Organic compound, light-emitting device, and display device

Abstract

Provided is a novel organic compound having excellent convenience, practicality, and reliability. The organic compound is represented by general formula (G0). In general formula (G0), X is a nitrogen atom or a carbon atom, when X is a carbon atom, X is bonded to hydrogen or a substituent, either one of R104 and R105 is a cyano group, at least one of R102 and R107 is an alkyl group having 1 to 6 carbon atoms, and R101 to R111 other than the above are each independently hydrogen or a substituent. The substituents are each independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group, or a hydroxyl group, and may be bonded to each other to form a ring. N is an integer from 1 to 3 (inclusive), and L is a ligand. # imgabs0 #

Description

Technical Field

[0001] One embodiment of the present invention relates to an organic compound, a light-emitting device, a display device, an electronic device, a light-emitting device, a lighting device, or a semiconductor device.

[0002] Note that one embodiment of the present invention is not limited to the above-mentioned technical field. The technical field of one embodiment of the invention disclosed in this specification, etc., relates to an object, method, or manufacturing method. In addition, one embodiment of the present invention relates to a process, machine, product, or composition of matter. Therefore, more specifically, as examples of the technical field of one embodiment of the present invention disclosed in this specification, semiconductor devices, display devices, light-emitting devices, power storage devices, storage devices, driving methods of these devices, or manufacturing methods of these devices can be cited. Background Art

[0003] For example, novel organic compounds containing twisted aromatic groups are known. The organic compounds contain 2-phenylpyridine ligands, wherein the twisted aromatic groups are contained particularly in the pyridine part of the ligands. Such compounds can be used as luminescent dopants in organic light-emitting devices (Patent Document 1). [Prior technical literature] [Patent Document]

[0004] [Patent Document 1] WO2010 / 028151 Summary of the invention Technical problem to be solved by the invention

[0005] One of the purposes of one embodiment of the present invention is to provide a novel organic compound with excellent convenience, practicality or reliability. In addition, one of the purposes of one embodiment of the present invention is to provide a novel light-emitting device with excellent convenience, practicality or reliability. In addition, one of the purposes of one embodiment of the present invention is to provide a novel display device with excellent convenience, practicality or reliability. In addition, one of the purposes of one embodiment of the present invention is to provide a novel electronic device with excellent convenience, practicality or reliability. In addition, one of the purposes of one embodiment of the present invention is to provide a novel light-emitting device with excellent convenience, practicality or reliability. In addition, one of the purposes of one embodiment of the present invention is to provide a novel lighting device with excellent convenience, practicality or reliability. In addition, one of the purposes of one embodiment of the present invention is to provide a novel organic compound, a novel light-emitting device, a novel display device, a novel electronic device, a novel light-emitting device, a novel lighting device or a novel semiconductor device.

[0006] Note that the description of these purposes does not prevent the existence of other purposes. Note that one embodiment of the present invention does not necessarily achieve all of the above purposes. Note that purposes other than the above can be known and extracted from the description of the specification, drawings, claims, etc. Solutions to technical problems

[0007] (1) One embodiment of the present invention is an organic compound represented by the general formula (G0).

[0008] [Chemical formula 1]

[0009] In the general formula (G0), X is a nitrogen atom or a carbon atom. When X is a carbon atom, X is bonded to hydrogen or a substituent.

[0010] In addition, R 104 and R 105 Any one of them is cyano, R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, and R 101 To R 111 are each independently hydrogen or a substituent.

[0011] The above substituents are each independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group, and may be bonded to each other to form a ring.

[0012] n is an integer of 1 to 3, and L is a ligand represented by the structural formula (L0).

[0013] [Chemical formula 2]

[0014] In the structural formula (L0), R 201 To R 208 Each independently represents hydrogen or an alkyl group having 1 to 6 carbon atoms. In the general formula (G0), hydrogen may be deuterium.

