Compounds, materials for organic electroluminescent elements, organic electroluminescent elements, and electronic devices.

Abstract

This invention provides a compound that can improve the luminescence efficiency of organic electroluminescent elements. [Solution] The compound represented by formula (1) (Z1, Z2, and Z3 each independently contain a nitrogen atom or C(R 31 ) and, however, at least two of Z1 to Z3 are nitrogen atoms, and ring A 12 (It is a polycyclic ring, either substituted or unsubstituted.) JPEG2026110055000233.jpg103170

Description

[Technical Field]

[0001] The present invention relates to compounds, materials for organic electroluminescent elements, organic electroluminescent elements, and electronic devices. [Background technology]

[0002] When a voltage is applied to an organic electroluminescent device (hereinafter sometimes referred to as an "organic EL device"), holes are injected from the anode into the light-emitting layer, and electrons are injected from the cathode into the light-emitting layer. Then, in the light-emitting layer, the injected holes and electrons recombine to form excitons. At this time, according to the statistical laws of electron spin, singlet excitons are generated at a rate of 25%, and triplet excitons are generated at a rate of 75%. Fluorescent organic light-emitting diodes (OLEDs), which use light emission from singlet excitons, are being applied to full-color displays in mobile phones and televisions, but their internal quantum efficiency is said to be limited to 25%. Various studies are being conducted on compounds used in OLEDs to improve their performance (see, for example, Patent Documents 1 to 7). Examples of OLED performance include brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifespan. [Prior art documents] [Patent Documents]

[0003] [Patent Document 1] U.S. Patent No. 11515489 [Patent Document 2] U.S. Patent No. 11515483 [Patent Document 3] Korean Patent Publication No. 10-2467478 [Patent Document 4] Korean Published Patent No. 2023-0078604 [Patent Document 5] U.S. Patent No. 9153788 [Patent Document 6] U.S. Patent Application Publication No. 2021 / 0066613 [Patent Document 7] U.S. Patent Application Publication No. 2024 / 0059715 [Overview of the Initiative] [Problems that the invention aims to solve]

[0004] The object of the present invention is to provide a compound that can improve the luminescence efficiency of an organic electroluminescent element, to provide a material for an organic electroluminescent element containing the compound, to provide an organic electroluminescent element containing the compound, and to provide an electronic device equipped with the organic electroluminescent element. [Means for solving the problem]

[0005] According to one aspect of the present invention, a compound represented by the following formula (1) is provided.

[0006] [ka]

[0007] (In the above formula (1), Z1, Z2, and Z3 are each independently a nitrogen atom or C(R 31 ) and However, at least two of Z1 to Z3 are nitrogen atoms. Ring A 12 It is a polycyclic ring, either substituted or unsubstituted, and ring A 12 A polycyclic ring comprises one or more rings selected from the group consisting of fused heterocycles, bridging rings, fused hydrocarbon rings, and spirocycles. One or more pairs of adjacent elements from R1, R2, R3, R4, R5, R6, R7, and R8 are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R 11 , R12 , R 13 , R 14 , R 15 , R 16 , R 17 , and R 18 One or more sets of two or more adjacent ones among them are Combined with each other to form a substituted or unsubstituted monocyclic ring, or Combined with each other to form a substituted or unsubstituted condensed ring, or Do not combine with each other, R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 , and R 28 One or more sets of two or more adjacent ones among them are Combined with each other to form a substituted or unsubstituted monocyclic ring, or Combined with each other to form a substituted or unsubstituted condensed ring, or Do not combine with each other, R 31 , A1, A4, and R1 to R8, R which do not form the substituted or unsubstituted monocyclic ring and do not form the substituted or unsubstituted condensed ring 11 ~R 18 , and R 21 ~R 28 are each independently A hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, A substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, -Si(R 901 )(R 902 )(R 903 ) group represented by -O-(R 904 ) group represented by -S-(R 905A base represented by ) -N(R 906 )(R 907 A base represented by ) Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, -P(=O)(R 931 )(R 932 A base represented by ) -Ge(R 933 )(R 934 )(R 935 A base represented by ) -B(R 936 )(R 937 A base represented by ) -B(OR 938 )(OR 939 A base represented by ) -OS(=O)2(R 940 A base represented by ) A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 ~R 907 , R 801 ~R 802 , and R 931 ~R 940 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 If multiple R 901 They are either identical or different from one another. R 902If multiple R 902 They are either identical or different from one another. R 903 If multiple R 903 They are either identical or different from one another. R 904 If multiple R 904 They are either identical or different from one another. R 905 If multiple R 905 They are either identical or different from one another. R 906 If multiple R 906 They are either identical or different from one another. R 907 If multiple R 907 They are either identical or different from one another. R 801 If multiple R 801 They are either identical or different from one another. R 802 If multiple R 802 They are either identical or different from one another. R 931 If multiple R 931 They are either identical or different from one another. R 932 If multiple R 932 They are either identical or different from one another. R 933 If multiple R 933 They are either identical or different from one another. R 934 If multiple R 934 They are either identical or different from one another. R 935 If multiple R 935 They are either identical or different from one another. R 936 If multiple R 936 They are either identical or different from one another. R 937If multiple R 937 They are either identical or different from one another. R 938 If multiple R 938 They are either identical or different from one another. R 939 If multiple R 939 They are either identical or different from one another. R 940 If multiple R 940 They are either identical or different to one another.

[0008] According to one aspect of the present invention, a material for an organic electroluminescent device is provided, which contains a compound according to one aspect of the present invention.

[0009] According to one aspect of the present invention, an organic electroluminescent element is provided, having a cathode, an anode, and a light-emitting unit disposed between the cathode and the anode, wherein the light-emitting unit contains a compound according to one aspect of the present invention.

[0010] According to one aspect of the present invention, an electronic device is provided that incorporates an organic electroluminescent element according to one aspect of the present invention. [Effects of the Invention]

[0011] According to one aspect of the present invention, it is possible to provide a compound that can improve the luminescence efficiency of an organic electroluminescent element, a material for an organic electroluminescent element containing the compound, an organic electroluminescent element containing the compound, and an electronic device equipped with the organic electroluminescent element. [Brief explanation of the drawing]

[0012] [Figure 1] This is a schematic diagram of a device for measuring transient PL (Power Level). [Figure 2] This figure shows an example of a transient PL decay curve. [Figure 3] This figure shows a schematic configuration of an example of an organic electroluminescent element according to the third embodiment of the present invention. [Figure 4] This figure shows the relationship between the energy levels and energy transfer of the first host material, sensitizing material, and fluorescent material in the light-emitting layer of an example of an organic electroluminescent element according to the fourth embodiment of the present invention. [Figure 5] This figure shows the relationship between the energy levels and energy transfer of the first host material, sensitizing material, and fluorescent material in the light-emitting layer of an example of an organic electroluminescent element according to the fourth embodiment of the present invention. [Figure 6] This figure shows the relationship between the energy levels and energy transfer of the first host material, second host material, sensitizing material, and fluorescent material in the light-emitting layer of an example of an organic electroluminescent element according to the fifth embodiment of the present invention. [Figure 7] This figure shows the relationship between the energy levels of the sensitizing material and the fluorescent material in the light-emitting layer of an example of an organic electroluminescent element according to the sixth embodiment of the present invention, as well as the relationship between energy transfer. [Figure 8] This figure shows the relationship between the energy levels and energy transfer of the second host material, sensitizing material, and fluorescent material in the light-emitting layer of an example of an organic electroluminescent element according to the seventh embodiment of the present invention. [Modes for carrying out the invention]

[0013] [Definition] In this specification, the term "hydrogen atom" includes isotopes with different numbers of neutrons, namely protium, deuterium, and tritium.

[0014] In this specification, in chemical structural formulas, any bondable positions where symbols such as "R" or "D" representing a deuterium atom are not explicitly indicated shall be assumed to be bonded to hydrogen atoms, i.e., light hydrogen atoms, deuterium atoms, or tritium atoms.

[0015] In this specification, the ring-forming carbon number refers to the number of carbon atoms among the atoms constituting the ring itself in a compound with a structure in which atoms are bonded in a ring (e.g., monocyclic compounds, fused ring compounds, crosslinked compounds, carbocyclic compounds, and heterocyclic compounds). If the ring is substituted by a substituent, the carbon atoms in the substituent are not included in the ring-forming carbon number. The same applies to the "ring-forming carbon number" described below unless otherwise specified. For example, a benzene ring has 6 ring-forming carbon atoms, a naphthalene ring has 10 ring-forming carbon atoms, a pyridine ring has 5 ring-forming carbon atoms, and a furan ring has 4 ring-forming carbon atoms. Also, for example, the ring-forming carbon number of a 9,9-diphenylfluorenyl group is 13, and the ring-forming carbon number of a 9,9'-spirobifluorenyl group is 25. Furthermore, when a benzene ring is substituted with an alkyl group, for example, the number of carbon atoms in that alkyl group is not included in the number of ring-forming carbon atoms of the benzene ring. Therefore, the number of ring-forming carbon atoms in a benzene ring substituted with an alkyl group is 6. Similarly, when a naphthalene ring is substituted with an alkyl group, for example, the number of carbon atoms in that alkyl group is not included in the number of ring-forming carbon atoms of the naphthalene ring. Therefore, the number of ring-forming carbon atoms in a naphthalene ring substituted with an alkyl group is 10.

[0016] In this specification, the number of ring-forming atoms refers to the number of atoms that constitute the ring itself in compounds with a ring-bonded structure (e.g., monocyclic compounds, fused rings, and ring aggregates) (e.g., monocyclic compounds, fused ring compounds, bridged compounds, carbocyclic compounds, and heterocyclic compounds). Atoms that do not constitute a ring (e.g., hydrogen atoms that terminate the bonds of ring-forming atoms) and atoms included in substituents when the ring is substituted by substituents are not included in the number of ring-forming atoms. The same applies to "number of ring-forming atoms" as described below unless otherwise specified. For example, the number of ring-forming atoms in a pyridine ring is 6, the number of ring-forming atoms in a quinazoline ring is 10, and the number of ring-forming atoms in a furan ring is 5. For example, the number of hydrogen atoms bonded to a pyridine ring, or the number of atoms constituting substituents, are not included in the number of pyridine ring-forming atoms. Therefore, the number of ring-forming atoms in a pyridine ring to which hydrogen atoms or substituents are bonded is 6. Furthermore, for example, hydrogen atoms bonded to the carbon atom of the quinazoline ring, or atoms constituting substituents, are not included in the number of ring-forming atoms of the quinazoline ring. Therefore, the number of ring-forming atoms of a quinazoline ring to which hydrogen atoms or substituents are bonded is 10.

[0017] In this specification, the expression "substituted or unsubstituted ZZ group having XX to YY carbon atoms" means that "XX to YY carbon atoms" represents the number of carbon atoms when the ZZ group is unsubstituted, and does not include the number of carbon atoms of substituents when it is substituted. Here, "YY" is greater than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.

[0018] In this specification, the expression "ZZ group with substituted or unsubstituted atoms of XX to YY" means that "atom count XX to YY" represents the number of atoms when the ZZ group is unsubstituted, and does not include the number of substituent atoms when it is substituted. Here, "YY" is greater than "XX", where "XX" is an integer of 1 or more, and "YY" is an integer of 2 or more.

[0019] In this specification, an unsubstituted ZZ group refers to a case where "substituted or unsubstituted ZZ group" is "unsubstituted ZZ group," and a substituted ZZ group refers to a case where "substituted or unsubstituted ZZ group" is "substituted ZZ group." In this specification, "unsubstituted" in the context of a "substituted or unsubstituted ZZ group" means that the hydrogen atoms in the ZZ group are not replaced by substituents. The hydrogen atoms in an "unsubstituted ZZ group" are light hydrogen atoms, deuterium atoms, or tritium atoms. Furthermore, in this specification, "substituted" in the context of "substituted or unsubstituted ZZ group" means that one or more hydrogen atoms in the ZZ group are replaced by a substituent. Similarly, "substituted" in the context of "BB group substituted with AA group" means that one or more hydrogen atoms in the BB group are replaced by an AA group.

[0020] "Substituents as described herein" The substituents described herein will be explained below.

[0021] The number of ring-forming carbon atoms in the "unsubstituted aryl group" described herein is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein. The number of ring-forming atoms in the "unsubstituted heterocyclic group" described herein is 5 to 50, preferably 5 to 30, and more preferably 5 to 18, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkyl group" as described herein is 1 to 50, preferably 1 to 20, and more preferably 1 to 6, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkenyl group" described herein is 2 to 50, preferably 2 to 20, and more preferably 2 to 6, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkynyl group" described herein is 2 to 50, preferably 2 to 20, and more preferably 2 to 6, unless otherwise specified herein. The number of ring-forming carbon atoms in the "unsubstituted cycloalkyl groups" described herein is 3 to 50, preferably 3 to 20, and more preferably 3 to 6, unless otherwise specified herein. The number of ring-forming carbon atoms in the "unsubstituted arylene group" described herein is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein. The number of ring-forming atoms in the "unsubstituted divalent heterocyclic group" described herein is 5 to 50, preferably 5 to 30, and more preferably 5 to 18, unless otherwise specified herein. The number of carbon atoms in the "unsubstituted alkylene group" described herein is 1 to 50, preferably 1 to 20, and more preferably 1 to 6, unless otherwise specified herein.

[0022] • "substituted or unsubstituted aryl groups" Specific examples of "substituted or unsubstituted aryl groups" as described herein (Specific Examples Group G1) include the following unsubstituted aryl groups (Specific Examples Group G1A) and substituted aryl groups (Specific Examples Group G1B), etc. (Here, "unsubstituted aryl group" refers to the case where "substituted or unsubstituted aryl group" is an "unsubstituted aryl group," and "substituted aryl group" refers to the case where "substituted or unsubstituted aryl group" is a "substituted aryl group.") In this specification, the term "aryl group" simply includes both "unsubstituted aryl groups" and "substituted aryl groups." A "substituted aryl group" refers to a group in which one or more hydrogen atoms of an "unsubstituted aryl group" are replaced by substituents. Examples of "substituted aryl groups" include the groups in which one or more hydrogen atoms of an "unsubstituted aryl group" in specific example group G1A below are replaced by substituents, and the examples of substituted aryl groups in specific example group G1B below. Note that the examples of "unsubstituted aryl groups" and "substituted aryl groups" listed here are merely examples, and the "substituted aryl groups" described herein also include groups in which the hydrogen atoms bonded to the carbon atom of the aryl group itself in the "substituted aryl group" in specific example group G1B below are further replaced by substituents, and groups in which the hydrogen atoms of the substituent in the "substituted aryl group" in specific example group G1B below are further replaced by substituents.

[0023] • Unsubstituted aryl groups (specific examples group G1A): Phenyl group, p-biphenyl group, m-biphenyl group, o-biphenyl group, p-terphenyl-4-yl group, p-terphenyl-3-yl group, p-terphenyl-2-yl group, m-terphenyl-4-yl group, m-terphenyl-3-yl group, m-terphenyl-2-yl group, o-terphenyl-4-yl group, o-terphenyl-3-yl group, o-terphenyl-2-yl group, 1-Naphthyl group, 2-Naphthyl group, anthryl group, Benzoantryl group, Phenanthryl group, Benzophenanthryl group, Phenalenyl group, Pyrenyl group, Chrysenyl group, Benzocrisenyl group, Triphenylenyl group, benzotriphenylenyl group, Tetraceryl group, Pentacenyl group, Fluorenyl group, 9,9'-Spirobifluorenyl group, Benzofluorenyl group, Dibenzofluorenyl group, Fluoranthenyl group, Benzofluoranthenyl group, Perilenyl group, and 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).

[0024] [ka]

[0025] [ka]

[0026] • Substitutive aryl groups (Specific examples group G1B): o-Tryl group, m-tolyl group, p-tril group, para-xylyl group, meta-xylyl group, ortho-xylyl group, para-isopropylphenyl group, Meta-isopropylphenyl group, ortho-isopropylphenyl group, para-t-butylphenyl group, meta-t-butylphenyl group, ortho-t-butylphenyl group, 3,4,5-trimethylphenyl group, 9,9-dimethylfluorenyl group, 9,9-diphenylfluorenyl group, 9,9-bis(4-methylphenyl)fluorenyl group, 9,9-bis(4-isopropylphenyl)fluorenyl group, 9,9-bis(4-t-butylphenyl)fluorenyl group, Cyanophenyl group, Triphenylsilylphenyl group, Trimethylsilylphenyl group, Phenylnaphthyl group, Naphthylphenyl group, and A group obtained by replacing one or more hydrogen atoms of a monovalent group derived from the ring structure represented by the general formulas (TEMP-1) to (TEMP-15) above with substituents.

[0027] • "Substitutable or unsubstituted heterocyclic groups" The “heterocyclic group” as described herein is a cyclic group containing at least one heteroatom in its ring-forming atoms. Specific examples of heteroatoms include nitrogen, oxygen, sulfur, silicon, phosphorus, and boron. The "heterocyclic group" as described herein is either a monocyclic group or a fused-cyclic group. The term "heterocyclic group" as used herein refers to either an aromatic heterocyclic group or a non-aromatic heterocyclic group. Specific examples of "substituted or unsubstituted heterocyclic groups" as described herein (Specific Examples Group G2) include the following unsubstituted heterocyclic groups (Specific Examples Group G2A) and substituted heterocyclic groups (Specific Examples 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" simply includes both "unsubstituted heterocyclic groups" and "substituted heterocyclic groups." A "substituted heterocyclic group" refers to a group in which one or more hydrogen atoms of an "unsubstituted heterocyclic group" are replaced by substituents. Specific examples of "substituted heterocyclic groups" include the groups in specific example group G2A below in which hydrogen atoms of an "unsubstituted heterocyclic group" are replaced, and the examples of substituted heterocyclic groups in specific example group G2B below. Note that the examples of "unsubstituted heterocyclic groups" and "substituted heterocyclic groups" listed here are merely examples, and the "substituted heterocyclic groups" described herein also include groups in which hydrogen atoms bonded to the ring-forming atoms of the heterocyclic group itself are further replaced by substituents, and groups in which hydrogen atoms of substituents are further replaced by substituents.

[0028] The specific examples group G2A includes, for example, the following unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1), unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2), unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3), and monovalent heterocyclic groups derived by removing one hydrogen atom from the ring structure represented by the following general formulas (TEMP-16) to (TEMP-33) (specific example group G2A4).

[0029] Specific examples group G2B includes, for example, substituted heterocyclic groups containing a nitrogen atom (Specific Examples Group G2B1), substituted heterocyclic groups containing an oxygen atom (Specific Examples Group G2B2), substituted heterocyclic groups containing a sulfur atom (Specific Examples Group G2B3), and groups in which one or more hydrogen atoms of a monovalent heterocyclic group derived from the ring structure represented by the following general formulas (TEMP-16) to (TEMP-33) are replaced by substituents (Specific Examples Group G2B4).

[0030] • Unsubstituted heterocyclic groups containing a nitrogen atom (specific examples group G2A1): Pyrrolyl group, imidazolyl group, Pyrazolyl group, Triazolyl group, Tetrazolyl group, Oxazolyl group, isoxazolyl group, Oxadiazolyl group, Thiazolyl group, isothiazolyl group, Thiadianzolyl group, Pyridyl group, Pyridazinyl group, Pyrimidinyl group, pyrazinyl group, Triazinyl group, Indolyl group, isoindolyl group, indolidinyl group, Quinolidinyl group, quinolyl group, Isoquinolyl group, cinnolyl group, Phthalazinyl group, Quinazolinyl group, Quinoxalinyl group, Benzimidazolyl group, Indazolyl group, Phenanthrolinyl group, Phenantridinyl group, Acridinyl group, Phenazinyl group, Carbazolyl group, Benzocarbazolyl group, Morpholino group, Phenoxadinyl group, Phenothiazinyl group, Azacarbazolyl group and diazacarbazolyl group.

[0031] • Unsubstituted heterocyclic groups containing an oxygen atom (specific examples group G2A2): Frill group, Oxazolyl group, isoxazolyl group, Oxadiazolyl group, xanthenyl group, Benzofuranyl group, Isobenzofuranyl group, Dibenzofuranyl group, Naphthobenzofuranyl group, Benzoxazolyl group, Benzoisoxazolyl group, Phenoxadinyl group, Morpholino group, Dinaphthofuranyl group, Azadibenzofuranyl group, Diazadibenzofuranyl group, Azanaftobenzofuranyl group, and Diazanaphthobenzofuranyl group.

[0032] • Unsubstituted heterocyclic groups containing a sulfur atom (specific examples group G2A3): Thienyl group, Thiazolyl group, isothiazolyl group, Thiadianzolyl group, Benzothiophenyl group (benzothienyl group), Isobenzothiophenyl group (isobenzothienyl group), Dibenzothiophenyl group (dibenzothienyl group), Naphthobenzothiophenyl group (naphthobenzothienyl group), Benzothiazolyl group, Benzoisothiazolyl group, Phenothiazinyl group, Dinaphthothiophenyl group (dinaphthothienyl group), Azadibenzothiophenyl group (azadibenzothienyl group), Diazaazadibenzothiophenyl group (diazaazadibenzothienyl group), Azananofbenzothiophenyl group (azananofbenzothienyl group), and Diazaazananofbenzothiophenyl group (diazaazananofbenzothienyl group).

[0033] · A monovalent heterocyclic group derived by removing one hydrogen atom from the ring structure represented by the following general formulas (TEMP-16) to (TEMP-33) (specific example group G2A4):

[0034] [Chemical formula]

[0035] [Chemical formula]

[0036] In the general formulas (TEMP-16) to (TEMP-33), X A and Y A are each independently an oxygen atom, a sulfur atom, NH, or CH2. However, at least one of X A and Y A is an oxygen atom, a sulfur atom, or NH. In the general formulas (TEMP-16) to (TEMP-33), when at least one of X A and Y A is NH or CH2, the monovalent heterocyclic group derived from the ring structure represented by the general formulas (TEMP-16) to (TEMP-33) includes a monovalent group obtained by removing one hydrogen atom from these NH or CH2.

[0037] · A substituted heterocyclic group containing a nitrogen atom (specific example group G2B1): (9-Phenyl)carbazolyl group, (9-Biphenylyl)carbazolyl group, (9-Phenyl)phenylcarbazolyl group, (9-Naphthyl)carbazolyl group, Diphenylcarbazol-9-yl group, Phenylcarbazol-9-yl group, Methylbenzimidazolyl group, Ethylbenzimidazolyl group, Phenyltriazinyl group, Biphenylyltriazinyl group, Diphenyltriazinyl group, Phenylquinazolinyl group, and Biphenylylquinazolinyl group.

[0038] ·Substituted heterocyclic group containing an oxygen atom (specific example group G2B2): Phenyldibenzofuranyl group, Methyldibenzofuranyl group, t-Butyldibenzofuranyl group, and Monovalent residue of spiro[9H-xanthene-9,9’-[9H]fluorene].

[0039] ·Substituted heterocyclic group containing a sulfur atom (specific example group G2B3): Phenyldibenzothiophenyl group, Methyldibenzothiophenyl group, t-Butyldibenzothiophenyl group, and Monovalent residue of spiro[9H-thioxanthene-9,9’-[9H]fluorene].

[0040] ·A group in which one or more hydrogen atoms of the monovalent heterocyclic group derived from the ring structures represented by the general formulas (TEMP-16) to (TEMP-33) are replaced by substituents (specific example group G2B4):

[0041] The "one or more hydrogen atoms of the monovalent heterocyclic group" refers to the hydrogen atoms bonded to the ring-forming carbon atoms of the monovalent heterocyclic group, X A and Y A When at least one of them is NH, the hydrogen atoms bonded to the nitrogen atom, and X A and Y AThis refers to one or more hydrogen atoms selected from the hydrogen atoms of the methylene group when one of the atoms is CH2.

[0042] • "Substituted or unsubstituted alkyl groups" Specific examples of "substituted or unsubstituted alkyl groups" as described herein (Specific Examples Group G3) include the following unsubstituted alkyl groups (Specific Examples Group G3A) and substituted alkyl groups (Specific Examples Group G3B). (Here, "unsubstituted alkyl group" refers to the case where "substituted or unsubstituted alkyl group" is "unsubstituted alkyl group," and "substituted alkyl group" refers to the case where "substituted or unsubstituted alkyl group" is "substituted alkyl group.") Hereafter, "alkyl group" simply refers to both "unsubstituted alkyl groups" and "substituted alkyl groups." A "substituted alkyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkyl group" are replaced by substituents. Specific examples of "substituted alkyl groups" include the groups in which one or more hydrogen atoms in the "unsubstituted alkyl groups" (specific example group G3A) below are replaced by substituents, and examples of substituted alkyl groups (specific example group G3B). In this specification, the alkyl group in "unsubstituted alkyl group" refers to a linear alkyl group. Therefore, "unsubstituted alkyl groups" include both linear "unsubstituted alkyl groups" and branched "unsubstituted alkyl groups". The examples of "unsubstituted alkyl groups" and "substituted alkyl groups" listed here are merely examples, and the "substituted alkyl groups" described herein also include groups in which the hydrogen atoms of the alkyl group itself in the "substituted alkyl groups" of specific example group G3B are further replaced by substituents, and groups in which the hydrogen atoms of the substituent in the "substituted alkyl groups" of specific example group G3B are further replaced by substituents.

[0043] • Unsubstituted alkyl groups (specific examples group G3A): Methyl group, Ethyl group, n-propyl group, Isopropyl group, n-butyl group, isobutyl group, s-butyl group, and t-butyl group.

[0044] • Substituting alkyl groups (specific examples group G3B): Heptafluoropropyl group (including isomers), Pentafluoroethyl group, 2,2,2-trifluoroethyl group, and Trifluoromethyl group.

[0045] • "Substituted or unsubstituted alkenyl groups" Specific examples of "substituted or unsubstituted alkenyl groups" as described herein (Specific Examples Group G4) include the following unsubstituted alkenyl groups (Specific Examples Group G4A) and substituted alkenyl groups (Specific Examples Group G4B), etc. (Here, "unsubstituted alkenyl group" refers to the case where "substituted or unsubstituted alkenyl group" is an "unsubstituted alkenyl group," and "substituted alkenyl group" refers to the case where "substituted or unsubstituted alkenyl group" is a "substituted alkenyl group.") In this specification, the term "alkenyl group" simply includes both "unsubstituted alkenyl groups" and "substituted alkenyl groups." A "substituted alkenyl group" refers to a group in which one or more hydrogen atoms of an "unsubstituted alkenyl group" are replaced by substituents. Specific examples of "substituted alkenyl groups" include groups in which the "unsubstituted alkenyl group" (Specific Example Group G4A) has substituents, and examples of substituted alkenyl groups (Specific Example Group G4B). Note that the examples of "unsubstituted alkenyl groups" and "substituted alkenyl groups" listed here are merely examples, and the "substituted alkenyl groups" described herein also include groups in which the hydrogen atoms of the alkenyl group itself in the "substituted alkenyl group" of Specific Example Group G4B are further replaced by substituents, and groups in which the hydrogen atoms of the substituent in the "substituted alkenyl group" of Specific Example Group G4B are further replaced by substituents.

[0046] • Unsubstituted alkenyl groups (specific examples group G4A): vinyl group, allyl group, 1-Butenyl group, 2-butenyl group, and 3-Butenyl group.

[0047] • Substitutive alkenyl groups (specific examples group G4B): 1,3-butanedienyl group, 1-methylvinyl group, 1-methylallyl group, 1,1-dimethylallyl group, 2-methylallyl group, and 1,2-dimethylallyl group.

[0048] • "Substituted or unsubstituted alkynyl groups" Specific examples of "substituted or unsubstituted alkynyl groups" as described herein (Specific Examples Group G5) include the following unsubstituted alkynyl groups (Specific Examples Group G5A), etc. (Here, "unsubstituted alkynyl group" refers to the case where "substituted or unsubstituted alkynyl group" is "unsubstituted alkynyl group.") Hereafter, when simply referred to as "alkynyl group," it includes both "unsubstituted alkynyl groups" and "substituted alkynyl groups." A "substituted alkynyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkynyl group" are replaced by substituents. Specific examples of "substituted alkynyl groups" include groups in which one or more hydrogen atoms in an "unsubstituted alkynyl group" (specific example group G5A) are replaced by substituents.

[0049] • Unsubstituted alkynyl groups (specific examples group G5A): Ethynyl group.

[0050] • "Substituted or unsubstituted cycloalkyl groups" Specific examples of "substituted or unsubstituted cycloalkyl groups" as described herein (Specific Examples Group G6) include the following unsubstituted cycloalkyl groups (Specific Examples Group G6A) and substituted cycloalkyl groups (Specific Examples Group G6B), etc. (Here, "unsubstituted cycloalkyl group" refers to the case where "substituted or unsubstituted cycloalkyl group" is "unsubstituted cycloalkyl group," and "substituted cycloalkyl group" refers to the case where "substituted or unsubstituted cycloalkyl group" is "substituted cycloalkyl group.") In this specification, the term "cycloalkyl group" simply includes both "unsubstituted cycloalkyl groups" and "substituted cycloalkyl groups." A "substituted cycloalkyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted cycloalkyl group" are replaced by a substituent. Specific examples of "substituted cycloalkyl groups" include the groups in which one or more hydrogen atoms in an "unsubstituted cycloalkyl group" (specific example group G6A) are replaced by a substituent, and examples of substituted cycloalkyl groups (specific example group G6B). It should be noted that the examples of "unsubstituted cycloalkyl groups" and "substituted cycloalkyl groups" listed here are merely examples, and the "substituted cycloalkyl groups" described herein also include groups in which one or more hydrogen atoms bonded to the carbon atom of the cycloalkyl group itself are replaced by a substituent, and groups in which the hydrogen atoms of the substituent in the "substituted cycloalkyl group" of specific example group G6B are further replaced by a substituent.

