Composition, mixed powder, organic electroluminescent element, and electronic device

CN123026580APending Publication Date: 2026-11-03IDEMITSU KOSAN CO LTD
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Patent Information

Application Number
CN202610567918.7
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2025-05-02
Filing Date
2026-04-27
Publication Date
2026-11-03

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Benefits of technology

[0061]According to one aspect of the present invention, it is possible to provide a composition that enables high performance of an organic electroluminescent element, to provide a mixed powder comprising the composition, to provide an organic electroluminescent element comprising the composition, and to provide an electronic device equipped with the organic electroluminescent element.

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Abstract

A composition comprising a first compound represented by formula (1-1) and a second compound having a condensed ring including 4 or more rings, the first compound and the second compound being different from each other. In formula (1-1), X 11 is an oxygen atom or a sulfur atom, R 111 ~ R 118 each independently is a substituent or the like, wherein at least one of R 111 ~ R 118 is a group represented by formula (1-11), L 111 is an arylene group or a divalent heterocyclic group, and mx is 1, 2, or 3.
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Description

Technical Field

[0001] This invention relates to compositions, mixed powders, organic electroluminescent elements, and electronic devices. Background Technology

[0002] Organic electroluminescent devices (hereinafter sometimes referred to as "organic EL devices") are used in full-color displays for mobile phones, televisions, and other applications. When a voltage is applied to an organic EL device, holes are injected from the anode into the emitting layer, and electrons are injected from the cathode into the emitting layer. Then, in the emitting layer, the injected holes recombine with the electrons to form excitons. At this point, according to the statistical law of electron spin, singlet excitons are generated at a rate of 25%, and triplet excitons are generated at a rate of 75%.

[0003] To improve the performance of organic EL devices, for example, reference 1 (International Publication No. 2023 / 120485) investigated the stacking of multiple light-emitting layers. Additionally, reference 2 (International Publication No. 2010 / 134350) described the phenomenon of generating singlet excitons through the collisional fusion of two triplet excitons (hereinafter sometimes referred to as the Triplet-Triplet Fusion = TTF phenomenon) to improve the performance of organic EL devices.

[0004] The performance characteristics of organic EL elements can be exemplified by, for example, brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifetime. Summary of the Invention

[0005] The object of the present invention is to provide a composition capable of performing high-performance organic electroluminescent elements, to provide a mixed powder comprising the composition, to provide an organic electroluminescent element comprising the composition, and to provide an electronic device equipped with the organic electroluminescent element.

[0006] According to one aspect of the present invention, a composition is provided comprising a first compound represented by the following formula (1-1) and a second compound having a fused ring comprising four or more rings, wherein the first compound and the second compound are different from each other.

[0007]

[0008] (In the above equation (1-1),

[0009] X 11 It consists of oxygen or sulfur atoms.

[0010] By R 111 ~R 118 One or more groups consisting of two or more adjacent elements.

[0011] They bond together to form substituted or unsubstituted monocyclic rings.

[0012] They bond together to form substituted or unsubstituted fused rings, or

[0013] They do not bond with each other.

[0014] R does not form the aforementioned substituted or unsubstituted monocyclic rings and does not form the aforementioned substituted or unsubstituted fused rings. 111 ~R 118 Each independently

[0015] hydrogen atom,

[0016] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0017] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[0018] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[0019] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[0020] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0021] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[0022] -O-(R 904 The groups shown in the figure,

[0023] -S-(R 905 The groups shown in the figure,

[0024] -N(R 906 (R) 907 The groups shown in the figure,

[0025] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[0026] -C(=O)R 801 The groups shown

[0027] -C(=O)OR 802 The groups shown

[0028] Halogen atoms,

[0029] Nitro,

[0030] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms

[0031] Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or

[0032] The groups shown in formula (1-11) above,

[0033] Among them, R 111 ~R 118 At least one of them is a group represented by the formula (1-11) above.

[0034] When there are multiple groups represented by the above formula (1-11), the multiple groups represented by the above formula (1-11) may be the same as each other or different.

[0035] L 111 for

[0036] Substituted or unsubstituted arylene groups with 6 to 15 carbon atoms, or

[0037] Divalent heterocyclic groups with 5 to 15 cyclic atoms, substituted or unsubstituted.

[0038] mx is 1, 2, or 3.

[0039] In L 111 When there are more than two, more than two L 111 They are the same or different.

[0040] Ar 111 It is an aryl group containing four or more rings, whether substituted or unsubstituted.

[0041] In Ar 111 In the case of two or more Ar, two or more Ar 111 They are the same or different.

[0042] In equation (1-11) above, * indicates the bonding position.

[0043] (In the first compound mentioned above, R) 901 R 902 R 903 R 904 R 905 R 906 R 907 R 801 and R 802 Each independently

[0044] hydrogen atom,

[0045] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0046] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0047] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[0048] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0049] In R 901 In the case of multiple Rs, multiple Rs 901 They are the same or different.

[0050] In R 902 In the case of multiple Rs, multiple Rs 902 They are the same or different.

[0051] In R 903 In the case of multiple Rs, multiple Rs 903 They are the same or different.

[0052] In R 904 In the case of multiple Rs, multiple Rs 904 They are the same or different.

[0053] In R 905 In the case of multiple Rs, multiple Rs 905 They are the same or different.

[0054] In R 906 In the case of multiple Rs, multiple Rs 906 They are the same or different.

[0055] In R 907 In the case of multiple Rs, multiple Rs 907 They are the same or different.

[0056] In R 801 In the case of multiple Rs, multiple Rs 801 They are the same or different.

[0057] In R 802 In the case of multiple Rs, multiple Rs 802 (They may be the same or different.)

[0058] According to one aspect of the present invention, a mixed powder comprising a composition according to one aspect of the present invention is provided.

[0059] According to one aspect of the present invention, an organic electroluminescent element is provided, which has an anode, a cathode, and a light-emitting region disposed between the anode and the cathode, wherein the anode, the light-emitting region, and the cathode are sequentially disposed, the light-emitting region comprising a first light-emitting layer and a second light-emitting layer, and the first light-emitting layer containing a composition according to one aspect of the present invention.

[0060] According to one aspect of the present invention, an electronic device is provided, wherein an organic electroluminescent element according to one aspect of the present invention is incorporated.

[0061] According to one aspect of the present invention, it is possible to provide a composition that enables high performance of an organic electroluminescent element, to provide a mixed powder comprising the composition, to provide an organic electroluminescent element comprising the composition, and to provide an electronic device equipped with the organic electroluminescent element. Attached Figure Description

[0062] Figure 1 This diagram illustrates the general configuration of a first example of an organic EL element according to the third embodiment.

[0063] Figure 2 This diagram illustrates the general configuration of a second example of an organic EL element according to the third embodiment. Detailed Implementation

[0064] [definition]

[0065] In this specification, a hydrogen atom means an isotope containing different numbers of neutrons, namely protium, deuterium, and tritium.

[0066] In this specification, the chemical structural formula does not explicitly show that the bonding positions of symbols such as "R" and "D" representing deuterium atoms are set to be bonded to hydrogen atoms, i.e., protium atoms, deuterium atoms, or tritium atoms.

[0067] In this specification, the number of carbon atoms forming a ring refers to the number of carbon atoms in the ring itself of a compound whose atoms are bonded in a ring (e.g., monocyclic compounds, fused-ring compounds, bridged-ring compounds, carbocyclic compounds, and heterocyclic compounds). When the ring is substituted with a substituent, the carbon atoms contained in the substituent are not included in the number of carbon atoms forming the ring. The term "number of carbon atoms forming a ring" is used as such unless otherwise specified. For example, the number of carbon atoms forming a ring is 6 for a benzene ring, 10 for a naphthalene ring, 5 for a pyridine ring, and 4 for a furan ring. Additionally, for example, the number of carbon atoms forming a ring is 13 for 9,9-diphenylfluorene and 25 for 9,9'-spirobifluorene.

[0068] Furthermore, when a benzene ring is substituted with an alkyl group, the carbon number of the alkyl group is not included in the number of carbon atoms in the ring-forming process of the benzene ring. Therefore, the number of carbon atoms in the cyclic benzene ring substituted with an alkyl group is 6. Similarly, when a naphthalene ring is substituted with an alkyl group, the carbon number of the alkyl group is not included in the number of carbon atoms in the ring-forming process of the naphthalene ring. Therefore, the number of carbon atoms in the cyclic naphthalene ring substituted with an alkyl group is 10.

[0069] In this specification, the number of cyclic atoms refers to the number of atoms constituting the ring itself in compounds with a cyclic structure (e.g., monocyclic, fused-ring, and ring assemblies). Atoms that do not constitute the ring (e.g., hydrogen atoms ending the bonds of the ring-forming atoms) and atoms contained in substituents when the ring is substituted are not included in the number of cyclic atoms. The term "number of cyclic atoms" as used below is the same unless otherwise stated. For example, the number of cyclic atoms in a pyridine ring is 6, in a quinazoline ring it is 10, and in a furan ring it is 5. For example, the number of hydrogen atoms bonded to the pyridine ring or atoms constituting substituents are not included in the number of cyclic atoms in pyridine. Therefore, the number of cyclic atoms in a pyridine ring bonded with hydrogen atoms or substituents is 6. Furthermore, hydrogen atoms bonded to the carbon atoms of the quinazoline ring, or atoms constituting substituents, are not included in the number of cyclic atoms of the quinazoline ring. Therefore, the number of cyclic atoms in a quinazoline ring with bonded hydrogen atoms or substituents is 10.

[0070] In this specification, the phrase "ZZ group with substituted or unsubstituted carbon numbers of XX to YY" indicates the number of carbons when the ZZ group is unsubstituted; the number of carbons in substituents is not included. Here, "YY" is greater than "XX," where "XX" refers to an integer greater than 1, and "YY" refers to an integer greater than 2.

[0071] In this specification, the phrase "ZZ group with substituted or unsubstituted atoms of XX to YY" refers to the number of atoms when the ZZ group is unsubstituted, excluding the number of atoms of substituents when substitution has occurred. Here, "YY" is greater than "XX", where "XX" is an integer greater than or equal to 1, and "YY" is an integer greater than or equal to 2.

[0072] In this specification, "unsubstituted ZZ group" means "substituted or unsubstituted ZZ group" and "substituted ZZ group" means "substituted ZZ group".

[0073] In this specification, "unsubstituted" when referred to as "substituted or unsubstituted ZZ group" means that the hydrogen atom in the ZZ group has not been substituted with a substituent. The hydrogen atom in the "unsubstituted ZZ group" is a protium atom, a deuterium atom, or a tritium atom.

[0074] Furthermore, in this specification, "substitution" when expressed as "substituted or unsubstituted ZZ group" means that one or more hydrogen atoms in the ZZ group have been replaced by a substituent. Similarly, "substitution" when expressed as "BB group substituted by AA group" also means that one or more hydrogen atoms in the BB group have been replaced by an AA group.

[0075] Substituents described in this specification

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

[0077] Unless otherwise stated in this specification, the number of carbon atoms in the cyclic formation of the "unsubstituted aryl group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18.

[0078] Unless otherwise stated in this specification, the number of cyclic atoms in the "unsubstituted heterocyclic group" is 5 to 50, preferably 5 to 30, and more preferably 5 to 18.

[0079] Unless otherwise stated in this specification, the number of carbon atoms in the "unsubstituted alkyl" is 1 to 50, preferably 1 to 20, and more preferably 1 to 6.

[0080] Unless otherwise stated in this specification, the number of carbon atoms in the "unsubstituted alkenyl group" is 2 to 50, preferably 2 to 20, and more preferably 2 to 6.

[0081] Unless otherwise stated in this specification, the number of carbon atoms in the "unsubstituted alkynyl group" is 2 to 50, preferably 2 to 20, and more preferably 2 to 6.

[0082] Unless otherwise stated in this specification, the number of carbon atoms in the cyclic formation of the "unsubstituted cycloalkyl group" is 3 to 50, preferably 3 to 20, and more preferably 3 to 6.

[0083] Unless otherwise stated in this specification, the number of carbon atoms in the cyclic formation of the "unsubstituted aryl group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18.

[0084] Unless otherwise stated in this specification, the number of cyclic atoms in the "unsubstituted divalent heterocyclic group" is 5 to 50, preferably 5 to 30, and more preferably 5 to 18.

[0085] Unless otherwise stated in this specification, the number of carbon atoms in the "unsubstituted alkylene group" is 1 to 50, preferably 1 to 20, and more preferably 1 to 6.

[0086] • "Substituted or unsubstituted aryl groups"

[0087] Specific examples of "substituted or unsubstituted aryl" as described in this specification (specific example group G1) include unsubstituted aryl (specific example group G1A) and substituted aryl (specific example group G1B), etc. (Here, unsubstituted aryl refers to the case where "substituted or unsubstituted aryl" is "unsubstituted aryl", and substituted aryl refers to the case where "substituted or unsubstituted aryl" is "substituted aryl".) In this specification, when referred to only as "aryl", both "unsubstituted aryl" and "substituted aryl" are included.

[0088] "Substituted aryl" refers to a group in which one or more hydrogen atoms of an "unsubstituted aryl" group have been substituted with a substituent. Examples of "substituted aryl" include the group in Specific Example Group G1A below in which one or more hydrogen atoms of an "unsubstituted aryl" group have been substituted with a substituent, and the substituted aryl group in Specific Example Group G1B below. It should be noted that the examples of "unsubstituted aryl" and "substituted aryl" listed here are only examples. The "substituted aryl" described in this specification also includes the group in Specific Example Group G1B below in which hydrogen atoms bonded to the carbon atom of the aryl group itself have been further substituted with a substituent, and the group in Specific Example Group G1B below in which hydrogen atoms of the substituent have been further substituted with a substituent.

[0089] • Unsubstituted aryl groups (specific example group G1A):

[0090] phenyl,

[0091] p-phenyl,

[0092] metaphenyl,

[0093] o-phenyl,

[0094] p-terphenyl-4-yl,

[0095] p-terphenyl-3-yl,

[0096] p-terphenyl-2-yl,

[0097] m-terphenyl-4-yl,

[0098] m-terphenyl-3-yl,

[0099] m-terphenyl-2-yl,

[0100] o-terphenyl-4-yl

[0101] o-terphenyl-3-yl

[0102] o-terphenyl-2-yl,

[0103] 1-Naphthyl,

[0104] 2-naphthyl,

[0105] anthryl,

[0106] benzanthryl,

[0107] phenanthryl,

[0108] benzophenanthryl,

[0109] phenalenyl,

[0110] pyrenyl,

[0111] chrysenyl,

[0112] benzochrysenyl,

[0113] triphenylenyl,

[0114] benzotriphenylenyl,

[0115] tetracenyl,

[0116] pentacenyl,

[0117] fluorenyl,

[0118] 9,9'-spirobifluorenyl,

[0119] benzofluorenyl,

[0120] dibenzofluorenyl,

[0121] fluoranthenyl,

[0122] benzofluoranthenyl,

[0123] perylenyl, and

[0124] a monovalent aryl group derived by removing one hydrogen atom from the ring structure represented by the following general formulas (TEMP-1) to (TEMP-15).

[0125]

[0126]

[0127] ·Substituted aryl groups (Specific Example Group G1B):

[0128] o-tolyl,

[0129] m-tolyl,

[0130] p-tolyl,

[0131] p-xylyl,

[0132] m-xylyl,

[0133] o-xylyl,

[0134] p-isopropylphenyl,

[0135] m-Isopropylphenyl,

[0136] o-isopropylphenyl,

[0137] p-tert-butylphenyl,

[0138] m-tert-butylphenyl,

[0139] o-tert-butylphenyl,

[0140] 3,4,5-Trimethylphenyl

[0141] 9,9-Dimethylfluorenyl,

[0142] 9,9-Diphenylfluorenyl,

[0143] 9,9-Bis(4-methylphenyl)fluorenyl,

[0144] 9,9-Bis(4-isopropylphenyl)fluorenyl,

[0145] 9,9-Bis(4-tert-butylphenyl)fluorenyl,

[0146] cyanophenyl,

[0147] Triphenylsilylphenyl

[0148] Trimethylsilylphenyl

[0149] Phenylacetyl,

[0150] Naphthylphenyl and

[0151] A group derived from the ring structure shown in the above general formulas (TEMP-1) to (TEMP-15) by substitution of one or more hydrogen atoms of a monovalent group with a substituent.

[0152] • "Substituted or unsubstituted heterocyclic groups"

[0153] The term "heterocyclic group" as used in this specification refers to a cyclic group whose cyclic atoms contain at least one heteroatom. Specific examples of heteroatoms include nitrogen, oxygen, sulfur, silicon, phosphorus, and boron atoms.

[0154] The term "heterocyclic group" as used in this specification refers to a monocyclic group or a fused-ring group.

[0155] The term "heterocyclic group" as used in this specification refers to either an aromatic heterocyclic group or a non-aromatic heterocyclic group.

[0156] Specific examples of "substituted or unsubstituted heterocyclic groups" described in this specification (specific example group G2) include unsubstituted heterocyclic groups (specific example group G2A) and substituted heterocyclic groups (specific example group G2B), etc. (Here, unsubstituted heterocyclic group refers to the case where "substituted or unsubstituted heterocyclic group" is "unsubstituted heterocyclic group", and substituted heterocyclic group refers to the case where "substituted or unsubstituted heterocyclic group" is "substituted heterocyclic group".) In this specification, the term "heterocyclic group" includes both "unsubstituted heterocyclic group" and "substituted heterocyclic group".

[0157] "Substituted heterocyclic group" refers to a group in which one or more hydrogen atoms of an "unsubstituted heterocyclic group" have been substituted with a substituent. Specific examples of "substituted heterocyclic groups" include the group in example group G2A below where the hydrogen atoms of the "unsubstituted heterocyclic group" have been substituted, and the example of a substituted heterocyclic group in example group G2B below. It should be noted that the examples of "unsubstituted heterocyclic groups" and "substituted heterocyclic groups" listed here are only examples. The "substituted heterocyclic groups" described in this specification also include the group in example group G2B where the hydrogen atoms bonded to the cyclic atoms of the heterocyclic group itself have been further substituted with a substituent, and the group in example group G2B where the hydrogen atoms of the substituent have been further substituted with a substituent.

[0158] Specific example group G2A includes, for example, the following unsubstituted heterocyclic groups containing nitrogen atoms (specific example group G2A1), unsubstituted heterocyclic groups containing oxygen atoms (specific example group G2A2), unsubstituted heterocyclic groups containing sulfur atoms (specific example group G2A3), and monovalent heterocyclic groups derived by removing one hydrogen atom from the ring structure shown in the following general formulas (TEMP-16) to (TEMP-33) (specific example group G2A4).

[0159] Specific example group G2B includes, for example, the following: a nitrogen-containing substituted heterocyclic group (specific example group G2B1), an oxygen-containing substituted heterocyclic group (specific example group G2B2), a sulfur-containing substituted heterocyclic group (specific example group G2B3), and a group in which one or more hydrogen atoms of a monovalent heterocyclic group derived from the ring structure shown in the following general formulas (TEMP-16) to (TEMP-33) have been substituted with a substituent (specific example group G2B4).

[0160] • Unsubstituted heterocyclic groups containing nitrogen atoms (specific example group G2A1):

[0161] pyrrole,

[0162] Imidazole group,

[0163] Pyrazolyl,

[0164] Triazole group,

[0165] Tetrazolyl,

[0166] Oxazolyl,

[0167] Isoxazolyl,

[0168] Oxadiazole group,

[0169] Thiazole group,

[0170] Isothiazolyl,

[0171] Thiadiazole group,

[0172] pyridyl,

[0173] pyridazinyl,

[0174] Pyrimidinyl,

[0175] Pyrazinyl,

[0176] Triazine group

[0177] Indole,

[0178] Isoindolyl,

[0179] Indazine group

[0180] Quinazine-based

[0181] Quinoline,

[0182] Isoquinoline,

[0183] Crenoline group

[0184] Phthaloazine

[0185] Quinazolinyl,

[0186] Quinoxaloyl,

[0187] Benzimidazole group,

[0188] Indazole group,

[0189] phenanthroline,

[0190] phenanthridine,

[0191] acridine group,

[0192] Phenazine group,

[0193] Carbazolyl,

[0194] Benzocarbazolyl,

[0195] Morpholinyl

[0196] phenoxazine group,

[0197] phenothiazine group,

[0198] Azacarbazolyl, and

[0199] Diazacarbazolyl.

[0200] • Unsubstituted heterocyclic groups containing oxygen atoms (specific example group G2A2):

[0201] furanyl,

[0202] Oxazolyl,

[0203] Isoxazolyl,

[0204] Oxadiazole group,

[0205] Xuton base,

[0206] Benzofuranyl,

[0207] Isobenzofuranyl,

[0208] Dibenzofuranyl,

[0209] Naphthobenzofuranyl,

[0210] Benzoxazolyl,

[0211] Benzisoxazole group,

[0212] phenoxazine group,

[0213] Morpholinyl

[0214] Dinaphthylfuranyl,

[0215] Azadibenzofuranyl,

[0216] diazadibenzofuranyl,

[0217] Azanaphthalenebenzofuranyl and

[0218] Diazanaphthenebenzofuranyl.

[0219] • Unsubstituted heterocyclic groups containing sulfur atoms (specific example group G2A3):

[0220] Thiophene group

[0221] Thiazole group,

[0222] Isothiazolyl,

[0223] Thiadiazole group,

[0224] benzothienyl

[0225] isobenzothienyl

[0226] dibenzothienyl

[0227] Naphthobenzothienyl

[0228] Benzothiazolyl,

[0229] Benzisothiazolyl,

[0230] phenothiazine group,

[0231] dinaphthothienyl

[0232] azadibenzothienyl

[0233] diazadibenzothienyl

[0234] azanaphthobenzothienyl and

[0235] diazanaphthobenzothienyl.

[0236] • A monovalent heterocyclic group derived by removing one hydrogen atom from the ring structure shown in the following general formulas (TEMP-16) to (TEMP-33) (specific example group G2A4):

[0237]

[0238]

[0239] In the above general formulas (TEMP-16) to (TEMP-33), X A and Y A Each can be independently composed of an oxygen atom, a sulfur atom, NH, or CH2. Among them, X... A and Y A At least one of them is an oxygen atom, a sulfur atom, or NH.

[0240] In the above general formulas (TEMP-16) to (TEMP-33), X A and Y A When at least one of them is NH or CH2, the monovalent heterocyclic group derived from the ring structure shown in the above general formulas (TEMP-16) to (TEMP-33) includes a monovalent group obtained by removing one hydrogen atom from these NH or CH2.

[0241] • Heterocyclic groups containing nitrogen atoms (specific example group G2B1):

[0242] (9-phenyl)carbazole group,

[0243] (9-Biphenyl)carbazolyl,

[0244] (9-Phenyl)phenylcarbazoyl,

[0245] (9-Naphthyl)carbazole,

[0246] Diphenylcarbazole-9-yl,

[0247] Phenylexacarbazole-9-yl,

[0248] Methylbenzimidazole,

[0249] Ethylbenzimidazole,

[0250] Phenylacetyl,

[0251] Biphenyltriazine,

[0252] diphenyltriazine group,

[0253] phenylquinazolinyl, and

[0254] Biphenylquinazolinyl.

[0255] • Heterocyclic groups containing oxygen atoms (specific example group G2B2):

[0256] Phenyl dibenzofuranyl,

[0257] Methyldibenzofuranyl,

[0258] tert-butyldibenzofuranyl and

[0259] The monovalent residue of [9H-xanton-9,9'-[9H]fluorene].

[0260] • Heterocyclic groups containing sulfur atoms (specific example group G2B3):

[0261] Phenyl dibenzothiophene,

[0262] Methyldibenzothiophene,

[0263] tert-butyldibenzothiophene and

[0264] The monovalent residue of [9H-thiophene-9,9'-[9H]fluorene].

[0265] • Groups derived from the ring structures shown in the above general formulas (TEMP-16) to (TEMP-33) in which one or more hydrogen atoms of a monovalent heterocyclic group have been substituted with substituents (specific example group G2B4):

[0266] The aforementioned "one or more hydrogen atoms in a monovalent heterocyclic group" refers to hydrogen atoms bonded to the cyclic carbon atoms of the monovalent heterocyclic group, X A and Y A The hydrogen atom bonded to the nitrogen atom when at least one of them is NH and X A and Y A One of them is one or more hydrogen atoms in the methylene group when it is CH2.

[0267] • "Substituted or unsubstituted alkyl groups"

[0268] As specific examples of "substituted or unsubstituted alkyl" described in this specification (specific example group G3), the following unsubstituted alkyl (specific example group G3A) and substituted alkyl (specific example group G3B) can be cited. (Here, unsubstituted alkyl refers to the case where "substituted or unsubstituted alkyl" is "unsubstituted alkyl", and substituted alkyl refers to the case where "substituted or unsubstituted alkyl" is "substituted alkyl".) Hereinafter, when referred to as "alkyl", both "unsubstituted alkyl" and "substituted alkyl" are included.

[0269] "Substituted alkyl" refers to a group in which one or more hydrogen atoms of an "unsubstituted alkyl" have been substituted with a substituent. Specific examples of "substituted alkyl" include groups in which one or more hydrogen atoms of an "unsubstituted alkyl" (specific example group G3A) have been substituted with a substituent, and examples of substituted alkyl (specific example group G3B). In this specification, "unsubstituted alkyl" refers to a chain-like alkyl group. Therefore, "unsubstituted alkyl" includes both straight-chain and branched-chain unsubstituted alkyl groups. It should be noted that the examples of "unsubstituted alkyl" and "substituted alkyl" listed here are only examples; the "substituted alkyl" described in this specification also includes groups in which the hydrogen atoms of the alkyl group in specific example group G3B have been further substituted with a substituent, and groups in which the hydrogen atoms of the substituents in specific example group G3B have been further substituted with a substituent.

[0270] • Unsubstituted alkyl groups (specific example group G3A):

[0271] methyl,

[0272] Ethyl,

[0273] n-propyl,

[0274] Isopropyl,

[0275] n-Butyl,

[0276] Isobutyl,

[0277] sec-butyl and

[0278] tert-butyl.

[0279] • Substituted alkyl groups (specific example group G3B):

[0280] Heptafluoropropyl (including isomers),

[0281] Pentafluoroethyl,

[0282] 2,2,2-Trifluoroethyl and

[0283] Trifluoromethyl

[0284] • "Substituted or unsubstituted alkenyl groups"

[0285] Specific examples of "substituted or unsubstituted alkenyl groups" (specific example group G4) described in this specification include unsubstituted alkenyl groups (specific example group G4A) and substituted alkenyl groups (specific example group G4B), etc. (Here, "unsubstituted alkenyl group" refers to the case where "substituted or unsubstituted alkenyl group" is "unsubstituted alkenyl group", and "substituted alkenyl group" refers to the case where "substituted or unsubstituted alkenyl group" is "substituted alkenyl group".) In this specification, when simply referred to as "alkenyl group", both "unsubstituted alkenyl group" and "substituted alkenyl group" are included.

[0286] "Substituted alkenyl" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkenyl" group have been substituted with a substituent. Specific examples of "substituted alkenyl" include the "unsubstituted alkenyl" group (specific example group G4A) having a substituent and examples of substituted alkenyl groups (specific example group G4B). It should be noted that the examples of "unsubstituted alkenyl" and "substituted alkenyl" listed here are only examples; the "substituted alkenyl" described in this specification also includes groups in the "substituted alkenyl" group of specific example group G4B where the hydrogen atoms of the alkenyl itself have been further substituted with a substituent, and groups in the "substituted alkenyl" group of specific example group G4B where the hydrogen atoms of the substituent have been further substituted with a substituent.

[0287] • Unsubstituted alkenyl groups (specific example group G4A):

[0288] vinyl,

[0289] Allyl

[0290] 1-Butenyl,

[0291] 2-Butenyl and

[0292] 3-Butenyl.

[0293] • Substituted alkenyl groups (specific example group G4B):

[0294] 1,3-Butadienyl,

[0295] 1-Methylvinyl

[0296] 1-Methylallyl,

[0297] 1,1-Dimethylallyl,

[0298] 2-Methylallyl and

[0299] 1,2-Dimethylallyl.

