Organic compound and organic light-emitting device

The composition of compounds AB and AA with fused polycyclic structures addresses the limitations in driving life of organic light emitting devices by improving charge injection and trapping, and dispersing exciton generation regions, resulting in enhanced stability and efficiency.

JP7654617B2Active Publication Date: 2025-04-01CANON KK
View PDF 6 Cites 0 Cited by

Patent Information

Application Number
JP2022189343
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2022-11-28
Publication Date
2025-04-01
Estimated Expiration
2042-11-28

AI Technical Summary

Technical Problem

Existing organic light emitting devices have limitations in driving life, and there is a need to improve the relationship between monomers and multimers to enhance performance.

Method used

A composition comprising a compound AB with a fused polycyclic structure and a compound AA with the same fused polycyclic structure, used to expand the recombination region and improve charge injection and trapping properties in organic light emitting devices.

Benefits of technology

The composition significantly improves the driving life of organic light emitting devices by dispersing exciton generation regions and reducing charge mobility, leading to enhanced stability and efficiency.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure 0007654617000027
    Figure 0007654617000027
  • Figure 0007654617000028
    Figure 0007654617000028
  • Figure 0007654617000029
    Figure 0007654617000029
Patent Text Reader

Abstract

To provide a composition that materializes improvement of a characteristic of an organic light-emitting device by using a relationship between a monomeric substance and a polymer.SOLUTION: The present disclosure provides a component which is a component including an organic compound AB, and an organic compound AA different from the organic compound AB, in which the organic compound AB is an organic compound expressed by the following general formula [1] and including condensed polycyclic structure A having two or more rings, and ring structure B different from the condensed polycyclic structure, and the organic compound AA is an organic compound expressed by the following general formula [2] and having the condensed polycyclic structure A. In both of the general formulas [1] and [2], the condensed polycyclic structure A may contain a deuterium atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted hetero aryl group as a substituent group.SELECTED DRAWING: None
Need to check novelty before this filing date? Find Prior Art

Description

[Technical field]

[0001] The present invention relates to an organic compound and an organic light-emitting device using the same. [Background technology]

[0002] An organic light-emitting element (also called an organic electroluminescence element or an organic EL element) is an electronic element having a pair of electrodes and an organic compound layer disposed between the electrodes. By injecting electrons and holes from the pair of electrodes, excitons of a light-emitting organic compound in the organic compound layer are generated, and when the excitons return to the ground state, the organic light-emitting element emits light.

[0003] Recent progress in organic light-emitting devices has been remarkable, with low driving voltages, diverse emission wavelengths, high-speed response, and thinner, lighter light-emitting devices being realized.

[0004] In order to further expand the applications of organic light-emitting devices, there is a demand for further improvement in the operating life of the organic light-emitting devices. One method for improving the operating life of organic light-emitting devices is known to be to reduce the operating voltage.

[0005] Patent Document 1 describes an organic light-emitting device that uses a polycyclic aromatic compound in which a plurality of aromatic rings are condensed, and that uses a polymer of this compound to achieve excellent quantum efficiency and a low driving voltage. [Prior art documents] [Patent documents]

[0006] [Patent Document 1] Patent Publication No. 2021-027169 Summary of the Invention [Problem to be solved by the invention]

[0007] Patent Document 1 describes that the organic light-emitting device uses a polymer to improve the performance of the organic light-emitting device. However, the relationship between the monomer and the polymer is not described, and there is room for further improvement in the operating life of the organic light-emitting device using the monomer.

[0008] An object of the present invention is to provide a light-emitting composition that utilizes the relationship between a monomer and a polymer to improve the properties of an organic light-emitting device. [Means for solving the problem]

[0009] A composition according to one embodiment of the present invention comprises a compound AB, a compound AA different from the compound AB, A luminescent compound; The compound AB is a compound having a condensed polycyclic structure A having four or more rings and a ring structure B different from the condensed polycyclic structure A and represented by the following general formula [1], and the compound AA is a compound having the condensed polycyclic structure A and represented by the following general formula [2]: The energy gap is largest in the order of the organic compound AB, the organic compound AA, and the light-emitting compound. The present invention provides a composition comprising:

[0010] [ka]

[0011] In the general formulae [1] and [2], the fused polycyclic structure A may have a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group as a substituent. Effect of the Invention

[0012] According to the present invention, a composition that improves the characteristics of an organic light-emitting device can be provided by utilizing the relationship between a monomer and a polymer. [Brief description of the drawings]

[0013] [Figure 1]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, and FIG. 1B is a schematic cross-sectional view showing an example of a display device using an organic light-emitting element according to one embodiment of the present invention. [Diagram 2] FIG. 1 is a schematic diagram illustrating an example of a display device according to an embodiment of the present invention. [Diagram 3] 1A is a schematic diagram illustrating an example of an imaging device according to an embodiment of the present invention, and FIG. 1B is a schematic diagram illustrating an example of an electronic device according to an embodiment of the present invention. [Figure 4] 1A is a schematic diagram illustrating an example of a display device according to an embodiment of the present invention, and FIG. 1B is a schematic diagram illustrating an example of a foldable display device. [Diagram 5] 1A is a schematic diagram showing an example of an illumination device according to an embodiment of the present invention, and FIG. 1B is a schematic diagram showing an example of an automobile having a vehicle lamp according to an embodiment of the present invention. [Figure 6] 1A is a schematic diagram showing an example of a wearable device according to an embodiment of the present invention, and FIG. 1B is a schematic diagram showing an example of a wearable device according to an embodiment of the present invention, the wearable device having an imaging device. [Figure 7] 1A is a schematic diagram of an image forming apparatus according to one embodiment of the present invention, and FIGS. 1B and 1C are schematic diagrams showing an embodiment in which a plurality of light-emitting units of an exposure light source are arranged on a long substrate. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0014] The composition according to one embodiment of the present invention utilizes the relationship between the monomer and the polymer to expand the recombination region, and therefore, when used in an organic light-emitting device, the composition provides a long operating life for the organic light-emitting device.

[0015] A composition according to one embodiment of the present invention comprises a compound AB and a compound AA different from compound AB, wherein compound AB is a compound represented by the following general formula [1] having a fused polycyclic structure A having two or more rings and a ring structure B different from the fused polycyclic structure A, and compound AA is a compound having the fused polycyclic structure A and represented by the following general formula [2]:

[0016] [ka]

[0017] In the general formulas [1] and [2], the condensed polycyclic structure A may have a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group as a substituent, provided that the aryl group and the heteroaryl group are those having a structure of two or more rings, and phenyl groups, pyridyl groups, etc. are excluded.

[0018] In this specification, the alkyl group may be, for example, an alkyl group having 1 to 20 carbon atoms, and may be a straight-chain, branched, or cyclic alkyl group. The number of carbon atoms may be 1 to 8, or 1 to 4. More specifically, examples of the alkyl group include a methyl group, an ethyl group, a normal propyl group, an isopropyl group, a normal butyl group, a tertiary butyl group, a secondary butyl group, a hexyl group, and a cyclohexyl group. The alkyl group may have a halogen atom as a substituent. Among the halogen atoms, a fluorine atom may be used.

[0019] In this specification, the aryl group refers to, for example, an aryl group having from 5 to 60 carbon atoms, and the number of carbon atoms may be from 5 to 30, or from 5 to 20. More specific examples include a phenyl group, a naphthyl group, an indenyl group, a biphenyl group, a terphenyl group, a fluorenyl group, a phenanthryl group, a fluoranthenyl group, a triphenylenyl group, and the like.

[0020] In the present specification, the heteroaryl group may be, for example, a heteroaryl group having 3 to 58 carbon atoms, the number of carbon atoms may be 5 to 28, or 5 to 18. The heteroatom may be a nitrogen atom, a sulfur atom, or an oxygen atom. More specific examples include a pyridyl group, an oxazolyl group, an oxadiazolyl group, a thiazolyl group, a thiadiazolyl group, a carbazolyl group, an acridinyl group, a phenanthrolyl group, an azaphenanthryl group, a dibenzofuranyl group, a dibenzothiophenyl group, an azatriphenyl group, and a diazatriphenyl group.

[0021] In the present specification, the aryl group and the heteroaryl group may have a substituent. The substituent is a deuterium atom, a halogen atom, or an alkyl group. The embodiment of the halogen atom and the alkyl group are as described above.

[0022] In the general formula, the condensed polycyclic structure A may be a condensed polycyclic structure having four or more rings. More specifically, it may be selected from the following structures.

[0023] [ka]

[0024] The fused polycyclic structure A is preferably perylene, triphenylene or pyrene.

[0025] The element constituting the condensed polycyclic structure A may be an element selected from the group consisting of a hydrogen atom, a deuterium atom, a nitrogen atom, an oxygen atom and a sulfur atom.

[0026] In the general formula, the ring structure B is selected from a substituted or unsubstituted aryl group and a substituted or unsubstituted heteroaryl group. Examples of the aryl group and the heteroaryl group are the same as the examples of the aryl group and the heteroaryl group in this specification.

[0027] Ring structure B may be an aryl group having up to four rings or a heteroaryl group having up to four rings.

[0028] More specifically, it is preferably selected from the group consisting of a phenyl group, a naphthyl group, and a fluorenyl group.

[0029] The element constituting the ring structure B may be an element selected from the group consisting of a hydrogen atom, a deuterium atom, a nitrogen atom, an oxygen atom and a sulfur atom.

[0030] The compound represented by the general formula [2] represents a polymer of A. n is an integer of 1 or more and 4 or less. n is preferably 1. The multiple condensed polycyclic structures A have the same structure as the aryl group, but the substituents may be different.

[0031] A composition according to one embodiment of the present invention comprises a compound AB represented by general formula [1] and a compound AA represented by general formula [2]. The weight ratio of the compound AA to the total weight of the compound AB and the compound AA may be greater than 0.02% by weight and less than or equal to 50% by weight.

[0032] In addition, the weight ratio of the compound AA to the total weight of the compound AB and the compound AA may be more than 0.02% by weight and not more than 30% by weight. The weight ratio of the compound AA to the total weight of the compound AB and the compound AA may be more than 0.02% by weight and not more than 10% by weight.

[0033] The weight ratio of the compound AA to the total weight of the compound AB and the compound AA may be greater than 0.1% by weight and less than 50% by weight. The weight ratio of the compound AA to the total weight of the compound AB and the compound AA may be greater than 0.1% by weight and less than 30% by weight. The weight ratio of the compound AA to the total weight of the compound AB and the compound AA may be greater than 0.1% by weight and less than 10% by weight.