[0015] Thus, since the cyano group introduced into the phenyl group can stabilize the bond energy in the molecule, the thermal properties can be improved. In addition, since the cyano group introduced into the phenyl group stabilizes the energy of the molecular orbital, the emission wavelength can be adjusted. As a result, a novel organic compound with excellent convenience, practicality or reliability can be provided.

[0016] (2) Another embodiment of the present invention is an organic compound represented by the general formula (G1).

[0017] [Chemical formula 3]

[0018] In the general formula (G1), X is a nitrogen atom or a carbon atom. When X is a carbon atom, X is bonded to hydrogen or a substituent.

[0019] In addition, R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, and R 101 To R 111 are each independently hydrogen or a substituent.

[0020] The above substituents are each independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group, and may be bonded to each other to form a ring.

[0021] n is an integer of 1 to 3, and L is a ligand represented by the structural formula (L1).

[0022] [Chemical formula 4]

[0023] In the structural formula (L1), R 201 To R 208 Each independently represents hydrogen or an alkyl group having 1 to 6 carbon atoms. In the general formula (G1), hydrogen may be deuterium.

[0024] In the organic compound represented by the general formula (G1) having the above structure, R 102 or R 107 A steric hindrance effect is generated between the phenyl introduced into the cyano group and the phenylpyridine skeleton coordinated by iridium. Thus, the free rotation of the phenyl introduced into the cyano group can be suppressed, so that the thermal properties of the compound can be improved, such as thermal decomposition can be suppressed, and the decomposition caused by high temperature heating in the synthesis reaction can be suppressed, so that the yield of the synthesis can be improved. In addition, the sublimation without thermal decomposition can be improved. In addition, tolerance can be presented when used under a high temperature environment. In addition, by generating a twist between the phenyl introduced into the cyano group and the phenylpyridine skeleton coordinated by iridium, the luminous wavelength can be shortened. In addition, high luminous efficiency can be achieved. As a result, a novel organic compound with excellent convenience, practicality or reliability can be provided.

[0025] (3) Another embodiment of the present invention is an organic compound represented by the general formula (G2).

[0026] [Chemical formula 5]

[0027] In the general formula (G2), R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, and R 102 To R 112 are each independently hydrogen or a substituent.

[0028] The above substituents are each independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group, and may be bonded to each other to form a ring.

[0029] Furthermore, in the general formula (G2), all hydrogen atoms may be deuterium atoms.

[0030] Thus, the synthesis steps can be shortened and the yield can be improved. In addition, molecular orientation can be easily performed and the luminous efficiency can be improved. As a result, a novel organic compound with excellent convenience, practicality or reliability can be provided.

[0031] (4) In addition, one embodiment of the present invention is an organic compound represented by the general formula (G3).

[0032] [Chemical formula 6]

[0033] In the general formula (G3), R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, and R 102 To R 112 are each independently hydrogen or a substituent.

[0034] The above substituents are each independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group, and may be bonded to each other to form a ring.

[0035] Furthermore, in the general formula (G3), all hydrogen atoms may be deuterium atoms.

[0036] This can improve the yield of the synthesis. As a result, a novel organic compound excellent in convenience, practicality or reliability can be provided.

[0037] (5) Another embodiment of the present invention is an organic compound represented by the general formula (G4).

[0038] [Chemical formula 7]

[0039] In the general formula (G4), R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, and R 102 To R 107 are each independently hydrogen or a substituent.

[0040] The above substituents are each independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group, and may be bonded to each other to form a ring.

[0041] Furthermore, in the general formula (G4), all hydrogen atoms may be deuterium atoms.

[0042] Thus, even when a homoleptic structure is adopted, thermal stability can be improved. As a result, a novel organic compound having excellent convenience, practicality or reliability can be provided.

[0043] (6) In addition, one embodiment of the present invention is a light-emitting device including a first electrode, a second electrode, and a first unit, wherein the first unit is sandwiched between the first electrode and the second electrode, and the first unit includes the above-mentioned organic compound.

