). Also, the time range used for fitting is set to 1.0E-05 (sec) from t=0. Here, E represents the power of 10.

[0642] The calculated diffusion coefficient (D) is set as the diffusion coefficient D1 of the triplet energy T1 (H1) of the compound BH1-C (first host material). In this way, the diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material is calculated.

[0643] (TTF ratio)

[0644] The organic EL device according to the present embodiment comprises a first host material and a second host material satisfying the relationship of the above formula (Equation 1), and also has a diffusion coefficient D1 of triplet energy T1 (H1) of 3.0 × 10 -9 (cm 2 By selecting a first host material with a value of / s or higher, the ratio of the luminescence intensity derived from TTF to the total luminescence can be made high.

[0645] The luminescence intensity ratio derived from TTF can be measured by the transient EL method. The transient EL method is a technique for measuring the decay behavior (transient characteristics) of EL luminescence after removing the DC voltage applied to the device. EL luminescence intensity is classified into a luminescence component from singlet excitons generated by the initial recombination and a luminescence component from singlet excitons generated via the TTF phenomenon. Since the lifetime of singlet excitons is very short, on the order of nanoseconds, they decay rapidly after the DC voltage is removed.

[0646] Meanwhile, the TTF phenomenon decays gradually because it is emission from a singlet exciton generated via a long-lived triplet exciton. Since there is a significant temporal difference between the emission from the singlet exciton and the emission from the triplet exciton, the emission intensity derived from TTF can be determined. Specifically, it can be determined by the following method.

[0647] The transient EL waveform is measured as follows (see FIG. 7). A pulse voltage waveform output from a voltage pulse generator (PG) is applied to an EL element. The applied voltage waveform is received by an oscilloscope (OSC). When the pulse voltage is applied to the EL element, the EL element generates pulsed light. This light is received by an oscilloscope (OSC) via a photomultiplier tube (PMT). The voltage waveform and the pulsed light are synchronized and received by a personal computer (PC).

[0648] In addition, the luminescence intensity ratio derived from TTF is determined as follows by analyzing the transient EL waveform.

[0649] By solving the rate equation for the decay behavior of triplet excitons, the decay behavior of emission intensity based on the TTF phenomenon is modeled. The triplet exciton density n inside the emissive layer. T The time decay of can be expressed by the following rate equation using the decay rate α due to the lifetime of the triplet exciton and the decay rate γ due to the collision of the triplet exciton.

[0650] [Mathematical Formula 4]

[0651]

[0652] Approximately solving this differential equation yields the following equation. Here, I TTF ε is the luminescence intensity derived from TTF, and A is an integer. Thus, if transient EL emission is based on TTF, the reciprocal of the square root of that intensity is expressed by a linear approximation. Therefore, the integer A is obtained by fitting the measured transient EL waveform data to the following approximation formula. At this time, the luminescence intensity 1 / A at time t=0, after removing the DC voltage, is 2 It is defined as the luminescence intensity ratio derived from TTF.

[0653] [Mathematical Formula 5]

[0654]

[0655] The graph in Fig. 8a is a measurement example in which a predetermined DC voltage is applied to an EL element and then the voltage is removed, and it shows the change in luminescence intensity of the EL element over time. In the graph of Fig. 8a, at time approximately 3×10 -8 The DC voltage is removed at the second mark. Also, the graph represents the luminance when the voltage is removed as 1. After that, approximately 2×10 -7After rapid decay up to 2 seconds, a gradual decay component appears. The graph in Fig. 8b takes the voltage removal point as the origin, and after voltage removal, 10 -5 This is a graph plotting the reciprocal of the square root of the light intensity up to 2 seconds, and it can be seen that it approximates a straight line well. The value of the intersection point A with the vertical axis when the straight line is extended to the time origin is 2.41. In this way, the ratio of TTF-derived luminescence intensity obtained from this transient EL waveform is 1 / 2.412 = 0.17, and 17% of the total luminescence intensity is of TTF origin.

[0656] It is preferable to perform the fitting of the straight line using the least squares method. In this case, 10 -5 It is advisable to fit using values ​​up to seconds.

[0657] Voltage pulse waveform output from a pulse generator (Manufactured by Agilent Technologies, 8114A) (Pulse width: 500 microseconds, Frequency: 20 Hz, Voltage: 0.1–100 mA / cm² 2 A voltage equivalent to the required amount is applied to input EL emission into a photomultiplier tube (R928 manufactured by Hamamatsu Photonics), and the pulse voltage waveform and EL emission are synchronized and received by an oscilloscope (2440 manufactured by Techtronic) to obtain a transient EL waveform. This is analyzed to determine the TTF ratio.

[0658] [Second embodiment]

[0659] (Organic Electroluminescence Device)

[0660] An organic EL device according to a second embodiment has an anode, a cathode, and a light-emitting layer disposed between the anode and the cathode, wherein the light-emitting layer comprises a first light-emitting layer and a second light-emitting layer, wherein the first light-emitting layer comprises a first host material and a first light-emitting compound, and the second light-emitting layer comprises a second host material and a second light-emitting compound, wherein the first host material and the second host material are different from each other, and the first light-emitting compound and the second light-emitting compound are identical or different from each other, and 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 formula (Equation 1), and the surface potential V1 of the first host material is -11 (mV / nm) or less.

[0661] T1(H1)>T1(H2) … (Equation 1)

[0662] The inventors have discovered that in an organic EL device having a stacked first light-emitting layer and a second light-emitting layer, the light-emitting efficiency can be further improved by selecting a first host material and a second host material that satisfy the relationship of the above formula (Equation 1), and by selecting a material with a surface potential V1 of -11 (mV / nm) or less as the first host material.

[0663] The significance of 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 satisfying the relationship of the above formula (Equation 1) is as explained in the first embodiment.

[0664] Next, the significance of using a first host material having a surface potential V1 of -11 (mV / nm) or less in an organic EL device according to the second embodiment will be explained.

[0665] The organic EL device of the second embodiment improves luminous efficiency by configuring the light-emitting layer in a stacked manner and using a first host material and a second host material that satisfy the relationship of the above formula (Equation 1).

[0666] When holes and electrons recombine in the first emissive layer, singlet and triplet excitons are generated by the first host material. The singlet excitons generated by the first host material emit light after energy transfer to the singlet excitons of the first luminescent compound; however, the triplet excitons generated by the first host material have a long lifetime and self-deactivate, making it difficult for them to contribute to light emission in the first emissive layer. Therefore, it is important to induce as much recombination of holes and electrons as possible in the first emissive layer to improve device performance.

[0667] In an organic EL device according to a second embodiment, when the stacking order of the first light-emitting layer and the second light-emitting layer is such that the first light-emitting layer and the second light-emitting layer are stacked from the anode side (hereinafter referred to as "net stacking"), by selecting a material as the first host material in which the surface potential V1 is large on the negative side (-11 (mV / nm) or less), the energy level of the first light-emitting layer increases on the negative side toward the second light-emitting layer side. As a result, holes become more likely to enter the first light-emitting layer from the anode side, so the recombination probability in the first light-emitting layer increases, and as a result, the light-emitting efficiency is improved.

[0668] In addition, by selecting a material with a surface potential V1 that is large on the negative side (-11 (mV / nm) or less) as the first host material, an opposite bias is applied to the first host material with respect to the energy of the charges of holes and electrons, thereby suppressing unnecessary carrier accumulation. As a result, it is thought that charge quenching is suppressed and luminous efficiency is improved.

[0669] In the organic EL device according to the second embodiment, since the first light-emitting layer has a relatively thin film thickness (preferably 2 nm or more and 20 nm or less), in order to exhibit an improved light-emitting efficiency, it is preferable that the surface potential V1 be larger on the negative side.

[0670] In addition, in the organic EL device according to the second embodiment, when the stacking order of the first light-emitting layer and the second light-emitting layer is such that the second light-emitting layer and the first light-emitting layer are stacked from the anode side (hereinafter referred to as "reverse stacking"), by selecting a material with a surface potential V1 that is large on the negative side (a material of -11 (mV / nm) or less) as the first host material, the energy level of the first light-emitting layer increases on the negative side toward the cathode side. As a result, electrons can enter the first light-emitting layer from the cathode side more easily, so the recombination probability in the first light-emitting layer increases. Therefore, even if the light-emitting layer is reverse stacked, the same effect as in the case of the above-mentioned forward stacking can be expected.

[0671] <Surface potential V1>

[0672] In the organic EL device according to the second embodiment, the surface potential V1 (mV / nm) of the first host material satisfies the following formula (Equation 10).

[0673] It is desirable that the surface potential V1 of the first host material satisfies the following formula (Equation 10A). While it is desirable for the surface potential V1 of the first host material to be larger on the negative side, from the perspective of suppressing excessive voltage rise, the lower limit value is -400 (mV / nm) or higher.

[0674] V1≤-11(mV / nm) … (Equation 10)

[0675] V1≤-15(mV / nm) … (Equation 10A)

[0676] <Surface potential V1 of the first host material>

[0677] The surface potential V1 (mV / nm) of the first host material is calculated by the Kelvin probe method using surface potential measurement samples 1 and 2 prepared by the method described below. Hereinafter, surface potential measurement sample 1 may be referred to as sample 1. Surface potential measurement sample 2 may be referred to as sample 2.

[0678] In this specification, the difference between the work function W(d2) (unit: mV) of the first host material layer (film thickness d2 (unit: nm)) of sample 2 and the work function W(d1) (unit: mV) of the first host material layer (film thickness d1 (unit: nm)) of sample 1 is divided by the difference between the film thickness d2 (unit: nm) of the first host material layer of sample 2 and the film thickness d1 (unit: nm) of the first host material layer of sample 1, and is defined as “surface potential V1 (mV / nm) of the first host material”.

[0679] That is, in this specification, the value calculated from the following formula (Equation 100) is defined as “surface potential V1 (mV / nm) of the first host material”.

[0680] Surface potential V1 of the first host material = (W(d2) - W(d1)) / (d2 - d1) … (Equation 100)

[0681] The preparation methods of samples 1 and 2 and the measurement method of surface potential V1 will be explained in order.

[0682] (Method for preparing samples 1 and 2 for surface potential measurement)

[0683] Samples 1 and 2 for surface potential measurement are prepared, for example, by the following procedure.

[0684] Prepare a glass substrate equipped with an ITO (Indium Tin Oxide) transparent electrode.

[0685] A compound target as a first host material is deposited on a glass substrate equipped with an ITO transparent electrode to form a first host material layer with a film thickness d1. In this way, sample 1 can be obtained.

[0686] A compound target as a first host material is deposited on a glass substrate equipped with an ITO transparent electrode to form a first host material layer with a film thickness d2 that is different from the film thickness d1. In this way, sample 2 can be obtained.

[0687] The film thickness d1 (film thickness of the first host material layer of sample 1) is adjusted to be 10 nm or more and 100 nm or less. The film thickness d2 (film thickness of the first host material layer of sample 2) is adjusted to be 10 nm or more and 100 nm or less. However, the difference between the film thickness d2 and the film thickness d1 is adjusted to be 20 nm or more and 50 nm or less.

[0688] The composition of samples 1 and 2 is d1=20 nm and d2=60 nm, and is abbreviated as follows.

[0689] Sample 1; Glass substrate (0.7 mm) / ITO (130 nm) / Compound Target (20 nm)

[0690] Sample 2; Glass substrate (0.7 mm) / ITO (130 nm) / Compound Target (60 nm)

[0691] Also, the number in parentheses indicates the film thickness.

[0692] (Method for measuring surface potential V1)

[0693] Sample 1 is placed on a sample stand facing the probe. The probe is equipped with a 10 mmφ stainless steel electrode (reference electrode) on its cross-section.

[0694] The stainless steel electrode is vibrated up and down by a probe to apply an external electric field Vex between the ITO transparent electrode and the stainless steel electrode of sample 1. The Vex at which the output signal becomes 0 mV is set as the work function W(d1)(mV) of the first host material layer of sample 1.

[0695] For sample 2, the work function W(d2)(mV) of the first host material layer of sample 2 is measured in the same way as for sample 1.

[0696] In the following device, the values ​​of the work functions W(d1) and W(d2) are corrected and output by comparison with a reference sample (Au).

[0697] The measurement conditions are as follows.

[0698] -condition-

[0699] · Device: Manufactured by KP Technology Ltd UHVKP020

[0700] · Measurement area: 10 mmφ

[0701] In the organic EL device according to the first and second embodiments, it is preferable that the absolute value of the energy level HOMO (H1) of the highest point orbital of the first host material and the absolute value of the energy level HOMO (D1) of the highest point orbital of the first luminescent compound satisfy the relationship of the following formula (Equation 2).

[0702] |HOMO(H1)|-|HOMO(D1)|≥0.2 eV … (Equation 2)

[0703] If the absolute value of HOMO(H1) and the absolute value of HOMO(D1) satisfy the relationship of the above formula (Equation 2), hole traps are more likely to form. As a result, recombination is more likely to occur inside the first light-emitting layer.

[0704] It is preferable that the absolute value of the energy level HOMO (H1) of the highest point orbit of the first host material be 7.0 eV or less.

[0705] In this specification, the energy level HOMO of the highest point orbit is measured using a photoelectron spectrometer under atmospheric conditions. Specifically, the energy level HOMO of the highest point orbit can be measured by the method described in the examples.

[0706] In an organic EL device according to the first and second embodiments, when the stacking order of the first light-emitting layer and the second light-emitting layer is the order of the first light-emitting layer and the second light-emitting layer from the anode side, it is preferable that the electron mobility μe (H2) of the second host material and the electron mobility μe (H1) of the first host material satisfy the relationship of the following formula (Equation 4).

[0707] μe(H2)>μe(H1) … (Equation 4)

[0708] By satisfying the relationship of the above formula (Equation 4) between the first host material and the second host material, the recombination ability of holes and electrons in the first light-emitting layer is improved.

[0709] In the organic EL device according to the first and second embodiments, when the stacking order of the first light-emitting layer and the second light-emitting layer is the order of the first light-emitting layer and the second light-emitting layer from the anode side, it is also desirable 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 formula (Equation 40).

[0710] μh(H1)>μh(H2) … (Equation 40)

[0711] In the organic EL device according to the first and second embodiments, when the stacking order of the first light-emitting layer and the second light-emitting layer is the order of the first light-emitting layer and the second light-emitting layer from the anode side, it is also desirable 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 formula (Equation 40A).

[0712] (μe(H2) / μh(H2))>(μe(H1) / μh(H1)) … (Equation 40A)

[0713] Electron mobility can be measured using impedance spectroscopy in the following manner. A measurement target layer with a thickness of 100 nm to 200 nm is placed between an anode and a cathode, and a small AC voltage of 100 mV or less is applied while applying a bias DC voltage. The AC current value (absolute value and phase) flowing at this time is measured. This measurement is performed while changing the frequency of the AC voltage, and the complex impedance (Z) is calculated from the current and voltage values. At this time, the frequency dependence of the imaginary part (ImM) of the modulus M = iωZ (i: imaginary unit, ω: angular frequency) is determined, and the reciprocal of the frequency ω at which ImM reaches its maximum value is defined as the response time of electrons conducting within the measurement target layer. Then, the electron mobility is calculated by the following equation.

[0714] Electron mobility = (film thickness of the layer to be measured) 2 / (Response time·voltage)

[0715] Hole mobility can be measured using impedance spectroscopy in the same way as electron mobility.

[0716] Hole mobility is calculated using the following formula.

[0717] Hole mobility = (film thickness of the layer to be measured) 2 / (Response time·voltage)

[0718] In the organic EL device according to the first and second embodiments, it is preferable that the triplet energy T1 (D1) of the first luminescent compound and the triplet energy T1 (H2) of the second host material satisfy the relationship of the following formula (Equation 3).

[0719] T1(D1)>T1(H2) … (Equation 3)

[0720] If T1(D1) and T1(H2) satisfy the relationship of the above formula (Equation 3), the triplet of the second host material is more likely to occur. As a result, TTF is more likely to occur efficiently in the second host material.

[0721] In the organic EL device according to the first and second embodiments, it is preferable that the singlet energy S1 (H1) of the first host material and the singlet energy S1 (H2) of the second host material satisfy the relationship of the following formula (Equation 5).

[0722] S1(H1)>S1(H2) … (Mathematical Equation 5)

[0723] If S1(H1) and S1(H2) satisfy the relationship of the above formula (Equation 5), energy transfer of singlet excitons from the first host material to the second host material becomes easier to occur. As a result, since the recombination site and the light emission site can be separated, it is thought that the light emission efficiency is increased or the operating life is extended.

[0724] In the organic EL device according to the first and second embodiments, the van der Waals radius of the first host material calculated by molecular orbital calculation is preferably 1.08 nm or more, and more preferably 1.20 nm or more.

[0725] If the van der Waals radius of the first host material is 1.08 nm or greater, self-deactivation is suppressed. As a result, energy transfer to the second host material becomes more efficient, and luminescence efficiency is improved.

[0726] The “van der Waals radius of the compound (first host material)” is calculated from the “van der Waals volume of the compound” by the following formula (Equation 102) when the structure optimized by molecular orbital calculation is displayed by Winmoster. The molecular orbital calculation is performed using a quantum chemistry calculation program (Gaussian 09 (Gaussian Inc.); calculation method: B3LYP / 6-31G* (meaning B3LYP is used in theory and 6-31G* is used in basis functions)).

[0727] "Van der Waals volume of a compound" refers to the volume of the region occupied by van der Waals spheres based on the "van der Waals radii of the atoms" constituting the compound, and is a value calculated by determining the stable structure using the PM3 method with molecular orbital calculation software.

[0728] V=4 / 3×πr 3 … (Mathematical Equation 102)

[0729] (V is the van der Waals volume of the compound, and r is the van der Waals radius of the compound.)

[0730] In the organic EL device according to the first and second embodiments, it is preferable that the film thickness of the first light-emitting layer is 2 nm or more and 20 nm or less, and more preferable that it is 5 nm or more and 10 nm or less.

[0731] If the film thickness of the first light-emitting layer is 2 nm or more and 20 nm or less, the triplet generated by the first host material is not deactivated, and energy transfer to the second host material becomes easier. As a result, efficiency is improved.

[0732] In the present specification, "host material" refers to a material that is included, for example, "50 mass% or more of the layer." Accordingly, the first light-emitting layer contains, for example, the first host material, at least 50 mass% of the total mass of the first light-emitting layer. The second light-emitting layer contains, for example, the second host material, at least 50 mass% of the total mass of the second light-emitting layer.

[0733] (Emission wavelength of organic EL devices)

[0734] It is preferable that the organic EL device according to the first and second embodiments emits light having a maximum peak wavelength of 500 nm or less when the device is driven.

[0735] It is more preferable that the organic electroluminescence device according to the first and second embodiments emits light having a maximum peak wavelength of 430 nm or more and 480 nm or less when the device is driven.

[0736] The measurement of the maximum peak wavelength of light emitted by the organic EL device during device operation is performed as follows. The current density is 10 mA / cm² 2 When a voltage is applied to an organic EL element, the spectral radiance spectrum is measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta). In the obtained spectral radiance spectrum, the peak wavelength of the emission spectrum at which the emission intensity is maximum is measured, and this is set as the maximum peak wavelength (unit: nm).

[0737] (1st light-emitting layer)

[0738] The first emitting layer comprises a first host material and a first emitting compound. The first host material is a compound different from the second host material contained in the second emitting layer.

[0739] The maximum peak wavelength of the first luminescent compound is preferably 500 nm or less, and more preferably 480 nm or less. The maximum peak wavelength of the first luminescent compound is preferably 430 nm or more.

[0740] The first luminescent compound contained in the first luminescent layer is more preferably a fluorescent luminescent compound exhibiting fluorescent luminescence with a maximum peak wavelength of 500 nm or less, and even more preferably a fluorescent luminescent compound exhibiting fluorescent luminescence with a maximum peak wavelength of 480 nm or less. The first luminescent compound contained in the first luminescent layer is preferably a fluorescent luminescent compound exhibiting fluorescent luminescence with a maximum peak wavelength of 430 nm or more.

[0741] In the organic EL device according to the first embodiment and the second embodiment, the first emitting compound and the second emitting compound may be different compounds or the same compound.

