Organic electroluminescent elements and electronic devices
The layered structure with distinct host materials in the light-emitting units of the organic electroluminescent element addresses efficiency and lifespan issues, resulting in enhanced performance for electronic devices.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- IDEMITSU KOSAN CO LTD
- Filing Date
- 2024-11-29
- Publication Date
- 2026-06-10
AI Technical Summary
Existing organic electroluminescent elements require improvements in luminescence efficiency and lifespan.
The organic electroluminescent element is designed with a layered structure comprising two or more light-emitting units, each containing distinct hole transport and emission bands, utilizing host materials with specific ring structure-derived groups and different host materials in each emission layer to optimize energy transfer and emission efficiency.
This configuration enhances luminescence efficiency and extends the lifespan of the organic electroluminescent elements, making them suitable for improved performance in electronic devices.
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Figure 2026094992000001_ABST
Abstract
Description
[Technical Field]
[0001] This invention relates to organic electroluminescent elements and electronic devices. [Background technology]
[0002] Organic electroluminescent elements (hereinafter sometimes referred to as "organic EL elements") are used in full-color displays for mobile phones and televisions. When a voltage is applied to an organic EL element, holes are injected from the anode into the light-emitting layer, and electrons are injected from the cathode into the light-emitting layer. Then, in the light-emitting layer, the injected holes and electrons recombine to form excitons. At this time, according to the statistical laws of electron spin, singlet excitons are generated at a rate of 25%, and triplet excitons are generated at a rate of 75%. Various studies are being conducted on compounds used in organic light-emitting diodes (OLEDs) to improve their performance. Examples of OLED performance include brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifespan. For example, Patent Document 1 describes an organic electroluminescent element comprising a hole transport band including a plurality of organic layers containing a common hole transport band material, and a light-emitting band including a first light-emitting layer and a second light-emitting layer. [Prior art documents] [Patent Documents]
[0003] [Patent Document 1] International Publication No. 2021 / 256565 [Overview of the project] [Problems that the invention aims to solve]
[0004] Organic electroluminescent devices require further performance improvements.
[0005] The object of the present invention is to provide an organic electroluminescent element with improved luminescence efficiency and lifespan, and to provide an electronic device equipped with the organic electroluminescent element. [Means for solving the problem]
[0006] According to one aspect of the present invention, An organic electroluminescent element, The organic electroluminescent element comprises an anode, a cathode, and two or more light-emitting units disposed between the anode and the cathode. The two or more light-emitting units include at least a first light-emitting unit and a second light-emitting unit, The first light-emitting unit includes a first light-emitting band and a first hole transport band, The first hole transport band is positioned between the anode and the first light emission band. The second light-emitting unit includes a second light-emitting band and a second hole transport band, The second hole transport band is positioned between the first light-emitting unit and the second light-emitting band. The first hole transport band, the first emission band, the second hole transport band, and the second emission band are arranged in this order from the anode side toward the cathode side. The first hole transport band and the first emission band are in direct contact, The second hole transport band and the second emission band are in direct contact, The first emission band and the second emission band each independently include one emission layer or two or more emission layers. At least one of the first emission band and the second emission band includes at least a first emission layer and a second emission layer as the two or more emission layers, The aforementioned first light-emitting layer contains a first host material, The first host material contains in its molecule one or more groups selected from the group consisting of a group derived from a ring structure represented by the following formula (H1), a group derived from a ring structure represented by the following formula (H2), a group derived from a ring structure represented by the following formula (H3), and a group derived from a ring structure represented by the following formula (H4). The aforementioned second light-emitting layer contains a second host material, The first host material and the second host material are different from each other. The first light-emitting layer and the second light-emitting layer each independently contain a light-emitting compound that exhibits light emission with a maximum peak wavelength of 500 nm or less. The triplet energy T1(H1) of the first host material and the triplet energy T1(H2) of the second host material satisfy the following equation (Equation 1), At least one of the first hole transport band and the second hole transport band consists only of the first hole transport layer and the second hole transport layer. The aforementioned first hole transport layer contains a first organic material and a second organic material, The aforementioned second hole transport layer contains a second amine material. An organic electroluminescent element is provided. T1(H1)>T2(H2) …(Math 1)
[0007] [ka] (The group derived from the ring structure represented by formula (H1), the group derived from the ring structure represented by formula (H2), the group derived from the ring structure represented by formula (H3), and the group derived from the ring structure represented by formula (H4) each independently have one or more substituents or are unsubstituted.)
[0008] According to one aspect of the present invention, an organic electroluminescent element, The organic electroluminescent element comprises an anode, a cathode, and two or more light-emitting units disposed between the anode and the cathode. The two or more light-emitting units include at least a first light-emitting unit and a second light-emitting unit, The first light-emitting unit includes a first light-emitting band, The second light-emitting unit includes a second light-emitting band, The first emission band and the second emission band each independently include one emission layer or two or more emission layers. At least one of the first emission band and the second emission band includes at least a first emission layer and a second emission layer as the two or more emission layers, The aforementioned first light-emitting layer contains a first host material, The aforementioned second light-emitting layer contains a second host material, The first host material and the second host material are different from each other. At least one of the light-emitting layers included in the first light-emitting band contains a host material H12 and a light-emitting compound D12 that exhibits light emission with a maximum peak wavelength of 500 nm or less. At least one of the light-emitting layers included in the second emission band contains a host material H22 and a light-emitting compound D22 that exhibits emission with a maximum peak wavelength of 500 nm or less. At least one of the host material H12 and the host material H22 is the second host material, The host material H12 and the host material H22 each independently contain one or more groups in their molecules derived from a ring structure represented by the following formula (20), The host material H12 and the host material H22 are different compounds. An organic electroluminescent element is provided.
[0009] [ka]
[0010] (The group derived from the ring structure represented by formula (20) above has one or more substituents or is unsubstituted.)
[0011] According to one aspect of the present invention, an electronic device equipped with an organic electroluminescent element according to one aspect of the present invention is provided. [Effects of the Invention]
[0012] According to one aspect of the present invention, it is possible to provide an organic electroluminescent element with improved luminescence efficiency and lifespan, and to provide an electronic device equipped with the organic electroluminescent element. [Brief explanation of the drawing]
[0013] [Figure 1] This figure shows a schematic configuration of an example of an organic electroluminescent element according to one embodiment of the present invention. [Modes for carrying out the invention]
[0014] [Definition] In this specification, the term "hydrogen atom" includes isotopes with different numbers of neutrons, namely protium, deuterium, and tritium.
[0015] 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.
[0016] 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.
[0017] 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.
[0018] 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.
[0019] 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.
[0020] 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.
[0021] "Substituents as described herein" The substituents described herein will be explained below.
[0022] 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.
[0023] • "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.
[0024] • 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).
[0025] [ka]
[0026] [ka]
[0027] • 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.
[0028] • "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.
[0029] 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).
[0030] 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).
[0031] • 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.
[0032] • 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.
[0033] • 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), Diazadibenzothiophenyl group (diazadibenzothienyl group), Azanaphtobenzothiophenyl group (azanaphthobenzothienyl group), and Diazanaphthobenzothiophenyl group (diazanaphthobenzothienyl group).
[0034] • 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 examples group G2A4):
[0035] [ka]
[0036] [ka]
[0037] In the above general formulas (TEMP-16) to (TEMP-33), X A and Y A Each of these is independently an oxygen atom, a sulfur atom, NH, or CH2. However, X A and Y A At least one of them is an oxygen atom, a sulfur atom, or NH. In the above general formulas (TEMP-16) to (TEMP-33), X A and Y A If at least one of the members is NH or CH2, the monovalent heterocyclic groups derived from the ring structure represented by the general formulas (TEMP-16) to (TEMP-33) include monovalent groups obtained by removing one hydrogen atom from these NH or CH2 members.
[0038] • Heterocyclic groups with substitutions containing a nitrogen atom (Specific examples group G2B1): (9-phenyl)carbazolyl group, (9-biphenylyl)carbazolyl group, (9-phenyl)phenylcarbazolyl group, (9-naphthyl)carbazolyl group, diphenylcarbazole-9-yl group, Phenylcarbazole-9-yl group, Methyl benzimidazolyl group, Ethyl benzimidazolyl group, Phenyltriazinyl group, biphenylyltriazinyl group, diphenyltriazinyl group, Phenylquinazolinyl group, and Biphenylylquinazolinyl group.
[0039] • Heterocyclic groups with substitutions containing an oxygen atom (Specific examples group G2B2): Phenyldibenzofuranyl group, Methyldibenzofuranyl group, t-butyldibenzofuranyl group, and A monovalent residue of spiro[9H-xanthene-9,9'-[9H]fluorene].
[0040] · Substituted heterocyclic groups containing sulfur atoms (specific example group G2B3): Phenyldibenzothiophenyl group, Methyldibenzothiophenyl group, t-Butyldibenzothiophenyl group, and The monovalent residue of spiro[9H-thioxanthene-9,9’-[9H]fluorene].
[0041] · 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):
[0042] The above-mentioned "one or more hydrogen atoms of the monovalent heterocyclic group" means one or more hydrogen atoms selected from 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 A when one of them is CH2, the hydrogen atoms of the methylene group.
[0043] · "Substituted or unsubstituted alkyl group" Specific examples (specific example group G3) of the "substituted or unsubstituted alkyl group" described in this specification include the following unsubstituted alkyl groups (specific example group G3A) and substituted alkyl groups (specific example group G3B). (Here, the unsubstituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is an "unsubstituted alkyl group", and the substituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is a "substituted alkyl group".) Hereinafter, when simply referred to as "alkyl group", it includes both "unsubstituted alkyl group" and "substituted alkyl group". 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.
[0044] • 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.
[0045] • Substituting alkyl groups (specific examples group G3B): Heptafluoropropyl group (including isomers), Pentafluoroethyl group, 2,2,2-trifluoroethyl group, and Trifluoromethyl group.
[0046] • "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.
[0047] • Unsubstituted alkenyl groups (specific examples group G4A): vinyl group, allyl group, 1-Butenyl group, 2-butenyl group, and 3-Butenyl group.
[0048] • 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.
[0049] • "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.
[0050] • Unsubstituted alkynyl groups (specific examples group G5A): Ethynyl group
[0051] • "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.
[0052] • 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.
[0053] • Substituting cycloalkyl groups (specific examples group G6B): 4-methylcyclohexyl group.
[0054] · "-Si(R 901 )(R 902 )(R 903 ) a base represented by -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.
[0055] ·「-O-(R 904 ) a base represented by The following information pertains to the -O-(R 904 ) 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.
[0056] · "-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.
[0057] · "-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), the multiple G6s are either identical or different from one another.
[0058] • "Halogen atom" Specific examples of "halogen atoms" as described herein (Specific Examples Group G11) include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms.
[0059] • "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 in the aforementioned "alkyl group" (specific example group G3) are replaced by fluorine atoms.
[0060] • "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.
[0061] • "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.
[0062] • "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.
[0063] • "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.
[0064] • "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.
[0065] • "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.
[0066] • "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.
[0067] 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.
[0068] 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.
[0069] In this specification, unless otherwise specified, the carbazolyl group is specifically one of the following groups:
[0070] [ka]
[0071] In this specification, unless otherwise specified, the (9-phenyl)carbazolyl group is specifically one of the following groups:
[0072] [ka]
[0073] In the above general formulas (TEMP-Cz1) to (TEMP-Cz9), * represents a bond position.
[0074] In this specification, unless otherwise specified, the dibenzofuranyl group and the dibenzothiophenyl group specifically refer to any of the following groups:
[0075] [ka]
[0076] In the general formulas (TEMP-34) to (TEMP-41) above, * represents a bond position.
[0077] Unless otherwise specified herein, the substituted or unsubstituted alkyl groups are preferably methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, and t-butyl groups.
[0078] • "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.
[0079] • "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.
[0080] • "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.
[0081] Unless otherwise specified herein, the substituted or unsubstituted arylene groups are preferably any of the following general formulas (TEMP-42) to (TEMP-68).
[0082] [ka]
[0083] [ka]
[0084] 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.
[0085] [ka]
[0086] 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.
[0087] [ka]
[0088] 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.
[0089] 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).
[0090] [ka]
[0091] [ka]
[0092] [ka]
[0093] In the general formulas (TEMP-69) to (TEMP-82) above, Q1 to Q9 are each independently a hydrogen atom or a substituent.
[0094] [ka]
[0095] [ka]
[0096] [ka]
[0097] [ka]
[0098] In the general formulas (TEMP-83) to (TEMP-102) above, Q1 to Q8 are each independently a hydrogen atom or a substituent.
[0099] The above is a description of the substituents described herein.
[0100] • "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.
[0101] [ka]
[0102] 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.
[0103] 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).
[0104] [ka]
[0105] 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.
[0106] [ka]
[0107] 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.
[0108] "Unsaturated ring" means an aromatic hydrocarbon ring or an aromatic heterocyclic ring. "Saturated ring" means an aliphatic hydrocarbon ring or a non-aromatic heterocyclic ring. Specific examples of the aromatic hydrocarbon ring include structures in which the groups listed as specific examples in Specific Example Group G1 are terminated by hydrogen atoms. Specific examples of the aromatic heterocyclic ring include structures in which the aromatic heterocyclic groups listed as specific examples in Specific Example Group G2 are terminated by hydrogen atoms. Specific examples of the aliphatic hydrocarbon ring include structures in which the groups listed as specific examples in Specific Example Group G6 are terminated by hydrogen atoms. "Forming a ring" means forming a ring with only a plurality of atoms of the parent skeleton or with a plurality of atoms of the parent skeleton and one or more arbitrary elements. For example, in the general formula (TEMP-104), R 921 and R 922 are bonded to each other to form a ring Q A means a ring formed by a carbon atom of the anthracene skeleton to which R 921 is bonded, a carbon atom of the anthracene skeleton to which R 922 is bonded, and one or more arbitrary elements. Specific examples include, when R 921 and R 922 form a ring Q A , in the case where a single-ring unsaturated ring is formed by a carbon atom of the anthracene skeleton to which R 921 is bonded, a carbon atom of the anthracene skeleton to which R 922 is bonded, and four carbon atoms, the ring formed by R 921 and R 922 is a benzene ring.
[0109] Here, "arbitrary element" is preferably at least one element selected from the group consisting of carbon element, nitrogen element, oxygen element, and sulfur element, unless otherwise specified in this specification. In an arbitrary element (for example, in the case of a carbon element or a nitrogen element), a bond that does not form a ring may be terminated by a hydrogen atom or the like, or may be substituted with an "arbitrary substituent" described later. When an arbitrary element other than the carbon element is included, the formed ring is a heterocyclic ring. 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.
[0110] 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").
[0111] · The substituent in the case of "substituted or unsubstituted" In one embodiment of the present specification, the substituent in the case of "substituted or unsubstituted" (which may be referred to as "any substituent" in the present specification) is, for example, An unsubstituted alkyl group having 1 to 50 carbon atoms, An unsubstituted alkenyl group having 2 to 50 carbon atoms, An unsubstituted alkynyl group having 2 to 50 carbon atoms, An unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), A halogen atom, a cyano group, a nitro group, An unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, and An unsubstituted heterocyclic group having 5 to 50 ring-forming atoms And groups selected from the group consisting of, etc., Here, R 901 ~R 907 Are each independently, A hydrogen atom, A substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming 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. R 901 When two or more R 901 Exist, two or more R R 902 When two or more R 902 Exist, two or more R 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.
[0112] 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.
[0113] 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.
[0114] Specific examples of each of the above-mentioned substituents are the specific examples of substituents described in the section "Substituents as described herein" above.
[0115] 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.
[0116] 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.
[0117] [First Embodiment] [Organic electroluminescent element] The organic electroluminescent element according to the first embodiment includes an anode, a cathode, and two or more light-emitting units disposed between the anode and the cathode, wherein the two or more light-emitting units include at least a first light-emitting unit and a second light-emitting unit, the first light-emitting unit includes a first light-emitting band and a first hole transport band, the first hole transport band is disposed between the anode and the first light-emitting band, and the second light-emitting unit includes a second light-emitting band and a second hole transport band, the second hole transport band is disposed between the first Displaced between the optical unit and the second light-emitting band, the first hole transport band, the first light-emitting band, the second hole transport band, and the second light-emitting band are arranged in this order from the anode side to the cathode side, the first hole transport band and the first light-emitting band are in direct contact, the second hole transport band and the second light-emitting band are in direct contact, the first light-emitting band and the second light-emitting band each independently include one light-emitting layer or two or more light-emitting layers, and at least one of the first light-emitting band and the second light-emitting band is the two or more The light-emitting layer comprises at least a first light-emitting layer and a second light-emitting layer, the first light-emitting layer contains a first host material, the first host material contains in its molecule one or more groups selected from the group consisting of a group derived from a ring structure represented by the following formula (H1), a group derived from a ring structure represented by the following formula (H2), a group derived from a ring structure represented by the following formula (H3), and a group derived from a ring structure represented by the following formula (H4), the second light-emitting layer contains a second host material, the first host material and the second host material are different from each other, and The first light-emitting layer and the second light-emitting layer each independently contain a light-emitting compound that exhibits emission with a maximum peak wavelength of 500 nm or less, the triplet energy T1(H1) of the first host material and the triplet energy T1(H2) of the second host material satisfy the following formula (Equation 1), at least one of the first hole transport band and the second hole transport band consists only of the first hole transport layer and the second hole transport layer, the first hole transport layer contains a first organic material and a second organic material, and the second hole transport layer contains a second amine material. T1(H1)>T2(H2) …(Math 1)
[0118] [ka]
[0119] (The group derived from the ring structure represented by formula (H1), the group derived from the ring structure represented by formula (H2), the group derived from the ring structure represented by formula (H3), and the group derived from the ring structure represented by formula (H4) each independently have one or more substituents or are unsubstituted.)
[0120] According to this embodiment, it is possible to provide an organic electroluminescent element with improved element performance (for example, at least one selected from the group consisting of brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifetime). According to one aspect of this embodiment, it is possible to provide an organic electroluminescent element with improved luminous efficiency and lifetime. According to one aspect of this embodiment, it is possible to provide an organic electroluminescent element with improved driving voltage, luminous efficiency, and lifetime. Furthermore, according to this embodiment, it is possible to provide an organic electroluminescent element that not only has improved element performance but also improved productivity.
[0121] An organic EL element in which multiple light-emitting units are stacked between an anode and a cathode, as in the organic EL element according to this embodiment, is sometimes referred to as a tandem type organic EL element. Conventionally, in organic EL devices with a structure that combines a hole transport band containing three layers (hole injection layer, hole transport layer, and electron barrier layer) and an emission band containing a single-layer emission layer, replacing the emission band configuration with a stacked emission layer (stacked first and second emission layers) in order to improve luminous efficiency presented a challenge: the number of layers formed between the anode and cathode increased, leading to decreased productivity. Therefore, we investigated an organic EL device with a structure that combines a hole transport band consisting of only two layers (a hole injection layer and a hole transport layer) with an emission band including a stacked emission layer (a stack of a first emission layer and a second emission layer), by reducing the number of layers included in the hole transport band. As a result of this investigation, it was found that a stacked emission layer could be introduced without increasing the number of layers included between the anode and cathode, improving luminous efficiency and lifespan. Fewer layers shorten the manufacturing process and improve the productivity of organic EL devices. It was found that these improvements become larger in tandem-type organic EL devices with a large number of layers. The hole injection layer and hole transport layer of the hole transport band consisting of only two layers correspond to the first hole transport layer and the second hole transport layer in this embodiment.
[0122] In a stacked light-emitting layer, holes are more easily injected into the first light-emitting layer from the hole transport layer compared to the second light-emitting layer, thus reducing the load at the interface between the hole transport layer and the first light-emitting layer. Therefore, it is believed that a reduction in lifespan can be suppressed in an organic EL element with a structure that combines a hole transport band consisting of only two layers with a light-emitting band including a stacked light-emitting layer. On the other hand, in an organic EL device with a structure that combines a hole transport band consisting of only two layers (a hole injection layer and a hole transport layer) and an emission band including a single-layer light-emitting layer, the single-layer light-emitting layer is not adjacent to an electron barrier layer with strong excitation resistance, but rather to a hole transport layer with inferior excitation resistance compared to the electron barrier layer, which is thought to reduce the lifespan.
[0123] Furthermore, in the hole transport band containing three layers (hole injection layer, hole transport layer, and electron barrier layer), a hole injection barrier exists at the interface between the hole transport layer and the electron barrier layer, resulting in a tendency for the driving voltage to be high. On the other hand, by introducing a hole transport band consisting of only two layers (hole injection layer and hole transport layer), the interface between the hole transport layer and the electron barrier layer is absent, which is thought to easily lead to a decrease in the driving voltage.
[0124] <Light-emitting unit> The organic EL element according to this embodiment is an element that includes two or more light-emitting units between the anode and the cathode. The two or more light-emitting units include at least a first light-emitting unit and a second light-emitting unit. For example, three or more light-emitting units may be included between the anode and the cathode. In other words, in the organic EL element according to this embodiment, the two or more light-emitting units may be three or more light-emitting units, in which case the three or more light-emitting units include at least a first light-emitting unit, a second light-emitting unit, and a third light-emitting unit.
[0125] In the organic EL element according to this embodiment, it is preferable that a first light-emitting unit is arranged between the anode and the cathode, and a second light-emitting unit is arranged between the first light-emitting unit and the cathode. In this embodiment, it is preferable that, of the two or more light-emitting units, the first light-emitting unit is the light-emitting unit closest to the anode.
[0126] One way to count the multiple light-emitting units arranged between the anode and the cathode is, for example, if N light-emitting units are arranged between the anode and the cathode, they may be numbered sequentially from the light-emitting unit closest to the anode as the 1st stage, 2nd stage, 3rd stage, ..., (N-1)th stage, Nth stage, and so on. The organic EL element according to this embodiment, which includes two or more light-emitting units, includes at least a 1st stage light-emitting unit and a 2nd stage light-emitting unit. In one embodiment of this example, the first light-emitting unit is the 1st stage light-emitting unit, and the second light-emitting unit is the 2nd stage light-emitting unit.