[0300] • "Substituted or unsubstituted alkynyl groups"

[0301] As specific examples of "substituted or unsubstituted alkynyl groups" described in this specification (specific example group G5), the following unsubstituted alkynyl groups (specific example group G5A) can be cited. (Here, unsubstituted alkynyl group refers to the case where "substituted or unsubstituted alkynyl group" is "unsubstituted alkynyl group".) The following description of "alkynyl group" includes both "unsubstituted alkynyl group" and "substituted alkynyl group".

[0302] "Substituted alkynyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkynyl group" have been replaced by a substituent. Specific examples of "substituted alkynyl group" include groups in which one or more hydrogen atoms in an "unsubstituted alkynyl group" (specific example group G5A) have been replaced by a substituent.

[0303] • Unsubstituted alkynyl group (specific example group G5A):

[0304] Acetylene group.

[0305] • "Substituted or unsubstituted cycloalkyl groups"

[0306] Specific examples of "substituted or unsubstituted cycloalkyl" described in this specification (specific example group G6) include unsubstituted cycloalkyl (specific example group G6A) and substituted cycloalkyl (specific example group G6B), etc. (Here, unsubstituted cycloalkyl refers to the case where "substituted or unsubstituted cycloalkyl" is "unsubstituted cycloalkyl", and substituted cycloalkyl refers to the case where "substituted or unsubstituted cycloalkyl" is "substituted cycloalkyl".) In this specification, when referred to only as "cycloalkyl", both "unsubstituted cycloalkyl" and "substituted cycloalkyl" are included.

[0307] "Substituted cycloalkyl" refers to a group in which one or more hydrogen atoms in an "unsubstituted cycloalkyl" group have been substituted with a substituent. Specific examples of "substituted cycloalkyl" include the group in which one or more hydrogen atoms in an "unsubstituted cycloalkyl" group (specific example group G6A) have been substituted with a substituent, and examples of substituted cycloalkyl groups (specific example group G6B). It should be noted that the examples of "unsubstituted cycloalkyl" and "substituted cycloalkyl" listed here are only examples. The "substituted cycloalkyl" described in this specification also includes groups in which one or more hydrogen atoms bonded to the carbon atom of the cycloalkyl group itself in the "substituted cycloalkyl" group of specific example group G6B have been substituted with a substituent, and groups in which the hydrogen atoms of the substituent in the "substituted cycloalkyl" group of specific example group G6B have been further substituted with a substituent.

[0308] • Unsubstituted cycloalkyl groups (specific example group G6A):

[0309] Cyclopropyl

[0310] Cyclobutyl,

[0311] Cyclopentyl,

[0312] Cyclohexyl,

[0313] 1-Adamantyl,

[0314] 2-Adamantyl,

[0315] 1-norborneol and

[0316] 2-norborneol.

[0317] • Substituted cycloalkyl groups (specific example group G6B):

[0318] 4-Methylcyclohexyl.

[0319] ·"-Si(R 901 (R) 902 (R) 903 The group shown in the figure”

[0320] As described in this specification, -Si(R) 901 (R) 902 (R) 903 Specific examples of the group shown (specific example group G7) can be given as follows:

[0321] -Si(G1)(G1)(G1),

[0322] -Si(G1)(G2)(G2)

[0323] -Si(G1)(G1)(G2),

[0324] -Si(G2)(G2)(G2),

[0325] -Si(G3)(G3)(G3) and

[0326] -Si(G6)(G6)(G6). Here.

[0327] G1 refers to the "substituted or unsubstituted aryl group" described in the specific example group G1.

[0328] G2 refers to the "substituted or unsubstituted heterocyclic group" described in the specific example group G2.

[0329] G3 refers to "substituted or unsubstituted alkyl group" as described in the specific example group G3.

[0330] G6 refers to "substituted or unsubstituted cycloalkyl" as described in the specific example group G6.

[0331] In -Si(G1)(G1)(G1), multiple G1s may be identical or different from each other.

[0332] In -Si(G1)(G2)(G2), multiple G2s may be the same or different from each other.

[0333] In -Si(G1)(G1)(G2), multiple G1s may be the same or different from each other.

[0334] In -Si(G2)(G2)(G2), multiple G2s may be the same or different from each other.

[0335] In -Si(G3)(G3)(G3), multiple G3s may be identical or different from each other.

[0336] In -Si(G6)(G6)(G6), multiple G6s may be identical or different from each other.

[0337] ·“-O-(R 904 The group shown in the figure”

[0338] As described in this specification, -O-(R) 904 Specific examples of the group shown in the figure (specific example group G8) can be given as follows:

[0339] -O(G1)

[0340] -O(G2),

[0341] -O(G3) and

[0342] -O(G6).

[0343] Here,

[0344] G1 refers to the "substituted or unsubstituted aryl group" described in the specific example group G1.

[0345] G2 refers to the "substituted or unsubstituted heterocyclic group" described in the specific example group G2.

[0346] G3 refers to "substituted or unsubstituted alkyl group" as described in the specific example group G3.

[0347] G6 refers to "substituted or unsubstituted cycloalkyl" as described in the specific example group G6.

[0348] ·“-S-(R 905 The group shown in the figure”

[0349] As described in this specification, -S-(R) 905 Specific examples of the group shown (specific example group G9) can be given as follows:

[0350] -S(G1)

[0351] -S(G2),

[0352] -S(G3) and

[0353] -S(G6).

[0354] Here,

[0355] G1 refers to the "substituted or unsubstituted aryl group" described in the specific example group G1.

[0356] G2 refers to the "substituted or unsubstituted heterocyclic group" described in the specific example group G2.

[0357] G3 refers to "substituted or unsubstituted alkyl group" as described in the specific example group G3.

[0358] G6 refers to "substituted or unsubstituted cycloalkyl" as described in the specific example group G6.

[0359] ·"-N(R 906 (R) 907 The group shown in the figure”

[0360] As described in this specification, -N(R) 906 (R) 907 Specific examples of the group shown (specific example group G10) can be given as follows:

[0361] -N(G1)(G1),

[0362] -N(G2)(G2),

[0363] -N(G1)(G2),

[0364] -N(G3)(G3) and

[0365] -N(G6)(G6).

[0366] Here,

[0367] G1 refers to the "substituted or unsubstituted aryl group" described in the specific example group G1.

[0368] G2 refers to the "substituted or unsubstituted heterocyclic group" described in the specific example group G2.

[0369] G3 refers to "substituted or unsubstituted alkyl group" as described in the specific example group G3.

[0370] G6 refers to "substituted or unsubstituted cycloalkyl" as described in the specific example group G6.

[0371] In -N(G1)(G1), multiple G1s may be the same or different from each other.

[0372] In -N(G2)(G2), multiple G2s may be the same or different from each other.

[0373] In -N(G3)(G3), multiple G3s may be the same or different from each other.

[0374] In -N(G6)(G6), multiple G6s may be the same or different from each other.

[0375] • "Halogen atom"

[0376] Specific examples of "halogen atoms" described in this specification (specific example group G11) include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms.

[0377] • "Substituted or unsubstituted fluoroalkyl groups"

[0378] The term "substituted or unsubstituted fluoroalkyl" as used in this specification refers to a group in which at least one hydrogen atom bonded to the carbon atom constituting the alkyl group has been replaced by a fluorine atom, and also includes a group in which all hydrogen atoms bonded to the carbon atom constituting the alkyl group have been replaced by fluorine atoms (perfluorinated groups). Unless otherwise specified in this specification, the number of carbon atoms in an "unsubstituted fluoroalkyl" group is 1 to 50, preferably 1 to 30, and more preferably 1 to 18. "Substituted fluoroalkyl" refers to a group in which one or more hydrogen atoms of a "fluoroalkyl" group have been replaced by a substituent. It should be noted that the term "substituted fluoroalkyl" as used in this specification also includes groups in which one or more hydrogen atoms bonded to the carbon atom of the alkyl chain in a "substituted fluoroalkyl" group have been further replaced by a substituent, and groups in which one or more hydrogen atoms of a substituent in a "substituted fluoroalkyl" group have been further replaced by a substituent. As a specific example of "unsubstituted fluoroalkyl", examples can be given of groups in which one or more hydrogen atoms in the above-mentioned "alkyl" (specific example group G3) have been replaced by fluorine atoms.

[0379] • "Substituted or unsubstituted haloalkyl groups"

[0380] The term "substituted or unsubstituted haloalkyl" as used in this specification refers to a group in which at least one hydrogen atom bonded to the carbon atom constituting the alkyl group has been replaced by a halogen atom, and also includes a group in which all hydrogen atoms bonded to the carbon atom constituting the alkyl group have been replaced by halogen atoms. Unless otherwise specified in this specification, the number of carbon atoms in an "unsubstituted haloalkyl" group is 1 to 50, preferably 1 to 30, and more preferably 1 to 18. "Substituted haloalkyl" refers to a group in which one or more hydrogen atoms of a "haloalkyl" group have been replaced by a substituent. It should be noted that "substituted haloalkyl" as used in this specification also includes groups in which one or more hydrogen atoms bonded to the carbon atom of the alkyl chain in a "substituted haloalkyl" group have been further replaced by a substituent, and groups in which one or more hydrogen atoms of a substituent in a "substituted haloalkyl" group have been further replaced by a substituent. As a specific example of "unsubstituted haloalkyl", examples can be given of groups in which one or more hydrogen atoms of the above-mentioned "alkyl" (specific example group G3) have been substituted with halogen atoms. Haloalkyl is sometimes called haloalkyl.

[0381] • "Substituted or unsubstituted alkoxy groups"

[0382] As a specific example of "substituted or unsubstituted alkoxy group" as described in this specification, it is the group indicated by -O (G3), where G3 is the "substituted or unsubstituted alkyl group" described in the specific example group G3. The number of carbon atoms of the "unsubstituted alkoxy group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified in this specification.

[0383] • "Substituted or unsubstituted alkylthio groups"

[0384] As a specific example of "substituted or unsubstituted alkylthio group" as described in this specification, it is the group indicated by -S(G3), where G3 is the "substituted or unsubstituted alkyl group" described in the specific example group G3. The number of carbon atoms of the "unsubstituted alkylthio group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified in this specification.

[0385] • "Substituted or unsubstituted aryloxy groups"

[0386] As a specific example of "substituted or unsubstituted aryloxy group" as described in this specification, it is the group indicated by -O (G1), where G1 refers to the "substituted or unsubstituted aryl group" described in the specific example group G1. The number of carbon atoms in the ring of the "unsubstituted aryloxy group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

[0387] • "Substituted or unsubstituted arylthio groups"

[0388] As a specific example of "substituted or unsubstituted arylthio group" as described in this specification, it is the group indicated by -S(G1), where G1 refers to the "substituted or unsubstituted aryl group" described in the specific example group G1. The number of carbon atoms in the ring of the "unsubstituted arylthio group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

[0389] • "Substituted or unsubstituted trialkylsilyl groups"

[0390] As a specific example of "trialkylsilyl" as described in this specification, it is the group represented by -Si(G3)(G3)(G3), where G3 refers to the "substituted or unsubstituted alkyl" described in the specific example group G3. The plurality of G3s in -Si(G3)(G3)(G3) may be identical or different from each other. Unless otherwise specified in this specification, the number of carbon atoms in each alkyl group of the "trialkylsilyl" is 1 to 50, preferably 1 to 20, and more preferably 1 to 6.

[0391] • "Substituted or unsubstituted aralkyl groups"

[0392] As a specific example of "substituted or unsubstituted aralkyl" as described in this specification, it is the group shown as -(G3)-(G1), where G3 is the "substituted or unsubstituted alkyl" described in specific example group G3, and G1 is the "substituted or unsubstituted aryl" described in specific example group G1. Therefore, "aralkyl" is a group in which the hydrogen atom of "alkyl" is replaced by "aryl" as a substituent, and is one embodiment of "substituted alkyl". "Unsubstituted aralkyl" is an "unsubstituted alkyl" that is substituted with "unsubstituted aryl", and the number of carbon atoms of "unsubstituted aralkyl" is 7 to 50, preferably 7 to 30, and more preferably 7 to 18, unless otherwise specified in this specification.

[0393] Specific examples of "substituted or unsubstituted aralkyl groups" include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl tert-butyl, α-naphthylmethyl, 1-α-naphthylethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthylethyl, 2-β-naphthylethyl, 1-β-naphthylisopropyl, and 2-β-naphthylisopropyl.

[0394] Unless otherwise specified in this specification, the substituted or unsubstituted aryl groups described herein are preferably phenyl, p-biphenyl, meta-biphenyl, o-biphenyl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, meta-terphenyl-4-yl, meta-terphenyl-3-yl, meta-terphenyl-2-yl, o-terphenyl-4-yl, o-terphenyl-3-yl, o-terphenyl-2-yl, 1-naphthyl, 2-naphthyl, anthraceneyl, phenanthryl, pyrene, phenyl, triphenylene, fluorene, 9,9'-spirobisfluorene, 9,9-dimethylfluorene, and 9,9-diphenylfluorene, etc.

[0395] Unless otherwise specified in this specification, the substituted or unsubstituted heterocyclic groups described herein are preferably pyridyl, pyrimidinyl, triazine, quinolinyl, isoquinolinyl, quinazolinyl, benzimidazolyl, phenanthrolinel, carbazole (1-carbazole, 2-carbazole, 3-carbazole, 4-carbazole or 9-carbazole), benzocarbazole, azacarbazole, diazacarbazole, dibenzofuranyl, naphthobenzofuranyl, azadibenzofuranyl, diazadibenzofuranyl, dibenzothiophene, and naphtho-benzofuranyl. Benzothiophene, azadibenzothiophene, diazadibenzothiophene, (9-phenyl)carbazoyl ((9-phenyl)carbazo-1-yl, (9-phenyl)carbazo-2-yl, (9-phenyl)carbazo-3-yl or (9-phenyl)carbazo-4-yl), (9-biphenyl)carbazoyl, (9-phenyl)phenylcarbazoyl, diphenylcarbazo-9-yl, phenylcarbazo-9-yl, phenyltriazinyl, biphenyltriazinyl, diphenyltriazinyl, phenyldibenzofuranyl and phenyldibenzothiophene, etc.

[0396] In this specification, the carbazoyl group, unless otherwise specified herein, specifically refers to any of the following groups.

[0397]

[0398] In this specification, (9-phenyl)carbazolyl refers specifically to any one of the following groups unless otherwise specified herein.

[0399]

[0400] In the above general formulas (TEMP-Cz1) to (TEMP-Cz9), * indicates the bonding position.

[0401] In this specification, dibenzofuranyl and dibenzothiopheneyl are specifically any one of the following groups unless otherwise stated in this specification.

[0402]

[0403] In the above general formulas (TEMP-34) to (TEMP-41), * indicates the bonding position.

[0404] Unless otherwise specified in this specification, the substituted or unsubstituted alkyl groups described herein are preferably methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, and tert-butyl.

[0405] • "Substituted or unsubstituted aryl groups"

[0406] Unless otherwise stated, the "substituted or unsubstituted aryl group" described in this specification is a divalent group derived from the "substituted or unsubstituted aryl group" by removing one hydrogen atom from the aryl ring. Specific examples of "substituted or unsubstituted aryl group" (specific example group G12) include divalent groups derived from the "substituted or unsubstituted aryl group" described in specific example group G1 by removing one hydrogen atom from the aryl ring.

[0407] • "Substituted or unsubstituted divalent heterocyclic groups"

[0408] Unless otherwise specified, the "substituted or unsubstituted divalent heterocyclic group" described in this specification is a divalent group derived from the aforementioned "substituted or unsubstituted heterocyclic group" by removing one hydrogen atom from the heterocycle. Specific examples of "substituted or unsubstituted divalent heterocyclic groups" (specific example group G13) include divalent groups derived from the "substituted or unsubstituted heterocyclic group" described in specific example group G2 by removing one hydrogen atom from the heterocycle.

[0409] • "Substituted or unsubstituted alkylene compounds"

[0410] Unless otherwise stated, "substituted or unsubstituted alkylene groups" as described in this specification are divalent groups derived from "substituted or unsubstituted alkylene groups" by removing one hydrogen atom from the alkyl chain. Specific examples of "substituted or unsubstituted alkylene groups" (specific example group G14) include divalent groups derived from "substituted or unsubstituted alkylene groups" described in specific example group G3 by removing one hydrogen atom from the alkyl chain.

[0411] Unless otherwise specified in this specification, the substituted or unsubstituted aryl group described herein is preferably any one of the groups in the following general formulas (TEMP-42) to (TEMP-68).

[0412]

[0413]

[0414] In the above general formulas (TEMP-42) to (TEMP-52), Q1 to Q 10Each can be a hydrogen atom or a substituent independently.

[0415] In the above general formulas (TEMP-42) to (TEMP-52), * indicates the bonding position.

[0416]

[0417] In the above general formulas (TEMP-53) to (TEMP-62), Q1 to Q 10 Each can be a hydrogen atom or a substituent independently.

[0418] Formulas Q9 and Q 10 They can form rings by bonding with each other via single bonds.

[0419] In the above general formulas (TEMP-53) to (TEMP-62), * indicates the bonding position.

[0420]

[0421] In the above general formulas (TEMP-63) to (TEMP-68), Q1 to Q8 are each independently a hydrogen atom or a substituent.

[0422] In the above general formulas (TEMP-63) to (TEMP-68), * indicates the bonding position.

[0423] Unless otherwise specified in this specification, the substituted or unsubstituted divalent heterocyclic group described herein is preferably any group of the following general formulas (TEMP-69) to (TEMP-102).

[0424]

[0425]

[0426]

[0427] In the above general formulas (TEMP-69) to (TEMP-82), Q1 to Q9 are each independently a hydrogen atom or a substituent.

[0428]

[0429]

[0430]

[0431]

[0432] In the above general formulas (TEMP-83) to (TEMP-102), Q1 to Q8 are each independently a hydrogen atom or a substituent.

[0433] The above is an explanation of "substituents described in this specification".

[0434] • "Cases where bonds form rings"

[0435] In this specification, the description of "one or more groups of two or more adjacent elements bonded together to form a substituted or unsubstituted monocyclic ring, or bonded together to form a substituted or unsubstituted fused ring, or not bonded together" refers to the cases of "one or more groups of two or more adjacent elements bonded together to form a substituted or unsubstituted monocyclic ring", "one or more groups of two or more adjacent elements bonded together to form a substituted or unsubstituted fused ring", and "one or more groups of two or more adjacent elements not bonded together".

[0436] The following description addresses the cases described in this specification as "forming a substituted or unsubstituted monocyclic ring by bonding one or more groups of two or more adjacent elements together" and "forming a substituted or unsubstituted fused ring by bonding one or more groups of two or more adjacent elements together" (hereinafter, these cases are sometimes collectively referred to as "forming a ring by bonding"). The case of anthracene compounds represented by the following general formula (TEMP-103) with an anthracene ring as the parent skeleton will be used as an example.

[0437]

[0438] For example, in the case of R 921 ~R 930 In the case of "one or more groups of two or more adjacent elements bonded together to form a loop", a group consisting of two adjacent elements is referred to as R. 921 With R 922 group, R 922 With R 923 group, R 923 With R 924 group, R 924 With R 930 group, R 930 With R 925 group, R 925 With R 926 group, R 926 With R 927 group, R 927 With R 928 group, R 928 With R 929 The group, and R 929 With R 921 The group.

[0439] The phrase "one or more groups" refers to the fact that two or more of the aforementioned groups consisting of two or more adjacent elements can simultaneously form a loop. For example, in R... 921 With R 922 They bond together to form a ring Q A Moreover, R 925 With R 926 They bond together to form a ring Q B In this case, the anthracene compound represented by the above general formula (TEMP-103) is represented by the following general formula (TEMP-104).

[0440]

[0441] The formation of rings from "groups consisting of two or more adjacent elements" includes not only the case of bonds formed by groups consisting of "two" adjacent elements, as in the previous example, but also the case of bonds formed by groups consisting of "three or more" adjacent elements. For example, it refers to R... 921 With R 922 They bond together to form a ring Q A And R 922 With R 923 They bond together to form a ring Q C , consisting of 3 adjacent (R) 921 R 922 and R 923 When the groups of components Q bond together to form a ring and fuse to the anthracene matrix, 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 There are a total of R 922 .

[0442]

[0443] In the formed "single ring" or "fused ring," the structure of the ring alone can be either a saturated ring or an unsaturated ring. Even when a "single ring" or "fused ring" is formed from "one group of two adjacent rings," the "single ring" or "fused ring" can still 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 Each is either a "single ring" or a "fused ring". Additionally, the ring Q formed in the above general formula (TEMP-105) A and Q ring C It is a "fused ring". The ring Q of the above general formula (TEMP-105) A With ring Q C Through ring Q A With ring QC Fusing together forms a fused ring. The ring Q of the above general formula (TMEP-104) A If it is a benzene ring, then ring Q A It is a single ring. The ring Q in the above general formula (TMEP-104) A If it is a naphthalene ring, then ring Q A It is a fused ring.

[0444] "Unsaturated rings" refer to aromatic hydrocarbon rings or aromatic heterocycles. "Saturated rings" refer to aliphatic hydrocarbon rings or non-aromatic heterocycles.

[0445] As a specific example of an aromatic hydrocarbon ring, the structure formed by the hydrogen atom-terminated group in specific example group G1 can be cited.

[0446] As a specific example of an aromatic heterocycle, one can cite the structure formed by end-capping an aromatic heterocycle group with hydrogen atoms in specific example group G2.

[0447] As a specific example of an aliphatic hydrocarbon ring, the structure formed by the hydrogen atom-terminated group in specific example group G6 can be cited.

[0448] "Ring formation" refers to the formation of a ring solely by multiple atoms of the parent skeleton, or by multiple atoms of the parent skeleton forming a ring with one or more other optional elements. For example, R shown in the above general formula (TEMP-104) 921 With R 922 The ring Q formed by mutual bonding A It refers to R 921 The carbon atoms and R atoms of the bonded anthracene skeleton 922 The carbon atoms of the bonded anthracene framework form rings with one or more optional elements. As a specific example, in the case of R... 921 With R 922 Forming ring Q A In the case of R 921 The carbon atoms and R atoms of the bonded anthracene skeleton 922 When the bonded anthracene skeleton carbon atoms and 4 carbon atoms form a monocyclic unsaturated ring, R 921 With R 922 The resulting ring is a benzene ring.

[0449] Here, "optional element" is preferably selected from at least one element chosen from the group consisting of carbon, nitrogen, oxygen, and sulfur, unless otherwise specified in this specification. In the case of optional elements (e.g., carbon or nitrogen), non-ring bonds can be capped by hydrogen atoms or replaced by "optional substituents" described later. When optional elements other than carbon are included, the resulting ring is a heterocycle.

[0450] Unless otherwise specified in this specification, the "one or more optional elements" constituting a monocyclic or fused ring are preferably two or more and 15 or less, more preferably three or more and 12 or less, and even more preferably three or more and 5 or less.

[0451] Unless otherwise stated in this specification, "monocyclic" is preferred over "fused-ring".

[0452] Unless otherwise stated in this specification, the term "saturated ring" is preferred over "unsaturated ring".

[0453] Unless otherwise stated in this specification, "monocyclic" is preferably a benzene ring.

[0454] Unless otherwise stated in this specification, the "unsaturated ring" is preferably a benzene ring.

[0455] In the case of “one or more groups consisting of two or more adjacent elements”, “forming a substituted or unsubstituted monocyclic ring by mutual bonding”, or “forming a substituted or unsubstituted fused ring by mutual bonding”, unless otherwise stated in this specification, it is preferred that one or more groups consisting of two or more adjacent elements are mutually bonded to form a substituted or unsubstituted “unsaturated ring” consisting of a plurality of atoms of a parent skeleton and at least one element selected from the group consisting of carbon, nitrogen, oxygen and sulfur.

[0456] When the aforementioned "monocyclic" or "fused-ring" rings have substituents, the substituents are, for example, the "optional substituents" described later. Specific examples of substituents when the aforementioned "monocyclic" or "fused-ring" rings have substituents are the substituents described in the section "Substituents Represented in This Specification" above.

[0457] When the aforementioned "saturated ring" or "unsaturated ring" has a substituent, the substituent is, for example, the "optional substituent" described later. Specific examples of substituents when the aforementioned "monocyclic" or "fused ring" has a substituent are the substituents described in the section "Substituents Represented in This Specification" above.

[0458] The above explains the cases of "a single ring formed by bonding one or more groups of two or more adjacent elements together" and "a fused ring formed by bonding one or more groups of two or more adjacent elements together" ("the case of forming a ring by bonding").

[0459] Substituents when described as "substituted or unsubstituted"

[0460] In one embodiment of this specification, the substituents described above as "substituted or unsubstituted" (sometimes referred to as "optional substituents" in this specification) are, for example, selected from...

[0461] Unsubstituted alkyl groups having 1 to 50 carbon atoms

[0462] Unsubstituted alkenyl groups with 2 to 50 carbon atoms

[0463] Unsubstituted acetylinyl groups with 2 to 50 carbon atoms

[0464] Unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0465] -Si(R 901 (R) 902 (R) 903 ),

[0466] -O-(R 904 ),

[0467] -S-(R 905 ),

[0468] -N(R 906 (R) 907 ),

[0469] Halogen atom, cyano group, nitro group,

[0470] Unsubstituted aryl groups with 6 to 50 carbon atoms and

[0471] Unsubstituted heterocyclic groups with 5 to 50 cyclic atoms

[0472] Groups, etc., in the composition group

[0473] Here, R 901 ~R 907 Each independently

[0474] hydrogen atom,

[0475] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0476] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0477] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[0478] A heterocyclic group with 5 to 50 cyclic atoms, either substituted or unsubstituted.

[0479] In R 901 When there are more than two, more than two R 901 They are the same or different.

[0480] In R902 When there are more than two, more than two R 902 They are the same or different.

[0481] In R 903 When there are more than two, more than two R 903 They are the same or different.

[0482] In R 904 When there are more than two, more than two R 904 They are the same or different.

[0483] In R 905 When there are more than two, more than two R 905 They are the same or different.

[0484] In R 906 When there are more than two, more than two R 906 They are the same or different.

[0485] In R 907 When there are more than two, more than two R 907 They are the same or different.

[0486] In one embodiment, the substituents described above as "substituted or unsubstituted" are selected freely.

[0487] Alkyl groups with 1 to 50 carbon atoms

[0488] Aryl groups with 6 to 50 carbon atoms and

[0489] Groups in the group consisting of heterocyclic groups with 5 to 50 cyclic atoms.

[0490] In one embodiment, the substituents described above as "substituted or unsubstituted" are selected freely.

[0491] Alkyl groups having 1 to 18 carbon atoms

[0492] aryl groups with 6 to 18 carbon atoms and

[0493] Groups in the group consisting of heterocyclic groups with 5 to 18 cyclic atoms.

[0494] Specific examples of the substituents mentioned above are the specific examples of the substituents described in the section "Substituents as described in this specification" above.

[0495] Unless otherwise stated in this specification, adjacent optional substituents may form a "saturated ring" or an "unsaturated ring" with each other, 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, more preferably forming a benzene ring.

[0496] Unless otherwise stated in this specification, optional substituents may also have other substituents. Any further substituents that may be present as optional substituents are the same as those described above.

[0497] In this specification, the numerical range represented by "AA~BB" refers to the range included by taking the value AA, which is written before "AA~BB", as the lower limit and the value BB, which is written after "AA~BB", as the upper limit.

[0498] [First Implementation]

[0499] <Composition>

[0500] The composition involved in this embodiment includes a first compound represented by formula (1-1) and a second compound having a fused ring comprising four or more rings, wherein the first compound and the second compound are different from each other.

[0501] The composition of this embodiment can be used in organic EL devices. By using the composition of this embodiment in organic EL devices, the performance of organic EL devices can be improved.

[0502] The composition of this embodiment can also be used to form the light-emitting layer of an organic EL element.

[0503] By using the composition of this embodiment in the light-emitting layer of an organic EL element, an organic EL element with improved performance selected from one or more of brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifetime can be provided.

