Organic light-emitting diode and display device using the same

Abstract

The present disclosure provides an organic light-emitting device having a first electrode and a second electrode and an organic compound layer disposed between the first electrode and the second electrode, wherein the organic compound layer has a emitting layer, and the emitting layer has at least a first organic compound, a second organic compound, and a phosphorescent emitting compound, wherein the lowest excitation triplet energy of the first organic compound and the second organic compound is higher than the lowest excitation triplet energy of the phosphorescent compound, and wherein the first organic compound and the second organic compound both have free-rotatable single bonds that are carbon-carbon bonds, and satisfy the relationship of Equation (1). |HOMO(H2)| > |HOMO(H1)| (1)

Description

Technology Field

[0001] The present invention relates to an organic light-emitting diode and a display device using the same. Background Technology

[0002] An organic electroluminescent device (hereinafter referred to as an "organic light-emitting device" or "organic EL device") is an electronic device having a pair of electrodes and an organic compound layer disposed between these electrodes. By injecting electrons and holes from the pair of electrodes, excitons of the luminescent organic compound in the organic compound layer are generated, and when the excitons return to the ground state, the organic light-emitting device emits light.

[0003] Recent advancements in organic light-emitting diodes have made it possible to achieve significantly low driving voltage, various emission wavelengths, high-speed response, and thinning and weight reduction of the light-emitting diodes.

[0004] It is known that materials such as phosphorescent materials or delayed fluorescence materials are used to improve the efficiency of organic light-emitting diodes (OLEDs). In either of these materials, since they possess a light emission mechanism via a triplet excited state, it is known that material degradation occurs due to the energy generated during the transition from the triplet excited state to a higher-order excited state. For OLEDs using materials that utilize the triplet state, there is a need to improve the device durability.

[0005] Patent Document 1 describes a ternary fluorescent light-emitting layer comprising two types of light-emitting materials having different levels of HOMO and LUMO with respect to a light-emitting layer host, as a configuration for improving device durability. Patent Documents 2 and 3 describe improving device durability by using organic compounds 1-a and 2-a having a nitrogen-containing ring-shaped framework as materials with high stability.

[0006] [Painting 1]

[0007] Prior art literature

[0008] Patent Document 1: Japanese Patent Publication No. 2011-71194 Patent Document 2: International Publication No. 2012 / 077582 Patent Document 3: Japanese Patent Publication No. 2012-72099 The problem to be solved

[0009] However, the composition of the light-emitting layer described in Patent Document 1 is a light-emitting layer that emits fluorescence, and is not disclosed for an organic light-emitting device utilizing a triplet state. Furthermore, in the composition of the light-emitting layer described in Patent Documents 2 and 3, the device durability is insufficient and is undesirable.

[0010] The present invention takes into account the above-mentioned problem, and its purpose is to provide an organic light-emitting diode with excellent device durability. means of solving the problem

[0011] The organic light-emitting device according to the present invention is an organic light-emitting device having a first electrode and a second electrode and an organic compound layer disposed between the first electrode and the second electrode, wherein the organic compound layer has a light-emitting layer, and the light-emitting layer has at least a first organic compound, a second organic compound, and a phosphorescent emitting compound, wherein the lowest excitation triplet energy of the first organic compound and the second organic compound is higher than the lowest excitation triplet energy of the phosphorescent compound, and the first organic compound has all free-rotatable single bonds being carbon-carbon bonds and satisfies the relationship of Equation (1).

[0012] |HOMO(H2)| > |HOMO(H1)| (1) Effects of the invention

[0013] According to the present invention, an organic light-emitting diode with excellent device durability can be provided. Brief explanation of the drawing

[0014] FIG. 1a is a schematic cross-sectional view showing an example of a pixel of a display device according to one embodiment of the present invention. FIG. 1b is a schematic cross-sectional view of an example of a display device using an organic light-emitting element according to one embodiment of the present invention. FIG. 2 is a schematic diagram showing an example of a display device according to one embodiment of the present invention. FIG. 3a is a schematic diagram showing an example of an imaging device according to one embodiment of the present invention. FIG. 3b is a schematic diagram showing an example of an electronic device according to one embodiment of the present invention. FIG. 4a is a schematic diagram showing an example of a display device according to one embodiment of the present invention. FIG. 4b is a schematic diagram showing an example of a foldable display device. FIG. 5a is a schematic diagram showing an example of a lighting device according to one embodiment of the present invention. FIG. 5b is a schematic diagram showing an example of a vehicle having a vehicle lighting fixture according to one embodiment of the present invention. FIG. 6a is a schematic diagram showing an example of a wearable device according to one embodiment of the present invention. FIG. 6b is a schematic diagram showing a form having an imaging device as an example of a wearable device according to one embodiment of the present invention. FIG. 7a is a schematic diagram showing an example of an image forming device according to one embodiment of the present invention. FIG. 7b is a schematic diagram showing an example of an exposure light source of an image forming device according to one embodiment of the present invention. FIG. 7c is a schematic diagram showing an example of an exposure light source of an image forming device according to one embodiment of the present invention. Specific details for implementing the invention

[0015] In this specification, halogen atoms may include, for example, fluorine, chlorine, bromine, iodine, etc., but are not limited thereto. Among these, fluorine atoms are preferred.

[0016] As for the alkyl group, it may be an alkyl group having 1 to 20 carbon atoms. Examples include methyl group, ethyl group, normal propyl group, isopropyl group, normal butyl group, tertiary butyl group, secondary butyl group, octyl group, cyclohexyl group, 1-adamantyl group, 2-adamantyl group, etc., but are not limited to these.

[0017] As for the alkoxy group, it may be an alkoxy group having 1 to 10 carbon atoms. Examples include methoxy groups, ethoxy groups, propoxy groups, 2-ethyl-octyloxy groups, benzyloxy groups, etc., but are not limited to these.

[0018] Examples of silyl groups include trimethylsilyl groups and triphenylsilyl groups, but are not limited to these.

[0019] As for the aryl group, it may be an aryl group having 6 to 20 carbon atoms. Examples include phenyl group, naphthyl group, indenyl group, biphenyl group, terphenyl group, fluorenyl group, phenanthyl group, fluoranthenyl group, triphenylenyl group, etc., but are not limited to these.

[0020] As a heteroaryl group, it may be a heteroaryl group having 3 to 20 carbon atoms. Examples include pyridyl group, pyrimidyl group, pyrazyl group, triazolyl group, oxazolyl group, oxadiazolyl group, thiazolyl group, thiasiazolyl group, carbazolyl group, acrridinyl group, phenanthrolyl group, dibenzofuranyl group, dibenzothiophenyl group, etc., but are not limited to these.

[0021] Examples of amino groups include, but are not limited to, N-methylamino group, N-ethylamino group, N,N-dimethylamino group, N,N-diethylamino group, N-methyl-N-ethylamino group, N-benzylamino group, N-methyl-N-benzylamino group, N,N-dibenzylamino group, anilino group, N,N-diphenylamino group, N,N-dinaphthylamino group, N,N-difluorenylamino group, N-phenyl-N-trilamino group, N,N-ditrilamino group, N-methyl-N-phenylamino group, N,N-dianisolylamino group, N-methityl-N-phenylamino group, N,N-dimethitylamino group, N-phenyl-N-(4-tertiarybutylphenyl)amino group, N-phenyl-N-(4-trifluoromethylphenyl)amino group, N-piperidyl group, carbazolyl group, etc.

[0022] Examples of aryloxy groups and heteroaryloxy groups include phenoxy groups and thienyloxy groups, but are not limited to these.

[0023] Substituents that may additionally include alkyl groups, alkoxy groups, silyl groups, aryl groups, heteroaryl groups, amino groups, aryloxy groups, and heteroaryloxy groups include, for example, deuterium atoms; halogen atoms such as fluorine, chlorine, bromine, and iodine; alkyl groups such as methyl groups, ethyl groups, normal propyl groups, isopropyl groups, normal butyl groups, and tertiary butyl groups; alkoxy groups such as methoxy groups, ethoxy groups, and propoxy groups; amino groups such as dimethylamino groups, diethylamino groups, dibenzylamino groups, diphenylamino groups, and ditrilamino groups; aryloxy groups such as phenoxy groups; aromatic hydrocarbon groups such as phenyl groups and biphenyl groups; heteroaryl groups such as pyridyl groups and pyrrolyl groups; cyano groups, hydroxyl groups, and thiol groups, but are not limited to these.

[0024] In this specification, HOMO(H1), HOMO(H2), and HOMO(D) each represent the HOMO level of the first organic compound, the HOMO level of the second organic compound, and the HOMO level of the luminescent compound, respectively. LUMO(H1), LUMO(H2), and LUMO(D) each represent the LUMO level of the first organic compound, the LUMO level of the second organic compound, and the LUMO level of the luminescent compound, respectively. Additionally, for example, when |HOMO(H1)| is written, it represents the absolute value of the HOMO level of the first organic compound.

[0025] (1) Organic light-emitting diode

[0026] An organic light-emitting device according to the present invention is an organic light-emitting device having a first electrode and a second electrode and an organic compound layer disposed between the first electrode and the second electrode, wherein the organic compound layer has a light-emitting layer, and the light-emitting layer has at least a first organic compound, a second organic compound, and a phosphorescent emitting compound, wherein the lowest excitation triplet energy of the first organic compound and the second organic compound is higher than the lowest excitation triplet energy of the phosphorescent compound, and the first organic compound has all free-rotatable single bonds being carbon-carbon bonds and satisfies the relationship of Equation (1).

[0027] |HOMO(H2)| > |HOMO(H1)| (1)

[0028] The light-emitting layer of the organic light-emitting element according to the present invention has the following configuration.

[0029] (1-1) The light-emitting layer has at least a first organic compound, a second organic compound, and a light-emitting compound.

[0030] (1-2) The lowest excitation triplet energy of the first organic compound and the second organic compound is higher than the lowest excitation triplet energy of the luminescent compound.

[0031] (1-3) In the first organic compound, all free-rotatable single bonds are carbon-carbon bonds.

[0032] (1-4) The first organic compound and the second organic compound satisfy |HOMO(H2)| > |HOMO(H1)|.

[0033] The composition of these is explained below.

[0034] (1-1) The light-emitting layer has at least a first organic compound, a second organic compound, and a light-emitting compound.

[0035] An organic light-emitting device according to the present invention has at least a first organic compound, a second organic compound, and a light-emitting compound in the light-emitting layer. Here, the effect of having the first organic compound and the second organic compound in the light-emitting layer is explained using Table 1.

[0036] Table 1 shows the composition of the light-emitting layer and the device durability. The device durability is the value when the device durability of Comparative Example B is set to 1.0.

[0037] [Table 1]

[0038]

[0039] In Table 1, Comparative Examples A to C are all device configurations in which the absolute value of the LUMO level of the luminescent compound is the largest. Since electrons are easily trapped in compounds with large absolute values ​​of the LUMO level, electrons are easily trapped in the luminescent compound in the device configurations of Comparative Examples A to C. Although details will be described later, when the luminescent compound is prone to trapping electrons or holes, exciton generation tends to concentrate on the luminescent compound, which makes it prone to degrading device durability.

[0040] In addition, Comparative Example D is a device configuration in which the absolute value of the LUMO level of the first organic compound is the largest, but the device durability was low. Since organic compounds tend to exhibit a large absolute value of the HOMO level when the absolute value of the LUMO level is large, the absolute value of the HOMO level of the first organic compound is large. Holes are easily trapped in compounds with a small absolute value of the HOMO level, but in the case of the device configuration of Comparative Example D, since the absolute value of the HOMO level of the first organic compound is large, it is difficult for holes to be injected into the light-emitting layer. Consequently, the carrier balance of electrons and holes within the light-emitting layer is disrupted, and the device durability is reduced due to the carriers remaining within the light-emitting layer.

[0041] Meanwhile, in the present invention A, since the absolute value of the LUMO level of the second organic compound is the largest, it is difficult for electrons to be trapped in the luminescent compound. In addition, since the absolute value of the LUMO level of the first organic compound is the smallest, the absolute value of the HOMO level of the first organic compound also exhibits a low value. Therefore, holes are easily injected into the emitting layer. Accordingly, by having the first organic compound and the second organic compound in the emitting layer, the carrier balance of electrons and holes can be adjusted, thereby improving the durability of the device.

[0042] (1-2) The lowest excitation triplet energy of the first organic compound and the second organic compound is higher than the lowest excitation triplet energy of the luminescent compound.

[0043] In order to improve the luminous efficiency of an organic light-emitting device, it is necessary to efficiently use the lowest excitation triplet energy (T1) of the luminescent compound for luminescence. To do so, the T1 of the luminescent compound within the luminescent layer needs to have the lowest T1. In the organic light-emitting device according to the present invention, the T1 of the first organic compound and the T1 of the second organic compound are higher than the T1 of the luminescent compound. That is, the T1 of the luminescent compound is lower than the T1 of the first organic compound and the second organic compound.

[0044] Table 2 shows the composition of the light-emitting layer and the external quantum yield (EQE).