[0044] Thus, the first unit includes an organic compound of one embodiment of the present invention. In addition, because the emission spectrum of the organic compound of one embodiment of the present invention includes light with a wavelength shorter than 500nm, energy can be efficiently transferred to the fluorescent light-emitting material when used together with the fluorescent light-emitting material. In addition, the phenomenon that the brightness of the light-emitting device decreases with use can be suppressed. In addition, the reliability of the light-emitting device can be improved. In addition, the reliability of the light-emitting device at a temperature higher than room temperature can be improved. As a result, a novel light-emitting device with excellent convenience, practicality or reliability can be provided.

[0045] (7) In addition, one embodiment of the present invention is a display device including a first light-emitting device and a second light-emitting device.

[0046] The first light emitting device includes a third electrode, a fourth electrode, a second unit and a first layer. The second unit is sandwiched between the third electrode and the fourth electrode, and the first layer is sandwiched between the second unit and the third electrode.

[0047] The second unit includes the above-mentioned organic compound, and the first layer includes a second organic compound containing a halogen group or a cyano group or a transition metal oxide.

[0048] The second light emitting device is adjacent to the first light emitting device, and the second light emitting device includes a fifth electrode, a sixth electrode, a third unit, and a second layer. There is a gap between the fifth electrode and the third electrode. In addition, the third unit is sandwiched between the sixth electrode and the fifth electrode, and the third unit includes a light emitting material. In addition, the second layer is sandwiched between the third unit and the fifth electrode.

[0049] The second layer includes a second organic compound or a transition metal oxide, and has a region between the second layer and the first layer, the region being thinner than the first layer, and the region overlaps with the gap.

[0050] Thus, for example, the current flowing through the thinner region can be suppressed. In addition, the current flowing between the first layer and the second layer can be suppressed. In addition, the phenomenon that the adjacent second light-emitting device emits light unintentionally while the first light-emitting device is operating can be suppressed. As a result, a novel display device with excellent convenience, practicality or reliability can be provided.

[0051] (8) Another embodiment of the present invention is a display device including a first functional layer and a second functional layer.

[0052] The first functional layer overlaps with the second functional layer, the first functional layer includes a first pixel circuit and a second pixel circuit, and the second functional layer includes a first light emitting device and a second light emitting device.

[0053] The first light emitting device comprises a third electrode, a fourth electrode and a second unit, wherein the second unit is sandwiched between the third electrode and the fourth electrode, the second unit comprises the above-mentioned organic compound, and the third electrode is electrically connected to the first pixel circuit.

[0054] The second light emitting device includes a fifth electrode, a sixth electrode and a third unit, wherein the third unit is sandwiched between the fifth electrode and the sixth electrode, the fifth electrode is electrically connected to the second pixel circuit, and the sixth electrode is electrically connected to the fourth electrode.

[0055] In the drawings of this specification, the components are classified according to their functions and shown as block diagrams that are independent of each other. However, it is difficult to completely divide the actual components according to their functions, and one component may involve multiple functions.

[0056] In addition, the light-emitting device in this specification includes an image display device using a light-emitting device. In addition, the light-emitting device sometimes includes the following modules: a module in which a light-emitting device is equipped with a connector such as an anisotropic conductive film or TCP (Tape Carrier Package); a module in which a printed circuit board is provided at the end of the TCP; a module in which an IC (integrated circuit) is directly mounted on the light-emitting device by COG (Chip On Glass). Furthermore, a lighting device, etc. sometimes includes a light-emitting device. Effects of the Invention

[0057] According to one embodiment of the present invention, a novel organic compound having excellent convenience, practicality or reliability can be provided. In addition, according to one embodiment of the present invention, a novel light-emitting device having excellent convenience, practicality or reliability can be provided. In addition, according to one embodiment of the present invention, a novel display device having excellent convenience, practicality or reliability can be provided. In addition, according to one embodiment of the present invention, a novel electronic device having excellent convenience, practicality or reliability can be provided. In addition, according to one embodiment of the present invention, a novel light-emitting device having excellent convenience, practicality or reliability can be provided. In addition, according to one embodiment of the present invention, a novel lighting device having excellent convenience, practicality or reliability can be provided. In addition, according to one embodiment of the present invention, a novel organic compound can be provided. In addition, according to one embodiment of the present invention, a novel light-emitting device can be provided. In addition, according to one embodiment of the present invention, a novel display device can be provided. In addition, according to one embodiment of the present invention, a novel electronic device can be provided. In addition, according to one embodiment of the present invention, a novel light-emitting device can be provided. In addition, according to one embodiment of the present invention, a novel lighting device can be provided.

