Organic EL display device
By integrating a common charge generation unit and hole transport band with a specific compound, the device addresses pixel leakage issues, improving the reliability of organic EL display devices.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2024-09-25
- Publication Date
- 2026-04-06
AI Technical Summary
Organic EL display devices experience leakage current between pixels, leading to pixel defects.
The device incorporates a common charge generation unit and a common hole transport band across multiple organic EL elements, utilizing a specific compound represented by formula (AC1), which suppresses leakage current between pixels.
This configuration effectively reduces pixel-to-pixel leakage current, enhancing the reliability and performance of the organic EL display device.
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Figure 2026058877000001_ABST
Abstract
Description
[Technical Field]
[0001] This invention relates to an organic EL display device. [Background technology]
[0002] Organic electroluminescent devices (hereinafter sometimes referred to as organic EL devices) have a structure in which a light-emitting layer is sandwiched between an anode and a cathode. Holes are injected into the light-emitting layer from the anode, and electrons are injected into the light-emitting layer from the cathode. The organic EL device emits light when the holes and electrons recombine in the light-emitting layer.
[0003] 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.
[0004] Patent Document 1 describes an organic EL element in which a hole transport band, an emissive layer, and an electron transport band are provided in the order of anode side to cathode side by side between the opposing anode and cathode of a substrate. In the emissive layer of the organic EL element described in Patent Document 1, a red emissive layer, a green emissive layer, and a blue emissive layer are arranged side by side perpendicular to the substrate surface. Furthermore, within the electron transport band of the organic EL element described in Patent Document 1, a common electron transport layer is provided adjacent to the blue emissive layer, the green emissive layer, and the red emissive layer. [Prior art documents] [Patent Documents]
[0005] [Patent Document 1] International Publication No. 2010 / 143434 [Overview of the project] [Problems that the invention aims to solve]
[0006] In the organic EL element described in Patent Document 1, blue pixels are composed of a blue light-emitting layer, green pixels are composed of a green light-emitting layer, and red pixels are composed of a red light-emitting layer, and each pixel is configured to have a voltage applied independently.
[0007] In organic EL display devices with multiple pixels, leakage current can occur between pixels, leading to pixel defects.
[0008] The object of the present invention is to provide an organic EL display device that suppresses the generation of leakage current between pixels. [Means for solving the problem]
[0009] According to one aspect of the present invention, an organic EL display device, It has a first organic EL element as the first pixel, a second organic EL element as the second pixel, and a third organic EL element as the third pixel. The first organic EL element includes a first anode, a cathode, and two or more first pixel light-emitting units disposed between the first anode and the cathode. The second organic EL element has a second anode, a cathode, and two or more second pixel light-emitting units disposed between the second anode and the cathode. The third organic EL element has a third anode, a cathode, and two or more third pixel light-emitting units disposed between the third anode and the cathode. The first organic EL element, the second organic EL element, and the third organic EL element further include a common charge generation unit and a common hole transport band. The charge generation common unit is provided in common across the first organic EL element, the second organic EL element, and the third organic EL element, between at least one pair of first pixel light-emitting units selected from the two or more first pixel light-emitting units, between at least one pair of second pixel light-emitting units selected from the two or more second pixel light-emitting units, and between at least one pair of third pixel light-emitting units selected from the two or more third pixel light-emitting units. The common hole transport zone is provided in common across the first organic EL element, the second organic EL element, and the third organic EL element between the first light-emitting unit for the first pixel closest to the first anode among the two or more first light-emitting units for the first pixel and the first anode, between the second light-emitting unit for the second pixel closest to the second anode among the two or more second light-emitting units for the second pixel and the second anode, and between the third light-emitting unit for the third pixel closest to the third anode among the two or more third light-emitting units for the third pixel and the third anode. There is provided an organic EL display device in which at least one selected from the group consisting of the charge generation common unit and the common hole transport zone contains a compound represented by the following formula (AC1).
[0010]
Chemical formula
[0011] (In the formula (AC1), R , , 12 , 16 , 15 , 14 , , , 13 , 11 , 16 , 15 , 14 , R 12 , R 13 and R 14 are each independently a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a cyano group, or a nitro group, X 11 is a nitrogen atom or C(Q 11 ), X 12 is a nitrogen atom or C(Q 12 ), X 13 is a nitrogen atom or C(Q 13 ), X 14 is a nitrogen atom or C(Q 14 ), X 15 is a nitrogen atom or C(Q 15 ), X 16 is a nitrogen atom or C(Q 16 ), Q 11 , Q 12 , Q 13Q 14 Q 15 , and Q 16 These are, independently, a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a cyano group, or a nitro group. [Effects of the Invention]
[0012] According to one aspect of the present invention, it is possible to provide an organic EL display device that suppresses the generation of leakage current between pixels. [Brief explanation of the drawing]
[0013] [Figure 1] This figure shows a schematic configuration of a first example of an organic EL display device according to the first embodiment. [Figure 2] This figure shows a schematic configuration of a second example of an organic EL display device according to the first embodiment. [Figure 3] This figure shows a schematic configuration of a third example of an organic EL display device according to the first embodiment. [Figure 4] This figure shows a schematic configuration of a fourth example of an organic EL display device according to the first embodiment. [Figure 5] This figure shows a schematic configuration of a fifth example of an organic EL display device according to the first embodiment. [Figure 6] This is a schematic plan view showing a substrate with comb-tooth electrodes used as an element for measuring sheet resistance. [Figure 7] This is a schematic cross-sectional view of an element used for measuring sheet resistance. [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 ring 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] • Heterocyclic groups with substitutions containing a sulfur atom (Specific examples group G2B3): Phenyldibenzothiophenyl group, Methyldibenzothiophenyl group, t-butyldibenzothiophenyl group, and A monovalent residue of spiro[9H-thioxanthene-9,9'-[9H]fluorene].
[0041] • Groups in which one or more hydrogen atoms of a monovalent heterocyclic group derived from the ring structure represented by the general formulas (TEMP-16) to (TEMP-33) are replaced by substituents (specific examples group G2B4):
[0042] The aforementioned "one or more hydrogen atoms of a monovalent heterocyclic group" refers to hydrogen atoms bonded to the ring-forming carbon atoms of the monovalent heterocyclic group, X A and Y A A hydrogen atom bonded to a nitrogen atom when at least one of them is NH, and X A and Y AThis refers to one or more hydrogen atoms selected from the hydrogen atoms of the methylene group when one of the atoms is CH2.
[0043] • "Substituted or unsubstituted alkyl groups" Specific examples of "substituted or unsubstituted alkyl groups" as described herein (Specific Examples Group G3) include the following unsubstituted alkyl groups (Specific Examples Group G3A) and substituted alkyl groups (Specific Examples Group G3B). (Here, "unsubstituted alkyl group" refers to the case where "substituted or unsubstituted alkyl group" is "unsubstituted alkyl group," and "substituted alkyl group" refers to the case where "substituted or unsubstituted alkyl group" is "substituted alkyl group.") Hereafter, "alkyl group" simply refers to both "unsubstituted alkyl groups" and "substituted alkyl groups." A "substituted alkyl group" refers to a group in which one or more hydrogen atoms in an "unsubstituted alkyl group" are replaced by substituents. Specific examples of "substituted alkyl groups" include the groups in which one or more hydrogen atoms in the "unsubstituted alkyl groups" (specific example group G3A) below are replaced by substituents, and examples of substituted alkyl groups (specific example group G3B). In this specification, the alkyl group in "unsubstituted alkyl group" refers to a linear alkyl group. Therefore, "unsubstituted alkyl groups" include both linear "unsubstituted alkyl groups" and branched "unsubstituted alkyl groups". The examples of "unsubstituted alkyl groups" and "substituted alkyl groups" listed here are merely examples, and the "substituted alkyl groups" described herein also include groups in which the hydrogen atoms of the alkyl group itself in the "substituted alkyl groups" of specific example group G3B are further replaced by substituents, and groups in which the hydrogen atoms of the substituent in the "substituted alkyl groups" of specific example group G3B are further replaced by substituents.
[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 ) represented by the base The following information pertains to the -O-(R904 ) Examples of the base represented by (Example Group G8) are: -O(G1), -O(G2), -O(G3), and -O(G6) These are some examples. Here, G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in specific example group G6.
[0056] · "-S-(R 905 ) represented by the base 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 ) represented by the base -N(R) as described in this specification 906 )(R 907 ) Examples of the base represented by (Example Group G10) are: -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(G6)(G6) These are some examples. Here, G1 is a "substituted or unsubstituted aryl group" as described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" as described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" as described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" as described in specific example group G6. In -N(G1)(G1), multiple G1s are either identical or different from one another. In -N(G2)(G2), multiple G2s are either identical or different from one another. In -N(G3)(G3), multiple G3s are either identical or different from one another. In -N(G6)(G6), multiple G6s are either identical or different from one another.
[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 are specifically 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 are combined with each other to form ring Q C to form, and a group consisting of three adjacent ones (R 921 , R 922 and R 923 ) are combined with each other to form a ring and condensed to the anthracene backbone. In this case, the anthracene compound represented by the 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 share R 922 .
[0106] [Chemical formula]
[0107] The "monocyclic ring" or "condensed ring" formed may be a saturated ring or an unsaturated ring as the structure of only the formed ring. Even when "a set consisting of two adjacent ones" forms a "monocyclic ring" or "condensed ring", the "monocyclic ring" or "condensed ring" can form a saturated ring or an unsaturated ring. For example, in the general formula (TEMP-104), ring Q A and ring Q B are each a "monocyclic ring" or "condensed ring". Also, in the general formula (TEMP-105), ring Q A , and ring Q C are "condensed rings". Ring Q A and ring Q C in the general formula (TEMP-105) are a condensed ring formed by the condensation of ring Q A and ring Q C . If ring Q A in the general formula (TMEP-104) is a benzene ring, ring Q A is a monocyclic ring. If ring Q A in the general formula (TMEP-104) is a naphthalene ring, ring Q A is a condensed ring.
[0108] An "unsaturated ring" refers to an aromatic hydrocarbon ring or an aromatic heterocycle. A "saturated ring" refers to an aliphatic hydrocarbon ring or a non-aromatic heterocycle. Specific examples of aromatic hydrocarbon rings include structures in which the groups listed as examples in specific example group G1 are terminated by hydrogen atoms. A concrete example of an aromatic heterocycle is the structure in which the aromatic heterocycle group listed as a concrete example in concrete example group G2 is terminated by a hydrogen atom. Specific examples of aliphatic hydrocarbon rings include structures in which the groups listed as examples in example group G6 are terminated by hydrogen atoms. "To form a ring" means to form a ring with only multiple atoms of the parent skeleton, or with multiple atoms of the parent skeleton and one or more additional arbitrary elements. For example, as shown in the general formula (TEMP-104), 921 and R 922 A ring Q is formed when these two elements are bonded together. A R 921 The carbon atoms of the anthracene skeleton to which R is bonded, 922 It refers to a ring formed by the carbon atoms of the anthracene skeleton to which the R atoms are bonded, and one or more arbitrary elements. A specific example is R 921 and R 922 And the environment Q A When forming R 921 The carbon atoms of the anthracene skeleton to which R is bonded, 922 When the carbon atoms of the anthracene skeleton bonded to the four carbon atoms form a monocyclic unsaturated ring, R 921 and R 922 The ring formed by these two is a benzene ring.
[0109] Here, "any element" is preferably at least one element selected from the group consisting of carbon, nitrogen, oxygen, and sulfur, unless otherwise specified herein. In any element (for example, carbon or nitrogen), bonds that do not form a ring may be terminated with a hydrogen atom or the like, or substituted with "any substituent" as described later. If any element other than carbon is included, the formed ring is a heterocycle. The "one or more arbitrary elements" constituting the monoring or fused ring are preferably 2 to 15, more preferably 3 to 12, and even more preferably 3 to 5, unless otherwise specified herein. Unless otherwise specified herein, the preferred form is a monoring or a fused ring. Unless otherwise specified herein, the "unsaturated ring" is preferred over the "saturated ring". Unless otherwise specified herein, “monocyclic” is preferably a benzene ring. Unless otherwise specified herein, the “unsaturated ring” is preferably a benzene ring. When "one or more sets of two or more adjacent elements" "bond to each other to form a substituted or unsubstituted monoring" or "bond to each other to form a substituted or unsubstituted fused ring", unless otherwise specified herein, preferably, one or more sets of two or more adjacent elements bond to each other to form a substituted or unsubstituted "unsaturated ring" consisting of multiple atoms of the parent skeleton and at least one element selected from the group consisting of carbon, nitrogen, oxygen, and sulfur elements, ranging from one to fifteen.
[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] • Substituents in the phrase "substituted or unsubstituted" In one embodiment described herein, the substituent referred to as "substituted or unsubstituted" (which may be referred to herein as "any substituent") is, for example, Unsubstituted alkyl groups with 1 to 50 carbon atoms, Unsubstituted alkenyl groups with 2 to 50 carbon atoms, Unsubstituted alkynyl groups with 2 to 50 carbon atoms, Unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atom, cyano group, nitro group, Unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms, and Unsubstituted heterocyclic groups with 5 to 50 ring-forming atoms It is a base selected from the group consisting of, Here, R 901 ~R 907 Each of them operates independently. hydrogen atom, Substituted or unsubstituted alkyl groups with 1 to 50 carbon atoms, Substituted or unsubstituted ring-forming cycloalkyl groups with 3 to 50 carbon atoms, A substituted or unsubstituted ring-forming aryl group having 6 to 50 carbon atoms, or These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 901 If there are two or more of them, then there are two or more R 901 They are either identical or different from each other. R 902 If there are two or more of them, then there are two or more R 902 They are either identical or different from each other. R903 If there are two or more of them, then there are two or more R 903 They are either identical or different from each other. R 904 If there are two or more of them, then there are two or more R 904 They are either identical or different from each other. R 905 If there are two or more of them, then there are two or more R 905 They are either identical or different from each other. R 906 If there are two or more of them, then there are two or more R 906 They are either identical or different from each other. R 907 If there are two or more of them, then there are two or more R 907 They are either identical or different from one another.
[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 EL display device] The organic EL display device according to this embodiment has a first organic EL element as a first pixel, a second organic EL element as a second pixel, and a third organic EL element as a third pixel. The first organic EL element includes a first anode, a cathode, and two or more first pixel light-emitting units disposed between the first anode and the cathode. The second organic EL element has a second anode, a cathode, and two or more second pixel light-emitting units disposed between the second anode and the cathode. The third organic EL element has a third anode, a cathode, and two or more third pixel light-emitting units disposed between the third anode and the cathode. The first organic EL element, the second organic EL element, and the third organic EL element further include a common charge generation unit and a common hole transport band. The charge generation common unit is provided in common across the first organic EL element, the second organic EL element, and the third organic EL element, between at least one pair of first pixel light-emitting units selected from the two or more first pixel light-emitting units, between at least one pair of second pixel light-emitting units selected from the two or more second pixel light-emitting units, and between at least one pair of third pixel light-emitting units selected from the two or more third pixel light-emitting units. The common hole transport band is provided in common across the first organic EL element, the second organic EL element, and the third organic EL element in the following locations: between the first pixel light-emitting unit closest to the first anode among the two or more first pixel light-emitting units and the first anode; between the second pixel light-emitting unit closest to the second anode among the two or more second pixel light-emitting units and the second anode; and between the third pixel light-emitting unit closest to the third anode among the two or more third pixel light-emitting units and the third anode. At least one selected from the group consisting of the charge generation common unit and the common hole transport band contains a compound represented by the following formula (AC1).
[0118] In the organic EL display device according to this embodiment, at least one selected from the group consisting of a common charge generation unit and the common hole transport band contains a compound represented by formula (AC1), thereby increasing the sheet resistance between pixels and suppressing the generation of leakage current.
[0119] <Compound represented by formula (AC1) (first acceptor material)> The compound represented by formula (AC1) comprises at least one selected from the group consisting of a common charge generation unit and a common hole transport band. In this specification, the compound represented by formula (AC1) may be referred to as the first acceptor material.