[0051] • Unsubstituted cycloalkyl groups (specific examples group G6A): Cyclopropyl group, Cyclobutyl group, Cyclopentyl group, Cyclohexyl group, 1-adamantyl group, 2-adamantyl group, 1-norbornyl group, and 2-norbornyl group.

[0052] • Substituting cycloalkyl groups (specific examples group G6B): 4-methylcyclohexyl group.

[0053] · "-Si(R 901 )(R 902 )(R 903 ) represented by the base -Si(R 901 )(R 902 )(R 903 ) Examples of the base represented by (Example Group G7) are: -Si(G1)(G1)(G1), -Si(G1)(G2)(G2), -Si(G1)(G1)(G2), -Si(G2)(G2)(G2), -Si(G3)(G3)(G3), and -Si(G6)(G6)(G6) Here are some examples. G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in specific example group G6. In -Si(G1)(G1)(G1), the multiple G1s are either identical or different from one another. In -Si(G1)(G2)(G2), the multiple G2s are either identical or different from one another. In -Si(G1)(G1)(G2), the multiple G1s are either identical or different from one another. In -Si(G2)(G2)(G2), the multiple G2s are either identical or different from one another. In -Si(G3)(G3)(G3), the multiple G3s are either identical or different from one another. In -Si(G6)(G6)(G6), the multiple G6s are either identical or different from one another.

[0054] ·「-O-(R 904 ) a base represented by The following information is provided in this specification -O-(R904 ) Examples of the base represented by (Example Group G8) are: -O(G1), -O(G2), -O(G3), and -O(G6) These are some examples. Here, G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in specific example group G6.

[0055] · "-S-(R 905 ) a base represented by The following information pertains to the -S-(R 905 ) Examples of the base represented by (example group G9) are: -S(G1), -S(G2), -S(G3), and -S(G6) These are some examples. Here, G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in specific example group G6.

[0056] · "-N(R 906 )(R 907 ) a base represented by -N(R) as described in this specification 906 )(R 907 ) Examples of the base represented by (Example Group G10) are: -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(G6)(G6) These are some examples. Here, G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in specific example group G6. In -N(G1)(G1), multiple G1s are either identical or different from one another. In -N(G2)(G2), multiple G2s are either identical or different from one another. In -N(G3)(G3), multiple G3s are either identical or different from one another. In -N(G6)(G6), multiple G6s are either identical or different from one another.

[0057] • "Halogen atom" Specific examples of "halogen atoms" as described herein (Specific Examples Group G11) include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms.

[0058] • "Substituted or unsubstituted fluoroalkyl groups" The terms "substituted or unsubstituted fluoroalkyl groups" as used herein refer to groups in which at least one hydrogen atom bonded to the carbon atoms constituting the alkyl group is replaced by a fluorine atom, and also include groups in which all hydrogen atoms bonded to the carbon atoms constituting the alkyl group are replaced by fluorine atoms (perfluoro groups). The number of carbon atoms in an "unsubstituted fluoroalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein. A "substituted fluoroalkyl group" refers to a group in which one or more hydrogen atoms of a "fluoroalkyl group" are replaced by substituents. The terms "substituted fluoroalkyl groups" as used herein also include groups in which one or more hydrogen atoms bonded to the carbon atoms of the alkyl chain are further replaced by substituents, and groups in which one or more hydrogen atoms of a substituent are further replaced by substituents. Specific examples of "unsubstituted fluoroalkyl groups" include the example of a group in which one or more hydrogen atoms of the aforementioned "alkyl group" (specific example group G3) are replaced by fluorine atoms.

[0059] • "Substituted or unsubstituted haloalkyl groups" The terms "substituted or unsubstituted haloalkyl groups" as used herein refer to groups in which at least one hydrogen atom bonded to the carbon atoms constituting the alkyl group is replaced by a halogen atom, and also include groups in which all hydrogen atoms bonded to the carbon atoms constituting the alkyl group are replaced by halogen atoms. The number of carbon atoms in an "unsubstituted haloalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein. A "substituted haloalkyl group" refers to a group in which one or more hydrogen atoms of a "haloalkyl group" are replaced by substituents. The terms "substituted haloalkyl groups" as used herein also include groups in which one or more hydrogen atoms bonded to the carbon atoms of the alkyl chain are further replaced by substituents, and groups in which one or more hydrogen atoms of a substituent are further replaced by substituents. Specific examples of "unsubstituted haloalkyl groups" include groups in which one or more hydrogen atoms of the aforementioned "alkyl group" (specific example group G3) are replaced by halogen atoms. Haloalkyl groups are sometimes referred to as alkyl halogens.

[0060] • "Substituted or unsubstituted alkoxy groups" A specific example of a "substituted or unsubstituted alkoxy group" as described herein is a group represented by -O(G3), where G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. The number of carbon atoms in the "unsubstituted alkoxy group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein.

[0061] • "substituted or unsubstituted alkylthio groups" A specific example of the "substituted or unsubstituted alkylthio group" described herein is the group represented by -S(G3), where G3 is the "substituted or unsubstituted alkyl group" described in specific example group G3. The number of carbon atoms in the "unsubstituted alkylthio group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein.

[0062] • "Substituted or unsubstituted aryloxy groups" A specific example of a "substituted or unsubstituted aryloxy group" as described herein is a group represented by -O(G1), where G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. The number of ring-forming carbon atoms of the "unsubstituted aryloxy group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein.

[0063] • "Substituted or unsubstituted arylthio groups" A specific example of the "substituted or unsubstituted arylthio group" described herein is the group represented by -S(G1), where G1 is the "substituted or unsubstituted aryl group" described in specific example group G1. The number of ring-forming carbon atoms of the "unsubstituted arylthio group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified herein.

[0064] • "Substituted or unsubstituted trialkylsilyl groups" A specific example of the "trialkylsilyl group" described herein is a group represented by -Si(G3)(G3)(G3), where G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. The multiple G3s in -Si(G3)(G3)(G3) are either identical or different from one another. Unless otherwise specified herein, the number of carbon atoms in each alkyl group of the "trialkylsilyl group" is 1 to 50, preferably 1 to 20, and more preferably 1 to 6.

[0065] • "Substituted or unsubstituted aralkyl groups" Specific examples of the "substituted or unsubstituted aralkyl group" described herein include the group represented by -(G3)-(G1), where G3 is the "substituted or unsubstituted alkyl group" described in specific example group G3, and G1 is the "substituted or unsubstituted aryl group" described in specific example group G1. Therefore, an "aralkyl group" is a group in which the hydrogen atom of an "alkyl group" is replaced by an "aryl group" as a substituent, and is one form of a "substituted alkyl group." An "unsubstituted aralkyl group" is an "unsubstituted alkyl group" in which an "unsubstituted aryl group" is substituted, and the number of carbon atoms in the "unsubstituted aralkyl group" is 7 to 50, preferably 7 to 30, and more preferably 7 to 18, unless otherwise specified herein. Specific examples of "substituted or unsubstituted aralkyl groups" include benzyl group, 1-phenylethyl group, 2-phenylethyl group, 1-phenylisopropyl group, 2-phenylisopropyl group, phenyl-t-butyl group, α-naphthylmethyl group, 1-α-naphthylethyl group, 2-α-naphthylethyl group, 1-α-naphthylisopropyl group, 2-α-naphthylisopropyl group, β-naphthylmethyl group, 1-β-naphthylethyl group, 2-β-naphthylethyl group, 1-β-naphthylisopropyl group, and 2-β-naphthylisopropyl group.

[0066] Unless otherwise specified herein, the substituted or unsubstituted aryl groups are preferably phenyl, p-biphenyl, m-biphenyl, o-biphenyl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-terphenyl-4-yl, o-terphenyl-3-yl, o-terphenyl-2-yl, 1-naphthyl, 2-naphthyl, anthryl, phenanthryl, pyrenyl, chrysenyl, triphenylenyl, fluorenyl, 9,9'-spirobifluorenyl, 9,9-dimethylfluorenyl, and 9,9-diphenylfluorenyl.

[0067] Unless otherwise specified herein, the substituted or unsubstituted heterocyclic groups are preferably pyridyl, pyrimidinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, benzimidazolyl, phenanthrolinyl, carbazolyl (1-carbazolyl, 2-carbazolyl, 3-carbazolyl, 4-carbazolyl, or 9-carbazolyl), benzocarbazolyl, azacarbazolyl, diazacarbazolyl, dibenzofuranyl, naphthobenzofuranyl, azadibenzofuranyl, diazadibenzofuranyl, dibenzothiophenyl, naphthobenzothiophenyl, aza These include dibenzothiophenyl group, diazadibenzothiophenyl group, (9-phenyl)carbazolyl group ((9-phenyl)carbazole-1-yl group, (9-phenyl)carbazole-2-yl group, (9-phenyl)carbazole-3-yl group, or (9-phenyl)carbazole-4-yl group), (9-biphenylyl)carbazolyl group, (9-phenyl)phenylcarbazolyl group, diphenylcarbazole-9-yl group, phenylcarbazole-9-yl group, phenyltriazinyl group, biphenylyltriazinyl group, diphenyltriazinyl group, phenyldibenzofuranyl group, and phenyldibenzothiophenyl group, etc.

[0068] In this specification, unless otherwise specified, the carbazolyl group is specifically one of the following groups:

[0069] [ka]

[0070] In this specification, unless otherwise specified, the (9-phenyl)carbazolyl group is specifically one of the following groups:

[0071] [ka]

[0072] In the above general formulas (TEMP-Cz1) to (TEMP-Cz9), * represents a bond position.

[0073] In this specification, unless otherwise specified, the dibenzofuranyl group and the dibenzothiophenyl group are specifically any of the following groups:

[0074] [ka]

[0075] In the general formulas (TEMP-34) to (TEMP-41) above, * represents a bond position.

[0076] Unless otherwise specified herein, the substituted or unsubstituted alkyl groups are preferably methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, and t-butyl groups.

[0077] • "Substituted or unsubstituted arylene group" Unless otherwise specified, the "substituted or unsubstituted arylene group" described herein is a divalent group derived by removing one hydrogen atom from the aryl ring of the "substituted or unsubstituted aryl group" described above. Specific examples of the "substituted or unsubstituted arylene group" (Specific Examples Group G12) include the divalent group derived by removing one hydrogen atom from the aryl ring of the "substituted or unsubstituted aryl group" described in Specific Examples Group G1.

[0078] • "Substitutable or unsubstituted divalent heterocyclic groups" Unless otherwise specified, the “substituted or unsubstituted divalent heterocyclic groups” described herein refer to divalent groups derived by removing one hydrogen atom from the heterocycle of the “substituted or unsubstituted heterocyclic groups” described above. Specific examples of “substituted or unsubstituted divalent heterocyclic groups” (Specific Examples Group G13) include the divalent groups derived by removing one hydrogen atom from the heterocycle of the “substituted or unsubstituted heterocyclic groups” described in Specific Examples Group G2.

[0079] • "Substituted or unsubstituted alkylene groups" Unless otherwise specified, the "substituted or unsubstituted alkylene groups" described herein are divalent groups derived by removing one hydrogen atom from the alkyl chain of the "substituted or unsubstituted alkyl groups" described above. Specific examples of "substituted or unsubstituted alkylene groups" (Specific Examples Group G14) include the divalent groups derived by removing one hydrogen atom from the alkyl chain of the "substituted or unsubstituted alkyl groups" described in Specific Examples Group G3.

[0080] Unless otherwise specified herein, the substituted or unsubstituted arylene groups are preferably any of the following general formulas (TEMP-42) to (TEMP-68).

[0081] [ka]

[0082] [ka]

[0083] In the above general formulas (TEMP-42) to (TEMP-52), Q1 to Q 10 Each of these is independently either a hydrogen atom or a substituent. In the general formulas (TEMP-42) to (TEMP-52) above, * represents a bond position.

[0084] [ka]

[0085] In the above general formulas (TEMP-53) to (TEMP-62), Q1 to Q 10 Each of these is independently either a hydrogen atom or a substituent. Equations Q9 and Q 10 These elements may be bonded to each other via single bonds to form a ring. In the general formulas (TEMP-53) to (TEMP-62) above, * represents a bond position.

[0086] [ka]

[0087] In the general formulas (TEMP-63) to (TEMP-68) above, Q1 to Q8 are each independently a hydrogen atom or a substituent. In the general formulas (TEMP-63) to (TEMP-68) above, * represents a bond position.

[0088] Unless otherwise specified herein, the substituted or unsubstituted divalent heterocyclic groups described herein are preferably any of the following general formulas (TEMP-69) to (TEMP-102).

[0089] [ka]

[0090] [ka]

[0091] [ka]

[0092] In the general formulas (TEMP-69) to (TEMP-82) above, Q1 to Q9 are each independently a hydrogen atom or a substituent.

[0093] [ka]

[0094] [ka]

[0095] [ka]

[0096] [ka]

[0097] In the general formulas (TEMP-83) to (TEMP-102) above, Q1 to Q8 are each independently a hydrogen atom or a substituent.

[0098] The above is a description of the substituents described herein.

[0099] • "When they combine to form a ring" In this specification, the phrase "one or more pairs of adjacent elements join together to form a substituted or unsubstituted monoring, join together to form a substituted or unsubstituted fused ring, or do not join together" means the case where "one or more pairs of adjacent elements join together to form a substituted or unsubstituted monoring," the case where "one or more pairs of adjacent elements join together to form a substituted or unsubstituted fused ring," and the case where "one or more pairs of adjacent elements do not join together." In this specification, the cases in which "one or more pairs of adjacent elements bond to each other to form a substituted or unsubstituted monoring" and "one or more pairs of adjacent elements bond to each other to form a substituted or unsubstituted fused ring" (hereinafter, these cases may be collectively referred to as "cases where elements bond to form a ring") will be explained below. An example will be given of an anthracene compound represented by the following general formula (TEMP-103), whose parent skeleton is an anthracene ring.

[0100] [ka]

[0101] For example, R921 ~R 930 In the case where "one or more pairs of adjacent groups are joined together to form a ring," the pairs of adjacent groups that make up one set are R 921 and R 922 The pair, R 922 and R 923 The pair, R 923 and R 924 The pair, R 924 and R 930 The pair, R 930 and R 925 The pair, R 925 and R 926 The pair, R 926 and R 927 The pair, R 927 and R 928 The pair, R 928 and R 929 The pair with, and R 929 and R 921 They are a pair.

[0102] The phrase "one or more pairs" above means that two or more pairs of adjacent pairs may simultaneously form a ring. For example, R 921 and R 922 and are joined to form a ring Q A Forms R 925 and R 926 and are joined to form a ring Q B If the above general formula (TEMP-103) is formed, the anthracene compound represented by the above general formula (TEMP-104) is represented by the following general formula (TEMP-104).

[0103] [ka]

[0104] The case where "two or more adjacent elements form a ring" includes not only cases where two adjacent elements are joined, as in the example above, but also cases where three or more adjacent elements are joined. For example, R 921 and R 922 and are joined to form a ring Q A Forms R 922 and R923 and are joined to form a ring Q C It forms three adjacent (R 921 , R 922 and R 923 This refers to the case where a set consisting of ) is bonded to each other to form a ring and condenses onto the anthracene matrix skeleton, in which case the anthracene compound represented by the above general formula (TEMP-103) is represented by the following general formula (TEMP-105). In the following general formula (TEMP-105), ring Q A and ring Q C R 922 Share.

[0105] [ka]

[0106] The formed "mono-ring" or "condensed-ring" may be saturated or unsaturated, based solely on the structure of the formed ring. Even when "a pair of adjacent rings" forms a "mono-ring" or "condensed-ring," the "mono-ring" or "condensed-ring" can be saturated or unsaturated. For example, ring Q formed in the general formula (TEMP-104) A and ring Q B These are, respectively, a "single ring" or a "condensed ring". Also, ring Q formed in the general formula (TEMP-105) is A , and ring Q C This is a "condensed ring". The ring Q of the general formula (TEMP-105) A and Q C This refers to the Q environment. A and Q C The ring Q of the general formula (TMEP-104) is formed by the condensation of the two rings. A If it is a benzene ring, then ring Q A It is a single ring. The ring Q of the general formula (TMEP-104) A If it is a naphthalene ring, then ring Q A It is a condensed ring.

[0107] An "unsaturated ring" refers to an aromatic hydrocarbon ring or an aromatic heterocycle. A "saturated ring" refers to an aliphatic hydrocarbon ring or a non-aromatic heterocycle. Specific examples of aromatic hydrocarbon rings include structures in which the groups listed as examples in specific example group G1 are terminated by hydrogen atoms. A concrete example of an aromatic heterocycle is the structure in which the aromatic heterocycle group listed as a concrete example in concrete example group G2 is terminated by a hydrogen atom. Specific examples of aliphatic hydrocarbon rings include structures in which the groups listed as examples in example group G6 are terminated by hydrogen atoms. "To form a ring" means to form a ring with only multiple atoms of the parent skeleton, or with multiple atoms of the parent skeleton and one or more additional arbitrary elements. For example, as shown in the general formula (TEMP-104), 921 and R 922 A ring Q is formed when these two elements are bonded together. A R 921 The carbon atoms of the anthracene skeleton to which R is bonded, 922 It refers to a ring formed by the carbon atoms of the anthracene skeleton to which the R atoms are bonded, and one or more arbitrary elements. A specific example is R 921 and R 922 And the environment Q A When forming R 921 The carbon atoms of the anthracene skeleton to which R is bonded, 922 When the carbon atoms of the anthracene skeleton bonded to the four carbon atoms form a monocyclic unsaturated ring, R 921 and R 922 The ring formed by these two is a benzene ring.

[0108] Here, "any element" is preferably at least one element selected from the group consisting of carbon, nitrogen, oxygen, and sulfur, unless otherwise specified herein. In any element (for example, carbon or nitrogen), bonds that do not form a ring may be terminated with a hydrogen atom or the like, or substituted with "any substituent" as described later. If any element other than carbon is included, the formed ring is a heterocycle. The "one or more arbitrary elements" constituting the monoring or fused ring are preferably 2 to 15, more preferably 3 to 12, and even more preferably 3 to 5, unless otherwise specified herein. Unless otherwise specified herein, the preferred form is a monoring or a fused ring. Unless otherwise specified herein, the "unsaturated ring" is preferred over the "saturated ring". Unless otherwise specified herein, “monocyclic” is preferably a benzene ring. Unless otherwise specified herein, the “unsaturated ring” is preferably a benzene ring. When "one or more sets of two or more adjacent elements" "bond to each other to form a substituted or unsubstituted monoring" or "bond to each other to form a substituted or unsubstituted fused ring", unless otherwise specified herein, preferably, one or more sets of two or more adjacent elements bond to each other to form a substituted or unsubstituted "unsaturated ring" consisting of multiple atoms of the parent skeleton and at least one element selected from the group consisting of carbon, nitrogen, oxygen, and sulfur elements, ranging from one to fifteen.

[0109] When the above-mentioned "monocyclic ring" or "fused ring" has substituents, the substituents are, for example, "any substituents" as described later. Specific examples of substituents when the above-mentioned "monocyclic ring" or "fused ring" has substituents are the substituents described in the section "Substituents as described herein" above. When the above-mentioned "saturated ring" or "unsaturated ring" has substituents, the substituents are, for example, "any substituents" as described later. Specific examples of substituents when the above-mentioned "mono-ring" or "fused ring" has substituents are the substituents described in the section "Substituents as described herein" above. The above explains the cases in which "one or more pairs of adjacent elements combine to form a substituted or unsubstituted monoring" and "one or more pairs of adjacent elements combine to form a substituted or unsubstituted fused ring" ("the case of combining to form a ring").

[0110] • Substituents in the phrase "substituted or unsubstituted" In one embodiment described herein, the substituent referred to as "substituted or unsubstituted" (which may be referred to herein as "any substituent") is, for example, Unsubstituted alkyl groups with 1 to 50 carbon atoms, Unsubstituted alkenyl groups with 2 to 50 carbon atoms, Unsubstituted alkynyl groups with 2 to 50 carbon atoms, Unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atom, cyano group, nitro group, Unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms, and Unsubstituted heterocyclic groups with 5 to 50 ring-forming atoms It is a base selected from the group consisting of, Here, R 901 ~R 907 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 If there are two or more of them, then there are two or more R 901 They are either identical or different from each other. R 902 If there are two or more of them, then there are two or more R 902 They are either identical or different from each other. R903 If there are two or more of them, then there are two or more R 903 They are either identical or different from each other. R 904 If there are two or more of them, then there are two or more R 904 They are either identical or different from each other. R 905 If there are two or more of them, then there are two or more R 905 They are either identical or different from each other. R 906 If there are two or more of them, then there are two or more R 906 They are either identical or different from each other. R 907 If there are two or more of them, then there are two or more R 907 They are either identical or different from one another.

[0111] In one embodiment, the substituent in the case of "substituted or unsubstituted" is: Alkyl alkyl groups with 1 to 50 carbon atoms, A ring-forming aryl group with 6 to 50 carbon atoms, and Heterocyclic groups with 5 to 50 ring-forming atoms It is a group selected from the group consisting of the following.

[0112] In one embodiment, the substituent in the case of "substituted or unsubstituted" is: Alkyl alkyl groups with 1 to 18 carbon atoms, Ring-forming aryl groups with 6 to 18 carbon atoms, and Heterocyclic groups with 5 to 18 ring-forming atoms It is a group selected from the group consisting of the following.

[0113] Specific examples of each of the above-mentioned substituents are the specific examples of substituents described in the section "Substituents as described herein" above.

[0114] Unless otherwise specified herein, adjacent substituents may form a "saturated ring" or an "unsaturated ring," preferably a substituted or unsubstituted saturated five-membered ring, a substituted or unsubstituted saturated six-membered ring, a substituted or unsubstituted unsaturated five-membered ring, or a substituted or unsubstituted unsaturated six-membered ring, and more preferably a benzene ring. Unless otherwise specified herein, any substituent may have further substituents, such as those described above.

[0115] In this specification, a numerical range expressed using "AA~BB" means a range that includes the numerical value AA, which is listed before "AA~BB", as the lower limit, and the numerical value BB, which is listed after "AA~BB", as the upper limit.

[0116] In this specification, the expression "A≧B" means that the value of A is equal to the value of B, or that the value of A is greater than the value of B. In this specification, the expression "A ≤ B" means that the value of A is equal to the value of B, or that the value of A is less than the value of B.

[0117] [First Embodiment] <Compound> The compound according to the first embodiment is a compound represented by the following formula (1).

[0118] [ka]

[0119] (In the above formula (1), Z1, Z2, and Z3 are each independently a nitrogen atom or C(R 31 ) and However, at least two of Z1 to Z3 are nitrogen atoms. Ring A 12 It is a polycyclic ring, either substituted or unsubstituted, and ring A 12A polycyclic ring comprises one or more rings selected from the group consisting of fused heterocycles, bridging rings, fused hydrocarbon rings, and spirocycles. One or more pairs of adjacent elements from R1, R2, R3, R4, R5, R6, R7, and R8 are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , and R 18 Of these, one or more pairs consisting of two or more adjacent items, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 , and R 28 Of these, one or more pairs consisting of two or more adjacent items, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R 31 , A1, A4, and R1~R8, R which do not form the substituted or unsubstituted monoring and do not form the substituted or unsubstituted condensed ring. 11 ~R 18 , and R 21 ~R 28 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 A base represented by ) -O-(R 904 A base represented by ) -S-(R 905 A base represented by ) -N(R 906 )(R 907 A base represented by ) Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, -P(=O)(R 931 )(R 932 A base represented by ) -Ge(R 933 )(R 934 )(R 935 A base represented by ) -B(R 936 )(R 937 A base represented by ) -B(OR 938 )(OR 939 A base represented by ) -OS(=O)2(R 940 A base represented by ) A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 ~R 907 , R 801 ~R 802 , and R 931 ~R 940 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 If multiple R 901 They are either identical or different from one another. R 902 If multiple R 902 They are either identical or different from one another. R 903 If multiple R 903 They are either identical or different from one another. R 904 If multiple R 904 They are either identical or different from one another. R 905 If multiple R 905 They are either identical or different from one another. R 906 If multiple R 906 They are either identical or different from one another. R 907 If multiple R 907 They are either identical or different from one another. R 801 If multiple R 801 They are either identical or different from one another. R 802 If multiple R 802 They are either identical or different from one another. R 931 If multiple R 931 They are either identical or different from one another. R 932 If multiple R 932 They are either identical or different from one another. R 933 If multiple R 933They are either identical or different from one another. R 934 If multiple R 934 They are either identical or different from one another. R 935 If multiple R 935 They are either identical or different from one another. R 936 If multiple R 936 They are either identical or different from one another. R 937 If multiple R 937 They are either identical or different from one another. R 938 If multiple R 938 They are either identical or different from one another. R 939 If multiple R 939 They are either identical or different from one another. R 940 If multiple R 940 They are either identical or different to one another.

[0120] According to the compound of this embodiment, the luminescence efficiency of an organic electroluminescent element can be improved.

[0121] The compound according to this embodiment is a ring A represented by the following formula (1x) 14 (A benzene ring to which A1 and A4 are bonded) and ring A represented by the following formula (1y) 12 And, Ring A 14 The compound according to this embodiment has a group represented by the following formula (1z) bonded to the position indicated by *1, and a group represented by the following formula (1w) bonded to the position indicated by *2. 14 A group represented by the following formula (1w) is bonded to the ortho position of the carbon atom, and further, ring A 14 At position a, a predetermined polycyclic ring A 12It has a condensed structure. Having such a structure, the compound according to this embodiment is thought to be able to improve the luminescence efficiency of organic EL elements.

[0122] [ka]

[0123] (In the above (1x), (1y), (1z), and (1w), *1 indicates the bond position with the group represented by formula (1z), *2 indicates the bond position with the group represented by formula (1w), *3 is ring A represented by equation (1x). 14 It shows the bonding position with, *4 is ring A represented by equation (1x). 14 It shows the bonding position with, a is the ring A represented by equation (1y). 12 The condensation position is shown, b is the ring A represented by equation (1x). 14 The condensation position is shown, Other symbols have the same meaning as the symbols shown in formula (1) above.

[0124] In the compound represented by formula (1) above, ring A 12 The "number of ring-forming atoms" is ring A 12 Ring A into which the two condense 14 This includes the number of carbon atoms shared with the benzene ring (to which A1 and A4 are bonded). For example, ring A 12 When is a benzofuran ring, the compound represented by formula (1) is the compound represented by the following formula (a1), and ring A 12 The number of ring-forming atoms is "9". Ring A is in the following formula (a1) 12 The numbers shown illustrate an example of how to count the number of ring-forming atoms in ring A. 12 Of the nine carbon atoms that make up the ring, the second and third carbon atoms in formula (a1) below are ring A 14 It is shared with them.

[0125] [ka]

[0126] In one embodiment, the compound represented by formula (1) is C(R) 31 ) If R 31 R1 to R8, R, which do not form a substituted or unsubstituted monoring and do not form a substituted or unsubstituted condensed ring. 11 ~R 18 , and R 21 ~R 28 Any pair consisting of any of the above cannot be combined with each other. In one embodiment, the compound represented by formula (1) is C(R) 31 ) If R 31 The pairs consisting of A1 and A4 do not combine with each other.

[0127] In one embodiment of the compound represented by formula (1), R 31 A1, A4, R1~R8, R 11 ~R 18 , and R 21 ~R 28 It does not combine with it. In one embodiment of the compound represented by formula (1), A1 is R1 to R8, R 11 ~R 18 , and R 21 ~R 28 It does not combine with it. In one embodiment of the compound represented by formula (1), A4 is R1 to R8, R 11 ~R 18 , and R 21 ~R 28 It does not combine with it.

[0128] In the compound represented by formula (1) above, it is preferable that all of Z1 to Z3 are nitrogen atoms. In the compound represented by formula (1) above, two of Z1 to Z3 are nitrogen atoms, and one is C(R) 31 It is also preferable that it be ). In the compound represented by formula (1) above, Z1 and Z3 are nitrogen atoms, and Z2 is C(R 31 ) and R 31 It is also preferable that it be a hydrogen atom. In the compound represented by formula (1) above, Z1 and Z2 are nitrogen atoms, and Z3 is C(R 31 ) and R 31 It is also preferable that it be a hydrogen atom.

[0129] In the compound represented by formula (1) above, ring A 12 It is also preferable that it contains at least one substituted or unsubstituted fused heterocycle. In the compound represented by formula (1) above, ring A 12 It is also preferable that it be a substituted or unsubstituted condensed heteroalgebra. In the compound represented by formula (1) above, ring A 12 The condensed heterocycle may further have substituted or unsubstituted bridging structures.