[0504] According to one embodiment of the composition, an organic EL element with improved luminous efficiency and lifetime can be provided by using a light-emitting layer for the organic EL element.

[0505] (The morphology of the composition)

[0506] The form of the composition in this embodiment is not particularly limited; examples include solids, powders, solutions, and films. When the composition is in solid form, it can also be shaped into granules.

[0507] The composition of this embodiment can be used in the form of a mixture (premixed mixture) formed by premixing the first compound and the second compound. A film can be formed using the premixed mixture. Alternatively, a film can be formed by vapor deposition using a mixture of two or more premixed compounds, or by coating using a mixture of two or more premixed compounds. The premixed mixture is one embodiment of the composition of this embodiment.

[0508] The method of premixing two or more compounds is sometimes referred to as premixing. There are no particular limitations on the premixing method. For example, the molecular weight of each compound can be adjusted by adjusting the substituents of each compound constituting the composition, or the vapor deposition ratio of the compounds constituting the premixed mixture can be adjusted by adjusting the mixing ratio of each compound constituting the composition.

[0509] Furthermore, the aforementioned "film" existing in the form of a composition includes films formed from raw materials containing a first compound and a second compound. As an example of such a film, the first light-emitting layer containing a first compound and a second compound in the third embodiment described later can be cited. The first light-emitting layer of the third embodiment contains the first compound as a first host material and the second compound as a second host material.

[0510] The composition involved in this embodiment can be a mixed powder.

[0511] The composition involved in this embodiment can be a solution. When the composition involved in this embodiment is in the form of a solution, the composition preferably contains an organic solvent in addition to the first compound and the second compound.

[0512] (The first compound shown in formula (1-1))

[0513]

[0514] (In the above equation (1-1),

[0515] X 11 It consists of oxygen or sulfur atoms.

[0516] By R 111 ~R 118 One or more groups consisting of two or more adjacent elements.

[0517] They bond together to form substituted or unsubstituted monocyclic rings.

[0518] They bond together to form substituted or unsubstituted fused rings, or

[0519] They do not bond with each other.

[0520] R does not form the aforementioned substituted or unsubstituted monocyclic rings and does not form the aforementioned substituted or unsubstituted fused rings. 111 ~R 118 Each independently

[0521] hydrogen atom,

[0522] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0523] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[0524] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[0525] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[0526] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0527] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[0528] -O-(R 904 The groups shown in the figure,

[0529] -S-(R 905 The groups shown in the figure,

[0530] -N(R 906 (R) 907 The groups shown in the figure,

[0531] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[0532] -C(=O)R 801 The groups shown

[0533] -C(=O)OR 802 The groups shown

[0534] Halogen atoms,

[0535] Nitro,

[0536] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms

[0537] Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or

[0538] The groups shown in formula (1-11) above,

[0539] Among them, R 111 ~R 118 At least one of them is a group represented by the formula (1-11) above.

[0540] When there are multiple groups represented by the above formula (1-11), the multiple groups represented by the above formula (1-11) may be the same as each other or different.

[0541] L 111 for

[0542] Substituted or unsubstituted arylene groups with 6 to 15 carbon atoms, or

[0543] Divalent heterocyclic groups with 5 to 15 cyclic atoms, substituted or unsubstituted.

[0544] mx is 1, 2, or 3.

[0545] In L 111 When there are more than two, more than two L 111 They are the same or different.

[0546] Ar 111 It is an aryl group containing four or more rings, whether substituted or unsubstituted.

[0547] In Ar 111 In the case of two or more Ar, two or more Ar 111 They are the same or different.

[0548] In equation (1-11) above, * indicates the bonding position.

[0549] (In the first compound mentioned above, R) 901 R 902 R 903 R 904 R 905 R 906 R 907 R 801 and R 802 Each independently

[0550] hydrogen atom,

[0551] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0552] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0553] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[0554] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0555] In R 901 In the case of multiple Rs, multiple Rs 901 They are the same or different.

[0556] In R902 In the case of multiple Rs, multiple Rs 902 They are the same or different.

[0557] In R 903 In the case of multiple Rs, multiple Rs 903 They are the same or different.

[0558] In R 904 In the case of multiple Rs, multiple Rs 904 They are the same or different.

[0559] In R 905 In the case of multiple Rs, multiple Rs 905 They are the same or different.

[0560] In R 906 In the case of multiple Rs, multiple Rs 906 They are the same or different.

[0561] In R 907 In the case of multiple Rs, multiple Rs 907 They are the same or different.

[0562] In R 801 In the case of multiple Rs, multiple Rs 801 They are the same or different.

[0563] In R 802 In the case of multiple Rs, multiple Rs 802 (They may be the same or different.)

[0564] In one embodiment of the composition, R 111 ~R 118 One or more of the two or more adjacent groups are bonded to each other to form a substituted or unsubstituted monocyclic ring, or bonded to each other to form a substituted or unsubstituted fused ring.

[0565] In one embodiment of the composition, R 111 ~R 118 The groups consisting of two or more adjacent elements are not bonded to each other.

[0566] In one embodiment of the composition, the first compound is a compound represented by the following formula (1-1A).

[0567]

[0568] (In the above formula (1-1A),

[0569] R 111 ~R 118The meanings are respectively the same as R in the above formula (1-1) 111 ~R 118 The meanings are the same, where R is the one that has the same meaning. 111 ~R 118 In this context, groups consisting of two or more adjacent elements are not bonded to each other, and L in equation (1-11) above... 111 Ar 111 The meanings of and mx are respectively the same as L in the above formula (1-11). 111 Ar 111 Similar to the meaning of mx, the * in equation (1-11) above represents the bonding position.

[0570] In one embodiment of the composition, the first compound is a compound represented by formula (1-1B), formula (1-1C), formula (1-1D), or formula (1-1E).

[0571] In one embodiment of the composition, the first compound is a compound represented by the following formula (1-1B).

[0572]

[0573] (In the above equations (1-1B), (1-1C), (1-1D), and (1-1E),

[0574] R 111 ~R 118 The meanings are respectively the same as R in the above formula (1-1A) 111 ~R 118 The meanings are the same, L 111 Ar 111 The meanings of and mx are respectively the same as L in the above formula (1-11). 111 Ar 111 (It has the same meaning as mx.)

[0575] In one embodiment of the composition, the R group is not the group represented by the above formulas (1-11). 111 ~R 118 Each independently

[0576] hydrogen atom,

[0577] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0578] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0579] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[0580] A heterocyclic group with 5 to 50 cyclic atoms, either substituted or unsubstituted.

[0581] In one embodiment of the composition, -(L) in the above formula (1-11) 111 The group represented by )mx- is any one of the groups represented by formulas (1-111) to (1-120) below.

[0582] In one embodiment of the composition, -(L) in the above formula (1-11) 111 The group represented by )mx- is a single bond, a group represented by formula (1-111) below, or a group represented by formula (1-112) below.

[0583]

[0584]

[0585] (In equations (1-111) to (1-120) above, * indicates the bonding position.)

[0586] In one embodiment of the composition, Ar in the above formula (1-11) 111 It is a group represented by the following formulas (1-100), (1-200), (1-300), (1-400), (1-500), (1-600), (1-700), (1-800) or (1-900).

[0587] In one embodiment of the composition, Ar in the above formula (1-11) 111 It is a group represented by the following formula (1-100), formula (1-200) or formula (1-700).

[0588]

[0589]

[0590]

[0591]

[0592]

[0593] (In the above equation (1-100), R) 1111 ~R 1120 One of them is related to L 111 In the above equation (1-200), R is a bonded single bond. 1201 ~R 1212 One of them is related to L 111 The bonded single bond, in equation (1-300) above, R 1301 ~R1314 One of them is related to L 111 The bonded single bond, in equation (1-400) above, R 1401 ~R 1414 One of them is related to L 111 The bonded single bond, in equation (1-500) above, R 1501 ~R 1514 One of them is related to L 111 The bonded single bond, in equation (1-600) above, R 1601 ~R 1612 One of them is related to L 111 The bonded single bond, in equation (1-700) above, R 1701 ~R 1710 One of them is related to L 111 The bonded single bond, in equation (1-800) above, R 1801 ~R 1812 One of them is related to L 111 The bonded single bond, in equation (1-900) above, R 1901 ~R 1912 One of them is related to L 111 Bonded single bonds,

[0594] Not with L 111 bonded single bond R 1111 ~R 1120 Not related to L 111 bonded single bond R 1201 ~R 1212 Not related to L 111 bonded single bond R 1301 ~R 1314 Not related to L 111 bonded single bond R 1401 ~R 1414 Not related to L 111 bonded single bond R 1501 ~R 1514 Not related to L 111 bonded single bond R 1601 ~R 1612 Not related to L 111 bonded single bond R 1701 ~R 1710 Not related to L 111 bonded single bond R 1801 ~R 1812 And not related to L 111 bonded single bond R 1901 ~R 1912 Each independently

[0595] hydrogen atom,

[0596] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0597] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[0598] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[0599] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[0600] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0601] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[0602] -O-(R 904 The groups shown in the figure,

[0603] -S-(R 905 The groups shown in the figure,

[0604] -N(R 906 (R) 907 The groups shown in the figure,

[0605] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[0606] -C(=O)R 801 The groups shown

[0607] -C(=O)OR 802 The groups shown

[0608] Halogen atoms,

[0609] Nitro,

[0610] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[0611] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0612] R 901 R 902 R 903 R 904 R 905 R 906 R 907 R 801 and R 802 The meanings are respectively the same as R in the above formula (1-1) 901 R 902 R 903 R 904 R905 R 906 R 907 R 801 and R 802 The meanings are the same.

[0613] In one embodiment of the composition, it is not related to L. 111 bonded single bond R 1111 ~R 1120 Not related to L 111 bonded single bond R 1201 ~R 1212 Not related to L 111 bonded single bond R 1301 ~R 1314 Not related to L 111 bonded single bond R 1401 ~R 1414 Not related to L 111 bonded single bond R 1501 ~R 1514 Not related to L 111 bonded single bond R 1601 ~R 1612 Not related to L 111 bonded single bond R 1701 ~R 1710 Not related to L 111 bonded single bond R 1801 ~R 1812 And not related to L 111 bonded single bond R 1901 ~R 1912 Each of the following is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 cyclic carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 cyclic atoms.

[0614] In one embodiment of the composition, it is not related to L. 111 bonded single bond R 1111 ~R 1120 Not related to L 111 bonded single bond R 1201 ~R 1212 Not related to L 111 bonded single bond R 1301 ~R 1314 Not related to L 111 bonded single bond R 1401 ~R 1414 Not related to L 111 bonded single bond R 1501 ~R 1514 Not related to L111 bonded single bond R 1601 ~R 1612 Not related to L 111 bonded single bond R 1701 ~R 1710 Not related to L 111 bonded single bond R 1801 ~R 1812 And not related to L 111 bonded single bond R 1901 ~R 1912 Each of the following is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 cyclic carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 cyclic atoms.

[0615] In one embodiment of the composition, it is not related to L. 111 bonded single bond R 1111 ~R 1120 Not related to L 111 bonded single bond R 1201 ~R 1212 Not related to L 111 bonded single bond R 1301 ~R 1314 Not related to L 111 bonded single bond R 1401 ~R 1414 Not related to L 111 bonded single bond R 1501 ~R 1514 Not related to L 111 bonded single bond R 1601 ~R 1612 Not related to L 111 bonded single bond R 1701 ~R 1710 Not related to L 111 bonded single bond R 1801 ~R 1812 And not related to L 111 bonded single bond R 1901 ~R 1912 Each of the following is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 cyclic carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 cyclic atoms.

[0616] In one embodiment of the composition, it is not related to L. 111 bonded single bond R 1111 ~R 1120Not related to L 111 bonded single bond R 1201 ~R 1212 Not related to L 111 bonded single bond R 1301 ~R 1314 Not related to L 111 bonded single bond R 1401 ~R 1414 Not related to L 111 bonded single bond R 1501 ~R 1514 Not related to L 111 bonded single bond R 1601 ~R 1612 Not related to L 111 bonded single bond R 1701 ~R 1710 Not related to L 111 bonded single bond R 1801 ~R 1812 And not related to L 111 bonded single bond R 1901 ~R 1912 Each of the following is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 14 carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 14 carbon atoms.

[0617] In one embodiment of the composition, it is not related to L. 111 bonded single bond R 1111 ~R 1120 Not related to L 111 bonded single bond R 1201 ~R 1212 Not related to L 111 bonded single bond R 1301 ~R 1314 Not related to L 111 bonded single bond R 1401 ~R 1414 Not related to L 111 bonded single bond R 1501 ~R 1514 Not related to L 111 bonded single bond R 1601 ~R 1612 Not related to L 111 bonded single bond R 1701 ~R 1710 Not related to L 111 bonded single bond R 1801 ~R 1812 And not related to L 111bonded single bond R 1901 ~R 1912 It is a hydrogen atom.

[0618] In one embodiment of the composition, Ar in the above formula (1-11) 111 An aryl group, whether substituted or unsubstituted, comprising a fused ring having four or more rings.

[0619] In one embodiment of the composition, Ar in the above formula (1-11) 111 An aryl group, whether substituted or unsubstituted, is a fused compound having four or more benzene rings and having 18 or more carbon atoms in the ring.

[0620] In one embodiment of the composition, Ar in formula (1-11) 111 An aryl group, whether substituted or unsubstituted, is fused with four or more benzene rings.

[0621] In one embodiment of the composition, Ar in formula (1-11) 111 An aryl group, either substituted or unsubstituted, is fused with four or five benzene rings.

[0622] In one embodiment of the composition, Ar in the above formula (1-11) 111 It is a substituted or unsubstituted pyrene ring, a substituted or unsubstituted benzo[a]anthracene ring, or a substituted or unsubstituted fluoranthracene ring.

[0623] In one embodiment of the composition, R in the first compound 111 ~R 118 It does not have an anthracene skeleton with 14 cyclic carbons.

[0624] In one embodiment of the composition, L in the first compound 111 It does not have an anthracene skeleton with 14 cyclic carbons.

[0625] In one embodiment of the composition, Ar in the first compound 111 It does not have an anthracene skeleton with 14 cyclic carbons.

[0626] In one embodiment of the composition, the substituents in the first compound, when described as "substituted or unsubstituted", do not have an anthracene skeleton with 14 cyclic carbons.

[0627] In one embodiment of the composition, the first compound does not have an anthracene skeleton with 14 cyclic carbons.

[0628] In one embodiment of the composition, in the first compound, the substituent, when described as "substituted or unsubstituted", is an unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, an unsubstituted aryl group having 6 to 18 cyclic carbon atoms, or an unsubstituted heterocyclic group having 5 to 18 cyclic atoms.

[0629] In one embodiment of the composition, in the first compound, the substituents described as "substituted or unsubstituted" are all "unsubstituted" groups.

[0630] In one embodiment of the composition, it is also preferred that all groups in the first compound described as "substituted or unsubstituted" are "unsubstituted".

[0631] In one embodiment of the composition, the first compound is a compound having one or more deuterium ions.

[0632] In one embodiment of the composition, the first compound is a compound with a deuteration rate of 40% or more, 50% or more, 60% or more, 70% or more, 80% or more, or 90% or more.

[0633] In one embodiment of the composition, the first compound is a compound that does not have deuterium atoms.

[0634] In this specification, the deuteration rate of a compound can be based on the number N of deuterium atoms in the molecule of that compound. D The number N of protium atoms in the molecule of this compound. H And the number N of all hydrogen atoms in the molecule of this compound. A (=N D +N H ), calculate using the following mathematical expression (mathematical expression W1). In the mathematical expression (mathematical expression W1), R D It indicates the deuteration rate of the compound.

[0635] R D =(N D / N A )×100 …(Mathematical expression W1)

[0636] (Second compounds having fused rings containing more than four rings)

[0637] In the composition of this embodiment, the second compound is a compound having a fused ring comprising four or more rings.

[0638] In one embodiment of the composition, the second compound is a compound having a fused ring comprising four or more rings and having 16 or more carbon atoms in the ring.

[0639] In one embodiment of the composition, the second compound is a compound having at least one skeleton selected from the group consisting of pyrene skeleton, benzo[a]anthracene skeleton, benzo[b]anthracene skeleton, benzo[b]fluoranthracene skeleton, benzo[b]fluorene skeleton, triphenylene skeleton, benzo[b]xanthanene skeleton and benzo[b]phenanthanene skeleton.

[0640] In one embodiment of the composition, the second compound does not have an anthracene skeleton with 14 cyclic carbons.

[0641] In one embodiment of the composition, the second compound is any one of the compounds selected from the group consisting of the compounds shown in formula (1-2A), formula (1-2B), formula (1-2C), formula (1-2D), formula (1-2E), formula (1-2F), formula (1-2G), and formula (1-2H).

[0642] In one embodiment of the composition, the second compound is any one of the compounds selected from the group consisting of the compounds shown in formulas (1-2B), (1-2C), (1-2D), (1-2E), and (1-2F).

[0643]

[0644] (In the above formula (1-2A),

[0645] R 101 ~R 110 and R 101A ~R 110A Each independently

[0646] hydrogen atom,

[0647] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0648] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[0649] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[0650] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[0651] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0652] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[0653] -O-(R 904 The groups shown in the figure,

[0654] -S-(R 905 The groups shown in the figure,

[0655] -N(R 906 (R) 907 The groups shown in the figure,

[0656] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[0657] -C(=O)R 801 The groups shown

[0658] -C(=O)OR 802 The groups shown

[0659] Halogen atoms,

[0660] cyano,

[0661] Nitro,

[0662] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[0663] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0664] Among them, R 101 ~R 110 One of them represents L 101 The bonding position, R 101A ~R 110A One of them represents L 101 The bonding position,

[0665] L 101 for

[0666] single bond,

[0667] Substituted or unsubstituted arylene groups with 6 to 24 carbon atoms, or

[0668] Divalent heterocyclic groups with 5–24 cyclic atoms, substituted or unsubstituted.

[0669] my is 1, 2, or 3.

[0670] In L 101 When there are more than two, more than two L 101 (They may be the same or different.)

[0671]

[0672] (In the above formula (1-2B),

[0673] Xa represents oxygen atoms, sulfur atoms, and C(R) atoms. 1201 (R) 1202 ) or Si(R 1203 (R) 1204 ),

[0674] R 1201 ~R 1204 Each independently

[0675] hydrogen atom,

[0676] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0677] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[0678] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[0679] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0680] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[0681] -O-(R 904 The groups shown in the figure,

[0682] -S-(R 905 The groups shown in the figure,

[0683] -N(R 906 (R) 907 The groups shown in the figure,

[0684] Halogen atoms,

[0685] cyano,

[0686] Nitro,

[0687] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[0688] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0689] By R 121 ~R 130 One or more groups consisting of two or more adjacent elements.

[0690] They bond together to form substituted or unsubstituted monocyclic rings.

[0691] They bond together to form substituted or unsubstituted fused rings, or

[0692] They do not bond with each other.

[0693] R does not form the aforementioned substituted or unsubstituted monocyclic rings and does not form the aforementioned substituted or unsubstituted fused rings. 121 ~R 130 Each independently

[0694] hydrogen atom,

[0695] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0696] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[0697] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[0698] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[0699] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0700] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[0701] -O-(R 904 The groups shown in the figure,

[0702] -S-(R 905 The groups shown in the figure,

[0703] -N(R 906 (R) 907 The groups shown in the figure,

[0704] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[0705] -C(=O)R 801 The groups shown

[0706] -C(=O)OR 802 The groups shown

[0707] Halogen atoms,

[0708] Nitro,

[0709] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms

[0710] Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or

[0711] The groups shown in formula (1-21B) above,

[0712] Among them, R 121 ~R 130At least one of them is a group represented by the above formula (1-21B),

[0713] When multiple groups represented by formula (1-21B) exist, the multiple groups represented by formula (1-21B) may be the same as or different from each other.

[0714] L 12 for

[0715] single bond,

[0716] Substituted or unsubstituted arylene groups with 6 to 50 carbon atoms, or

[0717] Divalent heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0718] ma is 1, 2, or 3.

[0719] In L 12 When there are more than two, more than two L 12 They are the same or different.

[0720] Ar 12 It is an aryl group with 6 to 50 cyclic carbon atoms, either substituted or unsubstituted, or a heterocyclic group with 5 to 50 cyclic atoms, either substituted or unsubstituted.

[0721] In Ar 12 In the case of two or more Ar, two or more Ar 12 They are the same or different.

[0722] In the above formula (1-21B), * represents the bonding position.

[0723] In one embodiment of the composition, Xa is an oxygen atom or a sulfur atom in formula (1-2B).

[0724]

[0725] (In the above formula (1-2C),

[0726] R 131 ~R 140 Ar 131 and Ar 132 Each independently

[0727] hydrogen atom,

[0728] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0729] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[0730] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[0731] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[0732] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0733] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[0734] -O-(R 904 The groups shown in the figure,

[0735] -S-(R 905 The groups shown in the figure,

[0736] -N(R 906 (R) 907 The groups shown in the figure,

[0737] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[0738] -C(=O)R 801 The groups shown

[0739] -C(=O)OR 802 The groups shown

[0740] Halogen atoms,

[0741] cyano,

[0742] Nitro,

[0743] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms

[0744] Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or

[0745] The groups shown in the above formula (1-21C),

[0746] Among them, R 131 ~R 140 Ar 131 and Ar 132 At least one of them is a group represented by the above formula (1-21C),

[0747] When multiple groups represented by the above formula (1-21C) exist, the multiple groups represented by the above formula (1-21C) may be the same as or different from each other.

[0748] L 13 for

[0749] single bond,

[0750] Substituted or unsubstituted arylene groups with 6 to 50 carbon atoms, or

[0751] Divalent heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0752] Ar 13 for

[0753] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[0754] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0755] mb is 1, 2 or 3,

[0756] In L 13 When there are more than two, more than two L 13 They are the same or different.

[0757] In Ar 13 In the case of two or more Ar, two or more Ar 13 They are the same or different.

[0758] In formula (1-21C) above, * indicates the bonding position with the benzo[a]anthracene ring in formula (1-2C) above.

[0759]

[0760] (In the above equation (1-2D),

[0761] R 1A and R 1B Each independently

[0762] Substituted or unsubstituted alkyl groups having 1 to 15 carbon atoms

[0763] Substituted or unsubstituted aryl groups with 6 to 17 carbon atoms, or

[0764] Heterocyclic groups with 5 to 17 cyclic atoms, substituted or unsubstituted.

[0765] Among them, R 1A and R 1B At least one of them is a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms.

[0766] By R 141 ~R 144 Groups consisting of two or more adjacent elements and those composed of R 145 ~R 148 Any group consisting of two or more adjacent elements

[0767] They bond together to form substituted or unsubstituted monocyclic rings, or

[0768] They bond together to form substituted or unsubstituted fused rings.

[0769] In the case where a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring is formed on the A side of the ring, the group shown in formula (1-21D) above is bonded to R. 142 The carbon atom that is bonded, or the carbon atom that forms the single ring on side A of the ring and the carbon atom that forms the fused ring on side A of the ring, is the carbon atom of ring A that is furthest from the carbon atom C1 of ring A that is bonded to carbon atom C2 on side B of the ring by a single bond.

[0770] In the case where the substituted or unsubstituted monocyclic ring or the substituted or unsubstituted fused ring is formed on the ring B side instead of on ring A, the group shown in formula (1-21D) above is bonded to R. 142 Bonded carbon atoms,

[0771] R is not a group represented by the above formula (1-21D) 142 R does not form the aforementioned substituted or unsubstituted monocyclic rings and does not form the aforementioned substituted or unsubstituted fused rings. 141 R 143 R 144 and R 145 ~R 148 Each independently

[0772] hydrogen atom,

[0773] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0774] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[0775] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[0776] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[0777] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0778] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[0779] -O-(R 904 The groups shown in the figure,

[0780] -S-(R 905 The groups shown in the figure,

[0781] -N(R 906 (R) 907 The groups shown in the figure,

[0782] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[0783] -C(=O)R 801 The groups shown

[0784] -C(=O)OR 802 The groups shown

[0785] Halogen atoms,

[0786] cyano,

[0787] Nitro,

[0788] Substituted or unsubstituted aryl groups with 6 to 17 carbon atoms, or

[0789] Heterocyclic groups with 5 to 17 cyclic atoms, substituted or unsubstituted.

[0790] In the above equation (1-21D),

[0791] Ar 14 It is a substituted or unsubstituted aryl group fused with four or more rings, or a substituted or unsubstituted heterocyclic group fused with four or more rings.

[0792] L 14 for

[0793] single bond,

[0794] Substituted or unsubstituted arylene groups with 6 to 17 carbon atoms, or

[0795] Divalent heterocyclic groups with 5 to 17 cyclic atoms, substituted or unsubstituted.

[0796] mc is 1, 2, or 3.

[0797] * indicates the bonding position with an atom that forms the ring in formula (1-2D) above.

[0798] Specifically, for the compounds represented by formula (1-2D) above, the molecule of the compound represented by formula (1-2D) contains no more than three substituted or unsubstituted aryl groups with fused four or more rings and no more than three substituted or unsubstituted heterocyclic groups with fused four or more rings.

[0799]

[0800] (In the above formula (1-2E),

[0801] R 150 ~R 159 Each independently

[0802] hydrogen atom,

[0803] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0804] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[0805] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[0806] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[0807] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0808] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[0809] -O-(R 904 The groups shown in the figure,

[0810] -S-(R 905 The groups shown in the figure,

[0811] -N(R 906 (R) 907 The groups shown in the figure,

[0812] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[0813] -C(=O)R 801 The groups shown

[0814] -C(=O)OR 802 The groups shown

[0815] Halogen atoms,

[0816] cyano,

[0817] Nitro,

[0818] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms

[0819] Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or

[0820] The groups shown in the above formula (1-21E),

[0821] Among them, R 150 ~R 159 At least one of them is a group represented by the above formula (1-21E).

[0822] When multiple groups represented by the above formula (1-21E) exist, the multiple groups represented by the above formula (1-21E) may be the same as or different from each other.

[0823] L 151 for

[0824] single bond,

[0825] Substituted or unsubstituted arylene groups with 6 to 50 carbon atoms, or

[0826] Divalent heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0827] Ar 151 for

[0828] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[0829] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0830] mg is 1, 2, or 3.

[0831] In L 151 When there are more than two, more than two L 151 They are the same or different.

[0832] In Ar 151 In the case of two or more Ar, two or more Ar 151 They are the same or different.

[0833] In equation (1-21E) above, * indicates the bonding position with the pyrene ring in equation (1-2E) above.

[0834]

[0835] (In the above equation (1-2F),

[0836] By R 160 ~R 169 One or more groups consisting of two or more adjacent elements.

[0837] They bond together to form substituted or unsubstituted monocyclic rings.

[0838] They bond together to form substituted or unsubstituted fused rings, or

[0839] They do not bond with each other.

[0840] R does not form the aforementioned substituted or unsubstituted monocyclic rings and does not form the aforementioned substituted or unsubstituted fused rings. 160 ~R 169 Each independently

[0841] hydrogen atom,

[0842] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0843] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[0844] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[0845] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[0846] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0847] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[0848] -O-(R 904 The groups shown in the figure,

[0849] -S-(R 905 The groups shown in the figure,

[0850] -N(R 906 (R) 907 The groups shown in the figure,

[0851] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[0852] -C(=O)R 801 The groups shown

[0853] -C(=O)OR 802 The groups shown

[0854] Halogen atoms,

[0855] cyano,

[0856] Nitro,

[0857] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms

[0858] Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or

[0859] The groups shown in the above formula (1-21F),

[0860] Wherein, the substituent when the aforementioned substituted or unsubstituted monocyclic ring has a substituent, the substituent when the aforementioned substituted or unsubstituted fused ring has a substituent, and R 160 ~R 169 At least one of them is a group represented by the above formula (1-21F),

[0861] When multiple groups represented by the above formula (1-21F) exist, the multiple groups represented by the above formula (1-21F) may be the same as or different from each other.

[0862] L 16 for

[0863] single bond,

[0864] Substituted or unsubstituted arylene groups with 6 to 50 carbon atoms, or

[0865] Divalent heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0866] Ar 16 for

[0867] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[0868] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0869] mf is 1, 2, or 3.

