Premixed material for vapor deposition
A composition combining diazine and aromatic amine compounds for the EL layer addresses productivity issues in light-emitting devices, ensuring high reliability and efficiency through vapor deposition.
Patent Information
- Application Number
- JP2025081405
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2018-11-30
- Filing Date
- 2025-05-14
- Publication Date
- 2025-08-01
AI Technical Summary
The challenge in producing light-emitting devices is the decrease in productivity due to the complexity of processes and equipment required when using multiple materials in the EL layer, which affects device characteristics and reliability.
A composition for a light-emitting device is developed by mixing a first organic compound with a diazine skeleton and a second aromatic amine compound, suitable for forming the EL layer through vapor deposition, which includes specific organic compounds with diazine or thienodiazine skeletons and aromatic amine compounds.
This composition enables the production of highly reliable and productive light-emitting devices while maintaining device characteristics, enhancing both efficiency and reliability.
Smart Images

Figure 2025113291000001_ABST
Abstract
Description
[Technical Field]
[0001] One aspect of the present invention is a composition for a light-emitting device, a light-emitting device, a light-emitting apparatus, an electronic device, and However, one aspect of the present invention is not limited thereto. One aspect of the present invention relates to an object, a method, a manufacturing method, or a driving method. , process, machine, manufacture, or composition of matter (Regarding). [Background technology]
[0002] Light-emitting devices (also called organic EL devices) consist of an EL layer sandwiched between a pair of electrodes. These devices are lightweight, have high-speed response to input signals, and have low power consumption. Displays that use this technology are attracting attention as the next generation of flat panel displays. .
[0003] A light-emitting device emits electrons injected from each electrode by applying a voltage between a pair of electrodes. The electrons and holes recombine in the EL layer, and the light-emitting material (organic compound) contained in the EL layer is excited. The excited state is then converted to a ground state, at which point light is emitted. In the singlet excited state (S * ) and triplet excited states (T * ) from the singlet excited state The emission from the triplet excited state is called fluorescence, and the emission from the triplet excited state is called phosphorescence. The statistical generation rate of these in * :T * It is believed that the ratio is 1:3. The emission spectrum obtained from a material is specific to that material, and different types of organic compounds By using a compound as a luminescent material, light-emitting devices with various emission colors can be obtained. possible.
[0004] Regarding such light-emitting devices, in order to improve their device characteristics and reliability, improvements in device structures and material development are actively carried out (for example, see Patent Document 1).
[0005] In addition, in mass-producing these light-emitting devices, an improvement in productivity is desired to reduce costs in the manufacturing line.
Prior Art Documents
Patent Documents
[0006]
Patent Document 1
Summary of the Invention
Problems to be Solved by the Invention
[0007] In improving the device characteristics and reliability of a light-emitting device, the material used for the EL layer of the light-emitting device is very important. The EL layer is often formed by laminating a plurality of functional layers, and furthermore, a plurality of compounds may be used for each functional layer. For example, in the case of a light-emitting layer, a host material and a guest material are often used in combination, and may also be used in combination with another material.
[0008] When the number of layers is large and it is necessary to use a plurality of materials in the same layer, a decrease in productivity is a concern due to reasons such as an increase in the number of processes and the need for corresponding equipment. However, in maintaining good device characteristics and the like of the light-emitting device to be manufactured, a simple simplification of the process is not advisable. It cannot be depicted. For example, when forming a light-emitting layer by a vapor deposition method using a plurality of materials, even if a plurality of materials are put into one vapor deposition source and vapor-deposited in order to simplify the process, it is impossible to easily obtain a light-emitting device with good device characteristics.
[0009] Therefore, in one aspect of the present invention, there is provided a composition for a light-emitting device that enables the production of a highly reliable light-emitting device while maintaining the device characteristics and reliability of the light-emitting device.
[0010] Note that the description of these problems does not prevent the existence of other problems. Note that one aspect of the present invention does not necessarily have to solve all of these problems. Note that other problems will become apparent from the description in the specification, drawings, claims, etc., and it is possible to extract these other problems from the description in the specification, drawings, claims, etc.
Means for Solving the Problems
[0011] One aspect of the present invention is a composition for a light-emitting device obtained by mixing a plurality of organic compounds. Note that the composition for a light-emitting device can be used as a material for forming the EL layer of a light-emitting device. In particular, it is preferable to use the composition for a light-emitting device as a material when forming the EL layer by a vapor deposition method. Further, the composition for a light-emitting device is preferably used as a material when forming a light-emitting layer contained in the EL layer of a light-emitting device by a vapor deposition method. Further, when forming a light-emitting layer by a vapor deposition method, the composition for a light-emitting device comprising a host material and consisting of a plurality of materials and a guest material can be used. When forming a light-emitting layer by a vapor deposition method, the composition for a light-emitting device comprising a host material and consisting of a plurality of materials and a guest material can be used.
[0012] One aspect of the present invention is a diazine skeleton (preferably, a benzofluorodiazine skeleton, a naphthofluorodiazine An azine skeleton, a phenanthrofluorodiazine skeleton, a benzothienodiazine skeleton, a naphthothieno diazine skeleton, or a phenanthrothienodiazine skeleton), and a second organic compound that is an aromatic amine compound, to form a composition for a light-emitting device.
[0013] Another aspect of the present invention is a first organic compound having a fluorodiazine skeleton or a thienodiazine skeleton represented by any one of general formula (G1), general formula (G2), or general formula (G3), and a second organic compound that is an aromatic amine compound, to form a composition for a light-emitting device.
[0014]
Chemical formula
[0015] In the above general formula (G1), the above general formula (G2), and the above general formula (G3), Q represents oxygen or sulfur. Also, Ar 1 represents any one of substituted or unsubstituted benzene, substituted or unsubstituted naphthalene, substituted or unsubstituted phenanthrene, and substituted or unsubstituted chrysene. Also, R 1 to R 6 each independently represents hydrogen or a group having a total carbon number of 1 to 100, and at least one of R and R 1 and at least one of R 2 and R 3 and at least one of R 4 or at least one of R and R 5 and R 6 each represents a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenylene group, via a pyrrole ring structure, a fur ylene ring structure, or a thiophene ring structure. The compound has a structure that bonds to either a benzophenone ring structure or a thiophene ring structure.
[0016] Any one of the general formula (G1), the general formula (G2), and the general formula (G3) Hey, Ar 1 is represented by the following general formula (t1), the following general formula (t2), the following general formula (t3), or or any one of the following general formula (t4):
[0017] [ka]
[0018] The general formula (t1), the general formula (t2), the general formula (t3), and the general formula (t 4) In R 11 ~R 36 are each independently hydrogen, or the number of substituted or unsubstituted carbon atoms. an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted monocyclic saturated hydrocarbon group having 3 to 7 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 carbon atoms, and a heteroaromatic hydrocarbon group having 3 to 12 carbon atoms, as shown in the general formula (1). The bond to the 5-membered ring in any one of general formulas (G1) to (G3) is shown.
[0019] Another aspect of the present invention is a compound represented by general formula (G1-1), general formula (G2-1), or general formula A first organic compound having a benzofurodiazine skeleton represented by any one of (G3-1) and a second organic compound which is an aromatic amine compound. is.
[0020] [ka]
[0021] In addition, the general formula (G1-1), the general formula (G2-1), or the general formula (G3-1) ) in any one of Ar 2 , Ar 3 , Ar 4 , and Ar 5 are each independently, represents a substituted or unsubstituted aromatic hydrocarbon ring, and the substituent of the aromatic hydrocarbon ring is a carbon atom an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or an alkoxy group having 5 to 7 carbon atoms; or a polycyclic saturated hydrocarbon group having 7 to 10 carbon atoms, or a sialic acid group and the number of carbon atoms forming the aromatic hydrocarbon ring is 6 or more and 25 or less. In addition, m and n are each 0 or 1. In addition, R 1 ~R 6 are each unique R represents hydrogen or a group having a total of 1 to 100 carbon atoms; 1 and R 2 At least one of R 3 and R 4 At least one of, or R 5 and R 6 At least one of or via an unsubstituted phenylene group or a substituted or unsubstituted biphenylene group, A structure that bonds to any one of a tetrahydrofuran ring structure, a furan ring structure, and a thiophene ring structure. do.
[0022] In addition, the general formula (G1-1), the general formula (G2-1), or the general formula (G3-1) ) in any one of Ar 2 , Ar 3 , Ar 4 , and Ar 5 are each independently, It is a substituted or unsubstituted benzene ring or naphthalene ring.
[0023] Also, in any one of the general formula (G1-1), the general formula (G2-1), or the general formula (G3-1 ), Ar 2 , Ar 3 , Ar 4 , and Ar 5 are all the same .
[0024] Also, in any one of the general formula (G1), the general formula (G2), the general formula (G3), the general formula (G 1-1), the general formula (G2-1), or the general formula (G3-1), R to R 1 to R 6 each independently represents hydrogen or a group having 1 to 100 carbon atoms, at least one of R 1 and R 2 , at least one of R 3 and R 4 , or at least one of R 5 and R 6 is each a structure bonded to any one of the following general formulas (Ht-1) to (Ht-26) via a substituted or unsubstituted phenylene group or a substituted or un substituted biphenylene group.
[0025]
Chemical formula
[0026] In any one of the general formulas (Ht-1) to (Ht-26), Q represents oxygen or sulfur. Also, R 100 to R 169 each represents any substituent from 1 to 4, and each independently represents hydrogen, an alkyl group having 1 to 6 carbon atoms, or any one of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms. Also, Ar 1 is a substituted or unsubstituted It represents a benzene ring or a naphthalene ring.
[0027] Another aspect of the present invention is a composition for a light-emitting device obtained by mixing a first organic compound having a diazine skeleton shown in each of the above configurations and a second organic compound which is an aromatic amine compound. As the second organic compound, a compound having a triarylamine skeleton, a carbazole skeleton, or a compound having both a triarylamine skeleton and a carbazole skeleton is used as the material for a light-emitting device.
[0028] Furthermore, in the above configuration, it is preferable to use a compound which is a bicarbazole derivative or a 3,3'- bicarbazole derivative as the second organic compound.
[0029] Another aspect of the present invention is a composition for a light-emitting device obtained by mixing a first organic compound having a diazine skeleton shown in each of the above configurations and a second organic compound which is an aromatic amine compound. The first organic compound and the second organic compound are a combination that can form an exciplex and is a composition for a light-emitting device.
[0030] Another aspect of the present invention is a composition for a light-emitting device obtained by mixing a first organic compound having a diazine skeleton shown in each of the above configurations and a second organic compound which is an aromatic amine compound. The first organic compound is mixed in a higher proportion than the second organic compound and is a composition for a light-emitting device.
[0031] Another aspect of the present invention is a composition for a light-emitting device obtained by mixing a first organic compound having a diazine skeleton shown in each of the above configurations and a second organic compound which is an aromatic amine compound. wherein the first organic compound has a smaller molecular weight than the second organic compound, and the difference in molecular weight is 200 or less, and it is a composition for a light-emitting device.
[0032] In addition, one aspect of the present invention includes not only the composition for a light-emitting device described above, but also a light-emitting device (also referred to as a light-emitting element) manufactured using the composition for a light-emitting device, or a light-emitting device having the same, and not only an electronic device (specifically, an electronic device having a light-emitting device or a light-emitting device, a connection terminal, or an operation key) and a lighting device (specifically, a lighting device having a light-emitting device or a light-emitting device and a housing) to which the light-emitting device or the light-emitting device is applied. Therefore, the light-emitting device in this specification refers to an image display device or a light source (including a lighting device). Further, a module to which a connector, for example, an FPC (Flexible Printed Circuit) or a TCP (Tape Carrier Package) is attached to the light-emitting device, a module provided with a printed wiring board at the tip of the TCP, or a module in which an IC (integrated circuit) is directly mounted on the light-emitting device by a COG (Chip On Glass) method are all included in the light-emitting device.
Effects of the Invention
Effects of the Invention
[0033] According to one aspect of the present invention, it is possible to provide a composition for a light-emitting device that enables the production of a highly productive light-emitting device while maintaining the device characteristics and reliability of the light-emitting device. It should be noted that the description of these effects does not prevent the existence of other effects. It should be noted that one aspect of the present invention does not necessarily have all of these effects. In addition, effects other than these
[0034] are not precluded. It should be noted that one aspect of the present invention does not necessarily have all of these effects. In addition, effects other than these , it will become obvious by itself from the descriptions in the specification, drawings, claims, etc. The specification, drawings , claims, etc., it is possible to extract other effects from these descriptions. In addition, a novel light-emitting device that can enhance the reliability of the device can be provided.
Brief Description of Drawings
[0035]
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Embodiments for Carrying Out the Invention
[0036] Hereinafter, the composition for a light-emitting device, which is one aspect of the present invention, will be described in detail. However, the present invention is not limited to the following description, and its form and details can be variously changed without departing from the spirit and scope of the present invention. Therefore, the present invention is not interpreted as being limited to the description of the embodiments shown below.
[0037] In addition, in the drawings and the like, the position, size, range, etc. of each component shown may not represent the actual position, size, range, etc. for the sake of easy understanding. For this reason, the disclosed invention is not necessarily limited to the position, size, range, etc. disclosed in the drawings and the like.
[0038] Also, in this specification and the like, when explaining the configuration of the invention using the drawings, the same reference numerals are commonly used among different drawings to indicate the same components.
[0039] (Embodiment 1) In this embodiment, a material for a light-emitting device, which is one aspect of the present invention, will be described. Note that the composition for a light-emitting device, which is one aspect of the present invention, can be used as a material for forming the EL layer of a light-emitting device. In particular, it can be used as a material when forming the EL layer by vapor deposition. Therefore, in the case of forming the light-emitting layer included in the EL layer of a light-emitting device by vapor deposition, as a plurality of materials (including the host material) other than the guest material, the light-emitting device The configuration of the composition for a light-emitting device when using the composition for ス will be described.
[0040] When forming the light-emitting layer of the EL layer of a light-emitting device using a vapor deposition method by co-evaporation, the guest material The composition for a light-emitting device that can be used together with is a mixture of a first organic compound having a diazine skeleton (preferably, a benzodiazine skeleton, naphthodiazine skeleton, phenanthrodiazine skeleton, benzothieno diazine skeleton, naphthothieno diazine skeleton, or phenanthrothieno diazine skeleton ), and a second organic compound that is an aromatic amine compound. ) ) is.
[0041] In addition, the composition for the light-emitting device is a mixture of a first organic compound having a diazine skeleton or thienodiazine skeleton represented by any one of general formula (G1), general formula (G2), or general formula ( G3) and a second organic compound that is an aromatic amine compound. )
[0042]
Chemical formula
[0043] In addition, in the general formula (G1), the general formula (G2), and the general formula (G3), Q represents oxygen or sulfur. Also, Ar 1 represents any one of substituted or unsubstituted benzene, substituted or unsubstituted naphthalene, substituted or unsubstituted phenanthrene, and substituted or unsubstituted chrysene. Also, R 1 to R 6 each independently represents hydrogen or a group having 1 to 100 carbon atoms in total, and at least one of R , R 1 and R 2 , at least one of R 3 and R 4 at least one of, or R 5 and R 6 at least one of each is, respectively, a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenylene group, and is bonded to any one of a pyrrole ring structure , a furan ring structure, or a thiophene ring structure.
[0044] Also, in any one of the general formula (G1), the general formula (G2), or the general formula (G3), Ar 1 is any one of the following general formula (t1), the following general formula (t2), the following general formula (t3 ), or the following general formula (t4).
[0045]
Chemical formula
[0046] Note that in the general formula (t1), the general formula (t2), the general formula (t3), and the general formula ( t4), R 11 ~R 36 each independently represents hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted monocyclic saturated hydrocarbon group having 3 to 7 carbon atoms , or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaromatic hydrocarbon group having 3 to 12 carbon atoms. Also, * indicates the bonding portion with the 5-membered ring in any one of the general formulas (G1) to (G3).
[0047]
[0047] Also, the composition for a light-emitting device is a mixture of a first organic compound having a benzofluorodiazine skeleton represented by any one of the general formula (G1-1), the general formula (G2-1), or the general formula (G3-1) and a second organic compound which is an aromatic amine compound.
[0048]
Chem.
[0049] Also, in any one of the general formula (G1-1), the general formula (G2-1), or the general formula (G3-1 ), Ar 2 , Ar 3 , Ar 4 , and Ar 5 each independently represents a substituted or unsubstituted aromatic hydrocarbon ring, and the substituent of the aromatic hydrocarbon ring is an alkyl group having 1 to 6 carbon atoms, or an alkoxy group having 1 to 6 carbon atoms, or a monocyclic saturated hydrocarbon group having 5 to 7 carbon atoms, or a polycyclic saturated hydrocarbon group having 7 to 10 carbon atoms, or a cyano group, and the number of carbon atoms forming the aromatic hydrocarbon ring is 6 or more and 25 or less . Also, m and n are each 0 or 1. Also, R to R 1 to R 6 each independently represents hydrogen or a group having 1 to 100 carbon atoms in total, and at least one of R to R 1 and R 2 , at least one of R 3 and R 4 , or at least one of R 5 and R 6 each has a structure bonded to any one of a pyrrole ring structure, a furan ring structure, or a thiophene ring structure via a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenylene group . .
[0050] Also, in any one of the general formula (G1-1), the general formula (G2-1), or the general formula (G3-1 ), Ar 2 , Ar 3 , Ar4 , and Ar 5 are each independently, It is a substituted or unsubstituted benzene ring or naphthalene ring.
[0051] In addition, the general formula (G1-1), the general formula (G2-1), or the general formula (G3-1) ) in any one of Ar 2 , Ar 3 , Ar 4 , and Ar 5 are all the same do.
[0052] In addition, the general formula (G1), the general formula (G2), the general formula (G3), the general formula (G 1-1), the above general formula (G2-1), or the above general formula (G3-1), R 1 ~R 6 each independently represents hydrogen or a group having a total of 1 to 100 carbon atoms; R 1 and R 2 At least one of R 3 and R 4 At least one of, or R 5 and R 6 At least one of them is a substituted or unsubstituted phenylene group or a substituted or unsubstituted and any one of the following general formulas (Ht-1) to (Ht-26) via a substituted biphenylene group: It is a bonding structure.
[0053] [ka]
[0054] In any one of the above general formulae (Ht-1) to (Ht-26), Q is oxygen or It represents sulfur. 100 ~R 169 each represents one of 1 to 4 substituents, and each independently represents any one of hydrogen, an alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms. Further, Ar represents a substituted or unsubstituted 1 benzene ring or naphthalene ring.
[0055] Next, a first organic compound contained in the composition for a light-emitting device, which is one aspect of the present invention, is a first organic compound having a diazine skeleton (preferably a benzofurodiazine skeleton, a naphthofurodiazine skeleton, a phenanthrofurodiazine skeleton, a benzothieno diazine skeleton, a naphthothienodiazine skeleton, or a phenanthrothienodiazine skeleton), or a first organic compound represented by any one of the above general formula (G1), the above general formula (G2), the above general formula (G3), the above general formula (G1-1), the above one general formula (G2-1), or the above general formula (G3-1). A specific example of the compound is shown below.
[0056] [Chemical formula]
[0057] Further, among the first organic compound and the second organic compound contained in the composition for a light-emitting device, as the second organic compound which is an aromatic amine compound, it is preferable to use a compound having a triarylamine skeleton, a carbazole skeleton, or a triarylamine skeleton and a carbazole skeleton.
[0058] Further, among the first organic compound and the second organic compound contained in the composition for a light-emitting device, as the second organic compound which is an aromatic amine compound, it is preferable to use a bicarba zole derivative or a 3,3 '-bicarba
[0059] Also, an aromatic amine compound, which is a second organic compound contained in the composition for a light-emitting device according to one aspect of the present invention, is a compound having a triarylamine skeleton, a carbazole skeleton, or a triarylamine skeleton and a carbazole skeleton. A specific example of the compound is shown below. is as follows.
[0060] [Chemical formula]
[0061] Also, the first organic compound and the second organic compound contained in the composition for a light-emitting device are preferably a combination capable of forming an exciplex.
[0062] Also, the first organic compound contained in the composition for a light-emitting device is preferably mixed at a higher ratio than the second organic compound.
[0063] Also, the first organic compound contained in the composition for a light-emitting device preferably has a smaller molecular weight than the second organic compound, and the difference in molecular weight is 200 or less.
[0064] (Embodiment 2) In this embodiment, a light-emitting device using the composition for a light-emitting device according to one aspect of the present invention will be described with reference to FIG. 1.
[0065] <<Structure of Light-Emitting Device>> FIG. 1 shows an example of a light-emitting device having an EL layer including a light-emitting layer between a pair of electrodes. Specifically, it has a structure in which an EL layer 103 is sandwiched between a first electrode 101 and a second electrode 102. When the first electrode 101 is an anode, for example, the EL layer 103 is a hole (hole) )The injection layer 111, hole transport layer 112, light-emitting layer 113, electron transport layer 114, and electron injection layer 115 are sequentially stacked as functional layers. In addition, other light-emitting devices having a structure with a plurality of EL layers formed with a charge generation layer sandwiched between a pair of electrodes (tandem structure) are made to enable low-voltage driving, and light-emitting devices having an optical property improved by forming a microcavity structure between a pair of electrodes are also included in one aspect of the present invention. Note that the charge generation layer has a function of injecting electrons into one adjacent EL layer and holes into the other EL layer when a voltage is applied to the first electrode 101 and the second electrode 102. Note that at least one of the first electrode 101 and the second electrode 102 of the above light-emitting device is a light-transmissive electrode (such as a transparent electrode, semi-transmissive / semi-reflective electrode, etc.). When the light-transmissive electrode is a transparent electrode, the visible light transmittance of the transparent electrode is 40% or more. Also, in the case of a semi-transmissive / semi-reflective electrode, the visible light reflectance of the semi-transmissive / semi-reflective electrode is 20% or more and 80% or less, preferably 40% or more and 70% or less. Also, these electrodes preferably have a resistivity of 1×10 Ωcm
[0066] or less. In addition, in the light-emitting device which is one aspect of the present invention described above, when one of the first electrode 101 and the second electrode 102 is a reflective electrode, the visible light reflectance of the reflective electrode is 40% or more and 100% or less, preferably 70% or more and 100% or less. Also, this electrode preferably has a resistivity of 1×10 Ωcm or less. -2 Ωcm or less.