[0034] [Effects of the composition according to the present invention] When the composition according to one embodiment of the present invention is used in an organic light-emitting device, it has the effect of providing a long operating life for the organic light-emitting device. In order to extend the operating life of the organic light-emitting device, it is preferable to reduce the deterioration caused by the operation of the organic compound of the organic light-emitting device. In order to extend the operating life of the organic light-emitting device, one method is to expand the region where holes and electrons recombine in the light-emitting layer of the organic light-emitting device to reduce the concentration of exciton generation. When the generation of excitons is concentrated, energy transfer from another excited molecule to an excited molecule may occur, resulting in a transition to a higher energy state. In a high-energy state, if a situation occurs in which the bond energy of the single bond site in the molecular structure is exceeded, the bond may be cleaved and decomposition products may be generated. The decomposition products affect other molecules and cause a decrease in luminance. In order to avoid this, it is effective to disperse the generation of excitons.

[0035] The composition according to one embodiment of the present invention includes an organic compound AB and an organic compound AA having a molecular structure in which the partial structure of the organic compound AB is polymerized. By using the composition in an organic light-emitting device, charge injection into the light-emitting layer is excellent, charge trapping properties are appropriately increased, and exciton generation regions can be dispersed.

[0036] The action of the composition in one embodiment of the present invention will be described below.

[0037] The organic compound AB and the organic compound AA are used to increase the charge trapping property and improve the driving life of the organic light emitting device. It is more preferable to use them in the same organic compound layer, and more preferably in the same organic light emitting layer.

[0038] By using the organic compound AB and the organic compound AA, it is possible to adjust the charge mobility of the organic compound layer. By mixing the organic compound AB and the organic compound AA, a charge trap level is formed for the molecular orbital of the organic compound AB, and the charge mobility can be reduced compared to the case where only the organic compound AB is used.

[0039] In an organic compound layer formed of only a single organic compound, the charge mobility is uniquely determined. In contrast, when different organic compounds are mixed, charge trap levels are formed, which can reduce the charge mobility. However, when two completely different organic compounds are used, for example, organic compound XX, which has a different partial structure, is used in place of organic compound AB, the difference in physical properties between them is large, making it difficult to form the intended charge trap levels.

[0040] The composition according to one embodiment of the present invention includes an organic compound AB and an organic compound AA that has a partial structure in common with the organic compound AB. The partial structure in common reduces the difference in physical properties and is highly compatible, so that a trap level can be formed between the organic compound AB and the organic compound AA. The charge trap level is preferably a different level within a certain range of molecular orbital level energy. The difference in molecular orbital level energy between the organic compound AB and the organic compound AA is preferably greater than 0.00 eV and less than 0.30 eV. And, it is more preferable that it is within 0.15 eV. Here, it does not matter which of the organic compound AB and the organic compound AA has a higher molecular orbital level. For example, when the lowest unoccupied molecular orbital level (LUMO level) of the organic compound AA is lower than the LUMO level of the organic compound AB, it is likely to become an electron trap. This is more noticeable when the weight ratio of the organic compound AA is smaller than that of the organic compound AB. On the other hand, when the highest occupied molecular orbital level (HOMO level) of the organic compound AA is higher than the HOMO level of the organic compound AB, it is likely to become a hole trap. This is more noticeable when the weight ratio of organic compound AA is smaller than that of organic compound AB.

[0041] In this manner, since the organic compound AA acts as a charge trap level and has the same partial structure as the organic compound AB, a stable organic layer can be formed.

[0042] [Bonding of organic compounds constituting the composition according to the present invention] In the composition according to one embodiment of the present invention, all of the single bonds capable of free rotation in the organic compound AA consist of carbon-carbon bonds. More preferably, they consist of SP2 carbon-SP2 carbon bonds.

[0043] The composition according to one embodiment of the present invention has a configuration capable of recombination and exciton generation on the organic compound AB and the organic compound AA. Here, since energy is concentrated in the organic compound AB and the organic compound AA in the excited state, it is preferable that the organic compound AB and the organic compound AA have a skeleton that is resistant to decomposition even in a high-energy excited state. Specifically, a skeleton resistant to decomposition means that all of the single bonds capable of free rotation are carbon-carbon bonds. More preferably, it is preferable that those bonds are SP2 carbon-SP2 carbon bonds.

[0044] As shown in the following examples of bond energies, when a carbon-nitrogen bond or the like is provided as a bond between condensed polycyclic skeletons, the bond is more likely to break in a higher-order excited energy state generated by a certain concentration of exciton generation.

[0045] [Chemical formula]

[0046] The stability of the above bond energies is in the order of F1, F2(C-N) < F4(SP3 carbon-SP3 carbon) < F3(SP2 carbon-SP2 carbon). That is, the larger the described bond energy, the more stable it is.

[0047] [Film stability of the organic compound constituting the composition according to the present invention] The composition according to one embodiment of the present invention comprises an organic compound AB and an organic compound AA. The organic compound AB has a condensed polycyclic structure A having two or more rings in its molecular structure, and therefore tends to have a high glass transition temperature. Therefore, it has high thermal stability and can maintain an amorphous state in a film state. In other words, it is stable even after a thin film is formed by deposition. This tendency appears when the molecular structure has a condensed ring structure having two or more rings. More preferably, it appears more remarkably when the molecular structure has a condensed ring structure having four or more rings.

[0048] Organic compounds used in organic semiconductor devices, including organic light-emitting devices, are highly purified by sublimation purification before use. By having the condensed polycyclic structure A, the melting point of the organic compound tends to be high, and it is easy to maintain a solid state and sublimate even under high vacuum. This tendency is more pronounced when the compound has a ring structure condensed with four or more rings. When the compound does not have a condensed polycyclic structure, the melting point tends to be low, so it is easy to become liquid by heating under high vacuum. Compounds evaporated from a liquid state tend to form an azeotrope with impurities, and may contain impurities in a film state. In other words, by having the condensed polycyclic structure A, it is easy to separate and purify the compound and to highly purify it.

[0049] [Organic compound AA represented by general formula [2]] The organic compound AA has a structure in which n condensed polycyclic structures A are bonded together. More preferably, it has a dimer structure in which one condensed polycyclic structure A is bonded together. In other words, n is preferably 1.

[0050] Designing an organic compound AA having a structure in which n condensed polycyclic structures A are bonded together provides the following effects.

[0051] First, in a structure in which n condensed polycyclic structures A with large molecular weights are bonded, the conformation is such that the planarity is disrupted, which reduces molecular stacking, where molecules overlap one another. A vapor-deposited film of an organic compound with reduced molecular stacking is less likely to crystallize and is more likely to remain amorphous.

[0052] Here, high amorphousness, i.e., good film properties, are preferable when used in organic light-emitting devices. High amorphousness makes it difficult for grain boundaries, trap levels, and quenchers to be generated due to microcrystallization even during device operation, and allows good carrier transport properties and highly efficient light-emitting properties to be maintained. As a result, the organic light-emitting device has excellent light-emitting efficiency and operating life.

[0053] Secondly, the molecular structure has low symmetry, which reduces the overlap between molecules, making it difficult for the molecules to crystallize and easier to maintain the amorphous state. In this case, the effect is greater when organic compound AA is formed in the same organic layer as organic compound AB. Also, the effect of steric hindrance is greater in structures in which two or more aromatic condensed rings, each of which has two or more rings condensed, are bonded together. This is because the presence of a large aromatic condensed ring consisting of two or more rings in the space can be expected to have a steric hindrance effect. The effect is greater in condensed polycyclic rings of three or more rings, and even greater in condensed polycyclic rings of four or more rings.

[0054] Thirdly, since both organic compound AA and organic compound AB have the same condensed polycyclic structure A as a partial structure, the compatibility of the two compounds is high in a co-deposition film of organic compound AA and organic compound AB. In addition, since organic compound AA has n condensed polycyclic structures A, the molecular weight is large. Therefore, a co-deposition film of organic compound AA and organic compound AB can have the effect of improving thermal stability compared to a film of organic compound AB alone.

[0055] From the above, by increasing the molecular weight and breaking the symmetry, it is possible to easily maintain the amorphous state, and therefore it is possible to provide an organic light-emitting device that can maintain a stable amorphous state even during device operation and has a long life.

[0056] These effects are achieved when n condensed polycyclic structures A are bonded to each other, but more preferably, the organic compound AA is one in which two condensed polycyclic structures A are bonded to each other.

[0057] [Preferable configuration of the composition] When the organic compound of the composition according to one embodiment of the present invention further has the following configuration, it can be particularly suitably used in an organic light-emitting device.

[0058] (1) Preferred Structure of the Fused Polycyclic Structure A The condensed polycyclic structure A is a condensed polycyclic structure in which two or more 5- or 6-membered rings made of aromatic hydrocarbons composed only of hydrocarbons or heterocyclic aromatics containing heteroatoms in the ring structure are condensed. A structure in which four or more aromatic rings are condensed, which has a larger molecular weight and is easy to form a stable structure with fewer rotation sites as a partial structure, is more preferable.

[0059] Specific examples of the condensed polycyclic structure A are shown below, but the structure is not limited thereto.

[0060] [ka]

[0061] The condensed polycyclic structure A is more preferably the following structure.

[0062] [ka]

[0063] (2) Preferred Structure of Ring Structure B In the organic compound AB, all of the freely rotatable single bonds are preferably carbon-carbon bonds, more preferably SP2 carbon-SP2 carbon bonds. It is preferable that the organic compound AB has an aromatic unit represented by the following general formula [3].

[0064] [ka]

[0065] The ring structure B is a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, and may be a condensed ring.

[0066] Furthermore, the ring structure B may be a partial structure in which a plurality of structures selected from the above aryl groups and the above heteroaryl groups are bonded together.

[0067] Examples of the aryl group and heteroaryl group are the same as those of the aryl group and heteroaryl group in this specification.

[0068] [Specific examples of organic compound AA] Specific examples of the organic compound AA according to the present invention are shown below, but the present invention is not limited thereto.

[0069] [ka]

[0070] [Preferable mode of use of the composition] The organic compound of the composition according to one embodiment of the present invention is preferably used under the following conditions in an organic compound layer in an organic light-emitting device.