[0870] In L 16 When there are more than two, more than two L 16 They are the same or different.

[0871] In Ar 16 In the case of two or more Ar, two or more Ar 16 They are the same or different.

[0872] In equation (1-21F) above, * indicates the bonding position with the ring shown in equation (1-2F) above.

[0873]

[0874] (In the above formula (1-2G),

[0875] By R 170 ~R 179 R 17A and R 17B One or more groups consisting of two or more adjacent elements.

[0876] They bond together to form substituted or unsubstituted monocyclic rings.

[0877] They bond together to form substituted or unsubstituted fused rings, or

[0878] They do not bond with each other.

[0879] R does not form the aforementioned substituted or unsubstituted monocyclic rings and does not form the aforementioned substituted or unsubstituted fused rings. 170 ~R 179 R 17A and R 17B Each independently

[0880] hydrogen atom,

[0881] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0882] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[0883] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[0884] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[0885] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0886] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[0887] -O-(R 904 The groups shown in the figure,

[0888] -S-(R 905 The groups shown in the figure,

[0889] -N(R 906 (R) 907 The groups shown in the figure,

[0890] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[0891] -C(=O)R 801 The groups shown

[0892] -C(=O)OR 802 The groups shown

[0893] Halogen atoms,

[0894] cyano,

[0895] Nitro,

[0896] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms

[0897] Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or

[0898] The groups shown in the above formula (1-21G),

[0899] Wherein, the substituent when the aforementioned substituted or unsubstituted monocyclic ring has a substituent, the substituent when the aforementioned substituted or unsubstituted fused ring has a substituent, and R 170 ~R 179 R 17A and R 17BAt least one of them is a group represented by the above formula (1-21G),

[0900] When multiple groups represented by the above formula (1-21G) exist, the multiple groups represented by the above formula (1-21G) may be the same as or different from each other.

[0901] L 17 for

[0902] single bond,

[0903] Substituted or unsubstituted arylene groups with 6 to 50 carbon atoms, or

[0904] Divalent heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0905] Ar 17 for

[0906] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[0907] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0908] mj is 1, 2, or 3.

[0909] In L 17 When there are more than two, more than two L 17 They are the same or different.

[0910] In Ar 17 In the case of two or more Ar, two or more Ar 17 They are the same or different.

[0911] In equation (1-21G) above, * indicates the bonding position with the ring shown in equation (1-2G) above.

[0912]

[0913] (In the above formula (1-2H),

[0914] By R 180 ~R 189 R 18A and R 18B One or more groups consisting of two or more adjacent elements.

[0915] They bond together to form substituted or unsubstituted monocyclic rings.

[0916] They bond together to form substituted or unsubstituted fused rings, or

[0917] They do not bond with each other.

[0918] R does not form the aforementioned substituted or unsubstituted monocyclic rings and does not form the aforementioned substituted or unsubstituted fused rings. 180 ~R 189 R 18A and R 18B Each independently

[0919] hydrogen atom,

[0920] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0921] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[0922] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[0923] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[0924] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0925] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[0926] -O-(R 904 The groups shown in the figure,

[0927] -S-(R 905 The groups shown in the figure,

[0928] -N(R 906 (R) 907 The groups shown in the figure,

[0929] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[0930] -C(=O)R 801 The groups shown

[0931] -C(=O)OR 802 The groups shown

[0932] Halogen atoms,

[0933] cyano,

[0934] Nitro,

[0935] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms

[0936] Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or

[0937] The groups shown in the above formula (1-21H),

[0938] Wherein, the substituent when the aforementioned substituted or unsubstituted monocyclic ring has a substituent, the substituent when the aforementioned substituted or unsubstituted fused ring has a substituent, and R 180 ~R 189 R 18A and R 18B At least one of them is a group represented by the above formula (1-21H),

[0939] When multiple groups represented by the above formula (1-21H) exist, the multiple groups represented by the above formula (1-21H) may be the same as or different from each other.

[0940] L 18 for

[0941] single bond,

[0942] Substituted or unsubstituted arylene groups with 6 to 50 carbon atoms, or

[0943] Divalent heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0944] Ar 18 for

[0945] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[0946] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0947] mh is 1, 2, or 3.

[0948] In L 18 When there are more than two, more than two L 18 They are the same or different.

[0949] In Ar 18 In the case of two or more Ar, two or more Ar 18 They are the same or different.

[0950] In equation (1-21H) above, * indicates the bonding position with the ring shown in equation (1-2H) above.

[0951] (In the above equations (1-2A), (1-2B), (1-2C), (1-2D), (1-2E), (1-2F), (1-2G), and (1-2H), R 901 R 902 R 903 R 904 R 905 R 906 R 907 R 801 and R 802Each independently

[0952] hydrogen atom,

[0953] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0954] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0955] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[0956] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[0957] In R 901 In the case of multiple Rs, multiple Rs 901 They are the same or different.

[0958] In R 902 In the case of multiple Rs, multiple Rs 902 They are the same or different.

[0959] In R 903 In the case of multiple Rs, multiple Rs 903 They are the same or different.

[0960] In R 904 In the case of multiple Rs, multiple Rs 904 They are the same or different.

[0961] In R 905 In the case of multiple Rs, multiple Rs 905 They are the same or different.

[0962] In R 906 In the case of multiple Rs, multiple Rs 906 They are the same or different.

[0963] In R 907 In the case of multiple Rs, multiple Rs 907 They are the same or different.

[0964] In R 801 In the case of multiple Rs, multiple Rs 801 They are the same or different.

[0965] In R 802 In the case of multiple Rs, multiple Rs 802 (They may be the same or different.)

[0966] In one embodiment of the composition, the second compound is any one of the compounds selected from the group consisting of the compounds shown in formula (1-200A), formula (1-200B), formula (1-201B), formula (1-200C), formula (1-201C), formula (1-200D), formula (1-201D), formula (1-202D), formula (1-200E), formula (1-200F), formula (1-200G), and formula (1-200H).

[0967]

[0968] (In the above formula (1-200A),

[0969] R 101 ~R 102 R 104 ~R 110 R 101A ~R 102A R 104A ~R 110A L 101 The meanings of and my are respectively the same as R in the above formula (1-2A). 101 ~R 102 R 104 ~R 110 R 101A ~R 102A R 104A ~R 110A L 101 (It has the same meaning as "my".)

[0970] In the above formula (1-200A), R 101 ~R 102 R 104 ~R 110 R 101A ~R 102A and R 104A ~R 110A Each of the following is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 cyclic carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 cyclic atoms.

[0971]

[0972] (In the above formula (1-200B),

[0973] Xa, R 121~R 128 and R 130 The meanings are respectively the same as Xa and R in the above formula (1-2B). 121 ~R 128 and R 130 The meaning is the same.

[0974] L 12 , ma and Ar 12 The meanings are respectively the same as L in the above formula (1-21B) 12 , ma and Ar 12 The meanings are the same.

[0975] (In the above formula (1-201B),)

[0976] Xa, R 121 ~R 123 and R 125 ~R 130 The meanings are respectively the same as Xa and R in the above formula (1-2B). 121 ~R 123 and R 125 ~R 130 The meaning is the same.

[0977] L 12 , ma and Ar 12 The meanings are respectively the same as L in the above formula (1-21B) 12 , ma and Ar 12 The meanings are the same.

[0978] In equations (1-200B) and (1-201B) above, R 121 ~R 130 Each of the following is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 cyclic carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 cyclic atoms.

[0979]

[0980] (In the above formulas (1-200C) and (1-201C),

[0981] R 131 ~R 140 Ar 131 and Ar 132 The meanings are respectively the same as R in the above formula (1-2C). 131 ~R 140 Ar 131 and Ar 132 The meaning is the same.

[0982] L13 , mb and Ar 13 The meanings are respectively the same as L in the above formula (1-21C) 13 , mb and Ar 13 The meanings are the same.

[0983] In the above equations (1-200C) and (1-201C), R 131 ~R 140 Ar 131 and Ar 132 Each of the following is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 cyclic carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 cyclic atoms.

[0984]

[0985] (In the above formulas (1-200D), (1-201D), and (1-202D),

[0986] By R 1401 ~R 1404 In a given set of two or more adjacent groups, at least one group is not bonded to the others.

[0987] R 1401 ~R 1404 Each independently

[0988] hydrogen atom,

[0989] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[0990] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[0991] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[0992] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[0993] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[0994] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[0995] -O-(R 904 The groups shown in the figure,

[0996] -S-(R 905 The groups shown in the figure,

[0997] -N(R 906(R) 907 The groups shown in the figure,

[0998] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[0999] -C(=O)R 801 The groups shown

[1000] -C(=O)OR 802 The groups shown

[1001] Halogen atoms,

[1002] cyano,

[1003] Nitro,

[1004] Substituted or unsubstituted aryl groups with 6 to 17 carbon atoms, or

[1005] Heterocyclic groups with 5 to 17 cyclic atoms, substituted or unsubstituted.

[1006] R 1A R 1B R 141 and R 143 ~R 148 The meanings are respectively the same as R in the above formula (1-2D). 1A R 1B R 141 and R 143 ~R 148 The meaning is the same.

[1007] L 14 , mc and Ar 14 The meanings are respectively the same as L in the above formula (1-21D) 14 , mc and Ar 14 The meanings are the same.

[1008] In the above equations (1-200D), (1-201D), and (1-202D), R 141 R 143 ~R 148 and R 1401 ~R 1404 Each of the following is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 cyclic carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 cyclic atoms.

[1009]

[1010] (In the above formula (1-200E),

[1011] X15 It consists of oxygen atoms or sulfur atoms.

[1012] By R 1500 ~R 1504 One or more groups consisting of two or more adjacent elements.

[1013] They bond together to form substituted or unsubstituted monocyclic rings.

[1014] They bond together to form substituted or unsubstituted fused rings, or

[1015] They do not bond with each other.

[1016] R does not form the aforementioned substituted or unsubstituted monocyclic rings and does not form the aforementioned substituted or unsubstituted fused rings. 1500 ~R 1504 Each independently

[1017] hydrogen atom,

[1018] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1019] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[1020] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[1021] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[1022] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1023] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[1024] -O-(R 904 The groups shown in the figure,

[1025] -S-(R 905 The groups shown in the figure,

[1026] -N(R 906 (R) 907 The groups shown in the figure,

[1027] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[1028] -C(=O)R 801 The groups shown

[1029] -C(=O)OR 802 The groups shown

[1030] Halogen atoms,

[1031] cyano,

[1032] Nitro,

[1033] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1034] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1035] Multiple R 1500 They are the same or different.

[1036] R 150 ~R 152 and R 154 ~R 159 The meanings are respectively the same as R in the above formula (1-2E). 150 ~R 152 and R 154 ~R 159 The meaning is the same.

[1037] L 151 The meanings of L and mg are respectively the same as those of L in the above formula (1-21E). 151 (It has the same meaning as mg.)

[1038] In the above equation (1-200E), R 150 ~R 152 R 154 ~R 159 and R 1500 ~R 1504 Each of the following is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 cyclic carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 cyclic atoms.

[1039]

[1040] (In the above formula (1-200F),

[1041] R 1601 ~R 1604 Each independently

[1042] hydrogen atom,

[1043] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1044] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[1045] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[1046] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[1047] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1048] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[1049] -O-(R 904 The groups shown in the figure,

[1050] -S-(R 905 The groups shown in the figure,

[1051] -N(R 906 (R) 907 The groups shown in the figure,

[1052] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[1053] -C(=O)R 801 The groups shown

[1054] -C(=O)OR 802 The groups shown

[1055] Halogen atoms,

[1056] cyano,

[1057] Nitro,

[1058] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1059] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1060] R 161 ~R 167 The meanings are respectively the same as R in the above formula (1-2F) 161 ~R 167 The meaning is the same.

[1061] L 16 , mf and Ar 16 The meanings are respectively the same as L in the above formula (1-2F) 16 , mf and Ar 16 The meanings are the same.

[1062] In the above formula (1-200F), R 161 ~R 167 and R 1601 ~R 1604Each of the following is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 cyclic carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 cyclic atoms.

[1063]

[1064] (In the above formula (1-200G),

[1065] R 170 ~R 179 and R 17A The meanings are respectively the same as R in the above formula (1-2G) 170 ~R 179 and R 17A The meaning is the same.

[1066] L 17 , mj and Ar 17 The meanings are respectively the same as L in the above formula (1-21G) 17 , mj and Ar 17 The meanings are the same.

[1067] In the above formula (1-200G), R 170 ~R 179 and R 17A Each of the following is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 cyclic carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 cyclic atoms.

[1068]

[1069] (In the above formula (1-200H),

[1070] R 180 ~R 189 and R 18B The meanings are respectively the same as R in the above formula (1-2H). 180 ~R 189 and R 18B The meaning is the same.

[1071] L 18 , mh and Ar 18 The meanings are respectively the same as L in the above formula (1-21H) 18 , mh and Ar 18 The meanings are the same.

[1072] In the above formula (1-200H), R 180 ~R 189 and R18B Each of the following is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 cyclic carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 cyclic atoms.

[1073] In one embodiment of the composition, L is present in the second compound. 12 L 13 L 14 L 16 L 17 L 18 L 101 and L 151 Each of them is independently a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted dibenzofuranyl, or a substituted or unsubstituted naphthobenzofuranyl.

[1074] In one embodiment of the composition, in the second compound, the substituent, when described as "substituted or unsubstituted", is an unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, an unsubstituted aryl group having 6 to 18 cyclic carbon atoms, or an unsubstituted heterocyclic group having 5 to 18 cyclic atoms.

[1075] In one embodiment of the composition, in the second compound, the substituents described as "substituted or unsubstituted" are all "unsubstituted" groups.

[1076] In one embodiment of the composition, the hydrogen atom in the second compound is a protium atom, a deuterium atom, or a tritium atom.

[1077] In one embodiment of the composition, the hydrogen atom in the second compound is a protium atom or a deuterium atom.

[1078] In one embodiment of the composition, the hydrogen atom in the second compound is a protium atom.

[1079] In one embodiment of the composition, the hydrogen atom in the second compound is a deuterium atom.

[1080] In one embodiment of the composition, the second compound is a compound having one or more deuterium ions.

[1081] In one embodiment of the composition, the second compound is a compound with a deuteration rate of 40% or more, 50% or more, 60% or more, 70% or more, 80% or more, or 90% or more.

[1082] In one embodiment of the composition, the second compound is a compound that does not have deuterium atoms.

[1083] (Ratio of compounds in the composition)

[1084] In one embodiment of the composition, the mass M in the composition relative to the first compound is... C1 The mass M of the second compound C2 Total M C1 +M C2 The mass M of the second compound C2 The quality percentage is above 0.5% and below 99.5%.

[1085] In one embodiment of the composition, relative to the total M C1 +M C2 The mass M of the second compound C2 The quality percentage is 2% or more, 10% or more, 25% or more, 40% or more, 60% or more, 80% or more, 90% or more, or 98% or more.

[1086] In one embodiment of the composition, relative to the total M C1 +M C2 The mass M of the second compound C2 The quality percentage is below 55% or below 40% or below 20% or below 10% or below 2%.

[1087] In one embodiment of the composition, relative to the total M C1 +M C2 The mass M of the first compound C1 The quality percentage is above 0.5% and below 99.5%.

[1088] In one embodiment of the composition, relative to the total M C1 +M C2 The mass M of the first compound C1 The quality percentage is below 98%, below 90%, below 75%, below 60%, below 40%, below 20%, below 10%, or below 2%.

[1089] In one embodiment of the composition, relative to the total M C1 +M C2 The mass M of the first compound C1The quality percentage is 45% or higher, 60% or higher, 80% or higher, 90% or higher, or 98% or higher.

[1090] In one embodiment of the composition, the combined content of the first compound and the second compound in the composition is 90% by mass or more, 95% by mass or more, 99% by mass or more, 99.9% by mass or more, or 100% by mass.

[1091] (Methods for manufacturing the first and second compounds)

[1092] The first and second compounds can be manufactured using known methods. Alternatively, the first and second compounds can also be manufactured by following known methods, using known alternative reactions and starting materials corresponding to the target substances.

[1093] (Specific examples of the first compound)

[1094] Specific examples of the first compound include the following compounds. However, the present invention is not limited to these specific examples of the first compound.

[1095] In this specification, in specific examples of compounds, D represents a deuterium atom, Me represents a methyl atom, tBu represents a tert-butyl atom, and Ph represents a phenyl atom.

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[1108] (Specific example of the second compound)

[1109] Specific examples of the second compound include the following compounds. Additionally, the second compound may be a "compound having a fused ring comprising four or more rings" among the compounds exemplified as the first compound described above. The compound having a fused ring comprising four or more rings (the second compound) is preferably a compound having at least one skeleton selected from the group consisting of pyrene, benzene, benzo[a]anthracene, benzo[b]anthracene, benzo[b]fluoranthracene, benzo[c]fluorene, triphenylene, benzo[c]xanthine, and benzo[c]phenanthrene. However, the present invention is not limited to these specific examples of the second compound.

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[1301] [Second Implementation]

[1302] <Mixed Powders>

[1303] The mixed powder of the second embodiment comprises the composition of the first embodiment.

[1304] That is, the mixed powder of the second embodiment includes a first compound represented by formula (1-1) and a second compound having a fused ring containing four or more rings, wherein the first compound and the second compound are different from each other.

[1305] The mixed powder of the second embodiment can be used in organic EL devices. The mixed powder of the second embodiment can also be used as a material for organic EL devices. By using the mixed powder of the second embodiment in organic EL devices, the performance of the organic EL devices can be improved.

[1306] The mixed powder of the second embodiment can also be used to form the layer between the anode and cathode of the organic EL element, for example, a light-emitting layer can also be formed. By using the mixed powder of the second embodiment to form the light-emitting layer of the organic EL element, an organic EL element with improved performance selected from one or more of brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifetime can be provided.

[1307] According to one embodiment of the mixed powder, an organic EL element with improved luminous efficiency and lifetime can be provided by using a light-emitting layer for the organic EL element.

[1308] (Morphology of mixed powders)

[1309] The mixed powder of the second embodiment can be used in the form of a mixture (premixed mixture) formed by premixing the first compound and the second compound. The premixed mixture can be used to form a film (e.g., a light-emitting layer). The premixed mixture is one embodiment of the mixed powder of the second embodiment.

[1310] (The ratio of compounds in the mixed powder)

[1311] In one embodiment of the mixed powder, the mass M of the mixed powder relative to the first compound is... PW1 The mass M of the second compound PW2 Total mass M PW1 +M PW2 The mass M of the second compound PW2 The quality percentage is above 0.5% and below 99.5%.

[1312] In one embodiment of the mixed powder, relative to the total mass M PW1 +M PW2 The mass M of the second compound PW2 The quality percentage is 2% or more, 10% or more, 25% or more, 40% or more, 60% or more, 80% or more, 90% or more, or 98% or more.

[1313] In one embodiment of the mixed powder, relative to the total mass M PW1 +M PW2 The mass M of the second compound PW2 The quality percentage is below 55% or below 40% or below 20% or below 10% or below 2%.

[1314] In one embodiment of the mixed powder, relative to the total mass M PW1 +MPW2 The mass M of the first compound PW1 The quality percentage is above 0.5% and below 99.5%.

[1315] In one embodiment of the mixed powder, relative to the total mass M PW1 +M PW2 The mass M of the first compound PW1 The quality percentage is below 98%, below 90%, below 75%, below 60%, below 40%, below 20%, below 10%, or below 2%.

[1316] In one embodiment of the mixed powder, relative to the total mass M PW1 +M PW2 The mass M of the first compound PW1 The quality percentage is 45% or higher, 60% or higher, 80% or higher, 90% or higher, or 98% or higher.

[1317] In one embodiment of the mixed powder, the combined content of the first compound and the second compound in the mixed powder is 90% by mass or more, 95% by mass or more, 99% by mass or more, 99.9% by mass or more, or 100% by mass.

[1318] [Third Implementation Method]

[1319] Organic electroluminescent devices

[1320] The organic electroluminescent element according to the third embodiment has an anode, a cathode, and a light-emitting region disposed between the anode and the cathode. The anode, the light-emitting region, and the cathode are disposed sequentially. The light-emitting region includes a first light-emitting layer and a second light-emitting layer. The first light-emitting layer contains the composition (first compound and second compound) according to the first embodiment.

[1321] One embodiment of the organic EL element includes a cathode, an anode, and a light-emitting unit disposed between the cathode and the anode. The light-emitting unit includes a light-emitting region. In addition to a first light-emitting layer and a second light-emitting layer included in the light-emitting region, the light-emitting unit may also have one or more layers containing at least one of organic compounds and inorganic substances. The inorganic substance is at least one of inorganic compounds and elements. Preferably, the light-emitting unit includes one or more layers selected from those composed of organic compounds, those composed of inorganic substances, and those composed of both organic compounds and inorganic substances. As layers that the light-emitting unit may include in addition to the first and second light-emitting layers, examples include layers suitable for organic EL elements. There are no particular limitations on the layers suitable for organic EL elements; examples include at least one layer selected from hole injection layers, hole transport layers, electron injection layers, electron transport layers, and blocking layers.

[1322] In the organic EL element according to the third embodiment, the first light-emitting layer contains the composition (first compound and second compound) according to the first embodiment. The first compound is the compound shown in formula (1-1) above, the second compound is a compound having a fused ring containing four or more rings, and the first compound and the second compound are different compounds from each other.

[1323] In the organic EL element according to the third embodiment, the composition (first compound and second compound) according to the first embodiment exists as a film or layer in the first light-emitting layer.

[1324] According to the organic EL element of the third embodiment, the first light-emitting layer contains the composition (first compound and second compound) of the first embodiment, thereby improving performance.

[1325] According to one embodiment of the organic EL element, one or more performance improvements are selected from brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifetime.

[1326] According to one embodiment of the organic EL element, luminous efficiency and lifetime are improved.

[1327] In the organic EL element according to the third embodiment, the first light-emitting layer contains the composition (first compound and second compound) according to the first embodiment as two main materials.

[1328] In the organic EL element according to the third embodiment, the first light-emitting layer includes a first compound (the compound shown in formula (1-1) above) as a first host material, includes a second compound (a compound having a fused ring containing four or more rings) as a second host material, and the second light-emitting layer includes a third host material. The first host material, the second host material, and the third host material are different compounds from each other.

[1329] In the following description, the first compound is sometimes referred to as the first host material, and the second compound is sometimes referred to as the second host material.

[1330] In one embodiment of the organic EL element, the first light-emitting layer is formed by vapor deposition.

[1331] In one embodiment of the third method, when forming the light-emitting layer using a vapor deposition method, a mixture (premixed mixture) formed by pre-mixing the first host material and the second host material can be vapor-deposited using a single deposition source, or the first host material and the second host material can be vapor-deposited using different deposition sources. The premixed mixture is either the composition according to the first embodiment or the mixed powder according to the second embodiment.

[1332] For example, by introducing a mixture (premixed mixture) of a first host material and a second host material into a vacuum cavity into a deposition source and performing a vapor deposition process, the two materials (the first host material and the second host material) can be vapor deposited by the deposition source at the same temperature.

[1333] According to the third embodiment, the organic EL element has improved hole injection capability into the first light-emitting layer compared to an organic EL element having a first light-emitting layer containing a host material, thereby improving the performance of the organic EL element.

[1334] In one embodiment of the organic EL element, the luminous efficiency is improved by including a first luminous layer and a second luminous layer in the luminous region.

[1335] Previously, triplet-triplet-annihilation (sometimes called TTA) was known as a technique for improving the luminous efficiency of organic electroluminescent devices. TTA is a mechanism in which triplet excitons collide with each other to generate singlet excitons. It should be noted that the TTA mechanism is sometimes referred to as the TTF mechanism.

[1336] Explain the TTF phenomenon.

[1337] Holes injected from the anode recombine with electrons injected from the cathode within the emissive layer to generate excitons. Their spin states, as previously known, are 25% singlet excitons and 75% triplet excitons. In previously known fluorescent elements, 25% of the singlet excitons relax to the ground state and emit light, while the remaining 75% of the triplet excitons do not emit light but recover to the ground state through thermal deactivation.

[1338] Therefore, the theoretical limit of the internal quantum efficiency of conventional fluorescent elements is said to be 25%.

[1339] On the other hand, the behavior of triplet excitons generated within organic matter has been theoretically studied. According to SMBachilo et al. (J. Phys. Chem. A, 104, 7711 (2000)), if we assume that excitons of higher orders, such as quintet, immediately revert to the triplet state, then in triplet excitons (hereinafter referred to as...) 3 A * As the density of ) gradually increases, triplet excitons collide with each other, resulting in the reaction shown in the following equation. Here, 1 A represents the ground state. 1 A * This represents the lowest excited singlet exciton.

[1340] 3 A * + 3 A * →(4 / 9) 1 A + (1 / 9) 1 A * +(13 / 9) 3 A *

[1341] That is, to become 5 3 A * →4 1 A+1A * It is predicted that of the initially generated 75% of triplet excitons, 1 / 5, or 20%, will transform into singlet excitons. Therefore, the singlet excitons contributing in the form of light become 40%, which is the initial 25% plus 75% × (1 / 5) = 15%. At this point, the proportion of light emitted from TTF (TTF ratio) in the total luminescence intensity becomes 15 / 40, or 37.5%. Furthermore, if the initially generated 75% of triplet excitons collide with each other to generate singlet excitons (two triplet excitons generate one singlet exciton), a very high internal quantum efficiency of 62.5% can be obtained, which is the initial 25% of singlet excitons plus 75% × (1 / 2) = 37.5%. At this point, the TTF ratio is 37.5 / 62.5 = 60%.

[1342] According to the organic electroluminescent element of the third embodiment, it is considered that for triplet excitons generated in the first light-emitting layer through recombination of holes and electrons, even if there are excess charge carriers at the interface between the first light-emitting layer and the directly adjacent organic layer, the triplet excitons at the interface between the first light-emitting layer and the organic layer are not easily quenched. For example, if recombination regions are locally present at the interface between the first light-emitting layer and the hole transport layer or the electron blocking layer, quenching due to excess electrons can be considered. On the other hand, if recombination regions are locally present at the interface between the first light-emitting layer and the electron transport layer or the hole blocking layer, quenching due to excess holes can be considered.

[1343] The third embodiment of the organic EL element includes at least two light-emitting layers (i.e., a first light-emitting layer and a second light-emitting layer). The triplet energy T1(H1) of the first host material in the first light-emitting layer and the triplet energy T1(H3) of the third host material in the second light-emitting layer satisfy the following mathematical expression (mathematical expression A2). The triplet energy T1(H2) of the second host material in the first light-emitting layer and the triplet energy T1(H3) of the third host material in the second light-emitting layer satisfy the following mathematical expression (mathematical expression A3).

[1344] T1(H1)>T1(H3) …(Mathematical expression A2)

[1345] T1(H2)>T1(H3) …(Mathematical expression A3)

[1346] By having a first luminescent layer and a second luminescent layer, satisfying the relationships described in the mathematical formulas (Formula A2) and (Formula A3) above, triplet excitons generated in the first luminescent layer are not quenched by excess carriers and migrate to the second luminescent layer. Furthermore, reverse migration from the second luminescent layer to the first luminescent layer is suppressed. As a result, the second luminescent layer exhibits a TTF mechanism, efficiently generating singlet excitons and improving luminescence efficiency.

[1347] Thus, the organic electroluminescent element has a first light-emitting layer that mainly generates triplet excitons and a second light-emitting layer that effectively utilizes triplet excitons moving from the first light-emitting layer to mainly exhibit the TTF mechanism as different regions. As the third host material in the second light-emitting layer, a compound with a smaller triplet energy than the first host material and the second host material in the first light-emitting layer is used to set the difference in triplet energy, thereby improving the luminous efficiency.

[1348] In one embodiment of the organic EL element, the triplet energy T1(H1) of the first host material satisfies the following mathematical formula (Mathematical Formula A4), and the triplet energy T1(H2) of the second host material satisfies the following mathematical formula (Mathematical Formula A5).