[0067] In addition, in the light-emitting device which is one aspect of the present invention described above, when one of the first electrode 101 and the second electrode 102 is a reflective electrode, the visible light reflectance of the reflective electrode is 40% or more and 100% or less, preferably 70% or more and 100% or less. Also, this electrode preferably has a resistivity of 1×10 Ωcm or less. Ωcm -2 or less.
[0068] <First Electrode and Second Electrode> The materials for forming the first electrode 101 and the second electrode 102 are selected from those having the above-mentioned functions of both electrodes. If the requirements are met, the following materials can be used in combination. For example, metals, alloys, electrically conductive compounds, and mixtures thereof can be used appropriately. Specifically, In-Sn oxide (also called ITO), In-Si-Sn oxide (IT SO), In-Zn oxide, and In-W-Zn oxide. Aluminum (Al), Titanium (Ti), Chromium (Cr), Manganese (Mn), Iron (Fe), Cobalt (Co), Nickel (Ni), Copper (Cu), Gallium (Ga), Zinc (Zn), Indium (In), tin (Sn), molybdenum (Mo), tantalum (Ta), tungsten Tin (W), palladium (Pd), gold (Au), platinum (Pt), silver (Ag), yttrium Metals such as yttrium (Y), neodymium (Nd), and alloys containing these in appropriate combinations are used. In addition, elements belonging to Group 1 or Group 2 of the periodic table that are not listed above can also be used. Elements (e.g., lithium (Li), cesium (Cs), calcium (Ca), strontium rare earth metals such as strontium (Sr), europium (Eu), ytterbium (Yb) and An alloy containing an appropriate combination of these, graphene, etc. may also be used.
[0069] These electrodes can be fabricated by sputtering or vacuum deposition.
[0070] <Hole injection layer> The hole injection layer 111 injects holes from the first electrode 101, which is an anode, into the EL layer 103. This is a layer into which holes are injected, and contains an organic acceptor material or a material with high hole injection properties.
[0071] The organic acceptor material is an organic compound whose LUMO level and HOMO level are close to each other. By separating charges between the organic compound and the material, holes are generated in the organic compound. Therefore, quinodimethane derivatives and Electron-withdrawing groups (halogen groups and silyl groups) such as chloranil derivatives and hexaazatriphenylene derivatives Compounds having a 7,7,8,8-tetracyano group can be used. -2,3,5,6-tetrafluoroquinodimethane (abbreviation: F4-TCNQ), 3,6-di Fluoro-2,5,7,7,8,8-hexacyanoquinodimethane, chloranil, 2,3, 6,7,10,11-Hexacyano-1,4,5,8,9,12-hexaazatripheny HAT-CN, 1,3,4,5,7,8-hexafluorotetracyano- Naphthoquinodimethane (abbreviation: F6-TCNNQ) can be used. Among the acceptor materials, HAT-CN has particularly high acceptor properties and film quality against heat. In addition, the [3] radialene derivative has a very high electron-accepting property. Specifically, α,α',α''-1,2,3-cyclopropanetriyl Lidentris[4-cyano-2,3,5,6-tetrafluorobenzeneacetonitrile] , α,α',α''-1,2,3-cyclopropanetriylidenetris[2,6-dichloro b-3,5-difluoro-4-(trifluoromethyl)benzeneacetonitrile], α, α',α''-1,2,3-Cyclopropanetriylidenetris[2,3,4,5,6- Pentafluorobenzeneacetonitrile] and the like can be used.
[0072] In addition, examples of materials with high hole injection properties include transition metal oxides such as molybdenum oxide, vanadium oxide, ruthenium oxide, tungsten oxide, and manganese oxide. In addition to these, phthalocyanine-based compounds such as phthalocyanine (abbreviation: H2Pc) and copper phthalocyanine (abbreviation: CuPc) can also be used.
[0073] In addition to the above materials, low molecular weight compounds such as 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4',4''-tris N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTD ATA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino biphenyl (abbreviation: DPAB), 4,4'-bis(N-{4-[N'-(3-methyl phenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviation: DNTPD), 1,3,5-tris[N-(4-diphenylaminophenyl)-N- phenylamino]benzene (abbreviation: DPA3B), 3-[N-(9-phenylcarbazol- 3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA1), 3,6-bis [N-(9-phenylcarbazol-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA2), 3-[N-(1-naphthyl)-N-(9-phenylcarbazol-3-yl)amino]-9-phenylcarbazole (abbreviation: PCzPCN1) and other aromatic amine compounds can also be used.
[0074] In addition, polymer compounds (oligomers, dendrimers, polymers, etc.) such as poly(N-vinyl Lukarbazole (abbreviation: PVK), poly(4-vinyltriphenylamine) (abbreviation: P VTPA), poly[N-(4-{N’-[4-(4-diphenylamino)phenyl]phenyl} phenyl-N’-phenylamino}phenyl)methacrylamide] (abbreviation: PTPDMA), poly[N,N’-bis(4-butylphenyl)-N,N’-bis(phenyl)benzidine (abbreviation: Poly-TPD), etc. can be used. Or, poly(3,4-ethylenedioxythiophene) / poly(styrenesulfonic acid) (abbreviation: PEDOT / PSS), polymeric compounds added with acids such as polyaniline / poly(styrenesulfonic acid) (PAni / PSS), etc. can also be used.
[0075] In addition, as a material with high hole injection property, a composite material containing a hole transport material and an acceptor material (electron acceptor material) can also be used. In this case, electrons are drawn from the hole transport material by the acceptor material, and holes are generated in the hole injection layer 111. Then, the holes are injected into the light-emitting layer 11 3 through the hole transport layer 11 2. Note that the hole injection layer 111 may be formed of a single layer made of a composite material containing a hole transport material and an acceptor material (electron acceptor material), but it may also be formed by laminating the hole transport material and the acceptor material (electron acceptor material) in separate layers.
[0076] Note that as the hole transport material, a substance having a hole mobility of 1×10 -6 cm 2 / Vs or more is preferable. As long as the substance has higher hole transportability than electrons, other substances can be used.
[0077] As the hole transporting material, a material with high hole transporting property such as a π - electron - rich heteroaromatic compound is preferred. Further, as the second organic compound used in the composition for a light - emitting device which is one aspect of the present invention, among the materials contained in the hole transporting material, materials such as π - electron - rich heteroaromatic compounds are preferred. Examples of the π - electron - rich heteroaromatic compound include aromatic amine compounds having an aromatic amine skeleton (having a triarylamine skeleton), carbazole compounds having a carbazole skeleton (not having a triarylamine skeleton), thiophene compounds (compounds having a thiophene skeleton), or furan compounds (compounds having a furan skeleton).
[0078] Examples of the aromatic amine compound include 4,4’ - bis[N - (1 - naphthyl) - N - phenylamino]biphenyl (abbreviation: NPB or α - NPD), N,N’ - bis(3 - methylphenyl) - N,N’ - diphenyl - [1,1’ - biphenyl] - 4,4’ - diamine (abbreviation: TPD), 4,4’ - bis[N - (spiro - 9,9’ - biphenylene - 2 - yl) - N - phenylamino]biphenyl (abbreviation: BSPB), 4 - phenyl - 4’ - ( 9 - phenylfluoren - 9 - yl)triphenylamine (abbreviation: BPAFLP), 4 - phenyl - 3’ - (9 - phenylfluoren - 9 - yl)triphenylamine (abbreviation: m BPAFLP), N - (9,9 - dimethyl - 9H - fluoren - 2 - yl) - N - {9, 9 - dimethyl - 2 - [N’ - phenyl - N’ - (9,9 - dimethyl - 9H - fluoren - 2 - yl)amino] - 9H - fluoren - 7 - yl}phenylamine (abbreviation: DFLAD FL), N - (9,9 - dimethyl - 2 - diphenylamino - 9H - fluoren - 7 - yl )Diphenylamine (abbreviation: DPNF), 2-[N-(4-diphenylaminophenyl) -N-phenylamino]spiro-9,9'-bifluorene (abbreviation: DPASF), 2,7 -bis[N-(4-diphenylaminophenyl)-N-phenylamino]-spiro-9, 9'-bifluorene (abbreviation: DPA2SF), 4,4',4''-tris[N-(1-na phthyl)-N-phenylamino]triphenylamine (abbreviation: 1'-TNATA), 4, 4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDA TA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino triphenylamine (abbreviation: m-MTDATA), N,N'-di(p-tolyl)-N, N'-diphenyl-p-phenylenediamine (abbreviation: DTDPPA), 4,4'-bis N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DP AB), N,N'-bis{4-[bis(3-methylphenyl)amino]phenyl}-N, N'-diphenyl-(1,1'-biphenyl)-4,4'-diamine (abbreviation: DNTPD ), 1,3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino benzene (abbreviation: DPA3B), etc. can be mentioned.
[0079] Also, as the aromatic amine compound having a carbazolyl group, 4-phenyl-4'-(9 -phenyl-9H-carbazol-3-yl)triphenylamine (abbreviation: PCBA1B P), N-(4-biphenyl)-N-(9,9-dimethyl-9H-fluoren-2-yl )-9-phenyl-9H-carbazole-3-amine (abbreviation: PCBiF), N-(1, (1'-Biphenyl-4-yl)-N-[4-(9-phenyl-9H-carbazol-3-yl)phenyl]-9,9-dimethyl-9H-fluorene-2-amine (abbreviation: PCBB iF), 4,4'-Diphenyl-4''-(9-phenyl-9H-carbazol-3-yl)triphenylamine (abbreviation: PCBBi1BP), 4-(1-Naphthyl)-4' -(9-phenyl-9H-carbazol-3-yl)triphenylamine (abbreviation: PCBAN B), 4,4'-Di(1-naphthyl)-4''-(9-phenyl-9H-carbazol-3-yl)triphenylamine (abbreviation: PCBNBB), 4-Phenyldiphenyl-(9 -phenyl-9H-carbazol-3-yl)amine (abbreviation: PCA1BP), N,N' -Bis(9-phenylcarbazol-3-yl)-N,N'-diphenylbenzene-1, 3-diamine (abbreviation: PCA2B), N,N',N''-Triphenyl-N,N',N' '-Tris(9-phenylcarbazol-3-yl)benzene-1,3,5-triamine (abbreviation: PCA3B), 9,9-Dimethyl-N-phenyl-N-[4-(9-phenyl- 9H-carbazol-3-yl)phenyl]fluorene-2-amine (abbreviation: PCBAF ), N-[4-(9-phenyl-9H-carbazol-3-yl)phenyl]-bis(9 ,9-Dimethyl-9H-fluoren-2-yl)amine (abbreviation: PCBFF), N-[4 -(9-phenyl-9H-carbazol-3-yl)phenyl]-N-[4-(1-naph thyl)phenyl]-9,9'-spirobi(9H-fluorene)-2-amine (abbreviation: PC BNBSF), N-[4-(9-phenyl-9H-carbazol-3-yl)phenyl] -9,9-Dimethyl-N-[4-(1-naphthyl)phenyl]-9H-fluorene-2- amine (abbreviation: PCBNBSF), N-[4-(9-phenyl-9H-carbazol-3-yl)phenyl] -9,9-Dimethyl-N-[4-(1-naphthyl)phenyl]-9H-fluorene-2- amine (abbreviation: PCBNBSF), N-[4-(9-phenyl-9H-carbazol-3-yl)phenyl]-9,9-dimethyl-N-[4-(1-naphthyl)phenyl]-9H-fluorene-2-amine Amine (abbreviation: PCBNBF), N-phenyl-N-[4-(9-phenyl-9H-carb azole-3-yl)phenyl]spiro-9,9'-bifluorene-2-amine (abbreviation: PCBASF), 3-[N-(9-phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA1), 3,6-bis[N-(9 -phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA2), 3-[N-(1-naphthyl)-N-(9-phenylcarb azole-3-yl)amino]-9-phenylcarbazole (abbreviation: PCzPCN1), 3 -[N-(4-diphenylaminophenyl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzDPA1), 3,6-bis[N-(4-diphenylaminopheny l)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzDPA2), 3 ,6-bis[N-(4-diphenylaminophenyl)-N-(1-naphthyl)amino]- 9-phenylcarbazole (abbreviation: PCzTPN2), 2-[N-(9-phenylcarb azole-3-yl)-N-phenylamino]spiro-9,9'-bifluorene (abbreviation: P ,6-bis[N-(4-diphenylaminophenyl)-N-(1-naphthyl)amino]- 9-phenylcarbazole (abbreviation: PCzTPN2), 2-[N-(9-phenylcarb azole-3-yl)-N-phenylamino]spiro-9,9'-bifluorene (abbreviation: P CASF), N-[4-(9H-carbazol-9-yl)phenyl]-N-(4-phenyl)phenylaniline (abbreviation: YGA1BP), N,N'-bis[4-(carbazol -9-yl)phenyl]-N,N'-diphenyl-9,9-dimethylfluorene-2,7 -diamine (abbreviation: YGA2F), 4,4',4''-tris(carbazol-9-yl )triphenylamine (abbreviation: TCTA), etc. are mentioned. )triphenylamine (abbreviation: TCTA), etc. are mentioned.
[0080] In addition, examples of the above-mentioned carbazole compound (without a triarylamine skeleton) include 3- 4-(9-phenanthryl)phenyl]-9-phenyl-9H-carbazole (abbreviation: PCPPn), 3-[4-(1-naphthyl)phenyl]-9-phenyl-9H-carbazole (abbreviation: PCPN), 1,3-bis(N-carbazolyl)benzene (abbreviation: mCP ), 4,4'-di(N-carbazolyl)biphenyl (abbreviation: CBP), 3,6-bis(3 ,5-diphenylphenyl)-9-phenylcarbazole (abbreviation: CzTP), 1,3, 5-tris[4-(N-carbazolyl)phenyl]benzene (abbreviation: TCPB), 9- 4-(10-phenyl-9-anthracenyl)phenyl]-9H-carbazole (abbreviation: CzPA), etc. Further, examples of the bicarbaazole derivative (for example, 3,3'-bicar baazole derivative) include 3,3'-bis(9-phenyl-9H-carbazole) (abbreviation : PCCP), 9-(1,1'-biphenyl-3-yl)-9'-(1,1'-biphenyl yl-4-yl)-9H,9'H-3,3'-bicarbaazole (abbreviation: mBPCCBP), 9-(2-naphthyl)-9'-phenyl-9H,9'H-3,3'-bicarbaazole (abbreviation : βNCCP), etc.
[0081] In addition, examples of the above-mentioned thiophene compound (compound having a thiophene skeleton) include 1,3,5- tris(dibenzothiophen-4-yl)benzene (abbreviation: DBT3P-II), 2,8- diphenyl-4-[4-(9-phenyl-9H-fluoren-9-yl)phenyl]diben zothiophene (abbreviation: DBTFLP-III), 4-[4-(9-phenyl-9H-f luoren-9-yl)phenyl]-6-phenyldibenzothiophene (abbreviation: DBTFL Examples include P-IV).
[0082] In addition, examples of the above furan compound (compound having a furan skeleton) include 4,4’,4’’-( benzene-1,3,5-triyl)tri(dibenzofuran) (abbreviation: DBF3P-II) , 4-{3-[3-(9-phenyl-9H-fluoren-9-yl)phenyl]phenyl }dibenzofuran (abbreviation: mmDBFFLBi-II), etc.
[0083] In addition, other hole transporting materials such as poly(N-vinylcarbazole) (abbreviation: PVK), poly(4-vinyltri phenylamine) (abbreviation: PVTPA), poly[N-(4-{N’-[4-(4-diphenyl amino)phenyl]phenyl-N’-phenylamino}phenyl)methacrylamide (abbreviation: PTPDMA), poly[N,N’-bis(4-butylphenyl)-N,N’- bis(phenyl)benzidine] (abbreviation: Poly-TPD) can be used as hole transporting materials.
[0084] However, the hole transporting material is not limited to the above, and various known materials may be used alone or in combination of one or more as a hole transporting material.
[0085] As the acceptor material used for the hole injection layer 111, metal oxides belonging to Groups 4 to 8 of the periodic table can be used. Specifically, molybdenum oxide, vanadium oxide , niobium oxide, tantalum oxide, chromium oxide, tungsten oxide, manganese oxide , rhenium oxide can be mentioned. Among them, molybdenum oxide is particularly preferable because it is stable in the air, has low hygroscopicity, and is easy to handle. In addition, the above-described organic acceptor materials can be used It can also be done.
[0086] The hole injection layer 111 can be formed using various known film formation methods. For example, it can be formed using a vacuum evaporation method.
[0087] <Hole transport layer> The hole transport layer 112 is a layer that transports holes injected from the first electrode 101 by the hole injection layer 111 to the light-emitting layer 113. The hole transport layer 112 is a layer containing a hole transport material. Therefore, a hole transport material that can be used for the hole injection layer 111 can be used for the hole transport layer 112.
[0088] In the light-emitting device which is one aspect of the present invention, it is preferable to use the same organic compound for the light-emitting layer 113 as for the hole transport layer 112. By using the same organic compound for the hole transport layer 112 and the light-emitting layer 113, the transport of holes from the hole transport layer 112 to the light-emitting layer 113 can be performed efficiently.
[0089] <Light-emitting layer> The light-emitting layer 113 is a layer containing a light-emitting substance (organic compound). The light-emitting substance that can be used for the light-emitting layer 113 is not particularly limited, and a light-emitting substance that converts singlet excitation energy into light emission in the visible light region (for example, a fluorescent light-emitting substance), or a light-emitting substance that converts triplet excitation energy into light emission in the visible light region (for example, a phosphorescent light-emitting substance or a TADF material, etc.) can be used. In addition, substances that exhibit light emission colors such as blue, purple, blue-violet, green, yellow-green, yellow, orange, red, etc. can be appropriately used.
[0090] The light-emitting layer 113 contains a light-emitting substance (guest material) and one or more kinds of organic compounds (host It has (such as materials). However, as the organic compound (such as the host material) used here, a substance having an energy gap larger than the energy gap of the light-emitting substance (guest material) is preferably used. As one or more kinds of organic compounds (such as the host material), there can be mentioned hole-transporting materials that can be used for the hole-transporting layer 112 described above, electron-transporting materials that can be used for the electron-transporting layer 114 described later, and other organic compounds. It is preferable to use a substance having an energy gap larger than the energy gap of the light-emitting substance (guest material). Note that as one or more kinds of organic compounds (such as the host material), hole-transporting materials that can be used for the hole-transporting layer 112 described above, electron-transporting materials that can be used for the electron-transporting layer 114 described later, and other organic compounds are included. In the case where the light-emitting layer 113 has a configuration including a first organic compound, a second organic compound, and a light-emitting substance, a composition for a light-emitting device, which is one aspect of the present invention, obtained by mixing the first organic compound and the second organic compound can be used. Also, in such a configuration, an electron-transporting material is used as the first organic compound, a hole-transporting material is used as the second organic compound, and a phosphorescent substance, a fluorescent substance, a TADF material, or the like can be used as the light-emitting substance. Further, in such a configuration, it is preferable that the first organic compound and the second organic compound form an exciplex. In the case where the light-emitting layer 113 has a configuration including a first organic compound, a second organic compound, and a light-emitting substance, a composition for a light-emitting device, which is one aspect of the present invention, obtained by mixing the first organic compound and the second organic compound can be used. Also, in such a configuration, an electron-transporting material is used as the first organic compound, a hole-transporting material is used as the second organic compound, and a phosphorescent substance, a fluorescent substance, a TADF material, or the like can be used as the light-emitting substance. Further, in such a configuration, it is preferable that the first organic compound and the second organic compound form an exciplex.