[0120] [ka]
[0121] (In the above formula (AC1), R 11 , R 12 , R 13 and R 14 Each of these is independently a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a cyano group, or a nitro group. X 11 is a nitrogen atom or C(Q 11 ) and X 12 is a nitrogen atom or C(Q 12 ) and X 13 is a nitrogen atom or C(Q 13 ) and X 14 is a nitrogen atom or C(Q 14 ) and X 15 is a nitrogen atom or C(Q 15 ) and X 16 is a nitrogen atom or C(Q 16 ) and Q 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 These are, independently, a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a cyano group, or a nitro group.
[0122] In the organic EL display device according to this embodiment, R in the compound represented by formula (AC1) 11 , R 12 , R 13 and R 14 Preferably, each of these is independently a cyano group or a nitro group.
[0123] In the organic EL display device according to this embodiment, R in the compound represented by formula (AC1) 11 , R 12 , R 13 and R 14 It is preferable that the group is a cyano group.
[0124] In the organic EL display device according to this embodiment, it is preferable that the compound represented by formula (AC1) is the compound represented by the following formula (AC2).
[0125] [ka]
[0126] (In the above formula (AC2), X 11 , X 12 , X 13 , X 14 , X 15 , and X 16 These are, respectively, X in the above formula (AC1). 11 , X 12 , X 13 , X 14 , X 15 , and X 16 (This is synonymous with...)
[0127] In the organic EL display device according to this embodiment, X in the compound represented by formula (AC1) 11 C(Q) 11 ) and X 12 C(Q) 12 ) and X 13 C(Q) 13 ) and X 14 C(Q) 14 ) and X 15 C(Q) 15 ) and X 16 C(Q) 16 ) is preferable.
[0128] In the organic EL display device according to this embodiment, it is preferable that the compound represented by formula (AC1) is the compound represented by the following formula (AC3).
[0129] [ka]
[0130] (In the above formula (AC3), R 11 , R 12 , R 13 , R 14 Q 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 These are, respectively, R in the above formula (AC1). 11 , R 12 , R 13 , R 14 Q 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 (This is synonymous with...)
[0131] In the organic EL display device according to this embodiment, it is preferable that the compound represented by formula (AC1) is the compound represented by the following formula (AC4).
[0132] [ka]
[0133] (In the above formula (AC4), Q 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 These are, respectively, Q in the above equation (AC1). 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 (This is synonymous with...)
[0134] In the organic EL display device according to this embodiment, Q in the compound represented by formula (AC1) 11 Q 12 Q 13 Q 14 Q 15 , and Q 16Each of these is preferably independently a hydrogen atom, a fluorine atom, or a cyano group.
[0135] In the organic EL display device according to this embodiment, Q in the compound represented by formula (AC1) 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 Preferably, each of these is independently a fluorine atom or a cyano group.
[0136] In the organic EL display device according to this embodiment, Q in the compound represented by formula (AC1) 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 Preferably, it is a fluorine atom.
[0137] (Method for producing the compound represented by formula (AC1)) The compound represented by formula (AC1) can be produced by known methods. Furthermore, the compound represented by formula (AC1) can also be produced by following known methods and using known alternative reactions and starting materials tailored to the target compound.
[0138] (Specific examples of compounds represented by formula (AC1)) Specific examples of compounds represented by formula (AC1) include the following compounds. However, the present invention is not limited to these specific examples.
[0139] [ka]
[0140] <Configuration of an OLED display device> <Pixels and Organic EL Elements> The organic EL display device according to this embodiment has a first organic EL element as a first pixel, a second organic EL element as a second pixel, and a third organic EL element as a third pixel. In this specification, organic EL elements may be referred to as organic electroluminescent elements.
[0141] In the organic EL display device according to this embodiment, it is preferable that a voltage is applied independently to the first pixel, the second pixel, and the third pixel. In the organic EL display device according to this embodiment, it is preferable that the first pixel, the second pixel, and the third pixel are selectively capable of emitting light. In this embodiment, it is preferable that the organic EL display device has a first pixel, a second pixel, and a third pixel arranged in parallel. The organic EL display device according to this embodiment may have multiple units, each containing one first pixel, one second pixel, and one third pixel. In this case, multiple units consisting of the first, second, and third pixels may be repeatedly arranged on a substrate. For example, in the organic EL display device according to this embodiment, each pixel may be a subpixel. That is, the first, second, and third pixels may be subpixels. One pixel in the organic EL display device may be composed of the first, second, and third pixels as subpixels. Furthermore, in the organic EL display device according to this embodiment, one pixel may contain multiple subpixels, at least one of the first, second, and third pixels. For example, in the organic EL display device according to this embodiment, one pixel may consist of one first pixel, one second pixel, and two third pixels as subpixels.
[0142] In the organic EL display device according to this embodiment, it is preferable that the first pixel, second pixel, and third pixel emit different colors from each other. In this embodiment, it is preferable that the first pixel emits blue light, the second pixel emits green light, and the third pixel emits red light. However, the organic EL display device according to this embodiment may also have pixels that emit colors other than blue, green, and red. In the organic EL display device according to this embodiment, each pixel has the configuration of an organic EL element (the same applies to the following embodiments, etc.).
[0143] The first organic EL element includes a first anode, a cathode, and two or more light-emitting units for first pixels disposed between the first anode and the cathode.
[0144] The second organic EL element has a second anode, a cathode, and two or more light-emitting units for the second pixel, which are positioned between the second anode and the cathode.
[0145] The third organic EL element has a third anode, a cathode, and two or more light-emitting units for third pixels positioned between the third anode and the cathode.
[0146] In the organic EL display device according to this embodiment, the first organic EL element, the second organic EL element, and the third organic EL element each have, in addition to their respective light-emitting units (light-emitting unit for the first pixel, light-emitting unit for the second pixel, and light-emitting unit for the third pixel), a common charge generation unit and a common hole transport band.
[0147] In the organic EL display device according to this embodiment, it is preferable that the first organic EL element is a blue organic EL element. In the organic EL display device according to this embodiment, it is preferable that the second organic EL element is a green organic EL element. In the organic EL display device according to this embodiment, it is preferable that the third organic EL element is a red organic EL element.
[0148] The organic EL display device according to this embodiment preferably emits blue light, green light, red light, or white light. In this specification, blue emission refers to emission in which the maximum peak wavelength in the emission spectrum is within the range of 430 nm or more and 480 nm or less. In this specification, green emission refers to emission in which the maximum peak wavelength in the emission spectrum is within the range of 500 nm or more and 560 nm or less. In this specification, red emission refers to emission in which the maximum peak wavelength in the emission spectrum is in the range of 600 nm or more and 660 nm or less. The maximum peak wavelength is the peak wavelength at which the emission intensity is highest in the emission spectrum.
[0149] Preferably, the maximum peak wavelength of light emitted from the first organic EL element is smaller than the maximum peak wavelength of light emitted from the second organic EL element, and further preferably, the maximum peak wavelength of light emitted from the second organic EL element is smaller than the maximum peak wavelength of light emitted from the third organic EL element.
[0150] In the organic EL display device according to this embodiment, the maximum peak wavelength of the light emitted from the first organic EL element is preferably 430 nm or more and 480 nm or less.
[0151] In the organic EL display device according to this embodiment, the maximum peak wavelength of the light emitted from the second organic EL element is preferably 500 nm or more and 560 nm or less.
[0152] In the organic EL display device according to this embodiment, the maximum peak wavelength of the light emitted from the third organic EL element is preferably 600 nm or more and 660 nm or less.
[0153] When driving the organic EL display device according to this embodiment, the maximum peak wavelength of light emitted from each 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).
[0154] <Charge Generation Common Unit> The common charge generation unit is provided in common across the first organic EL element, the second organic EL element, and the third organic EL element, between at least one pair of first pixel light-emitting units selected from the two or more first pixel light-emitting units, between at least one pair of second pixel light-emitting units selected from the two or more second pixel light-emitting units, and between at least one pair of third pixel light-emitting units selected from the two or more third pixel light-emitting units.
[0155] The organic EL display device according to this embodiment preferably has one or more common charge generation units. The organic EL display device according to this embodiment may have two or more common charge generation units.
[0156] In the organic EL display device according to this embodiment, it is also preferable that the common charge generation unit contains a compound represented by formula (AC1).
[0157] In the organic EL display device according to this embodiment, it is preferable that each common charge generation unit independently includes at least one charge generation layer. It is preferable that at least one of the common charge generation units includes two or more charge generation layers. It is preferable that each common charge generation unit independently includes two or more charge generation layers.
[0158] The charge generation layer is a layer that generates holes and electrons when a voltage is applied to the organic EL element. It supplies electrons to the layer located on the anode side of the charge generation layer and holes to the layer located on the cathode side of the charge generation layer. 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.
[0159] In the organic EL display device according to this embodiment, each charge generation layer in the common charge generation unit is provided in common across the first organic EL element, the second organic EL element, and the third organic EL element.
[0160] In the organic EL display device according to this embodiment, it is preferable that at least one of the charge generation layers contains a compound represented by formula (AC1).
[0161] In the organic EL display device according to this embodiment, it is preferable that at least one of the common charge generation units includes a first charge generation layer and a second charge generation layer as two charge generation layers.
[0162] In the organic EL display device according to this embodiment, if the common charge generation unit includes a first charge generation layer and a second charge generation layer, it is preferable that both the first charge generation layer and the second charge generation layer are provided in common across the first organic EL element, the second organic EL element, and the third organic EL element. It is preferable that the first charge generation layer and the second charge generation layer are in direct contact with each other in at least one common charge generation unit.
[0163] In the organic EL display device according to this embodiment, it is preferable that at least one of the first charge generation layer and the second charge generation layer contains the compound represented by formula (AC1).
[0164] In the organic EL display device according to this embodiment, it is preferable that at least one of the common charge generation units includes a first charge generation layer and a second charge generation layer in this order from the anode (first anode, second anode, and third anode) side. In this case, it is preferable that the second charge generation layer, which is located on the cathode side of the first charge generation layer, contains the compound represented by formula (AC1).
[0165] In the organic EL display device according to this embodiment, when the common charge generation unit is composed of a plurality of charge generation layers, it is preferable that the common charge generation unit 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 common charge generation unit. 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 common charge generation unit.
[0166] In the organic EL display device according to this embodiment, it is preferable that one of the N-type charge generation layer and the P-type charge generation layer is the first charge generation layer. In the organic EL display device 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.
[0167] In the organic EL display device according to this embodiment, it is preferable that the P-type charge generation layer contains the compound represented by formula (AC1). Other materials that can be used for the charge generation layer in the common charge generation unit include, for example, known materials that can be used for the charge generation layer of a tandem type organic EL element.
[0168] In the organic EL display device according to this embodiment, the second charge generation layer preferably contains a hole transport band material and an acceptor material. The second charge generation layer may also preferably contain a compound represented by formula (AC1) (first acceptor material) or a second acceptor material described later as the acceptor material. In the organic EL display device according to this embodiment, it is also preferable that the content of the acceptor material in the second charge generation layer be less than 50% by mass, 40% by mass or less, 30% by mass or less, or 20% by mass or less. In the organic EL display device according to this embodiment, it is also preferable that the content of the acceptor material in the second charge generation layer be 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 the organic EL display device according to this embodiment, if the second charge generation layer contains a hole transport band material and an acceptor material, it is also preferable that the content of the hole transport band material in the second charge generation layer is more than 50% by mass, 60% by mass or more, 70% by mass or more, or 80% by mass or more. In the organic EL display device according to this embodiment, the content of the hole transport band material in the second charge generation 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 acceptor material and the hole transport band material in the second charge generation layer is preferably 100% by mass or less.
[0169] In the organic EL display device according to this embodiment, the hole transport band material contained in the second charge generation layer and the hole transport band material contained in the layer in the common hole transport band and the layer in the hole transport band are either the same compound or different compounds.
[0170] In the organic EL display device 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.
[0171] <Common Hole Transport Band> In the organic EL display device according to this embodiment, the common hole transport band is provided in common across the first organic EL element, the second organic EL element, and the third organic EL element between the first pixel light-emitting unit closest to the first anode and the first anode, between the second pixel light-emitting unit closest to the second anode and the second anode, and between the third pixel light-emitting unit closest to the third anode and the third anode. It is preferable that the first anode, the second anode, and the third anode are in direct contact with the common hole transport band.
[0172] In the organic EL display device according to this embodiment, the common hole transport band includes one or more layers. Preferably, the common hole transport band includes a common hole injection layer. The common hole injection layer is provided in common across the first organic EL element, the second organic EL element, and the third organic EL element. Preferably, the common hole injection layer is in direct contact with the layers in the hole transport band. Preferably, the common hole injection layer is in direct contact with the first anode, the second anode, and the third anode.
[0173] In the organic EL display device according to this embodiment, the common hole transport band may include two or more layers. In the organic EL display device according to this embodiment, it is preferable that the common hole transport band includes a common hole injection layer and a common hole transport layer in order from the anode side. In this case, the common hole injection layer and the common hole transport layer are provided in common across the first organic EL element, the second organic EL element, and the third organic EL element. It is also preferable that the common hole transport layer is in direct contact with the light-emitting layer in the light-emitting band. It is also preferable that the common hole injection layer and the common hole transport layer are in direct contact.
[0174] In the organic EL display device according to this embodiment, the common hole transport band may include three or more layers. Preferably, the common hole transport band includes three layers in order from the anode side: a common hole injection layer, a common hole transport layer, and a common electron barrier layer. In this case, the common hole injection layer, the common hole transport layer, and the common electron barrier layer are provided in common across the first organic EL element, the second organic EL element, and the third organic EL element. It is also preferable that the common electron barrier layer is in direct contact with the light-emitting layer in the light-emitting band. It is also preferable that the common hole transport layer and the common electron barrier layer are in direct contact.
[0175] In the organic EL display device according to this embodiment, it is preferable that the common hole transport band contains a compound represented by formula (AC1). The common hole transport band has a layer containing the compound represented by formula (AC1) (first acceptor material containing layer), and it is preferable that this first acceptor material containing layer is a common layer provided in common across the first organic EL element, the second organic EL element, and the third organic EL element. The presence of a compound represented by formula (AC1) in the common hole transport band suppresses the degradation of device performance and increases the sheet resistance between pixels, thereby suppressing the generation of leakage current.
[0176] In the organic EL display device according to this embodiment, it is preferable that the common hole injection layer contains a compound represented by formula (AC1). That is, it is preferable that the common hole injection layer is a first acceptor material-containing layer.
[0177] In the organic EL display device according to this embodiment, it is preferable that the common hole injection layer, the common hole transport layer, and the common electron barrier layer each independently contain a hole transport band material. It is more preferable that the common hole injection layer contains the compound represented by formula (AC1) and the hole transport band material. It is preferable that the hole transport band material contained in the common hole injection layer and the hole transport band material contained in the common hole transport layer are the same compound. The hole transport band materials contained in the common hole injection layer and the common hole transport layer may be different compounds.
[0178] In the organic EL display device according to this embodiment, if at least one of the charge generation common units contains the compound represented by formula (AC1) (first acceptor material), the common hole transport band does not have to contain the first acceptor material, but it is preferable that it contains the first acceptor material. If the common hole transport band does not contain the first acceptor material, it is preferable that it contains a second acceptor material, which will be described later.
[0179] In the organic EL display device according to this embodiment, it is also preferable that the content of the first acceptor material in the first acceptor material-containing layer is less than 50% by mass, 40% by mass or less, 30% by mass or less, or 20% by mass or less. In the organic EL display device according to this embodiment, it is also preferable that the content of the first acceptor material in the first acceptor material-containing layer is 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 the organic EL display device according to this embodiment, if the first acceptor material-containing layer contains a hole transport band material and the first acceptor material, it is also preferable that the content of the hole transport band material in the first acceptor material-containing layer is more than 50% by mass, 60% by mass or more, 70% by mass or more, or 80% by mass or more. In the organic EL display device according to this embodiment, the content of the hole transport band material in the first acceptor material-containing 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 acceptor material and the hole transport band material in the first acceptor material-containing layer is preferably 100% by mass or less.
