Organic electroluminescent element and electronic device
Patent Information
- Application Number
- KR1020267027811
- Authority / Receiving Office
- KR · KR
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2021-06-25
- Filing Date
- 2021-12-24
- Publication Date
- 2026-09-02
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Figure PAT00500_ABST
Abstract
Description
Technology Field
[0001] The present invention relates to an organic electroluminescence device and an electronic 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 and 2, stacking multiple light-emitting layers is considered. In addition, in Patent Document 3, in order to improve the performance of organic EL devices, a phenomenon in which a singlet exciton is generated by the collision fusion of two triplet excitons (hereinafter referred to as the Triplet-Triplet Fusion = TTF phenomenon) is described.
[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. 2007-294261 Patent Document 2: Specification of U.S. Patent Application Publication No. 2019 / 280209 Patent Document 3: International Publication No. 2010 / 134350 The problem to be solved
[0006] The organic electroluminescence device described in Patent Document 1 is an organic electroluminescence device formed by providing a plurality of light-emitting layers between an anode and a cathode, wherein the device is formed from a mixture of a plurality of materials and also has adjacent light-emitting layers having different main components, and the adjacent light-emitting layers are formed in a combination such that the value obtained by dividing the electron mobility of the light-emitting layer located on the anode side by the hole mobility is greater than the value obtained by dividing the electron mobility of the light-emitting layer located on the cathode side by the hole mobility, and wherein the electron mobility of the light-emitting layer located on the anode side is greater than the electron mobility of the light-emitting layer located on the cathode side.
[0007] However, if the number of organic compound layers constituting the hole transport band disposed between the anode and the light-emitting layer is reduced (the layering is reduced), as in the organic electroluminescence device described in Patent Document 1, the amount of holes supplied to the light-emitting layer is reduced, and there is a concern that the luminous efficiency may be reduced. However, in Patent Document 1, the reduction in the amount of holes supplied is not recognized.
[0008] The objective of the present invention is to provide an organic electroluminescence device capable of reducing the number of organic compound layers constituting a hole transport band while suppressing the degradation of enhanced device performance by stacking a plurality of light-emitting layers, and an electronic device equipped with said organic electroluminescence device. means of solving the problem
[0009] According to one aspect of the present invention, an organic electroluminescence device comprises an anode, a cathode, a light-emitting layer disposed between the anode and the cathode, and a hole transport band disposed between the anode and the light-emitting layer, wherein the hole transport band comprises at least two organic compound layers, and among the organic compound layers included in the hole transport band, the first organic compound layer disposed on the anode side comprises a compound which is a first organic material and a second organic material, wherein the first organic material and the second organic material are different from each other, and the content of the first organic material in the first organic compound layer is less than 10 mass%, 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 the second light-emitting layer comprises a second host material, wherein the first host material and the second host material are different from each other, wherein the first light-emitting layer comprises at least a first light-emitting compound that exhibits light emission with a maximum peak wavelength of 500 nm or less, and the second light-emitting layer comprises a maximum peak An organic electroluminescence device is provided, comprising at least a second luminescent compound that emits light with a wavelength of 500 nm or less, wherein the first luminescent compound and the second luminescent 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 (Formula 1).
[0010] T1(H1)>T1(H2) … (Equation 1)
[0011] According to one aspect of the present invention, an electronic device equipped with an organic electroluminescence element according to one aspect of the present invention described above is provided.
[0012] According to one aspect of the present invention, an organic electroluminescence device that can reduce the number of organic compound layers constituting a hole transport band while suppressing the degradation of improved device performance by stacking a plurality of light-emitting layers, and an electronic device equipped with said organic electroluminescence device can be provided. Brief explanation of the drawing
[0013] FIG. 1 is a diagram showing the schematic configuration of an example of an organic electroluminescence device according to one embodiment of the present invention. Specific details for implementing the invention
[0014] [definition]
[0015] In this specification, the term hydrogen atom includes isotopes with different numbers of neutrons, namely protium, deuterium, and tritium.
[0016] 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.
[0017] 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-coupled 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.
[0018] In addition, when a benzene ring is substituted with, for example, an alkyl group, the number of carbon atoms of the said 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 said 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.
[0019] 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 a substituent 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 a substituent 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.
[0020] 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.
[0021] 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.
[0022] 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."
[0023] 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.
[0024] 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.
[0025] "Substituents described in this specification"
[0026] The substituents described in this specification will be explained below.
[0027] 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.
[0028] 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.
[0029] 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.
[0030] 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.
[0031] 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.
[0032] 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.
[0033] 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.
[0034] 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.
[0035] 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.
[0036] · "Substitutional or non-substitutional Aryl"
[0037] 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.”
[0038] "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.
[0039] ·Muchwan's Arilgi (Guchaeye Group G1A):
[0040] phenyl group,
[0041] p-biphenyl group,
[0042] m-biphenyl group,
[0043] o-biphenyl group,
[0044] p-terphenyl-4-diary,
[0045] p-terphenyl-3-diary,
[0046] p-terphenyl-2-diary,
[0047] m-terphenyl-4-diary,
[0048] m-terphenyl-3-diary,
[0049] m-terphenyl-2-diary,
[0050] o-terphenyl-4-diary,
[0051] o-terphenyl-3-diary,
[0052] o-terphenyl-2-diyl,
[0053] 1-Naphthyl group,
[0054] 2-Naphthyl group,
[0055] Anthrill,
[0056] Benzoanthryl group,
[0057] phenanthril group,
[0058] Benzophenanthrile group,
[0059] Penalenyl group,
[0060] Pyreneyl group,
[0061] Crysenyl group,
[0062] benzocrysenyl group,
[0063] triphenylenyl group,
[0064] benzotriphenylenyl group,
[0065] tetracenyl group,
[0066] Pentacenyl group,
[0067] Fluorenyl group,
[0068] 9,9'-spirobifluorenyl group,
[0069] benzofluorenyl group,
[0070] dibenzofluorenyl group,
[0071] Fluoranthenyl group,
[0072] benzofluranthenyl group,
[0073] perylenyl group, and
[0074] 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).
[0075] [Chemical Formula 1]
[0076]
[0077] [Chemical Formula 2]
[0078]
[0079] · Substitutional aryl group (Specific example group G1B):
[0080] o-tollil group,
[0081] m-tolyl group,
[0082] p-tolyl group,
[0083] Para-xyl group,
[0084] meta-xyl group,
[0085] Ortho-xyl group,
[0086] para-isopropylphenyl group,
[0087] meta-isopropylphenyl group,
[0088] Ortho-isopropylphenyl group,
[0089] para-t-butylphenyl group,
[0090] meta-t-butylphenyl group,
[0091] Ortho-t-butylphenyl group,
[0092] 3,4,5-trimethylphenyl group,
[0093] 9,9-dimethylfluorenyl group,
[0094] 9,9-diphenylfluorenyl group,
[0095] 9,9-bis(4-methylphenyl)fluorenyl group,
[0096] 9,9-bis(4-isopropylphenyl)fluorenyl group,
[0097] 9,9-bis(4-t-butylphenyl)fluorenyl group,
[0098] cyanophenyl group,
[0099] triphenylsilylphenyl group,
[0100] trimethylsilylphenyl group,
[0101] phenylnaphthyl group,
[0102] Naphthylphenyl group, and
[0103] 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.
[0104] · "Substitutional or Non-substitutional Complex Recall"
[0105] 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.
[0106] The “complex ring” described in this specification is a simple ring or a condensed ring.
[0107] The “complex generator” described in this specification is an aromatic complex generator or a non-aromatic complex generator.
[0108] 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.”
[0109] "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.
[0110] 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).
[0111] 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).
[0112] · Unsubstituted complex saturators containing nitrogen atoms (Specific Example Group G2A1):
[0113] pyrrolyl group,
[0114] Imidajorilgi,
[0115] pyrazolyl group,
[0116] triazolyl group,
[0117] tetrazolyl group,
[0118] Oxazoligi,
[0119] Isooxazolilgi,
[0120] Oxadiazolyl group,
[0121] Thiazolyl group,
[0122] isothiazolyl group,
[0123] Thiadiazolylgi,
[0124] Piridilgi,
[0125] Piridajinilgi,
[0126] pyrimidinyl group,
[0127] Pyrazinyl group,
[0128] triazinyl group,
[0129] Indolil,
[0130] Isoindolilgi,
[0131] Indolezinyl group,
[0132] Quinolidinyl group,
[0133] Quinolyl group,
[0134] isoquinolyl group,
[0135] Sinnolilgi,
[0136] Phthalaginyl group,
[0137] Quinazolinyl group,
[0138] Quinoxalinyl group,
[0139] benzimidazolyl group,
[0140] Indazolillgi,
[0141] phenanthrolinyl group,
[0142] phenanthridinyl group,
[0143] Acridinyl group,
[0144] phenazinyl group,
[0145] Carbazolyl group,
[0146] benzocarbazolyl group,
[0147] Morpolinogi,
[0148] phenoxazinyl group,
[0149] Phenothiazinyl group,
[0150] Azacarbazolyl group, and
[0151] Diazacarbazolyl group.
[0152] · Unsubstituted complex circulators containing oxygen atoms (Specific Example Group G2A2):
[0153] Purilgi,
[0154] Oxazoligi,
[0155] Isooxazolilgi,
[0156] Oxadiazolyl group,
[0157] xanthenyl group,
[0158] benzofuranyl group,
[0159] isobenzofuranyl group,
[0160] dibenzofuranyl group,
[0161] Naphthobenzofuranyl group,
[0162] Benzooxazolyl group,
[0163] Benzoisooxazolyl group,
[0164] phenoxazinyl group,
[0165] Morpolinogi,
[0166] dinaphthofranyl group,
[0167] Azadibenzofuranyl group,
[0168] Diazadibenzofuranyl group,
[0169] Azanaptobenzofuranyl group, and
[0170] Diazanaptobenzofuranyl group.
[0171] · Unsubstitutable complex circulators containing sulfur atoms (Specific Example Group G2A3):
[0172] thienyl group,
[0173] Thiazolyl group,
[0174] isothiazolyl group,
[0175] Thiadiazolylgi,
[0176] benzothiophenyl group (benzothienyl group),
[0177] isobenzothiophenyl group (isobenzothienyl group),
[0178] dibenzothiophenyl group (dibenzothienyl group),
[0179] Naphthobenzothiophenyl group (naphthobenzothienyl group),
[0180] benzothiazolyl group,
[0181] Benzoisothiazolyl group,
[0182] Phenothiazinyl group,
[0183] dinaphthothiophenyl group (dinaphthienyl group),
[0184] Azadibenzothiophenyl group (azadibenzothienyl group),
[0185] Diazadibenzothiophenyl group (diazadibenzothienyl group),
[0186] Azanapthobenzothiophenyl group (azanaphthobenzothienyl group), and
[0187] Diazanaptobenzothiophenyl group (diazanaptobenzothienyl group).
[0188] · A monovalent complex circulator induced by removing one hydrogen atom from a ring structure represented by the following general formulas (TEMP-16) to (TEMP-33) (Specific Example Group G2A4):
[0189] [Chemical Formula 3]
[0190]
[0191] [Chemical Formula 4]
[0192]
[0193] 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.
[0194] 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.
[0195] · Substitutional complex valence group containing a nitrogen atom (Specific Example Group G2B1):
[0196] (9-phenyl)carbazolyl group,
[0197] (9-biphenylyl)carbazolyl group,
[0198] (9-phenyl)phenylcarbazolyl group,
[0199] (9-naphthyl)carbazolyl group,
[0200] Diphenylcarbazole-9-diary,
[0201] Phenylcarbazole-9-diary,
[0202] methylbenzimidazolyl group,
[0203] Ethylbenzimidazolyl group,
[0204] phenyltriazinyl group,
[0205] biphenyltriazinyl group,
[0206] diphenyltriazinyl group,
[0207] Phenylquinazolinyl group, and
[0208] Biphenylquinazolinyl group.
[0209] · Substitutional complex mutators containing oxygen atoms (Specific Example Group G2B2):
[0210] Phenyldibenzofuranyl group,
[0211] methyldibenzofuranyl group,
[0212] t-butyldibenzofuranyl group, and
[0213] The monovalent residue of spiro[9H-xanthen-9,9'-[9H]fluorene].
[0214] · Complex substitution group containing sulfur atoms (Specific example group G2B3):
[0215] Phenyldibenzothiophenyl group,
[0216] methyldibenzothiophenyl group,
[0217] t-butyldibenzothiophenyl group, and
[0218] A monovalent residue of spiro[9H-thioxanthen-9,9'-[9H]fluorene].
[0219] · 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):
[0220] 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.
[0221] · Substituted or unsubstituted alkyl group
[0222] 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.
[0223] "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.
[0224] · Unsubstituted alkyl group (Specific Example Group G3A):
[0225] methyl group,
[0226] ethyl group,
[0227] n-Profilter,
[0228] isopropyl group,
[0229] n-butyl group,
[0230] isobutyl group,
[0231] s-butyl group, and
[0232] t-butyl group.
[0233] · Substituted alkyl group (Specific Example Group G3B):
[0234] heptafluoropropyl group (including isomers),
[0235] pentafluoroethyl group,
[0236] 2,2,2-trifluoroethyl group, and
[0237] Trifluoromethyl group.
[0238] · "Substituted or unsubstituted alkenyl group"
[0239] 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.”
[0240] "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.
[0241] · Non-substituted alkenyl group (Specific Example Group G4A):
[0242] vinyl,
[0243] Alilgi,
[0244] 1-butenyl group,
[0245] 2-butenyl group, and
[0246] 3-butenyl group.
[0247] · Substitutional alkenyl group (Specific example group G4B):
[0248] 1,3-butanedienyl group,
[0249] 1-methylvinyl group,
[0250] 1-methylallyl group,
[0251] 1,1-dimethylallyl group,
[0252] 2-methylallyl group, and
[0253] 1,2-dimethylallyl group.
[0254] · "Substituted or unsubstituted alkynyl group"
[0255] 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.
[0256] "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.
[0257] · Unsubstituted alkynyl group (Specific example group G5A):
[0258] Ethinyl group.
[0259] · "Substituted or unsubstituted cycloalkyl group"
[0260] 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.”
[0261] "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.
[0262] · Unsubstituted cycloalkyl group (Specific Example Group G6A):
[0263] cyclopropyl group,
[0264] cyclobutyl group,
[0265] Cyclopentyl group,
[0266] cyclohexyl group,
[0267] 1-adamantyl group,
[0268] 2-adamantyl group,
[0269] 1-norbornyl group, and
[0270] 2-Norbornilgi.
[0271] · Substituted cycloalkyl group (Specific Example Group G6B):
[0272] 4-methylcyclohexyl group.
[0273] ·「-Si(R 901 )(R 902 )(R 903 The device indicated by )
[0274] -Si(R as described in this specification 901 )(R 902 )(R 903As a specific example of the device indicated by ) (specific example group G7),
[0275] -Si(G1)(G1)(G1),
[0276] -Si(G1)(G2)(G2),
[0277] -Si(G1)(G1)(G2),
[0278] -Si(G2)(G2)(G2),
[0279] -Si(G3)(G3)(G3), and
[0280] -Si(G6)(G6)(G6)
[0281] ...can be cited. Here,
[0282] G1 is a “substituted or non-substituted aryl group” described in Specific Example Group G1.
[0283] G2 is a "complex circulator of permutation or non-permutation" described in specific example group G2.
[0284] G3 is a “substituted or unsubstituted alkyl group” as described in Specific Example Group G3.
[0285] G6 is a "substituted or unsubstituted cycloalkyl group" as described in Specific Example Group G6.
[0286] In -Si(G1)(G1)(G1), the multiple G1s are either identical or different from each other.
[0287] In -Si(G1)(G2)(G2), the multiple G2s are either identical or different from each other.
[0288] In -Si(G1)(G1)(G2), the multiple G1s are either identical or different from each other.
[0289] In -Si(G2)(G2)(G2), the multiple G2s are either identical or different from each other.
[0290] In -Si(G3)(G3)(G3), the multiple G3s are either identical or different from each other.
[0291] In -Si(G6)(G6)(G6), the multiple G6s are either identical or different from each other.
[0292] ·「-O-(R 904 The unit indicated by )
[0293] -O-(R as described in this specification 904 As a specific example of the device indicated by ) (specific example group G8),
[0294] -O(G1),
[0295] -O(G2),
[0296] -O(G3), and
[0297] -O(G6)
[0298] ...can be cited. Here,
[0299] G1 is a “substituted or non-substituted aryl group” described in Specific Example Group G1.
[0300] G2 is a "complex circulator of permutation or non-permutation" described in specific example group G2.
[0301] G3 is a “substituted or unsubstituted alkyl group” as described in Specific Example Group G3.
[0302] G6 is a "substituted or unsubstituted cycloalkyl group" as described in Specific Example Group G6.
[0303] ·「-S-(R 905 The unit indicated by )
[0304] -S-(R as described in this specification 905 As a specific example of the device indicated by ) (specific example group G9),
[0305] -S(G1),
[0306] -S(G2),
[0307] -S(G3), and
[0308] -S(G6)
[0309] ...can be cited. Here,
[0310] G1 is a “substituted or non-substituted aryl group” described in Specific Example Group G1.
[0311] G2 is a "complex circulator of permutation or non-permutation" described in specific example group G2.
[0312] G3 is a “substituted or unsubstituted alkyl group” as described in Specific Example Group G3.
[0313] G6 is a "substituted or unsubstituted cycloalkyl group" as described in Specific Example Group G6.
[0314] ·「-N(R 906 )(R 907 The unit indicated by )
[0315] -N(R as described in this specification 906 )(R 907 As a specific example of the device indicated by ) (specific example group G10),
[0316] -N(G1)(G1),
[0317] -N(G2)(G2),
[0318] -N(G1)(G2),
[0319] -N(G3)(G3), and
[0320] -N(G6)(G6)
[0321] ...can be cited. Here,
[0322] G1 is a “substituted or non-substituted aryl group” described in Specific Example Group G1.
[0323] G2 is a "complex circulator of permutation or non-permutation" described in specific example group G2.
[0324] G3 is a “substituted or unsubstituted alkyl group” as described in Specific Example Group G3.
[0325] G6 is a "substituted or unsubstituted cycloalkyl group" as described in Specific Example Group G6.
[0326] In -N(G1)(G1), multiple G1s are identical or different from each other.
[0327] In -N(G2)(G2), multiple G2s are either identical or different from each other.
[0328] In -N(G3)(G3), multiple G3s are either identical or different from each other.
[0329] In -N(G6)(G6), multiple G6s are either identical or different from each other.
[0330] · "Halogen atom"
[0331] Examples of "halogen atoms" described in this specification (specific example group G11) include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms.
[0332] · "Substituted or unsubstituted fluoroalkyl group"
[0333] 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.
[0334] · "Substituted or unsubstituted haloalkyl group"
[0335] 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.
[0336] · "Substitutional or non-substitutional alkoxyl group"
[0337] 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.
[0338] · "Substituted or unsubstituted alkylthio groups"
[0339] 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.
[0340] · "Substituted or unsubstituted aryloxy groups"
[0341] 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.
[0342] · "Substitution or non-substitution arylthioge"
[0343] 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.
[0344] · "Substituted or unsubstituted trialkylsilyl group"
[0345] 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.
[0346] · "Substitution or non-substitution Aralkilgi"
[0347] 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.
[0348] 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.
[0349] 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.
[0350] 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.
[0351] In this specification, the carbazolyl group is, specifically, any one of the following, unless otherwise specified in this specification.
[0352] [Chemical Formula 5]
[0353]
[0354] In this specification, the (9-phenyl)carbazolyl group is, specifically, any one of the following groups, unless otherwise specified in this specification.
[0355] [Chemical Formula 6]
[0356]
[0357] In the above general formulas (TEMP-Cz1) to (TEMP-Cz9), * indicates the bonding position.
[0358] In this specification, the dibenzofuranyl group and the dibenzothiophenyl group are, specifically, any one of the following groups, unless otherwise specified in this specification.
[0359] [Chemical Formula 7]
[0360]
[0361] In the above general formulas (TEMP-34) to (TEMP-41), * indicates the bonding position.
[0362] 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.
[0363] · "Substitutional or non-substitutional arylen groups"
[0364] 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.
[0365] · "Divination of Substitution or Non-Substitution of a Bivalent Complex Call"
[0366] 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.
[0367] · "Substituted or unsubstituted alkylene group"
[0368] 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.
[0369] 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).
[0370] [Chemical Formula 8]
[0371]
[0372] [Chemical Formula 9]
[0373]
[0374] Among the above general formulas (TEMP-42) to (TEMP-52), Q1 to Q 10 Each is independently a hydrogen atom or a substituent.
[0375] In the above general formulas (TEMP-42) to (TEMP-52), * indicates the bonding position.
[0376] [Chemical Formula 10]
[0377]
[0378] Among the above general formulas (TEMP-53) to (TEMP-62), Q1 to Q 10 Each independently It is a hydrogen atom or a substituent.
[0379] Formula Q9 and Q 10 They may also join together through single bonds to form a ring.
[0380] In the above general formulas (TEMP-53) to (TEMP-62), * indicates the bonding position.
[0381] [Chemical Formula 11]
[0382]
[0383] Among the above general formulas (TEMP-63) to (TEMP-68), Q1 to Q8 are each independently It is a hydrogen atom or a substituent.
[0384] In the above general formulas (TEMP-63) to (TEMP-68), * indicates the bonding position.
[0385] 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.
[0386] [Chemical Formula 12]
[0387]
[0388] [Chemical Formula 13]
[0389]
[0390] [Chemical Formula 14]
[0391]
[0392] In the above general formulas (TEMP-69) to (TEMP-82), Q1 to Q9 are each independently hydrogen atoms or substituents.
[0393] [Chemical Formula 15]
[0394]
[0395] [Chemical Formula 16]
[0396]
[0397] [Chemical Formula 17]
[0398]
[0399] [Chemical Formula 18]
[0400]
[0401] Among the above general formulas (TEMP-83) to (TEMP-102), Q1 to Q8 are each independently It is a hydrogen atom or a substituent.
[0402] The above is an explanation of the “substituents described in this specification.”
[0403] · "When combined to form a ring"
[0404] 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.”
[0405] The following describes the cases described in this specification as “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 “combined to form a ring”). The description is given by way of example by an anthracene compound represented by the following general formula (TEMP-103), in which the matrix is an anthracene ring.
[0406] [Chemical Formula 19]
[0407]
[0408] 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.
[0409] 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).
[0410] [Chemical Formula 20]
[0411]
[0412] 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.
[0413] [Chemical Formula 21]
[0414]
[0415] 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.
[0416] "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.
[0417] 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.
[0418] 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.
[0419] 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.
[0420] "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.
[0421] 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.
[0422] 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.
[0423] Unless otherwise specified in this specification, among "single ring" and "condensed ring," it is preferably "single ring".
[0424] Unless otherwise specified in this specification, among "saturated ring" and "unsaturated ring," it is preferably "unsaturated ring."
[0425] Unless otherwise stated in this specification, "single ring" is preferably a benzene ring.
[0426] Unless otherwise specified in this specification, the “unsaturated ring” is preferably a benzene ring.
[0427] 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.
[0428] 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."
[0429] 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."
[0430] 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).
[0431] · Substituents in the case of "substituent or non-substituent"
[0432] In one embodiment of this specification, the substituent in the case of "substituted or non-substituted" (which may be referred to as "any substituent" in this specification) is, for example
[0433] Unsubstituted alkyl groups having 1 to 50 carbon atoms,
[0434] Unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[0435] Unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[0436] Unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[0437] -Si(R 901 )(R 902 )(R 903 ),
[0438] -O-(R 904 ),
[0439] -S-(R 905 ),
[0440] -N(R 906 )(R 907 ),
[0441] Halogen atoms,
[0442] Cyanogi,
[0443] Nitro,
[0444] An unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, and
[0445] Unsubstituted complex circulators with 5 to 50 ring-forming atoms
[0446] It is a group selected from the group consisting of, where R 901 ~R 907 each independently
[0447] hydrogen atom,
[0448] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[0449] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[0450] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[0451] It is a complex circulator with 5 to 50 atoms forming a ring, either substituent or unsubstituent.
[0452] R 901 If there are 2 or more of these, 2 or more R 901 They are identical or different from each other,
[0453] R 902 If there are 2 or more, 2 or more R 902 are identical or different from each other,
[0454] R 903 If there are 2 or more of these, 2 or more R 903 They are identical or different from each other,
[0455] R 904If there are 2 or more, 2 or more R 904 are identical or different from each other,
[0456] R 905 If there are 2 or more, 2 or more R 905 are identical or different from each other,
[0457] R 906 If there are 2 or more of these, 2 or more R 906 They are identical or different from each other,
[0458] R 907 If there are 2 or more of these, 2 or more R 907 They are identical or different from each other.
[0459] In one embodiment, the substituent in the case of "substituted or non-substituted" is,
[0460] alkyl group having 1 to 50 carbon atoms,
[0461] A ring-forming aryl group having 6 to 50 carbon atoms, and
[0462] Complex circulators with 5 to 50 ring-forming atoms
[0463] It is a group selected from the group consisting of
[0464] In one embodiment, the substituent in the case of "substituted or non-substituted" is,
[0465] alkyl group having 1 to 18 carbon atoms,
[0466] A ring-forming aryl group having 6 to 18 carbon atoms, and
[0467] Complex circulators with 5 to 18 ring-forming atoms
[0468] It is a group selected from the group consisting of
[0469] 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”.