[0742] In the organic EL device according to the first and second embodiments, the first luminescent compound is preferably a compound that does not contain a zygosyl ring structure in its molecule.

[0743] In the organic EL device according to the first and second embodiments, it is preferable that the first luminescent compound is not a boron-containing complex, and more preferable that the first luminescent compound is not a complex.

[0744] In the organic EL device according to the first and second embodiments, it is preferable that the first light-emitting layer does not contain a metal complex. In addition, in the organic EL device according to the first and second embodiments, it is also preferable that the first light-emitting layer does not contain a boron-containing complex.

[0745] In the organic EL device according to the first and second embodiments, it is preferable that the first light-emitting layer does not include a phosphorescent light-emitting material (dopant material).

[0746] In addition, it is preferable that the first light-emitting layer does not include heavy metal complexes and phosphorescent rare earth metal complexes. Here, examples of heavy metal complexes include iridium complexes, osmium complexes, and platinum complexes.

[0747] 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 of the sample (vertical axis: emission intensity, horizontal axis: wavelength) is measured at room temperature (300 K). The emission spectrum can be measured using a spectrofluorescence photometer manufactured by Hitachi High-Tech Science Co., Ltd. (device name: F-7000). Furthermore, the emission spectrum measuring device is not limited to the device used herein.

[0748] In the emission spectrum, the peak wavelength of the emission spectrum where the emission intensity is maximum is defined as the maximum peak wavelength. Additionally, in this specification, the maximum peak wavelength of fluorescence emission may be referred to as the fluorescence emission maximum peak wavelength (FL-peak).

[0749] In the emission spectrum of the first luminescent compound, the peak at which the emission intensity is maximum is set as the maximum peak, and when the height of the maximum peak is set to 1, it is preferable that the height of other peaks appearing in the emission spectrum is less than 0.6. In addition, the peaks in the emission spectrum are set to maximum values.

[0750] In addition, it is preferable that the number of peaks in the emission spectrum of the first luminescent compound is less than 3.

[0751] In the organic EL device according to the first and second embodiments, the first light-emitting layer preferably emits light having a maximum peak wavelength of 500 nm or less when the device is driven.

[0752] The maximum peak wavelength of light emitted by the light-emitting layer during device operation can be measured by the method described below.

[0753] · Maximum peak wavelength λp of light emitted from the light-emitting layer during device operation

[0754] The maximum peak wavelength λp1 of light emitted from the first light-emitting layer during device operation is measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta Corporation) when an organic EL device is fabricated using the second light-emitting layer as the same material as the first light-emitting layer, and a voltage is applied to the device such that the current density of the organic EL device becomes 10 mA / cm². From the obtained spectroradiometer, the maximum peak wavelength λp1 (unit: nm) is calculated.

[0755] The maximum peak wavelength λp2 of light emitted from the second light-emitting layer during device operation is measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta Corporation) when an organic EL device is fabricated using the first light-emitting layer as the same material as the second light-emitting layer, and a voltage is applied to the device such that the current density of the organic EL device becomes 10 mA / cm². From the obtained spectroradiometer, the maximum peak wavelength λp2 (unit: nm) is calculated.

[0756] In the organic EL device according to the first and second embodiments, it is preferable that the singlet energy S1 (H1) of the first host material and the singlet energy S1 (D1) of the first luminescent compound satisfy the relationship of the following formula (Equation 20).

[0757] S1(H1)>S1(D1) … (Mathematical Equation 20)

[0758] Singlet energy S1 refers to the energy difference between the lowest excited singlet state and the ground state.

[0759] By satisfying the relationship of the first host material and the first luminescent compound in the formula (Equation 20), the singlet excitons generated on the first host material are made to easily transfer energy from the first host material to the first luminescent compound, thereby contributing to the luminescence of the first luminescent compound (preferably fluorescent luminescence).

[0760] In the organic EL device according to the first and second embodiments, it is preferable that the triplet energy T1 (H1) of the first host material and the triplet energy T1 (D1) of the first luminescent compound satisfy the relationship of the following formula (Equation 20A).

[0761] T1(D1)>T1(H1) … (Mathematical Equation 20A)

[0762] By satisfying the relationship between the first host material and the first luminescent compound in the following formula (Equation 20A), the triplet excitons generated within the first luminescent layer are more likely to move to the second luminescent layer because they move on the first host material phase rather than the first luminescent compound having a higher triplet energy.

[0763] It is preferable that the organic EL device according to the first and second embodiments satisfies the relationship of the following formula (Equation 20B).

[0764] T1(D1)>T1(H1)>T1(H2) … (Equation 20B)

[0765] (Triplet energy T1)

[0766] The following methods can be used to measure the triplet energy T1.

[0767] The compound to be measured in EPA (diethyl ether:isopentane:ethanol = 5:5:2 (volume ratio)), 10 -5 mol / L or more 10 -4 Dissolve the solution to a concentration of mol / L or less, place it in a quartz cell, and use it as the measurement sample. For this measurement sample, measure the phosphorescence spectrum (vertical axis: phosphorescence emission intensity, horizontal axis: wavelength) at a low temperature (77 K). Draw a tangent line to the rising short-wavelength side of the phosphorescence spectrum, and the wavelength value λ at the intersection of the tangent line and the horizontal axis. edge Based on [nm], the energy amount calculated from the following conversion formula (F1) is designated as the triplet energy T1.

[0768] Conversion formula (F1): T1[eV]=1239.85 / λ edge

[0769] The tangent line for the rise on the short-wavelength side of the phosphorescence spectrum is drawn as follows. When moving along the spectrum curve from the short-wavelength side of the phosphorescence spectrum to the shortest maximum value among the maximum values ​​on the short-wavelength side, the tangent line at each point on the curve toward the long-wavelength side is considered. As the curve rises (i.e., as the vertical axis increases), the slope of this tangent line increases. The tangent line drawn at the point where this slope takes a maximum value (i.e., the tangent line at the inflection point) is designated as the tangent line for the rise on the short-wavelength side of the phosphorescence spectrum.

[0770] In addition, the maximum point having a peak intensity of 15% or less of the maximum peak intensity of the spectrum is not included in the maximum value on the shortest wavelength side mentioned above, and the tangent line drawn at the point where the slope value closest to the maximum value on the shortest wavelength side takes a maximum value is the tangent line to the rise on the short wavelength side of the phosphorescent spectrum.

[0771] For the measurement of phosphorescence, the main body of the F-4500 spectrofluorescence photometer manufactured by Hitachi High Technology Corporation may be used. In addition, the measuring device is not limited thereto, and measurement may be performed by combining a cooling device, a low-temperature container, an excitation light source, and a light receiving device.

[0772] (Singlet energy S1)

[0773] The following methods are examples of methods for measuring the singlet energy S1 using a solution (sometimes called the solution method).

[0774] 10 of the compound to be measured -5 mol / L or more 10 -4Prepare a toluene solution with a mol / L or lower content, place it in a quartz cell, and measure the absorption spectrum of the sample at room temperature (300 K) (vertical axis: absorption intensity, horizontal axis: wavelength). Draw a tangent line to the descent on the long-wavelength side of the absorption spectrum, and the wavelength value λ at the intersection of the tangent line and the horizontal axis. edge The singlet energy is calculated by substituting [nm] into the conversion formula (F2) shown below.

[0775] Conversion formula (F2): S1[eV]=1239.85 / λ edge

[0776] As an absorption spectrum measuring device, for example, a spectrophotometer manufactured by Hitachi (device name: U3310) can be cited, but is not limited to this.

[0777] The tangent line for the descent on the long-wavelength side of the absorption spectrum is drawn as follows. Consider the tangent line at each point on the spectrum curve when moving along the long-wavelength direction from the maximum value on the longest wavelength side among the maximum values ​​of the absorption spectrum. As the curve descends (i.e., as the value of the vertical axis decreases), the slope of this tangent line repeatedly decreases and then increases. The tangent line drawn at the point where the slope takes a minimum value on the longest wavelength side (except when the absorbance is 0.1 or less) is defined as the tangent line for the descent on the long-wavelength side of the absorption spectrum.

[0778] In addition, maximum points with an absorbance value of 0.2 or less are not included in the maximum values ​​on the longest wavelength side.

[0779] In the organic EL device according to the first and second embodiments, it is preferable that the first emitting compound be contained in the first emitting layer in an amount exceeding 1.1 mass%. That is, it is preferable that the first emitting layer contains the first emitting compound in an amount exceeding 1.1 mass% of the total mass of the first emitting layer, more preferable that it contains 1.2 mass% or more of the total mass of the first emitting layer, and even more preferable that it contains 1.5 mass% or more of the total mass of the first emitting layer.

[0780] 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 contains 7 mass% or less of the total mass of the first light-emitting layer, and even more preferably contains 5 mass% or less of the total mass of the first light-emitting layer.

[0781] In an organic EL device according to a first embodiment and a second embodiment, the first light-emitting layer preferably contains a 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 contains 70 mass% or more of the total mass of the first light-emitting layer, even more preferably contains 80 mass% or more of the total mass of the first light-emitting layer, even more preferably contains 90 mass% or more of the total mass of the first light-emitting layer, and even more preferably contains 95 mass% or more of the total mass of the first light-emitting layer.

[0782] It is preferable that the first light-emitting layer contains the first host material in an amount of 99 mass% or less of the total mass of the first light-emitting layer.

[0783] However, if the first light-emitting layer contains a first host material and a first light-emitting compound, the upper limit of the total content of the first host material and the first light-emitting compound is 100 mass%.

[0784] Additionally, the first and second embodiments do not exclude the inclusion of a material other than the first host material and the first luminescent compound in the first light-emitting layer.

[0785] The first emitting layer may include only one type of the first host material or two or more types. The first emitting layer may include only one type of the first emitting compound or two or more types.

[0786] (2nd light-emitting layer)

[0787] The second emitting layer comprises a second host material and a second emitting compound. The second host material is a compound different from the second host material contained in the first emitting layer.

[0788] The maximum peak wavelength of the second luminescent compound is preferably 500 nm or less, and more preferably 480 nm or less. The maximum peak wavelength of the second luminescent compound is preferably 430 nm or more.

[0789] The second emitting compound contained in the second emitting layer is more preferably a fluorescent emitting compound exhibiting fluorescence emission with a maximum peak wavelength of 500 nm or less, and even more preferably a fluorescent emitting compound exhibiting fluorescence emission with a maximum peak wavelength of 480 nm or less. The second emitting compound contained in the second emitting layer is preferably a fluorescent emitting compound exhibiting fluorescence emission with a maximum peak wavelength of 430 nm or more.

[0790] The method for measuring the maximum peak wavelength of a compound is as described above.

[0791] In the organic EL device according to the first and second embodiments, the second light-emitting layer preferably emits light having a maximum peak wavelength of 500 nm or less when the device is driven.

[0792] In the organic EL device according to the first and second embodiments, it is preferable that the full width at half maximum of the second luminescent compound is 1 nm or more and 20 nm or less.

[0793] In the organic EL device according to the first and second embodiments, it is preferable that the Stokes shift of the second luminescent compound exceeds 7 nm.

[0794] If the Stokes shift of the second luminescent compound exceeds 7 nm, it becomes easier to prevent a decrease in luminescence efficiency due to self-absorption.

[0795] Self-absorption is a phenomenon in which the same compound absorbs emitted light, causing a decrease in luminescence efficiency. Since self-absorption is significantly observed in compounds with a small Stokes shift (i.e., large overlap between the absorption spectrum and the fluorescence spectrum), it is desirable to use compounds with a large Stokes shift (small overlap between the absorption spectrum and the fluorescence spectrum) to suppress self-absorption. The Stokes shift can be measured by the method described below.

[0796] The compound to be measured is 2.0 × 10⁻⁶ -5 A sample for measurement is prepared by dissolving the sample in toluene at a concentration of mol / L. The sample placed in a quartz cell is irradiated with continuous light in the ultraviolet-visible region at room temperature (300 K), and the absorption spectrum (vertical axis: absorbance, horizontal axis: wavelength) is measured. A spectrophotometer may be used for measuring the absorption spectrum; for example, the Hitachi High-Tech Sciences U-3900 / 3900H spectrophotometer may be used. In addition, the compound to be measured is 4.9 × 10⁻⁶ -6A sample for measurement is prepared by dissolving it in toluene at a concentration of mol / L. Excitation light is irradiated onto the sample placed in a quartz cell at room temperature (300 K), and the fluorescence spectrum (vertical axis: fluorescence intensity, horizontal axis: wavelength) is measured. A spectrophotometer can be used for measuring the fluorescence spectrum, for example, the F-7000 spectrofluorescence spectrophotometer from Hitachi High-Tech Science. From these absorption and fluorescence spectra, the difference between the wavelength of maximum absorption and the wavelength of maximum fluorescence is calculated to obtain the Stokes shift (SS). The unit of the Stokes shift (SS) is nm.

[0797] In the organic EL device according to the first and second embodiments, it is preferable that the triplet energy T1 (D2) of the second luminescent compound and the triplet energy T1 (H2) of the second host material satisfy the relationship of the following formula (Equation 3A).

[0798] T1(D2)>T1(H2) … (Equation 3A)

[0799] In an organic EL device according to the first and second embodiments, the second emitting compound and the second host material satisfy the relationship of the above formula (Equation 3A), so that when a triplet exciton generated in the first emitting layer moves to the second emitting layer, the energy is transferred to the molecules of the second host material, rather than to the second emitting compound having a higher triplet energy. Furthermore, the triplet exciton generated by the recombination of holes and electrons on the second host material does not move to the second emitting compound having a higher triplet energy. The triplet exciton generated by recombination on the molecules of the second emitting compound rapidly transfers energy to the molecules of the second host material.

[0800] Triplet excitons of the second host material do not move to the second luminescent compound, and triplet excitons efficiently collide with each other on the second host material due to the TTF phenomenon, thereby generating singlet excitons.

[0801] In the organic EL device according to the first and second embodiments, it is preferable that the singlet energy S1 (H2) of the second host material and the singlet energy S1 (D2) of the second luminescent compound satisfy the relationship of the following formula (Equation 41).

[0802] S1(H2)>S1(D2) … (Equation 41)

[0803] In an organic EL device according to the first and second embodiments, the second luminescent compound and the second host material satisfy the relationship of the above formula (Equation 41), so that the singlet energy of the second luminescent compound is smaller than the singlet energy of the second host material, and thus the singlet exciton generated by the TTF phenomenon is energy transferred from the second host material to the second luminescent compound, contributing to the luminescence of the second luminescent compound (preferably fluorescent luminescence).

[0804] In the organic EL device according to the first and second embodiments, the second luminescent compound is preferably a compound that does not include a zygos ring structure in its molecule.

[0805] In the organic EL device according to the first and second embodiments, it is preferable that the second luminescent compound is not a boron-containing complex, and more preferable that the second luminescent compound is not a complex.

[0806] In the organic EL device according to the first and second embodiments, it is preferable that the second light-emitting layer does not contain a metal complex. In addition, in the organic EL device according to the first and second embodiments, it is also preferable that the second light-emitting layer does not contain a boron-containing complex.

[0807] In the organic EL device according to the first and second embodiments, it is preferable that the second light-emitting layer does not include a phosphorescent light-emitting material (dopant material).

[0808] In addition, it is preferable that the second light-emitting layer does not include heavy metal complexes and phosphorescent rare earth metal complexes. Here, examples of heavy metal complexes include iridium complexes, osmium complexes, and platinum complexes.

[0809] In the organic EL device according to the first and second embodiments, it is preferable that the second emitting compound be contained in the second emitting layer in an amount exceeding 1.1 mass%. That is, it is preferable that the second emitting layer contain the second emitting compound in an amount exceeding 1.1 mass% of the total mass of the second emitting layer, more preferable that it contain 1.2 mass% or more of the total mass of the second emitting layer, and even more preferable that it contain 1.5 mass% or more of the total mass of the second emitting layer.

[0810] 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 contains 7 mass% or less of the total mass of the second light-emitting layer, and even more preferably contains 5 mass% or less of the total mass of the second light-emitting layer.

[0811] The second light-emitting layer preferably contains at least 60 mass% of the total mass of the second light-emitting layer, more preferably at least 70 mass% of the total mass of the second light-emitting layer, even more preferably at least 80 mass% of the total mass of the second light-emitting layer, even more preferably at least 90 mass% of the total mass of the second light-emitting layer, and even more preferably at least 95 mass% of the total mass of the second light-emitting layer.

[0812] It is preferable that the second light-emitting layer contains the second host material in an amount of 99 mass% or less of the total mass of the second light-emitting layer.

[0813] 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%.

[0814] Additionally, the first and second embodiments do not exclude the inclusion of a material other than the second host material and the second luminescent compound in the second light-emitting layer.

[0815] The second emitting layer may include only one type of the second host material or two or more types. The second emitting layer may include only one type of the second emitting compound or two or more types.

[0816] In the organic EL device according to the first and second embodiments, the film thickness of the second light-emitting layer is preferably 5 nm or more, and more preferably 10 nm or more. If the film thickness of the second light-emitting layer is 5 nm or more, it is easy to suppress triplet excitons that have moved from the first light-emitting layer to the second light-emitting layer from returning to the first light-emitting layer. In addition, if the film thickness of the second light-emitting layer is 5 nm or more, triplet excitons can be sufficiently separated from the recombination portion in the first light-emitting layer.

[0817] In the organic EL device according to the first and second embodiments, it is preferable that the film thickness of the second light-emitting layer be 30 nm or less. If the film thickness of the second light-emitting layer is 30 nm or less, the density of triplet excitons in the second light-emitting layer can be increased, making it easier for the TTF phenomenon to occur.

[0818] In the organic EL device according to the first and second embodiments, the film thickness of the second light-emitting layer is preferably 5 nm or more and 30 nm or less.

[0819] In the organic EL device according to the first and second embodiments, it is preferable that the triplet energy T1 (D1) of the first luminescent compound and the triplet energy T1 (H1) of the first host material satisfy the relationship of the following formula (Equation 11A).

[0820] 0 eV <T1(D1)-T1(H1)<0.6 eV …(수학식 11A)

[0821] In the organic EL device according to the first and second embodiments, it is preferable that the triplet energy T1 (H1) of the first host material satisfies the relationship of the following formula (Equation 12).

[0822] T1(H1)>2.0 eV … (Equation 12)

[0823] (Other layers of the organic EL device)

[0824] The organic EL device according to the first and second embodiments may have one or more organic layers in addition to the first light-emitting layer and the second light-emitting layer. As for the organic layer, at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a light-emitting layer, an electron injection layer, an electron transport layer, a hole barrier layer, and an electron barrier layer may be cited.

[0825] In the organic EL device according to the first and second embodiments, the device may be composed only of the first light-emitting layer and the second light-emitting layer, but may also have at least one additional layer selected from the group consisting of, for example, a hole injection layer, a hole transport layer, an electron injection layer, an electron transport layer, a hole barrier layer, and an electron barrier layer.

[0826] In the organic EL device according to the first and second embodiments, it is preferable that the first light-emitting layer is disposed between the anode and the cathode, and the second light-emitting layer is disposed between the first light-emitting layer and the cathode. From the anode side, the first light-emitting layer and the second light-emitting layer may be arranged in this order, or from the anode side, the second light-emitting layer and the first light-emitting layer may be arranged in this order. Regardless 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 (Equation 1), the effect of the light-emitting layer being a stacked configuration can be expected.

[0827] FIG. 4 shows a schematic configuration of an example of an organic EL device according to the first and second embodiments.

[0828] The organic EL element (1) includes a transparent substrate (2), an anode (3), a cathode (4), and an organic layer (10) disposed between the anode (3) and the cathode (4). The organic layer (10) is configured such that 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) are stacked in this order from the anode (3) side.

[0829] FIG. 5 shows a schematic configuration of another example of an organic EL device according to the first and second embodiments.

[0830] The organic EL element (1A) includes a transparent 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 (10A) is configured such that, starting from the anode (3) side, 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) are stacked in this order.

[0831] The present invention is not limited to the configuration of the organic EL device shown in FIGS. 4 and FIGS. 5.

[0832] (Third light-emitting layer)

[0833] The organic EL device according to the first and second embodiments may further include a third light-emitting layer.