[0127] Each light-emitting unit in an organic EL element typically contains one or more layers independently, with at least one of the layers in each light-emitting unit being a light-emitting layer. Each light-emitting unit in an organic EL element may also independently contain one or more layers other than the light-emitting layer, which are selected from the group consisting of organic compounds and inorganic materials. Inorganic materials are at least one of inorganic compounds and elemental materials. Preferably, each light-emitting unit independently contains one or more layers selected from the group consisting of layers composed solely of organic compounds, layers composed solely of inorganic materials, and layers composed of both organic compounds and inorganic materials. Examples of layers other than the light-emitting layer that may be included in each light-emitting unit include layers that can be used in organic EL elements. There are no particular limitations on layers other than the light-emitting layer that can be used in organic EL elements, but preferably, each light-emitting unit independently contains at least one layer selected from the group consisting of, for example, hole injection layers, hole transport layers, electron barrier layers, hole barrier layers, electron transport layers, and electron injection layers.
[0128] In this embodiment, two or more light-emitting units each independently include a light emission band and a hole transport band. In this embodiment, two or more light-emitting units may each independently further include an electron transport band.
[0129] In this embodiment, the first light-emitting unit includes a first light-emitting band and a first hole transport band. The first hole transport band is located between the anode and the first light-emitting band. In this embodiment, the first hole transport band and the first light-emitting band are in direct contact.
[0130] In this embodiment, the second light-emitting unit includes a second light-emitting band and a second hole transport band. The second hole transport band is positioned between the first light-emitting unit and the second light-emitting band. In this embodiment, the second hole transport band and the second light-emitting band are in direct contact.
[0131] In this embodiment, the first hole transport band, the first emission band, the second hole transport band, and the second emission band are arranged in this order from the anode side to the cathode side.
[0132] <Emission Band> In this embodiment, each light-emitting band included in two or more light-emitting units may independently contain only one light-emitting layer or two or more light-emitting layers. In this embodiment, the first light-emitting band and the second light-emitting band each independently include one light-emitting layer or two or more light-emitting layers. However, in this embodiment, at least one of the first light-emitting band and the second light-emitting band includes at least the first light-emitting layer and the second light-emitting layer as two or more light-emitting layers.
[0133] In this embodiment, when a certain light emission band includes a first light emission layer and a second light emission layer, it is preferable that one of the first and second light emission layers is the layer closest to the anode among the multiple layers that make up the light emission band, and the other of the first and second light emission layers is the layer closest to the cathode among the multiple layers that make up the light emission band.
[0134] In this embodiment, it is preferable that the first light-emitting layer and the second light-emitting layer are arranged in this order from the anode side to the cathode side. Of the first and second light-emitting layers included in the light-emitting unit, it is preferable that the first light-emitting layer is the closest to the anode within the light-emitting unit.
[0135] In this embodiment, it is preferable that the second light emission band includes the first light emission layer and the second light emission layer. In this specification, the first light emission layer included in the second light emission band may be referred to as the first light emission layer (EML21) or simply as EML21, and the second light emission layer included in the second light emission band may be referred to as the second light emission layer (EML22) or simply as EML22.
[0136] In this embodiment, it is preferable that the first light emission band includes a first light emission layer and a second light emission layer. In this specification, the first light emission layer included in the first light emission band may be referred to as the first light emission layer (EML11) or simply as EML11, and the second light emission layer included in the first light emission band may be referred to as the second light emission layer (EML12) or simply as EML12.
[0137] In this embodiment, it is preferable that the first emission band and the second emission band each independently include a first emission layer and a second emission layer. The first emission layer (EML11) in the first emission band and the first emission layer (EML21) in the second emission band have the same composition or different compositions, and the second emission layer (EML12) in the first emission band and the second emission layer (EML22) in the second emission band have the same composition or different compositions.
[0138] In this embodiment, it is preferable that the first light-emitting layer (EML11) in the first light-emitting band, the second light-emitting layer (EML12) in the first light-emitting band, the first light-emitting layer (EML21) in the second light-emitting band, and the second light-emitting layer (EML22) in the second light-emitting band are arranged in this order from the anode side to the cathode side.
[0139] In this embodiment, it is preferable that at least one of the light-emitting layers does not contain a metal complex. Furthermore, in this embodiment, it is preferable that at least one of the light-emitting layers does not contain a boron-containing complex.
[0140] In this embodiment, it is preferable that at least one of the light-emitting layers does not contain a phosphorescent material.
[0141] In this embodiment, it is also preferable that at least one of the light-emitting layers does not contain heavy metal complexes and phosphorescent rare earth metal complexes. In this embodiment, it is also preferable that at least one of the light-emitting layers does not contain heavy metal complexes such as iridium complexes, osmium complexes, and platinum complexes.
[0142] (Host material) It is preferable that each light-emitting layer included in the light-emitting band independently contains a host material. In this embodiment, the host material may also be a first host material or a second host material as described later. In this specification, "host material" means, for example, a material that is included in the layer in an amount of "50% by mass or more". For example, it is preferable that the host material content of each light-emitting layer included in the light-emitting band is independently 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more. Also, for example, it is preferable that the host material content of each light-emitting layer included in the light-emitting band is independently 99.5% by mass or less, or 99% by mass or less.
[0143] (Luminescent compound) Preferably, each light-emitting layer within the light-emitting band independently further contains a luminescent compound. Each luminescent compound contained in each light-emitting layer is independently either fluorescent or phosphorescent. In this embodiment, it is preferable that at least one of the light-emitting layers contains a fluorescent luminescent compound. In this embodiment, when the light-emitting layer contains a host material and a light-emitting compound, the upper limit of the sum of the host material content and the light-emitting compound content in the light-emitting layer is 100% by mass.
[0144] In this embodiment, the first light-emitting layer and the second light-emitting layer each independently contain a light-emitting compound that exhibits light emission with a maximum peak wavelength of 500 nm or less. In this embodiment, it is preferable that the first light-emitting layer and the second light-emitting layer each independently contain a luminescent compound that exhibits light emission with a maximum peak wavelength of 480 nm or less, or light emission with a maximum peak wavelength of 470 nm or less. In this embodiment, it is preferable that the first light-emitting layer and the second light-emitting layer each independently contain a compound that exhibits light emission with a maximum peak wavelength of 430 nm or higher, or a compound that exhibits light emission with a maximum peak wavelength of 440 nm or higher. In this specification, the luminescent compound contained in the first luminescent layer may be referred to as the first luminescent compound, and the luminescent compound contained in the second luminescent layer may be referred to as the second luminescent compound. In this embodiment, the first luminescent compound and the second luminescent compound may be the same as or different from each other.
[0145] (First light-emitting layer) In this specification, unless otherwise specified, the term "first light-emitting layer" refers to the first light-emitting layer in the first light-emitting unit or the first light-emitting layer in the second light-emitting unit, and means the first light-emitting layer included in at least one of the first light-emitting unit and the second light-emitting unit.
[0146] In this embodiment, the first light-emitting layer preferably contains a first host material and a first light-emitting compound that exhibits light emission with a maximum peak wavelength of 500 nm or less. The first host material and the second host material are different compounds from each other.
[0147] The first luminescent compound is preferably a compound that exhibits luminescence with a maximum peak wavelength of 480 nm or less, or a compound that exhibits luminescence with a maximum peak wavelength of 470 nm or less. The first luminescent compound is preferably a compound that exhibits luminescence with a maximum peak wavelength of 430 nm or higher, or a compound that exhibits luminescence with a maximum peak wavelength of 440 nm or higher.
[0148] The first luminescent compound is preferably a compound that exhibits fluorescence emission with a maximum peak wavelength of 500 nm or less, fluorescence emission with a maximum peak wavelength of 480 nm or less, or fluorescence emission with a maximum peak wavelength of 470 nm or less. The first luminescent compound is preferably a compound that exhibits fluorescence emission with a maximum peak wavelength of 430 nm or higher, or a compound that exhibits fluorescence emission with a maximum peak wavelength of 440 nm or higher.
[0149] The first luminescent compound is preferably a blue luminescent compound.
[0150] In this embodiment, the first luminescent compound is preferably a compound that does not contain an azine ring structure in its molecule. In this embodiment, it is preferable that the first luminescent compound is not a boron-containing complex. In this embodiment, it is preferable that the first luminescent compound is not a complex.
[0151] In this embodiment, it is preferable that the first light-emitting layer does not contain a metal complex. In this embodiment, it is preferable that the first light-emitting layer does not contain a boron-containing complex. In this embodiment, it is preferable that the first light-emitting layer does not contain a phosphorescent material. Furthermore, in this embodiment, it is preferable that the first light-emitting layer does not contain heavy metal complexes and phosphorescent rare-earth metal complexes. Examples of heavy metal complexes include iridium complexes, osmium complexes, and platinum complexes.
[0152] In this embodiment, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(D1) of the first luminescent compound satisfy the relationship shown in the following formula (Equation 1B). T1(D1)>T1(H1) …(Math 1B)
[0153] Because the first host material and the first luminescent compound satisfy the relationship shown in equation (Equation 1B), triplet excitons generated in the first luminescent layer move over the first host material rather than the first luminescent compound, which has a higher triplet energy, making it easier for them to move to the second luminescent layer.
[0154] In this embodiment, it is preferable that the singlet energy S1(H1) of the first host material and the singlet energy S1(D1) of the first luminescent compound satisfy the relationship shown in the following formula (Equation 1C). The singlet energy S1 refers to the energy difference between the lowest excited singlet state and the ground state. S1(H1)>S1(D1) …(Math 1C)
[0155] When the first host material and the first luminescent compound satisfy the relationship shown in equation (Equation 1C), singlet excitons generated on the first host material can easily transfer energy from the first host material to the first luminescent compound, contributing to the fluorescence emission of the first luminescent compound.
[0156] In one embodiment of the organic EL element according to this embodiment, the first light-emitting layer contains a first light-emitting compound in an amount of 0.5% by mass or more of the total mass of the first light-emitting layer. In one embodiment of the organic EL element according to this embodiment, the first light-emitting layer contains a first light-emitting compound in an amount of 10% by mass or less, 7% by mass or less, or 5% by mass or less of the total mass of the first light-emitting layer.
[0157] In one embodiment of the organic EL element according to this embodiment, the first light-emitting layer contains the first host material in an amount of 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more of the total mass of the first light-emitting layer. In one embodiment of the organic EL element according to this embodiment, the first light-emitting layer contains the first host material in an amount of 99.5% by mass or less, or 99% by mass or less, of the total mass of the first light-emitting layer. However, if the first light-emitting layer contains a first host material and a first light-emitting compound, the upper limit of the total content of the first host material and the first light-emitting compound is 100% by mass.
[0158] When an organic EL element includes multiple first light-emitting layers, the content of the first host material in the multiple first light-emitting layers is either the same or different from each other, and the content of the first light-emitting compound in the multiple first light-emitting layers is either the same or different from each other.
[0159] This embodiment does not exclude the first light-emitting layer from containing materials other than the first host material and the first light-emitting compound. The first light-emitting layer may contain only one type of first host material, or two or more types. The first light-emitting layer may contain only one type of first light-emitting compound, or two or more types.
[0160] In this embodiment, the first light-emitting layer may contain only the first host material and the first light-emitting compound.
[0161] In one embodiment of the organic EL element according to this embodiment, the thickness of the first light-emitting layer is 3 nm or more. If the thickness of the first light-emitting layer is 3 nm or more, it is a sufficient thickness for hole-electron recombination to occur in the first light-emitting layer. In one embodiment of the organic EL element according to this embodiment, the thickness of the first light-emitting layer is 15 nm or less. If the thickness of the first light-emitting layer is 15 nm or less, it is thin enough for triplet excitons to move to the second light-emitting layer. In one embodiment of the organic EL element according to this embodiment, the film thickness of the first light-emitting layer is 3 nm or more and 15 nm or less.
[0162] (Second light-emitting layer) In this specification, unless otherwise specified, the term "second light-emitting layer" refers to a second light-emitting layer included in at least one of the first light-emitting unit and the second light-emitting unit.
[0163] In this embodiment, the second light-emitting layer preferably contains a second host material and a second light-emitting compound that exhibits light emission with a maximum peak wavelength of 500 nm or less.
[0164] In this embodiment, the second luminescent compound is preferably a compound that exhibits luminescence with a maximum peak wavelength of 480 nm or less, or a compound that exhibits luminescence with a maximum peak wavelength of 470 nm or less. In this embodiment, the second luminescent compound is preferably a compound that exhibits luminescence with a maximum peak wavelength of 430 nm or higher, or a compound that exhibits luminescence with a maximum peak wavelength of 440 nm or higher.
[0165] In this embodiment, the second luminescent compound is preferably a compound that exhibits fluorescence emission with a maximum peak wavelength of 500 nm or less, fluorescence emission with a maximum peak wavelength of 480 nm or less, or fluorescence emission with a maximum peak wavelength of 470 nm or less. In this embodiment, the second luminescent compound is preferably a compound that exhibits fluorescence emission with a maximum peak wavelength of 430 nm or higher, or a compound that exhibits fluorescence emission with a maximum peak wavelength of 440 nm or higher. In this embodiment, the second luminescent compound is preferably a blue luminescent compound.
[0166] In this embodiment, the second luminescent compound is preferably a compound that does not contain an azine ring structure in its molecule. In this embodiment, it is preferable that the second luminescent compound is not a boron-containing complex. In this embodiment, it is preferable that the second luminescent compound is not a complex.
[0167] In this embodiment, it is preferable that the second light-emitting layer does not contain a metal complex. In this embodiment, it is preferable that the second light-emitting layer does not contain a boron-containing complex. In this embodiment, it is preferable that the second light-emitting layer does not contain a phosphorescent material. Furthermore, in this embodiment, it is preferable that the second light-emitting layer does not contain heavy metal complexes and phosphorescent rare-earth metal complexes. Examples of heavy metal complexes include iridium complexes, osmium complexes, and platinum complexes.
[0168] In this embodiment, it is preferable that the singlet energy S1(H2) of the second host material and the singlet energy S1(D2) of the second luminescent compound satisfy the relationship shown in the following formula (Equation 7). S1(H2)>S1(D2)…(Number 7)
[0169] In this embodiment, the second luminescent compound and the second host material satisfy the relationship shown in equation (Equation 7). As a result, the singlet energy of the second luminescent compound is smaller than the singlet energy of the second host material. Therefore, singlet excitons generated by the TTF phenomenon transfer energy from the second host material to the second luminescent compound, contributing to the fluorescence emission of the second luminescent compound.
[0170] In this embodiment, it is preferable that the triplet energy T1(D2) of the second luminescent compound and the triplet energy T1(H2) of the second host material satisfy the relationship shown in the following formula (Equation 8). T1(D2)>T1(H2) …(Math 8)
[0171] In this embodiment, the relationship between the second luminescent compound and the second host material satisfies the relationship shown in equation (Equation 8). As a result, when triplet excitons generated in the first luminescent layer move to the second luminescent layer, they transfer energy to the molecules of the second host material rather than to the second luminescent compound, which has a higher triplet energy. Furthermore, triplet excitons generated by the recombination of holes and electrons on the second host material do not move to the second luminescent compound, which has a higher triplet energy. Triplet excitons generated by recombination on the molecules of the second luminescent compound rapidly transfer energy to the molecules of the second host material. Singlet excitons are generated on the second host material by the TTF phenomenon, through efficient collisions between triplet excitons on the second host material without the triplet excitons moving to the second luminescent compound.
[0172] In one embodiment of the organic EL element according to this embodiment, the second light-emitting layer contains a second light-emitting compound in an amount of 0.5% by mass or more of the total mass of the second light-emitting layer. In one embodiment of the organic EL element according to this embodiment, the second light-emitting layer contains a second light-emitting compound in an amount of 10% by mass or less, 7% by mass or less, or 5% by mass or less of the total mass of the second light-emitting layer.
[0173] In one embodiment of the organic EL element according to this embodiment, the second light-emitting layer contains the second host material in an amount of 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more of the total mass of the second light-emitting layer. In one embodiment of the organic EL element according to this embodiment, the second light-emitting layer contains the second host material in an amount of 99.5% by mass or less, or 99% by mass or less, of the total mass of the second light-emitting layer. If the second light-emitting layer contains a second host material and a second light-emitting compound, the upper limit of the total content of the second host material and the second light-emitting compound is 100% by mass.
[0174] When an organic EL element includes multiple second light-emitting layers, the content of the second host material in the multiple second light-emitting layers is either the same or different from each other, and the content of the second light-emitting compound in the multiple second light-emitting layers is either the same or different from each other.
[0175] This embodiment does not exclude the possibility that the second light-emitting layer may contain materials other than the second host material and the second light-emitting compound. In one embodiment of the organic EL element according to this embodiment, the second light-emitting layer may contain only one type of second host material or two or more types. In one embodiment of the organic EL element according to this embodiment, the second light-emitting layer may contain only one type of second light-emitting compound or two or more types.
[0176] In one embodiment of the organic EL element according to this embodiment, the second light-emitting layer may contain a cohost material. The cohost material is different from the second host material. The cohost material is also different from the first host material. In this specification, the cohost material may be denoted as cohost material CH, the cohost material contained in the second light-emitting layer EML12 may be denoted as cohost material CH12, and the cohost material CH contained in the second light-emitting layer EML22 may be denoted as cohost material CH22.
[0177] In one embodiment of the organic EL element according to this embodiment, the cohost material, the second host material contained in the second light-emitting layer EML12 in the first light-emitting band, and the second host material contained in the second light-emitting layer EML22 in the second light-emitting band are different from each other. In this specification, the second host material contained in the second light-emitting layer EML12 may be referred to as host material H12, and the second host material contained in the second light-emitting layer EML22 may be referred to as host material H22.
[0178] In the organic EL element according to this embodiment, it is preferable that at least one of the second light-emitting layer EML12 and the second light-emitting layer EML22 contains a cohost material. In the organic EL element according to this embodiment, it is preferable that one of the second light-emitting layer EML12 and the second light-emitting layer EML22 contains a cohost material, and the other of the second light-emitting layer EML12 and the second light-emitting layer EML22 does not contain a cohost material. In the organic EL element according to this embodiment, it is preferable that the second light-emitting layer EML22 in the second light-emitting band contains a host material H22 and a co-host material CH22.
[0179] Examples of cohost materials that the second light-emitting layer may contain include compounds that contain one or more groups derived from the ring structure represented by the following formula (20), as described later, or compounds represented by the following formula (2).
[0180] In one embodiment of the organic EL element according to this embodiment, the sum of the content of the second host material and the cohost material in the second light-emitting layer is 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more of the total mass of the second light-emitting layer. In one embodiment of the organic EL element according to this embodiment, the sum of the content of the second host material and the cohost material in the second light-emitting layer is 99.5% by mass or less, or 99% by mass or less, of the total mass of the second light-emitting layer. When the second light-emitting layer contains a second host material, a second light-emitting compound, and a co-host material, the upper limit of the total content of the second host material, the second light-emitting compound, and the co-host material is 100% by mass.
[0181] In one embodiment of the organic EL element according to this embodiment, the second light-emitting layer may contain only the second host material and the second light-emitting compound.
[0182] In one embodiment of the organic EL element according to this embodiment, the thickness of the second light-emitting layer is 5 nm or more, or 10 nm or more. If the thickness of the second light-emitting layer is 5 nm or more, it is easier to suppress triplet excitons that have moved from the first light-emitting layer to the second light-emitting layer from returning to the first light-emitting layer. Also, if the thickness of the second light-emitting layer is 5 nm or more, triplet excitons can be completely separated from the recombination portion in the first light-emitting layer. In the organic EL element according to this embodiment, the thickness of the second light-emitting layer is preferably 25 nm or less. If the thickness of the second light-emitting layer is 25 nm or less, the density of triplet excitons in the second light-emitting layer can be increased, making the TTF phenomenon more likely to occur. In one embodiment of the organic EL element according to this embodiment, the thickness of the second light-emitting layer is 5 nm or more and 25 nm or less.
[0183] (Relationship with formula (Equation 1)) In this embodiment, the triplet energy T1(H1) of the first host material and the triplet energy T1(H2) of the second host material satisfy the following equation (Equation 1). T1(H1)>T2(H2) …(Math 1)
[0184] In this embodiment and in the organic EL elements according to other embodiments, at least one of the light-emitting units has a light-emitting band that includes a first light-emitting layer and a second light-emitting layer that satisfy the relationship in formula (Equation 1), thereby improving the luminous efficiency compared to a light-emitting band composed of a single light-emitting layer.
[0185] Conventionally, Tripret-Tripret-Annhilation (sometimes referred to as TTA) is known as a technique for improving the luminescence efficiency of organic electroluminescent devices. TTA is a mechanism in which triplet excitons collide with other triplet excitons to produce singlet excitons. The TTA mechanism is sometimes referred to as the TTF mechanism, as described in International Publication No. 2010 / 134350.
[0186] This explains the TTF phenomenon. Holes injected from the anode and electrons injected from the cathode recombine in the light-emitting layer to generate excitons. As previously known, their spin states are 25% singlet excitons and 75% triplet excitons. In conventionally known fluorescent devices, 25% of singlet excitons emit light when they relax to the ground state, while the remaining 75% of triplet excitons return to the ground state through a thermal deactivation process without emitting light. Therefore, the theoretical limit of the internal quantum efficiency of conventional fluorescent devices was said to be 25%. Meanwhile, the behavior of triplet excitons generated within organic matter has been theoretically investigated. According to SMBachilo et al. (J.Phys.Chem.A,104,7711(2000)), assuming that higher-order excitons such as quintets quickly revert to triplets, triplet excitons (hereinafter, 3 A * When the density of (described as) increases, triplet excitons collide with each other, and the reaction shown in the following equation occurs. Here, 1 A represents the ground state, 1 A * This represents the lowest excited singlet exciton. 3 A * + 3 A * →(4 / 9) 1 A+(1 / 9) 1 A * +(13 / 9) 3 A * That is, 5 3 A * →4 1 A+1A *Therefore, it is predicted that 1 / 5, or 20%, of the 75% of triplet excitons initially generated will be converted into singlet excitons. Consequently, the singlet excitons contributing as light will be 40%, which is the initial 25% plus 75% × (1 / 5) = 15%. In this case, the ratio of emission from TTF to the total emission intensity (TTF ratio) will be 15 / 40, or 37.5%. Furthermore, if we assume that the 75% of the initially generated triplet excitons collide with each other to generate singlet excitons (one singlet exciton is generated from two triplet excitons), then a very high internal quantum efficiency of 62.5% is obtained, which is the initial 25% of singlet excitons plus 75% × (1 / 2) = 37.5%. In this case, the TTF ratio is 37.5 / 62.5 = 60%.