[0470] 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.
[0471] 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.
[0472] 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.
[0473] [First embodiment]
[0474] (Organic Electroluminescence Device)
[0475] An organic electroluminescence device according to the present embodiment comprises an anode, a cathode, a light-emitting layer disposed between the anode and the cathode, and a hole transport band disposed between the anode and the light-emitting layer, wherein the hole transport band comprises at least two organic compound layers, and among the organic compound layers included in the hole transport band, the first organic compound layer disposed on the anode side comprises a compound comprising a first organic material and a second organic material, wherein the first organic material and the second organic material are different from each other, and the content of the first organic material in the first organic compound layer is less than 10 mass%, 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 the second light-emitting layer comprises a second host material, wherein the first host material and the second host material are different from each other, wherein the first light-emitting layer comprises at least a first light-emitting compound exhibiting light emission with a maximum peak wavelength of 500 nm or less, and the second light-emitting layer comprises a maximum peak wavelength It comprises at least a second luminescent compound that exhibits luminescence of 500 nm or less, wherein the first luminescent compound and the second luminescent 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 (Formula 1).
[0476] T1(H1)>T1(H2) … (Equation 1)
[0477] Conventionally, triplet-triplet-annhilation (sometimes referred to as TTA) is known as a technique for improving 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, as described in Patent Document 3.
[0478] 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%.
[0479] 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 (reported as) 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.
[0480] 3 A * + 3 A * →(4 / 9) 1A+(1 / 9) 1 A * +(13 / 9) 3 A *
[0481] 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%.
[0482] According to the organic electroluminescence 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 compound 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.
[0483] An organic electroluminescence device according to the present embodiment has at least two light-emitting layers (i.e., a first light-emitting layer and a second light-emitting layer) that satisfy a predetermined relationship, and the triplet energy T1 (H1) of the first host material in the first light-emitting layer and the triplet energy T1 (H2) of the second host material in the second light-emitting layer satisfy the relationship of the above formula (formula 1).
[0484] By providing a first light-emitting layer and a second light-emitting layer to satisfy the relationship of the above formula (Formula 1), 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 emission efficiency is improved.
[0485] In this way, an organic electroluminescence device is provided with a first emitting layer that primarily generates triplet excitons and a second emitting layer that primarily expresses a TTF mechanism by utilizing triplet excitons migrated from the first emitting layer as different regions, and by using a compound having a triplet energy smaller than that of the first host material in the first emitting layer as a second host material in the second emitting layer, the difference in triplet energy is set, thereby improving the luminescence efficiency.
[0486] The organic EL device according to the present embodiment has a first light-emitting layer and a second light-emitting layer that satisfy the relationship of Equation (Equation 1), so the light-emitting efficiency of the device can be improved.
[0487] If the number of organic compound layers constituting the hole transport band disposed between the anode and the light-emitting layer is reduced (the layering is reduced), as in the organic electroluminescence device described in Patent Document 1, there is a concern that the luminous efficiency may decrease. The organic EL device according to the present embodiment can prevent a decrease in device performance (e.g., luminous efficiency) even if the number of organic compound layers constituting the hole transport band is reduced. In addition, to reduce the cost of the organic EL device, if the doping amount of the P-type dopant in the first organic compound layer disposed on the anode side among the plurality of organic compound layers included in the hole transport band is reduced, the HOMO of the first organic compound layer becomes shallow, and the supply amount of holes to the light-emitting layer decreases, which is a concern that the luminous efficiency may decrease. However, in the organic EL device according to the present embodiment, the content of the first organic material in the first organic compound layer is less than 10 mass%, but the first light-emitting layer and the second light-emitting layer are stacked, so that the decrease in the amount of holes supplied to the first light-emitting layer is prevented, and since the light-emitting position moves from the hole transport band side to between the first light-emitting layer and the second light-emitting layer, the decrease in light-emitting efficiency is suppressed and the lifespan is extended.
[0488] In the organic EL device according to the present embodiment, it is preferable that the content of the first organic material in the first organic compound layer is less than 6 mass%, more preferable that it is less than 5 mass%, and even more preferable that it is 3 mass% or less.
[0489] In an organic EL device according to an embodiment, the content of the first organic material in the first organic compound layer is preferably 0.1 mass% or more, more preferably 0.5 mass% or more, and even more preferably 1 mass% or more.
[0490] In the organic EL device according to the present embodiment, it is preferable that the content of the second organic material in the first organic compound layer exceeds 90 mass%, more preferable that it exceeds 94 mass%, and even more preferable that it exceeds 95 mass%.
[0491] In the organic EL device according to the present embodiment, among the organic compound layers including the hole transport band, it is preferable that the organic compound layer disposed on the negative side rather than the first organic compound layer comprises a compound having a molecular structure different from that of the first organic material and the second organic material.
[0492] In the organic EL device according to the present embodiment, the hole transport band preferably includes a second organic compound layer disposed on the cathode side rather than the first organic compound layer.
[0493] It is preferable that the second organic compound layer be in direct contact with the light-emitting layer.
[0494] It is preferable that the second organic compound layer includes a third organic material having a molecular structure different from that of the first organic material and the second organic material.
[0495] In the organic EL device according to the present embodiment, the hole transport band may include a third organic compound layer disposed on the cathode side rather than the second organic compound layer. The third organic compound layer preferably includes at least one fourth organic material having a molecular structure different from that of the third organic material. The fourth organic material is preferably a monoamine compound or a diamine compound. Specific examples of the fourth organic material may include, for instance, a compound of a specific example of the second organic material or a specific example of the third organic material. However, the present invention is not limited to these specific examples.
[0496] In the organic EL device according to the present embodiment, the number of organic compound layers disposed between the anode and the light-emitting layer disposed on the anode side among the first light-emitting layer and the second light-emitting layer is preferably two layers.
[0497] In the organic EL device according to the present embodiment, the hole transport band is composed of two organic compound layers, and preferably includes a first organic compound layer and a second organic compound layer.
[0498] In the organic EL device according to the present embodiment, it is also preferable that the first organic compound layer and the second organic compound layer are in direct contact.
[0499] In the organic EL device according to the present embodiment, it is preferable that the first organic compound layer and the anode are in direct contact.
[0500] In the organic EL device according to the present embodiment, the hole transport band comprises a first organic compound layer and a second organic compound layer, and the second organic compound layer is in direct contact with the first light-emitting layer or the second light-emitting layer, and it is also preferable that the first organic compound layer is in direct contact with the anode.
[0501] In the organic EL device according to the present embodiment, it is also preferable that the hole transport band includes at least one organic layer among a hole injection layer, a hole transport layer, and an electron barrier layer.
[0502] The hole injection layer is a layer containing a material with high hole injection properties. Materials with high hole injection properties may include molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, manganese oxide, etc.
[0503] In addition, substances with high hole injection activity include low molecular weight organic compounds such as 4,4',4"-tris(N,N-diphenylamino)triphenylamine (abbreviated: TDATA), 4,4',4"-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviated: MTDATA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviated: DPAB), 4,4'-bis(N-{4-[N'-(3-methylphenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviated: DNTPD), 1,3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino]benzene (abbreviated: DPA3B), and 3-[N-(9-phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviated: PCzPCA1). Examples include aromatic amine compounds such as 3,6-bis[N-(9-phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviated: PCzPCA2) and 3-[N-(1-naphthyl)-N-(9-phenylcarbazole-3-yl)amino]-9-phenylcarbazole (abbreviated: PCzPCN1), as well as dipyrazino[2,3-f:20,30-h]quinoxalin-2,3,6,7,10,11-hexacarbonitrile (HAT-CN).
[0504] In addition, polymer compounds (oligomers, dendrimers, polymers, etc.) may be used as materials with high hole injection properties. Examples include polymer compounds such as poly(N-vinylcarbazole) (abbreviated: PVK), poly(4-vinyltriphenylamine) (abbreviated: PVTPA), poly[N-(4-{N'-[4-(4-diphenylamino)phenyl]phenyl-N'-phenylamino}phenyl)methacrylamide] (abbreviated: PTPDMA), and poly[N,N'-bis(4-butylphenyl)-N,N'-bis(phenyl)benzidine] (abbreviated: Poly-TPD). Additionally, polymer compounds to which acids have been added, such as poly(3,4-ethylenedioxythiophene) / poly(styrenesulfonic acid) (PEDOT / PSS) and polyaniline / poly(styrenesulfonic acid) (PAni / PSS), may also be used.
[0505] In the organic EL device according to the present embodiment, it is also preferable that the first organic compound layer is a hole injection layer. In this case, it is also preferable that the first organic material and the second organic material are each independently selected from the group consisting of materials with high hole injection properties as described above. Furthermore, it is preferable that the first organic material is a compound comprising, for example, at least one of a first ring structure represented by the general formula (P11) described below and a second ring structure represented by the general formula (P12) below, and the second organic material is, for example, a compound represented by the general formula (21) described below or a compound represented by the general formula (22).
[0506] In the organic EL device according to the present embodiment, it is preferable that the second organic compound layer is an electronic barrier layer. It is preferable that the electronic barrier layer is in direct contact with the anode side of the light-emitting layer. The electronic barrier layer is, for example, a layer that transports holes and also prevents electrons from reaching a layer on the anode side of the barrier layer (e.g., a hole transport layer or a hole injection layer). Additionally, the electronic barrier layer may be a layer that prevents excitation energy from leaking from the light-emitting layer to its surrounding layer. In this case, the electronic barrier layer prevents excitons generated in the light-emitting layer from moving to a layer on the anode side of the barrier layer (e.g., a hole transport layer or a hole injection layer). If the hole transport band includes a hole transport layer, it is preferable to include the corresponding electronic barrier layer between the light-emitting layer and the hole transport layer.
[0507] In the organic EL device according to the present embodiment, when the hole transport band includes a hole transport layer, the hole transport layer may use, for example, an aromatic amine derivative, a carbazole derivative, anthracene derivative, etc. Specifically, aromatic amine derivatives such as 4-phenyl-4'-(9-phenylfluorene-9-yl)triphenylamine (abbreviated: BAFLP) may be used. The aromatic amine derivative used in the hole transport layer is preferably a monoamine compound.
[0508] As a material with high hole transportability used in a hole transport layer, for example, 10 -6 It is a material having a hole mobility of cm² / (V·s) or higher. However, as a material used in the hole transport layer, any material other than these may be used as long as it has higher hole transport than electron transport. In addition, the layer containing the material with high hole transport may be a single layer, or it may be a stacked structure in which two or more layers containing the material are stacked.
[0509] In the organic EL device according to the present embodiment, the film thickness of the hole transport band is preferably 120 nm or less, more preferably 110 nm or less, and even more preferably 100 nm or less. In the organic EL device according to the present embodiment, the film thickness of the hole transport band may be 60 nm or less, or 50 nm or less.
[0510] In the organic EL device according to the present embodiment, when the hole transport band includes a first organic compound layer and a second organic compound layer, it is preferable that the film thickness of the first organic compound layer is thinner than the film thickness of the second organic compound layer.
[0511] In the organic EL device according to the present embodiment, the film thickness of the first organic compound layer is preferably 5 nm or more and 15 nm or less, and more preferably 5 nm or more and 10 nm or less.
[0512] In the organic EL device according to the present embodiment, the film thickness of the second organic compound layer is preferably 10 nm or more and 150 nm or less.
[0513] In the organic EL device according to the present embodiment, it is preferable that the refractive index NM1 of the constituent material included in the first organic compound layer is greater than the refractive index NM2 of the constituent material included in the second organic compound layer. By having the refractive index NM1 greater than the refractive index NM2, the light extraction efficiency of the organic EL device is improved.
[0514] The refractive index NM1 of the constituent material included in the first organic compound layer corresponds to the refractive index of a mixture composed of compounds (at least the first organic material and the second organic material) contained in the first organic compound layer. The refractive index NM2 of the constituent material included in the second organic compound layer corresponds to the refractive index of the said compound if the second organic compound layer contains one type of compound, and corresponds to the refractive index of a mixture containing said multiple types of compounds if the second organic compound layer contains multiple types of compounds. The refractive index can be measured by the measurement method described in the examples described below. In this specification, the value of the refractive index at 2.7 eV in the substrate parallel direction (ordinary direction) measured by multi-angle incident spectroscopic ellipsometry is defined as the refractive index of the material to be measured.
[0515] In the organic EL device according to the present embodiment, it is preferable that the difference NM1-NM2 between the refractive index NM1 of the constituent material included in the first organic compound layer and the refractive index NM2 of the constituent material included in the second organic compound layer satisfies the relationship of the following formula (formula N1).
[0516] NM1-NM2≥0.03 … (Equation N1)
[0517] By satisfying the relationship of the above formula (formula N1), the light extraction efficiency of the organic EL device is improved.
[0518] In the organic EL device according to the present embodiment, it is preferable that the difference NM1-NM2 between the refractive index NM1 of the constituent material included in the first organic compound layer and the refractive index NM2 of the constituent material included in the second organic compound layer satisfies the relationship of the following formula (formula N2).
[0519] NM1-NM2≥0.04 … (Equation N2)
[0520] In the organic EL device according to the present embodiment, the difference NM1-NM2 between the refractive index NM1 of the constituent material included in the first organic compound layer and the refractive index NM2 of the constituent material included in the second organic compound layer may satisfy the relationship of the following formula (Formula N3) and may satisfy the relationship of the following formula (Formula N4).
[0521] NM1-NM2≥0.05 … (Equation N3)
[0522] NM1-NM2≥0.10 … (Equation N4)
[0523] In the organic EL device according to the present embodiment, it is also preferable that the refractive index NM1 is 1.80 or higher and the refractive index NM2 is less than 1.80.
[0524] In the organic EL device according to the present embodiment, it is preferable that the refractive index of the compound contained in the second organic compound layer is 1.89 or less.
[0525] In the organic EL device according to the present embodiment, it is preferable that the refractive index of the third organic material is 1.89 or less.
[0526] In the organic EL device according to the present embodiment, it is preferable that the refractive index of the compound contained in the first organic compound layer is 1.94 or higher.
[0527] In the organic EL device according to the present embodiment, the refractive index of the second organic material is preferably 1.94 or higher.
[0528] In the organic EL device according to the present embodiment, among the first light-emitting layer and the second light-emitting layer, it is preferable that the light-emitting layer disposed on the anode side is in direct contact with the second organic compound layer.
[0529] It is preferable that the absolute value of the difference between the energy level HOMO(Host) of the highest point orbital of the host material contained in the light-emitting layer in contact with the second organic compound layer and the energy level HOMO(HT3) of the highest point orbital of the third organic material satisfies the relationship of the following formula (Formula 5), more preferable that it satisfies the relationship of the following formula (Formula 5A), even more preferable that it satisfies the relationship of the following formula (Formula 5B), and even more preferable that it satisfies the relationship of the following formula (Formula 5C).
[0530] |HOMO(HT3)-HOMO(Host)|<0.4 eV … (Equation 5)
[0531] 0 eV≤|HOMO(HT3)-HOMO(Host)|<0.4 eV … (Equation 5A)
[0532] 0 eV≤|HOMO(HT3)-HOMO(Host)|<0.3 eV … (Equation 5B)
[0533] 0 eV≤|HOMO(HT3)-HOMO(Host)|<0.28 eV … (Equation 5C)
[0534] It is preferable that the lower limit of the absolute value of the difference between HOMO(Host) and HOMO(HT3) be 0.2 eV or higher, and it is more preferable that the absolute value of the difference between HOMO(Host) and HOMO(HT3) satisfy the relationship of the following formula (Formula 5D), even more preferable that it satisfy the relationship of the following formula (Formula 5E), and even more preferable that it satisfy the relationship of the following formula (Formula 5F).
[0535] 0.2 eV≤|HOMO(HT3)-HOMO(Host)|<0.4 eV … (Equation 5D)
[0536] 0.2 eV≤|HOMO(HT3)-HOMO(Host)|<0.3 eV … (Equation 5E)
[0537] 0.2 eV≤|HOMO(HT3)-HOMO(Host)|<0.28 eV … (Equation 5F)
[0538] In the organic EL device according to the present embodiment, it is preferable that the energy level HOMO (HT3) of the highest point orbit of the third organic material is -5.7 eV or less.
[0539] (Method of measuring HOMO)
[0540] In this specification, the energy level HOMO of the highest point orbit is measured using a photoelectron spectroscopy device under atmospheric conditions. Specifically, the energy level HOMO of the highest point orbit can be measured by the method described in the examples.
[0541] In the organic EL device according to the present 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 in the order from the anode side, it is preferable that the hole mobility μh (H1) of the first host material and the hole mobility μh (H2) of the second host material satisfy the relationship of the following formula (Formula 2).
[0542] μh(H1)>μh(H2) … (Equation 2)
[0543] In the organic EL device according to the present embodiment, 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 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 (Formula 3).
[0544] (μe(H2) / μh(H2))>(μe(H1) / μh(H1)) … (Equation 3)
[0545] In the organic EL device according to the present 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 in the order from the anode side, it is preferable that the electron mobility μe (H1) of the first host material and the electron mobility μe (H2) of the second host material satisfy the relationship of the following formula (Formula 4).
[0546] μe(H2)>μe(H1) … (Equation 4)
[0547] By satisfying the relationship of the above formula (Formula 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.
[0548] Electron mobility can be measured using impedance spectroscopy in the following way.
[0549] A measurement target layer with a thickness of 100 nm to 200 nm is placed between the anode and the 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 becomes maximum is defined as the response time of electrons conducting within the measurement target layer. Then, the electron mobility is calculated by the following equation.
[0550] Electron mobility = (film thickness of the layer to be measured) 2 / (Response time·voltage)
[0551] Hole mobility can be measured by installing a mobility evaluation element in an impedance measuring device and performing an impedance measurement, and specifically, it can be measured by the method described in the embodiment below.
[0552] (First organic material)
[0553] The first organic material is a compound different from the second organic material.
[0554] The first organic material is preferably a compound comprising at least one of a first ring structure represented by the following general formula (P11) and a second ring structure represented by the following general formula (P12).
[0555] [Chemical Formula 22]
[0556]
[0557] (The first ring structure represented by the above general formula (P11) condenses with at least one ring structure among a substituted or unsubstituted ring-forming aromatic hydrocarbon ring having 6 to 50 carbon atoms and a substituted or unsubstituted ring-forming heterocyclic ring having 5 to 50 atoms in the molecule of the first organic material, and
[0558] =Z 10 The structure represented by is denoted by the following general formulas (11a), (11b), (11c), (11d), (11e), (11f), (11g), (11h), (11i), (11j), (11k) or (11m).
[0559] [Chemical Formula 23]
[0560]
[0561] [Chemical Formula 24]
[0562]
[0563] (among the above general formulas (11a), (11b), (11c), (11d), (11e), (11f), (11g), (11h), (11i), (11j), (11k) or (11m), R 11 ~R 14 And R 1101 ~R 1110 each independently
[0564] hydrogen atom,
[0565] Halogen atoms,
[0566] hydroxyl group,
[0567] Cyanogi,
[0568] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[0569] Substituted or unsubstituted alkyl halides having 1 to 50 carbon atoms,
[0570] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[0571] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[0572] -O-(R 904 The one indicated by ),
[0573] -S-(R 905 The one indicated by ),
[0574] -N(R 906 )(R 907 The one indicated by ),
[0575] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[0576] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.
[0577] (In the above general formula (P12), Z1 to Z5 are each independently
[0578] nitrogen atoms,
[0579] R 15 A carbon atom that bonds with, or
[0580] It is a carbon atom that bonds with other atoms in the molecule of the first organic material, and
[0581] Among Z1 to Z5, at least one is a carbon atom that bonds with another atom in the molecule of the first organic material, and
[0582] R 15 Is
[0583] hydrogen atom,
[0584] Halogen atoms,
[0585] Cyanogi,
[0586] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[0587] Substituted or unsubstituted alkyl halides having 1 to 50 carbon atoms,
[0588] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[0589] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,
[0590] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms,
[0591] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[0592] -O-(R 904 The one indicated by ),
[0593] -S-(R 905 The one indicated by ),
[0594] -N(R 906 )(R 907 The one indicated by ),
[0595] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[0596] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[0597] carboxyl group,
[0598] Substituted or unsubstituted ester group,
[0599] Carvamo Diary of Substitution or Non-substitution,
[0600] Nitro group, and
[0601] Selected from a group consisting of substituted or non-substituted siloksanilgi, and
[0602] R 15 If there are multiple instances of , multiple R 15 are identical or different from each other.
[0603] (among the first organic material above, R 901 ~R 907 each independently
[0604] hydrogen atom,
[0605] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[0606] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[0607] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[0608] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and
[0609] R 901 In this case, multiple Rs 901They are identical or different from each other,
[0610] R 902 If there are multiple cases, multiple R 902 are identical or different from each other,
[0611] R 903 In this case, multiple Rs 903 They are identical or different from each other,
[0612] R 904 If there are multiple cases, multiple R 904 are identical or different from each other,
[0613] R 905 If there are multiple cases, multiple R 905 are identical or different from each other,
[0614] R 906 In this case, multiple Rs 906 They are identical or different from each other,
[0615] R 907 In this case, multiple Rs 907 They are identical or different from each other.
[0616] The ester group in this specification is at least one group selected from the group consisting of alkyl ester groups and aryl ester groups.
[0617] The alkyl ester group in this specification is, for example, -C(=O)OR E It is indicated as. R E is, for example, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms (preferably 1 to 10 carbon atoms).
[0618] The aryl ester group in this specification is, for example, -C(=O)OR Ar It is indicated as. R Ar It is, for example, a substituted or unsubstituted ring-forming aryl group with 6 to 30 carbon atoms.
[0619] The siloxanyl group in this specification is a silicon compound group formed through an ether bond, such as a trimethylsiloxanyl group.
[0620] In this specification, the carbamoyl group is represented as -CONH2.
[0621] The carbamoyl group of the substitution in this specification is, for example, -CONH-Ar C , or -CONH-R C It is displayed as. Ar C is, for example, at least one group selected from the group consisting of a substituted or unsubstituted aryl group having 6 to 50 carbon atoms (preferably 6 to 10 carbon atoms) and a heterocyclic group having 5 to 50 atoms (preferably 5 to 14 atoms). Ar C The contribution of a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms combined with a substituted or unsubstituted ring-forming complex circulator having 5 to 50 atoms is also good.
[0622] R C is, for example, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms (preferably 1 to 6 carbon atoms).
[0623] In the present embodiment, the first organic material is preferably a condensation compound formed by condensing two or three structures represented by the following general formula (P13) into a third ring structure selected from a substituted or unsubstituted ring-forming aromatic hydrocarbon ring having 6 to 50 carbon atoms and a substituted or unsubstituted ring-forming heterocyclic ring having 5 to 50 atoms.
[0624] [Chemical Formula 25]
[0625]
[0626] (In the above general formula (P13),
[0627] a is a ring structure that condenses into the above third ring structure, and is represented by the above general formula (P11), and
[0628] X 11and X 12 Each independently C(R 16 ) or a nitrogen atom, and multiple R 16 They are identical or different from each other,
[0629] R 16 , R 17 and R 18 each independently
[0630] hydrogen atom,
[0631] Halogen atoms,
[0632] hydroxyl group,
[0633] Cyanogi,
[0634] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[0635] Substituted or unsubstituted alkyl halides having 1 to 50 carbon atoms,
[0636] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[0637] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[0638] -O-(R 904 The one indicated by ),
[0639] -S-(R 905 The one indicated by ),
[0640] -N(R 906 )(R 907 The one indicated by ),
[0641] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[0642] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.
[0643] The first organic material is preferably a compound represented by the following general formula (P14) or general formula (P15).
[0644] [Chemical Formula 26]
[0645]
[0646] (In the above general formulas (P14) and (P15),
[0647] Pr1 is
[0648] Substituted or unsubstituted ring-forming aromatic hydrocarbon rings having 6 to 50 carbon atoms, or
[0649] It is a complex ring with 5 to 50 substituent or unsubstituent atoms forming a ring, and
[0650] a1, a2 and a3 are each independently ring structures represented by the above general formula (P11), and
[0651] X 13 ~X 18 Each independently X in the above general formula (P13) 11 and X 12 It has the same meaning as,
[0652] R 1141 ~R 1146 Each independently R in the above general formula (P13) 17 and R 18 It has the same meaning as.)
[0653] In the above general formulas (P14) and (P15), Pr1 is preferably a substituted or unsubstituted benzene ring, or a substituted or unsubstituted complex ring having 6 ring-forming atoms.
[0654] In the above general formula (P11), =X 10 The structure represented by is preferably represented by the above general formula (11a).
[0655] That is, the first ring structure represented by the above general formula (P11) is preferably a ring structure represented by the following general formula (11A).
[0656] [Chemical Formula 27]
[0657]
[0658] The dicyanomethylene group represented by the above general formula (11a) has strong electron-withdrawing properties and low molecular symmetry, so the dipole moment within the molecule is increased. As a result, the compound having a ring structure represented by the above general formula (11A) has high electron affinity and can be suitably used as a material for a hole injection layer.
[0659] The first organic material is preferably a compound represented by any one of the following general formulas (P141) to (P144) and general formula (P151).