[1349] 1.80 eV < T1(H1) < 2.50 eV … (Mathematical formula A4)

[1350] 1.80 eV < T1(H2) < 2.50 eV … (Mathematical formula A5)

[1351] In one embodiment of the organic EL element, the triplet energy T1(H1) of the first host material satisfies the following mathematical formula (Mathematical Formula A41), and the triplet energy T1(H2) of the second host material satisfies the following mathematical formula (Mathematical Formula A51).

[1352] 2.00 eV < T1(H1) < 2.30 eV … (Mathematical formula A41)

[1353] 2.00 eV < T1(H2) < 2.30 eV … (Mathematical formula A51)

[1354] In one embodiment of the organic EL element, the triplet energy T1(H1) of the first host material and the triplet energy T1(H3) of the third host material satisfy the following mathematical formula (Mathematical Formula A21).

[1355] T1(H1)-T1(H3)>0.03eV …(Mathematical formula A21)

[1356] In one embodiment of the organic EL element, the triplet energy T1(H2) of the second host material and the triplet energy T1(H3) of the third host material satisfy the following mathematical expression (Mathematical Expression A31).

[1357] T1(H2)-T1(H3)>0.03eV …(Mathematical formula A31)

[1358] <Emitting Area>

[1359] The organic EL element of the third embodiment has a light-emitting region comprising a first light-emitting layer and a second light-emitting layer. The light-emitting region of the third embodiment may comprise only the first light-emitting layer and the second light-emitting layer, or it may comprise an organic layer different from the first light-emitting layer and the second light-emitting layer.

[1360] (First light-emitting layer)

[1361] In the organic EL element of the third embodiment, the first light-emitting layer contains a first host material (first compound) and a second host material (second compound). The first host material and the second host material are different compounds.

[1362] (First main material)

[1363] In the organic EL element according to the third embodiment, the first compound described in the first embodiment can be used as the first main material.

[1364] In the organic EL element involved in the third embodiment, the first compound may also be used as the second host material.

[1365] (Second main material)

[1366] In the organic EL element according to the third embodiment, the second compound described in the first embodiment can be used as the second main material.

[1367] In the organic EL element involved in the third embodiment, the second compound may also be used as the first host material.

[1368] (First luminescent compound)

[1369] In one embodiment of the organic EL element according to the third embodiment, the first light-emitting layer comprises a first host material, a second host material, and a first light-emitting compound. The first light-emitting compound is not particularly limited.

[1370] In the organic EL element of the third embodiment, the first luminescent compound contained in the first luminescent layer is, for example, at least one compound selected from the compounds shown in formula (5), formula (6) and formula (3A) described later.

[1371] The first luminescent compound is preferably a compound exhibiting luminescence with a maximum peak wavelength of 500 nm or less, and more preferably a compound exhibiting luminescence with a maximum peak wavelength of 430 nm or more and 480 nm or less. The first luminescent compound is preferably a fluorescent luminescent compound exhibiting fluorescence with a maximum peak wavelength of 500 nm or less, and more preferably a fluorescent luminescent compound exhibiting fluorescence with a maximum peak wavelength of 430 nm or more and 480 nm or less.

[1372] In one embodiment of the organic EL element, the first light-emitting layer contains a first host material, a second host material, and a first luminescent compound that exhibits light emission with a maximum peak wavelength of less than 500 nm.

[1373] In one embodiment of the organic EL element, the maximum peak width of the first luminescent compound is 1 nm or more and 30 nm or less.

[1374] In one embodiment of the organic EL element, the first luminescent compound is a compound that does not contain an azazine ring structure in its molecule.

[1375] In one embodiment of the organic EL element, the first luminescent compound is preferably not a boron-containing complex, and more preferably not a complex.

[1376] Fluorescent compounds that can be used to emit blue fluorescence in the first luminescent layer include, for example, pyrene derivatives, styrylamine derivatives, β-derivatives, fluoranthene derivatives, fluorene derivatives, diamine derivatives, and triarylamine derivatives.

[1377] In this specification, blue emission refers to emission with a maximum peak wavelength in the emission spectrum between 430 nm and 500 nm.

[1378] In one embodiment of the organic EL element according to the third embodiment, the first light-emitting layer does not contain a metal complex. Furthermore, in another embodiment of the organic EL element according to the third embodiment, the first light-emitting layer does not contain a boron-containing complex.

[1379] In one embodiment of the organic EL element, the first light-emitting layer does not contain phosphorescent materials.

[1380] In one embodiment of the organic EL element, the first light-emitting layer does not contain heavy metal complexes or phosphorescent rare-earth metal complexes. Examples of heavy metal complexes include iridium complexes, osmium complexes, and platinum complexes.

[1381] The method for determining the maximum peak wavelength of a compound is described below. Prepare 10 [units of something] of the compound to be measured. - 6 mol / L or higher and 10 -5 A toluene solution with a concentration below mol / L was added to a quartz cuvette, and the emission spectrum of the sample was measured at room temperature (300K) (vertical axis is set as emission intensity, and horizontal axis is set as wavelength). The emission spectrum can be measured using a spectrophotometer (device name: F-7000) manufactured by Hitachi Advanced Scientific Corporation. It should be noted that the emission spectrum measurement device is not limited to the device used here.

[1382] In the emission spectrum, the peak wavelength at which the emission intensity reaches its maximum is defined as the maximum peak wavelength. It should be noted that, in this specification, the maximum peak wavelength of fluorescence emission is sometimes referred to as the maximum peak wavelength of fluorescence emission (FL-peak).

[1383] In the emission spectrum of the compound, when the peak with the highest emission intensity is set as the maximum peak and the height of the maximum peak is set to 1, the heights of other peaks appearing in the emission spectrum are preferably less than 0.6. It should be noted that the peaks in the emission spectrum are set to maximum values.

[1384] Furthermore, the number of peaks in the emission spectrum of the first luminescent compound is preferably less than three. The same applies to the emission spectrum of the second luminescent compound.

[1385] In one embodiment of the organic EL element, the singlet state energies S1(H1) of the first host material, S1(H2) of the second host material, and S1(D1) of the first luminescent compound satisfy the following mathematical formulas (Formula 11) and (Formula 12).

[1386] S1(H1)>S1(D1) …(Mathematical Expression 11)

[1387] S1(H2)>S1(D1) …(Mathematical Expression 12)

[1388] The singlet energy S1 refers to the energy difference between the lowest excited singlet state and the ground state.

[1389] By making the first host material, the second host material, and the first luminescent compound satisfy the relationships of the above mathematical formulas (Formula 11) and (Formula 12), the singlet excitons generated on the first host material and the second host material are more likely to undergo energy transfer from the first host material and the second host material to the first luminescent compound, which helps the first luminescent compound to exhibit fluorescence.

[1390] In one embodiment of the organic EL element, the first host material, the second host material, and the first luminescent compound satisfy the following mathematical formulas (Formula 13) and (Formula 14).

[1391] T1(D1)>T1(H1) …(Mathematical Expression 13)

[1392] T1(D1)>T1(H2) …(Mathematical Expression 14)

[1393] By making the first host material, the second host material, and the first luminescent compound satisfy the relationships of the above mathematical formulas (Formula 13) and (Formula 14), the triplet excitons generated in the first luminescent layer are more likely to move to the second luminescent layer because they do not move in the first luminescent compound with higher triplet energy but in the first host material or the second host material.

[1394] In one embodiment of the organic EL element, the first host material, the second host material, the third host material and the first luminescent compound satisfy the following mathematical formulas (Formula 15) and (Formula 16).

[1395] T1(D1)>T1(H1)>T1(H3) …(Mathematical Expression 15)

[1396] T1(D1)>T1(H2)>T1(H3) …(Mathematical Expression 16)

[1397] In one embodiment of the organic EL element, the content of the first luminescent compound contained in the first luminescent layer is 0.5% by mass or more of the total mass of the first luminescent layer.

[1398] In one embodiment of the organic EL element, the content of the first luminescent compound contained in the first luminescent layer is preferably 10% or less, 7% or less, or 5% or less of the total mass of the first luminescent layer.

[1399] In this specification, "main material" refers to, for example, a material with a content of "50% by mass or more of the layer".

[1400] In one embodiment of the organic EL element, the sum of the content of the first host material and the content of the second host material contained in the first light-emitting layer is preferably 60% or more, 70% or more, 80% or more, 90% or more, or 95% or more of the total mass of the first light-emitting layer.

[1401] In one embodiment of the organic EL element, the combined content of the first host material and the second host material contained in the first light-emitting layer is preferably 99.5% by mass or less.

[1402] Wherein, when the first light-emitting layer contains a first host material, a second host material and a first luminescent compound, the upper limit of the total content of the first host material, the second host material and the first luminescent compound is 100% by mass.

[1403] It should be noted that the organic EL element involved in the third embodiment does not exclude the inclusion of materials other than the first host material, the second host material and the first luminescent compound in the first light-emitting layer.

[1404] The first luminescent layer may contain only one first host material, or it may contain two or more. The first luminescent layer may contain only one second host material, or it may contain two or more. The first luminescent layer may contain only one first luminescent compound, or it may contain two or more.

[1405] In one embodiment of the organic EL device, the thickness of the first light-emitting layer is 3 nm or more, or 5 nm or more. If the thickness of the first light-emitting layer is 3 nm or more, it is sufficient to induce recombination of holes and electrons in the first light-emitting layer.

[1406] In one embodiment of the organic EL device, the thickness of the first light-emitting layer is 20 nm or less, or 15 nm or less. If the thickness of the first light-emitting layer is 20 nm or less, it is thin enough to allow triplet excitons to migrate to the second light-emitting layer.

[1407] (Second light-emitting layer)

[1408] In the organic EL element of the third embodiment, the second light-emitting layer contains a third host material. Although the third host material is not particularly limited, the first host material, the second host material, and the third host material are different compounds.

[1409] One embodiment of the organic EL element includes a first light-emitting layer located between an anode and a cathode, and a second light-emitting layer located between the first light-emitting layer and the cathode.

[1410] One embodiment of the organic EL element includes a first light-emitting layer located between an anode and a cathode, and a second light-emitting layer located between the first light-emitting layer and the anode.

[1411] In one embodiment of the organic EL element, the first light-emitting layer and the second light-emitting layer are directly connected.

[1412] In this specification, the layer structure in which "the first light-emitting layer and the second light-emitting layer are directly connected" may include, for example, any one of the following schemes (LS1), (LS2) and (LS3).

[1413] (LS1) A scheme in which a region is formed in which a first host material, a second host material and a third host material coexist during the vapor deposition process of the compound involved in the first light-emitting layer and the vapor deposition process of the compound involved in the second light-emitting layer, and the region exists at the interface between the first light-emitting layer and the second light-emitting layer.

[1414] (LS2) In the case where the first light-emitting layer and the second light-emitting layer contain luminescent compounds, a region in which the first host material, the second host material, the third host material and the luminescent compound coexist during the vapor deposition process of the compound involved in the first light-emitting layer and the vapor deposition process of the compound involved in the second light-emitting layer is generated, and the region exists at the interface between the first light-emitting layer and the second light-emitting layer.

[1415] (LS3) In the case where the first light-emitting layer and the second light-emitting layer contain a luminescent compound, a region formed by the luminescent compound, a region formed by the first host material, a region formed by the second host material, or a region formed by the third host material is generated during the vapor deposition process of the compound involved in the first light-emitting layer and the vapor deposition process of the compound involved in the second light-emitting layer, and the region exists at the interface between the first light-emitting layer and the second light-emitting layer.

[1416] (Third main material)

[1417] In one embodiment of the organic EL element, the third host material is, for example, a compound represented by the following formula (2), or a compound selected from the group consisting of the following formulas (H201) to (H209).

[1418] (The compound shown in formula (2))

[1419]

[1420] (In the above formula (2),

[1421] R 201 ~R 208 Each independently

[1422] hydrogen atom,

[1423] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1424] Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms

[1425] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[1426] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[1427] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1428] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[1429] -O-(R 904 The groups shown in the figure,

[1430] -S-(R 905 The groups shown in the figure,

[1431] -N(R 906 (R) 907 The groups shown in the figure,

[1432] Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms

[1433] -C(=O)R 801 The groups shown

[1434] -COOR 802 The groups shown

[1435] Halogen atoms,

[1436] cyano,

[1437] Nitro,

[1438] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1439] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1440] L 201 and L 202 Each independently

[1441] single bond,

[1442] Substituted or unsubstituted arylene groups with 6 to 50 carbon atoms, or

[1443] Divalent heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1444] Ar 201 and Ar 202 Each independently

[1445] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1446] (Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms)

[1447] (In the aforementioned third main material, R) 901 R 902 R 903 R 904 R 905 R 906 R 907 R 801 and R 802 Each independently

[1448] hydrogen atom,

[1449] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1450] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1451] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1452] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1453] In R 901 In the case of multiple Rs, multiple Rs 901 They are the same or different.

[1454] In R 902In the case of multiple Rs, multiple Rs 902 They are the same or different.

[1455] In R 903 In the case of multiple Rs, multiple Rs 903 They are the same or different.

[1456] In R 904 In the case of multiple Rs, multiple Rs 904 They are the same or different.

[1457] In R 905 In the case of multiple Rs, multiple Rs 905 They are the same or different.

[1458] In R 906 In the case of multiple Rs, multiple Rs 906 They are the same or different.

[1459] In R 907 In the case of multiple Rs, multiple Rs 907 They are the same or different.

[1460] In R 801 In the case of multiple Rs, multiple Rs 801 They are the same or different.

[1461] In R 802 In the case of multiple Rs, multiple Rs 802 (They may be the same or different.)

[1462] In one embodiment of the organic EL element, the third host material is a compound having at least one group represented by the following formula (HY1) in its molecule.

[1463]

[1464] (In the above formula (HY1),

[1465] R Y1 ~R Y8 and R Y11 ~R Y14 Each independently

[1466] hydrogen atom,

[1467] Halogen atoms,

[1468] cyano,

[1469] Nitro,

[1470] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1471] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[1472] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[1473] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1474] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[1475] -O-(R 904 The groups shown in the figure,

[1476] -S-(R 905 The groups shown in the figure,

[1477] -N(R 906 (R) 907 The groups shown in the figure,

[1478] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1479] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1480] ny is 0 or 1,

[1481] in,

[1482] When ny is 0, it is selected from R Y1 ~R Y8 One of them is a single bond that bonds with *ey.

[1483] When ny is 1, R Y1 With R Y2 R Y2 With R Y3 Or R Y3 With R Y4 One of them is a single bond that bonds with *cy, R Y1 With R Y2 R Y2 With R Y3 Or R Y3 With R Y4 The other side is a single bond that bonds with *dy, selected from R Y5 ~R Y8 R Y11 ~R Y14 And R that is not a single bond bonded to *cy and *dy Y1 ~R Y4 One of them is a single bond that bonds with *ey.

[1484] Z2 can be an oxygen atom or a sulfur atom.

[1485] *fy indicates the bonding position with an atom in the aforementioned third host material.

[1486] In one embodiment of the organic EL element, when ny in the above formula (HY1) is 0, the group represented by the above formula (HY1) is represented by the following formula (HY10).

[1487] In one embodiment of the organic EL element, the third host material is a compound having at least one group represented by the following formula (HY10) in the molecule.

[1488]

[1489] (In the above formula (HY10), R) Y1 ~R Y8 The meaning of Z2 is the same as R in the above formula (HY1). Y1 ~R Y8 The same meaning as Z2.

[1490] Among them, selected from R Y1 ~R Y8 One of them is a single bond that bonds with *ey.

[1491] *fy indicates the bonding position with atoms in the third host material.

[1492] In one embodiment of the organic EL element, the third host material is a compound having at least one group of the above formula (HY1) in the molecule and ny is 1.

[1493] In one embodiment of the organic EL element, the third host material is a compound having at least one group selected from the group consisting of the groups shown in the following formulas (HY11), (HY12) and (HY13) in the molecule.

[1494]

[1495]

[1496]

[1497] (In the above equations (HY11), (HY12) and (HY13), R) Y1 ~R Y8 R Y11 ~R Y14 The meaning of Z2 is the same as R in the above formula (HY1). Y1 ~R Y8 R Y11 ~RY14 The same meaning as Z2.

[1498] Among them, R Y1 ~R Y8 and R Y11 ~R Y14 One of them is a single bond that bonds with *ey.

[1499] *fy indicates the bonding position with an atom in the aforementioned third host material.

[1500] In one embodiment of the organic EL element, the third host material is a compound represented by formula (2) above, wherein the molecule of the compound represented by formula (2) has at least one group represented by formula (HY1) above.

[1501] In one embodiment of the organic EL element in the third embodiment, Ar in the above formula (2) 201 and Ar 202 At least one of them is a group represented by the above formula (HY1).

[1502] In one embodiment of the organic EL element in the third embodiment, Ar in the above formula (2) 201 Or Ar 202 The group is represented by the formula (HY1) above.

[1503] In one embodiment of the organic EL element, the third host material is a compound represented by formula (2) above, wherein the molecule of the compound represented by formula (2) has at least one group selected from the group group represented by formulas (HY11), (HY12) and (HY13) above.

[1504] In one embodiment of the organic EL element in the third embodiment, Ar in the above formula (2) 201 and Ar 202 At least one of them is any one of the groups selected from the group consisting of the groups shown in the above formulas (HY11), (HY12) and (HY13).

[1505] In one embodiment of the organic EL element in the third embodiment, Ar in the above formula (2) 201 Or Ar 202 It is any one of the groups selected from the group consisting of the groups shown in the above formulas (HY11), (HY12) and (HY13).

[1506] In one embodiment of the organic EL element, the excitation resistance of the third host material is improved by having at least one group selected from the group group shown in formulas (HY1), (HY10), (HY11), (HY12), and (HY13) in the molecule. By using such a third host material in the second light-emitting layer, the organic EL element can be easily extended in lifetime.

[1507] In one embodiment of the organic EL element, the third host material is a compound having at least one group selected from the group consisting of the groups shown in the above formulas (HY11), (HY12) and (HY13) in the molecule.

[1508] In one embodiment of the organic EL element in the third implementation, Ar in the third host material 201 and Ar 202 Each of the following is independently substituted or unsubstituted: phenyl, naphthyl, phenanthryl, biphenyl, terphenyl, diphenylfluorenyl, dimethylfluorenyl, benzodiphenylfluorenyl, dibenzodimethylfluorenyl, dibenzofuranyl, dibenzothiopheneyl, naphthobenzofuranyl, or naphthobenzothiopheneyl.

[1509] In one embodiment of the organic EL element of the third implementation, R in the third host material 201 ~R 208 Each is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbon atoms, or a -Si(R) group. 901 (R) 902 (R) 903 The group shown is ).

[1510] In one embodiment of the organic EL element in the third implementation, L in the third host material 201 It is a single bond, or a cyclic aryl group with 6 to 12 carbon atoms, either substituted or unsubstituted.

[1511] In one embodiment of the organic EL element in the third implementation, L in the third host material 201 It is a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.

[1512] In one embodiment of the organic EL element, the third host material is a compound represented by the following formulas (H201), (H202), (H203), (H204), (H205), (H206), (H207), (H208), or (H209).

[1513]

[1514]

[1515]

[1516]

[1517]

[1518] (In the above formulas (H201) to (H209), R 201 ~R 208 L 201 and Ar 201 The meaning of R is the same as that in equation (2) above. 201 ~R 208 L 201 and Ar 201 The meanings are the same.

[1519] In one embodiment of the organic EL element, the third host material is a compound having one or more deuterium atoms.

[1520] In one embodiment of the organic EL element, the third host material is a compound with a deuteration rate of 40% or more, 50% or more, 60% or more, 70% or more, 80% or more, or 90% or more.

[1521] In one embodiment of the organic EL element, the third host material is a compound that does not have deuterium atoms.

[1522] In one embodiment of the organic EL element of the third implementation, R in the third host material 201 ~R 208 At least one of them is a deuterium atom.

[1523] In one embodiment of the organic EL element in the third embodiment, Ar in the above formula (2) 201 Ar 202 L 201 and L 202 It has at least one hydrogen atom that is a deuterium atom.

[1524] In one embodiment of the organic EL element, R in formulas (HY1), (HY10), (HY11), (HY12), and (HY13) above... Y1 ~R Y8 R Y11 ~R Y14 At least one of them is a deuterium atom.

[1525] In one embodiment of the organic EL element in the third embodiment, Ar in the above formulas (H201) to (H209) 201 and L 201 It has at least one hydrogen atom that is a deuterium atom.

[1526] In the third main material, the substituents described as "substituted or unsubstituted" are each preferably halogen atoms, unsubstituted alkyl groups having 1 to 25 carbon atoms, unsubstituted aryl groups having 6 to 25 cyclic carbon atoms, or unsubstituted heterocyclic groups having 5 to 25 cyclic atoms.

[1527] In the third main material, the substituents described as "substituted or unsubstituted" are each preferably unsubstituted alkyl groups having 1 to 6 carbon atoms, unsubstituted aryl groups having 6 to 13 cyclic carbon atoms, or unsubstituted heterocyclic groups having 5 to 13 cyclic atoms.

[1528] In the third main material, the substituents described as "substituted or unsubstituted" are each preferably unsubstituted alkyl groups having 1 to 6 carbon atoms, unsubstituted aryl groups having 6 to 12 cyclic carbon atoms, or unsubstituted heterocyclic groups having 5 to 10 cyclic atoms.

[1529] In one embodiment of the organic EL element, all groups in the third body material that are described as "substituted or unsubstituted" are "unsubstituted" groups.

[1530] (Manufacturing method of the third main material)

[1531] The third main material involved in the third embodiment can be manufactured by known methods, or it can be manufactured by using known alternative reactions and raw materials corresponding to the target substance, similar to those methods.

[1532] (Specific examples of third-party main materials)

[1533] Specific examples of the third main material involved in the third embodiment include the following compounds. However, the present invention is not limited to these specific examples.

[1534]

[1535]

[1536]

[1537]

[1538]

[1539]

[1540]

[1541]

[1542]

[1543]

[1544]

[1545]

[1546]

[1547]

[1548]

[1549]

[1550]

[1551]

[1552]

[1553]

[1554]

[1555]

[1556]

[1557]

[1558]

[1559]

[1560]

[1561]

[1562]

[1563]

[1564]

[1565]

[1566]

[1567]

[1568]

[1569]

[1570]

[1571]

[1572]

[1573]

[1574]

[1575]

[1576]

[1577]

[1578]

[1579]

[1580]

[1581]

[1582]

[1583]

[1584]

[1585]

[1586]

[1587]

[1588]

[1589]

[1590] (Secondary luminescent compound)

[1591] In one embodiment of the organic EL element, the second light-emitting layer contains a third host material and a second light-emitting compound. The second light-emitting compound is not particularly limited.

[1592] In the organic EL element of the third embodiment, the second luminescent compound contained in the second luminescent layer is, for example, at least one compound selected from the compounds shown in formula (5), formula (6) and formula (3A) described later.

[1593] In one embodiment of the organic EL element, the second luminescent compound and the first luminescent compound are either the same as or different from each other.

[1594] The second luminescent compound is preferably a compound exhibiting luminescence with a maximum peak wavelength of 500 nm or less, and more preferably a compound exhibiting luminescence with a maximum peak wavelength of 430 nm or more and 480 nm or less. The second luminescent compound is preferably a fluorescent luminescent compound exhibiting fluorescence with a maximum peak wavelength of 500 nm or less, and more preferably a fluorescent luminescent compound exhibiting fluorescence with a maximum peak wavelength of 430 nm or more and 480 nm or less.

[1595] In one embodiment of the organic EL element, the second light-emitting layer contains a third host material and a second luminescent compound that exhibits luminescence with a maximum peak wavelength of less than 500 nm.

[1596] In one embodiment of the organic EL element, the maximum peak width of the second luminescent compound is 1 nm or more and 30 nm or less.

[1597] The method for determining the maximum peak wavelength of the compound is as described above.

[1598] In one embodiment of the organic EL element, the triplet energy T1(D2) of the second luminescent compound and the triplet energy T1(H3) of the third host material satisfy the following mathematical formula (Formula 21).

[1599] T1(D2)>T1(H3) …(Mathematical Expression 21)

[1600] By satisfying the above mathematical formula (Formula 21) between the second luminescent compound and the third host material, the triplet excitons generated in the first luminescent layer transfer energy to the molecules of the third host material instead of to the second luminescent compound, which has a higher triplet energy, when they move to the second luminescent layer.

[1601] Furthermore, triplet excitons generated by the recombination of holes and electrons in the third host material do not migrate to the second luminescent compound, which has a higher triplet energy. Tript excitons generated by recombination in the molecules of the second luminescent compound, however, rapidly transfer energy to the molecules of the third host material.

[1602] The triplet excitons in the third host material do not move toward the second luminescent compound, but instead, through the TTF phenomenon, the triplet excitons collide effectively with each other on the third host material, thereby generating singlet excitons.

[1603] In one embodiment of the organic EL element, the singlet energy S1(H3) of the third host material and the singlet energy S1(D2) of the second luminescent compound satisfy the following mathematical formula (Mathematical Formula 22).

[1604] S1(H3)>S1(D2) …(Mathematical Expression 22)

[1605] Since the second luminescent compound and the third host material satisfy the above mathematical formula (Mathematical Formula 22), the singlet energy of the second luminescent compound is less than that of the third host material. Therefore, the singlet excitons generated by the TTF phenomenon transfer energy from the third host material to the second luminescent compound, which helps the second luminescent compound to exhibit fluorescence.

[1606] In one embodiment of the organic EL element, the second luminescent compound is a compound that does not contain an azazine ring structure in its molecule.

[1607] In one embodiment of the organic EL element, the second luminescent compound is preferably not a boron-containing complex, and more preferably not a complex.

[1608] Compounds that can be used to emit blue fluorescence in the second luminescent layer include, for example, pyrene derivatives, styrylamine derivatives, β-derivatives, fluoranthene derivatives, fluorene derivatives, diamine derivatives, and triarylamine derivatives.

[1609] In one embodiment of the organic EL element according to the third embodiment, the second light-emitting layer does not contain a metal complex. Furthermore, in another embodiment of the organic EL element according to the third embodiment, the second light-emitting layer does not contain a boron-containing complex.

[1610] In one embodiment of the organic EL element, the second light-emitting layer does not contain phosphorescent materials.

[1611] In one embodiment of the organic EL element, the second light-emitting layer does not contain heavy metal complexes or phosphorescent rare-earth metal complexes. Examples of heavy metal complexes include iridium complexes, osmium complexes, and platinum complexes.

[1612] In one embodiment of the organic EL element, the content of the second luminescent compound contained in the second luminescent layer is 0.5% by mass or more of the total mass of the second luminescent layer.

[1613] In one embodiment of the organic EL element, the content of the second luminescent compound contained in the second luminescent layer is preferably 10% or less, 7% or less, or 5% or less of the total mass of the second luminescent layer.

[1614] In one embodiment of the organic EL element, the content of the third host material contained in the second light-emitting layer is preferably 60% or more, 70% or more, 80% or more, 90% or more, or 95% or more of the total mass of the second light-emitting layer.

[1615] In one embodiment of the organic EL element, the content of the third host material contained in the second light-emitting layer is preferably 99.5% by mass or less of the total mass of the second light-emitting layer.

[1616] When the second luminescent layer contains a third host material and a second luminescent compound, the upper limit of the total content of the third host material and the second luminescent compound is 100% by mass.

[1617] It should be noted that the organic EL element involved in the third embodiment does not exclude the inclusion of materials other than the third host material and the second luminescent compound in the second light-emitting layer.

[1618] The second luminescent layer may contain only one third host material, or it may contain two or more. Similarly, the second luminescent layer may contain only one second luminescent compound, or it may contain two or more. For example, when the second luminescent layer contains two third host materials, one is sometimes referred to as the third compound and the other as the fourth compound.

[1619] In one embodiment of the organic EL element, the thickness of the second light-emitting layer is 5 nm or more, or 10 nm or more. If the thickness of the second light-emitting layer is 5 nm or more, it is easier to suppress triplet excitons that have migrated from the first light-emitting layer to the second light-emitting layer from returning to the first light-emitting layer. Furthermore, if the thickness of the second light-emitting layer is 5 nm or more, it is possible to sufficiently separate the triplet excitons from the recombination portion in the first light-emitting layer.