[0834] The third emitting layer comprises a third host material, and the first host material, the second host material, and the third host material are different from each other. The third emitting layer comprises at least a third emitting compound, and the first emitting compound, the second emitting compound, and the third emitting compound are the same or different from each other. It is preferable that the triplet energy T1 (H1) of the first host material and the triplet energy T1 (H3) of the third host material satisfy the relationship of the following formula (Equation 1A).

[0835] T1(H1)>T1(H3) … (Equation 1A)

[0836] It is preferable that the maximum peak wavelength of the above-mentioned third luminescent compound is 500 nm or less.

[0837] It is more preferable that the above third luminescent compound is a fluorescent luminescent compound that exhibits fluorescent luminescence with a maximum peak wavelength of 500 nm or less.

[0838] When the organic EL device according to the first and second embodiments includes a third light-emitting layer, it is preferable that the triplet energy T1 (H2) of the second host material and the triplet energy T1 (H3) of the third host material satisfy the relationship of the following formula (Equation 1B).

[0839] T1(H2)>T1(H3) … (Equation 1B)

[0840] In the organic EL device according to the first and second embodiments, it is preferable that the first light-emitting layer and the second light-emitting layer are in direct contact.

[0841] In the present specification, the layer structure in which “the first light-emitting layer and the second light-emitting layer are in direct contact” may include, for example, any one of the following embodiments (LS1), (LS2) and (LS3).

[0842] (LS1) A region in which both the first host material and the second host material are mixed is formed during the deposition process of a compound according to the first light-emitting layer and the deposition process of a compound according to the second light-emitting layer, and the region exists at the interface between the first light-emitting layer and the second light-emitting layer.

[0843] (LS2) A mode in which, when the first light-emitting layer and the second light-emitting layer include a light-emitting compound, a region in which the first host material, the second host material, and the light-emitting compound are mixed is formed during the process of the deposition process of the compound according to the first light-emitting layer and the deposition process of the compound according to the second light-emitting layer, and the region exists at the interface between the first light-emitting layer and the second light-emitting layer.

[0844] (LS3) A mode in which, when the first light-emitting layer and the second light-emitting layer include a light-emitting compound, a region formed of the light-emitting compound, a region formed of the first host material, or a region formed of the second host material is formed during the deposition process of the compound according to the first light-emitting layer and the deposition process of the compound according to the second light-emitting layer, and the region is present at the interface between the first light-emitting layer and the second light-emitting layer.

[0845] When the organic EL element according to the first embodiment and the second embodiment includes a third light-emitting layer, it is preferable that the first light-emitting layer and the second light-emitting layer are in direct contact, and that the second light-emitting layer and the third light-emitting layer are in direct contact.

[0846] In the present specification, the layer structure in which “the second light-emitting layer and the third light-emitting layer are in direct contact” may include, for example, any one of the following embodiments (LS4), (LS5) and (LS6).

[0847] (LS4) A region in which both the second host material and the third host material are mixed is formed during the deposition process of a compound according to the second light-emitting layer and the deposition process of a compound according to the third light-emitting layer, and such region exists at the interface between the second light-emitting layer and the third light-emitting layer.

[0848] (LS5) A mode in which, when the second light-emitting layer and the third light-emitting layer include a light-emitting compound, a region in which the second host material, the third host material, and the light-emitting compound are mixed is formed during the deposition process of the compound according to the second light-emitting layer and the deposition process of the compound according to the third light-emitting layer, and the region exists at the interface between the second light-emitting layer and the third light-emitting layer.

[0849] (LS6) A mode in which, when the second light-emitting layer and the third light-emitting layer include a light-emitting compound, a region formed of the light-emitting compound, a region formed of the second host material, or a region formed of the third host material is formed during the deposition process of the compound according to the second light-emitting layer and the deposition process of the compound according to the third light-emitting layer, and the region is present at the interface between the second light-emitting layer and the third light-emitting layer.

[0850] In addition, it is preferable that the organic EL device according to the first and second embodiments further have a diffusion layer.

[0851] When the organic EL element according to the first embodiment and the second embodiment has a diffusion layer, it is preferable that the diffusion layer be disposed between the first light-emitting layer and the second light-emitting layer.

[0852] The composition of the organic EL device is explained further. In the following, the notation of symbols may be omitted.

[0853] (Circuit board)

[0854] A substrate is used as a support for an organic EL device. For the substrate, materials such as glass, quartz, and plastic may be used. Additionally, a flexible substrate may be used. A flexible substrate refers to a substrate that can be bent (flexible), and examples include plastic substrates. Materials for forming the plastic substrate include, for example, polycarbonate, polyarylate, polyethersulfone, polypropylene, polyester, polyvinyl fluoride, polyvinyl chloride, polyimide, and polyethylene naphthalate. Additionally, an inorganic deposition film may be used.

[0855] (anode)

[0856] For the anode formed on the substrate, it is preferable to use a metal, alloy, electrically conductive compound, or mixture thereof having a large work function (specifically 4.0 eV or more). Specifically, examples include indium tin oxide (ITO), indium tin oxide containing silicon or silicon oxide, indium zinc oxide, tungsten oxide, indium oxide containing zinc oxide, and graphene. In addition, 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 metallic materials (e.g., titanium nitride).

[0857] These materials are typically formed by sputtering. For example, indium oxide-zinc oxide can be formed by sputtering using a target containing 1 mass% or more and 10 mass% or less of zinc oxide with respect to indium oxide. In addition, for example, tungsten oxide and indium oxide containing zinc oxide can be formed by sputtering using a target containing 0.5 mass% or more and 5 mass% or less of tungsten oxide and 0.1 mass% or more and 1 mass% or less of zinc oxide with respect to indium oxide. Furthermore, they may be produced by vacuum deposition, coating, inkjet, spin coating, etc.

[0858] Among the EL layers formed on the anode, the hole injection layer formed in contact with the anode is formed using a composite material that facilitates hole injection regardless of the work function of the anode, so materials that are suitable as electrode materials (e.g., metals, alloys, electrically conductive compounds, and mixtures thereof, and other elements belonging to Group 1 or Group 2 of the periodic table) can be used.

[0859] Materials with a small work function, such as elements belonging to Group 1 or Group 2 of the periodic table, namely alkali metals like lithium (Li) or cesium (Cs), alkaline earth metals like magnesium (Mg), calcium (Ca), and strontium (Sr), and alloys containing these (e.g., MgAg, AlLi), rare earth metals like europium (Eu) and ytterbium (Yb), and alloys containing these may also be used. Furthermore, when forming an anode using alkali metals, alkaline earth metals, and alloys containing these, vacuum deposition or sputtering methods may be used. Additionally, when using silver paste, etc., coating methods or inkjet methods may be used.

[0860] (cathode)

[0861] For the cathode, it is preferable to use metals, alloys, electrically conductive compounds, and mixtures thereof that have a small work function (specifically 3.8 eV or less). Specific examples of such cathode materials include elements belonging to Group 1 or Group 2 of the periodic table, namely alkali metals such as lithium (Li) or cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), alloys containing these (e.g., MgAg, AlLi), rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing these.

[0862] In addition, when forming a cathode using alkali metals, alkaline earth metals, or alloys containing them, vacuum deposition or sputtering methods may be used. In addition, when using silver paste, etc., coating methods or inkjet methods may be used.

[0863] In addition, by installing an electron injection layer, a cathode can be formed using various conductive materials such as Al, Ag, ITO, graphene, silicon, or indium tin oxide containing silicon oxide, regardless of the magnitude of the work function. These conductive materials can be deposited using sputtering, inkjet, spin coating, etc.

[0864] (Electron transport layer)

[0865] In the organic EL device according to the first and second embodiments, it is preferable to include an electron transport layer between the light-emitting layer and the cathode.

[0866] The electron transport layer is a layer containing a material with high electron transportability. In the electron transport layer, 1) metal complexes such as aluminum complexes, beryllium complexes, and zinc complexes, 2) complex aromatic compounds such as imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives, and 3) polymer compounds may be used. Specifically, as low molecular weight organic compounds, metal complexes such as Alq, tris(4-methyl-8-quinolinolato)aluminum (abbreviated: Almq3), bis(10-hydroxybenzo[h]quinolinato)beryllium (abbreviated: BeBq2), BAlq, Znq, ZnPBO, and ZnBTZ may be used. In addition, in addition to metal complexes, 2-(4-biphenyll)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviated: PBD), 1,3-bis[5-(ptert-butylphenyl)-1,3,4-oxadiazole-2-yl]benzene (abbreviated: OXD-7), 3-(4-tert-butylphenyl)-4-phenyl-5-(4-biphenyll)-1,2,4-triazole (abbreviated: TAZ), 3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-biphenyll)-1,2,4-triazole (abbreviated: p-EtTAZ), vasofenanthroline (abbreviated: BPhen), vasocuproin (abbreviated: BCP), and 4,4'-bis(5-methylbenzoxazole-2-yl)stilbene (abbreviated: Complex aromatic compounds such as BzOs) may also be used. In the present embodiment, benzimidazole compounds may be suitably used. The materials described herein are mainly 10 -6 It is a material having an electron mobility of cm² / (V·s) or higher. In addition, if the material has higher electron transport than hole transport, a material other than the above may be used as an electron transport layer. In addition, the electron transport layer may be composed of a single layer, or two or more layers made of the above material may be stacked.

[0867] In addition, polymer compounds may be used for the electron transport layer. For example, poly[(9,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3,5-diyl)] (abbreviated: PF-Py), poly[(9,9-dioctylfluorene-2,7-diyl)-co-(2,2'-bipyridine-6,6'-diyl)] (abbreviated: PF-BPy), etc. may be used.

[0868] (Electron injection layer)

[0869] The electron injection layer is a layer containing a material with high electron injection properties. In the electron injection layer, 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), may be used. In addition, a material having electron transport properties may contain an alkali metal, an alkaline earth metal, or a compound thereof; specifically, a material containing magnesium (Mg) in Alq may be used. Furthermore, in this case, electron injection from the cathode can be performed more efficiently.

[0870] Alternatively, a composite material formed by mixing an organic compound and an electron donor (donor) may be used in the electron injection layer. Since electrons are generated in the organic compound by the electron donor, such a composite material exhibits excellent electron injection and electron transport properties. In this case, it is desirable for the organic compound to be a material with excellent electron transport properties; specifically, for example, a material constituting the aforementioned electron transport layer (such as a metal complex or a complex aromatic compound) may be used. As for the electron donor, it is desirable for the material to exhibit electron-donating properties toward the organic compound. Specifically, alkali metals, alkaline earth metals, or rare earth metals are preferred, and examples include lithium, cesium, magnesium, calcium, erbium, and ytterbium. Additionally, alkali metal oxides or alkaline earth metal oxides are preferred, and examples include lithium oxide, calcium oxide, and barium oxide. Furthermore, Lewis bases such as magnesium oxide may be used. Additionally, organic compounds such as tetrathiafulvalene (abbreviated as TTF) may be used.

[0871] (Layer formation method)

[0872] As for the method of forming each layer of the organic EL device of the first and second embodiments, there are no limitations other than those specifically mentioned above, but known methods such as dry film deposition methods such as vacuum deposition, sputtering, plasma, and ion plating, or wet film deposition methods such as spin coating, dipping, flow coating, and inkjet may be employed.

[0873] (Membrane thickness)

[0874] The film thickness of each organic layer of the organic EL device of the first and second embodiments is not limited except in cases specifically mentioned above. Generally, if the film thickness is excessively thin, defects such as pinholes are prone to occur, and if the film thickness is excessively thick, a high applied voltage is required, which reduces efficiency; therefore, typically, the film thickness of each organic layer of the organic EL device is preferably in the range of several nm to 1 μm.

[0875] (First host material, second host material and third host material)

[0876] In an organic EL device according to a first embodiment, as a first host material, the first host material satisfies the relationship of the above formula (Equation 1) and the diffusion coefficient D1 is 3.0 × 10 -9 (cm 2 The host material is not particularly limited if it is of the / s) or higher. As for the second host material, it is not particularly limited if it is a host material that satisfies the relationship of the above formula (Equation 1).

[0877] In the organic EL device according to the second embodiment, the first host material is not particularly limited as long as it is a host material that satisfies the relationship of the above formula (Equation 1) and has a surface potential V1 of -11 (mV / nm) or less. The second host material is not particularly limited as long as it is a host material that satisfies the relationship of the above formula (Equation 1).

[0878] In the organic EL device according to the first and second embodiments, the first host material is preferably a compound having a condensed aromatic ring, a compound having a condensed complex aromatic ring, or a compound having both a condensed aromatic ring and a condensed complex aromatic ring. As the condensed aromatic ring, a compound having one or more skeletons selected from the group consisting of anthracene skeleton, pyrene skeleton, fluoranthene skeleton, phenanthrene skeleton, naphthalene skeleton, fluorene skeleton, chrysene skeleton, triphenylene skeleton, tetracene skeleton, benzoanthracene skeleton, and benzochrysene skeleton is preferred. As the condensed complex aromatic ring, a compound having one or more skeletons selected from the group consisting of dibenzofuran skeleton, dibenzothiophene skeleton, xanthene skeleton, and benzoxanthene skeleton is preferred.

[0879] In an organic EL device according to a first embodiment, as a first host material, for example, a first compound represented by the following general formula (1), general formula (1X), general formula (12X), general formula (13X), general formula (14X), general formula (15X) or general formula (16X), and a second compound represented by the following general formula (2), wherein the relationship of the above formula (mathematical formula 1) is satisfied, and the diffusion coefficient D1 is 3.0×10 -9 (cm 2 Compounds with a value of / s or higher can be selected and used.

[0880] In an organic EL device according to a second embodiment, as a first host material, a compound that satisfies the relationship of the above formula (equation 1) and has a surface potential V1 of -11 (mV / nm) or less can be selected and used among a first compound represented by the following general formula (1), general formula (1X), general formula (12X), general formula (13X), general formula (14X), general formula (15X) or general formula (16X), and a second compound represented by the following general formula (2).

[0881] In the organic EL device according to the first and second embodiments, as the second host material, a compound satisfying the relationship of the above formula (formula 1) may be selected and used among a first compound represented by the following general formula (1), general formula (1X), general formula (12X), general formula (13X), general formula (14X), general formula (15X) or general formula (16X), and a second compound represented by the following general formula (2).

[0882] In an organic EL device according to a first embodiment and a second embodiment, the first compound may be used as a first host material and a second host material, and in this case, the compound represented by the following general formula (1), or the following general formula (1X), general formula (12X), general formula (13X), general formula (14X), general formula (15X) or general formula (16X) used as the second host material may be conveniently referred to as the second compound.

[0883] In the organic EL device according to the first and second embodiments, the third host material is not particularly limited, but for example, a first compound represented by the following general formula (1), general formula (1X), general formula (12X), general formula (13X), general formula (14X), general formula (15X) or general formula (16X), or a second compound represented by the following general formula (2) may be used.

[0884] (1st compound)

[0885] · Compound represented by general formula (1)

[0886] [Chemical Formula 24]

[0887]

[0888] (In the above general formula (1),

[0889] R 101 ~R 110 Each independently

[0890] hydrogen atom,

[0891] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[0892] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,

[0893] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[0894] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[0895] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[0896] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[0897] -O-(R 904 The one indicated by ),

[0898] -S-(R 905 The one indicated by ),

[0899] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,

[0900] -C(=O)R 801 The one indicated by,

[0901] -COOR 802 The one indicated by,

[0902] Halogen atoms,

[0903] Cyanogi,

[0904] Nitro,

[0905] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,

[0906] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or

[0907] The above general formula (11) is a device represented by the above general formula,

[0908] However, R 101 ~R 110 At least one of them is a device represented by the above general formula (11), and

[0909] In the case where there are multiple devices represented by the above general formula (11), the multiple devices represented by the above general formula (11) are identical or different from each other,

[0910] L 101 silver

[0911] single bond,

[0912] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or

[0913] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[0914] Ar 101 silver

[0915] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[0916] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[0917] mx is 0, 1, 2, 3, 4, or 5, and

[0918] L 101 If there are 2 or more of these, 2 or more L 101 They are identical or different from each other,

[0919] Ar 101 If 2 or more exist, 2 or more Ar 101 They are identical or different from each other,

[0920] In the above general formula (11), * indicates the bonding position with the pyrene ring in the above general formula (1).

[0921] (among the first compound according to the first embodiment and the second embodiment, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 Each independently

[0922] hydrogen atom,

[0923] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[0924] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[0925] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[0926] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and

[0927] R 901 If this plural exists, the plural R 901 They are identical or different from each other,

[0928] R 902 If there are multiple instances of , multiple R 902 are identical or different from each other,

[0929] R 903 If this plural exists, the plural R 903 They are identical or different from each other,

[0930] R 904 If there are multiple instances of , multiple R 904 are identical or different from each other,

[0931] R 905 If there are multiple instances of R 905 are identical or different from each other,

[0932] R 906 If this plural exists, the plural R 906 They are identical or different from each other,

[0933] R 907 If this plural exists, the plural R 907 They are identical or different from each other,

[0934] R 801 If this plural exists, the plural R 801 They are identical or different from each other,

[0935] R 802If there are multiple instances of R 802 are identical or different from each other.

[0936] In the organic EL device according to the first and second embodiments, the device represented by the general formula (11) is preferably the device represented by the following general formula (111).

[0937] [Chemical Formula 25]

[0938]

[0939] (In the above general formula (111),

[0940] X1 is CR 123 R 124 , oxygen atom, sulfur atom, or NR 125 And,

[0941] L 111 and L 112 Each independently

[0942] single bond,

[0943] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or

[0944] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[0945] ma is 0, 1, 2, 3, or 4, and

[0946] mb is 0, 1, 2, 3, or 4, and

[0947] ma+mb is 0, 1, 2, 3, or 4, and

[0948] Ar 101 Ar in the above general formula (11) 101 It has the same meaning as,

[0949] R 121 , R 122 , R 123 , R 124 and R 125 Each independently

[0950] hydrogen atom,

[0951] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[0952] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,

[0953] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[0954] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[0955] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[0956] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[0957] -O-(R 904 The one indicated by ),

[0958] -S-(R 905 The one indicated by ),

[0959] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,

[0960] -C(=O)R 801 The one indicated by,

[0961] -COOR 802 The one indicated by,

[0962] Halogen atoms,

[0963] Cyanogi,

[0964] Nitro,

[0965] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[0966] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[0967] mc is 3, and

[0968] 3 Rs 121 They are identical or different from each other,

[0969] md is 3, and

[0970] 3 Rs 122are identical or different from each other.

[0971] In the group represented by the above general formula (111), among the positions of carbon atoms *1 to *8 in the ring structure represented by the following general formula (111a), L at any one of *1 to *4 111 This combines, and R at the remaining 3 positions among *1~*4 121 This combines, and L at any one of *5~*8 112 combines, and R at the remaining 3 positions among *5~*8 122 combines.

[0972] [Chemical Formula 26]

[0973]

[0974] For example, in the apparatus represented by the above general formula (111), L 111 This bonds to the position of the carbon atom at *2 in the ring structure represented by the above general formula (111a), and L 112 When a bond is formed at the position of a carbon atom of *7 in a ring structure represented by the above general formula (111a), the group represented by the above general formula (111) is represented by the following general formula (111b).

[0975] [Chemical Formula 27]

[0976]

[0977] (In the above general formula (111b),

[0978] X1, L 111 , L 112 , ma, mb, Ar 101 , R 121 , R 122 , R 123 , R 124 and R 125 X1 and L in the above general formula (111) are each independently 111 , L 112 , ma, mb, Ar 101 , R 121 , R 122, R 123 , R 124 and R 125 It has the same meaning as,

[0979] Multiple R 121 They are identical or different from each other,

[0980] Multiple R 122 are identical or different from each other.

[0981] In the organic EL device according to the first and second embodiments, the device represented by the general formula (111) is preferably the device represented by the general formula (111b).

[0982] In the organic EL device according to the first and second embodiments, it is preferable that ma is 0, 1, or 2, and mb is 0, 1, or 2.

[0983] In the organic EL device according to the first and second embodiments, it is preferable that ma is 0 or 1 and mb is 0 or 1.

[0984] In an organic EL device according to the first and second embodiments, Ar 101 It is preferable that the silver be a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.