[0660] [Chemical Formula 28]
[0661]
[0662] [Chemical Formula 29]
[0663]
[0664] (In the above general formulas (P141) to (P144) and general formula (P151), R 1141 , R 1143 , R 1144 and R 1146 each independently
[0665] Fluorine atom,
[0666] Fluoroalkyl group,
[0667] Fluoroalkoxy group, or
[0668] It is Cyanogi.)
[0669] The first organic material is preferably a compound represented by any one of the following general formulas (P145) to (P148) and general formula (P152).
[0670] [Chemical Formula 30]
[0671]
[0672] [Chemical Formula 31]
[0673]
[0674] (In the above general formulas (P145) to (P148) and general formula (P152), Ar 141 , Ar 143 , Ar 144 and Ar 146 each independently
[0675] A ring-forming aromatic hydrocarbon group having 6 to 30 carbon atoms having at least one substituent selected from the group consisting of a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, and a cyano group, or
[0676] It is a heterocyclic group having 5 to 30 ring-forming atoms, having at least one substituent selected from the group consisting of fluorine atoms, fluoroalkyl groups, fluoroalkoxy groups, and cyano groups.
[0677] The first organic material is also preferably a compound represented by any one of the following general formulas (P1451), (P1461), (P1471) and (P1481).
[0678] [Chemical Formula 32]
[0679]
[0680] (R in the above general formula (P1451) 1451 ~R 1460 ,
[0681] R in the above general formula (P1461) 1461 ~R 1470 ,
[0682] R in the above general formula (P1471) 1471 ~R 1480 , and R in the above general formula (P1481) 1481 ~R 1490 Each independently It is a hydrogen atom, a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, or a cyano group, and
[0683] R 1451 ~R 1460 One or more of them are a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, or a cyano group, and
[0684] R 1461 ~R 1470 One or more of them are a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, or a cyano group, and
[0685] R 1471 ~R 1480 One or more of them are a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, or a cyano group, and
[0686] R 1481 ~R 1490 One or more of them are a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, or a cyano group.)
[0687] It is also preferable that the first organic material is a compound represented by the following general formula (P121B).
[0688] [Chemical Formula 33]
[0689]
[0690] (In the above general formula (P121B),
[0691] Z1 and Z4 are each independently nitrogen atoms or R 1111 It is a carbon atom bonded to, and multiple Z1s are identical or different from each other, and multiple Z4s are identical or different from each other,
[0692] R 1111 Each independently R in the above general formula (P12) 15 It has the same meaning as, and the plural R 1111 They are identical or different from each other.
[0693] It is also preferable that the first organic material is a compound represented by the following general formula (P122D).
[0694] [Chemical Formula 34]
[0695]
[0696] (In the above general formula (P122D), R 1122 ~R 1125 R in the above general formula (P12) is independently15 It has the same meaning as,
[0697] Multiple R 1122 are identical or different from each other,
[0698] Multiple R 1123 They are identical or different from each other,
[0699] Multiple R 1124 are identical or different from each other,
[0700] Multiple R 1125 are identical or different from each other,
[0701] Alp1 is a cyclic aliphatic ring with 3 to 6 carbon atoms, either substituted or unsubstituted.
[0702] It is also preferable that the first organic material is a compound represented by the following general formula (P122E).
[0703] [Chemical Formula 35]
[0704]
[0705] (Among the above general formula (P122E),
[0706] nx is 1, 2, 3, or 4, and
[0707] The structures represented by =Zx1, =Zx2, and =Zx3 are each independently represented by the following general formula (E1), general formula (E2), general formula (E3), or general formula (E4).
[0708] [Chemical Formula 36]
[0709]
[0710] (among the above general formulas (E1), (E2), (E3) and (E4),
[0711] =Zx4 and =Zx5 are each independently selected from oxo (=O) and dicyanomethylidene (=C(CN)2), and
[0712] R 1225 is a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, and
[0713] R 1226 It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[0714] R 1221 ~R 1224 are, each independently
[0715] hydrogen atom,
[0716] Halogen atoms,
[0717] Cyanogi,
[0718] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[0719] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[0720] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.
[0721] When nx is 1, the above general formula (P122E) is represented by the following general formula (1221E); when nx is 2, the above general formula (P122E) is represented by the following general formula (1222E); when nx is 3, the above general formula (P122E) is represented by the following general formula (1223E); and when nx is 4, the above general formula (P122E) is represented by the following general formula (1224E).
[0722] [Chemical Formula 37]
[0723]
[0724] (among the above general formulas (1221E), general formula (1222E), general formula (1223E) and general formula (1224E),
[0725] The structures represented by =Zx1, =Zx2 and =Zx3 are each independently represented by the above general formula (E1), general formula (E2), general formula (E3) or general formula (E4), and
[0726] Structures represented by multiple =Zx2 are either identical or different from each other.
[0727] It is preferable that =Zx1, =Zx2 and =Zx3 are structures represented by the above general formula (E3).
[0728] It is preferable that the structure represented by the above general formula (E3) is the structure represented by the above general formula (11k).
[0729] Among the above general formula (11k), R 1101 ~R 1105 It is preferable that each be independently a halogen atom or a cyano group.
[0730] Among the above general formula (11k), R 1101 ~R 1105 Four of them are each independently halogen atoms, and R 1101 ~R 1105 It is desirable that one of them be a cyano group.
[0731] Among the above general formula (11k), R 1101 , R 1102 , R 1104 and R 1105 ga is a halogen atom, and R 1103 It is desirable that this be a cyanogroup.
[0732] R of the above general formula (11k) 1101 ~R 1015 Among them, it is preferable that the halogen atom be a fluorine atom.
[0733] · Method for manufacturing the first organic material
[0734] The first organic material according to the present embodiment can be manufactured by a known method, or can be manufactured by using a known alternative reaction and raw material suited to the object according to the said method.
[0735] · Specific example of the first organic material
[0736] Specific examples of the first organic material according to the present embodiment include, for instance, the following compounds. However, the present invention is not limited to these specific examples.
[0737] [Chemical Formula 38]
[0738]
[0739] [Chemical Formula 39]
[0740]
[0741] [Chemical Formula 40]
[0742]
[0743] [Chemical Formula 41]
[0744]
[0745] [Chemical Formula 42]
[0746]
[0747] [Chemical Formula 43]
[0748]
[0749] [Chemical Formula 44]
[0750]
[0751] [Chemical Formula 45]
[0752]
[0753] [Chemical Formula 46]
[0754]
[0755] [Chemical Formula 47]
[0756]
[0757] [Chemical Formula 48]
[0758]
[0759] [Chemical Formula 49]
[0760]
[0761] [Chemical Formula 50]
[0762]
[0763] [Chemical Formula 51]
[0764]
[0765] [Chemical Formula 52]
[0766]
[0767] [Chemical Formula 53]
[0768]
[0769] [Chemical Formula 54]
[0770]
[0771] [Chemical Formula 55]
[0772]
[0773] [Chemical Formula 56]
[0774]
[0775] [Chemical Formula 57]
[0776]
[0777] [Chemical Formula 58]
[0778]
[0779] [Chemical Formula 59]
[0780]
[0781] [Chemical Formula 60]
[0782]
[0783] [Chemical Formula 61]
[0784]
[0785] [Chemical Formula 62]
[0786]
[0787] [Chemical Formula 63]
[0788]
[0789] [Chemical Formula 64]
[0790]
[0791] [Chemical Formula 65]
[0792]
[0793] [Chemical Formula 66]
[0794]
[0795] [Chemical Formula 67]
[0796]
[0797] [Chemical Formula 68]
[0798]
[0799] [Chemical Formula 69]
[0800]
[0801] [Chemical Formula 70]
[0802]
[0803] [Chemical Formula 71]
[0804]
[0805] [Chemical Formula 72]
[0806]
[0807] [Chemical Formula 73]
[0808]
[0809] [Chemical Formula 74]
[0810]
[0811] [Chemical Formula 75]
[0812]
[0813] [Chemical Formula 76]
[0814]
[0815] [Chemical Formula 77]
[0816]
[0817] [Chemical Formula 78]
[0818]
[0819] [Chemical Formula 79]
[0820]
[0821] [Chemical Formula 80]
[0822]
[0823] [Chemical Formula 81]
[0824]
[0825] [Chemical Formula 82]
[0826]
[0827] [Chemical Formula 83]
[0828]
[0829] (Second organic material)
[0830] The second organic material is a compound different from the first organic material.
[0831] The second organic material is preferably a compound represented by, for example, the following general formula (21) or a compound represented by the following general formula (22).
[0832] [Chemical Formula 84]
[0833]
[0834] (In the above general formula (21) and general formula (22),
[0835] L A1 , L B1 , L C1 , L A2 , L B2 , L C2 and L D2 are, each independently
[0836] single bond,
[0837] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[0838] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[0839] n2 is 1, 2, 3, or 4, and
[0840] If n2 is 1, L E2 Is
[0841] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[0842] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[0843] If n2 is 2, 3, or 4, multiple L E2 are identical or different from each other,
[0844] If n2 is 2, 3, or 4, multiple L E2 Is
[0845] They combine with each other to form a substituted or unsubstituted single ring,
[0846] They combine with each other to form substituted or unsubstituted condensed rings, or
[0847] Without combining with each other,
[0848] L that does not form the above-mentioned single ring and also does not form the above-mentioned condensed ring E2 Is,
[0849] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[0850] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[0851] A1, B1, C1, A2, B2, C2, and D2 are each independently
[0852] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,
[0853] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or
[0854] -Si(R 921 )(R 922 )(R 923 ) and,
[0855] R 921 , R 922 and R 923 Each independently It is a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, and
[0856] R 921 If this plural exists, the plural R 921 They are identical or different from each other,
[0857] R 922 If there are multiple instances of , multiple R 922 are identical or different from each other,
[0858] R 923 If this plural exists, the plural R 923 They are identical or different from each other.
[0859] The second organic material is preferably a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule.
[0860] L A2 and L B2 In the case of a single bond, A2 and B2 may combine to form a substituted or unsubstituted single ring, or combine to form a substituted or unsubstituted condensed ring, or they may not combine.
[0861] L C2 and L D2 In the case of a single bond, C2 and D2 may combine to form a substituted or unsubstituted single ring, combine to form a substituted or unsubstituted condensed ring, or not combine with each other.
[0862] It is also preferable that the second organic material is a compound represented by the following general formula (A221).
[0863] [Chemical Formula 85]
[0864]
[0865] (In the above general formula (A221),
[0866] L A2 , LB2 , L C2 , L D2 and L E2 are, each independently
[0867] single bond,
[0868] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[0869] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[0870] n2 is 1, 2, 3, or 4, and
[0871] If n2 is 2, 3, or 4, multiple L E2 are identical or different from each other,
[0872] R 2211 ~R 2230 One or more of the groups consisting of two or more adjacent groups,
[0873] They combine with each other to form a substituted or unsubstituted single ring,
[0874] They combine with each other to form substituted or non-substituted condensed rings,
[0875] Or without combining with each other,
[0876] 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. 2211 ~R 2230 each independently
[0877] hydrogen atom,
[0878] Cyanogi,
[0879] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[0880] Substituted or unsubstituted alkyl halides having 1 to 50 carbon atoms,
[0881] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[0882] -Si(R 901 )(R 902)(R 903 The one indicated by ),
[0883] -O-(R 904 The one indicated by ),
[0884] -N(R 906 )(R 907 The one indicated by ),
[0885] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[0886] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.
[0887] It is also preferable that the compound represented by the above general formula (21) as the second organic material is a compound represented by the following general formula (A212).
[0888] [Chemical Formula 86]
[0889]
[0890] (In the above general formula (A212),
[0891] L C1 , A1, B1 and C1 are each as defined by the above general formula (21), and
[0892] n1 and n2 are each independently 0, 1, 2, 3, or 4, and
[0893] R A If there are multiple instances of , multiple R A are identical or different from each other,
[0894] R A If there are multiple instances of , multiple R A One or more of the groups consisting of two or more adjacent groups,
[0895] They combine with each other to form a substituted or unsubstituted single ring,
[0896] They combine with each other to form substituted or unsubstituted condensed rings, or
[0897] They do not combine with each other,
[0898] 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. A Is
[0899] Cyanogi,
[0900] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[0901] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[0902] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[0903] -O-(R 904 The one indicated by ),
[0904] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[0905] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.
[0906] It is also preferable that two of A1, B1, and C1 in the above general formula (21) or general formula (A212) are represented by the following general formula (Y). The two general formulas represented by the general formula (Y) may be identical or different from each other.
[0907] [Chemical Formula 87]
[0908]
[0909] (In the above general formula (Y),
[0910] X is NR 51 or CR 52 R 53 is,
[0911] X is CR 52 R 53 In the case of, R 52 and R 53 A group consisting of,
[0912] They combine with each other to form a substituted or unsubstituted single ring,
[0913] They combine with each other to form substituted or unsubstituted condensed rings, or
[0914] Without combining with each other,
[0915] R 51 , and R which does not form the above-mentioned substituted or unsubstituted single ring, and also does not form the above-mentioned substituted or unsubstituted condensed ring. 52 and R 53 each independently
[0916] hydrogen atom,
[0917] Cyanogi,
[0918] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[0919] Substituted or unsubstituted alkyl halides having 1 to 50 carbon atoms,
[0920] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[0921] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[0922] -O-(R 904 The one indicated by ),
[0923] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[0924] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[0925] n3 is 0, 1, 2, 3, or 4, and
[0926] n4 is 0, 1, 2, or 3, and
[0927] R A If there are multiple instances of , multiple R A are identical or different from each other,
[0928] R A If there are multiple instances of , multiple R A One or more of the groups consisting of two or more adjacent groups,
[0929] They combine with each other to form a substituted or unsubstituted single ring,
[0930] They combine with each other to form substituted or unsubstituted condensed rings, or
[0931] Without combining with each other,
[0932] 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. A Is
[0933] Cyanogi,
[0934] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[0935] Substituted or unsubstituted alkyl halides having 1 to 50 carbon atoms,
[0936] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[0937] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[0938] -O-(R 904 The one indicated by ),
[0939] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[0940] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[0941] * are each independently L A1 , L B1 or L C1 It is the connection location with.)
[0942] Among the second organic materials, R 901 , R 902 , R 903 , R 904 , R 9016 and R 907 each independently
[0943] hydrogen atom,
[0944] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[0945] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[0946] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[0947] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and
[0948] R 901 If this plural exists, the plural R 901 They are identical or different from each other,
[0949] R 902 If there are multiple instances of , multiple R 902 are identical or different from each other,
[0950] R 903 If this plural exists, the plural R 903 They are identical or different from each other,
[0951] R 904 If there are multiple instances of , multiple R 904 are identical or different from each other,
[0952] R 906 If this plural exists, the plural R 906 They are identical or different from each other,
[0953] R 907 If this plural exists, the plural R 907 They are identical or different from each other.
[0954] In the organic EL device of the present embodiment, the second organic material is preferably at least one compound selected from the group consisting of a compound represented by the following general formula (cHT2-1), a compound represented by the general formula (cHT2-2), and a compound represented by the general formula (cHT2-3).
[0955] [Chemical Formula 88]
[0956]
[0957] [Chemical Formula 89]
[0958]
[0959] [Chemical Formula 90]
[0960]
[0961] (In the above general formulas (cHT2-1), (cHT2-2) and (cHT2-3),
[0962] Ar 112 , Ar 113 , Ar 121 , Ar 122 , Ar 123 and Ar 124 are, each independently
[0963] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,
[0964] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or
[0965] -Si(R C1 )(R C2 )(R C3 ) and,
[0966] R C1 , R C2 and R C3 Each independently It is a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, and
[0967] R C1 If this plural exists, the plural R C1 They are identical or different from each other,
[0968] R C2 If there are multiple instances of , multiple R C2 are identical or different from each other,
[0969] R C3 If this plural exists, the plural R C3 They are identical or different from each other,
[0970] LA1 , L A2 , L A3 , L B1 , L B2 , L B3 and L B4 are, each independently
[0971] single bond,
[0972] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[0973] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[0974] nb is 1, 2, 3, or 4, and
[0975] If nb is 1, L B5 Is,
[0976] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[0977] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[0978] If nb is 2, 3, or 4, multiple L B5 are identical or different from each other,
[0979] If nb is 2, 3, or 4, multiple L B5 Is,
[0980] They combine with each other to form a substituted or unsubstituted single ring,
[0981] They combine with each other to form substituted or unsubstituted condensed rings, or
[0982] Without combining with each other,
[0983] L that does not form the above-mentioned or non-substituted single ring, and also does not form the above-mentioned or non-substituted condensed ring. B5 Is,
[0984] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[0985] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[0986] R A35 and R A36 A group consisting of,
[0987] They combine with each other to form a substituted or unsubstituted single ring,
[0988] They combine with each other to form substituted or unsubstituted condensed rings, or
[0989] They do not combine with each other,
[0990] R A25 , and R which does not form the above-mentioned substituted or unsubstituted single ring, and also does not form the above-mentioned substituted or unsubstituted condensed ring. A35 and R A36 each independently
[0991] hydrogen atom,
[0992] Cyanogi,
[0993] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[0994] Substituted or unsubstituted alkyl halides having 1 to 50 carbon atoms,
[0995] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[0996] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[0997] -O-(R 904 The one indicated by ),
[0998] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[0999] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and
[1000] R A20 ~R A24 One or more of the groups consisting of two or more adjacent groups,
[1001] They combine with each other to form a substituted or unsubstituted single ring,
[1002] They combine with each other to form substituted or unsubstituted condensed rings, or
[1003] Without combining with each other,
[1004] R A30 ~R A34 One or more of the groups consisting of two or more adjacent groups,
[1005] They combine with each other to form a substituted or unsubstituted single ring,
[1006] They combine with each other to form substituted or unsubstituted condensed rings, or
[1007] They do not combine with each other,
[1008] 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. A20 ~R A24 And R A30 ~R A34 are, each independently
[1009] hydrogen atom,
[1010] Cyanogi,
[1011] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1012] Substituted or unsubstituted alkyl halides having 1 to 50 carbon atoms,
[1013] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1014] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[1015] -O-(R 904 The one indicated by ),
[1016] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1017] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and
[1018] Multiple R A20 They are identical or different from each other,
[1019] Multiple R A30 They are identical or different from each other,
[1020] R in the compounds represented by the above general formulas (cHT2-1), (cHT2-2), and (cHT2-3). 901 ~R 904 are, each independently
[1021] hydrogen atom,
[1022] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1023] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1024] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1025] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1026] R 901 In this case, multiple Rs 901 They are identical or different from each other,
[1027] R 902 If there are multiple cases, multiple R 902 are identical or different from each other,
[1028] R 903 In this case, multiple Rs 903 They are identical or different from each other,
[1029] R 904 If there are multiple cases, multiple R 904 are identical or different from each other.
[1030] In one embodiment of the organic EL device of the present embodiment, the first amino group represented by the following general formula (c21) and the second amino group represented by the following general formula (c22) among the compound represented by the general formula (cHT2-3) are the same group or different groups.
[1031] [Chemical Formula 91]
[1032]
[1033] (In the above general formulas (c21) and (c22), * is L respectively B5 It is the connection location with.)
[1034] In the organic EL device of the present embodiment, in the compound represented by general formula (cHT2-1), the compound represented by general formula (cHT2-2), and the compound represented by general formula (cHT2-3), the substituent in the case of "substituted or unsubstituted" is -N(R C6 )(R C7 It is also desirable that it is not a device indicated by ).
[1035] In this embodiment, R C6 and R C7 Each independently A hydrogen atom, a substituted or unsubstituted C1–50 alkyl group, a substituted or unsubstituted ring-forming C3–50 cycloalkyl group, a substituted or unsubstituted ring-forming C6–50 aryl group, or a substituted or unsubstituted ring-forming heterocyclic group with 5–50 atoms, and a plurality of R C6 are identical or different from each other, and multiple R C7 They are identical or different from each other.
[1036] In the case of "substituted or non-substituted," the substituent is -N(R C6 )(R C7 If the group represented by ) is not a monoamine compound, the compound represented by the above general formula (cHT2-1) and general formula (cHT2-2) is a monoamine compound.
[1037] In the case of "substituted or non-substituted," the substituent is -N(R C6 )(R C7 If the group represented by ) is not the one represented by ), the compound represented by the above general formula (cHT2-3) is a diamine compound.
[1038] In the organic EL device of the present embodiment, the second organic material is preferably a monoamine compound having one substituted or unsubstituted amino group in the molecule.
[1039] In one embodiment of the organic EL device of the present embodiment, the compound represented by the general formula (cHT2-1) and the compound represented by the general formula (cHT2-2) are monoamine compounds.
[1040] In one embodiment of the organic EL element of the present embodiment, the second organic material as a compound contained in the first anode-side organic layer is a diamine compound having two substituted or unsubstituted amino groups in the molecule.
[1041] In one embodiment of the organic EL device of the present embodiment, the compound represented by the general formula (cHT2-3) is a diamine compound.
[1042] In one embodiment of the organic EL device of the present embodiment, the second organic material is a triamine compound having three substituted or unsubstituted amino groups in the molecule.
[1043] In one embodiment of the organic EL device of the present embodiment, the second organic material is a tetraamine compound having four substituted or unsubstituted amino groups in the molecule.
[1044] Where the compound represented by the above general formulas (cHT2-1) and (cHT2-2) is a triamine compound, the compound represented by the above general formulas (cHT2-1) and (cHT2-2) has -N(R) as a substituent in the case of "substituted or unsubstituted". C6 )(R C7It has two units indicated by ).
[1045] Where the compound represented by the above general formulas (cHT2-1) and (cHT2-2) is a tetraamine compound, the compound represented by the above general formulas (cHT2-1) and (cHT2-2) has -N(R) as a substituent in the case of "substituted or unsubstituted". C6 )(R C7 It has 3 units indicated by ).
[1046] In the case where the compound represented by the above general formula (cHT2-3) is a triamine compound, the compound represented by the above general formula (cHT2-3) has -N(R) as a substituent in the case of "substituted or unsubstituted". C6 )(R C7 It has one energy indicated by ).
[1047] If the compound represented by the above general formula (cHT2-3) is a tetraamine compound, the compound represented by the above general formula (cHT2-1) has -N(R) as a substituent in the case of "substituted or unsubstituted". C6 )(R C7 It has two units indicated by ).
[1048] In the organic EL device of the present embodiment, it is also preferable that the second organic material has at least one group selected from the group consisting of the group represented by the following general formula (2-a), the group represented by the general formula (2-b), the group represented by the general formula (2-c), the group represented by the general formula (2-d), the group represented by the general formula (2-e), and the group represented by the general formula (2-f).
[1049] In one embodiment of the organic EL device of the present embodiment, the second organic material is at least one compound selected from the group consisting of the compound represented by the general formula (cHT2-1), the compound represented by the general formula (cHT2-2), and the compound represented by the general formula (cHT2-3), and also Ar in the general formula (cHT2-1), general formula (cHT2-2), and general formula (cHT2-3). 112 , Ar 113 , Ar 121 , Ar 122 , Ar 123 and Ar 124 At least one of them has at least one type of group selected from the group consisting of the group represented by the following general formula (2-a), the group represented by the general formula (2-b), the group represented by the general formula (2-c), the group represented by the general formula (2-d), the group represented by the general formula (2-e), and the group represented by the general formula (2-f).
[1050] [Chemical Formula 92]
[1051]
[1052] (Among the above general formula (2-a),
[1053] R 251 ~R 255 Among them, groups consisting of two or more adjacent groups do not combine with each other,
[1054] R 251 ~R 255 are, each independently
[1055] hydrogen atoms, or
[1056] It is a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, and
[1057] ** indicates the connection location.)
[1058] [Chemical Formula 93]
[1059]
[1060] (of the above general formula (2-b),
[1061] R 261 ~R 268 One of them is a single bond that bonds to *b, and
[1062] R that is not a single bond bonding to *b 261 ~R 268 Among them, groups consisting of two or more adjacent elements do not combine with each other,
[1063] R that is not a single bond bonding to *b 261 ~R 268 each independently
[1064] hydrogen atom,
[1065] A substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or
[1066] It is a substituted or unsubstituted ring-forming aryl group having 6 to 12 carbon atoms, and
[1067] ** indicates the connection location.)
[1068] [Chemical Formula 94]
[1069]
[1070] (Among the above general formula (2-c),
[1071] R 271 ~R 282 One of them is a single bond that bonds to *c, and
[1072] R that is not a single bond bonding to *c 271 ~R 282 Among them, groups consisting of two or more adjacent groups do not combine with each other,
[1073] R that is not a single bond bonding to *c 271 ~R 282 are, each independently
[1074] hydrogen atom,
[1075] A substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or
[1076] It is a substituted or unsubstituted ring-forming aryl group having 6 to 12 carbon atoms, and
[1077] ** indicates the connection location.)
[1078] [Chemical Formula 95]
[1079]
[1080] (of the above general formula (2-d),
[1081] R 291 ~R 300 One of them is a single bond that bonds to *d, and
[1082] R that is not a single bond bonding to *d 291 ~R 300 Among them, groups consisting of two or more adjacent groups do not combine with each other,
[1083] R that is not a single bond bonding to *d 291 ~R 300 each independently
[1084] hydrogen atom,
[1085] A substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or
[1086] It is a substituted or unsubstituted ring-forming aryl group having 6 to 12 carbon atoms, and
[1087] ** indicates the connection location.)