[0130] In the compound represented by formula (1) above, ring A 12 The fused heterocycle may also preferably contain one to three heteroatoms as ring-forming atoms. In the compound represented by formula (1) above, ring A 12 If the material contains heteroatoms, it is preferable that the heteroatoms are one, two, or three types selected from the group consisting of oxygen atoms, nitrogen atoms, silicon atoms, and sulfur atoms.

[0131] In the compound represented by formula (1) above, ring A 12 It is also preferable that the ring contains at least one substituted or unsubstituted crosslinking ring. In the compound represented by formula (1) above, ring A 12 It is also preferable that the crosslinking ring be substituted or unsubstituted.

[0132] In the compound represented by formula (1) above, ring A 12 It is also preferable that it contains at least one substituted or unsubstituted condensed hydrocarbon ring. In the compound represented by formula (1) above, ring A 12 It is also preferable that it be a substituted or unsubstituted condensed hydrocarbon ring. In the compound represented by formula (1) above, ring A 12 The condensed hydrocarbon ring may further have a substituted or unsubstituted crosslinked structure.

[0133] In the compound represented by formula (1) above, ring A 12 The substituted or unsubstituted condensed hydrocarbon ring preferably contains at least one substituted or unsubstituted five-membered ring, and more preferably contains at least one substituted or unsubstituted five-membered ring and at least one substituted or unsubstituted six-membered ring.

[0134] In the compound represented by formula (1) above, ring A 12 The condensed hydrocarbon ring may preferably be a substituted or unsubstituted indene ring, and the 5-membered ring of the indene ring is ring A 14 It is preferable that the benzene ring to which A1 and A4 are bonded is condensed.

[0135] In the compound represented by formula (1) above, ring A 12 A substituted or unsubstituted indene ring and ring A 14 It is also preferable that a substituted or unsubstituted fluorene ring is formed by condensation with (the benzene ring to which A1 and A4 are bonded).

[0136] In the compound represented by formula (1) above, ring A 12 It is also preferable that the ring contains at least one substituted or unsubstituted spiro ring. In the compound represented by formula (1) above, ring A 12 It is also preferable that the spiro ring be substituted or unsubstituted. In the compound represented by formula (1) above, ring A 12 The spiro ring may further have a substituted or unsubstituted cross-linked structure.

[0137] In the compound represented by formula (1) above, ring A 12 It is also preferable that the hydrocarbon ring be substituted or unsubstituted.

[0138] In the compound represented by formula (1) above, ring A 12 Preferably, it contains one or more deuterium atoms. In the compound represented by formula (1), ring A 12 It is also preferable that all of the hydrogen atoms contained are deuterium atoms.

[0139] The compound represented by formula (1) is preferably a compound represented by the following formula (1A) or (1B).

[0140] [ka]

[0141] (In the above formulas (1A) and (1B), Z1-Z3, A1, A4, R1-R8, R 11 ~R 18 , and R 21 ~R 28 These correspond to Z1-Z3, A1, A4, R1-R8, and R in formula (1) above, respectively. 11 ~R 18 , and R 21 ~R 28 It is synonymous with, X1 and X2 are independent of each other. single bond, oxygen atom, Sulfur atom, N(Ru), Si(Rw)(Rx) or C(Ry)(Rz), X1 and X2 cannot be single bonds at the same time. A set consisting of Rw and Rx, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, A set consisting of Ry and Rz, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, Ru, and Rw, Rx, Ry, and Rz, which do not form the substituted or unsubstituted monoring and do not form the substituted or unsubstituted fused ring, are each independently: Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 41 , R 42 , R 43 , and R 44 Of these, one or more pairs consisting of two or more adjacent items, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, X3 is CR A And, X4 is CR B And, R A and R B They are either identical or different from one another. L1 and L2 operate independently of each other. Substituted or unsubstituted ring-forming arylene groups with 6 to 50 carbon atoms, Divalent heterocyclic groups with 5 to 30 substituted or unsubstituted ring-forming atoms, Substituted or unsubstituted ring-forming cycloalkylene groups with 3 to 50 carbon atoms, CR 51 R 52 A divalent group represented by CR 53 R 54 -CR 55 R 56 A divalent group represented by, or CR 57 =CR 58 It is a divalent group represented by , L1 and L2 are either identical or different from each other. R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 41 ~R 44 , and R A , R B , R 51 , R 52 , R 53 , R 54 , R 55 , R 56 , R 57 and R 58 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 A base represented by ) -O-(R 904 A base represented by ) -S-(R 905 A base represented by ) -N(R 906 )(R 907 A base represented by ) Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, -P(=O)(R 931 )(R 932 A base represented by ) -Ge(R933 )(R 934 )(R 935 A base represented by ) -B(R 936 )(R 937 A base represented by ) -B(OR 938 )(OR 939 A base represented by ) -OS(=O)2(R 940 A base represented by ) A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 ~R 907 , R 801 ~R 802 , and R 931 ~R 940 These are, respectively, R in equation (1) above. 901 ~R 907 , R 801 ~R 802 , and R 931 ~R 940 (This is synonymous with...)

[0142] In the compound represented by the above formula (1A), R 41 ~R 44 It is preferable that no pairs of adjacent elements are linked to each other.

[0143] In the compound represented by the above formula (1A), R 41 ~R 44 Preferably, all of them are hydrogen atoms, R 41 ~R 44 It is more preferable that all of them are light hydrogen atoms.

[0144] In the compound represented by formula (1A), it is preferable that X1 is an oxygen atom, a sulfur atom, N(Ru), or Si(Rw)(Rx), and X2 is a single bond or C(Ry)(Rz).

[0145] In the compound represented by formula (1A), it is preferable that X1 or X2 in formula (1A) is an oxygen atom. In the compound represented by formula (1A) above, it is preferable that X1 is an oxygen atom.

[0146] In the compound represented by formula (1A) above, it is preferable that X1 is an oxygen atom and X2 is a single bond. In this case, the compound according to this embodiment is represented by the following formula (1A-1).

[0147] In the compound represented by formula (1A) above, it is preferable that X1 is a sulfur atom and X2 is a single bond. In this case, the compound according to this embodiment is represented by the following formula (1A-2).

[0148] In the compound represented by formula (1A), it is preferable that X1 is a single bond and X2 is an oxygen atom. In this case, the compound according to this embodiment is represented by the following formula (1A-3).

[0149] In the compound represented by formula (1A) above, it is preferable that X1 is a single bond and X2 is a sulfur atom. In this case, the compound according to this embodiment is represented by the following formula (1A-4).

[0150] [ka]

[0151] [ka]

[0152] (In the above formulas (1A-1), (1A-2), (1A-3), and (1A-4), A1, A4, Z1~Z3, R1~R8, R 11 ~R 18 , R 21 ~R 28 , and R 41 ~R 44 These correspond to A1, A4, Z1~Z3, R1~R8, and R in equation (1A), respectively. 11~R 18 , R 21 ~R 28 , and R 41 ~R 44 (This is synonymous with...)

[0153] In the compound represented by formula (1A) above, it is preferable that X1 is a single bond and X2 is N(Ru). In this case, the compound according to this embodiment is represented by the following formula (1A-5).

[0154] In the compound represented by formula (1A) above, it is preferable that X1 is N(Ru) and X2 is a single bond. In this case, the compound according to this embodiment is represented by the following formula (1A-6).

[0155] [ka]

[0156] (In the above formulas (1A-5) and (1A-6), Ru, A1, A4, Z1~Z3, R1~R8, R 11 ~R 18 , R 21 ~R 28 , and R 41 ~R 44 These are Ru, A1, A4, Z1~Z3, R1~R8, and R in equation (1A), respectively. 11 ~R 18 , R 21 ~R 28 , and R 41 ~R 44 (This is synonymous with...)

[0157] In the compound represented by formula (1A), it is preferable that X1 is a single bond and X2 is C(Ry)(Rz). In this case, the compound according to this embodiment is represented by the following formula (1A-11).

[0158] In the compound represented by formula (1A), it is preferable that X1 is a single bond and X2 is Si(Rw)(Rx). In this case, the compound according to this embodiment is represented by the following formula (1A-12).

[0159] In the compound represented by formula (1A) above, it is preferable that X1 is C(Ry)(Rz) and X2 is a single bond. In this case, the compound according to this embodiment is represented by the following formula (1A-13).

[0160] In the compound represented by formula (1A) above, it is preferable that X1 is Si(Rw)(Rx) and X2 is a single bond. In this case, the compound according to this embodiment is represented by the following formula (1A-14).

[0161] [ka]

[0162] [ka]

[0163] (In the above formulas (1A-11), (1A-12), (1A-13) and (1A-14), Rw, Rx, Ry, Rz, A1, A4, Z1~Z3, R1~R8, R 11 ~R 18 , R 21 ~R 28 , and R 41 ~R 44 These are Rw, Rx, Ry, Rz, A1, A4, Z1~Z3, R1~R8, and R in equation (1A), respectively. 11 ~R 18 , R 21 ~R 28 , and R 41 ~R 44 (This is synonymous with...)

[0164] The pair of Ry and Rz in formula (1A-11) or (1A-13) may combine with each other to form a substituted or unsubstituted monoring, or they may combine with each other to form a substituted or unsubstituted fused ring, in which case ring A 12 This is a substituted or unsubstituted spiro ring.

[0165] The pair of Rw and Rx in formula (1A-12) or (1A-14) may combine with each other to form a substituted or unsubstituted monoring, or they may combine with each other to form a substituted or unsubstituted fused ring, in which case ring A 12 This is a substituted or unsubstituted spiro ring.

[0166] In the compound represented by formula (1A), it is also preferable that X1 is an oxygen atom and X2 is an oxygen atom.

[0167] In the compound represented by formula (1A), it is also preferable that X1 is an oxygen atom and X2 is a sulfur atom.

[0168] In the compound represented by formula (1A), it is also preferable that X1 is an oxygen atom and X2 is N(Ru).

[0169] In the compound represented by formula (1A), it is also preferable that X1 is an oxygen atom and X2 is Si(Rw)(Rx).

[0170] In the compound represented by formula (1A), it is also preferable that X1 is an oxygen atom and X2 is C(Ry)(Rz).

[0171] In the compound represented by formula (1A), it is also preferable that X1 is a sulfur atom and X2 is a sulfur atom.

[0172] In the compound represented by formula (1A), it is also preferable that X1 is a sulfur atom and X2 is an oxygen atom.

[0173] In the compound represented by formula (1A), it is also preferable that X1 is a sulfur atom and X2 is N(Ru).

[0174] In the compound represented by formula (1A), it is also preferable that X1 is a sulfur atom and X2 is Si(Rw)(Rx).

[0175] In the compound represented by formula (1A), it is also preferable that X1 is a sulfur atom and X2 is C(Ry)(Rz).

[0176] In the compound represented by formula (1A) above, it is also preferable that X1 is N(Ru) and X2 is N(Ru).

[0177] In the compound represented by formula (1A), it is also preferable that X1 is N(Ru) and X2 is an oxygen atom.

[0178] In the compound represented by formula (1A), it is also preferable that X1 is N(Ru) and X2 is a sulfur atom.

[0179] In the compound represented by formula (1A) above, it is also preferable that X1 is N(Ru) and X2 is Si(Rw)(Rx).

[0180] In the compound represented by formula (1A) above, it is also preferable that X1 is N(Ru) and X2 is C(Ry)(Rz).

[0181] In the compound represented by formula (1A), it is also preferable that X1 is Si(Rw)(Rx) and X2 is Si(Rw)(Rx).

[0182] In the compound represented by formula (1A), it is also preferable that X1 is Si(Rw)(Rx) and X2 is an oxygen atom.

[0183] In the compound represented by formula (1A), it is also preferable that X1 is Si(Rw)(Rx) and X2 is a sulfur atom.

[0184] In the compound represented by formula (1A) above, it is also preferable that X1 is Si(Rw)(Rx) and X2 is N(Ru).

[0185] In the compound represented by formula (1A), it is also preferable that X1 is Si(Rw)(Rx) and X2 is C(Ry)(Rz).

[0186] In the compound represented by formula (1A), it is also preferable that X1 is C(Ry)(Rz) and X2 is C(Ry)(Rz).

[0187] In the compound represented by formula (1A), it is also preferable that X1 is C(Ry)(Rz) and X2 is an oxygen atom.

[0188] In the compound represented by formula (1A), it is also preferable that X1 is C(Ry)(Rz) and X2 is a sulfur atom.

[0189] In the compound represented by formula (1A) above, it is also preferable that X1 is C(Ry)(Rz) and X2 is N(Ru).

[0190] In the compound represented by formula (1A), it is also preferable that X1 is C(Ry)(Rz) and X2 is Si(Rw)(Rx).

[0191] In the compound according to this embodiment, if there are multiple Rw values, the multiple Rw values ​​are either the same or different from each other. In the compound according to this embodiment, if there are multiple Rx values, the multiple Rx values ​​are either identical or different from one another. In the compound according to this embodiment, if there are multiple Ry atoms, the multiple Ry atoms are either identical or different from one another. In the compound according to this embodiment, if there are multiple Rz values, the multiple Rz values ​​are either the same or different from each other.

[0192] In this embodiment, Rw, Rx, Ry, and Rz in at least one of the groups consisting of X1 and X2 in formula (1A) are each independently, It is preferably a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms. It is more preferably a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms. It is more preferably a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted ring-forming aryl group having 6 to 18 carbon atoms. It is more preferable that the group is a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted ring-forming aryl group having 6 to 12 carbon atoms.

[0193] In the compound represented by formula (1B), L1 is preferably a substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, more preferably a substituted or unsubstituted ring-forming arylene group having 6 to 18 carbon atoms, even more preferably a substituted or unsubstituted ring-forming arylene group having 6 to 14 carbon atoms, and still more preferably a substituted or unsubstituted phenylene group.

[0194] In the compound represented by formula (1B), L2 is preferably a substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, more preferably a substituted or unsubstituted ring-forming arylene group having 6 to 18 carbon atoms, even more preferably a substituted or unsubstituted ring-forming arylene group having 6 to 14 carbon atoms, and still more preferably a substituted or unsubstituted phenylene group.

[0195] In the compound represented by formula (1B), for example, when L1 is an arylene group, a divalent heterocyclic group, or a cycloalkylene group, the ring-forming atoms of the arylene group, divalent heterocyclic group, or cycloalkylene group to which X3 is bonded are different from the ring-forming atoms of the arylene group, divalent heterocyclic group, or cycloalkylene group to which X4 is bonded. In the compound represented by formula (1B), for example, when L2 is an arylene group, a divalent heterocyclic group, or a cycloalkylene group, the ring-forming atoms of the arylene group, divalent heterocyclic group, or cycloalkylene group to which X3 is bonded are different from the ring-forming atoms of the arylene group, divalent heterocyclic group, or cycloalkylene group to which X4 is bonded.

[0196] When L1 and L2 in formula (1B) are independently substituted or unsubstituted phenylene groups, the compound according to this embodiment is represented by the following formula (1B-11). In the following formula (1B-11), the ring-forming atoms of the phenylene group to which X3 is bonded as L1 are different from the ring-forming atoms of the phenylene group to which X4 is bonded as L1. Thus, because the ring-forming atoms in L1 to which X3 and X4 are bonded are different, the L1 group and the ring containing X3 and X4 share at least one side. Furthermore, in formula (1B-11) below, the ring-forming atoms of the phenylene group to which X3 is bonded as L2 are different from the ring-forming atoms of the phenylene group to which X4 is bonded as L2. Thus, because the ring-forming atoms in L2 to which X3 and X4 are bonded are different, the L2 group and the ring containing X3 and X4 share at least one side.

[0197] [ka]

[0198] (In the above formula (1B-11), X3, X4, A1, A4, Z1~Z3, R1~R8, R 11 ~R 18 , and R 21 ~R 28 These are X3, X4, A1, A4, Z1~Z3, R1~R8, and R in equation (1B), respectively. 11 ~R 18 , and R 21 ~R 28 It is synonymous with, R 61 , R 62 , R 63 and R 64 Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R65 , R 66 , R 67 and R 68 Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 61 ~R 68 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 A base represented by ) -O-(R 904 A base represented by ) -S-(R 905 A base represented by ) -N(R 906 )(R 907 A base represented by ) Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, -P(=O)(R 931 )(R 932 A base represented by ) -Ge(R 933 )(R 934 )(R 935 A base represented by ) -B(R 936 )(R 937 A base represented by ) -B(OR 938 )(OR 939 A base represented by ) -OS(=O)2(R 940 A base represented by ) A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 ~R 907 , R 801 ~R 802 , and R 931 ~R 940 These are, respectively, R in equation (1) above. 901 ~R 907 , R 801 ~R 802 , and R 931 ~R 940 (This is synonymous with...)

[0199] In the compound represented by formula (1B), L1 and L2 are each independently CR 51 R 52 A divalent group represented by CR 53 R 54 -CR 55 R 56 A divalent group represented by CR 57 =CR 58 It is preferable that the group is a divalent group represented by .

[0200] CR 57 =CR 58 In the divalent group represented by CR 57 C and CR 58 The bond with C is a double bond.

[0201] In the compound represented by formula (1B) above, CR 51 R 52 The divalent group represented by is specifically the divalent group represented by the following formula (1B-51), and CR 53 R 54 -CR 55 R56 The divalent group represented by is specifically the divalent group represented by the following formula (1B-52), and CR 57 =CR 58 The divalent group represented by is, specifically, the divalent group represented by the following formula (1B-53).

[0202] [ka]

[0203] (In formulas (1B-51), (1B-52), and (1B-53) above, * independently indicates the bonding position with X3 or X4.)

[0204] In the compound represented by formula (1B) above, L1 is CR 53 R 54 -CR 55 R 56 It is a divalent group represented by and L2 is CR 51 R 52 It is preferable that the group is a divalent group represented by the formula (1B-12). In this case, the compound according to this embodiment is represented by the following formula (1B-12).

[0205] In the compound represented by formula (1B) above, L1 is CR 57 =CR 58 It is a divalent group represented by and L2 is CR 51 R 52 It is preferable that the group is a divalent group represented by the formula (1B-13). In this case, the compound according to this embodiment is represented by the following formula (1B-13).

[0206] In the compound represented by formula (1B) above, L1 is CR 57 =CR 58 It is a divalent group represented by and L2 is CR 57 =CR 58 It is preferable that the group is a divalent group represented by the formula (1B-14). In this case, the compound according to this embodiment is represented by the following formula (1B-14).

[0207] In the compound represented by formula (1B) above, L1 is a substituted or unsubstituted phenylene group, and L2 is a CR 57 =CR 58 It is preferable that the group is a divalent group represented by the formula (1B-15). In this case, the compound according to this embodiment is represented by the following formula (1B-15).

[0208] In the compound represented by formula (1B) above, L1 is a substituted or unsubstituted phenylene group, and L2 is a CR 51 R 52 It is preferable that the group is a divalent group represented by the formula (1B-16). In this case, the compound according to this embodiment is represented by the following formula (1B-16).

[0209] [ka]

[0210] [ka]

[0211] [ka]

[0212] (In the above formula (1B-12), (1B-13), (1B-14), (1B-15), or (1B-16), X3, X4, A1, A4, Z1~Z3, R1~R8, R 11 ~R 18 , R 21 ~R 28 , and R 51 ~R 58 These are X3, X4, A1, A4, Z1~Z3, R1~R8, and R in equation (1B), respectively. 11 ~R 18 , R 21 ~R 28 , and R 51 ~R 58 It is synonymous with, R 61 , R 62 , R 63 and R 64Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 61 ~R 64 These are, respectively, R in the above formula (1B-11). 61 ~R 64 (This is synonymous with...)

[0213] In the compound according to this embodiment, R 51 If multiple R 51 They are either identical or different from one another. In the compound according to this embodiment, R 52 If multiple R 52 They are either identical or different from one another. In the compound according to this embodiment, R 53 If multiple R 53 They are either identical or different from one another. In the compound according to this embodiment, R 54 If multiple R 54 They are either identical or different from one another. In the compound according to this embodiment, R 55 If multiple R 55 They are either identical or different from one another. In the compound according to this embodiment, R 56 If multiple R 56 They are either identical or different from one another. In the compound according to this embodiment, R 57 If multiple R 57 They are either identical or different from one another. In the compound according to this embodiment, R 58 If multiple R 58 They are either identical or different from one another.

[0214] In the compound represented by formula (1B), R 51 ~R 58 However, it is preferable that it be a hydrogen atom.

[0215] In the compound represented by formula (1B), R 51 ~R 58 However, it is also preferable that the atom be a deuterium atom.

[0216] In this embodiment, R in formulas (1B-11), (1B-15), and (1B-16) 61 ~R 68 Each of them operates independently. Preferably, the group consists of a hydrogen atom, a substituted or unsubstituted C1-C50 alkyl group, a substituted or unsubstituted ring-forming C3-C50 cycloalkyl group, a substituted or unsubstituted ring-forming C6-C50 aryl group, or a substituted or unsubstituted ring-forming C5-C50 heterocyclic group. It is more preferably a hydrogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted ring-forming C3-C20 cycloalkyl group, a substituted or unsubstituted ring-forming C6-C30 aryl group, or a substituted or unsubstituted ring-forming C5-C30 heterocyclic group. It is even more preferable that the group consists of a hydrogen atom, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted ring-forming C3-C10 cycloalkyl group, a substituted or unsubstituted ring-forming C6-C18 aryl group, or a substituted or unsubstituted ring-forming C5-C18 heterocyclic group.

[0217] In this embodiment, R in formulas (1B-11), (1B-15), and (1B-16) 61 ~R 68 However, it is preferable that it be a hydrogen atom.

[0218] In this embodiment, R in formulas (1B-11), (1B-15), and (1B-16) 61 ~R 68 However, it is also preferable that the atom be a deuterium atom.

[0219] In the compound represented by formula (1B), R A and R B However, each independently, It is preferably a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms. It is more preferably a hydrogen atom, a substituted or unsubstituted C1-C20 alkyl group, or a substituted or unsubstituted ring-forming C6-C30 aryl group. It is more preferably a hydrogen atom, a substituted or unsubstituted C1-C10 alkyl group, or a substituted or unsubstituted ring-forming C6-C18 aryl group. It is more preferable that the group consists of a hydrogen atom, a substituted or unsubstituted C1-C6 alkyl group, or a substituted or unsubstituted ring-forming C6-C12 aryl group.

[0220] In the compound represented by formula (1B), R A and R B However, it is preferable that it be a hydrogen atom.

[0221] In the compound represented by formula (1B), R A and R B However, it is also preferable that the atom be a deuterium atom.

[0222] In the compound according to this embodiment, R1 to R8, R 11 ~R 18 , and R 21 ~R 28 It is preferable that no pairs of adjacent elements are linked to each other.

[0223] In the compound according to this embodiment, R1 to R8 are each independently, Preferably, it is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring-forming atoms. It is more preferably a hydrogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted ring-forming C6-C30 aryl group, or a substituted or unsubstituted ring-forming C5-C30 heterocyclic group. It is more preferably a hydrogen atom, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted ring-forming C6-C18 aryl group, or a substituted or unsubstituted ring-forming C5-C18 heterocyclic group. It is even more preferable that the atoms are hydrogen atoms, substituted or unsubstituted C1-C6 alkyl groups, substituted or unsubstituted ring-forming C6-C12 aryl groups, or substituted or unsubstituted ring-forming C5-C13 heterocyclic groups.

[0224] In the compounds according to this embodiment, it is also preferable that the alkyl groups, aryl groups, and heterocyclic groups as R1 to R8 contain a deuterium atom.

[0225] In the compound according to this embodiment, it is also preferable that all of the hydrogen atoms contained in the alkyl group, aryl group, and heterocyclic group as R1 to R8 are deuterium atoms.

[0226] In the compound according to this embodiment, at least one of R3 and R6 is Preferably, it is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring-forming atoms. It is more preferably a hydrogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted ring-forming C6-C30 aryl group, or a substituted or unsubstituted ring-forming C5-C30 heterocyclic group. It is more preferably a hydrogen atom, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted ring-forming C6-C18 aryl group, or a substituted or unsubstituted ring-forming C5-C18 heterocyclic group. It is even more preferable that the atoms are hydrogen atoms, substituted or unsubstituted C1-C6 alkyl groups, substituted or unsubstituted ring-forming C6-C12 aryl groups, or substituted or unsubstituted ring-forming C5-C13 heterocyclic groups.

[0227] In the compound according to this embodiment, R3 and R6 are preferably substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, more preferably substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, even more preferably substituted or unsubstituted alkyl groups having 1 to 10 carbon atoms, even more preferably substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, and still more preferably tert-butyl groups.

[0228] In the compound according to this embodiment, one of R3 and R6 is Preferably, it is a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring-forming atoms. It is more preferable that the group is a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring-forming atoms. It is more preferably a substituted or unsubstituted aryl group having 6 to 18 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 ring-forming atoms. It is more preferable that the group is a substituted or unsubstituted aryl group with 6 to 12 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic group with 5 to 13 ring-forming atoms. It is even more preferable that the group be a substituted or unsubstituted phenyl group, or a substituted or unsubstituted 9-carbazolyl group.

[0229] In the compound according to this embodiment, it is preferable that the other of R3 and R6 is a hydrogen atom.

[0230] In the compound according to this embodiment, it is preferable that the other of R3 and R6 is a deuterium atom.

[0231] In the compound according to this embodiment, it is preferable that R1, R2, R4, R5, R7, and R8 are hydrogen atoms.

[0232] In the compound according to this embodiment, it is preferable that R1, R2, R4, R5, R7, and R8 are deuterium atoms.

[0233] In the compound according to this embodiment, it is preferable that all of R1 to R8 are hydrogen atoms.

[0234] In the compound according to this embodiment, it is preferable that all of R1 to R8 are deuterium atoms.

[0235] In the compound according to this embodiment, R 11 ~R 18 It is preferable that all of them are deuterium atoms.

[0236] In the compound according to this embodiment, R1 to R8, R 11 ~R 18 , and R 21 ~R 28 It is preferable that all of them are deuterium atoms.

[0237] In the compound according to this embodiment, R 11 ~R 18 , and R 21 ~R 28 It is also preferable that all of them are deuterium atoms.

[0238] In the compound according to this embodiment, it is preferable that all of R1 to R8 are light hydrogen atoms.

[0239] In the compound according to this embodiment, R 11 ~R 18 It is preferable that all of them are light hydrogen atoms.

[0240] In the compound according to this embodiment, R1 to R8, R 11 ~R 18 , and R 21 ~R 28It is preferable that all of them are light hydrogen atoms.

[0241] In the compound according to this embodiment, it is preferable that both A1 and A4 are hydrogen atoms. In the compound according to this embodiment, it is also preferable that both A1 and A4 are light hydrogen atoms. In the compound according to this embodiment, A1 and A4 may both be deuterium atoms.

[0242] In the compound according to this embodiment, adjacent R N and R M It is preferable that the pairs consisting of and do not combine with each other. In the compound according to this embodiment, adjacent R N and A X It is preferable that the pairs consisting of and do not combine with each other. R N In R, N is an integer or an English letter, and R M In this case, M is an integer or letter different from N, and A X In this case, X is an integer or letter different from N.

[0243] In the compounds according to this embodiment, the substituent in the case of "substituted or unsubstituted" is preferably an unsubstituted alkyl group having 1 to 50 carbon atoms, an unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring-forming atoms.

[0244] In the compounds according to this embodiment, it is also preferable that the substituent in the case of "substituted or unsubstituted" be an unsubstituted C1-C18 alkyl group, an unsubstituted ring-forming C6-C18 aryl group, or an unsubstituted ring-forming C5-C18 heterocyclic group.

[0245] In the compounds according to this embodiment, it is also preferable that the substituent in the case of "substituted or unsubstituted" is an unsubstituted C1-C6 alkyl group, an unsubstituted ring-forming C3-C10 cycloalkyl group, an unsubstituted ring-forming C6-C12 aryl group, or an unsubstituted ring-forming C5-C13 heterocyclic group.

[0246] In the compounds according to this embodiment, it is preferable that any group described as "substituted or unsubstituted" is an "unsubstituted" group.

[0247] The compound according to this embodiment is preferably a material used in a light-emitting layer. The compound according to this embodiment is preferably a host material. The compound according to this embodiment is preferably a thermally activated delayed fluorescence compound. The compound according to this embodiment may be a sensitizer. The compound according to this embodiment may be a sensitizing material and a thermally activated delayed fluorescence compound. In this specification, thermally activated delayed fluorescence may be referred to as delayed fluorescence. The compound according to this embodiment is also preferably a hole barrier layer material. In this specification, the compound according to the first embodiment may be referred to as the first compound.

[0248] (Thermal-activated delayed fluorescence) Delayed fluorescence is explained on pages 261-268 of "Device Properties of Organic Semiconductors" (edited by Chihaya Adachi, published by Kodansha). In that document, the energy difference ΔE between the excited singlet state and the excited triplet state of a fluorescent material is described. 13It is explained that if the threshold (ΔST) can be reduced, the reverse energy transfer from the excited triplet state to the excited singlet state, which normally has a low transition probability, can occur with high efficiency, resulting in thermally activated delayed fluorescence (TADF). Furthermore, the mechanism of delayed fluorescence generation is explained in Figure 10.38 of the relevant literature. The TADF mechanism is a mechanism that utilizes the phenomenon in which reverse intersystem crossing from triplet excitons to singlet excitons occurs thermally when a material with a small energy difference (ΔST) between the singlet and triplet levels is used. As for compounds that exhibit thermally activated delayed fluorescence (TADF property) (hereinafter also referred to as TADF compounds), for example, compounds in which a donor site and an acceptor site are bound within the molecule are known.