[0985] In an organic EL device according to the first embodiment and the second embodiment,

[0986] Ar 101 silver

[0987] Substituted or unsubstituted phenyl group,

[0988] Substituted or unsubstituted naphthyl group,

[0989] Substituted or unsubstituted biphenyl group,

[0990] Substituted or unsubstituted terphenyl group,

[0991] Substituted or unsubstituted pyrenyl group,

[0992] A substituted or unsubstituted phenanthrill group, or

[0993] It is preferable that it be a substituted or unsubstituted fluorenyl group.

[0994] In an organic EL device according to the first and second embodiments, Ar 101 It is also desirable that the cause be represented by the following general formula (12), general formula (13) or general formula (14).

[0995] [Chemical Formula 28]

[0996]

[0997] (In the above general formulas (12), (13) and (14),

[0998] R 111 ~R 120 Each independently

[0999] hydrogen atom,

[1000] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1001] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,

[1002] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1003] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1004] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1005] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1006] -O-(R 904 The one indicated by ),

[1007] -S-(R 905 The one indicated by ),

[1008] -N(R 906 )(R 907 The one indicated by ),

[1009] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,

[1010] -C(=O)R 124 The one indicated by,

[1011] -COOR 125 The one indicated by,

[1012] Halogen atoms,

[1013] Cyanogi,

[1014] Nitro,

[1015] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1016] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and

[1017] In the above general formulas (12), (13) and (14), * represents L in the above general formula (11). 101 The connection position with, or L in the above general formula (111) or general formula (111b) 112 Indicates the connection location with.)

[1018] · Compounds represented by the general formula (1X)

[1019] In the organic EL device according to the first and second embodiments, it is also preferable that the first compound is a compound represented by the following general formula (1X).

[1020] [Chemical Formula 29]

[1021]

[1022] (In the above general formula (1X),

[1023] R 101 ~R 112 Each independently

[1024] hydrogen atom,

[1025] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1026] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,

[1027] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1028] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1029] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1030] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1031] -O-(R 904 The one indicated by ),

[1032] -S-(R 905 The one indicated by ),

[1033] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,

[1034] -C(=O)R 801 The one indicated by,

[1035] -COOR 802 The one indicated by,

[1036] Halogen atoms,

[1037] Cyanogi,

[1038] Nitro,

[1039] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,

[1040] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or

[1041] The above general formula (11X) is a device represented by the above general formula, and

[1042] However, R 101 ~R 112 At least one of them is a device represented by the above general formula (11X), and

[1043] If there are multiple devices represented by the above general formula (11X), the multiple devices represented by the above general formula (11X) may be identical or different from each other,

[1044] L 101 silver

[1045] single bond,

[1046] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or

[1047] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1048] Ar 101 silver

[1049] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1050] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1051] mx is 1, 2, 3, 4, or 5, and

[1052] L 101 If there are 2 or more of these, 2 or more L 101 They are identical or different from each other,

[1053] Ar 101 If 2 or more exist, 2 or more Ar 101 They are identical or different from each other,

[1054] In the above general formula (11X), * indicates the bonding position with the benz[a]anthracene ring in the above general formula (1X).

[1055] In the organic EL device according to the first and second embodiments, the group represented by the general formula (11X) is preferably the group represented by the following general formula (111X).

[1056] [Chemical Formula 30]

[1057]

[1058] (In the above general formula (111X),

[1059] X1 is CR 143 R 144 , oxygen atom, sulfur atom, or NR 145 And,

[1060] L 111 and L 112Each independently

[1061] single bond,

[1062] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or

[1063] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1064] ma is 1, 2, 3, or 4, and

[1065] mb is 1, 2, 3, or 4, and

[1066] ma + mb is 2, 3, or 4, and

[1067] Ar 101 is Ar in the above general formula (11X). 101 It has the same meaning as,

[1068] R 141 , R 142 , R 143 , R 144 and R 145 Each independently

[1069] hydrogen atom,

[1070] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1071] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,

[1072] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1073] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1074] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1075] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1076] -O-(R 904 The one indicated by ),

[1077] -S-(R 905 The one indicated by ),

[1078] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,

[1079] -C(=O)R 801 The one indicated by,

[1080] -COOR 802 The one indicated by,

[1081] Halogen atoms,

[1082] Cyanogi,

[1083] Nitro,

[1084] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1085] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1086] mc is 3, and

[1087] 3 Rs 141 They are identical or different from each other,

[1088] md is 3, and

[1089] 3 Rs 142 are identical or different from each other.

[1090] In the group represented by the above general formula (111X), among the positions of carbon atoms *1 to *8 in the ring structure represented by the following general formula (111aX), L at any one of *1 to *4 111 This combines, and R at the remaining 3 positions among *1~*4 141 This combines, and L at any one of *5~*8 112 combines, and R at the remaining 3 positions among *5~*8 142 combines.

[1091] [Chemical Formula 31]

[1092]

[1093] For example, in the apparatus represented by the above general formula (111X), L 111This bonds to the position of the carbon atom at *2 in the ring structure represented by the above general formula (111aX), and L 112 When bonding to the position of the carbon atom of *7 in the ring structure represented by the above general formula (111aX), the group represented by the above general formula (111X) is represented by the following general formula (111bX).

[1094] [Chemical Formula 32]

[1095]

[1096] (In the above general formula (111bX), X1, L 111 , L 112 , ma, mb, Ar 101 , R 141 , R 142 , R 143 , R 144 and R 145 X1 and L in the above general formula (111X) are each independently 111 , L 112 , ma, mb, Ar 101 , R 141 , R 142 , R 143 , R 144 and R 145 It has the same meaning as,

[1097] Multiple R 141 They are identical or different from each other,

[1098] Multiple R 142 are identical or different from each other.

[1099] In the organic EL device according to the first and second embodiments, it is preferable that the group represented by the general formula (111X) is the group represented by the general formula (111bX).

[1100] In the compound represented by the above general formula (1X), it is preferable that ma is 1 or 2 and mb is 1 or 2.

[1101] In the compound represented by the above general formula (1X), it is preferable that ma is 1 and mb is 1.

[1102] In the compound represented by the above chemical formula (1X), Ar 101 It is preferable that the silver be a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.

[1103] In the compound represented by the above general formula (1X), Ar 101 silver

[1104] Substituted or unsubstituted phenyl group,

[1105] Substituted or unsubstituted naphthyl group,

[1106] Substituted or unsubstituted biphenyl group,

[1107] Substituted or unsubstituted terphenyl group,

[1108] Substituted or unsubstituted benz[a]anthryl group,

[1109] Substituted or unsubstituted pyrenyl group,

[1110] A substituted or unsubstituted phenanthrill group, or

[1111] It is preferable that it be a substituted or unsubstituted fluorenyl group.

[1112] · Compounds represented by the general formula (12X)

[1113] In the organic EL device according to the first and second embodiments, it is also preferable that the first compound is a compound represented by the following general formula (12X).

[1114] [Chemical Formula 33]

[1115]

[1116] (In the above general formula (12X),

[1117] R 1201 ~R 1210 One or more of the groups consisting of two or more adjacent groups

[1118] They combine with each other to form a substituted or unsubstituted single ring, or

[1119] They combine with each other to form substituted or non-substituted condensation rings,

[1120] R that does not form the above-mentioned substituted or non-substituted single ring, and also does not form the above-mentioned substituted or non-substituted condensed ring. 1201 ~R 1210 Each independently

[1121] hydrogen atom,

[1122] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1123] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,

[1124] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1125] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1126] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1127] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1128] -O-(R 904 The one indicated by ),

[1129] -S-(R 905 The one indicated by ),

[1130] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,

[1131] -C(=O)R 801 The one indicated by,

[1132] -COOR 802 The one indicated by,

[1133] Halogen atoms,

[1134] Cyanogi,

[1135] Nitro,

[1136] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,

[1137] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or

[1138] The above general formula (121) is a device represented by the above general formula,

[1139] However, in the case where the above-mentioned substituted or unsubstituted single ring has a substituent, this substituent in the case where the above-mentioned substituted or unsubstituted condensed ring has a substituent, and R 1201 ~R 1210 At least one of them is a device represented by the above general formula (121), and

[1140] If there are multiple devices represented by the above general formula (121), the multiple devices represented by the above general formula (121) may be identical or different from each other,

[1141] L 1201 silver

[1142] single bond,

[1143] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or

[1144] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1145] Ar 1201 silver

[1146] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1147] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1148] mx2 is 0, 1, 2, 3, 4, or 5, and

[1149] L 1201 If there are 2 or more of these, 2 or more L 1201 They are identical or different from each other,

[1150] Ar 1201 If 2 or more exist, 2 or more Ar 1201They are identical or different from each other,

[1151] In the above general formula (121), * indicates the position of connection with the ring represented by the above general formula (12X).

[1152] In the above general formula (12X), R 1201 ~R 1210 A mole consisting of 2 adjacent ones, R 1201 and R 1202 of, R 1202 and R 1203 of, R 1203 and R 1204 of, R 1204 and R 1205 of, R 1205 and R 1206 of, R 1207 and R 1208 of, R 1208 and R 1209 The group of, and R 1209 and R 1210 It is the group of.

[1153] · Compounds represented by the general formula (13X)

[1154] In the organic EL device according to the first and second embodiments, it is also preferable that the first compound is a compound represented by the following general formula (13X).

[1155] [Chemical Formula 34]

[1156]

[1157] (In the above general formula (13X),

[1158] R 1301 ~R 1310 Each independently

[1159] hydrogen atom,

[1160] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1161] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,

[1162] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1163] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1164] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1165] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1166] -O-(R 904 The one indicated by ),

[1167] -S-(R 905 The one indicated by ),

[1168] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,

[1169] -C(=O)R 801 The device indicated as,

[1170] -COOR 802 The one indicated by,

[1171] Halogen atoms,

[1172] Cyanogi,

[1173] Nitro,

[1174] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,

[1175] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or

[1176] The above general formula (131) is a device represented by the above general formula,

[1177] However, R 1301 ~R 1310 At least one of them is a device represented by the above general formula (131), and

[1178] If there are multiple devices represented by the above general formula (131), the multiple devices represented by the above general formula (131) may be identical or different from each other,

[1179] L 1301 silver

[1180] single bond,

[1181] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or

[1182] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1183] Ar 1301 silver,

[1184] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1185] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1186] mx3 is 0, 1, 2, 3, 4, or 5, and

[1187] L 1301 If there are 2 or more of these, 2 or more L 1301 They are identical or different from each other,

[1188] Ar 1301 If 2 or more exist, 2 or more Ar 1301 They are identical or different from each other,

[1189] In the above general formula (131), * indicates the bonding position with the fluoranthene ring in the above general formula (13X).

[1190] In the organic EL device according to the first and second embodiments, R, which is not a group represented by the general formula (131), 1301 ~R 1310 Among them, groups consisting of two or more adjacent elements do not combine with each other. In the above general formula (13X), a group consisting of two adjacent elements is R 1301 and R 1302 of, R 1302 and R 1303 of, R 1303 and R 1304 of, R 1304 and R 1305 of, R 1305 and R1306 of, R 1307 and R 1308 of, R 1308 and R 1309 The group of, and R 1309 and R 1310 It is the group of.

[1191] · Compounds represented by the general formula (14X)

[1192] In the organic EL device according to the first and second embodiments, it is also preferable that the first compound is a compound represented by the following general formula (14X).

[1193] [Chemical Formula 35]

[1194]

[1195] (In the above general formula (14X),

[1196] R 1401 ~R 1410 Each independently

[1197] hydrogen atom,

[1198] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1199] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,

[1200] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1201] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1202] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1203] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1204] -O-(R 904 The one indicated by ),

[1205] -S-(R 905 The one indicated by ),

[1206] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,

[1207] -C(=O)R 801 The one indicated by,

[1208] -COOR 802 The one indicated by,

[1209] Halogen atoms,

[1210] Cyanogi,

[1211] Nitro,

[1212] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,

[1213] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or

[1214] The above general formula (141) is a device represented by the above general formula,

[1215] However, R 1401 ~R 1410 At least one of them is a device represented by the above general formula (141), and

[1216] If there are multiple devices represented by the above general formula (141), the multiple devices represented by the above general formula (141) may be identical or different from each other,

[1217] L 1401 silver

[1218] single bond,

[1219] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or

[1220] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1221] Ar 1401 silver

[1222] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1223] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and

[1224] mx4 is 0, 1, 2, 3, 4, or 5, and

[1225] L 1401 If there are 2 or more of these, 2 or more L 1401 They are identical or different from each other,

[1226] Ar 1401 If 2 or more exist, 2 or more Ar 1401 They are identical or different from each other,

[1227] In the above general formula (141), * indicates the position of connection with the ring represented by the above general formula (14X).

[1228] · Compounds represented by the general formula (15X)

[1229] In the organic EL device according to the first and second embodiments, it is also preferable that the first compound is a compound represented by the following general formula (15X).

[1230] [Chemical Formula 36]

[1231]

[1232] (In the above general formula (15X),

[1233] R 1501 ~R 1514 Each independently

[1234] hydrogen atom,

[1235] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1236] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,

[1237] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1238] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1239] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1240] -Si(R 901 )(R 902 )(R903 The one indicated by ),

[1241] -O-(R 904 The one indicated by ),

[1242] -S-(R 905 The one indicated by ),

[1243] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,

[1244] -C(=O)R 801 The one indicated by,

[1245] -COOR 802 The one indicated by,

[1246] Halogen atoms,

[1247] Cyanogi,

[1248] Nitro,

[1249] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,

[1250] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or

[1251] The above general formula (151) is a device represented by the above general formula, and

[1252] However, R 1501 ~R 1514 At least one of them is a device represented by the above general formula (151), and

[1253] If there are multiple devices represented by the above general formula (151), the multiple devices represented by the above general formula (151) may be identical or different from each other,

[1254] L 1501 silver

[1255] single bond,

[1256] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or

[1257] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1258] Ar 1501 silver

[1259] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1260] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1261] mx5 is 0, 1, 2, 3, 4, or 5, and

[1262] L 1501 If there are 2 or more of these, 2 or more L 1501 They are identical or different from each other,

[1263] Ar 1501 If 2 or more exist, 2 or more Ar 1501 They are identical or different from each other,

[1264] In the above general formula (151), * indicates the position of connection with the ring represented by the above general formula (15X).

[1265] · Compounds represented by the general formula (16X)

[1266] In the organic EL device according to the first and second embodiments, it is also preferable that the first compound is a compound represented by the following general formula (16X).

[1267] [Chemical Formula 37]

[1268]

[1269] (In the above general formula (16X),

[1270] R 1601 ~R 1614 Each independently

[1271] hydrogen atom,

[1272] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1273] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,

[1274] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1275] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1276] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1277] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1278] -O-(R 904 The one indicated by ),

[1279] -S-(R 905 The one indicated by ),

[1280] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,

[1281] -C(=O)R 801 The one indicated by,

[1282] -COOR 802 The one indicated by,

[1283] Halogen atoms,

[1284] Cyanogi,

[1285] Nitro,

[1286] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,

[1287] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or

[1288] The above general formula (161) is a device represented by the above general formula,

[1289] However, R 1601 ~R 1614 At least one of them is a device represented by the above general formula (161), and

[1290] If there are multiple devices represented by the above general formula (161), the multiple devices represented by the above general formula (161) may be identical or different from each other,

[1291] L 1601 silver

[1292] single bond,

[1293] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or

[1294] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1295] Ar 1601 silver

[1296] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1297] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and

[1298] mx6 is 0, 1, 2, 3, 4, or 5, and

[1299] L 1601 If there are 2 or more of these, 2 or more L 1601 They are identical or different from each other,

[1300] Ar 1601 If 2 or more exist, 2 or more Ar 1601 They are identical or different from each other,

[1301] In the above general formula (161), * indicates the position of connection with the ring represented by the above general formula (16X).

[1302] In an organic EL device according to a first embodiment and a second embodiment, the first host material has a linkage structure including a benzene ring and a naphthalene ring connected by a single bond in the molecule, and in the benzene ring and the naphthalene ring in the linkage structure, a single ring or a condensed ring is independently further condensed or not condensed, and in the case of the benzene ring and the naphthalene ring in the linkage structure, it is also preferable that the benzene ring and the naphthalene ring in the linkage structure are further connected by a crosslink in at least one part other than the single bond.

[1303] Since the first host material has a connection structure including such crosslinking, it is possible to expect suppression of color degradation of the organic EL device.

[1304] In this case, the first host material may have, as a minimum unit, a linkage structure (sometimes referred to as a benzene-naphthalene linkage structure) comprising a benzene ring and a naphthalene ring connected by a single bond, as indicated by the following formula (X1) or formula (X2), and may further have a single ring or a condensed ring condensed to the benzene ring, or may further have a single ring or a condensed ring condensed to the naphthalene ring. For example, even in the first host material having a linkage structure (sometimes referred to as a naphthalene-naphthalene linkage structure) comprising a naphthalene ring and a naphthalene ring connected by a single bond, as indicated by the following formulas (X3), (X4), or (X5), one naphthalene ring contains a benzene ring, and thus possesses a benzene-naphthalene linkage structure.

[1305] [Chemical Formula 38]

[1306]

[1307] In the organic EL device according to the first and second embodiments, it is also preferable that the crosslinking includes a double bond.

[1308] That is, it is also desirable for the above benzene ring and the above naphthalene ring to have a structure in which they are further connected by a cross-linking structure including double bonds in portions other than single bonds.

[1309] If the benzene ring and the naphthalene ring in the benzene-naphthalene linkage structure are further connected by a crosslink in at least one portion other than a single bond, for example, in the case of the above formula (X1), a linkage structure (condensed ring) represented by the following formula (X11) is formed, and in the case of the above formula (X3), a linkage structure (condensed ring) represented by the following formula (X31) is formed.

[1310] If the benzene ring and the naphthalene ring in the benzene-naphthalene linkage structure are further connected by a crosslinking that includes a double bond in a portion other than a single bond, for example, in the case of the above formula (X1), the linkage structure (condensed ring) represented by the following formula (X12); in the case of the above formula (X2), the linkage structure (condensed ring) represented by the following formula (X21) or formula (X22); in the case of the above formula (X4), the linkage structure (condensed ring) represented by the following formula (X41); and in the case of the above formula (X5), the linkage structure (condensed ring) represented by the following formula (X51).

[1311] If the benzene ring and the naphthalene ring in the benzene-naphthalene linkage structure are further connected by a crosslink comprising a heteroatom (e.g., an oxygen atom) in at least one portion other than the single bond, for example in the case of the above formula (X1), a linkage structure (condensation ring) is formed as represented by the following formula (X13).

[1312] [Chemical Formula 39]

[1313]

[1314] In the organic EL device according to the first and second embodiments, the first host material has a biphenyl structure in which a first benzene ring and a second benzene ring are connected by a single bond in the molecule, and it is also preferable that the first benzene ring and the second benzene ring in the biphenyl structure are further connected by crosslinking in at least one part other than the single bond.

[1315] In the organic EL device according to the first and second embodiments, it is also preferable that the first benzene ring and the second benzene ring in the biphenyl structure are further connected by the crosslinking in one portion other than the single bond. By having the first host material have a biphenyl structure including such crosslinking, it is possible to expect suppression of color deterioration of the organic EL device.

[1316] In the organic EL device according to the first and second embodiments, it is also preferable that the crosslinking includes a double bond.

[1317] In the organic EL device according to the first and second embodiments, it is also preferable that the crosslinking does not include double bonds.

[1318] It is also preferable that the first benzene ring and the second benzene ring in the above biphenyl structure are further connected by the crosslinking in two parts other than the single bond.

[1319] In the organic EL device according to the first and second embodiments, it is also preferable that the first benzene ring and the second benzene ring in the biphenyl structure are further connected by the crosslinking in two parts other than the single bond, and that the crosslinking does not include a double bond. By having the first host material have a biphenyl structure including such crosslinking, it is expected that the deterioration of the color of the organic EL device can be suppressed.

[1320] For example, if the first benzene ring and the second benzene ring of the biphenyl structure represented by the following formula (BP1) are further connected by a crosslink in at least one portion other than a single bond, the biphenyl structure becomes a connected structure (condensed ring) such as the following formulas (BP11) to (BP15).

[1321] [Chemical Formula 40]

[1322]

[1323] The above formula (BP11) is a structure connected by a crosslink that does not include a double bond in one part other than the single bond.

[1324] The above formula (BP12) is a structure connected by a crosslink including a double bond in one part other than the single bond.