[1088] [Chemical Formula 96]
[1089]
[1090] (Among the above general formula (2-e),
[1091] Z3 consists of oxygen atoms, sulfur atoms, and NR. 319 or C(R 320 )(R 321 ) and,
[1092] R 311 ~R 321 One of them is a single bond that binds to *e, or R 311 ~R 318One carbon atom of the following substituted or unsubstituted benzene ring, formed by the combination of two or more adjacent groups, is bonded to *e by a single bond, and
[1093] R that is not a single bond bonding to *e 311 ~R 318 A group consisting of two or more adjacent members,
[1094] They combine with each other to form substituted or unsubstituted benzene rings, or
[1095] Without combining with each other,
[1096] R that is not a single bond to *e and also does not form the above-mentioned substituted or unsubstituted benzene ring 311 ~R 318 each independently
[1097] hydrogen atom,
[1098] Substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms,
[1099] A substituted or unsubstituted ring-forming aryl group having 6 to 12 carbon atoms, or
[1100] It is a complex circulating group with 5 to 10 substituent or unsubstituent ring-forming atoms, and
[1101] R that is not a single bond bonding to *e 319 Is,
[1102] hydrogen atom,
[1103] A substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or
[1104] It is a substituted or unsubstituted ring-forming aryl group having 6 to 12 carbon atoms, and
[1105] R that is not a single bond bonding to *e 320 and R 321 A group consisting of,
[1106] They combine with each other to form a substituted or unsubstituted single ring,
[1107] They combine with each other to form substituted or unsubstituted condensed rings, or
[1108] They do not combine with each other,
[1109] R that is not a single bond to *e, does not form the aforementioned substituted or unsubstituted single ring, and does not form the aforementioned substituted or unsubstituted condensed ring. 320 and R 321 each independently
[1110] hydrogen atom,
[1111] A substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or
[1112] It is a substituted or unsubstituted ring-forming aryl group having 6 to 12 carbon atoms, and
[1113] ** indicates the connection location.)
[1114] [Chemical Formula 97]
[1115]
[1116] (Among the above general formula (2-f),
[1117] R 341 ~R 345 One of them is a single bond that binds to *h1, and R 341 ~R 345 The other one is a single bond that bonds to *h2, and
[1118] R that is not a single bond to *h1 and is not a single bond to *h2 341 ~R 345 Among them, groups consisting of two or more adjacent elements do not combine with each other,
[1119] R 351 ~R 355 One or more of the groups consisting of two or more adjacent groups,
[1120] They combine with each other to form a substituted or unsubstituted single ring,
[1121] They combine with each other to form substituted or unsubstituted condensed rings, or
[1122] Without combining with each other,
[1123] R 361 ~R 365 One or more of the groups consisting of two or more adjacent groups,
[1124] They combine with each other to form a substituted or unsubstituted single ring,
[1125] They combine with each other to form substituted or unsubstituted condensed rings, or
[1126] They do not combine with each other,
[1127] R that is not a single bond to *h1 and is not a single bond to *h2 341 ~R 345 , and R which does not form the above-mentioned substituted or unsubstituted single ring, and also does not form the above-mentioned substituted or unsubstituted condensed ring. 351 ~R 355 and R 361 ~R 365 are, each independently
[1128] hydrogen atom,
[1129] A substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or
[1130] It is a substituted or unsubstituted ring-forming aryl group having 6 to 12 carbon atoms, and
[1131] ** indicates the connection location.)
[1132] In the organic EL device of the present embodiment, when the second organic material is a monoamine compound, it is also preferable that the group represented by general formula (2-a), the group represented by general formula (2-b), the group represented by general formula (2-c), the group represented by general formula (2-d), the group represented by general formula (2-e), and the group represented by general formula (2-f) each independently directly bond to the nitrogen atom of the amino group of the monoamine compound, bond through a phenylene group, or bond through a biphenylene group.
[1133] In one embodiment of the organic EL device of the present embodiment, the second organic material is a compound represented by the general formula (cHT2-1), and also Ar 112 and Ar 113 At least one of them is a group selected from the group consisting of the general formula (2-a), the general formula (2-b), the general formula (2-c), the general formula (2-d), the general formula (2-e), and the general formula (2-f).
[1134] In one embodiment of the organic EL device of the present embodiment, the second organic material is a compound represented by the general formula (cHT2-2), and also Ar 112 and Ar 113 At least one of them is a group selected from the group consisting of the general formula (2-a), the general formula (2-b), the general formula (2-c), the general formula (2-d), the general formula (2-e), and the general formula (2-f).
[1135] In one embodiment of the organic EL device of the present embodiment, the second organic material is a compound represented by the general formula (cHT2-3), and also Ar 121 , Ar 122 , Ar 123 and Ar 124 At least one of them is a group selected from the group consisting of the general formula (2-a), the general formula (2-b), the general formula (2-c), the general formula (2-d), the general formula (2-e), and the general formula (2-f).
[1136] In the organic EL device of the present embodiment, Z3 is NR 319 In the case of, R 312 or R 317 It is preferable that it be a single bond that binds to *e.
[1137] In one embodiment of the organic EL device of the present embodiment, the device represented by the general formula (2-e) is the device represented by the following general formula (2-e7).
[1138] [Chemical Formula 98]
[1139]
[1140] (In the above general formula (2-e7), R 311 ~R 316 , R 318 and R 319 are R in the above general formula (2-e), respectively. 311 ~R 316 , R 318 and R 319 It has the same meaning as, and ** indicates the connection position.)
[1141] In the organic EL device of the present embodiment, Z3 is NR 319 In the case of, R 315 , R 316 or R 318 It is also desirable that it be a single bond that binds to *e.
[1142] In one embodiment of the organic EL device of the present embodiment, the group represented by the general formula (2-e) is the group represented by the following general formula (2-e4), general formula (2-e5), or general formula (2-e6).
[1143] [Chemical Formula 99]
[1144]
[1145] (Among the above general formulas (2-e4), (2-e5) and (2-e6), R 311 ~R 319 are R in the above general formula (2-e), respectively. 311 ~R 319 It has the same meaning as, and ** indicates the connection position.)
[1146] In the organic EL device of the present embodiment, the group represented by the general formula (2-e) is preferably the group represented by the following general formula (2-e1), general formula (2-e2), or general formula (2-e3).
[1147] [Chemical Formula 100]
[1148]
[1149] (among the above general formulas (2-e1), (2-e2) and (2-e3),
[1150] Z3 consists of oxygen atoms, sulfur atoms, and NR. 319 or C(R 320 )(R 321 ) and,
[1151] R 311 ~R 325 One of them is a single bond that bonds to *e, and
[1152] R that is not a single bond bonding to *e 311 ~R 318 And R 322 ~R 325 are, each independently
[1153] hydrogen atom,
[1154] Substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms,
[1155] A substituted or unsubstituted ring-forming aryl group having 6 to 12 carbon atoms, or
[1156] It is a complex circulating group with 5 to 10 substituent or unsubstituent ring-forming atoms, and
[1157] R that is not a single bond bonding to *e 319 Is,
[1158] hydrogen atom,
[1159] A substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or
[1160] It is a substituted or unsubstituted ring-forming aryl group having 6 to 12 carbon atoms, and
[1161] R that is not a single bond bonding to *e320 and R 321 A group consisting of,
[1162] They combine with each other to form a substituted or unsubstituted single ring,
[1163] They combine with each other to form substituted or unsubstituted condensed rings, or
[1164] Without combining with each other,
[1165] R that is not a single bond to *e, does not form the aforementioned substituted or unsubstituted single ring, and does not form the aforementioned substituted or unsubstituted condensed ring. 320 and R 321 each independently
[1166] hydrogen atom,
[1167] A substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or
[1168] It is a substituted or unsubstituted ring-forming aryl group having 6 to 12 carbon atoms, and
[1169] ** indicates the connection location.)
[1170] In one aspect of the organic EL device of the present embodiment, ** among the general formulas (2-a), (2-b), (2-c), (2-d), (2-e), (2-f), (2-e1), (2-e2), (2-e3), (2-e4), (2-e5), (2-e6) and (2-e7) are each independently L A2 , L A3 , L B1 , L B2 , L B3 or L B4 It is a bonding position with or a bonding position with the nitrogen atom of the amino group.
[1171] In the organic EL device of the present embodiment, it is also preferable that the compound contained in the first organic compound layer is a compound that does not contain a thiophene ring in its molecule.
[1172] In the organic EL device of the present embodiment, it is also preferable that the second organic material be a compound that does not contain a thiophene ring in its molecule.
[1173] · Method for manufacturing the second organic material
[1174] The second organic material according to the present embodiment can be manufactured by a known method or by using a known alternative reaction and raw material suited to the object according to the said method.
[1175] · Specific example of the second organic material
[1176] Specific examples of the second organic material according to the present embodiment include, for instance, the following compounds. However, the present invention is not limited to these specific examples.
[1177] [Chemical Formula 101]
[1178]
[1179] [Chemical Formula 102]
[1180]
[1181] [Chemical Formula 103]
[1182]
[1183] [Chemical Formula 104]
[1184]
[1185] [Chemical Formula 105]
[1186]
[1187] [Chemical Formula 106]
[1188]
[1189] [Chemical Formula 107]
[1190]
[1191] [Chemical Formula 108]
[1192]
[1193] [Chemical Formula 109]
[1194]
[1195] [Chemical Formula 110]
[1196]
[1197] [Chemical Formula 111]
[1198]
[1199] [Chemical Formula 112]
[1200]
[1201] [Chemical Formula 113]
[1202]
[1203] [Chemical Formula 114]
[1204]
[1205] In the organic EL device of the present embodiment, the second organic material contained in the first organic compound layer is preferably at least one compound selected from the group of compounds listed below.
[1206] [Chemical Formula 115]
[1207]
[1208] [Chemical Formula 116]
[1209]
[1210] [Chemical Formula 117]
[1211]
[1212] [Chemical Formula 118]
[1213]
[1214] (Third organic material)
[1215] The third organic material is a compound different from the first organic material and the second organic material.
[1216] The third organic material is preferably a compound represented by, for example, the following general formula (310) or the following general formula (320).
[1217] · Compounds represented by the general formula (310)
[1218] [Chemical Formula 119]
[1219]
[1220] (In the above general formula (310),
[1221] L A3 , L B3 , and L C3 each independently
[1222] single bond,
[1223] Substituted or unsubstituted ring-forming arylene groups having 6 to 18 carbon atoms, or
[1224] It is a divalent complex circulator with 5 to 13 atoms forming a ring, either substituent or unsubstituent, and
[1225] L A3 and L B3 In the case of this single bond, A3 and B3,
[1226] They combine with each other to form a substituted or unsubstituted single ring,
[1227] They combine with each other to form substituted or unsubstituted condensed rings, or
[1228] They do not combine with each other,
[1229] L A3 and L C3 In the case of this single bond, A3 and C3,
[1230] They combine with each other to form a substituted or unsubstituted single ring,
[1231] They combine with each other to form substituted or unsubstituted condensed rings, or
[1232] Without combining with each other,
[1233] L B3 and L C3In the case of this single bond, B3 and C3,
[1234] They combine with each other to form a substituted or unsubstituted single ring,
[1235] They combine with each other to form substituted or unsubstituted condensed rings, or
[1236] They do not combine with each other,
[1237] A3, B3, and C3, which do not form the above-mentioned substituted or non-substituted single ring and also do not form the above-mentioned substituted or non-substituted condensed ring, are each independently
[1238] Substituted or unsubstituted ring-forming aryl groups having 6 to 30 carbon atoms,
[1239] A complex circulator with 5 to 30 substituent or unsubstituent ring-forming atoms, or
[1240] -Si(R 392 )(R 922 )(R 923 It is a device indicated by ),
[1241] R 921 , R 922 and R 923 Each independently It is a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, and
[1242] R 921 If this plural exists, the plural R 921 They are identical or different from each other,
[1243] R 922 If there are multiple instances of , multiple R 922 are identical or different from each other,
[1244] R 923 If this plural exists, the plural R 923 They are identical or different from each other.
[1245] It is preferable that the compound represented by the above general formula (310) is a compound represented by the following general formula (312).
[1246] [Chemical Formula 120]
[1247]
[1248] (In the above general formula (312),
[1249] L C3 , A3, B3 and C3 are each as defined by the above general formula (310), and
[1250] nx1 and nx2 are each independently 0, 1, 2, 3, or 4, and
[1251] If there are multiple Rs, the multiple Rs are identical or different from each other, and
[1252] In the case where there are multiple Rs, at least one set consisting of two or more adjacent Rs among the multiple Rs,
[1253] They combine with each other to form a substituted or unsubstituted single ring,
[1254] They combine with each other to form substituted or unsubstituted condensed rings, or
[1255] They do not combine with each other,
[1256] R, which does not form the above-mentioned substitutional or non-substitutional single ring and also does not form the above-mentioned substitutional or non-substitutional condensation ring,
[1257] Cyanogi,
[1258] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1259] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1260] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[1261] -O-(R 904 The one indicated by ),
[1262] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1263] It is a complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms.
[1264] In the compound represented by the above general formula (310), at least one of A3, B3 and C3 is preferably selected from the group consisting of the following general formulas (31a), (31b), (31c), (31d) and (31e).
[1265] [Chemical Formula 121]
[1266]
[1267] (In the above general formulas (31a), (31b), (31c), (31d) and (31e),
[1268] X 31 NR 31 , CR 32 R 33 , is an oxygen atom or a sulfur atom,
[1269] X 31 In this case, multiple X 31 They are identical or different from each other,
[1270] X 31 This CR 32 R 33 In the case of, R 32 and R 33 A group consisting of,
[1271] They combine with each other to form a substituted or unsubstituted single ring,
[1272] They combine with each other to form substituted or unsubstituted condensed rings, or
[1273] They do not combine with each other,
[1274] R 31 , and R which does not form the above-mentioned substituted or unsubstituted single ring, and also does not form the above-mentioned substituted or unsubstituted condensed ring. 32 and R 33 each independently
[1275] hydrogen atom,
[1276] Cyanogi,
[1277] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1278] Substituted or unsubstituted alkyl halides having 1 to 50 carbon atoms,
[1279] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1280] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[1281] -O-(R 904 The one indicated by ),
[1282] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1283] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and
[1284] R 3011 ~R 3018 One or more of the groups consisting of two or more adjacent groups,
[1285] They combine with each other to form a substituted or unsubstituted single ring,
[1286] They combine with each other to form substituted or non-substituted condensed rings,
[1287] Or without combining with each other,
[1288] 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. 3011 ~R 3018 each independently
[1289] hydrogen atom,
[1290] Cyanogi,
[1291] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1292] Substituted or unsubstituted alkyl halides having 1 to 50 carbon atoms,
[1293] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1294] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[1295] -O-(R 904 The one indicated by ),
[1296] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1297] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1298] In the above general formulas (31a), (31b), (31c), (31d), and (31e), * is each independently L A3 , L B3 , or L C3 It is the connection location with.)
[1299] A3, B3, and C3, which are not selected from the group consisting of the groups represented by the above general formulas (31a), (31b), (31c), (31d), and (31e), are each independently It is preferable that it be a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms.
[1300] · Compounds represented by the general formula (320)
[1301] [Chemical Formula 122]
[1302]
[1303] (In the above general formula (320),
[1304] A 31 and A 32 are, each independently
[1305] Substituted or unsubstituted ring-forming aryl groups having 6 to 30 carbon atoms, or
[1306] It is a complex circulating group with 5 to 30 substituent or unsubstituent ring-forming atoms, and
[1307] One of Y5~Y8 is a carbon atom bonded to *1, and
[1308] Y9~Y 12 One of them is a carbon atom bonded to *2, and
[1309] Y1~Y4, Y 13 ~Y 16 , Y5–Y8 that are not carbon atoms bonded to *1, and Y9–Y that are not carbon atoms bonded to *2 12 CR each independently 30 is,
[1310] R 30 If this plural exists, the plural R 30 One or more of the groups consisting of two or more adjacent groups combine with each other to form a substituted or non-substituted single ring, combine with each other to form a substituted or non-substituted condensed ring, or do not combine with each other,
[1311] 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. 30 each independently
[1312] hydrogen atom,
[1313] Cyanogi,
[1314] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1315] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[1316] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[1317] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1318] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[1319] -O-(R 904 The one indicated by ),
[1320] Halogen atoms,
[1321] Nitro,
[1322] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1323] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1324] L 31 and L 32 are, each independently
[1325] single bond,
[1326] Substituted or unsubstituted ring-forming arylene groups having 6 to 30 carbon atoms, or
[1327] It is a divalent complex circulator with 5 to 30 atoms forming a ring, either substituent or unsubstituent.
[1328] (In the above third organic material, R 901 , R 902 , R 903 and R 904 are, each independently
[1329] hydrogen atom,
[1330] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1331] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1332] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1333] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and
[1334] R 901 If this plural exists, the plural R 901 They are identical or different from each other,
[1335] R 902 If there are multiple instances of , multiple R 902are identical or different from each other,
[1336] R 903 If this plural exists, the plural R 903 They are identical or different from each other,
[1337] R 904 If there are multiple instances of , multiple R 904 are identical or different from each other.
[1338] In the compound represented by the above general formula (320), for example, Y6 is a carbon atom bonded to *1, and Y 11 In the case of a carbon atom bonded to this *2, the above general formula (320) is represented by the following general formula (321).
[1339] It is also preferable that the compound represented by the above general formula (320) is a compound represented by the following general formula (321).
[1340] [Chemical Formula 123]
[1341]
[1342] (In the above general formula (321),
[1343] Y1–Y5, Y7–Y 10 and Y 12 ~Y 16 is CR 30 And,
[1344] A 31 , A 32 , L 31 , L 32 and R 30 Each is A in the above general formula (320). 31 , A 32 , L 31 , L 32 and R 30 It has the same meaning as, and the plural R 30 They are identical or different from each other.
[1345] In the compound represented by the above general formula (320), A 31 and A 32It is preferable that each is independently a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms.
[1346] In the compound represented by the above general formula (320), A 31 and A 32 One side is a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, and A 31 and A 32 It is preferable that the other side is a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a naphthylphenyl group, a substituted or unsubstituted triphenylenyl group, or a 9,9-biphenylfluorenyl group.
[1347] In the compound represented by the above general formula (320), A 31 and A 32 One side is a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, and A 31 and A 32 It is preferable that the other side is a substituted or unsubstituted phenyl group, a substituted or unsubstituted p-biphenyl group, a substituted or unsubstituted m-biphenyl group, a substituted or unsubstituted o-biphenyl group, a substituted or unsubstituted 3-naphthylphenyl group, a triphenylenyl group, or a 9,9-biphenylfluorenyl group.
[1348] In the compound represented by the above general formula (320), L 31 and L 32 It is preferable that each is independently a single bond, or a substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms.
[1349] In the organic EL device of the present embodiment, the third organic material is preferably at least one compound selected from the group consisting of a compound represented by the following general formula (cHT3-1), a compound represented by the general formula (cHT3-2), a compound represented by the general formula (cHT3-3), and a compound represented by the general formula (cHT3-4).
[1350] [Chemical Formula 124]
[1351]
[1352] [Chemical Formula 125]
[1353]
[1354] [Chemical Formula 126]
[1355]
[1356] [Chemical Formula 127]
[1357]
[1358] (In the above general formulas (cHT3-1), (cHT3-2), (cHT3-3) and (cHT3-4),
[1359] Ar 311 is a group represented by any one of the following general formulas (1-a), (1-b), (1-c) and (1-d), and
[1360] Ar 312 and Ar 313 each independently
[1361] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,
[1362] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or
[1363] -Si(R C1 )(R C2 )(R C3 ) and,
[1364] R C1 , R C2 and R C3 Each independently It is a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, and
[1365] R C1 If this plural exists, the plural R C1 They are identical or different from each other,
[1366] RC2 If there are multiple instances of , multiple R C2 are identical or different from each other,
[1367] R C3 If this plural exists, the plural R C3 They are identical or different from each other,
[1368] L D1 , L D2 and L D3 each independently
[1369] single bond,
[1370] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[1371] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1372] R D20 ~R D24 One or more of the groups consisting of two or more adjacent groups,
[1373] They combine with each other to form a substituted or unsubstituted single ring,
[1374] They combine with each other to form substituted or unsubstituted condensed rings, or
[1375] Without combining with each other,
[1376] R D31 ~R D38 One or more of the groups consisting of two or more adjacent groups,
[1377] They combine with each other to form a substituted or unsubstituted single ring,
[1378] They combine with each other to form substituted or unsubstituted condensed rings, or
[1379] They do not combine with each other,
[1380] R D40 ~R D44 One or more of the groups consisting of two or more adjacent groups,
[1381] They combine with each other to form a substituted or unsubstituted single ring,
[1382] They combine with each other to form substituted or unsubstituted condensed rings, or
[1383] Without combining with each other,
[1384] X3 is an oxygen atom, a sulfur atom, or C(R D45 )(R D46 ) and,
[1385] R D45 and R D46 A group consisting of,
[1386] They combine with each other to form a substituted or unsubstituted single ring,
[1387] They combine with each other to form substituted or unsubstituted condensed rings, or
[1388] Without combining with each other,
[1389] R D25 , R which does not form the above-mentioned substituted or unsubstituted single ring, and also does not form the above-mentioned substituted or unsubstituted condensed ring. D20 ~R D24 , R D31 ~R D38 , R D40 ~R D44 , R D45 And R D46 each independently
[1390] hydrogen atom,
[1391] Cyanogi,
[1392] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1393] Substituted or unsubstituted alkyl halides having 1 to 50 carbon atoms,
[1394] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1395] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[1396] -O-(R 904 The one indicated by ),
[1397] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1398] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1399] Multiple R D20 They are identical or different from each other,
[1400] Multiple R D40 They are identical or different from each other,
[1401] R among the compounds represented by the above general formulas (cHT3-1), (cHT3-2), (cHT3-3), and (cHT3-4). 901 ~R 904 are, each independently
[1402] hydrogen atom,
[1403] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1404] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1405] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1406] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and
[1407] R 901 In this case, multiple Rs 901 They are identical or different from each other,
[1408] R 902 If there are multiple cases, multiple R 902 are identical or different from each other,
[1409] R 903 In this case, multiple Rs 903 They are identical or different from each other,
[1410] R 904 If there are multiple cases, multiple R904 are identical or different from each other.
[1411] [Chemical Formula 128]
[1412]
[1413] (Among the above general formula (1-a),
[1414] R 51 ~R 55 Among them, groups consisting of two or more adjacent groups do not combine with each other,
[1415] R 51 ~R 55 are, each independently
[1416] hydrogen atoms, or
[1417] It is a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, and
[1418] ** is L D1 Indicates the bonding position with.)
[1419] [Chemical Formula 129]
[1420]
[1421] (Among the above general formula (1-b),
[1422] R 61 ~R 68 One of them is a single bond that bonds to *b, and
[1423] R that is not a single bond bonding to *b 61 ~R 68 Among them, groups consisting of two or more adjacent elements do not combine with each other,
[1424] R that is not a single bond bonding to *b 61 ~R 68 Each independently A hydrogen atom, a substituted or unsubstituted C1-C6 alkyl group, or a substituted or unsubstituted ring-forming C6-C12 aryl group, and
[1425] ** is L D1 Indicates the bonding position with.)
[1426] [Chemical Formula 130]
[1427]
[1428] (Among the above general formula (1-c),
[1429] R 71 ~R 80 One of them is a single bond that bonds to *d, and
[1430] R that is not a single bond bonding to *d 71 ~R 80 Among them, groups consisting of two or more adjacent groups do not combine with each other,
[1431] R that is not a single bond bonding to *d 71 ~R 80 each independently
[1432] hydrogen atom,
[1433] A substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or
[1434] It is a substituted or unsubstituted ring-forming aryl group having 6 to 12 carbon atoms, and
[1435] ** is L D1 Indicates the bonding position with.)
[1436] [Chemical Formula 131]
[1437]
[1438] (among the above general formula (1-d),
[1439] R 141 ~R 145 One of them is a single bond that binds to *h1, and R 141 ~R 145 The other one is a single bond that bonds to *h2, and
[1440] R that is not a single bond to *h1 and is not a single bond to *h2 141 ~R 145 Among them, groups consisting of two or more adjacent elements do not combine with each other,
[1441] R151 ~R 155 One or more of the groups consisting of two or more adjacent groups,
[1442] They combine with each other to form a substituted or unsubstituted single ring,
[1443] They combine with each other to form substituted or unsubstituted condensed rings, or
[1444] Without combining with each other,
[1445] R 161 ~R 165 One or more of the groups consisting of two or more adjacent groups,
[1446] They combine with each other to form a substituted or unsubstituted single ring,
[1447] They combine with each other to form substituted or unsubstituted condensed rings, or
[1448] They do not combine with each other,
[1449] R that is not a single bond to *h1 and is not a single bond to *h2 141 ~R 145 , and R which does not form the above-mentioned substituted or unsubstituted single ring, and also does not form the above-mentioned substituted or unsubstituted condensed ring. 151 ~R 155 and R 161 ~R 165 are, each independently
[1450] hydrogen atom,
[1451] A substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or
[1452] It is a substituted or unsubstituted ring-forming aryl group having 6 to 12 carbon atoms, and
[1453] ** is L D1 Indicates the bonding position with.)