[0071] (1) The organic compound AB is preferably used as a host material in the light-emitting layer. The host material may be 50% by weight or more in terms of weight ratio in the light-emitting layer. When the organic compound AA to be mixed with this host material is used as a second host material, it is used in a content of more than 0.02% by weight and not more than 40% by weight, and preferably in a content of 0.5% by weight or more and not more than 30% by weight.

[0072] The organic compound AB in the composition according to one embodiment of the present invention is suitable as a host material for the light-emitting layer because it is easy to maintain the amorphous state, and is preferably used at 50% by weight or more. Even if it is used at 99.9% by weight, it is difficult to crystallize, and therefore can exhibit excellent properties.

[0073] In addition, from the viewpoint of improving the film properties of the light-emitting layer, the organic compound AA may be used as a second host material. When used as a second host material, it can be used in an amount of more than 0.02% by weight and less than 50% by weight. This is because the second host material, which is a dimer structure of the condensed polycyclic structure A, can improve the amorphous property even if it is contained in the film at only 0.5% by weight.

[0074] When the light-emitting layer having the composition according to one embodiment of the present invention has a light-emitting compound, an organic compound AB, and an organic compound AA, the energy gap may be larger in the order of the organic compound AB, the organic compound AA, and the light-emitting compound. The energy gap corresponds to the lowest excited singlet energy (S1) of each organic compound, and can be calculated from the HOMO and the LUMO.

[0075] When the light-emitting layer having the composition according to one embodiment of the present invention contains a light-emitting compound, an organic compound AB, and an organic compound AA, the weight ratios of the organic compound AB, the organic compound AA, and the light-emitting compound may be in the order of increasing, where the organic compound AB is a host material, the organic compound AA is an assist material or a second host material, and the light-emitting compound is a dopant material.

[0076] The composition according to one embodiment of the present invention is not limited to one type. For example, a composition may have organic compound AB and organic compound AA, and a second composition may have organic compound CD and organic compound CC different from organic compound AB. Examples of organic compound CD and organic compound CD are the same as organic compound AB and organic compound AA, respectively. Organic compound CD is composed of condensed polycyclic structure C and ring structure D, and is the same as organic compound AB.

[0077] [ka]

[0078] General formula [4] is the same as general formula [1], and general formula [5] is the same as general formula [2].

[0079] The second composition according to one embodiment of the present invention may be used in a light-emitting layer different from the composition. That is, when the composition according to one embodiment of the present invention is used in a light-emitting layer, the second composition may be used in a second light-emitting layer different from the light-emitting layer. Here, the light-emitting layer and the second light-emitting layer may be arranged in contact with each other, or may be laminated via another organic compound layer. The other organic compound may be a charge generating layer described later.

[0080] This is due to the constitution of the organic compound in the composition according to one embodiment of the present invention, and the compound is less likely to aggregate, and when driving an organic light-emitting device, crystal grain boundaries caused by molecular aggregation are less likely to occur, making it possible to provide a light-emitting device with excellent characteristics.

[0081] <Organic light-emitting element> Next, the organic light-emitting device of this embodiment will be described. The organic light-emitting device of this embodiment has at least a first electrode, a second electrode, and an organic compound layer disposed between these electrodes. One of the first electrode and the second electrode is an anode, and the other is a cathode. In the organic light-emitting device of this embodiment, the organic compound layer may be a single layer or a laminate consisting of multiple layers as long as it has a light-emitting layer. Here, when the organic compound layer is a laminate consisting of multiple layers, 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. in addition to the light-emitting layer. Furthermore, the light-emitting layer may be a single layer or a laminate consisting of multiple layers. When the light-emitting layer is a multiple layer, a charge generation layer may be provided between the light-emitting layers. The charge generation layer may be composed of a compound whose LUMO is lower than that of the hole transport layer, and the LUMO of the charge generation layer may be lower than that of the hole transport layer. Here, the molecular orbital energy of the organic compound layer may be the molecular orbital energy of the organic compound having the largest weight ratio of the organic compound layer.

[0082] Here, the closer the HOMO and LUMO are to the vacuum level, the higher they are described as being. The LUMO of the charge generating layer being lower than the HOMO of the hole transporting layer means that the LUMO of the charge generating layer is closer to the vacuum level than the HOMO of the hole transporting layer.

[0083] In this specification, the HOMO and LUMO can be calculated by molecular orbital calculation. The molecular orbital calculation is performed by density functional theory (DFT) or the like, the functional is B3LYP, and the basis function is 6-31G. *For example, the range of graphical designs is provided by Gaussian09(Gaussian09, RevisionC.01,MJFrisch,GWTrucks,HBSchlegel,GEScuse ria, MARobb,JRCheeseman,G.Scalmani,V.Barone,B.Mennucci,GAPetersson,H.Nakatsuji,M.Caricato,X.Li,HPHra tchian, AFIzmaylov, J. Bloino, G. Zheng, JLSonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishi da,T.Nakajima,Y.Honda,O.Kitao,H.Nakai,T.Vreven,JAMontgomery,Jr.,JEPeralta,F.Ogliaro,M.Bearpark,JJHe yd, E. Brothers, KNKudin, VNS Taroverov, T. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, JCBurant ,SSIyengar,J.Tomasi,M.Cossi,N.Rega,JMMillam,M.Klene,JEKnox,JBCross,V.Bakken,C.Adamo,J.Jaramillo,R.G omperts,REStratmann,O.Yazyev,AJAustin,R.Cammi,C.Pomelli,JWOchterski,RLMartin,K.Morokuma,VGZakrzews ki,GAVoth,P.Salvador,JJDannenberg,S.Dapprich,ADDaniels,O.Farkas,JBForesman,JVOrtiz,JCioslowski,and DJFox,Gaussian,Inc.,Wallingford CT,2010.)

[0084] The HOMO and LUMO in this specification can be calculated using the ionization potential and band gap. The HOMO can be estimated by measuring the ionization potential. The ionization potential can be measured by dissolving the compound to be measured in a solvent such as toluene and using a measuring device such as AC-3. The band gap can be measured by dissolving the compound to be measured in a solvent such as toluene and applying excitation light. The band gap can be measured by measuring the absorption edge of the excitation light. Alternatively, the compound to be measured can be measured by depositing the compound to be measured on a substrate such as glass and applying excitation light to the deposited film. The band gap can be measured by measuring the absorption edge of the absorption spectrum where the deposited film absorbs the excitation light.

[0085] The LUMO can be calculated using the band gap and ionization potential: subtracting the ionization potential from the band gap gives the LUMO.

[0086] The LUMO can also be estimated from the reduction potential. For example, the one-electron reduction potential is estimated using cyclic volmetry (CV) measurements. CV measurements are performed, for example, in a 0.1 M tetrabutylammonium perchlorate solution in DMF, with a Ag / Ag reference electrode. + The measurement can be performed using a Pt counter electrode and a glassy carbon working electrode. The LUMO can be estimated by adding the difference between the reduction potential of the obtained compound and that of ferrocene, which is -4.8 eV.

[0087] In the organic light-emitting device according to one embodiment of the present invention, when the organic compound according to this embodiment is contained in the light-emitting layer, the light-emitting layer may be a layer consisting of only the organic compound according to this embodiment, or may be a layer consisting of the organometallic complex according to this embodiment and other compounds. Here, when the light-emitting layer is a layer consisting of the organometallic complex according to this embodiment and other compounds, the organic compound according to this embodiment may be used as a host of the light-emitting layer or as a guest. It may also be used as an assist material that can be contained in the light-emitting layer. Here, the host is a compound having the largest mass ratio among the compounds constituting the light-emitting layer. Also, the guest is a compound having a smaller mass ratio than the host among the compounds constituting the light-emitting layer, and is a compound that is responsible for the main emission of light. Also, the assist material is a compound having a smaller mass ratio than the host among the compounds constituting the light-emitting layer, and assists the emission of the guest. The assist material is also called a second host. The host material can also be called the first compound, and the assist material can also be called the second compound.

[0088] When the organic compound according to one embodiment of the present invention is used as a guest in the light-emitting layer, the concentration of the guest is preferably 0.01% by mass or more and 20% by mass or less, and more preferably 0.1% by mass or more and 10% by mass or less, based on the total mass of the light-emitting layer. The guest is also called a dopant.

[0089] The present inventors have conducted various studies and found that when the organic compound according to this embodiment is used as a host or guest of the light-emitting layer, particularly as a guest of the light-emitting layer, an element that exhibits high efficiency and high luminance light output and is extremely durable can be obtained. This light-emitting layer may be a single layer or multiple layers, and it is also possible to mix the light emitted by the light-emitting layer with the red light emitted by the present embodiment by including a light-emitting material having another light-emitting color. The multiple layers refer to a state in which the light-emitting layer and another light-emitting layer are laminated. In this case, the light-emitting color of the organic light-emitting element is not limited to red. More specifically, it may be white or an intermediate color. In the case of white, the other light-emitting layer emits a color other than red, that is, blue or green. In addition, the film is formed by deposition or coating film formation. Details of this will be described in detail in the examples below.

[0090] The organometallic complex according to this embodiment can be used as a constituent material of an organic compound layer other than the light-emitting layer constituting the organic light-emitting device of this embodiment. Specifically, it may be used as a constituent material of 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 emission color of the organic light-emitting device is not limited to red. More specifically, it may be white light or an intermediate color.

[0091] In addition to the organic compound according to the present embodiment, conventionally known low-molecular-weight and high-molecular-weight hole-injecting or hole-transporting compounds, host compounds, light-emitting compounds, electron-injecting or electron-transporting compounds, etc. may be used together as necessary. Examples of these compounds are given below.

[0092] As the hole injection transport material, a material having high hole mobility is preferable so that the injection of holes from the anode can be easily performed and the injected holes can be transported to the light emitting layer. In addition, a material having a high glass transition temperature is preferable so as to reduce deterioration of the film quality such as crystallization in the organic light emitting device. 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 preferably used in the electron blocking layer. Specific examples of compounds used as the hole injection transport material are shown below, but of course, the present invention is not limited to these.

[0093] [ka]

[0094] Examples of the luminescent material mainly involved in the luminescent function include, in addition to the organometallic complexes involved in the luminescent layer compound of the present invention, condensed ring compounds (e.g., fluorene derivatives, naphthalene derivatives, pyrene derivatives, perylene derivatives, tetracene derivatives, anthracene derivatives, rubrene, etc.), quinacridone derivatives, coumarin derivatives, stilbene derivatives, organoaluminum complexes such as tris(8-quinolinolato)aluminum, iridium complexes, platinum complexes, rhenium complexes, copper complexes, europium complexes, ruthenium complexes, and polymer derivatives such as poly(phenylenevinylene) derivatives, poly(fluorene) derivatives, and poly(phenylene) derivatives. Specific examples of compounds used as luminescent materials are shown below, but are of course not limited to these.