[0180] In the organic EL display device according to this embodiment, it is also preferable that both the common charge generation unit and the common hole transport band contain the compound represented by formula (AC1) (first acceptor material). The first acceptor material contained in the common charge generation unit and the first acceptor material contained in the common hole transport band may be the same compound or different compounds.
[0181] <Light-emitting unit> In the organic EL display device according to this embodiment, the first organic EL element, the second organic EL element, and the third organic EL element are elements that include a plurality of light-emitting units between the anode and the cathode. The first organic EL element has two or more light-emitting units for first pixels, the second organic EL element has two or more light-emitting units for second pixels, and the third organic EL element has two or more light-emitting units for third pixels. An organic EL element in which a plurality of light-emitting units are stacked may be referred to as a tandem type organic EL element.
[0182] Multiple light-emitting units arranged between the anode and cathode can be counted sequentially from the anode side as the Xth stage, (X+1)th stage, (X+2)th stage, and so on (where X is an integer greater than or equal to 1). Since the first organic EL element, the second organic EL element, and the third organic EL element each independently contain two or more light-emitting units, the first organic EL element, the second organic EL element, and the third organic EL element each contain at least one stage of light-emitting units and two stages of light-emitting units.
[0183] In the organic EL display device according to this embodiment, the first organic EL element preferably includes two first pixel light-emitting units: a first-stage first pixel light-emitting unit and a second-stage first pixel light-emitting unit. In this case, the first-stage first pixel light-emitting unit is the first pixel light-emitting unit closest to the first anode, and the second-stage first pixel light-emitting unit is the first pixel light-emitting unit closest to the cathode.
[0184] In the organic EL display device according to this embodiment, the second organic EL element preferably includes a first-stage second-pixel light-emitting unit and a second-stage second-pixel light-emitting unit as two second-pixel light-emitting units. In this case, the first-stage second-pixel light-emitting unit is the second-pixel light-emitting unit closest to the second anode, and the second-stage second-pixel light-emitting unit is the second-pixel light-emitting unit closest to the cathode.
[0185] In the organic EL display device according to this embodiment, the third organic EL element preferably includes a first-stage third-pixel light-emitting unit and a second-stage third-pixel light-emitting unit as two third-pixel light-emitting units. In this case, the first-stage third-pixel light-emitting unit is the third-pixel light-emitting unit closest to the third anode, and the second-stage third-pixel light-emitting unit is the third-pixel light-emitting unit closest to the cathode.
[0186] In the organic EL display device according to this embodiment, each light-emitting unit of the first organic EL element, the second organic EL element, and the third organic EL element independently includes one or more layers. At least one of the layers included in each light-emitting unit is a light-emitting layer.
[0187] In the organic EL display device according to this embodiment, each light-emitting unit of the first organic EL element, the second organic EL element, and the third organic EL element may independently have one or more layers other than the light-emitting layer that are selected from the group consisting of organic compounds and inorganic materials. The inorganic material is at least one of an inorganic compound and an element. It is preferable that each light-emitting unit independently includes one or more layers selected from the group consisting of a layer composed only of organic compounds, a layer composed only of inorganic materials, and a layer composed of both organic compounds and inorganic materials. Examples of layers that each light-emitting unit may include other than the light-emitting layer include layers that can be used in organic EL elements. There are no particular limitations on the layers that can be used in organic EL elements, but it is preferable that each light-emitting unit independently includes at least one of the layers selected from the group consisting of a hole injection layer, a hole transport layer, an electron barrier layer, a hole barrier layer, an electron transport layer, and an electron injection layer.
[0188] In the organic EL display device according to this embodiment, each light-emitting unit of the first organic EL element, the second organic EL element, and the third organic EL element may independently include at least one of the bands selected from the group consisting of the hole transport band and the electron transport band.
[0189] In the organic EL display device according to this embodiment, each light-emitting unit of the first organic EL element, the second organic EL element, and the third organic EL element independently includes a light-emitting band. Each light-emitting band independently may contain only one light-emitting layer or two or more light-emitting layers.
[0190] In the organic EL display device according to this embodiment, it is preferable that each light-emitting layer, which includes the light-emitting band of the first pixel light-emitting unit, the light-emitting band of the second pixel light-emitting unit, and the light-emitting band of the third pixel light-emitting unit, independently contains a host material and a luminescent compound. In the organic EL display device according to this embodiment, each luminescent compound contained in each light-emitting layer is independently either fluorescent or phosphorescent. In the organic EL display device according to this embodiment, it is preferable that at least one of the light-emitting layers contains a fluorescent luminescent compound.
[0191] Each of the two or more light-emitting units for the first pixel independently includes one or more light-emitting layers. In the organic EL display device according to this embodiment, it is preferable that the two or more light-emitting units for first pixels included in the first organic EL element are blue light-emitting units. In the organic EL display device according to this embodiment, it is preferable that at least one blue light-emitting unit selected from the two or more blue light-emitting units includes two or more light-emitting layers. Preferably, each of the two or more light-emitting units for the first pixel independently contains a blue light-emitting compound. Preferably, each of the blue light-emitting compounds independently has a maximum peak wavelength of 430 nm or more and 480 nm or less.
[0192] Each of the two or more light-emitting units for the second pixel independently includes one or more light-emitting layers. In the organic EL display device according to this embodiment, it is preferable that the two or more second pixel light-emitting units included in the second organic EL element are green light-emitting units. In the organic EL display device according to this embodiment, at least one green light-emitting unit selected from the two or more green light-emitting units may include two or more light-emitting layers. Preferably, each of the two or more second pixel light-emitting units independently contains a green light-emitting compound. Preferably, each of the green light-emitting compounds independently is a light-emitting compound with a maximum peak wavelength of 500 nm or more and 560 nm or less.
[0193] Each of the two or more third pixel light-emitting units independently includes one or more light-emitting layers. In the organic EL display device according to this embodiment, it is preferable that the two or more light-emitting units for the third pixel included in the third organic EL element are red light-emitting units. In the organic EL display device according to this embodiment, at least one red light-emitting unit selected from the two or more red light-emitting units may include two or more light-emitting layers. Preferably, each of the two or more third pixel light-emitting units independently contains a red light-emitting compound. Preferably, each of the red light-emitting compounds independently has a maximum peak wavelength of 600 nm or more and 660 nm or less.
[0194] (Measurement of maximum peak wavelength) 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 peak wavelength of fluorescence emission (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 using a solution (solution method), which will be described later. In this solution method, a toluene solution of the compound to be measured (luminescent compound) is prepared.
[0195] (Host material and dopant material) In the organic EL display device according to this embodiment, it is preferable that one or more light-emitting layers included in the first pixel light-emitting unit, the second pixel light-emitting unit, and the third pixel light-emitting unit each independently contain a host material and a dopant material. The host material may also be referred to as a matrix material. The dopant material may also be referred to as a luminescent compound, guest material, emitter, or light-emitting material.
[0196] In the organic EL display device according to this embodiment, it is preferable that each light-emitting layer independently contains at least one dopant material selected from the group consisting of the dopant materials shown below, and at least one host material selected from the group consisting of the host materials shown below.
[0197] (Dopant material for the light-emitting layer) The light-emitting layer is a layer containing a highly luminescent substance, and various materials can be used. For example, as a highly luminescent substance, a fluorescent compound that emits fluorescence or a phosphorescent compound that emits phosphorescence can be used. A fluorescent compound is a compound that can emit light from a singlet excited state, and a phosphorescent compound is a compound that can emit light from a triplet excited state. In the organic EL display device according to this embodiment, the dopant material is preferably at least one of the materials independently selected from the group consisting of fluorescent luminescent materials and phosphorescent luminescent materials. Specific examples of fluorescent luminescent materials and phosphorescent luminescent materials include, for example, the following materials, but the present invention is not limited to these materials.
[0198] Examples of blue fluorescent materials that can be used in the light-emitting layer include pyrene derivatives, styrylamine derivatives, chrysene derivatives, fluorantene derivatives, fluorene derivatives, diamine derivatives, and triarylamine derivatives. Specifically, these include N,N'-bis[4-(9H-carbazole-9-yl)phenyl]-N,N'-diphenylstilbene-4,4'-diamine (abbreviated as YGA2S), 4-(9H-carbazole-9-yl)-4'-(10-phenyl-9-anthryl)triphenylamine (abbreviated as YGAPA), and 4-(10-phenyl-9-anthryl)-4'-(9-phenyl-9H-carbazole-3-yl)triphenylamine (abbreviated as PCBAPA).
[0199] Aromatic amine derivatives can be used as green fluorescent luminescent materials that can be used in the light-emitting layer. Specifically, N-(9,10-diphenyl-2-anthryl)-N,9-diphenyl-9H-carbazole-3-amine (abbreviation: 2PCAPA), N-[9,10-bis(1,1'-biphenyl-2-yl)-2-anthryl]-N,9-diphenyl-9H-carbazole-3-amine (abbreviation: 2PCABPhA), N-(9,10-diphenyl-2-anthryl)-N,N',N'-triphenyl-1,4-phenylenediamine (abbreviation: 2DPAPA), N-[ Examples include 9,10-bis(1,1'-biphenyl-2-yl)-2-anthryl]-N,N',N'-triphenyl-1,4-phenylenediamine (abbreviation: 2DPABPhA), N-[9,10-bis(1,1'-biphenyl-2-yl)]-N-[4-(9H-carbazole-9-yl)phenyl]-N-phenylanthracene-2-amine (abbreviation: 2YGABPhA), and N,N,9-triphenylanthracene-9-amine (abbreviation: DPhAPhA).
[0200] As red fluorescent materials that can be used in the light-emitting layer, tetracene derivatives and diamine derivatives can be used. Specifically, examples include N,N,N',N'-tetrakis(4-methylphenyl)tetracene-5,11-diamine (abbreviated as p-mPhTD) and 7,14-diphenyl-N,N,N',N'-tetrakis(4-methylphenyl)acenaphtho[1,2-a]fluorantene-3,10-diamine (abbreviated as p-mPhAFD).
[0201] Metal complexes such as iridium complexes, osmium complexes, and platinum complexes are used as blue phosphorescent materials that can be used in the light-emitting layer. Specifically, examples include bis[2-(4',6'-difluorophenyl)pyridinate-N,C2']iridium(III)tetrakis(1-pyrazolyl)borate (abbreviated as FIr6), bis[2-(4',6'-difluorophenyl)pyridinate-N,C2']iridium(III) picolinate (abbreviated as FIrpic), bis[2-(3',5'bistrifluoromethylphenyl)pyridinate-N,C2']iridium(III) picolinate (abbreviated as Ir(CF3ppy)2(pic)), and bis[2-(4',6'-difluorophenyl)pyridinate-N,C2']iridium(III) acetylacetonate (abbreviated as FIracac).
[0202] Iridium complexes and the like are used as green phosphorescent materials that can be used in the light-emitting layer. Examples include tris(2-phenylpyridinato-N,C2')iridium(III) (abbreviation: Ir(ppy)3), bis(2-phenylpyridinato-N,C2')iridium(III) acetylacetonate (abbreviation: Ir(ppy)2(acac)), bis(1,2-diphenyl-1H-benzimidazolato)iridium(III) acetylacetonate (abbreviation: Ir(pbi)2(acac)), and bis(benzo[h]quinolinate)iridium(III) acetylacetonate (abbreviation: Ir(bzq)2(acac)).
[0203] Metal complexes such as iridium complexes, platinum complexes, terbium complexes, and europium complexes are used as red phosphorescent materials that can be used in the light-emitting layer. Specifically, examples include organometallic complexes such as bis[2-(2'-benzo[4,5-α]thienyl)pyridinate-N,C3']iridium(III) acetylacetonate (abbreviation: Ir(btp)2(acac)), bis(1-phenylisoquinolinate-N,C2')iridium(III) acetylacetonate (abbreviation: Ir(piq)2(acac)), (acetylacetonate)bis[2,3-bis(4-fluorophenyl)quinoxalinato]iridium(III) (abbreviation: Ir(Fdpq)2(acac)), and 2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphyrin platinum(II) (abbreviation: PtOEP). Furthermore, rare earth metal complexes such as tris(acetylacetonato)(monophenanthroline)terbium(III) (abbreviation: Tb(acac)3(Phen)), tris(1,3-diphenyl-1,3-propanedionato)(monophenanthroline)europium(III) (abbreviation: Eu(DBM)3(Phen)), and tris[1-(2-tenoyl)-3,3,3-trifluoroacetonato](monophenanthroline)europium(III) (abbreviation: Eu(TTA)3(Phen)) can be used as phosphorescent compounds because the emission is due to electron transitions between different multiplicities from rare earth metal ions.
[0204] (Host material for the light-emitting layer) Each light-emitting layer may have a configuration in which the aforementioned highly luminescent material (dopant material) is dispersed in another material (host material) independently.
[0205] Various compounds can be used as materials to disperse highly luminescent substances, but it is preferable to use a material that has a lower least unoccupied orbital level (LUMO level) and a lower highest occupied orbital level (HOMO level) than the highly luminescent substance.
[0206] In the organic EL display device according to this embodiment, it is also preferable that the host material be at least one selected independently from the group consisting of the compounds shown in (1) to (4) below. (1) Metal complexes such as aluminum complexes, beryllium complexes, or zinc complexes (2) Heterocyclic compounds such as oxadiazole derivatives, benzimidazole derivatives, or phenanthroline derivatives (3) Condensed aromatic compounds such as carbazole derivatives, anthracene derivatives, phenanthrene derivatives, pyrene derivatives, or chrysene derivatives (4) Aromatic amine compounds such as triarylamine derivatives or condensed polycyclic aromatic amine derivatives
[0207] Specifically, examples of metal complexes include tris(8-quinolinolato)aluminum(III) (abbreviated as Alq), tris(4-methyl-8-quinolinolato)aluminum(III) (abbreviated as Almq3), bis(10-hydroxybenzo[h]quinolinato)beryllium(II) (abbreviated as BeBq2), bis(2-methyl-8-quinolinolato)(4-phenylphenolato)aluminum(III) (abbreviated as BAlq), bis(8-quinolinolato)zinc(II) (abbreviated as Znq), bis[2-(2-benzoxazolyl)phenolato]zinc(II) (abbreviated as ZnPBO), and bis[2-(2-benzothiazolyl)phenolato]zinc(II) (abbreviated as ZnBTZ). Examples of heterocyclic compounds include 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviated as PBD), 1,3-bis[5-(p-tert-butylphenyl)-1,3,4-oxadiazole-2-yl]benzene (abbreviated as OXD-7), 3-(4-biphenylyl)-4-phenyl-5-(4-tert-butylphenyl)-1,2,4-triazole (abbreviated as TAZ), 2,2',2''-(1,3,5-benzenetriyl)tris(1-phenyl-1H-benzimidazole) (abbreviated as TPBI), vasophenanthroline (abbreviated as BPhen), and vasocuproin (abbreviated as BCP).
[0208] Examples of condensed aromatic compounds include 9-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (abbreviated as CzPA), 3,6-diphenyl-9-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (abbreviated as DPCzPA), 9,10-bis(3,5-diphenylphenyl)anthracene (abbreviated as DPPA), 9,10-di(2-naphthyl)anthracene (abbreviated as DNA), and 2-tert-butyl-9,10-di(2-naphthyl)anthracene Examples include t-BuDNA (abbreviated as t-BuDNA), 9,9'-biantryl (abbreviated as BANT), 9,9'-(stilbene-3,3'-diyl)diphenanthrene (abbreviated as DPNS), 9,9'-(stilbene-4,4'-diyl)diphenanthrene (abbreviated as DPNS2), 3,3',3''-(benzene-1,3,5-triyl)tripylene (abbreviated as TPB3), 9,10-diphenylanthracene (abbreviated as DPAnth), and 6,12-dimethoxy-5,11-diphenylchrysene.