[0045] [Table 2]

[0046]

[0047] Comparative Example E is a luminescent compound that emits fluorescence, and since most of T1 is lost as thermal inertness, the EQE is low. In addition, Comparative Example F is an organic light-emitting device in which a luminescent compound emits phosphorescence, and its T1 is higher than the T1 of the first organic compound and the second organic compound. Since the organic light-emitting device of Comparative Example F does not have the configuration with the lowest T1 of the luminescent compound, the T1 of the luminescent compound cannot be effectively utilized. Therefore, the EQE is low.

[0048] Meanwhile, in one embodiment of the present invention, the present invention B is a luminescent compound that emits phosphorescence, and its T1 is lower than the T1 of the first organic compound and the second organic compound. Therefore, since the T1 of the luminescent compound can be efficiently used for luminescence, the EQE is high. Accordingly, the organic light-emitting device according to the present invention is an organic light-emitting device having high luminescence efficiency because the T1 of the luminescent compound is lower than the T1 of the first organic compound and the second organic compound.

[0049] (1-3) In the first organic compound, all free-rotatable single bonds are carbon-carbon bonds.

[0050] In this specification, the first organic compound is responsible for most of the exciton generation in the organic light-emitting diode. Therefore, the first organic compound is required to have a framework that is difficult to break down even in a high-energy excited state. Here, a framework that is difficult to break down refers to a framework in which free-rotatable single bonds have high bond energies. In this specification, a free-rotatable single bond refers to a bond in which Unit A and Unit B are not condensed, when Unit A and Unit B are single-bonded and denoted as "AB". Unit A and Unit B may be atoms such as carbon atoms or nitrogen atoms, or molecules such as benzene or carbazole. Table 3 shows the bond energies of each bond.

[0051] [Table 3]

[0052]

[0053] The bond energy of F1 and F2, which have carbon-nitrogen bonds, is 3.9 eV. Meanwhile, the bond energy of F4, which has free-rotatable carbon-carbon bonds, is 4.5 eV, and the bond energy of F3, which has free-rotatable sp2 carbon-to-carbon bonds, is 5.0 eV. Therefore, when all free-rotatable single bonds are carbon-carbon bonds, it is desirable because it forms a framework that is difficult to break down. Among carbon-carbon bonds, sp2 carbon-to-carbon bonds have particularly high bond energies, so a framework in which all free-rotatable single bonds are sp2 carbon-to-carbon bonds is even more desirable because it is more difficult to break down.

[0054] In addition, in the organic light-emitting device according to the present invention, electron and hole recombination occurs not only in the first organic compound but also in the second organic compound. For this reason, in addition to the first organic compound, it is preferable that all free-rotatable single bonds in the second organic compound are carbon-carbon bonds. From the perspective of bond stability, it is even more preferable that all free-rotatable single bonds are sp2 carbon-to-carbon bonds.

[0055] In Table 4, the device durability of organic light-emitting diodes was compared for first organic compounds with different frameworks.

[0056] [Table 4]

[0057]

[0058] In Comparative Example G, the first organic compound has lower device durability compared to the present invention because some of the freely rotatable single bonds are carbon-nitrogen bonds with low bond energy. On the other hand, in the present invention C and D, the first organic compound has excellent device durability because the freely rotatable single bonds are carbon-carbon bonds with high bond energy. In particular, the present invention C, in which the freely rotatable single bonds are sp2 carbon-to-carbon bonds with higher bond energy, exhibited superior device durability. Therefore, the organic light-emitting device according to the present invention is an organic light-emitting device with excellent device durability because the first organic compound has all of its freely rotatable single bonds as carbon-carbon bonds.

[0059] (1-4) The first organic compound and the second organic compound satisfy |HOMO(H2)| > |HOMO(H1)|.

[0060] In the organic light-emitting device according to the present invention, since the first organic compound mainly handles hole transport, it is required that the hole injection capability into the first organic compound be high compared to the second organic compound. Therefore, the organic light-emitting device according to the present invention needs to satisfy the relationship of Equation (1).

[0061] |HOMO(H2)| 〉|HOMO(H1)| (1)

[0062] Since the absolute value of the HOMO level of the first organic compound is smaller than the absolute value of the HOMO level of the second organic compound, it can be expected that hole injection into the first organic compound will be improved.

[0063] In addition, in the organic light-emitting device according to the present invention, the second organic compound primarily handles electron transport. As a framework for electron transport, azine derivatives or ketone derivatives may be cited, but these frameworks are not suitable for hole transport because they lack stability in the radical cation state. Therefore, it is desirable to be able to efficiently inject holes from the second organic compound into the first organic compound. From the above perspective, it is also desirable to satisfy Equation (1).

[0064] The organic light-emitting element according to the present invention preferably further comprises the following configurations. It may satisfy only one of the following configurations, or it may satisfy multiple configurations.

[0065] (1-5) Satisfies at least one of equation (2) or (3).

[0066] |LUMO(H2)| > |LUMO(D)| (2)

[0067] |HOMO(D)| > |HOMO(H1)| (3)

[0068] (1-6) Satisfies equations (2) and (4).

[0069] |LUMO(H2)| > |LUMO(D)| (2)

[0070] |LUMO(H1)| > |LUMO(D)| (4)

[0071] (1-7) Satisfies equations (3) to (5).

[0072] |HOMO(D)| > |HOMO(H1)| (3)

[0073] |LUMO(H1)| > |LUMO(D)| (4)

[0074] |LUMO(H1)| > |LUMO(H2)| (5)

[0075] The following describes these matters.

[0076] (1-5) Satisfies at least one of Equation (2) or Equation (3).

[0077] |LUMO(H2)|> |LUMO(D)| (2)

[0078] |HOMO(D)| > |HOMO(H1)| (3)

[0079] In the organic light-emitting device according to the present invention, it is desirable that electrons and holes are difficult to concentrate on the light-emitting compound. In other words, it is desirable that exciton generation is difficult to concentrate on the light-emitting compound. This is because, when exciton generation is concentrated on the light-emitting compound, the light-emitting compound may transition to a higher energy state. As a result, the bonds of the light-emitting compound are broken, and the concentration of the light-emitting compound in the light-emitting layer decreases, causing a degradation in brightness. Therefore, it is desirable to satisfy at least one of Equation (2) or (3). By satisfying one of these, it becomes difficult for electrons and holes to be simultaneously trapped on the light-emitting compound, making it difficult to concentrate exciton generation. Consequently, the device durability of the organic light-emitting device is excellent.

[0080] More preferably, equations (2) and (3) are satisfied simultaneously. Since satisfying equations (2) and (3) simultaneously makes it difficult for electrons and holes to concentrate on the luminescent compound, this is more preferable from the perspective of the device durability of the organic light-emitting device.

[0081] Tables 5 to 7 show the configuration of organic light-emitting diodes according to the present invention and the relative values ​​of the diode durability. In Table 5, the diode durability of E of the present invention is the value when the diode durability of F of the present invention is set to 1.0. In Table 6, the diode durability of G of the present invention is the value when the diode durability of H of the present invention is set to 1.0. In Table 7, the diode durability of Comparative Example H is the value when the diode durability of Comparative Example I is set to 1.0.

[0082] [Table 5]

[0083]

[0084] [Table 6]

[0085]

[0086] [Table 7]

[0087]

[0088] In Tables 5 and 6, the present invention E and G are configurations satisfying Equations (2) and (3). Meanwhile, the present invention F and H are configurations satisfying only Equation (2). Although high device durability can be obtained even with a configuration satisfying only Equation (2), the configuration satisfying Equations (2) and (3) exhibited even superior device durability. As described above, this is because it becomes difficult for electrons and holes to concentrate on the luminescent compound, thereby suppressing the degradation of the luminescent compound.

[0089] In addition, looking at Tables 5 and 6, the device durability of E and G of the present invention, in which all free-rotatable single bonds of the first organic compound are bonds between sp2 carbons, is 1.2, which is a superior value to that of G of the present invention. Therefore, the more the first organic compound has a framework with higher bond stability, the greater the effect of configuration (1-4).

[0090] In addition, in Table 7, Comparative Example H satisfies Equations (2) and (3), and Comparative Example I satisfies only Equation (2). However, since the free-rotatable single bond of the first organic compound has a carbon-nitrogen bond, the bond stability is low, and no improvement in device durability could be confirmed. Therefore, the improvement in device durability by the present configuration can be sufficiently obtained with an organic light-emitting diode composed of an organic compound in which all free-rotatable single bonds are carbon-carbon bonds.

[0091] (1-6) Satisfies equations (2) and (4).

[0092] |LUMO(H2)| > |LUMO(D)| (2)

[0093] |LUMO(H1)| > |LUMO(D)| (4)

[0094] In the organic light-emitting device according to the present invention, it is preferable that the absolute value of the LUMO level of the light-emitting compound is the lowest. This is because, due to the above configuration, it becomes more difficult for electrons to be trapped in the light-emitting compound. As a result, since the generation of excitons in the light-emitting compound can be suppressed, the durability of the device is further improved.

[0095] Table 8 shows the configuration and device durability of each organic light-emitting diode. In the present invention I, the compound having the smallest absolute value of the LUMO level is a light-emitting compound. In the present invention J, the compound having the smallest absolute value of the LUMO level is a first organic compound.

[0096] [Table 8]

[0097]

[0098] From Table 8, the device durability of the present invention I showed superior device durability compared to the present invention J. This is because the present invention configuration I was able to suppress exciton generation in the luminescent compound since the compound with the smallest absolute value of the LUMO level is the luminescent compound.

[0099] (1-7) Satisfies equations (3) to (5).

[0100] |HOMO(D)| > |HOMO(H1)| (3)

[0101] |LUMO(H1)| > |LUMO(D)| (4)

[0102] |LUMO(H1)| > |LUMO(H2)| (5)

[0103] In the organic light-emitting diode according to the present invention, it is preferable that exciton generation be concentrated in the first organic compound. That is, it is preferable that the absolute value of the HOMO level of the first organic compound is the smallest and the absolute value of the LUMO level of the first organic compound is the largest. This is because, by having the above configuration, the recombination of electrons and holes in the first organic compound can be performed more efficiently. In addition, since the consumption rate of excitons can be improved, the effect of suppressing exciton inactivity can also be obtained.

[0104] Table 9 shows the configuration and device durability of each organic light-emitting diode. The configuration K of the present invention is a configuration in which the absolute value of the HOMO level of the first organic compound is the smallest and the absolute value of the LUMO level of the first organic compound is the largest. The configuration L of the present invention is a configuration in which the absolute value of the HOMO level of the luminescent compound is the smallest and the absolute value of the LUMO level of the first organic compound is the largest.

[0105] [Table 9]

[0106]

[0107] From Table 9, the device durability of K of the present invention showed superior device durability compared to L of the present invention. This is because K of the present invention is configured such that the absolute value of the HOMO level of the first organic compound is the smallest and the absolute value of the LUMO level of the first organic compound is the largest, so exciton generation occurs in a concentrated manner on the first organic compound.

[0108] (2) First organic compound

[0109] In the organic light-emitting diode according to the present invention, the first organic compound has all of its freely rotatable single bonds being carbon-carbon bonds. Preferably, all of its freely rotatable single bonds are composed of bonds between sp2 carbons.

[0110] In addition, as described in (1-2), the light-emitting layer of the organic light-emitting device according to the present invention has a T1 of the first organic compound and the second organic compound that is higher than the T1 of the light-emitting compound. Since the organic compound has a lower excitation singlet energy (S1) that is higher than T1, the band gap is large. That is, the difference between the HOMO level and the LUMO level of the first organic compound and the second organic compound is large. Therefore, electrons or holes are easily trapped on the light-emitting compound. As a result, the generation of excitons is concentrated on the light-emitting compound, which causes degradation of the light-emitting compound. For this reason, it is desirable for the first organic compound to be hole-transporting. By using an organic compound exhibiting hole-transporting properties in the first organic compound, the concentration of exciton generation on the light-emitting compound can be suppressed. In this specification, hole transporting properties mean having the ability for holes to move. More preferably, the mobility of holes is greater than that of electrons. Specifically, the first organic compound preferably has a framework of general formula (1-1) or (1-2).

[0111] [Painting 2]

[0112]

[0113] In general formulas (1-1) and (1-2), cyclic units A to C are each independently selected from substituted or unsubstituted aryl groups, or substituted or unsubstituted heteroaryl groups. Q1 to Q3 are directly bonded, C(R A )(R B ), N(R C), oxygen atoms, sulfur atoms, selenium atoms, and tellurium atoms are each independently selected. R A to R C R is independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group. C It forms a ring with adjacent ring units A to C.

[0114] The specific frameworks of general formulas (1-1) and (1-2) are shown below, but are not limited to these.

[0115] [Pae 3]

[0116]

[0117] General formulas (1-1) and (1-2) may have an aryl group or a heteroaryl group through direct bonding or through a phenyl group. The phenyl group may be singular or plural, may be bonded at a meta or para position, and it is preferable that it be bonded at a meta position. The aryl group or heteroaryl group bonded through the phenyl group may have additional substituents, and the substituents may be alkyl groups having 1 to 4 carbon atoms or aryl groups having 6 to 12 carbon atoms. Specifically, they may be methyl groups, tert-butyl groups, phenyl groups, or biphenyl groups.

[0118] Specific examples of the first organic compound are shown below. However, the present invention is not limited to these.