[0091] Note that in the light-emitting layer 113, in the case of having a configuration including a first organic compound, a second organic compound, and a light-emitting substance. In the case where the light-emitting layer 113 has a configuration including a first organic compound, a second organic compound, and a light-emitting substance, a composition for a light-emitting device, which is one aspect of the present invention, obtained by mixing the first organic compound and the second organic compound can be used. Also, in such a configuration, an electron-transporting material is used as the first organic compound, a hole-transporting material is used as the second organic compound, and a phosphorescent substance, a fluorescent substance, a TADF material, or the like can be used as the light-emitting substance. Further, in such a configuration, it is preferable that the first organic compound and the second organic compound form an exciplex. In the case where the light-emitting layer 113 has a configuration including a first organic compound, a second organic compound, and a light-emitting substance, a composition for a light-emitting device, which is one aspect of the present invention, obtained by mixing the first organic compound and the second organic compound can be used. Also, in such a configuration, an electron-transporting material is used as the first organic compound, a hole-transporting material is used as the second organic compound, and a phosphorescent substance, a fluorescent substance, a TADF material, or the like can be used as the light-emitting substance. Further, in such a configuration, it is preferable that the first organic compound and the second organic compound form an exciplex. In the case where the light-emitting layer 113 has a configuration including a first organic compound, a second organic compound, and a light-emitting substance, a composition for a light-emitting device, which is one aspect of the present invention, obtained by mixing the first organic compound and the second organic compound can be used. Also, in such a configuration, an electron-transporting material is used as the first organic compound, a hole-transporting material is used as the second organic compound, and a phosphorescent substance, a fluorescent substance, a TADF material, or the like can be used as the light-emitting substance. Further, in such a configuration, it is preferable that the first organic compound and the second organic compound form an exciplex. In the case where the light-emitting layer 113 has a configuration including a first organic compound, a second organic compound, and a light-emitting substance, a composition for a light-emitting device, which is one aspect of the present invention, obtained by mixing the first organic compound and the second organic compound can be used. Also, in such a configuration, an electron-transporting material is used as the first organic compound, a hole-transporting material is used as the second organic compound, and a phosphorescent substance, a fluorescent substance, a TADF material, or the like can be used as the light-emitting substance. Further, in such a configuration, it is preferable that the first organic compound and the second organic compound form an exciplex. In the case where the light-emitting layer 113 has a configuration including a first organic compound, a second organic compound, and a light-emitting substance, a composition for a light-emitting device, which is one aspect of the present invention, obtained by mixing the first organic compound and the second organic compound can be used. Also, in such a configuration, an electron-transporting material is used as the first organic compound, a hole-transporting material is used as the second organic compound, and a phosphorescent substance, a fluorescent substance, a TADF material, or the like can be used as the light-emitting substance. Further, in such a configuration, it is preferable that the first organic compound and the second organic compound form an exciplex. In the case where the light-emitting layer 113 has a configuration including a first organic compound, a second organic compound, and a light-emitting substance, a composition for a light-emitting device, which is one aspect of the present invention, obtained by mixing the first organic compound and the second organic compound can be used. Also, in such a configuration, an electron-transporting material is used as the first organic compound, a hole-transporting material is used as the second organic compound, and a phosphorescent substance, a fluorescent substance, a TADF material, or the like can be used as the light-emitting substance. Further, in such a configuration, it is preferable that the first organic compound and the second organic compound form an exciplex.
[0092] Also, as the configuration of the light-emitting layer 113, a configuration having a plurality of light-emitting layers containing different light-emitting substances, and thus presenting different emission colors (for example, white light emission obtained by combining emission colors in a complementary color relationship) may be used. Alternatively, a configuration in which one light-emitting layer has a plurality of different light-emitting substances may also be used. Also, as the configuration of the light-emitting layer 113, a configuration having a plurality of light-emitting layers containing different light-emitting substances, and thus presenting different emission colors (for example, white light emission obtained by combining emission colors in a complementary color relationship) may be used. Alternatively, a configuration in which one light-emitting layer has a plurality of different light-emitting substances may also be used. Also, as the configuration of the light-emitting layer 113, a configuration having a plurality of light-emitting layers containing different light-emitting substances, and thus presenting different emission colors (for example, white light emission obtained by combining emission colors in a complementary color relationship) may be used. Alternatively, a configuration in which one light-emitting layer has a plurality of different light-emitting substances may also be used. Also, as the configuration of the light-emitting layer 113, a configuration having a plurality of light-emitting layers containing different light-emitting substances, and thus presenting different emission colors (for example, white light emission obtained by combining emission colors in a complementary color relationship) may be used. Alternatively, a configuration in which one light-emitting layer has a plurality of different light-emitting substances may also be used.
[0093] Note that examples of the light-emitting substance that can be used for the light-emitting layer 113 include the following. Note that examples of the light-emitting substance that can be used for the light-emitting layer 113 include the following.
[0094] <0000XXX>First, as a luminescent substance that converts singlet excitation energy into luminescence, substances that emit fluorescence (fluorescent luminescent substances) can be mentioned.
[0095] Examples of the fluorescent luminescent substance, which is a luminescent substance that converts singlet excitation energy into luminescence, include, for example, py rene derivatives, anthracene derivatives, triphenylene derivatives, fluorene derivatives, carbaz ole derivatives, dibenzothiophene derivatives, dibenzofuran derivatives, dibenzoquinoxaline derivatives, quinoxaline derivatives, pyridine derivatives, pyrimidine derivatives, phenanthrene derivatives , naphthalene derivatives, and the like. In particular, pyrene derivatives are preferable because of their high luminescence quantum yield. Specific examples of the pyrene derivative include N,N'-bis(3-methylphenyl)-N, N'-bis[3-(9-phenyl-9H-fluoren-9-yl)phenyl]pyrene-1 ,6-diamine (abbreviation: 1,6mMemFLPAPrn), (N,N'-diphenyl-N ,N'-bis[4-(9-phenyl-9H-fluoren-9-yl)phenyl]pyrene- 1,6-diamine) (abbreviation: 1,6FLPAPrn), N,N'-bis(dibenzofuran -2-yl)-N,N'-diphenylpyrene-1,6-diamine (abbreviation: 1,6FrAP rn), N,N'-bis(dibenzothiophene-2-yl)-N,N'-diphenylpyre ne-1,6-diamine (abbreviation: 1,6ThAPrn), N,N'-(pyrene-1,6-di yl)bis[(N-phenylbenzo[b]naphtho[1,2-d]furan)-6-amine] (abbreviation: 1,6BnfAPrn), N,N'-(pyrene-1,6-diyl)bis[(N- phenylbenzo[b]naphtho[1,2-d]furan)-8-amine](abbreviation: 1,6Bn fAPrn-02), N,N'-(pyrene-1,6-diyl)bis[(6,N-diphenyl Rubenzo[b]naphtho[1,2-d]furan)-8-amine (abbreviation: 1,6BnfAP rn-03), etc. can be mentioned.
[0096] In addition, 5,6-bis[4-(10-phenyl-9-anthryl)phenyl]-2, 2'-bipyridine (abbreviation: PAP2BPy), 5,6-bis[4'-(10-phenyl- 9-anthryl)biphenyl-4-yl]-2,2'-bipyridine (abbreviation: PAPP2B Py), N,N'-bis[4-(9H-carbazol-9-yl)phenyl]-N,N' -diphenylstilbene-4,4'-diamine (abbreviation: YGA2S), 4-(9H-carb azole-9-yl)-4'-(10-phenyl-9-anthryl)triphenylamine (abbreviation: YGAPA), 4-(9H-carbazol-9-yl)-4'-(9,10-di phenyl-2-anthryl)triphenylamine (abbreviation: 2YGAPPA), N,9-di phenyl-N-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbaz ol-3-amine (abbreviation: PCAPA), 4-(10-phenyl-9-anthryl)-4 '-(9-phenyl-9H-carbazol-3-yl)triphenylamine (abbreviation: PC BAPA), 4-[4-(10-phenyl-9-anthryl)phenyl]-4'-(9- phenyl-9H-carbazol-3-yl)triphenylamine (abbreviation: PCBAPBA ), perylene, 2,5,8,11-tetra-tert-butylperylene (abbreviation: TBP) , N,N''-(2-tert-butylanthracene-9,10-diyl-di-4,1-f enylene)bis[N,N',N'-triphenyl-1,4-phenylenediamine] (abbreviation :DPABPA), N,9-diphenyl-N-[4-(9,10-diphenyl-2-anthryl)phenyl]-9H-carbazol-3-amine (abbreviation: 2PCAPPA), N- [4-(9,10-diphenyl-2-anthryl)phenyl]-N,N',N'-triphenyl-1,4-phenylenediamine (abbreviation: 2DPAPPA), etc. can be used. [4-(9,10-diphenyl-2-anthryl)phenyl]-N,N',N'-triphenyl-1,4-phenylenediamine (abbreviation: 2DPAPPA), etc. can be used. . .
[0097] In addition, a luminescent substance that can be used in the light-emitting layer 113 and converts singlet excitation energy into light (fluorescent luminescent substance) is not limited to the fluorescent luminescent substance that shows a luminescent color (luminescence peak) in the visible light region shown above, and a fluorescent luminescent substance that shows a luminescent color (luminescence peak) in a part of the near-infrared light region (e.g., a material that emits red light and is 800 nm or more and 950 nm or less) can also be used. . .
[0098] Next, as a luminescent substance that converts triplet excitation energy into light, for example, a substance that emits phosphorescence (phosphorescent luminescent substance) or a thermally activated delayed fluorescence (Thermally activated delayed fluorescence: TADF) material can be mentioned. .
[0099] First, as a phosphorescent luminescent substance that is a luminescent substance that converts triplet excitation energy into light, for example, an organometallic complex, a metal complex (platinum complex), a rare earth metal complex, etc. can be mentioned. Since these show different luminescent colors (luminescence peaks) for each substance, they are appropriately selected and used as needed. . Among the phosphorescent luminescent substances, materials that show a luminescent color (luminescence peak) in the visible light region include the following materials. .
[0100] Exhibiting a blue or green color, having a peak wavelength of the emission spectrum of 450 nm or more and 570 nm or less ( for example, in the case of blue, 450 nm or more and 495 nm or less, and in the case of green, 495 nm or more and 570 nm or less is preferable.) Examples of the phosphorescent substance include the following substances.
[0101] For example, tris{2-[5-(2-methylphenyl)-4-(2,6-dimethylphenyl )-4H-1,2,4-triazol-3-yl-κN 2 phenyl-κC}iridium (III) (abbreviation: [Ir(mpptz-dmp)3]), tris(5-methyl-3,4 -diphenyl-4H-1,2,4-triazolato)iridium(III) (abbreviation: [Ir (Mptz)3]), tris[4-(3-biphenyl)-5-isopropyl-3-phenyl yl-4H-1,2,4-triazolato]iridium(III) (abbreviation: [Ir(iPrp tz-3b)3]), tris[3-(5-biphenyl)-5-isopropyl-4-phenyl yl-4H-1,2,4-triazolato]iridium(III) (abbreviation: [Ir(iPr5 btz)3]), an organometallic complex having a 4H-triazole skeleton such as tris[3-methyl-1-(2-methylphenyl)-5-phenyl-1H-1,2,4-triazolato iridium(III) (abbreviation: [Ir(Mptz1-mp)3]), tris(1-methyl yl-5-phenyl-3-propyl-1H-1,2,4-triazolato)iridium(II I) (abbreviation: [Ir(Prptz1-Me)3]) having a 1H-triazole skeleton such as fac-tris[1-(2,6-diisopropylphenyl)-2-phenyl yl-1H-imidazole]iridium(III) (abbreviation: [Ir(iPrpmi)3 ) Tris[3-(2,6-dimethylphenyl)-7-methylimidazo[1,2-f] phenanthridinato]iridium(III) (abbreviation: [Ir(dmpimpt-Me)3 ) and other organometallic complexes having an imidazole skeleton, bis[2-(4’,6’-diflu orophenyl)pyridinato-N,C 2’ iridium(III) tetrakis(1-pyraz ryl)borate (abbreviation: FIr6), bis[2-(4’,6’-difluorophenyl)py ridinato-N,C 2’ iridium(III) picolinate (abbreviation: FIrpic), bi s{2-[3’,5’-bis(trifluoromethyl)phenyl]pyridinato-N,C 2’ } iridium(III) picolinate (abbreviation: [Ir(CF3ppy)2(pic)]) , bis[2-(4’,6’-difluorophenyl)pyridinato-N,C 2’ iridium (III) acetylacetonate (abbreviation: FIr(acac)) and other organometallic complexes having an electron-withdrawing group using a phenylpyridine derivative as a ligand can be mentioned.
[0102] Examples of phosphorescent substances that exhibit green, yellow-green, or yellow and have a peak wavelength of the emission spectrum of 495 nm or more and 590 nm or less include the following substances. (For example, in the case of green , it is preferably 495 nm or more and 570 nm or less, in the case of yellow-green, it is preferably 530 nm or more and 570 nm or less, and in the case of yellow, it is preferably 570 nm or more and 590 nm or less.)
[0103] For example, tris(4-methyl-6-phenylpyrimidinato)iridium(III) (abbreviation : [Ir(mppm)3]), tris(4-t-butyl-6-phenylpyrimidinato)i Rhodium(III) (abbreviation: [Ir(tBuppm)3]), bis(acetylacetonato) iridium(III) (6-methyl-4-phenylpyrimidinato) (abbreviation: [Ir(m ppm)2(acac)]), bis(acetylacetonato) (6-tert-butyl-4 -phenylpyrimidinato) iridium(III) (abbreviation: [Ir(tBuppm)2(a cac)]), bis(acetylacetonato)[6-(2-norbornyl)-4-phenyl pyrimidinato] iridium(III) (abbreviation: [Ir(nbppm)2(acac)]) , bis(acetylacetonato)[5-methyl-6-(2-methylphenyl)-4-phenyl pyrimidinato] iridium(III) (abbreviation: [Ir(mpmppm)2(acac) ), bis(acetylacetonato){4,6-dimethyl-2-[6-(2,6-dimethyl phenyl)-4-pyrimidinyl-κN 3 phenyl-κC} iridium(III) (abbreviation : [Ir(dmppm-dmp)2(acac)]), bis(acetylacetonato)(4 ,6-diphenylpyrimidinato) iridium(III) (abbreviation: [Ir(dppm)2( acac)]), and organometallic iridium complexes having a pyrimidine skeleton such as (acetylacetonato) bis(3,5-dimethyl-2-phenylpyrazinato) iridium(III)( abbreviation: [Ir(mppr-Me)2(acac)]), bis(acetylacetonato)(5 -isopropyl-3-methyl-2-phenylpyrazinato) iridium(III) (abbreviation: [Ir(mppr-iPr)2(acac)]), organometallic iridium complexes having a pyrazine skeleton such as tris(2-phenylpyridinato-N,C ) iridium(III) 2’ ) (Abbreviation: [Ir(ppy)3]), bis(2-phenylpyridinato-N,C 2’ )iridium (III) acetylacetonate (Abbreviation: [Ir(ppy)2(acac)]), bis (benzo[h]quinolinato)iridium(III) acetylacetonate (Abbreviation: [I r(bzq)2(acac)]), tris(benzo[h]quinolinato)iridium(II I)(Abbreviation: [Ir(bzq)3]), tris(2-phenylquinolinato-N,C 2’ ) iridium(III) (Abbreviation: [Ir(pq)3]), bis(2-phenylquinolinato- N,C 2’ )iridium(III) acetylacetonate (Abbreviation: [Ir(pq)2(a cac)]), bis[2-(2-pyridinyl-κN)phenyl-κC][2-(4-phen yl-2-pyridinyl-κN)phenyl-κC]iridium(III) (Abbreviation: [Ir( ppy)2(4dppy)]), [2-(4-methyl-5-phenyl-2-pyridinyl- κN)phenyl-κC]bis[2-(2-pyridinyl-κN)phenyl-κC]iridiu m (Abbreviation: [Ir(ppy)2(mdppy)]) and other organoiridium complexes having a pyridine skeleton, bis(2,4-diphenyl-1,3-oxazolato-N,C )iridium 2’ (III) acetylacetonate (Abbreviation: [Ir(dpo)2(acac)]) , bis{2-[4’-(perfluorophenyl)phenyl]pyridinato-N,C }iridium 2’ (III) acetylacetonate (Abbreviation: [Ir(p-PF-ph)2(aca c)]), bis(2-phenylbenzothiazolato-N,C )iridium(III) a 2’ cetylacetonate (Abbreviation: [Ir(pbt)2(acac)]) In addition to organometallic complexes such as cetyl acetonate (abbreviation: [Ir(bt)2(acac)]) , rare earth metal complexes such as tris(acetylacetonato)(monophenanthroline) terbium(III) (abbreviation : [Tb(acac)3(Phen)]) can be mentioned.
[0104] Examples of phosphorescent substances that exhibit yellow, orange, or red and have a peak wavelength of the emission spectrum of 570 nm or more and 750 nm or less include the following substances. (For example, in the case of yellow , it is preferably 570 nm or more and 590 nm or less, in the case of orange, 590 nm or more and 620 nm or less , and in the case of red, 600 nm or more and 750 nm or less.)
[0105] For example, (diisobutyrylmethanato)bis[4,6-bis(3-methylphenyl)pyrimidinato]iridium(III) (abbreviation: [Ir(5mdppm)2(dibm)]), bis [4,6-bis(3-methylphenyl)pyrimidinato](dipivaloylmethanato)iridium(III) (abbreviation: [Ir(5mdppm)2(dpm)]), (dipivaloylmethanato)bis[4,6-di(naphthalen-1-yl)pyrimidinato]iridium(III )(abbreviation: [Ir(d1npm)2(dpm)]) and other organometallic complexes having a pyrimidine skeleton, (acetylacetonato)bis(2,3,5-triphenylpyrazinato)iridium(III )(abbreviation: [Ir(tppr)2(acac)]), bis(2,3,5-triphenylpyrazinato)(dipivaloylmethanato)iridium(III) (abbreviation: [Ir (tppr)2(dpm)]), bis{4,6-dimethyl-2-[3-(3,5-dimethylphenyl)-5-phenyl-2-pyrazinyl-κN]phenyl-κC}(2,6-dimethyl phenyl)-5-phenyl-2-pyrazinyl-κN]phenyl-κC}(2,6-dimethyl (tppr)2(dpm)]), bis{4,6-dimethyl-2-[3-(3,5-dimethylphenyl)-5-phenyl-2-pyrazinyl-κN]phenyl-κC}(2,6-dimethyl phenyl)-5-phenyl-2-pyrazinyl-κN]phenyl-κC}(2,6-dimethyl Chloro-3,5-heptanedionato-κ 2 O,O’)iridium(III)(abbreviation:[Ir (dmdppr-P)2(dibm)]), bis{4,6-dimethyl-2-[5-(4- cyano-2,6-dimethylphenyl)-3-(3,5-dimethylphenyl)-2-pyraz inyl-κN]phenyl-κC}(2,2,6,6-tetramethyl-3,5-heptanedio nato-κ 2 O,O’)iridium(III)(abbreviation:[Ir(dmdppr-dmCP) 2(dpm)]), bis{4,6-dimethyl-2-[5-(5-cyano-2-methylphen yl)-3-(3,5-dimethylphenyl)-2-pyrazinyl-κN]phenyl-κC} (2,2,6,6-tetramethyl-3,5-heptanedionato-κ 2 O,O’)irid ium(III)(abbreviation:[Ir(dmdppr-m5CP)2(dpm)]), (acetyl acetonato)bis[2-methyl-3-phenylquinoxalinato-N,C 2’ iridium (III)(abbreviation:[Ir(mpq)2(acac)]), (acetylacetonato)bis (2,3-diphenylquinoxalinato-N,C 2’ )iridium(III)(abbreviation:[I r(dpq)2(acac)]), (acetylacetonato)bis[2,3-bis(4-f luorophenyl)quinoxalinato]iridium(III)(abbreviation:[Ir(Fdpq)2 (acac)]), and organometallic complexes having a pyrazine skeleton such as tris(1-phenyl isoquinolinato-N,C 2’ )iridium(III)(abbreviation:[Ir(piq)3]), bis(1-phenylisoquinolinato-N,C 2’ )iridium(III)acetylacet Nart (abbreviation: [Ir(piq)2(acac)]), bis[4,6-dimethyl-2-( 2-quinolinyl-κN)phenyl-κC](2,4-pentanedionato-κ 2 O,O’) Organometallic complexes having a pyridine skeleton such as iridium(III) (abbreviation: [Ir(dmpqn)2(acac)]), 2,3,7,8,12,13,17,18-octaethyl -21H,23H-porphyrin platinum(II) (abbreviation: [PtOEP]) and other platinum complexes, tris(1,3-diphenyl-1,3-propanedionato)(monophenanthroline ) europium(III) (abbreviation: [Eu(DBM)3(Phen)]), tris[1- (2-thenoyl)-3,3,3-trifluoroacetonato](monophenanthroline) yttrium (III) (abbreviation: [Eu(TTA)3(Phen)]) and other rare earth metal complexes.
[0106] In addition, the materials that can be used in the light-emitting layer are not limited to the phosphorescent substances that exhibit a luminescence color (luminescence peak) in the visible light region shown above, and include phosphorescent substances that exhibit a luminescence color (luminescence peak) in a part of the near-infrared light region (for example, materials that exhibit red luminescence and are 800 nm or more and 950 nm or less), for example, phthalocyanine compounds (central metals: aluminum, zinc, etc.), naphthalocyanine compounds, dithiolene compounds (central metal: nickel), quinone-based compounds, diimonium-based compounds, azo-based compounds, etc. can also be used.
[0107] Next, as the TADF material, which is a luminescent substance that converts triplet excitation energy into luminescence, the materials shown below can be used. Note that the TADF material is a material that has a slightly It is a material that can be upconverted (intersystem crossing) to the singlet excited state by thermal energy and efficiently exhibits luminescence (fluorescence) from the singlet excited state. Also, as a condition for efficiently obtaining thermally activated delayed fluorescence, the energy difference between the triplet excited level and the singlet excited level is 0 eV or more and 0.2 eV or less, preferably 0 eV or more and 0.1 eV or less. Further, the delayed fluorescence in the TADF material refers to luminescence that has the same spectrum as normal fluorescence but has a significantly longer lifetime. The lifetime is 1×10 seconds or more, preferably 1×10 seconds or more. Specific examples of TADF materials include fullerenes and their derivatives, acridine derivatives such as proflavine, eosin, etc. Also, metal-containing porphyrins containing magnesium (Mg), zinc (Zn), cadmium (Cd), tin (Sn), platinum (Pt), indium (In), or palladium (Pd), etc. are mentioned. As metal-containing porphyrins, for example, protoporphyrin-tin fluoride complex (abbreviation: SnF2(Proto IX)), mesoporphyrin-tin fluoride complex (abbreviation: SnF2(Meso IX)), hematoporphyrin-tin fluoride complex (abbreviation: SnF2(Hemato IX)), coproporphyrin tetramethyl ester-tin fluoride complex (abbreviation: SnF2(Copro III-4Me)), octaethylporphyrin-tin fluoride complex (abbreviation: SnF2(OEP)), etioporphyrin-tin fluoride complex (abbreviation: SnF2(Etio I)), octaethylporphyrin-platinum chloride complex (abbreviation: PtCl2OEP), etc. are mentioned. The energy difference between the triplet excited level and the singlet excited level is 0 eV or more and 0.2 eV or less, preferably 0 eV or more and 0.1 eV or less. can be mentioned. Also, the delayed fluorescence in the TADF material refers to luminescence that has the same spectrum as normal fluorescence. while having a significantly longer lifetime. -6 seconds or more, preferably 1 ×10 -3 seconds or more.