[0095] [ka]

[0096] [ka]

[0097] The light-emitting layer host or light-emitting assist material contained in the light-emitting layer may contain a compound other than the organic compound of this embodiment as a third component. Examples of the third component include aromatic hydrocarbon compounds or derivatives thereof, carbazole derivatives, azine derivatives, xanthone derivatives, dibenzofuran derivatives, dibenzothiophene derivatives, organic aluminum complexes such as tris(8-quinolinolato)aluminum, and organic beryllium complexes.

[0098] [ka]

[0099] The electron transporting material can be arbitrarily selected from those capable of transporting electrons injected from the cathode to the light-emitting layer, and is selected in consideration of the balance with the hole mobility of the hole transporting material. Examples of materials having electron transporting properties include oxadiazole derivatives, oxazole derivatives, pyrazine derivatives, triazole derivatives, triazine derivatives, quinoline derivatives, quinoxaline derivatives, phenanthroline derivatives, organic aluminum complexes, and condensed ring compounds (e.g., fluorene derivatives, naphthalene derivatives, chrysene derivatives, anthracene derivatives, etc.). Furthermore, the above electron transporting materials are also preferably used in the hole blocking layer. Specific examples of compounds used as electron transporting materials are shown below, but are of course not limited to these.

[0100] [ka]

[0101] The electron injection material can be selected from those that can easily inject electrons from the cathode, and is selected in consideration of the balance with hole injection properties. Organic compounds include n-type dopants and reducing dopants. For example, compounds containing alkali metals such as lithium fluoride, lithium complexes such as lithium quinolinol, benzimidazolidene derivatives, imidazolidene derivatives, fulvalene derivatives, and acridine derivatives can be used in combination with the above electron transport materials.

[0102] The electron injection material can be selected from those that can easily inject electrons from the cathode, taking into consideration the balance with hole injection properties. Organic compounds include n-type dopants and reducing dopants. Examples include compounds containing alkali metals such as lithium fluoride, lithium complexes such as lithium quinolinol, benzimidazolidene derivatives, imidazolidene derivatives, fulvalene derivatives, and acridine derivatives.

[0103] It can also be used in combination with the above electron transporting materials.

[0104] [Structure of organic light-emitting element] The organic light-emitting element is provided 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 provided on the cathode. When a color filter is provided, a planarizing layer may be provided between the protective layer. The planarizing layer may be made of acrylic resin, etc. The same applies when a planarizing layer is provided between the color filter and the microlens.

[0105] [substrate] Examples of the substrate include quartz, glass, silicon wafer, resin, and metal. In addition, a switching element such as a transistor and wiring may be provided on the substrate, and an insulating layer may be provided thereon. As the insulating layer, any material can be used as long as it can form a contact hole so that wiring can be formed between the first electrode and the insulating layer, and insulation from wiring that is not connected can be ensured. For example, resin such as polyimide, silicon oxide, silicon nitride, etc. can be used.

[0106] [electrode] A pair of electrodes can be used. The 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 element emits light, the electrode with a higher potential is the anode, and the other is the cathode. It can also be said that the electrode that supplies holes to the light-emitting layer is the anode, and the electrode that supplies electrons is the cathode.

[0107] The material constituting the anode should have as large a work function as possible. For example, metals such as gold, platinum, silver, copper, nickel, palladium, cobalt, selenium, vanadium, tungsten, etc., mixtures containing these metals, alloys combining these metals, metal oxides such as tin oxide, zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide can be used. Conductive polymers such as polyaniline, polypyrrole, and polythiophene can also be used.

[0108] These electrode materials may be used alone or in combination of two or more kinds. The anode may be composed of one layer or multiple layers.

[0109] When used as a reflective electrode, for example, chromium, aluminum, silver, titanium, tungsten, molybdenum, or alloys or laminates thereof can be used. The above materials can also function as a reflective film without serving as an electrode. When used as a transparent electrode, a transparent conductive layer of oxide such as indium tin oxide (ITO) or indium zinc oxide can be used, but is not limited to these. Photolithography technology can be used to form the electrode.

[0110] On the other hand, the material for the cathode should have a small work function. Examples of the material include alkali metals such as lithium, alkaline earth metals such as calcium, aluminum, titanium, manganese, silver, lead, chromium, and other metals or mixtures containing these metals. Alternatively, alloys combining these metals can be used. For example, magnesium-silver, aluminum-lithium, aluminum-magnesium, silver-copper, zinc-silver, and the like can be used. Metal oxides such as indium tin oxide (ITO) can also be used. These electrode materials may be used alone or in combination of two or more types. The cathode may have a single layer structure or a multi-layer structure. Among these, it is preferable to use silver, and it is even more preferable to use a silver alloy to reduce the aggregation of silver. As long as the aggregation of silver can be reduced, the ratio of the alloy is not important. For example, the ratio of silver to other metals may be 1:1, 3:1, and the like.

[0111] The cathode may be a top-emission element using an oxide conductive layer such as ITO, or a bottom-emission element using a reflective electrode such as aluminum (Al), and is not particularly limited. The method for forming the cathode is not particularly limited, but it is more preferable to use a direct current or alternating current sputtering method, etc., since the film coverage is good and the resistance can be easily reduced.

[0112] [Pixel isolation layer] The pixel separation layer is formed of a silicon nitride (SiN) film, a silicon oxynitride (SiON) film, or a silicon oxide (SiO) film formed by chemical vapor deposition (CVD). In order to increase the resistance in the in-plane direction of the organic compound layer, it is preferable that the organic compound layer, particularly the hole transport layer, is thinly formed on the sidewall of the pixel separation layer. Specifically, the thickness of the sidewall can be thinned by increasing the taper angle of the sidewall of the pixel separation layer or the thickness of the pixel separation layer to increase vignetting during deposition.

[0113] On the other hand, it is preferable to adjust the sidewall taper angle and film thickness of the pixel separation layer to such an extent that no voids are formed in the protective layer formed thereon. Since no voids are formed in the protective layer, the occurrence of defects in the protective layer can be reduced. Since the occurrence of defects in the protective layer is reduced, deterioration in reliability such as the occurrence of dark spots and poor conduction of the second electrode can be reduced.

[0114] According to this embodiment, even if the taper angle of the sidewall of the pixel separation layer is not steep, it is possible to effectively suppress charge leakage to adjacent pixels. As a result of this study, it was found that the charge leakage can be sufficiently reduced if the taper angle is in the range of 60 degrees or more and 90 degrees or less. The thickness of the pixel separation layer is preferably 10 nm or more and 150 nm or less. The same effect can be obtained even if the pixel separation layer is composed only of a pixel electrode without a pixel separation layer. However, in this case, it is preferable that the thickness of the pixel electrode is half or less than that of the organic layer, or the edge of the pixel electrode is forward tapered by less than 60 degrees, because this reduces short circuits of the organic light-emitting element.

[0115] [Organic compound layer] The organic compound layer may be formed as a single layer or as multiple layers. When the organic compound layer has multiple layers, it may be called 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, etc., depending on its function. The organic compound layer is mainly composed of an organic compound, but may also contain inorganic atoms and 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.

[0116] [Protective layer] A protective layer may be provided on the second electrode. For example, by bonding glass provided with a moisture absorbent on the second electrode, it is possible to reduce the intrusion of water and the like into the organic compound layer and reduce the occurrence of display defects. In another embodiment, a passivation film such as silicon nitride may be provided on the cathode to reduce the intrusion of water and the like into the organic compound layer. For example, after forming the cathode, the cathode may be transported to another chamber without breaking the vacuum, and a silicon nitride film having a thickness of 2 μm may be formed by the CVD method to form a protective layer. A protective layer may be provided using the atomic deposition method (ALD method) after the film formation by the CVD method. The material of the film by the ALD method is not limited, and may be silicon nitride, silicon oxide, aluminum oxide, etc. Silicon nitride may be further formed by the CVD method on the film formed by the ALD method. The film by the ALD method may have a smaller thickness than the film formed by the CVD method. Specifically, it may be 50% or less, or even 10% or less.

[0117] [Color Filter] A color filter may be provided on the protective layer. For example, a color filter taking into consideration the size of the organic light-emitting element may be provided on another substrate and then bonded to the substrate on which the organic light-emitting element is provided, or a color filter may be patterned on the protective layer described above using a photolithography technique. The color filter may be made of a polymer.

[0118] [Planarization layer] A planarization layer may be provided between the color filter and the protective layer. The planarization layer is provided for the purpose of reducing unevenness of the layer below. It may also be called a material resin layer without limiting the purpose. The planarization layer may be composed of an organic compound, and may be either a low molecular weight or a high molecular weight, but is preferably a high molecular weight.

[0119] The planarization layer may be provided above and below the color filter, and may be made of the same or different materials.Specific examples of the materials include polyvinylcarbazole resin, polycarbonate resin, polyester resin, ABS resin, acrylic resin, polyimide resin, phenol resin, epoxy resin, silicone resin, and urea resin.

[0120] [Microlens] The organic light-emitting device may have an optical member such as a microlens on its light-emitting side. The microlens may be made of acrylic resin, epoxy resin, or the like. The microlens may be intended to increase the amount of light extracted from the organic light-emitting device and control the direction of the extracted light. The microlens may have a hemispherical shape. When the microlens has a hemispherical shape, among the tangents to the hemisphere, there is a tangent that is parallel to the insulating layer, and the tangent and the hemisphere are the vertices of the microlens. The vertex of the microlens can be determined in the same manner in any cross-sectional view. In other words, among the tangents to the semicircle of the microlens in the cross-sectional view, there is a tangent that is parallel to the insulating layer, and the tangent and the semicircle are the vertices of the microlens.

[0121] It is also possible to define the midpoint of the microlens. In the cross section of the microlens, a line segment is imaginary from a point where an arc shape ends to a point where another arc shape ends, and the midpoint of the line segment can be called the midpoint of the microlens. The cross section for determining the vertex and midpoint may be a cross section perpendicular to the insulating layer.