[1454] In the organic EL device of the present embodiment, in the compound represented by the general formulas (cHT3-1), (cHT3-2), (cHT3-3), and (cHT3-4), the substituent in the case of "substituted or unsubstituted" is -N(R C6 )(R C7 It is also desirable that it is not a device indicated by ).
[1455] In this embodiment, R C6 and R C7 Each is independently a hydrogen atom, a substituted or unsubstituted C1-50 alkyl group, a substituted or unsubstituted ring-forming C3-50 cycloalkyl group, a substituted or unsubstituted ring-forming C6-50 aryl group, or a substituted or unsubstituted ring-forming heterocyclic group with 5-50 atoms, and a plurality of R C6 are identical or different from each other, and multiple R C7 They are identical or different from each other.
[1456] In the case of "substituted or non-substituted," the substituent is -N(R C6 )(R C7 In cases where the group represented by ) is not present, the compounds represented by the above general formulas (cHT3-1), (cHT3-2), (cHT3-3) and (cHT3-4) are monoamine compounds.
[1457] In one embodiment of the organic EL element of the present embodiment, the compound contained in the second anode-side organic layer is a diamine compound having two substituted or unsubstituted amino groups in the molecule.
[1458] In one embodiment of the organic EL device of the present embodiment, the compound contained in the second anode-side organic layer is a triamine compound having three substituted or unsubstituted amino groups in the molecule.
[1459] In one embodiment of the organic EL device of the present embodiment, the compound contained in the second anode-side organic layer is a tetraamine compound having four substituted or unsubstituted amino groups in the molecule.
[1460] In the case where the compounds represented by the above general formulas (cHT3-1), (cHT3-2), (cHT3-3), and (cHT3-4) are diamine compounds, the compounds represented by (cHT3-1), (cHT3-2), (cHT3-3), and (cHT3-4) have -N(R) as a substituent in the case of "substituted or unsubstituted". C6 )(R C7 It has one unit indicated by ).
[1461] In the case where the compounds represented by the above general formulas (cHT3-1), (cHT3-2), (cHT3-3), and (cHT3-4) are triamine compounds, the compounds represented by the above general formulas (cHT3-1), (cHT3-2), (cHT3-3), and (cHT3-4) have -N(R) as a substituent in the case of "substituted or unsubstituted". C6 )(R C7 It has two units indicated by ).
[1462] Where the compounds represented by the above general formulas (cHT3-1), (cHT3-2), (cHT3-3), and (cHT3-4) are tetraamine compounds, the compounds represented by the above general formulas (cHT3-1), (cHT3-2), (cHT3-3), and (cHT3-4) have -N(R) as a substituent in the case of "substituted or unsubstituted". C6 )(R C7 It has 3 units indicated by ).
[1463] In one embodiment of the organic EL device of the present embodiment, the third organic material is a monoamine compound, a diamine compound, a triamine compound, or a tetraamine compound.
[1464] The third organic material is preferably a monoamine compound having only one substituted or unsubstituted amino group in the molecule.
[1465] The third organic material is preferably not a diamine compound having two substituted or unsubstituted amino groups in the molecule.
[1466] In the organic EL device according to the present embodiment, among the organic compound layers including the hole transport band, the organic compound layer disposed on the light-emitting layer side rather than the first organic compound layer preferably does not include a diamine compound having two substituted or unsubstituted amino groups in the molecule.
[1467] In the organic EL device according to the present embodiment, among the organic compound layers including the hole transport band, the organic compound layer disposed on the light-emitting layer side rather than the first organic compound layer may contain a compound that does not have a substituted or unsubstituted 3-carbazolyl group in its molecule.
[1468] In the first organic material, second organic material, and third organic material according to the present embodiment, it is preferable that all groups described as "substituted or non-substituted" are "non-substituted" groups.
[1469] In the organic EL device of the present embodiment, the second organic material is at least one compound selected from the group consisting of the compound represented by the general formula (cHT2-1), the compound represented by the general formula (cHT2-2), and the compound represented by the general formula (cHT2-3), and the third organic material is also preferably at least one compound selected from the group consisting of the compound represented by the general formula (cHT3-1), the compound represented by the general formula (cHT3-2), the compound represented by the general formula (cHT3-3), and the compound represented by the general formula (cHT3-4).
[1470] · Method for manufacturing the third organic material
[1471] The third organic material can be manufactured by a known method. Additionally, the third organic material can also be manufactured by using a known alternative reaction and raw materials suited to the object according to a known method.
[1472] · Specific example of the third organic material
[1473] Specific examples of the third organic material include, for instance, the following compounds. However, the present invention is not limited to these specific examples of the third organic material.
[1474] [Chemical Formula 132]
[1475]
[1476] [Chemical Formula 133]
[1477]
[1478] [Chemical Formula 134]
[1479]
[1480] In the organic EL device of the present embodiment, the third organic material contained in the second organic compound layer is preferably at least one compound selected from the group of compounds listed below.
[1481] [Chemical Formula 135]
[1482]
[1483] [Chemical Formula 136]
[1484]
[1485] [Chemical Formula 137]
[1486]
[1487] [Chemical Formula 138]
[1488]
[1489] [Chemical Formula 139]
[1490]
[1491] [Chemical Formula 140]
[1492]
[1493] [Chemical Formula 141]
[1494]
[1495] [Chemical Formula 142]
[1496]
[1497] [Chemical Formula 143]
[1498]
[1499] [Chemical Formula 144]
[1500]
[1501] [Chemical Formula 145]
[1502]
[1503] [Chemical Formula 146]
[1504]
[1505] (Emission wavelength of organic EL devices)
[1506] The organic electroluminescence device according to the present embodiment preferably emits light having a maximum peak wavelength of 500 nm or less when the device is driven.
[1507] It is more preferable that the organic electroluminescence device according to the present embodiment emits light having a maximum peak wavelength of 430 nm or more and 480 nm or less when the device is driven.
[1508] The measurement of the maximum peak wavelength of light emitted by the organic EL element during device operation is performed as follows. The spectral radiance luminance spectrum when a voltage is applied to the organic EL element such that the current density is 10 mA / cm² is measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta). In the obtained spectral radiance luminance 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).
[1509] (1st light-emitting layer)
[1510] The first light-emitting layer comprises a first host material. The first host material is a compound different from the second host material contained in the second light-emitting layer.
[1511] 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.
[1512] The first emitting layer comprises at least a first emitting compound that exhibits emitting light with a maximum peak wavelength of 500 nm or less. Preferably, the first emitting compound is a compound that exhibits emitting light with a maximum peak wavelength of 480 nm or less.
[1513] The first luminescent compound is preferably a fluorescent luminescent compound that exhibits fluorescent luminescence with a maximum peak wavelength of 500 nm or less, and more preferably a fluorescent luminescent compound that exhibits fluorescent luminescence with a maximum peak wavelength of 480 nm or less.
[1514] In the organic EL device according to the present embodiment, the first luminescent compound is preferably a compound that does not contain a zygos ring structure in its molecule.
[1515] In the organic EL device according to the present embodiment, the first luminescent compound is preferably not a boron-containing complex, and the first luminescent compound is more preferably not a complex.
[1516] In the organic EL device according to the present embodiment, 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 present embodiment, it is also preferable that the first light-emitting layer does not contain a boron-containing complex.
[1517] In the organic EL device according to the present embodiment, it is preferable that the first light-emitting layer does not include a phosphorescent light-emitting material (dopant material).
[1518] 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.
[1519] 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.
[1520] In the emission spectrum, the peak wavelength of the emission spectrum where the emission intensity is maximum is called the maximum peak wavelength. Additionally, in this specification, the maximum peak wavelength of fluorescence emission may be referred to as the maximum peak wavelength of fluorescence emission (FL-peak).
[1521] 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.
[1522] In addition, it is preferable that the number of peaks in the emission spectrum of the first luminescent compound is less than 3.
[1523] In the organic EL device according to the present embodiment, the first light-emitting layer preferably emits light having a maximum peak wavelength of 500 nm or less when the device is driven.
[1524] The maximum peak wavelength of light emitted by the light-emitting layer during device operation can be measured by the method described below.
[1525] · Maximum peak wavelength λp of light emitted from the light-emitting layer during device operation
[1526] 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.
[1527] 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.
[1528] In the organic EL device according to the present embodiment, 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 (Formula 10).
[1529] S1(H1)>S1(D1) … (Equation 10)
[1530] Singlet energy S1 refers to the energy difference between the lowest excited singlet state and the ground state.
[1531] By satisfying the relationship of the above formula (Formula 10) between the first host material and the first luminescent compound, 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 fluorescent luminescence of the first dopant material.
[1532] In the organic EL device according to the present embodiment, 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 (Formula 11).
[1533] T1(D1)>T1(H1) … (Equation 11)
[1534] As the first host material and the first luminescent compound satisfy the relationship of the above formula (Formula 11), the triplet excitons generated in the first luminescent layer move on the first host material phase rather than the first luminescent compound having a higher triplet energy, so they become easier to move to the second luminescent layer.
[1535] The organic EL device according to the present embodiment preferably satisfies the relationship of the following formula (Formula 11B).
[1536] T1(D1)>T1(H1)>T1(H2) … (Equation 11B)
[1537] (Triplet energy T1)
[1538] The following methods can be used to measure the triplet energy T1.
[1539] The compound to be measured in EPA (diethyl ether:isopentane:ethanol = 5:5:2 (volume ratio)), 10 -5 mol / L or more 10 -4A solution is prepared by dissolving to a concentration of mol / L or less, and this solution is placed in a quartz cell to serve as the measurement sample. For this measurement sample, the phosphorescence spectrum (vertical axis: phosphorescence emission intensity, horizontal axis: wavelength) is measured at a low temperature (77 K). A tangent line is drawn on 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 is... edge Based on [nm], the energy amount calculated from the following conversion formula (F1) is designated as the triplet energy T1.
[1540] Conversion formula (F1): T1[eV]=1239.85 / λ edge
[1541] 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 of the spectrum, 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 the value of 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.
[1542] 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.
[1543] 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.
[1544] (Singlet energy S1)
[1545] The following methods are examples of methods for measuring singlet energy S1 using a solution (sometimes referred to as the solution method).
[1546] 10 of the compound to be measured -5 mol / L or more 10 -4 Prepare a toluene solution with a mol / L or less and place it in a quartz cell; measure the absorption spectrum of this 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.
[1547] Conversion formula (F2): S1[eV]=1239.85 / λ edge
[1548] 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.
[1549] The tangent line for the descent on the long-wavelength side of the absorption spectrum is drawn as follows. Among the maximum values of the absorption spectrum, the tangent line at each point on the curve is considered when moving along the spectrum curve in the long-wavelength direction from the maximum value on the longest wavelength side. 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 value takes a minimum value on the longest wavelength side (except when the absorbance becomes 0.1 or less) is defined as the tangent line for the descent on the long-wavelength side of the absorption spectrum.
[1550] 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.
[1551] In the organic EL device according to the present embodiment, it is preferable that the first emitting compound be contained in the first emitting layer in an amount of 0.5 mass% or more. It is also 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 of 0.5 mass% or more of the total mass of the first emitting layer, in an amount of 1 mass% or more of the total mass of the first emitting layer, in an amount exceeding 1.1 mass% of the total mass of the first emitting layer, in an amount more preferable to contain 1.2 mass% or more of the total mass of the first emitting layer, and in an even more preferable to contain 1.5 mass% or more of the total mass of the first emitting layer.
[1552] 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.
[1553] In an organic EL device according to the present 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.
[1554] 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.
[1555] However, if the first light-emitting layer contains the first host material and the 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%.
[1556] In the organic EL device according to the present embodiment, the film thickness of the first light-emitting layer is preferably 3 nm or more, and more preferably 5 nm or more. If the film thickness of the first light-emitting layer is 3 nm or more, it is a sufficient film thickness to cause recombination of holes and electrons in the first light-emitting layer.
[1557] In the organic EL device according to the present embodiment, the film thickness of the first light-emitting layer is preferably 15 nm or less, and more preferably 10 nm or less. If the film thickness of the first light-emitting layer is 15 nm or less, it is a sufficiently thin film thickness for triplet excitons to move to the second light-emitting layer.
[1558] In the organic EL device according to the present embodiment, it is more preferable that the film thickness of the first light-emitting layer is 3 nm or more and 15 nm or less.
[1559] In the organic EL device according to the present embodiment, the first light-emitting layer may include a compound represented by the following formula (HT100).
[1560] [Chemical Formula 147]
[1561]
[1562] In the organic EL device according to the present embodiment, the first light-emitting layer may include a third organic material according to the present embodiment.
[1563] (2nd light-emitting layer)
[1564] The second light-emitting layer includes a second host material. The second host material is a compound different from the first host material contained in the first light-emitting layer.
[1565] The second emitting layer comprises at least a second emitting compound that exhibits emitting light with a maximum peak wavelength of 500 nm or less. Preferably, the second emitting compound is a compound that exhibits emitting light with a maximum peak wavelength of 480 nm or less.
[1566] The second luminescent compound is preferably a fluorescent luminescent compound exhibiting fluorescent luminescence with a maximum peak wavelength of 500 nm or less, and more preferably a fluorescent luminescent compound exhibiting fluorescent luminescence with a maximum peak wavelength of 480 nm or less.
[1567] The method for measuring the maximum peak wavelength of a compound is as described above.
[1568] In the organic EL device according to the present embodiment, it is preferable that the second light-emitting layer emits light having a maximum peak wavelength of 500 nm or less when the device is driven.
[1569] In the organic EL device according to the present embodiment, 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.
[1570] In the organic EL device according to the present embodiment, it is preferable that the Stokes shift of the second luminescent compound exceeds 7 nm.
[1571] 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.
[1572] 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.
[1573] 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 -6 A 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.
[1574] In the organic EL device according to the present embodiment, it is preferable that the triplet energy T1 (H2) of the second host material and the triplet energy T1 (D2) of the second luminescent compound satisfy the relationship of the following formula (Formula 13).
[1575] T1(D2)>T1(H2) … (Equation 13)
[1576] In the organic EL device according to the present embodiment, the second emitting compound and the second host material satisfy the relationship of the above formula (Formula 13), 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.
[1577] 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.
[1578] In the organic EL device according to the present embodiment, 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 (Formula 12).
[1579] S1(H2)>S1(D2) … (Equation 12)
[1580] In the organic EL device according to the present embodiment, the second luminescent compound and the second host material satisfy the relationship of the above formula (Formula 12), 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 fluorescent emission of the second luminescent compound.
[1581] In the organic EL device according to the present embodiment, the second luminescent compound is preferably a compound that does not contain a zinus ring structure in its molecule.
[1582] In the organic EL device according to the present embodiment, the second luminescent compound is preferably not a boron-containing complex, and the second luminescent compound is more preferably not a complex.
[1583] In the organic EL device according to the present embodiment, 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 present embodiment, it is also preferable that the second light-emitting layer does not contain a boron-containing complex.
[1584] In the organic EL device according to the present embodiment, it is preferable that the second light-emitting layer does not include a phosphorescent light-emitting material (dopant material).
[1585] 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.
[1586] In the organic EL device according to the present embodiment, it is preferable that the second emitting compound be contained in the second emitting layer in an amount of 0.5 mass% or more. It is also 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 contains the second emitting compound in an amount of 0.5 mass% or more of the total mass of the second emitting layer, in an amount of 1 mass% or more of the total mass of the second emitting layer, in an amount exceeding 1.1 mass% of the total mass of the second emitting layer, in an amount more preferable to contain 1.2 mass% or more of the total mass of the second emitting layer, and in an even more preferable to contain 1.5 mass% or more of the total mass of the second emitting layer.
[1587] 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.
[1588] 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.
[1589] 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.
[1590] 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%.
[1591] In the organic EL device according to the present embodiment, the film thickness of the second light-emitting layer is preferably 5 nm or more, and more preferably 15 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.
[1592] In the organic EL device according to the present embodiment, the film thickness of the second light-emitting layer is preferably 20 nm or less. If the film thickness of the second light-emitting layer is 20 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.
[1593] In the organic EL device according to the present embodiment, the film thickness of the second light-emitting layer is preferably 5 nm or more and 20 nm or less.
[1594] In the organic EL device according to the present embodiment, it is preferable that the triplet energy T1 (H1) of the first host material and the triplet energy T1 (H2) of the second host material satisfy the relationship of the following formula (Formula 14).
[1595] T1(H1)-T1(H2)>0.03 eV … (Equation 14)
[1596] In the organic EL device according to the present embodiment, it is preferable that the triplet energy T1 (DX) of the first luminescent compound or the second luminescent compound, 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 (Formula 20).
[1597] 2.6 eV>T1(DX)>T1(H1)>T1(H2) … (Equation 20)
[1598] It is desirable that the triplet energy T1 (D1) of the first luminescent compound satisfies the relationship of the following formula (Formula 20A).
[1599] 2.6 eV>T1(D1)>T1(H1)>T1(H2) … (Equation 20A)
[1600] The triplet energy T1 (D2) of the second luminescent compound preferably satisfies the relationship of the following formula (Formula 20B).
[1601] 2.6 eV>T1(D2)>T1(H1)>T1(H2) … (Equation 20B)
[1602] In the organic EL device according to the present embodiment, it is preferable that the triplet energy T1 (DX) of the first luminescent compound or the second luminescent compound and the triplet energy T1 (H1) of the first host material satisfy the relationship of the following formula (Formula 21).
[1603] 0 eV <T1(DX)-T1(H1)<0.6 eV …(수식 21)
[1604] It is desirable that the triplet energy T1 (D1) of the first luminescent compound satisfies the relationship of the following formula (Formula 21A).
[1605] 0 eV <T1(D1)-T1(H1)<0.6 eV …(수식 21A)
[1606] The triplet energy T1 (D2) of the second luminescent compound preferably satisfies the relationship of the following formula (Formula 21B).
[1607] 0 eV <T1(D2)-T1(H2)<0.8 eV …(수식 21B)
[1608] In the organic EL device according to the present embodiment, it is preferable that the triplet energy T1 (H1) of the first host material satisfies the relationship of the following formula (Formula 15).
[1609] T1(H1)>2.0 eV … (Equation 15)
[1610] In the organic EL device according to the present embodiment, it is preferable that the triplet energy T1 (H1) of the first host material satisfies the relationship of the following formula (Formula 16), and it is also preferable that it satisfies the relationship of the following formula (Formula 16A).
[1611] T1(H1)>2.10 eV … (Equation 16)
[1612] T1(H1)>2.15 eV … (Equation 16A)
[1613] In the organic EL device according to the present embodiment, the triplet energy T1 (H1) of the first host material satisfies the relationship of the above formula (Equation 16) or the above formula (Equation 16A), thereby making it easier for triplet excitons generated in the first light-emitting layer to move to the second light-emitting layer, and also making it easier to suppress reverse movement from the second light-emitting layer to the first light-emitting layer. As a result, singlet excitons are efficiently generated in the second light-emitting layer, and the light-emitting efficiency is improved.
[1614] In the organic EL device according to the present embodiment, it is preferable that the triplet energy T1 (H1) of the first host material satisfies the relationship of the following formula (Formula 17), and it is also preferable that it satisfies the relationship of the following formula (Formula 17A).
[1615] 2.08 eV>T1(H1)>1.87 eV … (Equation 17)
[1616] 2.05 eV > T1(H1) > 1.90 eV … (Equation 17A)
[1617] In the organic EL device according to the present embodiment, the triplet energy T1 (H1) of the first host material satisfies the relationship of the above formula (Equation 17) or the above formula (Equation 17A), thereby reducing the energy of the triplet exciton generated in the first light-emitting layer, so that the lifespan of the organic EL device can be expected to be extended.
[1618] In the organic EL device according to the present embodiment, it is preferable that the triplet energy T1 (H2) of the second host material satisfies the relationship of the following formula (Formula 18).
[1619] T1(H2)≥1.9 eV … (Equation 18)
[1620] In the organic EL device according to the present embodiment, it is preferable that the triplet energy T1 (D1) of the first luminescent compound satisfies the relationship of the following formula (Formula 22), and it is also preferable that it satisfies the relationship of the following formula (Formula 23).
[1621] 2.60 eV>T1(D1) … (Equation 22)
[1622] 2.50 eV>T1(D1) … (Equation 23)
[1623] By the first light-emitting layer containing a first light-emitting compound that satisfies the relationship of the above formula (Formula 22) or (Formula 23), the organic EL device has a long lifespan.
[1624] In the organic EL device according to the present embodiment, it is preferable that the triplet energy T1 (D2) of the second luminescent compound satisfies the relationship of the following formula (Formula 24), and it is also preferable that it satisfies the relationship of the following formula (Formula 25).
[1625] 2.60 eV>T1(D2) … (Equation 24)
[1626] 2.50 eV>T1(D2) … (Equation 25)
[1627] By the second light-emitting layer containing a compound that satisfies the relationship of the above formula (Formula 24) or (Formula 25), the organic EL device has a long lifespan.
[1628] In the organic EL device according to the present embodiment, it is also preferable that the first light-emitting layer and the second light-emitting layer are in direct contact.
[1629] 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).
[1630] (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.
[1631] (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.
[1632] (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.
[1633] (Third light-emitting layer)
[1634] The organic EL device according to the present embodiment may further include a third light-emitting layer.
[1635] 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 that exhibits emission with a maximum peak wavelength of 500 nm or less, 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 (Formula 1A).
[1636] T1(H1)>T1(H3) … (Equation 1A)
[1637] When the organic EL element according to the present embodiment 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 (Formula 1B).
[1638] T1(H2)>T1(H3) … (Equation 1B)
[1639] When the organic EL element according to the present 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.
[1640] 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).
[1641] (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.
[1642] (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.
[1643] (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.
[1644] In addition, it is preferable that the organic EL device according to the present embodiment further has a diffusion layer.
[1645] When the organic EL element according to the present 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.
[1646] In the organic EL device according to the present embodiment, 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. That is, it is also preferable that the first light-emitting layer is disposed on the anode side rather than the second light-emitting layer.
[1647] From the positive side, the first light-emitting layer and the second light-emitting layer may be arranged in this order, or from the positive side, the second light-emitting layer and the first light-emitting layer may be arranged in this order. In either case, by selecting a combination of materials that satisfies the relationship of the above formula (Formula 1) for the order of the first light-emitting layer and the second light-emitting layer, the effect of the light-emitting layer being a stacked configuration can be expected.
[1648] When the first light-emitting layer is positioned on the anode side rather than the second light-emitting layer, it is preferable that the hole transport band and the first light-emitting layer are in direct contact.
[1649] When the second light-emitting layer is positioned on the anode side rather than the first light-emitting layer, it is preferable that the hole transport band and the second light-emitting layer are in direct contact.
[1650] (Other layers of the organic EL device)
[1651] The organic EL device according to the present embodiment may have one or more organic layers in addition to the hole transport band, 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 an electron injection layer, an electron transport layer, and a hole barrier layer may be cited.
[1652] In the organic EL device according to the present embodiment, it may be composed only of a hole transport band, a first light-emitting layer, and a second light-emitting layer, but may additionally have at least one layer selected from the group consisting of, for example, an electron injection layer, an electron transport layer, and a hole barrier layer.
[1653] FIG. 1 shows a schematic configuration of an example of an organic EL device according to the present embodiment.
[1654] An organic EL element (1) comprises 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 transport band (6), 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, starting from the anode (3) side. The hole transport band (6) comprises at least two organic compound layers. The hole transport band (6) of the organic EL element (1) shown in FIG. 1 comprises two organic compound layers, including a first organic compound layer (61) disposed on the anode (3) side and a second organic compound layer (62) disposed on the first light-emitting layer (51) side.
[1655] The present invention is not limited to the configuration of the organic EL device shown in FIG. 1. As for other configurations of organic EL devices, for example, an embodiment in which the organic layers are stacked in the order of a first organic compound layer, a second organic compound layer, a second light-emitting layer, a first light-emitting layer, an electron transport layer, and an electron injection layer from the anode side may be cited.
[1656] The composition of the organic EL device is explained further. In the following, the notation of symbols may be omitted.
[1657] (Circuit board)
[1658] 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.
[1659] (anode)
[1660] 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).
[1661] 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.
[1662] 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.
[1663] 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.
[1664] (cathode)
[1665] 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.
[1666] 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.
[1667] 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.
[1668] (Electron transport layer)
[1669] In the organic EL device according to the present embodiment, it is preferable to include an electron transport layer between the light-emitting layer and the cathode.
[1670] 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.
[1671] 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.
[1672] (Electron injection layer)
[1673] 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.
[1674] 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.
[1675] (Layer formation method)
[1676] As for the method of forming each layer of the organic EL device of the present embodiment, 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.
[1677] (Membrane thickness)
[1678] The film thickness of each organic layer of the organic EL device of the present embodiment 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.
[1679] (First host material, second host material and third host material)
[1680] In the organic EL device according to the present embodiment, the first host material, the second host material, and the third host material may include, 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). Additionally, the first compound may be used as the first host material and the 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.