[0249] Generally, delayed fluorescence emission can be confirmed by transient PL (photoluminescence) measurement.

[0250] The behavior of delayed fluorescence can also be analyzed based on the decay curve obtained from transient PL measurements. Transient PL measurement is a technique in which a sample is excited by irradiating it with a pulsed laser, and the decay behavior (transient characteristics) of the PL emission after the irradiation is stopped is measured. PL emission in TADF compounds can be classified into a emission component from singlet excitons generated by the initial PL excitation and a emission component from singlet excitons generated via triplet excitons. The lifetime of the singlet excitons generated by the initial PL excitation is on the order of nanoseconds, which is very short. Therefore, the emission from these singlet excitons decays rapidly after irradiation with a pulsed laser. On the other hand, delayed fluorescence decays slowly because it originates from singlet excitons generated via long-lived triplet excitons. Thus, there is a significant time difference between the emission from singlet excitons generated by the initial PL excitation and the emission from singlet excitons generated via triplet excitons. Therefore, the emission intensity originating from delayed fluorescence can be determined.

[0251] Figure 1 shows a schematic diagram of an exemplary apparatus for measuring transient PL. An example of a transient PL measurement method using Figure 1, and an example of delayed fluorescence behavior analysis, will be explained.

[0252] The transient PL measurement device 100 shown in Figure 1 comprises a pulsed laser unit 101 capable of irradiating light of a predetermined wavelength, a sample chamber 102 for containing the measurement sample, a spectrometer 103 for spectrally analyzing the light emitted from the measurement sample, a streak camera 104 for forming a two-dimensional image, and a personal computer 105 for capturing and analyzing the two-dimensional image. Note that the measurement of transient PL is not limited to the device shown in Figure 1.

[0253] The sample to be placed in sample chamber 102 is obtained by depositing a thin film on a quartz substrate in which a doping material is doped with a matrix material at a concentration of 12% by mass.

[0254] A pulsed laser is irradiated from the pulsed laser unit 101 onto a thin film sample housed in the sample chamber 102 to excite the doping material. The emitted light is extracted at a 90-degree angle to the direction of the excitation light irradiation, and the extracted light is spectrally analyzed by the spectrometer 103 to form a two-dimensional image in the streak camera 104. As a result, a two-dimensional image is obtained in which the vertical axis corresponds to time, the horizontal axis corresponds to wavelength, and the bright spots correspond to emission intensity. By cropping this two-dimensional image along a predetermined time axis, an emission spectrum is obtained in which the vertical axis is emission intensity and the horizontal axis is wavelength. Furthermore, by cropping this two-dimensional image along the wavelength axis, a decay curve (transient PL) is obtained in which the vertical axis is the logarithm of the emission intensity and the horizontal axis is time.

[0255] For example, thin film sample A was prepared as described above using compound HX1 as the matrix material and compound DX1 as the doping material, and transient PL measurements were performed.

[0256] [ka]

[0257] Here, the decay curves were analyzed using the thin film samples A and B described above. Thin film sample B was prepared using compound HX2 as the matrix material and compound DX1 as the doping material, as described above.

[0258] Figure 2 shows the decay curves obtained from transient PL measurements for thin film sample A and thin film sample B.

[0259] [ka]

[0260] As described above, transient PL measurement allows us to obtain an emission decay curve with emission intensity on the vertical axis and time on the horizontal axis. Based on this emission decay curve, we can estimate the fluorescence intensity ratio between fluorescence emitted from a singlet excited state generated by photoexcitation and delayed fluorescence emitted from a singlet excited state generated by reverse energy transfer via a triplet excited state. In materials exhibiting delayed fluorescence, the ratio of the intensity of the slowly decaying delayed fluorescence to the intensity of the rapidly decaying fluorescence is relatively large.

[0261] Specifically, there are two types of emission from delayed-fluorescence materials: prompt emission and delayed emission. Prompt emission is emission observed immediately after the delayed-fluorescence material is excited by pulsed light (light emitted from a pulsed laser) at a wavelength absorbed by the material. Delayed emission is emission that is not observed immediately after excitation by the pulsed light, but is observed later.

[0262] The amounts and ratios of prompt emission and delayed emission can be determined using a method similar to that described in “Nature 492, 234-238, 2012” (Reference 1). The apparatus used to calculate the amounts of prompt emission and delayed emission is not limited to the apparatus described in Reference 1 or the apparatus shown in Figure 1.

[0263] Furthermore, if the compound according to this embodiment is a delayed-fluorescence compound, a sample prepared by the following method is used to measure the delayed fluorescence of the delayed-fluorescence compound. For example, the delayed-fluorescence compound according to this embodiment is dissolved in toluene to prepare a dilute solution with an absorbance of 0.05 or less at the excitation wavelength in order to remove the contribution of self-absorption. In addition, to prevent quenching by oxygen, the sample solution is frozen and degassed, then sealed in a lidded cell under an argon atmosphere to obtain an argon-saturated, oxygen-free sample solution. The fluorescence spectrum of the above sample solution was measured using a spectrofluorometer FP-8600 (manufactured by JASCO Corporation), and the fluorescence spectrum of an ethanol solution of 9,10-diphenylanthracene was also measured under the same conditions. The total fluorescence quantum yield was calculated using the fluorescence area intensities of both spectra and equation (1) in Morris et al. J.Phys.Chem.80(1976)969.

[0264] In this embodiment, the amount of prompt emission (immediate emission) of the compound to be measured is X P Let X be the amount of delayed emission. D When X D / X P It is preferable that the value of is 0.05 or greater. The measurement of the amount and ratio of Prompt emission and Delay emission of compounds other than delayed-fluorescence compounds in this specification is the same as the measurement of the amount and ratio of Prompt emission and Delay emission of delayed-fluorescence compounds in this embodiment.

[0265] (ΔST) In this embodiment, the lowest excitation singlet energy S1 and the energy gap T at 77[K] are used. 77K The difference between (S1-T) 77K Define ) as ΔST.

[0266] (Relationship between triplet energy and the energy gap at 77 K) Here, we will explain the relationship between triplet energy and the energy gap at 77[K]. In this embodiment, the energy gap at 77[K] differs from the triplet energy as it is normally defined. The triplet energy is measured as follows: First, a sample is prepared by dissolving the compound to be measured in a suitable solvent and sealing the solution in a quartz glass tube. The phosphorescence spectrum of this sample is measured at a low temperature (77 K) (vertical axis: phosphorescence emission intensity, horizontal axis: wavelength). A tangent line is drawn to the rising edge of the short-wavelength side of this phosphorescence spectrum, and the triplet energy is calculated from the wavelength value at the intersection of the tangent line and the horizontal axis using a predetermined conversion formula. Here, among the compounds according to this embodiment, the thermally activated delayed fluorescence compound is preferably a compound with a small ΔST. When ΔST is small, intersystem crossing and reverse intersystem crossing are likely to occur even at low temperatures (77[K]), and excited singlet states and excited triplet states coexist. As a result, the spectrum measured in the same manner as above includes emission from both excited singlet states and excited triplet states, and it is difficult to distinguish which state emitted the light, but basically the triplet energy value is considered to be dominant. Therefore, in this embodiment, although the measurement method is the same as that for the usual triplet energy T, in order to distinguish that it is different in a strict sense, the value measured as follows is the energy gap T 77K This method is called [name of method]. The compound to be measured is dissolved in EPA (diethyl ether:isopentane:ethanol = 5:5:2 (volume ratio)) to obtain a solution with a concentration of 10 μmol / L, and this solution is placed in a quartz cell to be used as the measurement sample. The phosphorescence spectrum (vertical axis: phosphorescence emission intensity, horizontal axis: wavelength) of this measurement sample is measured at a low temperature (77 [K]), and a tangent line is drawn to the rising edge of the short-wavelength side of this phosphorescence spectrum, and the wavelength value λ at the intersection of the tangent line and the horizontal axis is measured. edge Based on [nm], the energy amount calculated from the following conversion formula (F1) is the energy gap T at 77[K]. 77K Let's assume that. Conversion formula (F1):T 77K[eV]=1239.85 / λ edge

[0267] The tangent to the rise of the phosphorescence spectrum on the short-wavelength side is drawn as follows: When moving along the spectral curve from the short-wavelength side of the phosphorescence spectrum to the shortest wavelength maximum value of the spectrum, consider the tangent at each point on the curve toward the long-wavelength side. The slope of this tangent increases as the curve rises (i.e., as the vertical axis increases). The tangent drawn at the point where this slope value is maximum (i.e., the tangent at the inflection point) is considered the tangent to the rise of the phosphorescence spectrum on the short-wavelength side. Furthermore, maxima with peak intensity less than 15% of the maximum peak intensity of the spectrum are not included in the shortest wavelength maxima mentioned above. Instead, the tangent line drawn at the point closest to the shortest wavelength maxima, where the slope value is at its maximum, is considered the tangent line to the rising edge of the phosphorescence spectrum on the short wavelength side. For phosphorescence measurement, a Hitachi High-Tech F-4500 spectrofluorometer can be used. However, the measuring apparatus is not limited to this; measurements may also be performed by combining a cooling device, a low-temperature container, an excitation light source, and a light-receiving device.

[0268] (Lowest excitation singlet energy S1) The following methods can be used to measure the lowest excited singlet energy S1 using a solution (sometimes referred to as the solution method). A 10 μmol / L toluene solution of the compound to be measured is prepared and placed in a quartz cell. The absorption spectrum of this sample (vertical axis: absorption intensity, horizontal axis: wavelength) is measured at room temperature (300 K). A tangent line is drawn to the falling edge on the long-wavelength side of this absorption spectrum, and the wavelength value λ at the intersection of this tangent line and the horizontal axis is measured. edge Substitute [nm] into the following conversion formula (F2) to calculate the lowest excitation singlet energy. Conversion formula (F2): S1[eV]=1239.85 / λ edge Examples of absorption spectrum measuring devices include, but are not limited to, the spectrophotometer (device name: U3310) manufactured by Hitachi, Ltd.

[0269] The tangent to the falling edge of an absorption spectrum on the longer wavelength side is drawn as follows: Consider the tangents at each point on the spectral curve as we move along the spectral curve in the longer wavelength direction from the maximum value on the longest wavelength side of the absorption spectrum. As the curve falls (i.e., as the value on the vertical axis decreases), the slope of this tangent decreases and then increases repeatedly. The tangent drawn at the point where the value of the slope is minimized on the longest wavelength side (except when the absorbance is 0.1 or less) is taken as the tangent to the falling edge of the absorption spectrum on the longer wavelength side. Note that maximum absorbance values ​​of 0.2 or less are not included in the maximum value at the longest wavelength mentioned above.

[0270] (Method for producing the compound according to this embodiment) The compounds according to this embodiment can be produced by following the synthesis method described in the examples below, or by using known alternative reactions and raw materials tailored to the target product, in accordance with that synthesis method.

[0271] (Specific examples of compounds according to this embodiment) Specific examples of compounds according to this embodiment include, for example, the following compounds. However, the present invention is not limited to these specific examples. In this specification, in specific examples of compounds, D may represent a deuterium atom, Me may represent a methyl group, Ph may represent a phenyl group, tBu may represent a tert-butyl group, and tAm may represent a tert-amyl group.

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[0349] [Second Embodiment] <Materials for organic electroluminescent devices> The material for an organic electroluminescent device according to the second embodiment contains the compound according to the first embodiment. One embodiment is a material for an organic electroluminescent device that contains only the compound according to the first embodiment, and another embodiment is a material for an organic electroluminescent device that contains the compound according to the first embodiment and other compounds different from the compound in the first embodiment. In the material for an organic electroluminescent element of the second embodiment, the compound according to the first embodiment is preferably a host material. In this specification, if the compound according to the first embodiment is a host material, the host material will be referred to as the first host material. A material for an organic electroluminescent element according to one embodiment may include a first host material (a compound according to the first embodiment) and another compound, such as a dopant material. A material for an organic electroluminescent element according to one embodiment may include a first host material (a compound according to the first embodiment), a second host material different from the first host material, and a dopant material. In one embodiment of a material for an organic electroluminescent element, the first host material may be a sensitizing material. In one embodiment of a material for an organic electroluminescent element, the first host material may be a sensitizing material and a delayed-fluorescence compound. In the second embodiment of the material for an organic electroluminescent element, the compound according to the first embodiment is also preferably a hole barrier layer material.

[0350] [Third Embodiment] <Organic electroluminescent element> (Light-emitting unit) One embodiment of an organic EL element according to the third embodiment includes an anode, a cathode, and a light-emitting unit disposed between the anode and the cathode. In one embodiment, the light-emitting unit contains a compound according to the first embodiment. In the organic EL element according to this embodiment, the light-emitting band is included in the light-emitting unit. In addition to the one or more light-emitting layers included in the light-emitting band, the light-emitting unit may have one or more layers containing at least one selected from the group consisting of organic compounds and inorganic substances. Inorganic substances are at least one of inorganic compounds and elemental substances. Preferably, the light-emitting unit includes one or more layers selected from the group consisting of layers composed of organic compounds, layers composed of inorganic substances, and layers composed of both organic compounds and inorganic substances. Examples of layers that may be included in the light-emitting unit in addition to one or more light-emitting layers include layers that can be used in an organic EL element. There are no particular limitations on the layers that can be used in an organic EL element, but examples include at least one layer selected from the group consisting of hole injection layers, hole transport layers, electron injection layers, electron transport layers, and barrier layers.

[0351] In one embodiment of the organic EL element according to the third embodiment, a hole transport layer is included between the anode and the light-emitting layer closest to the anode among one or more light-emitting layers. In one embodiment of the third embodiment, an electron transport layer is included between the cathode and the light-emitting layer closest to the cathode among one or more light-emitting layers.

[0352] Figure 3 shows a schematic configuration of an example of an organic EL element according to the third embodiment. The organic EL element 1 includes a substrate 2, an anode 3, a cathode 4, and a light-emitting unit 10 positioned between the anode 3 and the cathode 4. The light-emitting unit 10 is constructed by stacking a hole transport band 6, a light-emitting layer 5, and an electron transport band 7 in that order, starting from the anode 3 side. The hole transport band 6 includes a hole injection layer 61 and a hole transport layer 62 in that order, starting from the anode 3 side. The electron transport band 7 includes a hole barrier layer 71, an electron transport layer 72, and an electron injection layer 73 in that order, starting from the anode 3 side. The present invention is not limited to the configuration of the organic EL element shown in Figure 3. For example, an electron barrier layer may be included between the hole transport layer 62 and the light-emitting layer 5.

[0353] (Emitting layer) In the third embodiment, the light-emitting unit has one or more light-emitting layers. In one embodiment of the third embodiment, at least one of the one or more light-emitting layers contains the compound according to the first embodiment as the first compound. In one embodiment of the third embodiment, at least one of the one or more light-emitting layers contains the compound according to the first embodiment (the first compound) as the first host material.

[0354] In one embodiment of the third embodiment, at least one of the one or more light-emitting layers contains a first host material and a phosphorescent metal complex or a fluorescent material. In one embodiment of the third embodiment, if at least one of the one or more light-emitting layers contains a fluorescent material, the light-emitting layer does not contain a phosphorescent metal complex. In one embodiment of the third embodiment, if at least one of the one or more light-emitting layers contains a phosphorescent metal complex, the light-emitting layer does not contain a fluorescent material. In one embodiment of the third embodiment, at least one of the one or more light-emitting layers may further contain a fourth compound as a second host material. In this case, the compound according to the first embodiment (the first compound) and the fourth compound are different from each other.

[0355] In one embodiment of the third embodiment, at least one of the one or more light-emitting layers contains a first host material and a dopant material. In one embodiment of the third embodiment, the dopant material is a phosphorescent metal complex or a fluorescent material. In one embodiment of the third embodiment, the first host material and the dopant material are contained in a single layer. For example, if the organic EL element has one light-emitting layer, the first host material and the dopant material are contained in that single light-emitting layer, and if it has multiple light-emitting layers, the first host material and the dopant material are contained in one of the multiple light-emitting layers.

[0356] [First host material] In one embodiment of the third embodiment, the first host material is the compound according to the first embodiment (the first compound). The first host material may also be a sensitizing material. Embodiments in which the first host material is a sensitizing material will be described in the sixth and seventh embodiments.

[0357] [Second host material] In the third embodiment, if at least one of the one or more light-emitting layers further contains the fourth compound as a second host material, the second host material can be the second host material described in the fifth embodiment below.

[0358] [Dopant material] In one embodiment of the third embodiment, the dopant material is a phosphorescent metal complex or a fluorescent material.

[0359] (Phosphorescent metal complex) In the third embodiment, the phosphorescent metal complex preferably contains heavy metal atoms. In the third embodiment, the phosphorescent metal complex preferably contains one or more metal atoms selected from the group consisting of platinum (Pt), iridium (Ir), osmium (Os), ruthenium (Ru), rhodium (Rh), palladium (Pd), copper (Cu), silver (Ag), gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), and thulium (Tm).

[0360] In the third embodiment, the phosphorescent metal complex is preferably a compound represented by the following formula (21). M(L1) n1 (L2) n2 …(twenty one)

[0361] [ka]

[0362] (In the above equations (21), (211), (212), and (213), M is a transition metal selected from the group consisting of first transition metals, second transition metals, and third transition metals. L1 is at least one ligand selected from the group consisting of ligands represented by formula (211), ligands represented by formula (212), and ligands represented by formula (213), n1 is 1, 2, or 3. L2 is at least one ligand selected from the group consisting of monosessate ligands, disessate ligands, and trisessate ligands. n2 is 0, 1, 2, 3, or 4. The CY1, CY2, CY3, and CY4 rings are each independently selected from the group consisting of a carbocyclic group with 5 to 30 ring-forming carbon atoms and a heterocyclic group with 1 to 30 ring-forming carbon atoms. Y1 to Y4 are independent of each other. single bond, double bond, Substituted or unsubstituted ring-forming arylene groups with 6 to 50 carbon atoms, Divalent heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms, *aO-*b, *aS-*b, *aC(=O)-*b, *aS(=O)-*b, *aC(R5)(R6)-*b, *aC(R5)=C(R6)-*b, *aC(R5)=*b, *a-Si(R5)(R6)-*b, *aB(R5)-*b, *aN(R5)-*b, and Selected from the group consisting of *aP(R5)-*b, a1, a2, and a3 are each independently 1, 2, or 3. a4 is 0, 1, 2, or 3, and when a4 is 0, the CY1 ring and CY4 ring are not connected to each other. T1, T2, T3, and T4 are each independent of each other. chemical bond, *aO-*b, *aS-*b, *aB(R7)-*b, *aN(R7)-*b, *aP(R7)-*b, *aC(R7)(R8)-*b, *a-Si(R7)(R8)-*b, *a-Ge(R7)(R8)-*b, *aC(=O)-*b and Selected from the group consisting of *aC(=S)-*b, *a and *b are, independently, bond positions with adjacent atoms. *1, *2, *3 and *4 are the bonding sites with M. R1 to R8 are each independent of each other. hydrogen atom, halogen atom, Cyano group, Nitro group, Amidino group, Hydrazino group, Hydrazono group, Substituted or unsubstituted alkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, substituted or unsubstituted heterocycloalkyl groups with 3 to 50 ring-forming atoms, Substituted or unsubstituted ring-forming cycloalkenyl groups with 3 to 50 carbon atoms, A heterocycloalkenyl group with 3 to 50 substituted or unsubstituted ring-forming atoms, Substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms, A heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms, Substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, Substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic groups, -Si(R 251 )(R 252 )(R 253 A base represented by ) -O-(R 254A base represented by ) -S-(R 255 A base represented by ) -N(R 256 )(R 257 A base represented by ) -C(=O)R 258 A base represented by -C(=O)(OR 259 A base represented by ) -S(=O)2(OR 260 A base represented by ) -OP(=O)(OR 261 )(OR 262 A base represented by ) -C(R 263 )(R 264 )(R 265 A base represented by ) -B(R 266 )(R 267 A base represented by ) -P(R 268 )(R 269 A base represented by ) -S(=O)(R 270 A base represented by ) -S(=O)2(R 271 A base represented by ) -P(=O)(R 272 )(R 273 A group represented by ) and -P(=S)(R 274 )(R 275 Selected from the bases represented by ), One or more pairs of adjacent R1-R8 are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, One or more pairs of adjacent elements from R1-R8 and Y1-Y4 are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, b1, b2, b3, and b4 are independently 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10, R 251 ~R 275 Each of them operates independently. hydrogen atom, halogen atom, -O-(R 276 A base represented by ) -N(R 277 )(R 278 A base represented by ) Cyano group, Nitro group, Amidino group, Hydrazino group, Hydrazono group, Substituted or unsubstituted alkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, substituted or unsubstituted heterocycloalkyl groups with 3 to 50 ring-forming atoms, Substituted or unsubstituted ring-forming cycloalkenyl groups with 3 to 50 carbon atoms, A heterocycloalkenyl group with 3 to 50 substituted or unsubstituted ring-forming atoms, Substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms, A ring-forming aryl group having 6 to 50 carbon atoms, substituted with or unsubstituted alkyl groups having 1 to 50 carbon atoms. A ring-forming aryl group having 6 to 50 carbon atoms, substituted with a substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms. A heterocyclic group with 5 to 50 substituted or unsubstituted ring-forming atoms, Substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, Substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic groups, Selected from the group consisting of biphenylyl groups and terphenylyl groups, R 276 ~R 278 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.

[0363] In this specification, a ring-forming carbon-numbered carbon-5 to carbon-30 carbon-12

[0364] In this specification, a heterocyclic group having 1 to 30 ring-forming carbon atoms means a group having the same structure as a carbocyclic group having 5 to 30 ring-forming carbon atoms, but containing, as ring-forming atoms, at least one heteroatom selected from N (nitrogen atom), O (oxygen atom), Si (silicon atom), P (phosphorus atom), and S (sulfur atom) in addition to carbon (the number of carbon atoms may be 1 to 30).

[0365] In this specification, heterocycloalkyl groups having 3 to 50 ring-forming atoms mean monovalent monocyclic groups having 3 to 50 ring-forming atoms, including at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom. Specific examples include the 1,2,3,4-oxatriazolidinyl group, the tetrahydrofuranyl group, and the tetrahydrothiophenyl group. In this specification, heterocycloalkylene groups having 3 to 50 ring-forming atoms mean divalent groups having the same structure as heterocycloalkyl groups having 3 to 50 ring-forming atoms.

[0366] In this specification, a ring-forming cycloalkenyl group having 3 to 50 carbon atoms means a monovalent monocyclic group having 3 to 50 carbon atoms and having at least one double bond within the ring, but lacking aromaticity. Specific examples include the cyclopentenyl group, the cyclohexenyl group, and the cycloheptenyl group. In this specification, a ring-forming cycloalkenylene group having 3 to 50 carbon atoms means a divalent group having the same structure as a ring-forming cycloalkenyl group having 3 to 50 carbon atoms.

[0367] In this specification, a heterocycloalkenyl group having 3 to 50 ring-forming atoms is a monovalent monocyclic group having 3 to 50 ring-forming atoms, containing at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom, and having at least one double bond within the ring. Specific examples of heterocycloalkenyl groups having 3 to 50 ring-forming atoms include the 4,5-dihydro-1,2,3,4-oxatriazolyl group, the 2,3-dihydrofuranyl group, and the 2,3-dihydrothiophenyl group. In this specification, a heterocycloalkenylene group having 3 to 50 ring-forming atoms means a divalent group having the same structure as a heterocycloalkenyl group having 3 to 50 ring-forming atoms.

[0368] According to one embodiment, in the compound represented by formula (21), the substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms preferably has 3 to 10 ring-forming carbon atoms, the substituted or unsubstituted heterocycloalkyl group having 3 to 50 ring-forming atoms preferably has 3 to 10 ring-forming atoms, the substituted or unsubstituted cycloalkenyl group having 3 to 50 ring-forming carbon atoms preferably has 3 to 10 ring-forming carbon atoms, and the substituted or unsubstituted heterocycloalkenyl group having 3 to 50 ring-forming atoms preferably has 3 to 10 ring-forming atoms.

[0369] In this specification, a monovalent non-aromatic condensed polycyclic group means a monovalent group (for example, having 8 to 60 carbon atoms) in which two or more rings are fused to each other, containing only carbon as the ring-forming atom, and having non-aromaticity as a whole molecule. In this specification, a divalent non-aromatic condensed polycyclic group means a divalent group having the same structure as a monovalent non-aromatic condensed polycyclic group.

[0370] In this specification, a monovalent non-aromatic heterocondensed polycyclic group means a monovalent group (for example, having 1 to 60 carbon atoms) in which two or more rings are fused to each other, and which contains at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom in addition to carbon, and the entire molecule is non-aromatic. In this specification, a divalent non-aromatic heterocondensed polycyclic group means a divalent group having the same structure as a monovalent non-aromatic heterocondensed polycyclic group.

[0371] In this specification, "biphenylyl group" means "phenyl group substituted with a phenyl group." A "biphenylyl group" belongs to the category of "substituted phenyl groups" whose substituent is an "aryl group having 6 to 50 ring-forming carbon atoms."

[0372] In this specification, "terphenylyl group" means "phenyl group substituted with a biphenylyl group." A "terphenylyl group" belongs to the category of "substituted phenyl groups" whose substituent is "an aryl group having 6 to 50 ring-forming carbon atoms substituted with an aryl group having 6 to 50 ring-forming carbon atoms."

[0373] In the compound represented by formula (21), the chemical bonds T1, T2, T3, and T4 are preferably single bonds.

[0374] In the compound represented by formula (21), M is preferably one or more metal atoms selected from the group consisting of platinum (Pt), iridium (Ir), osmium (Os), ruthenium (Ru), rhodium (Rh), palladium (Pd), copper (Cu), silver (Ag), gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), and thulium (Tm), and more preferably platinum (Pt) or iridium (Ir).

[0375] According to one embodiment, in the compound represented by formula (21), the CY1 to CY4 rings are, independently, benzene, naphthalene, anthracene, phenanthrene, triphenylene, pyrene, chrysene, cyclopentadiene, 1,2,3,4-tetrahydronaphthalene, carbene, thiophene, furan, selenofen, indole, benzoboro, benzophosphole, indene, benzosilol, benzogermol, benzothiophene, benzoselenophen, benzofuran, carbazole, dibenzoboro, dibenzophosphole, fluorene, dibenzosilol, dibenzogermol, dibenzothiophene, dibenzoselenophen, dibenzofuran, dibenzothiophene 5-oxide, 9H-fluoren-9-one, dibenzothiophene 5,5-dioxide, azaindole, azabenzobolol, azabenzophosphole, azaindene, azabenzosilol, azabenzogermol, azabenzothiophene, aza Benzoselenophen, azabenzofuran, azacarbazole, azadibenzobolol, azadibenzophosphorus, azafluorene, azadibenzosilol, azadibenzogermol, azadibenzothiophene, azadibenzoselenophene, azadibenzofuran, azadibenzothiophene 5-oxide, aza-9H-fluoren-9-one, azadibenzothiophene 5,5-dioxide, pyridine, pyrimidine, pyrazine, pyridazine, triazine, quinoline, isoquinoline , may be selected from the group consisting of quinoxaline, quinazoline, phenanthroline, pyrrole, pyrazole, imidazole, triazole, oxazole, isoxazole, thiazole, isothiazole, oxadiazole, thiadiazole, benzopyrazole, benzimidazole, benzoxazole, benzothiazole, benzoxadiazole, benzothiadiazole, 5,6,7,8-tetrahydroisoquinoline and 5,6,7,8-tetrahydroquinoline.

[0376] According to one embodiment, at least one of the CY1 ring and CY2 ring in formula (211), At least one of the CY1-CY3 rings in formula (212) and at least one of the CY1-CY4 rings in formula (213) may be a carbene.

[0377] According to one embodiment, Y1 to Y4 in formulas (211) to (213) may each be at least one independently selected from the group consisting of a single bond, a double bond, *aO-*b, *aS-*b, *aC(R5)(R6)-*b, and *aN(R5)-*b.

[0378] According to one embodiment, in formula (211), at least one of R1 and R2, in formula (212), at least one of R1 to R3, and in formula (213), at least one of R1 to R4 may be an electron donating group.

[0379] For example, the electron-donating group may be an iso-propyl group, a tert-butyl group, and a substituent selected from the group consisting of the following formulas (10-1) to (10-61).

[0380] [ka]

[0381] [ka]

[0382] In the above equations (10-1) to (10-61), * represents the bond position with an adjacent atom.

[0383] In this specification, deuterium atoms are denoted as D in chemical formulas, and light hydrogen atoms are denoted as H or omitted. In this specification, methyl groups may be denoted as Me, phenyl groups as Ph, isopropyl groups as i-Pr, and t-butyl groups as t-Bu in chemical formulas.

[0384] According to one embodiment, at least one of R1 and R2 in formula (211) is a substituent other than hydrogen, and / or Y1 is *aN(R5)-*b, and R5 is a substituted ring-forming aryl group having 6 to 50 carbon atoms.