[0209] Aromatic amine compounds include N,N-diphenyl-9-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole-3-amine (abbreviated as CzA1PA), 4-(10-phenyl-9-anthryl)triphenylamine (abbreviated as DPhPA), N,9-diphenyl-N-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole-3-amine (abbreviated as PCAPA), N,9-diphenyl-N-{4-[4-(10-phenyl-9-anthryl)phenyl]phenyl}-9H-carbazole-3-amine (abbreviated as PCAPBA), N-(9,10-diphenyl-2-anthryl)-N,9-diphenyl-9H-carbazole-3-amine (abbreviated as 2PCAPA), NPB (or α-NPD), TPD, DFLDPBi, BSPB, and others.
[0210] In this specification, "host material" refers to a material that is included in the layer in an amount of, for example, "50% by mass or more". Therefore, the light-emitting layer contains, for example, 50% by mass or more of the host material of the total mass of the light-emitting layer. If the organic EL element has multiple light-emitting layers, for example, each of the multiple light-emitting layers contains 50% by mass or more of the host material of the total mass of each light-emitting layer. Alternatively, for example, the "host material" may be included in an amount of 60% by mass or more of the light-emitting layer, 70% by mass or more of the light-emitting layer, 80% by mass or more of the light-emitting layer, 90% by mass or more of the light-emitting layer, or 95% by mass or more of the light-emitting layer. Alternatively, for example, the "host material" may be included in an amount of 99.5% by mass or less of the light-emitting layer, or 99% by mass or less of the light-emitting layer. If the light-emitting layer contains a host material and a dopant material, the upper limit of the total content of the host material and the dopant material is 100% by mass.
[0211] In the organic EL display device according to this embodiment, it is preferable that at least one of the light-emitting layers does not contain a metal complex. Furthermore, in the organic EL display device according to this embodiment, it is preferable that at least one of the light-emitting layers does not contain a boron-containing complex.
[0212] In one embodiment of the organic EL display device according to this embodiment, the host material may also be a first host material or a second host material, as described later.
[0213] In one embodiment of the organic EL display device according to this embodiment, the host material is also preferably any compound selected from the group consisting of the compound represented by formula (H11), the compound represented by formula (H12), the compound represented by formula (H13), the compound represented by formula (H14), the compound represented by formula (H15), the compound represented by formula (H16), and the compound represented by formula (2).
[0214] In the organic EL display device according to this embodiment, at least one of the light-emitting layers may not contain a phosphorescent material.
[0215] In the organic EL display device according to this embodiment, at least one of the light-emitting layers may not contain a heavy metal complex or a phosphorescent rare earth metal complex. In the organic EL display device according to this embodiment, at least one of the light-emitting layers may not contain heavy metal complexes such as iridium complexes, osmium complexes, and platinum complexes.
[0216] In the organic EL display device according to this embodiment, it is preferable that at least one light-emitting unit selected from two or more light-emitting units includes two or more light-emitting layers. When two or more light-emitting layers are included in one light-emitting unit, it is preferable that the two or more light-emitting layers are at least a first light-emitting layer and a second light-emitting layer.
[0217] In the organic EL display device according to this embodiment, each of the two or more first pixel light-emitting units independently includes one or more light-emitting layers.
[0218] In one embodiment of the organic EL display device according to this embodiment, at least one of the two or more first pixel light-emitting units may include only one light-emitting layer, or all first pixel light-emitting units may include only one light-emitting layer.
[0219] Furthermore, in one embodiment of the organic EL display device according to this embodiment, at least one first pixel light-emitting unit selected from the two or more first pixel light-emitting units may include two or more light-emitting layers, and all first pixel light-emitting units may include two or more light-emitting layers. When two or more light-emitting layers are included in one first pixel light-emitting unit, it is preferable that the two or more light-emitting layers consist of at least a first light-emitting layer and a second light-emitting layer.
[0220] In the organic EL display device according to this embodiment, the first light-emitting layer preferably contains a first host material and a first light-emitting compound.
[0221] In the organic EL display device according to this embodiment, the second light-emitting layer preferably contains a second host material and a second light-emitting compound.
[0222] In the organic EL display device 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 the relationship shown in the following formula (Equation 1A). T1(H1)>T1(H2) …(Math 1A)
[0223] In the organic EL display device according to this embodiment, at least one of the light-emitting units for the first pixel has a light-emitting band that includes a first light-emitting layer and a second light-emitting layer that satisfy the relationship in the formula (Equation 1A), thereby improving the luminous efficiency compared to a light-emitting band composed of a single light-emitting layer.
[0224] Conventionally, Triplet-Triplet-Annihilation (sometimes referred to as TTA) has been 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 also called the TTF mechanism. TTF is an abbreviation for Triplet-Triplet Fusion.
[0225] 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%.
[0226] In the organic EL display device according to this embodiment, 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 hole transport layer or electron barrier layer, quenching by an excess of electrons is possible. On the other hand, if the recombination region is locally located at the interface between the first light-emitting layer and the electron transport layer or hole barrier layer, quenching by an excess of holes is possible. In one embodiment of the organic EL display device according to this embodiment, the light-emitting unit has at least two light-emitting layers (i.e., a first light-emitting layer and a second light-emitting layer) that satisfy a predetermined relationship, wherein the triplet energy T1(H1) of the first host material in the first light-emitting layer and the triplet energy T1(H2) of the second host material in the second light-emitting layer satisfy the relationship of the formula (Equation 1A). By equipping the light-emitting unit with a first light-emitting layer and a second light-emitting layer such that the relationship in the above formula (Equation 1A) is satisfied, 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, in the organic EL display device according to this embodiment, at least one of the light-emitting units has 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. 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.
[0227] In the organic EL display device 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 the relationship shown in the following formula (Equation 1B). T1(H1)-T1(H2)>0.03eV …(Math 1B)
[0228] In one embodiment of the organic EL display device according to this embodiment, the first light-emitting layer and the second light-emitting layer are in direct contact.
[0229] 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.
[0230] In one embodiment of the organic EL display device according to this embodiment, the first light-emitting layer is arranged between the anode and the second light-emitting layer.
[0231] In one embodiment of the organic EL display device according to this embodiment, one of the first light-emitting layer and the second light-emitting layer is the layer located furthest to the anode among a plurality of layers having a light-emitting band.
[0232] In one embodiment of the organic EL display device according to this embodiment, one of the first light-emitting layer and the second light-emitting layer is the layer located furthest to the cathode among a plurality of layers having a light-emitting band.
[0233] In the organic EL display device according to this embodiment, the anode, the first light-emitting layer, the second light-emitting layer, and the cathode may be arranged in this order, or the order of the first light-emitting layer and the second light-emitting layer may be reversed. That is, the anode, the second light-emitting layer, the first light-emitting layer, and the cathode may be arranged in this order. In any case of the order of the first light-emitting layer and the second light-emitting layer, by selecting a combination of materials that satisfies the relationship in the above formula (Equation 1A), the effects of a laminated configuration of the first light-emitting layer and the second light-emitting layer can be expected.
[0234] (First light-emitting layer) In one embodiment of the organic EL display device according to this embodiment, the first light-emitting layer 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 from each other.
[0235] In one embodiment of the organic EL display device according to this embodiment, the first luminescent compound and the second luminescent compound are either the same as or different from each other.
[0236] In one embodiment of the organic EL display device according to this embodiment, the first luminescent compound exhibits emission with a maximum peak wavelength of 480 nm or less, or emission with a maximum peak wavelength of 470 nm or less. In one embodiment of the organic EL display device according to this embodiment, the first luminescent compound exhibits emission with a maximum peak wavelength of 430 nm or higher, or emission with a maximum peak wavelength of 440 nm or higher.
[0237] In one embodiment of the organic EL display device according to this embodiment, the first luminescent compound 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 one embodiment of the organic EL display device according to this embodiment, the first luminescent compound exhibits fluorescence emission with a maximum peak wavelength of 430 nm or higher, or fluorescence emission with a maximum peak wavelength of 440 nm or higher.
[0238] In one embodiment of the organic EL display device according to this embodiment, the first luminescent compound is a compound that does not contain an azine ring structure in its molecule.
[0239] In one embodiment of the organic EL display device according to this embodiment, the first luminescent compound is not a boron-containing complex.
[0240] In the organic EL display device according to this embodiment, the first light-emitting compound is preferably a blue light-emitting compound.
[0241] In one embodiment of the organic EL display device according to this embodiment, the first light-emitting layer does not contain a metal complex. Also, in one embodiment of the organic EL display device according to this embodiment, the first light-emitting layer does not contain a boron-containing complex.
[0242] In one embodiment of the organic EL display device according to this embodiment, the first light-emitting layer does not contain a phosphorescent material. Furthermore, in one embodiment of the organic EL display device according to this embodiment, the first light-emitting layer does not contain heavy metal complexes or phosphorescent rare-earth metal complexes. Examples of heavy metal complexes include iridium complexes, osmium complexes, and platinum complexes.
[0243] In one embodiment of the organic EL display device according to this embodiment, the peak with the maximum emission intensity in the emission spectrum of the first luminescent compound is defined as the maximum peak, and when the height of this maximum peak is set to 1, the heights of the other peaks appearing in the emission spectrum are less than 0.6. Note that the peaks in the emission spectrum are defined as local maximums. Furthermore, in one embodiment of the organic EL display device according to this embodiment, it is preferable that the number of peaks in the emission spectrum of the first luminescent compound is less than three.
[0244] In one embodiment of the organic EL display device according to this embodiment, the triplet energy T1(H1) of the first host material and the triplet energy T1(D1) of the first luminescent compound satisfy the following equation (Equation 6). T1(D1)>T1(H1) …(Math 6)
[0245] Because the first host material and the first luminescent compound satisfy the relationship shown in equation (Equation 6), 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.
[0246] In one embodiment of the organic EL display device according to this embodiment, the singlet energy S1(H1) of the first host material and the singlet energy S1(D1) of the first luminescent compound satisfy the following equation (Equation 5). The singlet energy S1 refers to the energy difference between the lowest excited singlet state and the ground state. S1(H1)>S1(D1) …(Math 5)
[0247] When the first host material and the first luminescent compound satisfy the relationship shown in equation (Equation 5), 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.
[0248] (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. edgeBased 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
[0249] 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.
[0250] (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).
[0251] 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.
[0252] In one embodiment of the organic EL display device 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 display device 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.
[0253] In one embodiment of the organic EL display device 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 display device 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.
[0254] 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.
[0255] In one embodiment of the organic EL display device according to this embodiment, the first light-emitting layer may consist only of a first host material and a first light-emitting compound.
[0256] In one embodiment of the organic EL display device 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 display device 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 display device according to this embodiment, the film thickness of the first light-emitting layer is 3 nm or more and 15 nm or less.
[0257] (Second light-emitting layer) In one embodiment of the organic EL display device according to this embodiment, the second light-emitting layer 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.
[0258] In one embodiment of the organic EL display device according to this embodiment, the second luminescent compound exhibits emission with a maximum peak wavelength of 480 nm or less, or emission with a maximum peak wavelength of 470 nm or less. In one embodiment of the organic EL display device according to this embodiment, the second luminescent compound exhibits emission with a maximum peak wavelength of 430 nm or higher, or emission with a maximum peak wavelength of 440 nm or higher.
[0259] In one embodiment of the organic EL display device according to this embodiment, the second luminescent compound 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 one embodiment of the organic EL display device according to this embodiment, the second luminescent compound exhibits fluorescence emission with a maximum peak wavelength of 430 nm or higher, or fluorescence emission with a maximum peak wavelength of 440 nm or higher. The method for measuring the maximum peak wavelength of a compound is as described above.
[0260] In one embodiment of the organic EL display device according to this embodiment, the full width at half maximum of the largest peak of the second luminescent compound is 1 nm or more and 20 nm or less.
[0261] In one embodiment of the organic EL display device according to this embodiment, the second light-emitting compound is a compound that does not contain an azine ring structure in its molecule.
[0262] In one embodiment of the organic EL display device according to this embodiment, the second luminescent compound is not a boron-containing complex.
[0263] In the organic EL display device according to this embodiment, the second light-emitting compound is preferably a blue light-emitting compound.
[0264] In one embodiment of the organic EL display device according to this embodiment, the second light-emitting layer does not contain a metal complex. Furthermore, in one embodiment of the organic EL display device according to this embodiment, the second light-emitting layer does not contain a boron-containing complex.
[0265] In one embodiment of the organic EL display device according to this embodiment, the second light-emitting layer does not contain a phosphorescent material (dopant material). Furthermore, in one embodiment of the organic EL display device according to this embodiment, the second light-emitting layer does not contain heavy metal complexes or phosphorescent rare-earth metal complexes. Examples of heavy metal complexes include iridium complexes, osmium complexes, and platinum complexes.
[0266] In one embodiment of the organic EL display device according to this embodiment, the singlet energy S1(H2) of the second host material and the singlet energy S1(D2) of the second luminescent compound satisfy the following relationship (Equation 7). S1(H2)>S1(D2)…(Number 7)
[0267] In the organic EL display device according to 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.
[0268] In one embodiment of the organic EL display device according to this embodiment, the triplet energy T1(D2) of the second luminescent compound and the triplet energy T1(H2) of the second host material satisfy the following equation (Equation 8). T1(D2)>T1(H2) …(Math 8)
[0269] In the organic EL display device according to this embodiment, the second luminescent compound and the second host material satisfy the relationship shown in equation (Equation 8). As a result, when triplet excitons generated in the first light-emitting layer move to the second light-emitting 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 of the second host material moving to the second luminescent compound.
[0270] In one embodiment of the organic EL display device 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 display device 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.
[0271] In one embodiment of the organic EL display device according to this embodiment, the second light-emitting layer contains a second compound as a 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 display device 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.
[0272] 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 display device 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 display device according to this embodiment, the second light-emitting layer may contain only one type of second light-emitting compound or two or more types.
[0273] In one embodiment of the organic EL display device according to this embodiment, the second light-emitting layer may consist only of a second host material and a second light-emitting compound.
[0274] In one embodiment of the organic EL display device according to this embodiment, the film thickness of the second light-emitting layer is 5 nm or more, or 10 nm or more. If the film 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 film 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 display device according to this embodiment, the film thickness of the second light-emitting layer is preferably 25 nm or less. If the film 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 display device according to this embodiment, the film thickness of the second light-emitting layer is 5 nm or more and 25 nm or less.
[0275] (First host material) In one embodiment of the organic EL display device according to this embodiment, the first host material contains in its molecule at least one of the structures of condition (i) and condition (ii) below.
[0276] Condition (i) The biphenyl structure has a first benzene ring and a second benzene ring linked by a single bond, and the first benzene ring and the second benzene ring in the biphenyl structure are further linked by crosslinking at least one portion other than the single bond.
[0277] Condition (ii) Having a first linkage structure comprising a benzene ring and a naphthalene ring linked by a single bond, wherein the benzene ring and the naphthalene ring in the first linkage structure are independently further fused or unfused with a single ring or a fused ring, and the benzene ring and the naphthalene ring in the first linkage structure are further linked by crosslinking at least one portion other than the single bond.
[0278] In one embodiment of the organic EL display device according to this embodiment, the first host material contains the structure of condition (i) in its molecule.
[0279] In one embodiment of the organic EL display device according to this embodiment, the first benzene ring and the second benzene ring in the biphenyl structure under condition (i) are further connected by the crosslinking under condition (i) at one portion other than the single bond. Because the first host material has a biphenyl structure containing such crosslinking, it is expected that chromaticity degradation will be suppressed when the first host material is used in the light-emitting layer of an organic EL element.
[0280] In one embodiment of the organic EL display device according to this embodiment, the first benzene ring and the second benzene ring in the biphenyl structure of condition (i) are further connected by the crosslinking of condition (i) at two portions other than the single bond.