[1681] (1st compound)
[1682] · Compound represented by general formula (1)
[1683] [Chemical Formula 148]
[1684]
[1685] (In the above general formula (1),
[1686] R 101 ~R 110 each independently
[1687] hydrogen atom,
[1688] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1689] Substituted or unsubstituted haloalkyl 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] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[1697] -C(=O)R 801 The one indicated by,
[1698] -COOR 802 The one indicated by,
[1699] Halogen atoms,
[1700] Cyanogi,
[1701] Nitro,
[1702] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,
[1703] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or
[1704] The above general formula (11) is a device represented by the above general formula,
[1705] However, R 101 ~R 110 At least one of them is a device represented by the above general formula (11), and
[1706] 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,
[1707] L 101 silver,
[1708] single bond,
[1709] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[1710] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1711] Ar 101 silver,
[1712] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1713] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1714] mx is 0, 1, 2, 3, 4, or 5, and
[1715] L 101 If there are 2 or more of these, 2 or more L 101 They are identical or different from each other,
[1716] Ar 101 If 2 or more exist, 2 or more Ar 101 They are identical or different from each other,
[1717] In the above general formula (11), * indicates the bonding position with the pyrene ring in the above general formula (1).
[1718] (among the first compound according to the present embodiment, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are, each independently
[1719] hydrogen atom,
[1720] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1721] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1722] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1723] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and
[1724] R 901 If this plural exists, the plural R 901 They are identical or different from each other,
[1725] R 902 If there are multiple instances of , multiple R 902 are identical or different from each other,
[1726] R 903 If this plural exists, the plural R 903 They are identical or different from each other,
[1727] R 904 If there are multiple instances of , multiple R 904 are identical or different from each other,
[1728] R 905 If there are multiple instances of , multiple R 905 are identical or different from each other,
[1729] R 906 If this plural exists, the plural R 906 They are identical or different from each other,
[1730] R 907 If this plural exists, the plural R 907 They are identical or different from each other,
[1731] R 801 If this plural exists, the plural R 801 They are identical or different from each other,
[1732] R 802If there are multiple instances of , multiple R 802 are identical or different from each other.
[1733] In the organic EL device according to the present embodiment, the device represented by the general formula (11) is preferably the device represented by the following general formula (111).
[1734] [Chemical Formula 149]
[1735]
[1736] (In the above general formula (111),
[1737] X1 is CR 123 R 124 , oxygen atom, sulfur atom, or NR 125 And,
[1738] L 111 and L 112 are, each independently
[1739] single bond,
[1740] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[1741] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1742] ma is 0, 1, 2, 3, or 4, and
[1743] mb is 0, 1, 2, 3, or 4, and
[1744] ma+mb is 0, 1, 2, 3, or 4, and
[1745] Ar 101 Ar in the above general formula (11) 101 It has the same meaning as,
[1746] R 121 , R 122 , R 123 , R 124 and R 125 are, each independently
[1747] hydrogen atom,
[1748] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1749] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[1750] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[1751] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[1752] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1753] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[1754] -O-(R 904 The one indicated by ),
[1755] -S-(R 905 The one indicated by ),
[1756] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[1757] -C(=O)R 801 The one indicated by,
[1758] -COOR 802 The one indicated by,
[1759] Halogen atoms,
[1760] Cyanogi,
[1761] Nitro,
[1762] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1763] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1764] mc is 3, and
[1765] 3 Rs 121 They are identical or different from each other,
[1766] md is 3, and
[1767] 3 Rs 122are identical or different from each other.
[1768] 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.
[1769] [Chemical Formula 150]
[1770]
[1771] 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).
[1772] [Chemical Formula 151]
[1773]
[1774] (In the above general formula (111b),
[1775] 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,
[1776] Multiple R 121 They are identical or different from each other,
[1777] Multiple R 122 are identical or different from each other.
[1778] In the organic EL device according to the present embodiment, the device represented by the general formula (111) is preferably the device represented by the general formula (111b).
[1779] In the organic EL device according to the present embodiment,
[1780] ma is 0, 1, or 2, and
[1781] It is preferable that mb be 0, 1, or 2.
[1782] In the organic EL device according to the present embodiment,
[1783] ma is 0 or 1, and
[1784] It is preferable that mb be 0 or 1.
[1785] In the organic EL device according to the present embodiment, Ar 101 It is preferable that the silver be a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.
[1786] In the organic EL device according to the present embodiment,
[1787] Ar 101 silver,
[1788] Substituted or unsubstituted phenyl group,
[1789] Substituted or unsubstituted naphthyl group,
[1790] Substituted or unsubstituted biphenyl group,
[1791] Substituted or unsubstituted terphenyl group,
[1792] Substituted or unsubstituted pyrenyl group,
[1793] A substituted or unsubstituted phenanthrill group, or
[1794] It is preferable that it be a substituted or unsubstituted fluorenyl group.
[1795] In the organic EL device according to the present embodiment, Ar 101 It is also desirable that the cause be represented by the following general formula (12), general formula (13) or general formula (14).
[1796] [Chemical Formula 152]
[1797]
[1798] (In the above general formulas (12), (13) and (14),
[1799] R 111 ~R 120 each independently
[1800] hydrogen atom,
[1801] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1802] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[1803] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[1804] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[1805] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1806] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[1807] -O-(R 904 The one indicated by ),
[1808] -S-(R 905 The one indicated by ),
[1809] -N(R 906 )(R 907 The one indicated by ),
[1810] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[1811] -C(=O)R 124 The one indicated by,
[1812] -COOR 125 The one indicated by,
[1813] Halogen atoms,
[1814] Cyanogi,
[1815] Nitro,
[1816] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1817] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and
[1818] 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.)
[1819] In the organic EL device according to the present embodiment, the first compound is preferably represented by the following general formula (101).
[1820] [Chemical Formula 153]
[1821]
[1822] (In the above general formula (101),
[1823] R 101 ~R 120 each independently
[1824] hydrogen atom,
[1825] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1826] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[1827] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[1828] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[1829] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1830] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[1831] -O-(R 904 The one indicated by ),
[1832] -S-(R 905 The one indicated by ),
[1833] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[1834] -C(=O)R 801 The one indicated by,
[1835] -COOR 802 The one indicated by,
[1836] Halogen atoms,
[1837] Cyanogi,
[1838] Nitro,
[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] However, R 101 ~R 110 One of them is L 101 Indicates the binding position with, and R 111 ~R 120 One of them is L 101 Indicates the binding position with,
[1842] L 101 silver,
[1843] single bond,
[1844] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[1845] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1846] mx is 0, 1, 2, 3, 4, or 5, and
[1847] L 101 If there are 2 or more of these, 2 or more L 101 They are identical or different from each other.
[1848] In the organic EL device according to the present embodiment, L 101 It is preferable that the ring-forming arylene group has 6 to 50 carbon atoms and is a single bond, or a substituted or unsubstituted ring.
[1849] In the organic EL device according to the present embodiment, the first compound is preferably represented by the following general formula (102).
[1850] [Chemical Formula 154]
[1851]
[1852] (In the above general formula (102),
[1853] R 101 ~R 120 Each independently R in the above general formula (101) 101 ~R 120 It has the same meaning as,
[1854] However, R 101 ~R 110 One of them is L 111 Indicates the binding position with, and R 111 ~R 120 One of them is L 112 Indicates the bonding position with,
[1855] X1 is CR 123 R 124 , oxygen atom, sulfur atom, or NR 125 And,
[1856] L 111 and L 112 are, each independently
[1857] single bond,
[1858] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[1859] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1860] ma is 0, 1, 2, 3, or 4, and
[1861] mb is 0, 1, 2, 3, or 4, and
[1862] ma+mb is 0, 1, 2, 3, or 4, and
[1863] R 121 , R 122 , R 123 , R 124 and R 125 are, each independently
[1864] hydrogen atom,
[1865] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1866] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[1867] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[1868] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[1869] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1870] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[1871] -O-(R 904 The one indicated by ),
[1872] -S-(R 905 The one indicated by ),
[1873] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[1874] -C(=O)R 801 The one indicated by,
[1875] -COOR 802 The one indicated by,
[1876] Halogen atoms,
[1877] Cyanogi,
[1878] Nitro,
[1879] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1880] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and
[1881] mc is 3, and
[1882] 3 Rs 121 They are identical or different from each other,
[1883] md is 3, and
[1884] 3 Rs 122 are identical or different from each other.
[1885] In the compound represented by the above general formula (102), it is preferable that ma is 0, 1 or 2 and mb is 0, 1 or 2.
[1886] In the compound represented by the above general formula (102), it is preferable that ma is 0 or 1 and mb is 0 or 1.
[1887] In the organic EL device according to the present embodiment, R 101 ~R 110 It is preferable that at least two of them are represented by the above general formula (11).
[1888] In the organic EL device according to the present embodiment, R 101 ~R 110 Two or more of them are represented by the above general formula (11), and also Ar 101 It is preferable that the silver be a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.
[1889] In the organic EL device according to the present embodiment,
[1890] Ar 101 is not a substituted or unsubstituted pyrenyl group,
[1891] L 101 is not a substituted or unsubstituted pyrenylene group, and
[1892] R that is not a gigabyte represented by the above general formula (11) 101 ~R 110 It is preferable that the substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms is not a substituted or unsubstituted pyrenyl group.
[1893] In the organic EL device according to the present embodiment,
[1894] R that is not a gigabyte represented by the above general formula (11) 101 ~R 110 each independently
[1895] hydrogen atom,
[1896] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1897] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1898] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1899] It is preferable that the complex circulator has 5 to 50 substituent or non-substituent ring-forming atoms.
[1900] In the organic EL device according to the present embodiment,
[1901] R that is not a gigabyte represented by the above general formula (11) 101 ~R 110 each independently
[1902] hydrogen atom,
[1903] A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or
[1904] It is preferable that it be a substituted or unsubstituted ring-forming cycloalkyl group having 3 to 50 carbon atoms.
[1905] In the organic EL device according to the present embodiment, R, which is not a group represented by the general formula (11), 101 ~R 110 It is preferable that it be a hydrogen atom.
[1906] · Compounds represented by the general formula (1X)
[1907] In the organic EL device according to the present embodiment, it is also preferable that the first compound is a compound represented by the following general formula (1X).
[1908] [Chemical Formula 155]
[1909]
[1910] (In the above general formula (1X),
[1911] R 101 ~R 112 are, each independently
[1912] hydrogen atom,
[1913] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1914] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[1915] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[1916] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[1917] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1918] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[1919] -O-(R 904 The one indicated by ),
[1920] -S-(R 905 The one indicated by ),
[1921] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[1922] -C(=O)R 801 The one indicated by,
[1923] -COOR 802 The one indicated by,
[1924] Halogen atoms,
[1925] Cyanogi,
[1926] Nitro,
[1927] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,
[1928] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or
[1929] The above general formula (11X) is a device represented by the above general formula, and
[1930] However, R 101 ~R 112 At least one of them is a device represented by the above general formula (11X), and
[1931] 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,
[1932] L 101 silver,
[1933] single bond,
[1934] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[1935] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1936] Ar 101 silver,
[1937] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1938] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1939] mx is 1, 2, 3, 4, or 5, and
[1940] L 101If there are 2 or more of these, 2 or more L 101 They are identical or different from each other,
[1941] Ar 101 If 2 or more exist, 2 or more Ar 101 They are identical or different from each other,
[1942] In the above general formula (11X), * indicates the bonding position with the benz[a]anthracene ring in the above general formula (1X).
[1943] In the organic EL device according to the present embodiment, the device represented by the general formula (11X) is preferably the device represented by the following general formula (111X).
[1944] [Chemical Formula 156]
[1945]
[1946] (In the above general formula (111X),
[1947] X1 is CR 143 R 144 , oxygen atom, sulfur atom, or NR 145 And,
[1948] L 111 and L 112 are, each independently
[1949] single bond,
[1950] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[1951] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1952] ma is 1, 2, 3, or 4, and
[1953] mb is 1, 2, 3, or 4, and
[1954] ma + mb is 2, 3, or 4, and
[1955] Ar 101 is Ar in the above general formula (11X). 101It has the same meaning as,
[1956] R 141 , R 142 , R 143 , R 144 and R 145 are, each independently
[1957] hydrogen atom,
[1958] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1959] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[1960] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[1961] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[1962] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[1963] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[1964] -O-(R 904 The one indicated by ),
[1965] -S-(R 905 The one indicated by ),
[1966] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[1967] -C(=O)R 801 The one indicated by,
[1968] -COOR 802 The one indicated by,
[1969] Halogen atoms,
[1970] Cyanogi,
[1971] Nitro,
[1972] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[1973] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[1974] mc is 3, and
[1975] 3 Rs 141 They are identical or different from each other,
[1976] md is 3, and
[1977] 3 Rs 142 are identical or different from each other.
[1978] 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.
[1979] [Chemical Formula 157]
[1980]
[1981] For example, in the apparatus represented by the above general formula (111X), L 111 This 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).
[1982] [Chemical Formula 158]
[1983]
[1984] (In the above general formula (111bX), X1, L 111 , L 112 , ma, mb, Ar 101 , R 141 , R 142 , R143 , 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, and the plural R 141 are identical or different from each other, and multiple R 142 are identical or different from each other.
[1985] In the organic EL device according to the present embodiment, it is preferable that the group represented by the general formula (111X) is the group represented by the general formula (111bX).
[1986] 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.
[1987] In the compound represented by the above general formula (1X), it is preferable that ma is 1 and mb is 1.
[1988] 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.
[1989] In the compound represented by the above general formula (1X), Ar 101 It is preferable that the group be a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted benz[a]anthryl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted phenanthryl group, or a substituted or unsubstituted fluorenyl group.
[1990] The compound represented by the above general formula (1X) is also preferably represented by the following general formula (101X).
[1991] [Chemical Formula 159]
[1992]
[1993] (In the above general formula (101X),
[1994] R 111 and R 112 One of them is L 101 Indicates the binding position with, and R 133 and R 134 One of them is L 101 Indicates the binding position with,
[1995] R 101 ~R 110 , R 121 ~R 130 , L 101 R, not the binding site with 111 or R 112 , and L 101 R, not the binding site with 133 or R 134 are, each independently
[1996] hydrogen atom,
[1997] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[1998] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[1999] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[2000] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[2001] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[2002] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[2003] -O-(R 904 The one indicated by ),
[2004] -S-(R 905 The one indicated by ),
[2005] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[2006] -C(=O)R 801 The one indicated by,
[2007] -COOR 802 The one indicated by,
[2008] Halogen atoms,
[2009] Cyanogi,
[2010] Nitro,
[2011] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[2012] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2013] L 101 silver,
[2014] single bond,
[2015] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[2016] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2017] mx is 1, 2, 3, 4, or 5, and
[2018] L 101 If there are 2 or more of these, 2 or more L 101 They are identical or different from each other.
[2019] In the compound represented by the above chemical formula (1X), L 101 It is preferable that the ring-forming arylene group has 6 to 50 carbon atoms and is a single bond, or a substituted or unsubstituted ring.
[2020] The compound represented by the above general formula (1X) is also preferably represented by the following general formula (102X).
[2021] [Chemical Formula 160]
[2022]
[2023] (In the above general formula (102X),
[2024] R 111 and R 112 One of them is L 111 Indicates the binding position with, and R 133 and R 134 One of them is L 112 Indicates the bonding position with,
[2025] R 101 ~R 110 , R 121 ~R 130 , L 111 R, not the binding site with 111 or R 112 , and L 112 R, not the bonding position with 133 or R 134 are, each independently
[2026] hydrogen atom,
[2027] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[2028] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[2029] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[2030] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[2031] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[2032] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[2033] -O-(R 904 The one indicated by ),
[2034] -S-(R 905 The one indicated by ),
[2035] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[2036] -C(=O)R 801 The one indicated by,
[2037] -COOR 802 The one indicated by,
[2038] Halogen atoms,
[2039] Cyanogi,
[2040] Nitro,
[2041] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[2042] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2043] X1 is CR 143 R 144 , oxygen atom, sulfur atom, or NR 145 is,
[2044] L 111 and L 112 are, each independently
[2045] single bond,
[2046] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[2047] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2048] ma is 1, 2, 3, or 4, and
[2049] mb is 1, 2, 3, or 4, and
[2050] ma+mb is 2, 3, 4, or 5, and
[2051] R 141 , R 142 , R 143 , R 144 and R 145 are, each independently
[2052] hydrogen atom,
[2053] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[2054] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[2055] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[2056] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[2057] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[2058] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[2059] -O-(R 904 The one indicated by ),
[2060] -S-(R 905 The one indicated by ),
[2061] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[2062] -C(=O)R 801 The one indicated by,
[2063] -COOR 802 The one indicated by,
[2064] Halogen atoms,
[2065] Cyanogi,
[2066] Nitro,
[2067] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[2068] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2069] mc is 3, and
[2070] 3 Rs 141 They are identical or different from each other,
[2071] md is 3, and
[2072] 3 Rs 142 are identical or different from each other.
[2073] In the compound represented by the above general formula (1X), it is preferable that ma in the above general formula (102X) is 1 or 2 and mb is 1 or 2.
[2074] In the compound represented by the above general formula (1X), it is preferable that ma in the above general formula (102X) is 1 and mb is 1.
[2075] In the compound represented by the above general formula (1X), it is also preferable that the group represented by the above general formula (11X) is the group represented by the following general formula (11AX) or the group represented by the following general formula (11BX).
[2076] [Chemical Formula 161]
[2077]
[2078] (In the above general formula (11AX) and the above general formula (11BX),
[2079] R 121 ~R 131 each independently
[2080] hydrogen atom,
[2081] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[2082] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[2083] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[2084] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[2085] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[2086] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[2087] -O-(R 904 The one indicated by ),
[2088] -S-(R 905The one indicated by ),
[2089] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[2090] -C(=O)R 801 The one indicated by,
[2091] -COOR 802 The one indicated by,
[2092] Halogen atoms,
[2093] Cyanogi,
[2094] Nitro,
[2095] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[2096] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and
[2097] If there are multiple devices represented by the above general formula (11AX), the multiple devices represented by the above general formula (11AX) may be identical or different from each other, and
[2098] If there are multiple devices represented by the above general formula (11BX), the multiple devices represented by the above general formula (11BX) are identical or different from each other,
[2099] L 131 and L 132 are, each independently
[2100] single bond,
[2101] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[2102] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2103] In the above general formulas (11AX) and (11BX), * represents the bonding position with the benz[a]anthracene ring in the above general formula (1X), respectively.
[2104] The compound represented by the above general formula (1X) is also preferably represented by the following general formula (103X).
[2105] [Chemical Formula 162]
[2106]
[2107] (In the above general formula (103X),
[2108] R 101 ~R 110 And R 112 are R in the above general formula (1X), respectively. 101 ~R 110 , and R 112 It has the same meaning as,
[2109] R 121 ~R 131 , L 131 and L 132 are R in the above general formula (11BX), respectively. 121 ~R 131 , L 131 and L 132 It has the same meaning as.)
[2110] In the compound represented by the above chemical formula (1X), L 131 It is also preferable that the silver be a substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms.
[2111] In the compound represented by the above chemical formula (1X), L 132 It is also preferable that it be a substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms.
[2112] In the compound represented by the above general formula (1X), R 101 ~R 112 It is also desirable that at least two of them are represented by the above general formula (11X).
[2113] In the compound represented by the chemical formula (1X), R 101 ~R 112 At least two of them are groups represented by the chemical formula (11X), and Ar in the chemical formula (11X) 101It is preferable that the silver be a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms.
[2114] In the compound represented by the above general formula (1X),
[2115] Ar 101 is not a substituted or unsubstituted benz[a]anthryl group, and
[2116] L 101 is not a substituted or unsubstituted benz[a]anthrylene group,
[2117] R that is not a gigabyte represented by the above general formula (11X). 101 ~R 110 It is also preferable that the substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms is not a substituted or unsubstituted benz[a]anthryl group.
[2118] In the compound represented by the above general formula (1X), R, which is not a group represented by the above general formula (11X). 101 ~R 112 It is preferable that each is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted ring-forming cycloalkyl group having 3 to 50 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or a substituted or unsubstituted ring-forming heterocyclic group having 5 to 50 atoms.
[2119] In the compound represented by the above chemical formula (1X), R, which is not a group represented by the above chemical formula (11X). 101 ~R 112 It is preferable that the atom be a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted ring-forming cycloalkyl group having 3 to 50 carbon atoms.
[2120] In the compound represented by the above general formula (1X), R, which is not a group represented by the above general formula (11X). 101 ~R 112 It is preferable that it be a hydrogen atom.
[2121] · Compounds represented by the general formula (12X)
[2122] In the organic EL device according to the present embodiment, it is also preferable that the first compound is a compound represented by the following general formula (12X).
[2123] [Chemical Formula 163]
[2124]
[2125] (In the above general formula (12X),
[2126] R 1201 ~R 1210 One or more of the groups consisting of two or more adjacent groups,
[2127] They combine with each other to form a substituted or unsubstituted single ring, or
[2128] They combine with each other to form substituted or non-substituted condensation rings,
[2129] 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
[2130] hydrogen atom,
[2131] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[2132] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[2133] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[2134] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[2135] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[2136] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[2137] -O-(R 904 The one indicated by ),
[2138] -S-(R 905 The one indicated by ),
[2139] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[2140] -C(=O)R 801 The one indicated by,
[2141] -COOR 802 The one indicated by,
[2142] Halogen atoms,
[2143] Cyanogi,
[2144] Nitro,
[2145] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,
[2146] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or
[2147] The above general formula (121) is a device represented by the above general formula,
[2148] However, the corresponding substituent in the case where the above-mentioned substituted or unsubstituted single ring has a substituent, the corresponding 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
[2149] 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,
[2150] L 1201 silver,
[2151] single bond,
[2152] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[2153] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2154] Ar 1201 silver,
[2155] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[2156] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2157] mx2 is 0, 1, 2, 3, 4, or 5, and
[2158] L 1201 If there are 2 or more of these, 2 or more L 1201 They are identical or different from each other,
[2159] Ar 1201 If 2 or more exist, 2 or more Ar 1201 They are identical or different from each other,
[2160] In the above general formula (121), * indicates the position of connection with the ring represented by the above general formula (12X).
[2161] 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.
[2162] · Compounds represented by the general formula (13X)
[2163] In the organic EL device according to the present embodiment, it is also preferable that the first compound is a compound represented by the following general formula (13X).
[2164] [Chemical Formula 164]
[2165]
[2166] (In the above general formula (13X),
[2167] R 1301 ~R 1310 each independently
[2168] hydrogen atom,
[2169] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[2170] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[2171] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[2172] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[2173] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[2174] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[2175] -O-(R 904 The one indicated by ),
[2176] -S-(R 905 The one indicated by ),
[2177] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[2178] -C(=O)R 801 The device indicated as,
[2179] -COOR 802 The one indicated by,
[2180] Halogen atoms,
[2181] Cyanogi,
[2182] Nitro,
[2183] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,
[2184] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or
[2185] The above general formula (131) is a device represented by the above general formula,
[2186] However, R 1301 ~R 1310 At least one of them is a device represented by the above general formula (131), and
[2187] 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,
[2188] L 1301 silver,
[2189] single bond,
[2190] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[2191] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2192] Ar 1301 silver,
[2193] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[2194] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2195] mx3 is 0, 1, 2, 3, 4, or 5, and
[2196] L 1301 If there are 2 or more of these, 2 or more L 1301 They are identical or different from each other,
[2197] Ar 1301 If 2 or more exist, 2 or more Ar 1301 They are identical or different from each other,
[2198] In the above general formula (131), * indicates the bonding position with the fluoranthene ring in the above general formula (13X).
[2199] In the organic EL device according to the present embodiment, 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 R 1306 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.
[2200] · Compounds represented by the general formula (14X)
[2201] In the organic EL device according to the present embodiment, it is also preferable that the first compound is a compound represented by the following general formula (14X).
[2202] [Chemical Formula 165]
[2203]
[2204] (In the above general formula (14X),
[2205] R 1401 ~R 1410 each independently
[2206] hydrogen atom,
[2207] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[2208] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[2209] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[2210] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[2211] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[2212] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[2213] -O-(R 904 The one indicated by ),
[2214] -S-(R 905 The one indicated by ),
[2215] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[2216] -C(=O)R 801 The one indicated by,
[2217] -COOR 802 The one indicated by,
[2218] Halogen atoms,
[2219] Cyanogi,
[2220] Nitro,
[2221] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,
[2222] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or
[2223] The above general formula (141) is a device represented by the above general formula,
[2224] However, R 1401 ~R 1410 At least one of them is a device represented by the above general formula (141), and
[2225] 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,
[2226] L 1401 silver,
[2227] single bond,
[2228] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[2229] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2230] Ar 1401 silver,
[2231] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[2232] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and
[2233] mx4 is 0, 1, 2, 3, 4, or 5, and
[2234] L 1401 If there are 2 or more of these, 2 or more L 1401 They are identical or different from each other,
[2235] Ar 1401 If 2 or more exist, 2 or more Ar 1401 They are identical or different from each other,
[2236] In the above general formula (141), * indicates the position of connection with the ring represented by the above general formula (14X).
[2237] · Compounds represented by the general formula (15X)
[2238] In the organic EL device according to the present embodiment, it is also preferable that the first compound is a compound represented by the following general formula (15X).