[1325] The above formula (BP13) is a structure connected by a crosslink that does not include double bonds in two parts other than the single bond.

[1326] The above formula (BP14) is a structure in which one of the two parts other than the single bond is connected by a crosslink that does not include a double bond, and the other of the two parts other than the single bond is connected by a crosslink that includes a double bond.

[1327] The above formula (BP15) is a structure connected by a crosslink containing double bonds in two parts other than the single bond.

[1328] In the first compound and the second compound, it is preferable that all groups described as "substituted or unsubstituted" are "unsubstituted" groups.

[1329] (Method for preparing the first compound)

[1330] The first compound can be prepared by a known method. Additionally, the first compound can also be prepared by using a known alternative reaction and raw materials suited to the target product, according to a known method.

[1331] (Specific example of the first compound)

[1332] Specific examples of the first compound that can be used in an organic EL device according to the first embodiment include, for instance, the following compounds. However, the present invention is not limited to these specific examples of the first compound.

[1333] [Chemical Formula 41]

[1334]

[1335] Specific examples of the first compound that can be used in an organic EL device according to the second embodiment include, for instance, the following compounds. However, the present invention is not limited to these specific examples of the first compound.

[1336] [Chemical Formula 42]

[1337]

[1338] (2nd compound)

[1339] In the organic EL device according to the first and second embodiments, the second host material is preferably a compound having a condensed aromatic ring, a compound having a condensed complex aromatic ring, or a compound having both a condensed aromatic ring and a condensed complex aromatic ring. As for the condensed aromatic ring, a compound having one or more skeletons selected from the group consisting of anthracene skeleton, pyrene skeleton, fluoranthene skeleton, phenanthrene skeleton, naphthalene skeleton, fluorene skeleton, chrysene skeleton, triphenylene skeleton, tetracene skeleton, benzoanthracene skeleton, and benzochrysene skeleton is preferred. As for the condensed complex aromatic ring, a compound having one or more skeletons selected from the group consisting of dibenzofuran skeleton, dibenzothiophene skeleton, xanthene skeleton, and benzoxanthene skeleton is preferred.

[1340] In particular, the second host material is preferably a compound that causes TTF more efficiently than the first host material, preferably a compound having an anthracene backbone, and more preferably a compound represented by the following general formula (2).

[1341] [Chemical Formula 43]

[1342]

[1343] (In the above general formula (2),

[1344] R 201 ~R 208 Each independently

[1345] hydrogen atom

[1346] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1347] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,

[1348] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1349] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1350] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1351] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1352] -O-(R 904 The one indicated by ),

[1353] -S-(R 905 The one indicated by ),

[1354] -N(R 906 )(R 907 The one indicated by ),

[1355] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,

[1356] -C(=O)R 801 The one indicated by,

[1357] -COOR 802 The one indicated by,

[1358] Halogen atoms,

[1359] Cyanogi,

[1360] Nitro,

[1361] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1362] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1363] L 201 and L 202 Each independently

[1364] single bond,

[1365] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or

[1366] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1367] Ar 201 and Ar202 Each independently

[1368] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1369] It is a complex ring-forming element with 5 to 50 atoms, either substitutive or unsubstitutive.

[1370] (among the second compound according to the first embodiment and the second embodiment, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 Each independently

[1371] hydrogen atom,

[1372] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1373] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1374] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1375] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and

[1376] R 901 If this plural exists, the plural R 901 They are identical or different from each other,

[1377] R 902 If there are multiple instances of R 902 are identical or different from each other,

[1378] R 903 If this plural exists, the plural R 903 They are identical or different from each other,

[1379] R 904 If there are multiple instances of R 904 are identical or different from each other,

[1380] R 905 If there are multiple instances of R 905 are identical or different from each other,

[1381] R 906 If this plural exists, the plural R 906 They are identical or different from each other,

[1382] R 907 If this plural exists, the plural R 907 They are identical or different from each other,

[1383] R 801 If this plural exists, the plural R 801 They are identical or different from each other,

[1384] R 802 If there are multiple instances of R 802 are identical or different from each other.

[1385] In an organic EL device according to the first embodiment and the second embodiment,

[1386] R 201 ~R 208 Each independently

[1387] hydrogen atom,

[1388] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1389] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,

[1390] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1391] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1392] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1393] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1394] -O-(R 904The one indicated by ),

[1395] -S-(R 905 The one indicated by ),

[1396] -N(R 906 )(R 907 The one indicated by ),

[1397] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,

[1398] -C(=O)R 801 The one indicated by,

[1399] -COOR 802 The one indicated by,

[1400] Halogen atoms,

[1401] Cyanogi, or

[1402] It is a nitro type, and

[1403] L 201 and L 202 Each independently

[1404] single bond,

[1405] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or

[1406] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1407] Ar 201 and Ar 202 Each independently

[1408] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1409] It is preferable that the complex circulator has 5 to 50 substituent or non-substituent ring-forming atoms.

[1410] In an organic EL device according to the first embodiment and the second embodiment,

[1411] L 201 and L 202 Each independently

[1412] single bond, or

[1413] It is a substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, and

[1414] Ar 201 and Ar 202 It is preferable that each is independently a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.

[1415] In an organic EL device according to the first embodiment and the second embodiment,

[1416] Ar 201 and Ar 202 Each independently

[1417] phenyl group,

[1418] Naphthyl group,

[1419] phenanthril group,

[1420] biphenyl group,

[1421] terphenyl group,

[1422] diphenylfluorenyl group,

[1423] dimethylfluorenyl group,

[1424] benzodiphenylfluorenyl group,

[1425] benzodimethylfluorenyl group,

[1426] dibenzofuranyl group,

[1427] dibenzothienyl group,

[1428] Naphthobenzofuranyl group, or

[1429] It is desirable that it be a naphthovenzotienyl group.

[1430] In the organic EL device according to the first and second embodiments, 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).

[1431] [Chemical Formula 44]

[1432]

[1433] [Chemical Formula 45]

[1434]

[1435] [Chemical Formula 46]

[1436]

[1437] [Chemical Formula 47]

[1438]

[1439] [Chemical Formula 48]

[1440]

[1441] [Chemical Formula 49]

[1442]

[1443] [Chemical Formula 50]

[1444]

[1445] [Chemical Formula 51]

[1446]

[1447] [Chemical Formula 52]

[1448]

[1449] (among the above general formulas (201) to (209),

[1450] L 201 and Ar 201 is L in the above general formula (2). 201 and Ar 201 It has the same meaning as,

[1451] R 201 ~R 208 Each independently R in the above general formula (2) 201 ~R 208 It has the same meaning as.)

[1452] Among the above general formulas (201) to (209), R 202 and R 203 -L each independently 203-Ar 203 It is desirable that, R 202 and R 203 One of them is -L 203 -Ar 203 It is more desirable to be.

[1453] At this time, L 203 is L in the above general formula (2). 201 It has the same meaning as, and Ar 203 Ar in the above general formula (2) 201 It has the same meaning as .

[1454] L 203 and L 201 are identical or different from each other, and Ar 203 and Ar 201 They are identical or different from each other.

[1455] R 202 and R 203 This -L 203 -Ar 203 In this case, 2 L 203 are identical or different from each other, and 2 Ar 203 They are identical or different from each other.

[1456] In an organic EL device according to the first and second embodiments, when the second host material is a second compound represented by the general formula (2), among the second compound represented by the general formula (2), R is a substituent of the anthracene skeleton. 201 ~R 208 It is preferable for it to be a hydrogen atom in that it prevents the inhibition of intermolecular interactions and inhibits the decrease in electron mobility, but R 201 ~R 208 It may be a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or a substituted or unsubstituted ring-forming complex cyclic group having 5 to 50 atoms.

[1457] R 201 ~R 208If bulky substituents such as alkyl groups and cycloalkyl groups are formed, intermolecular interactions are suppressed, and electron mobility with respect to the first host material is reduced, raising concerns that the relationship μe(H2) > μe(H1) described in the above formula (Equation 4) may not be satisfied. When the second compound is used as the second host material for the second emissive layer, satisfying the relationship μe(H2) > μe(H1) can be expected to suppress the reduction in the recombination ability of holes and electrons in the first emissive layer and the reduction in luminescence efficiency. Furthermore, as substituents, haloalkyl groups, alkenyl groups, alkynyl groups, -Si(R 901 )(R 902 )(R 903 The unit indicated by ), -O-(R 904 The unit indicated by ), -S-(R 905 The unit represented by ), -N(R 906 )(R 907 The one indicated by ), Aralkill, -C(=O)R 801 The one indicated by -COOR 802 There is a concern that the volume of the groups represented by , halogen atoms, cyano groups, and nitro groups may increase, and there is a concern that the volume of the alkyl groups and cycloalkyl groups may increase even more.

[1458] Among the second compound represented by the above general formula (2), R is a substituent of the anthracene skeleton 201 ~R 208 It is preferable that the substituent is not a bulky substituent, and it is preferable that it is not an alkyl group or a cycloalkyl group, and alkyl group, cycloalkyl group, haloalkyl group, alkenyl group, alkynyl group, -Si(R 901 )(R 902 )(R 903 The unit indicated by ), -O-(R 904 The unit indicated by ), -S-(R 905 The unit represented by ), -N(R 906 )(R 907 The one indicated by ), Aralkill, -C(=O)R 801 The one indicated by -COOR 802It is more preferable that it is not a group represented by, a halogen atom, a cyano group, or a nitro group.

[1459] In the organic EL device according to the first embodiment and the second embodiment, among the second compound represented by the general formula (2), R 201 ~R 208 Each is independently a hydrogen atom, a substituted or unsubstituted C1–50 alkyl group, a substituted or unsubstituted ring-forming C3–50 cycloalkyl group, or -Si(R 901 )(R 902 )(R 903 It is also desirable that the cause is indicated as ).

[1460] In the organic EL device according to the first embodiment and the second embodiment, among the second compound represented by the general formula (2), R 201 ~R 208 It is preferable that it be a hydrogen atom.

[1461] Among the second compound, R 201 ~R 208 In the case of "substituted or unsubstituted," it is preferable that the substituent does not include the aforementioned substituents that are likely to increase in volume, in particular substituted or unsubstituted alkyl groups and substituted or unsubstituted cycloalkyl groups. R 201 ~R 208 In the case of "substituted or unsubstituted," the substituent does not include a substituted or unsubstituted alkyl group and a substituted or unsubstituted cycloalkyl group, thereby preventing the suppression of intermolecular interactions caused by the presence of bulky substituents such as alkyl groups and cycloalkyl groups, and thus preventing a decrease in electron mobility. Furthermore, when such a second compound is used as a second host material for 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 luminescence efficiency can be suppressed.

[1462] R, a substituent of the anthracene skeleton 201 ~R208 This is not a bulky substituent, but R as a substituent 201 ~R 208 It is more desirable for it to be unsubstituted. In addition, R, a substituent of the anthracene skeleton 201 ~R 208 In the case where this is not a bulky substituent, R as a non-bulky substituent 201 ~R 208 When a substituent is attached to, it is desirable that the substituent is not a bulky substituent, and R as a substituent 201 ~R 208 The corresponding substituent bonded to is preferably not an alkyl group or a cycloalkyl group, and includes alkyl groups, cycloalkyl groups, haloalkyl groups, alkenyl groups, alkynyl groups, -Si(R 901 )(R 902 )(R 903 The unit indicated by ), -O-(R 904 The unit indicated by ), -S-(R 905 The unit represented by ), -N(R 906 )(R 907 The one indicated by ), Aralkill, -C(=O)R 801 The one indicated by -COOR 802 It is more preferable that it is not a group represented by, a halogen atom, a cyano group, or a nitro group.

[1463] In the second compound, it is preferable that all groups described as "substituted or unsubstituted" are "unsubstituted" groups.

[1464] (Method for preparing the second compound)

[1465] The second compound can be prepared by a known method. Additionally, the second compound can also be prepared by using a known alternative reaction and raw materials suited to the target product, according to a known method.

[1466] (Specific example of the second compound)

[1467] Specific examples of the second compound include, for instance, the following compounds. However, the present invention is not limited to these specific examples of the second compound.

[1468] [Chemical Formula 53]

[1469]

[1470] (First luminescent compound, second luminescent compound and third luminescent compound)

[1471] In the organic EL device according to the first and second embodiments, it is preferable that the first luminescent compound, the second luminescent compound, and the third luminescent compound are each independently a compound having a condensed aromatic ring, a compound having a complex ring, or a compound having a condensed aromatic ring and a condensed complex aromatic ring. Additionally, it is preferable that the complex ring has a boron atom. It is preferable that the complex ring is a complex aromatic ring. It is preferable that the first luminescent compound, the second luminescent compound, and the third luminescent compound are each independently a pyrene derivative, a styrylamine derivative, a chrysene derivative, a fluoranthene derivative, a fluorene derivative, a diamine derivative, a triarylamine derivative, a carbazole derivative, or a complex aromatic ring having a boron atom.

[1472] Examples of the first luminescent compound, the second luminescent compound, and the third luminescent compound include the following third compound and the following fourth compound.

[1473] The third compound and the fourth compound are each independently one or more compounds selected from the group consisting of the compound represented by the following general formula (3), the compound represented by the following general formula (4), the compound represented by the following general formula (6), the compound represented by the following general formula (7), the compound represented by the following general formula (8), the compound represented by the following general formula (9), and the compound represented by the following general formula (10).

[1474] (Compound represented by general formula (3))

[1475] A compound represented by the general formula (3) is described.

[1476] [Chemical Formula 54]

[1477]

[1478] (In the above general formula (3),

[1479] R 301 ~R 310 One or more of the groups consisting of two or more adjacent groups

[1480] They combine with each other to form a substituted or unsubstituted single ring,

[1481] They combine with each other to form substituted or unsubstituted condensed rings, or

[1482] Without combining with each other,

[1483] R 301 ~R 310 At least one of them is a univalent element represented by the following general formula (31), and

[1484] R that does not form the above-mentioned single ring, does not form the above-mentioned condensed ring, and is not a monovalent group represented by the following general formula (31). 301 ~R 310 Each independently

[1485] hydrogen atom,

[1486] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1487] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1488] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1489] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1490] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1491] -O-(R 904 The one indicated by ),

[1492] -S-(R 905 The one indicated by ),

[1493] -N(R 906 )(R 907 The one indicated by ),

[1494] Halogen atoms,

[1495] Cyanogi,

[1496] Nitro,

[1497] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1498] It is a complex circulator with 5 to 50 atoms forming a ring, either substituent or unsubstituent.

[1499] [Chemical Formula 55]

[1500]

[1501] (In the above general formula (31),

[1502] Ar 301 and Ar 302 Each independently

[1503] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1504] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1505] L 301 ~L 303 Each independently

[1506] single bond,

[1507] Substituted or unsubstituted ring-forming arylene groups having 6 to 30 carbon atoms, or

[1508] It is a divalent complex circulator with 5 to 30 substituent or unsubstituent ring-forming atoms, and

[1509] * indicates the bonding position in the pyrene ring in the above general formula (3).

[1510] Among the third and fourth compounds, R 901 , R902 , R 903 , R 904 , R 905 , R 906 and R 907 Each independently

[1511] hydrogen atom,

[1512] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1513] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1514] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1515] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1516] A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or

[1517] It is a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, and

[1518] R 901 If this plural exists, the plural R 901 They are identical or different from each other,

[1519] R 902 If there are multiple instances of R 902 are identical or different from each other,

[1520] R 903 If this plural exists, the plural R 903 They are identical or different from each other,

[1521] R 904 If there are multiple instances of R 904 are identical or different from each other,

[1522] R 905 If there are multiple instances of R 905 are identical or different from each other,

[1523] R 906 If this plural exists, the plural R906 They are identical or different from each other,

[1524] R 907 If this plural exists, the plural R 907 They are identical or different from each other.

[1525] In the above general formula (3), R 301 ~R 310 It is preferable that two of them are represented by the above general formula (31).

[1526] In one embodiment, the compound represented by the above general formula (3) is a compound represented by the following general formula (33).

[1527] [Chemical Formula 56]

[1528]

[1529] (In the above general formula (33),

[1530] R 311 ~R 318 Each independently R that is not a univalent group represented by the general formula (31) in the above general formula (3). 301 ~R 310 It has the same meaning as,

[1531] L 311 ~L 316 Each independently

[1532] single bond,

[1533] Substituted or unsubstituted ring-forming arylene groups having 6 to 30 carbon atoms, or

[1534] It is a divalent complex circulator with 5 to 30 substituent or unsubstituent ring-forming atoms, and

[1535] Ar 312 , Ar 313 , Ar 315 and Ar 316 Each independently

[1536] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1537] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.

[1538] In the above general formula (31), L 301 It is preferable that it be a single bond, and L 302 and L 303 It is preferable that it be a single bond.

[1539] In the above general formula (33), L 311 and L 314 It is preferable that it is a single bond, and L 312 , L 313 , L 315 and L 316 It is preferable that it be a single bond.

[1540] In the above general formula (31), preferably, Ar 301 and Ar 302 At least one of them is represented by the following general formula (36).

[1541] In the above general formula (33), preferably Ar 312 and Ar 313 At least one of them is represented by the following general formula (36).

[1542] In the above general formula (33), preferably Ar 315 and Ar 316 At least one of them is represented by the following general formula (36).

[1543] [Chemical Formula 57]

[1544]

[1545] (In the above general formula (36),

[1546] X3 represents an oxygen atom or a sulfur atom,

[1547] R 321 ~R 327 One or more of the groups consisting of two or more adjacent groups

[1548] They combine with each other to form a substituted or unsubstituted single ring,

[1549] They combine with each other to form substituted or unsubstituted condensed rings, or

[1550] They do not combine with each other,

[1551] R that does not form the above-mentioned single ring and also does not form the above-mentioned condensed ring 321 ~R 327 Each independently

[1552] hydrogen atom,

[1553] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1554] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1555] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1556] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1557] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1558] -O-(R 904 The one indicated by ),

[1559] -S-(R 905 The one indicated by ),

[1560] -N(R 906 )(R 907 The one indicated by ),

[1561] Halogen atoms,

[1562] Cyanogi,

[1563] Nitro,

[1564] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1565] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and

[1566] * is L 302 , L 303 , L 312 , L313 , L 315 or L 316 Indicates the binding location with.)

[1567] It is preferable that X3 be an oxygen atom.

[1568] R 321 ~R 327 At least one of them,

[1569] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1570] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1571] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1572] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1573] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1574] It is preferable that the complex circulator has 5 to 50 substituent or non-substituent ring-forming atoms.

[1575] In the above general formula (31), Ar 301 This is a group represented by the above general formula (36), and Ar 302 It is preferable that the group be a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.

[1576] In the above general formula (33), Ar 312 is a group represented by the above general formula (36), and Ar 313 It is preferable that this be a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.

[1577] In the above general formula (33), Ar 315 is a group represented by the above general formula (36), and Ar 316 It is preferable that this be a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.

[1578] (Compound represented by general formula (4))

[1579] A compound represented by the general formula (4) is described.

[1580] [Chemical Formula 58]

[1581]

[1582] (In the above general formula (4),

[1583] Z is independently either a CRa or a nitrogen atom, and

[1584] Ring A1 and Ring A2 are each independently

[1585] Substituted or unsubstituted ring-forming aromatic hydrocarbon rings having 6 to 50 carbon atoms, or

[1586] It is a complex ring with 5 to 50 substituent or unsubstituent atoms forming a ring, and

[1587] In the case where multiple Ras exist, one or more of a set consisting of two or more adjacent Ras among the multiple Ras

[1588] They combine with each other to form a substituted or unsubstituted single ring,

[1589] They combine with each other to form substituted or unsubstituted condensed rings, or

[1590] Without combining with each other,

[1591] n21 and n22 are each independently 0, 1, 2, 3, or 4, and

[1592] In the case where multiple Rb exist, one or more of a group consisting of two or more adjacent Rb among the multiple Rb

[1593] They combine with each other to form a substituted or unsubstituted single ring,

[1594] They combine with each other to form substituted or unsubstituted condensed rings, or

[1595] Without combining with each other,

[1596] In the case where multiple Rc exist, one or more of a group consisting of two or more adjacent Rc

[1597] They combine with each other to form a substituted or unsubstituted single ring,

[1598] They combine with each other to form substituted or unsubstituted condensed rings, or

[1599] They do not combine with each other,

[1600] Ra, Rb, and Rc, which do not form the above-mentioned single ring and also do not form the above-mentioned condensation ring, are each independently

[1601] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1602] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1603] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1604] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1605] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1606] -O-(R 904 The one indicated by ),

[1607] -S-(R 905 The one indicated by ),

[1608] -N(R 906 )(R 907 The one indicated by ),

[1609] Halogen atoms,

[1610] Cyanogi,

[1611] Nitro,

[1612] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1613] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.