[0058] Note that the description of these effects does not prevent the existence of other effects. Note that one embodiment of the present invention does not necessarily have all of the above effects. Note that effects other than the above can be known and extracted from the description of the specification, drawings, claims, etc. BRIEF DESCRIPTION OF THE DRAWINGS

[0059] Figure 1A and Figure 1B is a diagram illustrating a structure of a light emitting device according to an embodiment. Figure 2A and Figure 2B is a diagram illustrating a structure of a light emitting device according to an embodiment. Figure 3A and Figure 3B It is a diagram illustrating the structure of a display device according to an embodiment. Figure 4A and Figure 4B It is a diagram illustrating the structure of a display device according to an embodiment. FIG. 5A to FIG. 5C It is a diagram for explaining the structure of the device according to the embodiment. Figure 6 It is a diagram for explaining the structure of the device according to the embodiment. Fig. 7A and Figure 7B It is a diagram for explaining the structure of the device according to the embodiment. Fig. 8A and Figure 8BFIG. 1 is a diagram illustrating a structure of an active matrix light-emitting device according to an embodiment. Fig.9A and Fig. 9B FIG. 1 is a diagram illustrating a structure of an active matrix light-emitting device according to an embodiment. Fig.10 FIG. 1 is a diagram illustrating a structure of an active matrix light-emitting device according to an embodiment. Fig.11A and Fig. 11B FIG. 1 is a diagram illustrating a structure of a passive matrix light-emitting device according to an embodiment. Fig. 12A and Fig. 12B It is a diagram illustrating the structure of a lighting device according to an embodiment. FIG. 13A to FIG. 13D It is a diagram illustrating a structure of an electronic device according to an embodiment. FIG. 14A to FIG. 14C It is a diagram illustrating a structure of an electronic device according to an embodiment. Fig.15 It is a diagram illustrating the structure of a lighting device according to an embodiment. Fig.16 It is a diagram illustrating the structure of a lighting device according to an embodiment. Fig.17 It is a diagram for explaining the structure of the vehicle-mounted display device and the lighting device according to the embodiment. 18A to 18C It is a diagram illustrating a structure of an electronic device according to an embodiment. Fig.19 is a diagram illustrating a proton NMR spectrum of an organic compound according to an example. Fig. 20 1 and 2 are diagrams illustrating absorption spectra and emission spectra of organic compounds according to examples. Fig.21 is a diagram illustrating a proton NMR spectrum of an organic compound according to an example. Fig. 22 1 and 2 are diagrams illustrating absorption spectra and emission spectra of organic compounds according to examples. Fig.23 is a diagram illustrating a proton NMR spectrum of an organic compound according to an example. Fig.24 1 and 2 are diagrams illustrating absorption spectra and emission spectra of organic compounds according to examples. Fig.25 is a diagram illustrating a proton NMR spectrum of an organic compound according to an example. Fig.26 1 and 2 are diagrams illustrating absorption spectra and emission spectra of organic compounds according to examples. FIG. 27 is a diagram illustrating a structure of a light emitting device according to an embodiment. Fig.28 is a graph illustrating current density-luminance characteristics of a light emitting device according to an embodiment. Fig.29 is a graph illustrating luminance-current efficiency characteristics of a light emitting device according to an embodiment. Fig.30 is a graph illustrating voltage-luminance characteristics of a light emitting device according to an embodiment. Fig.31 is a graph illustrating voltage-current characteristics of a light emitting device according to an embodiment. Fig.32 is a graph illustrating luminance-external quantum efficiency characteristics of a light emitting device according to an embodiment. Fig.33 is a diagram illustrating an emission spectrum of a light emitting device according to an embodiment. Fig.34 is a graph illustrating a change in normalized luminance of a light emitting device according to an embodiment over time. Modes for Carrying Out the Invention

[0060] The organic compound according to one embodiment of the present invention is represented by General Formula (G0).