[0108] Specific examples of TADF materials include fullerenes and their derivatives, acridine derivatives such as proflavine, eosin, etc. Also, metal-containing porphyrins containing magnesium (Mg), zinc (Zn), cadmium (Cd), tin (Sn), platinum (Pt), indium (In), or palladium (Pd), etc. are mentioned. (Pd), etc. As metal-containing porphyrins, for example, protoporphyrin-tin fluoride complex (abbreviation: SnF2(Proto IX)) , mesoporphyrin-tin fluoride complex (abbreviation: SnF2(Meso IX)), hematoporphyrin-tin fluoride complex (abbreviation: SnF2(Hemato IX)), coproporphyrin tetramethyl ester-tin fluoride complex (abbreviation: SnF2(Copro III- 4Me)) , octaethylporphyrin-tin fluoride complex (abbreviation: SnF2(OEP)) , etioporphyrin-tin fluoride complex (abbreviation: SnF2(Etio I)), octaethylporphyrin-platinum chloride complex (abbreviation: PtCl2OEP), etc. are mentioned. , etioporphyrin-tin fluoride complex (abbreviation: SnF2(Etio I)), octaethylporphyrin-platinum chloride complex (abbreviation: PtCl2OEP), etc. are mentioned. etc. are mentioned.
[0109] In addition, 2-(biphenyl-4-yl)-4,6-bis(12-phenylindolo [2,3-a]carbazol-11-yl)-1,3,5-triazine (abbreviation: PIC-T RZ), 2-{4-[3-(N-phenyl-9H-carbazol-3-yl)-9H-c arbazol-9-yl]phenyl}-4,6-diphenyl-1,3,5-triazine (abbre viation: PCCzPTzn), 2-[4-(10H-phenoxazin-10-yl)phenyl -4,6-diphenyl-1,3,5-triazine (abbreviation: PXZ-TRZ), 3-[4 -(5-phenyl-5,10-dihydrophenazin-10-yl)phenyl]-4,5- diphenyl-1,2,4-triazole (abbreviation: PPZ-3TPT), 3-(9,9-di methyl-9H-acridin-10-yl)-9H-xanthen-9-one (abbreviation: ACR XTN), bis[4-(9,9-dimethyl-9,10-dihydroacridine)phenyl] sulfone (abbreviation: DMAC-DPS), 10-phenyl-10H,10’H-spiro[ac ridine-9,9’-anthracene]-10’-one (abbreviation: ACRSA), etc., a heterocyclic compound having one or both of a π-electron-excessive type heteroaromatic ring and a π-electron-deficient type heteroaromatic ring can also be used.
[0110] In addition, a substance in which a π-electron-excessive type heteroaromatic ring and a π-electron-deficient type heteroaromatic ring are directly bonded has both the donor property of the π-electron-excessive type heteroaromatic ring and the acceptor property of the π-electron-deficient type heteroaromatic ring enhanced, and the energy difference between the singlet excited state and the triplet excited state becomes small, so it is particularly preferable.
[0111] In the light-emitting layer 113, a light-emitting substance as described above (the singlet excitation energy is in the visible light region) A luminescent substance that converts into light (e.g., a fluorescent luminescent substance), or a luminescent substance that converts triplet excitation energy into light in the visible light region (e.g., a phosphorescent luminescent substance or a TADF material, etc.), in this case, in addition to these luminescent substances (organic compounds), (partially overlapping with the above) the following organic compounds are preferably used. Therefore, the composition for a light-emitting device, which is one aspect of the present invention, preferably contains these organic compounds.
[0112] First, when using a fluorescent luminescent substance as the luminescent substance, it is preferable to use a combination of organic compounds such as condensed polycyclic aromatic compounds such as anthracene derivatives, tetracene derivatives, phenanthrene derivatives, pyrene derivatives, chrysene derivatives, dibenzo[g,p]chrysene derivatives, etc.
[0113] Specific examples include 9-phenyl-3-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (abbreviation: PCzPA), 3,6-diphenyl-9-[4-(1 0-phenyl-9-anthryl)phenyl]-9H-carbazole (abbreviation: DPCzPA ), 3-[4-(1-naphthyl)-phenyl]-9-phenyl-9H-carbazole (abbreviation: PCPN), 9,10-diphenylanthracene (abbreviation: DPAnth), N,N- diphenyl-9-[4-(10-phenyl-9-anthryl)phenyl]-9H-carb azole-3-amine (abbreviation: CzA1PA), 4-(10-phenyl-9-anthryl) triphenylamine (abbreviation: DPhPA), YGAPA, PCAPA, N,9-diphenyl -N-{4-[4-(10-phenyl-9-anthryl)phenyl]phenyl}-9H -carbazole-3-amine (abbreviation: PCAPBA), N-(9,10-diphenyl-2 -(Anthryl)-N,9-diphenyl-9H-carbazol-3-amine (abbreviation: 2PC APA), 6,12-dimethoxy-5,11-diphenylchrysene, N,N,N’,N’ ,N’’,N’’,N’’’,N’’’-octaphenyldibenzo[g,p]chrysene- 2,7,10,15-tetraamine (abbreviation: DBC1), 9-[4-(10-phenyl- 9-anthracenyl)phenyl]-9H-carbazole (abbreviation: CzPA), 7-[4- (10-phenyl-9-anthryl)phenyl]-7H-dibenzo[c,g]carbazole (abbreviation: cgDBCzPA), 6-[3-(9,10-diphenyl-2-anthryl) phenyl]-benzo[b]naphtho[1,2-d]furan (abbreviation: 2mBnfPPA), 9 -phenyl-10-{4-(9-phenyl-9H-fluoren-9-yl)-biphenyl -4’-yl}-anthracene (abbreviation: FLPPA), 9,10-bis(3,5-diphe nylphenyl)anthracene (abbreviation: DPPA), 9,10-di(2-naphthyl)anth racene (abbreviation: DNA), 2-tert-butyl-9,10-di(2-naphthyl)anth racene (abbreviation: t-BuDNA), 9,9’-bianthryl (abbreviation: BANT), 9,9 ’-(stilbene-3,3’-diyl)diphenanthrene (abbreviation: DPNS), 9,9’ -(stilbene-4,4’-diyl)diphenanthrene (abbreviation: DPNS2), 1,3, 5-tri(1-pyrenyl)benzene (abbreviation: TPB3), 5, twelve-diphenyltetra cene, 5,12-bis(biphenyl-2-yl)tetracene and the like can be mentioned.
[0114] Therefore, in the case of using a fluorescent light-emitting substance as the light-emitting substance, the light-emitting When using the composition for a device, it is preferable that the above organic compound is included in the composition for a light-emitting device. It is preferred.
[0115] Also, when using a phosphorescent substance as the light-emitting substance, it is preferable to combine it with an organic compound having a triplet excitation energy greater than the triplet excitation energy of the light-emitting substance (the energy difference between the ground state and the triplet excited state). Further, in addition to such an organic compound, an organic compound having high hole transportability (second organic compound) and an organic compound having high electron transportability (first organic compound) may be used in combination. Also, in addition to such an organic compound, a plurality of organic compounds capable of forming an exciplex (for example, a first organic compound and a second organic compound, a first host material and a second host material, or a host material and an assist material, etc.) may be used. When forming an exciplex using a plurality of organic compounds, it is preferable to combine a compound that easily receives holes (hole transport material) and a compound that easily receives electrons (electron transport material) because an exciplex can be efficiently formed. Further, by adopting a configuration in which the phosphorescent substance and the exciplex are included in the light-emitting layer, ExTET (Exciplex-Triplet Energy Transfer), which is an energy transfer from the exciplex to the light-emitting substance, can be efficiently performed, so that the light-emitting efficiency can be increased. Note that a configuration in which a fluorescent substance and an exciplex are included in the light-emitting layer may also be adopted. Therefore, as the light-emitting substance, a phosphorescent substance (including some cases of fluorescent substances as described above) is used. It is preferred.
[0116] In addition to such an organic compound, a plurality of organic compounds capable of forming an exciplex (for example, a first organic compound and a second organic compound, a first host material and a second host material, or a host material and an assist material, etc.) may be used. When forming an exciplex using a plurality of organic compounds, it is preferable to combine a compound that easily receives holes (hole transport material) and a compound that easily receives electrons (electron transport material) because an exciplex can be efficiently formed. Further, by adopting a configuration in which the phosphorescent substance and the exciplex are included in the light-emitting layer, ExTET (Exciplex-Triplet Energy Transfer), which is an energy transfer from the exciplex to the light-emitting substance, can be efficiently performed, so that the light-emitting efficiency can be increased. Note that a configuration in which a fluorescent substance and an exciplex are included in the light-emitting layer may also be adopted. For example, a first organic compound and a second organic compound, a first host material and a second host material, or a host material and an assist material, etc. It is also possible to use a combination of a plurality of organic compounds that can form an exciplex. When forming an exciplex using a plurality of organic compounds, it is preferable to combine a compound that easily receives holes (hole transport material) and a compound that easily receives electrons (electron transport material) because an exciplex can be efficiently formed. Further, by adopting a configuration in which the phosphorescent substance and the exciplex are included in the light-emitting layer, ExTET (Exciplex-Triplet Energy Transfer), which is an energy transfer from the exciplex to the light-emitting substance, can be efficiently performed, so that the light-emitting efficiency can be increased. Note that a configuration in which a fluorescent substance and an exciplex are included in the light-emitting layer may also be adopted. When forming an exciplex using a plurality of organic compounds, it is preferable to combine a compound that easily receives holes (hole transport material) and a compound that easily receives electrons (electron transport material) because an exciplex can be efficiently formed. A hole transport material) and a compound that easily receives electrons (electron transport material) By combining them, an exciplex can be efficiently formed, which is preferable. Also, by adopting a configuration in which the phosphorescent substance and the exciplex are included in the light-emitting layer, ExTET (Exciplex-Triplet Energy Transfer), which is an energy transfer from the exciplex to the light-emitting substance, can be efficiently performed, so that the light-emitting efficiency can be increased. Note that a configuration in which a fluorescent substance and an exciplex are included in the light-emitting layer may also be adopted. By adopting a configuration in which the phosphorescent substance and the exciplex are included in the light-emitting layer, ExTET (Exciplex-Triplet Energy Transfer), which is an energy transfer from the exciplex to the light-emitting substance, can be efficiently performed, so that the light-emitting efficiency can be increased. ExTET (Exciplex-Triplet Energy Transfer) It can be performed efficiently, so the light-emitting efficiency can be increased. Note that a configuration in which a fluorescent substance and an exciplex are included in the light-emitting layer may also be adopted. A configuration in which a fluorescent substance and an exciplex are included in the light-emitting layer may also be adopted.
[0117] Therefore, as the light-emitting substance, a phosphorescent substance (including some cases of fluorescent substances as described above) When the composition for a light-emitting device according to one embodiment of the present invention is used, The above organic compounds (organic compounds with high triplet excitation energy, first organic compound and second organic compound) 2 organic compound, a first host material and a second host material, or a host material and It is preferable that the composition for a light-emitting device contains a catalyst material (such as an assist material).
[0118] The above materials may also be used in combination with low molecular weight materials or polymeric materials. Specific examples of the polymers include poly(2,5-pyridinediyl) (abbreviation: PPy), poly[(9 ,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3,5-diyl) ] (abbreviation: PF-Py), poly[(9,9-dioctylfluorene-2,7-diyl)- co-(2,2'-bipyridine-6,6'-diyl)] (abbreviation: PF-BPy) In addition, the film can be formed by appropriately using a known method (vacuum deposition method, coating method, printing method, etc.). It is possible.
[0119] <Electron transport layer> The electron transport layer 114 is formed by electron injection layer 115, which will be described later, and is injected from the second electrode 102. The electron transport layer 114 is a layer that transports the electrons to the light emitting layer 113. The electron transporting material used in the electron transport layer 114 is a layer containing 1×10 -6 cm 2 / V A substance having an electron mobility of s or higher is preferred. In addition, the electron transport layer (114, 114 a, 114b) can function as a single layer, but can be made into a laminated structure of two or more layers as needed. This can also improve the device characteristics.
[0120] The organic compounds that can be used for the electron transport layer 114 include π-electron-deficient heteroaromatic compounds. In addition, a material having a high electron transporting property, such as a compound, is preferable. The first organic compound used in the composition is a material contained in the electron transport material, which has a π-electron Materials such as π-electron deficient heteroaromatic compounds are preferred. The benzofurodiazine compound is a compound in which a benzene ring is fused to the furan ring of the furodiazine skeleton as an aromatic ring. Compounds with a diazine skeleton, in which a naphthyl ring is attached as an aromatic ring to the furan ring of the furodiazine skeleton Compounds with a condensed naphthofurodiazine skeleton, aromatic compounds in the furan ring of the furodiazine skeleton Compounds having a phenanthro ring fused as a ring, phenanthrodiazine skeleton, A benzothienodiazine in which a benzene ring is condensed as an aromatic ring to the thieno ring of the enodiazine skeleton. A compound having a thieno ring of the thienodiazine skeleton, in which a naphthyl ring is condensed as an aromatic ring to the thieno ring of the thienodiazine skeleton. A compound having a naphthothienodiazine skeleton, an aromatic compound in the thieno ring of the thienodiazine skeleton, Compounds having a phenanthrothienodiazine skeleton in which a phenanthro ring is fused as a ring, Other examples include metal complexes with a quinoline skeleton and metal complexes with a benzoquinoline skeleton. metal complexes having an oxazole skeleton, metal complexes having a thiazole skeleton, etc. In addition, oxadiazole derivatives, triazole derivatives, imidazole derivatives, oxazo quinolinol derivatives, thiazole derivatives, phenanthroline derivatives, quinolinol derivatives with quinoline ligands quinoxaline derivatives, dibenzoquinoxaline derivatives, Pyridine derivatives, bipyridine derivatives, pyrimidine derivatives, and other nitrogen-containing heteroaromatic compounds Examples include:
[0121] In addition, as the electron transporting material, 9-[(3’-dibenzothiophen-4-yl)bipheny nyl-3-yl]naphtho[1’,2’:4,5]furo[2,3-b]pyrazine (abbreviation: 9 mDBtBPNfpr), 9-(9’-phenyl-3,3’-bi-9H-carbazol- 9-yl)naphtho[1’,2’:4,5]furo[2,3-b]pyrazine (abbreviation: 9PCC zNfpr), 9-[3-(9’-phenyl-3,3’-bi-9H-carbazol-9- yl)phenyl]naphtho[1’,2’:4,5]furo[2,3-b]pyrazine (abbreviation: 9 mPCCzPNfpr), 9-[3-(9’-phenyl-2,3’-bi-9H-carbazol yl)phenyl]naphtho[1’,2’:4,5]furo[2,3-b]pyrazine (abbreviation: 9mPCCzPNfpr-02), 10-[(3’-dibenzothiophen-4- yl)biphenyl-3-yl]naphtho[1’,2’:4,5]furo[2,3-b]pyraz ine (abbreviation: 10mDBtBPNfpr), 10-(9’-phenyl-3,3’-bi-9H -carbazol-9-yl)naphtho[1’,2’:4,5]furo[2,3-b]pyrazine (abbreviation: 10PCCzNfpr), 12-[(3’-dibenzothiophen-4-yl)bi phenyl-3-yl]phenanthro[9’,10’:4,5]furo[2,3-b]pyraz ine (abbreviation: 12mDBtBPPnfpr), 9-[4-(9’-phenyl-3,3’-bi -9H-carbazol-9-yl)phenyl]naphtho[1’,2’:4,5]furo[2, 3-b]pyrazine (abbreviation: 9pPCCzPNfpr), 9-[4-(9’-phenyl-2 ,3’-bi-9H-carbazol-9-yl)phenyl]naphtho[1’,2’:4,5] Furo[2,3-b]pyrazine (abbreviation: 9pPCCzPNfpr-02), 9-[3’-( 6-phenylbenzo[b]naphtho[1,2-d]furan-8-yl)biphenyl-3-yl naphtho[1’,2’:4,5]furo[2,3-b]pyrazine (abbreviation: 9mBnfBP Nfpr), 9-[3’-(6-phenyldibenzothiophen-4-yl)biphenyl- 3-yl]naphtho[1’,2’:4,5]furo[2,3-b]pyrazine (abbreviation: 9mDB tBPNfpr-02), 9-{3-[6-(9,9-dimethylfluorene-2-yl) dibenzothiophen-4-yl]phenyl}naphtho[1’,2’:4,5]furo[2,3 -b]pyrazine (abbreviation: 9mFDBtPNfpr), 11-(3-naphtho[1’,2’: 4,5]furo[2,3-b]pyrazin-9-yl-phenyl)-12-phenylindolo [2,3-a]carbazole (abbreviation: 9mIcz(II)PNfpr), 3-naphtho[1 ’,2’:4,5]furo[2,3-b]pyrazin-9-yl-N,N-diphenylbenzene amine (abbreviation: 9mTPANfpr), 10-[4-(9’-phenyl-3,3’-bi -9H-carbazol-9-yl)phenyl]naphtho[1’,2’:4,5]furo[2, 3-b]pyrazine (abbreviation: 10mPCCzPNfpr), 11-[(3’-dibenzothio phen-4-yl)biphenyl-3-yl]phenanthro[9’,10’:4,5]furo [2,3-b]pyrazine (abbreviation: 11mDBtBPPnfpr), 10-[3-(9’- phenyl-3,3’-bi-9H-carbazol-9-yl)phenyl]naphtho[1’,2 ’:4,5]furo[2,3-b]pyrazine (abbreviation: 10pPCCzPNfpr), 9- 3-(7H-dibenzo[c,g]carbazol-7-yl)phenyl]naphtho[1’,2 ’:4,5]Furo[2,3-b]pyrazine (abbreviation: 9mcgDBCzPNfpr), 9- {3’-[6-(Biphenyl-3-yl)dibenzothiophen-4-yl]biphenyl- 3-yl}naphtho[1’,2’:4,5]furo[2,3-b]pyrazine (abbreviation: 9mDB tBPNfpr-03), 9-{3’-[6-(Biphenyl-4-yl)dibenzothiophen ene-4-yl]biphenyl-3-yl}naphtho[1’,2’:4,5]furo[2,3- b]pyrazine (abbreviation: 9mDBtBPNfpr-04), 11-[3’-(6-Phenyl dibenzothiophen-4-yl)biphenyl-3-yl]phenanthro[9’,10’: 4,5]furo[2,3-b]pyrazine (abbreviation: 11mDBtBPPnfpr-02), etc. are listed.
[0122] Also, 4-[3-(Dibenzothiophen-4-yl)phenyl]-8-(naphthalene-2 -yl)-[1]benzofuro[3,2-d]pyrimidine (abbreviation: 8βN-4mDBtPB fpm), 8-(1,1’-Biphenyl-4-yl)-4-[3-(dibenzothiophen -4-yl)phenyl]-[1]benzofuro[3,2-d]pyrimidine (abbreviation: 8BP- 4mDBtPBfpm), 4,8-Bis[3-(dibenzothiophen-4-yl)phenyl yl]-[1]benzofuro[3,2-d]pyrimidine (abbreviation: 4,8mDBtP2Bfpm ), 8-[(2,2’-Binaphthalene)-6-yl]-4-[3-(dibenzothiophen -4-yl)phenyl-[1]benzofuro[3,2-d]pyrimidine (abbreviation: 8(βN2 )-4mDBtPBfpm), 3,8-Bis[3-(dibenzothiophen-4-yl)phenyl yl]benzofuro[2,3-b]pyrazine (abbreviation: 3,8mDBtP2Bfpr), 8 -Na[3'-(dibenzothiophen-4-yl)(1,1'-biphenyl-3-yl)] furo[1',2':4,5]furo[3,2-d]pyrimidine (abbreviation: 8mDBtBPNf pm) etc. can also be used.
[0123] Also, tris(8-quinolinolato)aluminum(III) (abbreviation: Alq3), tris (4-methyl-8-quinolinolato)aluminum (abbreviation: Almq3), bis(10-hy droxybenzo[h]quinolinato)beryllium (abbreviation: BeBq2), bis(2-methyl -8-quinolinolato)(4-phenylphenolato)aluminum(III) (abbreviation: BA lq), bis(8-quinolinolato)zinc(II) (abbreviation: Znq), etc. of quinoline skeleton or also metal complexes having a benzoquinoline skeleton, bis[2-(2-benzoxazolyl)pheno lat]zinc(II) (abbreviation: ZnPBO), bis[2-(2-benzothiazolyl)pheno lat]zinc(II) (abbreviation: ZnBTZ), etc. of oxazole skeleton or thiazole skeleton having metal complexes etc. can also be used.