[1614] The "aromatic hydrocarbon ring" of the A1 and A2 rings has the same structure as the compound in which a hydrogen atom is introduced into the aforementioned "aryl group."

[1615] The “aromatic hydrocarbon ring” of the A1 ring and A2 ring includes two carbon atoms on the condensed 2-ring structure in the center of the general formula (4) as ring-forming atoms.

[1616] Specific examples of “substituted or unsubstituted ring-forming aromatic hydrocarbon rings having 6 to 50 carbon atoms” include compounds in which a hydrogen atom is introduced into the “aryl group” described in Specific Example Group G1.

[1617] The "complex ring" of the A1 and A2 rings has the same structure as the compound in which a hydrogen atom is introduced into the aforementioned "complex ring."

[1618] The “complex ring” of the A1 ring and A2 ring includes two carbon atoms on the condensed 2-ring structure in the center of the general formula (4) as ring-forming atoms.

[1619] Specific examples of “a complex ring having 5 to 50 ring-forming atoms, either substituted or unsubstituted” include compounds in which a hydrogen atom is introduced into the “complex ring group” described in Specific Example Group G2.

[1620] Rb is bonded to any one of the carbon atoms forming an aromatic hydrocarbon ring as an A1 ring, or to any one of the atoms forming a heterocyclic ring as an A1 ring.

[1621] Rc is bonded to any one of the carbon atoms forming an aromatic hydrocarbon ring as an A2 ring, or to any one of the atoms forming a heterocyclic ring as an A2 ring.

[1622] It is preferable that at least one of Ra, Rb and Rc is represented by the following general formula (4a), and it is more preferable that at least two are represented by the following general formula (4a).

[1623] [Chemical Formula 59]

[1624]

[1625] (In the above general formula (4a),

[1626] L 401 silver

[1627] single bond,

[1628] Substituted or unsubstituted ring-forming arylene groups having 6 to 30 carbon atoms, or

[1629] It is a divalent complex circulator with 5 to 30 substituent or unsubstituent ring-forming atoms, and

[1630] Ar 401 silver

[1631] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,

[1632] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or

[1633] It is represented by the following general formula (4b).

[1634] [Chemical Formula 60]

[1635]

[1636] (In the above general formula (4b),

[1637] L 402 and L 403 Each independently

[1638] single bond,

[1639] Substituted or unsubstituted ring-forming arylene groups having 6 to 30 carbon atoms, or

[1640] It is a divalent complex circulator with 5 to 30 substituent or unsubstituent ring-forming atoms, and

[1641] Ar 402 and Ar 403 A group consisting of

[1642] They combine with each other to form a substituted or unsubstituted single ring,

[1643] They combine with each other to form substituted or unsubstituted condensed rings, or

[1644] Without combining with each other,

[1645] Ar that does not form the above-mentioned single ring and also does not form the above-mentioned condensed ring 402 and Ar 403 Each independently

[1646] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1647] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.

[1648] In one embodiment, the compound represented by the above general formula (4) is represented by the following general formula (42).

[1649] [Chemical Formula 61]

[1650]

[1651] (In the above general formula (42),

[1652] R 401 ~R 411 One or more of the groups consisting of two or more adjacent groups

[1653] They combine with each other to form a substituted or unsubstituted single ring,

[1654] They combine with each other to form substituted or unsubstituted condensed rings, or

[1655] Without combining with each other,

[1656] R that does not form the above-mentioned single ring and also does not form the above-mentioned condensed ring 401 ~R 411 Each independently

[1657] hydrogen atom,

[1658] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1659] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1660] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1661] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1662] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1663] -O-(R 904 The one indicated by ),

[1664] -S-(R 905 The one indicated by ),

[1665] -N(R 906 )(R 907 The one indicated by ),

[1666] Halogen atoms,

[1667] Cyanogi,

[1668] Nitro,

[1669] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1670] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.

[1671] R 401 ~R 411 It is preferable that at least one of them is represented by the above general formula (4a), and more preferable that at least two are represented by the above general formula (4a).

[1672] R 404 and R 411 It is preferable that this be represented by the above general formula (4a).

[1673] In one embodiment, the compound represented by the general formula (4) is a compound in which a structure represented by the following general formula (4-1) or general formula (4-2) is bonded to the A1 ring.

[1674] In addition, in one embodiment, the compound represented by the general formula (42) is R 404 ~R 407This is a compound in which a structure represented by the following general formula (4-1) or general formula (4-2) is bonded to the bonding ring.

[1675] [Chemical Formula 62]

[1676]

[1677] (In the above general formula (4-1), the two * each independently bonds to a ring-forming carbon atom of an aromatic hydrocarbon ring or a ring-forming atom of a heterocyclic ring as the A1 ring of the above general formula (4), or R of the above general formula (42) 404 ~R 407 Combine with any one of them,

[1678] The three *s of the above general formula (4-2) each independently bond to a ring-forming carbon atom of an aromatic hydrocarbon ring or a ring-forming atom of a heterocyclic ring as the A1 ring of the above general formula (4), or to R of the above general formula (42). 404 ~R 407 Combines with any one of them,

[1679] R 421 ~R 427 One or more of the groups consisting of two or more adjacent groups

[1680] They combine with each other to form a substituted or unsubstituted single ring,

[1681] They combine with each other to form substituted or unsubstituted condensed rings, or

[1682] Without combining with each other,

[1683] R 431 ~R 438 One or more of the groups consisting of two or more adjacent groups

[1684] They combine with each other to form a substituted or unsubstituted single ring,

[1685] They combine with each other to form substituted or unsubstituted condensed rings, or

[1686] They do not combine with each other,

[1687] R that does not form the above-mentioned single ring and also does not form the above-mentioned condensed ring 421 ~R 427 And R 431 ~R 438 Each independently

[1688] hydrogen atom,

[1689] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1690] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1691] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1692] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1693] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1694] -O-(R 904 The one indicated by ),

[1695] -S-(R 905 The one indicated by ),

[1696] -N(R 906 )(R 907 The one indicated by ),

[1697] Halogen atoms,

[1698] Cyanogi,

[1699] Nitro,

[1700] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1701] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.

[1702] In one embodiment, the compound represented by the above general formula (4) is a compound represented by the following general formula (41-3), general formula (41-4), or general formula (41-5).

[1703] [Chemical Formula 63]

[1704]

[1705] [Chemical Formula 64]

[1706]

[1707] [Chemical Formula 65]

[1708]

[1709] (among the above general formulas (41-3), (41-4) and (41-5),

[1710] The A1 ring is as defined in the above general formula (4), and

[1711] R 421 ~R 427 Each independently R in the above general formula (4-1) 421 ~R 427 It has the same meaning as,

[1712] R 440 ~R 448 Each independently R in the above general formula (42) 401 ~R 411 It has the same meaning as.)

[1713] In one embodiment, the ring-forming aromatic hydrocarbon ring having 6 to 50 carbon atoms, which is substituted or unsubstituted as the A1 ring of the general formula (41-5), is,

[1714] Substituted or unsubstituted naphthalene rings, or

[1715] It is a substituted or unsubstituted fluorene ring.

[1716] In one embodiment, the complex ring having 5 to 50 substituted or unsubstituted ring-forming atoms as the A1 ring of the general formula (41-5) is,

[1717] Substituted or unsubstituted dibenzofuran ring,

[1718] Substituted or unsubstituted carbazole rings, or

[1719] It is a substituted or unsubstituted dibenzothiophen ring.

[1720] (Compound represented by general formula (6))

[1721] A compound represented by the general formula (6) is described.

[1722] [Chemical Formula 66]

[1723]

[1724] (In the above general formula (6),

[1725] Ring a, ring b, and ring c are each independently

[1726] Substituted or unsubstituted ring-forming aromatic hydrocarbon rings having 6 to 50 carbon atoms, or

[1727] It is a complex ring with 5 to 50 substituent or unsubstituent atoms forming a ring, and

[1728] R 601 and R 602 Each independently combines with the above-mentioned ring a, ring b, or ring c to form a complex ring with or without substitution, or without forming a complex ring with or without substitution,

[1729] R that does not form the above-mentioned or non-substitutive complex ring 601 and R 602 Each independently

[1730] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1731] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1732] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1733] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1734] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1735] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.

[1736] The a, b, and c rings are rings that are condensed into a condensed two-ring structure in the center of the general formula (6) consisting of a boron atom and two nitrogen atoms (a substituted or unsubstituted ring-forming aromatic hydrocarbon ring with 6 to 50 carbon atoms, or a substituted or unsubstituted ring-forming complex ring with 5 to 50 atoms).

[1737] The "aromatic hydrocarbon rings" of the a, b, and c rings have the same structure as the compound in which a hydrogen atom is introduced into the aforementioned "aryl group."

[1738] a The “aromatic hydrocarbon ring” of the ring contains three carbon atoms on the condensed 2-ring structure at the center of the general formula (6) as ring-forming atoms.

[1739] The “aromatic hydrocarbon ring” of the b ring and c ring contains two carbon atoms on the condensed 2-ring structure in the center of the general formula (6) as ring-forming atoms.

[1740] Specific examples of “substituted or unsubstituted ring-forming aromatic hydrocarbon rings having 6 to 50 carbon atoms” include compounds in which a hydrogen atom is introduced into the “aryl group” described in Specific Example Group G1.

[1741] The "complex rings" of the a, b, and c rings have the same structure as the compound in which hydrogen atoms are introduced into the aforementioned "complex groups."

[1742] a The “complex ring” of the ring contains three carbon atoms in the condensed two-ring structure of the above general formula (6) as ring-forming atoms. b The “complex ring” of the ring and c contains two carbon atoms in the condensed two-ring structure of the above general formula (6) as ring-forming atoms. Specific examples of “complex rings with 5 to 50 substituent or unsubstituent ring-forming atoms” include compounds in which hydrogen atoms are introduced into the “complex group” described in the group of specific examples G2.

[1743] R 601 and R 602Each may independently combine with the a ring, b ring, or c ring to form a substitutive or unsubstitutive complex ring. In this case, the complex ring includes a nitrogen atom on the condensed two-ring structure in the center of the general formula (6). In this case, the complex ring may include heteroatoms other than nitrogen atoms. R 601 and R 602 To say that it bonds with the a ring, b ring, or c ring means, specifically, that the atoms constituting the a ring, b ring, or c ring and R 601 and R 602 It means that the atoms constituting it bond. For example, R 601 Combined with this a ring, R 601 A nitrogen-containing heterocyclic ring of dicyclic condensation (or tricyclic condensation or higher) may be formed by the condensation of a ring containing and a ring a. Specific examples of the nitrogen-containing heterocyclic ring include compounds corresponding to a nitrogen-containing dicyclic condensation or higher heterocyclic group among the group of specific examples G2.

[1744] R 601 When this b ring combines, R 602 When a combines with a ring, and R 602 The same applies when a c is combined with a ring.

[1745] In one embodiment, the a ring, b ring, and c ring in the above general formula (6) are each independently substituted or unsubstituted ring-forming aromatic hydrocarbon rings having 6 to 50 carbon atoms.

[1746] In one embodiment, the ring a, ring b and ring c in the general formula (6) are each independently substituted or unsubstituted benzene rings or naphthalene rings.

[1747] In one embodiment, R in the general formula (6) 601 and R 602 Each independently

[1748] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1749] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and

[1750] Preferably, it is a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.

[1751] In one embodiment, the compound represented by the above general formula (6) is a compound represented by the following general formula (62).

[1752] [Chemical Formula 67]

[1753]

[1754] (In the above general formula (62),

[1755] R 601A is R 611 and R 621 By combining with 1 or more selected from the group consisting of to form a permuted or unpermuted complex, or not forming a permuted or unpermuted complex,

[1756] R 602A is R 613 and R 614 By combining with 1 or more selected from the group consisting of to form a permuted or unpermuted complex, or not forming a permuted or unpermuted complex,

[1757] R that does not form the above-mentioned or non-substitutive complex ring 601A and R 602A Each independently

[1758] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1759] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1760] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1761] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1762] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1763] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and

[1764] R 611 ~R 621 One or more of the groups consisting of two or more adjacent groups

[1765] They combine with each other to form a substituted or unsubstituted single ring,

[1766] They combine with each other to form substituted or unsubstituted condensed rings, or

[1767] Without combining with each other,

[1768] R that does not form the above-mentioned substitution or non-substitution complex ring, does not form the above-mentioned simple ring, and also does not form the above-mentioned condensation ring 611 ~R 621 Each independently

[1769] hydrogen atom,

[1770] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1771] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1772] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1773] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1774] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1775] -O-(R 904 The one indicated by ),

[1776] -S-(R 905 The one indicated by ),

[1777] -N(R 906 )(R 907 The one indicated by ),

[1778] Halogen atoms,

[1779] Cyanogi,

[1780] Nitro,

[1781] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1782] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.

[1783] R of the above general formula (62) 601A and R 602A are each R of the above general formula (6). 601 and R 602 It is a corresponding unit.

[1784] For example, R 601A and R 611 By combining, a nitrogen-containing heterocyclic ring of dicyclic condensation (or tricyclic condensation or higher) may be formed by the condensation of a ring containing these elements and a benzene ring corresponding to the a ring. Specific examples of the said nitrogen-containing heterocyclic ring include compounds corresponding to a nitrogen-containing heterocyclic condensation or higher heterocyclic group among the group of specific examples G2. R 601A and R 621 In this case, R 602A and R 613 In the case of this combination, and R 602A and R 614 The case where it is combined is the same as above.

[1785] R 611 ~R 621 One or more of the groups consisting of two or more adjacent groups

[1786] They combine with each other to form a substituted or unsubstituted single ring, or

[1787] They may combine with each other to form substituted or non-substituted condensed rings.

[1788] For example, R 611 and R 612A structure may be formed in which a benzene ring, indole ring, pyrrole ring, benzofuran ring, or benzothiophene ring is condensed with respect to the six-membered ring to which they are bonded, and the formed condensed ring becomes a naphthalene ring, carbazole ring, indole ring, dibenzofuran ring, or dibenzothiophene ring.

[1789] In one embodiment, R that does not contribute to ring formation 611 ~R 621 Each independently

[1790] hydrogen atom,

[1791] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1792] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1793] It is a complex circulator with 5 to 50 atoms forming a ring, either substituent or unsubstituent.

[1794] In one embodiment, R that does not contribute to ring formation 611 ~R 621 Each independently

[1795] hydrogen atom,

[1796] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1797] It is a complex circulator with 5 to 50 atoms forming a ring, either substituent or unsubstituent.

[1798] In one embodiment, R that does not contribute to ring formation 611 ~R 621 Each independently

[1799] hydrogen atoms, or

[1800] It is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[1801] In one embodiment, R that does not contribute to ring formation 611 ~R 621 Each independently

[1802] hydrogen atoms, or

[1803] It is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, and

[1804] R 611 ~R 621 At least one of them is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[1805] (Compound represented by general formula (7))

[1806] A compound represented by the general formula (7) is described.

[1807] [Chemical Formula 68]

[1808]

[1809] [Chemical Formula 69]

[1810]

[1811] (In the above general formula (7),

[1812] The r ring is a ring represented by the above general formula (72) or general formula (73) that condenses at any position of an adjacent ring, and

[1813] The q ring and the s ring are each rings represented by the general formula (74) that condense independently at any position of adjacent rings, and

[1814] The p-ring and t-ring are structures represented by the above general formula (75) or general formula (76) that condense independently at any position of adjacent rings, and

[1815] X7 is an oxygen atom, a sulfur atom, or NR 702 am.

[1816] R 701 If multiple exist, adjacent multiple R 701 silver

[1817] They combine with each other to form a substituted or unsubstituted single ring,

[1818] They combine with each other to form substituted or unsubstituted condensed rings, or

[1819] Without combining with each other,

[1820] R that does not form the above-mentioned single ring and also does not form the above-mentioned condensed ring 701 and R 702 Each independently

[1821] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1822] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1823] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1824] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1825] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1826] -O-(R 904 The one indicated by ),

[1827] -S-(R 905 The one indicated by ),

[1828] -N(R 906 )(R 907 The one indicated by ),

[1829] Halogen atoms,

[1830] Cyanogi,

[1831] Nitro,

[1832] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1833] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1834] Ar 701 and Ar 702 Each independently

[1835] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1836] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1837] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1838] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1839] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1840] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and

[1841] L 701 silver

[1842] Substituted or unsubstituted alkylene groups having 1 to 50 carbon atoms,

[1843] Substituted or unsubstituted alkenylene groups having 2 to 50 carbon atoms,

[1844] Substituted or unsubstituted alkynylene groups having 2 to 50 carbon atoms,

[1845] Substituted or unsubstituted ring-forming cycloalkylene groups having 3 to 50 carbon atoms,

[1846] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or

[1847] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1848] m1 is 0, 1, or 2, and

[1849] m2 is 0, 1, 2, 3, or 4, and

[1850] m3 are each independently 0, 1, 2, or 3, and

[1851] m4 are independently 0, 1, 2, 3, 4, or 5, and

[1852] R 701 If this plural exists, the plural R 701 They are identical or different from each other,

[1853] If there are multiple X7s, the multiple X7s are identical or different from each other, and

[1854] R 702If there are multiple instances of R 702 are identical or different from each other,

[1855] Ar 701 If this plural exists, the plural Ar 701 They are identical or different from each other,

[1856] Ar 702 If there are multiple Ar 702 are identical or different from each other,

[1857] L 701 If this plural exists, the plural L 701 They are identical or different from each other.

[1858] In the above general formula (7), each ring of the p ring, q ring, r ring, s ring, and t ring condenses by sharing two carbon atoms with an adjacent ring. The position and direction of condensation are not limited, and condensation can occur at any position and direction.

[1859] In one embodiment, in the above general formula (72) or general formula (73) as an r ring, m1=0 or m2=0.

[1860] (Compound represented by general formula (8))

[1861] A compound represented by the general formula (8) is described.

[1862] [Chemical Formula 70]

[1863]

[1864] (In the above general formula (8),

[1865] R 801 and R 802 , R 802 and R 803 , and R 803 and R 804 At least one of the sets combines with each other to form a divalent group represented by the following general formula (82), and

[1866] R 805and R 806 , R 806 and R 807 , and R 807 and R 808 At least one of the sets combines with each other to form a divalent group represented by the following general formula (83).)

[1867] [Chemical Formula 71]

[1868]

[1869] (R that does not form a divalent group represented by the above general formula (82) 801 ~R 804 , and R 811 ~R 814 At least one of them is a univalent element represented by the following general formula (84), and

[1870] R that does not form a divalent group represented by the above general formula (83). 805 ~R 808 , and R 821 ~R 824 At least one of them is a univalent element represented by the following general formula (84), and

[1871] X8 is an oxygen atom, a sulfur atom, or NR 809 is,

[1872] R that does not form a divalent group represented by the above general formulas (82) and (83), and also is not a monovalent group represented by the above general formula (84). 801 ~R 808 , R that is not a monovalent group represented by the above general formula (84) 811 ~R 814 and R 821 ~R 824 , and R 809 Each independently

[1873] hydrogen atom,

[1874] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1875] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1876] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1877] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1878] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1879] -O-(R 904 The one indicated by ),

[1880] -S-(R 905 The one indicated by ),

[1881] -N(R 906 )(R 907 The one indicated by ),

[1882] Halogen atoms,

[1883] Cyanogi,

[1884] Nitro,

[1885] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1886] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.