[0061] [Chemical formula 8]

[0062] In the general formula (G0), X is a nitrogen atom or a carbon atom. When X is a carbon atom, X is bonded to hydrogen or a substituent. 104 and R 105 Any one of them is cyano, R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, and R 101 To R 111 Each of the substituents is independently hydrogen or a substituent. The substituents are independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group, and may be bonded to each other to form a ring. n is an integer of 1 to 3, and L is a ligand.

[0063] Therefore, R 102 or R 107A steric hindrance effect is generated between the phenyl introduced into the cyano group and the phenylpyridine skeleton coordinated by iridium. In addition, the free rotation of the phenyl introduced into the cyano group can be suppressed, so that the thermal properties of the compound can be improved, such as thermal decomposition can be suppressed, and the decomposition caused by high temperature heating in the synthesis reaction can be suppressed, so that the yield of the synthesis can be improved. In addition, the sublimation without thermal decomposition can be improved. In addition, tolerance can be presented when used under a high temperature environment. In addition, a torsion is generated between the phenyl introduced into the cyano group and the phenylpyridine skeleton coordinated by iridium. In addition, the emission wavelength can be shortened. In addition, high luminous efficiency can be achieved. As a result, a novel organic compound with excellent convenience, practicality or reliability can be provided.

[0064] The embodiments are described in detail with reference to the accompanying drawings. Note that the present invention is not limited to the following description, and a person skilled in the art can easily understand that the method and details can be transformed into various forms without departing from the purpose and scope of the present invention. Therefore, the present invention should not be interpreted as being limited to the contents described in the embodiments shown below. Note that in the inventive structure described below, the same symbols are used in different drawings to represent the same parts or parts with the same functions, and repeated descriptions are omitted.

[0065] (Implementation Method 1) In this embodiment, an organic compound which is one embodiment of the present invention is described.

[0066] <Example 1 of organic compound> The organic compound according to one embodiment of the present invention described in this embodiment is represented by General Formula (G0).

[0067] [Chemical formula 9]

[0068] In the general formula (G0), X is a nitrogen atom or a carbon atom. When X is a carbon atom, X is bonded to hydrogen or a substituent.

[0069] In R 101 To R 111 In, R 104 and R 105 Any one of them is cyano, R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, and R 101 To R 111 are each independently hydrogen or a substituent.

[0070] In addition, the hydrogen may be replaced by deuterium. In addition, as the above-mentioned alkyl group having 1 to 6 carbon atoms, for example, methyl, ethyl, propyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, etc. may be mentioned. In addition, the hydrogen in the alkyl group having 1 to 6 carbon atoms may be partially or completely replaced by deuterium.

[0071] In addition, when X is a carbon atom, the substituent bonded to X and R 101 To R 111 Each of them is independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group. In addition, the above substituents may be bonded to each other to form a ring.

[0072] Examples of the alkyl group having 1 to 6 carbon atoms include methyl, ethyl, propyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl and hexyl.

[0073] In addition, examples of the cycloalkyl group having 3 to 7 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 1-methylcyclohexyl, 2,6-dimethylcyclohexyl, cycloheptyl, cyclooctyl, etc. When they have a substituent, examples of the substituent include an alkyl group having 1 to 6 carbon atoms and a phenyl group.

[0074] In addition, examples of the aryl group having 6 to 13 carbon atoms include phenyl, o-tolyl, m-tolyl, p-tolyl, mesityl, o-biphenyl, m-biphenyl, p-biphenyl, 1-naphthyl, 2-naphthyl, fluorenyl, etc. When they include a substituent, examples of the substituent include alkyl groups having 1 to 6 carbon atoms and phenyl groups.