[0187] In the organic EL element according to this embodiment, at least one of the first light-emitting band and the second light-emitting band includes at least two or more light-emitting layers, namely the first light-emitting layer and the second light-emitting layer, and the triplet energy T1(H1) of the first host material in the first light-emitting layer and the triplet energy T1(H2) of the second host material in the second light-emitting layer satisfy the relationship given by formula (Equation 1). In this case, triplet excitons generated by the recombination of holes and electrons in the first light-emitting layer are less likely to be quenched at the interface between the first light-emitting layer and the organic layer in direct contact with the first light-emitting layer, even if there is an excess of carriers at the interface between the first light-emitting layer and the organic layer in direct contact with the first light-emitting layer. For example, if the recombination region is locally located at the interface between the first light-emitting layer and the layer containing the hole transport band (e.g., the hole transport layer or the electron barrier layer), quenching by excess electrons is possible. On the other hand, if the recombination region exists locally at the interface between the first light-emitting layer and the layer containing the electron transport band (e.g., the electron transport layer or the hole barrier layer), then quenching due to excess holes is possible. By providing a first and second light-emitting layer that satisfies the relationship in the above formula (Equation 1), triplet excitons generated in the first light-emitting layer can move to the second light-emitting layer without being quenched by excess carriers, and the reverse movement from the second light-emitting layer to the first light-emitting layer can be suppressed. As a result, the TTF mechanism is activated in the second light-emitting layer, singlet excitons are efficiently generated, and the luminescence efficiency is improved. Thus, the organic EL element according to this embodiment comprises a first light-emitting layer that mainly generates triplet excitons and a second light-emitting layer that mainly exhibits a TTF mechanism by utilizing triplet excitons that have moved from the first light-emitting layer, as separate regions. By using a compound having a smaller triplet energy than the first host material in the first light-emitting layer as the second host material in the second light-emitting layer, a difference in triplet energy is created, thereby improving the luminescence efficiency.
[0188] In each light-emitting band of the organic EL element according to this embodiment, whether the first light-emitting layer and the second light-emitting layer are arranged in this order from the anode side to the cathode side, or whether the second light-emitting layer and the first light-emitting layer are arranged in this order, by selecting a combination of host materials that satisfies the above formula (Equation 1), the effects of stacking multiple light-emitting layers can be expected.
[0189] In this embodiment, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(H2) of the second host material satisfy the relationship shown in the following formula (Equation 1A). T1(H1)-T1(H2)>0.03eV …(Math 1A)
[0190] In the organic EL element according to this embodiment, it is preferable that the first light-emitting layer is in direct contact with the hole transport band.
[0191] In the organic EL element according to this embodiment, it is also preferable that the first light-emitting layer and the second light-emitting layer are in direct contact.
[0192] In this specification, the layer structure in which "the first light-emitting layer and the second light-emitting layer are in direct contact" may also include, for example, any of the following embodiments (LS1), (LS2), and (LS3). (LS1) A configuration in which, during the process of depositing the compound relating to the first light-emitting layer and the process of depositing the compound relating to the second light-emitting layer, a region is created in which both the first host material and the second host material are mixed, and this region is located at the interface between the first light-emitting layer and the second light-emitting layer. (LS2) In a configuration in which the first light-emitting layer and the second light-emitting layer contain a luminescent compound, a region in which the first host material, the second host material, and the luminescent compound are mixed is generated during the process of vapor deposition of the compound relating to the first light-emitting layer and the vapor deposition of the compound relating to the second light-emitting layer, and this region is located at the interface between the first light-emitting layer and the second light-emitting layer. (LS3) A configuration in which, when the first light-emitting layer and the second light-emitting layer contain a light-emitting compound, a region made of the light-emitting compound, a region made of the first host material, or a region made of the second host material is generated during the process of vapor deposition of the compound relating to the first light-emitting layer and the vapor deposition of the compound relating to the second light-emitting layer, and such region is located at the interface between the first light-emitting layer and the second light-emitting layer.
[0193] (First host material) In this embodiment, the first light-emitting layer contains a first host material. It is preferable that the first host material contained in the first light-emitting layer EML11 and the first host material contained in the first light-emitting layer EML21 are the same. In this embodiment, the first host material contains in its molecule one or more groups selected from the group consisting of a group derived from a ring structure represented by formula (H1), a group derived from a ring structure represented by formula (H2), a group derived from a ring structure represented by formula (H3), and a group derived from a ring structure represented by formula (H4).
[0194] The group derived from the ring structure represented by formula (H1), the group derived from the ring structure represented by formula (H2), the group derived from the ring structure represented by formula (H3), and the group derived from the ring structure represented by formula (H4) may each independently have one or more substituents or may be unsubstituted.
[0195] The group derived from the ring structure represented by formula (H1), the group derived from the ring structure represented by formula (H2), the group derived from the ring structure represented by formula (H3), and the group derived from the ring structure represented by formula (H4) may each have one or more substituents, which are independently substituted or unsubstituted C1-C50 alkyl groups, substituted or unsubstituted C1-C50 haloalkyl groups, substituted or unsubstituted C2-C50 alkenyl groups, substituted or unsubstituted C2-C50 alkynyl groups, substituted or unsubstituted ring-forming C3-C50 cycloalkyl groups, and -Si(R 901 )(R 902 )(R 903 A group represented by -O-(R 904 A group represented by -S-(R 905 A group represented by ), a substituted or unsubstituted aralkyl group with 7 to 50 carbon atoms, -C(=O)R 801 The base represented by -COOR 802 The group is preferably a halogen atom, a cyano group, a nitro group, 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.
[0196] The group derived from the ring structure represented by formula (H1), the group derived from the ring structure represented by formula (H2), the group derived from the ring structure represented by formula (H3), and the group derived from the ring structure represented by formula (H4) may each independently have one or more deuterium atoms, or all of the hydrogen atoms may be light hydrogen atoms.
[0197] In one embodiment of this design, the first host material is any compound selected from the group consisting of the compounds represented by formula (H12), formula (H13), formula (H14), formula (H15), formula (H17), and formula (H18).
[0198] In this embodiment, the first host material containing a group derived from the ring structure represented by formula (H1) in its molecule is, for example, a compound represented by the following formula (H13). In this embodiment, the first host material containing a group derived from the ring structure represented by formula (H2) in its molecule is, for example, a compound represented by the following formula (H17). In this embodiment, the first host material containing a group derived from the ring structure represented by formula (H3) in its molecule is, for example, a compound represented by the following formula (H18). In this embodiment, the first host material containing a group derived from the ring structure represented by formula (H4) in its molecule is, for example, a compound represented by the following formula (H12).
[0199] [ka]
[0200] (In the above formula (H12), Xa consists of an oxygen atom, a sulfur atom, and C(R) 1201 )(R 1202 ), or Si(R 1203 )(R 1204 ) and R 1201 ~R 1204 Each of them operates independently. hydrogen atom, 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 having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 121 ~R 130 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 that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 121 ~R 130 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, Nitro group, 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, or The group is represented by the above formula (H121), However, R 121 ~R 130 At least one of them is a group represented by the formula (H121), If there are multiple groups represented by the formula (H121), the multiple groups represented by the formula (H121) may be identical or different from each other. L 12 teeth, 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, ma is 0, 1, 2, or 3. L 12 If there are 2 or more, then 2 or more L 12 They are either identical or different from each other. Ar 12 This is a substituted or unsubstituted aryl group with 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic group with 5 to 50 ring-forming atoms. Ar 12 If there are 2 or more Ar 12 They are either identical or different from each other. In the above formula (H121), * indicates the bond position.
[0201] [ka]
[0202] (In the above formula (H13), R 131 ~R 134 and R 139 ~R 140 Of these, one or more pairs consisting of two or more adjacent items, They combine with each other to form a substituted or unsubstituted monoring, or They do not connect with each other, R 135 ~R 138 Of these, one or more pairs consisting of two or more adjacent items, They combine with each other to form a substituted or unsubstituted monoring, or They do not connect with each other, Ar 131 Ar 132 , and R that does not form a monoring with or without substitution 131 ~R 140 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 ) 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, 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, or The group is represented by the above formula (H131), However, R 131 ~R 140 Ar 131 and Ar 132 At least one of them is a group represented by the formula (H131), If there are multiple groups represented by the above formula (H131), the multiple groups represented by the above formula (H131) may be identical or different from each other. L13 teeth, 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, Ar 13 teeth, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. mb is 0, 1, 2, 3, 4, or 5. L 13 If there are 2 or more, then 2 or more L 13 They are either identical or different from each other. Ar 13 If there are 2 or more Ar 13 They are either identical or different from each other. The asterisk (*) in formula (H131) indicates the bonding position with the benz[a]anthracene ring in formula (H13).
[0203] [ka]
[0204] (In the above formula (H14), R 1A and R 1B Each of them operates independently. Substituted or unsubstituted alkyl groups with 1 to 15 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 17 carbon atoms, or These are heterocyclic groups with 5 to 17 substituted or unsubstituted ring-forming atoms. However, R 1A and R 1B At least one of them is a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms, R 141 ~R 144 A set of two or more adjacent items from among them, and R 145 ~R 148 Any one of the pairs of two or more adjacent items is They combine with each other to form a substituted or unsubstituted monoring, or They bond to each other, forming substituted or unsubstituted fused rings. The group represented by the above formula (H141) is, If a substituted or unsubstituted monoring or a substituted or unsubstituted fused ring is formed on ring A, R 142 A carbon atom bonded to, or a carbon atom among the single ring on the ring A side and the fused ring on the ring A side, bonded to the carbon atom furthest from the carbon atom C1 of ring A that is single-bonded to carbon atom C2 on the ring B side, When a substituted or unsubstituted monoring or a substituted or unsubstituted fused ring is not formed on ring A but is formed on ring B, R 142 Bonded to the carbon atom, R is not a group represented by the above formula (H141). 142 R that does not form the substituted or unsubstituted monoring and does not form the substituted or unsubstituted condensed ring. 141 , R 143 , R 144 and R 145 ~R 148 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, A substituted or unsubstituted ring-forming aryl group having 6 to 17 carbon atoms, or These are heterocyclic groups with 5 to 17 substituted or unsubstituted ring-forming atoms. In the above formula (H141), Ar 14 This is a substituted or unsubstituted aryl group formed by the fusion of four or more rings, or a substituted or unsubstituted heterocyclic group formed by the fusion of four or more rings. L 14 teeth, single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 17 carbon atoms, or A divalent heterocyclic group having 5 to 17 substituted or unsubstituted ring-forming atoms, mc is 0, 1, or 2. * indicates the bonding position with the atoms constituting the ring in formula (H14) above. However, the compound represented by formula (H14) does not contain three or more substituted or unsubstituted aryl groups formed by the condensation of four or more rings, or substituted or unsubstituted heterocyclic groups formed by the condensation of four or more rings, in its molecule.
[0205] [ka]
[0206] (In the above formula (H15), R 150 ~R 159 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 ) 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, 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, or The group is represented by the above formula (H150), However, R 150 ~R 159 At least one of them is a group represented by the formula (H150), If there are multiple groups represented by the formula (H150), the multiple groups represented by the formula (H150) may be identical or different from each other. L 151 teeth, 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, Ar 151 teeth, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. mg is 0, 1, 2, 3, 4, or 5. L 151 If there are 2 or more, then 2 or more L 151They are either identical or different from each other. Ar 151 If there are 2 or more Ar 151 They are either identical or different from each other. The asterisk (*) in formula (H150) indicates the bonding position with the pyrene ring in formula (H15).
[0207] [ka]
[0208] (In the above formula (H17), R 171 ~R 180 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 connect with each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 171 ~R 180 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 ) 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, 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, or The group is represented by the above formula (H171), However, the substituents in the case where the substituted or unsubstituted monoring has substituents, the substituents in the case where the substituted or unsubstituted fused ring has substituents, and R 171 ~R 180 At least one of them is a group represented by formula (H171), If there are multiple groups represented by the above formula (H171), the multiple groups represented by the above formula (H171) may be identical or different from each other. L 17 teeth, 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, Ar 17 teeth, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. mh is 0, 1, 2, 3, 4, or 5. L 17 If there are 2 or more, then 2 or more L 17 They are either identical or different from each other. Ar 17 If there are 2 or more Ar 17 They are either identical or different from each other. The asterisk (*) in formula (H171) indicates the bonding position with the ring represented by formula (H17).
[0209] [ka]
[0210] (In the above formula (H18), R 181 ~R 192 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 connect with each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 181 ~R 192 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 ) 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, 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, or The group is represented by the above formula (H181), However, the substituents in the case where the substituted or unsubstituted monoring has substituents, the substituents in the case where the substituted or unsubstituted fused ring has substituents, and R 181 ~R 192 At least one of them is a group represented by the formula (H181), If there are multiple groups represented by the above formula (H181), the multiple groups represented by the above formula (H181) may be identical or different from each other. L 18 teeth, 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, Ar 18 teeth, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. mk is 0, 1, 2, 3, 4, or 5. L 18 If there are 2 or more, then 2 or more L 18 They are either identical or different from each other. Ar 18 If there are 2 or more Ar 18 They are either identical or different from each other. In formula (H181), the asterisk (*) indicates the bonding position with the ring represented by formula (H18).
[0211] (In the first host material, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups 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 having 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 904 They 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 from each other. R 801 If multiple R 801 They are either identical or different from each other. R 802 If multiple R 802 They are either identical or different to one another.
[0212] In one embodiment of this invention, Ar in the first host material 12 Ar 13 Ar 14 Ar 151 Ar 17 and Ar 18 These are, independently, condensed polycyclic aromatic hydrocarbon groups.
[0213] In one embodiment of this present invention, the condensed polycyclic aromatic hydrocarbon groups in the first host material are, independently, a group derived from the ring structure represented by formula (H1), a group derived from the ring structure represented by formula (H2), or a group derived from the ring structure represented by formula (H3).
[0214] In one embodiment of this invention, Ar in the first host material 12 Ar 13 Ar 14 Ar 151 Ar 17 and Ar 18 These are, independently, fused polycyclic heterocyclic groups.
[0215] In one embodiment of this invention, the condensed polycyclic heterocyclic group in the first host material is a group derived from the ring structure represented by formula (H4).
[0216] In one embodiment of this design, the first host material is a compound selected from the group consisting of a compound represented by the following formula (H122), a compound represented by the formula (H132), and a compound represented by the formula (H133).
[0217] [ka]
[0218] (In the above formula (H122), R 121 ~R 128 R 130 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 )(R902 )(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, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. Ar 12 , L 12 and ma are, respectively, Ar in formula (H121) 12 , L 12 (And is synonymous with ma.)
[0219] [ka]
[0220] (In the above formulas (H132) and (H133), R 131 ~R 140 Ar 131 and Ar 132 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 ) Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. L 13 Ar 13 and mb are, respectively, L in formula (H131) 13 Ar 13 (And is synonymous with mb.)
[0221] In one embodiment of this invention, Ar in the first host material 131 and Ar 132 At least one of these is a condensed polycyclic aromatic hydrocarbon group.
[0222] In one embodiment of this present invention, Ar in formula (H132) 13 It is a condensed polycyclic aromatic hydrocarbon group, Ar 132 It is neither a condensed polycyclic aromatic hydrocarbon group nor a condensed polycyclic heterocyclic group.
[0223] In one embodiment of this model, Ar in formula (H133) 13 It is a condensed polycyclic aromatic hydrocarbon group, Ar 131 It is neither a condensed polycyclic aromatic hydrocarbon group nor a condensed polycyclic heterocyclic group.
[0224] In one embodiment of this invention, Ar in the first host material 131 and Ar 132 At least one of them is a fused polycyclic heterocyclic group.
[0225] In one embodiment of this present invention, Ar in formula (H132) 13 It is a condensed polycyclic heterocyclic group, and Ar 132 It is neither a condensed polycyclic aromatic hydrocarbon group nor a condensed polycyclic heterocyclic group.
[0226] In one embodiment of this model, Ar in formula (H133) 13 It is a condensed polycyclic heterocyclic group, and Ar 131 It is neither a condensed polycyclic aromatic hydrocarbon group nor a condensed polycyclic heterocyclic group.
[0227] In one embodiment of this design, the first host material is a compound having at least one group represented by the following formula (HX1) in its molecule.
[0228] [ka]
[0229] (In the above formula (HX1), R X1 ~R X8 and R X11 ~R X14 Each of them operates independently. hydrogen atom, halogen atom, Cyano group, Nitro 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, -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(R906 )(R 907 A base represented by ) A substituted or unsubstituted ring-forming aryl group having 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 having 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 904 They 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 from one another. nx is 0, 1, or 2. however, When nx is 0, R X1 ~R X8 One of the options is a single bond that joins *ex, When nx is 1, one condition is satisfied which can be selected from the group consisting of (a1) to (a6) below, When nx is 2, it satisfies two conditions selected from the group consisting of (a1) to (a6) below, where (a1) and (a2) cannot be satisfied simultaneously, (a2) and (a3) cannot be satisfied simultaneously, (a4) and (a5) cannot be satisfied simultaneously, and (a5) and (a6) cannot be satisfied simultaneously. R X11 ~R X14 , as well as R which is not a single bond attached to *cx and *dx X1 ~R X8 One of the options is a single bond that joins *ex, Z1 is an oxygen atom or a sulfur atom. *fx indicates the bonding position with atoms in the first host material. (a1)R X1 and R X2 One of them is a single bond that connects to *cx, and R X1 and R X2 The other side is a single bond that connects to *dx. (a2)R X2 and R X3 One of them is a single bond that connects to *cx, and R X2 and R X3 The other side is a single bond that connects to *dx. (a3)R X3 and R X4 One of them is a single bond that connects to *cx, and R X3 and R X4 The other side is a single bond that connects to *dx. (a4)R X5 and R X6 One of them is a single bond that connects to *cx, and R X5 and R X6 The other side is a single bond that connects to *dx. (a5)R X6 and R X7 One of them is a single bond that connects to *cx, and R X6 and R X7 The other side is a single bond that connects to *dx. (a6)R X7 and R X8 One of them is a single bond that connects to *cx, and RX7 and R X8 The other bond is a single bond connecting to *dx.
[0230] In one embodiment of this design, when nx in formula (HX1) is 0, the base represented by formula (HX1) is represented by the following formula (HX10). In one embodiment of this design, the first host material is a compound having at least one group represented by the following formula (HX10) in its molecule.
[0231] [ka]
[0232] (In the above formula (HX10), R X1 ~R X8 , and Z1 are, respectively, R in formula (HX1) X1 ~R X8 , and is synonymous with Z1, However, R X1 ~R X8 One of the options is a single bond that joins *ex, *fx indicates the bonding position with the atom in the first host material.
[0233] In one embodiment of this invention, the first host material is a compound having at least one group represented by the formula (HX1) in its molecule, and nx is 1.
[0234] In one embodiment of this invention, the first host material is a compound having at least one group selected from the group consisting of groups represented by the following formulas (HX11), (HX12), and (HX13) in its molecule. The group represented by the following formula (HX11) corresponds to a group that satisfies condition (a3), the group represented by the formula (HX12) corresponds to a group that satisfies condition (a2), and the group represented by the formula (HX13) corresponds to a group that satisfies condition (a1).
[0235] [ka]
[0236] [ka]
[0237] [ka]
[0238] (In the above formulas (HX11), (HX12), and (HX13), R X1 ~R X8 , R X11 ~R X14 , and Z1 are, respectively, R in formula (HX1) X1 ~R X8 , R X11 ~R X14 , and is synonymous with Z1, However, R in the above formulas (HX11), (HX12), and (HX13) X1 ~R X8 and R X11 ~R X14 Of these, one is a single bond that connects to *ex, *fx indicates the bonding position with the atom in the first host material.
[0239] In one embodiment of this present invention, Ar in the compound represented by formula (H13) 13 is one of the groups selected from the group consisting of the groups represented by the above formulas (HX11), (HX12), and (HX13).
[0240] In one aspect of this embodiment, Ar in the compound represented by formula (H132) and the compound represented by formula (H133) 13 is one of the groups selected from the group consisting of the groups represented by the above formulas (HX11), (HX12), and (HX13).
[0241] In one embodiment of this present invention, the condensed polycyclic heterocyclic group in the first host material is a group selected from the group consisting of formulas (HX1), (HX10), (HX11), (HX12), and (HX13).
[0242] In one embodiment of this invention, the hole implantability is improved for the first host material (more specifically, for the aryl groups in the molecule of the first host material) by having at least one group selected from the group consisting of groups represented by the formulas (HX1), (HX10), (HX11), (HX12), and (HX13) in the molecule of the first host material. Hole implantability is more easily improved when the first host material has a benz[a]anthracene structure, such as the compound represented by the formula (H13).
[0243] In one embodiment of this design, the group represented by formula (H150) is the group represented by the following formula (H151).
[0244] [ka]
[0245] (In the above formula (H151), X 15 is an oxygen atom or a sulfur atom, L 15 teeth, 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, md is 0, 1, 2, 3, 4, or 5. L 15 If there are 2 or more, then 2 or more L 15 They are either identical or different from each other. R 1500 ~R 1504 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 connect with each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 1500 ~R 1504 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 ) Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, -C(=O)R 801 A base represented by -COOR 802 A base represented by halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. Multiple R 1500 They are either identical or different from each other. The asterisk (*) in formula (H151) indicates the bonding position with the pyrene ring in formula (H15).
[0246] In one embodiment of this invention, the first host material does not have a bis-carbazole structure and an amine structure in its molecule.
[0247] In this embodiment, the first host material is a compound different from the first amine material and the second amine material.
[0248] In this embodiment, it is also preferable that the first host material does not contain any groups derived from the pyrene ring in its molecule.
[0249] In this embodiment, the first host material may also preferably contain in its molecule at least one group derived from a pyrene ring and one or more groups selected from the group consisting of a group derived from a ring structure represented by formula (H1), a group derived from a ring structure represented by formula (H2), a group derived from a ring structure represented by formula (H3), and a group derived from a ring structure represented by formula (H4).