[0281] In one embodiment of the organic EL display device according to this embodiment, the crosslinking in condition (i) includes a double bond.
[0282] In one embodiment of the organic EL display device according to this embodiment, the crosslinking in condition (i) does not include a double bond.
[0283] In one embodiment of the organic EL display device according to this embodiment, the first host material has the structure of condition (i) in its molecule, and the first benzene ring and the second benzene ring in the biphenyl structure are further linked by the crosslinking of condition (i) at two portions other than the single bond, and the crosslinking of condition (i) does not contain a double bond. Because the first host material has a biphenyl structure including such crosslinking, when the first host material is used in the light-emitting layer of an organic EL element, it is expected that the deterioration of chromaticity will be suppressed.
[0284] For example, if the first benzene ring and the second benzene ring in the biphenyl structure represented by the following formula (BP1) are further linked by crosslinking at at least one part other than the single bond, the biphenyl structure becomes a linked structure (condensed ring) such as those represented by the following formulas (BP11) to (BP15).
[0285] [ka]
[0286] The above formula (BP11) is a structure in which the parts other than the single bond are connected by a bridge that does not contain a double bond. The above formula (BP12) is a structure in which the parts other than the single bond are connected by a bridge containing a double bond. The above formula (BP13) is a structure in which the two parts other than the single bond are connected by bridges that do not contain double bonds. The above formula (BP14) is a structure in which one of the two parts other than the single bond is connected by a bridge that does not contain a double bond, and the other of the two parts other than the single bond is connected by a bridge that contains a double bond. The above formula (BP15) is a structure in which the two parts other than the single bond are connected by bridges containing double bonds.
[0287] In one embodiment of the organic EL display device according to this embodiment, the first host material contains the structure of condition (ii) in its molecule.
[0288] Because the first host material has a linked structure including such cross-linking, when the first host material is used in the light-emitting layer of an organic EL element, it is expected that the deterioration of chromaticity will be suppressed. In this case, the first host material only needs to have a first linkage structure (sometimes referred to as a benzene-naphthalene linkage structure) as its minimum unit in the molecule, which includes a benzene ring and a naphthalene ring linked by a single bond, as represented by the following formula (X1) or formula (X2). A single ring or fused ring may be further fused to the benzene ring, or a single ring or fused ring may be further fused to the naphthalene ring. For example, even if the first host material has a second linkage structure (sometimes referred to as a naphthalene-naphthalene linkage structure) in the molecule, which includes a naphthalene ring and a naphthalene ring linked by a single bond, as represented by the following formula (X3), formula (X4), or formula (X5), one of the naphthalene rings contains a benzene ring, and therefore contains a benzene-naphthalene linkage structure.
[0289] [ka]
[0290] In one embodiment of the organic EL display device according to this embodiment, the crosslink in condition (ii) includes a double bond. That is, it is also preferable that the benzene ring and the naphthalene ring have a structure in which they are further connected by a crosslinking structure that includes a double bond in the portion other than the single bond.
[0291] If the benzene ring and naphthalene ring in the first linkage structure (benzene-naphthalene linkage structure) are further linked by crosslinking at at least one portion other than the single bond, for example, in the case of formula (X1), a linkage structure (condensed ring) represented by the following formula (X11) is formed, and in the case of formula (X3), a linkage structure (condensed ring) represented by the following formula (X31) is formed. When the benzene ring and naphthalene ring in the benzene-naphthalene linkage structure are further linked by crosslinking including double bonds in parts other than the single bond, for example, in the case of formula (X1), a linkage structure (condensed ring) represented by formula (X12) is formed; in the case of formula (X2), a linkage structure (condensed ring) represented by formula (X21), formula (X22), or formula (X23) is formed; in the case of formula (X4), a linkage structure (condensed ring) represented by formula (X41) is formed; and in the case of formula (X5), a linkage structure (condensed ring) represented by formula (X51) is formed. If the benzene ring and naphthalene ring in the benzene-naphthalene linkage structure are further linked by a bridge containing a heteroatom (e.g., an oxygen atom) at at least one portion other than the single bond, then, for example, in the case of formula (X1), a linkage structure (fused ring) represented by the following formula (X13) is formed.
[0292] [ka]
[0293] In one embodiment of the organic EL display device according to this embodiment, the first host material is any compound selected from the group consisting of a compound represented by the following formula (H11), a compound represented by the formula (H12), a compound represented by the formula (H13), a compound represented by the formula (H14), a compound represented by the formula (H15), and a compound represented by the formula (H16).
[0294] [ka]
[0295] (In the above formula (H11), R 101 ~R 110 , and R 111 ~R 120 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. However, R 101 ~R 110 One of them is L 101 The binding position with R is shown, 111 ~R 120 One of them is L 101 It shows the bonding position with, L 101 teeth, single bond, A substituted or unsubstituted ring-forming arylene group with 6 to 24 carbon atoms, or A divalent heterocyclic group having 5 to 24 substituted or unsubstituted ring-forming atoms, mx is 0, 1, 2, 3, 4, or 5. L 101 If there are 2 or more, then 2 or more L 101 They are either identical or different to one another.
[0296] [ka]
[0297] (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 12If there are 2 or more, then 2 or more L 12 They are either identical or different from one another. 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 one another. In the above formula (H121), * indicates the bond position.
[0298] [ka]
[0299] (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. L 13 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 one another. Ar 13If there are 2 or more Ar 13 They are either identical or different from one another. The asterisk (*) in formula (H131) indicates the bonding position with the benz[a]anthracene ring in formula (H13).
[0300] [ka]
[0301] (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 142Bonded to a 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 14teeth, 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.
[0302] [ka]
[0303] (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 151 They are either identical or different from one another. Ar 151 If there are 2 or more Ar 151 They are either identical or different from one another. The asterisk (*) in formula (H150) indicates the bonding position with the pyrene ring in formula (H15).
[0304] [ka]
[0305] (In the above formula (H16), R 160 ~R 169 One or more pairs of adjacent items 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 160 ~R 169 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 (H161), 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 160 ~R 169 At least one of these is a group represented by formula (H161), If there are multiple groups represented by the above formula (H161), the multiple groups represented by the above formula (H161) may be identical or different from each other. L 16 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 16 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. mf is 0, 1, 2, 3, 4, or 5. L 16 If there are 2 or more, then 2 or more L 16 They are either identical or different from one another. Ar 16 If there are 2 or more Ar 16 They are either identical or different from one another. The asterisk (*) in formula (H161) indicates the bonding position with the ring represented by formula (H16).
[0306] (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 one another. R 902 If multiple R 902 They are either identical or different from one another. R 903 If multiple R 903 They are either identical or different from one another. R 904 If multiple R 904 They are either identical or different from one another. R 905 If multiple R 905 They are either identical or different from one another. R 906 If multiple R 906 They are either identical or different from one another. R 907 If multiple R 907 They are either identical or different from one another. R 801 If multiple R 801 They are either identical or different from one another. R 802 If multiple R 802 They are either identical or different to one another.
[0307] In one embodiment of the organic EL display device according to this embodiment, the first host material is any compound selected from the group consisting of a compound represented by the following formula (H111), a compound represented by the formula (H122), a compound represented by the formula (H132), and a compound represented by the formula (H133).
[0308] [ka]
[0309] (In the above formula (H111), R 101 , R 102 , R 104 ~R 110 , and R 111 ~R 119 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 101 and mx are, respectively, L in formula (H11) above. 101 (And it is synonymous with MX.)
[0310] [ka]
[0311] (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 )(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, 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.)
[0312] [ka]
[0313] (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.)
[0314] In one embodiment of the organic EL display device according to this embodiment, the first host material is a compound having at least one group represented by the following formula (HX1) in its molecule.
[0315] [ka]
[0316] (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(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. 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 one another. R 902 If multiple R 902 They are either identical or different from one another. R 903 If multiple R 903 They are either identical or different from one another. R 904 If multiple R 904They are either identical or different from one another. R 905 If multiple R 905 They are either identical or different from one another. R 906 If multiple R 906 They are either identical or different from one another. R 907 If multiple R 907 They are either identical or different from one another. nx is either 0 or 1. however, When nx is 0, R X1 ~R X8 One of the options is a single bond that joins *ex, When nx is 1, R X1 and R X2 , R X2 and R X3 or R X3 and R X5 One of them is a single bond that connects to *cx, and R X1 and R X2 , R X2 and R X3 or R X3 and R X5 The other side is a single bond that connects to *dx, and R X5 ~R X8 , R X11 ~R X14 , as well as R which is not a single bond attached to *cx and *dx X1 ~R X4 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 the atom in the first host material.
[0317] In one embodiment of the organic EL display device according to this embodiment, when nx in formula (HX1) is 0, the base represented by formula (HX1) is represented by the following formula (HX10). In one embodiment of the organic EL display device according to this embodiment, the first host material is a compound having at least one group represented by the following formula (HX10) in its molecule.
[0318] [ka]
[0319] (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.
[0320] In one embodiment of the organic EL display device according to this embodiment, the first host material is a compound having at least one group represented by the formula (HX1) in its molecule and nx = 1.
[0321] In one embodiment of the organic EL display device according to this embodiment, 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.
[0322] [ka]
[0323] [ka]
[0324] [ka]
[0325] (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.
[0326] In one embodiment of the organic EL display device according to this embodiment, 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).
[0327] In one embodiment of the organic EL display device according to 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).
[0328] In one embodiment of the organic EL display device according to this embodiment, 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 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 formula (H13).
[0329] In one embodiment of the organic EL display device according to this embodiment, the group represented by formula (H150) is the group represented by the following formula (H151).
[0330] [ka]
[0331] (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 one another. R 1500 ~R 1504 One or more pairs of adjacent items 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 one another. The asterisk (*) in formula (H151) indicates the bonding position with the pyrene ring in formula (H15).
[0332] In one embodiment of the organic EL display device according to this embodiment, the first host material does not have a bis-carbazole structure and an amine structure in its molecule.
[0333] 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.
[0334] 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.
[0335] 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.
[0336] 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.
[0337] (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.
[0338] (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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[0393] (Second host material) In the organic EL display device 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 display device according to this embodiment, the second host material is a compound represented by the following formula (2).
[0394] [ka]
[0395] (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 201 and 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.
[0396] (In the second host material mentioned above, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 801 and R802 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 one another. R 902 If multiple R 902 They are either identical or different from one another. R 903 If multiple R 903 They are either identical or different from one another. R 904 If multiple R 904 They are either identical or different from one another. R 905 If multiple R 905 They are either identical or different from one another. R 906 If multiple R 906 They are either identical or different from one another. R 907 If multiple R 907 They are either identical or different from one another. R 801 If multiple R 801 They are either identical or different from one another. R 802 If multiple R 802 They are either identical or different to one another.
[0397] In one embodiment of the organic EL display device 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.
[0398] [ka]
[0399] (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, R Y1 and R Y2 , R Y2 and R Y3 or R Y3 and R Y4 One of them is a single bond that connects to *cy, R Y1 and R Y2 , R Y2 and RY3 or R Y3 and R Y4 The other side is a single bond that connects to *dy, 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 the atom in the second host material.
[0400] In one embodiment of the organic EL display device 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 display device 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.
[0401] [ka]
[0402] (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.
[0403] In one embodiment of the organic EL display device 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.
[0404] In one embodiment of the organic EL display device 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.
[0405] [ka]
[0406] [ka]
[0407] [ka]
[0408] (In the above formulas (HY11), (HY12), and (HY13), R Y1 ~R Y8 , R Y11 ~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.
[0409] In one embodiment of the organic EL display device 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).
[0410] In one embodiment of the organic EL display device according to this embodiment, the Ar in formula (2) 201 and Ar 202At least one of them is a group represented by the formula (HY1).
[0411] In one embodiment of the organic EL display device according to this embodiment, the Ar in formula (2) 201 Or Ar 202 However, this is the group represented by the above formula (HY1).
[0412] In one embodiment of the organic EL display device 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).
[0413] In one embodiment of the organic EL display device according to this embodiment, the 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).
[0414] In one embodiment of the organic EL display device according to this embodiment, the 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).
[0415] In one embodiment of the organic EL display 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 formulas (HY1), (HY10), (HY11), (HY12), and (HY13) in its molecule. By using such a second host material in the second light-emitting layer, the lifespan of the organic EL element is easily extended.
[0416] In one embodiment of the organic EL display device according to this embodiment, at least one of the hydrogen atoms in the second host material is a deuterium atom.
[0417] In one embodiment of the organic EL display device according to this embodiment, R in the second host material 201 ~R 208 At least one of them is a deuterium atom.
[0418] In one embodiment of the organic EL display device 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.
[0419] In one embodiment of the organic EL display device 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.
[0420] 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.
[0421] 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.
[0422] 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.
[0423] In one embodiment of the organic EL display device according to this embodiment, the groups described as "substituted or unsubstituted" in the second host material are all "unsubstituted" groups.
[0424] (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.
[0425] (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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[0481] In the following specific examples of compounds, D represents a deuterium atom, z, z1, z2, z3, z4, z5, and z6 each 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, z2 to z5 are integers between 1 and 5, and z6 is an integer between 1 and 7.
[0482] [ka]
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[0490] The first and second host materials can be used as host materials not only when each light-emitting band contains 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 contains one light-emitting layer.
[0491] (Luminescent compounds) In one embodiment of the organic EL display device 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 display device according to this embodiment, the luminescent compound is independently at least one compound 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).
[0492] (The compound represented by formula (5)) In one embodiment of the organic EL display device according to this embodiment, the light-emitting compound is a compound represented by the following formula (5).
[0493] [ka]
[0494] (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.
[0495] 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 one another. R 902 If multiple R902 They are either identical or different from one another. R 903 If multiple R 903 They are either identical or different from one another. R 904 If multiple R 904 They are either identical or different from one another. R 905 If multiple R 905 They are either identical or different from one another. R 906 If multiple R 906 They are either identical or different from one another. R 907 If multiple R 907 They are either identical or different from one another.
[0496] "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.
[0497] In one embodiment, the compound represented by formula (5) is the compound represented by the following formula (52).
[0498] [ka]
[0499] (In the above formula (52), R 531~R 534 and R 541 ~R 544 One or more pairs of adjacent items 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.
[0500] (The compound represented by formula (6)) In one embodiment of the organic EL display device according to this embodiment, the light-emitting compound is a compound represented by the following formula (6).
[0501] [ka]
[0502] (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 602Each 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.
[0503] In one embodiment of the organic EL display device 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).
[0504] 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.
[0505] 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.
[0506] 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 R 602 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.
[0507] 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 naphthalene ring.
[0508] 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.
[0509] In one embodiment, the compound represented by formula (6) is the compound represented by the following formula (62).
[0510] [ka]
[0511] (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 ~R621 One or more pairs of adjacent items 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 one another. R 902 If multiple R 902 They are either identical or different from one another. R 903 If multiple R 903 They are either identical or different from one another. R 904 If multiple R 904 They are either identical or different from one another. R 905 If multiple R 905 They are either identical or different from one another. R 906 If multiple R 906 They are either identical or different from one another. R 907 If multiple R 907 They are either identical or different to one another.
[0512] 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 614The same applies when they are joined together.
[0513] 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.
[0514] In one embodiment, the compound represented by formula (6) is the compound represented by the following formula (42-2).
[0515] [ka]
[0516] (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 One or more pairs of adjacent items 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 704Each 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. 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...)
[0517] (The compound represented by formula (3A)) In one embodiment of the organic EL display device according to this embodiment, the luminescent compound is a compound represented by the following formula (3A).
[0518] [ka]
[0519] (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 One or more pairs of adjacent items 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, Ra 301 ~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.
[0520] [ka]
[0521] (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).
[0522] (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.