[0119] [Painting 4]

[0120]

[0121] [Pae 5]

[0122]

[0123] [Pae 6]

[0124]

[0125] [Pa 7]

[0126]

[0127] [Pae 8]

[0128]

[0129] (3) Second organic compound

[0130] In the organic light-emitting device according to the present invention, the second organic compound has all free-rotatable single bonds that are carbon-carbon bonds. Preferably, all free-rotatable single bonds are composed of bonds between sp2 carbons. Furthermore, in order to further suppress the generation of excitons in the luminescent compound, it is preferable to use an electron-transporting organic compound in the second organic compound. This is because having such a configuration allows for further suppression of the generation of excitons in the luminescent compound. In this specification, electron transport refers to having the ability for electrons to move. More preferably, the mobility of electrons is greater than that of holes. Specifically, the second organic compound preferably has a framework of any one of general formulas (2-1) to (2-7).

[0131] [Pae 9]

[0132]

[0133] In general formulas (2-1) and (2-2), cyclic units D to F are each independently selected from substituted or unsubstituted aryl groups, or substituted or unsubstituted heteroaryl groups. Q4 is a direct bond, C(R D ) (R E It is selected from oxygen atoms, sulfur atoms, selenium atoms, and tellurium atoms. R D and R EEach is independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group. n is any one integer from 1 to 5.

[0134] In general formulas (2-3) to (2-7), R1 to R 20 Silver is independently selected from hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, or substituted or unsubstituted aryl groups. R1 to R 20 Among them, adjacent substituents may combine to form a condensation ring.

[0135] The specific frameworks of general formulas (2-1) to (2-7) are shown below, but are not limited to these.

[0136] [Tuesday 10]

[0137]

[0138]

[0139] General formulas (2-1) to (2-7) may have an aryl group or a heteroaryl group through a phenyl group or a pyridyl group. The phenyl group or the pyridyl group may be singular or plural, may be bonded at a meta position or a para position, and it is preferable that it be bonded at a meta position. The aryl group or heteroaryl group bonded through the phenyl group or the pyridyl group may have additional substituents, and the substituents may be aryl groups having 6 to 12 carbon atoms. Specifically, they may be phenyl groups or biphenyl groups.

[0140] Specific examples of the second organic compound are shown below. However, the present invention is not limited to these.

[0141] [Tuesday 11]

[0142]

[0143]

[0144] [Tuesday 12]

[0145]

[0146]

[0147] [Tuesday 13]

[0148]

[0149] (4) Luminous compounds

[0150] The luminescent compound is not particularly limited as long as it is a compound that primarily emits phosphorescence, but it is preferable that it be an organometallic complex represented by the general formula (3).

[0151] M(L)m(L')n(L'')p (3)

[0152] In the general formula (3), M represents a metal atom. Specifically, it is an iridium atom and a platinum atom, and it is preferably an iridium atom. L, L', and L'' each represent different dative ligands. m is selected from integers from 1 to 3. n and p are selected from integers from 0 to 2. However, m+n+p=3. When m is 2 or greater, L's may be the same or different. When n is 2, L's may be the same or different. When p is 2, L''s may be the same or different.

[0153] M(L)m is expressed by the general formula (4-1).

[0154] [Tuesday 14]

[0155]

[0156] In the general formula (4-1), Z1 to Z4 are C(R 21 ), and are each independently selected from nitrogen atoms. R 21 to R 28Each is independently selected from silver, a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, a substituted or unsubstituted amino group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heteroaryloxy group, or a cyano group. provided that R 21 to R 28 At least one of them is selected from a substituted or unsubstituted aryl group and a substituted or unsubstituted heteroaryl group. Z1 to Z4 are C(R 21 If indicated by ), R 21 They may be identical or different from each other.

[0157] Also, adjacent R 21 to R 28 Silver may combine with each other to form rings.

[0158] M(L')n is represented by the general formula (4-2).

[0159] [Tuesday 15]

[0160]

[0161] In equation (4-2), Z5 to Z8 are C(R 35 ), and are each independently selected from nitrogen atoms. R 31 to R 35 Z5 to Z8 are each independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, a substituted or unsubstituted amino group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heteroaryloxy group, or a cyano group. 35 If indicated by ), R 35 They may be identical or different from each other.

[0162] Also, adjacent R 31 to R35 They may combine with each other to form a ring.

[0163] M(L'')p is expressed by the general formula (4-3).

[0164] [Phase 16]

[0165]

[0166] In equation (4-3), R 39 to R 41 Each is independently selected from silver, hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted silyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heteroaryl groups, substituted or unsubstituted amino groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, or cyano groups.

[0167] Specific examples of partial structures M(L)m of organometallic complexes that are luminescent compounds are shown below, but are not limited thereto. Additionally, in the specific examples shown below, coordination bonds are indicated by straight lines, dotted lines, or arrows.

[0168] [Tuesday 17]

[0169]

[0170] [Tuesday 18]

[0171]

[0172] [Tuesday 19]

[0173]

[0174] In general formulas [Ir-5] to [Ir-8], [Ir-15] and [Ir-16], X' is selected from an oxygen atom, a sulfur atom, a substituted or unsubstituted carbon atom, and a substituted or unsubstituted nitrogen atom.

[0175] In general formulas [Ir-1] to [Ir-20], adjacent R 21 to R 29They may combine with each other to form a ring.

[0176] In the luminescent compound according to the present invention, it is preferable that the partial structure M(L)m has three or more condensed rings. This is because having three or more condensed rings improves the planarity of the molecule, promotes energy transfer from the first organic compound or the second organic compound to the phosphorescent luminescent material, and leads to an improvement in luminescence efficiency and device durability. Examples of three or more condensed rings include general formulas [Ir-3] to [Ir-8] and [Ir-11] to [Ir-16]. Specifically, examples include a phenanthrene ring, a triphenylene ring, a benzofluorene ring, a dibenzofuran ring, a dibenzothiophene ring, a benzonaphthofuran ring, a benzonaphthiophene ring, a benzisoquinoline ring, a naphthioquinoline ring, etc.

[0177] Specific examples of luminescent compounds are shown below. However, the present invention is not limited to these.

[0178] [Tue 20]

[0179]

[0180] [Tuesday 21]

[0181]

[0182] [Tuesday 22]

[0183]

[0184] [Tuesday 23]

[0185]

[0186] [Tuesday 24]

[0187]

[0188] [Tuesday 25]

[0189]

[0190] [Tuesday 26]

[0191]

[0192] [Tuesday 27]

[0193]

[0194] [Tuesday 28]

[0195]

[0196] [Tuesday 29]

[0197]

[0198] [Tuesday 30]

[0199]

[0200] [Tuesday 31]

[0201]

[0202] [Tuesday 32]

[0203]

[0204] [Tuesday 33]

[0205]

[0206] [Tuesday 34]

[0207]

[0208] [Tuesday 35]

[0209]

[0210]

[0211] Example compounds belonging to groups AA to BB are metal complexes in which the partial structure M(L)m is represented by the general formula [Ir-3] and which have a phenanthrene ring in the ligand. These compounds are particularly stable compounds.

[0212] Example compounds belonging to the CC group are metal complexes in which the partial structure M(L)m is represented by the general formula [Ir-4] and which have a triphenylene ring in the ligand. These compounds are particularly stable.

[0213] An example compound belonging to the DD group is a metal complex in which the partial structure M(L)m is represented by the general formula [Ir-5] to [Ir-8], and the ligand is a dibenzofuran ring, a dibenzothiophene ring, a benzonaphthofuran ring, or a benzonaphthiophene ring. These compounds contain oxygen atoms or sulfur atoms, and can increase charge transportability through the abundant lone pairs of electrons possessed by these atoms. For this reason, they are compounds in which it is particularly easy to adjust the carrier balance.

[0214] Example compounds belonging to groups EE to GG are metal complexes in which the partial structure M(L)m is represented by the general formula [Ir-6] to [Ir-8] and have a benzofluorene ring in the ligand. Since these compounds have a substituent at the 9 position of the fluorene ring in a direction perpendicular to the in-plane direction of the fluorene ring, they can particularly suppress the overlapping of condensation rings. For this reason, they are compounds with particularly excellent sublimation properties.

[0215] Example compounds belonging to the HH group are metal complexes in which the partial structure M(L)m is represented by the general formulas [Ir-11] to [Ir-13], and which have a benzisoquinoline ring in the ligand. These compounds contain nitrogen atoms in the condensation ring, and their charge transport can be enhanced by the lone pairs of electrons and high electronegativity of these atoms. For this reason, they are compounds in which it is particularly easy to adjust the carrier balance.

[0216] Example compounds belonging to Group II are metal complexes with a partial structure M(L)m represented by the general formula [Ir-14], which possess a naphthoisoquinoline ring in the ligand. These compounds contain nitrogen atoms in the condensation ring, and their charge transport can be enhanced by the lone pairs of electrons and high electronegativity of these atoms. For this reason, they are compounds that are particularly easy to adjust the carrier balance of.

[0217] Organic Light-Emitting Diode

[0218] The organic light-emitting device of the present embodiment has a first electrode and a second electrode, and an organic compound layer disposed between the first electrode and the second electrode. The organic compound layer has at least a light-emitting layer. Here, the organic compound layer may be a single layer or a laminate composed of multiple layers. When the organic compound layer is a laminate composed of multiple layers, at least one is a light-emitting layer. In addition to the light-emitting layer, the organic compound layer may have a hole injection layer, a hole transport layer, an electron blocking layer, a hole-exciton blocking layer, an electron transport layer, an electron injection layer, etc. These layers contain at least one organic compound, and it is preferable that the T1 of the said organic compound is higher than the T1 of the first organic compound and the T1 of the second organic compound, unlike the T1 of the first organic compound and the T1 of the second organic compound. In addition, the light-emitting layer may be a single layer or a laminate composed of multiple layers.

[0219] In the organic light-emitting device of the present embodiment, at least one layer of the organic compound layer contains an organic compound according to the present embodiment.

[0220] The first organic compound or the second organic compound is also called the host or host material and is the compound with the largest mass ratio among the compounds constituting the emitting layer. In addition, the luminescent compound is also called the guest, guest material, or luminescent material and is the compound with a smaller mass ratio than the host among the compounds constituting the emitting layer and is the compound responsible for the main luminescence.

[0221] The host of the light-emitting layer according to the present embodiment consists of at least two types. The concentration of each of these hosts is preferably 10 mass% or more and 90 mass% or less with respect to the entire light-emitting layer, more preferably 20 mass% or more and 80 mass% or less, and even more preferably 30 mass% or more and 70 mass% or less.

[0222] The concentration of the guest relative to the host is 0.01 mass% or more and 50 mass% or less based on the total amount of the constituent material of the light-emitting layer, and preferably 0.1 mass% or more and 20 mass% or less. From the perspective of suppressing concentration quenching, it is particularly preferable that the concentration of the guest be 10 mass% or less.

[0223] The guest may be uniformly included throughout the entire layer in which the host is the matrix, or may be included with a concentration gradient. Additionally, the guest may be partially included in specific regions within the layer, so that the emitting layer may be a layer having regions of only the host that do not include the guest.

[0224] The light-emitting layer of the present invention may be a single layer or a multilayer, and it is also possible to mix colors by including a light-emitting material having a different light-emitting color. A multilayer refers to a state in which a light-emitting layer and a separate light-emitting layer are stacked. In this case, the light-emitting color of the organic light-emitting device is not particularly limited. More specifically, it may be white or an intermediate color. In the case of white, for example, if the light-emitting color of the light-emitting layer is blue, the separate light-emitting layer emits a color different from blue, namely green or red. Furthermore, a third light-emitting layer emitting blue and a charge-generating layer may be provided between the light-emitting layer or the stacked light-emitting layer of the present invention and the first or second electrode. The charge-generating layer functions as a tandem element, so that electrons generated from the charge-generating layer and holes injected from the first electrode recombine to generate excitons, and holes generated from the charge-generating layer and electrons injected from the second electrode recombine to form excitons. Because of this, the internal quantum efficiency is doubled. At this time, the organic light-emitting element of the present invention can be applied to one side of a tandem element as a yellow light-emitting layer as the complementary color of the blue light emission. Accordingly, by using a stacked light-emitting layer composed of the light-emitting layers of the present invention to form a blue light-emitting layer and a tandem element, a white light-emitting element can be provided. The third light-emitting layer comprises at least a third organic compound and a fourth organic compound. The third organic compound is a host material, and the fourth organic compound is a blue light-emitting material.

[0225] In addition, the film is formed by deposition or coating.

[0226] As a specific device configuration of the organic light-emitting device of the present embodiment, a multilayer device configuration in which electrode layers and organic compound layers shown in (1) to (6) below are sequentially stacked on a substrate may be provided. In addition, in any of the device configurations, the organic compound layer must include a light-emitting layer having a light-emitting material.

[0227] (1) Anode / Luminous layer / Cathode

[0228] (2) Anode / Hole Transport Layer / Emitting Layer / Electron Transport Layer / Cathode

[0229] (3) Anode / Hole Transport Layer / Emitting Layer / Electron Transport Layer / Electron Injection Layer / Cathode

[0230] (4) Anode / hole injection layer / hole transport layer / emissive layer / electron transport layer / cathode

[0231] (5) Anode / hole injection layer / hole transport layer / emissive layer / electron transport layer / electron injection layer / cathode

[0232] (6) Anode / Hole transport layer / Electron blocking layer / Emitting layer / Hole blocking layer / Electron transport layer / Cathode

[0233] However, these examples of device configurations are merely very basic device configurations and are not limited to them. For example, an electron transport layer or a hole transport layer may be composed of two layers with different ionization potentials, such as an insulating layer, an adhesive layer, or an interference layer installed at the interface between the electrode and the organic compound layer. Various layer configurations may be adopted, such as a light-emitting layer composed of two layers with different light-emitting materials.