[0385] According to one embodiment, at least one of R1 to R3 in formula (212) is a substituent other than hydrogen, and / or at least one of Y1 and Y2 is *aN(R5)-*b, and R5 may be a substituted ring-forming aryl group having 6 to 50 carbon atoms.

[0386] According to one embodiment, at least one of R1 to R4 in formula (213) is a substituent other than hydrogen, and / or at least one of Y1 to Y4 is *aN(R5)-*b, and R5 may be a substituted ring-forming aryl group having 6 to 50 carbon atoms.

[0387] (Specific examples of phosphorescent metal complexes) Specific examples of phosphorescent metal complexes according to the third embodiment include, for example, the following compounds. However, the present invention is not limited to these specific examples of compounds.

[0388] [ka]

[0389] [ka]

[0390] [ka]

[0391] (Fluorescent material) In the third embodiment, the fluorescent material is preferably a compound that does not exhibit thermally activated delayed fluorescence. In the third embodiment, the fluorescent material is not a phosphorescent metal complex. In the third embodiment, the fluorescent material is preferably not a metal complex. In this specification, compounds used as fluorescent materials may be referred to as the third compound.

[0392] Examples of fluorescent materials include bisarylaminonaphthalene derivatives, aryl-substituted naphthalene derivatives, bisarylaminoanthracene derivatives, aryl-substituted anthracene derivatives, bisarylaminopyrene derivatives, aryl-substituted pyrene derivatives, bisarylaminochrysene derivatives, aryl-substituted chrysene derivatives, bisarylaminofluorantene derivatives, aryl-substituted fluorantene derivatives, indenoperylene derivatives, acenaphthofluorantene derivatives, compounds containing boron atoms, pyrometenoboron complex compounds, compounds having a pyrometene skeleton, metal complexes of compounds having a pyrometene skeleton, diketopyrrolopyrrole derivatives, perylene derivatives, and naphthacene derivatives.

[0393] In one embodiment of the third embodiment, the fluorescent material is one or more compounds selected from the group consisting of a third compound represented by the following formula (41).

[0394] [ka]

[0395] (In the above formula (41), Rings a, b, and c are each independent of the other. A substituted or unsubstituted ring-forming aromatic hydrocarbon ring with 6 to 50 carbon atoms, or These are heterocycles with 5 to 50 ring-forming atoms, either substituted or unsubstituted. L 401 and L 402 These are O, S, Se, and NR, each independently. 40 , C(R 41 )(R 42), or Si(R 43 )(R 44 ) and L 403 is B, P, or P=O, R 40 ~R 44 Each of them operates independently. It combines with the aforementioned ring a, ring b, or ring c to form a substituted or unsubstituted monoring, It bonds with the aforementioned ring a, ring b, or ring c to form a substituted or unsubstituted fused ring, or The a ring and b ring and c ring do not bond, R 41 and R 42 teeth, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R 43 and R 44 teeth, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 40 ~R 44 Each of them operates independently. Substituted or unsubstituted alkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -CR 45 =N represents the iminyl group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 45 teeth, Substituted or unsubstituted ring-forming aryl groups with 6 to 60 carbon atoms, A heterocyclic group with 5 to 60 substituted or unsubstituted ring-forming atoms, A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, A substituted or unsubstituted ring-forming cycloalkyl group having 3 to 20 carbon atoms, R 40 If multiple R 40 They are either identical or different from each other. R 41 If multiple R 41 They are either identical or different from each other. R 42 If multiple R 42 They are either identical or different from each other. R 43 If multiple R 43 They are either identical or different from each other. R 44 If multiple R 44 They are either identical or different from each other. R 45 If multiple R 45 They are either identical or different to one another.

[0396] In the third embodiment, the compound represented by formula (41) is preferably the compound represented by the following formula (410).

[0397] [ka]

[0398] (In the above formula (410), Rings a, b, and c are each independent of the other. A substituted or unsubstituted ring-forming aromatic hydrocarbon ring with 6 to 50 carbon atoms, or These are heterocycles with 5 to 50 ring-forming atoms, either substituted or unsubstituted. R 401 and R 402 Each of them operates independently. It combines with the aforementioned ring a, ring b, or ring c to form a substituted or unsubstituted monoring, It bonds with the aforementioned ring a, ring b, or ring c to form a substituted or unsubstituted fused ring, or The a ring and b ring and c ring do not bond, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 401 and R 402 Each of them operates independently. Substituted or unsubstituted alkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -CR 45 =N represents the iminyl group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.

[0399] In the third embodiment, the compound represented by formula (41) is preferably a compound selected from the group consisting of compounds represented by the following formulas (41-1) to (41-6).

[0400] [ka]

[0401] [ka]

[0402] [ka]

[0403] (In the above formula (41-1), Xa is O, S, Se, C(R 403)(R 404 ), or NR 405 And, R 401 and R 421 The pair, R 421 ~R 423 A set of two or more adjacent elements, R 423 and R 402 The pair, R 402 and R 424 The pair, R 424 ~R 427 A set of two or more adjacent elements, R 427 and R 412 The pair with, and R 412 and R 411 One or more pairs are selected from the group consisting of the following pairs: They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 401 and R 402 Each of them operates independently. Substituted or unsubstituted alkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -CR 45 =N represents the iminyl group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 403 ~R 405 , and R that does not form the substituted or unsubstituted monoring and does not form the substituted or unsubstituted condensed ring 411 , R 412 , and R 421 ~R 427 Each of these independently comprises a hydrogen atom or a substituent R. X And, The substituent R X Each of them operates independently. Substituted or unsubstituted alkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 A base represented by ) -O-(R 904 A base represented by ) -S-(R 905 A base represented by ) -N(R 906 )(R 907 A base represented by ) halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 ~R 907 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 If multiple R 901 They are either identical or different from each other, R 902 If multiple R 902 They are either identical or different from each other, R 903 If multiple R 903 They are either identical or different from each other, R 904 If multiple R 904They are either identical or different from each other, R 905 If multiple R 905 They are either identical or different from each other, R 906 If multiple R 906 They are either identical or different from each other, R 907 If multiple R 907 They are either identical or different to one another. (In the above formula (41-2), Xa is O, S, Se, C(R 403 )(R 404 ), or NR 405 And, R 401 and R 421 The pair, R 421 ~R 423 A set of two or more adjacent elements, R 423 and R 402 The pair, R 402 and R 424 The pair, R 424 ~R 427 A set of two or more adjacent elements, R 413 and R 414 The pair with, and R 414 and R 401 One or more pairs are selected from the group consisting of the following pairs: They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 401 and R 402 Each of them operates independently. Substituted or unsubstituted alkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -CR 45 =N represents the iminyl group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 403 ~R 405 , and R that does not form the substituted or unsubstituted monoring and does not form the substituted or unsubstituted condensed ring 413 , R 414 , and R 421 ~R 427 Each of these independently comprises a hydrogen atom or a substituent R. X and substituent R X This refers to the substituent R in formula (41-1) above. X It is synonymous with, R 403 If multiple R 403 They are either identical or different from each other. R 404 If multiple R 404 They are either identical or different from each other. R 405 If multiple R 405 They are either identical or different to one another. (In the above formula (41-3), Xa and Xb are independently O, S, Se, C(R) 403 )(R 404 ), or NR 405 And, R 401 and R 421 The pair, R 421 ~R 423 A set of two or more adjacent elements, R 423 and R 402 The pair, R 415 and R 416 The pair, R 416 and R 412 The pair with, and R 412 and R 411 One or more pairs are selected from the group consisting of the following pairs: They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 401 and R 402 Each of them operates independently. Substituted or unsubstituted alkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -CR 45 =N represents the iminyl group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 403 ~R 405 , and R that does not form the substituted or unsubstituted monoring and does not form the substituted or unsubstituted condensed ring 411 , R 412 , R 415 , R 416 , and R 421 ~R 423 Each of these independently comprises a hydrogen atom or a substituent R. X and substituent R X This refers to the substituent R in formula (41-1) above. X It is synonymous with, R 403 If multiple R 403 They are either identical or different from each other. R 404 If multiple R 404 They are either identical or different from each other. R 405 If multiple R 405 They are either identical or different to one another. (In the above formula (41-4), Xa and Xb are independently O, S, Se, C(R) 403 )(R 404 ), or NR 405 And, R401 and R 421 The pair, R 421 ~R 423 A set consisting of two or more adjacent items, R 423 and R 402 The pair, R 402 and R 418 The pair, R 418 and R 417 The pair with, and R 412 and R 411 One or more pairs are selected from the group consisting of the following pairs: They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 401 and R 402 Each of them operates independently. Substituted or unsubstituted alkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -CR 45 =N represents the iminyl group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 403 ~R 405 , and R that does not form the substituted or unsubstituted monoring and does not form the substituted or unsubstituted condensed ring 411 , R 412 , R 417 , R 418 , and R 421 ~R 423 Each of these independently comprises a hydrogen atom or a substituent R. X and substituent R X This refers to the substituent R in formula (41-1) above. X It is synonymous with, R 403 If multiple R 403 They are either identical or different from each other. R 404 If multiple R 404 They are either identical or different from each other. R 405 If multiple R 405 They are either identical or different to one another. (In the above formula (41-5), Xa and Xb are independently O, S, Se, C(R) 403 )(R 404 ), or NR 405 And, R 401 and R 421 The pair, R 421 ~R 423 A set of two or more adjacent elements, R 423 and R 402 The pair, R 402 and R 418 The pair, R 418 and R 417 The pair, R 413 and R 414 The pair with, and R 414 and R 401 One or more pairs are selected from the group consisting of the following pairs: They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 401 and R 402 Each of them operates independently. Substituted or unsubstituted alkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -CR 45An iminyl group represented by =N, a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring-forming atoms, R 403 ~R 405 and R that do not form the above-mentioned substituted or unsubstituted monocyclic ring and do not form the above-mentioned substituted or unsubstituted condensed ring 413 R 414 R 417 R 418 and R 421 ~R 423 are each independently a hydrogen atom or a substituent R X The substituent R X is synonymous with the substituent R X in the above formula (41-1), R 403 When there are a plurality of R 403 the plurality of R R 404 When there are a plurality of R 404 the plurality of R R 405 When there are a plurality of R 405 the plurality of R (In the above formula (41-6), R 401 and R 421 a pair of R 421 ~R 423 a pair consisting of two or more adjacent ones among 423 R 402 and R 402 and R 424 a pair of R 424 ~R 427 a pair consisting of two or more adjacent ones among 427 R 428 and R 428 ~R 431 ​​​​​​​ They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 401 and R 402 Each of them operates independently. Substituted or unsubstituted alkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -CR 45 =N represents the iminyl group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 421 ~R 431 Each of these independently comprises a hydrogen atom or a substituent R. X and substituent R X This refers to the substituent R in formula (41-1) above. X (This is synonymous with...)

[0404] In the compounds represented by the above formulas (41-1) to (41-5), R 412 and R 411 The pair, R 413 and R 414 The pair, R 415 and R 416 The pair with, and R 417 and R 418 It is also preferable that one or more pairs selected from the group consisting of these pairs combine to form a substituted or unsubstituted monoring, or combine to form a substituted or unsubstituted fused ring.

[0405] In the third embodiment, the compound represented by formula (41) is also preferably a compound represented by the following formula (41-7).

[0406] [ka]

[0407] (In the above formula (41-7), Xa is O, S, Se, C(R 403 )(R 404 ), or NR 405 And, R 401 and R 421 The pair, R 421 ~R 423 A set of two or more adjacent elements, R 423 and R 402 The pair, R 402 and R 424 The pair, R 424 ~R 427 A set consisting of two or more adjacent items, and R 437 ~R 440 From among the groups consisting of two or more adjacent pairs, one or more pairs are selected. They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 401 and R 402 Each of them operates independently. Substituted or unsubstituted alkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 403 ~R 405, and R that does not form the substituted or unsubstituted monoring and does not form the substituted or unsubstituted condensed ring 421 ~R 427 and R 437 ~R 440 Each of these independently comprises a hydrogen atom or a substituent R. X and substituent R X This refers to the substituent R in formula (41-1) above. X (This is synonymous with...)

[0408] (Method for producing the compound represented by formula (41)) The compound represented by formula (41) can be produced by known methods. Furthermore, the compound represented by formula (41) can also be produced by following known methods and using known alternative reactions and raw materials tailored to the target product.

[0409] (Specific examples of compounds represented by formula (41)) Examples of compounds represented by formula (41) include the compounds listed below. However, the present invention is not limited to these examples.

[0410] [ka]

[0411] [ka]

[0412] [ka]

[0413] [ka]

[0414] [ka]

[0415]

Chem.

[0416]

Chem.

[0417]

Chem.

[0418] In one embodiment, when the substituent in the above formulas is "substituted or unsubstituted", the substituent is an unsubstituted alkyl group having 1 to 50 carbon atoms, an unsubstituted alkenyl group having 2 to 50 carbon atoms, an unsubstituted alkynyl group having 2 to 50 carbon atoms, an unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, -Si(R 901a )(R 902a [[ID=##]])(R 903a ), -O-(R 904a ), -S-(R 905a ), -N(R 906a )(R 907a ), a halogen atom, a cyano group, a nitro group, an unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring-forming atoms, R 901a ~R 907a are each independently a hydrogen atom, an unsubstituted alkyl group having 1 to 50 carbon atoms, an unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring-forming atoms, R 901a When two or more R 901a are present, the two or more R 902a are the same as or different from each other. When two or more R 902a are present, the two or more R 903a are the same as or different from each other. When two or more R 903a are present, the two or more R 904a are the same as or different from each other. When two or more R 904a are present, the two or more R are the same as or different from each other. It should be noted that there may be some inaccuracies in the translation due to the complexity and potential ambiguity of the original chemical text. It is recommended to double-check with a professional in the field for more accurate interpretation.905a If there are 2 or more of them, then there are 2 or more R 905a teeth, They are either identical or different, R 906a If there are 2 or more of them, then there are 2 or more R 906a They are either identical to each other or different, R 907a If there are 2 or more of them, then there are 2 or more R 907a They are either identical or different from one another.

[0419] In one embodiment, the substituent in the phrase "substituted or unsubstituted" in each of the above formulas is an unsubstituted alkyl group having 1 to 50 carbon atoms, an unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring-forming atoms.

[0420] In one embodiment, the substituent in the phrase "substituted or unsubstituted" in each of the above formulas is an unsubstituted alkyl group having 1 to 18 carbon atoms, an unsubstituted aryl group having 6 to 18 ring-forming carbon atoms, or an unsubstituted heterocyclic group having 5 to 18 ring-forming atoms.

[0421] (Maximum peak wavelength) In the third embodiment, the maximum peak wavelength of the phosphorescent metal complex and the maximum peak wavelength of the third compound as a fluorescent material are preferably 480 nm or less, and more preferably 475 nm or less, independently of each other. In the third embodiment, the maximum peak wavelength of the phosphorescent metal complex and the maximum peak wavelength of the third compound as a fluorescent material are preferably 430 nm or higher, and more preferably 440 nm or higher, respectively. In this specification, the maximum peak wavelength of fluorescence emission may be referred to as the maximum peak wavelength of fluorescence emission, and the maximum peak wavelength of phosphorescence emission may be referred to as the maximum peak wavelength of phosphorescence emission. In the organic EL element of the third embodiment, the phosphorescent metal complex and the fluorescent material preferably exhibit blue light emission. In this specification, blue light emission refers to light emission in which the maximum peak wavelength of the emission spectrum (fluorescence spectrum or phosphorescent spectrum) is in the range of 430 nm or more and 480 nm or less.

[0422] (Emission spectrum half-width) In the third embodiment, the emission spectral half-width FWHM of the third compound as a fluorescent material is preferably 40 nm or less, and more preferably 30 nm or less. In the third embodiment, the emission spectral width at half maximum (FWHM) of the third compound as a fluorescent material is preferably 5 nm or more, and more preferably 10 nm or more. FWHM is an abbreviation for full width at half maximum.

[0423] In this specification, the maximum fluorescence emission peak wavelength is defined as the wavelength at which the compound being measured is 10 -6 moles / liter or more, 10 -5 For a toluene solution dissolved at a concentration of mol / liter or less, the fluorescence spectrum measured is defined as the wavelength at which the emission intensity is maximized. The emission spectrum half-width (FWHM) is the full width at half-width at the peak of the fluorescence spectrum. A fluorescence spectrum analyzer can be used to measure the fluorescence spectrum. For example, a fluorescence spectrum analyzer manufactured by JASCO Corporation (model name: FP-8300) can be used. However, the fluorescence spectrum analyzer is not limited to the example given here.

[0424] The maximum phosphorescence peak wavelength can be measured by the following method: The compound to be measured is placed in EPA (diethyl ether:isopentane:ethanol = 5:5:2 (volume ratio)) and 10 -5 mol / L or more 10 -4Dissolve the EPA solution to a concentration of mol / L or less, and place this EPA solution in a quartz cell to prepare the measurement sample. Measure the phosphorescence spectrum (vertical axis: phosphorescence intensity, horizontal axis: wavelength) of this sample at a low temperature (77 K). The maximum value at the shortest wavelength among the maximum values ​​of this phosphorescence spectrum is defined as the maximum phosphorescence peak wavelength. A spectrofluorometer F-7000 (manufactured by Hitachi High-Tech Science Corporation) can be used to measure phosphorescence. However, the measurement apparatus is not limited to this; a combination of a cooling device, a low-temperature container, an excitation light source, and a light-receiving device may also be used.

[0425] (Stokes shift) In the third embodiment, the Stokes shift of the third compound as a fluorescent material is preferably 25 nm or less, and more preferably 20 nm or less. In the third embodiment, the Stokes shift of the third compound as a fluorescent material is preferably 5 nm or more, and more preferably 10 nm or more. The third compound has a Stokes shift of 20 nm or less, which allows for a reduction in excitation energy. The third compound's Stokes shift is greater than 10 nm, which suppresses self-absorption and reduces efficiency loss. The Stokes shift can be measured by the following method: 2.0 × 10⁻⁶ of the compound to be measured. -5 Prepare the sample for measurement by dissolving the compound in toluene at a concentration of mol / L. Irradiate the sample, placed in a quartz cell, with continuous ultraviolet-visible light at room temperature (300K) and measure the absorption spectrum (vertical axis: absorbance, horizontal axis: wavelength). A spectrophotometer can be used for absorption spectrum measurement; for example, Hitachi High-Tech Science's U-3900 / 3900H spectrophotometer can be used. Also, the compound to be measured should be 4.9 × 10⁻⁶ -6Prepare a sample for measurement by dissolving the substance in toluene at a concentration of mol / L. Irradiate the sample, placed in a quartz cell, with excitation light at room temperature (300K) and measure the fluorescence spectrum (vertical axis: fluorescence intensity, horizontal axis: wavelength). A spectrophotometer can be used for fluorescence spectrum measurement; for example, the Hitachi High-Tech Science F-7000 spectrofluorometer can be used. From these absorption and fluorescence spectra, calculate the difference between the absorption maximum wavelength and the fluorescence maximum wavelength to determine the Stokes shift (SS). The unit of Stokes shift SS is nm.

[0426] In the third embodiment, if at least one of the one or more light-emitting layers contains a first host material and a fluorescent material, it is preferable that when the organic EL element is made to emit light, the fluorescent compound in the light-emitting layer emits light primarily.

[0427] The maximum peak wavelength of light emitted from an organic EL element is measured as follows. Current density is 10 mA / cm² 2 The spectral radiance spectrum of an organic EL element is measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta) when a voltage is applied to the element in such a manner. In the obtained spectral radiance spectrum, the peak wavelength of the emission spectrum with the maximum emission intensity is measured and defined as the maximum peak wavelength (unit: nm).

[0428] (Compound content in the luminescent layer) The content of the first host material (first compound) and the dopant material contained in the light-emitting layer is preferably within the following ranges, for example. In this specification, the content of the compound in the light-emitting layer refers to the content of the compound contained in a single layer. The content of the first host material is preferably 10% by mass or more and 80% by mass or less, more preferably 10% by mass or more and 60% by mass or less, and even more preferably 20% by mass or more and 60% by mass or less. The content of the first host material may also be 90% by mass or more and 99.9% by mass or less, 95% by mass or more and 99.9% by mass or less, or 99% by mass or more and 99.9% by mass or less. The dopant material content is preferably 0.01% by mass or more and 10% by mass or less, more preferably 0.01% by mass or more and 5% by mass or less, and even more preferably 0.01% by mass or more and 1% by mass or less. The third embodiment does not exclude the case in which at least one of the one or more light-emitting layers contains a material other than the first host material and the dopant material. At least one of the one or more light-emitting layers may contain only one type of first host material, or two or more types. At least one of the one or more light-emitting layers may contain only one type of dopant material, or two or more types.

[0429] (film thickness of the light-emitting layer) In the third embodiment of the organic EL element, the thickness of the light-emitting layer is preferably 5 nm or more and 50 nm or less, more preferably 7 nm or more and 50 nm or less, and even more preferably 10 nm or more and 50 nm or less. When the thickness of the light-emitting layer is 5 nm or more, it is easier to form the light-emitting layer and adjust the chromaticity, and when the thickness of the light-emitting layer is 50 nm or less, it is easier to suppress the rise in the driving voltage. In this specification, the thickness of the light-emitting layer refers to the thickness of a single light-emitting layer when the organic EL element has one light-emitting layer, and refers to the thickness of each layer when the element has multiple light-emitting layers. In other words, when the element has multiple light-emitting layers, the thickness of each layer is preferably 5 nm or more and 50 nm or less.

[0430] Let's further explain the configuration of the organic EL element.

[0431] (substrate) The substrate is used as a support for the organic EL element. Examples of substrates include glass, quartz, and plastic. A flexible substrate may also be used. A flexible substrate is a substrate that can be bent (flexible), such as a plastic substrate. Examples of materials for forming a plastic substrate include polycarbonate, polyarylate, polyethersulfone, polypropylene, polyester, polyvinyl fluoride, polyvinyl chloride, polyimide, and polyethylene naphthalate. An inorganic vapor-deposited film may also be used.

[0432] (anode) For the anode formed on the substrate, it is preferable to use a metal, alloy, electrically conductive compound, or mixture thereof with a large work function (specifically, 4.0 eV or more). Specifically, examples include indium tin oxide (ITO), indium tin oxide containing silicon or silicon oxide, indium zinc oxide, tungsten oxide, indium oxide containing zinc oxide, graphene, etc. 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).

[0433] These materials are typically deposited by sputtering. For example, indium oxide-zinc oxide can be formed by sputtering using a target containing 1% to 10% by mass of zinc oxide relative to indium oxide. Similarly, indium oxide containing tungsten oxide and zinc oxide can be formed by sputtering using a target containing 0.5% to 5% by mass of tungsten oxide and 0.1% to 1% by mass of zinc oxide relative to indium oxide. Other methods such as vacuum deposition, coating, inkjet, and spin coating may also be used.

[0434] Of the organic layers formed on the anode, the hole injection layer formed in contact with the anode is formed using a composite material that facilitates hole injection regardless of the anode's work function. Therefore, any material suitable for electrode materials (e.g., metals, alloys, electrically conductive compounds, and mixtures thereof, as well as elements belonging to Group 1 or Group 2 of the periodic table) can be used.

[0435] Materials with low work functions, such as 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), and alloys containing these (e.g., MgAg, AlLi), as well as rare earth metals such as europium (Eu) and ytterbium (Yb) and alloys containing these, can also be used. When forming the anode using alkali metals, alkaline earth metals, and alloys containing these, vacuum deposition or sputtering methods can be used. Furthermore, when using silver paste or the like, coating or inkjet methods can be used.

[0436] When the organic EL element is of the bottom emission type, the anode is preferably formed of a metallic material that is light-transmitting or semi-transparent, allowing light from the light-emitting layer to pass through. In this specification, light-transmitting or semi-transparent means the property of transmitting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The metallic material having light-transmitting or semi-transparent properties can be appropriately selected from the materials listed in the anode section.

[0437] When the organic EL element is of the top-emission type, the anode is a reflective electrode having a reflective layer. The reflective layer is preferably formed of a light-reflecting metallic material. In this specification, light reflectivity means the property of reflecting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The light-reflecting metallic material can be appropriately selected and used from the materials listed in the anode section. The anode may consist only of a reflective layer, or it may have a multilayer structure comprising a reflective layer and a conductive layer (preferably a transparent conductive layer). When the anode has a reflective layer and a conductive layer, it is preferable that the conductive layer is positioned between the reflective layer and the hole transport band. The conductive layer can be appropriately selected from the materials listed in the anode section.

[0438] (cathode) For the cathode, it is preferable to use metals, alloys, electrically conductive compounds, and mixtures thereof with a small work function (specifically, 3.8 eV or less). Specific examples of such cathode materials include elements belonging to Group 1 or Group 2 of the periodic table, namely alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), and alloys containing these (e.g., MgAg, AlLi), as well as rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing these.

[0439] Furthermore, when forming a cathode using alkali metals, alkaline earth metals, or alloys containing these, vacuum deposition or sputtering methods can be used. Additionally, when using silver paste or similar materials, coating or inkjet methods can be employed.

[0440] Furthermore, by providing an electron injection layer, cathodes can be formed using various conductive materials such as Al, Ag, ITO, graphene, and indium tin oxide containing silicon or silicon oxide, regardless of the magnitude of the work function. These conductive materials can be deposited using sputtering, inkjet, or spin coating methods.

[0441] When the organic EL element is of the bottom emission type, the cathode is a reflective electrode. The reflective electrode is preferably formed from a metallic material that has light-reflecting properties. The metallic material with light-reflecting properties can be appropriately selected from the materials listed in the cathode section.

[0442] When the organic EL element is of the top-emission type, the cathode is preferably formed of a metallic material that is light-transmitting or semi-transparent, allowing light from the light-emitting layer to pass through. The light-transmitting or semi-transparent metallic material can be appropriately selected from the materials listed in the cathode section.

[0443] The organic EL element according to the third embodiment may be a bottom-emission type organic EL element. Alternatively, the organic EL element according to this embodiment may be a top-emission type organic EL element. When the organic EL element is of the bottom emission type, it is preferable that the anode is a light-transmitting electrode and the cathode is a light-reflecting electrode. When the organic EL element is of the top-emission type, it is preferable that the anode is a light-reflecting electrode with light-reflecting properties and the cathode is a light-transmitting electrode with light-transmitting properties.

[0444] (Capping layer) When an organic EL element is of the top-emission type, the organic EL element typically has a capping layer above the cathode. The capping layer may contain, for example, at least one compound selected from the group consisting of polymer compounds, metal oxides, metal fluorides, metal borides, silicon nitride, and silicon compounds (such as silicon oxide). Furthermore, the capping layer may contain, for example, at least one compound selected from the group consisting of aromatic amine derivatives, anthracene derivatives, pyrene derivatives, fluorene derivatives, or dibenzofuran derivatives. Furthermore, laminates formed by stacking layers containing these materials can also be used as capping layers.

[0445] <Hole transport band> (Hole injection layer) The hole injection layer is a layer containing a material with high hole injection properties. Examples of materials with high hole injection properties 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. Furthermore, substances with high hole injection potential include the low-molecular-weight organic compounds 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviated as TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviated as MTDATA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviated as DPAB), 4,4'-bis(N-{4-[N'-(3-methylphenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviated as DNTPD), and 1,3 Aromatic amine compounds such as ,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 also examples. Furthermore, polymer compounds (oligomers, dendrimers, polymers, etc.) can also be used as materials with high hole injection properties. Examples of polymer compounds include poly(N-vinylcarbazole) (abbreviated as PVK), poly(4-vinyltriphenylamine) (abbreviated as PVTPA), poly[N-(4-{N'-[4-(4-diphenylamino)phenyl]phenyl-N'-phenylamino}phenyl)methacrylamide] (abbreviated as PTPDMA), and poly[N,N'-bis(4-butylphenyl)-N,N'-bis(phenyl)benzidine] (abbreviated as Poly-TPD). In addition, polymer compounds to which acids such as poly(3,4-ethylenedioxythiophene) / poly(styrenesulfonic acid) (PEDOT / PSS) and polyaniline / poly(styrenesulfonic acid) (PAni / PSS) have been added can also be used.

[0446] (Hole transport layer) The hole transport layer is a layer containing a substance with high hole transport properties. Aromatic amine compounds, carbazole derivatives, and anthracene derivatives can be used in the hole transport layer. Specifically, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (abbreviated as NPB), N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (abbreviated as TPD), 4-phenyl-4'-(9-phenylfluoren-9-yl)triphenylamine (abbreviated as BAFLP), 4,4'-bis[N-(9,9-dimethylfluoren-2-yl)-N-phenylamino]biphenyl Aromatic amine compounds such as nyl (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'-bifluoren-2-yl)-N-phenylamino]biphenyl (abbreviated as BSPB) can be used. The substances described here are mainly 10 -6 cm 2 It is a substance with a hole mobility of / Vs or greater. The hole transport layer may use carbazole derivatives such as CBP, CzPA, and PCzPA, or anthracene derivatives such as t-BuDNA, DNA, and DPAnth. High molecular weight compounds such as poly(N-vinylcarbazole) (abbreviated as PVK) and poly(4-vinyltriphenylamine) (abbreviated as PVTPA) can also be used. However, other materials may be used as long as they have higher hole transport capabilities than electron transport capabilities. Furthermore, the layer containing the material with high hole transport capabilities may be a single layer or a layer consisting of two or more layers of the above-mentioned materials stacked together.