[0523] [ka]
[0524] <Hole transport band> In the organic EL display device according to this embodiment, it is preferable that the first pixel light-emitting unit, the second pixel light-emitting unit, and the third pixel light-emitting unit each independently include a hole transport band. The hole transport band is preferably located on the anode side of the light-emitting band, between the light-emitting band and the common charge generation unit, or between the light-emitting band and the common hole transport band. Each hole transport band independently includes one or more layers. While the aforementioned common hole transport band is composed of a common layer provided in common across the first organic EL element, the second organic EL element, and the third organic EL element, each hole transport band may independently consist of a common layer and a non-common layer, or it may consist only of a non-common layer. The number of layers included in each hole transport band, the configuration of the layers, the thickness of the layers, and the composition of the layers may be the same or different for each hole transport band.
[0525] In the organic EL display device according to this embodiment, a hole transport band may or may not be included between the light emission band of the first pixel light emission unit closest to the first anode and the common hole transport band. If a hole transport band is not included between the light emission band of the first pixel light emission unit closest to the first anode and the common hole transport band, the light emission band in the first pixel light emission unit and the common hole transport band are in direct contact.
[0526] In the organic EL display device according to this embodiment, a hole transport band may or may not be included between the light emission band of the second pixel light emission unit closest to the second anode and the common hole transport band.
[0527] In the organic EL display device according to this embodiment, a hole transport band may or may not be included between the light emission band of the third pixel light emission unit closest to the third anode and the common hole transport band.
[0528] In the organic EL display device according to this embodiment, it is preferable that the hole transport band independently includes at least one selected from the group consisting of a hole injection layer, a hole transport layer, and an electron barrier layer.
[0529] In the organic EL display device according to this embodiment, the hole transport band may consist of two or more layers, each independently. The hole transport band preferably includes a hole injection layer and a hole transport layer, in that order from the anode side. In this case, it is also preferable that the hole transport layer is in direct contact with the light-emitting layer in the light-emitting band.
[0530] Furthermore, the hole transport band may also preferably include a hole transport layer and an electron barrier layer, in that order from the anode side. In this case, the hole transport layers in the first organic EL element, the second organic EL element, and the third organic EL element are non-common layers in which at least one of the layer thickness and layer composition differs from each other, and the electron barrier layer may also preferably be a common layer provided in common across the first organic EL element, the second organic EL element, and the third organic EL element. Moreover, it is also preferable that the electron barrier layer, which is the common layer in this case, is in direct contact with the light-emitting layer in the light-emitting band.
[0531] In the organic EL display device according to this embodiment, the hole transport band may independently include two or more electron barrier layers whose thickness and composition differ from each other, or it may include two or more hole transport layers whose thickness and composition differ from each other.
[0532] For example, the hole transport band may independently include a first electron barrier layer and a second electron barrier layer, in order from the anode side, where at least one of the layer thickness and layer composition differs from each other. It is also preferable that the first electron barrier layer is a non-common layer, and the second electron barrier layer is a common layer provided in common across the first organic EL element, the second organic EL element, and the third organic EL element. It is also preferable that the second electron barrier layer is in direct contact with the light-emitting layer in the light-emitting band.
[0533] Furthermore, for example, the hole transport band may independently include a first hole transport layer and a second hole transport layer, in order from the anode side, where at least one of the layer thickness and layer composition differs from each other. The first hole transport layer is a common layer provided across the first organic EL element, the second organic EL element, and the third organic EL element, and the second hole transport layer is preferably a non-common layer. It is also preferable that the second hole transport layer is in direct contact with the light-emitting layer in the light-emitting band.
[0534] In the organic EL display device according to this embodiment, the hole transport band may independently include three or more layers. Preferably, the hole transport band includes three layers in order from the anode side: a hole injection layer, a hole transport layer, and an electron barrier layer.
[0535] In the organic EL display device according to this embodiment, it is also preferable that the hole transport band is located between the common charge generation unit and the light emission band. It is preferable that the hole transport band is in direct contact with the common charge generation unit. In the organic EL display device according to this embodiment, it is preferable that the charge generation layer in the common charge generation unit and the hole transport layer in the hole transport band are in direct contact.
[0536] In the organic EL display device according to this embodiment, it is preferable that the second charge generation layer in the common charge generation unit and the hole transport layer in the hole transport band are in direct contact.
[0537] In the organic EL display device according to this embodiment, when comparing the thickness of the hole transport bands included in the first pixel light-emitting unit, the second pixel light-emitting unit, and the third pixel light-emitting unit of the same stage, it is preferable that the thickness of the hole transport band included in the second pixel light-emitting unit is greater than the thickness of the hole transport band included in the first pixel light-emitting unit, and that the thickness of the hole transport band included in the third pixel light-emitting unit is greater than the thickness of the hole transport band included in the second pixel light-emitting unit.
[0538] In the organic EL display device according to this embodiment, it is preferable that each of the layers 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.
[0539] (common organic layer) In the organic EL display device according to this embodiment, it is preferable that the first organic EL element, the second organic EL element, and the third organic EL element further have a common organic layer.
[0540] In the organic EL display device according to this embodiment, it is preferable that the common organic layer is provided in common across the first organic EL element, the second organic EL element, and the third organic EL element between the first light-emitting unit closest to the first anode among the two or more first light-emitting units for first pixels and the common hole transport band, between the second light-emitting unit closest to the second anode among the two or more second light-emitting units for second pixels and the common hole transport band, and between the third light-emitting unit closest to the third anode among the two or more third light-emitting units for third pixels and the common hole transport band.
[0541] Furthermore, in the organic EL display device according to this embodiment, it is also preferable that the common organic layer is provided in common across the first organic EL element, the second organic EL element, and the third organic EL element between the light-emitting band of the first pixel light-emitting unit and the common charge-generating unit, between the light-emitting band of the second pixel light-emitting unit and the common charge-generating unit, and between the light-emitting band of the third pixel light-emitting unit and the common charge-generating unit.
[0542] In the organic EL display device according to this embodiment, the common organic layer is preferably included in the hole transport band. For example, it is preferable that the electron barrier layer is the common organic layer, and it is more preferable that the second electron barrier layer is the common organic layer. It is also preferable that the common organic layer is included in the electron transport band, which will be described later. For example, it is preferable that at least one of the layers selected from the group consisting of a hole barrier layer, an electron transport layer, and an electron injection layer is the common organic layer.
[0543] In this specification, layers, bands, units, electrodes, etc., that are commonly provided across multiple organic EL elements may be referred to as common layers, common bands, common units, and common electrodes, respectively. Furthermore, the term "common" is added to the names of layers, bands, units, electrodes, etc., that are commonly provided across multiple organic EL elements.
[0544] In this specification, the terms "blue," "green," or "red" attached to words such as "pixel," "organic EL element," "emissive layer," "organic layer," "compound," or "material" are used to distinguish each element from other elements, and while "blue," "green," or "red" may indicate the color of light emitted by the "pixel," "organic EL element," "emissive layer," "organic layer," "compound," or "material," they are not used to specify the appearance of each element as "blue," "green," or "red."
[0545] (Hole transport zone material) In the organic EL display device according to this embodiment, the hole transport band material is preferably a material that can be used in layers that may be included in the hole transport band (for example, a hole injection layer, a hole transport layer, or an electron barrier layer). The hole transport band material can be used not only in the hole transport band, but also in the common hole transport band and the common charge generation unit.
[0546] (Compounds represented by formula (B1) or formula (B2)) In the organic EL display device according to this embodiment, the hole transport band material is also preferably a compound represented by the following formula (B1) or formula (B2).
[0547] [ka]
[0548] (In the above formula (B1), L 11 , L 12 and L 13 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 in which two groups selected from the group consisting of a substituted or unsubstituted arylene group having 6 to 50 ring-forming carbon atoms and a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring-forming atoms are bonded, A1, B1, and C1 are each independently, A substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, A substituted or unsubstituted heterocyclic group having 5 to 50 ring-forming atoms, or -Si(R 121 )(R 122 )(R 123 ) represents a group, R 121 , R 122 and R 123 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, When there are a plurality of R 121 [[ID=□26]]the plurality of R 121 are the same as or different from each other, When there are a plurality of R 122 the plurality of R 122 are the same as or different from each other, When there are a plurality of R 123 the plurality of R 123 are the same as or different from each other.)
[0549]
Chemical formula
[0550] (In the above formula (B2), L C1 , L C2 , L C3 and L C4 are each independently, A single bond, A substituted or unsubstituted arylene group having 6 to 50 ring-forming carbon atoms, or A substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring-forming atoms, n2 is 1, 2, 3, or 4, When n2 is 1, L C5 is, A substituted or unsubstituted arylene group having 6 to 50 ring-forming carbon atoms, or a divalent heterocyclic group having 5 to 50 ring-forming atoms, which is substituted or unsubstituted, when n2 is 2, 3 or 4, a plurality of Ls C5 are the same as or different from each other, when n2 is 2, 3 or 4, a plurality of Ls C5 are bonded to each other to form a substituted or unsubstituted monocyclic ring, bonded to each other to form a substituted or unsubstituted condensed ring, or not bonded to each other, not forming the substituted or unsubstituted monocyclic ring and not forming the substituted or unsubstituted condensed ring, L C5 is a substituted or unsubstituted arylene group having 6 to 50 ring-forming carbon atoms, or a divalent heterocyclic group having 5 to 50 ring-forming atoms, which is substituted or unsubstituted, Ar 131 Ar 132 Ar 133 and Ar 134 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring-forming atoms, or -Si(R 121 )(R 122 )(R 123 ) group, R 121 R 122 and R 123 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring-forming carbon atoms, R 121 when there are a plurality of Rs, the plurality of Rs 121 are the same as or different from each other, R 122 when there are a plurality of Rs, the plurality of Rs 122 are the same as or different from each other, R 123 when there are a plurality of Rs, the plurality of Rs 123 are the same as or different from each other.)
[0551] In the organic EL display device according to this embodiment, it is also preferable that the first amino group represented by the following formula (B2-1) and the second amino group represented by the following formula (B2-2) in the compound represented by formula (B2) are the same group.
[0552] [ka]
[0553] (In the above formulas (B2-1) and (B2-2), * represents L C5 This is the bonding position.
[0554] In the organic EL display device according to this embodiment, the first amino group represented by formula (B2-1) and the second amino group represented by formula (B2-2) may be different groups from each other.
[0555] In the organic EL display device according to this embodiment, it is preferable that A1, B1, and C1 in formula (B1) and the following formula (B100) are each independently groups represented by any of the following formulas selected from the group consisting of (1A), (1B), (1C), (1D), (1E), (1F), and (1G).
[0556] [ka]
[0557] (In the above formula (1A), *11 is L 11 , L 12 or L 13 This is the binding position to, R 101 ~R 105 One 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 105and 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 11 , L 12 or L 13 This is the binding position to, When m=0 and n=1, *12 is L 11 , L 12 or L 13 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.
[0558] [ka]
[0559] (In the above formula (1B), *14 is L 11 , L 12 or L 13 This is the binding position to, R121 ~R 128 One selected from the following is a single bond that binds to *15, R other than the single bond 121 ~R 128 each independently represents 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 other than the single bond 121 ~R 128 and no two or more adjacent groups among ~R are bonded to each other. )
[0560]
Chemical formula
[0561] (In the formula (1C), *16 is the bonding position to L 11 , L 12 or L 13 , R 131 ~R 140 One selected from the following is a single bond that binds to *17, R other than the single bond 131 ~R 140 each independently represents 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 other than the single bond 131 ~R 140 and no two or more adjacent groups among ~R are bonded to each other. )
[0562]
Chemical formula
[0564] [ka]
[0565] (In the above formula (1E), *11a is L 11 , L 12 or L 13 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 Each of these is 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 175 Each of these is independently either a hydrogen atom or an unsubstituted alkyl group having 1 to 10 carbon atoms.
[0566] [ka]
[0567] (In the above formula (1F), *11d is L 11 , L 12 or L 13 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.)
[0568] [ka]
[0569] (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 one another. 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 11 , L 12 or L 13 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.
[0570] In the organic EL display device according to this embodiment, the hole transport band material is preferably a compound represented by the following formula (B100).
[0571] [ka]
[0572] (In the above formula (B100), L 11 , L 12 and L 13 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 one another. R C2 If multiple R C2 They are either identical or different from one another. R C3 If multiple R C3 They are either identical or different from one another. 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 one another. 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 11 , L 12 or L 13 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 (B100), 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 one another. R 902 If multiple R902 They are either identical or different from one another. R 903 If multiple R 903 They are either identical or different from one another. R 904 If multiple R 904 They are either identical or different to one another.
[0573] In the organic EL display device according to this embodiment, the group represented by formula (1G) is preferably a group represented by any of the formulas selected from the group consisting of the following formulas (11G), (12G), and (13G).
[0574] [ka]
[0575] [ka]
[0576] (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 , R B8 , is synonymous with *1 and *2, R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R18 , 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.)
[0577] In the organic EL display device according to this embodiment, X in formulas (1G), (11G), (12G), and (13G) B It is preferable that it is a single bond or an oxygen atom.
[0578] In the organic EL display device according to 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).
[0579] [ka]
[0580] [ka]
[0581] (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.
[0582] 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.
[0583] In the organic EL display device according to 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 142 If 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).
[0584] In the organic EL display device according to this embodiment, it is preferable that at least one selected from the group consisting of A1, B1, and C1 in formula (B1) or formula (B100) is a group represented by any of the following formulas selected from the group consisting of (11D), (12D), and (13D).
[0585] [ka]
[0586] [ka]
[0587] [ka]
[0588] (In the above formulas (11D), (12D), and (13D), *18 is L 11 , L 12 or L 13 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 , R 14A , 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.
[0589] In the organic EL display device according to this embodiment, R in formula (11D) 148 It is preferable that the bond to *19 is a single bond.
[0590] In the organic EL display device according to this embodiment, X in formula (11D) 11 It is preferable that it is an oxygen atom.
[0591] In the organic EL display device according to this embodiment, it is preferable that n in formula (1D) is 0.
[0592] In the organic EL display device according to this embodiment, it is preferable that at least one selected from the group consisting of A1, B1, and C1 in formula (B1) or formula (B100) is a group represented by any of the following formulas selected from the group consisting of (14D), (15D), (16D), and (17D).
[0593] [ka]
[0594] [ka]
[0595] [ka]
[0596] [ka]
[0597] (In the above formulas (14D), (15D), (16D), and (17D), *18 is L 11 , L 12 or L 13 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.
[0598] In the organic EL display device according to 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.
[0599] In the organic EL display device according to this embodiment, it is preferable that Rc in formula (15D) is a single bond bonded to *19.
[0600] In the organic EL display device according to this embodiment, L in formula (B1) or (B100) 11 , L 12 and L 13Each 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).
[0601] [ka]
[0602] 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.
[0603] In the organic EL display device according to this embodiment, L 11 If it is a single bond, A1 is directly bonded to the amino nitrogen atom in formula (B1) or (B100), L 12 If it is a single bond, B1 is directly bonded to the amino nitrogen atom in formula (B1) or (B100), L 13 When it is a single bond, it is preferable that C1 is directly bonded to the amino group nitrogen atom in formula (B1) or (B100).
[0604] In the organic EL display device according to this embodiment, the hole transport band material is preferably a compound represented independently by the following formulas (B10), (B11), (B12), (B13), (B14), or (B15).
[0605] [ka]
[0606] [ka]
[0607] [ka]
[0608] (In the above formulas (B10), (B11), (B12), (B13), (B14), and (B15), L 11 , L 12 , L 13 A1, B1, and C1 are, respectively, L in formula (B1) or (B100). 11 , L 12 , L 13 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.
[0609] In the organic EL display device according to this embodiment, the hole transport band material is preferably a compound represented independently by the following formulas (B16), (B17), (B18), (B19), or (B20).
[0610] [ka]
[0611] [ka]
[0612] (In the above formulas (B16), (B17), (B18), (B19), and (B20), A1, B1, and C1 are equivalent to A1, B1, and C1 in the above formula (B1) or (B100), 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.