[0234] In the device configurations shown in (1) to (6) above, the configuration of (6) is preferable because it has both an electron blocking layer and a hole blocking layer. That is, in (6) having an electron blocking layer and a hole blocking layer, it is possible to reliably confine both hole and electron carriers within the light-emitting layer, so it becomes an organic light-emitting device with high light-emitting efficiency without carrier leakage.

[0235] Here, the organic light-emitting diode of the present invention is characterized in that the first organic compound and the second organic compound constituting the light-emitting layer both have free-rotatable single bonds formed by carbon-carbon bonds, preferably sp2 carbon-to-carbon bonds. That is, it is composed of a host material with high planarity. Accordingly, the hole transport capability and electron transport capability are higher than those of a general organic light-emitting diode. Accordingly, the electron blocking layer and the hole blocking layer play important roles. For example, since the hole blocking layer needs to be stable against holes, it is preferable that the hole blocking layer compound be an organic compound with low reactivity, and furthermore, an organic compound composed solely of hydrocarbons. For example, since the electron blocking layer also needs to be stable against electrons, it is preferable that the electron blocking layer compound be an organic compound with low reactivity, and furthermore, an organic compound in which all free-rotatable single bonds are carbon-carbon bonds, preferably sp2 carbon-to-carbon bonds.

[0236] As for the type of light emitted from the light-emitting layer (device type), it may be a so-called bottom emission method in which light is emitted from an electrode on the substrate side, or a so-called top emission method in which light is emitted from the opposite side of the substrate. In addition, a double-sided emission method in which light is emitted from the substrate side and the opposite side of the substrate may also be adopted.

[0237] <Other Compounds> The organic compound according to the present embodiment may be used as a constituent material for an organic compound layer other than the light-emitting layer constituting the organic light-emitting device of the present embodiment. Specifically, it may be used as a constituent material for an electron transport layer, an electron injection layer, a hole transport layer, a hole injection layer, a hole blocking layer, etc. In this case, the light-emitting color of the organic light-emitting device is not particularly limited. More specifically, it may be white or an intermediate color.

[0238] In the organic light-emitting device according to the present embodiment, conventionally known low-molecular-weight and high-molecular-weight hole-injecting compounds or hole-transporting compounds, host compounds, light-emitting compounds, electron-injecting compounds or electron-transporting compounds may be used together as needed. Examples of these compounds may be given below.

[0239] As a hole injection transport material, a material with high hole mobility is preferred to facilitate the injection of holes from the anode and to transport the injected holes to the light-emitting layer. In addition, to suppress film degradation such as crystallization in the organic light-emitting diode, a material with a high glass transition temperature is preferred. Examples of low-molecular-weight and high-molecular-weight materials having hole injection transport performance include triarylamine derivatives, arylcarbazole derivatives, phenylenediamine derivatives, stilbene derivatives, phthalocyanine derivatives, porphyrin derivatives, poly(vinylcarbazole), poly(thiophene), and other conductive polymers. Furthermore, the above hole injection transport material is also suitably used in an electron blocking layer. Specific examples of compounds used as hole injection transport materials are shown below, but are, of course, not limited to these.

[0240] [Tuesday 36]

[0241]

[0242] As light-emitting materials primarily related to the light-emitting function, in addition to the organometallic complex related to the light-emitting layer compound of the present invention, examples include condensed-ring compounds (e.g., fluorene derivatives, naphthalene derivatives, pyrene derivatives, perylene derivatives, tetracene derivatives, anthracene derivatives, rubrene, etc.), organoaluminum complexes such as quinacridone derivatives, coumarin derivatives, stilbene derivatives, tris(8-quinolinorato)aluminum, iridium complexes, platinum complexes, rhenium complexes, copper complexes, europium complexes, ruthenium complexes, and polymeric derivatives such as poly(phenylenevinylene) derivatives, poly(fluorene) derivatives, and poly(phenylene) derivatives. Specific examples of compounds used as light-emitting materials are shown below, but of course, they are not limited to these.

[0243] [Tuesday 37]

[0244]

[0245] [Tuesday 38]

[0246]

[0247] As a light-emitting layer host or light-emitting assist material included in the light-emitting layer, a compound other than the organic compound of the present embodiment may be included as a third component. Examples of third components include, in addition to aromatic hydrocarbon compounds or their derivatives, carbazole derivatives, azine derivatives, xanthone derivatives, dibenzofuran derivatives, dibenzothiophene derivatives, organic aluminum complexes such as tris(8-quinolinorato)aluminum, organic beryllium complexes, etc.

[0248] [Tuesday 39]

[0249]

[0250] As for the electron transport material, it can be arbitrarily selected from those capable of transporting electrons injected from the cathode to the emissive layer, and is selected by considering the balance with the hole mobility of the hole transport material. Examples of materials having electron transport performance include oxadiazole derivatives, oxazole derivatives, pyrazine derivatives, triazole derivatives, triazine derivatives, quinoline derivatives, quinoxaline derivatives, phenanthroline derivatives, organoaluminum complexes, and condensation compounds (e.g., fluorene derivatives, naphthalene derivatives, chrysene derivatives, anthracene derivatives, etc.). In addition, the above electron transport material is also suitably used in the hole blocking layer. Specific examples of compounds used as electron transport materials are shown below, but of course, they are not limited to these.

[0251] [Pa 40]

[0252]

[0253] As for the electron injection material, it can be arbitrarily selected from those that allow for easy electron injection from the cathode, and is selected considering the balance with hole injection properties. As organic compounds, n-type dopants and reducing dopants are also included. Examples include compounds containing alkali metals such as lithium fluoride, lithium complexes such as lithium quinolinol, benzimidazoliden derivatives, imidazoliden derivatives, fulvalene derivatives, and acridine derivatives. In addition, it may be used in combination with the above electron transport material.

[0254] Composition of Organic Light-Emitting Diodes

[0255] An organic light-emitting diode is installed by forming an insulating layer, a first electrode, an organic compound layer, and a second electrode on a substrate. A protective layer, a color filter, a microlens, etc., may be installed on the second electrode. If a color filter is installed, a planarization layer may be installed between it and the protective layer. The planarization layer may be composed of acrylic resin, etc. The same applies when a planarization layer is installed between the color filter and the microlens.

[0256] [Circuit board]

[0257] Examples of substrates include quartz, glass, silicon wafer, resin, metal, etc. Additionally, switching elements such as transistors or wiring may be provided on the substrate, and an insulating layer may be provided thereon. As for the insulating layer, the material does not matter as long as it is possible to form a contact hole so that wiring can be formed between it and the first electrode, and insulation from unconnected wiring can be ensured. For example, resins such as polyimide, silicon oxide, silicon nitride, etc. may be used.

[0258] [electrode]

[0259] A pair of electrodes may be used. A pair of electrodes may be an anode and a cathode. When an electric field is applied in the direction in which the organic light-emitting diode emits light, the electrode with the higher potential is the anode and the other is the cathode. Additionally, it can be said that the electrode supplying holes to the light-emitting layer is the anode and the electrode supplying electrons is the cathode.

[0260] As for the constituent material of the anode, it is preferable to have a work function as large as possible. For example, individual metals such as gold, platinum, silver, copper, nickel, palladium, cobalt, selenium, vanadium, and tungsten, mixtures containing these, or alloys combining them, and metal oxides such as tin oxide, zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide may be used. In addition, conductive polymers such as polyaniline, polypyrrole, and polythiophene may also be used.

[0261] These electrode materials may be used as a single type or in combination of two or more types. In addition, the anode may be composed of a single layer or may be composed of multiple layers.

[0262] When used as a reflective electrode, for example, chromium, aluminum, silver, titanium, tungsten, molybdenum, or alloys or laminates thereof may be used. It is also possible for the above materials to function as a reflective film that does not serve as an electrode. Furthermore, when used as a transparent electrode, transparent conductive oxide layers such as indium tin oxide (ITO) or indium zinc oxide may be used, but are not limited to these. Photolithography technology may be used to form the electrode.

[0263] Meanwhile, for the constituent material of the cathode, it is preferable to have a low work function. Examples include alkali metals such as lithium, alkaline earth metals such as calcium, and individual metals such as aluminum, titanium, manganese, silver, lead, and chromium, or mixtures containing these. Alternatively, alloys combining these individual metals may also be used. For example, magnesium-silver, aluminum-lithium, aluminum-magnesium, silver-copper, zinc-silver, etc., may be used. Metal oxides such as indium tin oxide (ITO) may also be used. These electrode materials may be used as a single type or in combination of two or more types. Furthermore, the cathode may be composed of a single layer or multiple layers. Among these, it is preferable to use silver, and it is even more preferable to use a silver alloy to reduce silver aggregation. As long as silver aggregation can be reduced, the alloy ratio does not matter. For example, the ratio of silver to other alloys may be 1:1, 3:1, etc.

[0264] The cathode may be a top emission device using an oxide conductive layer such as ITO, or a bottom emission device using a reflective electrode such as aluminum (Al), and is not particularly limited. The method of forming the cathode is not particularly limited, but using DC and AC sputtering methods is more preferable because it provides good film coverage and makes it easier to lower the resistance.

[0265] [Organic compound layer]

[0266] The organic compound layer may be formed as a single layer or as multiple layers. In the case of multiple layers, they may be called a hole injection layer, a hole transport layer, an electron blocking layer, an emitting layer, a hole blocking layer, an electron transport layer, or an electron injection layer according to their function. The organic compound layer is mainly composed of organic compounds, but may also contain inorganic atoms or inorganic compounds. For example, it may contain copper, lithium, magnesium, aluminum, iridium, platinum, molybdenum, zinc, etc. The organic compound layer may be disposed between the first electrode and the second electrode, or may be disposed in contact with the first electrode and the second electrode.

[0267] An organic compound layer (hole injection layer, hole transport layer, electron blocking layer, light-emitting layer, hole blocking layer, electron transport layer, electron injection layer, etc.) constituting an organic light-emitting device according to one embodiment of the present invention is formed by the method described below.

[0268] An organic compound layer constituting an organic light-emitting diode according to one embodiment of the present invention may be formed using a dry process such as vacuum deposition, ionization deposition, sputtering, or plasma. In addition, instead of a dry process, a wet process may be used in which a layer is formed by dissolving in a suitable solvent and applying a known coating method (e.g., spin coating, dipping, casting, LB method, inkjet method, etc.).

[0269] Here, when a layer is formed by vacuum deposition or solution coating, crystallization is unlikely to occur, and stability over time is excellent. In addition, when forming a film by coating, a film can be formed by combining it with a suitable binder resin.

[0270] Examples of the above binder resins include polyvinylcarbazole resin, polycarbonate resin, polyester resin, ABS resin, acrylic resin, polyimide resin, phenolic resin, epoxy resin, silicone resin, urea resin, etc., but are not limited to these.

[0271] In addition, these binder resins may be used as a homopolymer or copolymer, either alone or in a mixture of two or more types. Furthermore, if necessary, known additives such as plasticizers, antioxidants, and UV absorbers may be used in combination.

[0272] [Protection Layer]

[0273] A protective layer may be installed on the second electrode. For example, by bonding glass with a desiccant installed on the second electrode, the intrusion of water or the like into the organic compound layer can be reduced, thereby reducing the occurrence of display defects. In addition, as another embodiment, a passivation film such as silicon nitride may be installed on the second electrode to reduce the intrusion of water or the like into the organic compound layer. For example, after forming the second electrode, the material may be transferred to a separate chamber without breaking the vacuum, and a silicon nitride film with a thickness of 2 μm may be formed by the CVD method to serve as the protective layer. A protective layer may also be installed using the atomic deposition method (ALD method) after the film formation by the CVD method. The material of the film formed by the ALD method is not limited, but may be silicon nitride, silicon oxide, aluminum oxide, etc. Silicon nitride may be additionally formed by the CVD method on the film formed by the ALD method. Specifically, it may be 50% or less, and furthermore, 10% or less.

[0274] [Color Filter]

[0275] A color filter may be installed on the protective layer. For example, a color filter considering the size of the organic light-emitting diode may be installed on a separate substrate and bonded to the substrate on which the organic light-emitting diode is installed, or a color filter may be patterned on the aforementioned protective layer using photolithography technology. The color filter may be composed of a polymer.

[0276] [Leveling layer]

[0277] A flattening layer may be provided between the color filter and the protective layer. The flattening layer is installed for the purpose of reducing irregularities in the underlying layer. It may also be referred to as a resin layer without limiting the purpose. The flattening layer may be composed of organic compounds, and may be low molecular weight or high molecular weight, but it is preferable that it be high molecular weight.

[0278] The flattening layer may be installed above and below the color filter, and its constituent materials may be the same or different. Specifically, examples include polyvinylcarbazole resin, polycarbonate resin, polyester resin, ABS resin, acrylic resin, polyimide resin, phenolic resin, epoxy resin, silicone resin, urea resin, etc.