[0250] In this embodiment, the first host material is also preferably a compound containing one or more deuterium atoms in its molecule.
[0251] In the first host material, the substituents in the case of "substituted or unsubstituted" are preferably, independently, a halogen atom, an unsubstituted alkyl group having 1 to 25 carbon atoms, an unsubstituted aryl group having 6 to 25 ring-forming carbon atoms, or an unsubstituted heterocyclic group having 5 to 25 ring-forming atoms.
[0252] In the first host material, the substituents in the case of "substituted or unsubstituted" are preferably, independently, an unsubstituted C1-C6 alkyl group, an unsubstituted ring-forming C6-C13 aryl group, or an unsubstituted ring-forming C5-C13 heterocyclic group.
[0253] In the first host material, the substituents in the case of "substituted or unsubstituted" are preferably, independently, an unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted aryl group having 6 to 12 ring-forming carbon atoms, or an unsubstituted heterocyclic group having 5 to 10 ring-forming atoms.
[0254] In one embodiment of the organic EL display device according to this embodiment, the groups described as "substituted or unsubstituted" in the first host material are all "unsubstituted" groups.
[0255] (Method for manufacturing the first host material) The first host material can be manufactured by known methods. Alternatively, the first host material can also be manufactured by following known methods and using known alternative reactions and raw materials tailored to the target substance.
[0256] (Specific example of the first host material) Specific examples of the first host material include the following compounds. However, the present invention is not limited to these specific examples of the first host material.
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[0292] (Second host material) In this embodiment, the second light-emitting layer contains a second host material. The first host material and the second host material are different compounds. The second host material contained in the second light-emitting layer EML12 and the second host material contained in the second light-emitting layer EML22 are either the same or different.
[0293] In the organic EL element according to this embodiment, the second host material is not particularly limited, but is preferably a compound containing one or more groups derived from a ring structure represented by the following formula (20) in its molecule.
[0294] [ka]
[0295] (The group derived from the ring structure represented by formula (20) above has one or more substituents or is unsubstituted.)
[0296] The group derived from the ring structure represented by formula (20) may have one or more substituents, each independently of the other: a substituted or unsubstituted C1-C50 alkyl group, a substituted or unsubstituted C1-C50 haloalkyl group, a substituted or unsubstituted C2-C50 alkenyl group, a substituted or unsubstituted C2-C50 alkynyl group, a substituted or unsubstituted ring-forming C3-C50 cycloalkyl group, or -Si(R 901 )(R 902 )(R 903 A group represented by -O-(R 904 A group represented by -S-(R 905 A group represented by -N(R 906 )(R 907 A group represented by ), a substituted or unsubstituted aralkyl group with 7 to 50 carbon atoms, -C(=O)R 801 The base represented by -COOR 802 The group is preferably a halogen atom, a cyano group, a nitro group, 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.
[0297] The group derived from the ring structure represented by formula (20) may have one or more deuterium atoms, or all of the hydrogen atoms may be light hydrogen atoms.
[0298] Furthermore, in the organic EL element according to this embodiment, the second host material is not particularly limited, but examples include the second compound represented by the following formula (2). In one embodiment of the organic EL element according to this embodiment, the second host material is a compound represented by the following formula (2).
[0299] [ka]
[0300] (In the above formula (2), R 201 ~R 208 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, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. L 201 and L 202 Each of them operates independently. single bond, A substituted or unsubstituted ring-forming arylene group with 6 to 50 carbon atoms, or A divalent heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, Ar 201and Ar 202 Each of them operates independently. A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.
[0301] (In the second host material mentioned above, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R 802 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups 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 having 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 904 They 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 from each other. R801 If multiple R 801 They are either identical or different from each other. R 802 If multiple R 802 They are either identical or different to one another.
[0302] In one embodiment of the organic EL element according to this embodiment, the second host material is a compound having at least one group represented by the following formula (HY1) in its molecule.
[0303] [ka]
[0304] (In the above formula (HY1), R Y1 ~R Y8 and R Y11 ~R Y14 Each of them operates independently. hydrogen atom, halogen atom, Cyano group, Nitro 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, -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 ) A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. ny is either 0 or 1. however, When ny is 0, R Y1 ~R Y8 One of the selected options is a single bond that joins *ey, When ny is 1, one condition is satisfied which is selected from the group consisting of (b1) to (b3) below, and R Y5 ~R Y8 , R Y11 ~R Y14 , as well as R which is not a single bond attached to *cy and *dy Y1 ~R Y4 One of the selected options is a single bond that joins *ey, Z2 is either an oxygen atom or a sulfur atom. *fy indicates the bonding position with atoms in the second host material. (b1)R Y1 and R Y2 One of them is a single bond that connects to *cy, R Y1 and R Y2 The other bond is a single bond that connects to *dy. (b2)R Y2 and R Y3 One of them is a single bond that connects to *cy, R Y2 and R Y3 The other bond is a single bond that connects to *dy. (b3)R Y3 and R Y4 One of them is a single bond that connects to *cy, R Y3 and R Y4 The other bond is a single bond that connects to *dy.
[0305] In one embodiment of the organic EL element according to this embodiment, when ny in formula (HY1) is 0, the group represented by formula (HY1) is represented by the following formula (HY10). In one embodiment of the organic EL element according to this embodiment, the second host material is a compound having at least one group represented by the following formula (HY10) in its molecule.
[0306] [ka]
[0307] (In the above formula (HY10), R Y1 ~R Y8 , and Z2 are, respectively, R in formula (HY1). Y1 ~R Y8 , and is synonymous with Z2, However, R Y1 ~R Y8 One of the selected options is a single bond that joins *ey, *fy indicates the bonding position with the atom in the second host material.
[0308] In one embodiment of the organic EL element according to this embodiment, the second host material is a compound having at least one group represented by the formula (HY1) in its molecule and ny is 1.
[0309] In one embodiment of the organic EL element according to this embodiment, the second host material is a compound having at least one group selected from the group consisting of groups represented by the following formulas (HY11), (HY12), and (HY13) in its molecule. The group represented by formula (HY11) corresponds to a group that satisfies condition (b3), the group represented by formula (HY12) corresponds to a group that satisfies condition (b2), and the group represented by formula (HY13) corresponds to a group that satisfies condition (b1).
[0310] [ka]
[0311] [ka]
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[0313] (In the above formulas (HY11), (HY12), and (HY13), R Y1 ~R Y8 , RY11 ~R Y14 , and Z2 are, respectively, R in formula (HY1). Y1 ~R Y8 , R Y11 ~R Y14 , and is synonymous with Z2, However, R Y1 ~R Y8 and R Y11 ~R Y14 Of these, one is a single bond that connects to *ey, *fy indicates the bonding position with the atom in the second host material.
[0314] In one embodiment of the organic EL element according to this embodiment, the second host material is a compound represented by formula (2), and the molecule of the compound represented by formula (2) has at least one group represented by formula (HY1).
[0315] In one embodiment of the organic EL element according to this embodiment, Ar in formula (2) 201 and Ar 202 At least one of them is a group represented by the formula (HY1).
[0316] In one embodiment of the organic EL element according to this embodiment, Ar in formula (2) 201 Or Ar 202 However, this is the group represented by the above formula (HY1).
[0317] In one embodiment of the organic EL element according to this embodiment, the second host material is a compound represented by formula (2), and the molecule of the compound represented by formula (2) has at least one group selected from the group consisting of groups represented by formulas (HY11), (HY12), and (HY13).
[0318] In one embodiment of the organic EL element according to this embodiment, Ar in formula (2) 201 and Ar 202 At least one of them is a group selected from the group consisting of the groups represented by the formulas (HY11), (HY12), and (HY13).
[0319] In one embodiment of the organic EL element according to this embodiment, Ar in formula (2) 201 Or Ar 202 However, it is one of the groups selected from the group consisting of the groups represented by the above formulas (HY11), (HY12), and (HY13).
[0320] In one embodiment of the organic EL device according to this embodiment, the excitation resistance of the second host material is improved by having at least one group selected from the group consisting of groups represented by the formulas (HY1), (HY10), (HY11), (HY12), and (HY13) in the molecule of the second host material. By using such a second host material in the second light-emitting layer, the lifespan of the organic EL device is easily extended.
[0321] In this embodiment, the second host material is a compound different from the first amine material and the second amine material.
[0322] In this embodiment, the second host material is also preferably a compound containing one or more deuterium atoms in its molecule.
[0323] In one embodiment of the organic EL element according to this embodiment, R in the second host material 201 ~R 208 At least one of them is a deuterium atom.
[0324] In one embodiment of the organic EL element according to this embodiment, Ar in the second host material 201 Ar 202 , L 201 and L 202 At least one of the hydrogen atoms it possesses is a deuterium atom.
[0325] In one embodiment of the organic EL element according to this embodiment, R in the second host material Y1 ~R Y8 , R Y11 ~R Y14 At least one of them is a deuterium atom.
[0326] In the second host material, it is preferable that the substituents in the case of "substituted or unsubstituted" are, independently, a halogen atom, an unsubstituted alkyl group having 1 to 25 carbon atoms, an unsubstituted aryl group having 6 to 25 ring-forming carbon atoms, or an unsubstituted heterocyclic group having 5 to 25 ring-forming atoms.
[0327] In the second host material, the substituents in the case of "substituted or unsubstituted" are preferably, independently, an unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted aryl group having 6 to 13 ring-forming carbon atoms, or an unsubstituted heterocyclic group having 5 to 13 ring-forming atoms.
[0328] In the second host material, the substituents in the case of "substituted or unsubstituted" are preferably, independently, an unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted aryl group having 6 to 12 ring-forming carbon atoms, or an unsubstituted heterocyclic group having 5 to 10 ring-forming atoms.
[0329] In one embodiment of the organic EL element according to this embodiment, the groups described as "substituted or unsubstituted" in the second host material are all "unsubstituted" groups.
[0330] (Method for manufacturing the second host material) The second host material according to this embodiment can be manufactured by known methods, or by following such methods and using known alternative reactions and raw materials suited to the target product.
[0331] (Specific examples of second host materials) Specific examples of the second host material according to this embodiment include, for example, the following compounds. However, the present invention is not limited to these specific examples.
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[0387] In the following specific examples of compounds, D represents a deuterium atom, z, z1, z4, z5, and z6 represent the number of deuterium atoms bonded to the ring, z is an integer between 1 and 8, z1 is an integer between 1 and 9, z4 and z5 are integers between 1 and 5, and z6 is an integer between 1 and 7.
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[0396] The compounds shown as the first and second host materials in this embodiment can be used as host materials not only when the emission band includes two or more light-emitting layers (for example, a first light-emitting layer and a second light-emitting layer), but also when each light-emitting band includes one light-emitting layer, and even when it includes three or more light-emitting layers.
[0397] (Luminescent compound) In one embodiment of the organic EL element according to this embodiment, the luminescent compound contained in the first light-emitting layer is the first luminescent compound, and the luminescent compound contained in the second light-emitting layer is the second luminescent compound. In one embodiment of the organic EL element according to this embodiment, the luminescent compound is at least one compound independently selected from the group consisting of the compound represented by formula (5), the compound represented by formula (6), and the compound represented by formula (3A).
[0398] (The compound represented by formula (5)) In one embodiment of the organic EL element according to this embodiment, the light-emitting compound is a compound represented by the following formula (5).
[0399] [ka]
[0400] (In the above formula (5), R 501 ~R 507 and R 511 ~R 517 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 that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 501 ~R 507 and R 511 ~R 517 Each of them operates independently. hydrogen atom, 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 having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 521 and R 522 Each of them operates independently. hydrogen atom, 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 having 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.
[0401] In luminescent compounds, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and 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 having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. Preferably, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group with 6 to 50 carbon 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 904 They 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 from one another.
[0402] "R 501 ~R 507 and R 511 ~R 517 "A set of two or more adjacent elements" is, for example, R 501 and R 502 A group consisting of R 502 and R 503 A group consisting of R 503 and R 504 A group consisting of R 505 and R 506 A group consisting of R 506 and R 507 A group consisting of R 501 and R 502 and R 503 This is a combination of sets and other elements.
[0403] In one embodiment, the compound represented by formula (5) is the compound represented by the following formula (52).
[0404] [ka]
[0405] (In the above formula (52), R 531 ~R 534 and R 541 ~R 544 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 connect with each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 531 ~R 534 , R 541 ~R 544 , and R 551 and R 552 Each of them operates independently. hydrogen atom, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 561 ~R 564 Each of them operates independently. A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.
[0406] (The compound represented by formula (6)) In one embodiment of the organic EL element according to this embodiment, the light-emitting compound is a compound represented by the following formula (6).
[0407] [ka]
[0408] (In the above formula (6), Rings a, b, and c are each independent of the others. 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 601 and R 602 Each of these rings independently bonds with the a, b, or c ring to form a substituted or unsubstituted heterocycle, or does not form a substituted or unsubstituted heterocycle. R that does not form the aforementioned substituted or unsubstituted heteroalgebra 601 and R 602 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 having 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.
[0409] In one embodiment of the organic EL element according to this embodiment, the a-ring, b-ring, and c-ring are rings that condense into the central condensed bi-ring structure of formula (6) composed of a boron atom and two nitrogen atoms (substituted or unsubstituted aromatic hydrocarbon rings with 6 to 50 ring-forming carbon atoms, or substituted or unsubstituted heterocycles with 5 to 50 ring-forming atoms).
[0410] The aromatic hydrocarbon rings of rings a, b, and c have the same structure as compounds in which a hydrogen atom has been introduced to an aryl group. The "aromatic hydrocarbon ring" of ring a includes three carbon atoms on the central condensed biring structure of formula (6) as ring-forming atoms. The "aromatic hydrocarbon rings" of rings b and c include two carbon atoms on the central condensed two-ring structure of formula (6) as ring-forming atoms.
[0411] Specific examples of "substituted or unsubstituted ring-forming aromatic hydrocarbon rings with 6 to 50 carbon atoms" include compounds in which a hydrogen atom has been introduced to the "aryl group" described in specific example group G1. The heterocyclic rings of the a, b, and c rings have the same structure as compounds in which a hydrogen atom is introduced into the heterocyclic group described above. The heterocycle of ring a contains three carbon atoms on the central fused biring structure of formula (6) as ring-forming atoms. The heterocycles of rings b and c contain two carbon atoms on the central fused biring structure of formula (6) as ring-forming atoms. Specific examples of "heterocycles with 5 to 50 substituted or unsubstituted ring-forming atoms" include compounds in which hydrogen atoms are introduced into the "heterocycle group" described in specific example group G2.
[0412] R 601 and R 602 Each of these may independently bond with a ring a, a ring b, or a ring c to form a substituted or unsubstituted heterocycle. In this case, the heterocycle contains a nitrogen atom on the central fused biring structure of formula (6). In this case, the heterocycle may also contain heteroatoms other than nitrogen. 601 and R602 Specifically, when it is said that it bonds with ring a, ring b, or ring c, it means that it bonds with an atom constituting ring a, ring b, or ring c and R 601 and R 602 This means that the atoms that make up the compound are bonded together. For example, R 601 It binds to the a ring, R 601 A nitrogen-containing heterocycle of two-ring condensation (or three-ring condensation or more) may be formed by the condensation of a ring containing a nitrogen ring with an a-ring. Specific examples of such nitrogen-containing heterocycles include compounds from specific example group G2 that correspond to two-ring condensation or more heterocyclic groups containing nitrogen. R 601 When it bonds with the b ring, R 602 When it bonds with the a ring, and R 602 The same applies when it is bonded to a c-ring. R 601 and R 602 Each of these elements does not necessarily have to be bonded to an a-ring, b-ring, or c-ring independently.
[0413] In one embodiment, the a-ring, b-ring, and c-ring in formula (6) are each independently substituted or unsubstituted aromatic hydrocarbon rings having 6 to 50 ring-forming carbon atoms. In one embodiment, the a-ring, b-ring, and c-ring in formula (6) are each independently a substituted or unsubstituted benzene ring or a substituted or unsubstituted naphthalene ring.
[0414] In one embodiment, R in formula (6) 601 and R 602 Each of these is independently 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, preferably a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms.
[0415] In one embodiment, the compound represented by formula (6) is the compound represented by the following formula (62).
[0416] [ka]
[0417] (In formula (62) above, R 601A R 611 and R 621 It combines with one or more elements selected from the group consisting of to form a substituted or unsubstituted heterocycle, or does not form a substituted or unsubstituted heterocycle. R 602A R 613 and R 614 It combines with one or more elements selected from the group consisting of to form a substituted or unsubstituted heterocycle, or does not form a substituted or unsubstituted heterocycle. R that does not form the aforementioned substituted or unsubstituted heteroalgebra 601A and R 602A 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 having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 611 ~R 621 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 connect with each other, R that does not form the aforementioned substituted or unsubstituted heterocycle, does not form the aforementioned substituted or unsubstituted monocycle, and does not form the aforementioned substituted or unsubstituted fused ring. 611 ~R 621 Each of them operates independently. hydrogen atom, 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 having 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted. (In the above formula (62), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and 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 having 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.
[0418] R in equation (62) above 601A and R 602A These are, respectively, R in equation (6) above. 601 and R 602 It is the corresponding base. For example, R 601A and R 611 These may bond to form a two-ring condensation (or three-ring condensation or more) nitrogen-containing heterocycle in which the ring containing these and the benzene ring corresponding to the a-ring are fused. Specific examples of such nitrogen-containing heterocycles include compounds from specific example group G2 that correspond to two-ring condensation or more heterocycle groups containing nitrogen. 601A and R 621 When they are joined, R 602A and R 613 When they are joined, and R 602A and R 614 The same applies when they are joined together.
[0419] R 611 ~R 621 One or more pairs of adjacent elements from among them may combine to form a substituted or unsubstituted monoring, or combine to form a substituted or unsubstituted fused ring. For example, R 611 and R 612 These rings may bond together to form a structure in which a benzene ring, indole ring, pyrrole ring, benzofuran ring, or benzothiophene ring is fused to the six-membered ring to which they are bonded. The resulting fused ring may be a naphthalene ring, carbazole ring, indole ring, dibenzofuran ring, or dibenzothiophene ring.
[0420] In one embodiment, the compound represented by formula (6) is the compound represented by the following formula (42-2).
[0421] [ka]
[0422] (In the above formula (42-2), R 611 ~R 617 , R 601A and R 602A Each of these independently corresponds to R in equation (62) above. 611 ~R 617 , R 601A and R 602A It is synonymous with, X4 is an oxygen atom or a sulfur atom. R 701 ~R 704 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 connect with each other, R that does not form the aforementioned substituted or unsubstituted monoring and does not form the aforementioned substituted or unsubstituted condensed ring 701 ~R 704 Each of them operates independently. hydrogen atom, 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 )(R907 A base represented by ) halogen atom, Cyano group, Nitro group, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. In the above equation (42-2), R 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 Each of these independently corresponds to R in equation (62) above. 901 , R 902 , R 903 , R 904 , R 905 , R 906 and R 907 (This is synonymous with...)
[0423] (The compound represented by formula (3A)) In one embodiment of the organic EL element according to this embodiment, the light-emitting compound is a compound represented by the following formula (3A).
[0424] [ka]
[0425] (In the above formula (3A), Ra 301 Ra 302 Ra 303 Ra 304 Ra 305 Ra 306 Ra 307 Ra 308 Ra 309 and Ra 310 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 connect with each other, Ra301 ~Ra 310 At least one of them is a monovalent group represented by the following formula (31A), Ra that does not form the monocyclic ring, does not form the fused ring, and is not a monovalent group represented by the following formula (31A) 301 ~Ra 310 Each of these independently consists of a hydrogen atom, a substituted or unsubstituted C1-C50 alkyl group, a substituted or unsubstituted C2-C50 alkenyl group, a substituted or unsubstituted C2-C50 alkynyl group, a substituted or unsubstituted ring-forming C3-C50 cycloalkyl group, and -Si(R 901 )(R 902 )(R 903 A group represented by -O-(R 904 A group represented by -S-(R 905 A group represented by -N(R 906 )(R 907 The group is represented by ), a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group with 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic group with 5 to 50 ring-forming atoms.
[0426] [ka]
[0427] (In the above formula (31A), Ara 301 and Ara 302 Each is independently a substituted or unsubstituted aryl group with 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic group with 5 to 50 ring-forming atoms, and La 301 , La 302 and La 303 Each of these is independently an arylene group with 6 to 30 ring-forming carbon atoms, either single-bonded, substituted, or unsubstituted, or a divalent heterocyclic group with 5 to 30 ring-forming atoms, and * indicates the bond position in the pyrene ring in formula (3A).
[0428] (Specific examples of luminescent compounds) The following are examples of luminescent compounds, but these are merely illustrative examples, and luminescent compounds are not limited to these examples.
[0429] [ka]
[0430] <Hole transport band> In the organic EL element according to this embodiment, it is preferable that two or more light-emitting units each independently include a hole transport band. Each hole transport band independently includes one or more layers. In this embodiment, it is preferable that each hole transport band in each light-emitting unit independently includes at least one selected from the group consisting of a hole injection layer, a hole transport layer, and an electron barrier layer. In this embodiment, it is preferable that each layer in the hole transport band (for example, a hole injection layer, a hole transport layer, a first hole transport layer, a second hole transport layer, an electron barrier layer, a first electron barrier layer, and a second electron barrier layer) independently contains a hole transport band material.
[0431] In this embodiment, the first light-emitting unit includes a first hole transport band, and the second light-emitting unit includes a second hole transport band. The first hole transport band is preferably the hole transport band closest to the anode among all hole transport bands.
[0432] (First hole transport layer and second hole transport layer) In this embodiment, at least one of the first hole transport zone and the second hole transport zone consists only of the first hole transport layer and the second hole transport layer. In this specification, unless otherwise specified, "first hole transport layer" refers to a first hole transport layer included in at least one of the first hole transport layer and the second hole transport layer. In this specification, unless otherwise specified, "second hole transport layer" refers to a second hole transport layer included in at least one of the first hole transport band and the second hole transport band.
[0433] In this embodiment, it is preferable that one of the first hole transport layer and the second hole transport layer in the hole transport band is the layer closest to the anode among the multiple layers in the hole transport band, and the other of the first hole transport layer and the second hole transport layer is the layer closest to the cathode among the multiple layers in the hole transport band.