[0447] <Electron transport band> (electron transport layer) The electron transport layer is a layer containing a material with high electron transport properties. The electron transport layer can contain: 1) metal complexes such as aluminum complexes, beryllium complexes, and zinc complexes; 2) heteroaromatic compounds such as imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives; and 3) polymer compounds. Specifically, as low molecular weight organic compounds, metal complexes such as Alq, tris(4-methyl-8-quinolinolato)aluminum (abbreviated as Almq3), bis(10-hydroxybenzo[h]quinolinato)beryllium (abbreviated as BeBq2), BAlq, Znq, ZnPBO, and ZnBTZ can be used. In addition to metal complexes, there are also 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5-(ptert-butylphenyl)-1,3,4-oxadiazole-2-yl]benzene (abbreviation: OXD-7), and 3-(4-tert-butylphenyl)-4-phenyl-5-(4-biphenylyl)-1,2,4-triazole (abbreviation Heteroaromatic compounds such as :TAZ, 3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-biphenylyl)-1,2,4-triazole (abbreviated as p-EtTAZ), vasophenanthroline (abbreviated as BPhen), vasocuproin (abbreviated as BCP), and 4,4'-bis(5-methylbenzoxazole-2-yl)stilbene (abbreviated as BzOs) can also be used. The substances described herein are mainly 10 -6 cm 2 The material has an electron mobility of 1 / Vs or higher. However, any material with higher electron transport properties than hole transport properties may be used as the electron transport layer. Furthermore, the electron transport layer may be a single layer or a layer consisting of two or more layers of the above material stacked together. Furthermore, polymer compounds can also 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.

[0448] (electron injection layer) The electron injection layer is a layer containing a material with high electron injection potential. The electron injection layer can contain alkali metals, alkaline earth metals, or compounds thereof, such as lithium (Li), cesium (Cs), calcium (Ca), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF2), and lithium oxide (LiOx). Alternatively, a material containing an alkali metal, alkaline earth metal, or compound thereof in an electron-transporting material, specifically one containing magnesium (Mg) in Alq, may also be used. In this case, electron injection from the cathode can be performed more efficiently. Alternatively, a composite material formed by mixing an organic compound and an electron donor may be used in the electron injection layer. Such a composite material exhibits excellent electron injection and electron transport properties because electrons are generated in the organic compound by the electron donor. In this case, the organic compound is preferably a material with excellent electron transport properties, and specifically, for example, the substances that constitute the electron transport layer described above (metal complexes and heteroaromatic compounds, etc.) 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. Alkali metal oxides and alkaline earth metal oxides are also preferred, such as lithium oxide, calcium oxide, and barium oxide. Lewis bases such as magnesium oxide can also be used. Organic compounds such as tetrathiafulvalene (abbreviated as TTF) can also be used.

[0449] (Hole barrier layer) The hole barrier layer is preferably a layer that transports electrons and prevents holes from reaching the layer on the cathode side of the hole barrier layer (for example, the electron transport layer).

[0450] In the organic EL element according to the third embodiment, the compound contained in the hole barrier layer may be, for example, a compound used in known hole barrier layers. Preferably, the compound contained in the hole barrier layer is an electron transport band material. Also, similar to the compounds that can be used in the electron transport layer described above, it is preferable that the compound contained in the hole barrier layer is at least one compound selected from the group consisting of metal complexes, heteroaromatic compounds, and polymer compounds. Furthermore, the compound contained in the hole barrier layer may be at least one compound selected from the group consisting of imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives. In the organic EL element according to this embodiment, the electron transport band material contained in the hole barrier layer is preferably a diazine derivative or a triazine derivative, and more preferably a pyrimidine derivative or a 1,3,5-triazine derivative. The hole barrier layer is also preferably a layer that prevents excitons generated in the light-emitting layer from moving to layers on the cathode side of the hole barrier layer (for example, electron transport layers and electron injection layers) so that excitation energy does not leak from the light-emitting layer to the surrounding layers.

[0451] (Layer formation method) The method for forming each layer of the organic EL element according to the third embodiment is not limited to those specifically mentioned above, but known methods such as dry deposition methods such as vacuum deposition, sputtering, plasma deposition, and ion plating, and wet deposition methods such as spin coating, dipping, flow coating, or inkjet deposition can be employed.

[0452] (film thickness) The film thickness of each layer included in the light-emitting unit of the organic EL element according to the third embodiment is not limited unless otherwise specifically mentioned above. Generally, if the film thickness is too thin, defects such as pinholes are likely to occur, and if the film thickness is too thick, a high applied voltage is required, resulting in poor efficiency. Therefore, the film thickness of each layer included in the light-emitting unit of the organic EL element is usually preferably in the range of a few nanometers to 1 μm.

[0453] According to the organic EL element of the third embodiment, the luminescence efficiency of the organic EL element can be improved. According to one embodiment of the organic EL element according to the third embodiment, the luminescence efficiency of the organic EL element can be improved by including a phosphorescent complex (preferably a blue phosphorescent complex) and a compound according to the first embodiment (the first compound) as a first host material in the light-emitting layer. According to one embodiment of the organic EL element according to the third embodiment, the luminescence efficiency of the organic EL element can be improved by incorporating a fluorescent material (preferably a blue fluorescent material) and a compound according to the first embodiment (first compound) as a first host material into the light-emitting layer. The organic EL element according to the third embodiment can be used in electronic devices such as display devices and light-emitting devices.

[0454] [Fourth Embodiment] The configuration of the organic EL element according to the fourth embodiment will now be described. In the description of the fourth embodiment, components identical to those in the third embodiment will be given the same reference numerals and names, and their descriptions will be omitted or simplified. Furthermore, in the fourth embodiment, materials and compounds not specifically mentioned can be the same as those described in the third embodiment.

[0455] (Emitting layer) In the organic EL element according to the fourth embodiment, at least one of the one or more light-emitting layers contains a first host material, a sensitizing material, and a fluorescent material. In other respects, it is the same as the organic EL element according to the third embodiment. The first host material, the sensitizing material, and the fluorescent material are different materials from each other. In the fourth embodiment, the compound used as a sensitizing material may be referred to as the second compound. That is, in the fourth embodiment, at least one of the one or more light-emitting layers contains a first host material (first compound), a sensitizing material (second compound), and a fluorescent material (third compound).

[0456] In the fourth embodiment, the sensitizing material is one or more compounds selected from the group consisting of phosphorescent metal complexes and delayed-fluorescence compounds. In one embodiment of the fourth embodiment, at least one of the one or more light-emitting layers contains a first host material, a delayed-fluorescence compound as a sensitizing material, and a fluorescent material. In this embodiment, it is preferable that at least one of the one or more light-emitting layers does not contain a phosphorescent metal complex. In one embodiment of the fourth embodiment, at least one of the one or more light-emitting layers contains a first host material, a phosphorescent metal complex as a sensitizing material, and a fluorescent material.

[0457] In the fourth embodiment, the first host material, the sensitizing material, and the fluorescent material are contained in a single layer. For example, if the organic EL element has one light-emitting layer, the first host material, the sensitizing material, and the fluorescent material are contained in that single light-emitting layer. If it has multiple light-emitting layers, the first host material, the sensitizing material, and the fluorescent material are contained in one of the single light-emitting layers.

[0458] [First host material] In the fourth embodiment, the first host material is the compound according to the first embodiment (the compound represented by formula (1) (the first compound)).

[0459] [Fluorescent materials] In the fourth embodiment, the fluorescent material can be the same material as the fluorescent material (third compound) described in the third embodiment.

[0460] [Sensitizing material] In the fourth embodiment, the sensitizing material is one or more compounds selected from the group consisting of phosphorescent metal complexes and delayed-fluorescence compounds.

[0461] (Phosphorescent metal complex) In the fourth embodiment, the phosphorescent metal complex can be the same material as the phosphorescent metal complex described in the third embodiment.

[0462] (Delayed fluorescence compounds) In the fourth embodiment, the delayed-fluorescence compound is not a phosphorescent metal complex. In the fourth embodiment, it is preferable that the delayed-fluorescence compound is not a metal complex.

[0463] In the fourth embodiment, the delayed-fluorescence compound is preferably a compound represented by the following formula (H1).

[0464] [ka]

[0465] (In the above formula (H1), A H This is a group having at least one substructure selected from the group consisting of the following formulas (a-1), (a-2), (a-3), (a-4), (a-5), (a-6), (a-7), and (a-8), D H This is a group represented by the following formulas (221), (222), or (223): L H teeth, single bond, A substituted or unsubstituted aryl ring with 6 to 50 carbon atoms, or These are heterocycles with 5 to 50 ring-forming atoms, either substituted or unsubstituted. m is 1, 2, 3, 4 or 5, and multiple A H They are either identical or different from one another. n is 1, 2, 3, 4, or 5, and multiple D H They are either identical or different to one another.

[0466] [ka]

[0467] (In formulas (a-1) to (a-8) above, * independently indicates the bonding position with other atoms in the molecule of the delayed-fluorescence compound.)

[0468] [ka]

[0469] [ka]

[0470] [ka]

[0471] (R in equation (221) above) 21 ~R 28 Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R in equation (222) above 221 ~R 228 Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R in equation (223) 231 ~R 238 Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R does not form a substituted or unsubstituted monoring in formula (221) and does not form a substituted or unsubstituted fused ring. 21 ~R 28 R that does not form a substituted or unsubstituted monoring in formula (222) and does not form a substituted or unsubstituted condensed ring. 221~R 228 Furthermore, R that does not form a substituted or unsubstituted monoring in formula (223) and does not form a substituted or unsubstituted condensed ring. 231 ~R 238 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 A base represented by ) -O-(R 904 A base represented by ) -S-(R 905 A base represented by ) -N(R 906 )(R 907 A base represented by ) Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 908 A base represented by -COOR 909 A base represented by halogen atom, Cyano group, Nitro group, -P(=O)(R 931 )(R 932 A base represented by ) -Ge(R 933 )(R 934 )(R 935 A base represented by ) -B(R 936 )(R 937 A base represented by ) A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. In equations (222) and (223) above, Rings A, B, and C are each independently selected from the group consisting of ring structures represented by the following formulas (224) and (225). Rings A, B, and C condense with adjacent rings at any position. p, px, and py are each independently 1, 2, 3, or 4. If p is 2, 3, or 4, then multiple rings A are either identical or different from one another. If px is 2, 3, or 4, then multiple rings B are either identical or different from one another. If py is 2, 3, or 4, then multiple rings C are either identical or different from one another. In equations (221) to (223) above, * represents L H (This indicates the bonding position.)

[0472] [ka]

[0473] (In the above formula (224), r is 0, 2, or 4. Multiple R 29 A group consisting of, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, In the above equation (225), X A is a sulfur atom, an oxygen atom, or C(R 291 )(R 292 ) and R 291 and R 292 A group consisting of, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R that does not form a substituted or unsubstituted monoring and does not form a substituted or unsubstituted fused ring. 29 , R 291and R 292 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 A base represented by ) -O-(R 904 A base represented by ) -S-(R 905 A base represented by ) -N(R 906 )(R 907 A base represented by ) Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 908 A base represented by -COOR 909 A base represented by halogen atom, Cyano group, Nitro group, -P(=O)(R 931 )(R 932 A base represented by ) -Ge(R 933 )(R 934 )(R 935 A base represented by ) -B(R 936 )(R 937 A base represented by ) A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. Multiple R 29 They are either identical or different from one another. Multiple R 291 They are either identical or different from one another. Multiple R292 They are either identical or different from one another. Multiple X A They are either identical or different to one another.

[0474] (In the aforementioned delayed-fluorescence compound, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 908 , R 909 , R 931 , R 932 , R 933 , R 934 , R 935 , R 936 and R 937 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 If multiple R 901 They are either identical or different from one another. R 902 If multiple R 902 They are either identical or different from one another. R 903 If multiple R 903 They are either identical or different from one another. R 904 If multiple R 904 They are either identical or different from one another. R 905 If multiple R 905 They are either identical or different from one another. R 906 If multiple R 906 They are either identical or different from one another. R907 If multiple R 907 They are either identical or different from one another. R 908 If multiple R 908 They are either identical or different from one another. R 909 If multiple R 909 They are either identical or different from one another. R 931 If multiple R 931 They are either identical or different from one another. R 932 If multiple R 932 They are either identical or different from one another. R 933 If multiple R 933 They are either identical or different from one another. R 934 If multiple R 934 They are either identical or different from one another. R 935 If multiple R 935 They are either identical or different from one another. R 936 If multiple R 936 They are either identical or different from one another. R 937 If multiple R 937 They are either identical or different to one another.

[0475] In the fourth embodiment, the delayed-fluorescence compound is preferably a compound represented by the following formula (H10).

[0476] [ka]

[0477] (In the above formula (H10), CN is a cyano group, L HThis is a substituted or unsubstituted ring-forming aromatic hydrocarbon ring with 6 to 30 carbon atoms. D 11 and D 12 These are, independently, groups represented by the above formulas (221), (222), or (223), m is 1, 2, 3, 4, or 5. nx is 0, 1, 2, 3, 4, or 5. ny is 0, 1, 2, 3, 4, or 5. nx+ny is 1, 2, 3, 4, or 5. D 11 and D 12 They are either identical or different from one another. Multiple D 11 They are either identical or different from one another. Multiple D 12 They are either identical or different to one another.

[0478] In the fourth embodiment, the delayed-fluorescence compound is preferably a compound represented by the following formula (H100).

[0479] [ka]

[0480] (In the above formula (H100), L H , D 11 , D 12 , m, nx, and ny are, respectively, L in formula (H10) H , D 11 , D 12 , is synonymous with m, nx and ny, R is independent of each other. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 A base represented by ) -O-(R 904 A base represented by ) -S-(R 905 A base represented by ) -N(R 906 )(R 907 A base represented by ) Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 908 A base represented by -COOR 909 A base represented by Cyano group, Nitro group, -P(=O)(R 931 )(R 932 A base represented by ) -Ge(R 933 )(R 934 )(R 935 A base represented by ) -B(R 936 )(R 937 A base represented by ) A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. However, at least one R is a substituent, and at least one R as a substituent is L of the compound represented by formula (H100). H It is bonded to it by a carbon-carbon bond, k is an integer greater than or equal to 1. Multiple Rs are either identical or different from one another.

[0481] In the fourth embodiment, the delayed-fluorescence compound is preferably a compound represented by the following formula (H101).

[0482] [ka]

[0483] (In the above formula (H101), D 11 and D 12 These are, respectively, D in the above formula (H10). 11 and D 12 It is synonymous with, Each R is independently equivalent to R in the above formula (H100), m is 1, 2, 3, or 4. nx is 0, 1, 2, 3, or 4. ny is 0, 1, 2, 3, or 4. k is 1, 2, 3, or 4. nx+ny is 1, 2, 3, or 4. m + nx + ny + k = 6.

[0484] In the fourth embodiment, the delayed-fluorescence compound is preferably a compound represented by the following formula (H110), (H120), or (H130).

[0485] [ka]

[0486] (In the above formulas (H110), (H120), and (H130), D 11 and D 12 These are, respectively, D in the above formula (H10). 11 and D 12 It is synonymous with, Each R is independently equivalent to R in the above formula (H100), nx is 0, 1, 2, or 3. ny is 0, 1, 2, or 3. k is 1, 2, or 3. nx+ny is 1, 2, or 3. nx + ny + k = 4.

[0487] In the fourth embodiment, the group represented by formula (222) in the delayed-fluorescence compound is preferably one of the groups selected from the group consisting of the following formulas (22A), (22B), (22C), (22D), (22E), and (22F).

[0488] [ka]

[0489] [ka]

[0490] [ka]

[0491] [ka]

[0492] [ka]

[0493] [ka]

[0494] (In the above formulas (22A), (22B), (22C), (22D), (22E), and (22F), R 221 ~R 228 These are, respectively, R in equation (222) above. 221 ~R 228 It is synonymous with, R 229 and R 230 Each of these independently corresponds to R in equation (224) above. 29 It is synonymous with, X A This is X in equation (225) above. AIt is synonymous with, In formulas (22A), (22B), (22C), (22D), (22E), and (22F), the asterisk (*) indicates the bond position.

[0495] In the organic EL element according to the fourth embodiment, when the delayed fluorescence compound is a compound represented by formula (H101), the * in formulas (22A), (22B), (22C), (22D), (22E), and (22F) is bonded to the benzene ring itself, as explicitly shown in formula (H101).

[0496] In the delayed fluorescence compound of the fourth embodiment, X A It is also preferable that this atom be a sulfur atom or an oxygen atom.

[0497] In the delayed fluorescence compound of the fourth embodiment, X A However, C(R 291 )(R 292 ) If R 291 and R 292 Each of these is preferably independently a hydrogen atom, a substituted or unsubstituted C1-C50 alkyl group, a substituted or unsubstituted ring-forming C3-C50 cycloalkyl group, a substituted or unsubstituted ring-forming C6-C50 aryl group, or a substituted or unsubstituted ring-forming C5-C50 heterocyclic group, and more preferably a substituted or unsubstituted C1-C50 alkyl group, or a substituted or unsubstituted ring-forming C6-C50 aryl group.

[0498] In the delayed fluorescence compound of the fourth embodiment, R 21 ~R 28 It is also preferable that any set of two or more adjacent elements does not combine with each other. In the delayed fluorescence compound of the fourth embodiment, R 221 ~R 228 It is also preferable that any set of two or more adjacent elements does not combine with each other. In the delayed fluorescence compound of the fourth embodiment, R 231 ~R 238It is also preferable that any set of two or more adjacent elements does not combine with each other.

[0499] In the delayed fluorescence compound of the fourth embodiment, R is preferably independently a hydrogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted ring-forming C6-C30 aryl group, or a substituted or unsubstituted ring-forming C5-C30 heterocyclic group.

[0500] In the delayed-fluorescence compound of the fourth embodiment, R is preferably independently a hydrogen atom, a substituted or unsubstituted C1-C6 alkyl group, a substituted or unsubstituted ring-forming C6-C18 aryl group, or a substituted or unsubstituted ring-forming C5-C18 heterocyclic group.

[0501] R in the delayed fluorescence compound of the fourth embodiment 21 ~R 28 , R 221 ~R 228 , R 231 ~R 238、 R 29 Preferably, each of these is independently a hydrogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted ring-forming C6-C30 aryl group, or a substituted or unsubstituted ring-forming C5-C30 heterocyclic group.

[0502] R in the delayed fluorescence compound of the fourth embodiment 21 ~R 28 , R 221 ~R 228 , R 231 ~R 238、 R 29 Preferably, each of these is independently a hydrogen atom, a substituted or unsubstituted C1-C6 alkyl group, a substituted or unsubstituted ring-forming C6-C18 aryl group, or a substituted or unsubstituted ring-forming C5-C18 heterocyclic group.

[0503] In the delayed fluorescence compound of the fourth embodiment, R is independently a hydrogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted ring-forming C6-C30 aryl group, or a substituted or unsubstituted ring-forming C5-C30 heterocyclic group. R in the delayed fluorescence compound of the fourth embodiment 21 ~R 28 , R 221 ~R 228 , R 231 ~R 238、 R 29 Preferably, each of these is independently a hydrogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted ring-forming C6-C30 aryl group, or a substituted or unsubstituted ring-forming C5-C30 heterocyclic group.

[0504] In the delayed fluorescence compound of the fourth embodiment, R is independently a hydrogen atom, a substituted or unsubstituted C1-C6 alkyl group, a substituted or unsubstituted ring-forming C6-C18 aryl group, or a substituted or unsubstituted ring-forming C5-C18 heterocyclic group. R in the delayed fluorescence compound of the fourth embodiment 21 ~R 28 , R 221 ~R 228 , R 231 ~R 238、 R 29 Preferably, each of these is independently a hydrogen atom, a substituted or unsubstituted C1-C6 alkyl group, a substituted or unsubstituted ring-forming C6-C18 aryl group, or a substituted or unsubstituted ring-forming C5-C18 heterocyclic group.

[0505] In the compound according to the fourth embodiment, the substituent in the phrase "substituted or unsubstituted" is Unsubstituted alkyl groups having 1 to 25 carbon atoms, Unsubstituted alkenyl groups with 2 to 25 carbon atoms, Unsubstituted alkynyl groups with 2 to 25 carbon atoms, Unsubstituted ring-forming cycloalkyl groups with 3 to 25 carbon atoms, -Si(R 901)(R 902 )(R 903 A base represented by ) -O-(R 904 A base represented by ) -S-(R 905 A base represented by ) -N(R 906 )(R 907 A base represented by ) Unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 908 A base represented by -COOR 909 A base represented by -P(=O)(R 931 )(R 932 A base represented by ) -Ge(R 933 )(R 934 )(R 935 A base represented by ) -B(R 936 )(R 937 A base represented by ) -S(=O)2R 938 A base represented by halogen atom, Cyano group, Nitro group, Unsubstituted ring-forming aryl groups with 6 to 25 carbon atoms, or It is an unsubstituted heterocyclic group with 5 to 25 ring-forming atoms. R 901 ~R 909 , and R 931 ~R 938 Each of them operates independently. hydrogen atom, Unsubstituted alkyl groups having 1 to 25 carbon atoms, Unsubstituted ring-forming aryl groups with 6 to 25 carbon atoms, or It is preferable that the group is an unsubstituted heterocyclic group with 5 to 25 ring-forming atoms.

[0506] In the compound according to the fourth embodiment, the substituent in the case of "substituted or unsubstituted" is preferably a halogen atom, an unsubstituted C1-C25 alkyl group, an unsubstituted ring-forming C6-C25 aryl group, or an unsubstituted ring-forming C5-C5 heterocyclic group.

[0507] In the compound according to the fourth embodiment, the substituent in the case of "substituted or unsubstituted" is preferably an unsubstituted C1-C10 alkyl group, an unsubstituted ring-forming C6-C12 aryl group, or an unsubstituted ring-forming C5-C12 heterocyclic group.

[0508] In the compound according to the fourth embodiment, it is also preferable that all groups described as "substituted or unsubstituted" are "unsubstituted" groups.

[0509] In this specification, when a delayed-fluorescence compound is a sensitizing material, the lowest excitation singlet energy of the delayed-fluorescence compound is referred to as S1(GT2), and the energy gap of the delayed-fluorescence compound at 77[K] is referred to as T 77K It is called (GT2), and S1(GT2) and T 77K The difference from (GT2) is sometimes referred to as ΔST(GT2).

[0510] (Method for producing delayed-fluorescence compounds) The delayed-fluorescence compound in the fourth embodiment can be produced by known methods. Furthermore, the delayed-fluorescence compound can also be produced by following known methods and using known alternative reactions and raw materials tailored to the target product.

[0511] (Specific examples of delayed-fluorescence compounds) Specific examples of delayed-fluorescence compounds in the fourth embodiment include, for example, the following compounds. However, the present invention is not limited to these specific examples.

[0512] [ka]

[0513] [ka]

[0514] [ka]

[0515] [ka]

[0516] [ka]

[0517] [ka]

[0518] (Relationship between the first host material, sensitizing material, and fluorescent material in the light-emitting layer) In one embodiment of the fourth embodiment, the sensitizing material is a delayed-fluorescence compound. In one embodiment of the fourth embodiment, at least one of the one or more light-emitting layers contains a delayed-fluorescence compound as the sensitizing material and does not necessarily contain a phosphorescent metal complex.

[0519] Figure 4 shows an example of the relationship between the energy levels of the first host material (first compound), the delayed-fluorescence compound (second compound) as a sensitizer, and the fluorescent material (third compound) in the light-emitting layer. In Figure 4, S0 represents the ground state. S1(M1) represents the lowest excited singlet state of the first host material, and T1(M1) represents the lowest excited triplet state of the first host material. S1(M2) represents the lowest excited singlet state of the delayed-fluorescence compound, and T1(M2) represents the lowest excited triplet state of the delayed-fluorescence compound. S1(M3) represents the lowest excited singlet state of the fluorescent material, and T1(M3) represents the lowest excited triplet state of the fluorescent material. The dashed arrow from S1(M2) to S1(M3) in Figure 4 represents the Förster-type energy transfer from the lowest excited singlet state of the delayed-fluorescence compound to the lowest excited singlet state of the fluorescent material. As shown in Figure 4, when a compound with a small ΔST(M2) is used as the delayed fluorescence compound, the lowest excited triplet state T1(M2) can undergo reverse intersystem crossing to the lowest excited singlet state S1(M2) due to thermal energy. Then, a Förster-type energy transfer occurs from the lowest excited singlet state S1(M2) of the delayed fluorescence compound to the fluorescent material, generating the lowest excited singlet state S1(M3). As a result, fluorescence emission from the lowest excited singlet state S1(M3) of the fluorescent material can be observed. It is believed that by utilizing delayed fluorescence through this TADF mechanism, the internal quantum efficiency can theoretically be increased to 100%.

[0520] In one embodiment, it is also preferable that the lowest excited singlet energy S1(GT2) of the delayed-fluorescence compound and the lowest excited singlet energy S1(D) of the fluorescence-emitting material satisfy the relationship shown in the following formula (Equation 4). S1(GT2)>S1(D) …(Math 4)

[0521] In one embodiment, it is also preferable that the lowest excited singlet energy S1(H1) of the first host material and the lowest excited singlet energy S1(GT2) of the delayed fluorescence compound satisfy the following equation (Equation 4A). S1(H1)>S1(GT2) …(Math 4A)

[0522] In one embodiment, it is also preferable that the lowest excitation singlet energy S1 of the first host material, the delayed fluorescence compound, and the fluorescence-emitting material satisfy the relationship shown in the following formula (Equation 4B). S1(H1)>S1(GT2)>S1(D)…(Number 4B)

[0523] In one embodiment, the energy gap T at 77[K] between the first host material and the delayed fluorescence compound is 77K It is also preferable that the following equation (Equation 6) satisfies the relationship. T 77K (H1)>T 77K (GT2) …(Math 6)

[0524] In one embodiment, the energy gap T of a delayed-fluorescence compound at 77[K] 77K (GT2) and the energy gap T at 77[K] of the fluorescent material 77K It is also preferable that (D) and satisfy the following equation (Equation 6A). T 77K (GT2)>T 77K (D) …(Math 6A)

[0525] In one embodiment, the first host material, the delayed fluorescence compound, and the fluorescence-emitting material have an energy gap T at 77[K]. 77K It is also preferable that the following equation (Mathematics 6B) satisfies the relationship. T 77K (H1)>T 77K (GT2)>T 77K (D) …(Number 6B)

[0526] In one embodiment, the sensitizing material is a phosphorescent metal complex. In one embodiment, at least one of the one or more light-emitting layers contains a phosphorescent metal complex as the sensitizing material and does not necessarily contain a delayed fluorescence compound.

[0527] Figure 5 shows an example of the relationship between the energy levels of the first host material (first compound), the phosphorescent metal complex as a sensitizer (second compound), and the fluorescent material (third compound) in the light-emitting layer. In Figure 5, S0 represents the ground state. S1(M1) represents the lowest excited singlet state of the first host material, and T1(M1) represents the lowest excited triplet state of the first host material. S1(M2) represents the lowest excited singlet state of the phosphorescent metal complex, and T1(M2) represents the lowest excited triplet state of the phosphorescent metal complex. S1(M3) represents the lowest excited singlet state of the fluorescent material, and T1(M3) represents the lowest excited triplet state of the fluorescent material. The dashed arrow in Figure 5, pointing from T1(M2) to S1(M3), represents the dipole-type energy transfer from the lowest excited triplet state of the phosphorescent metal complex to the lowest excited singlet state of the fluorescent material. As shown in Figure 5, when a phosphorescent metal complex is used as a sensitizing material, the lowest excited singlet state S1(M2) of the phosphorescent metal complex can inter-system cross to the lowest excited triplet state T1(M2) due to spin-orbit interaction and heavy atom effects. Then, a dipole-type energy transfer occurs from the lowest excited triplet state T1(M2) of the phosphorescent metal complex to the fluorescent material, generating the lowest excited singlet state S1(M3). As a result, fluorescence emission from the lowest excited singlet state S1(M3) of the fluorescent material can be observed. It is believed that the internal quantum efficiency can be theoretically increased to 100% by utilizing this mechanism.

[0528] In one embodiment, the energy gap T at 77[K] of the phosphorescent metal complex 77K It is also preferable that (GP2) and the lowest excitation singlet energy S1(D) of the fluorescent material satisfy the relationship shown in the following formula (Equation 3). T 77K (GP2)>S1(D) …(Math 3)

[0529] In one embodiment, the energy gap T at 77[K] between the first host material and the phosphorescent metal complex is 77K It is also preferable that the following equation (Mathematics 3A) satisfies the relationship. T 77K (H1)>T 77K (GP2) …(Math 3A)

[0530] In one embodiment, the energy gap T at 77[K] between the first host material and the phosphorescent metal complex is 77K Furthermore, it is preferable that the lowest excitation singlet energy S1(D) of the fluorescent material satisfies the relationship shown in the following formula (Equation 3B). T 77K (H1)>T 77K (GP2)>S1(D) …(Math 3B)

[0531] The lowest excitation singlet energy S1(D) of a fluorescent material and the energy gap T at 77[K] of the fluorescent material. 77K (D) usually satisfies the following relationship (Mathematics 3C). S1(D)>T 77K (D) …(Number 3C)

[0532] In one embodiment, it is also preferable that the lowest excited singlet energy S1(H1) of the first host material and the lowest excited singlet energy S1(GP2) of the phosphorescent metal complex satisfy the relationship shown in the following formula (Equation 5). S1(H1)>S1(GP2) …(Math 5)

[0533] In one embodiment, it is also preferable that the lowest excited singlet energy S1(GP2) of the phosphorescent metal complex and the lowest excited singlet energy S1(D) of the fluorescent material satisfy the relationship shown in the following formula (Equation 5A). S1(GP2)>S1(D)…(Number 5A)

[0534] In one embodiment, it is also preferable that the lowest excitation singlet energy S1 of the first host material, the phosphorescent metal complex, and the fluorescent material satisfy the relationship shown in the following formula (Equation 5B). S1(H1)>S1(GP2)>S1(D)…(Number 5B)

[0535] When the organic EL element of the fifth embodiment is made to emit light, it is preferable that at least one of the one or more light-emitting layers emits light mainly from a fluorescent compound.