[1620] In one embodiment of the organic EL device, the thickness of the second light-emitting layer is 20 nm or less. If the 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 the TTF phenomenon more likely to occur.

[1621] (First luminescent compound and second luminescent compound)

[1622] In one embodiment of the organic EL element, at least one of the following can be used as the first luminescent compound and the second luminescent compound: a compound selected from the group consisting of the compound shown in formula (5), the compound shown in formula (6), and the compound shown in formula (3A). The first luminescent compound and the second luminescent compound may be the same or different from each other. In this specification, the first luminescent compound and the second luminescent compound are sometimes collectively referred to as "luminescent compounds".

[1623] (The compound shown in formula (5))

[1624] In one embodiment of the organic EL element, the luminescent compound is the compound shown in formula (5) below.

[1625]

[1626] (In the above formula (5),

[1627] By R 501 ~R 507 and R 511 ~R 517 One or more groups consisting of two or more adjacent elements.

[1628] They bond together to form substituted or unsubstituted monocyclic rings.

[1629] They bond together to form substituted or unsubstituted fused rings, or

[1630] They do not bond with each other.

[1631] R does not form the aforementioned substituted or unsubstituted monocyclic rings and does not form the aforementioned substituted or unsubstituted fused rings. 501 ~R 507 and R 511~R 517 Each independently

[1632] hydrogen atom,

[1633] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1634] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[1635] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[1636] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1637] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[1638] -O-(R 904 The groups shown in the figure,

[1639] -S-(R 905 The groups shown in the figure,

[1640] -N(R 906 (R) 907 The groups shown in the figure,

[1641] Halogen atoms,

[1642] cyano,

[1643] Nitro,

[1644] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1645] A heterocyclic group with 5 to 50 cyclic atoms, either substituted or unsubstituted.

[1646] R 521 and R 522 Each independently

[1647] hydrogen atom,

[1648] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1649] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[1650] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[1651] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1652] -Si(R 901 (R) 902 (R) 903The groups shown in the figure,

[1653] -O-(R 904 The groups shown in the figure,

[1654] -S-(R 905 The groups shown in the figure,

[1655] -N(R 906 (R) 907 The groups shown in the figure,

[1656] Halogen atoms,

[1657] cyano,

[1658] Nitro,

[1659] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1660] (Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms)

[1661] In luminescent compounds, R 901 R 902 R 903 R 904 R 905 R 906 and R 907 Each independently

[1662] hydrogen atom,

[1663] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1664] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1665] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1666] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1667] Preferably, it is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or

[1668] Aryl groups, substituted or unsubstituted, with 6 to 50 carbon atoms.

[1669] In R 901 In the case of multiple Rs, multiple Rs 901 They are the same or different.

[1670] In R 902 In the case of multiple Rs, multiple Rs 902 They are the same or different.

[1671] In R 903In the case of multiple Rs, multiple Rs 903 They are the same or different.

[1672] In R 904 In the case of multiple Rs, multiple Rs 904 They are the same or different.

[1673] In R 905 In the case of multiple Rs, multiple Rs 905 They are the same or different.

[1674] In R 906 In the case of multiple Rs, multiple Rs 906 They are the same or different.

[1675] In R 907 In the case of multiple Rs, multiple Rs 907 They are the same or different.

[1676] "By R" 501 ~R 507 and R 511 ~R 517 "One of the groups consisting of two or more adjacent elements" is, for example, a group composed of R. 501 With R 502 The group composed of R 502 With R 503 The group composed of R 503 With R 504 The group composed of R 505 With R 506 The group composed of R 506 With R 507 The group composed of R 501 R 502 and R 503 A combination of groups, etc.

[1677] In one embodiment, the compound represented by formula (5) above is the compound represented by formula (52) below.

[1678]

[1679] (In the above formula (52),

[1680] By R 531 ~R 534 and R 541 ~R 544 One or more groups consisting of two or more adjacent elements.

[1681] They bond together to form substituted or unsubstituted monocyclic rings.

[1682] They bond together to form substituted or unsubstituted fused rings, or

[1683] They do not bond with each other.

[1684] R does not form the aforementioned substituted or unsubstituted monocyclic rings and does not form the aforementioned substituted or unsubstituted fused rings. 531 ~R 534 R 541 ~R 544 and R 551 and R 552 Each independently

[1685] hydrogen atom,

[1686] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1687] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1688] R 561 ~R 564 Each independently

[1689] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1690] (Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms)

[1691] (The compound shown in formula (6))

[1692] In one embodiment of the organic EL element, the luminescent compound is the compound shown in the following formula (6).

[1693]

[1694] (In the above formula (6),

[1695] Rings a, b, and c are each independently...

[1696] Substituted or unsubstituted aromatic hydrocarbon rings with 6 to 50 carbon atoms, or

[1697] Heterocycles with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1698] R 601 and R 602 Each ring can independently bond with the aforementioned a-ring, b-ring, or c-ring to form a substituted or unsubstituted heterocycle, or a heterocycle that does not form a substituted or unsubstituted heterocycle.

[1699] R does not form the aforementioned substituted or unsubstituted heterocycles 601 and R 602 Each independently

[1700] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1701] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[1702] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[1703] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1704] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1705] (Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms)

[1706] In one embodiment of the organic EL element, the a ring, b ring, and c ring are rings fused with the central fused 2-ring structure of the above formula (6) consisting of boron atoms and 2 nitrogen atoms (substituted or unsubstituted aromatic hydrocarbon rings with 6 to 50 cyclic carbon atoms, or substituted or unsubstituted heterocycles with 5 to 50 cyclic atoms).

[1707] The "aromatic hydrocarbon rings" of the a, b, and c rings have the same structure as compounds formed by introducing hydrogen atoms into the "aryl" group.

[1708] The "aromatic hydrocarbon ring" of ring a contains three carbon atoms on the fused 2-ring structure in the center of formula (6) above as cyclic atoms.

[1709] The "aromatic hydrocarbon rings" of rings b and c contain two carbon atoms on the fused 2-ring structure in the center of formula (6) above as cyclic atoms.

[1710] As a specific example of "a cyclic aromatic hydrocarbon ring with 6 to 50 carbon atoms, whether substituted or unsubstituted", compounds formed by introducing hydrogen atoms into the "aryl" group described in Specific Example Group G1 can be cited.

[1711] The "heterocyclic" rings a, b, and c have the same structure as compounds formed by introducing hydrogen atoms into the aforementioned "heterocyclic groups".

[1712] The "heterocyclic ring" of ring a contains three carbon atoms as cyclizing atoms in the fused 2-ring structure at the center of formula (6) above. The "heterocyclic rings" of rings b and c contain two carbon atoms as cyclizing atoms in the fused 2-ring structure at the center of formula (6) above. As a specific example of "heterocyclic rings with 5 to 50 substituted or unsubstituted cyclizing atoms", compounds formed by introducing hydrogen atoms into the "heterocyclic group" described in specific example group G2 can be cited.

[1713] R 601 and R 602Each ring can independently bond with ring a, ring b, or ring c to form substituted or unsubstituted heterocycles. In this case, the heterocycle contains the nitrogen atom from the fused 2-ring structure at the center of equation (6). The heterocycle may also contain heteroatoms other than the nitrogen atom. R 601 and R 602 Specifically, bonding with ring a, ring b, or ring c refers to the bonding between atoms constituting ring a, ring b, or ring c and atoms constituting ring R. 601 and R 602 The atoms are bonded together. For example, it could also be R. 601 fused with α ring to form R 601 A nitrogen-containing heterocycle in which two rings (or three or more rings) are fused with the a ring. Specific examples of such nitrogen-containing heterocycles include compounds corresponding to the heterocyclic groups in Specific Example Group G2 that contain nitrogen and are fused with two or more rings.

[1714] R 601 Cases involving b-ring bonding, R 602 The case of α-ring bonding and R 602 The situation regarding bonding with the c-ring is the same as described above.

[1715] R 601 and R 602 Each ring can also be independent of being bonded to the a-ring, b-ring, or c-ring.

[1716] In one embodiment, ring a, ring b, and ring c in formula (6) above are each independently a substituted or unsubstituted aromatic hydrocarbon ring with 6 to 50 carbon atoms.

[1717] In one embodiment, ring a, ring b, and ring c in formula (6) above are each independently a substituted or unsubstituted benzene ring or naphthalene ring.

[1718] In one implementation, R in equation (6) above 601 and R 602 Each independently

[1719] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1720] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1721] Preferably, it is an aryl group with 6 to 50 carbon atoms, either substituted or unsubstituted.

[1722] In one embodiment, the compound represented by formula (6) above is the compound represented by formula (62) below.

[1723]

[1724] (In the above formula (62),

[1725] R 601A With selection from R 611 and R 621 One or more of them are bonded together to form a substituted or unsubstituted heterocycle, or they do not form a substituted or unsubstituted heterocycle.

[1726] R 602A With selection from R 613 and R 614 One or more of them are bonded together to form a substituted or unsubstituted heterocycle, or they do not form a substituted or unsubstituted heterocycle.

[1727] R does not form the aforementioned substituted or unsubstituted heterocycles 601A and R 602A Each independently

[1728] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1729] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[1730] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[1731] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1732] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1733] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1734] By R 611 ~R 621 One or more groups consisting of two or more adjacent elements.

[1735] They bond together to form substituted or unsubstituted monocyclic rings.

[1736] They bond together to form substituted or unsubstituted fused rings, or

[1737] They do not bond with each other.

[1738] R that does not form the aforementioned substituted or unsubstituted heterocyclic rings, does not form the aforementioned substituted or unsubstituted monocyclic rings, and does not form the aforementioned substituted or unsubstituted fused rings. 611 ~R 621 Each independently

[1739] hydrogen atom,

[1740] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1741] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[1742] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[1743] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1744] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[1745] -O-(R 904 The groups shown in the figure,

[1746] -S-(R 905 The groups shown in the figure,

[1747] -N(R 906 (R) 907 The groups shown in the figure,

[1748] Halogen atoms,

[1749] cyano,

[1750] Nitro,

[1751] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1752] (Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms)

[1753] (In the above equation (62), R) 901 R 902 R 903 R 904 R 905 R 906 and R 907 Each independently

[1754] hydrogen atom,

[1755] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1756] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1757] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1758] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1759] In R 901 In the case of multiple Rs, multiple Rs 901 They are the same or different.

[1760] In R 902 In the case of multiple Rs, multiple Rs 902They are the same or different.

[1761] In R 903 In the case of multiple Rs, multiple Rs 903 They are the same or different.

[1762] In R 904 In the case of multiple Rs, multiple Rs 904 They are the same or different.

[1763] In R 905 In the case of multiple Rs, multiple Rs 905 They are the same or different.

[1764] In R 906 In the case of multiple Rs, multiple Rs 906 They are the same or different.

[1765] In R 907 In the case of multiple Rs, multiple Rs 907 (They may be the same or different.)

[1766] R in equation (62) above 601A and R 602A Each is R in relation to the above equation (6). 601 and R 602 The corresponding functional group.

[1767] For example, R 601A With R 611 These are nitrogen-containing heterocycles that are bonded together to form a fused two-ring (or three-ring or more) fused ring, comprising the rings containing the rings and a benzene ring corresponding to the α-ring. Specific examples of such nitrogen-containing heterocycles include compounds corresponding to the nitrogen-containing fused heterocyclic groups in Specific Example Group G2. R 601A With R 621 Bonding situation, R 602A With R 613 Bonding conditions and R 602A With R 614 The bonding situation is the same as above.

[1768] It is also preferable that R 611 ~R 621 R 601A and R 602A Two or more adjacent groups are not bonded to each other.

[1769] R 601A and R 602AEach is preferably an aryl group with 6 to 50 cyclic carbons that has been substituted or unsubstituted, or a heterocyclic group with 5 to 50 cyclic atoms that has been substituted or unsubstituted, and more preferably an aryl group with 6 to 18 cyclic carbons that has been substituted or unsubstituted, or a heterocyclic group with 5 to 18 cyclic atoms that has been substituted or unsubstituted.

[1770] R 611 ~R 621 Each of the following is preferably a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbon atoms, or a -N(R) group. 906 (R) 907 The group indicated by ) is an aryl group with 6 to 50 substituted or unsubstituted cyclic carbons, or a heterocyclic group with 5 to 50 substituted or unsubstituted cyclic atoms.

[1771] R 611 ~R 621 Each is preferably a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 carbon atoms, or a -N(R) group. 906 (R) 907 The group indicated by ) is an aryl group with 6 to 18 substituted or unsubstituted cyclic carbons, or a heterocyclic group with 5 to 18 substituted or unsubstituted cyclic atoms.

[1772] R is also preferred. 611 ~R 621 One or two of them are -N(R) 906 (R) 907 The group shown is R. 906 and R 907 Each aryl group is preferably a substituted or unsubstituted aryl group with 6 to 50 carbon atoms, more preferably a substituted or unsubstituted aryl group with 6 to 18 carbon atoms, even more preferably a substituted or unsubstituted aryl group with 6 to 14 carbon atoms, even more preferably a substituted or unsubstituted aryl group with 6 to 10 carbon atoms, and still more preferably a substituted or unsubstituted phenyl group.

[1773] By R 611 ~R 621 One or more of the adjacent groups can be bonded together to form a substituted or unsubstituted monocyclic ring, or bonded together to form a substituted or unsubstituted fused ring. For example, R can be 611 With R 612 The bonds can be combined to form structures consisting of six-membered rings such as benzene rings, indole rings, pyrrole rings, benzofuran rings, or benzothiophene rings. The resulting fused rings can be naphthalene rings, carbazole rings, indole rings, dibenzofuran rings, or dibenzothiophene rings.

[1774] In one implementation, the term selected from R in equation (62) above is...611 and R 612 group, R 612 and R 613 group, R 614 and R 615 group, R 615 and R 616 group, R 616 and R 617 group, R 618 and R 619 group, R 619 and R 620 The group, and R 620 and R 621 One or more groups of the group are bonded together to form a ring as shown in formula (63) or a ring as shown in formula (64).

[1775]

[1776] (In equations (63) and (64) above,

[1777] Zd represents oxygen atoms, sulfur atoms, or NR. 655 ,

[1778] R 651 ~R 654 and R 651A ~R 654A Each independently

[1779] hydrogen atom,

[1780] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1781] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[1782] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[1783] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1784] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[1785] -O-(R 904 The groups shown in the figure,

[1786] -S-(R 905 The groups shown in the figure,

[1787] -N(R 906 (R) 907 The groups shown in the figure,

[1788] Halogen atoms,

[1789] cyano,

[1790] Nitro,

[1791] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1792] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1793] R 655 for

[1794] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1795] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[1796] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[1797] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1798] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1799] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1800] *1, *2, *3, and *4 each independently represent a bonding position.

[1801] (In equations (63) and (64) above, R) 901 R 902 R 903 R 904 R 905 R 906 and R 907 The meaning of R is the same as in equation (62) above. 901 R 902 R 903 R 904 R 905 R 906 and R 907 The meanings are the same.

[1802] For example, in R 619 and R 620 The groups bond together to form the ring shown in formula (63), R 620 The location is the bonding position shown in *1, R 619 When the site is the bonding position shown in *2, the compound represented by the above formula (62) is represented by the following formula (62-1).

[1803] In one embodiment, the compound represented by formula (6) above is represented by the following formula (62-1).

[1804]

[1805] (In the above equation (62-1), R) 611 ~R 618 R 621 R 601A and R 602A The meaning of R is the same as in equation (62) above. 611 ~R 618 R 621 R 601A and R 602A The meaning is the same.

[1806] Zd and R 651 ~R 654 The meanings of Zd and R in the above formula (63) are the same. 651 ~R 654 The meanings are the same.

[1807] In one embodiment, the compound represented by formula (6) above is the compound represented by formula (62-2) below.

[1808]

[1809] (In the above equation (62-2), R) 611 ~R 617 R 601A and R 602A The meanings of each are independently related to R in the above formula (62). 611 ~R 617 R 601A and R 602A The meaning is the same.

[1810] X4 is an oxygen atom or a sulfur atom.

[1811] By R 701 ~R 704 One or more groups consisting of two or more adjacent elements.

[1812] They bond together to form substituted or unsubstituted monocyclic rings.

[1813] They bond together to form substituted or unsubstituted fused rings, or

[1814] They do not bond with each other.

[1815] R does not form the aforementioned substituted or unsubstituted monocyclic rings and does not form the aforementioned substituted or unsubstituted fused rings. 701 ~R 704 Each independently

[1816] hydrogen atom,

[1817] Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms

[1818] Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms

[1819] Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms

[1820] Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms

[1821] -Si(R 901 (R) 902 (R) 903 The groups shown in the figure,

[1822] -O-(R 904 The groups shown in the figure,

[1823] -S-(R 905 The groups shown in the figure,

[1824] -N(R 906 (R) 907 The groups shown in the figure,

[1825] Halogen atoms,

[1826] cyano,

[1827] Nitro,

[1828] Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or

[1829] Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted.

[1830] In the above equation (62-2), R 901 R 902 R 903 R 904 R 905 R 906 and R 907 The meanings of each are independently related to R in the above formula (62). 901 R 902 R 903 R 904 R 905 R 906 and R 907 The meanings are the same.

[1831] (The compound shown in formula (3A))

[1832] In one embodiment of the organic EL element, the luminescent compound is a compound represented by the following formula (3A).

[1833]

[1834] (In the above formula (3A),

[1835] By Ra 301 Ra 302 Ra 303 Ra 304 Ra 305 Ra 306 Ra 307 Ra 308 Ra 309 and Ra 310 One or more groups consisting of two or more adjacent elements.

[1836] They bond together to form substituted or unsubstituted monocyclic rings.

[1837] They bond together to form substituted or unsubstituted fused rings, or

[1838] They do not bond with each other.

[1839] Ra 301 ~Ra 310 At least one of them is a monovalent group as shown in formula (31A) below.

[1840] Ra does not form the above-mentioned monocyclic ring, does not form the above-mentioned fused ring, and is not a monovalent group as shown in formula (31A) below. 301 ~Ra 310 Each of the following is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbon atoms, or a -Si(R) group. 901 (R) 902 (R) 903 The group shown is -O-(R) 904 The group shown is -S-(R) 905 The group shown is -N(R) 906 (R) 907 The groups shown in the diagram include halogen atoms, cyano groups, nitro groups, substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or substituted or unsubstituted heterocyclic groups with 5 to 50 carbon atoms.

[1841]

[1842] (In the above formula (31A), Ara 301 and Ara302 Each is independently a substituted or unsubstituted aryl group with 6 to 50 cyclic carbon atoms, or a substituted or unsubstituted heterocyclic group with 5 to 50 cyclic atoms. 301 La 302 and La 303 Each is an arylene group with 6 to 30 carbon atoms, either a single bond, substituted or unsubstituted, or a divalent heterocyclic group with 5 to 30 cyclic atoms. * indicates the bonding position in the pyrene ring in formula (3A) above.

[1843] (Specific examples of luminescent compounds)

[1844] The following are specific examples of luminescent compounds. These are merely illustrative examples, and luminescent compounds are not limited to the specific examples described below.

[1845]

[1846]

[1847] The structure of organic EL elements will be further explained.

[1848] (Substrate)

[1849] The substrate is used as a support for the organic electroluminescent (EL) element. Examples of substrates that can be used include glass, quartz, and plastic. Flexible substrates can also be used. A flexible substrate is a substrate that can be bent (flexible). Examples of flexible substrates include plastic substrates. Materials used to form the plastic substrate include, for example, polycarbonate, polyarylate, polyethersulfone, polypropylene, polyester, polyvinyl fluoride, polyvinyl chloride, polyimide, and polyethylene naphthalate. Inorganic vapor-deposited films can also be used.

[1850] (anode)

[1851] The anode formed on the substrate is preferably a metal, alloy, conductive compound, or mixture thereof with a high work function (specifically 4.0 eV or higher). Examples of such anodes 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. Other examples include gold (Au), platinum (Pt), nickel (Ni), tungsten (W), chromium (Cr), molybdenum (Mo), iron (Fe), cobalt (Co), copper (Cu), palladium (Pd), titanium (Ti), or nitrides of metallic materials (e.g., titanium nitride).

[1852] These materials are typically formed by sputtering. For example, indium oxide-zinc oxide can be formed by sputtering using a target containing 1% to 10% zinc oxide relative to indium oxide. Alternatively, indium oxide containing tungsten oxide and zinc oxide can be formed by sputtering using a target containing 0.5% to 5% tungsten oxide and 0.1% to 1% zinc oxide relative to indium oxide. Furthermore, these materials can also be fabricated using vacuum evaporation, coating, inkjet printing, spin coating, and other similar methods.

[1853] In the EL layer formed on the anode, the hole injection layer formed with the anode in contact with the ground is formed using a composite material that is easy to inject holes with, regardless of the work function of the anode. Therefore, materials that can be used as electrode materials (such as metals, alloys, conductive compounds and mixtures thereof, as well as elements belonging to Group 1 or Group 2 of the periodic table) can be used.

[1854] Elements belonging to Group 1 or Group 2 of the periodic table that have low work functions can also be used, namely alkali metals such as lithium (Li) and cesium (Cs), and alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), as well as alloys containing them (e.g., MgAg, AlLi), rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing them. It should be noted that when using alkali metals, alkaline earth metals, and their alloys to form the anode, vacuum evaporation or sputtering methods can be used. Furthermore, when using silver paste, coating or inkjet printing methods can be used.

[1855] When the organic EL element is a bottom-emitting type, the anode is preferably formed of a transparent or semi-transparent metallic material that transmits light from the light-emitting layer. In this specification, transparent or semi-transparent refers to the property of transmitting 50% or more (preferably 80% or more) of the light emitted by the light-emitting layer. The transparent or semi-transparent metallic material can be appropriately selected from the materials listed in the section on the anode.

[1856] When the organic EL element is a top-emitting type, the anode is a reflective electrode with a reflective layer. The reflective layer is preferably formed of a light-reflective metallic material. In this specification, light reflectivity refers to the property of reflecting 50% or more (preferably 80% or more) of the light emitted by the light-emitting layer. The light-reflective metallic material can be appropriately selected from the materials listed in the section on the anode.

[1857] The anode may consist of only a reflective layer, or it may be a multilayer structure having a reflective layer and a conductive layer (preferably a transparent conductive layer). When the anode has both a reflective layer and a conductive layer, it is preferable to place the conductive layer between the reflective layer and the hole transport region. The conductive layer may be appropriately selected from the materials listed in the section on anodes described above.

[1858] (cathode)

[1859] The cathode preferably uses metals, alloys, conductive compounds, and mixtures thereof with low work functions (specifically, below 3.8 eV). 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) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), as well as alloys containing them (e.g., MgAg, AlLi), rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing them.

[1860] It should be noted that when using alkali metals, alkaline earth metals, or alloys containing them to form the cathode, vacuum evaporation or sputtering methods can be used. Additionally, when using silver paste, coating or inkjet printing methods can be used.

[1861] It should be noted that by setting an electron injection layer, various conductive materials such as Al, Ag, ITO, graphene, and indium tin oxide containing silicon or silicon oxide can be used to form cathodes regardless of the work function. These conductive materials can be fabricated using sputtering, inkjet printing, spin coating, and other methods.

[1862] In the case of a bottom-emitting organic EL element, the cathode is a reflective electrode. The reflective electrode is preferably formed of a light-reflective metallic material. The light-reflective metallic material can be appropriately selected from the materials listed in the section on the cathode described above.

[1863] When the organic EL element is a top-emitting type, the cathode is preferably formed of a transparent or semi-transparent metallic material that transmits light from the light-emitting layer. The transparent or semi-transparent metallic material can be appropriately selected from the materials listed in the section on cathodes above.

[1864] The organic EL element involved in this embodiment can also be a bottom-emitting organic EL element. Alternatively, the organic EL element involved in this embodiment can also be a top-emitting organic EL element.

[1865] When the organic EL element is a bottom-emitting type, it is preferable that the anode is a light-transmitting electrode and the cathode is a light-reflecting electrode.

[1866] When the organic EL element is a top-emitting type, it is preferable that the anode is a light-reflective electrode with light reflectivity and the cathode is a light-transmitting electrode with light transmittance.

[1867] (Capping layer)

[1868] When the organic EL element is a top-emitting type, the organic EL element usually has a capping layer on the top of the cathode.

[1869] The capping layer may contain, for example, at least one compound selected from polymers, metal oxides, metal fluorides, metal borides, silicon nitrides, and silicon compounds (silicon oxides, etc.).

[1870] In addition, the capping layer may contain, for example, at least one compound selected from aromatic amine derivatives, anthracene derivatives, pyrene derivatives, fluorene derivatives, or dibenzofuran derivatives.

[1871] In addition, laminates containing layers of these substances can also be used as capping layers.

[1872] (hole injection layer)

[1873] A hole injection layer is a layer containing a material with high hole injection capability. Materials with high hole injection capability can include molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, and manganese oxide.

[1874] In addition, examples of substances with high hole injection potential include 4,4',4''-tris(N,N-diphenylamino)triphenylamine (TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (MTDATA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (DPAB), and 4,4'-bis(N-{4-[N'-(3-methylphenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviated as TDATA). Aromatic amine compounds such as DNTPD, 1,3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino]benzene (abbreviated as DPA3B), 3-[N-(9-phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviated as PCzPCA1), 3,6-bis[N-(9-phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviated as PCzPCA2), and 3-[N-(1-naphthyl)-N-(9-phenylcarbazole-3-yl)amino]-9-phenylcarbazole (abbreviated as PCzPCN1) are among the examples.

[1875] In addition, high-molecular-weight compounds (oligomers, dendritic polymers, polymers, etc.) can also be used as substances with high hole injection capabilities. Examples include poly(N-vinylcarbazole) (PVK), poly(4-vinyltriphenylamine) (PVTPA), poly[N-(4-{N'-[4-(4-diphenylamino)phenyl]phenyl-N'-phenylamino}phenyl)methacrylamide] (PTPDMA), and poly[N,N'-bis(4-butylphenyl)-N,N'-bis(phenyl)benzidine] (Poly-TPD). Furthermore, acid-containing polymers such as poly(3,4-ethylenedioxythiophene) / poly(styrenesulfonic acid) (PEDOT / PSS) and polyaniline / poly(styrenesulfonic acid) (PAni / PSS) can also be used.

[1876] (Hole transport layer)

[1877] One embodiment of the organic EL element involves a hole transport layer located between the anode and the light-emitting region.

[1878] The hole transport layer is a layer containing substances with high hole transport capacity. Aromatic amine compounds, carbazole derivatives, anthracene derivatives, etc., can be used in the hole transport layer. Specifically, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (NPB), N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (TPD), 4-phenyl-4'-(9-phenylfluorene-9-yl)triphenylamine (BAFLP), and 4,4'-bis[N-(9,9-dimethylfluorene-2-yl)-N- Aromatic amine compounds such as [phenylamino]biphenyl (abbreviated as DFLDPBi), 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviated as TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviated as MTDATA), and 4,4'-bis[N-(spiro-9,9'-bisfluorene-2-yl)-N-phenylamino]biphenyl (abbreviated as BSPB) are mentioned. The substances described herein mainly possess 10 -6 cm 2 Substances with a hole mobility of / (Vs) or higher.

[1879] The hole transport layer can use carbazole derivatives such as CBP, CzPA, and PCzPA, and anthracene derivatives such as t-BuDNA, DNA, and DPANth. Polymer compounds such as poly(N-vinylcarbazole) (PVK) and poly(4-vinyltriphenylamine) (PVTPA) can also be used.

[1880] It should be noted that any material whose hole transport capacity is higher than that of electrons can also use these other materials. It should also be noted that the layer containing the material with high hole transport capacity can be a single layer or a layer composed of two or more layers of the aforementioned materials stacked together.

[1881] (Electron blocking layer)

[1882] The electron blocking layer is preferably a layer that transports holes and prevents electrons from reaching layers further anode than the electron blocking layer (e.g., hole transport layers).