[0122] The microlens has a first surface having a convex portion and a second surface opposite to the first surface. It is preferable that the second surface is disposed closer to the functional layer than the first surface. In order to adopt such a configuration, it is necessary to form a microlens on the light-emitting device. When the functional layer is an organic layer, it is preferable to avoid a process in which the manufacturing process becomes high temperature. In addition, when adopting a configuration in which the second surface is disposed closer to the functional layer than the first surface, it is preferable that the glass transition temperature of all the organic compounds constituting the organic layer is 100°C or higher, and more preferably 130°C or higher.

[0123] [Opposite substrate] A counter substrate may be provided on the planarization layer. The counter substrate is called a counter substrate because it is provided at a position corresponding to the aforementioned substrate. The constituent material of the counter substrate may be the same as that of the aforementioned substrate. When the aforementioned substrate is a first substrate, the counter substrate may be a second substrate.

[0124] [Organic layer] The organic compound layers (hole injection layer, hole transport layer, electron blocking layer, light emitting layer, hole blocking layer, electron transport layer, electron injection layer, etc.) constituting the organic light emitting device according to one embodiment of the present invention are formed by the method shown below.

[0125] The organic compound layer constituting the organic light-emitting device according to one embodiment of the present invention can be formed by dry processes such as vacuum deposition, ionization deposition, sputtering, plasma, etc. Alternatively, instead of the dry process, a wet process can be used in which a layer is formed by dissolving the compound in an appropriate solvent and applying a known coating method (e.g., spin coating, dipping, casting, LB method, inkjet method, etc.).

[0126] Here, when the layer is formed by a vacuum deposition method or a solution coating method, crystallization is unlikely to occur and the layer has excellent stability over time. When the layer is formed by a coating method, the layer can be formed by combining with a suitable binder resin.

[0127] Examples of the binder resin include, but are not limited to, polyvinylcarbazole resin, polycarbonate resin, polyester resin, ABS resin, acrylic resin, polyimide resin, phenol resin, epoxy resin, silicone resin, and urea resin.

[0128] These binder resins may be used alone or in combination as homopolymers or copolymers, and may further include known additives such as plasticizers, antioxidants, and ultraviolet absorbers, if necessary.

[0129] [Pixel circuit] The light emitting device may have a pixel circuit connected to the light emitting element. The pixel circuit may be an active matrix type that controls the emission of the first light emitting element and the second light emitting element independently. The active matrix type circuit may be a voltage programming circuit or a current programming circuit. The drive circuit has a pixel circuit for each pixel. The pixel circuit may have a light emitting element, a transistor that controls the emission luminance of the light emitting element, a transistor that controls the emission timing, a capacitance that holds the gate voltage of the transistor that controls the emission luminance, and a transistor for connecting to GND without going through the light emitting element.

[0130] The light-emitting device has a display region and a peripheral region disposed around the display region. The display region has a pixel circuit, and the peripheral region has a display control circuit. The mobility of a transistor constituting the pixel circuit may be smaller than the mobility of a transistor constituting the display control circuit.

[0131] The slope of the current-voltage characteristic of the transistor that constitutes the pixel circuit may be smaller than the slope of the current-voltage characteristic of the transistor that constitutes the display control circuit. The slope of the current-voltage characteristic can be measured by the so-called Vg-Ig characteristic.

[0132] The transistor that constitutes the pixel circuit is a transistor that is connected to a light-emitting element, such as the first light-emitting element.

[0133] [Pixels] An organic light emitting device includes a plurality of pixels, each of which includes sub-pixels that emit different colors, for example, RGB colors.

[0134] The pixel emits light in an area called the pixel aperture. This area is the same as 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.

[0135] The distance between the subpixels may be 10 μm or less, and specifically, may be 8 μm, 7.4 μm, or 6.4 μm.

[0136] The pixels may have a known arrangement in plan view. For example, they may be a stripe arrangement, a delta arrangement, a pentile arrangement, or a Bayer arrangement. The shape of the subpixels in plan view may be any known shape. For example, they may be a rectangle, a quadrangle such as a diamond, or a hexagon. Of course, if the shape is not an exact figure but is close to a rectangle, it is included in the rectangle. The shape of the subpixels and the pixel arrangement may be used in combination.

[0137] [Use of the organic light-emitting device according to one embodiment of the present invention] The organic light-emitting device according to an embodiment of the present invention can be used as a component of a display device or a lighting device, and can also be used as an exposure light source for an electrophotographic image forming device, a backlight for a liquid crystal display device, a light-emitting device having a white light source and a color filter, etc.

[0138] The display device may be an image information processing device having an image input unit that inputs image information from an area CCD, a linear CCD, a memory card, etc., an information processing unit that processes the input information, and displays the input image on a display unit.

[0139] The display unit of the imaging device or inkjet printer may have a touch panel function. The driving method of the touch panel function may be an infrared type, a capacitance type, a resistive film type, or an electromagnetic induction type, and is not particularly limited. The display device may be used in the display unit of a multifunction printer.

[0140] Next, the display device according to the present embodiment will be described with reference to the drawings.

[0141] 1 is a schematic cross-sectional view 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).

[0142] FIG. 1(a) shows an example of a pixel, which is a component of the display device according to this embodiment. The pixel has sub-pixels 10. The sub-pixels are divided into 10R, 10G, and 10B according to their light emission. The emitted light color may be distinguished by the wavelength emitted from the light-emitting layer, or the light emitted from the sub-pixels may be selectively transmitted or color-converted by a color filter or the like. Each sub-pixel has a reflective electrode 2, which is a first electrode, on an interlayer insulating layer 1, an insulating layer 3 covering the edge of the reflective electrode 2, an organic compound layer 4 covering the first electrode and the insulating layer, a transparent electrode 5, a protective layer 6, and a color filter 7.

[0143] A transistor and a capacitor may be disposed below or inside the interlayer insulating layer 1. The transistor and the first electrode may be electrically connected via a contact hole or the like (not shown).

[0144] The insulating layer 3 is also called a bank or a pixel separation film. It covers the edge of the first electrode and is disposed so as to surround the first electrode. The part where the insulating layer is not disposed contacts the organic compound layer 4 and becomes a light-emitting region.

[0145] 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 .

[0146] The second electrode 5 may be a transparent electrode, a reflective electrode, or a semi-transparent electrode.

[0147] The protective layer 6 reduces the penetration of moisture into the organic compound layer. Although the protective layer is illustrated as being a single layer, it may be a multi-layer. Each layer may be an inorganic compound layer and an organic compound layer.

[0148] The color filters 7 are divided into 7R, 7G, and 7B according to their colors. The color filters may be formed on a planarization film (not shown). A resin protective layer (not shown) may be provided on the color filters. The color filters may be formed on a protective layer 6. Alternatively, the color filters may be provided on an opposing substrate such as a glass substrate and then bonded to each other.

[0149] The display device 100 in FIG. 1(b) includes an organic light-emitting element 26 and a TFT 18 as an example of a transistor. A substrate 11 made of glass, silicon, or the like is provided with an insulating layer 12 on the substrate. An active element 18 such as a TFT is disposed on the insulating layer, and a gate electrode 13, a gate insulating film 14, and a semiconductor layer 15 of the active element are disposed on the insulating layer. The TFT 18 also includes the semiconductor layer 15, a drain electrode 16, and a source electrode 17. An insulating film 19 is disposed on the upper portion of the TFT 18. An anode 21 constituting the organic light-emitting element 26 and the source electrode 17 are connected via a contact hole 20 provided in the insulating film.

[0150] The electrical connection between the electrodes (anode, cathode) included in the organic light-emitting element 26 and the electrodes (source electrode, drain electrode) included in the TFT is not limited to the embodiment shown in Fig. 1(b). In other words, it is sufficient that either the anode or the cathode is electrically connected to either the TFT source electrode or the drain electrode. TFT stands for thin film transistor.

[0151] 1(b), the organic compound layer 22 is illustrated as a single layer, but may be a multi-layer organic compound layer 22. A first protective layer 24 and a second protective layer 25 are provided on the cathode 23 to reduce deterioration of the organic light-emitting element.

[0152] Although transistors are used as switching elements in the display device 100 of FIG. 1(b), other switching elements may be used instead.

[0153] The transistor used in the display device 100 of Fig. 1(b) is not limited to a transistor using a single crystal silicon wafer, but may be a thin film transistor having an active layer on an insulating surface of a substrate. Examples of the active layer include single crystal silicon, amorphous silicon, non-single crystal silicon such as microcrystalline silicon, and non-single crystal oxide semiconductors such as indium zinc oxide and indium gallium zinc oxide. Thin film transistors are also called TFT elements.

[0154] The transistors included in the display device 100 of Fig. 1(b) may be formed in a substrate such as a Si substrate. Here, "formed in a substrate" means that the substrate itself such as a Si substrate is processed to produce the transistors. In other words, having a transistor in a substrate can be seen as the substrate and the transistor being integrally formed.

[0155] The organic light-emitting element according to this embodiment has its light emission brightness controlled by a TFT, which is an example of a switching element, and by providing the organic light-emitting element on a plurality of surfaces, an image can be displayed based on the respective light emission brightnesses. The switching element according to this embodiment is not limited to a TFT, and may 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 within the substrate. Whether to provide a transistor within the substrate or to use a TFT is selected according to the size of the display unit. For example, if the size is about 0.5 inches, it is preferable to provide the organic light-emitting element on a Si substrate.

[0156] 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. Flexible printed circuits FPC1002 and 1004 are 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 provided if the display device is not a portable device, and may be provided in a different position if the display device is a portable device.

[0157] The display device according to this embodiment may have color filters having red, green, and blue colors, the red, green, and blue colors being arranged in a delta arrangement.

[0158] The display device according to the present embodiment may be used as a display unit of a mobile terminal. In this case, the display device may have both a display function and an operation function. Examples of the mobile terminal include mobile phones such as smartphones, tablets, and head-mounted displays.

[0159] The display device according to the present embodiment may be used as a display unit of an imaging device having an optical unit with a plurality of lenses and an imaging element that receives light that has passed through the optical unit. The imaging device may have a display unit that displays information acquired by the imaging element. The display unit may be a display unit exposed to the outside of the imaging device, or may be a display unit disposed within a viewfinder. The imaging device may be a digital camera or a digital video camera.

[0160] 3(a) is a schematic diagram showing an example of an imaging device according to this embodiment. The imaging device 1100 may have a viewfinder 1101, a rear display 1102, an operation unit 1103, and a housing 1104. The viewfinder 1101 may have a display device according to this embodiment. In this case, the display device may display not only an image to be captured, but also environmental information, imaging instructions, and the like. The environmental information may include the intensity of external light, the direction of external light, the moving speed of the subject, the possibility that the subject will be blocked by an obstruction, and the like.