[0124] Also, 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4 -oxadiazole (abbreviation: PBD), 1,3-bis[5-(p-tert-butylphen nyl)-1,3,4-oxadiazol-2-yl]benzene (abbreviation: OXD-7), 9 -[4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]-9H -carbazole (abbreviation: CO11), etc. of oxadiazole derivatives, 3-(4-biphenyly l)-4-phenyl-5-(4-tert-butylphenyl)-1,2,4-triazoe Rho (abbreviation: TAZ), 3-(4-tert-butylphenyl)-4-(4-ethylphenyl )-5-(4-biphenylyl)-1,2,4-triazole (abbreviation: p-EtTAZ) and other triazole derivatives, 2,2’,2’’-(1,3,5-benzenetriyl)tris (1-phenyl-1H-benzimidazole) (abbreviation: TPBI), 2-[3-(diben zothiophen-4-yl)phenyl]-1-phenyl-1H-benzimidazole (abbreviation : mDBTBIm-II) and other imidazole derivatives (including benzimidazole derivatives) or oxazole derivatives such as 4,4’-bis(5-methylbenzoxazol-2-yl)stilbene (abbreviation: B zOs), bathophenanthroline (abbreviation: Bphen), batho cuproin (abbreviation: BCP), 2,9-bis(naphthalen-2-yl)-4,7-dif enyl-1,10-phenanthroline (abbreviation: NBphen) and other phenanthroline derivatives , 2-[3-(dibenzothiophen-4-yl)phenyl]dibenz[f,h]quin oxaline (abbreviation: 2mDBTPDBq-II), 2-[3’-(dibenzothiophen-4 -yl)biphenyl-3-yl]dibenz[f,h]quinoxaline (abbreviation: 2mDBTB PDBq-II), 2-[3’-(9H-carbazol-9-yl)biphenyl-3-yl]dibenz[f,h]quin oxaline (abbreviation: 2mCzBPDBq), 2-[4-(3, 6-diphenyl-9H-carbazol-9-yl)phenyl]dibenz[f,h]quinox aline (abbreviation: 2CzPDBq-III), 7-[3-(dibenzothiophen-4-yl )phenyl]dibenz[f,h]quinoxaline (abbreviation: 7mDBTPDBq-II), and 6-[3-(dibenzothiophen-4-yl)phenyl]dibenz[f,h]quinoxa Quinoxaline derivatives such as phosphorus (abbreviation: 6mDBTPDBq-II), or dibenzoquinoxaline derivatives, 3,5-bis[3-(9H-carbazol-9-yl)phenyl]pyridine (abbreviation: 35DCzPPy), 1,3,5-tri[3-(3-pyridyl)phenyl]benzene (abbreviation: TmPyPB), and other pyridine derivatives, 4,6-bis[3-(phenanthren-9-yl)phenyl]pyrimidine (abbreviation: 4,6mPnP2Pm), 4,6-bis[3-(4-dibenzothienyl)phenyl]pyrimidine (abbreviation: 4,6mDBTP2Pm-II), 4,6-bis[3-(9H-carbazol-9-yl)phenyl]pyrimidine (abbreviation: 4,6mCzP2Pm), and other pyrimidine derivatives, 2-{4-[3-(N-phenyl-9H-carbazol-3-yl)-9H-carbazol-9-yl]phenyl} -4,6-diphenyl-1,3,5-triazine (abbreviation: PCCzPTzn), mPCCzPTzn-02, 9-[3-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl]-9'-phenyl-2,3'-bi-9H-carbazole (abbreviation: mPCCzPTzn-02), 5-[3-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl]-7,7-dimethyl-5H,7H-inden[2,1-b]carbazole (abbreviation: mINc(II)PTzn), 2-{3-[3-(dibenzothiophen-4-yl)phenyl]phenyl}-4,6-diphenyl-1,3,5-triazine (abbreviation: mDBtBPTzn), and other triazine derivatives can be used.
[0125] In addition, high molecular compounds such as PPy, PF-Py, and PF-BPy can also be used.
[0126] <Electron injection layer> The electron injection layer 115 is for enhancing the injection efficiency of electrons from the second electrode 102 which is the cathode. It is a layer, and when comparing the work function value of the material of the second electrode 102 with the LUMO level value of the material used for the electron injection layer 115, it is preferable to use a material with a small difference (0.5 eV or less). Therefore, for the electron injection layer 115, lithium, cesium, lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF2), 8-(quinolinolato)lithium (abbreviation: Liq), 2-(2-pyridyl)phenolato lithium (abbreviation: LiPP), 2-(2-pyridyl)-3-pyridinolato lithium (abbreviation: LiPPy), 4-phenyl-2-(2-pyridyl)phenolato lithium (abbreviation: LiPPP), lithium oxide (LiO ), alkaline metals such as cesium carbonate, alkaline earth metals, or these compounds can be used. Also, rare earth metal compounds such as erbium fluoride (ErF3) can be used. ), etc. x )
[0127] Also, like the light-emitting device shown in FIG. 1B, by providing a charge generation layer 104 between two EL layers (103a, 103b), a structure in which a plurality of EL layers are stacked between a pair of electrodes ( also referred to as a tandem structure) can be formed. In the present embodiment, the hole injection layer (111), hole transport layer (112), light-emitting layer (113), electron transport layer ( 114), and electron injection layer (115) described with reference to FIG. 1A are respectively the hole injection layers (111 a, 111b), hole transport layers (112a, 112b), light-emitting layers (113a, 113b), electron transport layers (114a, 114b), and electron injection layers (115a, 115b) described with reference to FIG. 1B, and each of them is The functions and materials used are common.
[0128] <Charge generation layer> Note that the charge generation layer 104 in the light-emitting device of Fig. 1B injects electrons into the EL layer 103a when a voltage is applied between the first electrode (anode) 101 and the second electrode (cathode) 102, and has the function of injecting holes into the EL layer 103b. Note that the charge generation layer 104 may be configured such that an electron acceptor is added to the hole transport material, or an electron donor may be added to the electron transport material. Moreover, both of these configurations may be laminated. By forming the charge generation layer 104 using the materials described above, it is possible to suppress an increase in the driving voltage when the EL layer is laminated.
[0129] When the charge generation layer 104 is configured such that an electron acceptor is added to the hole transport material, as the hole transport material, the materials shown in this embodiment can be used. Also, as the electron acceptor, 7,7,8,8-tetracyano-2,3,5,6-tetrafluoroquinodimethane (abbreviation: F4-TCNQ), chloranil, etc. can be mentioned. Moreover, metal oxides belonging to Groups 4 to 8 in the periodic table of elements can be mentioned. Specifically, vanadium oxide, niobium oxide, tantalum oxide, chromium oxide, molybdenum oxide, tungsten oxide, manganese oxide, rhenium oxide, etc. can be mentioned.
[0130] Also, when the charge generation layer 104 is configured such that an electron donor is added to the electron transport material, as the electron transport material, the materials shown in this embodiment can be used. Also as the electron donor, an alkali metal or an alkaline earth metal or a rare earth metal or an element It is possible to use metals belonging to Groups 2 and 13 in the periodic table, their oxides, and carbonates. Specifically, it is preferable to use lithium (Li), cesium (Cs), magnesium (Mg), calcium (Ca), ytterbium (Yb), indium (In), lithium oxide, cesium carbonate, etc. Also, an organic compound such as tetrathianaphthacene may be used as an electron donor.
[0131] In FIG. 1B, a configuration in which two EL layers 103 are stacked is shown. However, a charge generation layer may be provided between different EL layers to form a stacked structure of three or more EL layers. Also, the light-emitting layers 113 (113a, 113b) included in the EL layers (103, 103a, 103b) each have a light-emitting substance and a plurality of substances appropriately combined, and can be configured to obtain fluorescence emission or phosphorescent emission of a desired emission color. Also, when there are a plurality of light-emitting layers 113 (113a, 1 13b), the emission colors of the respective light-emitting layers may be different. In this case, the light-emitting substances and other substances used for each stacked light-emitting layer may be made of different materials. For example, the light-emitting layer 113a can be blue, and the light-emitting layer 113b can be red, green, or yellow. However, the light-emitting layer 113a can also be red, and the light-emitting layer 113b can be blue, green. or yellow. Furthermore, when the EL layers have a stacked structure of three or more layers , the light-emitting layer (113a) of the first EL layer can be blue, the light-emitting layer (113b) of the second EL layer can be red, green, or yellow, and the light-emitting layer of the third EL layer can be blue. Alternatively, the light-emitting layer (113a) of the first EL layer can be red, and the second EL layer The light-emitting layer (113b) can be either blue, green, or yellow, and the light-emitting layer of the third EL layer can be red. In addition, considering the luminance and characteristics of multiple emission colors, other emission color combinations can be used as appropriate.
[0132] <Substrate> The light-emitting device shown in this embodiment can be formed on various substrates. Note that the type of substrate is not limited to a specific one. As an example of the substrate, a semiconductor substrate (e.g., a single-crystal substrate or a silicon substrate), an SOI substrate, a glass substrate, a quartz substrate, a plastic substrate, a metal substrate, a stainless-steel substrate, a substrate having a stainless-steel foil, a tungsten substrate, a substrate having a tungsten foil, a flexible substrate, a laminated film, paper containing fibrous materials, or a base film, etc. can be mentioned.
[0133] As an example of the glass substrate, barium borosilicate glass, aluminoborosilicate glass, or soda-lime glass, etc. can be mentioned. Also, as an example of the flexible substrate, the laminated film, the base film, etc., polyethylene terephthalate (PET), polyethylene naphthalate (PEN), plastics represented by polyethersulfone (PES), synthetic resins such as acrylic resin, polypropylene, polyester, polyvinyl fluoride, or polyvinyl chloride, polyamide, polyimide, aramid resin, epoxy resin, inorganic vapor-deposited film, or papers, etc. can be mentioned.
[0134] For the fabrication of the light-emitting device shown in this embodiment, vacuum processes such as evaporation methods and solution processes such as spin coating methods and inkjet methods can be used. When using the evaporation method Examples include physical vapor deposition (PVD) methods such as sputtering, ion plating, ion beam evaporation, molecular beam evaporation, and vacuum evaporation, and chemical vapor deposition (CVD) methods. In particular, for the functional layers (hole injection layer (111, 111a, 11 1b), hole transport layer (112, 112a, 112b), light emitting layer (113, 113a, 11 3b), electron transport layer (114, 114a, 114b), electron injection layer (115, 115a, 115b), and charge generation layer (104, 104a, 104b)) included in the EL layer of the light emitting device, methods such as evaporation (such as vacuum evaporation), coating (dip coating, die coating, bar coating, spin coating, spray coating, etc.), printing (inkjet printing, screen (stencil printing) method, offset (lithographic printing) method, flexo (letterpress printing) method, gravure method, microcontact printing method, nanoimprint method, etc.) can be used to form them. When forming the functional layers included in the EL layer of the above-described light emitting device using the composition for a light emitting device which is one aspect of the present invention, it is particularly preferable to use an evaporation method. For example,
[0135] when using three types of materials (a light emitting substance, a first organic compound, and a second organic compound) to form the light emitting layer (113, 113a, 113b), as shown in FIG. 2A, the same number of evaporation sources as the number of evaporation materials (in this case, three) are used, and the first organic compound 401, the second organic compound 402, and the light emitting substance 403 are provided for each evaporation source to perform co-evaporation, whereby a light emitting layer (113, 113a, 113b) which is a mixed film of three types of evaporation materials is formed on the surface of the substrate 400. Among the above three types of materials, a mixture of the first organic compound and the second organic compound is formed, and When using the composition for a light-emitting device, as shown in FIG. 2B, even if there are three types of materials used for forming the light-emitting layer (113, 113a, 113b), two types of evaporation sources are used, and co-evaporation is performed with the composition 404 for a light-emitting device and the light-emitting substance 405 provided in each evaporation source, so that a light-emitting layer (113, 113 a, 113b) which is the same mixed film as the mixed film formed using three types of evaporation sources can be formed. a, 113b) can be formed.
[0136] However, since the composition for a light-emitting device described above is obtained by mixing compounds having a specific molecular structure as shown in Embodiment 1, even if a plurality of unspecified compounds are mixed and deposited on one evaporation source, it is difficult to obtain the same film quality as when co-evaporation is performed with different evaporation sources for each compound. For example, due to reasons such as part of the mixed material being deposited first, changes occur in the composition, or problems such as the film quality (composition, film thickness, etc.) of the formed film not being obtained in a desired state occur. Also, in the mass production process, there are also inconveniences such as the device specifications becoming complicated and the maintenance effort increasing. maintenance effort increasing. Thus, using the composition for a light-emitting device, which is one aspect of the present invention, for a part of the EL layer or the light-emitting layer is preferable because it enables the production of a highly productive light-emitting device while maintaining the device characteristics and reliability of the light-emitting device.
[0137] Note that each functional layer (hole injection layer (111, 111a, 111b), hole transport layer (112, 11 constituting the EL layer (103, 103a, 103b) of the light-emitting device shown in this embodiment 2a, 112b), light-emitting layer (113, 113a, 113b, 113c), electron transport layer (1
[0138] In addition, each functional layer (hole injection layer (111, 111a, 111b), hole transport layer (112, 11 2a, 112b), light-emitting layer (113, 113a, 113b, 113c), electron transport layer (1 2a, 112b), light-emitting layer (113, 113a, 113b, 113c), electron transport layer (1 (14, 114a, 114b), electron injection layers (115, 115a, 115b), and charge generation layers (104, 104a, 104b)) are not limited to the materials described above, and other materials that can satisfy the functions of each layer can be used in combination. For example, polymer compounds (oligomers, dendrimers, polymers, etc.), medium molecular compounds (compounds in the intermediate region between low molecules and high molecules: molecular weight 400 to 4000), inorganic compounds (quantum dot materials, etc.) can be used. Note that as the quantum dot material, colloidal quantum dot materials, alloy-type quantum dot materials, core-shell-type quantum dot
[0139] The configuration shown in this embodiment can be used in appropriate combination with the configuration shown in other embodiments.
[0140] (Embodiment 3) In this embodiment, a light-emitting device which is one aspect of the present invention will be described. Note that the light-emitting device shown in FIG. 3A is an active matrix type light-emitting device in which a transistor (FET) 202 and light-emitting devices (203R, 203G, 203B, 203W) on a first substrate 201 are electrically connected, and a plurality of light-emitting devices (203R, 203G, 203B, 203W ) have a common EL layer 204, and also have a microcavity structure in which the optical distance between the electrodes of each light-emitting device is adjusted according to the emission color of each light-emitting device. Further, the light
[0141] The light-emitting device shown in FIG. 3A is formed such that the first electrode 207 functions as a reflective electrode. Further, the second electrode 208 is formed so as to function as a semi-transmissive / semi-reflective electrode. Note that, as the electrode materials for forming the first electrode 207 and the second electrode 208, reference may be made to the descriptions of other embodiments and they may be used as appropriate.
[0142] Also, in FIG. 3A, for example, when the light-emitting device 203R is a red light-emitting device, the light-emitting device 203G is a green light-emitting device, the light-emitting device 203B is a blue light-emitting device, and the light-emitting device 203W is a white light-emitting device, as shown in FIG. 3B, the light-emitting device 203R is adjusted such that the optical distance between the first electrode 207 and the second electrode 208 is 200R, the light-emitting device 203G is adjusted such that the optical distance between the first electrode 207 and the second electrode 208 is 200G, and the light-emitting device 203B is adjusted such that the optical distance between the first electrode 207 and the second electrode 208 is 200B. Note that, as shown in FIG. 3B, in the light-emitting device 203R, the conductive layer 210R is laminated on the first electrode 207, and in the light-emitting device 203 G, the conductive layer 210G is laminated, whereby optical adjustment can be performed. On the second substrate 205, color filters (206R, 206G, 206B) are formed. Note that the color filter is a filter that allows a specific wavelength range of visible light to pass through and blocks a specific wavelength range. Therefore, as shown in FIG. 3A, by providing the color filter 206R that allows only the red wavelength range to pass through at the position overlapping the light-emitting device 203R, red light emission can be obtained from the light-emitting device 203R. Also, at the position overlapping the light-emitting device 203G,
[0143] By providing a color filter 206G that allows only the green wavelength range to pass through at a position, green light emission can be obtained from the light emitting device 203G. Also, by providing a color filter 206B that allows only the blue wavelength range to pass through at a position overlapping with the light emitting device 203B, blue light emission can be obtained from the light emitting device 203B. However, the light emitting device 203W can obtain white light emission without providing a color filter. Note that a black layer (black matrix) 209 may be provided at the end of one type of color filter . Further, the color filter (206R, 206G, 206B) and the black layer 209 may be covered with an overcoat layer using a transparent material . . . .
[0144] In FIG. 3A, a light emitting device having a structure (top emission type) for extracting light emission to the second substrate 205 side is shown. However, as shown in FIG. 3C, it may be a light emitting device having a structure (bottom emission type) for extracting light to the first substrate 201 side on which the FET 202 is formed . In the case of a bottom emission type light emitting device, the first electrode 207 is formed to function as a semi-transmissive / semi-reflective electrode, and the second electrode 208 is formed to function as a reflective electrode . Also, the first substrate 201 uses at least a light transmissive substrate . Further, the color filter (206 R’, 206G’, 206B’) may be provided on the first substrate 201 side rather than the light emitting device (203R, 20 3G, 203B) as shown in FIG. 3C . .
[0145] Also, in FIG. 3A, the case where the light emitting device is a red light emitting device, a green light emitting device, a blue light emitting device, or a white light emitting device is shown. However, the light emitting device which is one aspect of the present invention . The chair is not limited to its configuration and may have a yellow light-emitting device or an orange light-emitting device. It may have such a configuration. In addition, as materials used for the EL layer (light-emitting layer, hole injection layer, hole transport layer, electron transport layer, electron injection layer, charge generation layer, etc.) for fabricating these light-emitting devices, reference may be made to the descriptions of other embodiments and used as appropriate. In that case, it is also necessary to appropriately select a color filter according to the emission color of the light-emitting device.
[0146] By adopting the above configuration, a light-emitting device equipped with a light-emitting device exhibiting a plurality of emission colors can be obtained.
[0147] Note that the configuration shown in this embodiment can be used in appropriate combination with the configurations shown in other embodiments.
[0148] (Embodiment 4) In this embodiment, a light-emitting device which is an aspect of the present invention will be described.
[0149] By applying the device configuration of a light-emitting device which is an aspect of the present invention, an active matrix type light-emitting device or a passive matrix type light-emitting device can be fabricated. Note that an active matrix type light-emitting device has a configuration in which a light-emitting device and a transistor (FET) are combined. Therefore, both a passive matrix type light-emitting device and an active matrix type light-emitting device are included in an aspect of the present invention. Note that the light-emitting device shown in this embodiment can be applied with the light-emitting devices described in other embodiments.
[0150] In this embodiment, an active matrix type light-emitting device will be described with reference to FIG. 4.
[0151] Note that FIG. 4A is a top view showing a light-emitting device, and FIG. 4B is a cross-sectional view taken along the dashed line A-A' of FIG. 4A. The active matrix type light-emitting device includes a pixel portion 302 provided on a first substrate 301, a driving circuit portion (source line driving circuit) 303, and driving circuit portions (gate line driving circuits) (304a, 304b). The pixel portion 302 and the driving circuit portions (303, 304a, 304b) are sealed between the first substrate 301 and the second substrate 306 by a sealing material 305. An active matrix type light-emitting device includes a pixel portion 302 provided on a first substrate 301, a driving circuit portion (source line driving circuit) 303, and driving circuit portions (gate line driving circuits) (304a, 304b). The pixel portion 302 and the driving circuit portions (303, 304a, 304b) are sealed between the first substrate 301 and the second substrate 306 by a sealing material 305. Also, a routing wiring 307 is provided on the first substrate 301. The routing wiring 307 is electrically connected to an FPC 308 which is an external input terminal. Note that the FPC 308 transmits an external signal (for example, a video signal, a clock signal, a start signal, a reset signal, etc.) and a potential to the driving circuit portions (303, 304a, 304b). Further, a printed wiring board (PWB) may be attached to the FPC 308. Note that the state in which these FPC and PWB are attached is included in the light-emitting device. The pixel portion 302 and the driving circuit portions (303, 304a, 304b) are sealed between the first substrate 301 and the second substrate 306 by a sealing material 305.
[0152] Also, a routing wiring 307 is provided on the first substrate 301. The routing wiring 307 is electrically connected to an FPC 308 which is an external input terminal. Note that the FPC 308 transmits an external signal (for example, a video signal, a clock signal, a start signal, a reset signal, etc.) and a potential to the driving circuit portions (303, 304a, 304b). Further, a printed wiring board (PWB) may be attached to the FPC 308. Note that the state in which these FPC and PWB are attached is included in the light-emitting device.
[0153] Next, the cross-sectional structure is shown in FIG. 4B.
[0154] The pixel portion 302 is formed by a plurality of pixels each having an FET (switching FET) 311, an FET (current control FET) 312, and a first electrode 313 electrically connected to the FET 312. Note that the number of FETs included in each pixel is not particularly limited and can be appropriately provided as needed. Note that the number of FETs included in each pixel is not particularly limited and can be appropriately provided as needed.
[0155] The FETs 309, 310, 311, 312 are not particularly limited, and for example, transistors such as a staggered type or an inverse staggered type can be applied. Also, a top gate type or a bottom gate type can be used. gate type or bottom gate type can be used. It may have a transistor structure such as a Tom gate type.
[0156] Note that the crystallinity of the semiconductor that can be used for these FETs 309, 310, 311, and 312 is not particularly limited, and any of an amorphous semiconductor, a semiconductor having crystallinity (microcrystalline semiconductor, polycrystalline semiconductor, single crystal semiconductor, or semiconductor having a crystal region in part) may be used. By using a semiconductor having crystallinity, deterioration of transistor characteristics can be suppressed, which is preferable.
[0157] Also, as these semiconductors, for example, group 14 elements, compound semiconductors, oxide semiconductors, organic semiconductors, etc. can be used. Typically, semiconductors containing silicon, gallium arsenic-containing semiconductors, indium-containing oxide semiconductors, etc. can be applied.
[0158] The drive circuit unit 303 includes FET 309 and FET 310. Note that FET 309 and F ET 310 may be formed by a circuit including a unipolar (either N-type or P-type only) transistor, or may be formed by a CMOS circuit including an N-type transistor and a P-type transistor. Also, it may be configured to have a drive circuit externally.