[0613] In the organic EL display device according to this embodiment, it is preferable that R1, R2, and R3 in the hole transport band material are deuterium atoms.
[0614] In the organic EL display device according to this embodiment, it is preferable that at least one selected from the group consisting of A1, B1, and C1 in formulas (B1), (B100), (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) to (B20)".
[0615] In the organic EL display device according to this embodiment, it is preferable that one selected from the group consisting of A1, B1, and C1 in formulas (B1), (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).
[0616] In the organic EL display device according to this embodiment, it is preferable that two selected from the group consisting of A1, B1, and C1 in formulas (B1), (B100), and (B10) to (B20) include at least one group selected from the group consisting of groups represented by formulas (1A) and (1B).
[0617] In the organic EL display device according to this embodiment, it is preferable that two selected from the group consisting of A1, B1, and C1 in formulas (B1), (B10) to (B20) 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).
[0618] In the organic EL display device according to this embodiment, at least one selected from the group consisting of A1, B1, and C1 in formulas (B1), (B100), (B10) to (B20) is a group represented by formula (1G), and X B It is preferable that it is an oxygen atom.
[0619] In the organic EL display device according to this embodiment, two selected from the group consisting of A1, B1, and C1 in formulas (B1), (B100), (B10) to (B20) are groups represented by formula (1G), and X B It is preferable that it is an oxygen atom.
[0620] In the organic EL display device according to this embodiment, it is preferable that at least one selected from the group consisting of A1, B1, and C1 in formulas (B1), (B100), (B10) to (B20) includes at least one group selected from the group consisting of groups represented by formulas (11G), (12G), and (13G).
[0621] In the organic EL display device according to this embodiment, it is preferable that two selected from the group consisting of A1, B1, and C1 in formulas (B1), (B100), (B10) to (B20) include at least one group selected from the group consisting of groups represented by formulas (11G), (12G), and (13G).
[0622] In the organic EL display device according to this embodiment, it is preferable that at least one selected from the group consisting of A1, B1, and C1 in formulas (B1), (B100), (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).
[0623] In the organic EL display device according to this embodiment, it is preferable that two selected from the group consisting of A1, B1, and C1 in formulas (B1), (B100), (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).
[0624] In the organic EL display device according to this embodiment, it is preferable that at least one selected from the group consisting of A1, B1, and C1 in formulas (B1), (B100), (B10) to (B20) has one or more substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms (preferably 1 to 6 carbon atoms) as substituents.
[0625] In the organic EL display device according to this embodiment, it is preferable that at least one selected from the group consisting of A1, B1, and C1 in formulas (B1), (B100), and (B10) to (B20) has one or more alkyl groups including branched chains as substituents.
[0626] In the organic EL display device according to this embodiment, it is preferable that at least one selected from the group consisting of A1, B1, and C1 in formulas (B1), (B100), (B10) to (B20) has one or more tert-butyl groups as substituents.
[0627] In the organic EL display device according to this embodiment, the hole transport band materials are, independently of each other, 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.
[0628] In the organic EL display device according to this embodiment, the hole transport band material is preferably a monoamine compound or a diamine compound, each independently.
[0629] In the organic EL display device according to this embodiment, the hole transport band material is independently a monoamine compound.
[0630] In hole transport band materials, the substituents in the phrase "substituted or unsubstituted" are preferably, independently, a halogen atom, an unsubstituted C1-C25 alkyl group, an unsubstituted ring-forming C6-C25 aryl group, or an unsubstituted ring-forming C5-C5 heterocyclic group.
[0631] In hole transport band materials, the substituents in the phrase "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.
[0632] In hole transport band materials, the substituents in the phrase "substituted or unsubstituted" are preferably, independently, an unsubstituted C1-C6 alkyl group, an unsubstituted ring-forming C6-C12 aryl group, or an unsubstituted ring-forming C5-C10 heterocyclic group.
[0633] In hole transport band materials, it is also preferable that any groups described as "substituted or unsubstituted" are all "unsubstituted" groups.
[0634] (Method for manufacturing hole transport zone materials) Hole transport zone materials can be manufactured by known methods. Furthermore, hole transport zone materials can also be manufactured by following known methods and using known alternative reactions and raw materials tailored to the target material.
[0635] (Specific examples of hole transport zone materials) Specific examples of hole transport zone materials include the following compounds. However, the present invention is not limited to these specific examples.
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[0653] (positive hole transport layer) The hole transport layer and the common hole transport layer are layers containing substances with high hole transport properties. In the organic EL display device according to this embodiment, the hole transport layer and the common hole transport layer may each independently contain compounds different from the hole transport band material described above, for example, one or more compounds selected from the group consisting of aromatic amine compounds, carbazole derivatives, and anthracene derivatives. Specifically, the hole transport layer and the common hole transport layer may each independently contain 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (abbreviated as NPB), N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (abbreviated as TPD), 4-phenyl-4'-(9-phenylfluoren-9-yl)triphenylamine (abbreviated as BAFLP), and 4,4'-bis[N-(9,9-dimethylfluoren-2-yl) Aromatic amine compounds such as -N-phenylamino]biphenyl (abbreviated as DFLDPBi), 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviated as TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviated as MTDATA), and 4,4'-bis[N-(spiro-9,9'-bifluoren-2-yl)-N-phenylamino]biphenyl (abbreviated as BSPB) can be used. The substances described here are mainly 10 -6 cm 2 It is a substance having a hole mobility of / (V·s) or greater. The hole transport layer may use carbazole derivatives such as CBP, CzPA, and PCzPA, or anthracene derivatives such as t-BuDNA, DNA, and DPAnth. Furthermore, polymer compounds such as poly(N-vinylcarbazole) (abbreviated as PVK) and poly(4-vinyltriphenylamine) (abbreviated as PVTPA) can also be used in the hole transport layer. However, other materials may be used as the hole transport layer, as long as they have higher hole transport capabilities than electron transport. Furthermore, the layer containing the material with high hole transport capabilities may be a single layer or a layer consisting of two or more layers of the above-mentioned materials stacked together.
[0654] In the organic EL display device according to this embodiment, the hole transport band may include one hole transport layer or two or more hole transport layers.
[0655] (Electron barrier layer) The electron barrier layer and the common electron barrier layer are preferably layers that transport holes and prevent electrons from reaching the anode-side layer (e.g., the hole transport layer) beyond the electron barrier layer and the common electron barrier layer. In the organic EL display device according to this embodiment, it is preferable that the compounds contained in the electron barrier layer and the common electron barrier layer are, independently, hole transport band materials. In the organic EL display device according to this embodiment, it is preferable that the compounds contained in the electron barrier layer and the common electron barrier layer are each independently compounds represented by formula (B1) or (B100). In the organic EL display device according to this embodiment, the compounds contained in the electron barrier layer and the common electron barrier layer are each independently compounds used in known electron barrier layers, and are preferably at least one compound selected from the group consisting of aromatic amine compounds and carbazole derivatives. Furthermore, the compounds contained in the electron barrier layer and the common electron barrier layer may each independently be monoamine compounds having only one substituted or unsubstituted amino group in the molecule. Furthermore, the compounds contained in the electron barrier layer and the common electron barrier layer may each independently have a substituted or unsubstituted carbazolyl group and one substituted or unsubstituted amino group in the molecule. The electron barrier layer and the common electron barrier layer may be layers that prevent excitons generated in the light-emitting layer from moving to layers on the anode side (e.g., hole transport layer and hole injection layer) beyond the electron barrier layer and the common electron barrier layer, so that excitation energy does not leak from the light-emitting layer to the surrounding layers.
[0656] (Hole injection layer) The hole injection layer and the common hole injection layer are layers containing a material with high hole injection properties. Suitable materials with high hole injection properties include molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, manganese oxide, and the like. Furthermore, substances with high hole injection potential include low-molecular-weight organic compounds such as 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviated as TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviated as MTDATA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviated as DPAB), 4,4'-bis(N-{4-[N'-(3-methylphenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviated as DNTPD), 1, Aromatic amine compounds such as 3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino]benzene (abbreviated as DPA3B), 3-[N-(9-phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviated as PCzPCA1), 3,6-bis[N-(9-phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviated as PCzPCA2), and 3-[N-(1-naphthyl)-N-(9-phenylcarbazole-3-yl)amino]-9-phenylcarbazole (abbreviated as PCzPCN1) are also examples. Furthermore, polymer compounds (oligomers, dendrimers, polymers, etc.) can also be used as materials with high hole injection properties. Examples of polymer compounds include poly(N-vinylcarbazole) (abbreviated as PVK), poly(4-vinyltriphenylamine) (abbreviated as PVTPA), poly[N-(4-{N'-[4-(4-diphenylamino)phenyl]phenyl-N'-phenylamino}phenyl)methacrylamide] (abbreviated as PTPDMA), and poly[N,N'-bis(4-butylphenyl)-N,N'-bis(phenyl)benzidine] (abbreviated as Poly-TPD). In addition, polymer compounds to which acids such as poly(3,4-ethylenedioxythiophene) / poly(styrenesulfonic acid) (PEDOT / PSS) and polyaniline / poly(styrenesulfonic acid) (PAni / PSS) have been added can also be used.
[0657] In the organic EL display device according to this embodiment, it is also preferable that the hole injection layer in the hole transport band and the common hole injection layer in the common hole transport band independently contain a hole transport band material and an acceptor material, respectively.
[0658] (Acceptor material) In the organic EL display device according to this embodiment, the acceptor material is preferably a first acceptor material (a compound represented by formula (AC1)) or a second acceptor material.
[0659] (Second acceptor material) In the organic EL display device according to this embodiment, the second acceptor material preferably includes at least one of the first ring structure represented by the following formula (P11) and the second ring structure represented by the following formula (P12).
[0660] [ka]
[0661] (The first ring structure represented by formula (P11) is condensed in the molecule of the second acceptor material with at least one of the ring structures of a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring-forming carbon atoms and a substituted or unsubstituted heterocycle having 5 to 50 ring-forming atoms.) = Z 10 The structure represented by (P11a), (P11b), (P11c), (P11d), (P11e), (P11f), (P11g), (P11h), (P11i), (P11j), (P11k), or (P11m) is represented by the following formulas:
[0662] [ka]
[0663] [ka]
[0664] (In the above formulas (P11a), (P11b), (P11c), (P11d), (P11e), (P11f), (P11g), (P11h), (P11i), (P11j), (P11k), or (P11m), 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(R906 )(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.
[0665] (In the above formula (P12), Z1 to Z5 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 second acceptor material, Of Z1 to Z5, at least one is a carbon atom that bonds with other atoms in the molecule of the second acceptor material. 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.
[0666] (In the second acceptor material, R 901 ~R 907 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. R 901 If there are multiple R 901 They are either identical or different from one another. R 902 If there are multiple R 902 They are either identical or different from one another. R 903 If there are multiple R 903 They are either identical or different from one another. R 904 If there are multiple R 904 They are either identical or different from one another. R 905 If there are multiple R 905 They are either identical or different from one another. R 906 If there are multiple R 906 They are either identical or different from one another. R 907 If there are multiple R 907 They are either identical or different to one another.
[0667] In the organic EL display device according to this embodiment, the second acceptor material is preferably a condensation compound formed by the condensation of two or three structures represented by the following formula (P13) into the third ring structure. The third ring structure is selected from substituted or unsubstituted aromatic hydrocarbon rings having 6 to 50 ring-forming carbon atoms and substituted or unsubstituted heterocycles having 5 to 50 ring-forming atoms.
[0668] [ka]
[0669] (In the above formula (P13), Ac3 is a ring structure that condenses with the aforementioned third ring structure, and is represented by the formula (P11). Xa and Xb are each independently of C(R 16 ) or nitrogen atoms, and multiple R 16 They are either identical or different from one another. R 16 , R 17 and R 18 Each of these independently consists of a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted C1-C50 alkyl group, a substituted or unsubstituted C1-C50 halogenated alkyl 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 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.
[0670] The second acceptor material is preferably a compound represented by the following formula (P14) or formula (P15).
[0671] [ka]
[0672] [ka]
[0673] (In the above formulas (P14) and (P15), Ar1 is a substituted or unsubstituted aromatic hydrocarbon ring with 6 to 50 ring-forming carbon atoms, or a substituted or unsubstituted heterocycle with 5 to 50 ring-forming atoms. a1, a2, and a3 are each independently first ring structures represented by the formula (P11), X 13 , X 14 , X 15 , X 16 , X 17 and X 18 These are, independently, equivalent to Xa and Xb in the above formula (P13), R 141 , R 142 , R 143 , R 144 , R 145 and R 146 Each of these independently corresponds to R in equation (P13) above. 17 and R 18 (This is synonymous with...)
[0674] In the second acceptor material, Ar1 in formulas (P14) and (P15) is preferably a substituted or unsubstituted benzene ring, or a substituted or unsubstituted heterocycle with 6 ring-forming atoms.
[0675] The second acceptor material is preferably represented by the following formula (P14A) or formula (P15A).
[0676] [ka]
[0677] [ka]
[0678] (In the above formulas (P14A) and (P15A), a1, a2, and a3 are each independently first ring structures represented by the formula (P11), X 13 , X 14 , X 15 , X 16 , X 17 and X 18 These are, independently, equivalent to Xa and Xb in equation (13) above, R 141 , R 142 , R 143 , R 144 , R 145 and R 146 Each of these independently corresponds to R in equation (P13) above. 17 and R 18 It is synonymous with [the above]. In the above formula (P14A), Z 11 and Z 12 Each of these is independently either a CH atom or a nitrogen atom.
[0679] In the second acceptor material, R in formula (P13) 17 and R 18 Preferably, at least one of these is a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, or a cyano group.
[0680] The second acceptor material is preferably a compound represented by any of the following formulas (P141) to (P144) and formula (P151).
[0681] [ka]
[0682] [ka]
[0683] (In the above equations (P141) to (P144) and equation (P151), R 141 , R 143 , R 144 and R 146 These are, independently, a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, or a cyano group.
[0684] The second acceptor material is also preferably a compound represented by formula (P143).
[0685] The second acceptor material is also preferably a compound represented by any of the following formulas (P145) to (P148) and formula (P152).
[0686] [ka]
[0687] [ka]
[0688] (In the above equations (P145) to (P148) and equation (P152), Ar 141 Ar 143 Ar 144 and Ar 146 Each of them operates independently. A ring-forming aromatic hydrocarbon group having 6 to 30 carbon atoms and having at least one substituent selected from the group consisting of a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, and a cyano group, or It is a heterocyclic group having 5 to 30 ring-forming atoms, having at least one substituent selected from the group consisting of a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, and a cyano group.
[0689] The second acceptor material is also preferably a compound represented by any of the following formulas (P1451), (P1461), (P1471), and (P1481).
[0690] [ka]
[0691] [ka]
[0692] [ka]
[0693] [ka]
[0694] (R in the above formula (P1451) 1451 ~R 1460 , R in the above formula (P1461) 1461 ~R 1470 , R in the above formula (P1471) 1471 ~R 1480 , and R in formula (P1481) 1481 ~R 1490 Each of these is independently a hydrogen atom, a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, or a cyano group. R 1451 ~R 1460 One or more of them are a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, or a cyano group. R 1461 ~R 1470 One or more of them are a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, or a cyano group. R 1471 ~R 1480 One or more of them are a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, or a cyano group. R 1481 ~R 1490 One or more of the components are a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, or a cyano group.
[0695] The second acceptor material is also preferably a compound represented by formula (P1451).
[0696] The second acceptor material is also preferably a compound represented by the formula (P1461).
[0697] The second acceptor material may also preferably be a compound represented by the following formula (P16) or formula (P17).
[0698] [ka]
[0699] [ka]
[0700] (In the above formulas (P16) and (P17), X 13 , X 14 , X 15 and X 16 These are, independently, equivalent to Xa and Xb in the above formula (P13), R 141 , R 142 , R 143 and R 144 Each of these independently corresponds to R in equation (P13) above. 17 and R 18 It is synonymous with, a1 and a2 are each independently first ring structures represented by formula (P11), b1 is a ring structure represented by the following formula (P17A).