[2239] [Chemical Formula 166]
[2240]
[2241] (In the above general formula (15X),
[2242] R 1501 ~R 1514 are, each independently
[2243] hydrogen atom,
[2244] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[2245] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[2246] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[2247] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[2248] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[2249] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[2250] -O-(R 904 The one indicated by ),
[2251] -S-(R 905 The one indicated by ),
[2252] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[2253] -C(=O)R 801 The one indicated by,
[2254] -COOR 802 The one indicated by,
[2255] Halogen atoms,
[2256] Cyanogi,
[2257] Nitro,
[2258] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,
[2259] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or
[2260] The above general formula (151) is a device represented by the above general formula,
[2261] However, R 1501 ~R 1514 At least one of them is a device represented by the above general formula (151), and
[2262] 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,
[2263] L 1501 silver,
[2264] single bond,
[2265] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[2266] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2267] Ar 1501 silver,
[2268] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[2269] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2270] mx5 is 0, 1, 2, 3, 4, or 5, and
[2271] L 1501 If there are 2 or more of these, 2 or more L 1501 They are identical or different from each other,
[2272] Ar 1501 If 2 or more exist, 2 or more Ar 1501 They are identical or different from each other,
[2273] In the above general formula (151), * indicates the position of connection with the ring represented by the above general formula (15X).
[2274] · Compounds represented by the general formula (16X)
[2275] In the organic EL device according to the present embodiment, it is also preferable that the first compound is a compound represented by the following general formula (16X).
[2276] [Chemical Formula 167]
[2277]
[2278] (In the above general formula (16X),
[2279] R 1601 ~R 1614 are, each independently
[2280] hydrogen atom,
[2281] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[2282] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[2283] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[2284] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[2285] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[2286] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[2287] -O-(R 904 The one indicated by ),
[2288] -S-(R 905 The one indicated by ),
[2289] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[2290] -C(=O)R 801 The one indicated by,
[2291] -COOR 802 The one indicated by,
[2292] Halogen atoms,
[2293] Cyanogi,
[2294] Nitro,
[2295] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms,
[2296] A complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, or
[2297] The above general formula (161) is a device represented by the above general formula,
[2298] However, R 1601 ~R 1614 At least one of them is a device represented by the above general formula (161), and
[2299] 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,
[2300] L 1601 silver,
[2301] single bond,
[2302] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[2303] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2304] Ar 1601 silver,
[2305] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[2306] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and
[2307] mx6 is 0, 1, 2, 3, 4, or 5, and
[2308] L 1601 If there are 2 or more of these, 2 or more L 1601 They are identical or different from each other,
[2309] Ar 1601 If 2 or more exist, 2 or more Ar 1601 They are identical or different from each other,
[2310] In the above general formula (161), * indicates the position of connection with the ring represented by the above general formula (16X).
[2311] In the organic EL device according to the present 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.
[2312] By having a first host material with a connection structure including such crosslinking, it is possible to expect suppression of color degradation of the organic EL device.
[2313] In this case, the first host material may have, as a minimum unit, a linkage structure (which may be 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, in a linkage structure (which may be 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, so it contains a benzene-naphthalene linkage structure.
[2314] [Chemical Formula 168]
[2315]
[2316] In the organic EL device according to the present embodiment, it is also preferable that the crosslinking includes a double bond. That is, it is also preferable that the benzene ring and the naphthalene ring have a structure in which they are further connected by a crosslinking structure that includes a double bond in a portion other than a single bond.
[2317] 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.
[2318] 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).
[2319] 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).
[2320] [Chemical Formula 169]
[2321]
[2322] In the organic EL device according to the present embodiment, 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.
[2323] In the organic EL device according to the present embodiment, 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.
[2324] In the organic EL device according to the present embodiment, it is also preferable that the crosslinking includes a double bond.
[2325] In the organic EL device according to the present embodiment, it is also preferable that the crosslinking does not include a double bond.
[2326] 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.
[2327] In the organic EL device according to the present embodiment, 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 possible to expect suppression of color deterioration of the organic EL device.
[2328] 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).
[2329] [Chemical Formula 170]
[2330]
[2331] 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.
[2332] The above formula (BP12) is a structure connected by a crosslink including a double bond in one part other than the single bond.
[2333] 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.
[2334] 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 contain a double bond, and the other of the two parts other than the single bond is connected by a crosslink that contains a double bond.
[2335] The above formula (BP15) is a structure connected by a crosslink containing double bonds in two parts other than the single bond.
[2336] In the first compound and the second compound, it is preferable that all groups described as "substituted or unsubstituted" are "unsubstituted" groups.
[2337] (Method for preparing the first compound)
[2338] 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.
[2339] (Specific example of the first compound)
[2340] Specific examples of the first compound include, for instance, the following compounds. However, the present invention is not limited to these specific examples of the first compound.
[2341] In the present specification, among the embodiments of the compound, D represents a deuterium atom, Me represents a methyl group, and tBu represents a tert-butyl group.
[2342] [Chemical Formula 171]
[2343]
[2344] [Chemical Formula 172]
[2345]
[2346] [Chemical Formula 173]
[2347]
[2348] [Chemical Formula 174]
[2349]
[2350] [Chemical Formula 175]
[2351]
[2352] [Chemical Formula 176]
[2353]
[2354] [Chemical Formula 177]
[2355]
[2356] [Chemical Formula 178]
[2357]
[2358] [Chemical Formula 179]
[2359]
[2360] [Chemical Formula 180]
[2361]
[2362] [Chemical Formula 181]
[2363]
[2364] [Chemical Formula 182]
[2365]
[2366] [Chemical Formula 183]
[2367]
[2368] [Chemical Formula 184]
[2369]
[2370] [Chemical Formula 185]
[2371]
[2372] [Chemical Formula 186]
[2373]
[2374] [Chemical Formula 187]
[2375]
[2376] [Chemical Formula 188]
[2377]
[2378] [Chemical Formula 189]
[2379]
[2380] [Chemical Formula 190]
[2381]
[2382] [Chemical Formula 191]
[2383]
[2384] [Chemical Formula 192]
[2385]
[2386] [Chemical Formula 193]
[2387]
[2388] [Chemical Formula 194]
[2389]
[2390] [Chemical Formula 195]
[2391]
[2392] [Chemical Formula 196]
[2393]
[2394] [Chemical Formula 197]
[2395]
[2396] [Chemical Formula 198]
[2397]
[2398] [Chemical Formula 199]
[2399]
[2400] [Chemical Formula 200]
[2401]
[2402] [Chemical Formula 201]
[2403]
[2404] [Chemical Formula 202]
[2405]
[2406] [Chemical Formula 203]
[2407]
[2408] [Chemical Formula 204]
[2409]
[2410] [Chemical Formula 205]
[2411]
[2412] [Chemical Formula 206]
[2413]
[2414] [Chemical Formula 207]
[2415]
[2416] [Chemical Formula 208]
[2417]
[2418] [Chemical Formula 209]
[2419]
[2420] [Chemical Formula 210]
[2421]
[2422] [Chemical Formula 211]
[2423]
[2424] [Chemical Formula 212]
[2425]
[2426] [Chemical Formula 213]
[2427]
[2428] [Chemical Formula 214]
[2429]
[2430] [Chemical Formula 215]
[2431]
[2432] [Chemical Formula 216]
[2433]
[2434] [Chemical Formula 217]
[2435]
[2436] [Chemical Formula 218]
[2437]
[2438] [Chemical Formula 219]
[2439]
[2440] [Chemical Formula 220]
[2441]
[2442] [Chemical Formula 221]
[2443]
[2444] [Chemical Formula 222]
[2445]
[2446] [Chemical Formula 223]
[2447]
[2448] [Chemical Formula 224]
[2449]
[2450] [Chemical Formula 225]
[2451]
[2452] [Chemical Formula 226]
[2453]
[2454] [Chemical Formula 227]
[2455]
[2456] [Chemical Formula 228]
[2457]
[2458] [Chemical Formula 229]
[2459]
[2460] [Chemical Formula 230]
[2461]
[2462] [Chemical Formula 231]
[2463]
[2464] [Chemical Formula 232]
[2465]
[2466] [Chemical Formula 233]
[2467]
[2468] [Chemical Formula 234]
[2469]
[2470] [Chemical Formula 235]
[2471]
[2472] [Chemical Formula 236]
[2473]
[2474] [Chemical Formula 237]
[2475]
[2476] [Chemical Formula 238]
[2477]
[2478] [Chemical Formula 239]
[2479]
[2480] [Chemical Formula 240]
[2481]
[2482] [Chemical Formula 241]
[2483]
[2484] [Chemical Formula 242]
[2485]
[2486] [Chemical Formula 243]
[2487]
[2488] [Chemical Formula 244]
[2489]
[2490] [Chemical Formula 245]
[2491]
[2492] [Chemical Formula 246]
[2493]
[2494] [Chemical Formula 247]
[2495]
[2496] [Chemical Formula 248]
[2497]
[2498] [Chemical Formula 249]
[2499]
[2500] [Chemical Formula 250]
[2501]
[2502] [Chemical Formula 251]
[2503]
[2504] [Chemical Formula 252]
[2505]
[2506] [Chemical Formula 253]
[2507]
[2508] [Chemical Formula 254]
[2509]
[2510] [Chemical Formula 255]
[2511]
[2512] [Chemical Formula 256]
[2513]
[2514] [Chemical Formula 257]
[2515]
[2516] [Chemical Formula 258]
[2517]
[2518] [Chemical Formula 259]
[2519]
[2520] [Chemical Formula 260]
[2521]
[2522] (2nd compound)
[2523] In the organic EL device according to the present embodiment, the second compound is a compound represented by the following general formula (2).
[2524] [Chemical Formula 261]
[2525]
[2526] (In the above general formula (2),
[2527] R 201 ~R 208 each independently
[2528] hydrogen atom
[2529] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[2530] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[2531] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[2532] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[2533] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[2534] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[2535] -O-(R 904 The one indicated by ),
[2536] -S-(R 905 The one indicated by ),
[2537] -N(R 906 )(R 907 The one indicated by ),
[2538] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[2539] -C(=O)R 801 The one indicated by,
[2540] -COOR 802 The one indicated by,
[2541] Halogen atoms,
[2542] Cyanogi,
[2543] Nitro,
[2544] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[2545] It is a complex circulating group with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2546] L 201 and L 202 are, each independently
[2547] single bond,
[2548] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[2549] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2550] Ar 201 and Ar 202 are, each independently
[2551] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[2552] It is a complex ring-forming element with 5 to 50 atoms, either substitutive or unsubstitutive.
[2553] (among the second compound according to the present embodiment, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 are, each independently
[2554] hydrogen atom,
[2555] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[2556] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[2557] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[2558] It is a complex circulating ring with 5 to 50 substituent or unsubstituent atoms, and
[2559] R 901 If this plural exists, the plural R 901 They are identical or different from each other,
[2560] R 902 If there are multiple instances of , multiple R 902 are identical or different from each other,
[2561] R 903 If this plural exists, the plural R 903 They are identical or different from each other,
[2562] R 904 If there are multiple instances of , multiple R 904 are identical or different from each other,
[2563] R 905 If there are multiple instances of , multiple R 905 are identical or different from each other,
[2564] R 906 If this plural exists, the plural R 906 They are identical or different from each other,
[2565] R 907 If this plural exists, the plural R 907 They are identical or different from each other,
[2566] R 801 If this plural exists, the plural R 801 They are identical or different from each other,
[2567] R 802 If there are multiple instances of , multiple R 802 are identical or different from each other.
[2568] In the organic EL device according to the present embodiment,
[2569] R 201 ~R 208 each independently
[2570] hydrogen atom,
[2571] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms,
[2572] Substituted or unsubstituted haloalkyl groups having 1 to 50 carbon atoms,
[2573] Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms,
[2574] Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms,
[2575] Substituted or unsubstituted ring-forming cycloalkyl groups having 3 to 50 carbon atoms,
[2576] -Si(R 901 )(R 902 )(R 903 The one indicated by ),
[2577] -O-(R 904 The one indicated by ),
[2578] -S-(R 905 The one indicated by ),
[2579] -N(R 906 )(R 907 The one indicated by ),
[2580] Substituted or unsubstituted araclel groups having 7 to 50 carbon atoms,
[2581] -C(=O)R 801 The one indicated by,
[2582] -COOR 802 The one indicated by,
[2583] Halogen atoms,
[2584] Cyanogi, or
[2585] It is nitro, and
[2586] L 201 and L 202 are, each independently
[2587] single bond,
[2588] Substituted or unsubstituted ring-forming arylene groups having 6 to 50 carbon atoms, or
[2589] It is a divalent complex circulator with 5 to 50 substituent or unsubstituent ring-forming atoms, and
[2590] Ar 201 and Ar 202 are, each independently
[2591] Substituted or unsubstituted ring-forming aryl groups having 6 to 50 carbon atoms, or
[2592] It is preferable that the complex circulator has 5 to 50 substituent or non-substituent ring-forming atoms.
[2593] In the organic EL device according to the present embodiment, L 201 and L 202 Each is independently a single-bonded, or substituted or unsubstituted, ring-forming arylene group having 6 to 50 carbon atoms, and 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.
[2594] In the organic EL device according to the present embodiment, Ar 201 and Ar 202 It is preferable that each is independently a phenyl group, a naphthyl group, a phenanthyl group, a biphenyl group, a terphenyl group, a diphenylfluorenyl group, a dimethylfluorenyl group, a benzodiphenylfluorenyl group, a benzodimethylfluorenyl group, a dibenzofuranyl group, a dibenzothienyl group, a naphthobenzofuranyl group, or a naphthobenzothienyl group.
[2595] In the organic EL device according to the present embodiment, the second compound represented by the gene...
Claims
Claim 1 An organic electroluminescence device comprises an anode, a cathode, a light-emitting layer disposed between the anode and the cathode, and a hole transport band disposed between the anode and the light-emitting layer, wherein the hole transport band comprises at least two organic compound layers, and among the organic compound layers included in the hole transport band, the first organic compound layer disposed on the anode side comprises a compound comprising a first organic material and a second organic material, wherein the first organic material and the second organic material are different from each other, and the content of the first organic material in the first organic compound layer is less than 10 mass%, 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 the second light-emitting layer comprises a second host material, wherein the first host material and the second host material are different from each other, wherein the first light-emitting layer comprises at least a first light-emitting compound exhibiting light emission with a maximum peak wavelength of 500 nm or less, and the second light-emitting layer comprises a maximum peak wavelength of 500 nm An organic electroluminescence device comprising at least a second luminescent compound exhibiting luminescence of the following magnitude, wherein the first luminescent compound and the second luminescent 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 (Formula 1). T1(H1)>T1(H2) … (Equation 1) Claim 2 An organic electroluminescence device according to claim 1, wherein 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 (Formula 2). μh (H1) > μh (H2) … (Equation 2) Claim 3 An organic electroluminescence device according to claim 1 or 2, wherein 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 (Formula 3). (μe(H2) / μh(H2)) > (μe(H1) / μh(H1)) … (Equation 3) Claim 4 An organic electroluminescence device according to any one of claims 1 to 3, wherein the electron mobility μe(H1) of the first host material and the electron mobility μe(H2) of the second host material satisfy the relationship of the following formula (Formula 4). μe(H2) > μe(H1) … (Equation 4) Claim 5 An organic electroluminescence device according to any one of claims 1 to 4, wherein the first organic material is a compound comprising at least one of a first ring structure represented by the following general formula (P11) and a second ring structure represented by the following general formula (P12). [Chemical Formula 1] (The first ring structure represented by the above general formula (P11) condenses with at least one ring structure among a substituted or unsubstituted ring-forming aromatic hydrocarbon ring having 6 to 50 carbon atoms and a substituted or unsubstituted ring-forming heterocyclic ring having 5 to 50 atoms in the molecule of the first organic material, and = Z 10 The structure represented by is expressed by the following general formulas (11a), (11b), (11c), (11d), (11e), (11f), (11g), (11h), (11i), (11j), (11k) or (11m). [Chemical Formula 2] [Chemical Formula 3] (among the above general formulas (11a), (11b), (11c), (11d), (11e), (11f), (11g), (11h), (11i), (11j), (11k) or (11m), R 11 ~R 14 And R 1101 ~R 1110 Silver, each independently a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted C1–50 alkyl group, a substituted or unsubstituted C1–50 alkyl halide group, a substituted or unsubstituted ring-forming C3–50 cycloalkyl group, -Si(R 901 )(R 902 )(R 903 The one indicated by ),-O-(R 904 The element indicated by ),-S-(R 905 The unit represented by ), -N(R 906 )(R 907 A group represented by ) is a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or a substituted or unsubstituted ring-forming complex circulatory group having 5 to 50 atoms.) (In the above general formula (P12), Z1 to Z5 are each independently a nitrogen atom, R 15 A carbon atom bonded to, or a carbon atom bonded to another atom in the molecule of the first organic material, and among Z1 to Z5, at least one is a carbon atom bonded to another atom in the molecule of the first organic material, and R 15 is, hydrogen atom, halogen atom, cyano group, substituted or unsubstituted C1–50 alkyl group, substituted or unsubstituted C1–50 alkyl halide group, substituted or unsubstituted ring-forming C3–50 cycloalkyl group, substituted or unsubstituted ring-forming C6–50 aryl group, substituted or unsubstituted ring-forming C5–50 heterocyclic group, -Si(R 901 )(R 902 )(R 903 The one indicated by ),-O-(R 904 The element indicated by ),-S-(R 905 The unit represented by ), -N(R 906 )(R 907 Selected from the group consisting of a group represented by ), a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, a carboxyl group, a substituted or unsubstituted ester group, a substituted or unsubstituted carbamoyl group, a nitro group, and a substituted or unsubstituted siloxanyl group, and R 15 If there are multiple instances of , multiple R 15 are identical or different from each other.)(Among the first organic material above, R 901 ~R 907 Each is independently a hydrogen atom, a substituted or unsubstituted C1–50 alkyl group, a substituted or unsubstituted ring-forming C3–50 cycloalkyl group, a substituted or unsubstituted ring-forming C6–50 aryl group, or a substituted or unsubstituted ring-forming heterocyclic group with 5–50 atoms, and R 901 In this case, multiple Rs 901 are identical or different from each other, R 902 If there are multiple cases, multiple R 902 are identical or different from each other, R 903 In this case, multiple Rs 903 are identical or different from each other, R 904 If there are multiple cases, multiple R 904 are identical or different from each other, R 905 If there are multiple cases, multiple R 905 are identical or different from each other, R 906 In this case, multiple Rs 906 are identical or different from each other, R 907 In this case, multiple Rs 907 They are identical or different from each other. Claim 6 An organic electroluminescence element according to any one of claims 1 to 5, wherein the second organic material is a compound represented by the following general formula (21) or a compound represented by the following general formula (22). [Chemical Formula 4] (In the above general formulas (21) and (22), L A1 , L B1 , L C1 , L A2 , L B2 , L C2 and L D2 are each independently a single-bonded, substituted, or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, or a divalent complex ring-forming group having 5 to 50 atoms, and n2 is 1, 2, 3, or 4, and when n2 is 1, L E2 is a substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, or a substituted or unsubstituted ring-forming divalent complex cyclic group having 5 to 50 atoms, and when n2 is 2, 3, or 4, multiple L E2 are identical or different from each other, and if n2 is 2, 3, or 4, multiple L E2 L, which combines with each other to form a substituted or unsubstituted single ring, combines with each other to form a substituted or unsubstituted condensed ring, or does not combine with each other, does not form the said single ring, and also does not form the said condensed ring. E2 is a substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, or a substituted or unsubstituted ring-forming divalent complex cyclic group having 5 to 50 atoms, and A1, B1, C1, A2, B2, C2, and D2 are each independently a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted ring-forming complex cyclic group having 5 to 50 atoms, or -Si(R 921 )(R 922 )(R 923 ) and,R 921 , R 922 and R 923 Each independently It is a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, and R 921 If this plural exists, the plural R 921 are identical or different from each other, R 922 If there are multiple instances of , multiple R 922 are identical or different from each other, R 923 If this plural exists, the plural R 923 They are identical or different from each other. Claim 7 An organic electroluminescence element according to any one of claims 1 to 6, wherein the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, or a diamine compound having two substituted or unsubstituted amino groups in the molecule. Claim 8 An organic electroluminescence device according to any one of claims 1 to 7, wherein the organic compound layer disposed on the cathode side of the first organic compound layer, among the organic compound layers including the hole transport band, comprises a compound having a molecular structure different from that of the first organic material and the second organic material. Claim 9 An organic electroluminescence device according to any one of claims 1 to 8, wherein the hole transport band comprises a second organic compound layer disposed on the cathode side rather than the first organic compound layer, and the second organic compound layer comprises a third organic material having a molecular structure different from that of the first organic material and the second organic material. Claim 10 In claim 9, the organic electroluminescence device, wherein the second organic compound layer is in direct contact with the light-emitting layer. Claim 11 An organic electroluminescence device according to claim 10, wherein the emitting layer disposed on the anode side among the first emitting layer and the second emitting layer is in direct contact with the second organic compound layer, and the absolute value of the difference between the energy level HOMO(Host) of the highest point orbital of the host material contained in the emitting layer in contact with the second organic compound layer and the energy level HOMO(HT3) of the highest point orbital of the third organic material satisfies the relationship of the following formula (Formula 5). |HOMO(HT3)-HOMO(Host)|<0.4 eV … (Equation 5) Claim 12 An organic electroluminescence device according to claim 11, wherein the absolute value of the difference between the above HOMO(HT3) and the above HOMO(Host) satisfies the relationship of the following formula (Formula 5A). 0 eV ≤ |HOMO(HT3) - HOMO(Host)| < 0.4 eV … (Equation 5A) Claim 13 In claim 11, an organic electroluminescence device in which the above HOMO(HT3) and the above HOMO(Host) satisfy the relationship of the following formula (Formula 5B). 0 eV ≤ |HOMO(HT3) - HOMO(Host)| < 0.3 eV … (Equation 5B) Claim 14 In claim 11, an organic electroluminescence device in which the above HOMO(HT3) and the above HOMO(Host) satisfy the relationship of the following formula (Formula 5C). 0 eV ≤ |HOMO(HT3) - HOMO(Host)| < 0.28 eV … (Equation 5C) Claim 15 An organic electroluminescence device according to any one of claims 9 to 14, wherein the energy level HOMO (HT3) of the highest point orbit of the third organic material is -5.7 eV or less. Claim 16 An organic electroluminescence device according to any one of claims 9 to 15, wherein the third organic material is a compound represented by the following general formula (310) or the following general formula (320). [Chemical Formula 5] (In the above general formula (310), L A3 , L B3 , and L C3 Each is independently a single bond, a substituted or unsubstituted ring-forming arylene group having 6 to 18 carbon atoms, or a divalent complex cyclic group having 5 to 13 atoms forming a ring having 5 to 13 atoms, and L A3 and L B3 In the case of this single bond, A3 and B3 may combine with each other to form a substituted or unsubstituted single ring, combine with each other to form a substituted or unsubstituted condensed ring, or not combine with each other, L A3 and L B3 In the case of this single bond, A3 and B3 may combine with each other to form a substituted or unsubstituted single ring, combine with each other to form a substituted or unsubstituted condensed ring, or not combine with each other, L B3 and L C3 In the case of this single bond, B3 and C3 may bond to each other to form a substituted or unsubstituted single ring, or bond to each other to form a substituted or unsubstituted condensed ring, or A3, B3, and C3, which do not bond to each other, do not form the substituted or unsubstituted single ring, and do not form the substituted or unsubstituted condensed ring, are each independently a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted ring-forming complex ring group having 5 to 30 atoms, or -Si(R 921 )(R 922 )(R 923 It is a device indicated by ), and R 921 , R 922 and R 923 Each is independently a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, and R 921 If this plural exists, the plural R 921 are identical or different from each other, R 922 If there are multiple instances of , multiple R 922 are identical or different from each other, R 923 If this plural exists, the plural R 923 They are identical or different from each other.)