[0434] If the hole transport band is not comprised solely of the first and second hole transport layers, the hole transport band may independently include three or more layers. In this case, it is preferable that the hole transport band includes, in order from the anode side, three layers: a hole injection layer, a hole transport layer, and an electron barrier layer.
[0435] In this embodiment, it is preferable that the first hole transport layer and the second hole transport layer are arranged in this order from the anode side to the cathode side.
[0436] In this embodiment, it is also preferable that the first hole transport band consists only of the first hole transport layer and the second hole transport layer. In this specification, the first hole transport layer included in the first hole transport band may be referred to as the first hole transport layer (HTL11) or simply as HTL11, and the second hole transport layer included in the first hole transport band may be referred to as the second hole transport layer (HTL12) or simply as HTL12.
[0437] In this embodiment, it is preferable that the first hole transport band consists only of a first hole transport layer and a second hole transport layer, the first hole transport layer in the first hole transport band is in direct contact with the anode, and the second hole transport layer in the first hole transport band is in direct contact with the light-emitting layer closest to the anode among the light-emitting layers included in the first light-emitting band.
[0438] In this embodiment, it is preferable that the number of layers between the anode and the light-emitting layer closest to the anode among the light-emitting layers included in the first light-emitting band is 2. For example, when the following (a) to (d) are simultaneously satisfied, the "number of layers between the anode and the light-emitting layer closest to the anode among the light-emitting layers included in the first light-emitting band" is 2. (a) The first hole transport band between the anode and the first light emission band includes only the first hole transport layer and the second hole transport layer. (b) The first hole transport layer and the anode are in direct contact. (c) The first hole transport layer and the second hole transport layer are in direct contact. (d) The second hole transport layer and the light-emitting layer closest to the anode among the light-emitting layers included in the first light-emitting band are in direct contact.
[0439] In this embodiment, it is also preferable that the second hole transport band consists only of the first hole transport layer and the second hole transport layer. In this specification, the first hole transport layer included in the second hole transport band may be referred to as the first hole transport layer (HTL21) or simply as HTL21, and the second hole transport layer included in the second hole transport band may be referred to as the second hole transport layer (HTL22) or simply as HTL22.
[0440] In this embodiment, it is preferable that the second hole transport band consists only of the first hole transport layer and the second hole transport layer, and that the second hole transport layer in the second hole transport band and the light-emitting layer closest to the anode among the light-emitting layers included in the second light-emitting band are in direct contact.
[0441] In this embodiment, it is preferable that the number of layers between the light-emitting layer closest to the cathode among the light-emitting layers included in the first light-emitting band and the light-emitting layer closest to the anode among the light-emitting layers included in the second light-emitting band is 4, 5, or 6.
[0442] In this embodiment, the film thickness in the first hole transport band and the film thickness in the second hole transport band are preferably 15 nm or more and 50 nm or less, respectively, and more preferably 20 nm or more and 50 nm or less. By having film thicknesses of 15 nm or more in the first hole transport band and the second hole transport band, sufficient electron blocking properties are obtained, resulting in higher luminescence efficiency and longer lifespan for the organic EL element. By having film thicknesses of 50 nm or less in the first hole transport band and the second hole transport band, the increase in the driving voltage of the organic EL element is suppressed.
[0443] In this embodiment, the film thickness of the first hole transport zone corresponds to the total film thickness of the layers included in the first hole transport zone. For example, if the first hole transport zone includes only the first hole transport layer (HTL11) and the second hole transport layer (HTL12), the film thickness of the first hole transport zone corresponds to the sum of the film thickness of HTL11 and the film thickness of HTL12.
[0444] In this embodiment, the film thickness in the first hole transport band is preferably 20 nm or more, 25 nm or more, 28 nm or more, or 30 nm or more. In this embodiment, the film thickness in the first hole transport band is preferably 48 nm or less, 45 nm or less, 40 nm or less, 38 nm or less, or 35 nm or less.
[0445] In this embodiment, the first hole transport zone includes a first hole transport layer and a second hole transport layer, and the film thickness D of the first hole transport layer in the first hole transport zone HT11 The film thickness D of the second hole transport layer relative to HT12 Ratio D HT12 / D HT11 It is preferable that the following formula (Equation 2) is satisfied. 1≦D HT12 / D HT11 ≤10 …(Math 2)
[0446] In this embodiment, ratio D HT12 / D HT11It is preferable that the value is 10 or less, 9 or less, 8 or less, 7 or less, 6 or less, 5 or less, 4 or less, or 3 or less. In this embodiment, ratio D HT12 / D HT11 It is preferable that it is 1.5 or higher, or 2 or higher.
[0447] In this embodiment, the film thickness of the second hole transport zone corresponds to the sum of the film thicknesses of the layers included in the second hole transport zone. For example, if the second hole transport zone includes only the first hole transport layer (HTL21) and the second hole transport layer (HTL22), the film thickness of the second hole transport zone corresponds to the sum of the film thickness of HTL21 and the film thickness of HTL22.
[0448] In this embodiment, the film thickness of the second hole transport band is preferably 15 nm or more, 20 nm or more, 25 nm or more, 28 nm or more, 30 nm or more, 35 nm or more, 38 nm or more, or 40 nm or more. In this embodiment, the film thickness in the second hole transport band is preferably 48 nm or less, 47 nm or less, 46 nm or less, or 45 nm or less.
[0449] In this embodiment, the second hole transport zone includes the first hole transport layer and the second hole transport layer, and the thickness D of the first hole transport layer in the second hole transport zone HT21 The film thickness D of the second hole transport layer relative to HT22 Ratio D HT22 / D HT21 It is preferable that the following formula (Equation 3) is satisfied. 1≦D HT22 / D HT21 ≤10 …(Math 3)
[0450] In this embodiment, ratio D HT22 / D HT21 It is preferable that the value is 10 or less, 9 or less, 8 or less, 7 or less, 6 or less, 5 or less, or 4 or less. In this embodiment, ratio DHT22 / D HT21 It is preferable that it is 1.5 or higher, or 2 or higher.
[0451] In this embodiment, it is preferable that the first hole transport zone and the second hole transport zone each independently contain a first hole transport layer and a second hole transport layer. The first hole transport layer (HTL11) in the first hole transport zone and the first hole transport layer (HTL21) in the second hole transport zone have the same composition or different compositions, and the second hole transport layer (HTL12) in the first hole transport zone and the second hole transport layer (HTL22) in the second hole transport zone have the same composition or different compositions.
[0452] In this embodiment, the hole mobility of the second hole transport layer is 1.0 × 10⁻⁶. -5 cm 2 It is preferable that the hole mobility of the second hole transport layer is 1.0 × 10⁻⁶. -5 cm 2 By having a value of / Vs or higher, the rise in the driving voltage of the organic EL element is suppressed. In this embodiment, the hole mobility of the second hole transport layer is 1.0 × 10⁻⁶. -5 cm 2 It is preferable that it is greater than / Vs. In this embodiment, the hole mobility of the second hole transport layer is 1.1 × 10⁻⁶. -5 cm 2 / Vs or greater, or 1.2 × 10 -5 cm 2 / Vs or greater, or 1.3 × 10 -5 cm 2 / Vs or greater, or 1.4 × 10 -5 cm 2 / Vs or greater, or 1.5 × 10 -5 cm 2 It is also preferable that it be greater than or equal to / Vs. In this embodiment, the hole mobility of the second hole transport layer is 2.0 × 10 -5 cm 2 / Vs or greater, or 3.0 × 10 -5 cm 2 / Vs or greater, or 4.0 × 10-5 cm 2 / Vs or greater, or 5.0 × 10 -5 cm 2 / Vs or greater, or 5.5 × 10 -5 cm 2 / Vs or greater, or 6.0 × 10 -5 cm 2 / Vs or greater, or 7.0 × 10 -5 cm 2 / Vs or greater, or 8.0 × 10 -5 cm 2 It is also preferable that it be greater than or equal to / Vs.
[0453] (First organic material and second organic material) In this embodiment, the first hole transport layer contains a first organic material and a second organic material. In this embodiment, the first organic material contained in the first hole transport layer is preferably a first amine material. In this embodiment, the second organic material is preferably an acceptor compound. In this embodiment, the first organic material contained in the first hole transport layer is a first amine material, and it is preferable that the first amine material and the second amine material are compounds having the same molecular structure.
[0454] Furthermore, in one embodiment of this invention, the first amine material and the second amine material may be compounds having different molecular structures.
[0455] In this embodiment, it is also preferable that the content of the second organic material in the first hole transport layer is less than 50% by mass, 40% by mass or less, 30% by mass or less, or 20% by mass or less. In this embodiment, the content of the second organic material in the first hole transport layer is preferably 0.5% by mass or more, 1% by mass or more, 3% by mass or more, 5% by mass or more, or 10% by mass or more. In this embodiment, it is also preferable that the content of the first organic material in the first hole transport layer is greater than 50% by mass, 60% by mass or more, 70% by mass or more, or 80% by mass or more. In this embodiment, the content of the first organic material in the first hole transport layer is preferably 99.5% by mass or less, 99% by mass or less, 97% by mass or less, 95% by mass or less, or 90% by mass or less. The total content of the first organic material and the second organic material in the first hole transport layer is preferably 100% by mass or less.
[0456] (Acceptor compound) In this embodiment, the second organic material is preferably an acceptor compound comprising at least one ring structure selected from the group consisting of a first ring structure represented by formula (11) and a second ring structure represented by formula (12).
[0457] [ka]
[0458] (The first ring structure is present in the molecule of the acceptor compound, A substituted or unsubstituted ring-forming aromatic hydrocarbon ring with 6 to 50 carbon atoms, and It condenses with one or more rings selected from the group consisting of heterocycles with 5 to 50 substituted or unsubstituted ring-forming atoms, In equation (11) above, =X 10 The structure represented by (11a), (11b), (11c), (11d), (11e), (11f), (11g), (11h), (11i), (11j), (11k), or (11m) is represented by the following formulas:
[0459] [ka]
[0460] [ka]
[0461] [ka]
[0462] [ka]
[0463] (In the above formulas (11a), (11b), (11c), (11d), (11e), (11f), (11g), (11h), (11i), (11j), (11k), or (11m), R 11 ~R 14 R 111 ~R 120 Each of them operates independently. hydrogen atom, halogen atom, Hydroxyl group, Cyano group, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkyl halides with 1 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 ) A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted. (In formula (12) above, X1, X2, X3, X4 and X5 are each independent of each other.) Nitrogen atom, R 15 A carbon atom that bonds with it, or The carbon atom that bonds with other atoms in the molecule of the acceptor compound, At least one of X1, X2, X3, X4, and X5 is a carbon atom that bonds with other atoms in the molecule of the acceptor compound. R 15 teeth, hydrogen atom, halogen atom, Cyano group, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkyl halides with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon 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, -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 alkenyl groups with 2 to 50 carbon atoms, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, Carboxy group, Substituted or unsubstituted ester groups, Substituted or unsubstituted carbamoyl groups, Nitro group, and Selected from the group consisting of substituted or unsubstituted siloxanil groups, R 15 If multiple R 15 They are either identical or different. (In the above acceptor compound, 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 having 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 904 They 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.
[0464] In this specification, an ester group is at least one group selected from the group consisting of alkyl ester groups and aryl ester groups. In this specification, alkyl ester groups are, for example, -C(=O)OR E It is represented as R E For example, this is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms (preferably 1 to 10 carbon atoms). In this specification, the aryl ester group is, for example, -C(=O)OR Ar It is represented as R Ar These are, for example, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms forming a ring.
[0465] In this specification, the siloxanyl group is a silicon compound group via an ether bond, such as a trimethylsiloxanyl group.
[0466] In this specification, the carbamoyl group is represented by -CONH2. In this specification, substituted carbamoyl groups include, for example, -CONH-Ar C , or -CONH-R C It is represented as Ar C This is, for example, at least one group selected from the group consisting of substituted or unsubstituted aryl groups with 6 to 50 (preferably 6 to 10) ring-forming carbon atoms and heterocyclic groups with 5 to 50 (preferably 5 to 14) ring-forming atoms. C This may be a group formed by bonding a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms with a substituted or unsubstituted heterocyclic group having 5 to 50 ring-forming atoms. R C For example, this is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms (preferably 1 to 6 carbon atoms). In the acceptor compound described above, it is preferable that any group described as "substituted or unsubstituted" is an "unsubstituted" group.
[0467] (Specific examples of acceptor compounds) Examples of acceptor compounds include the following compounds. However, the present invention is not limited to these specific examples of acceptor compounds.
[0468] [ka]
[0469] (Amine materials) In the organic EL element according to this embodiment, the hole transport band material is preferably an amine material. The amine material is preferably, for example, a first amine material or a second amine material. In this embodiment, the second hole transport layer contains the second amine material. The first organic material contained in the first hole transport layer is preferably a first amine material. It is preferable that the first amine material and the second amine material are compounds having the same molecular structure.
[0470] In this embodiment, the amine material is preferably at least one amine compound independently selected from the group consisting of a monoamine compound having one substituted or unsubstituted amino group in the molecule, a diamine compound having two substituted or unsubstituted amino groups in the molecule, a triamine compound having three substituted or unsubstituted amino groups in the molecule, and a tetraamine compound having four substituted or unsubstituted amino groups in the molecule.
[0471] In one embodiment of this design, the amine material (preferably the second amine material) is a compound represented by the following formula (21).
[0472] [ka]
[0473] (In the above formula (21), L A1 , L B1 , and L C1 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, A1, B1, and C1 are each independent of each other. 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, or -Si(R 291 )(R292 )(R 293 ) is a group represented by, R 291 , R 292 and R 293 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, R 291 When there are a plurality of R 291 , the plurality of R are the same as or different from each other, 292 When there are a plurality of R 292 , the plurality of R are the same as or different from each other, 293 When there are a plurality of R 293 are the same as or different from each other.)
[0474] In the present embodiment, the amine material is preferably a compound containing one or more substituted or unsubstituted fluorenyl groups in the molecule. In the present embodiment, the second amine material preferably contains one or more substituted or unsubstituted fluorenyl groups in the molecule.
[0475] In one aspect of the present embodiment, at least one selected from the group consisting of A1, B1, and C1 in the above formula (21) of the amine material (preferably, the second amine material) is a group represented by the following formula (201).
[0476]
Chemical formula
[0477] (In the above formula (201), R 209 and R 210 The pair consisting of are bonded to each other to form a substituted or unsubstituted monocyclic ring, are bonded to each other to form a substituted or unsubstituted condensed ring, or do not bond to each other, R 201 , R 202 , R203 , R 204 , R 205 , R 206 , R 207 , and R 208 , and R that does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted condensed ring 209 and R 210 Either is a single bond connecting to *a, R that is not a single bond connecting to *a 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , and R 208 , and R that does not form the substituted or unsubstituted monocyclic ring, does not form the substituted or unsubstituted condensed ring, and is not a single bond connecting to *a 209 and R 210 are each independently a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted halogenated alkyl group having 1 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 ), -O-(R 904 ), 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, ** indicates the bonding position with L A1 , L B1 , or L C1 ).
[0478] In the amine material according to this embodiment, R 901 ~R 904 are each independently a 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 having 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 904 They are either identical or different from one another.
[0479] In one embodiment of this design, the amine material (preferably the second amine material) is a compound containing two or more groups represented by formula (201). In the second amine material, the two or more groups represented by formula (201) are either identical or different from one another.
[0480] In this embodiment, it is preferable that A1, B1, and C1 in formula (21) are each independently groups represented by one of the formulas selected from the group consisting of formulas (1A), (1B), (1C), (1D), (1E), (1F), and (1G).
[0481] [ka]
[0482] (In the above formula (1A), *11 is L A1 , L B1 or L C1 This is the binding position to, R 101 ~R 105One of the selected is a single bond that connects to *12, R 106 ~R 110 One of the selected is a single bond that connects to *13, R that is not a single bond 101 ~R 105 and R 106 ~R 110 Each of these is independently a hydrogen atom, an unsubstituted C1-C10 alkyl group, or an unsubstituted ring-forming C6-C12 aryl group. R that is not a single bond 101 ~R 105 Of the pairs of adjacent elements, none of them are connected to each other. R that is not a single bond 106 ~R 110 Of the pairs of adjacent elements, none of them are connected to each other. R 111 ~R 115 Each of these is independently a hydrogen atom, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted ring-forming C6-C12 aryl group, or a substituted or unsubstituted ring-forming C5-C13 heterocyclic group. R 111 ~R 115 Of the pairs of adjacent elements, none of them are connected to each other. m is 0, 1, or 2, and n is 0 or 1. When m=0 and n=0, *13 is L A1 , L B1 or L C1 This is the binding position to, When m=0 and n=1, *12 is L A1 , L B1 or L C1 This is the binding position to, When m=1 and n=0, R 101 ~R 105 One of the bonds selected is a single bond that connects to *13.
[0483] [ka]
[0484] (In the formula (1B), *14 is the bonding position to L A1 , L B1 or L C1 , and One of R 121 ~R 128 selected is a single bond bonding to *15, R 121 ~R 128 that are not the single bond are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring-forming carbon atoms, R 121 ~R 128 among which any group consisting of two or more adjacent ones does not bond to each other.)
[0485]
Chemical formula
[0486] (In the formula (1C), [[ID=用]] *16 is the bonding position to L A1 [[ID=用]] B1 or L C1 , and One of R 131 ~R 140 selected is a single bond bonding to *17, R 131 ~R 140 that are not the single bond are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring-forming carbon atoms, R 131 ~R 140 among which any group consisting of two or more adjacent ones does not bond to each other.)
[0487]
Chemical formula
[0488] It should be noted that there seems to be some incorrect or unclear parts in the original text (such as "用" in the middle), which may affect the accuracy of the translation. You may want to check and correct the original text for a more precise translation. (In the above formula (1D), *18 is L A1 , L B1 or L C1 This is the binding position to, X 11 is an oxygen atom, a sulfur atom, C(Ra)(Rb) or N(Rc), A pair consisting of Ra and Rb 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, n is either 0 or 1. When n is 0, R 141 ~R 148 One selected from Rc, and Ra and Rb, which do not form the substituted or unsubstituted monoring and do not form the substituted or unsubstituted fused ring, is a single bond bonded to *19. When n is 1, R 141 and R 142 One of them is a single bond that connects to *a, and R 141 and R 142 Is the other one a single bond that connects to *b? R 142 and R 143 One of them is a single bond that connects to *a, and R 142 and R 143 The other side is a single bond that connects to *b, or R 143 and R 144 One of them is a single bond that connects to *a, and R 143 and R 144 The other side is a single bond that connects to *b, (i)R 145 ~R 148 , R 14A , R 14B , R 14C , R 14D and Rc, and (ii) R that is not a single bond to *a and *b 141 ~R 144And, (iii) one selected from the group consisting of Ra and Rb that are not single bonds bonded to *a and *b, and that do not form the substituted or unsubstituted monoring and do not form the substituted or unsubstituted fused ring is a single bond bonded to *19, R, which is not a single bond, is bonded to the aforementioned *19. 141 ~R 148 , R 14A , R 14B , R 14C , R 14D And Rc, and Ra and Rb, which are not single bonds bonded to *19 and do not form the substituted or unsubstituted monorings, nor do they form the substituted or unsubstituted fused rings, are each independently a hydrogen atom, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted ring-forming C6-C12 aryl group, or a substituted or unsubstituted ring-forming heteroaryl group with 5-13 atoms.
[0489] [ka]
[0490] (In the above formula (1E), *11a is L A1 , L B1 or L C1 This is the binding position to, R 151 ~R 155 One of the selected is a single bond that connects to *11b, R 151 ~R 155 Another one selected from among them is a single bond that connects to *11c, R that is not a single bond 151 ~R 155 These are, independently, a hydrogen atom, an unsubstituted C1-C10 alkyl group, or an unsubstituted phenyl group. R that is not a single bond 151 ~R 155 Of the pairs of adjacent elements, none of them are connected to each other. R 161 ~R 165 and R 171 ~R 175Each of these is independently either a hydrogen atom or an unsubstituted alkyl group having 1 to 10 carbon atoms.
[0491] [ka]
[0492] (In the above formula (1F), *11d is L A1 , L B1 or L C1 This is the binding position to, R 181 ~R 192 One of the selected is a single bond that joins *11e, R that is not a single bond 181 ~R 192 Each of these is independently a hydrogen atom, a substituted or unsubstituted C1-C10 alkyl group, or a substituted or unsubstituted ring-forming C6-C12 aryl group. R that is not a single bond 181 ~R 192 (None of the pairs of adjacent elements are connected to each other.)
[0493] [ka]
[0494] (In the above formula (1G), X B It consists of a single bond, an oxygen atom, a sulfur atom, and N(R) B11 ) or C(R B12 )(R B13 ) and X B If there are multiple X B They are either identical or different from each other. X B is C(R B12 )(R B13 ) If R B12 and R B13 A set 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 connect with each other, R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 , R B9 , R B10 , R B11 , R B12 and R B13 One of them is a single bond that connects to *1, *1 is not a single bond R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 and R B11 Each of them operates independently. hydrogen atom, Cyano group, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkyl halides with 1 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 ) A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R B9 and R B10 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 connect with each other, *1 is not a single bond, and does not form the aforementioned substituted or unsubstituted monoring, nor does it form the aforementioned substituted or unsubstituted fused ring. B9 , R B10 , R B12 and R B13 Each of them operates 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, *2 is L A1 , L B1 or L C1 This is the bonding position. (In the base represented by the above formula (1G), R 901 , R 902 , R 903 and R 904 Each of these is 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 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 904 They are either identical or different to one another.
[0495] In one embodiment of this design, the amine material is preferably a compound represented by the following formula (210).