[0075] In addition, examples of the heteroaryl group having 1 to 5 carbon atoms include pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl, etc. When they have a substituent, examples of the substituent include alkyl groups having 1 to 6 carbon atoms and phenyl groups.

[0076] Examples of the amino group include a methylamino group, an ethylamino group, an isopropylamino group, an isobutylamino group, a phenylamino group, and a 2,6-dimethylphenylamino group.

[0077] Throughout this specification, when X is a carbon atom, the substituents bonded to X and R 101 To R 111 The above description of refers to the description of the substituent in the organic compound of one embodiment of the present invention.

[0078] n is an integer of 1 to 3, and L is a ligand represented by the structural formula (L0).

[0079] [Chemical formula 10]

[0080] In the structural formula (L0), R 201 To R 208 Each independently represents hydrogen or an alkyl group having 1 to 6 carbon atoms. The hydrogen may be substituted by deuterium. In addition, as the above-mentioned alkyl group having 1 to 6 carbon atoms, for example, methyl, ethyl, propyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, etc. may be cited. In addition, the hydrogen in the alkyl group having 1 to 6 carbon atoms may be partially or completely substituted by deuterium. When n is 1 or 2, for example, 2-phenylpyridine may be used for the ligand L.

[0081] Furthermore, in the general formula (G0), all hydrogen atoms may be deuterium atoms.

[0082] Specific examples of the organic compound having the above structure are shown below.

[0083] [Chemical formula 11]

[0084] <Example 2 of organic compound> Furthermore, the organic compound according to one embodiment of the present invention is represented by General Formula (G1).

[0085] [Chemical formula 12]

[0086] In the general formula (G1), X is a nitrogen atom or a carbon atom. When X is a carbon atom, X is bonded to hydrogen or a substituent.

[0087] R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, and R 101 To R 111 Each independently represents hydrogen or a substituent. In addition, the substituents may be bonded to each other to form a ring.

[0088] The substituents are each independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group.

[0089] n is an integer of 1 to 3, and L is a ligand represented by the structural formula (L1).

[0090] [Chemical formula 13]

[0091] In the structural formula (L1), R 201 To R 208 Each is independently hydrogen or an alkyl group having 1 to 6 carbon atoms.

[0092] Furthermore, in the general formula (G1), all hydrogen atoms may be deuterium atoms.

[0093] Therefore, R 102 or R 107 A steric hindrance effect is generated between the phenyl introduced into the cyano group and the phenylpyridine skeleton coordinated by iridium. In addition, the free rotation of the phenyl introduced into the cyano group can be suppressed, so that the thermal properties of the compound can be improved, such as thermal decomposition can be suppressed, and the decomposition caused by high temperature heating in the synthesis reaction can be suppressed, so that the yield of the synthesis can be improved. In addition, the sublimation without thermal decomposition can be improved. In addition, tolerance can be presented when used under a high temperature environment. In addition, a torsion is generated between the phenyl introduced into the cyano group and the phenylpyridine skeleton coordinated by iridium. In addition, the emission wavelength can be shortened. In addition, high luminous efficiency can be achieved. As a result, a novel organic compound with excellent convenience, practicality or reliability can be provided.

[0094] Specific examples of the organic compound having the above structure are shown below.

[0095] [Chemical formula 14]

[0096] <Example 3 of organic compound> Furthermore, the organic compound according to one embodiment of the present invention is represented by General Formula (G2).

[0097] [Chemical formula 15]

[0098] In the general formula (G2), R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, and R 102 To R 112 Each independently represents hydrogen or a substituent. In addition, the substituents may be bonded to each other to form a ring.

[0099] The substituents are each independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group.

[0100] Furthermore, in the general formula (G2), all hydrogen atoms may be deuterium atoms.

[0101] Specific examples of the organic compound having the above structure are shown below.

[0102] [Chemical formula 16]

[0103] <Example 4 of organic compound> Furthermore, the organic compound according to one embodiment of the present invention is represented by General Formula (G3).