[0536] (Compound content in the luminescent layer) The content of the first host material (first compound), sensitizing material (second compound), and fluorescent material (third compound) contained in the light-emitting layer is preferably within the following ranges, for example.

[0537] The content of the first host material (first compound) in the light-emitting layer is preferably 50% by mass or more, and more preferably 70% by mass or more. The content of the first host material (first compound) in the light-emitting layer is preferably 95% by mass or less, and more preferably 90% by mass or less.

[0538] When the sensitizing material (second compound) is a delayed-fluorescence compound, the content of the delayed-fluorescence compound in the light-emitting layer is preferably 5% by mass or more, and more preferably 10% by mass or more. The content of the delayed fluorescence compound in the luminescent layer is preferably 50% by mass or less, and more preferably 30% by mass or less.

[0539] When the sensitizing material (second compound) is a phosphorescent metal complex, the content of the phosphorescent metal complex in the light-emitting layer is preferably 5% by mass or more, and more preferably 10% by mass or more. The content of phosphorescent metal complex in the luminescent layer is preferably 50% by mass or less, and more preferably 30% by mass or less.

[0540] The content of the fluorescent material (third compound) in the light-emitting layer is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The content of the fluorescent material (third compound) in the light-emitting layer is preferably 10% by mass or less, and more preferably 5% by mass or less. The upper limit of the total content of the first host material (first compound), sensitizing material (second compound), and fluorescent material (third compound) in the light-emitting layer is 100% by mass. This embodiment does not exclude the case where at least one of the one or more light-emitting layers contains materials other than the first host material, sensitizing material, and fluorescent material. In the fourth embodiment, at least one of the one or more light-emitting layers may contain only one type of the first host material, sensitizing material, and fluorescent material, or two or more types.

[0541] According to the organic EL element of the fourth embodiment, the luminous efficiency of the organic EL element can be improved. According to one embodiment of the organic EL element of the fourth embodiment, the luminous efficiency of the organic EL element can be improved by including a sensitizing material (preferably a blue sensitizing material), a compound according to the first embodiment as a first host material (first compound), and a fluorescent material (third compound) in the light-emitting layer. The organic EL element of the fourth embodiment can be used in electronic devices such as display devices and light-emitting devices.

[0542] [Fifth Embodiment] The configuration of the organic EL element according to the fifth embodiment will now be described. In the description of the fifth embodiment, components identical to those in the third and fourth embodiments will be given the same reference numerals and names, and their descriptions will be omitted or simplified. Furthermore, in the fifth embodiment, materials and compounds not specifically mentioned can be the same as those described in the third and fourth embodiments.

[0543] (Emitting layer) The organic EL element according to the fifth embodiment further contains a fourth compound as a second host material in at least one of the one or more light-emitting layers. In one embodiment of the organic EL element according to the fifth embodiment, at least one of the one or more light-emitting layers contains a first host material (first compound), a sensitizing material (second compound), a fluorescent material (third compound), and a fourth compound as a second host material. The first host material (first compound) and the second host material (fourth compound) are different from each other. In other respects, it is the same as the organic EL element according to the fourth embodiment. In the fifth embodiment, the first host material, the second host material, the sensitizing material, and the fluorescent material are different materials. In one embodiment of the fifth embodiment, at least one of the one or more light-emitting layers contains a first host material, a second host material, a delayed-fluorescence compound as a sensitizing material, and a fluorescent material. In this embodiment, it is preferable that at least one of the one or more light-emitting layers does not contain a phosphorescent metal complex. In one aspect of the fifth embodiment, at least one of the one or more light-emitting layers contains a first host material, a second host material, a phosphorescent metal complex as a sensitizing material, and a fluorescent material.

[0544] In the fifth embodiment, a first host material, a second host material, a sensitizing material, and a fluorescent material are contained in a single layer. For example, if the organic EL element has one light-emitting layer, the first host material, the second host material, the sensitizing material, and the fluorescent material are contained in that single light-emitting layer. If the element has multiple light-emitting layers, the first host material, the second host material, the sensitizing material, and the fluorescent material are contained in one of the single light-emitting layers.

[0545] [First host material] In the fifth embodiment, the first host material is the compound according to the first embodiment (the compound represented by formula (1)).

[0546] [Fluorescent materials] In the fifth embodiment, the fluorescent material can be the same material as the fluorescent material (third compound) described in the third embodiment.

[0547] [Sensitizing material] In the fifth embodiment, the phosphorescent metal complex used as the sensitizing material can be the same material as the phosphorescent metal complex described in the third embodiment. In the fifth embodiment, the delayed-fluorescence compound used as the sensitizing material can be the same material as the delayed-fluorescence compound described in the fourth embodiment.

[0548] [Second host material] In the fifth embodiment, the second host material is a fourth compound containing one or more substructures selected from the group consisting of substructures represented by the following formulas (301) to (318) in a single molecule.

[0549] [ka]

[0550] [ka]

[0551] (In the above formula (301), A 11 ~A 16 Each of these is independently a nitrogen atom and CR. 11 , or a carbon atom that is bonded to another atom or other structure in the molecule of the fourth compound, However, A 11 ~A 16 At least one of these is a carbon atom that is bonded to another atom or structure in the molecule of the fourth compound, R 11 If multiple R 11 These are either identical or different from each other, and multiple R 11 Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, In the above formula (302), A1 to A4 are each independently nitrogen atoms, CR 12 , or a carbon atom that is bonded to another atom or other structure in the molecule of the fourth compound, R 12 Each of these is independently either a hydrogen atom or a substituent, or adjacent to R 12 One or more pairs of elements can join with each other to form a ring. R 12 If multiple R 12 These are either identical or different from each other, and multiple R 12 Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, X 10 , NR 13 , C(R 14 )(R 15 ), Si(R 16 )(R 17 ), oxygen atom, sulfur atom, nitrogen atom bonded to other atoms or other structures in the molecule of the fourth compound, R 18 and carbon atoms, or R, that are bonded to other atoms or other structures in the molecule of the fourth compound, respectively. 19 and silicon atoms that bond to other atoms or other structures in the molecule of the fourth compound, However, carbon atoms in A1-A4, X 10 Nitrogen atom in X 10 Carbon atoms and X in 10 At least one of the silicon atoms in is bonded to other atoms or structures in the molecule of the fourth compound, R 14 and R 15A group consisting of, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R 16 and R 17 A group consisting of, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, In the above formula (303), R 115 and R 116 A group consisting of, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, In the above equations (301) to (304), R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 11 , R 12 , R 14 , R 15 , R 16 , R 17 , R 115 and R 116 , and R 13 , R 18 , R 19 and R 117 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903A base represented by ) -O-(R 904 A base represented by ) -S-(R 905 A base represented by ) -N(R 906 )(R 907 A base represented by ) -C(=O)R 908 A base represented by -COOR 909 A base represented by -P(=O)(R 910 )(R 911 A base represented by ) -P(=O)(OR 912 )(OR 913 A base represented by ) -Ge(R 914 )(R 915 )(R 916 A base represented by ) -B(R 917 )(R 918 A base represented by ) Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. In the above equations (303) to (318), * indicates a bonding site with another atom or structure within the molecule of the fourth compound, If the fourth compound has multiple substructures represented by formulas (301) to (304), The multiple substructures represented by the above formula (301) are either identical or different from one another. The multiple substructures represented by the formula (302) are either identical or different from one another. The multiple substructures represented by the formula (303) are either identical or different from one another. The substructures represented by the aforementioned formula (304) are either identical or different from one another.

[0552] (Among the fourth compound, R 901 ~R 918 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 If multiple R 901 They are either identical or different from one another. R 902 If multiple R 902 They are either identical or different from one another. R 903 If multiple R 903 They are either identical or different from one another. R 904 If multiple R 904 They are either identical or different from one another. R 905 If multiple R 905 They are either identical or different from one another. R 906 If multiple R 906 They are either identical or different from one another. R 907 If multiple R 907 They are either identical or different from one another. R 908 If multiple R 908 They are either identical or different from one another. R 909 If multiple R 909 They are either identical or different from one another. R 910 If multiple R 910 They are either identical or different from one another. R 911If multiple R 911 They are either identical or different from one another. R 912 If multiple R 912 They are either identical or different from one another. R 913 If multiple R 913 They are either identical or different from one another. R 914 If multiple R 914 They are either identical or different from one another. R 915 If multiple R 915 They are either identical or different from one another. R 916 If multiple R 916 They are either identical or different from one another. R 917 If multiple R 917 They are either identical or different from one another. R 918 If multiple R 918 They are either identical or different to one another.

[0553] In the above equation (302), X 10 If is "a nitrogen atom bonded to another atom or structure in the molecule of the fourth compound," then formula (302) is represented by the following formula (302-1). In the above equation (302), X 10 R 18 When the carbon atoms are "carbon atoms bonded to other atoms or other structures in the molecule of the fourth compound," the above formula (302) is represented by the following formula (302-2). In the above equation (302), X 10 R 19 When the silicon atoms are "bonded to other atoms or other structures in the molecule of the fourth compound," then formula (302) is represented by the following formula (302-3). In equations (302-1) to (302-3), A1 to A4 are each independently equivalent to A1 to A4 in equation (302), and R 18 and R 19 Each of these independently corresponds to R in equation (302) above. 12 This is synonymous with *, where * represents a bonding site with another atom or structure within the molecule of the fourth compound.

[0554] [ka]

[0555] In one embodiment, the second host material has at least one substructure represented by formula (301). In one embodiment, the substructure represented by formula (301) is at least one selected from the group consisting of substructures represented by the following formulas (A11) to (A19).

[0556] [ka]

[0557] [ka]

[0558] (In the above formulas (A11) to (A16), A 12 ~A 16 Each of these independently comprises a nitrogen atom or CR 11 And R 11 R in formula (301) is 11 This is synonymous with, and * represents a bonding site with another atom or structure within the molecule of the fourth compound. In the above formulas (A17) and (A18), A 11 ~A 22 Each of these is independently a nitrogen atom or CR 11 or a carbon atom that is bonded to another atom or other structure in the molecule of the fourth compound, R 11Each of these independently corresponds to R in equation (301) above. 11 It is synonymous with A 11 ~A 22 At least one of these is a carbon atom that is bonded to another atom or structure in the molecule of the fourth compound, In the above formula (A19), A 11 ~A 18 Each of these is independently a nitrogen atom or CR 11 It is either a carbon atom that is bonded to another atom or structure in the molecule of the fourth compound, R 11 Each of these independently corresponds to R in equation (301) above. 11 It is synonymous with X 11 and X 12 Each of these independently corresponds to X in equation (302) above. 10 It is synonymous with A 11 ~A 18 Carbon atoms in X 11 and X 12 Nitrogen atom in X 11 and X 12 Carbon atoms in, and X 11 and X 12 At least one of the silicon atoms in the compound is bonded to another atom or structure in the molecule of the fourth compound.

[0559] In one embodiment, the second host material has at least one substructure represented by formula (302). In one embodiment, the substructure represented by formula (302) is at least one selected from the group consisting of substructures represented by the following formulas (B11) to (B24).

[0560] [ka]

[0561] (In formulas (B11) to (B16) above, Ax1 to Ax4 are each independently a nitrogen atom or CR 12 And R 12Each of these independently corresponds to R in equation (302) above. 12 It is synonymous with X 10 X in equation (302) above is 10 This is synonymous with, and * represents a bonding site with another atom or structure within the molecule of the fourth compound. In formula (B17) above, Ax1, Ax2, and Ay1 to Ay4 are each independently a nitrogen atom or CR 12 It is either a carbon atom that is bonded to another atom or structure in the molecule of the fourth compound, R 12 Each of these independently corresponds to R in equation (302) above. 12 It is synonymous with X 10 X in equation (302) above is 10 This is synonymous, however, the carbon atoms in Ax1, Ax2 and Ay1~Ay4, X 10 Nitrogen atom in X 10 Carbon atoms and X in 10 At least one of the silicon atoms in is bonded to other atoms or structures in the molecule of the fourth compound, In the above formula (B18), Ay1 to Ay8 are each independently a nitrogen atom or CR 12 It is either a carbon atom that is bonded to another atom or structure in the molecule of the fourth compound, R 12 Each of these independently corresponds to R in equation (302) above. 12 It is synonymous with X 10 X in equation (302) above is 10 This is synonymous with carbon atoms in Ay1 to Ay8, X 10 Nitrogen atom in X 10 Carbon atoms and X in 10 At least one of the silicon atoms in the compound is bonded to another atom or structure in the molecule of the fourth compound.

[0562] [ka]

[0563] (In the above formulas (B19) to (B24), Ay1 to Ay8 and Ay9 to Ay 12 Each of these is independently a nitrogen atom or CR 12 It is either a carbon atom that is bonded to another atom or structure in the molecule of the fourth compound, R 12 Each of these independently corresponds to R in equation (302) above. 12 It is synonymous with X9 and X 10 Each of these independently corresponds to X in equation (302) above. 10 It is synonymous with, Ay1-Ay8 and Ay9-Ay 12 Carbon atoms, X9 and X 10 Nitrogen atoms, X9 and X in 10 The carbon atoms in, as well as X9 and X 10 At least one of the silicon atoms in the compound is bonded to another atom or structure in the molecule of the fourth compound.

[0564] In the fourth compound of the fifth embodiment, R 11、 R 12 and R 115 ~R 117 Preferably, each of these is independently a hydrogen atom, a halogen atom, a cyano group, an unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, an unsubstituted heterocyclic group having 5 to 30 carbon atoms, an unsubstituted alkyl group having 1 to 30 carbon atoms, an unsubstituted halogenated alkyl group having 1 to 30 carbon atoms, an unsubstituted alkylsilyl group having 3 to 30 carbon atoms, an unsubstituted arylsilyl group having 6 to 60 carbon atoms, an unsubstituted arylphosphoryl group having 6 to 60 carbon atoms, an unsubstituted alkoxy group having 1 to 30 carbon atoms, an unsubstituted aryloxy group having 6 to 30 carbon atoms, an amino group, an unsubstituted alkylamino group having 2 to 30 carbon atoms, an unsubstituted arylamino group having 6 to 60 carbon atoms, a thiol group, an unsubstituted alkylthio group having 1 to 30 carbon atoms, or an unsubstituted arylthio group having 6 to 30 carbon atoms. In the fourth compound of the fifth embodiment, R 11、 R 12 and R 115 ~R 117It is more preferable that each of these groups independently be a hydrogen atom, a halogen atom, a cyano group, an unsubstituted ring-forming aryl group having 6 to 14 carbon atoms, an unsubstituted ring-forming heterocyclic group having 5 to 14 carbon atoms, an unsubstituted C1 to 6 alkyl group, an unsubstituted C1 to 6 halogenated alkyl group, an unsubstituted C3 to 6 alkylsilyl group, an unsubstituted ring-forming arylsilyl group having 6 to 60 carbon atoms, an unsubstituted ring-forming arylphosphoryl group having 6 to 60 carbon atoms, an unsubstituted C1 to 6 alkoxy group, an unsubstituted ring-forming aryloxy group having 6 to 14 carbon atoms, an amino group, an unsubstituted C2 to 12 alkylamino group, an unsubstituted ring-forming arylamino group having 6 to 60 carbon atoms, a thiol group, an unsubstituted C1 to 6 alkylthio group, or an unsubstituted ring-forming arylthio group having 6 to 14 carbon atoms. In the fourth compound of the fifth embodiment, R 11、 R 12 and R 115 ~R 117 It is even more preferable that it be a hydrogen atom.

[0565] In the fourth compound of the fifth embodiment, X 10 In R 13 ~R 19 , and R in X9 13 ~R 19 (X 10 In R 13 ~R 19 (Synonymous with) preferably each independently be a hydrogen atom, an unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, an unsubstituted ring-forming heterocyclic group having 5 to 30 carbon atoms, an unsubstituted alkyl group having 1 to 30 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 30 carbon atoms. In the fourth compound of the fifth embodiment, X 10 In R 13 ~R 19 , and R in X9 13 ~R 19 It is more preferable that each of these is independently a hydrogen atom, an unsubstituted ring-forming aryl group having 6 to 14 carbon atoms, an unsubstituted ring-forming heterocyclic group having 5 to 14 carbon atoms, an unsubstituted alkyl group having 1 to 6 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 6 carbon atoms. In the fourth compound of the fifth embodiment, X10 In R 13 ~R 19 , and R in X9 13 ~R 19 It is even more preferable that each of these is independently an unsubstituted ring-forming aryl group having 6 to 14 carbon atoms, or an unsubstituted alkyl group having 1 to 6 carbon atoms.

[0566] Examples of substructures represented by any of the above formulas (301) to (318) include the substructures represented by the following formulas (A101) to (A121) and (B101) to (B125). The fourth compound may also preferably contain at least one of the substructures represented by the following formulas (A101) to (A121) and (B101) to (B125) within a single molecule.

[0567] [ka]

[0568] In the above formulas (A101) to (A107), R 101 ~R 106 Each of these independently corresponds to R in equation (301) above. 11 It is synonymous with R 101 ~R 106 At least one of these is a single bond that connects to another atom or structure in the molecule of the fourth compound. In the above equations (A101) to (A107), adjacent R 101 and R 102 The group, R 102 and R 103 The group, R 103 and R 104 The group, R 104 and R 105 The group, R 105 and R 106 The set, and R 106 and R 101 One or more of these pairs either combine with each other to form a substituted or unsubstituted monoring, combine with each other to form a substituted or unsubstituted fused ring, or do not combine with each other.

[0569] [ka]

[0570] In the above formulas (A108) to (A109), R 110 Each of these independently corresponds to R in equation (301) above. 11 It is synonymous with R 110 At least one of these is a single bond that connects to another atom or structure in the molecule of the fourth compound, and multiple R 110 These are identical or different from each other, and multiple R 110 One or more pairs of adjacent elements from among them either combine to form a substituted or unsubstituted monoring, combine to form a substituted or unsubstituted fused ring, or do not combine with each other.

[0571] [ka]

[0572] In the above formulas (A110) to (A114), R 110 and R 112 ~R 114 Each of these independently corresponds to R in equation (301) above. 11 It is synonymous with X 110 Each of these independently corresponds to X in equation (302) above. 10 It is synonymous with R 110 and R 112 ~R 114 At least one of these is a single bond that connects to another atom or structure in the molecule of the fourth compound, or X 110 At least one of the nitrogen, carbon, and silicon atoms in the compound is bonded to other atoms or structures in the molecule of the fourth compound, and multiple R 110 They are either identical or different from one another. In the above formulas (A110) to (A114), multiple R 110 A set of two or more adjacent items, R 112 and R 113The set of, and X 110 In R 14 and R 15 The group (X 10 In R 14 and R 15 (Synonymous with the group), X 110 In R 16 and R 17 The group (X 10 In R 16 and R 17 One or more pairs (synonymous with a pair) combine to form a substituted or unsubstituted monoring, combine to form a substituted or unsubstituted fused ring, or do not combine with each other.

[0573] [ka]

[0574] In the above formulas (A115) to (A119), R 110 and R 112 ~R 114 Each of these independently corresponds to R in equation (301) above. 11 It is synonymous with R 110 and R 112 ~R 114 At least one of these is a single bond that connects to another atom or structure in the molecule of the fourth compound, and multiple R 110 They are either identical or different from one another. In the above formulas (A115) to (A119), multiple R 110 A set of two or more adjacent items, and R 112 and R 113 One or more pairs of these elements combine to form a substituted or unsubstituted monoring, a substituted or unsubstituted fused ring, or do not combine with each other.

[0575] [ka]

[0576] In the above formulas (A120) to (A121), R 110Each of these independently corresponds to R in equation (301) above. 11 It is synonymous with R 110 At least one of these is a single bond that connects to another atom or structure in the molecule of the fourth compound, and multiple R 110 They are either identical or different from one another. In the above formulas (A120) to (A121), multiple R 110 One or more pairs of adjacent elements from among them either combine to form a substituted or unsubstituted monoring, combine to form a substituted or unsubstituted fused ring, or do not combine with each other.

[0577] [ka]

[0578] In the above equations (B101) to (B109), R 114 and R 121 ~R 131 Each of these independently corresponds to R in equation (302) above. 12 It is synonymous with R 114 and R 121 ~R 131 At least one of these is a single bond that connects to another atom or structure in the molecule of the fourth compound. In the above equations (B101) to (B102), R 122 and R 123 The group, R 123 and R 114 The set, and R 114 and R 121 One or more of these pairs either combine with each other to form a substituted or unsubstituted monoring, combine with each other to form a substituted or unsubstituted fused ring, or do not combine with each other. In the above equations (B105) to (B106), R 124 and R 125 The group, R 125 and R 126 The group, R 126 and R 127 The group, R 127 and R 128The set, and R 128 and R 129 One or more of these pairs either combine with each other to form a substituted or unsubstituted monoring, combine with each other to form a substituted or unsubstituted fused ring, or do not combine with each other. In the above formula (B107), R 124 and R 125 The group, R 125 and R 126 The group, R 126 and R 127 The group, R 127 and R 128 The group, R 128 and R 129 The group, R 129 and R 114 The set, and R 114 and R 124 One or more of these pairs either combine with each other to form a substituted or unsubstituted monoring, combine with each other to form a substituted or unsubstituted fused ring, or do not combine with each other. In the above equations (B108) to (B109), R 124 and R 125 The group, R 125 and R 126 The group, R 130 and R 131 The set, and R 131 and R 129 One or more of these pairs either combine with each other to form a substituted or unsubstituted monoring, combine with each other to form a substituted or unsubstituted fused ring, or do not combine with each other.

[0579] [ka]

[0580] In the above equations (B110) to (B117), R 110 and R 132 ~R 135 Each of these independently corresponds to R in equation (302) above. 12 It is synonymous with R 110 and R 132 ~R 135At least one of these is a single bond that connects to another atom or structure in the molecule of the fourth compound, and multiple R 110 They are either identical or different from one another. In the above formulas (B110) to (B117), multiple R 110 A set of two or more adjacent items, and R 132 and R 133 One or more of these pairs either combine with each other to form a substituted or unsubstituted monoring, combine with each other to form a substituted or unsubstituted fused ring, or do not combine with each other.

[0581] [ka]

[0582] In the above equations (B118) to (B123), R 110 Each of these independently corresponds to R in equation (302) above. 12 This is equivalent to X in equation (302), where Xa and Xb are independent of each other. 10 It is synonymous with R 110 At least one of them is a single bond that connects to another atom or structure in the molecule of the fourth compound, or at least one of the nitrogen, carbon, and silicon atoms in Xa and Xb is bonded to another atom or structure in the molecule of the fourth compound, and multiple R 110 They are either identical or different from one another. In the above equations (B118) to (B123), multiple R 110 A set of two or more adjacent items from among them, R in Xa 14 and R 15 The set and R in Xb 14 and R 15 The group (X 10 In R 14 and R 15 (Synonymous with the pair), and R in Xa 16 and R 17 The set and R in Xb 16 and R 17 The group (X 10 In R16 and R 17 One or more pairs (synonymous with a pair) combine to form a substituted or unsubstituted monoring, combine to form a substituted or unsubstituted fused ring, or do not combine with each other.

[0583] [ka]

[0584] In the above equations (B124) to (B125), R 110 Each of these independently corresponds to R in equation (302) above. 12 This is equivalent to X in equation (302), where Xa, Xb, and Xc are each independently X 10 It is synonymous with R 110 At least one of them is a single bond that connects to another atom or structure in the molecule of the fourth compound, or at least one of the nitrogen, carbon, and silicon atoms in Xa, Xb, and Xc is bonded to another atom or structure in the molecule of the fourth compound, and multiple R 110 They are either identical or different from one another. In the above equations (B124) to (B125), multiple R 110 A set of two or more adjacent items among them, Xa, Xb, and Xc, in R 14 and R 15 The group (X 10 In R 14 and R 15 (Synonymous with the set of), and R in Xa, Xb and Xc 16 and R 17 The group (X 10 nioke R 16 and R 17 One or more pairs (synonymous with a pair) combine to form a substituted or unsubstituted monoring, combine to form a substituted or unsubstituted fused ring, or do not combine with each other.

[0585] In the above formulas (A101) to (A121) and (B101) to (B125), R 110 , R 101 ~R106 , R 112 ~R 114 , R 121 ~R 131 and R 132 ~R 135 Each of these is preferably independently a hydrogen atom, an unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, an unsubstituted ring-forming heterocyclic group having 5 to 30 carbon atoms, an unsubstituted alkyl group having 1 to 30 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 30 carbon atoms. It is more preferably a hydrogen atom, an unsubstituted ring-forming aryl group having 6 to 14 carbon atoms, an unsubstituted heterocyclic group having 5 to 14 ring-forming atoms, an unsubstituted alkyl group having 1 to 6 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 6 carbon atoms. It is even more preferable that the atom is a hydrogen atom, an unsubstituted ring-forming aryl group having 6 to 14 carbon atoms, or an unsubstituted alkyl group having 1 to 6 carbon atoms.

[0586] In the above formulas (A101) to (A121) and (B101) to (B125), Xa, Xb, Xc and X 110 In R 13 ~R 19 (X 10 In R 13 ~R 19 (Synonymous with) each is preferably independently a hydrogen atom, an unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, an unsubstituted ring-forming heterocyclic group having 5 to 30 carbon atoms, an unsubstituted alkyl group having 1 to 30 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 30 carbon atoms. It is more preferably a hydrogen atom, an unsubstituted ring-forming aryl group having 6 to 14 carbon atoms, an unsubstituted heterocyclic group having 5 to 14 ring-forming atoms, an unsubstituted alkyl group having 1 to 6 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 6 carbon atoms. It is even more preferable that the ring-forming aryl group has 6 to 14 carbon atoms, or that the alkyl group has 1 to 6 carbon atoms, and is unsubstituted.

[0587] In the fifth embodiment, the fourth compound preferably has at least one monovalent or greater residue derived from any of the following: (I) a cyano group, an amino group, a substituted or unsubstituted C2-C30 alkylamino group, or a substituted or unsubstituted ring-forming C6-C60 arylamino group; or (II) a monovalent or greater residue derived from any of the following: substituted or unsubstituted benzene, substituted or unsubstituted naphthalene, substituted or unsubstituted indole, substituted or unsubstituted carbazole, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted fluorene, substituted or unsubstituted silafluorene, substituted or unsubstituted triazine, substituted or unsubstituted pyrimidine, substituted or unsubstituted pyridine, substituted or unsubstituted pyridazine, substituted or unsubstituted pyrazine, substituted or unsubstituted imidazole, substituted or unsubstituted benzimidazole, substituted or unsubstituted phenanthrene, or substituted or unsubstituted triphenylene.

[0588] In the fifth embodiment, the fourth compound is more preferably (III) having at least one cyano group, or (IV) having at least one monovalent or greater residue derived from any of the following: substituted or unsubstituted carbazole, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted fluorene, substituted or unsubstituted silafluorene, substituted or unsubstituted triazine, substituted or unsubstituted pyrimidine, substituted or unsubstituted pyridine, and substituted or unsubstituted triphenylene.

[0589] In the fifth embodiment, the fourth compound is more preferably having at least one monovalent or greater residue derived from any of the following: a substituted or unsubstituted carbazole, a substituted or unsubstituted dibenzofuran, a substituted or unsubstituted dibenzothiophene, a substituted or unsubstituted triazine, and a substituted or unsubstituted pyrimidine.

[0590] In the fifth embodiment, the fourth compound preferably has at least one monovalent or greater residue derived from a substituted or unsubstituted carbazole.

[0591] In the fifth embodiment, the fourth compound preferably has at least one substructure represented by the following formula (15).

[0592] [ka]

[0593] (In the above formula (15), R 150 ~R 158 Of these, at least one is a single bond that connects to another atom or structure in the molecule of the fourth compound, R is not a single bond 150 ~R 158 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups 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 ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 A base represented by ) -O-(R 904 A base represented by ) -S-(R 905 A base represented by ) -N(R 906 )(R 907 A base represented by ) -C(=O)R 908 A base represented by -COOR 909 A base represented by -P(=O)(R 910 )(R 911 A base represented by ) -Ge(R 912 )(R 913 )(R 914 A base represented by ) -B(R 915 )(R 916 A base represented by ) Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.

[0594] In the above equation (15), R 150 It is preferably a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted halogenated alkyl group having 1 to 30 carbon atoms, more preferably a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, and even more preferably a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms.