[Chemical Formula 6] (In the above general formula (320), A 31 and A 32 Each is independently a cyclic aryl group having 6 to 30 carbon atoms, either substituent or unsubstituent, or a cyclic complex group having 5 to 30 atoms, one of Y5 to Y8 is a carbon atom bonded to *1, and Y9 to Y 12 One of them is a carbon atom bonded to *2, Y1~Y4, Y 13 ~Y 16 , Y5–Y8 that are not carbon atoms bonded to *1, and Y9–Y that are not carbon atoms bonded to *2 12 CR each independently 30 and, R 30 If this plural exists, the plural R 30 One or more of the groups, each consisting of two or more adjacent groups, combine with one another to form a substituted or non-substituted single ring, combine with one another to form a substituted or non-substituted condensed ring, or do not combine with one another, do not form the substituted or non-substituted single ring, and also do not form the substituted or non-substituted condensed ring. 30 Silver, each independently a hydrogen atom, a cyano group, a substituted or unsubstituted C1–50 alkyl group, a substituted or unsubstituted C2–50 alkenyl group, a substituted or unsubstituted C2–50 alkynyl group, a substituted or unsubstituted ring-forming C3–50 cycloalkyl group, -Si(R 901 )(R 902 )(R 903 The one indicated by ),-O-(R 904 A group represented by ), a halogen atom, a nitro group, a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or a substituted or unsubstituted ring-forming complex circulating group having 5 to 50 atoms, and L 31 and L 32 Each is independently a single bond, a substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming divalent complex cyclic group having 5 to 30 atoms.) (In the above third organic material, R 901 , R 902 , R 903 and R 904 Each is independently a hydrogen atom, a substituted or unsubstituted C1-50 alkyl group, a substituted or unsubstituted ring-forming C3-50 cycloalkyl group, a substituted or unsubstituted ring-forming C6-50 aryl group, or a substituted or unsubstituted ring-forming heterocyclic group with 5-50 atoms, and R 901 If this plural exists, the plural R 901 are identical or different from each other, R 902 If there are multiple instances of , multiple R 902 are identical or different from each other, R 903 If this plural exists, the plural R 903 are identical or different from each other, R 904 If there are multiple instances of , multiple R 904 are identical or different from each other. Claim 17 An organic electroluminescence device according to any one of claims 9 to 16, wherein the first organic compound layer and the second organic compound layer are in direct contact. Claim 18 An organic electroluminescence device according to any one of claims 9 to 17, wherein the difference NM1-NM2 between the refractive index NM1 of a constituent material included in the first organic compound layer and the refractive index NM2 of a constituent material included in the second organic compound layer satisfies the relationship of the following formula (Formula N1). NM1-NM2≥0.03 … (Equation N1) Claim 19 An organic electroluminescence device according to any one of claims 9 to 18, wherein the difference NM1-NM2 between the refractive index NM1 of a constituent material included in the first organic compound layer and the refractive index NM2 of a constituent material included in the second organic compound layer satisfies the relationship of the following formula (formula N2). NM1-NM2≥0.04 … (Equation N2) Claim 20 An organic electroluminescence element according to any one of claims 9 to 19, wherein the refractive index of the compound contained in the second organic compound layer is 1.89 or less. Claim 21 An organic electroluminescence element according to any one of claims 9 to 20, wherein the third organic material is a monoamine compound having only one substituted or unsubstituted amino group in the molecule. Claim 22 An organic electroluminescence device according to any one of claims 9 to 21, wherein the third organic material is at least one compound selected from the group consisting of a compound represented by the following general formula (cHT3-1), a compound represented by the general formula (cHT3-2), a compound represented by the general formula (cHT3-3), and a compound represented by the general formula (cHT3-4). [Chemical Formula 7] [Chemical Formula 8] [Chemical Formula 9] [Chemical Formula 10] (In the above general formulas (cHT3-1), (cHT3-2), (cHT3-3) and (cHT3-4), Ar 311 is a group represented by any one of the following general formulas (1-a), (1-b), (1-c) and (1-d), and Ar 312 and Ar 313 Silver, respectively, independently forming a substituted or unsubstituted ring, an aryl group with 6–50 carbon atoms, forming a substituted or unsubstituted ring, a complex circulating group with 5–50 atoms, or -Si(R C1 )(R C2 )(R C3 ) and,R C1 , R C2 and R C3 Each is independently a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, and R C1 If this plural exists, the plural R C1 are identical or different from each other, R C2 If there are multiple instances of , multiple R C2 are identical or different from each other, R C3 If this plural exists, the plural R C3 are identical or different from each other, L D1 , L D2 and L D3 Each independently forms a single bond, a substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, or a divalent complex ring-forming 5 to 50 atoms, and R D20 ~R D24 One or more of the groups consisting of two or more adjacent groups combine with each other to form a substituted or non-substituted single ring, combine with each other to form a substituted or non-substituted condensed ring, or do not combine with each other, R D31 ~R D38 One or more of the groups consisting of two or more adjacent groups combine with each other to form a substituted or non-substituted single ring, combine with each other to form a substituted or non-substituted condensed ring, or do not combine with each other, R D40 ~R D44 One or more of the groups consisting of two or more adjacent elements combine to form a substituted or unsubstituted single ring, combine to form a substituted or unsubstituted condensed ring, or do not combine with each other, where X3 is an oxygen atom, a sulfur atom, or C(R D45 )(R D46 ) and,R D45 and R D46 A group consisting of, which combines with each other to form a substituted or unsubstituted single ring, combines with each other to form a substituted or unsubstituted condensed ring, or does not combine with each other, R D25 , R which does not form the above-mentioned substituted or unsubstituted single ring, and also does not form the above-mentioned substituted or unsubstituted condensed ring. D20 ~R D24 , R D31 ~R D38 , R D40 ~R D44 , R D45 And R D46 Silver, each independently a hydrogen atom, a cyano group, a substituted or unsubstituted C1–50 alkyl group, a substituted or unsubstituted C1–50 alkyl halide group, a substituted or unsubstituted ring-forming C3–50 cycloalkyl group, -Si(R 901 )(R 902 )(R 903 The one indicated by ),-O-(R 904 A group represented by ), 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, and a plurality of R D20 are identical or different from each other, and plural R D40 are identical or different from each other, and R in the compounds represented by the above general formulas (cHT3-1), (cHT3-2), (cHT3-3), and (cHT3-4). 901 ~R 904 Each is independently a hydrogen atom, a substituted or unsubstituted C1–50 alkyl group, a substituted or unsubstituted ring-forming C3–50 cycloalkyl group, a substituted or unsubstituted ring-forming C6–50 aryl group, or a substituted or unsubstituted ring-forming heterocyclic group with 5–50 atoms, and R 901 In this case, multiple Rs 901 are identical or different from each other, R 902 If there are multiple cases, multiple R 902 , identical or different from each other, R 903 In this case, multiple Rs 903 are identical or different from each other, R 904 If there are multiple cases, multiple R 904 They are identical or different from each other.)[Chemical Formula 11] (Among the above general formula (1-a), R 51 ~R 55 Among them, groups consisting of two or more adjacent elements do not combine with each other, R 51 ~R 55 are each independently a hydrogen atom, or a substituted or unsubstituted C1-C6 alkyl group, and ** is L D1 Indicates the bonding position with.)[Chemical Formula 12] (In the above general formula (1-b), R 61 ~R 68 One of them is a single bond that binds to *b, and R that is not a single bond that binds to *b. 61 ~R 68 Among them, groups consisting of two or more adjacent elements do not combine with each other, and R that is not a single combination combining to *b 61 ~R 68 Each is independently a hydrogen atom, a substituted or unsubstituted C1–C6 alkyl group, or a substituted or unsubstituted cyclic C6–C12 aryl group, and ** is L D1 Indicates the bonding position with.)[Chemical Formula 13] (of the above general formula (1-c), R 71 ~R 80 One of them is a single bond that binds to *d, and R that is not a single bond that binds to *d. 71 ~R 80 Among them, groups consisting of two or more adjacent elements do not all combine with each other, and are not single combinations that combine with *d R 71 ~R 80 Each is independently a hydrogen atom, a substituted or unsubstituted C1–C6 alkyl group, or a substituted or unsubstituted ring-forming C6–C12 aryl group, and ** is L D1 Indicates the bonding position with.)[Chemical Formula 14] (of the above general formula (1-d), R 141 ~R 145 One of them is a single bond that binds to *h1, and R 141 ~R 145 The other one is a single bond that binds to *h2, not a single bond that binds to *h1, and also R that is not a single bond that binds to *h2. 141 ~R 145 Among them, groups consisting of two or more adjacent elements do not combine with each other, and R 151 ~R 155 One or more of the groups consisting of two or more adjacent groups combine with each other to form a substituted or non-substituted single ring, combine with each other to form a substituted or non-substituted condensed ring, or do not combine with each other, R 161 ~R 165 One or more of the groups consisting of two or more adjacent groups combine to form a single ring with or without substitution, or combine to form a condensed ring with or without substitution, or do not combine with each other, and are not single bonds to *h1 and are not single bonds to *h2. 141 ~R 145 , and R which does not form the above-mentioned substituted or unsubstituted single ring, and also does not form the above-mentioned substituted or unsubstituted condensed ring. 151 ~R 155 and R 161 ~R 165 are each independently a hydrogen atom, a substituted or unsubstituted C1–C6 alkyl group, or a substituted or unsubstituted cyclic C6–C12 aryl group, and ** is L D1 Indicates the binding location with.) Claim 23 An organic electroluminescence device according to any one of claims 1 to 21, wherein the second organic material is at least one compound selected from the group consisting of a compound represented by the following general formula (cHT2-1), a compound represented by the general formula (cHT2-2), and a compound represented by the general formula (cHT2-3). [Chemical Formula 15] [Chemical Formula 16] [Chemical Formula 17] (In the above general formulas (cHT2-1), (cHT2-2), and (cHT2-3), Ar 112 , Ar 113 , Ar 121 , Ar 122 , Ar 123 and Ar 124 are, respectively, independently a ring-forming aryl group having 6 to 50 carbon atoms, a ring-forming complex circulating group having 5 to 50 atoms, or -Si(R C1 )(R C2 )(R C3 ) and,R C1 , R C2 and R C3 Each is independently a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, and R C1 If this plural exists, the plural R C1 are identical or different from each other, R C2 If there are multiple instances of , multiple R C2 are identical or different from each other, R C3 If this plural exists, the plural R C3 are identical or different from each other, L A1 , L A2 , L A3 , L B1 , L B2 , L B3 and L B4 are each independently a single-bonded, substituted, or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, or a divalent complex ring-forming group having 5 to 50 atoms, where nb is 1, 2, 3, or 4, and when nb is 1, L B5 is a substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, or a substituted or unsubstituted ring-forming divalent complex cyclic group having 5 to 50 atoms, and when nb is 2, 3, or 4, multiple L B5 are identical or different from each other, and if nb is 2, 3, or 4, multiple L B5 L, which combines with each other to form a substituted or unsubstituted single ring, combines with each other to form a substituted or unsubstituted condensed ring, or does not combine with each other, does not form the substituted or unsubstituted single ring, and also does not form the substituted or unsubstituted condensed ring. B5 is a substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, or a substituted or unsubstituted ring-forming divalent complex cyclic group having 5 to 50 atoms, and R A35 and R A36 A group consisting of, which combines with each other to form a substituted or unsubstituted single ring, combines with each other to form a substituted or unsubstituted condensed ring, or does not combine with each other, R A25 , and R which does not form the above-mentioned substituted or unsubstituted single ring, and also does not form the above-mentioned substituted or unsubstituted condensed ring. A35 and R A36 Silver, each independently a hydrogen atom, a cyano group, a substituted or unsubstituted C1–50 alkyl group, a substituted or unsubstituted C1–50 alkyl halide group, a substituted or unsubstituted ring-forming C3–50 cycloalkyl group, -Si(R 901 )(R 902 )(R 903 The one indicated by ),-O-(R 904 A group represented by ), 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, and R A20 ~R A24 One or more of the groups consisting of two or more adjacent groups combine with each other to form a substituted or non-substituted single ring, combine with each other to form a substituted or non-substituted condensed ring, or do not combine with each other, R A30 ~R A34 One or more of the groups, each consisting of two or more adjacent groups, combine with one another to form a substituted or non-substituted single ring, combine with one another to form a substituted or non-substituted condensed ring, or do not combine with one another to form the said substituted or non-substituted single ring, and also do not form the said substituted or non-substituted condensed ring. A20 ~R A24 And R A30 ~R A34 are, respectively, a hydrogen atom, a cyano group, a substituted or unsubstituted C1-50 alkyl group, a substituted or unsubstituted C1-50 alkyl halide group, a substituted or unsubstituted ring-forming C3-50 cycloalkyl group, -Si(R 901 )(R 902 )(R 903 The one indicated by ),-O-(R 904 A group represented by ), 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, and a plurality of R A20 are identical or different from each other, and plural R A30 are identical or different from each other, and R in the compounds represented by the above general formulas (cHT2-1), (cHT2-2), and (cHT2-3). 901 ~R 904 Each is independently a hydrogen atom, a substituted or unsubstituted C1–50 alkyl group, a substituted or unsubstituted ring-forming C3–50 cycloalkyl group, a substituted or unsubstituted ring-forming C6–50 aryl group, or a substituted or unsubstituted ring-forming heterocyclic group with 5–50 atoms, and R 901 In this case, multiple Rs 901 are identical or different from each other, R 902 If there are multiple cases, multiple R 902 are identical or different from each other, R 903 In this case, multiple Rs 903 are identical or different from each other, R 904 If there are multiple cases, multiple R 904 are identical or different from each other. Claim 24 An organic electroluminescence device according to claim 22, wherein the second organic material is at least one compound selected from the group consisting of a compound represented by the following general formula (cHT2-1), a compound represented by the general formula (cHT2-2), and a compound represented by the general formula (cHT2-3). [Chemical Formula 18] [Chemical Formula 19] [Chemical Formula 20] (In the above general formulas (cHT2-1), (cHT2-2), and (cHT2-3), Ar 112 , Ar 113 , Ar 121 , Ar 122 , Ar 123 and Ar 124 are, respectively, independently a ring-forming aryl group having 6 to 50 carbon atoms, a ring-forming complex circulating group having 5 to 50 atoms, or -Si(R C1 )(R C2 )(R C3 ) and,R C1 , R C2 and R C3 Each is independently a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, and R C1 If this plural exists, the plural R C1 are identical or different from each other, R C2 If there are multiple instances of , multiple R C2 are identical or different from each other, R C3 If this plural exists, the plural R C3 are identical or different from each other, L A1 , L A2 , L A3 , L B1 , L B2 , L B3 and L B4 are each independently a single-bonded, substituted, or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, or a divalent complex ring-forming group having 5 to 50 atoms, where nb is 1, 2, 3, or 4, and when nb is 1, L B5 is a substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, or a substituted or unsubstituted ring-forming divalent complex cyclic group having 5 to 50 atoms, and when nb is 2, 3, or 4, multiple L B5 are identical or different from each other, and if nb is 2, 3, or 4, multiple L B5 L, which combines with each other to form a substituted or unsubstituted single ring, combines with each other to form a substituted or unsubstituted condensed ring, or does not combine with each other, does not form the substituted or unsubstituted single ring, and also does not form the substituted or unsubstituted condensed ring. B5 is a substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, or a substituted or unsubstituted ring-forming divalent complex cyclic group having 5 to 50 atoms, and R A35 and R A36 A group consisting of, which combines with each other to form a substituted or unsubstituted single ring, combines with each other to form a substituted or unsubstituted condensed ring, or does not combine with each other, R A25 , and R which does not form the above-mentioned substituted or unsubstituted single ring, and also does not form the above-mentioned substituted or unsubstituted condensed ring. A35 and R A36 Silver, each independently a hydrogen atom, a cyano group, a substituted or unsubstituted C1–50 alkyl group, a substituted or unsubstituted C1–50 alkyl halide group, a substituted or unsubstituted ring-forming C3–50 cycloalkyl group, -Si(R 901 )(R 902 )(R 903 The one indicated by ),-O-(R 904 A group represented by ), 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, and R A20 ~R A24 One or more of the groups consisting of two or more adjacent groups combine with each other to form a substituted or non-substituted single ring, combine with each other to form a substituted or non-substituted condensed ring, or do not combine with each other, R A30 ~R A34 One or more of the groups, each consisting of two or more adjacent groups, combine with one another to form a substituted or non-substituted single ring, combine with one another to form a substituted or non-substituted condensed ring, or do not combine with one another to form the said substituted or non-substituted single ring, and also do not form the said substituted or non-substituted condensed ring. A20 ~R A24 And R A30 ~R A34 are, respectively, a hydrogen atom, a cyano group, a substituted or unsubstituted C1-50 alkyl group, a substituted or unsubstituted C1-50 alkyl halide group, a substituted or unsubstituted ring-forming C3-50 cycloalkyl group, -Si(R 901 )(R 902 )(R 903 The one indicated by ),-O-(R 904 A group represented by ), 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, and a plurality of R A20 are identical or different from each other, and plural R A30 are identical or different from each other, and R in the compounds represented by the above general formulas (cHT2-1), (cHT2-2), and (cHT2-3). 901 ~R 904 Each is independently a hydrogen atom, a substituted or unsubstituted C1–50 alkyl group, a substituted or unsubstituted ring-forming C3–50 cycloalkyl group, a substituted or unsubstituted ring-forming C6–50 aryl group, or a substituted or unsubstituted ring-forming heterocyclic group with 5–50 atoms, and R 901 In this case, multiple Rs 901 are identical or different from each other, R 902 If there are multiple cases, multiple R 902 are identical or different from each other, R 903 In this case, multiple Rs 903 are identical or different from each other, R 904 If there are multiple cases, multiple R 904 are identical or different from each other. Claim 25 An organic electroluminescence element according to any one of claims 1 to 24, wherein the refractive index of the compound contained in the first organic compound layer is 1.94 or higher. Claim 26 An organic electroluminescence element according to any one of claims 1 to 25, wherein the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule. Claim 27 An organic electroluminescence device according to any one of claims 1 to 26, wherein the second organic material has at least one group selected from the group consisting of a group represented by the following general formula (2-a), a group represented by the general formula (2-b), a group represented by the general formula (2-c), a group represented by the general formula (2-d), a group represented by the general formula (2-e), and a group represented by the general formula (2-f). [Chemical Formula 21] (In the above general formula (2-a), R 251 ~R 255 Among them, groups consisting of two or more adjacent elements do not combine with each other, R 251 ~R 255 is independently a hydrogen atom, or a substituted or unsubstituted C1-C6 alkyl group, and ** indicates the bonding position.)[Chemical Formula 22] (In the above general formula (2-b), R 261 ~R 268 One of them is a single bond that binds to *b, and R that is not a single bond that binds to *b. 261 ~R 268 Among them, groups consisting of two or more adjacent elements do not combine with each other, and R that is not a single combination combining to *b 261 ~R 268 Each is independently a hydrogen atom, a substituted or unsubstituted C1–C6 alkyl group, or a substituted or unsubstituted cyclic C6–C12 aryl group, and ** indicates the bonding position.)[Chemical Formula 23] (of the above general formula (2-c), R 271 ~R 282 One of them is a single bond that bonds to *c, and R that is not a single bond that bonds to *c. 271 ~R 282 Among them, groups consisting of two or more adjacent elements do not all combine with each other, and are not single bonds that combine with *c R 271 ~R 282 is independently a hydrogen atom, a substituted or unsubstituted C1–C6 alkyl group, or a substituted or unsubstituted cyclic C6–C12 aryl group, and ** indicates the bonding position.)[Chemical Formula 24] (of the above general formula (2-d), R 291 ~R 300 One of them is a single bond that binds to *d, and R that is not a single bond that binds to *d. 291 ~R 300 Among them, groups consisting of two or more adjacent elements do not combine with each other, and R that is not a single combination combining to *d 291 ~R 300 Each is independently a hydrogen atom, a substituted or unsubstituted C1–C6 alkyl group, or a substituted or unsubstituted cyclic C6–C12 aryl group, and ** indicates the bonding position.)[Chemical Formula 25] (In the above general formula (2-e), Z3 is an oxygen atom, a sulfur atom, NR 319 or C(R 320 )(R 321 ) and,R 311 ~R 321 One of them is a single bond that binds to *e, or R 311 ~R 318 Among the following substituted or unsubstituted benzene rings formed by the bonding of two or more adjacent groups, one carbon atom is bonded to *e by a single bond, and R, which is not bonded to *e by a single bond. 311 ~R 318 A group consisting of two or more adjacent groups, which combine to form a substituted or unsubstituted benzene ring, or do not combine to each other, and are not single bonds that combine with *e, and also do not form the said substituted or unsubstituted benzene ring, R 311 ~R 318 Each is independently a hydrogen atom, a substituted or unsubstituted C1–C6 alkyl group, a substituted or unsubstituted ring-forming C6–C12 aryl group, or a substituted or unsubstituted ring-forming 5–C10 heterocyclic group, and *R that is not a single bond to e 319 is a hydrogen atom, a substituted or unsubstituted C1–C6 alkyl group, or a substituted or unsubstituted ring-forming C6–C12 aryl group, and R that is not a single bond bonded to *e 320 and R 321 A group comprising, which combines with each other to form a substituted or unsubstituted single ring, combines with each other to form a substituted or unsubstituted condensed ring, or does not combine with each other, and is not a single bond that combines with *e, and also does not form the said substituted or unsubstituted single ring, and also does not form the said substituted or unsubstituted condensed ring R 320 and R 321 Each is independently a hydrogen atom, a substituted or unsubstituted C1–C6 alkyl group, or a substituted or unsubstituted cyclic C6–C12 aryl group, where ** indicates the bonding position.)[Chemical Formula 26] (In the above general formula (2-f), R 341 ~R 345 One of them is a single bond that binds to *h1, and R 341 ~R 345 The other one is a single bond that binds to *h2, not a single bond that binds to *h1, and also R that is not a single bond that binds to *h2. 341 ~R 345 Among them, groups consisting of two or more adjacent elements do not combine with each other, and R 351 ~R 355 One or more of the groups consisting of two or more adjacent groups combine with each other to form a substituted or non-substituted single ring, combine with each other to form a substituted or non-substituted condensed ring, or do not combine with each other, R 361 ~R 365 One or more of the groups consisting of two or more adjacent groups combine to form a single ring with or without substitution, or combine to form a condensed ring with or without substitution, or do not combine with each other, and are not single bonds to *h1 and are not single bonds to *h2. 341 ~R 345 , and R which does not form the above-mentioned substituted or unsubstituted single ring, and also does not form the above-mentioned substituted or unsubstituted condensed ring. 351 ~R 355 and R 361 ~R 365 Each is independently a hydrogen atom, a substituted or unsubstituted C1–C6 alkyl group, or a substituted or unsubstituted cyclic C6–C12 aryl group, and ** indicates the bonding position.) Claim 28 In claim 27, the second organic material is a monoamine compound having one substituted or unsubstituted amino group in the molecule, and the group represented by general formula (2-a), the group represented by general formula (2-b), the group represented by general formula (2-c), the group represented by general formula (2-d), the group represented by general formula (2-e), and the group represented by general formula (2-f) each independently directly bond to the nitrogen atom of the amino group of the monoamine compound, bond through a phenylene group, or bond through a biphenylene group, an organic electroluminescence element. Claim 29 An organic electroluminescence element according to any one of claims 1 to 28, wherein the compound contained in the first organic compound layer is a compound that does not contain a thiophene ring in its molecule. Claim 30 An organic electroluminescence device according to any one of claims 1 to 29, wherein the first organic compound layer and the anode are in direct contact. Claim 31 An organic electroluminescence device according to any one of claims 1 to 30, wherein the first light-emitting layer and the second light-emitting layer are in direct contact. Claim 32 An organic electroluminescence device according to any one of claims 1 to 31, wherein the first light-emitting layer is disposed on the anode side rather than the second light-emitting layer. Claim 33 An organic electroluminescence device according to any one of claims 1 to 32, wherein 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 (Formula 10). S1(H1)>S1(D1) … (Equation 10) Claim 34 An organic electroluminescence device according to any one of claims 1 to 33, wherein 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 (Formula 11). T1 (D1) > T1 (H1) … (Equation 11) Claim 35 An organic electroluminescence device according to any one of claims 1 to 34, wherein 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 (Formula 12). S1(H2)>S1(D2) … (Equation 12) Claim 36 An organic electroluminescence device according to any one of claims 1 to 35, wherein the triplet energy T1(H2) of the second host material and the triplet energy T1(D2) of the second luminescent compound satisfy the relationship of the following formula (Formula 13). T1(D2)>T1(H2) … (Equation 13) Claim 37 An organic electroluminescence device according to any one of claims 1 to 36, 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 (Formula 14). T1(H1)-T1(H2)>0.03 eV… (Formula 14) Claim 38 An organic electroluminescence device according to any one of claims 1 to 37, wherein the triplet energy T1 (DX) of the first luminescent compound or the second luminescent compound and the triplet energy T1 (H1) of the first host material satisfy the relationship of the following formula (Formula 21).0 eV <T1(DX)-T1(H1)<0.6 eV … (Equation 21) Claim 39 An organic electroluminescence device according to any one of claims 1 to 38, wherein the triplet energy T1(H1) of the first host material satisfies the relationship of the following formula (Formula 15). T1(H1)>2.0 eV … (Equation 15) Claim 40 An organic electroluminescence device according to any one of claims 1 to 39, wherein the triplet energy T1(H1) of the first host material satisfies the relationship of the following formula (Formula 16). T1(H1)>2.10 eV … (Equation 16) Claim 41 An organic electroluminescence device according to any one of claims 1 to 40, wherein the triplet energy T1(H1) of the first host material satisfies the relationship of the following formula (Formula 17): 2.08 eV > T1(H1) > 1.87 eV … (Equation 17) Claim 42 An organic electroluminescence device according to any one of claims 1 to 41, wherein the triplet energy T1(H2) of the second host material satisfies the relationship of the following formula (Formula 18). T1(H2)≥1.9 eV … (Equation 18) Claim 43 An organic electroluminescence device according to any one of claims 1 to 42, wherein 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 each independently further condensed with or not condensed with a single ring or a condensed ring, and the benzene ring and the naphthalene ring in the linkage structure are further connected by a crosslink in at least one portion other than the single bond. Claim 44 An organic electroluminescence device according to claim 43, wherein the crosslinking comprises a double bond. Claim 45 An organic electroluminescence element according to any one of claims 1 to 44, wherein 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 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. Claim 46 An organic electroluminescence element according to claim 45, wherein 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. Claim 47 An organic electroluminescence device according to claim 45 or 46, wherein the crosslinking comprises a double bond. Claim 48 An organic electroluminescence device according to claim 45, wherein the first benzene ring and the second benzene ring of the biphenyl structure are further connected by the crosslinking in two portions other than the single bond, and the crosslinking does not include a double bond. Claim 49 An electronic device equipped with an organic electroluminescence element described in any one of claims 1 to 48.