[0104] [Chemical formula 17]

[0105] In the general formula (G3), R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, and R 102 To R 112 Each independently represents hydrogen or a substituent. In addition, the substituents may be bonded to each other to form a ring.

[0106] The substituents are each independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group.

[0107] Furthermore, in the general formula (G3), all hydrogen atoms may be deuterium atoms.

[0108] Specific examples of the organic compound having the above structure are shown below.

[0109] [Chemical formula 18]

[0110] [Chemical formula 19]

[0111] [Chemical formula 20]

[0112] [Chemical formula 21]

[0113] [Chemical formula 22]

[0114] <Example 5 of Organic Compound> Furthermore, the organic compound according to one embodiment of the present invention is represented by General Formula (G4).

[0115] [Chemical formula 23]

[0116] In the general formula (G4), R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, and R 102 To R 107 Each independently represents hydrogen or a substituent. In addition, the substituents may be bonded to each other to form a ring.

[0117] The substituents are each independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group.

[0118] Furthermore, in the general formula (G4), all hydrogen atoms may be deuterium atoms.

[0119] Thus, even when an isotropic structure is adopted, thermal stability can be improved. As a result, a novel organic compound having excellent convenience, practicality or reliability can be provided.

[0120] Specific examples of the organic compound having the above structure are shown below.

[0121] [Chemical formula 24]

[0122] <Examples of Synthesis Methods of Organic Compounds> A method for synthesizing an organic compound according to one embodiment of the present invention will be described. Note that the synthesis method is not limited to this, and other synthesis methods or known synthesis methods may be used for synthesis.

[0123] <<Method for synthesizing organic compounds represented by general formula (G0)>> By using the method represented by the following synthesis scheme (a), the organic compound represented by the general formula (G0) can be synthesized.

[0124] [Chemical formula 25]

[0125] In the general formula (G0), X is a nitrogen atom or a carbon atom. When X is a carbon atom, X is bonded to hydrogen or a substituent.

[0126] In addition, R 104 and R 105 Any one of them is cyano, R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, and R 101 To R 111 are each independently hydrogen or a substituent.

[0127] The above substituents are each independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group, and may be bonded to each other to form a ring.

[0128] n is an integer of 1 to 3, and L is a ligand represented by the structural formula (L0).

[0129] [Chemical formula 26]

[0130] In the structural formula (L0), R 201 To R 208 Each independently represents hydrogen or an alkyl group having 1 to 6 carbon atoms. In the general formula (G0), hydrogen may be deuterium.

[0131] For example, as shown in synthesis scheme (a), a pyridine derivative represented by the general formula (Gpy0) can be mixed with an iridium metal compound containing a halogen (iridium chloride hydrate, ammonium hexachloroiridate, etc.) or an iridium organometallic complex (acetylacetonate complex, diethyl sulfide complex, etc.) and then heated to synthesize an organic compound represented by the general formula (G0).

[0132] In addition, the pyridine derivative represented by the general formula (Gpy0) and the iridium metal compound containing a halogen or an iridium organometallic complex can be dissolved in an alcohol solvent (glycerol, ethylene glycol, 2-methoxyethanol, 2-ethoxyethanol, etc.) and then heated to synthesize the organic compound represented by the general formula (G0).

[0133] [Chemical formula 27]

[0134] In the above synthesis scheme (a), X is a nitrogen atom or a carbon atom. When X is a carbon atom, X is bonded to hydrogen or a substituent.

[0135] In addition, R 104 and R 105 Any one of them is cyano, R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, and R 101 To R 111 are each independently hydrogen or a substituent.

[0136] The above substituents are each independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group, and may be bonded to each other to form a ring.

[0137] n is an integer of 1 to 3, and L is a ligand represented by the structural formula (L0).

[0138] [Chemical formula 28]

[0139] In the structural formula (L0), R 201 To R 208 Each independently represents hydrogen or an alkyl group having 1 to 6 carbon atoms. In the general formula (G0), hydrogen may be deuterium.