[0279] [Microlens]

[0280] An organic light-emitting diode or organic light-emitting device may have an optical component, such as a microlens, on its light-emitting side. The microlens may be composed of acrylic resin, epoxy resin, etc. The microlens may be intended to increase the amount of light emitted from the organic light-emitting diode or organic light-emitting device, or to control the direction of the emitted light. The microlens may have a hemispherical shape. If it has a hemispherical shape, among the tangents touching the hemisphere, there is a tangent that is parallel to the insulating layer, and the point of contact between that tangent and the hemisphere is the vertex of the microlens. The vertex of the microlens can be determined in the same way in any cross-sectional view. That is, among the tangents touching the semicircle of the microlens in the cross-sectional view, there is a tangent that is parallel to the insulating layer, and the point of contact between that tangent and the semicircle is the vertex of the microlens.

[0281] In addition, it is also possible to define the center of the microlens. In the cross-section of the microlens, a line segment from the point where the arc shape ends to the point where a separate arc shape ends can be imagined, and the center of that line segment can be called the center of the microlens. The cross-section for determining the vertex and center may be a cross-section perpendicular to the insulating layer.

[0282] [Opposing substrate]

[0283] A counter substrate may be provided on the planarization layer. The counter substrate is called a counter substrate because it is installed at a position corresponding to the substrate described above. The constituent material of the counter substrate may be the same as that of the substrate described above. When the substrate described above is used as the first substrate, the counter substrate may be a second substrate.

[0284] [Pixel Circuit]

[0285] An organic light-emitting device having an organic light-emitting element may have a pixel circuit connected to the organic light-emitting element. The pixel circuit may be an active matrix type that independently controls the light emission of a first light-emitting element and a second light-emitting element. The active matrix type circuit may be voltage programming or current programming. The driving circuit has a pixel circuit for each pixel. The pixel circuit may have a light-emitting element, a transistor that controls the light emission brightness of the light-emitting element, a transistor that controls the light emission timing, a capacitance that maintains the gate voltage of the transistor that controls the light emission brightness, and a transistor for connecting to GND without passing through the light-emitting element.

[0286] The light-emitting device has a display area and a peripheral area disposed around the display area. The display area has a pixel circuit, and the peripheral area has a display control circuit. The mobility of the transistor constituting the pixel circuit may be smaller than the mobility of the transistor constituting the display control circuit. The slope of the current-voltage characteristic of the transistor constituting the pixel circuit may be smaller than the slope of the current-voltage characteristic of the transistor constituting the display control circuit. The slope of the current-voltage characteristic can be measured by the so-called Vg-Ig characteristic. The transistor constituting the pixel circuit is a transistor connected to a light-emitting element, such as a first light-emitting element.

[0287] [Pixels]

[0288] An organic light-emitting device having an organic light-emitting element may have multiple pixels. Each pixel has subpixels that emit different colors. For example, each subpixel may have an RGB light-emitting color.

[0289] A pixel emits light in an area also called a pixel aperture. This area is identical to the first area. The pixel aperture may be 15 µm or less, or 5 µm or more. More specifically, it may be 11 µm, 9.5 µm, 7.4 µm, 6.4 µm, etc. The distance between subpixels may be 10 µm or less, and specifically, it may be 8 µm, 7.4 µm, or 6.4 µm.

[0290] Pixels may take on known arrangement forms in their planar view. For example, they may be stripe arrays, delta arrays, pentile arrays, or Bayer arrays. The shape of the subpixel in its planar view may take on any known shape. For example, rectangles, squares such as rhombuses, hexagons, etc. Of course, even if it is not an exact shape, if it has a shape close to a rectangle, it is included in the rectangle category. The shape of the subpixel and the pixel array may be used in combination.

[0291] Applications of Organic Light-Emitting Diodes

[0292] The organic light-emitting element according to the present embodiment can be used as a component of a display device or a lighting device. In addition, it has applications such as an exposure light source for an electronic photographic image forming device, a backlight for a liquid crystal display, and a light-emitting device having a color filter in a white light source.

[0293] The display device may be an image information processing device having an image input unit for inputting image information from an area CCD, a linear CCD, a memory card, etc., and an information processing unit for processing the input information, and displaying the input image on the display unit. The display device may have a plurality of pixels, and at least one of the plurality of pixels may have an organic light-emitting element of the present embodiment and a transistor connected to the organic light-emitting element.

[0294] In addition, the display unit of the imaging device or inkjet printer may have a touch panel function. The driving method of this touch panel function may be an infrared method, a capacitive method, a resistive method, or an electromagnetic induction method, and is not particularly limited. In addition, the display device may be used in the display unit of a multifunction printer.

[0295] Next, a display device according to the present embodiment will be described with reference to the drawings. FIGS. 1a and 1b are schematic cross-sectional views showing an example of a display device having an organic light-emitting element and a transistor connected to the organic light-emitting element. The transistor is an example of an active element. The transistor may be a thin-film transistor (TFT).

[0296] FIG. 1a is an example of a pixel that is a component of a display device according to the present embodiment. The pixel has subpixels (10). The subpixels are divided into 10R, 10G, and 10B by their light emission. The light emission color may be distinguished by the wavelength emitted from the light-emitting layer, or the light emitted from the subpixels may be selectively transmitted or color-converted by a color filter, etc. Each subpixel (10) has a reflective electrode which is a first electrode (2) on an interlayer insulating layer (1), an insulating layer (3) covering the end of the first electrode (2), an organic compound layer (4) covering the first electrode (2) and the insulating layer (3), a transparent electrode which is a second electrode (5), a protective layer (6), and a color filter (7).

[0297] A transistor or a capacitive element may be disposed in the lower layer or inside the interlayer insulating layer (1). The transistor and the first electrode (2) may be electrically connected through contact holes not shown, etc.

[0298] The insulating layer (3) is also called a bank or pixel separator. It covers the end of the first electrode (2) and is arranged to surround the first electrode (2). The portion where the insulating layer (3) is not arranged comes into contact with the organic compound layer (4) and becomes a light-emitting region.

[0299] The organic compound layer (4) has a hole injection layer (41), a hole transport layer (42), a first light-emitting layer (43), a second light-emitting layer (44), and an electron transport layer (45).

[0300] The second electrode (5) may be a transparent electrode, a reflective electrode, or a translucent electrode.

[0301] The protective layer (6) reduces the penetration of moisture into the organic compound layer (4). Although the protective layer (6) is shown as a single layer, it may be multiple layers. Each layer may have an inorganic compound layer and an organic compound layer.

[0302] The color filter (7) is divided into 7R, 7G, and 7B according to its color. The color filter (7) may be formed on a flattening film not shown. Additionally, the color filter (7) may have a resin protective layer not shown. Additionally, the color filter (7) may be formed on a protective layer (6). Alternatively, it may be bonded after being installed on an opposing substrate such as a glass substrate.

[0303] The display device (100) of FIG. 1b has an organic light-emitting element (26) and a TFT (18) as an example of a transistor. A substrate (11), such as glass or silicon, and an insulating layer (12) are installed on top of it. An active element, such as a TFT (18), is placed on the insulating layer (12), and a gate electrode (13), a gate insulating film (14), and a semiconductor layer (15) of the active element are placed thereon. The TFT (18) is also composed of a drain electrode (16) and a source electrode (17). An insulating film (19) is installed on top of the TFT (18). The positive electrode (21) and the source electrode (17) constituting the organic light-emitting element (26) are connected through a contact hole (20) installed in the insulating film (19).

[0304] In addition, the method of electrical connection between the electrode (anode (21), cathode (23)) included in the organic light-emitting diode (26) and the electrode (source electrode (17), drain electrode (16)) included in the TFT (18) is not limited to the form shown in FIG. 1(b). That is, it is sufficient if either the anode (21) or the cathode (23) is electrically connected to either the source electrode (17) or the drain electrode (16) of the TFT (18). TFT refers to a thin-film transistor.

[0305] In the display device (100) of FIG. 1b, the organic compound layer (22) is depicted as a single layer, but the organic compound layer (22) may be multiple layers. A first protective layer (24) or a second protective layer (25) is installed on the cathode (23) to reduce the degradation of the organic light-emitting element (26).

[0306] In the display device (100) of Fig. 1b, a transistor is used as a switching element, but other switching elements may be used instead.

[0307] In addition, the transistor used in the display device (100) of FIG. 1b is not limited to a transistor using a single-crystal silicon wafer, but may also be a thin-film transistor having an active layer on an insulating surface of a substrate. As the active layer, non-single-crystal silicon such as single-crystal silicon, amorphous silicon, microcrystalline silicon, and non-single-crystal oxide semiconductors such as indium zinc oxide and indium gallium zinc oxide may be used. In addition, a thin-film transistor is also called a TFT device.

[0308] The transistor included in the display device (100) of FIG. 1b may be formed within a substrate such as a Si substrate. Here, being formed within the substrate means manufacturing the transistor by processing the substrate itself, such as a Si substrate. That is, having the transistor within the substrate can be seen as the substrate and the transistor being formed as a single unit.

[0309] In the organic light-emitting element according to the present embodiment, the luminous brightness is controlled by a TFT, which is an example of a switching element, and by installing the organic light-emitting element within a plurality of surfaces, an image can be displayed according to the luminous brightness of each surface. Furthermore, the switching element according to the present embodiment is not limited to a TFT, but may also be a transistor formed of low-temperature polysilicon or an active matrix driver formed on a substrate such as a Si substrate. "On the substrate" may also be referred to as "inside the substrate." Whether to install a transistor inside the substrate or to use a TFT is selected according to the size of the display unit, and for example, if the size is about 0.5 inches, it is preferable to install the organic light-emitting element on a Si substrate.

[0310] FIG. 2 is a schematic diagram showing an example of a display device according to the present embodiment. The display device (1000) may have a touch panel (1003), a display panel (1005), a frame (1006), a circuit board (1007), and a battery (1008) between an upper cover (1001) and a lower cover (1009). A flexible printed circuit (FPC) (1002, 1004) is connected to the touch panel (1003) and the display panel (1005). A transistor is printed on the circuit board (1007). The battery (1008) may not be installed if the display device is not a portable device, and may be installed in a separate location even if it is a portable device.

[0311] The display device according to the present embodiment may have a color filter having red, green, and blue. The color filter may have the corresponding red, green, and blue colors arranged in a delta array.

[0312] The display device according to the present embodiment may be used in the display portion of a mobile terminal. In this case, it may have both a display function and an operation function. Examples of mobile terminals include mobile phones such as smartphones, tablets, head-mounted displays, etc.

[0313] The display device according to the present embodiment may be used in a display unit of an imaging device having an optical unit having a plurality of lenses and an imaging element that receives light passing through the optical unit. The imaging device may have a display unit that displays information acquired by the imaging element. In addition, the display unit may be a display unit exposed to the outside of the imaging device or a display unit disposed within a viewfinder. The imaging device may be a digital camera or a digital video camera.

[0314] FIG. 3a is a schematic diagram showing an example of an imaging device according to the present embodiment. The imaging device (1100) may have a viewfinder (1101), a rear display (1102), an operating unit (1103), and a housing (1104). The viewfinder (1101) may have a display device according to the present embodiment. In this case, the display device may display not only the image being captured but also environmental information, imaging instructions, etc. Environmental information may include the intensity of external light, the direction of external light, the speed at which a subject moves, the possibility that a subject is obscured by a shield, etc.

[0315] Since the timing suitable for imaging is a short period of time, it is better to display information even slightly faster. Therefore, it is desirable to use a display device using an organic light-emitting diode of the present embodiment. This is because organic light-emitting diodes have a fast response speed. A display device using an organic light-emitting diode can be used more suitably than liquid crystal displays or devices requiring display speed.

[0316] The imaging device (1100) has an optical section not shown. The optical section has a plurality of lenses and forms an image on an imaging element housed in a housing (1104). The plurality of lenses can adjust the focus by adjusting their relative positions. This operation may also be performed automatically. The imaging device may be called a photoelectric converter. The photoelectric converter may not perform sequential imaging, but may include methods of imaging such as detecting a difference from a previous image, or cutting from an image that is always recorded.

[0317] FIG. 3b is a schematic diagram illustrating an example of an electronic device according to the present embodiment. The electronic device (1200) has a display unit (1201), an operation unit (1202), and a housing (1203). The housing (1203) may have a circuit, a printed circuit board having the circuit, a battery, and a communication unit. The operation unit (1202) may be a button or a touch panel type response unit. The operation unit (1202) may be a biometric recognition unit that recognizes a fingerprint to unlock a lock, etc. An electronic device having a communication unit may also be a communication device. The electronic device (1200) may further have a camera function by providing a lens and an image element. An image captured by the camera function is projected onto the display unit (1201). Examples of the electronic device (1200) include a smartphone, a laptop, etc.

[0318] FIGS. 4a and 4b are schematic diagrams illustrating an example of a display device according to the present embodiment. FIG. 4a is a display device such as a television monitor or a PC monitor. The display device (1300) has a frame (1301) and a display section (1302). A light-emitting element according to the present embodiment may be used in the display section (1302). It has a base (1303) that supports the frame (1301) and the display section (1302). The base (1303) is not limited to the shape of FIG. 4a. The lower edge of the frame (1301) may serve as the base. Additionally, the frame (1301) and the display section (1302) may be curved. The radius of curvature may be 5000 mm or more and 6000 mm or less.