[0159] The end of the first electrode 313 is covered with an insulator 314. Note that for the insulator 314, organic compounds such as negative photosensitive resin and positive photosensitive resin (acrylic resin), and inorganic compounds such as silicon oxide, silicon oxynitride, and silicon nitride can be used. It is preferable that the upper end or the lower end of the insulator 314 has a curved surface with a curvature. Thereby, the coating property of the film formed on the upper layer of the insulator 314 can be made good.
[0160] On the first electrode 313, an EL layer 315 and a second electrode 316 are laminated. The EL layer 315 has a light-emitting layer, a hole injection layer, a hole transport layer, an electron transport layer, an electron injection layer, a charge generation layer, etc. has.
[0161] Note that the configuration of the light-emitting device 317 shown in this embodiment can apply the configurations and materials described in other embodiments. Although not shown here, the second electrode 316 is electrically connected to an FPC 308 which is an external input terminal.
[0162] Also, in the cross-sectional view shown in FIG. 4B, only one light-emitting device 317 is shown, but in the pixel portion 3 02, it is assumed that a plurality of light-emitting devices are arranged in a matrix. In the pixel portion 302, light-emitting devices capable of obtaining three types (R, G, B) of light emission are selectively formed respectively, and a light-emitting device capable of full-color display can be formed. Also, in addition to the light-emitting devices capable of obtaining three types (R, G, B) of light emission, for example, light-emitting devices capable of obtaining light emission such as white (W), yellow (Y), magenta (M), cyan (C), etc. may be formed. For example, by adding light-emitting devices capable of obtaining the above-mentioned several types of light emission to the light-emitting devices capable of obtaining three types (R, G, B) of light emission, effects such as improvement in color purity and reduction in power consumption can be obtained. Also, it may be a light-emitting device capable of full-color display by combining with a color filter. Note that as the types of color filters, red (R), green (G), blue ( B), cyan (C), magenta (M), yellow (Y), etc. can be used. can be. Also, it may be a light-emitting device capable of full-color display by combining with a color filter. Note that as the types of color filters, red (R), green (G), blue ( B), cyan (C), magenta (M), yellow (Y), etc. can be used.
[0163] FETs (309, 310, 311, 312) and a light-emitting device 31 on the first substrate 301 7 seals the second substrate 306 and the first substrate 301 with a sealing material 305 to form a structure provided in a space 318 surrounded by the first substrate 301, the second substrate 306, and the sealing material 305. The space 318 may be filled with an inert gas (such as nitrogen or argon ) or an organic substance (including the sealing material 305). ) or an organic substance (including the sealing material 305).
[0164] An epoxy resin or glass frit can be used for the sealing material 305. It is preferable to use a material that hardly permeates moisture and oxygen for the sealing material 305. Also the second substrate 306 can be used in the same manner as those that can be used for the first substrate 301. Therefore, various substrates described in other embodiments can be used as appropriate for this purpose. In addition to glass substrates and quartz substrates, plastic substrates made of FRP (Fiber-Reinforced Plastics), PVF (polyvinyl fluoride), polyester, or acrylic resin can be used as the substrate. When using glass frit as the sealing material from the viewpoint of adhesiveness, the first substrate 301 and the second substrate 306 are preferably glass substrates substrates. substrates. substrates. When using glass frit as the sealing material, from the viewpoint of adhesiveness, the first substrate 301 and the second substrate 306 are preferably glass substrates.
[0165] As described above, an active matrix light-emitting device can be obtained.
[0166] When forming an active matrix light-emitting device on a flexible substrate, the FETs and the light-emitting device may be directly formed on the flexible substrate, but after forming the FETs and the light-emitting device on another substrate having a release layer, heat, force, laser irradiation, etc. are applied to transfer the FETs and the light-emitting device to the flexible substrate. Alternatively, the FETs and the light-emitting device may be directly formed on the flexible substrate, but after forming the FETs and the light-emitting device on another substrate having a release layer, heat, force, laser irradiation, etc. are applied to transfer the FETs and the light-emitting device to the flexible substrate. After forming the FETs and the light-emitting device on another substrate having a release layer, heat, force, laser irradiation, etc. are applied to transfer the FETs and the light-emitting device The chair may be peeled off by a peeling layer and then transferred onto a flexible substrate for production. As for the peeling layer for example, a laminate of inorganic films such as a tungsten film and a silicon oxide film, or an organic resin film such as polyimide can be used. As for the flexible substrate, in addition to a substrate on which a transistor can be formed, a paper substrate, a cellophane substrate, an aramid film substrate, a polyimide film substrate, a cloth substrate (including natural fibers (silk, cotton, hemp), synthetic fibers (nylon, polyurethane, polyester) or regenerated fibers (acetate, cupra, rayon, regenerated polyester) etc.), a leather substrate, or a rubber substrate, etc. can be mentioned. By using these substrates it is possible to achieve excellent durability and heat resistance, and to reduce the weight and thickness.
[0167] In addition, the driving of the light-emitting device included in the active matrix type light-emitting device may be such that the light-emitting device emits light in a pulsed manner (for example, using frequencies such as kHz, MHz, etc.), and it may be used as a configuration for display. Since the light-emitting device formed using the above organic compound has excellent frequency characteristics it is possible to shorten the time for driving the light-emitting device and reduce the power consumption. In addition, since heat generation is suppressed as the driving time is shortened, it is also possible to reduce the deterioration of the light-emitting device.
[0168] Note that the configuration shown in this embodiment can be used by appropriately combining the configurations shown in other embodiments.
[0169] (Embodiment 5) In this embodiment, an example of various electronic devices and automobiles completed by applying a light-emitting device which is an aspect of the present invention and a light-emitting device having the same will be described. will be described. Note that the light-emitting device can be mainly applied to the display unit in the electronic device described in this embodiment. It can be applied.
[0170] The electronic device shown in FIGS. 5A to 5E includes a housing 7000, a display unit 7001, a speaker 7003 , an LED lamp 7004, an operation key 7005 (including a power switch or an operation switch) , a connection terminal 7006, a sensor 7007 (having a function of measuring force, displacement, position, speed, acceleration, angular velocity, rotation speed , distance, light, liquid, magnetism, temperature, chemical substance, sound, time, hardness, electric field, current, voltage, power, radiation, flow rate, humidity, gradient, vibration, odor, or infrared rays), a microphone 7008, etc. It can have.
[0171] FIG. 5A is a mobile computer, and in addition to the above-described components, it can have a switch 7009, an infrared port 7010, etc. It can have.
[0172] FIG. 5B is a portable image playback device (e.g., a DVD playback device) equipped with a recording medium. In addition to the above-described components, it can have a second display unit 7002, a recording medium reading unit 7011, etc. It can have. It can be.
[0173] FIG. 5C is a digital camera with a television reception function. In addition to the above-described components, it can have an antenna 7014, a shutter button 7015, an imaging unit 7016, etc. It can have.
[0174] FIG. 5D is a portable information terminal. The portable information terminal has a function of displaying information on three or more sides of the display unit 7001. Here, an example is shown where information 7052, information 7053, and information 7054 are respectively displayed on different sides. For example, the user can carry the portable information terminal in the breast pocket of a suit. It has the function of displaying. Here, an example where different information is displayed on different sides is shown. In the stored state, the information 7053 displayed at a position observable from above the portable information terminal can also be confirmed. The user can confirm the display without taking the portable information terminal out of the pocket and, for example, determine whether to answer a call.
[0175] FIG. 5E shows a portable information terminal (including a smartphone), and the housing 7000 can have a display unit 7001, operation keys 7005, etc. The portable information terminal may be provided with a speaker, a connection terminal, a sensor, etc. Further, the portable information terminal can display character and image information on a plurality of its surfaces. Here, an example in which three icons 7050 are displayed is shown. Also, the information 7051 indicated by the dashed rectangle can be displayed on another surface of the display unit 7001. As an example of the information 7051, there are notifications of incoming calls such as e-mail, SNS, and telephone, titles such as e-mail and SNS, sender names, dates, times, remaining battery levels, antenna reception strengths, etc. Or, icons 7050, etc. may be displayed at the position where the information 7051 is displayed.
[0176] FIG. 5F shows a large television device (also referred to as a TV or a television receiver), and the housing 7000, the display unit 7001, etc. can be included. Here, a configuration in which the housing 7000 is supported by a stand 7018 is shown. Also, the operation of the television device can be performed by a separate remote control operation unit 7111, etc. The display unit 7001 may be provided with a touch sensor, and it may be operated by touching the display unit 7001 with a finger or the like. The remote control operation unit 7111 may have a display unit for displaying information output from the remote control operation unit 7111. The operation keys or touch provided in the remote control operation unit 7111 The panel can be used to operate channels and volume, and can also operate the image displayed on the display unit 7001.
[0177] The electronic device shown in FIGS. 5A to 5F can have various functions. For example, it can have functions such as displaying various information (such as still images, moving images, text images, etc.) on the display unit, a touch panel function, a function of displaying a calendar, date, or time, etc., a function of controlling processing by various software (programs), a wireless communication function, a function of connecting to various computer networks using the wireless communication function, a function of transmitting or receiving various data using the wireless communication function, a function of reading a program or data recorded on a recording medium and displaying it on the display unit, and so on. Further, in an electronic device having a plurality of display units, it can have a function of mainly displaying image information on one display unit and mainly displaying character information on another display unit, or a function of displaying a stereoscopic image by displaying an image considering parallax on a plurality of display units, etc. Further, in an electronic device having an imaging unit, it can have functions such as a function of taking a still image, a function of taking a moving image, a function of automatically or manually correcting the taken image, a function of saving the taken image on a recording medium (external or built-in to the camera), a function of displaying the taken image on the display unit, and so on. Note that the functions that the electronic device shown in FIGS. 5A to 5F can have are not limited to these, and it can have various functions.
[0178] FIG. 5G is a wristwatch-type portable information terminal and can be used, for example, as a smartwatch. This wristwatch-type portable information terminal includes a housing 7000, a display unit 7001, and operation buttons 7022, 7023, connection terminal 7024, band 7025, microphone 7026, sensor 7029, speaker 7030, etc. are provided. The display unit 7001 has a curved display surface and can perform display along the curved display surface. Also, this mobile information terminal can perform hands-free calls, for example, through mutual communication with a wirelessly capable headset. Note that with the connection terminal 7024, data transmission can be performed mutually with other information terminals, and charging can also be
[0179] performed. The charging operation can also be performed by wireless power supply. The display unit 7001 mounted on the housing 7000 that also serves as the bezel portion has a non-rectangular display area. The display unit 7001 can display an icon representing time, other icons, etc. Also, the display unit 7001 may be a touch panel
[0180] (input / output device) equipped with a touch sensor (input device). Note that the smartwatch shown in FIG. 5G can have various functions. For example, functions to display various information (still images, videos, text images, etc.) on the display unit, touch panel function, functions to display a calendar, date, or time, etc., functions to control processing by various software (programs), wireless communication function, functions to connect to various computer networks using the wireless communication function, functions to transmit or receive various data using
[0181] the wireless communication function, functions to read a program or data recorded on a Degree, rotation speed, distance, light, liquid, magnetism, temperature, chemical substance, sound, time, hardness, electric field, current, electric pressure, power, radiation, flow rate, humidity, gradient, vibration, odor or infrared rays, and may have a microphone or the like.
[0182] Note that the light-emitting device according to one aspect of the present invention can be used for each display unit of the electronic device shown in the present embodiment, and a long-life electronic device can be realized.
[0183] In addition, as an electronic device to which the light-emitting device is applied, there is a foldable portable information terminal as shown in FIGS. 6A to 6C. FIG. 6A shows the portable information terminal 9310 in a deployed state. Further, FIG. 6B shows the portable information terminal 9310 in a state of changing from one of the deployed state or the folded state to the other. Furthermore, FIG. 6C shows the portable information terminal 9310 in a folded state. The portable information terminal 9310 is excellent in portability in the folded state and excellent in display listability due to a seamless and wide display area in the deployed state.
[0184] The display unit 9311 is supported by three housings 9315 connected by a hinge 9313. Note that the display unit 9311 may be a touch panel (input / output device) equipped with a touch sensor (input device). Further, the display unit 9311 can be reversibly deformed from the deployed state of the portable information terminal 9310 to the folded state by bending between the two housings 9315 via the hinge 9313. Note that the light-emitting device according to one aspect of the present invention can be used for the display unit 9311. In addition, a long-life electronic device can be realized. The display area 9312 in the display unit 9311 is located on the side surface of the portable information terminal 9310 in the folded state. It is a display area. In the display area 9312, information icons, frequently used apps, and program shortcuts such as grams can be displayed, and information can be confirmed and apps can be started smoothly.
[0185] In addition, an automobile to which the light-emitting device is applied is shown in FIGS. 7A and 7B. That is, the light-emitting device can be provided integrally with the automobile. Specifically, on the outside of the automobile shown in FIG. 7A, the light 5101 (including the rear part of the vehicle body), the wheel 5102 of the tire, and part or the whole of the door 5103 can be applied. Also, the display part 510 4, the steering wheel 5105, the shift lever 5106, the seat 5107, the inner rearview mirror 5108, the windshield 5109, etc. shown in FIG. 7B can be applied. It may also be applied to a part of other glass windows.
[0186] As described above, an electronic device or an automobile to which the light-emitting device according to one aspect of the present invention is applied can be obtained. In that case, a long-life electronic device can be realized. Also, the applicable electronic devices and automobiles are not limited to those shown in this embodiment, and can be applied in all fields.
[0187] Note that the configuration shown in this embodiment can be used in appropriate combination with the configuration shown in other embodiments.
[0188] (Embodiment 6) In this embodiment, the configuration of a lighting device manufactured by applying the light-emitting device, which is one aspect of the present invention, or a part thereof will be described with reference
[0189] Figures 8A and 8B show an example of a cross-sectional view of a lighting device. Note that Figure 8A is a bottom emission type lighting device that extracts light on the substrate side, and Figure 8B is a top emission type lighting device that extracts light on the sealing substrate side.
[0190] The lighting device 4000 shown in Figure 8A has a light-emitting device 4002 on a substrate 4001. Also, it has a substrate 4003 with irregularities on the outside of the substrate 4001. The light-emitting device 4002 has a first electrode 4004, an EL layer 4005, and a second electrode 4006.
[0191] The first electrode 4004 is electrically connected to the electrode 4007, and the second electrode 4006 is electrically connected to the electrode 4 008. Also, an auxiliary wiring 4009 electrically connected to the first electrode 4004 may be provided. Note that an insulating layer 4010 is formed on the auxiliary wiring 4009.
[0192] Also, the substrate 4001 and the sealing substrate 4011 are adhered with a sealing material 4012. Also, it is preferable that a desiccant 4013 is provided between the sealing substrate 4011 and the light-emitting device 4002. Note that since the substrate 4003 has irregularities as shown in Figure 8A, the extraction efficiency of the light generated by the light-emitting device 4002 can be improved.
[0193] The lighting device 4200 in Figure 8B has a light-emitting device 4202 on a substrate 4201. The light-emitting device 4202 has a first electrode 4204, an EL layer 4205, and a second electrode 4206.
[0194] The first electrode 4204 is electrically connected to the electrode 4207, and the second electrode 4206 is electrically connected to the electrode 4 It is electrically connected to 208. Also, an auxiliary wiring 4 209 may be provided which is electrically connected to the second electrode 4206. Further, an insulating layer 4210 may be provided below the auxiliary wiring 4209 .
[0195] The substrate 4201 and the sealing substrate 4211 with irregularities are adhered by a sealing material 4212. Also, a barrier film 4213 and a planarization film 4 214 may be provided between the sealing substrate 4211 and the light-emitting device 4202. Note that since the sealing substrate 4211 has irregularities as shown in FIG. 8B, the extraction efficiency of the light generated by the light-emitting device 4202 can be improved.
[0196] Also, as an application example of these lighting devices, a ceiling light for indoor lighting is mentioned . There are ceiling-mounted types and ceiling-embedded types etc. for the ceiling light. Note that such a lighting device is configured by combining a light-emitting device with a housing or a cover.
[0197] In addition, it is also possible to apply it to a footlight etc. that irradiates the floor surface and can enhance the safety of the feet . The footlight is effective for use in, for example, a bedroom, a staircase, a passage, etc. In that case, the size and shape can be appropriately changed according to the size and structure of the room. Also, it is possible to make a stationary type lighting device configured by combining a light-emitting device and a support stand .
[0198] Also, it is possible to apply it as a sheet-shaped lighting device (sheet-shaped lighting). The sheet-shaped lighting can be used for a wide range of applications without taking up space because it is attached to a wall surface. Also, it is easy to increase the area. Note that it can also be used for a wall surface or a housing having a curved surface. .
[0199] In addition to the above, a light-emitting device, which is one aspect of the present invention, or a light-emitting device that is a part thereof, is applied to a part of the furniture provided indoors, and a lighting device having a function as furniture can be obtained. It is possible.
[0200] As described above, various lighting devices to which the light-emitting device is applied can be obtained. These lighting devices shall be included in one aspect of the present invention.
[0201] In addition, the configuration shown in this embodiment can be used in appropriate combination with the configuration shown in other embodiments. It can be used.
Example
[0202] In this example, a composition for a light-emitting device (also referred to as a premix material), which is one aspect of the present invention, ) was used for the EL layer 903 of the light-emitting device, and a plurality of light-emitting devices (light-emitting device 1, light-emitting device 2, light-emitting device 3, light-emitting device 4) having different laminated structures were manufactured, and the obtained device characteristics are shown. In addition, as a comparative light-emitting device, while having the same material composition as light-emitting devices 1 to 4, a light-emitting device formed by simultaneously vapor-depositing each of a plurality of organic compounds included in the composition for a light-emitting device, which is one aspect of the present invention, without pre-mixing, i.e., by a so-called co-evaporation method, was manufactured. In addition, in the comparison between the light-emitting devices and the comparative light-emitting devices shown in this example, the light-emitting devices formed using the composition for a light-emitting device are respectively designated as light-emitting device 1-1, light-emitting device 2-1, light-emitting device 3 -1, light-emitting device 4-1, and the comparative light-emitting devices manufactured without using the composition for a light-emitting device are respectively designated as comparative light-emitting device 1-2, comparative light-emitting device 2-2, comparative light-emitting device 3-2 and comparative light-emitting device 4-2.
[0203] The specific device structure and manufacturing method of the light-emitting device used in this example will be described below. Note that the device structure of the light-emitting device described in this example is shown in FIG. 9, and the specific configuration is shown in Table 1. Also, the chemical formulas of the materials used in this example are shown below.
[0204]
Table 1
[0205]
Chem.
[0206]
Chem.
[0207] ≪Fabrication of Light-Emitting Device≫ The light-emitting device shown in this example has a structure in which a hole injection layer 911, a hole transport layer 912, a light-emitting layer 913, an electron transport layer 914, and an electron injection layer 915 are sequentially stacked on a first electrode 901 formed on a substrate 900 as shown in FIG. 9, and a second electrode 903 is stacked on the electron injection layer 915. First, a first electrode 901 was formed on the substrate 900. The electrode area was 4 mm (2 mm × 2 mm). Also, a glass substrate was used for the substrate 900. The first electrode 901
[0208] was formed by sputtering indium tin oxide (ITSO) containing silicon oxide to a film thickness of 70 nm. 2 (2 mm × 2 mm). Also, a glass substrate was used for the substrate 900. The first electrode 901 was formed by sputtering indium tin oxide (ITSO) containing silicon oxide to a film thickness of 70 nm. using a sputtering method.
[0209] Here, as a pretreatment, the surface of the substrate was washed with water, baked at 200 °C for 1 hour, and then UV o The zone treatment was performed for 370 seconds. Then, the inside was evacuated to about 1×10 -4 Pa, and the substrate was introduced into a vacuum evaporation apparatus. In the heating chamber of the vacuum evaporation apparatus, vacuum baking was performed at 170 °C for 30 minutes, and then the substrate was allowed to cool for about 30 minutes. The zone treatment was performed for 370 seconds. Then, the inside was evacuated to about 1×10 Pa, and the substrate was introduced into a vacuum evaporation apparatus. In the heating chamber of the vacuum evaporation apparatus, vacuum baking was performed at 170 °C for 30 minutes, and then the substrate was allowed to cool for about 30 minutes.
[0210] Next, a hole injection layer 911 was formed on the first electrode 901. The hole injection layer 911 was formed by co-evaporating DBT3P-II and molybdenum oxide at a mass ratio of DBT3P-II:molybdenum oxide = 2:1 after evacuating the inside of the vacuum evaporation apparatus to 1×10 Pa so that the film thickness became 45 nm or 75 nm. -4 Pa, and then co-evaporating DBT3P-II and molybdenum oxide at a mass ratio of DBT3P-II:molybdenum oxide = 2:1 so that the film thickness became 45 nm or 75 nm. Pa, and then co-evaporating DBT3P-II and molybdenum oxide at a mass ratio of DBT3P-II:molybdenum oxide = 2:1 so that the film thickness became 45 nm or 75 nm. Next, a hole transport layer 912 was formed on the hole injection layer 911. In light-emitting devices 1 and 4, PCBBi1BP was used, and in light-emitting devices 2 and 3, PCBBiF was used. In each case, the film was formed by evaporation so that the film thickness became 20 nm.
[0211] Next, a hole transport layer 912 was formed on the hole injection layer 911. In light-emitting devices 1 and 4, PCBBi1BP was used, and in light-emitting devices 2 and 3, PCBBiF was used. In each case, the film was formed by evaporation so that the film thickness became 20 nm. Next, a hole transport layer 912 was formed on the hole injection layer 911. In light-emitting devices 1 and 4, PCBBi1BP was used, and in light-emitting devices 2 and 3, PCBBiF was used. In each case, the film was formed by evaporation so that the film thickness became 20 nm. Next, a hole transport layer 912 was formed on the hole injection layer 911. In light-emitting devices 1 and 4, PCBBi1BP was used, and in light-emitting devices 2 and 3, PCBBiF was used. In each case, the film was formed by evaporation so that the film thickness became 20 nm. Next, a hole transport layer 912 was formed on the hole injection layer 911. In light-emitting devices 1 and 4, PCBBi1BP was used, and in light-emitting devices 2 and 3, PCBBiF was used. In each case, the film was formed by evaporation so that the film thickness became 20 nm.