[1883] In the organic EL element of this embodiment, the electron blocking layer contains a compound such as a known compound for electron blocking layers, including at least one compound selected from the group consisting of aromatic amine compounds and carbazole derivatives. Alternatively, the compound in the electron blocking layer can be a monoamine compound having only one substituted or unsubstituted amino group in the molecule. Furthermore, the compound in the electron blocking layer can have a substituted or unsubstituted carbazole group and one substituted or unsubstituted amino group in the molecule.

[1884] An electron blocking layer can be a layer that prevents excitons generated in the light-emitting layer from moving to a layer closer to the anode side than the electron blocking layer (such as a hole transport layer and a hole injection layer), so that the excitation energy does not leak from the light-emitting layer to the surrounding layers.

[1885] (Cavity barrier layer)

[1886] The hole blocking layer is preferably a layer that transports electrons and prevents holes from reaching layers further from the cathode side than the hole blocking layer (e.g., an electron transport layer). The compound contained in the hole blocking layer is, for example, a known compound for hole blocking layers. Similar to the compounds for electron transport layers described later, the compound contained in the hole blocking layer is preferably at least one compound selected from the group consisting of metal complexes, heteroaromatic compounds, and polymeric compounds. Alternatively, the compound contained in the hole blocking layer can be, for example, at least one compound selected from the group consisting of imidazole derivatives, benzimidazole derivatives, azazine derivatives, carbazole derivatives, and phenanthroline derivatives. In the organic EL element according to this embodiment, the electron transport region material contained in the hole blocking layer is preferably a diazine derivative or a triazine derivative, more preferably a pyrimidine derivative or a 1,3,5-triazine derivative.

[1887] The hole blocking layer is preferably a layer that prevents excitons generated in the light-emitting layer from moving to layers closer to the cathode side than the hole blocking layer (such as electron transport layers and electron injection layers) so that the excitation energy does not leak from the light-emitting layer to the surrounding layers.

[1888] (Electron transport layer)

[1889] One embodiment of the organic EL element involves an electron transport layer located between the cathode and the light-emitting region.

[1890] The electron transport layer is a layer containing substances with high electron transport capacity. The electron transport layer can utilize 1) metal complexes such as aluminum complexes, beryllium complexes, and zinc complexes; 2) heteroaromatic compounds such as imidazole derivatives, benzimidazole derivatives, azazine derivatives, carbazole derivatives, and phenanthroline derivatives; and 3) high molecular weight compounds. Specifically, as low molecular weight organic compounds, metal complexes such as Alq, tris(4-methyl-8-hydroxyquinoline)aluminum (Almq3), bis(10-hydroxybenzo[h]quinoline)beryllium (BeBq2), BAlq, Znq, ZnPBO, and ZnBTZ can be used. In addition to metal complexes, heteroaromatic compounds such as 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviated as PBD), 1,3-bis[5-(p-tert-butylphenyl)-1,3,4-oxadiazole-2-yl]benzene (abbreviated as OXD-7), 3-(4-tert-butylphenyl)-4-phenyl-5-(4-biphenyl)-1,2,4-triazole (abbreviated as TAZ), 3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-biphenyl)-1,2,4-triazole (abbreviated as p-EtTAZ), phenanthroline (abbreviated as BPhen), copper hydroxide (abbreviated as BCP), and 4,4'-bis(5-methylbenzoxazol-2-yl)zirconia (abbreviated as BzOs) can also be used. The substances described herein mainly possess 10 -6 cm 2 Materials with an electron mobility of / (Vs) or higher. It should be noted that any material whose electron transport capability is higher than its hole transport capability can also be used as the electron transport layer. Furthermore, the electron transport layer can be a single layer or a layer composed of two or more layers of the aforementioned materials stacked together.

[1891] Alternatively, polymeric compounds can be used in the electron transport layer. For example, poly[(9,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3,5-diyl)] (abbreviated as PF-Py) and poly[(9,9-dioctylfluorene-2,7-diyl)-co-(2,2'-bipyridine-6,6'-diyl)] (abbreviated as PF-BPy) can be used.

[1892] (Electron injection layer)

[1893] The electron injection layer is a layer containing a material with high electron-injection properties. Alkali metals, alkaline earth metals, or their compounds, such as lithium (Li), cesium (Cs), calcium (Ca), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF2), and lithium oxide (LiOx), can be used in the electron injection layer. Alternatively, materials containing alkali metals, alkaline earth metals, or their compounds can be used; specifically, materials containing magnesium (Mg) in Alq can be used. It should be noted that electron injection from the cathode can be performed more efficiently in this case.

[1894] Alternatively, a composite material consisting of an organic compound and an electron donor can be used in the electron injection layer. Such a composite material exhibits excellent electron injection and electron transport properties because it generates electrons within the organic compound through the electron donor. In this case, the organic compound is preferably a material with excellent electron transport properties; specifically, substances constituting the electron transport layer (metal complexes, heteroaromatic compounds, etc.) described above can be used. The electron donor can be any substance that exhibits electron-donating properties to the organic compound. Specifically, alkali metals, alkaline earth metals, and rare earth metals are preferred, such as lithium, cesium, magnesium, calcium, erbium, and ytterbium. Additionally, alkali metal oxides and alkaline earth metal oxides are preferred, such as lithium oxides, calcium oxides, and barium oxides. Furthermore, Lewis bases such as magnesium oxide can also be used. Additionally, organic compounds such as tetrathiofulvalene (TTF) can also be used.

[1895] (Layer Formation Method)

[1896] The methods for forming each layer of the organic EL element involved in this embodiment are not limited except as specifically mentioned above. Known methods such as vacuum evaporation, sputtering, plasma deposition, ion plating and other dry film formation methods, spin coating, immersion coating, flow coating and inkjet coating and other wet film formation methods can be used.

[1897] The first light-emitting layer of the organic EL element in this embodiment can be formed, for example, by co-evaporation using two or more compounds, by evaporation using a mixture of two or more compounds pre-mixed, or by coating using a mixture of two or more compounds pre-mixed. The mixture of two or more compounds pre-mixed can also be a mixed powder. The mixture of two or more compounds pre-mixed can also be a solution. The mixture used in forming the first light-emitting layer can, for example, be the composition described in the first embodiment, or the mixed powder described in the second embodiment.

[1898] (film thickness)

[1899] The film thickness of each layer in the light-emitting unit of the organic EL element involved in this embodiment is not limited except as specifically mentioned above. Generally, if the film thickness is too thin, defects such as pinholes are easily generated; if the film thickness is too thick, a high applied voltage is required, resulting in decreased efficiency. Therefore, the film thickness of each layer in the light-emitting unit of the organic EL element is preferably in the range of several nm to 1 μm.

[1900] <General Structure of Organic EL Components>

[1901] Figure 1 The diagram shows the general configuration of a first example of an organic EL element according to the third embodiment. Figure 1 The organic EL element 1 shown includes a light-transmitting substrate 2, an anode 3, a cathode 4, and a light-emitting unit 10 disposed between the anode 3 and the cathode 4. The light-emitting unit 10, starting from the anode 3 side, sequentially includes a hole transport region 6, a light-emitting region 5, and an electron transport region 7. The hole transport region 6, starting from the anode 3 side, sequentially includes a hole injection layer 61 and a hole transport layer 62. The light-emitting region 5, starting from the anode 3 side, sequentially includes a first light-emitting layer 51 and a second light-emitting layer 52. The electron transport region 7, starting from the anode 3 side, sequentially includes an electron transport layer 71 and an electron injection layer 72. This invention is not limited to... Figure 1 The organic EL element shown is configured as follows. For example, in organic EL element 1, a blocking layer may be included between hole transport layer 62 and first light-emitting layer 51, preferably an electron blocking layer. Additionally, in organic EL element 1, a blocking layer may be included between second light-emitting layer 52 and electron transport layer 71, preferably a hole blocking layer.

[1902] Figure 2 The diagram shows the general configuration of a second example of an organic EL element according to the third embodiment. Figure 2 The organic EL element 1A shown includes a light-transmitting substrate 2, an anode 3, a cathode 4, and a light-emitting unit 10A disposed between the anode 3 and the cathode 4. The light-emitting unit 10A, starting from the anode 3 side, sequentially includes a hole transport region 6, a light-emitting region 5A, and an electron transport region 7. The hole transport region 6 and the electron transport region 7 in the organic EL element 1A are the same as those described in the organic EL element 1. The light-emitting region 5A, starting from the anode 3 side, sequentially includes a second light-emitting layer 52 and a first light-emitting layer 51. This invention is not limited to... Figure 2 The organic EL element shown is configured as follows. For example, in organic EL element 1A, a blocking layer may be included between hole transport layer 62 and second light-emitting layer 52, preferably an electron blocking layer. Additionally, in organic EL element 1A, a blocking layer may be included between first light-emitting layer 51 and electron transport layer 71, preferably a hole blocking layer.

[1903] <Determination Method>

[1904] (Triplet energy T1)

[1905] The following methods can be cited as methods for determining the triplet energy T1.

[1906] The compound to be measured will be 10 -5 mol / L or higher and 10 -4 The sample was dissolved in EPA (diethyl ether: isopentane: ethanol = 5:5:2 (volume ratio)) at a concentration of less than mol / L to obtain a solution, which was then added to a quartz cuvette as the test sample. For this test sample, the phosphorescence spectrum was measured at a low temperature (77 K) (the vertical axis was set as phosphorescence intensity, and the horizontal axis as wavelength). The wavelength value λ at the intersection of the short-wavelength side of the phosphorescence spectrum and the rising tangent line was used as the determination of the sample. edge [nm], the energy calculated according to the following conversion formula (F1) is taken as the triplet energy T1.

[1907] Conversion formula (F1): T1[eV]=1239.85 / λ edge

[1908] The tangent for the rise on the short-wavelength side of the phosphorescence spectrum is derived as follows. Consider the tangent at each point on the spectral curve, moving from the short-wavelength side of the phosphorescence spectrum up to the shortest wavelength maximum among the spectral maxima, towards the long-wavelength side. The slope of this tangent increases as the curve rises (i.e., as the vertical axis increases). The tangent drawn at the point where this slope reaches its maximum (i.e., the tangent at the inflection point) is taken as the tangent for the rise on the short-wavelength side of the phosphorescence spectrum.

[1909] It should be noted that the maximum point of peak intensity with less than 15% of the maximum peak intensity of the spectrum is not included in the maximum value on the shortest wavelength side mentioned above. The tangent line drawn at the point where the slope value is the maximum value closest to the maximum value on the shortest wavelength side is taken as the tangent line for the rise on the short wavelength side of the phosphorescence spectrum.

[1910] Phosphorescence can be measured using the main body of the F-4500 spectrophotometer manufactured by Hitachi High Tech Co., Ltd. It should be noted that the measuring apparatus is not limited to this; measurements can be performed by combining a cooling device, a cryogenic container, an excitation source, and a light-receiving device.

[1911] (Singlet energy S1)

[1912] The following methods can be cited as methods for determining the singlet energy S1 using solutions (sometimes called the solution method).

[1913] 10 compounds were prepared as the test targets. -5 mol / L or higher and 10-4 A toluene solution with a concentration below mol / L was added to a quartz cuvette, and the absorption spectrum of the sample was measured at room temperature (300K) (the vertical axis is set as absorption intensity, and the horizontal axis is set as wavelength). For the downward tangent on the longer wavelength side of the absorption spectrum, the wavelength value λedge [nm] at the intersection of the tangent and the horizontal axis was substituted into the conversion formula (F2) shown later to calculate the singlet energy.

[1914] Conversion formula (F2): S1[eV]=1239.85 / λedge

[1915] As an absorption spectroscopy measuring device, examples include, but are not limited to, the Hitachi spectrophotometer (device name: U3310).

[1916] The tangent for the downward sag on the longer wavelength side of the absorption spectrum is derived as follows. Consider the tangent at various points on the spectral curve as the longest wavelength maximum is moved along the longer wavelength direction. This tangent exhibits a repeated pattern of decreasing and then increasing slope as the curve declines (i.e., as the value on the vertical axis decreases). The tangent drawn at the point where the slope is minimized on the longest wavelength side (excluding cases where absorbance is below 0.1) is taken as the tangent for the downward sag on the longer wavelength side of the absorption spectrum.

[1917] It should be noted that the maximum absorbance values ​​below 0.2 are not included in the maximum values ​​on the longest wavelength side mentioned above.

[1918] [Fourth Implementation Method]

[1919] (Electronic devices)

[1920] The fourth embodiment relates to an electronic device that incorporates the organic electroluminescent element of the third embodiment. Examples of electronic devices include display devices and light-emitting devices. Examples of display devices include display components (e.g., organic EL panel modules), televisions, mobile phones, tablet computers, and personal computers. Examples of light-emitting devices include lighting and vehicle lamps.

[1921] [Variations on the implementation method]

[1922] It should be noted that the present invention is not limited to the above-described embodiments, and modifications and improvements made within the scope of achieving the purpose of the present invention are also included in the present invention.

[1923] For example, the number of light-emitting layers is not limited to two; more than two light-emitting layers can be stacked. In the case of an organic EL device having more than two light-emitting layers, it is sufficient as long as at least two light-emitting layers satisfy the conditions described in the above embodiments. For example, other light-emitting layers can be fluorescent light-emitting layers or phosphorescent light-emitting layers that utilize light emission based on electronic transitions from a triplet excited state to the ground state.

[1924] In addition, when an organic EL element has multiple light-emitting layers, these light-emitting layers can be arranged adjacent to each other, or they can be a so-called tandem organic EL element formed by stacking multiple light-emitting units with an intermediate layer between them.

[1925] Alternatively, a blocking layer may be disposed adjacent to at least one side of the light-emitting layer, on both the anode and cathode sides. The blocking layer is preferably disposed grounded with the light-emitting layer to block at least one of holes, electrons, and excitons.

[1926] For example, when a barrier layer is grounded on the cathode side of the light-emitting layer, the barrier layer transports electrons and prevents holes from reaching layers closer to the cathode side than the barrier layer (e.g., electron transport layers). In the case of an organic EL device that includes an electron transport layer, it is preferable to include the barrier layer between the light-emitting layer and the electron transport layer.

[1927] Furthermore, when a blocking layer is grounded on the anode side of the light-emitting layer, this blocking layer transports holes and prevents electrons from reaching layers closer to the anode side than the blocking layer (e.g., hole transport layers). In the case of an organic EL device that includes a hole transport layer, it is preferable to include the blocking layer between the light-emitting layer and the hole transport layer.

[1928] In addition, to prevent excitation energy from leaking from the light-emitting layer to its surrounding layers, a barrier layer can be placed adjacent to the light-emitting layer. This prevents excitons generated in the light-emitting layer from moving to layers closer to the electrode side than the barrier layer (such as electron transport layers and hole transport layers).

[1929] Preferably, the light-emitting layer is bonded to the blocking layer.

[1930] Furthermore, the specific structure and shape in embodiments of the present invention may be configured in other ways, within the scope necessary to achieve the objectives of the present invention.

[1931] Example

[1932] The present invention will be further described in detail below with reference to specific embodiments. The present invention is not limited to these embodiments in any way.

[1933] <Compound>

[1934] The following shows the structures of the first host material (first compound), the second host material (second compound), and the third host material used in the manufacture of the organic EL elements involved in Examples 1-20 and Comparative Examples 1-20.

[1935]

[1936]

[1937]

[1938]

[1939]

[1940]

[1941]

[1942] The following shows the structures of other compounds used in the manufacture of the organic EL elements involved in Examples 1-20 and Comparative Examples 1-20.

[1943]

[1944]

[1945] <Fabrication of Organic EL Components>

[1946] The following describes the fabrication and evaluation of organic EL components.

[1947] [Example 1]

[1948] A glass substrate (manufactured by Geomatec Corporation) with an ITO (Indium Tin Oxide) transparent electrode (anode) and a thickness of 25mm × 75mm × 1.1mm was ultrasonically cleaned in isopropanol for 5 minutes, followed by UV ozone cleaning for 30 minutes. The film thickness of the ITO transparent electrode was set to 130nm.

[1949] The cleaned glass substrate with transparent electrode lines was mounted on the substrate holder of a vacuum evaporation apparatus. First, compound HT1 and compound HA were co-deposited on the side where the transparent electrode lines were formed, covering the transparent electrode, to form a hole injection layer with a thickness of 10 nm. The content of compound HT1 in the hole injection layer was set to 97% by mass, and the content of compound HA was set to 3% by mass.

[1950] Next, compound HT1 was deposited on top of the hole injection layer to form a first hole transport layer with a thickness of 77.5 nm.

[1951] Next, the compound EBL was deposited on top of the first hole transport layer to form a second hole transport layer (also known as an electron blocking layer) with a thickness of 7.5 nm.

[1952] Compounds BH1-1 (first host material), BH1-6 (second host material), and BD (first luminescent compound) were co-deposited on the second hole transport layer to form a first luminescent layer with a thickness of 5 nm. The content of compound BH1-1 in the first luminescent layer was set to 49% by mass, the content of compound BH1-6 was set to 49% by mass, and the content of compound BD was set to 2% by mass.

[1953] Compound BH2-1 (the third host material) and compound BD (the second luminescent compound) were co-deposited on the first luminescent layer to form a second luminescent layer with a thickness of 15 nm. The content of compound BH2-1 in the second luminescent layer was set to 98% by mass, and the content of compound BD was set to 2% by mass.

[1954] The compound HBL was deposited on top of the second light-emitting layer to form a first electron transport layer (also known as a hole blocking layer) with a thickness of 5 nm.

[1955] Compounds ET1 and Liq were co-deposited on top of the first electron transport layer to form a second electron transport layer with a thickness of 25 nm. The content of compound ET1 in the second electron transport layer was set to 67% by mass, and the content of compound Liq was set to 33% by mass. Liq is an abbreviation for (8-hydroxyquinoline)lithium.

[1956] An electron injection layer with a thickness of 1 nm was formed by evaporating ytterbium (Yb) on top of the second electron transport layer.

[1957] A cathode with a film thickness of 80 nm was formed by evaporating metallic Al on top of the electron injection layer.

[1958] The component configuration of Embodiment 1 is shown in abbreviation below.

[1959] ITO(130) / HT1:HA(10,97%:3%) / HT1(77.5) / EBL(7.5) / BH1-1:BH1-6:BD(5,49%: 49%: 2%) / BH2-1: BD (15, 98%: 2%) / HBL (5) / ET1: Liq (25, 67%: 33%) / Yb (1) / Al (80)

[1960] It should be noted that the numbers in parentheses represent the film thickness (unit: nm).

[1961] Similarly, within parentheses, the percentages (97% : 3%) represent the content (mass %) of compounds HT1 and HA in the hole injection layer. The percentages (49% : 49% : 2%) represent the content (mass %) of compounds BH1-1, BH1-6, and BD in the first emissive layer. The percentages (98% : 2%) represent the content (mass %) of compounds BH2-1 and BD in the second emissive layer. The percentages (67% : 33%) represent the content (mass %) of compounds ET1 and Liq in the second electron transport layer.

[1962] [Examples 2-10]

[1963] The organic EL elements of Examples 2 to 10 were fabricated in the same manner as in Example 1, except that the compounds (main materials) used in the first and second light-emitting layers of Example 1 were changed to the compounds listed in Table 1 to form the first and second light-emitting layers.

[1964] [Comparative Examples 1-10]

[1965] The organic EL elements of Comparative Examples 1 to 10 were each manufactured in the same manner as in Example 1, except that the compounds (main materials) used in the first and second light-emitting layers of Example 1 were changed to the compounds listed in Table 1 to form the first and second light-emitting layers.

[1966] [Examples 11-20]

[1967] The organic EL elements of Examples 11 to 20 were each manufactured in the same manner as in Example 1, except that the compounds (main materials) used in the first and second light-emitting layers of Example 1 were changed to the compounds listed in Table 2 to form the first and second light-emitting layers, as shown in Table 2.

[1968] [Comparative Examples 11-20]

[1969] The organic EL elements of Comparative Examples 11 to 20 were each manufactured in the same manner as in Example 11, except that the compounds (main materials) used in the first and second light-emitting layers of Example 11 were changed to the compounds listed in Table 2 to form the first and second light-emitting layers, as shown in Table 2.

[1970] <Evaluation of Organic EL Components>

[1971] The organic EL elements fabricated were evaluated as follows. The evaluation results are shown in Tables 1 and 2.

[1972] (Driving voltage)

[1973] A current density of 10 mA / cm² is applied between the anode and cathode of the organic EL element. 2 Measure the voltage at this time (unit: V).

[1974] (External quantum efficiency EQE)

[1975] A voltage is applied to the organic EL element such that the current density is 10 mA / cm². 2 The spectrophotometer emission spectrum at this time was measured using a CS-2000 spectrophotometer (manufactured by Konica Minolta Co., Ltd.). Based on the obtained spectrophotometer emission spectrum, assuming Lambertian radiation, the external quantum efficiency (EQE) (in %) was calculated. Table 1 shows the relative values ​​of EQE. The unit of the relative values ​​of EQE is %.

[1976] The relative values ​​of EQE for Examples 1-10 and Comparative Examples 1-10 are calculated based on the EQE of each example (Examples 1-10 and Comparative Examples 1-10) and the following mathematical formula (Mathematical Formula X1).

[1977] EQE (relative value) = (EQE of each example / EQE of comparison example 10) × 100 … (Mathematical expression x1)

[1978] The relative values ​​of EQE for Examples 11-20 and Comparative Examples 11-20 are calculated based on the EQE of each example (Examples 11-20 and Comparative Examples 11-20) and the following mathematical formula (mathematical formula X2).

[1979] EQE (relative value) = (EQE of each example / EQE of comparison example 18) × 100 … (mathematical expression x 2)

[1980] (Lifespan LT95)

[1981] A voltage is applied to the organic EL element such that the current density is 50 mA / cm². 2 The lifetime was defined as the time (LT95, in hours) it took for the luminance to decrease to 95% of its initial luminance. Luminance was measured using a CS-2000 spectrophotometer (manufactured by Konica Minolta Co., Ltd.). Table 1 shows the relative values ​​of LT95. The unit for the relative values ​​of LT95 is %.

[1982] The relative values ​​of LT95 for Examples 1-10 and Comparative Examples 1-10 are calculated based on the LT95 of each example (Examples 1-10 and Comparative Examples 1-10) and the following mathematical formula (mathematical formula Y1).

[1983] LT95 (relative value) = (LT95 of each example / LT95 of Comparative Example 10) × 100… (Mathematical formula Y1)

[1984] The relative values ​​of LT95 for Examples 11-20 and Comparative Examples 11-20 are calculated based on the LT95 of each example (Examples 11-20 and Comparative Examples 11-20) and the following mathematical formula (mathematical formula Y2).

[1985] LT95 (relative value) = (LT95 of each example / LT95 of Comparative Example 18) × 100… (Mathematical formula Y2)

[1986] [Table 1]

[1987]

[1988] In the organic EL elements of Examples 1-10, the first light-emitting layer comprises two host materials (a first compound as the first host material and a second compound as the second host material) and a first luminescent compound. That is, the first light-emitting layer in Examples 1-10 contains the composition according to the first embodiment.

[1989] On the other hand, in the organic EL elements involved in Comparative Examples 1 to 10, although the first light-emitting layer contains a host material (a second compound as a second host material) and a first light-emitting compound, it does not contain the first compound. That is, the first light-emitting layer in Comparative Examples 1 to 10 does not contain the composition involved in the first embodiment.

[1990] The organic EL elements involved in Examples 1 to 10 emit light with a longer lifetime compared to the organic EL elements involved in Comparative Examples 1 to 7 and Comparative Example 10.

[1991] The organic EL elements of Examples 1-10 emit light with higher efficiency than the organic EL elements of Comparative Examples 2-10.

[1992] [Table 2]

[1993]

[1994] In the organic EL elements of Examples 11-20, the first light-emitting layer comprises two host materials (a first compound as the first host material and a second compound as the second host material) and a first luminescent compound. That is, the first light-emitting layer in Examples 11-20 contains the composition according to the first embodiment.

[1995] On the other hand, in the organic EL elements involved in Comparative Examples 11-20, although the first light-emitting layer contains a host material (a second compound as a second host material) and a first light-emitting compound, it does not contain the first compound. That is, the first light-emitting layer in Comparative Examples 11-20 does not contain the composition involved in the first embodiment.

[1996] The organic EL elements involved in Examples 11-20 emit light with a longer lifetime compared to the organic EL elements involved in Comparative Examples 11-16 and Comparative Example 18.

[1997] The organic EL elements of Examples 11-20 emit light with higher efficiency than the organic EL elements of Comparative Examples 17-20.

[1998] <Compound Evaluation>

[1999] The following evaluation is made regarding the compounds used in the fabrication of organic EL elements.

[2000] The evaluation results are shown in Table 3.

[2001] (Triplet energy T1)

[2002] The compound to be tested was dissolved in EPA (diethyl ether: isopentane: ethanol = 5:5:2 (volume ratio)) at a concentration of 10 μmol / L to obtain a solution, which was then added to a quartz cuvette as the test sample. For this test sample, the phosphorescence spectrum was measured at a low temperature (77 K) (the vertical axis was set as phosphorescence intensity, and the horizontal axis as wavelength). The rising tangent on the short wavelength side of the phosphorescence spectrum was used to determine the wavelength value λ based on the intersection of this tangent and the horizontal axis. edge The energy [nm] calculated using the following conversion formula (F1) is taken as the triplet energy T1. It should be noted that the triplet energy T1 may have an error of ±0.02 eV depending on the measurement conditions.

[2003] Conversion formula (F1): T1[eV]=1239.85 / λ edge

[2004] The tangent for the rise on the short-wavelength side of the phosphorescence spectrum is derived as follows. Consider the tangent at each point on the spectral curve, moving from the short-wavelength side of the phosphorescence spectrum up to the shortest wavelength maximum among the spectral maxima, towards the long-wavelength side. The slope of this tangent increases as the curve rises (i.e., as the vertical axis increases). The tangent drawn at the point where this slope reaches its maximum (i.e., the tangent at the inflection point) is taken as the tangent for the rise on the short-wavelength side of the phosphorescence spectrum.

[2005] It should be noted that the maximum point of peak intensity with less than 15% of the maximum peak intensity of the spectrum is not included in the maximum value on the shortest wavelength side mentioned above. The tangent line drawn at the point where the slope value is the maximum value closest to the maximum value on the shortest wavelength side is taken as the tangent line for the rise on the short wavelength side of the phosphorescence spectrum.

[2006] The phosphorescence was measured using the main body of the F-4500 spectrophotometer manufactured by Hitachi High Technology Co., Ltd.

[2007] (Singlet energy S1)

[2008] A 10 μmol / L toluene solution of the compound to be measured was prepared and added to a quartz cuvette. The absorption spectrum of the sample was measured at room temperature (300 K) (vertical axis is set as absorption intensity, horizontal axis is set as wavelength). The wavelength value λedge [nm] at the intersection of the long wavelength side of the absorption spectrum was substituted into the conversion formula (F2) shown below to calculate the singlet energy.

[2009] Conversion formula (F2): S1[eV]=1239.85 / λedge

[2010] As the absorption spectroscopy measuring device, a Hitachi spectrophotometer (device name: U3310) was used.

[2011] The tangent for the downward sag on the longer wavelength side of the absorption spectrum is derived as follows. Consider the tangent at various points on the spectral curve as the longest wavelength maximum is moved along the longer wavelength direction. This tangent exhibits a repeated pattern of decreasing and then increasing slope as the curve declines (i.e., as the value on the vertical axis decreases). The tangent drawn at the point where the slope is minimized on the longest wavelength side (excluding cases where absorbance is below 0.1) is taken as the tangent for the downward sag on the longer wavelength side of the absorption spectrum.

[2012] It should be noted that the maximum absorbance values ​​below 0.2 are not included in the maximum values ​​on the longest wavelength side mentioned above.

[2013] (Maximum peak wavelength of fluorescence emission λ)

[2014] Compound BD was used at 4.9 × 10 -6 A toluene solution of compound BD was prepared by dissolving it in toluene at a concentration of mol / L. The maximum peak wavelength λ of fluorescence emission when the toluene solution of compound BD was excited at 390 nm was measured using a fluorescence spectroscopy apparatus. A spectrophotometer F-7000 (manufactured by Hitachi Advanced Scientific Corporation) was used as the fluorescence spectroscopy apparatus.