[0319] FIG. 4b is a schematic diagram showing another example of a display device according to the present embodiment. The display device (1310) of FIG. 4b is configured to be foldable and is a so-called foldable display device. The display device (1310) has a first display part (1311), a second display part (1312), a housing (1313), and a bending point (1314). The first display part (1311) and the second display part (1312) may have light-emitting elements according to the present embodiment. The first display part (1311) and the second display part (1312) may be a single seamless display device. The first display part (1311) and the second display part (1312) may be separated by a bending point. The first display unit (1311) and the second display unit (1312) may each display different images, or the first and second display units may display a single image.

[0320] FIG. 5a is a schematic diagram showing an example of a lighting device according to the present embodiment. The lighting device (1400) may have a housing (1401), a light source (1402), a circuit board (1403), an optical filter (1404) that transmits light emitted by the light source (1402), and a light diffusion section (1405). The light source (1402) may have an organic light-emitting element according to the present embodiment. The optical filter (1404) may be a filter that improves the color rendering of the light source. The light diffusion section (1405) can effectively diffuse the light from the light source, such as for light-up, and transmit light over a wide area. The optical filter (1404) and the light diffusion section (1405) may be installed on the light-output side of the lighting. If necessary, a cover may be installed on the outermost part.

[0321] A lighting device is, for example, a device that illuminates an indoor space. The lighting device may emit white, cool white, or any color ranging from blue to red. It may also have a dimming circuit for dimming these colors. The lighting device may have an organic light-emitting element of the present embodiment and a power circuit connected thereto. The power circuit is a circuit that converts alternating current voltage into direct current voltage. Additionally, white has a color temperature of 4200K, and cool white has a color temperature of 5000K. The lighting device may also have a color filter.

[0322] In addition, the lighting device according to the present embodiment may have a heat dissipation member. The heat dissipation member releases heat from within the device to the outside, and may include metals with high specific heat, liquid silicon, etc.

[0323] FIG. 5b is a schematic diagram of a vehicle, which is an example of a moving body according to the present embodiment. The vehicle has a tail lamp, which is an example of a lighting fixture. The vehicle (1500) may have a tail lamp (1501) and may be in a form that lights up the tail lamp when the brake operation, etc. is performed.

[0324] The tail lamp (1501) may have an organic light-emitting element according to the present embodiment. The tail lamp (1501) may have a protective member that protects the organic light-emitting element. The protective member has a certain degree of high strength and is transparent, and while the material does not matter, it is preferable to be composed of polycarbonate or the like. A flange carboxylic acid derivative, an acrylonitrile derivative, etc. may be mixed with polycarbonate.

[0325] The vehicle (1500) may have a vehicle body (1503) and a window (1502) attached thereto. The window (1502) may be a transparent display, unless it is a window for checking the front and rear of the vehicle. The transparent display may have an organic light-emitting element according to the present embodiment. In this case, the constituent material, such as the electrode of the organic light-emitting element, is composed of a transparent material.

[0326] The mobile body according to the present embodiment may be a ship, an aircraft, a drone, etc. The mobile body may have a body and a lighting fixture installed on the body. The lighting fixture may emit light to indicate the location of the body. The lighting fixture has an organic light-emitting element according to the present embodiment.

[0327] Referring to FIG. 6a and 6b, an application example of the display device of each of the above-described embodiments will be explained. The display device can be applied to a system that can be mounted as a wearable device, such as smart glasses, HMD, or smart contact. The imaging display device used in such an application example has an imaging device capable of photoelectric conversion of visible light and a display device capable of emitting visible light.

[0328] FIG. 6a is a schematic diagram showing an example of a wearable device according to one embodiment of the present invention. Using FIG. 6a, glasses (1600) (smart glasses) according to one application example are described. An imaging device (1602), such as a CMOS sensor or a SPAD, is installed on the surface side of the lens (1601) of the glasses (1600). In addition, a display device of each embodiment described above is installed on the back side of the lens (1601).

[0329] The glasses (1600) further comprise a control device (1603). The control device (1603) functions as a power source that supplies power to the imaging device (1602) and the display device. Additionally, the control device (1603) controls the operation of the imaging device (1602) and the display device. An optical system for focusing light to the imaging device (1602) is formed in the lens (1601).

[0330] FIG. 6b is a schematic diagram showing another example of a wearable device according to one embodiment of the present invention. Using FIG. 6b, glasses (1610) (smart glasses) according to one application example are described. The glasses (1610) have a control device (1612), and the control device (1612) is equipped with an imaging device (1602) corresponding to the imaging device (1602) of FIG. 6a and a display device. An optical system for projecting light from the imaging device and the display device within the control device (1612) is formed in the lens (1611), and an image is projected onto the lens (1611). The control device (1612) functions as a power source that supplies power to the imaging device and the display device, and also controls the operation of the imaging device and the display device.

[0331] The control device (1612) may have a gaze detection unit that detects the wearer's gaze. Infrared light may be used for gaze detection. An infrared emitting unit emits infrared light toward the eye of a user who is looking at a display image. An image of the eye is obtained by an imaging unit having a light receiving element detecting the reflected light from the eye of the emitted infrared light. When viewed from a flat surface, the degradation of image quality is reduced by having a reduction means that reduces the light from the infrared emitting unit to the display unit. Any known method may be applied to gaze detection using the image of the eye. As an example, a gaze detection method based on a Purkinje image caused by the reflection of illumination light from the cornea may be used. More specifically, gaze detection processing based on the pupil-corneal reflection method is performed. By using the pupil-corneal reflection method, a gaze vector representing the direction (rotation angle) of the eyeball is calculated based on the pupil image and Purkinje image included in the image of the eyeball, thereby detecting the user's gaze.

[0332] A display device according to one embodiment of the present invention may have an imaging device having a light-receiving element, and may control a display image of the display device based on user gaze information from the imaging device. Specifically, the display device determines a first viewing area that the user is looking at and a second viewing area other than the first viewing area based on the gaze information. The first viewing area and the second viewing area may be determined by a control device of the display device or may be received from an external control device. In the display area of ​​the display device, the display resolution of the first viewing area may be controlled to be higher than the display resolution of the second viewing area. That is, the resolution of the second viewing area may be lower than that of the first viewing area.

[0333] Additionally, the display area has a first display area and a second display area different from the first display area, and based on line of sight information, a high-priority area is determined from the first display area and the second display area. The first display area and the second display area may be determined by a control device of the display device or received from an external control device. The resolution of the high-priority area may be controlled to be higher than the resolution of the area other than the high-priority area. That is, the resolution of the relatively low-priority area may be lowered.

[0334] Additionally, AI may be used to determine the first field of view or a high-priority area. The AI ​​may be a model configured to estimate the angle of gaze and the distance to an object in front of the gaze from the image of the eye, using the image of the eye and the direction the eye actually looked at as teacher data. The AI ​​program may be possessed by a display device, an imaging device, or an external device. If it is possessed by an external device, it is transmitted to the display device via communication.

[0335] When controlling the display based on visual detection, it can be preferably applied to smart glasses having an additional imaging device that captures the outside. The smart glasses can display the captured external information in real time.

[0336] FIG. 7a is a schematic diagram illustrating an example of an image forming device according to an embodiment of the present invention. The image forming device (40) is an electronic photographic image forming device and has a photosensitive body (27), an exposure light source (28), a charging unit (30), a developing unit (31), a transfer unit (32), a return roller (33), and a fixer (35). Light (29) is irradiated from the exposure light source (28), and an electrostatic latent image is formed on the surface of the photosensitive body (27). The exposure light source (28) has an organic light-emitting element according to the present embodiment. The developing unit (31) has toner, etc. The charging unit (30) charges the photosensitive body (27). The transfer unit (32) transfers the developed image to a recording medium (34). The return roller (33) returns the recording medium (34). The recording medium (34) is, for example, paper. The fixer (35) fixes the image formed on the recording medium (34).

[0337] FIGS. 7B and 7C are drawings showing an exposure light source (28) and schematic diagrams showing a plurality of light-emitting units (36) arranged on a long-shaped substrate. The arrow (37) indicates a direction parallel to the axis of the photosensitive body and represents the column direction in which the organic light-emitting elements are arranged. This column direction is the same as the direction of the axis of rotation of the photosensitive body (27). This direction can also be called the long axis direction of the photosensitive body (27). FIG. 7B shows a form in which the light-emitting units (36) are arranged along the long axis direction of the photosensitive body (27). FIG. 7C is a form different from FIG. 7B, in which the light-emitting units (36) are arranged alternately in the column direction in each of the first and second columns. The first and second columns are arranged at different positions in the row direction. In the first column, a plurality of light-emitting units (36) are arranged at intervals. The second row has a light-emitting part (36) at a position corresponding to the spacing between the light-emitting parts (36) of the first row. That is, a plurality of light-emitting parts (36) are spaced apart in the row direction as well. The arrangement of FIG. 7c can be described as, for example, arranged in a grid shape, arranged in a zigzag grid, or in a checkered pattern.

[0338] As explained above, by using a device using an organic light-emitting diode according to the present embodiment, stable display with good image quality is possible even during long-term display.

[0339] Examples

[0340] The present invention will be explained below by way of examples. However, the present invention is not limited to these.

[0341] The following describes the first organic compound, the second organic compound, and the luminescent compound used in the light-emitting layer in the present embodiment. In addition, the compounds used in the present embodiment were synthesized with reference to Japanese Patent Publication No. 2012-72099, PCT Japanese Translation Patent Publication No. 2013-518068, Japanese Patent Publication No. 2012-191031, U.S. Patent Application Publication No. 2010 / 0051928, International Publication No. 2010 / 050778, International Publication No. 2012 / 077582, International Publication No. 2011 / 136156, and German Patent Application Publication No. 10 2010 005 697.

[0342] [Pa 41]

[0343]

[0344] Table 10 shows the HOMO and LUMO levels of the above compounds. The HOMO level is the value of the ionization potential measured using AC-3 of a RIKEN instrument after fabricating a 50 nm film of each compound by vacuum deposition. The LUMO level is the value obtained by measuring the absorption spectrum of the film fabricated in the same way, determining the optical absorption band as the band gap, and subtracting it from the ionization potential.

[0345] [Table 10]

[0346]

[0347] [Example 1]

[0348] In this embodiment, an organic light-emitting diode with a top emission structure was fabricated in which an anode, a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, and a cathode are sequentially formed on a substrate.

[0349] A 40 nm Ti film was deposited on a glass substrate by sputtering, and an anode was formed by patterning using photolithography technology. The electrode area of ​​the anode is 3 mm² 2 It was made to be so. Afterwards, it was cleaned.

[0350] Next, the electrode-attached substrate fabricated above is attached to a vacuum deposition apparatus (manufactured by Alvacs), and after preparing for the deposition of the deposition material, 1.33×10 -4 Pa(1× 10 -6 The chamber was evacuated to Torr. Afterward, the inside of the chamber was cleaned using UV / ozone. Then, each layer was formed with the layer composition shown in Table 11.

[0351] [Table 11]

[0352]

[0353] After that, the substrate was transferred to a glove box and sealed with a glass cap containing a desiccant in a nitrogen atmosphere to obtain an organic light-emitting diode.

[0354] A voltage application device was connected to the obtained organic light-emitting diode, and its characteristics were evaluated. Current-voltage characteristics were measured using a Hewlett-Packard 4140B micro-ammeter, and chromaticity was evaluated using a Topcon "SR-3". Luminous brightness was measured using a Topcon BM7. 1000 cd / m² 2 The external quantum efficiency (EQE) at display was 18%, and it was a good green organic light-emitting diode.

[0355] In addition, initial luminance 2000 cd / m² 2 A continuous operation test was performed, and the degradation rate of brightness after 100 hours was measured. The results are shown in Tables 12-1 to 12-3.

[0356] (Examples 2 to 23, Comparative Examples 1 to 11)

[0357] Organic light-emitting diodes were fabricated in the same manner as in Example 1, except that the light-emitting layer of Example 1 was changed to the configuration shown in Tables 12-1 to 12-3, and their characteristics were evaluated. The results are shown in Tables 12-1 to 12-3.

[0358] For the EQE, 1000 cd / m 2When displayed, for Example 1, an EQE ratio of 0.1 or less was designated as C, 0.1 or more or less as B, and 1.0 or more as A. In addition, the luminance degradation ratio represents the value when Comparative Example 10 is set to 1.0.

[0359] [Table 12-1]

[0360]

[0361] [Table 12-2]

[0362]

[0363] [Table 12-3]

[0364]

[0365] When comparing Example 1 and Comparative Example 1, the EQE of Example 1 is higher. This is because the present invention uses a luminescent compound, and the T1 of the first organic compound and the second organic compound is higher than that of the luminescent compound. In addition, as shown in Comparative Example 2, even though a luminescent compound was used for the first organic compound and the second organic compound of Comparative Example 2, the EQE was a low value because the T1 of the first organic compound and the second organic compound is higher than that of the luminescent compound.