[0496] [ka]
[0497] (In the above formula (210), L A1 , L B1 and L C1 Each of them operates independently. single bond, Substituted or unsubstituted ring-forming arylene groups with 6 to 50 carbon atoms, A substituted or unsubstituted divalent heterocyclic group with 5 to 50 ring-forming atoms, or A divalent group formed by the bonding of two groups selected from the group consisting of a substituted or unsubstituted arylene group with 6 to 50 ring-forming carbon atoms and a substituted or unsubstituted divalent heterocyclic group with 5 to 50 ring-forming atoms. A1, B1, and C1 are each independent of each other. 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, -Si(R C1 )(R C2 )(R C3 A base represented by ) or The group is represented by the above formula (1G), However, at least one selected from the group consisting of A1, B1, and C1 is a group represented by formula (1G), R C1 , R C2 and R C3 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 having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R C1 If multiple R C1 They are either identical or different from each other. R C2 If multiple R C2 They are either identical or different from each other. R C3 If multiple RC3 They are either identical or different from each other. In the above formula (1G), X B It consists of a single bond, an oxygen atom, a sulfur atom, and N(R) B11 ) or C(R B12 )(R B13 ) and X B If there are multiple X B They are either identical or different from each other. X B is C(R B12 )(R B13 ) If R B12 and R B13 A set 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 connect with each other, R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 , R B9 , R B10 , R B11 , R B12 and R B13 One of them is a single bond that connects to *1, *1 is not a single bond R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 and R B11 Each of them operates independently. hydrogen atom, Cyano group, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkyl halides with 1 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 ) A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R B9 and R B10 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 connect with each other, *1 is not a single bond, and does not form the aforementioned substituted or unsubstituted monoring, nor does it form the aforementioned substituted or unsubstituted fused ring. B9 , R B10 , R B12 and R B13 Each of them operates 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, *2 is L A1 , L B1 or L C1 This is the bonding position with, If there are two or more groups represented by formula (1G), then the two or more groups represented by formula (1G) are either identical or different from each other. (In the compound represented by the above formula (210), R 901 , R 902 , R 903 and R 904 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 having 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 904 They are either identical or different to one another.
[0498] In this embodiment, the group represented by formula (1G) is preferably a group represented by any of the formulas selected from the group consisting of formulas (11G), (12G), and (13G).
[0499] [ka]
[0500] [ka]
[0501] (In the above formulas (11G), (12G), or (13G), X B , R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 *1 and *2 are X in the above formula (1G), respectively. B , R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , RB8 , is synonymous with *1 and *2, R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 and R 20 Each of them operates independently. hydrogen atom, Cyano group, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkyl halides with 1 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 ) A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. Z is an oxygen atom, a sulfur atom, or C(R) Z1 )(R Z2 ) and R Z1 and R Z2 Each of them operates 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, (These are substituted or unsubstituted aryl groups with 6 to 50 carbon atoms forming a ring.)
[0502] In this embodiment, X in formulas (1G), (11G), (12G), and (13G) B It is preferable that it is a single bond or an oxygen atom.
[0503] In this embodiment, the group represented by formula (1G) is preferably a group represented by any of the following formulas selected from the group consisting of (11G-1), (12G-1), (12G-2), and (13G-1).
[0504] [ka]
[0505] [ka]
[0506] (In the above formulas (11G-1), (12G-1), (12G-2), or (13G-1), R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 *1 and *2 are R in formula (1G) above, respectively. B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 , is synonymous with *1 and *2, R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 and R 20 Each of them operates independently. hydrogen atom, Cyano group, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted alkyl halides with 1 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 ) A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted.
[0507] In the above formulas (11G), (12G), (13G), (11G-1), (12G-1), (12G-2), and (13G-1), R 11 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , and R 20 This is a hydrogen atom. In the above formulas (11G), (12G), (13G), (11G-1), (12G-1), (12G-2), and (13G-1), R 12 and R 19 Each of these is independently a substituent other than a hydrogen atom. In the above formulas (11G), (12G), (13G), (11G-1), (12G-1), (12G-2), and (13G-1), R 11 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , and R 20 is a hydrogen atom, and R 12 and R 19 Each of these is independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 50 ring-forming carbon atoms.
[0508] In this embodiment, when n is 1 in formula (1D), R 141 and R 142 One of them is a single bond that connects to *a, and R 141 and R 142If the other bond is a single bond to *b, then equation (1D) can be expressed as equation (13D) below, R 142 and R 143 One of them is a single bond that connects to *a, and R 142 and R 143 If the other bond is a single bond to *b, then equation (1D) can be expressed as equation (12D) below, R 143 and R 144 One of them is a single bond that connects to *a, and R 143 and R 144 If the other bond is a single bond to *b, then formula (1D) is preferably represented by the following formula (11D).
[0509] In this embodiment, it is preferable that at least one selected from the group consisting of A1, B1, and C1 in formula (21) or formula (210) is a group represented by any of the following formulas selected from the group consisting of (11D), (12D), and (13D).
[0510] [ka]
[0511] [ka]
[0512] [ka]
[0513] (In the above formulas (11D), (12D), and (13D), *18 is L A1 , L B1 or L C1 This is the binding position to, X 11 This is X in equation (1D) above. 11 It is synonymous with, (iv)R 141 ~R 148 , R14A , R 14B , R 14C , R 14D And Rc, and one selected from the group consisting of (v) Ra and Rb that do not form the substituted or unsubstituted monoring and do not form the substituted or unsubstituted fused ring is a single bond bonded to *19, R, which is not a single bond, is bonded to the aforementioned *19. 141 ~R 148 , R 14A , R 14B , R 14C , R 14D And Rc, and Ra and Rb, which are not single bonds bonded to *19 and do not form the substituted or unsubstituted monorings, nor do they form the substituted or unsubstituted fused rings, are each independently a hydrogen atom, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted ring-forming C6-C12 aryl group, or a substituted or unsubstituted ring-forming heteroaryl group with 5-13 atoms.
[0514] In this embodiment, R in formula (11D) 148 It is preferable that the bond to *19 is a single bond.
[0515] In this embodiment, X in formula (11D) 11 It is preferable that it is an oxygen atom.
[0516] In this embodiment, it is preferable that n in formula (1D) is 0.
[0517] In this embodiment, it is preferable that at least one selected from the group consisting of A1, B1, and C1 in formula (21) or formula (210) is a group represented by any of the following formulas selected from the group consisting of (14D), (15D), (16D), and (17D).
[0518] [ka]
[0519] [ka]
[0520] [ka]
[0521] [ka]
[0522] (In the above formulas (14D), (15D), (16D), and (17D), *18 is L A1 , L B1 or L C1 This is the binding position to, (vi)R 141 ~R 148 And Rc, and (vii) Ra and Rb which do not form the substituted or unsubstituted monoring and which do not form the substituted or unsubstituted fused ring, one selected from the group is a single bond bonded to *19, R, which is not a single bond, is bonded to the aforementioned *19. 141 ~R 148 And Rc, and Ra and Rb, which are not single bonds bonded to *19 and do not form the substituted or unsubstituted monorings, nor do they form the substituted or unsubstituted fused rings, are each independently a hydrogen atom, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted ring-forming C6-C12 aryl group, or a substituted or unsubstituted ring-forming heteroaryl group with 5-13 atoms.
[0523] In this embodiment, R in formula (14D) 141 , R 144 , R 145 , or R 148 It is preferable that the bond to *19 is a single bond.
[0524] In this embodiment, it is preferable that Rc in formula (15D) is a single bond bonded to *19.
[0525] In this embodiment, L in formula (21) or formula (210) A1 , L B1 and L C1 Each of these is preferably a single bond or a group represented by the following formulas (L1), (L2), (L3), (L4), (L5), (L6), (L7), (L8), (L9), or (L10).
[0526] [ka]
[0527] In the above formulas (L1) to (L10), * indicates a bond position. Each of the groups represented by the above formulas (L1) to (L10) may or may not have one or more of the above-mentioned "any substituents". Each of the groups represented by the above formulas (L1) to (L10) may independently have one or more deuterium atoms.
[0528] In this embodiment, L A1 If it is a single bond, A1 is directly bonded to the amino nitrogen atom in formula (21) or formula (210), L B1 If it is a single bond, B1 is directly bonded to the amino nitrogen atom in formula (21) or formula (210), L C1 When it is a single bond, it is preferable that C1 is directly bonded to the amino group nitrogen atom in formula (21) or formula (210).
[0529] In this embodiment, the amine material is preferably a compound represented independently by the following formulas (B10), (B11), (B12), (B13), (B14), or (B15).
[0530] [ka]
[0531] [ka]
[0532] [ka]
[0533] (In the above formulas (B10), (B11), (B12), (B13), (B14), and (B15), L A1 , L B1 , L C1 A1, B1, and C1 are, respectively, L in formula (21) or formula (210). A1 , L B1 , L C1 This is synonymous with A1, B1, and C1. R1, R2, R3, and R4 each operate independently. hydrogen atom, Substituted or unsubstituted alkyl groups having 1 to 10 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 13 carbon atoms, or A heteroaryl group having 5 to 13 substituted or unsubstituted ring-forming atoms, The four R1s are either identical or different from each other. The four R2s are either identical or different from each other. The four R3s are either identical or different from each other. The four R4s are either identical or different from one another.
[0534] In this embodiment, the amine material is preferably a compound represented independently by the following formulas (B16), (B17), (B18), (B19), or (B20).
[0535] [ka]
[0536] [ka]
[0537] (In formulas (B16), (B17), (B18), (B19), and (B20) above, A1, B1, and C1 are equivalent to A1, B1, and C1 in formula (21) or formula (210), respectively. R1, R2, R3, and R4 are each independently a hydrogen atom, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted ring-forming C6-C13 aryl group, or a substituted or unsubstituted ring-forming C5-C13 heteroaryl group. The four R1s are either identical or different from each other, the four R2s are either identical or different from each other, the four R3s are either identical or different from each other, and the four R4s are either identical or different from each other.
[0538] In this embodiment, it is preferable that R1, R2, and R3 in the amine material are deuterium atoms.
[0539] In this embodiment, it is preferable that at least one selected from the group consisting of A1, B1, and C1 in formulas (21), (210), (B10), (B11), (B12), (B13), (B14), (B15), (B16), (B17), (B18), (B19), and (B20) includes at least one group selected from the group consisting of groups represented by formulas (1A) and (1B). Hereinafter, "(B10), (B11), (B12), (B13), (B14), (B15), (B16), (B17), (B18), (B19), and (B20)" may be abbreviated as "(B10)~(B20)".
[0540] In this embodiment, it is preferable that one selected from the group consisting of A1, B1, and C1 in formulas (21), (210), and (B10) to (B20) includes at least one group selected from the group consisting of groups represented by formulas (1A) and (1B), and the remaining two selected from the group consisting of A1, B1, and C1 include at least one group selected from the group consisting of groups represented by formulas (1D), (11D), (12D), (13D), (14D), (15D), (16D), and (17D).
[0541] In this embodiment, it is preferable that two selected from the group consisting of A1, B1, and C1 in formulas (21), (210), and (B10) to (B20) include at least one group selected from the group consisting of groups represented by formulas (1A) and (1B).
[0542] In this embodiment, it is preferable that two selected from the group consisting of formulas (21), (210), (B10) to (B20)A1, B1 and C1 include at least one group selected from the group consisting of groups represented by formulas (1A) and (1B), and the remaining one selected from the group consisting of A1, B1 and C1 each independently includes at least one group selected from the group consisting of groups represented by formulas (1D), (11D), (12D), (13D), (14D), (15D), (16D) and (17D).
[0543] In this embodiment, at least one selected from the group consisting of A1, B1, and C1 in formulas (21), (210), (B10) to (B20) is a group represented by formula (1G), and X B It is preferable that it is an oxygen atom.
[0544] In this embodiment, two selected from the group consisting of A1, B1, and C1 in formulas (21), (210), and (B10) to (B20) are groups represented by formula (1G), and X B It is preferable that it is an oxygen atom.
[0545] In this embodiment, it is preferable that at least one selected from the group consisting of A1, B1, and C1 in formulas (21), (210), and (B10) to (B20) includes at least one group selected from the group consisting of groups represented by formulas (11G), (12G), and (13G).
[0546] In this embodiment, it is preferable that two selected from the group consisting of A1, B1, and C1 in formulas (21), (210), and (B10) to (B20) include at least one group selected from the group consisting of groups represented by formulas (11G), (12G), and (13G).
[0547] In this embodiment, it is preferable that at least one selected from the group consisting of A1, B1, and C1 in formulas (21), (210), and (B10) to (B20) includes at least one group selected from the group consisting of groups represented by formulas (11G-1), (12G-1), (12G-2), and (13G-1).
[0548] In this embodiment, it is preferable that two selected from the group consisting of A1, B1, and C1 in formulas (21), (210), and (B10) to (B20) include at least one group selected from the group consisting of groups represented by formulas (11G-1), (12G-1), (12G-2), and (13G-1).
[0549] In this embodiment, the amine materials are each independently, A monoamine compound having one substituted or unsubstituted amino group in the molecule. Diamine compounds having two substituted or unsubstituted amino groups in the molecule, Triamine compounds having three substituted or unsubstituted amino groups in the molecule, and It is preferable that the compound is at least one amine compound selected from the group consisting of tetraamine compounds having four substituted or unsubstituted amino groups in the molecule.
[0550] In this embodiment, the amine material is preferably a monoamine compound or a diamine compound, independently of each other.
[0551] In this embodiment, the amine materials are preferably monoamine compounds, each independently.
[0552] In the amine material of this embodiment, the substituents in the case of "substituted or unsubstituted" are preferably, independently, a halogen atom, an unsubstituted alkyl group having 1 to 25 carbon atoms, an unsubstituted aryl group having 6 to 25 ring-forming carbon atoms, or an unsubstituted heterocyclic group having 5 to 25 ring-forming atoms.
[0553] In the amine material of this embodiment, the substituents in the case of "substituted or unsubstituted" are preferably, independently, an unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted aryl group having 6 to 13 ring-forming carbon atoms, or an unsubstituted heterocyclic group having 5 to 13 ring-forming atoms.
[0554] In the amine material of this embodiment, the substituents in the case of "substituted or unsubstituted" are preferably, independently, an unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted aryl group having 6 to 12 ring-forming carbon atoms, or an unsubstituted heterocyclic group having 5 to 10 ring-forming atoms.
[0555] In the amine material of this embodiment, it is also preferable that all groups described as "substituted or unsubstituted" are "unsubstituted" groups.
[0556] (Method for manufacturing amine materials) Amine materials can be manufactured by known methods. Furthermore, amine materials can also be manufactured by following known methods and using known alternative reactions and raw materials tailored to the target product.
[0557] (Specific examples of amine materials) Specific examples of amine materials include the following compounds. However, the present invention is not limited to these specific examples.
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[0578] <Charge generation band> In the organic EL element according to this embodiment, it is preferable that the charge generation band is located between at least one pair of light-emitting units selected from two or more light-emitting units.
[0579] In the organic EL element according to this embodiment, it is preferable that a first charge generation band is arranged between the first light-emitting unit and the second light-emitting unit.
[0580] In this embodiment, it is preferable that each charge generation band independently includes at least one charge generation layer. It is preferable that at least one of the charge generation bands includes two or more charge generation layers. It is also preferable that each charge generation band independently includes two or more charge generation layers. The charge generation layer may also be called an intermediate layer, intermediate electrode, intermediate conductive layer, electron extraction layer, connecting layer, or intermediate insulating layer.
[0581] The charge generation band is the band in which at least one of holes and electrons is generated when a voltage is applied to an organic EL element. The charge generation band supplies electrons to the layer located on the anode side of the charge generation band. The charge generation band also supplies holes to the layer located on the cathode side of the charge generation band.
[0582] In the organic EL element according to this embodiment, it is preferable that at least one of the charge generation bands includes two charge generation layers, namely a first charge generation layer and a second charge generation layer. The first charge generation band may consist of one charge generation layer, or it may consist of two charge generation layers, including the first charge generation layer and the second charge generation layer.
[0583] In the organic EL element according to this embodiment, when the charge generation band is composed of a plurality of charge generation layers, it is preferable that the charge generation band has an N-type charge generation layer that injects electrons into the light-emitting unit and a P-type charge generation layer that injects holes into the light-emitting unit. It is preferable that the N-type charge generation layer is in direct contact with the light-emitting unit located on the anode side with respect to the charge generation band. It is preferable that the P-type charge generation layer is in direct contact with the light-emitting unit located on the cathode side with respect to the charge generation band.
[0584] In the organic EL element according to this embodiment, it is preferable that one of the N-type charge generation layer and the P-type charge generation layer is a first charge generation layer. In the organic EL element according to this embodiment, it is also preferable that the N-type charge generation layer is the first charge generation layer and the P-type charge generation layer is the second charge generation layer.
[0585] In the organic EL element according to this embodiment, when the second light-emitting unit consists only of a first hole transport layer and a second hole transport layer, it is preferable that the first hole transport layer (HTL21) and the first charge generation layer in the first charge generation band are in direct contact. In this case, it is preferable that the first charge generation layer is an N-type charge generation layer and the first hole transport layer (HTL21) is a P-type charge generation layer. In one embodiment of the organic EL element according to this embodiment, the first charge generation layer can be considered as a layer included in the first charge generation band, and the first hole transport layer (HTL21) can be considered as a layer included in the second hole transport band. Alternatively, in one embodiment of the organic EL element according to this embodiment, the band including the first charge generation layer as an N-type charge generation layer and the first hole transport layer (HTL21) as a P-type charge generation layer can be considered as the first charge generation band.
[0586] In the organic EL element according to this embodiment, examples of materials that can be used in the charge generation layer in the charge generation band include known materials that can be used in the charge generation layer of a tandem type organic EL element.
[0587] In the organic EL element according to this embodiment, the second charge generation layer preferably contains a hole transport band material and an acceptor compound. The hole transport band material contained in the second charge generation layer is preferably the first organic material.
[0588] In the organic EL element according to this embodiment, the first charge generation layer preferably contains an electron transport band material. The electron transport band material contained in the first charge generation layer and the electron transport band material contained in the layer within the electron transport band are either the same compound or different compounds. The first charge generation layer preferably contains at least one derivative selected from the group consisting of phenanthroline derivatives, imidazole derivatives, benzimidazole derivatives, azine derivatives, and carbazole derivatives.
[0589] In the organic EL element according to this embodiment, the first charge generation layer may contain at least one selected from the group consisting of metals and metal compounds. In this embodiment, the first charge generation layer may also preferably contain an electron transport band material and at least one selected from the group consisting of metals and metal compounds. In this embodiment, the metal that may be contained in the first charge generation layer is, for example, at least one metal selected from the group consisting of rare earth metals, alkali metals, and alkaline earth metals. The metal that may be contained in the first charge generation layer is, for example, at least one metal selected from the group consisting of ytterbium, erbium, lithium, cesium, magnesium, and calcium. The metal compound that may be contained in the first charge generation layer is, for example, at least one metal compound selected from the group consisting of alkali metal compounds and alkaline earth metal compounds. The metal compound that the first charge generation layer may contain is, for example, at least one metal compound selected from the group consisting of 8-(quinolinolato)lithium (abbreviated as Liq), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF2), 2-(2-pyridyl)phenolate (abbreviated as LiPP), 2-(2-pyridyl)-3-pyridinolatritium (abbreviated as LiPPy), 4-phenyl-2-(2-pyridyl)phenolate (abbreviated as LiPPP), lithium oxide (LiOx), and cesium carbonate.
[0590] <Electron transport band> In the organic EL element according to this embodiment, it is preferable that two or more light-emitting units each independently include an electron transport band. Each electron transport band independently includes one or more layers. In this embodiment, it is preferable that each electron transport band in each light-emitting unit independently includes at least one selected from the group consisting of a hole barrier layer, an electron transport layer, and an electron injection layer.
[0591] In the organic EL element according to this embodiment, the first light-emitting unit preferably includes a first electron transport band, and the second light-emitting unit preferably includes a second electron transport band.
[0592] In this embodiment, the first electron transport band is preferably located between the first light emission band and the second hole transport band. If the first charge generation band is located between the first light emission unit and the second light emission unit, the first electron transport band is preferably located between the first light emission band and the first charge generation band. In this case, the first electron transport band is preferably in direct contact with the first charge generation band, and more preferably in direct contact with the first charge generation layer.
[0593] In this embodiment, it is preferable that the second electron transport band is located between the second light emission band and the cathode. If the second light emission unit is the light emission unit located closest to the cathode, it is preferable that the second electron transport band and the cathode are in direct contact.
[0594] In this embodiment, it is preferable that the first electron transport band and the second electron transport band each independently include at least one selected from the group consisting of a hole barrier layer, an electron transport layer, and an electron injection layer.
[0595] In this embodiment, the electron transport band may independently include two or more layers. In this case, the electron transport band preferably includes a hole barrier layer and an electron transport layer. In this case, it is preferable that the hole barrier layer is the layer closest to the emission band within the electron transport band, and that the hole barrier layer is in direct contact with the emission layer in the emission band. Furthermore, the electron transport band may also preferably include an electron transport layer and an electron injection layer. In this case, it is preferable that the electron transport layer is the layer closest to the emission band within the electron transport band, and that the electron transport layer is in direct contact with the emission layer within the emission band.
[0596] In this embodiment, the electron transport band may independently include three or more layers. It is also preferable that the electron transport band includes three layers: a hole barrier layer, an electron transport layer, and an electron injection layer. In this case, it is preferable that the hole barrier layer is the layer closest to the emission band within the electron transport band, and that the hole barrier layer is in direct contact with the emission layer in the emission band.
[0597] In this embodiment, it is preferable that the charge generation layer in the charge generation band and the hole barrier layer or electron transport layer in the electron transport band are in direct contact.
[0598] In this embodiment, it is preferable that the first charge generation layer in the charge generation band and the hole barrier layer or electron transport layer in the electron transport band are in direct contact. In this embodiment, it is preferable that the hole barrier layer or electron transport layer in the first electron transport band of the first light-emitting unit and the first charge generation layer in the first charge generation band are in direct contact.
[0599] In this embodiment, it is preferable that the light-emitting layer closest to the cathode among the light-emitting layers included in the first light-emitting band, the hole barrier layer in the first electron transport band, the first charge generation layer in the first charge generation band, the first hole transport layer in the second hole transport band, the second hole transport layer in the second hole transport band, and the light-emitting layer closest to the anode among the light-emitting layers included in the second light-emitting band are stacked in this order.
[0600] In this embodiment, it is also preferable that the light-emitting layer closest to the cathode among the light-emitting layers included in the first light-emitting band, the hole barrier layer in the first electron transport band, the first charge generation layer in the first charge generation band, the second charge generation layer in the first charge generation band, the second hole transport layer in the second hole transport band, and the light-emitting layer closest to the anode among the light-emitting layers included in the second light-emitting band are stacked in this order.