[1887] [Chemical Formula 72]

[1888]

[1889] (In the above general formula (84),

[1890] Ar 801 and Ar 802 Each independently

[1891] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1892] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and

[1893] L 801 ~L 803 Each independently

[1894] single bond,

[1895] Substituted or unsubstituted ring-forming arylene groups having 6 to 30 carbon atoms,

[1896] A divalent complex circulator with 5 to 30 atoms forming a ring, either substituted or unsubstituted, or

[1897] It is a divalent linker formed by combining 2 to 4 groups selected from the group consisting of a substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms and a substituted or unsubstituted ring-forming divalent complex cyclic group having 5 to 30 atoms, and

[1898] In the above general formula (84), * indicates the connection position of the ring structure represented by the above general formula (8), the general formula (82), or the general formula (83).

[1899] In the above general formula (8), the location where the divalent group represented by the general formula (82) and the divalent group represented by the general formula (83) are formed is not particularly limited, and R 801 ~R 808 The above device can be formed in a possible location.

[1900] (Compound represented by general formula (9))

[1901] A compound represented by the general formula (9) is described.

[1902] [Chemical Formula 73]

[1903]

[1904] (In the above general formula (9),

[1905] A 91 ring and A 92 Each ring independently

[1906] Substituted or unsubstituted ring-forming aromatic hydrocarbon rings having 6 to 50 carbon atoms, or

[1907] It is a complex ring with 5 to 50 substituent or unsubstituent atoms forming a ring, and

[1908] A 91 ring and A 92One or more rings selected from a group of rings are

[1909] Combines with * of the structure represented by the following general formula (92).

[1910] [Chemical Formula 74]

[1911]

[1912] (In the above general formula (92),

[1913] A 93 The ring

[1914] Substituted or unsubstituted ring-forming aromatic hydrocarbon rings having 6 to 50 carbon atoms, or

[1915] It is a complex ring with 5 to 50 substituent or unsubstituent atoms forming a ring, and

[1916] X9 is NR 93 , C(R 94 )(R 95 ), Si(R 96 )(R 97 ), Ge(R 98 )(R 99 ), oxygen atoms, sulfur atoms, or selenium atoms,

[1917] R 91 and R 92 Is

[1918] They combine with each other to form a substituted or unsubstituted single ring,

[1919] They combine with each other to form substituted or unsubstituted condensed rings, or

[1920] They do not combine with each other,

[1921] R that does not form the above-mentioned single ring and also does not form the above-mentioned condensed ring 91 and R 92 , and R 93 ~R 99 Each independently

[1922] hydrogen atom,

[1923] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1924] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1925] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1926] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1927] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1928] -O-(R 904 The one indicated by ),

[1929] -S-(R 905 The one indicated by ),

[1930] -N(R 906 )(R 907 The one indicated by ),

[1931] Halogen atoms,

[1932] Cyanogi,

[1933] Nitro,

[1934] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1935] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.

[1936] A 91 ring and A 92 One or more rings selected from a group of rings are combined with * of the structure represented by the general formula (92) above. That is, in one embodiment, A 91 The ring-forming carbon atom of the above aromatic hydrocarbon ring of the ring, or the ring-forming atom of the above heterocyclic ring, is bonded to * of the structure represented by the above general formula (92). Also, in one embodiment, A 92 The ring-forming carbon atom of the above aromatic hydrocarbon ring, or the ring-forming atom of the above heterocyclic ring, is bonded to the * of the structure represented by the above general formula (92).

[1937] In one embodiment, A 91 ring and A 92 A ring is combined with one or both rings, represented by the following general formula (93).

[1938] [Chemical Formula 75]

[1939]

[1940] (In the above general formula (93),

[1941] Ar 91 and Ar 92 Each independently

[1942] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1943] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1944] L 91 ~L 93 Each independently

[1945] single bond,

[1946] Substituted or unsubstituted ring-forming arylene groups having 6 to 30 carbon atoms,

[1947] A divalent complex circulator with 5 to 30 atoms forming a ring, either substituted or unsubstituted, or

[1948] It is a divalent linker formed by the bonding of 2 to 4 groups selected from the group consisting of a substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms and a substituted or unsubstituted ring-forming divalent complex cyclic group having 5 to 30 atoms, and

[1949] In the above general formula (93), * is A 91 ring and A 92 Indicates the connection position with any one of the rings.)

[1950] In one embodiment, A 91 In addition to the ring, A 92The ring-forming carbon atom of the above-mentioned aromatic hydrocarbon ring or the ring-forming atom of the above-mentioned heterocyclic ring is bonded to the * of the structure represented by the above-mentioned general formula (92). In this case, the structures represented by the above-mentioned general formula (92) may be identical or different from each other.

[1951] In one embodiment, R 91 and R 92 Each is independently a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.

[1952] In one embodiment, R 91 and R 92 They combine with each other to form a fluorene structure.

[1953] In one embodiment, ring A 91 and ring A 92 Each is independently a substituted or unsubstituted ring-forming aromatic hydrocarbon ring having 6 to 50 carbon atoms, such as a substituted or unsubstituted benzene ring.

[1954] In one embodiment, ring A 93 It is a substituted or unsubstituted ring-forming aromatic hydrocarbon ring having 6 to 50 carbon atoms, for example, a substituted or unsubstituted benzene ring.

[1955] In one embodiment, X9 is an oxygen atom or a sulfur atom.

[1956] (Compound represented by general formula (10))

[1957] A compound represented by the general formula (10) is described.

[1958] [Chemical Formula 76]

[1959]

[1960] [Chemical Formula 77]

[1961]

[1962] (In the above general formula (10),

[1963] Ax1 is a ring represented by the above general formula (10a) that condenses at any position of an adjacent ring, and

[1964] Ax2 is a ring represented by the above general formula (10b) that condenses at any position of an adjacent ring, and

[1965] Two *s in the above general formula (10b) are combined with any position of the Ax3 ring, and

[1966] X A and X B Each is independently C(R 1003 )(R 1004 ), Si(R 1005 )(R 1006 ), is an oxygen atom or a sulfur atom,

[1967] Ax3 ring

[1968] Substituted or unsubstituted ring-forming aromatic hydrocarbon rings having 6 to 50 carbon atoms, or

[1969] It is a complex ring with 5 to 50 substituent or unsubstituent atoms forming a ring, and

[1970] Ar 1001 silver

[1971] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1972] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and

[1973] R 1001 ~R 1006 Each independently

[1974] hydrogen atom,

[1975] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,

[1976] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,

[1977] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,

[1978] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,

[1979] -Si(R 901 )(R 902 )(R 903 The one indicated by ),

[1980] -O-(R 904 The one indicated by ),

[1981] -S-(R 905 The one indicated by ),

[1982] -N(R 906 )(R 907 The one indicated by ),

[1983] Halogen atoms,

[1984] Cyanogi,

[1985] Nitro,

[1986] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or

[1987] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and

[1988] mx1 is 3, mx2 is 2, and

[1989] Multiple R 1001 They are identical or different from each other,

[1990] Multiple R 1002 are identical or different from each other,

[1991] ax is 0, 1, or 2, and

[1992] If ax is 0 or 1, the structure inside the parentheses, denoted as "3-ax", is either identical or different, and

[1993] When ax is 2, multiple Ar 1001 They are identical or different from each other.

[1994] In one embodiment, Ar 1001 It is a substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms.

[1995] In one embodiment, the Ax3 ring is a substituted or unsubstituted ring-forming aromatic hydrocarbon ring having 6 to 50 carbon atoms, such as a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthalene ring, or a substituted or unsubstituted anthracene ring.

[1996] In one embodiment, R 1003 and R 1004 Each is independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

[1997] In one embodiment, ax is 1.

[1998] [Third Embodiment]

[1999] (Method for manufacturing an organic electroluminescence device)

[2000] A method for manufacturing an organic EL device according to a third embodiment (hereinafter also referred to as the method for manufacturing a third embodiment) is a method for manufacturing an organic electroluminescence device having an anode, a cathode, and a first light-emitting layer and a second light-emitting layer disposed between the anode and the cathode.

[2001] A method for manufacturing an organic EL device according to a third embodiment comprises a process of forming a first emitting layer comprising a first host material and a first emitting compound, and a process of forming a second emitting layer comprising a second host material and a second emitting compound.

[2002] The first host material and the second host material are different from each other.

[2003] The first luminescent compound and the second luminescent compound are identical or different from each other.

[2004] The first host material and the second host material used in the process of forming the first light-emitting layer and the process of forming the second light-emitting layer are selected from materials satisfying the following formulas (Equation 1) and (Equation 6).

[2005] T1(H1)>T1(H2) … (Equation 1)

[2006] D1≥3.0×10 -9 (cm 2 / s) … (Mathematical Formula 6)

[2007] (In the above formulas (Mathematical Formula 1) and (Mathematical Formula 6),

[2008] T1(H1) is the triplet energy T1(H1) of the first host material, and

[2009] T1(H2) is the triplet energy T1(H2) of the second host material, and

[2010] D1 is the diffusion coefficient of the triplet energy T1 (H1) of the first host material calculated from the diffusion equation.

[2011] In the manufacturing method of the third embodiment, the diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material is calculated based on the transient PL spectrum of the transmitted light measured by using a diffusion rate analysis layer in which a first analysis layer with a first phosphorescent complex added to the first host material and a second analysis layer with a second phosphorescent complex added to the first host material are stacked, such that excitation light is incident from the first analysis layer side and transmitted light is transmitted from the second analysis layer, wherein the triplet energy T1 (H1) of the first host material and the triplet energy T1 (C1) of the first phosphorescent complex satisfy the relationship of the following formula (Equation X), and the triplet energy T1 (H1) of the first host material and the triplet energy T1 (C2) of the second phosphorescent complex satisfy the relationship of the following formula (Equation Y).

[2012] T1(C1)>T1(H1) … (Mathematical formula X)

[2013] T1(H1)>T1(C2) … (Mathematical Equation Y)

[2014] In the manufacturing method of the third embodiment, the maximum peak wavelength of the first luminescent compound is preferably 500 nm or less.

[2015] It is more preferable that the first luminescent compound is a fluorescent luminescent compound that exhibits fluorescent luminescence with a maximum peak wavelength of 500 nm or less.

[2016] In the manufacturing method of the third embodiment, the maximum peak wavelength of the second luminescent compound is preferably 500 nm or less.

[2017] It is more preferable that the second luminescent compound is a fluorescent luminescent compound that exhibits fluorescent luminescence with a maximum peak wavelength of 500 nm or less.

[2018] The manufacturing method of the third embodiment is,

[2019] The diffusion coefficient D1 of the triplet energy T1 (H1) is 3.0×10 -9 (cm 2 A process for forming a first light-emitting layer comprising a first host material and a first light-emitting compound having a first host material and a first light-emitting compound, and

[2020] The method has a process for forming a second light-emitting layer comprising a second host material satisfying the formula (mathematical formula 1) and a second light-emitting compound.

[2021] By the manufacturing method of the third embodiment, an organic EL device described, for example, in the first embodiment is manufactured. Accordingly, according to the manufacturing method of the third embodiment, an organic EL device with improved luminous efficiency is manufactured.

[2022] The first host material, the first luminescent compound, the second host material, and the second luminescent compound available in the manufacturing method of the third embodiment are identical to the first host material, the first luminescent compound, the second host material, and the second luminescent compound described in the first embodiment, and the preferred range is also the same.

[2023] The diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material is calculated in the same way as described in the first embodiment. The preferred range of the diffusion coefficient D1 is also the same as in the first embodiment.

[2024] The first phosphorescent complex included in the first analysis layer and the second phosphorescent complex included in the second analysis layer are preferably selected according to the triplet energy T1 (H1) of the first host material.

[2025] For example, when T1(H1)≥2.0 eV, it is preferable that the first phosphorescent complex is Ir(ppy)3 and the second phosphorescent complex is Ir(piq)2(acac).

[2026] In addition, when 2.0 eV > T1(H1) ≥ 1.9 eV, Ir(ppy)3 can be used as the first phosphorescent complex and PtOEP can be used as the second phosphorescent complex.

[2027] (Process of forming a first light-emitting layer and process of forming a second light-emitting layer)

[2028] As a method for forming the first light-emitting layer and the second light-emitting layer, the method described in the "Layer Formation Method" of the first embodiment may be cited.

[2029] The process of forming the first light-emitting layer is preferably a process of forming the first light-emitting layer by co-depositing a first host material and a first light-emitting compound that exhibits light emission with a maximum peak wavelength of 500 nm or less.

[2030] The process of forming the second emitting layer is preferably a process of forming the second emitting layer by co-depositing a second host material and a second emitting compound that exhibits light emission with a maximum peak wavelength of 500 nm or less.

[2031] The manufacturing method of the third embodiment may be a manufacturing method having a process of forming a first light-emitting layer between an anode and a cathode and a process of forming a second light-emitting layer between the first light-emitting layer and the cathode, or a manufacturing method having a process of forming a second light-emitting layer between an anode and a cathode and a process of forming a first light-emitting layer between the second light-emitting layer and the cathode.

[2032] In addition, the manufacturing method of the third embodiment may further include a process for forming one or more organic layers, and may also include a process for forming the third light-emitting layer described in the first embodiment.

[2033] As an organic layer, at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a light-emitting layer, an electron injection layer, an electron transport layer, a hole barrier layer, and an electron barrier layer may be cited.

[2034] As a method for forming each layer, the method described in the "Layer Formation Method" section of the first embodiment may be used. In addition to the method described above, the manufacturing method of the third embodiment may also utilize the configuration described in the first embodiment.

[2035] [Fourth embodiment]

[2036] (Method for manufacturing an organic electroluminescence device)

[2037] A method for manufacturing an organic EL device according to a fourth embodiment (hereinafter also referred to as the method for manufacturing a fourth embodiment) is a method for manufacturing an organic electroluminescence device having an anode, a cathode, and a first light-emitting layer and a second light-emitting layer disposed between the anode and the cathode.

[2038] The manufacturing method of the fourth embodiment comprises a process of forming a first light-emitting layer comprising a first host material and a first light-emitting compound, and a process of forming a second light-emitting layer comprising a second host material and a second light-emitting compound.

[2039] The first host material and the second host material are different from each other.

[2040] The first luminescent compound and the second luminescent compound are identical or different from each other.

[2041] The first host material and the second host material used in the process of forming the first light-emitting layer and the process of forming the second light-emitting layer are selected from materials satisfying the following formulas (Equation 1) and (Equation 10).

[2042] T1(H1)>T1(H2) … (Equation 1)

[2043] V1≤-11(mV / nm) … (Equation 10)

[2044] (In the above formulas (Mathematical Formula 1) and (Mathematical Formula 10),

[2045] T1(H1) is the triplet energy T1(H1) of the first host material, and

[2046] T1(H2) is the triplet energy T1(H2) of the second host material, and

[2047] V1 is the surface potential of the first host material.)

[2048] In the manufacturing method of the fourth embodiment, the maximum peak wavelength of the first luminescent compound is preferably 500 nm or less.

[2049] It is more preferable that the first luminescent compound is a fluorescent luminescent compound that exhibits fluorescent luminescence with a maximum peak wavelength of 500 nm or less.

[2050] In the manufacturing method of the fourth embodiment, the maximum peak wavelength of the second luminescent compound is preferably 500 nm or less.

[2051] It is more preferable that the second luminescent compound is a fluorescent luminescent compound that exhibits fluorescent luminescence with a maximum peak wavelength of 500 nm or less.

[2052] The manufacturing method of the fourth embodiment is,

[2053] A process for forming a first light-emitting layer comprising a first host material and a first light-emitting compound having a surface potential V1 of -11 (mV / nm) or less and satisfying Equation (Equation 1), and

[2054] The method has a process for forming a second light-emitting layer comprising a second host material satisfying the formula (mathematical formula 1) and a second light-emitting compound.

[2055] By the manufacturing method of the fourth embodiment, an organic EL device described, for example, in the second embodiment is manufactured. Accordingly, according to the manufacturing method of the fourth embodiment, an organic EL device with improved luminous efficiency is manufactured.

[2056] The first host material, the first luminescent compound, the second host material, and the second luminescent compound available in the manufacturing method of the fourth embodiment are identical to the first host material, the first luminescent compound, the second host material, and the second luminescent compound described in the second embodiment, and the preferred range is also the same.

[2057] The surface potential V1 of the first host material is calculated in the same manner as described in the second embodiment. The preferred range of the surface potential V1 of the first host material is also the same as in the second embodiment.

[2058] (Process of forming a first light-emitting layer and process of forming a second light-emitting layer)

[2059] As a method for forming the first light-emitting layer and the second light-emitting layer, the method described in the "Layer Formation Method" of the second embodiment may be cited.

[2060] The process of forming the first light-emitting layer is preferably a process of forming the first light-emitting layer by co-depositing a first host material and a first light-emitting compound (preferably a first light-emitting compound exhibiting light emission with a maximum peak wavelength of 500 nm or less).

[2061] The process of forming the second emitting layer is preferably a process of forming the second emitting layer by co-depositing a second host material and a second emitting compound (preferably a second emitting compound exhibiting emission with a maximum peak wavelength of 500 nm or less).

[2062] The manufacturing method of the fourth embodiment may be a manufacturing method having a process of forming a first light-emitting layer between an anode and a cathode and a process of forming a second light-emitting layer between the first light-emitting layer and the cathode, or a manufacturing method having a process of forming a second light-emitting layer between an anode and a cathode and a process of forming a first light-emitting layer between the second light-emitting layer and the cathode.

[2063] The manufacturing method of the fourth embodiment is preferably a manufacturing method having a process of forming a first light-emitting layer between an anode and a cathode, and a process of forming a second light-emitting layer between the first light-emitting layer and the cathode.

[2064] In addition, the manufacturing method of the fourth embodiment may further include a process for forming one or more organic layers, and may also include a process for forming a third light-emitting layer as described in the second embodiment.

[2065] As an organic layer, at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a light-emitting layer, an electron injection layer, an electron transport layer, a hole barrier layer, and an electron barrier layer may be cited.

[2066] As a method for forming each layer, the method described in the "Layer Formation Method" section of the second embodiment may be used. In addition to the method described above, the manufacturing method of the fourth embodiment may also utilize the configuration described in the second embodiment.

[2067] [Fifth embodiment]

[2068] (Electronic devices)

[2069] The electronic device according to the fifth embodiment is equipped with an organic EL element of any one of the aforementioned embodiments. Examples of electronic devices include display devices and light-emitting devices. Examples of display devices include display components (e.g., organic EL panel modules, etc.), televisions, mobile phones, tablets, and personal computers. Examples of light-emitting devices include lighting and vehicle lighting fixtures.

[2070] [Variations of embodiments]

[2071] Furthermore, the present invention is not limited to the aforementioned embodiments, and modifications, improvements, etc. within the scope of achieving the objectives of the present invention are included in the present invention.

[2072] For example, the light-emitting layer is not limited to two layers, and multiple light-emitting layers exceeding two may be stacked. When an organic EL device has multiple light-emitting layers exceeding two, at least two light-emitting layers may satisfy the conditions described in the above embodiment. For example, the other light-emitting layer may be a fluorescent light-emitting layer, or a phosphorescent light-emitting layer utilizing light emission by electron transition from a triplet excited state to a ground state.

[2073] In addition, when the organic EL device has a plurality of light-emitting layers, these light-emitting layers may be installed adjacent to each other, or it may be a so-called tandem type organic EL device in which a plurality of light-emitting units are stacked through an intermediate layer.

[2074] In addition, a barrier layer may be installed adjacent to, for example, the cathode side of the light-emitting layer. It is preferable that the barrier layer disposed in direct contact with the cathode side of the light-emitting layer blocks at least one of holes and excitons.

[2075] For example, when a barrier layer is disposed in contact with the cathode side of the light-emitting layer, the barrier layer transports electrons and also prevents holes from reaching a layer on the cathode side (e.g., an electron transport layer) further than the barrier layer. When an organic EL device includes an electron transport layer, it is preferable to include the barrier layer between the light-emitting layer and the electron transport layer.

[2076] In addition, a barrier layer may be installed adjacent to the light-emitting layer to prevent the energy here from leaking from the light-emitting layer to the surrounding layer. This prevents excitons generated in the light-emitting layer from moving to the electrode-side layer (e.g., electron transport layer and hole transport layer, etc.) relative to the barrier layer.

[2077] It is desirable for the light-emitting layer and the barrier layer to be bonded together.

[2078] Furthermore, specific structures and shapes, etc., in the implementation of the present invention may be other structures, etc., within the scope of achieving the purpose of the present invention.