[0161] Since the timing suitable for imaging is short, it is better to display information as soon as possible. Therefore, it is preferable to use a display device using the organic light-emitting element of the present invention. This is because the organic light-emitting element has a fast response speed. A display device using an organic light-emitting element can be used more preferably than a liquid crystal display device, which requires a high display speed.

[0162] The imaging device 1100 has an optical section (not shown). The optical section has a plurality of lenses, which form an image on an imaging element housed in a housing 1104. The focus of the plurality of lenses can be adjusted by adjusting their relative positions. This operation can also be performed automatically. The imaging device may be called a photoelectric conversion device. The photoelectric conversion device can include an imaging method that does not capture images sequentially, but detects the difference from the previous image, cuts out an image from an image that is always recorded, and the like.

[0163] FIG. 3(b) is a schematic diagram showing an example of an electronic device according to this 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 reaction unit. The operation unit may be a biometric recognition unit that recognizes a fingerprint and performs unlocking or the like. An electronic device having a communication unit can also be called a communication device. The electronic device may further have a camera function by including a lens and an image sensor. An image captured by the camera function is displayed on the display unit. Examples of the electronic device include a smartphone and a notebook computer.

[0164] Fig. 4 is a schematic diagram showing an example of a display device according to this embodiment. Fig. 4(a) shows a display device such as a television monitor or a PC monitor. The display device 1300 has a frame 1301 and a display unit 1302. The light-emitting device according to this embodiment may be used for the display unit 1302.

[0165] It has a frame 1301 and a base 1303 that supports a display unit 1302. The base 1303 is not limited to the form shown in Fig. 4(a). The lower side of the frame 1301 may also serve as the base.

[0166] The frame 1301 and the display unit 1302 may be curved. The radius of curvature may be 5000 mm or more and 6000 mm or less.

[0167] FIG. 4(b) is a schematic diagram showing another example of the display device according to the present embodiment. The display device 1310 in FIG. 4(b) is configured to be bendable, and is a so-called foldable display device. The display device 1310 has a first display unit 1311, a second display unit 1312, a housing 1313, and a bending point 1314. The first display unit 1311 and the second display unit 1312 may have the light-emitting device according to the present embodiment. The first display unit 1311 and the second display unit 1312 may be one display unit without a joint. The first display unit 1311 and the second display unit 1312 can be separated at the bending point. The first display unit 1311 and the second display unit 1312 may display different images, or the first and second display units may display one image.

[0168] FIG. 5(a) 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 film 1404, and a light diffusion unit 1405. The light source may have an organic light-emitting element according to the present embodiment. The optical filter may be a filter that improves the color rendering of the light source. The light diffusion unit can effectively diffuse the light of the light source, such as for lighting up, and deliver the light over a wide range. The optical filter and the light diffusion unit may be provided on the light emission side of the lighting. If necessary, a cover may be provided on the outermost part.

[0169] The lighting device is, for example, a device that illuminates a room. The lighting device may emit white light, neutral white light, or any other color from blue to red. It may have a dimming circuit that adjusts the light intensity. The lighting device may have the organic light-emitting element of the present invention and a power supply circuit connected thereto. The power supply circuit is a circuit that converts AC voltage into DC voltage. Moreover, white has a color temperature of 4200K, and neutral white has a color temperature of 5000K. The lighting device may have a color filter.

[0170] The lighting device according to the present embodiment may also include a heat dissipation section that dissipates heat from within the device to the outside, and examples of the heat dissipation section include metals with high specific heat, liquid silicon, and the like.

[0171] 5B is a schematic diagram of an automobile, which is an example of a moving body according to this embodiment. The automobile has tail lamps, which are an example of a lamp. The automobile 1500 has tail lamps 1501, and may be configured to turn on the tail lamps when braking or the like is performed.

[0172] A tail lamp 1501 may have an organic light-emitting element according to this embodiment. The tail lamp may have a protective member for protecting the organic EL element. The protective member may be made of any material as long as it has a certain degree of strength and is transparent, but is preferably made of polycarbonate or the like. Polycarbonate may be mixed with a furandicarboxylic acid derivative, an acrylonitrile derivative, or the like.

[0173] The automobile 1500 may have a body 1503 and a window 1502 attached thereto. The window may be a transparent display as long as it is not a window for checking the front and rear of the automobile. The transparent display may have an organic light-emitting element according to this embodiment. In this case, the constituent materials of the electrodes and the like of the organic light-emitting element are made of transparent members.

[0174] The moving body according to the present embodiment may be a ship, an aircraft, a drone, or the like. The moving body may have a body and a lamp provided on the body. The lamp may emit light to indicate the position of the body. The lamp has the organic light-emitting element according to the present embodiment.

[0175] An application example of the display device of each of the above-mentioned embodiments will be described with reference to Fig. 6. The display device can be applied to a system that can be worn as a wearable device such as smart glasses, HMD, and smart contacts. An image capturing and display device used in such an application example has an image capturing device capable of photoelectrically converting visible light, and a display device capable of emitting visible light.

[0176] The wearable device may include an organic light-emitting element according to the present embodiment, an optical unit that collects light emitted from the organic light-emitting element, and a projection unit that projects the light that has passed through the optical unit. The optical unit has a plurality of lenses and collects and refracts the light emitted from the organic light-emitting element. The projection unit may be made of glass, plastic, or the like. High light transmittance is preferable, but it does not have to be colorless.

[0177] 6(a) illustrates glasses 1600 (smart glasses) according to one application example. An imaging device 1602 such as a CMOS sensor or a SPAD is provided on the front side of a lens 1601 of the glasses 1600. In addition, a display device according to each of the above-mentioned embodiments is provided on the back side of the lens 1601.

[0178] The glasses 1600 further include a control device 1603. The control device 1603 functions as a power source that supplies power to the image capture device 1602 and the display device according to each embodiment. The control device 1603 also controls the operations of the image capture device 1602 and the display device. The lens 1601 is formed with an optical system for focusing light on the image capture device 1602.

[0179] FIG. 6(b) illustrates glasses 1610 (smart glasses) according to one application example. The glasses 1610 have a control device 1612. The control device 1612 is equipped with an imaging device corresponding to the imaging device 1602 and a display device. An optical system for projecting light emitted by the display device in 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 controls the operation of the imaging device and the display device. The control device may have a line-of-sight detection unit that detects the line of sight of the wearer. Infrared light may be used for detecting the line of sight. The infrared light emitting unit emits infrared light toward the eyeball of a user gazing at a displayed image. An imaging unit having a light receiving element detects the reflected light of the emitted infrared light from the eyeball, thereby obtaining an image of the eyeball. By having a reduction means for reducing light from the infrared light emitting unit to the display unit in a planar view, deterioration of image quality is reduced.

[0180] The gaze of the user with respect to the displayed image is detected from an image of the eyeball obtained by capturing infrared light. Any known method can be applied to gaze detection using the image of the eyeball. As an example, a gaze detection method based on a Purkinje image formed by reflection of irradiated light on the cornea can be used.

[0181] More specifically, the gaze detection process is performed based on the pupil-corneal reflex method. Using the pupil-corneal reflex method, a gaze vector that indicates the direction (rotation angle) of the eyeball is calculated based on the pupil image and the Purkinje image included in the captured image of the eyeball, thereby detecting the user's gaze.

[0182] A display device according to an embodiment of the present invention may have an imaging device having a light receiving element, and may control a display image on the display device based on information about a user's line of sight from the imaging device.

[0183] Specifically, the display device determines a first display area on which the user gazes and a second display area other than the first display area based on the line-of-sight information. The first display area and the second display 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 display area may be controlled to be higher than the display resolution of the second display area. In other words, the resolution of the second display area may be lower than that of the first display area.

[0184] The display area includes a first display area and a second display area different from the first display area, and an area with a high priority is determined from the first display area and the second display area based on line-of-sight information. The first display area and the second display area may be determined by a control device of the display device, or may be determined by an external control device and received. The resolution of the area with a high priority may be controlled to be higher than the resolution of areas other than the area with a high priority. In other words, the resolution of an area with a relatively low priority may be lowered.

[0185] AI may be used to determine the first display area or the area with high priority. The AI ​​may be a model configured to estimate the angle of the line of sight and the distance to an object at the end of the line of sight from the image of the eyeball, using the image of the eyeball and the direction in which the eyeball in the image was actually looking as teacher data. The AI ​​program may be included in the display device, the imaging device, or an external device. If included in the external device, it is transmitted to the display device via communication.

[0186] When display control is performed based on visual recognition detection, the present invention is preferably applicable to smart glasses that further include an imaging device for capturing images of the outside world. The smart glasses can display captured outside information in real time.

[0187] Fig. 7 shows an image forming apparatus according to one embodiment of the present invention. Fig. 7(a) is a schematic diagram of an image forming apparatus 36 according to one embodiment of the present invention. The image forming apparatus has a photoconductor, an exposure light source, a developing unit, a charging unit, a transfer unit, a transport roller, and a fixing unit.

[0188] Light 29 is irradiated from an exposure light source 28, and an electrostatic latent image is formed on the surface of the photoconductor 27. This exposure light source has an organic light-emitting element according to the present invention. The developing unit 31 has toner and the like. The charging unit 30 charges the photoconductor. The transfer device 32 transfers the developed image to a recording medium 34. The transport unit 33 transports the recording medium 34. The recording medium 34 is, for example, paper. The fixing unit 35 fixes the image formed on the recording medium.

[0189] 7(b) and 7(c) are schematic diagrams showing a state in which a plurality of light-emitting sections 38 are arranged on a long substrate of the exposure light source 28. 37 is a direction parallel to the axis of the photoconductor, and represents the row direction in which the organic light-emitting elements are arranged. This row direction is the same as the direction of the axis about which the photoconductor 27 rotates. This direction can also be called the long axis direction of the photoconductor.

[0190] Fig. 7(b) shows a configuration in which the light-emitting units are arranged along the long axis direction of the photoconductor. Fig. 7(c) shows a different configuration from (b), in which the light-emitting units are arranged alternately in the column direction in the first and second columns. The first and second columns are arranged at different positions in the row direction.

[0191] In the first column, a plurality of light-emitting units are arranged at intervals. In the second column, light-emitting units are arranged at positions corresponding to the intervals between the light-emitting units in the first column. In other words, a plurality of light-emitting units are also arranged at intervals in the row direction.