[0601] In the organic EL element according to this embodiment, it is preferable that each layer in the electron transport band (for example, a hole barrier layer, an electron transport layer, and an electron injection layer) independently contains an electron transport band material.
[0602] (Electron transport band materials) In the organic EL element according to this embodiment, the material containing the electron transport band is referred to as the electron transport band material. The electron transport band material is preferably a material that can be used in layers that may be included in the electron transport band (for example, a hole barrier layer, an electron transport layer, and an electron injection layer). The electron transport band material can also be used in the charge generation band.
[0603] In one embodiment of the organic EL element according to this embodiment, the electron transport band material is a nitrogen-containing compound. Preferably, the nitrogen-containing compound as the electron transport band material has at least one of a five-membered ring containing a nitrogen atom and a six-membered ring containing a nitrogen atom.
[0604] In one embodiment of the organic EL device according to this embodiment, the electron transport band material is at least one compound selected from the group consisting of imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives. In one embodiment of the organic EL element according to this embodiment, the electron transport band contains at least one compound selected from the group consisting of imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives.
[0605] In one embodiment of the organic EL element according to this embodiment, the layer included in the electron transport band may contain at least one selected from the group consisting of metals and metal compounds. In one embodiment of the organic EL display device according to this embodiment, the layer included in the electron transport band may contain at least one selected from the group consisting of metals and metal compounds, and an electron transport band material. The metals and metal compounds that the electron transport band may contain are the same as the metals and metal compounds that the first charge generation layer described above may contain.
[0606] (Hole barrier layer) The hole barrier layer is preferably a layer that transports electrons and prevents holes from reaching the cathode-side layer (e.g., the electron transport layer). The compound contained in the hole barrier layer is, for example, a compound used in known hole barrier layers. The compound contained in the hole barrier layer is preferably, for example, an electron transport band material. It is also 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, similar to the compounds that can be used in the electron transport layer described later. 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.
[0607] (electron transport layer) The electron transport layer is a layer containing a material with high electron transport properties. The aforementioned electron transport band materials can be used in the electron transport layer. In addition, the electron transport layer can also use 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), 3-(4-tert-butylphenyl)-4-phenyl-5-(4-biphenylyl)-1,2,4-triazole (abbreviation: Heteroaromatic compounds such as (abbreviated 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 here are mainly 10 -6 cm 2 The material has an electron mobility of 1 / (V·s) or greater. 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 consist of a single layer, or it may consist 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. In the organic EL element according to this embodiment, the electron transport layer preferably contains an azine derivative as an electron transport band material. In the organic EL element according to this embodiment, the electron transport band material is preferably a diazine derivative or a triazine derivative, and more preferably a pyrimidine derivative or a 1,3,5-triazine derivative.
[0608] (Specific examples of other electron transport band materials) In addition to the electron transport band materials mentioned above, other specific examples of electron transport band materials include the following compounds. However, the present invention is not limited to these specific examples of electron transport band materials.
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[0613] (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, rare earth metals, or compounds thereof, such as lithium (Li), cesium (Cs), calcium (Ca), ytterbium (Yb), erbium (Er), 8-(quinolinolato)lithium (Liq), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF2), and lithium oxide (LiOx). Alternatively, a material containing alkali metals, alkaline earth metals, rare earth metals, or compounds thereof in an electron-transporting material, specifically one containing magnesium (Mg) in Alq, may 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, electron transport band materials or materials mentioned in the description of the electron transport layer 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.
[0614] <Other components of the OLED display element> The configuration of the organic EL element according to this embodiment will be further described.
[0615] (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.
[0616] (anode) In the organic EL element according to this embodiment, it is preferable to use metals, alloys, electrically conductive compounds, and mixtures thereof, each independently having a large work function (specifically, 4.0 eV or more), for the anode. 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). 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. Among the layers formed on the anode, for example, the layer formed in contact with the anode is formed using a composite material that allows for easy hole injection regardless of the anode's work function. Therefore, materials 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. 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), and alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), as well as alloys containing these (e.g., MgAg, AlLi), rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing these, can also be used. When forming an anode using alkali metals, alkaline earth metals, or alloys containing these, vacuum deposition or sputtering methods can be used. Furthermore, when using silver paste or similar materials, coating methods or inkjet methods can be employed.
[0617] When the organic EL element is of the bottom emission type, the anode is a light-transmitting electrode. The light-transmitting electrode is preferably formed of a metal material that is light-transmitting or semi-transmitting, allowing light emitted from the light-emitting layer to pass through. In this specification, light-transmitting or semi-transmitting means the property of transmitting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The light-transmitting or semi-transmitting metal material can be appropriately selected from the materials listed in the anode section above. The light-transmitting or semi-transmitting metal material may also be one of the materials listed below as materials to be used for the conductive layer (or transparent conductive layer).
[0618] When the organic EL element is of the top-emission type, the anode is a light-reflective electrode having a light-reflecting layer. The light-reflecting layer is preferably formed of a light-reflective 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-reflective metallic material can be appropriately selected from the materials listed in the anode section. Examples of metallic materials used for the light-reflecting layer include: a single metal material selected from the group consisting of Al, Ag, Ta, Zn, Mo, W, Ni, and Cr; or an alloy material having a metal selected from this group as the main component (preferably 50% by mass or more of the total); an amorphous alloy selected from the group consisting of NiP, NiB, CrP, and CrB; or a microcrystalline alloy selected from the group consisting of NiAl and silver alloys. Furthermore, as the metal material used for the light-reflecting layer, at least one alloy selected from the group consisting of APC (an alloy of silver, palladium, and copper), ARA (an alloy of silver, rubidium, and gold), MoCr (an alloy of molybdenum and chromium), and NiCr (an alloy of nickel and chromium) may be used. The light-reflecting layer may be a single layer or multiple layers.
[0619] The anode, as a light-reflective electrode, may consist only of a light-reflective layer, or it may be a multilayer structure having a light-reflective layer and a conductive layer (preferably a transparent conductive layer). When the anode is a multilayer structure having a light-reflective layer and a conductive layer, it is preferable that the conductive layer is placed between the reflective layer and a layer containing a hole transport band (for example, a hole injection layer or a first hole transport layer). Alternatively, the anode may be a multilayer structure in which a light-reflective layer is placed between two conductive layers (a first conductive layer and a second conductive layer). In such a multilayer structure, the first conductive layer and the second conductive layer may be formed of the same material or of different materials. In this specification, these multilayer structures may also be referred to as conductive material layers. The material used for the conductive layer can be appropriately selected from the materials listed in the section on the anode. Furthermore, for the conductive layer as a transparent electrode (transparent conductive layer), metals, alloys, electrically conductive compounds, and mixtures thereof with a large work function (specifically, 4.0 eV or higher) can also be used. Furthermore, the conductive layer may also be made of, for example, alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca) and strontium (Sr), alloys containing at least one selected from the group consisting of alkali metals and alkaline earth metals (e.g., MgAg and AlLi), rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing at least one selected from rare earth metals.
[0620] (cathode) In the organic EL element according to this embodiment, it is preferable to use a metal, alloy, electrically conductive compound, or mixture thereof with a small work function (specifically, 3.8 eV or less) for the cathode. 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), rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing these. 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. Furthermore, by providing an electron injection layer, cathodes can be formed using various conductive materials such as Al, Ag, ITO, graphene, silicon, or indium tin oxide containing silicon oxide, regardless of the magnitude of the work function. These conductive materials can be deposited using methods such as sputtering, inkjet printing, or spin coating.
[0621] When the organic EL element is of the bottom emission type, the cathode is a light-reflective electrode. The light-reflective electrode is preferably formed from a light-reflective metallic material. The light-reflective metallic material can be appropriately selected from the materials listed in the cathode section. Alternatively, the light-reflective metallic material may be one of the materials listed above for use in the light-reflective layer.
[0622] When the organic EL element is of the top-emission type, the cathode is a light-transmitting electrode. The light-transmitting electrode is preferably made of a metal material that is light-transmitting or semi-transmitting, allowing light emitted from the light-emitting layer to pass through. Light-transmitting or semi-transmitting means the property of transmitting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The light-transmitting or semi-transmitting metal material can be appropriately selected from the materials listed in the cathode section above. The light-transmitting or semi-transmitting metal material may also be one of the materials listed above as materials used for the conductive layer (or transparent conductive layer).
[0623] (Capping layer) When an organic EL element is of the top-emission type, the organic EL element usually has a capping layer above the cathode. The capping layer may contain 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). Alternatively, the capping layer may contain at least one compound selected from the group consisting of aromatic amine derivatives, anthracene derivatives, pyrene derivatives, fluorene derivatives, or dibenzofuran derivatives. Furthermore, a laminate in which layers containing these materials are stacked can also be used as a capping layer.
[0624] The organic EL element according to this 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.
[0625] (film thickness) In this embodiment, the film thickness of each layer included in the organic EL element 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 organic compound layer of the organic EL element is usually preferably in the range of a few nanometers to 1 μm.
[0626] (Layer formation method) In this embodiment, the method for forming each layer of the organic EL element is not limited to those specifically mentioned above, but each layer of the organic EL element can be independently formed by selecting from known methods such as dry deposition and wet deposition. Examples of dry deposition methods include vacuum deposition, sputtering, plasma deposition, and ion plating. Examples of wet deposition methods include spin coating, dipping, flow coating, and inkjet deposition.
[0627] <Characteristics of Organic EL Devices> (Emitting color of organic EL elements) The organic EL element according to this embodiment preferably emits blue light. In this specification, blue light emission refers to light emission in which the maximum peak wavelength in the emission spectrum is in the range of 430 nm or more and 480 nm or less. The maximum peak wavelength is the peak wavelength in the emission spectrum at which the emission intensity is maximum.
[0628] In this embodiment, the maximum peak wavelength of light emitted from the organic EL element is preferably 430 nm or more and 480 nm or less.
[0629] When driving an organic EL element, the maximum peak wavelength of light emitted from the 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, Inc.) when a voltage is applied to the element in such a manner. The peak wavelength of the emission spectrum with the maximum emission intensity is measured from the obtained spectral radiance spectrum and defined as the maximum peak wavelength (unit: nm).
[0630] (Schematic configuration of an organic EL element) Figure 1 shows a schematic configuration of the organic EL element according to this embodiment. The organic EL element 100 shown in Figure 1 comprises a substrate 2, an anode 3, a cathode 4, a first light-emitting unit 10, a second light-emitting unit 20, and a first charge generation band 8.
[0631] The first light-emitting unit 10 is positioned between the anode 3 and the cathode 4. The first light-emitting unit 10 includes a first hole transport band 61, a first light emission band 51, and a first electron transport band 71. In the first light-emitting unit 10, the first hole transport band 61, the first light emission band 51, and the first electron transport band 71 are stacked in this order from the anode 3 side. The first hole transport zone 61 includes a first hole transport layer 611 and a second hole transport layer 612, and consists of only these two layers. In the first hole transport zone 611, the first hole transport layer 611 and the second hole transport layer 612 are stacked in this order from the anode 3 side. The first light-emitting band 51 includes a first light-emitting layer 511 and a second light-emitting layer 512. In the first light-emitting band 51, the first light-emitting layer 511 and the second light-emitting layer 512 are stacked in this order from the anode 3 side. The first electron transport band 71 includes a hole barrier layer 711.
[0632] The second light-emitting unit 20 is positioned between the first light-emitting unit 10 and the cathode 4. The second light-emitting unit 20 includes a second hole transport band 62, a second light emission band 52, and a second electron transport band 72. In the second light-emitting unit 20, the second hole transport band 62, the second light emission band 52, and the second electron transport band 72 are stacked in this order from the anode 3 side. The second hole transport zone 62 includes the first hole transport layer 621 and the second hole transport layer 622, and consists of only these two layers. In the second hole transport zone 622, the first hole transport layer 621 and the second hole transport layer 622 are stacked in this order from the anode 3 side. The second light-emitting band 52 includes the first light-emitting layer 521 and the second light-emitting layer 522. In the second light-emitting band 52, the first light-emitting layer 521 and the second light-emitting layer 522 are stacked in this order from the anode 3 side. The second electron transport band 72 includes a hole barrier layer 721, an electron transport layer 722, and an electron injection layer 723. In the second electron transport band 72, the hole barrier layer 721, the electron transport layer 722, and the electron injection layer 723 are stacked in this order from the anode 3 side.
[0633] The first charge generation band 8 is located between the first light-emitting unit 10 and the second light-emitting unit 20. The first charge generation band 8 includes the first charge generation layer 81.
[0634] The present invention is not limited to the configuration of the organic EL element shown in Figure 1. Examples of other organic EL elements include an organic EL element in which, in the first and second light-emitting bands, the second light-emitting layer and the first light-emitting layer are stacked in that order from the anode side. Another example is an organic EL element in which one of the first light-emitting unit 10 and the second light-emitting unit 20 includes one light-emitting layer, and the other of the first light-emitting unit 10 and the second light-emitting unit 20 includes two light-emitting layers. More specifically, examples include an organic EL element with a configuration that does not include the first light-emitting layer 511 in the first light-emitting band 51, or an organic EL element with a configuration that does not include the first light-emitting layer 521 in the second light-emitting band 52. Furthermore, an organic EL element in which a capping layer is stacked on top of the cathode is also an example. The anode may also have the multilayer structure described above; for example, a reflective layer and a conductive layer may be stacked in that order from the substrate side. The number of stages of the light-emitting unit arranged between the anode and the cathode may be three or more.
[0635] <Measurement method> (Triplet energy T1) The following methods can be used to measure the triplet energy T1. 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 -4 Dissolve the substance to a concentration of mol / L or less to obtain a solution, and place this solution in a quartz cell to use as the measurement sample. Measure the phosphorescence spectrum of this sample at a low temperature (77[K]) (vertical axis: phosphorescence emission intensity, horizontal axis: wavelength). Draw a tangent line to the rising edge of the short-wavelength side of this phosphorescence spectrum, and measure the wavelength λ at the intersection of this tangent line and the horizontal axis. edge Based on [nm], the amount of energy calculated from the following conversion formula (F1) is defined as the triplet energy T1. Conversion formula (F1): T1[eV]=1239.85 / λ edge
[0636] 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-Technologies Corporation 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.
[0637] (Singlet energy S1) The following methods can be used to measure the singlet energy S1 using a solution (sometimes referred to as the solution method). 10 compounds to be measured -5 mol / L or more 10 -4 Prepare a toluene solution with a concentration of mol / L or less and place it in a quartz cell. Measure the absorption spectrum of this sample at room temperature (300K) (vertical axis: absorption intensity, horizontal axis: wavelength). Draw a tangent line to the falling edge of the absorption spectrum at longer wavelengths, and substitute the wavelength value λedge [nm] at the intersection of the tangent line and the horizontal axis into the following conversion formula (F2) to calculate the singlet energy. Conversion formula (F2): S1[eV]=1239.85 / λedge Examples of absorption spectrum measuring devices include, but are not limited to, Hitachi's spectrophotometer (device name: U3310).
[0638] 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.
[0639] (Maximum peak wavelength) The maximum peak wavelength of a compound in this specification can be determined by measuring the PL spectrum of a film containing the compound to be measured. The specific method for measuring the maximum peak wavelength is as follows: A luminescent compound (the compound to be measured for maximum peak wavelength) and a host material are co-deposited onto a quartz substrate (25 × 25 mm) so that the mass-based ratio of the luminescent compound to the host material in the luminescent layer (luminescent compound / host material) is the same, thereby forming a 50 nm thick film for measurement. Next, the quartz substrate on which the film for measurement is formed and a sealing glass coated with a desiccant are bonded together using an ultraviolet-curing resin to seal the film for measurement. The outer dimensions of the sealing glass are 17 × 17 mm, the inner dimensions are 13 × 13 mm, and the recess depth is 0.5 mm. As the desiccant, for example, OleDry-P2 manufactured by Futaba Corporation can be used. As the ultraviolet-curing resin, for example, TB3124N(IE) manufactured by ThreeBond Fine Chemicals, Inc. can be used. A fluorescence spectrum analyzer is used for PL spectrum measurement. The measurement conditions are as follows: The maximum peak wavelength λ (unit: nm) of the film is calculated from the PL spectrum obtained by exciting the film sample at a specific wavelength (a value obtained by shortening the maximum peak wavelength of the absorption spectrum by 30 nm). The maximum peak wavelength obtained in this way is sometimes called the maximum fluorescence emission peak wavelength (FL-peak). As a fluorescence spectrum analyzer, for example, a spectrofluorometer F-7000 (manufactured by Hitachi High-Tech Science Corporation) can be used. The maximum peak wavelength of the absorption spectrum used to determine the wavelength of light that excites the film sample can be measured using the singlet energy S1 measurement method (solution method) using the solution described above. In this solution method, a toluene solution of the compound to be measured (luminescent compound) is prepared.
[0640] (Method for measuring hole mobility) Hole mobility can be measured by impedance measurement using a mobility evaluation element fabricated according to the following procedure. The mobility evaluation element is fabricated, for example, according to the following procedure. On a glass substrate with an ITO transparent electrode (anode), the compound HA-2 is deposited to cover the transparent electrode, forming a hole injection layer. On top of this hole injection layer, the compound HT-A is deposited to form a hole transport layer. Subsequently, the compound Target, whose hole mobility is to be measured, is deposited to form a measurement target layer. On top of this measurement target layer, metallic aluminum (Al) is deposited to form a metallic cathode. The configuration of the mobility evaluation element described above can be summarized as follows: ITO(130) / HA-2(5) / HT-A(10) / Target(200) / Al(80) The numbers in parentheses indicate the film thickness (nm).
[0641] [ka]
[0642] An element for evaluating hole mobility is installed in an impedance measuring device, and impedance measurement is performed. The impedance measurement is performed by sweeping the measurement frequency from 1 Hz to 1 MHz. At that time, a DC voltage V is applied to the element simultaneously with an AC amplitude of 0.1 V. From the measured impedance Z, the modulus M is calculated using the following formula (C1). Calculation formula (C1): M=jωZ In the above formula (C1), j is the imaginary unit whose square is -1, and ω is the angular frequency [rad / s]. In a Bode plot with the imaginary part of the modulus M on the vertical axis and frequency [Hz] on the horizontal axis, the electrical time constant τ of the mobility evaluation element is calculated from the frequency fmax, which shows the peak, using the following formula (C2). Calculation formula (C2): τ=1 / (2πfmax) In the above calculation formula (C2), π is the symbol representing the ratio of a circle's circumference to its diameter (pi). Using the τ obtained from the above calculation formula (C2), the hole mobility μh is calculated from the relationship in the following calculation formula (C3). Calculation formula (C3):μh=d 2 / (Vτ) In the above calculation formula (C3), d is the total thickness of the organic thin film constituting the device, and in the case of a device configuration for evaluating hole mobility, d = 215 [nm].
[0643] According to the above measurement method, if the layer to be measured is a single compound layer containing only one compound Target, which is the compound whose hole mobility is to be measured, the hole mobility of that compound Target can be measured, and this hole mobility of the compound Target corresponds to the hole mobility of the single compound layer. Furthermore, according to the above measurement method, if the layer to be measured is a mixed compound layer containing a compound Target, which is the compound for which hole mobility is to be measured, and other compounds, the hole mobility of the mixed compound layer can be measured.
[0644] In this specification, hole mobility is defined as the square root of the electric field strength E 1 / 2 =500[V 1 / 2 / cm 1 / 2This is the value at the time of ]. The square root of the electric field strength E 1 / 2 This can be calculated from the relationship shown in the following formula (C4). Calculation formula (C4): E 1 / 2 =V 1 / 2 / d 1 / 2 For the impedance measurement described above, Solartron's Model 1260 impedance measuring device is used, and for higher accuracy, Solartron's Model 1296 dielectric constant measurement interface can also be used in conjunction with it.
[0645] [Second Embodiment] [Organic electroluminescent element] The organic EL element according to the second embodiment will now be described. The contents of the first embodiment can be applied to the organic EL element according to the second embodiment. In the description of the second embodiment, components identical to those in the first embodiment will be given the same reference numerals and names, and their descriptions will be omitted or simplified. In addition, in the second embodiment, materials and compounds not specifically mentioned can be the same as those described in the first embodiment.
[0646] The organic electroluminescent element according to the second embodiment includes an anode, a cathode, and two or more light-emitting units disposed between the anode and the cathode, wherein the two or more light-emitting units include at least a first light-emitting unit and a second light-emitting unit, the first light-emitting unit includes a first light-emitting band, the second light-emitting unit includes a second light-emitting band, the first light-emitting band and the second light-emitting band each independently include one light-emitting layer or two or more light-emitting layers, at least one of the first light-emitting band and the second light-emitting band includes at least a first light-emitting layer and a second light-emitting layer as the two or more light-emitting layers, the first light-emitting layer contains a first host material, the second light-emitting layer contains a second host material, and the first host material The material and the second host material are different from each other, and at least one of the light-emitting layers included in the first light-emitting band contains the host material H12 and a light-emitting compound D12 that exhibits emission with a maximum peak wavelength of 500 nm or less, and at least one of the light-emitting layers included in the second light-emitting band contains the host material H22 and a light-emitting compound D22 that exhibits emission with a maximum peak wavelength of 500 nm or less, and at least one of the host material H12 and the host material H22 is the second host material, and the host material H12 and the host material H22 each independently contain one or more groups derived from a ring structure represented by the following formula (20) in their molecules, and the host material H12 and the host material H22 are different compounds from each other.
[0647] [ka]
[0648] (The group derived from the ring structure represented by formula (20) above has one or more substituents or is unsubstituted.)
[0649] According to this embodiment, it is possible to provide an organic electroluminescent element with improved element performance (for example, at least one selected from the group consisting of brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifetime). According to one aspect of this embodiment, it is possible to provide an organic electroluminescent element with improved luminous efficiency and lifetime. According to one aspect of this embodiment, it is possible to provide an organic electroluminescent element with improved driving voltage, luminous efficiency, and lifetime. Furthermore, according to this embodiment, it is possible to provide an organic electroluminescent element that not only has improved element performance but also improved productivity.
[0650] In the organic EL element according to this embodiment, it is preferable that at least one of the host material H12 and the host material H22 is a compound having at least one group represented by the following formula (HY1) in its molecule.