[0212] Next, a light-emitting layer 913 was formed on the hole transport layer 912.
[0213] In the case of light-emitting device 1, the light-emitting layer 913 was a light-emitting device composition 1 prepared by previously mixing 8-(1,1'-biphenyl-4-yl)-4-[3-(dibenzothiophen-4-yl)phenyl]-[1]benzofuro[3,2- d]pyrimidine (abbreviation: 8BP-4mDBtPBfpm) and 9-(1,1'-biphenyl -3-yl)-9'-(1,1'-biphenyl-4-yl)-9H,9'H-3,3'- bicarbazole (abbreviation: mBPCCBP) so that the weight ratio of 8BP-4mDtPB fpm:mBPCCBP = 0.5:0.5. fpm:mBPCCBP = 0.5:0.5. , as the guest material (phosphorescent substance), [2-(4-methyl-5-phenyl-2-pyridyl nil-κN)phenyl-κC]bis[2-(2-pyridinyl-κN)phenyl-κC]i ridium (abbreviation: [Ir(ppy)2(mdppy)]) was used, and the composition for the light-emitting device 1 and the guest material were placed in separate evaporation sources (also referred to as evaporation boats), and the weight ratio was [8 The composition for the light-emitting device 1, which is a mixed material of BP-4mDtPBfpm and mBPCCBP :[Ir(ppy)2(mdppy)] = 1:0.1, and they were co-evaporated. Note that the film thickness was 40 nm. The obtained light-emitting device was designated as the light-emitting device 1-1. Also, for the comparative light-emitting device 8BP-4mDtPBfpm, mBPCCBP, and [Ir(ppy )2(mdppy)] were placed in separate evaporation sources, and the weight ratio was 8BP-4mDtPBfp m:mBPCCBP:[Ir(ppy)2(mdppy)] = 0.5:0.5:0.1, and they were co-evaporated to have the same film thickness as the light-emitting device 1-1. Note that the obtained light-emitting device was designated as the comparative light-emitting device 1-2.
[0214] In the case of the light-emitting device 2, 9-[(3’-dibenzothiophen-4-yl)biphenyl- 3-yl]naphtho[1’,2’:4,5]furo[2,3-b]pyrazine (abbreviation: 9mDB tBPNfpr) and N-[4-(9-phenyl-9H-carbazol-3-yl)phenyl yl]-bis(9,9-dimethyl-9H-fluorene-2-yl)amine (abbreviation: PCBF F) were previously mixed so that the weight ratio was 9mDBtBPNfpr:PCBFF = 0.8:0.2, and the composition for the light-emitting device 2, and as the guest material (phosphorescent substance), bis{ 4,6-Dimethyl-2-[5-(5-cyano-2-methylphenyl)-3-(3,5-di methylphenyl)-2-pyrazinyl-κN]phenyl-κC}(2,2,6,6-tetra methyl-3,5-heptanedionato-κ 2 O,O’)iridium(III)(abbreviation: [I r(dmdppr-m5CP)2(dpm)]) was used, and the composition 2 for a light-emitting device and a guest material were placed in separate evaporation sources (also referred to as evaporation boats), and co-evaporated so that the weight ratio was [9mDBt BPNfpr and the mixed material of PCBFF, which is the composition 2 for a light-emitting device]:[Ir(dm dppr-m5CP)2(dpm)] = 1:0.1. The film thickness was 40 nm. The obtained light-emitting device was designated as the light-emitting device 2-1. In addition, for the comparative light-emitting device, 9mDBtBPNfpr, PCBFF, and [Ir(dmdppr-m5 CP)2(dpm)] were placed in separate evaporation sources, and co-evaporated so that the weight ratio was 9mDBtBPNfpr: PCBFF:[Ir(dmdppr-m5CP)2(dpm)] = 0.8:0.2:0. 1, and it was fabricated to have the same film thickness as the light-emitting device 2-1. The obtained light-emitting device was designated as the comparative light-emitting device 2-2.
[0215] In the case of the light-emitting device 3, 9-[(3’-dibenzothiophen-4-yl)biphenyl- 3-yl]naphtho[1’,2’:4,5]furo[2,3-b]pyrazine (abbreviation: 9mDB tBPNfpr) and 9,9-dimethyl-N-phenyl-N-[4-(9-phenyl-9H -carbazol-3-yl)phenyl]fluorene-2-amine (abbreviation: PCBAF) were pre-mixed so that the weight ratio was 9mDBtBPNfpr:PCBAF = 0.8:0.2 in advance, and The mixed composition 3 for a light-emitting device and, as a guest material (phosphorescent substance), [Ir(dm dppr-m5CP)2(dpm)] were used. The composition 3 for a light-emitting device and the guest material were placed in separate evaporation sources (also referred to as evaporation boats), and co-evaporated so that the weight ratio was [9mDBtBPNfp r and the mixed material of PCBAF] in the composition 3 for a light-emitting device: [Ir(dmdppr- m5CP)2(dpm)] = 1:0.1. The film thickness was 40 n m. The obtained light-emitting device was designated as light-emitting device 3-1. Also, for the comparative light-emitting device , 9mDBtBPNfpr, PCBAF, and [Ir(dmdppr-m5CP)2( dpm)] were placed in separate evaporation sources, and co-evaporated so that the weight ratio was 9mDBtBPNfpr:PCBAF :[Ir(dmdppr-m5CP)2(dpm)] = 0.8:0.2:0.1, and it was fabricated to have the same film thickness as that of light-emitting device 3-1. The obtained light-emitting device was designated as comparative light-emitting device 3-2.
[0216] In the case of the light-emitting device 4, a composition 4 for a light-emitting device in which 8-[(2,2'-binaphthalen)-6-yl]-4-[3- (dibenzothiophen-4-yl)phenyl-[1]benzofuro[3,2-d]pyrimidine (abbreviation: 8(βN2)-4mDBtPBfpm) and PCBNBF were previously mixed so that the weight ratio was 8(βN2)-4mDBtPBfpm:PCBNBF = 0.7:0.3, and, as a guest material (phosphorescent substance), [Ir(dmdp pr-m5CP)2(dpm)] were used. The composition 4 for a light-emitting device and the guest material were placed in separate evaporation sources (also referred to as evaporation boats), and the weight ratio was [(the mixed material of 8(βN2)-4mDBt PBfpm and PCBNBF) in the composition 4 for a light-emitting device]: [Ir(dm dppr-m5CP)2(dpm)] = 1:0.1, and they were co-evaporated. They were co-evaporated so that [Ir(dmdppr-m5CP)2(dpm)]:[8(βN2)-4mDBtPBfpm]:PCBNBF = 1:0.3:0.1. Also, the film thickness was set to 40 nm. The obtained light-emitting device was designated as light-emitting device 4-1. Also, for the comparative light-emitting device, 8(βN2)-4mDBtPBfpm, PCBNBF, and [Ir(dmdppr-m5CP)2(dpm)] were placed in separate evaporation sources, and co-evaporation was performed so that the weight ratio was 8 (βN2)-4mDBtPBfpm:PCBNBF:[Ir(dmdppr-m5CP)2(dpm)] = 0.7:0.3:0.1, and it was fabricated to have the same film thickness as that of light-emitting device 4-1. The obtained light-emitting device was designated as comparative light-emitting device 4-2.
[0217] Next, an electron transport layer 914 was formed on the light-emitting layer 913.
[0218] In the case of light-emitting device 1, the electron transport layer 914 was formed by sequentially evaporating 8BP-4mDtPBfpm with a film thickness of 2 0 nm and NBphen with a film thickness of 10 nm. Also, in the case of light-emitting device 2, the electron transport layer 914 was formed by sequentially evaporating 9mDBtBPNfpr with a film thickness of 30 nm and NBphen with a film thickness of 15 nm. Also, in the case of light-emitting device 3, the electron transport layer 914 was formed by sequentially evaporating 9mDB tBPNfpr with a film thickness of 30 nm and NBphen with a film thickness of 15 nm. Also, in the case of light-emitting device 4, the electron transport layer 914 was formed by sequentially evaporating mPCCzPTzn-02 with a film thickness of 30 nm and NBphen with a film thickness of 15 nm.
[0219] Next, an electron injection layer 915 was formed on the electron transport layer 914. The electron injection layer 915 was formed by evaporating lithium fluoride (LiF) with a film thickness of 1 nm.
[0220] Next, a second electrode 903 was formed on the electron injection layer 915. The second electrode 903 was made of aluminum and was formed by vapor deposition to a film thickness of 200 nm. In this embodiment, the second electrode 903 functions as a cathode.
[0221] Through the above steps, a light-emitting device was formed on the substrate 900 with an EL layer sandwiched between a pair of electrodes. The hole injection layer 911, hole transport layer 912, light-emitting layer 913, electron transport layer 914, and electron injection layer 915 described in the above steps are functional layers constituting the EL layer in one aspect of the present invention. Also, in the vapor deposition process in the above-described manufacturing method, a vapor deposition method using a resistance heating method was used in all cases. Moreover, the light-emitting device fabricated as described above is sealed with another substrate (not shown). When sealing with another substrate (not shown), in a glove box under a nitrogen atmosphere, another substrate (not shown) coated with a sealant that cures with ultraviolet light was fixed on the substrate 900, and the substrates were adhered to each other so that the sealant adhered to the periphery of the light-emitting device formed on the substrate 900. At the time of sealing, ultraviolet light of 365 nm was irradiated at 6 J / cm to cure the sealant, and the sealant was stabilized by heat treatment at 80°C for 1 hour.
[0222] Also, as shown above, the fabricated light-emitting device is sealed with another substrate (not shown). When sealing with another substrate (not shown), in a glove box under a nitrogen atmosphere, another substrate (not shown) coated with a sealant that cures with ultraviolet light was fixed on the substrate 900, and the substrates were adhered to each other so that the sealant adhered to the periphery of the light-emitting device formed on the substrate 900. At the time of sealing, ultraviolet light of 365 nm was irradiated at 6 J / cm to cure the sealant, and the sealant was stabilized by heat treatment at 80°C for 1 hour. Next, the measurement results of the operating characteristics of each fabricated light-emitting device are shown. The measurement was performed at room temperature (atmosphere maintained at 25°C). For the measurement of luminance and CIE chromaticity, a color luminance meter (Topcon Corporation, BM-5A) was used, and for the measurement of the electroluminescence spectrum, a multi-channel spectroscope (Hamamatsu was used. 2 to cure the sealant, and the sealant was stabilized by heat treatment at 80°C for 1 hour. to cure the sealant, and the sealant was stabilized by heat treatment at 80°C for 1 hour.
[0223] ≪Operating Characteristics of Light-Emitting Device≫ Next, the measurement results of the operating characteristics of each fabricated light-emitting device are shown. The measurement was performed at room temperature (atmosphere maintained at 25°C). For the measurement of luminance and CIE chromaticity, a color luminance meter (Topcon Corporation, BM-5A) was used, and for the measurement of the electroluminescence spectrum, a multi-channel spectroscope (Hamamatsu was used. manufactured, BM-5A) was used, and for the measurement of the electroluminescence spectrum, a multi-channel spectroscope (Hamamatsu PMA-11 manufactured by Photonics was used. Also, the current density-luminance characteristics of the light-emitting device 1-1 and the comparative light-emitting device 1-2 are shown in Fig. 10, the voltage-luminance characteristics are shown in Fig. 11, and the voltage-current characteristics are shown in Fig. 12, respectively. Similarly, the operating characteristics of the light-emitting device 2-1 and the comparative light-emitting device 2-2 are shown in Figs. 15 to 17, the operating characteristics of the light-emitting device 3-1 and the comparative light-emitting device 3-2 are shown in Figs. 20 to 22, and the operating characteristics of the light-emitting device 4-1 and the comparative light-emitting device 4-2 are shown in Figs. 25 to 27, respectively. Also, the operating characteristics of the light-emitting device 2-1 and the comparative light-emitting device 2-2 are shown in Figs. 15 to 17, the operating characteristics of the light-emitting device 3-1 and the comparative light-emitting device 3-2 are shown in Figs. 20 to 22, and the operating characteristics of the light-emitting device 4-1 and the comparative light-emitting device 4-2 are shown in Figs. 25 to 27, respectively. Also, the operating characteristics of the light-emitting device 2-1 and the comparative light-emitting device 2-2 are shown in Figs. 15 to 17, the operating characteristics of the light-emitting device 3-1 and the comparative light-emitting device 3-2 are shown in Figs. 20 to 22, and the operating characteristics of the light-emitting device 4-1 and the comparative light-emitting device 4-2 are shown in Figs. 25 to 27, respectively. Also, the operating characteristics of the light-emitting device 2-1 and the comparative light-emitting device 2-2 are shown in Figs. 15 to 17, the operating characteristics of the light-emitting device 3-1 and the comparative light-emitting device 3-2 are shown in Figs. 20 to 22, and the operating characteristics of the light-emitting device 4-1 and the comparative light-emitting device 4-2 are shown in Figs. 25 to 27, respectively. Also, the operating characteristics of the light-emitting device 2-1 and the comparative light-emitting device 2-2 are shown in Figs. 15 to 17, the operating characteristics of the light-emitting device 3-1 and the comparative light-emitting device 3-2 are shown in Figs. 20 to 22, and the operating characteristics of the light-emitting device 4-1 and the comparative light-emitting device 4-2 are shown in Figs. 25 to 27, respectively.
[0224] Also, the main initial characteristic values of each light-emitting device near 1000 cd / m 2 are shown in Table 2 below. are shown in Table 2 below.
[0225]
Table 2
[0226] Also, the emission spectra when a current is passed through each light-emitting device at a current density of 2.5 mA / cm 2 are shown in Fig. 13 for the light-emitting device 1-1 and the comparative light-emitting device 1-2, Fig. 18 for the light-emitting device 2-1 and the comparative light-emitting device 2-2, Fig. 23 for the light-emitting device 3-1 and the comparative light-emitting device 3-2, and Fig. 28 for the light-emitting device 4-1 and the comparative light-emitting device 4-2, respectively. are shown in Fig. 13 for the light-emitting device 1-1 and the comparative light-emitting device 1-2, Fig. 18 for the light-emitting device 2-1 and the comparative light-emitting device 2-2, Fig. 23 for the light-emitting device 3-1 and the comparative light-emitting device 3-2, and Fig. 28 for the light-emitting device 4-1 and the comparative light-emitting device 4-2, respectively. are shown in Fig. 13 for the light-emitting device 1-1 and the comparative light-emitting device 1-2, Fig. 18 for the light-emitting device 2-1 and the comparative light-emitting device 2-2, Fig. 23 for the light-emitting device 3-1 and the comparative light-emitting device 3-2, and Fig. 28 for the light-emitting device 4-1 and the comparative light-emitting device 4-2, respectively. are shown in Fig. 13 for the light-emitting device 1-1 and the comparative light-emitting device 1-2, Fig. 18 for the light-emitting device 2-1 and the comparative light-emitting device 2-2, Fig. 23 for the light-emitting device 3-1 and the comparative light-emitting device 3-2, and Fig. 28 for the light-emitting device 4-1 and the comparative light-emitting device 4-2, respectively. are shown in Fig. 13 for the light-emitting device 1-1 and the comparative light-emitting device 1-2, Fig. 18 for the light-emitting device 2-1 and the comparative light-emitting device 2-2, Fig. 23 for the light-emitting device 3-1 and the comparative light-emitting device 3-2, and Fig. 28 for the light-emitting device 4-1 and the comparative light-emitting device 4-2, respectively.
[0227] The emission spectrum shown in Fig. 13 has a peak near 523 nm, suggesting that it is derived from the emission of [Ir(ppy)2(md ppy)] contained in the light-emitting layer 913 of the light-emitting device 1-1 and the comparative light-emitting device 1-2. ppy)] contained in the light-emitting layer 913 of the light-emitting device 1-1 and the comparative light-emitting device 1-2.
[0228] The emission spectrum shown in Fig. 18 has a peak near 650 nm, which is suggested to be derived from the emission of [Ir(dmdppr-m5CP)2(dpm)] contained in the emission layer 913 of the light-emitting device 2-1 and the comparative light-emitting device 2-2. -1 and the comparative light-emitting device 2-2 is suggested to be derived from the emission of [Ir(dmdppr-m 5CP)2(dpm)] contained in the emission layer 913.
[0229] The emission spectrum shown in Fig. 23 has a peak near 651 nm, which is suggested to be derived from the emission of [Ir(dmdppr-m 5CP)2(dpm)] contained in the emission layer 913 of the light-emitting device 3-1 and the comparative light-emitting device 3-2. -1 and the comparative light-emitting device 3-2 is suggested to be derived from the emission of [Ir(dmdppr-m
[0230] The emission spectrum shown in Fig. 28 has a peak near 647 nm, which is suggested to be derived from the emission of [Ir(dmdppr-m 5CP)2(dpm)] contained in the emission layer 913 of the light-emitting device 4-1 and the comparative light-emitting device 4-2. -1 and the comparative light-emitting device 4-2 is suggested to be derived from the emission of [Ir(dmdppr-m
[0231] Next, a reliability test was conducted on each light-emitting device. The results of the reliability test of the light-emitting device 1-1 and the comparative light-emitting device 1-2 are shown in Fig. 14, the results of the reliability test of the light-emitting device 2-1 and the comparative light-emitting device 2-2 are shown in Fig. 19, the results of the reliability test of the light-emitting device 3-1 and the comparative light-emitting device 3-2 are shown in Fig. 24, and the results of the reliability test of the light-emitting device 4-1 and the comparative light-emitting device 4-2 are shown in Fig. 29, respectively. In these figures showing the reliability, the vertical axis represents the normalized luminance (%) when the initial luminance is set to 100%, and the horizontal axis represents the driving time (h) of the device. The reliability test was carried out at a constant current density of 50 mA / cm² for the light-emitting device 1-1 and the comparative light-emitting device 1-2, and at a constant current density of 75 mA / cm² for the light-emitting device 2-1 and the comparative light-emitting device 2-2. device 1-2 are shown in Fig. 14, the results of the reliability test of the light-emitting device 2-1 and the comparative light-emitting device 2-2 are shown in Fig. 19, the results of the reliability test of the light-emitting device 3-1 and the comparative light-emitting device 3- 2 are shown in Fig. 24, the results of the reliability test of the light-emitting device 4-1 and the comparative light-emitting device 4-2 are shown in Fig. 29. In these figures showing the reliability, the vertical axis represents the normalized luminance (%) when the initial luminance is set to 100%, and the horizontal axis represents the driving time (h) of the device. The reliability test was carried out at a constant current density of 50 mA / cm² for the light-emitting device 1-1 and the comparative light-emitting device 1-2, and at a constant current density of 75 mA / cm² for the light-emitting device 2-1 and the comparative light-emitting device 2-2. In the reliability test of the light-emitting device 1-1 and the comparative light-emitting device 1-2, a constant current density of 50 mA / cm² was used, and in the reliability test of the light-emitting device 2-1 and the comparative light-emitting device 2-2, a constant current density of 75 mA / cm² was used. 0 mA / cm² 2 In the reliability test of the light-emitting device 2-1 and the comparative light-emitting device 2-2, 75 mA / cm² 2At a constant current density, in the light-emitting device 3-1 and the comparative light-emitting device 3-2 and at a constant current density of 75 mA / cm 2 in the light-emitting device 4-1 and the comparative light-emitting device 4-2 a drive test was conducted at a constant current density of 75 mA / cm 2 .
[0232] From these results, for the light-emitting device composition (premix material) which is one aspect of the present invention using which the light-emitting layers of the respective light-emitting devices were fabricated, the light-emitting device 1-1, the light-emitting device 2-1, the light-emitting device 3-1, and the light-emitting device 4-1, the organic compounds contained in the light-emitting device material were put into separate evaporation sources and the light-emitting layers were fabricated by co-evaporation method. In comparison with the comparative light-emitting device 1 -2, the comparative light-emitting device 2-2, the comparative light-emitting device 3-2, and the light-emitting device 4-2 the same level of reliability was obtained.
[0233] That is, according to this example, by using the light-emitting device composition (premix material) which is one aspect of the present invention for the light-emitting layer, it was shown that a highly productive light-emitting device can be fabricated while maintaining the device characteristics and reliability of the light-emitting device.
[0234] (Reference Synthesis Example 1) The synthesis method of the organic compound, 9-[(3’-dibenzothiophen-4-yl)biphenyl nyl-3-yl]naphtho[1’,2’:4,5]furo[2,3-b]pyrazine (abbreviation: 9 mDBtBPNfpr) used in Example 1 will be described. The structure of 9mDBtBPNfpr is shown below.
[0235] [Chemical formula]
[0236] <Step 1; Synthesis of 6-chloro-3-(2-methoxynaphthalen-1-yl)pyrazin-2- amine> First, 4.37 g of 3-bromo-6-chloropyrazin-2-amine, 4.23 g of 2-methoxynaphthalen-1-boronic acid, 4.14 g of potassium fluoride, and 75 mL of dehydrated tetrahydrofuran were placed in a three-necked flask equipped with a reflux condenser, and the inside was purged with nitrogen. After degassing by stirring under reduced pressure inside the flask, 0.57 g of tris(dibenzylideneacetone)dipalladium(0) ( abbreviation: Pd2(dba)3) and 4.5 mL of tri-tert-butylphosphine (abbreviation: P (tBu)3) were added, and the mixture was stirred at 80 °C for 54 hours to cause a reaction. After a predetermined time had elapsed, the resulting mixture was suction filtered, and the filtrate was concentrated. Then, it was purified by silica gel column chromatography using toluene:ethyl acetate = 9:1 as the developing solvent,
[0237] and the target pyrazine derivative was obtained (yellowish-white powder, yield 2.19 g, yield 36%). The synthesis scheme of Step 1 is shown in the following formula (a-1).