[0192] The arrangement in FIG. 7(c) can also be described as a grid-like arrangement, a houndstooth arrangement, or a checkerboard pattern.

[0193] As described above, by using a device using the organic light-emitting element according to this embodiment, it is possible to achieve a display with good image quality and stability even over a long period of time. EXAMPLES

[0194] The configuration of a composition according to one embodiment of the present invention and the combination of a comparative configuration are shown together with the calculated LUMO values ​​in Table 1. The combination of compounds is shown as a part of the present invention, and is not limited thereto.

[0195] [Table 1]

[0196] The present invention 1-1 has organic compound AB and organic compound AA, whereas the comparative structure 1-1 does not have organic compound AA. The other structures 1-2 and 1-3 of the present invention and the comparative structures 1-2 and 1-3 also differ from the structures of the present invention in that they do not have organic compound AA. Moreover, the comparative structure 1-4 has organic compound AB and the comparative compound. The comparative compound has a structure significantly different from that of organic compound AB, and therefore does not achieve the effect of the present invention.

[0197] The above molecular orbital calculation method uses the density functional theory (DFT), which is widely used today. The functional is B3LYP, and the basis set is 6-31G. *It is also a smooth-flowing multi-layer graph with Gaussian09(Gaussian09). ,RevisionC.01,MJFrisch,GWTrucks,HBSchlegel,GEScus area, MARobb, JRCheeseman, G. Scalmani, V. Barone, B. Mennucci, G. Petersson, H. Nakatsuji, M. Caricato, X. Li, HPHr atchian, AFIzmaylov, J. Bloino, G. Zheng, JLSonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ish ida,T.Nakajima,Y.Honda,O.Kitao,H.Nakai,T.Vreven,JAMontgomery,Jr.,JEPeralta,F.Ogliaro,M.Bearpark,JJH eyd, E. Brothers, KNKudin, VNStaroverov, T. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, JCBuran t,SSIyengar,J.Tomasi,M.Cossi,N.Rega,JMMillam,M.Klene,JEKnox,JBCross,V.Bakken,C.Adamo,J.Jaramillo,R. Gomperts,REStratmann,O.Yazyev,AJAustin,R.Cammi,C.Pomelli,JWOchterski,RLMartin,K.Morokuma,VGZakrzews ki,GAVoth,P.Salvador,JJDannenberg,S.Dapprich,ADDaniels,O.Farkas,JBForesman,JVOrtiz,JCioslowski,and DJFox,Gaussian,Inc.,Wallingford CT,2010.)

[0198] [Chapter 1] An organic light-emitting device of bottom emission type structure was produced by sequentially forming 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 on a substrate.

[0199] First, an ITO film was formed on a glass substrate, and the desired patterning process was performed to form an ITO electrode (anode). At this time, the film thickness of the ITO electrode was set to 100 nm. The substrate on which the ITO electrode was formed was used as an ITO substrate in the following process. Next, a 1.33×10 -4 The organic compound layer and the electrode layer shown in Table 11 were successively formed on the ITO substrate by vacuum deposition using resistance heating in a vacuum chamber at 1000 Pa. Note that at this time, the electrode area of ​​the opposing electrode (metal electrode layer, cathode) was 3 mm 2 It was made so that:

[0200] [Table 2]

[0201] The characteristics of the obtained element were measured and evaluated. The light-emitting element emitted a good blue light. Furthermore, at a current density of 100 mA / cm 2 A continuous driving test was performed at 100° C., and the time when the luminance degradation rate reached 5% was measured. When the time when the luminance degradation rate of Comparative Example 1 reached 5% was taken as 1.0, the luminance degradation rate ratio of this example was 1.5.

[0202] In this example, the measuring device was a microammeter 4140B manufactured by Hewlett-Packard Company to measure the current-voltage characteristics, and a BM7 manufactured by Topcon Corporation to measure the luminance.

[0203] [Examples 2 to 10, Comparative Examples 1 to 6] In Examples 2 to 10, organic light-emitting devices were produced in the same manner as in Example 1, except that the compounds were appropriately changed to those shown in Table 3. The characteristics of the obtained devices were measured and evaluated in the same manner as in Example 1. The measurement results are shown in Table 3.

[0204] [Table 3]

[0205] As shown in Table 3, the lifetime of each of Examples 2 to 10 exceeded 1.0 compared to Comparative Examples 1 to 6, and the organic light-emitting device according to the present invention had a longer lifetime. By using the organic compound AB and the organic compound AA according to the present invention as the host material of the light-emitting layer, the driving lifetime is good. Each of the light-emitting devices shown in Table 3 emitted good blue light.

[0206] [Examples 11 to 16, Comparative Examples 7 to 12] In Examples 11 to 16, organic light-emitting devices were produced in the same manner as in Example 1, except that the compounds shown in Table 4 were appropriately changed. The characteristics of the obtained devices were measured and evaluated in the same manner as in Example 1. The measurement results are shown in Table 4. The light-emitting device emitted a good green light. The luminance degradation ratio indicates a relative ratio when the time when the luminance degradation rate of each comparative example reached 5% was set to 1.0.

[0207] [Table 4]

[0208] From Table 4, the lifetime of each of Examples 11 to 16 exceeds 1.0 compared to Comparative Examples 7 to 12, and the organic light-emitting device according to the present invention has a longer lifetime. By using the organic compound AB and the organic compound AA according to the present invention as the host material of the light-emitting layer, the driving lifetime is good. Each of the light-emitting devices shown in Table 4 emitted good green light.

[0209] [Examples 17 to 26, Comparative Examples 13 to 19] In Examples 17 to 26, organic light-emitting devices were produced in the same manner as in Example 1, except that the compounds shown in Table 5 were appropriately changed, the EBL was omitted, the HTL film thickness was 37 nm, and the HBL film thickness was 34 nm. The characteristics of the obtained devices were measured and evaluated in the same manner as in Example 1. The measurement results are shown in Table 5. The light emitted from the organic light-emitting device was a good red light emission. The luminance degradation rate ratios are shown relative to the time when the luminance degradation rate of each comparative example reached 5%, which is set to 1.0.

[0210] [Table 5]

[0211] As shown in Table 5, the light-emitting element according to the present invention had a longer life than the light-emitting elements according to the present invention, with the values ​​exceeding 1.0 in each of the Examples 17 to 26 compared to the Comparative Examples 13 to 19. By using the organic compound AB and the organic compound AA according to the present invention as the host material of the light-emitting layer, the driving life is good. Each of the light-emitting elements shown in Table 5 emitted good red light.

[0212] As described above, by using the composition according to the present invention, a highly efficient element having excellent durability can be provided.

[0213] [Configuration according to an embodiment of the present invention] The present invention may have the following configuration.

[0214] [Configuration 1] A composition comprising an organic compound AB and an organic compound AA different from the organic compound AB, wherein the organic compound AB is an organic compound represented by the following general formula [1] having a condensed polycyclic structure A having two or more rings and a ring structure B different from the condensed polycyclic structure A, and the organic compound AA is an organic compound having the condensed polycyclic structure A and represented by the following general formula [2]:

[0215] [ka]

[0216] In the general formulas [1] and [2], the condensed polycyclic structure A may have a deuterium atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group as a substituent. In the general formula [2], n represents the number of the condensed polycyclic structures A.

[0217] [Configuration 2] The composition according to configuration 1, wherein the fused polycyclic structure A is a fused polycyclic structure having 4 or more rings.

[0218] [Configuration 3] The composition according to aspect 1 or 2, wherein the fused polycyclic structure A is selected from the following structures:

[0219] [ka]

[0220] [Configuration 4] The composition according to any one of claims 1 to 3, wherein the condensed polycyclic structure A is perylene, triphenylene or pyrene.

[0221] [Configuration 5] The composition according to any one of claims 1 to 4, wherein the element constituting the condensed polycyclic structure A is an element selected from the group consisting of a hydrogen atom, a deuterium atom, a nitrogen atom, an oxygen atom and a sulfur atom.

[0222] [Configuration 6] The composition according to any one of claims 1 to 5, wherein the ring structure B is an aryl group having four or less rings.

[0223] [Configuration 7] The composition according to aspect 5, wherein the ring structure B is a heteroaryl group having four or less rings.

[0224] [Configuration 8] The composition according to aspect 6, wherein the ring structure B is selected from the group consisting of a phenyl group, a naphthyl group, and a fluorenyl group.

[0225] [Configuration 9] The composition according to any one of claims 1 to 8, characterized in that the weight ratio of the organic compound AA to the total weight of the organic compound AB and the organic compound AA is greater than 0.02 wt% and less than 50 wt%.

[0226] [Configuration 10] The composition according to claim 9, wherein the weight ratio of the organic compound AA to the total weight of the organic compound AB and the organic compound AA is greater than 0.02% by weight and less than or equal to 30% by weight.

[0227] [Configuration 11] The composition according to claim 9, wherein the weight ratio of the organic compound AA to the total weight of the organic compound AB and the organic compound AA is greater than 0.02% by weight and less than or equal to 10% by weight.

[0228] [Configuration 12] The composition according to claim 9, wherein the weight ratio of the organic compound AA to the total weight of the organic compound AB and the organic compound AA is greater than 0.1% by weight and less than or equal to 50% by weight.

[0229] [Configuration 13] The composition according to claim 9, wherein the weight ratio of the organic compound AA to the total weight of the organic compound AB and the organic compound AA is greater than 0.1% by weight and less than or equal to 30% by weight.

[0230] [Configuration 14] The composition according to claim 9, wherein the weight ratio of the organic compound AA to the total weight of the organic compound AB and the organic compound AA is greater than 0.1% by weight and less than or equal to 10% by weight.

[0231] [Configuration 15] 15. The composition according to any one of claims 1 to 14, wherein n is 1.

[0232] [Configuration 16] An organic light-emitting device having a first electrode, a second electrode, and an organic compound layer disposed between the first electrode and the second electrode, the organic compound layer comprising the composition described in any one of Structures 1 to 15.

[0233] [Configuration 17] 17. The organic light-emitting device according to claim 16, wherein the organic compound layer is a light-emitting layer.

[0234] [Configuration 18] 18. The organic light-emitting element according to claim 17, wherein the light-emitting layer comprises a light-emitting compound, the organic compound AB, and the organic compound AA, and the energy gaps of the organic compound AB, the organic compound AA, and the light-emitting compound are in the order of largest to largest.