[0595] (The fourth compound represented by formula (161) or (162)) In the fifth embodiment, the fourth compound may also be a compound represented by the following formula (161) or formula (162).

[0596] [ka]

[0597] (In the above formula (161), Ar 161 teeth, A substituted or unsubstituted ring-forming aromatic hydrocarbon ring having 6 to 30 carbon atoms, or These are heterocycles with 5 to 30 substituted or unsubstituted ring-forming atoms. m1 is 1, 2, 3, 4, 5, or 6. R 161 It is an electron-donating base, and R 161 These are, respectively, Ar 161 Bonded to the constituent elements, If m1 is 2 or more, multiple R 161 They are either identical or different from each other. However, Ar 161 It is not an electron-accepting aromatic hydrocarbon ring or heterocycle, but Ar 161 If the substituent has a substituent, that substituent is not an electron-accepting group, In the above formula (162), Ar 162 teeth, A substituted or unsubstituted ring-forming aromatic hydrocarbon ring having 6 to 30 carbon atoms, or These are heterocycles with 5 to 30 substituted or unsubstituted ring-forming atoms. n1 is 1, 2, 3, 4, 5, or 6. R 162 R is an electron-accepting group, 162 These are, respectively, Ar 162 Bonded to the constituent elements, If n1 is 2 or greater, multiple R 162 They are either identical or different from each other. However, Ar 162 It is not an electron-donating aromatic hydrocarbon ring or heterocycle, but Ar 162 If the compound has substituents, those substituents are not electron-donating groups.

[0598] In the above formulas (161) and (162), Ar 161 and Ar 162 Preferably, each of these is a monovalent or greater residue derived independently from either of the compounds represented by the following formulas (A61) and (A62).

[0599] [ka]

[0600] In the fifth embodiment, R in formula (161) 161Preferably, each of these is either a monovalent or greater residue derived from any of the compounds represented by the following formulas (DN1) to (DN6) and (DN8) to (DN10), or a group represented by the following formula (DN7).

[0601] [ka]

[0602] (In the above formula (DN7), * represents Ar 161 (This represents the bonding site with the constituent elements.)

[0603] In the fifth embodiment, R in formula (162) 162 Each of these is preferably a monovalent or greater residue derived from any of the compounds represented by the following formulas (AC4) to (AC18) and (AC22) to (AC23), or one of the groups represented by the following formulas (AC1) to (AC3), (AC19) to (AC21), and (AC24).

[0604] [ka]

[0605] [ka]

[0606] (In the above formula (AC1), n A is 1, 2, or 3, In the above equations (AC22) to (AC23), X1 to X8 are each independently of CR. 163 It is either or a carbon atom bonded to another atom or other structure in the molecule of the fourth compound, wherein at least one of the carbon atoms in X1 to X8 is Ar 162 It combines with the elements that make up the structure, In the above formula (AC24), X1 to X8 are each independently a nitrogen atom or CR 163is or Ar 162 It is a carbon atom that bonds with the elements that make up the structure. In the above equations (AC22) to (AC24), R 163 If multiple R 163 These are either identical or different from each other, and multiple R 163 Of the sets of two or more adjacent items, one or more sets are They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 163 Each of these independently corresponds to R in equation (302) above. 12 It is synonymous with, In the above equations (AC1) to (AC3), (AC19) to (AC21), and (AC24), * represents Ar 162 (This represents the bonding site with the constituent elements.)

[0607] In the fifth embodiment, the fourth compound may also be a compound represented by the following formula (130).

[0608] [ka]

[0609] (In the above formula (130), X 13 This is a group represented by an oxygen atom, a sulfur atom, or N-Rb, Z1~Z 12 These are, independently, groups represented by a nitrogen atom or C-Rc, Ar 14 and Ar 15 Each of them operates independently. A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. L 14and L 15 Each of them operates independently. single bond, A substituted or unsubstituted ring-forming arylene group with 6 to 50 carbon atoms, or A divalent heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, Rb and Rc are independent of each other. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 A base represented by ) -C(=O)R 908 A base represented by -COOR 909 A base represented by -P(=O)(R 910 )(R 911 A base represented by ) -Ge(R 912 )(R 913 )(R 914 A base represented by ) Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. If multiple Rc values ​​exist, they may be either identical or different from one another.

[0610] In the compound represented by the above formula (130), -L 14 -Ar 14 The group represented by -L 15 -Ar 15 If the group represented by is the same substituent, then Z1 and Z 12 Z2 and Z 11 Z3 and Z 10It is also preferable that Z4 and Z9, Z5 and Z8, and Z6 and Z7 are not all the same base. In this case, in formula (130), X 13 A structure condensed on the right side of a 5-membered ring containing X 13 Unlike the structure in which the 5-membered ring containing the compound is condensed on the left side, the compound represented by formula (130) is a compound having an asymmetric structure.

[0611] In the compound represented by the above formula (130), -L 14 -Ar 14 The group represented by -L 15 -Ar 15 It is preferable that the groups represented by and are different from each other. In this case as well, as described above, the compound represented by formula (130) is a compound having an asymmetric structure.

[0612] In the fifth embodiment, the fourth compound is also preferably a compound represented by the following formula (120).

[0613] [ka]

[0614] (In the above formula (120), Ar 11 and Ar 12 Each of them operates independently. A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. L 11 and L 12 Each of them operates independently. single bond, A substituted or unsubstituted ring-forming arylene group with 6 to 50 carbon atoms, or A divalent heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, L 13 teeth, A substituted or unsubstituted monocyclic hydrocarbon group with 6 or fewer carbon atoms forming a ring, or A monocyclic heterocyclic group having 6 or fewer ring-forming atoms, whether substituted or unsubstituted. m is 0, 1, 2, or 3, and multiple L 13 They are either identical or different from one another. X1-X8 and Y1-Y8 are each independently N or CRa. However, one of X5 to X8 and one of Y1 to Y4 are L 13 It is a carbon atom bonded via or directly bonded to Ra is independent of each other. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 A base represented by ) halogen atom, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. If multiple Ra values ​​exist, are the multiple Ra values ​​identical or different from each other? The compound represented by formula (120) satisfies one or both of the following conditions (i) and (ii). (i)Ar 11 and Ar 12 At least one of these is an aryl group with 6 to 50 ring-forming carbon atoms substituted with a cyano group, or a heterocyclic group with 5 to 50 ring-forming atoms substituted with a cyano group. (ii) At least one of X1-X4 and Y5-Y8 is CRa, and at least one of the Ra in X1-X4 and Y5-Y8 is an aryl group with 6-50 ring-forming carbon atoms substituted with a cyano group, or a heterocyclic group with 5-50 ring-forming atoms substituted with a cyano group.

[0615] In the compound represented by formula (120), the aromatic hydrocarbon group having 6 to 50 ring-forming carbon atoms substituted with a cyano group, and the heterocyclic group having 5 to 50 ring-forming atoms substituted with a cyano group, may further have substituents other than cyano groups.

[0616] In the compound represented by formula (120), m is preferably 0, 1, or 2, and more preferably 0 or 1. In the compound represented by formula (120), when m is 0, one of X5 to X8 and one of Y1 to Y4 are directly bonded via a single bond.

[0617] In the compound represented by formula (120), any set selected from the group consisting of the set of X6 and Y3, the set of X6 and Y2, and the set of X7 and Y3 is L 13 It is preferable that the carbon atom is bonded via or directly bonded to the atom.

[0618] The combination of X6 and Y3 is L 13 If the carbon atom is bonded via or directly bonded, the compound represented by formula (120) can be represented by the following formula (121).

[0619] [ka]

[0620] (In the above formula (121), Ar 11 Ar 12 , L 11 , L 12 , L 13 , m, X1~X5, X7~X8, Y1~Y2 and Y4~Y8 are, respectively, Ar in formula (120) 11 Ar 12 , L 11 , L 12 , L 13 , m, X1~X5, X7~X8, Y1~Y2 and Y4~Y8 are synonymous, and the compound represented by formula (121) satisfies at least one of the conditions of (i) and (ii) above.

[0621] In the compound represented by the above formula (120), -Ar 11 -L 11 The group represented by -Ar 12 -L 12It is preferable that the groups represented by are different from each other.

[0622] L 13 The monocyclic hydrocarbon group having 6 or fewer carbon atoms that forms the ring is preferably at least one group selected from the group consisting of, for example, phenylene, cyclopentenylene, cyclopentadienylene, cyclohexylene, and cyclopentylene, and more preferably a phenylene group. L 13 The monocyclic heterocyclic group with 6 or fewer ring-forming atoms is preferably at least one group selected from the group consisting of, for example, a pyrrolylene group, a pyrazinylene group, a pyridinylene group, a flirene group, and a thiophenylene group.

[0623] In one embodiment, at least one of the one or more light-emitting layers may contain two or more fourth compounds with different molecular structures. Mixing compounds with different charge transport properties is expected to improve the charge balance within the light-emitting layer and enhance the luminescence efficiency. Furthermore, the formation of an excyplex by two or more fourth compounds (second host materials) reduces the excitation energy, enabling lower voltage operation than when only one second host material is contained in the light-emitting layer.

[0624] (Method for manufacturing the second host material) The second host material, as the fourth compound, can be produced by known methods. Furthermore, the fourth compound can also be produced by following known methods and using known alternative reactions and starting materials tailored to the target product.

[0625] (Specific examples of the second host material) Specific examples of the second host material as the fourth compound in the fifth embodiment include, for example, the following compounds. However, the present invention is not limited to these specific examples of compounds.

[0626] [ka]

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[0654] [ka]

[0655] [ka]

[0656] (Relationship between the first host material, second host material, sensitizing material, and fluorescent material in the light-emitting layer) In one embodiment of the fifth embodiment, the sensitizing material is a delayed-fluorescence compound. In one embodiment of the fifth embodiment, at least one of the one or more light-emitting layers contains a delayed-fluorescence compound as the sensitizing material and does not necessarily contain a phosphorescent metal complex.

[0657] In one embodiment of the fifth embodiment, it is preferable that at least one of the one or more light-emitting layers satisfies at least one of the relationships of formula (Equation 4), formula (Equation 4A), formula (Equation 4B), formula (Equation 6), formula (Equation 6A), and formula (Equation 6B) in the fourth embodiment. In one embodiment, it is preferable that the lowest excited singlet energy S1(H2) of the second host material and the lowest excited singlet energy S1(GT2) of the delayed fluorescence compound satisfy the following equation (Equation 41A). S1(H2)>S1(GT2) …(Math 41A)

[0658] In one embodiment, it is preferable that the lowest excitation singlet energy S1 of the second host material, the delayed fluorescence compound, and the fluorescence-emitting material satisfy the following relationship (Equation 41B). S1(H2)>S1(GT2)>S1(D)…(Number 41B)

[0659] In one embodiment, when the sensitizing material is a delayed-fluorescence compound, the energy gap T at 77[K] of the second host material 77K (H2), and the energy gap T at 77[K] of the delayed-fluorescence compound. 77K (GT2) preferably satisfies the relationship shown in the following formula (Equation 61). T 77K (H2)>T 77K (GT2) …(Number 61)

[0660] In one embodiment, the energy gap T at 77[K] of the second host material, the delayed fluorescence compound, and the fluorescent material is present. 77K It is preferable that the following relationship (Equation 61B) is satisfied. T 77K (H2)>T 77K (GT2)>T 77K (D) …(Number 61B)

[0661] In one embodiment of the fifth embodiment, the sensitizing material is a phosphorescent metal complex. In one embodiment of the fifth embodiment, at least one of the one or more light-emitting layers contains a phosphorescent metal complex as the sensitizing material and does not necessarily contain a delayed-fluorescence compound.

[0662] Figure 6 shows an example of the relationship between the energy levels of the first host material (first compound), the second host material (fourth compound), the phosphorescent metal complex as a sensitizer (second compound), and the fluorescent material (third compound) in the light-emitting layer. In Figure 6, S0 represents the ground state. S1(M1) represents the lowest excited singlet state of the first host material, and T1(M1) represents the lowest excited triplet state of the first host material. S1(M4) represents the lowest excited singlet state of the second host material, and T1(M4) represents the lowest excited triplet state of the second host material. S1(M2) represents the lowest excited singlet state of the phosphorescent metal complex, and T1(M2) represents the lowest excited triplet state of the phosphorescent metal complex. S1(M3) represents the lowest excited singlet state of the fluorescent material, and T1(M3) represents the lowest excited triplet state of the fluorescent material. The dashed arrow in Figure 6, pointing from T1(M2) to S1(M3), represents the dipole-type energy transfer from the lowest excited triplet state of the phosphorescent metal complex to the lowest excited singlet state of the fluorescent material. As shown in Figure 6, when a phosphorescent metal complex is used as a sensitizing material, the lowest excited singlet state S1(M2) of the phosphorescent metal complex can inter-system cross to the lowest excited triplet state T1(M2) due to spin-orbit interaction and heavy atom effects. Then, a dipole-type energy transfer occurs from the lowest excited triplet state T1(M2) of the phosphorescent metal complex to the fluorescent material, generating the lowest excited singlet state S1(M3). As a result, fluorescence emission from the lowest excited singlet state S1(M3) of the fluorescent material can be observed. It is believed that the internal quantum efficiency can be theoretically increased to 100% by utilizing this mechanism. Note that the relative magnitudes of the energy levels of S1(M1) and S1(M4), as well as the relative magnitudes of the energy levels of T1(M1) and T1(M4), are not limited to those shown in Figure 6.

[0663] In one embodiment of the fifth embodiment, it is preferable that at least one of the one or more light-emitting layers satisfies at least one of the relationships of formula (Equation 3), formula (Equation 3A), formula (Equation 3B), formula (Equation 3C), formula (Equation 5), formula (Equation 5A), and formula (Equation 5B).

[0664] In one embodiment, when the sensitizing material is a phosphorescent metal complex, the energy gap T at 77[K] of the second host material is 77K (H2), and the energy gap T at 77[K] of the phosphorescent metal complex. 77K (GP2) is expressed by the following formula (Equation 31A). T 77K (H2)>T 77K (GP2) …(Math 31A)

[0665] In one embodiment, the energy gap T at 77[K] between the second host material and the phosphorescent metal complex is 77K Preferably, the relationship between the lowest excitation singlet energy S1(D) of the fluorescent material and the following formula (Equation 31B) is satisfied. T 77K (H2)>T 77K (GP2)>S1(D) …(Number 31B)

[0666] In one embodiment, it is also preferable that the lowest excited singlet energy S1(H2) of the second host material and the lowest excited singlet energy S1(GP2) of the phosphorescent metal complex satisfy the relationship shown in the following formula (Equation 51). S1(H2)>S1(GP2) …(Math 51)

[0667] In one embodiment, it is also preferable that the lowest excitation singlet energy S1 of the second host material, the phosphorescent metal complex, and the fluorescent material satisfy the following relationship (Equation 51B). S1(H2)>S1(GP2)>S1(D) …(Math 51B)

[0668] When the organic EL element of the fifth embodiment is made to emit light, it is preferable that at least one of the one or more light-emitting layers emits light mainly from a fluorescent compound.

[0669] (Compound content in the luminescent layer) The content of the first host material (first compound), second host material (fourth compound), sensitizing material (second compound), and fluorescent material (third compound) contained in the light-emitting layer is preferably within the following ranges, for example.

[0670] The total content of the first host material and the second host material in the light-emitting layer is preferably 70% by mass or more, and more preferably 80% by mass or more. The total content of the first host material and the second host material in the light-emitting layer is preferably 90% by mass or less, and more preferably 85% by mass or less.

[0671] When the sensitizing material (second compound) is a delayed-fluorescence compound, the content of the delayed-fluorescence compound in the light-emitting layer is preferably 5% by mass or more, and more preferably 10% by mass or more. The content of the delayed fluorescence compound in the luminescent layer is preferably 50% by mass or less, and more preferably 30% by mass or less.

[0672] When the sensitizing material (second compound) is a phosphorescent metal complex, the content of the phosphorescent metal complex in the light-emitting layer is preferably 5% by mass or more, and more preferably 10% by mass or more. The content of phosphorescent metal complex in the luminescent layer is preferably 50% by mass or less, and more preferably 30% by mass or less.

[0673] The content of the fluorescent material (third compound) in the light-emitting layer is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The content of the fluorescent material (third compound) in the light-emitting layer is preferably 10% by mass or less, and more preferably 5% by mass or less. The upper limit of the total content of the first host material (first compound), second host material (fourth compound), sensitizing material (second compound), and fluorescent material (third compound) in the light-emitting layer is 100% by mass. The fifth embodiment does not exclude the inclusion of materials other than the first host material, second host material, sensitizing material, and fluorescent material in the light-emitting layer. In the fifth embodiment, the light-emitting layer may contain only one type of the first host material, second host material, sensitizing material, and fluorescent material, or two or more types.

[0674] According to the organic EL element of the fifth embodiment, the luminous efficiency of the organic EL element can be improved. In one embodiment of the organic EL element of the fifth embodiment, the luminous efficiency of the organic EL element can be improved by including a sensitizing material (preferably a blue sensitizing material), a compound according to the first embodiment as a first host material (first compound), a second host material (fourth compound), and a fluorescent material (third compound) in the light-emitting layer. The organic EL element of the fifth embodiment can be used in electronic devices such as display devices and light-emitting devices.

[0675] [Sixth Embodiment] The configuration of the organic EL element according to the sixth embodiment will now be described. In the description of the sixth embodiment, components identical to those in the third to fifth embodiments will be given the same reference numerals and names, and their descriptions will be omitted or simplified. Furthermore, in the sixth embodiment, materials and compounds not specifically mentioned can be the same as those described in the third to fifth embodiments.

[0676] (Emitting layer) In the sixth embodiment, the compound according to the first embodiment (the first compound) used as the first host material in the organic EL element according to the third embodiment is used as a sensitizing material. In the sixth embodiment, other aspects are the same as those of the organic EL element according to the third embodiment. In the sixth embodiment, at least one of the one or more light-emitting layers contains a compound according to the first embodiment (the first compound) as a sensitizing material and a fluorescent material. In the sixth embodiment, the sensitizing material and the fluorescent material are different materials. In one embodiment of the sixth embodiment, the sensitizing material is a delayed-fluorescence compound. In this embodiment, at least one of the one or more light-emitting layers does not contain a phosphorescent metal complex.

[0677] [Sensitizing material] In the sixth embodiment, the ...

Claims

1. A compound represented by the following formula (1). 【Chemistry 1】 (In formula (1) above, Z １ Z ２ , and Z ３ Each of these independently comprises a nitrogen atom or C(R) ３１ ) and However, Z １ ~Z ３ Of these, at least two are nitrogen atoms, Ring A １２ It is a polycyclic ring, either substituted or unsubstituted, and ring A １２ A polycyclic ring comprises one or more rings selected from the group consisting of fused heterocycles, bridged rings, fused hydrocarbon rings, and spirocycles. R １ 、R ２ 、R ３ 、R ４ 、R ５ 、R ６ 、R ７ 、and R ８ where at least one set consisting of two or more adjacent ones among R They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R １１ , R １２ , R １３ , R １４ , R １５ , R １６ , R １７ , and R １８ Of these, one or more pairs consisting of two or more adjacent items, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R ２１ , R ２２ , R ２３ , R ２４ , R ２５ , R ２６ , R ２７ , and R ２８ Of these, one or more pairs consisting of two or more adjacent items, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not connect with each other, R ３１ A １ A ４ Furthermore, R that does not form the substituted or unsubstituted monoring and does not form the substituted or unsubstituted condensed ring. １ ~R ８ , R １１ ~R １８ , and R ２１ ~R ２８ Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R ９０１ ) (Caution ９０２ ) (Caution ９０３ ) a base represented by -O-(R ９０４ ) a base represented by -S-(R ９０５ ) a base represented by -N(R) ９０６ ) (Caution ９０７ ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R ８０１ A base represented by - COOR ８０２ A base represented by halogen atom, Cyano group, Nitro group, -P (=O) (R ９３１ ) (Caution ９３２ ) a base represented by -Ge(R) ９３３ ) (Caution ９３４ ) (Caution ９３５ ) a base represented by -B(R) ９３６ ) (Caution ９３７ ) a base represented by -B (OR ９３８ ) ( OR ９３９ ) a base represented by -O-S (=O) ２ (R ９４０ ) a base represented by A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, R ９０１ ~R ９０７ , R ８０１ ~R ８０２ , and R ９３１ ~R ９４０ Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, R ９０１ If multiple R ９０１ They are either identical or different from one another. R ９０２ If multiple R ９０２ They are either identical or different from one another. R ９０３ If multiple R ９０３ They are either identical or different from one another. R ９０４ If multiple R ９０４ They are either identical or different from one another. R ９０５ If multiple R ９０５ They are either identical or different from one another. R ９０６ If multiple R ９０６ They are either identical or different from one another. R ９０７ If multiple R ９０７ They are either identical or different from one another. R ８０１ If multiple R ８０１ They are either identical or different from one another. R ８０２ If multiple R ８０２ They are either identical or different from one another. R ９３１ If multiple R ９３１ They are either identical or different from one another. R ９３２ If multiple R ９３２ They are either identical or different from one another. R ９３３ If there are a plurality of R's ９３３ they may be the same as or different from each other R ９３４ If multiple R ９３４ They are either identical or different from one another. R ９３５ If multiple R ９３５ They are either identical or different from one another. R ９３６ When there are a plurality of R's ９３６ they may be the same as or different from each other R ９３７ If multiple R ９３７ They are either identical or different from one another. R ９３８ If multiple R ９３８ They are either identical or different from one another. R ９３９ If multiple R ９３９ They are either identical or different from one another. R ９４０ If multiple R ９４０ (They are either identical or different to each other.)

2. In the compound represented by formula (1) above, Z １ ~Z ３ All of them are nitrogen atoms. The compound according to claim 1.

3. In the compound represented by formula (1) above, Z １ ~Z ３ Two of them are nitrogen atoms, and one is C(R) ３１ ) The compound according to claim 1.

4. In the compound represented by formula (1) above, Z １ and Z ３ This is a nitrogen atom, Z ２ is C(R ３１ ) and R ３１ That is a hydrogen atom. The compound according to claim 3.

5. In the compound represented by formula (1), ring A １２ This includes at least one substituted or unsubstituted condensed heteroalgebra, The compound according to any one of claims 1 to 4.

6. In the compound represented by formula (1), ring A １２ This includes at least one substituted or unsubstituted bridging ring. The compound according to any one of claims 1 to 5.

7. The compound represented by formula (1) is a compound represented by the following formula (1A) or (1B): The compound according to any one of claims 1 to 6. 【Chemistry 2】 (In formulas (1A) and (1B) above, Z １ ~Z ３ A １ A ４ , R １ ~R ８ , R １１ ~R １８ , and R ２１ ~R ２８ These are, respectively, Z in equation (1) above. １ ~Z ３ A １ A ４ , R １ ~R ８ , R １１ ~R １８ , and R ２１ ~R ２８ It is synonymous with, X １ and X ２ Each of them operates independently. single bond, oxygen atom, Sulfur atom, N(Ru), Si(Rw)(Rx) or C(Ry)(Rz), X １ , and X ２ They are never single bonds at the same time. A set consisting of Rw and Rx, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, A set consisting of Ry and Rz, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, Ru, and Rw, Rx, Ry, and Rz, which do not form the substituted or unsubstituted monoring and do not form the substituted or unsubstituted condensed ring, are each independently, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, R ４１ , R ４２ , R ４３ , and R ４４ Of these, one or more pairs consisting of two or more adjacent items, They combine with each other to form a monoring, either substituted or unsubstituted, They bond to each other to form substituted or unsubstituted fused rings, or They do not bind to each other, X ３ CR Ａ And, X ４ CR Ｂ And, R Ａ and R Ｂ They are either identical or different from one another. L １ and L ２ Each of them operates independently. Substituted or unsubstituted ring-forming arylene groups with 6 to 50 carbon atoms, Divalent heterocyclic groups with 5 to 30 substituted or unsubstituted ring-forming atoms, Substituted or unsubstituted ring-forming cycloalkylene groups with 3 to 50 carbon atoms, CR ５１ R ５２ A divalent group represented by CR ５３ R ５４ -CR ５５ R ５６ A divalent group represented by, or CR ５７ =CR ５８ It is a divalent group represented by L １ and L ２ They are either identical or different from one another. R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring ４１ ~R ４４ , and R Ａ , R Ｂ , R ５１ , R ５２ , R ５３ , R ５４ , R ５５ , R ５６ , R ５７ and R ５８ Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted haloalkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkenyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted alkynyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R ９０１ ) (Caution ９０２ ) (Caution ９０３ ) a base represented by -O-(R ９０４ ) a base represented by -S-(R ９０５ ) a base represented by -N(R) ９０６ ) (Caution ９０７ ) a base represented by Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R ８０１ A base represented by - COOR ８０２ A base represented by halogen atom, Cyano group, Nitro group, -P (=O) (R ９３１ ) (Caution ９３２ ) a base represented by -Ge(R) ９３３ ) (Caution ９３４ ) (Caution ９３５ ) a base represented by -B(R) ９３６ ) (Caution ９３７ ) a base represented by -B (OR ９３８ ) ( OR ９３９ ) a base represented by -O-S (=O) ２ (R ９４０ ) a base represented by A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, R ９０１ ~R ９０７ , R ８０１ ~R ８０２ , and R ９３１ ~R ９４０ These are, respectively, R in formula (1) above. ９０１ ~R ９０７ , R ８０１ ~R ８０２ , and R ９３１ ~R ９４０ (This is synonymous with...)

8. In the compound represented by the above formula (1A), R ４１ ~R ４４ Of these, any set consisting of two or more adjacent elements does not combine with each other. The compound according to claim 7.

9. In the compound represented by the above formula (1A), R ４１ ~R ４４ All of them are hydrogen atoms. The compound according to claim 7 or claim 8.

10. In the compound represented by the above formula (1A), X １ However, X is an oxygen atom, a sulfur atom, N(Ru), or Si(Rw)(Rx), and ２ However, it is a single bond, or C(Ry)(Rz), The compound according to any one of claims 7 to 9.

11. In the compound represented by the above formula (1B), L １ and L ２ Each of them operates independently. CR ５１ R ５２ A divalent group represented by CR ５３ R ５４ -CR ５５ R ５６ A divalent group represented by, or CR ５７ =CR ５８ The divalent group represented by The compound according to claim 7.

12. In the compound represented by the above formula (1B), R ５１ ~R ５８ However, it is a hydrogen atom. The compound according to claim 7 or claim 11.

13. In the compound represented by the above formula (1B), R Ａ and R Ｂ However, each independently, hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms. The compound according to any one of claims 7, 11, and 12.

14. In the compound represented by the above formula (1B), R Ａ and R Ｂ However, it is a hydrogen atom. The compound according to claim 13.

15. R １ ~R ８ , R １１ ~R １８ , and R ２１ ~R ２８ Of these, any set consisting of two or more adjacent elements does not combine with each other. The compound according to any one of claims 1 to 14.

16. R １ ~R ８ All of them are deuterium atoms. The compound according to any one of claims 1 to 15.

17. R １１ ~R １８ All of them are deuterium atoms. The compound according to any one of claims 1 to 16.

18. R １ ~R ８ , R １１ ~R １８ , and R ２１ ~R ２８ All of them are deuterium atoms. The compound according to any one of claims 1 to 17.

19. A １ and A ４ These are all hydrogen atoms. The compound according to any one of claims 1 to 18.

20. In the case of "substituted or unsubstituted," the substituent is an unsubstituted alkyl group having 1 to 50 carbon atoms, an unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring-forming atoms. The compound according to any one of claims 1 to 19.

21. A material for an organic electroluminescent device, comprising the compound described in any one of claims 1 to 20.

22. Cathode and, Anode and, It comprises a light-emitting unit disposed between the cathode and the anode, The light-emitting unit contains the compound described in any one of claims 1 to 20. Organic electroluminescent element.

23. The light-emitting unit has one or more light-emitting layers, At least one of the one or more light-emitting layers contains the compound as the first compound. The organic electroluminescent element according to claim 22.

24. At least one of the one or more light-emitting layers contains the first compound as the first host material. The organic electroluminescent element according to claim 23.

25. At least one of the one or more light-emitting layers contains the first host material and a phosphorescent metal complex or a fluorescent material. The organic electroluminescent element according to claim 24.

26. At least one of the one or more light-emitting layers contains the first host material, a sensitizing material, and a fluorescent light-emitting material. The organic electroluminescent element according to claim 24.

27. The sensitizing material is one or more compounds selected from the group consisting of phosphorescent metal complexes and delayed-fluorescence compounds. The organic electroluminescent element according to claim 26.

28. At least one of the one or more light-emitting layers further contains a fourth compound as a second host material. The first compound and the fourth compound are different from each other. An organic electroluminescent element according to any one of claims 23 to 27.

29. The light-emitting unit includes one or more light-emitting layers and a hole barrier layer. The hole barrier layer contains the compound as a hole barrier layer material. The organic electroluminescent element according to claim 22.

30. A hole transport layer is included between the anode and the light-emitting layer closest to the anode among the one or more light-emitting layers. An organic electroluminescent element according to any one of claims 22 to 29.

31. An electron transport layer is included between the cathode and the light-emitting layer closest to the cathode among the one or more light-emitting layers. An organic electroluminescent element according to any one of claims 22 to 30.

32. An electronic device equipped with an organic electroluminescent element according to any one of claims 22 to 31.

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