[0651] [ka]
[0652] (In the above formula (HY1), R Y1 ~R Y8 and R Y11 ~R Y14 Each of them operates independently. hydrogen atom, halogen atom, Cyano group, Nitro 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, -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 ) A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. ny is either 0 or 1. however, When ny is 0, R Y1 ~R Y8 One of the selected options is a single bond that joins *ey, When ny is 1, one condition is satisfied which is selected from the group consisting of (b1) to (b3) below, and R Y5 ~R Y8 , R Y11 ~R Y14 , as well as R which is not a single bond attached to *cy and *dy Y1 ~R Y4 One of the selected options is a single bond that joins *ey, Z2 is either an oxygen atom or a sulfur atom. *fy indicates the bonding position with an atom in the host material H12 or the host material H22. (b1)R Y1 and R Y2 One of them is a single bond that connects to *cy, R Y1 and R Y2 The other bond is a single bond that connects to *dy. (b2)R Y2 and R Y3 One of them is a single bond that connects to *cy, R Y2 and R Y3 The other bond is a single bond that connects to *dy. (b3)R Y3 and R Y4 One of them is a single bond that connects to *cy, R Y3 and R Y4 The other bond is a single bond that connects to *dy.
[0653] In the second embodiment, the host material H12 and the host material H22 may each be independently the second host material in the first embodiment.
[0654] In the organic EL element according to this embodiment, the first host material preferably contains in its molecule one or more groups selected from the group consisting of a group derived from a ring structure represented by formula (H1), a group derived from a ring structure represented by formula (H2), a group derived from a ring structure represented by formula (H3), and a group derived from a ring structure represented by formula (H4).
[0655] In the organic EL element according to this embodiment, it is preferable that the first light-emitting layer and the second light-emitting layer each independently contain a light-emitting compound that exhibits light emission with a maximum peak wavelength of 500 nm or less.
[0656] In the organic EL element according to this embodiment, it is preferable that the triplet energy T1(H1) of the first host material and the triplet energy T1(H2) of the second host material satisfy formula (Equation 1) or (Equation 1A). T1(H1)>T2(H2) …(Math 1) T1(H1)-T1(H2)>0.03eV …(Math 1A)
[0657] In the organic EL element according to this embodiment, when the first light emission band includes the second light emission layer (EML12), it is preferable that the second host material contained in the second light emission layer (EML12) is the host material H12, and the luminescent compound contained in the second light emission layer (EML12) is the luminescent compound D12.
[0658] In the organic EL element according to this embodiment, when the first light emission band includes a first light emission layer (EML11) and a second light emission layer (EML12) as the first and second light emission layers, it is preferable that the second light emission layer (EML12) contains a host material H12 as the second host material and a light-emitting compound D12.
[0659] In the organic EL element according to this embodiment, when the second light emission band includes the second light emission layer (EML22), it is preferable that the second host material contained in the second light emission layer (EML22) is the host material H22, and the luminescent compound contained in the second light emission layer (EML22) is the luminescent compound D22.
[0660] In the organic EL element according to this embodiment, when the second light emission band includes a first light emission layer and a second light emission layer, namely a first light emission layer (EML21) and a second light emission layer (EML22), it is preferable that the second light emission layer (EML22) contains a host material H22 as a second host material and a light-emitting compound D22.
[0661] In the organic EL element according to this embodiment, it is preferable that the first light emission band includes a first light emission layer (EML11) and a second light emission layer (EML12), and that the first host material in the first light emission layer (EML11) and the second host material in the second light emission layer (EML12) satisfy the formula (Equation 1) or (Equation 1A).
[0662] In the organic EL element according to this embodiment, it is preferable that the second light emission band includes a first light emission layer (EML21) and a second light emission layer (EML22), and that the first host material in the first light emission layer (EML21) and the second host material in the second light emission layer (EML22) satisfy the formula (Equation 1) or (Equation 1A).
[0663] In the organic EL element according to this embodiment, it is preferable that the first light-emitting band and the second light-emitting band each independently include a first light-emitting layer and a second light-emitting layer.
[0664] In the organic EL element according to this embodiment, it is preferable that at least one of the light-emitting layers containing host material H12 and light-emitting compound D12, and the light-emitting layer containing host material H22 and light-emitting compound D22, further contains cohost material CH.
[0665] In the organic EL element according to this embodiment, it is preferable that at least one of the second light-emitting layer (EML12) and the second light-emitting layer (EML22) contains a cohost material CH. In the organic EL element according to this embodiment, it is preferable that one of the s...
Claims
1. An organic electroluminescent element, The organic electroluminescent element comprises an anode, a cathode, and two or more light-emitting units disposed between the anode and the cathode. The two or more light-emitting units include at least a first light-emitting unit and a second light-emitting unit, The first light-emitting unit includes a first light-emitting band and a first hole transport band, The first hole transport band is positioned between the anode and the first light emission band. The second light-emitting unit includes a second light-emitting band and a second hole transport band, The second hole transport band is positioned between the first light-emitting unit and the second light-emitting band. The first hole transport band, the first light emission band, the second hole transport band, and the second light emission band are arranged in this order from the anode side toward the cathode side. The first hole transport band and the first light emission band are in direct contact, The second hole transport band and the second light emission band are in direct contact, The first emission band and the second emission band each independently include one emission layer or two or more emission layers. At least one of the first light emission band and the second light emission band includes at least a first light emission layer and a second light emission layer as the two or more light emission layers, The first light-emitting layer contains a first host material, The first host material contains in its molecule one or more groups selected from the group consisting of a group derived from a ring structure represented by the following formula (H1), a group derived from a ring structure represented by the following formula (H2), a group derived from a ring structure represented by the following formula (H3), and a group derived from a ring structure represented by the following formula (H4). The aforementioned second light-emitting layer contains a second host material, The first host material and the second host material are different from each other. The first light-emitting layer and the second light-emitting layer each independently contain a light-emitting compound that exhibits light emission with a maximum peak wavelength of 500 nm or less. Triplet energy T of the first host material 1 (H1) and the triplet energy T of the second host material 1 (H2) and satisfy the following equation (Equation 1), At least one of the first hole transport zone and the second hole transport zone consists only of the first hole transport layer and the second hole transport layer. The first hole transport layer contains a first organic material and a second organic material, The aforementioned second hole transport layer contains a second amine material. Organic electroluminescent element. T 1 (H1) > T 2 (H2)…(Number 1) 【Chemistry 1】 (The group derived from the ring structure represented by formula (H1), the group derived from the ring structure represented by formula (H2), the group derived from the ring structure represented by formula (H3), and the group derived from the ring structure represented by formula (H4) each independently have one or more substituents or are unsubstituted.)
2. An organic electroluminescent element, The organic electroluminescent element comprises an anode, a cathode, and two or more light-emitting units disposed between the anode and the cathode. The two or more light-emitting units include at least a first light-emitting unit and a second light-emitting unit, The first light-emitting unit described above includes a first light-emitting band, The aforementioned second light-emitting unit includes a second light-emitting band, The first emission band and the second emission band each independently include one emission layer or two or more emission layers. At least one of the first light emission band and the second light emission band includes at least a first light emission layer and a second light emission layer as the two or more light emission layers, The first light-emitting layer contains a first host material, The aforementioned second light-emitting layer contains a second host material, The first host material and the second host material are different from each other. At least one of the light-emitting layers included in the first light-emitting band contains a host material H12 and a light-emitting compound D12 that exhibits light emission with a maximum peak wavelength of 500 nm or less. At least one of the light-emitting layers included in the second light-emitting band contains a host material H22 and a light-emitting compound D22 that exhibits light emission with a maximum peak wavelength of 500 nm or less. At least one of the host material H12 and the host material H22 is the second host material, The host material H12 and the host material H22 each independently contain in their molecules one or more groups derived from a ring structure represented by the following formula (20), The host material H12 and the host material H22 are different compounds. Organic electroluminescent element. 【Chemistry 2】 (The group derived from the ring structure represented by formula (20) above has one or more substituents or is unsubstituted.)
3. In the organic electroluminescent element according to claim 2, At least one of the host material H12 and the host material H22 is a compound having at least one group represented by the following formula (HY1) in its molecule. Organic electroluminescent element. 【Transformation 3】 (In the above formula (HY1), R Y1 ~R Y8 and R Y11 ~R Y14 Each of them operates independently. hydrogen atom, halogen atom, Cyano group, Nitro group, Substituted or unsubstituted alkyl groups having 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 )(R 902 )(R 903 ) group 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 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, ny is either 0 or 1. however, When ny is 0, R Y1 ~R Y8 One of the options is a single join that connects to *ey, When ny is 1, one condition is satisfied which is selected from the group consisting of (b1) to (b3) below, and R Y5 ~R Y8 , R Y11 ~R Y14 , as well as R which is not a single bond attached to *cy and *dy Y1 ~R Y4 One of the options is a single join that connects to *ey, Z 2 is an oxygen atom or a sulfur atom, *fy indicates the bonding position with an atom in the host material H12 or the host material H22. (b1) R Y1 and R Y2 One of them is a single bond that connects to *cy, R Y1 and R Y2 The other side is a single bond that connects to *dy. (b2) R Y2 and R Y3 One of them is a single bond that connects to *cy, R Y2 and R Y3 The other side is a single bond that connects to *dy. (b3) R Y3 and R Y4 One of them is a single bond that connects to *cy, R Y3 and R Y4 The other end is a single bond that connects to *dy.
4. In the organic electroluminescent element according to claim 2 or claim 3, The first host material contains in its molecule one or more groups selected from the group consisting of a group derived from a ring structure represented by the following formula (H1), a group derived from a ring structure represented by the following formula (H2), a group derived from a ring structure represented by the following formula (H3), and a group derived from a ring structure represented by the following formula (H4). The first light-emitting layer and the second light-emitting layer each independently contain a light-emitting compound that exhibits light emission with a maximum peak wavelength of 500 nm or less. Triplet energy T of the first host material 1 (H1) and the triplet energy T of the second host material 1 (H2) and satisfy the following equation (Equation 1), When the first light emission band includes the second light emission layer, the second host material is the host material H12, and the light-emitting compound is the light-emitting compound D12. When the second light emission band includes the second light emission layer, the second host material is the host material H22, and the light-emitting compound is the light-emitting compound D22. Organic electroluminescent element. T 1 (H1) > T 2 (H2)…(Number 1) 【Chemistry 4】 (The group derived from the ring structure represented by formula (H1), the group derived from the ring structure represented by formula (H2), the group derived from the ring structure represented by formula (H3), and the group derived from the ring structure represented by formula (H4) each independently have one or more substituents or are unsubstituted.)
5. In the organic electroluminescent element according to any one of claims 2 to 4, At least one of the light-emitting layers containing the host material H12 and the light-emitting compound D12, and the light-emitting layer containing the host material H22 and the light-emitting compound D22, further contains a cohost material CH. Organic electroluminescent element.
6. In the organic electroluminescent element according to claim 5, The cohost material CH contains one or more groups derived from the ring structure represented by formula (20) in its molecule. The cohost material CH is different from the host material H12 and the host material H22. Organic electroluminescent element.
7. In an organic electroluminescent element according to any one of claims 2 to 6, The first light-emitting unit includes the first light-emitting band and the first hole transport band, The first hole transport band is positioned between the anode and the first light emission band. The second light-emitting unit includes the second light-emitting band and the second hole transport band, The second hole transport band is positioned between the first light-emitting unit and the second light-emitting band. The first hole transport band, the first light emission band, the second hole transport band, and the second light emission band are arranged in this order from the anode side toward the cathode side. The first hole transport band and the first light emission band are in direct contact, The second hole transport band and the second light emission band are in direct contact, At least one of the first hole transport zone and the second hole transport zone consists only of the first hole transport layer and the second hole transport layer. The first hole transport layer contains a first organic material and a second organic material, The aforementioned second hole transport layer contains a second amine material. Organic electroluminescent element.
8. In the organic electroluminescent element according to claim 1 or claim 7, The first organic material contained in the first hole transport layer is a first amine material, The first amine material and the second amine material are compounds having the same molecular structure. Organic electroluminescent element.
9. In an organic electroluminescent element according to any one of claims 1, 7, and 8, The first hole transport layer and the second hole transport layer are arranged in this order from the anode side toward the cathode side. Organic electroluminescent element.
10. An organic electroluminescent element according to any one of claims 1, 7, 8, and 9, The first hole transport zone consists only of the first hole transport layer and the second hole transport layer. The first hole transport layer in the first hole transport zone and the anode are in direct contact, The second hole transport layer in the first hole transport band is in direct contact with the light-emitting layer closest to the anode among the light-emitting layers included in the first light-emitting band. Organic electroluminescent element.
11. An organic electroluminescent element according to any one of claims 1, 7, 8, 9, and 10, The second hole transport zone consists only of the first hole transport layer and the second hole transport layer. The second hole transport layer in the second hole transport band and the light-emitting layer in the second light-emitting band that is closest to the anode are in direct contact. Organic electroluminescent element.
12. An organic electroluminescent element according to any one of claims 1, 7, 8, 9, 10, and 11, The film thickness in the second hole transport band is 15 nm or more. Organic electroluminescent element.
13. An organic electroluminescent element according to any one of claims 1, 7, 8, 9, 10, 11, and 12, The film thickness in the first hole transport band and the film thickness in the second hole transport band are, independently, 15 nm or more and 50 nm or less, respectively. Organic electroluminescent element.
14. An organic electroluminescent element according to any one of claims 1, 7, 8, 9, 10, 11, 12, and 13, The first hole transport zone includes the first hole transport layer and the second hole transport layer, The film thickness D of the first hole transport layer in the first hole transport zone HT11 The thickness D of the second hole transport layer relative to the above HT12 Ratio D HT12 / D HT11 This satisfies the following equation (Equation 2): Organic electroluminescent element. 1 ≤ D HT12 / D HT11 ≤ 10 …(Math 2)
15. An organic electroluminescent element according to any one of claims 1, 7, 8, 9, 10, 11, 12, 13, and 14, The second hole transport zone includes the first hole transport layer and the second hole transport layer, The film thickness D of the first hole transport layer in the second hole transport zone HT21 The thickness D of the second hole transport layer relative to the above HT22 Ratio D HT22 / D HT21 This satisfies the following equation (Equation 3): Organic electroluminescent element. 1 ≤ D HT22 / D HT21 ≤ 10 …(Math 3)
16. An organic electroluminescent element according to any one of claims 1, 7, 8, 9, 10, 11, 12, 13, 14, and 15, The hole mobility of the second hole transport layer is 1.0 × 10⁻⁶. -5 cm 2 / Vs is greater than or equal to Organic electroluminescent element.
17. An organic electroluminescent element according to any one of claims 1, 7, 8, 9, 10, 11, 12, 13, 14, 15, and 16, The second amine material contains one or more substituted or unsubstituted fluorenyl groups in its molecule. Organic electroluminescent element.
18. An organic electroluminescent element according to any one of claims 1, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, and 17, The second amine material is a compound represented by the following formula (21): Organic electroluminescent element. 【Transformation 5】 (In the above formula (21), L A1 , L B1 , and L C1 Each of them operates independently. single bond, A substituted or unsubstituted ring-forming arylene group having 6 to 50 carbon atoms, or A divalent heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, A 1 , B 1 , and C 1 Each of them operates independently. Substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms, A heterocyclic group having 5 to 50 substituted or unsubstituted ring-forming atoms, or -Si(R 291 ) (Caution 292 ) (Caution 293 It is a base represented by ), R 291 , R 292 and R 293 These are, independently, substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. R 291 If multiple R 291 They are either identical or different from each other. R 292 If multiple R 292 They are either identical or different from each other. R 293 If multiple R 293 They are either identical or different to one another.
19. In the organic electroluminescent element according to claim 18, A in formula (21) of the second amine material 1 , B 1 , and C 1 At least one selected from the group consisting of is a group represented by the following formula (201): Organic electroluminescent element. 【Transformation 6】 (In formula (201) above, R 209 and R 210 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 connect with each other, R 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , and R 208 , and R that does not form the substituted or unsubstituted monoring and does not form the substituted or unsubstituted condensed ring 209 and R 210 One of them is a single bond that connects to *a, *R which is not a single bond bonded to a 201 R 202 R 203 R 204 R 205 R 206 R 207 and R 208 and which do not form the substituted or unsubstituted monocyclic ring, do not form the substituted or unsubstituted condensed ring, and are not single bonds bonded to *a 209 R and 210 R are each independently hydrogen atom, Cyano group, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted alkyl halogens having 1 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 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, ** is L A1 , L B1 , or L C1 (This indicates the bonding position.) (In the second amine material, R 901 ~R 904 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 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 904 They are either identical or different to one another.
20. In the organic electroluminescent element according to claim 19, The second amine material is a compound containing two or more groups represented by the formula (201), Two or more groups represented by the formula (201) are either identical or different from each other. Organic electroluminescent element.
21. An organic electroluminescent element according to any one of claims 1, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, and 20, The content of the second organic material in the first hole transport layer is less than 50% by mass. Organic electroluminescent element.
22. An organic electroluminescent element according to any one of claims 1, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, and 21, The second organic material is an acceptor compound comprising at least one ring structure selected from the group consisting of a first ring structure represented by the following formula (11) and a second ring structure represented by the following formula (12). Organic electroluminescent element. 【Transformation 7】 (The first ring structure is present in the molecule of the acceptor compound, A substituted or unsubstituted ring-forming aromatic hydrocarbon ring having 6 to 50 carbon atoms, and It condenses with one or more rings selected from the group consisting of heterocycles with 5 to 50 substituted or unsubstituted ring-forming atoms, In the above equation (11), = X 10 The structure represented by the formula (11a), (11b), (11c), (11d), (11e), (11f), (11g), (11h), (11i), (11j), (11k), or (11m) is represented by the following formulas. 【Transformation 8】 【Chemistry 9】 【Chemistry 10】 【Chemistry 11】 (In the above formulas (11a), (11b), (11c), (11d), (11e), (11f), (11g), (11h), (11i), (11j), (11k), or (11m), R 11 ~R 14 And R 111 ~R 120 Each of them operates independently. hydrogen atom, halogen atom, Hydroxyl group, Cyano group, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted alkyl halogens having 1 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 A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, It is a heterocyclic group with 5 to 50 ring-forming atoms, either substituted or unsubstituted. (In the above formula (12), X 1 , X 2 , X 3 , X 4 and X 5 Each of them operates independently. Nitrogen atom, R 15 A carbon atom that bonds with it, or The carbon atom that bonds with other atoms in the molecule of the acceptor compound, X 1 , X 2 , X 3 , X 4 and X 5 Of these, at least one is a carbon atom that bonds with other atoms in the molecule of the acceptor compound, R 15 teeth, hydrogen atom, halogen atom, Cyano group, Substituted or unsubstituted alkyl groups having 1 to 50 carbon atoms, Substituted or unsubstituted alkyl halogens having 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon 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, -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 alkenyl groups having 2 to 50 carbon atoms, Substituted or unsubstituted aralkyl groups with 7 to 50 carbon atoms, Carboxy group, Substituted or unsubstituted ester groups, Substituted or unsubstituted carbamoyl groups, Nitro group, and Selected from the group consisting of substituted or unsubstituted siloxanil groups, R 15 If multiple R 15 They are either identical or different. (In the above acceptor compound, R 901 ~R 907 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 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 904 They 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.
23. In an organic electroluminescent element according to any one of claims 1 to 22, The second light emission band includes the first light emission layer and the second light emission layer. Organic electroluminescent element.
24. In an organic electroluminescent element according to any one of claims 1 to 22, The first light emission band includes the first light emission layer and the second light emission layer. Organic electroluminescent element.
25. In an organic electroluminescent element according to any one of claims 1 to 24, The first light-emitting layer and the second light-emitting layer are arranged in this order from the anode side toward the cathode side. Organic electroluminescent element.
26. In an organic electroluminescent element according to any one of claims 1 to 22, The first light-emitting band and the second light-emitting band each independently include the first light-emitting layer and the second light-emitting layer, The first light-emitting layer in the first light-emitting band and the first light-emitting layer in the second light-emitting band have the same composition or different compositions. The second light-emitting layer in the first light-emitting band and the second light-emitting layer in the second light-emitting band have the same composition or different compositions. Organic electroluminescent element.
27. In the organic electroluminescent element according to claim 26, From the anode side toward the cathode side, the first light-emitting layer in the first light-emitting band, the second light-emitting layer in the first light-emitting band, the first light-emitting layer in the second light-emitting band, and the second light-emitting layer in the second light-emitting band are arranged in this order. Organic electroluminescent element.
28. In an organic electroluminescent element according to any one of claims 1 to 27, The number of layers between the anode and the light-emitting layer closest to the anode among the light-emitting layers included in the first light-emitting band is 2. Organic electroluminescent element.
29. In an organic electroluminescent element according to any one of claims 1 to 28, The number of layers between the light-emitting layer closest to the cathode among the light-emitting layers included in the first light-emitting band and the light-emitting layer closest to the anode among the light-emitting layers included in the second light-emitting band is 4, 5, or 6. Organic electroluminescent element.
30. In an organic electroluminescent element according to any one of claims 1 to 29, The first host material described above does not contain any groups derived from a pyrene ring in its molecule. Organic electroluminescent element.
31. In the organic electroluminescent element according to claim 1 or claim 4, The first host material contains in its molecule at least one group derived from a pyrene ring and one or more groups selected from the group consisting of a group derived from a ring structure represented by formula (H1), a group derived from a ring structure represented by formula (H2), a group derived from a ring structure represented by formula (H3), and a group derived from a ring structure represented by formula (H4). Organic electroluminescent element.
32. In an organic electroluminescent element according to any one of claims 1 to 31, The first host material is a compound containing one or more deuterium atoms in its molecule. Organic electroluminescent element.
33. In an organic electroluminescent element according to any one of claims 1 to 32, The second host material is a compound containing one or more deuterium atoms in its molecule. Organic electroluminescent element.
34. In an organic electroluminescent element according to any one of claims 1 to 33, The two or more light-emitting units mentioned above are three or more light-emitting units. The three or more light-emitting units include at least the first light-emitting unit, the second light-emitting unit, and the third light-emitting unit. Organic electroluminescent element.
35. An electronic device equipped with an organic electroluminescent element according to any one of claims 1 to 34.