[0238]
Chemical formula
[0239] <Step 2; Synthesis of 9-chloronaphtho[1’,2’:4,5]furo[2,3-b]pyrazine > Next, 2.18 g of 6-chloro-3-(2-methoxynaphthalen-1-yl)pyrazin-2-amine obtained in Step 1 above, 63 mL of dehydrated tetrahydrofuran, and 84 mL of glacial acetic acid were placed in a three-necked flask, and the inside was purged with nitrogen. After cooling the flask to -10 °C, nitrous acid te 2.8 mL of tert-butyl was added dropwise, and the mixture was stirred at -10 °C for 30 minutes and at 0 °C for 3 hours. After a predetermined time After the elapse of the specified time, 250 mL of water was added to the obtained suspension, and the mixture was suction filtered to obtain the target pyra zine derivative (yellowish-white powder, yield 1.48 g, yield 77%). The synthesis scheme of Step 2 is shown in the following (a-2).
[0240]
Chemical formula
[0241] <Step 3; 9-[(3'-Dibenzothiophen-4-yl)biphenyl-3-yl] naphtho[1',2':4,5]furo[2,3-b]pyrazine (abbreviation: 9mDBtBPNf pr) synthesis> Furthermore, 1.48 g of 9-chloronaphtho[1',2':4,5]furo[2,3- b]pyrazine obtained in Step 2 above, 3.41 g of 3'-(4-dibenzothiophene)-1,1'-biphenyl- 3-boronic acid, 8.8 mL of 2M aqueous potassium carbonate solution, 100 mL of toluene, and 10 mL of ethanol were placed in a three-necked flask, and the inside was purged with nitrogen. After degassing by stirring under reduced pressure in the flask, 0.84 g of bis(triphenylphosphine)palladium(II) dichloride (abbreviation: Pd(PPh3)2Cl2) was added, and the mixture was stirred at 80 °C for 18 hours to cause a reaction.
[0242] After the elapse of the specified time, the obtained suspension was suction filtered and washed with water and ethanol. The obtained solid was dissolved in toluene and filtered through a filter aid laminated in the order of celite, alumina, and celite, and then recrystallized from a mixed solvent of toluene and hexane to obtain the target product ( pale yellow solid, yield 2.66 g, yield 82%).
[0243] The obtained 2.64 g of pale yellow solid was purified by sublimation using the train sublimation method. Sublimation purification conditions were as follows: while flowing argon gas at a flow rate of 15 mL / min under a pressure of 2.6 Pa, the solid was heated at 3 15 °C. After sublimation purification, 2.34 g of the pale yellow solid of the target product was obtained with a yield of 89 %. The synthesis scheme of Step 3 is shown in (a-3) below.
[0244]
Chemical formula
[0245] In addition, the analysis results of the pale yellow solid obtained in Step 3 by nuclear magnetic resonance spectroscopy ( 1 1H-NMR) are shown below. Analysis results are shown below.
[0246] 1 1H-NMR. δ(CD2Cl2): 7.47 - 7.51 (m, 2H), 7.60 - 7. 69 (m, 5H), 7.79 - 7.89 (m, 6H), 8.05 (d, 1H), 8.10 -8.11 (m, 2H), 8.18 - 8.23 (m, 3H), 8.53 (s, 1H), 9 .16 (d, 1H), 9.32 (s, 1H).
[0247] (Reference Synthesis Example 2) The synthesis method of the organic compound 4-[3-(dibenzothiophen-4-yl) phenyl]-8-(naphthalen-2-yl)-[1]benzofuro[3,2-d]pyrimidine (abbreviation: 8βN-4mDBtPBfpm) that can be used in the present invention will be described. Incidentally, the structural formula of 8βN -4mDBtPBfpm is shown below.
[0248]
Chemical formula
[0249] <4-[3-(Dibenzothiophen-4-yl)phenyl]-8-(naphthalen-2-yl) -[1]benzofuro[3,2-d]pyrimidine (abbreviation: 8βN-4mDBtPBfp m) Synthesis> First, 1.5 g of 8-chloro-4-[3-(dibenzothiophen-4-yl)phenyl]-[1]be nzofuro[3,2-d]pyrimidine, 0.73 g of 2-naphthaleneboronic acid, 1.5 g of cesium fluoride, and 32 mL of mesitylene were added. The inside of a 100 mL three-necked flask was substituted with nitrogen, 70 mg of 2'-(dicyclohexylphosphino)acetophenone ethylene ketal and 89 mg of tris(dibenzylideneacetone)dipalladium(0) (abbreviation: Pd2(db a)3) were added, and the mixture was heated at 120 °C for 5 hours under a nitrogen stream. The resulting reaction product was filtered after adding water, and the filter cake was washed successively with water and ethanol.
[0250] This filter cake was dissolved in toluene and filtered using a filter aid filled in the order of celite, alumina, and celite. The solvent of the resulting solution was concentrated and recrystallized to obtain 1.5 g of the target light yellow solid in a yield of 64%. The synthesis scheme is shown in the following formula (b-1).
[0251]
Chemical formula
[0252] The obtained 1.5 g of the pale yellow solid was sublimation-purified by the train sublimation method. The sublimation purification conditions were as follows: The solid was heated at 290 °C while flowing argon gas at a flow rate of 10 mL / min under a pressure of 2.0 Pa. After sublimation purification, 0.60 g of the yellow solid of the target product was obtained in a recovery rate of 39%.
[0253] The analysis results of the obtained yellow solid by nuclear magnetic resonance spectroscopy ( 1 1H-NMR) are shown below.
[0254] 1 1H-NMR. δ (TCE-d2): 7.45 - 7.50 (m, 4H), 7.57 - 7. 62 (m, 2H), 7.72 - 7.93 (m, 8H), 8.03 (d, 1H), 8.10 (s, 1H), 8.17 (d, 2H), 8.60 (s, 1H), 8.66 (d, 1H), 8.98 (s, 1H), 9.28 (s, 1H).
[0255] (Reference Synthesis Example 3) The organic compound that can be used in the present invention, 10-[(3'-dibenzothiophen-4-yl yl)biphenyl-3-yl]naphtho[1',2':4,5]furo[2,3-b]pyrazine (abbreviation: 10mDBtBPNfpr) will be described. The structure of 10mDBtBPNfpr is shown below.
[0256]
Chemical formula
[0257] <Step 1; Synthesis of 5-chloro-3-(2-methoxynaphthalen-1-yl)pyrazine-2- amine> First, 5.01 g of 3-bromo-5-chloropyrazine-2-amine, 6.04 g of 2-methoxynaphthalen -1-boronic acid, 5.32 g of potassium fluoride, and 86 mL of dehydrated tetrahydrofuran were placed in a three-necked flask equipped with a reflux tube, and the inside was purged with nitrogen. After degassing by stirring under reduced pressure in the flask, 0.44 g of tris(dibenzylideneacetone)dipalladium(0) ( abbreviation: Pd2(dba)3), tri-tert-butylphosphine (abbreviation: P 3.4 mL of (tBu)3) was added, and the mixture was stirred at 80°C for 22 hours to allow the reaction to proceed.
[0258] After a predetermined time had elapsed, the resulting mixture was subjected to suction filtration, and the filtrate was concentrated. The mixture was purified by silica gel column chromatography using ethyl acetate / 10:1 as the developing solvent. The desired pyrazine derivative was obtained (yellowish white powder, yield 5.69 g, 83%). The synthesis scheme of 1 is shown in the following formula (c-1).
[0259] [ka]
[0260] Step 2: 10-chloronaphtho[1',2':4,5]furo[2,3-b]pyrazine Synthesis of> Next, 5-chloro-3-(2-methoxynaphthalen-1-yl) 5.69 g of pyrazin-2-amine, 150 mL of dehydrated tetrahydrofuran, and 150 mL of glacial acetic acid The flask was cooled to -10°C and then nitrous acid was added. 7.1 mL of tert-butyl acetate was added dropwise, and the mixture was stirred at -10°C for 1 hour and at 0°C for 3.5 hours. After a predetermined time has passed, 1 L of water is added to the resulting suspension, and the suspension is filtered by suction to obtain the desired pyrite. The azine derivative was obtained (yellowish white powder, yield 4.06 g, 81%). The formula is shown in formula (c-2) below.
[0261] [ka]
[0262] <Step 3: Synthesis of 10mDBtBPNfpr> Furthermore, 10-chloronaphtho[1',2':4,5]furo[2, 3-b] Pyrazine 1.18 g, 3'-(4-dibenzothiophene)-1,1'-biphenyl -3-boronic acid 2.75 g, 2M aqueous potassium carbonate solution 7.5 mL, toluene 60 mL, ethanol 6 mL were placed in a three-necked flask, and the inside was purged with nitrogen. The inside of the flask was degassed by stirring under reduced pressure and then 0.66 g of bis(triphenylphosphine)palladium(II) dichloride (abbreviation: Pd(PPh3)2Cl2) was added, and the mixture was stirred at 90 °C for 22.5 hours to effect the reaction. After a predetermined time had elapsed, the resulting suspension was suction filtered and washed with water and ethanol. The obtained solid
[0263] was dissolved in toluene and filtered through a filter aid composed of celite, alumina, and celite stacked in that order and then recrystallized from a mixed solvent of toluene and hexane to obtain the target product (white solid, yield 2.27 g, yield 87%). (White solid, yield 2.27 g, yield 87%).
[0264] The obtained 2.24 g of white solid was sublimation-purified by the train sublimation method. The sublimation purification conditions were as follows: while flowing argon gas at a flow rate of 16 mL / min under a pressure of 2.3 Pa, the solid was heated at 31 0 °C. After sublimation purification, the white solid of the target product was obtained in a yield of 1.69 g and a yield of 75%. The synthesis scheme of Step 3 is shown in the following formula (c-3). The synthesis scheme of Step 3 is shown in the following formula (c-3).
[0265]
Chemical formula
[0266] In addition, the analysis results of the white solid obtained in Step 3 by nuclear magnetic resonance spectroscopy 1 (1H-NMR) are shown below. From this, it was found that the organic compound represented by the above structural formula, 10mDBt BPNfpr was obtained. BPNfpr was obtained.
[0267] 1 H-NMR. δ(CDCl3): 7.43 (t, 1H), 7.48 (t, 1H), 7. 59 - 7.62 (m, 3H), 7.68 - 7.86 (m, 8H), 8.05 (d, 1H) , 8.12 (d, 1H), 8.18 (s, 1H), 8.20 - 8.24 (m, 3H), 8 .55 (s, 1H), 8.92 (s, 1H), 9.31 (d, 1H).
[0268] (Reference Synthesis Example 4) The organic compound used in Example 1, 8-(1,1'-biphenyl-4-yl)-4-[3- (dibenzothiophen-4-yl)phenyl]-[1]benzofuro[3,2-d]pyrimi dine (abbreviation: 8BP-4mDBtPBfpm) will be described. Note that 8B The structure of P-4mDBtPBfpm is shown below.
[0269] [Chemical formula]
[0270] <8-(1,1'-biphenyl-4-yl)-4-[3-(dibenzothiophen-4-yl yl)phenyl]-[1]benzofuro[3,2-d]pyrimidine synthesis> 8-chloro-4-[3-(dibenzothiophen-4-yl)phenyl]-[1]benzof ro[3,2-d]pyrimidine 1.37 g, 4-biphenylboronic acid 0.657 g, phosphoric tripotassium 1.91 g, diglyme 30 mL, t-butanol 0.662 g were placed in a three-necked flask and the inside of the flask was degassed by stirring under reduced pressure and then purged with nitrogen.
[0271] This mixture was heated to 60 °C, and palladium(II) acetate 23.3 mg, di(1-adamantyl 66.4 mg of (ethyl)-n-butylphosphine was added, and the mixture was stirred at 120°C for 27 hours. Water was added to the reaction mixture, which was then subjected to suction filtration. The residue was washed with water, ethanol, and toluene. The filtered material was dissolved in hot toluene and packed in the order of celite, alumina and celite. The resulting solution was concentrated to dryness and recrystallized from toluene to obtain The target product, a white solid, was obtained in an amount of 1.28 g and a yield of 74%.
[0272] 1.26 g of this white solid was purified by train sublimation. The conditions were a pressure of 2.56 Pa, argon gas flow rate of 10 mL / min, and The solid was heated at ℃. After purification by sublimation, 1.01 g of the target pale yellow solid was obtained with a recovery rate of 80%. The synthesis scheme is shown in the following formula (d-1).
[0273] [ka]
[0274] The pale yellow solid obtained in the above reaction was analyzed by nuclear magnetic resonance spectroscopy ( 1 H-NMR analysis results The results are shown below. From these results, it is possible to confirm that the organic compound represented by the above structural formula, 8BP-4mDB It was found that tPBfpm was obtained.
[0275] 1 H-NMR.δ(CDCl3):7.39(t,1H), 7.47-7.53(m,4 H), 7.63-7.67(m,2H), 7.68(d,2H), 7.75(d,2H) , 7.79-7.83(m,4H), 7.87(d,1H), 7.98(d,1H), 8 .02(d,1H), 8.23-8.26(m,2H), 8.57(s,1H), 8.7 3(d, 1H), 9.05(s, 1H), 9.34(s, 1H).
Explanation of symbols
[0276] 101: First electrode, 102: Second electrode, 103: EL layer, 103a, 103b: EL layer, 104: Charge generation layer, 111, 111a, 111b: Hole injection layer, 112, 112a , 112b: Hole transport layer, 113, 113a, 113b: Light-emitting layer, 114, 114a, 1 14b: Electron transport layer, 115, 115a, 115b: Electron injection layer, 200R, 200G, 200B: Optical distance, 201: First substrate, 202: Transistor (FET), 203R , 203G, 203B, 203W: Light-emitting device, 204: EL layer, 205: Second substrate , 206R, 206G, 206B: Color filter, 206R’, 206G’, 206B ’: Color filter, 207: First electrode, 208: Second electrode, 209: Black layer (black matrix), 210R, 210G: Conductive layer, 301: First substrate, 302: Pixel section, 303: Driving circuit section (source line driving circuit), 304a, 304b: Driving circuit section (gate line driving circuit), 305: Sealing material, 306: Second substrate, 307: Wiring, 30 8: FPC, 309: FET, 310: FET, 311: FET, 312: FET, 31 3: First electrode, 314: Insulator, 315: EL layer, 316: Second electrode, 317: Light-emitting device, 318: Space, 400: Substrate, 401: First organic compound, 402: Second organic compound, 403: Light-emitting substance, 404: Composition for light-emitting device, 405: Light-emitting substance, 90 0: Substrate, 901: First electrode, 902: EL layer, 903: Second electrode, 911: Hole injection layer, 912: Hole transport layer, 913: Light-emitting layer, 914: Electron transport layer, 915: Electron injection layer , 4000: Lighting device, 4001: Substrate, 4002: Light-emitting device, 4003: Substrate, 4 004: First electrode, 4005: EL layer, 4006: Second electrode, 4007: Electrode, 40 08: Electrode, 4009: Auxiliary wiring, 4010: Insulating layer, 4011: Sealing substrate, 4012: Sealing material, 4013: Desiccant, 4200: Lighting device, 4201: Substrate, 4202: Light-emitting de vice, 4203: Vice, 4204: First electrode, 4205: EL layer, 4206: Second electrode, 4207: Electrode, 4208: Electrode, 4209: Auxiliary wiring, 4210: Insulating layer, 4211: Sealing substrate, 4212: Sealing material, 4213: Barrier film, 4214: Planarization film, 5101: Light, 5 102: Wheel, 5103: Door, 5104: Display unit, 5105: Handle, 5106 : Shift lever, 5107: Seat cushion, 5108: Inner rearview mirror, 510 9: Windshield, 7000: Housing, 7001: Display unit, 7002: Second display unit, 70 03: Speaker, 7004: LED lamp, 7005: Operation key, 7006: Connection terminal, 7007: Sensor, 7008: Microphone, 7009: Switch, 7010: Infrared port, 7011: Recording medium reading unit, 7014: Antenna, 7015: Shutter button , 7016: Image receiving unit, 7018: Stand, 7022, 7023: Operation buttons, 702 4: Connection terminal, 7025: Band, 7026: Microphone, 7029: Sensor, 70 30: Speaker, 7052, 7053, 7054: Information, 9310: Portable information terminal, 93 11: Display unit, 9312: Display area, 9313: Hinge, 9315: Housing
Claims
1. A premix material for vapor deposition, which is obtained by mixing a first organic compound having a benzofurodiazine skeleton, a naphthofurodiazine skeleton, a phenanthrofurodiazine skeleton, a benzothienodiazine skeleton, a naphthothienodiazine skeleton, or a phenanthrothienodiazine skeleton, and a second organic compound which is an aromatic amine compound.
2. A premix material for vapor deposition, which is obtained by mixing a first organic compound having a furodiazine skeleton or a thienodiazine skeleton represented by any one of general formula (G1), general formula (G2), or general formula (G3), and a second organic compound which is an aromatic amine compound. 【Chemical 1】 (wherein Q represents oxygen or sulfur. Also, Ar 1 represents any one of substituted or unsubstituted benzene, substituted or unsubstituted naphthalene, substituted or unsubstituted phenanthrene, and substituted or unsubstituted chrysene. Also, R 1 to R 6 each independently represents hydrogen or a group having 1 to 100 carbon atoms in total, and at least one of R 1 and R 2 , at least one of R 3 and R 4 , or at least one of R 5 and R 6 each has a structure bonded to any one of a pyrrole ring structure, a furan ring structure, or a thiophene ring structure via a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenylene group.)
3. In Claim 2, Ar in the general formula (G1), the general formula (G2), or the general formula (G3) 1 is a vapor deposition premix material represented by any one of general formulas (t1) to (t4). [Chemical 2] (In the formula, R 11 to R 36 each independently represents any one of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted monocyclic saturated hydrocarbon group having 3 to 7 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaromatic hydrocarbon group having 3 to 12 carbon atoms. Further, * indicates the bonding portion with the 5-membered ring in any one of the general formulas (G1) to (G3).)
4. A premix material for vapor deposition, which is obtained by mixing a first organic compound having a benzofurodiazine skeleton represented by any one of general formula (G1-1), general formula (G2-1), or general formula (G3-1), and a second organic compound which is an aromatic amine compound. 【Chemical Formula 3】 (wherein, Ar 2 , Ar 3 , Ar 4 , and Ar 5 each independently represents a substituted or unsubstituted aromatic hydrocarbon ring, the number of carbon atoms forming the aromatic hydrocarbon ring is 6 or more and 25 or less, and when the aromatic hydrocarbon ring has a substituent, the substituent is any one of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a monocyclic saturated hydrocarbon group having 5 to 7 carbon atoms, a polycyclic saturated hydrocarbon group having 7 to 10 carbon atoms, or a cyano group. Also, m and n are each 0 or 1. Also, R 1 to R 6 each independently represents hydrogen or a group having 1 to 100 carbon atoms in total, and at least one of R 1 and R 2 , at least one of R 3 and R 4 , or at least one of R 5 and R 6 each has a structure bonded to any one of a pyrrole ring structure, a furan ring structure, or a thiophene ring structure via a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenylene group.)
5. In Claim 4, Ar 2 、 Ar 3 、 Ar 4 、 and Ar 5 is a vapor deposition premix material that is, independently of each other, a substituted or unsubstituted benzene ring or naphthalene ring.
6. In Claim 4 or Claim 5, Ar 2 、Ar 3 、Ar 4 、and Ar 5 are all the same premix materials for vapor deposition.
7. In any one of Claims 2 to 6, In the general formula (G1), the general formula (G2), the general formula (G3), the general formula (G1-1), the general formula (G2-1), or the general formula (G3-1), R 1 to R 6 each independently represents hydrogen or a group having 1 to 100 carbon atoms in total, and at least one of R 1 and R 2 , at least one of R 3 and R 4 , or at least one of R 5 and R 6 is a vapor deposition premix material having a structure that is bonded to any one of the general formulas (Ht-1) to (Ht-26) via a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenylene group, respectively. [Chemical Formula 4] (In the formula, Q represents oxygen or sulfur. Also, R 100 to R 169 each represent any one of substituents from 1 to 4, and each independently represents any one of hydrogen, an alkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms. Also, Ar 11 represents a substituted or unsubstituted benzene ring or naphthalene ring.)
8. In any one of Claims 1 to 7, The second organic compound is a premix material for vapor deposition having a triarylamine skeleton.
9. In any one of Claims 1 to 7, The second organic compound is a premix material for vapor deposition having a carbazole skeleton.
10. In any one of Claims 1 to 7, The second organic compound is a premix material for vapor deposition having a triarylamine skeleton and a carbazole skeleton.
11. In Claim 9 or Claim 10, The second organic compound is a premix material for vapor deposition which is a bicarbazole derivative.
12. In any one of Claims 9 to 11, The second organic compound is a premix material for vapor deposition which is a 3,3'-bicarbazole derivative.
13. In any one of Claims 1 to 12, The first organic compound and the second organic compound are a combination capable of forming an exciplex, which is a premix material for vapor deposition.
14. In any one of Claims 1 to 13, The first organic compound is mixed in a higher proportion than the second organic compound, which is a premix material for vapor deposition.
15. In any one of Claims 1 to 14, The first organic compound is a vapor deposition premix material having a smaller molecular weight than the second organic compound and a molecular weight difference of 200 or less.
Citation Information
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