[0235] [Configuration 19] 19. The organic light-emitting element according to claim 17 or 18, wherein the light-emitting layer comprises a light-emitting compound, the organic compound AB, and the organic compound AA, the weight ratios of which are greatest in the order of the organic compound AB, the organic compound AA, and the light-emitting compound.

[0236] [Configuration 20] 20. The organic light-emitting device according to claim 17, further comprising a second light-emitting layer different from the light-emitting layer, the second light-emitting layer having a second composition different from the composition, the second composition having an organic compound CD and an organic compound CC different from the organic compound CD, the organic compound CD being an organic compound represented by the following general formula [4] having a fused polycyclic structure C having two or more rings and a ring structure D different from the fused polycyclic structure C, and the organic compound CC being an organic compound having the fused polycyclic structure C and represented by the following general formula [5]:

[0237] [ka]

[0238] In the general formulae [4] and [5], the condensed polycyclic structure C may have a deuterium atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group as a substituent.

[0239] [Configuration 21] 21. The organic light-emitting device according to claim 20, wherein the weight ratio of the organic compound CC to the total weight of the organic compound CD and the organic compound CC is greater than 0.1% by weight and less than or equal to 10% by weight.

[0240] [Configuration 22] 17. A display device comprising a plurality of pixels, at least one of which comprises the organic light-emitting element according to configuration 16 and a transistor connected to the organic light-emitting element.

[0241] [Configuration 23] 17. An imaging device comprising: an optical section having a plurality of lenses; an image sensor that receives light that has passed through the optical section; and a display section that displays an image captured by the image sensor, wherein the display section has the organic light-emitting element according to configuration 16.

[0242] [Configuration 24] 17. An electronic device comprising: a display unit having the organic light-emitting element according to claim 16; a housing in which the display unit is provided; and a communication unit provided in the housing for communicating with an external device.

[0243] [Configuration 25] 17. A lighting device comprising: a light source having the organic light-emitting element according to configuration 16; and a light diffusion section or optical film that transmits the light emitted by the light source.

[0244] [Configuration 26] A moving body comprising: a lighting fixture having the organic light-emitting element according to configuration 16; and a body on which the lighting fixture is provided.

[0245] [Configuration 27] A head mounted display comprising the organic light emitting element according to configuration 16 and an optical unit that collects light emitted from the organic light emitting element.

[0246] [Configuration 28] A wearable device comprising: the organic light-emitting element according to configuration 16; an optical unit that collects light emitted from the organic light-emitting element; and a projection unit that projects light that has passed through the optical unit. [Explanation of symbols]

[0247] 1 Interlayer insulation layer 2 reflective electrode 3. Insulation layer 4 Organic compound layer 5 Transparent electrode 6 Protective layer 7 Color Filters 10 subpixels 11 Substrate 12 Insulating layer 13 Gate electrode 14 Gate insulating film 15 Semiconductor layer 16 Drain electrode 17 Source electrode 18 Thin-film transistor 19 Insulating film 20 Contact Hole 21 Lower electrode 22 Organic compound layer 23 Upper electrode 24 First protective layer 25 Second protective layer 26 Organic light-emitting devices 27 Photoreceptor 28 Exposure light source 29 light 30 Charging section 31 Development section 32 Transcription section 33 Conveyor 34 Recording media 35 Fixing section 36 Light emitting part 37 A first direction parallel to the long axis of the photoconductor 40 Image forming device 100 display device 1000 display devices 1001 Top cover 1002 Flexible Printed Circuit 1003 Touch Panel 1004 Flexible Printed Circuit 1005 Display panel 1006 Frame 1007 Circuit Board 1008 Battery 1009 Lower cover 1100 Imaging device 1101 Viewfinder 1102 Rear display 1103 Operation section 1104 Case 1200 Electronic equipment 1201 Display section 1202 Operation unit 1203 Case 1300 display device 1301 Picture Frame 1302 Display section 1303 Foundation 1310 Display device 1311 First display section 1312 Second display section 1313 Case 1314 Bend Point 1400 Lighting Equipment 1401 Case 1402 Light source 1403 Circuit Board 1404 Optical film 1405 Light diffusion section 1500 Cars 1501 Tail lamp 1502 Window 1503 Body 1600 Smart Glasses 1601 Lens 1602 Imaging device 1603 Control device 1610 Smart Glasses 1611 Lens 1612 Control device

Claims

1. A composition comprising an organic compound AB, an organic compound AA different from the organic compound AB, and a light-emitting compound, The organic compound AB is an organic compound represented by the following general formula [1], which has a condensed polycyclic structure A having four or more rings and a ring structure B different from the condensed polycyclic structure A: The organic compound AA has the condensed polycyclic structure A and is an organic compound represented by the following general formula [2]: A composition characterized in that the energy gaps of said organic compound AB, said organic compound AA and said light-emitting compound are larger in this order. 【Chemistry 1】 In the general formulas [1] and [2], the condensed polycyclic structure A may have a deuterium atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group as a substituent. In the general formula [2], n represents the number of the condensed polycyclic structures A.

2. The composition described in claim 1, characterized in that the weight ratios of the organic compound AB, the organic compound AA, and the luminescent compound are in the order of increasing.

3. A composition comprising an organic compound AB, an organic compound AA different from the organic compound AB, and a light-emitting compound, The organic compound AB is an organic compound represented by the following general formula [1], which has a condensed polycyclic structure A having four or more rings and a ring structure B different from the condensed polycyclic structure A: The organic compound AA has the condensed polycyclic structure A and is an organic compound represented by the following general formula [2]: A composition characterized in that the organic compound AB, the organic compound AA, and the light-emitting compound have the largest weight ratios in this order. 【Chemistry 2】 In the general formulas [1] and [2], the condensed polycyclic structure A may have a deuterium atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group as a substituent. In the general formula [2], n represents the number of the condensed polycyclic structures A.

4. 4. The composition according to claim 1, wherein the fused polycyclic structure A is selected from the following structures: 【Chemistry 2】

5. 5. The composition of claim 4, wherein the fused polycyclic structure A is perylene, triphenylene, or pyrene.

6. 4. The composition according to claim 1, wherein the element constituting the condensed polycyclic structure A is an element selected from the group consisting of a hydrogen atom, a deuterium atom, a nitrogen atom, an oxygen atom and a sulfur atom.

7. 4. The composition according to claim 1, wherein the ring structure B is an aryl group having four or less rings.

8. 4. The composition according to claim 1, wherein the ring structure B is a heteroaryl group having four or less rings.

9. 4. The composition according to claim 1, wherein the ring structure B is selected from the group consisting of a phenyl group, a naphthyl group, and a fluorenyl group.

10. The composition according to claim 1 or 3, characterized in that the weight ratio of the organic compound AA to the total weight of the organic compound AB and the organic compound AA is greater than 0.02% by weight and less than or equal to 50% by weight.

11. The composition according to claim 10, characterized in that the weight ratio of the organic compound AA to the total weight of the organic compound AB and the organic compound AA is greater than 0.02% by weight and less than or equal to 30% by weight.

12. The composition according to claim 11, characterized in that the weight ratio of the organic compound AA to the total weight of the organic compound AB and the organic compound AA is greater than 0.02 wt % and is not greater than 10 wt %.

13. The composition according to claim 11, characterized in that the weight ratio of the organic compound AA to the total weight of the organic compound AB and the organic compound AA is greater than 0.1 wt % and less than or equal to 50 wt %.

14. The composition according to claim 13, characterized in that the weight ratio of the organic compound AA to the total weight of the organic compound AB and the organic compound AA is greater than 0.1 wt % and less than or equal to 30 wt %.

15. The composition according to claim 14, characterized in that the weight ratio of the organic compound AA to the total weight of the organic compound AB and the organic compound AA is greater than 0.1 wt % and less than or equal to 10 wt %.

16. 4. The composition according to claim 1, wherein n is 1.

17. An organic light-emitting device having a first electrode, a second electrode, and an organic compound layer disposed between the first electrode and the second electrode, The organic compound layer comprises the composition according to claim 1 .

18. The organic light-emitting device according to claim 17, wherein the organic compound layer is a light-emitting layer.

19. a second light-emitting layer different from the light-emitting layer, the second light-emitting layer having a second composition different from the composition, the second composition having an organic compound CD and an organic compound CC different from the organic compound CD; The organic compound CD is an organic compound represented by the following general formula [4], which has a condensed polycyclic structure C having two or more rings and a ring structure D different from the condensed polycyclic structure C: The organic light-emitting device according to claim 18 , wherein the organic compound CC has the condensed polycyclic structure C and is an organic compound represented by the following general formula [5]: 【Chemistry 3】 In the general formulae [4] and [5], the condensed polycyclic structure C may have a deuterium atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group as a substituent.

20. The organic light-emitting device according to claim 19, wherein a weight ratio of the organic compound CC to a total weight of the organic compound CD and the organic compound CC is greater than 0.1 wt % and is 10 wt % or less.

21. A display device comprising a plurality of pixels, at least one of the plurality of pixels comprising the organic light-emitting element according to claim 15 and a transistor connected to the organic light-emitting element.

22. an optical unit having a plurality of lenses, an image sensor that receives light that has passed through the optical unit, and a display unit that displays an image captured by the image sensor; The photoelectric conversion device according to claim 15, wherein the display section comprises the organic light-emitting element according to claim 15.

23. 16. An electronic device comprising: a display section having the organic light-emitting element according to claim 15; a housing in which the display section is provided; and a communication section provided in the housing for communicating with an external device.

24. 16. An illumination device comprising: a light source having the organic light-emitting element according to claim 15; and a light diffusion section or an optical film that transmits light emitted by the light source.

25. A moving body comprising: a lighting device having the organic light-emitting element according to claim 15; and a body on which the lighting device is provided.

26. A head mounted display comprising the organic light emitting element according to claim 15 and an optical unit that collects light emitted by the organic light emitting element.

27. A wearable device comprising: the organic light-emitting element according to claim 15; an optical unit that collects light emitted from the organic light-emitting element; and a projection unit that projects light that has passed through the optical unit.

Citation Information

Patent Citations

  • Light emitting element

    JP2002050480A

  • New compound and organic light-emitting element by using the same

    JP2007291061A

  • Light-emitting element, light-emitting device, electronic apparatus, lighting device and new organic compound

    JP2014029971A

  • Organic electroluminescent element

    JP2021027169A

  • Light-emitting element, and display, illuminator, and sensor each including same

    WO2019013063A1