[0366] When comparing Example 2 with Comparative Examples 3 to 5, Example 2 has a superior luminance degradation ratio. While Comparative Examples 3 to 5 are binary compositions of a first organic compound and a luminescent compound, Example 2 is a ternary composition of a first organic compound, a second organic compound, and a luminescent compound. The first organic compound has a framework exhibiting hole transport, and the second organic compound has a framework exhibiting electron transport. As a result, since the generation of excitons on the luminescent compound could be suppressed, the organic light-emitting device of Example 2 has a superior luminance degradation ratio.

[0367] When comparing Example 3 and Comparative Example 6, Example 3 has a superior luminance degradation ratio. This is because, regarding the molecular structure of the first organic compound, Z-21 of Example 3 has all free-rotatable single bonds as carbon-carbon bonds, whereas Z-22 of Comparative Example 6 has carbon-nitrogen bonds as free-rotatable single bonds. As described above, since the bond energy of carbon-nitrogen bonds is lower than that of carbon-carbon bonds, bond stability is lacking. Therefore, the organic light-emitting diode of Example 3 has a superior luminance degradation ratio.

[0368] When comparing Example 1 and Example 3, the luminance degradation ratio of Example 1 showed a superior value. This is because, in the molecular structure of the first organic compound, the Z-7 of Example 1 has all free-rotatable single bonds between sp2 carbons. As described above, since the bond energy of sp2 carbon-to-sp2 bonds is higher than that of carbon-carbon bonds, the bond stability is superior. Therefore, the organic light-emitting diode of Example 1 is superior in terms of luminance degradation ratio.

[0369] When comparing Example 2 with Examples 4 to 6, the luminance degradation ratio of Examples 4 and 5 is superior to that of Examples 2 and 6. Examples 4 and 5 are configurations that satisfy the relationship of Equation (3) in addition to the configuration of Examples 2 and 6. That is, Examples 2 and Examples 4 to 6 are embodiments of an organic light-emitting device having configuration (1-5). Therefore, the organic light-emitting devices of Examples 4 and 5 can suppress hole trapping in the luminescent compound more effectively than the organic light-emitting devices of Examples 2 and 6, and thus can suppress exciton generation from concentrating on the luminescent compound more effectively. Therefore, the organic light-emitting devices of Examples 4 and 5 are superior in terms of luminance degradation ratio.

[0370] When comparing Example 7 and Example 8, Example 8 is superior in terms of luminance degradation ratio. The configuration of Example 7 is a configuration that satisfies the relationship of Equation (4) in addition to the configuration of Example 8. That is, Example 7 is an embodiment of an organic light-emitting device having configuration (1-6), and Example 8 is an embodiment having configuration (1-5). By satisfying the configuration of Equation (4), the absolute value of the LUMO level of the luminescent compound is minimized, so electron traps in the luminescent compound can be further suppressed. Therefore, the concentration of exciton generation in the luminescent compound can be further suppressed. For this reason, the organic light-emitting device of Example 7 is superior in terms of luminance degradation ratio.

[0371] When comparing Example 2 and Example 9, Example 9 is superior in terms of the luminance degradation ratio. The organic light-emitting device of Example 9 is configured to satisfy Equation (1) and Equations (3) to (5). That is, Example 9 is an embodiment of an organic light-emitting device having configuration (1-7). That is, it is an organic light-emitting device in which the absolute value of the HOMO level of the first organic compound is the smallest and the absolute value of the LUMO level is the largest. By having the above configuration, the trapping of electrons and holes in the luminescent compound can be further suppressed. In addition, since the generation rate of excitons in the first organic compound is improved, exciton concentration in the luminescent compound can be suppressed, so the organic light-emitting device of Example 9 is superior in terms of the luminance degradation ratio.

[0372] In addition, Example 20 is an organic light-emitting device satisfying formulas (1) to (4). That is, Example 20 is an embodiment of an organic light-emitting device having configurations (1-5) and (1-6). By satisfying formulas (1) to (4), electrons or holes are difficult to trap on the light-emitting compound, and thus the generation of excitons on the light-emitting compound can be suppressed, resulting in an excellent luminance degradation ratio.

[0373] (Examples 24, 25)

[0374] Organic light-emitting diodes were fabricated in the same manner as in Example 1, except that the light-emitting layer of Example 1 was changed to the configuration shown in Table 13, and their characteristics were evaluated. The results are shown in Table 13. In addition, the luminance degradation ratio is the ratio when Example 25 is set to 1.0.

[0375] [Table 13]

[0376]

[0377] The organic light-emitting devices of Examples 24 and 25 exhibited an excellent luminance degradation ratio because they shared the configurations (1-1) to (1-5). In particular, the organic light-emitting device of Example 24 has the configurations (1-1) to (1-5) and (1-7). By having the above configurations, the absolute value of the HOMO level of the first organic compound is minimized and the absolute value of the LUMO level is maximized, thereby suppressing exciton concentration in the luminescent compound. Therefore, it exhibited a superior luminance degradation ratio compared to the organic light-emitting device of Example 25.

[0378] (Examples 26 to 28, Comparative Examples 12 and 13)

[0379] An organic light-emitting diode was prepared in the same manner as in Example 1, except that the light-emitting layer of Example 1 was changed to the configuration shown in the table below, and its characteristics were evaluated. The results are shown in Table 14. In addition, the luminance degradation ratio is the ratio when Comparative Example 13 is set to 1.0.

[0380] [Table 14]

[0381]

[0382] The organic light-emitting diodes of Comparative Examples 12 and 13 have carbon-nitrogen bonds in the free-rotatable single bonds of the first organic compound. As described above, carbon-nitrogen bonds lack bond stability because they have low bond energy. On the other hand, the organic light-emitting diodes of Examples 26 to 28 have carbon-carbon bonds in the free-rotatable single bonds of the first organic compound. Therefore, the organic light-emitting diodes of Examples 26 to 28 exhibited a superior luminance degradation ratio compared to Comparative Examples 12 and 13.

[0383] (Example 29)

[0384] In this embodiment, an organic light-emitting diode with a top emission structure was fabricated in which an anode, a hole injection layer, a hole transport layer, an electron blocking layer, a first light-emitting layer, a second light-emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, and a cathode are sequentially formed on a substrate.

[0385] A 40 nm Ti film was deposited on a glass substrate by sputtering, and an anode was formed by patterning using photolithography technology. The electrode area of ​​the anode is 3 mm² 2 It was made to be so. Afterwards, it was cleaned.

[0386] Next, the electrode-attached substrate fabricated above is attached to a vacuum deposition apparatus (manufactured by Alvacs), and after preparing for the deposition of the deposition material, 1.33×10 -4 Pa(1×10 -6 The chamber was evacuated to Torr. Afterward, the inside of the chamber was UV / ozone cleaned. Then, each layer was formed with the layer composition shown in Table 15.

[0387] [Table 15]

[0388]

[0389] After that, the substrate was transferred to a glove box and sealed with a glass cap containing a desiccant in a nitrogen atmosphere to obtain an organic light-emitting diode.

[0390] A voltage application device was connected to the obtained organic light-emitting diode, and its characteristics were evaluated. Current-voltage characteristics were measured using a Hewlett-Packard 4140B micro-ammeter, and chromaticity was evaluated using a Topcon "SR-3". Luminous brightness was measured using a Topcon BM7. 1000 cd / m² 2 When displayed, it was a good yellow organic light-emitting diode.

[0391] In addition, initial luminance 2000 cd / m² 2 A continuous operation test was performed, and the degradation rate of brightness after 100 hours was measured. The results are shown in Table 16.

[0392] (Examples 30 to 32, Comparative Example 14)

[0393] An organic light-emitting diode was fabricated in the same manner as in Example 29, except that the light-emitting layer of Example 29 was changed to the configuration shown in the table below, and its characteristics were evaluated. The results are shown in Table 16.

[0394] [Table 16]

[0395]

[0396] The organic light-emitting device of Comparative Example 14 has a carbon-nitrogen bond in the free-rotatable single bond of the first organic compound. As described above, the carbon-nitrogen bond lacks bond stability because the bond energy is low. On the other hand, the organic light-emitting devices of Examples 29 to 32 have a carbon-carbon bond in the free-rotatable single bond of the first organic compound. Therefore, the organic light-emitting devices of Examples 29 to 32 exhibited a superior luminance degradation ratio compared to Comparative Example 14.

[0397] From the above, by using two types of organic compounds in which free-rotatable bonds are formed as carbon-carbon bonds and adjusting the HOMO-LUMO relationship, charge trapping in the luminescent compound can be suppressed. As a result, since exciton concentration is suppressed, an organic light-emitting diode with excellent luminous efficiency and device durability is obtained. In addition, by applying the organic light-emitting diode according to the present invention to various light-emitting devices, display devices or lighting having good luminous characteristics and excellent device durability can be obtained.

[0398] In addition, the present invention may also have the following configuration.

[0399] (Composition 1)

[0400] The first electrode and the second electrode, and,

[0401] An organic light-emitting device having an organic compound layer disposed between the first electrode and the second electrode,

[0402] The above organic compound layer has a light-emitting layer,

[0403] The light-emitting layer comprises at least a first organic compound, a second organic compound, and a phosphorescent light-emitting compound,

[0404] The lowest excitation triplet energy of the first organic compound and the second organic compound is higher than the lowest excitation triplet energy of the luminescent compound, and

[0405] The first organic compound above has all of its freely rotatable single bonds as carbon-carbon bonds, and

[0406] An organic light-emitting device characterized by satisfying the relationship of Equation (1).

[0407] |HOMO(H2)| > |HOMO(H1)| (1)

[0408] In formula (1), HOMO(H1) and HOMO(H2) represent the HOMO of the first organic compound and the HOMO of the second organic compound, respectively.

[0409] (Composition 2)

[0410] An organic light-emitting device described in configuration 1, characterized by further satisfying the relationship of equation (2) in the above organic light-emitting device.

[0411] |LUMO(H2)| > |LUMO(D)| (2)

[0412] In formula (2), LUMO (H2) and LUMO (D) represent the LUMO of the second organic compound and the LUMO of the luminescent compound, respectively.

[0413] (Composition 3)

[0414] An organic light-emitting device described in configuration 1 or 2, characterized by further satisfying the relationship of equation (3) in the above organic light-emitting device.

[0415] |LUMO(H1)| > |LUMO(D)| (3)

[0416] In formula (3), LUMO(H1) represents the LUMO of the first organic compound.

[0417] (Composition 4)

[0418] An organic light-emitting device described in any one of claims 1 to 3, characterized by further satisfying the relationship of formula (4) in the above organic light-emitting device.

[0419] |LUMO(H1)| > |LUMO(H2)| (4)

[0420] (Composition 5)

[0421] An organic light-emitting device described in any one of claims 1 to 4, characterized in that it further satisfies the relationship of formula (5) in the above organic light-emitting device.

[0422] |HOMO(D)| > |HOMO(H1)| (5)

[0423] In formula (5), HOMO(D) and HOMO(H1) represent the HOMO of the luminescent compound and the HOMO of the first organic compound, respectively.

[0424] (Composition 6)

[0425] An organic light-emitting device described in any one of claims 1 to 5, characterized in that, in the first organic compound above, all free-rotatable single bonds are bonds between sp2 carbons.

[0426] (Composition 7)

[0427] An organic light-emitting device described in any one of claims 1 to 6, characterized in that, in the second organic compound above, all freely rotatable single bonds are carbon-carbon bonds.

[0428] (Composition 8)

[0429] An organic light-emitting device described in any one of claims 1 to 7, characterized in that, in the second organic compound above, all freely rotatable single bonds are bonds between sp2 carbons.

[0430] (Composition 9)

[0431] An organic light-emitting device described in any one of claims 1 to 8, characterized in that the first organic compound has a framework represented by general formula (1-1) or (1-2).

[0432] [Pa 42]

[0433]

[0434] In general formulas (1-1) and (1-2), cyclic units A to C are each independently selected from substituted or unsubstituted aryl groups, or substituted or unsubstituted heteroaryl groups. Q1 to Q3 are directly bonded, C(R A )(R B ), N(R C ), oxygen atoms, sulfur atoms, selenium atoms, and tellurium atoms are each independently selected. R A to R CR is independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group. C It forms a ring with adjacent ring units A to C.

[0435] (Composition 10)

[0436] An organic light-emitting device described in any one of claims 1 to 9, characterized in that the above-mentioned first organic compound has a framework represented by the following structural formula.

[0437] [Pa 43]

[0438]

[0439] (Composition 11)

[0440] An organic light-emitting device described in any one of claims 1 to 10, characterized in that the second organic compound has a framework represented by any one of general formulas (2-1) to (2-7).

[0441] [Pa 44]

[0442]

[0443] In general formulas (2-1) and (2-2), cyclic units D to F are each independently selected from substituted or unsubstituted aryl groups, or substituted or unsubstituted heteroaryl groups. Q4 is a direct bond, C(R D ) (R E It is selected from oxygen atoms, sulfur atoms, selenium atoms, and tellurium atoms. R D and R E Each is independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group. n is any one integer from 1 to 5.

[0444] In general formulas (2-3) to (2-7), R1 to R 20 Silver is independently selected from hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, or substituted or unsubstituted aryl groups. R1 to R 20 Among them, adjacent substituents may combine to form a condensation ring.

[0445] (Composition 12)

[0446] An organic light-emitting device described in any one of claims 1 to 11, characterized in that the second organic compound has a framework represented by the following structural formula.