[2015] The maximum peak wavelength λ of fluorescence emission of compound BD is 457 nm.

[2016] [Table 3]

[2017]

Claims

1. A composition comprising The first compound shown in formula (1-1) below, and Second compounds having fused rings comprising four or more rings, The first compound and the second compound are different from each other. In the above formula (1-1), X 11 It consists of oxygen or sulfur atoms. By R 111 ~R 118 One or more groups consisting of two or more adjacent elements. They bond together to form substituted or unsubstituted monocyclic rings. They bond together to form substituted or unsubstituted fused rings, or They do not bond with each other. R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 111 ~R 118 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms -Si(R 901 (R) 902 (R) 903 The groups shown in the figure, -O-(R 904 The groups shown in the figure, -S-(R 905 The groups shown in the figure, -N(R 906 (R) 907 The groups shown in the figure, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms -C(=O)R 801 The groups shown -C(=O)OR 802 The groups shown Halogen atoms, Nitro, Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or The groups represented by formula (1-11), in, R 111 ~R 118 At least one of them is a group represented by formula (1-11). When multiple groups represented by formula (1-11) exist, the multiple groups represented by formula (1-11) may be the same as or different from each other. L 111 for Substituted or unsubstituted arylene groups with 6 to 15 carbon atoms, or Divalent heterocyclic groups with 5 to 15 cyclic atoms, substituted or unsubstituted. mx is 1, 2, or 3. In L 111 When there are more than two, more than two L 111 They are the same or different. Ar 111 It is an aryl group containing four or more rings, whether substituted or unsubstituted. In Ar 111 In the case of two or more Ar, two or more Ar 111 They are the same or different. In equation (1-11), * represents the bonding position. In the first compound, R 901 R 902 R 903 R 904 R 905 R 906 R 907 R 801 and R 802 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. In R 901 In the case of multiple Rs, multiple Rs 901 They are the same or different. In R 902 In the case of multiple Rs, multiple Rs 902 They are the same or different. In R 903 In the case of multiple Rs, multiple Rs 903 They are the same or different. In R 904 In the case of multiple Rs, multiple Rs 904 They are the same or different. In R 905 In the case of multiple Rs, multiple Rs 905 They are the same or different. In R 906 In the case of multiple Rs, multiple Rs 906 They are the same or different. In R 907 In the case of multiple Rs, multiple Rs 907 They are the same or different. In R 801 In the case of multiple Rs, multiple Rs 801 They are the same or different. In R 802 In the case of multiple Rs, multiple Rs 802 They are the same or different.

2. The composition according to claim 1, wherein, By R 111 ~R 118 One or more groups consisting of two or more adjacent elements. They bond together to form substituted or unsubstituted monocyclic rings, or They bond together to form substituted or unsubstituted fused rings.

3. The composition according to claim 1, wherein, The first compound is the compound represented by the following formula (1-1A). In the above formula (1-1A), R 111 ~R 118 The meanings are respectively related to R in equation (1-1). 111 ~R 118 The meaning is the same. Among them, R 111 ~R 118 In this context, groups consisting of two or more adjacent elements are not bonded to each other. L in equation (1-11) 111 Ar 111 The meanings of and mx are respectively the same as L in the above formula (1-11). 111 Ar 111 The same meaning as mx, where * in equation (1-11) represents the bonding position.

4. The composition according to claim 3, wherein, The first compound is a compound represented by formula (1-1B), formula (1-1C), formula (1-1D), or formula (1-1E). In equations (1-1B), (1-1C), (1-1D), and (1-1E), R 111 ~R 118 The meanings are respectively related to R in the above formula (1-1A). 111 ~R 118 The meaning is the same. L 111 Ar 111 The meanings of and mx are respectively the same as L in the above formula (1-11). 111 Ar 111 It has the same meaning as mx.

5. The composition according to any one of claims 1 to 4, wherein, R is not the group represented by formula (1-11) 111 ~R 118 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or A heterocyclic group with 5 to 50 cyclic atoms, either substituted or unsubstituted.

6. The composition according to any one of claims 1 to 5, wherein, In the formula (1-11) -(L 111 The group represented by )mx- is any one of the groups represented by formulas (1-111) to (1-120) below. In equations (1-111) to (1-120), * represents the bonding position.

7. The composition according to any one of claims 1 to 6, wherein, Ar in formula (1-11) 111 An aryl group, whether substituted or unsubstituted, comprising a fused ring having four or more rings.

8. The composition according to any one of claims 1 to 7, wherein, Ar in formula (1-11) 111 The group is one of the groups represented by formula (1-100), formula (1-200), formula (1-300), formula (1-400), formula (1-500), formula (1-600), formula (1-700), formula (1-800), or formula (1-900). In the above formula (1-100), R 1111 ~R 1120 One of them is related to L 111 In the bonded single bond, R in equation (1-200) 1201 ~R 1212 One of them is related to L 111 In the bonded single bond, in equation (1-300), R 1301 ~R 1314 One of them is related to L 111 The bonded single bond, in equation (1-400), R 1401 ~R 1414 One of them is related to L 111 In the bonded single bond, in equation (1-500), R 1501 ~R 1514 One of them is related to L 111 The bonded single bond, in formula (1-600), R 1601 ~R 1612 One of them is related to L 111 The bonded single bond, in formula (1-700), R 1701 ~R 1710 One of them is related to L 111 The bonded single bond, in formula (1-800), R 1801 ~R 1812 One of them is related to L 111 In the bonded single bond, in equation (1-900), R 1901 ~R 1912 One of them is related to L 111 Bonded single bonds, Not with L 111 bonded single bond R 1111 ~R 1120 Not related to L 111 bonded single bond R 1201 ~R 1212 Not related to L 111 bonded single bond R 1301 ~R 1314 Not related to L 111 bonded single bond R 1401 ~R 1414 Not related to L 111 bonded single bond R 1501 ~R 1514 Not related to L 111 bonded single bond R 1601 ~R 1612 Not related to L 111 bonded single bond R 1701 ~R 1710 Not related to L 111 bonded single bond R 1801 ~R 1812 And not related to L 111 bonded single bond R 1901 ~R 1912 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms -Si(R 901 (R) 902 (R) 903 The groups shown in the figure, -O-(R 904 The groups shown in the figure, -S-(R 905 The groups shown in the figure, -N(R 906 (R) 907 The groups shown in the figure, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms -C(=O)R 801 The groups shown -C(=O)OR 802 The groups shown Halogen atoms, Nitro, Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. R 901 R 902 R 903 R 904 R 905 R 906 R 907 R 801 and R 802 The meanings are respectively related to R in equation (1-1). 901 R 902 R 903 R 904 R 905 R 906 R 907 R 801 and R 802 The meanings are the same.

9. The composition according to claim 8, wherein, Not with L 111 bonded single bond R 1111 ~R 1120 Not related to L 111 bonded single bond R 1201 ~R 1212 Not related to L 111 bonded single bond R 1301 ~R 1314 Not related to L 111 bonded single bond R 1401 ~R 1414 Not related to L 111 bonded single bond R 1501 ~R 1514 Not related to L 111 bonded single bond R 1601 ~R 1612 Not related to L 111 bonded single bond R 1701 ~R 1710 Not related to L 111 bonded single bond R 1801 ~R 1812 And not related to L 111 bonded single bond R 1901 ~R 1912 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or A heterocyclic group with 5 to 50 cyclic atoms, either substituted or unsubstituted.

10. The composition according to any one of claims 1 to 9, wherein, When expressed as "substituted or unsubstituted", the substituents are all "unsubstituted" groups.

11. The composition according to any one of claims 1 to 10, wherein, The first compound is a compound having one or more deuterium ions.

12. The composition according to any one of claims 1 to 11, wherein, The first compound is a compound with a deuteration rate of 40% or higher.

13. The composition according to any one of claims 1 to 12, wherein, The first compound is a compound with a deuteration rate of 80% or higher.

14. The composition according to any one of claims 1 to 13, wherein, The second compound is a compound having at least one skeleton selected from the group consisting of pyrene skeleton, benzo[a]anthracene skeleton, β skeleton, fluoranthracene skeleton, benzo[a]fluoranthracene skeleton, benzo[a]fluorene skeleton, triphenylene skeleton, benzo[a]xanthine skeleton and benzo[a]phenanthrene skeleton.

15. The composition according to any one of claims 1 to 14, wherein, The second compound does not have an anthracene skeleton with 14 cyclic carbons.

16. The composition according to any one of claims 1 to 15, wherein, The second compound is any one of the compounds selected from the group consisting of the compounds shown in formula (1-2A), formula (1-2B), formula (1-2C), formula (1-2D), formula (1-2E), formula (1-2F), formula (1-2G), and formula (1-2H). In the above formula (1-2A), R 101 ~R 110 and R 101A ~R 110A Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms -Si(R 901 (R) 902 (R) 903 The groups shown in the figure, -O-(R 904 The groups shown in the figure, -S-(R 905 The groups shown in the figure, -N(R 906 (R) 907 The groups shown in the figure, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms -C(=O)R 801 The groups shown -C(=O)OR 802 The groups shown Halogen atoms, cyano, Nitro, Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. Among them, R 101 ~R 110 One of them represents L 101 The bonding position, R 101A ~R 110A One of them represents L 101 The bonding position, L 101 for single bond, Substituted or unsubstituted arylene groups with 6 to 24 carbon atoms, or Divalent heterocyclic groups with 5–24 cyclic atoms, substituted or unsubstituted. my is 1, 2, or 3. In L 101 When there are more than two, more than two L 101 They are the same or different. In the above formula (1-2B), Xa represents oxygen atoms, sulfur atoms, and C(R) atoms. 1201 (R) 1202 ) or Si(R 1203 (R) 1204 ), R 1201 ~R 1204 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms -Si(R 901 (R) 902 (R) 903 The groups shown in the figure, -O-(R 904 The groups shown in the figure, -S-(R 905 The groups shown in the figure, -N(R 906 (R) 907 The groups shown in the figure, Halogen atoms, cyano, Nitro, Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. By R 121 ~R 130 One or more groups consisting of two or more adjacent elements. They bond together to form substituted or unsubstituted monocyclic rings. They bond together to form substituted or unsubstituted fused rings, or They do not bond with each other. R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 121 ~R 130 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms -Si(R 901 (R) 902 (R) 903 The groups shown in the figure, -O-(R 904 The groups shown in the figure, -S-(R 905 The groups shown in the figure, -N(R 906 (R) 907 The groups shown in the figure, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms -C(=O)R 801 The groups shown -C(=O)OR 802 The groups shown Halogen atoms, Nitro, Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or The group represented by formula (1-21B), Among them, R 121 ~R 130 At least one of them is a group represented by formula (1-21B). When multiple groups represented by formula (1-21B) are present, the multiple groups represented by formula (1-21B) may be the same as or different from each other. L 12 for single bond, Substituted or unsubstituted arylene groups with 6 to 50 carbon atoms, or Divalent heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. ma is 1, 2, or 3. In L 12 When there are more than two, more than two L 12 They are the same or different. Ar 12 It is an aryl group with 6 to 50 cyclic carbon atoms, either substituted or unsubstituted, or a heterocyclic group with 5 to 50 cyclic atoms, either substituted or unsubstituted. In Ar 12 In the case of two or more Ar, two or more Ar 12 They are the same or different. In equation (1-21B), * represents the bonding position. In the above formula (1-2C), R 131 ~R 140 Ar 131 and Ar 132 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms -Si(R 901 (R) 902 (R) 903 The groups shown in the figure, -O-(R 904 The groups shown in the figure, -S-(R 905 The groups shown in the figure, -N(R 906 (R) 907 The groups shown in the figure, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms -C(=O)R 801 The groups shown -C(=O)OR 802 The groups shown Halogen atoms, cyano, Nitro, Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or The group represented by formula (1-21C), Among them, R 131 ~R 140 Ar 131 and Ar 132 At least one of them is a group represented by the formula (1-21C). When multiple groups represented by formula (1-21C) are present, the multiple groups represented by formula (1-21C) may be the same as or different from each other. L 13 for single bond, Substituted or unsubstituted arylene groups with 6 to 50 carbon atoms, or Divalent heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. Ar 13 for Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. mb is 1, 2 or 3, In L 13 When there are more than two, more than two L 13 They are the same or different. In Ar 13 In the case of two or more Ar, two or more Ar 13 They are the same or different. In formula (1-21C), * indicates the bonding position with the benzo[a]anthracene ring in formula (1-2C). In the above formula (1-2D), R 1A and R 1B Each independently Substituted or unsubstituted alkyl groups having 1 to 15 carbon atoms Substituted or unsubstituted aryl groups with 6 to 17 carbon atoms, or Heterocyclic groups with 5 to 17 cyclic atoms, substituted or unsubstituted. Among them, R 1A and R 1B At least one of them is a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms. By R 141 ~R 144 Groups consisting of two or more adjacent elements and those composed of R 145 ~R 148 Any group consisting of two or more adjacent elements They bond together to form substituted or unsubstituted monocyclic rings, or They bond together to form substituted or unsubstituted fused rings. In the case where a substituted or unsubstituted monocyclic ring or a substituted or unsubstituted fused ring is formed on the ring A side, the group represented by formula (1-21D) is bonded to R. 142 The carbon atom that is bonded, or the carbon atom that forms the single ring on side A of the ring and the carbon atom that forms the fused ring on side A of the ring, is the carbon atom of ring A that is furthest from the carbon atom C1 of ring A that is bonded to carbon atom C2 on side B of the ring by a single bond. In the case where the substituted or unsubstituted monocyclic ring or the substituted or unsubstituted fused ring is formed on the ring B side instead of on ring A, the group represented by formula (1-21D) is bonded to R. 142 Bonded carbon atoms, R is not the group represented by formula (1-21D) 142 R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 141 R 143 R 144 and R 145 ~R 148 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms -Si(R 901 (R) 902 (R) 903 The groups shown in the figure, -O-(R 904 The groups shown in the figure, -S-(R 905 The groups shown in the figure, -N(R 906 (R) 907 The groups shown in the figure, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms -C(=O)R 801 The groups shown -C(=O)OR 802 The groups shown Halogen atoms, cyano, Nitro, Substituted or unsubstituted aryl groups with 6 to 17 carbon atoms, or Heterocyclic groups with 5 to 17 cyclic atoms, substituted or unsubstituted. In the above formula (1-21D), Ar 14 It is a substituted or unsubstituted aryl group fused with four or more rings, or a substituted or unsubstituted heterocyclic group fused with four or more rings. L 14 for single bond, Substituted or unsubstituted arylene groups with 6 to 17 carbon atoms, or Divalent heterocyclic groups with 5 to 17 cyclic atoms, substituted or unsubstituted. mc is 1, 2, or 3. * indicates the bonding position with an atom that constitutes the ring in formula (1-2D). Wherein, for the compounds represented by formula (1-2D), the molecule of the compound represented by formula (1-2D) contains no more than three substituted or unsubstituted aryl groups with fused four or more rings and no more than three substituted or unsubstituted heterocyclic groups with fused four or more rings. In the above formula (1-2E), R 150 ~R 159 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms -Si(R 901 (R) 902 (R) 903 The groups shown in the figure, -O-(R 904 The groups shown in the figure, -S-(R 905 The groups shown in the figure, -N(R 906 (R) 907 The groups shown in the figure, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms -C(=O)R 801 The groups shown -C(=O)OR 802 The groups shown Halogen atoms, cyano, Nitro, Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or The group represented by formula (1-21E), Among them, R 150 ~R 159 At least one of them is a group represented by formula (1-21E). When multiple groups represented by formula (1-21E) are present, the multiple groups represented by formula (1-21E) may be the same as or different from each other. L 151 for single bond, Substituted or unsubstituted arylene groups with 6 to 50 carbon atoms, or Divalent heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. Ar 151 for Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. mg is 1, 2, or 3. In L 151 When there are more than two, more than two L 151 They are the same or different. In Ar 151 In the case of two or more Ar, two or more Ar 151 They are the same or different. In equation (1-21E), * indicates the bonding position with the pyrene ring in equation (1-2E). In the above formula (1-2F), By R 160 ~R 169 One or more groups consisting of two or more adjacent elements. They bond together to form substituted or unsubstituted monocyclic rings. They bond together to form substituted or unsubstituted fused rings, or They do not bond with each other. R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 160 ~R 169 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms -Si(R 901 (R) 902 (R) 903 The groups shown in the figure, -O-(R 904 The groups shown in the figure, -S-(R 905 The groups shown in the figure, -N(R 906 (R) 907 The groups shown in the figure, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms -C(=O)R 801 The groups shown -C(=O)OR 802 The groups shown Halogen atoms, cyano, Nitro, Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or The group represented by formula (1-21F), Wherein, the substituent when the substituted or unsubstituted monocyclic ring has a substituent, the substituent when the substituted or unsubstituted fused ring has a substituent, and R 160 ~R 169 At least one of them is a group represented by the formula (1-21F). When multiple groups represented by formula (1-21F) are present, the multiple groups represented by formula (1-21F) may be the same as or different from each other. L 16 for single bond, Substituted or unsubstituted arylene groups with 6 to 50 carbon atoms, or Divalent heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. Ar 16 for Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. mf is 1, 2, or 3. In L 16 When there are more than two, more than two L 16 They are the same or different. In Ar 16 In the case of two or more Ar, two or more Ar 16 They are the same or different. In equation (1-21F), * indicates the bonding position with the ring shown in equation (1-2F). In the above formula (1-2G), By R 170 ~R 179 R 17A and R 17B One or more groups consisting of two or more adjacent elements. They bond together to form substituted or unsubstituted monocyclic rings. They bond together to form substituted or unsubstituted fused rings, or They do not bond with each other. R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 170 ~R 179 R 17A and R 17B Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms -Si(R 901 (R) 902 (R) 903 The groups shown in the figure, -O-(R 904 The groups shown in the figure, -S-(R 905 The groups shown in the figure, -N(R 906 (R) 907 The groups shown in the figure, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms -C(=O)R 801 The groups shown -C(=O)OR 802 The groups shown Halogen atoms, cyano, Nitro, Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or The group represented by formula (1-21G), Wherein, the substituent when the substituted or unsubstituted monocyclic ring has a substituent, the substituent when the substituted or unsubstituted fused ring has a substituent, and R 170 ~R 179 R 17A and R 17B At least one of them is a group represented by the formula (1-21G). When multiple groups represented by formula (1-21G) are present, the multiple groups represented by formula (1-21G) may be the same as or different from each other. L 17 for single bond, Substituted or unsubstituted arylene groups with 6 to 50 carbon atoms, or Divalent heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. Ar 17 for Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. mj is 1, 2, or 3. In L 17 When there are more than two, more than two L 17 They are the same or different. In Ar 17 In the case of two or more Ar, two or more Ar 17 They are the same or different. In equation (1-21G), * indicates the bonding position with the ring shown in equation (1-2G). In the above formula (1-2H), By R 180 ~R 189 R 18A and R 18B One or more groups consisting of two or more adjacent elements. They bond together to form substituted or unsubstituted monocyclic rings. They bond together to form substituted or unsubstituted fused rings, or They do not bond with each other. R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 180 ~R 189 R 18A and R 18B Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms -Si(R 901 (R) 902 (R) 903 The groups shown in the figure, -O-(R 904 The groups shown in the figure, -S-(R 905 The groups shown in the figure, -N(R 906 (R) 907 The groups shown in the figure, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms -C(=O)R 801 The groups shown -C(=O)OR 802 The groups shown Halogen atoms, cyano, Nitro, Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms Substituted or unsubstituted heterocyclic groups with 5 to 50 cyclic atoms, or The group represented by formula (1-21H), Wherein, the substituent when the substituted or unsubstituted monocyclic ring has a substituent, the substituent when the substituted or unsubstituted fused ring has a substituent, and R 180 ~R 189 R 18A and R 18B At least one of them is a group represented by the formula (1-21H), When multiple groups represented by formula (1-21H) are present, the multiple groups represented by formula (1-21H) may be the same as or different from each other. L 18 for single bond, Substituted or unsubstituted arylene groups with 6 to 50 carbon atoms, or Divalent heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. Ar 18 for Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. mh is 1, 2, or 3. In L 18 When there are more than two, more than two L 18 They are the same or different. In Ar 18 In the case of two or more Ar, two or more Ar 18 They are the same or different. In formula (1-21H), * indicates the bonding position with the ring shown in formula (1-2H). In equations (1-2A), (1-2B), (1-2C), (1-2D), (1-2E), (1-2F), (1-2G), and (1-2H), R 901 R 902 R 903 R 904 R 905 R 906 R 907 R 801 and R 802 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. In R 901 In the case of multiple Rs, multiple Rs 901 They are the same or different. In R 902 In the case of multiple Rs, multiple Rs 902 They are the same or different. In R 903 In the case of multiple Rs, multiple Rs 903 They are the same or different. In R 904 In the case of multiple Rs, multiple Rs 904 They are the same or different. In R 905 In the case of multiple Rs, multiple Rs 905 They are the same or different. In R 906 In the case of multiple Rs, multiple Rs 906 They are the same or different. In R 907 In the case of multiple Rs, multiple Rs 907 They are the same or different. In R 801 In the case of multiple Rs, multiple Rs 801 They are the same or different. In R 802 In the case of multiple Rs, multiple Rs 802 They are the same or different.

17. The composition according to claim 16, wherein, The second compound is any one of the following compounds selected from the group consisting of the compounds shown in formula (1-200A), formula (1-200B), formula (1-201B), formula (1-200C), formula (1-201C), formula (1-200D), formula (1-201D), formula (1-202D), formula (1-200E), formula (1-200F), formula (1-200G), and formula (1-200H). In the above formula (1-200A), R 101 ~R 102 R 104 ~R 110 R 101A ~R 102A R 104A ~R 110A L 101 The meanings of and my are respectively related to R in the above formula (1-2A). 101 ~R 102 R 104 ~R 110 R 101A ~R 102A R 104A ~R 110A L 101 It has the same meaning as "my". In the above formula (1-200B), Xa, R 121 ~R 128 and R 130 The meanings are respectively related to Xa and R in the above formula (1-2B). 121 ~R 128 and R 130 The meaning is the same. L 12 , ma and Ar 12 The meanings are respectively related to L in the above formula (1-21B) 12 , ma and Ar 12 The meaning is the same. In the above formula (1-201B), Xa, R 121 ~R 123 and R 125 ~R 130 The meanings are respectively related to Xa and R in the above formula (1-2B). 121 ~R 123 and R 125 ~R 130 The meaning is the same. L 12 , ma and Ar 12 The meanings are respectively related to L in the above formula (1-21B) 12 , ma and Ar 12 The meaning is the same. In the formulas (1-200C) and (1-201C), R 131 ~R 140 Ar 131 and Ar 132 The meanings are respectively related to R in the above formula (1-2C). 131 ~R 140 Ar 131 and Ar 132 The meaning is the same. L 13 , mb and Ar 13 The meanings are respectively related to L in the above formula (1-21C). 13 , mb and Ar 13 The meaning is the same. In the formulas (1-200D), (1-201D), and (1-202D), By R 1401 ~R 1404 In a given set of two or more adjacent groups, at least one group is not bonded to the others. R 1401 ~R 1404 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms -Si(R 901 (R) 902 (R) 903 The groups shown in the figure, -O-(R 904 The groups shown in the figure, -S-(R 905 The groups shown in the figure, -N(R 906 (R) 907 The groups shown in the figure, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms -C(=O)R 801 The groups shown -C(=O)OR 802 The groups shown Halogen atoms, cyano, Nitro, Substituted or unsubstituted aryl groups with 6 to 17 carbon atoms, or Heterocyclic groups with 5 to 17 cyclic atoms, substituted or unsubstituted. R 1A R 1B R 141 and R 143 ~R 148 The meanings are respectively related to R in the above formula (1-2D). 1A R 1B R 141 and R 143 ~R 148 The meaning is the same. L 14 , mc and Ar 14 The meanings are respectively related to L in the above formula (1-21D). 14 , mc and Ar 14 The meaning is the same. In the above formula (1-200E), X 15 It consists of oxygen atoms or sulfur atoms. By R 1500 ~R 1504 One or more groups consisting of two or more adjacent elements. They bond together to form substituted or unsubstituted monocyclic rings. They bond together to form substituted or unsubstituted fused rings, or They do not bond with each other. R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 1500 ~R 1504 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms -Si(R 901 (R) 902 (R) 903 The groups shown in the figure, -O-(R 904 The groups shown in the figure, -S-(R 905 The groups shown in the figure, -N(R 906 (R) 907 The groups shown in the figure, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms -C(=O)R 801 The groups shown -C(=O)OR 802 The groups shown Halogen atoms, cyano, Nitro, Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. Multiple R 1500 They are the same or different. R 150 ~R 152 and R 154 ~R 159 The meanings are respectively related to R in the above formula (1-2E). 150 ~R 152 and R 154 ~R 159 The meaning is the same. L 151 The meanings of and mg are respectively related to L in the above formula (1-21E). 151 It has the same meaning as mg. In the above formula (1-200F), R 1601 ~R 1604 Each independently hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms Substituted or unsubstituted alkenyl groups with 2 to 50 carbon atoms Substituted or unsubstituted alkynyl groups with 2 to 50 carbon atoms Substituted or unsubstituted cycloalkyl groups with 3 to 50 carbon atoms -Si(R 901 (R) 902 (R) 903 The groups shown in the figure, -O-(R 904 The groups shown in the figure, -S-(R 905 The groups shown in the figure, -N(R 906 (R) 907 The groups shown in the figure, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms -C(=O)R 801 The groups shown -C(=O)OR 802 The groups shown Halogen atoms, cyano, Nitro, Substituted or unsubstituted aryl groups with 6 to 50 carbon atoms, or Heterocyclic groups with 5 to 50 cyclic atoms, substituted or unsubstituted. R 161 ~R 167 The meanings are respectively related to R in the above formula (1-2F). 161 ~R 167 The meaning is the same. L 16 , mf and Ar 16 The meanings are respectively related to L in the above formula (1-2F) 16 , mf and Ar 16 The meaning is the same. In the above formula (1-200G), R 170 ~R 179 and R 17A The meanings are respectively related to R in the above formula (1-2G). 170 ~R 179 and R 17A The meaning is the same. L 17 , mj and Ar 17 The meanings are respectively related to L in the above formula (1-21G). 17 , mj and Ar 17 The meaning is the same. In the above formula (1-200H), R 180 ~R 189 and R 18B The meanings are respectively related to R in the above formula (1-2H). 180 ~R 189 and R 18B The meaning is the same. L 18 , mh and Ar 18 The meanings are respectively related to L in the above formula (1-21H). 18 , mh and Ar 18 The meanings are the same.

18. The composition according to any one of claims 1 to 17, wherein, The second compound is a compound having one or more deuterium ions.

19. The composition according to any one of claims 1 to 18, wherein, The second compound is a compound with a deuteration rate of 40% or higher.

20. The composition according to any one of claims 1 to 19, wherein, The second compound is a compound with a deuteration rate of over 80%.

21. A mixed powder comprising the composition according to any one of claims 1 to 20.

22. An organic electroluminescent element having anode, cathode, and The light-emitting region is located between the anode and the cathode. The anode, the light-emitting area, and the cathode are arranged in sequence. The light-emitting region includes a first light-emitting layer and a second light-emitting layer. The first light-emitting layer contains the composition according to any one of claims 1 to 20.

23. The organic electroluminescent element according to claim 22, wherein, It includes a first light-emitting layer located between the anode and the cathode, and a second light-emitting layer located between the first light-emitting layer and the cathode.

24. The organic electroluminescent element according to claim 22 or 23, wherein, The first light-emitting layer and the second light-emitting layer are directly connected.

25. The organic electroluminescent element according to any one of claims 22 to 24, wherein, A hole transport layer is present between the anode and the light-emitting region.

26. The organic electroluminescent element according to any one of claims 22 to 25, wherein, An electron transport layer is provided between the cathode and the light-emitting region.

27. An electronic device comprising the organic electroluminescent element according to any one of claims 22 to 26.

Citation Information

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