[2079] Examples

[2080] The present invention will be explained in more detail below with reference to examples. The present invention is not limited in any way to these examples.

[2081] <Compounds>

[2082] The first host material used in the manufacture of the organic EL device according to Examples 1 to 5 is shown below.

[2083] [Chemical Formula 78]

[2084]

[2085] [Chemical Formula 79]

[2086]

[2087] The structure of the comparative compound used in the manufacture of the organic EL device according to Comparative Example 1 is shown below.

[2088] [Chemical Formula 80]

[2089]

[2090] The structures of other compounds used in the manufacture of organic EL devices according to Examples 1 to 5 and Comparative Example 1 are shown below.

[2091] [Chemical Formula 81]

[2092]

[2093] [Chemical Formula 82]

[2094]

[2095] [Chemical Formula 83]

[2096]

[2097] <Fabrication of Organic EL Devices 1>

[2098] An organic EL device was fabricated and evaluated as follows.

[2099] [Example 1]

[2100] A glass substrate (manufactured by Geomatec Co., Ltd.) equipped with an ITO (Indium Tin Oxide) transparent electrode (anode) with a thickness of 25 mm × 75 mm × 1.1 mm 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 set to 130 nm.

[2101] A glass substrate equipped with a transparent electrode line after cleaning was mounted in a substrate holder of a vacuum deposition apparatus, and a transparent electrode was placed over the side on which the transparent electrode line was formed, so that compound HT1 and compound HA1 were co-deposited to form a hole injection layer (HI) with a film thickness of 10 nm. The proportion of compound HT1 in this hole injection layer was set to 90 mass%, and the proportion of compound HA1 was set to 10 mass%.

[2102] Following the formation of the hole injection layer, compound HT1 was deposited to form a first hole transport layer (HT) with a thickness of 85 nm.

[2103] Following the deposition of the first hole transport layer, compound HT3 was deposited to form a second hole transport layer (also called an electron barrier layer) (EBL) with a thickness of 5 nm.

[2104] Compound BH1-A (first host material (BH)) and compound BD (first luminescent compound (BD)) were co-deposited on the second hole transport layer such that the ratio of compound BD was 2 mass%, thereby forming a first luminescent layer with a film thickness of 5 nm.

[2105] Compound BH2 (second host material (BH)) and compound BD (second luminescent compound (BD)) were co-deposited on the first luminescent layer such that the ratio of compound BD was 2 mass%, thereby forming a second luminescent layer with a film thickness of 15 nm.

[2106] Compound ET1 was deposited on the second emissive layer to form a first electron transport layer (sometimes called a hole barrier layer (HBL)) with a film thickness of 5 nm.

[2107] Compound ET2 and compound Liq were co-deposited on a first electron transport layer to form a second electron transport layer (ET) with a film thickness of 25 nm. The proportion of compound ET2 in this second electron transport layer was set to 50 mass%, and the proportion of compound Liq was set to 50 mass%. Additionally, Liq is an abbreviation for (8-quinolinolato)lithium.

[2108] A compound Liq was deposited on the second electron transport layer to form an electron injection layer with a film thickness of 1 nm.

[2109] A cathode with a film thickness of 80 nm was formed by depositing metallic Al on the electron injection layer.

[2110] The device configuration of Example 1 can be briefly represented as follows.

[2111] ITO(130) / HT1:HA1(10,90%:10%) / HT1(85) / HT3(5) / BH1-A:BD(5,98%:2%) / BH2:BD

[2112] (15,98%:2%) / ET1(5) / ET2:Liq(25,50%:50%) / Liq(1) / Al(80)

[2113] Also, the number in parentheses indicates the film thickness (unit: nm).

[2114] In the parentheses, the percentage-indicated numbers (90%:10%) represent the ratio (mass%) of compound HT1 and compound HA1 in the hole injection layer, the percentage-indicated numbers (98%:2%) represent the ratio (mass%) of the host material (compound BH1-A or BH2) and the emitting compound (compound BD) in the first or second emitting layer, and the percentage-indicated numbers (50%:50%) represent the ratio (mass%) of compound ET2 and compound Liq in the second electron transport layer.

[2115] [Examples 2–5 and Comparative Example 1]

[2116] The organic EL devices of Examples 2 to 5 and Comparative Example 1 were manufactured in the same manner as Example 1, except that the compound BH1-A (first host material) in the first light-emitting layer of Example 1 was changed to the compound listed in Table 3.

[2117] <Diffusion coefficient D1 of triplet energy T1(H1) of the first host material>

[2118] Using the first host material of Example 1, a sample for measuring transient PL data was prepared by the previously described method, comprising a diffusion rate analysis layer in which a first analysis layer and a second analysis layer are stacked. Using this sample for measuring transient PL data, the diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material was calculated. The results are shown in Table 3.

[2119] In addition, Ir(ppy)3 was used as the first phosphorescent complex, and Ir(piq)2(acac) was used as the second phosphorescent complex.

[2120] In the above formula (Mathematical Formula 10B), the absorption coefficient A is 1.0E5, and To=1.0E17 ( / cm²) 3 ) was used.

[2121] In the above formula (Equation 101), I(τ) of Ir(piq)2(acac) is set to I(τ)=exp(-τ / τPH), and τPH=3.5E-7(s) is used.

[2122] The composition of the sample for measuring transient PL data in Example 1 is briefly represented as follows.

[2123] Transmitted light side / glass(0.7 mm) / BH1-A:Ir(piq)2(acac)(20 nm, 95%:5%) / BH1-A:Ir(ppy)3(100 nm, 80%:20%) / Sealed glass(0.6 mm) / Incident light side

[2124] In addition, the numbers in parentheses indicate the film thickness. In the same parentheses, the percentage numbers (95%:5%) indicate the ratio (mass%) of compound BH1-A and Ir(piq)2(acac). The percentage numbers (80%:20%) indicate the ratio (mass%) of compound BH1-A and Ir(ppy)3.

[2125] The samples for measuring transient PL data in Examples 2 to 5 and Comparative Example 1 were prepared in the same manner as in Example 1, except that the compound BH1-A (first host material) used in Example 1 was changed to the compound listed in Table 3.

[2126] [Table 3]

[2127]

[2128] Evaluation of Organic EL Devices

[2129] The fabricated organic EL device was evaluated as follows. The results are shown in Table 4 and Figure 6.

[2130] · TTF ratio

[2131] The TTF ratio was measured using the method previously described. The specific measurement conditions are as follows.

[2132] For the organic EL devices fabricated in each example, current is applied at room temperature (25℃), and for a period of approximately 3×10 -8 The pulse voltage was removed at the second point.

[2133] Taking the voltage removal point as the origin, and after voltage removal, 1.5×10 -5 The TTF ratio was calculated from this graph plotting the reciprocal of the square root of the light intensity up to the second.

[2134] · External Quantum Efficiency EQE

[2135] Current density is 10 mA / cm² 2 The spectroradiance luminance spectrum when a voltage was applied to the device was measured using a spectroradiance meter CS-2000 (manufactured by Konica Minolta Corporation). From the obtained spectroradiance luminance spectrum, the external quantum efficiency EQE (unit: %) was calculated assuming Lambertian radiation was perfo...

Claims

Claim 1 It has an anode, a cathode, and a light-emitting layer disposed between the anode and the cathode, wherein the light-emitting layer comprises a first light-emitting layer and a second light-emitting layer, wherein the first light-emitting layer comprises a first host material and a first light-emitting compound, and the second light-emitting layer comprises a second host material and a second light-emitting compound, wherein the first host material and the second host material are different from each other, and the first light-emitting compound and the second light-emitting compound are identical or different from each other, wherein 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 formula (Equation 1), and the diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material calculated from the diffusion equation is 5.0 × 10 -9 (cm 2 / s) and above, the first light-emitting layer and the second light-emitting layer do not contain a metal complex, and the diffusion coefficient D1 is calculated by (1) preparing a sample for measuring transient PL data having a diffusion rate analysis layer, (2) measuring a transient PL spectrum using the sample for measuring transient PL data, and (3) numerically solving a diffusion equation represented by the following formula (Equation 100A) based on the transient PL spectrum, and the sample for measuring transient PL data is manufactured by forming the diffusion rate analysis layer on a glass substrate and sealing the diffusion rate analysis layer with sealing glass, and the diffusion rate analysis layer is manufactured by stacking a first analysis layer in which a first phosphorescent complex is added to the first host material and a second analysis layer in which a second phosphorescent complex is added to the first host material, and the first host material and the first phosphorescent complex included in the first analysis layer are selected such that their respective triplet energy T1 satisfies the relationship of the following formula (Equation X), and the first included in the second analysis layer A host material and a second phosphorescent complex are selected such that their respective triplet energy T1 satisfies the relationship of the following formula (Equation Y); using the sample for measuring transient PL data, excitation light is incident on the side of the first analysis layer and transmitted light is transmitted through the second analysis layer to measure the transient PL spectrum of the transmitted light; based on the measurement result of the transient PL spectrum, the diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material is calculated from the diffusion equation represented by the following formula (Equation 100A); and the first host material has a linkage structure comprising a benzene ring and a naphthalene ring connected by a single bond in the molecule, wherein the benzene ring and the naphthalene ring in the linkage structure are further connected by a crosslink in at least one part other than the single bond, and the structure further connected by the said crosslink is the following formula (X11), formula (X12), formula (X13), formula (X21), formula (X22), formula (X31),An organic electroluminescence device represented by formula (X41) or formula (X51), or (ii) having a biphenyl structure in which a first benzene ring and a second benzene ring are connected by a single bond in the molecule, wherein the first benzene ring and the second benzene ring in the biphenyl structure are further connected by a crosslink in at least one portion other than the single bond, and the structure further connected by the crosslink is represented by any one of the following formulas (BP11) to (BP15). T1(H1)>T1(H2) … (Equation 1) T1(C1)>T1(H1) … (Equation X) T1(H1)>T1(C2) … (Equation Y), … (Mathematical Equation 100A)(In the above formula (Mathematical Equation 100A), T is the triplet concentration [cm -3 ] and D is the diffusion coefficient [cm 2 / s] and, k tt is TTF speed [cm -3 / s] and, k t is the self-extinction rate[ / s]. Claim 2 delete Claim 3 An organic electroluminescence device according to claim 1, wherein the first phosphorescent complex is Ir(ppy)3 and the second phosphorescent complex is Ir(piq)2(acac). Claim 4 The apparatus comprises an anode, a cathode, and a light-emitting layer disposed between the anode and the cathode, wherein the light-emitting layer comprises a first light-emitting layer and a second light-emitting layer, wherein the first light-emitting layer comprises a first host material and a first light-emitting compound, wherein the second light-emitting layer comprises a second host material and a second light-emitting compound, wherein the first host material and the second host material are different from each other, and the first light-emitting compound and the second light-emitting compound are identical or different from each other, wherein 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 formula (Equation 1), wherein the surface potential V1 of the first host material is -12 (mV / nm) or less, and wherein the first light-emitting layer and the second light-emitting layer do not contain a metal complex, and wherein the first host material comprises, (i) a linkage structure including a benzene ring and a naphthalene ring connected by a single bond in the molecule, and the benzene ring in the linkage structure and An organic electroluminescence device wherein a naphthalene ring is further connected by a crosslink in at least one portion other than a single bond, and the structure further connected by said crosslink is represented by the following formulas (X11), (X12), (X13), (X21), (X22), (X31), (X41) or (X51), or (ii) a molecule having a biphenyl structure in which a first benzene ring and a second benzene ring are connected by a single bond, wherein the first benzene ring and the second benzene ring in the biphenyl structure are further connected by a crosslink in at least one portion other than the said single bond, and the structure further connected by said crosslink is represented by any one of the following formulas (BP11) to (BP15). T1(H1)>T1(H2) … (Mathematical Formula 1) Claim 5 An organic electroluminescence device according to claim 4, comprising a first light-emitting layer between the anode and the cathode, and a second light-emitting layer between the first light-emitting layer and the cathode. Claim 6 An organic electroluminescence device according to claim 1 or 4, wherein the maximum peak wavelength of the first luminescent compound is 500 nm or less. Claim 7 An organic electroluminescence device according to claim 1 or 4, wherein the maximum peak wavelength of the second luminescent compound is 500 nm or less. Claim 8 An organic electroluminescence device according to claim 1 or 4, wherein the absolute value of the energy level HOMO (H1) of the highest point orbital of the first host material and the absolute value of the energy level HOMO (D1) of the highest point orbital of the first luminescent compound satisfy the relationship of the following formula (Equation 2): |HOMO(H1)|-|HOMO(D1)|≥0.2 eV … (Equation 2) Claim 9 An organic electroluminescence device according to claim 1 or 4, wherein the triplet energy T1 (D1) of the first luminescent compound and the triplet energy T1 (H2) of the second host material satisfy the relationship of the following formula (Equation 3). T1 (D1) > T1 (H2) … (Equation 3) Claim 10 An organic electroluminescence device according to claim 1 or 4, wherein the electron mobility μe(H2) of the second host material and the electron mobility μe(H1) of the first host material satisfy the relationship of the following formula (Equation 4). μe(H2) > μe(H1) … (Equation 4) Claim 11 An organic electroluminescence device according to claim 1 or 4, wherein the singlet energy S1(H1) of the first host material and the singlet energy S1(H2) of the second host material satisfy the relationship of the following formula (Equation 5). S1(H1)>S1(H2) … (Equation 5) Claim 12 In claim 1 or 4, the first host material as a compound has a van der Waals radius of the compound calculated by molecular orbital calculation of 1.08 nm or more, and the van der Waals radius of the compound is calculated by the following formula (Equation 102) from the van der Waals volume of the compound when the structure optimized by the molecular orbital calculation method is displayed by Winmoster, the molecular orbital calculation is performed using a quantum chemical calculation program, the calculation method is performed using B3LYP and 6-31G* as the basis function, the van der Waals volume of the compound refers to the volume of the region occupied by van der Waals spheres based on the van der Waals radii of the atoms constituting the compound, and is an organic electroluminescence device, V=4 / 3×πr, which is a value calculated by obtaining a stable structure by the PM3 method using the quantum chemical calculation program. 3 … (Equation 102)(V is the van der Waals volume of the compound, and r is the van der Waals radius of the compound.) Claim 13 An organic electroluminescence device according to claim 1 or 4, wherein the film thickness of the first light-emitting layer is 2 nm or more and 20 nm or less. Claim 14 An electronic device equipped with an organic electroluminescence element as described in claim 1 or 4. Claim 15 A method for manufacturing an organic electroluminescence device having an anode, a cathode, and a first light-emitting layer and a second light-emitting layer disposed between the anode and the cathode, comprising: a process of forming a first light-emitting layer comprising a first host material and a first light-emitting compound; and a process of forming a second light-emitting layer comprising a second host material and a second light-emitting compound, wherein the first host material and the second host material are different from each other, and the first light-emitting compound and the second light-emitting compound are identical or different from each other, wherein the first host material and the second host material used in the process of forming the first light-emitting layer and the process of forming the second light-emitting layer are selected from materials satisfying the following formulas (Equation 1) and (Equation 6), and wherein the first light-emitting layer and the second light-emitting layer do not contain a metal complex, and the first host material has a linkage structure comprising, in the molecule, a benzene ring and a naphthalene ring connected by a single bond, and the benzene ring and the naphthalene ring in the linkage structure, A method for manufacturing an organic electroluminescence device, wherein at least one portion other than a single bond is further connected by a crosslink, and the structure further connected by the crosslink is represented by the following formulas (X11), (X12), (X13), (X21), (X22), (X31), (X41), or (X51), or (ii) in which a molecule has a biphenyl structure in which a first benzene ring and a second benzene ring are connected by a single bond, and the first benzene ring and the second benzene ring in the biphenyl structure are further connected by a crosslink in at least one portion other than the single bond, and the structure further connected by the crosslink is represented by any one of the following formulas (BP11) to (BP15). T1(H1)>T1(H2) … (Mathematical Formula 1)D1≥5.0×10 -9 (cm 2 / s) … (Equation 6) (In the above Equations (Equation 1) and (Equation 6), T1(H1) is the triplet energy T1(H1) of the first host material, T1(H2) is the triplet energy T1(H2) of the second host material, and D1 is the diffusion coefficient of the triplet energy T1(H1) of the first host material calculated from the diffusion equation.) (The above diffusion coefficient D1 is calculated by (1) preparing a sample for measuring transient PL data having a diffusion rate analysis layer, (2) measuring a transient PL spectrum using the said sample for measuring transient PL data, and (3) numerically solving the diffusion equation represented by the following Equation (Equation 100A) based on the said transient PL spectrum, wherein the said sample for measuring transient PL data is manufactured by forming the said diffusion rate analysis layer on a glass substrate and sealing the said diffusion rate analysis layer with sealing glass, and the said diffusion rate analysis layer is the first host A first analysis layer in which a first phosphorescent complex is added to a material and a second analysis layer in which a second phosphorescent complex is added to the first host material are laminated, wherein the first host material and the first phosphorescent complex included in the first analysis layer are selected such that their respective triplet energy T1 satisfies the relationship of the following formula (Equation X), and the first host material and the second phosphorescent complex included in the second analysis layer are selected such that their respective triplet energy T1 satisfies the relationship of the following formula (Equation Y). Using the sample for measuring transient PL data, excitation light is incident from the side of the first analysis layer and transmitted light is transmitted through the second analysis layer to measure the transient PL spectrum of the transmitted light, and based on the measurement result of the transient PL spectrum, the diffusion coefficient D1 of the triplet energy T1 (H1) of the first host material is calculated from the diffusion equation represented by the following formula (Equation 100A).) T1(C1)>T1(H1) … (Mathematical Formula X)T1(H1)>T1(C2) … (Mathematical Formula Y) … (Mathematical Equation 100A)(In the above formula (Mathematical Equation 100A), T is the triplet concentration [cm -3 ] and D is the diffusion coefficient [cm 2 / s] and, k tt is TTF speed [cm -3 / s] and, k t is the self-extinction rate[ / s]. Claim 16 delete Claim 17 A method for manufacturing an organic electroluminescence device according to claim 15, wherein the first phosphorescent complex is Ir(ppy)3 and the second phosphorescent complex is Ir(piq)2(acac). Claim 18 A method for manufacturing an organic electroluminescence device having an anode, a cathode, and a first light-emitting layer and a second light-emitting layer disposed between the anode and the cathode, comprising: a process of forming a first light-emitting layer comprising a first host material and a first light-emitting compound; and a process of forming a second light-emitting layer comprising a second host material and a second light-emitting compound, wherein the first host material and the second host material are different from each other, and the first light-emitting compound and the second light-emitting compound are identical or different from each other, wherein the first host material and the second host material used in the process of forming the first light-emitting layer and the process of forming the second light-emitting layer are selected from materials satisfying the following formulas (Equation 1) and (Equation 10), and wherein the first light-emitting layer and the second light-emitting layer do not contain a metal complex, and wherein the first host material has a linkage structure comprising, in the molecule, a benzene ring and a naphthalene ring connected by a single bond, and the benzene ring in the linkage structure and A method for manufacturing an organic electroluminescence device, wherein a naphthalene ring is further connected by a crosslink in at least one portion other than a single bond, and the structure further connected by the crosslink is represented by the following formulas (X11), (X12), (X13), (X21), (X22), (X31), (X41) or (X51), or (ii) a molecule having a biphenyl structure in which a first benzene ring and a second benzene ring are connected by a single bond, and the first benzene ring and the second benzene ring in the biphenyl structure are further connected by a crosslink in at least one portion other than the single bond, and the structure further connected by the crosslink is represented by any one of the following formulas (BP11) to (BP15).T1(H1)>T1(H2) … (Equation 1) V1≤-12(mV / nm) … (Equation 10) (In the above Equations (Equation 1) and (Equation 10), T1(H1) is the triplet energy T1(H1) of the first host material, T1(H2) is the triplet energy T1(H2) of the second host material, and V1 is the surface potential of the first host material.). Claim 19 A method for manufacturing an organic electroluminescence device according to any one of claims 15, 17 and 18, wherein the maximum peak wavelength of the first luminescent compound is 500 nm or less. Claim 20 A method for manufacturing an organic electroluminescence device according to any one of claims 15, 17 and 18, wherein the maximum peak wavelength of the second luminescent compound is 500 nm or less.

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