[0447] [Tuesday 45]

[0448]

[0449]

[0450] (Composition 13)

[0451] The above organic compound layer is composed of multiple layers, and

[0452] The above plurality of layers is composed of at least a light-emitting layer and a second layer different from the light-emitting layer, and

[0453] The second layer above contains at least one organic compound, and

[0454] An organic light-emitting device described in any one of claims 1 to 12, characterized in that the lowest excitation triplet energy of the organic compound is higher than the lowest excitation triplet energy of the first organic compound and the second organic compound.

[0455] (Composition 14)

[0456] The above-mentioned light-emitting layer is a first light-emitting layer, and

[0457] Between the first light-emitting layer and the first electrode, or between the first light-emitting layer and the second electrode, further having a second light-emitting layer different from the first light-emitting layer,

[0458] An organic light-emitting device described in any one of claims 1 to 13, characterized in that the second light-emitting layer emits light of a color different from the light emitted by the first light-emitting layer.

[0459] (Composition 15)

[0460] A display device characterized by having a plurality of pixels, wherein at least one of the plurality of pixels has an organic light-emitting element described in any one of claims 1 to 14 and a transistor connected to the organic light-emitting element.

[0461] (Composition 16)

[0462] The device has an optical unit having a plurality of lenses, an imaging element that receives light passing through the optical unit, and a display unit that displays an image captured by the imaging element.

[0463] A photoelectric conversion device characterized in that the above-mentioned display unit has an organic light-emitting element described in any one of claims 1 to 14.

[0464] (Composition 17)

[0465] An electronic device characterized by having a display unit having an organic light-emitting element as described in any one of claims 1 to 14, a housing in which the display unit is installed, and a communication unit installed in the housing and communicating with the outside.

[0466] (Composition 18)

[0467] A lighting device characterized by having a light source having an organic light-emitting element described in any one of claims 1 to 14, and a light diffusion part or optical film that transmits light emitted by the light source.

[0468] (Composition 19)

[0469] A mobile body characterized by having a light-emitting device having an organic light-emitting element as described in any one of claims 1 to 14, and a body on which the light-emitting device is installed.

[0470] (Composition 20)

[0471] A photosensitive material and an exposure light source for exposing the photosensitive material, having,

[0472] An image forming device characterized in that the above exposure light source has an organic light-emitting element described in any one of claims 1 to 14.

[0473] The present invention is not limited to the above embodiments, and various changes and modifications are possible without departing from the spirit and scope of the invention. Accordingly, the following claims are appended to disclose the scope of the present invention.

[0474] This application claims priority based on Japanese patent application No. 2022-102760 filed on June 27, 2022, and incorporates the entire contents of the application herein by reference. Explanation of the symbols

[0475] 1 substrate 2 Reflective electrodes 3 insulation layers 4 Organic compound layer 5. Light extraction electrode 6 sealing layers 7 Color Filters 10 light-emitting elements 11 boards 12 moisture barriers 13 Gate electrode 14 Gate insulation film 15 semiconductor layers 16 drain electrode 17 source electrodes 18 TFT devices 19 insulating film 20 contact holes 21 anode 22 Organic compound layer 23 cathode 24 First protective layer 25 Second protective layer 1000 display device 1001 Top cover 1002 Flexible Printed Circuit 1003 Touch Panel 1004 Flexible Printed Circuit 1005 Display Panel 1006 frames 1007 circuit board 1008 Battery 1009 Lower cover 1100 imaging device 1101 Viewfinder 1104 Housing 1200 electronic devices 1201 display unit 1202 Control Unit 1203 Housing 1300 display device 1301 Picture Frame 1302 display unit 1303 foundation 1310 display device 1311 First display unit 1312 Second display unit 1313 Housing 1314 inflection point 1500 cars 1501 tail lamp Window 1502 1503 chassis

Claims

Claim 1 An organic light-emitting device having a first electrode and a second electrode, and an organic compound layer disposed between the first electrode and the second electrode, wherein the organic compound layer has a light-emitting layer, and the light-emitting layer has at least a first organic compound, a second organic compound, and a phosphorescent emitting compound, wherein the lowest excitation triplet energy of the first organic compound and the second organic compound is higher than the lowest excitation triplet energy of the phosphorescent compound, and wherein the first organic compound has all free-rotatable single bonds as carbon-carbon bonds, and satisfies the relationships of formulas (1), (2), and (3): |HOMO(H2)| > |HOMO(H1)| (1)|LUMO(H2)| > |LUMO(D)| (2)|LUMO(H1)| > |LUMO(D)| (3) In formulas (1) to (3), HOMO(H1), HOMO(H2), LUMO(H1), LUMO(H2) and LUMO(D) each represent the HOMO of the first organic compound, the HOMO of the second organic compound, the LUMO of the first organic compound, the LUMO of the second organic compound, and the LUMO of the luminescent compound, and the second organic compound has a skeleton represented by any one of general formulas (2-1) to (2-7). In general formulas (2-1) and (2-2), the cyclic units D to F are each independently selected from substituted or unsubstituted aryl groups, or substituted or unsubstituted heteroaryl groups; Q4 is a direct bond, C(R D ) (R E ), selected from oxygen atoms, sulfur atoms, selenium atoms, and tellurium atoms; R D and R E is independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group; n is any one integer from 1 to 5, and in general formulas (2-3) to (2-7), R1 to R 20 Each is independently selected from hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, or substituted or unsubstituted aryl groups; R1 to R 20 Among them, adjacent substituents may combine to form a condensation ring. Claim 2 An organic light-emitting device having a first electrode and a second electrode, and an organic compound layer disposed between the first electrode and the second electrode, wherein the organic compound layer has a light-emitting layer, and the light-emitting layer has at least a first organic compound, a second organic compound, and a phosphorescent emitting compound, wherein the lowest excitation triplet energy of the first organic compound and the second organic compound is higher than the lowest excitation triplet energy of the phosphorescent compound, and wherein the first organic compound has all free-rotatable single bonds as carbon-carbon bonds, and satisfies the relationship of Equation (1): |HOMO(H2)| > |HOMO(H1)| (1) In Equation (1), HOMO(H1) and HOMO(H2) each represent the HOMO of the first organic compound and the HOMO of the second organic compound, and the first organic compound has a skeleton represented by general formula (1-1) or (1-2): In general formulas (1-1) and (1-2), cyclic units A to C are each independently selected from substituted or unsubstituted aryl groups, or substituted or unsubstituted heteroaryl groups; Q1 to Q3 are directly bonded, C(R A ) (R B ), N(R C ), oxygen atom, sulfur atom, selenium atom, and tellurium atom are each independently selected; R A to R C is each independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group; R C It forms a ring with one of adjacent ring units A to C, and the second organic compound has a skeleton represented by any one of general formulas (2-1) to (2-7). In general formulas (2-1) and (2-2), the cyclic units D to F are each independently selected from substituted or unsubstituted aryl groups, or substituted or unsubstituted heteroaryl groups; Q4 is a direct bond, C(R D ) (R E ), selected from oxygen atoms, sulfur atoms, selenium atoms, and tellurium atoms; R D and R E is independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group; n is any one integer from 1 to 5, and in general formulas (2-3) to (2-7), R1 to R 20 Each is independently selected from hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, or substituted or unsubstituted aryl groups; R1 to R 20 Among them, adjacent substituents may combine to form a condensation ring. Claim 3 In claim 2, the organic light-emitting element further satisfies the relationship of equation (2): |LUMO(H2)| > |LUMO(D)| (2) In equation (2), LUMO(H2) and LUMO(D) each represent the LUMO of the second organic compound and the LUMO of the luminescent compound. Claim 4 In claim 2, the organic light-emitting element further satisfies the relationship of equation (3): |LUMO(H1)| > |LUMO(D)| (3) In equation (3), LUMO(H1) and LUMO(D) each represent the LUMO of the first organic compound and the LUMO of the luminescent compound. Claim 5 In claim 1 or 2, the organic light-emitting element further satisfies the relationship of formula (4), an organic light-emitting element: |LUMO(H1)| > |LUMO(H2)| (4). In formula (4), LUMO(H1) and LUMO(H2) each represent the LUMO of the first organic compound and the LUMO of the second organic compound. Claim 6 In claim 1 or 2, the organic light-emitting element further satisfies the relationship of formula (5), organic light-emitting element: |HOMO(D)| > |HOMO(H1)| (5) In formula (5), HOMO(D) represents the HOMO of the luminescent compound. Claim 7 In claim 2, the organic light-emitting element further satisfies the relationships of equations (2) and (3): |LUMO(H2)| > |LUMO(D)| (2) |LUMO(H1)| > |LUMO(D)| (3). In equations (2) and (3), LUMO(H1), LUMO(H2), and LUMO(D) each represent the LUMO of the first organic compound, the LUMO of the second organic compound, and the LUMO of the luminescent compound. Claim 8 In claim 2, the organic light-emitting element further satisfies the relationships of equations (2) and (4): |LUMO(H2)| > |LUMO(D)| (2) |LUMO(H1)| > |LUMO(H2)| (4). In equations (2) and (4), LUMO(H1), LUMO(H2) and LUMO(D) each represent the LUMO of the first organic compound, the LUMO of the second organic compound, and the LUMO of the luminescent compound. Claim 9 In claim 2, the organic light-emitting element further satisfies the relationships of formulas (2) to (4): |LUMO(H2)| > |LUMO(D)| (2) |LUMO(H1)| > |LUMO(D)| (3) |LUMO(H1)| > |LUMO(H2)| (4). In formulas (2) to (4), LUMO(H1), LUMO(H2), and LUMO(D) each represent the LUMO of the first organic compound, the LUMO of the second organic compound, and the LUMO of the luminescent compound. Claim 10 In claim 2, the organic light-emitting element further satisfies the relationships of formulas (3) to (5): |LUMO(H1)| > |LUMO(D)| (3) |LUMO(H1)| > |LUMO(H2)| (4) |HOMO(D)| > |HOMO(H1)| (5). In formulas (3) to (5), HOMO(D), LUMO(H1), LUMO(H2), and LUMO(D) each represent the HOMO of the luminous compound, the LUMO of the first organic compound, the LUMO of the second organic compound, and the LUMO of the luminous compound. Claim 11 An organic light-emitting device according to claim 1 or 2, wherein in the first organic compound, all freely rotatable single bonds are bonds between sp2 carbons. Claim 12 An organic light-emitting diode according to claim 1 or 2, wherein in the second organic compound, all freely rotatable single bonds are carbon-carbon bonds. Claim 13 In claim 12, an organic light-emitting diode, wherein in the second organic compound, all freely rotatable single bonds are sp2 carbon-to-carbon bonds. Claim 14 In claim 1, the organic light-emitting device having a framework represented by general formula (1-1) or (1-2), wherein the first organic compound: [Chem 1] In general formulas (1-1) and (1-2), cyclic units A to C are each independently selected from substituted or unsubstituted aryl groups, or substituted or unsubstituted heteroaryl groups; Q1 to Q3 are directly bonded, C(R A ) (R B ), N(R C ), oxygen atom, sulfur atom, selenium atom, and tellurium atom are each independently selected; R A to R C is each independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group; R C It forms a ring together with one of the adjacent ring units A to C. Claim 15 An organic light-emitting device according to claim 1 or 2, wherein the first organic compound has a framework represented by any one of the following structural formulas: [Chem 2] . Claim 16 delete Claim 17 An organic light-emitting device according to claim 1 or 2, wherein the second organic compound has a framework represented by any one of the following structural formulas: [Chem 4] . Claim 18 An organic light-emitting device according to claim 1 or 2, wherein the organic compound layer is composed of multiple layers, the multiple layers are composed of at least a second layer different from the light-emitting layer and the light-emitting layer, the second layer contains at least one organic compound, and the lowest excitation triplet energy of the organic compound is higher than the lowest excitation triplet energy of the first organic compound and the second organic compound. Claim 19 An organic light-emitting device according to claim 1 or 2, wherein the light-emitting layer is a first light-emitting layer, and further comprises a second light-emitting layer different from the first light-emitting layer between the first light-emitting layer and the first electrode, or between the first light-emitting layer and the second electrode, wherein the second light-emitting layer emits light of a color different from the light emitted by the first light-emitting layer. Claim 20 A display device having a plurality of pixels, wherein at least one of the plurality of pixels has an organic light-emitting element according to claim 1 or 2 and a transistor connected to the organic light-emitting element. Claim 21 A photoelectric converter having an optical unit having a plurality of lenses, an imaging element receiving light that has passed through the optical unit, and a display unit displaying an image captured by the imaging element, wherein the display unit has an organic light-emitting element according to claim 1 or 2. Claim 22 An electronic device having a display unit having an organic light-emitting element according to claim 1 or 2, a housing in which the display unit is installed, and a communication unit installed in the housing and communicating with the outside. Claim 23 A lighting device having a light source having an organic light-emitting element according to claim 1 or 2, and a light diffusion part or an optical film that transmits light emitted by the light source. Claim 24 A movable body having a luminaire having an organic light-emitting element according to claim 1 or 2, and a body on which the luminaire is installed. Claim 25 An image forming apparatus having a photosensitive material and an exposure light source for exposing the photosensitive material, wherein the exposure light source has an organic light-emitting element according to claim 1 or 2.

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