[0701] [ka]
[0702] (In the above formula (P17A), X 19 (This is either a sulfur atom or an oxygen atom.)
[0703] In the second acceptor material, a1 and a2 in formulas (P16) and (P17) are preferably ring structures represented by formula (P11A).
[0704] The compound represented by the above formula (P16) is preferably represented by the following formula (P161). The compound represented by formula (P17) is preferably represented by the following formula (P171).
[0705] [ka]
[0706] (In the above formulas (P161) and (P171), X 13 , X 14 , X 15 and X 16 These are, independently, equivalent to Xa and Xb in the above formula (P13), R 141 , R 142 , R 143 and R 144 Each of these independently corresponds to R in equation (P13) above. 17 and R 18 It is synonymous with, X 19 (This is either a sulfur atom or an oxygen atom.)
[0707] In the second acceptor material, R in formulas (P16), (P161), (P17), and (P171) 141 , R 142 , R 143 and R 144 At least one of them is Fluorine atom, Fluoroalkyl groups, Fluoroalkoxy group, Cyano group, A ring-forming aromatic hydrocarbon group having 6 to 30 carbon atoms and having at least one substituent selected from the group consisting of a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, and a cyano group, or It is preferable that the heterocyclic group has 5 to 30 ring-forming atoms and has at least one substituent selected from the group consisting of a fluorine atom, a fluoroalkyl group, a fluoroalkoxy group, and a cyano group.
[0708] In the second acceptor material, it is preferable that two or three structures represented by the formula (P13) are identical to each other.
[0709] The second ring structure represented by formula (P12) is preferably a ring structure represented by the following formula (P121) or formula (P122).
[0710] [ka]
[0711] (In the above formula (P121), X1 and X4 are each independently a nitrogen atom or R 121 It is a carbon atom that bonds with, In the above formula (P121), R 121 Furthermore, R in the above formula (P122) 122 , R 123 , R 124 and R 125 Each of these independently corresponds to R in equation (P12) above. 15 It is synonymous with multiple R 121 They are either identical or different from one another. In formulas (P121) and (P122), * independently indicates the bonding position with other atoms in the molecule of the second acceptor material.
[0712] The second acceptor material is also preferably a compound represented by the following formula (P121A).
[0713] [ka]
[0714] (In the above formula (P121A), Ar2 is 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. X1 and X4 are each independently nitrogen atoms or R 121 It is a carbon atom that bonds with R 121 Each of these independently corresponds to R in equation (P12) above. 15 It is synonymous with multiple R 121 They are either identical or different to one another.
[0715] The second acceptor material is also preferably a compound represented by the following formula (P121B).
[0716] [ka]
[0717] (In the above formula (P121B), X1 and X4 are each independently nitrogen atoms or R 121 A carbon atom bonded to, where multiple X1s are either identical or different from each other, and multiple X4s are either identical or different from each other. R 121 Each of these independently corresponds to R in equation (P12) above. 15 It is synonymous with multiple R 121 They are either identical or different to one another.
[0718] The second ring structure represented by formula (P12) may also preferably be included in the second acceptor material as a group represented by the following formula (P122B).
[0719] [ka]
[0720] (In the above formula (P122B), R 122 ~R 125 Each of these independently corresponds to R in equation (P12) above. 15This is synonymous, and in formula (P122B) above, * indicates the bonding position with other atoms in the molecule of the second acceptor material.
[0721] The second acceptor material is also preferably a compound represented by the following formula (P122C).
[0722] [ka]
[0723] (In the above formula (P122C), R 122 ~R 125 Each of these independently corresponds to R in equation (P12) above. 15 This is synonymous with Alp1, which is a substituted or unsubstituted aliphatic ring with 3-6 ring-forming carbon atoms.
[0724] The second acceptor material is also preferably a compound represented by the following formula (P122D).
[0725] [ka]
[0726] (In the above formula (P122D), R 122 ~R 125 Each of these independently corresponds to R in equation (P12) above. 15 It is synonymous with, Multiple R 122 They are either identical or different from one another. Multiple R 123 They are either identical or different from one another. Multiple R 124 They are either identical or different from one another. Multiple R 125 They are either identical or different from one another. Alp1 is a substituted or unsubstituted aliphatic ring with 3 to 6 ring-forming carbon atoms.
[0727] The second acceptor material is also preferably a compound represented by the following formula (P122E).
[0728] [ka]
[0729] (In the above formula (P122E), nx is 1, 2, 3, or 4. The structures represented by =X1, =X2, and =X3 are each independently represented by the following formulas (PE1), (PE2), (PE3), or (PE4).
[0730] [ka]
[0731] (In formulas (PE1), (PE2), (PE3), and (PE4) above, =X4 and =X5 are independently selected from oxo (=O) and dicyanomethylidene (=C(CN)2), R 1225 These are substituted or unsubstituted ring-forming aryl groups with 6 to 50 carbon atoms. R 1226 These are heterocyclic groups with 5 to 50 substituted or unsubstituted ring-forming atoms. R 1221 ~R 1224 Each of them operates independently. hydrogen atom, halogen atom, Cyano group, Substituted or unsubstituted alkyl groups with 1 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.
[0732] When nx is 1, the above equation (P122E) is expressed as the following equation (P1221E); when nx is 2, the above equation (P122E) is expressed as the following equation (P1222E); when nx is 3, the above equation (P122E) is expressed as the following equation (P1223E); and when nx is 4, the above equation (P122E) is expressed as the following equation (P1224E).
[0733] [ka]
[0734] (In the above formulas (P1221E), (P1222E), (P1223E), and (P1224E), The structures represented by =X1, =X2, and =X3 are each independently represented by the above formulas (PE1), (PE2), (PE3), or (PE4), Multiple structures represented by =X2 are either identical or different from one another.
[0735] It is preferable that =X1, =X2, and =X3 have the structure represented by the above formula (PE3).
[0736] The structure represented by formula (PE3) is preferably the structure represented by formula (P11k).
[0737] In the above formula (P11k), R 111 ~R 115 Each of these is preferably an independent halogen atom or a cyano group. In the above formula (P11k), R 111 ~R 115 Four of them are halogen atoms, and R 111 ~R 115 Preferably, one of them is a cyano group. In the above formula (P11k), R 111 , R 112 ,R 114 and R 115 However, it is a halogen atom, R 113 It is preferable that the group is a cyano group. R in the above formula (P11k)111 ~R 115 In particular, the halogen atom is preferably a fluorine atom.
[0738] In the acceptor materials (first acceptor material and second acceptor material), the substituents in the phrase "substituted or unsubstituted" are, independently, an unsubstituted C1-C25 alkyl group, an unsubstituted C2-C25 alkenyl group, an unsubstituted C2-C25 alkynyl group, an unsubstituted ring-forming C3-C25 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 A group represented by ), an unsubstituted aralkyl group with 7 to 50 carbon atoms, -C(=O)R 908 The base represented by -COOR 909 The base represented by -P(=O)(R 931 )(R 932 The group represented by -Ge(R 933 )(R 934 )(R 935 A base represented by -B(R 936 )(R 937 The group represented by -S(=O)2R 938 It is also preferable that the group represented by is a halogen atom, a cyano group, a nitro group, an unsubstituted aryl group with 6 to 25 ring-forming carbon atoms, or an unsubstituted heterocyclic group with 5 to 25 ring-forming atoms. Here, R 901 ~R 909 , and R 931 ~R 938 Preferably, each of these is independently a hydrogen 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.
[0739] In the acceptor materials (first acceptor material and second acceptor 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.
[0740] In the acceptor materials (first acceptor material and second acceptor material), the substituents in the phrase "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.
[0741] The acceptor materials (first acceptor material and second acceptor material) preferably have at least one cyano group.
[0742] In the organic EL display device according to this embodiment, the hole injection layer and the common hole injection layer each independently contain a hole transport band material, the acceptor material and the hole transport band material are different from each other, and the content of the acceptor material in the hole injection layer and the content of the acceptor material in the common hole injection layer may each independently be less than 50% by mass.
[0743] In the organic EL display device according to this embodiment, the content of the acceptor material in the hole injection layer and the content of the acceptor material in the common hole injection layer may be independently 10% by mass or less, or 5% by mass or less.
[0744] In the organic EL display device according to this embodiment, the content of the acceptor material in the hole injection layer and the acceptor material in the common hole injection layer may be independently 0.5% by mass or more, 1% by mass or more, 2% by mass or more, or 3% by mass or more.
[0745] In the organic EL display device according to this embodiment, if the hole injection layer and the common hole injection layer contain an acceptor material and a hole transport band material, the content of the hole transport band material in the hole injection layer and the content of the hole transport band material in the common hole injection layer may be independently 40% by mass or more, 45% by mass or more, 50% by mass or more, 90% by mass or more, or 95% by mass or more, respectively. The content of the hole transport band material in the hole injection layer may be 99.5% by mass or less, 99% by mass or less, or 97% by mass or less. The total content of the acceptor material and the hole transport band material in the hole injection layer and the common hole injection layer is 100% by mass or less.
[0746] In this specification, an ester group is at least one group selected from the group consisting of alkyl ester groups and aryl ester groups.
[0747] 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).
[0748] 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.
[0749] In this specification, the siloxanyl group is a silicon compound group via an ether bond, such as a trimethylsiloxanyl group.
[0750] In this specification, the carbamoyl group is represented by -CONH2. Substituted carbamoyl groups in this specification are, for example, -CONH-Ar C , or -CONH-R C It is represented as Ar CThis 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 with 6 to 50 ring-forming carbon atoms to a substituted or unsubstituted heterocyclic group with 5 to 50 ring-forming atoms. C For example, this is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms (preferably 1 to 6 carbon atoms).
[0751] In the second acceptor material, it is also preferable that all groups described as "substituted or unsubstituted" are "unsubstituted" groups.
[0752] (Specific examples of second acceptor materials) Specific examples of the second acceptor material include the following compounds. However, the present invention is not limited to these specific examples of the second acceptor material.
[0753] [ka]
[0754] [ka]
[0755] [ka]
[0756] [ka]
[0757] [ka]
[0758]
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[0759]
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[0760]
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[0761]
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[0762]
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[0763]
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[0770] [ka]
[0771] <Electron transport band> In the organic EL display device according to this embodiment, the electron transport bands in the first organic EL element, the second organic EL element, and the third organic EL element each independently include one or more layers. Each electron transport band may independently consist of a common layer and a non-common layer, or it may consist only of a common layer, or it may consist only of a non-common layer. The number of layers included in each electron transport band, the layer configuration, the layer thickness, and the layer composition may be the same or different for each electron transport band.
[0772] In the organic EL display device according to this embodiment, the first organic EL element, the second organic EL element, and the third organic EL element each preferably independently include at least two electron transport bands, and it is preferable that one of the at least two electron transport bands is located between the cathode and the light-emitting band. The other electron transport band is preferably located on the cathode side of the light-emitting band, between the light-emitting band and the common charge generation unit. The electron transport band located between the light-emitting band and the common charge generation unit is preferably in direct contact...
Claims
1. Organic EL display device, It has a first organic EL element as the first pixel, a second organic EL element as the second pixel, and a third organic EL element as the third pixel. The first organic EL element includes a first anode, a cathode, and two or more first pixel light-emitting units disposed between the first anode and the cathode. The second organic EL element has a second anode, a cathode, and two or more second pixel light-emitting units disposed between the second anode and the cathode. The third organic EL element has a third anode, a cathode, and two or more third pixel light-emitting units disposed between the third anode and the cathode. The first organic EL element, the second organic EL element, and the third organic EL element further include a common charge generation unit and a common hole transport band. The charge generation common unit is provided in common across the first organic EL element, the second organic EL element, and the third organic EL element, between at least one pair of first pixel light-emitting units selected from the two or more first pixel light-emitting units, between at least one pair of second pixel light-emitting units selected from the two or more second pixel light-emitting units, and between at least one pair of third pixel light-emitting units selected from the two or more third pixel light-emitting units. The common hole transport band is provided in common across the first organic EL element, the second organic EL element, and the third organic EL element in the following locations: between the first pixel light-emitting unit closest to the first anode among the two or more first pixel light-emitting units and the first anode; between the second pixel light-emitting unit closest to the second anode among the two or more second pixel light-emitting units and the second anode; and between the third pixel light-emitting unit closest to the third anode among the two or more third pixel light-emitting units and the third anode. At least one selected from the group consisting of the charge generation common unit and the common hole transport band contains a compound represented by the following formula (AC1): Organic EL display device. 【Chemistry 1】 (In the above formula (AC1), R 11 , R 12 , R 13 and R 14 Each of these is independently a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a cyano group, or a nitro group. X 11 is a nitrogen atom or C(Q 11 ) and X 12 is a nitrogen atom or C(Q 12 ) and X 13 is a nitrogen atom or C(Q 13 ) and X 14 is a nitrogen atom or C(Q 14 ) and X 15 is a nitrogen atom or C(Q 15 ) and X 16 is a nitrogen atom or C(Q 16 ) and Q 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 These are, independently, a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a cyano group, or a nitro group.
2. The common hole transport band contains a compound represented by formula (AC1). The organic EL display device according to claim 1.
3. The charge generation common unit contains the compound represented by formula (AC1), The organic EL display device according to claim 1 or claim 2.
4. At least one first pixel light-emitting unit selected from the two or more first pixel light-emitting units includes two or more light-emitting layers. The organic EL display device according to any one of claims 1 to 3.
5. In the compound represented by the above formula (AC1), R 11 , R 12 , R 13 and R 14 These are, independently, a cyano group or a nitro group. The organic EL display device according to any one of claims 1 to 4.
6. The compound represented by the above formula (AC1) is the compound represented by the following formula (AC2). The organic EL display device according to any one of claims 1 to 5. 【Chemistry 2】 (In the above formula (AC2), X 11 , X 12 , X 13 , X 14 , X 15 , and X 16 These are, respectively, X in the above formula (AC1). 11 , X 12 , X 13 , X 14 , X 15 , and X 16 (This is synonymous with...)
7. The compound represented by the above formula (AC1) is the compound represented by the following formula (AC3). The organic EL display device according to any one of claims 1 to 5. 【Transformation 3】 (In the above formula (AC3), R 11 , R 12 , R 13 , R 14 Q 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 These are R in the above formula (AC1), respectively. 11 , R 12 , R 13 , R 14 Q 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 (This is synonymous with...)
8. The compound represented by the above formula (AC1) is the compound represented by the following formula (AC4). The organic EL display device according to claim 7. 【Chemistry 4】 (In the above formula (AC4), Q 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 These are, respectively, Q in the above formula (AC1). 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 (This is synonymous with...)
9. Q 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 These are, independently, a hydrogen atom, a fluorine atom, or a cyano group. The organic EL display device according to any one of claims 1 to 8.
10. Q 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 These are, independently, a fluorine atom or a cyano group. The organic EL display device according to any one of claims 1 to 9.
11. Q 11 Q 12 Q 13 Q 14 Q 15 , and Q 16 This is a fluorine atom, The organic EL display device according to any one of claims 1 to 10.
12. The first organic EL element is a blue organic EL element, The second organic EL element is a green organic EL element. The third organic EL element is a red organic EL element. The organic EL display device according to any one of claims 1 to 11.
13. The first organic EL element, the second organic EL element, and the third organic EL element further have a common organic layer, The common organic layer is provided in common across the first organic EL element, the second organic EL element, and the third organic EL element, between the first pixel light-emitting unit closest to the first anode among the two or more first pixel light-emitting units and the common hole transport band, between the second pixel light-emitting unit closest to the second anode among the two or more second pixel light-emitting units and the common hole transport band, and between the third pixel light-emitting unit closest to the third anode among the two or more third pixel light-emitting units and the common hole transport band. The organic EL display device according to any one of claims 1 to 12.
Citation Information
Patent Citations
Organic electroluminescent element
WO2010143434A1