[0140] Since many of the above compounds (Gpy0) and (L0) are sold on the market or can be synthesized, many pyridine derivatives represented by the general formula (G0) can be synthesized. Therefore, the organometallic complex of one embodiment of the present invention has a feature of having a rich variety of ligands.

[0141] Note that this embodiment mode can be combined with other embodiment modes described in this specification as appropriate.

[0142] (Implementation Method 2) In this embodiment, refer to Figure 1A and Figure 1B The structure of a light emitting device 550X according to one embodiment of the present invention will be described.

[0143] Figure 1A is a cross-sectional view illustrating the structure of a light-emitting device according to one embodiment of the present invention, Figure 1B This is a diagram illustrating energy levels of materials used in a light-emitting device according to one embodiment of the present invention.

[0144] <Structural Example of Light-Emitting Device 550X> The light-emitting device 550X described in this embodiment includes an electrode 551X, an electrode 552X, and a unit 103X. The electrode 552X overlaps with the electrode 551X, and the unit 103X is sandwiched between the electrode 552X and the electrode 551X.

[0145] <Configuration Example of Unit 103X> The unit 103X has a single-layer structure or a stacked-layer structure. For example, the unit 103X includes a layer 111X, a layer 112, and a layer 113 (see Figure 1A ). The unit 103X has a function of emitting light ELX.

[0146] The layer 111X is sandwiched between the layer 113 and the layer 112 , the layer 113 is sandwiched between the electrode 552X and the layer 111X, and the layer 112 is sandwiched between the layer 111X and the electrode 551X.

[0147] For example, a layer selected from layers having functions such as a light-emitting layer, a hole transport layer, an electron transport layer, and a carrier blocking layer can be used for the unit 103X. In addition, a layer selected from functional layers such as a hole injection layer, an electron injection layer, an exciton blocking layer, and a charge generation layer can be used for the unit 103X.

[0148] <<Structural Example of Layer 112>> For example, a material having a hole transport property can be used for layer 112. In addition, layer 112 can be referred to as a hole transport layer. Note that a material having a larger band gap than the light-emitting material in layer 111X is preferably used for layer 112. Therefore, energy transfer from excitons generated in layer 111X to layer 112 can be suppressed.

[0149] [Material with hole transport property] The hole mobility can be increased to 1×10 -6 cm 2 / Vs or more are used for materials having hole transport properties.

[0150] For example, an amine compound or an organic compound having a π-electron-rich heteroaromatic ring skeleton can be used for a material having hole transport properties. Specifically, a compound having an aromatic amine skeleton, a compound having a carbazole skeleton, a compound having a thiophene skeleton, a compound having a furan skeleton, etc. can be used. In particular, a compound having an aromatic amine skeleton or a compound having a carbazole skeleton has good reliability and high hole transport properties and helps to reduce the driving voltage, so it is preferred.

[0151] As the compound having an aromatic amine skeleton, for example, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (abbreviation: NPB), N,N'-diphenyl-N,N'-bis(3-methylphenyl)"4,4'-diaminobiphenyl (abbreviation: TPD), 4,4'-bis(9,9'-spirobi[9H-fluorene]-2-yl)-N,N'-diphenyl-4-4'-diaminobiphenyl (abbreviation: BSPB), 4-phenyl-4'-(9-phenylfluorene-9-yl)triphenylamine (abbreviation: BPAFLP), 4-phenyl-3'-(9-phenylfluorene-9-yl)triphenylamine (abbreviation: mBPAFLP), 4-phenyl-4'-(9-phenyl-9H-carbazole-3-yl)triphenylamine (abbreviation: PCBA) can be used. 1BP), 4,4'-diphenyl-4"-(9-phenyl-9H-carbazole-3-yl)triphenylamine (abbreviated as: PCBBi1BP), 4-(1-naphthyl)-4'-(9-phenyl-9H-carbazole-3-yl)triphenylamine (abbreviated as: PCBANB), 4,4'-di(1-naphthyl)-4"-(9-phenyl-9H-carbazole-3-yl)triphenylamine (abbreviated as: PCBNBB), 9,9-dimethyl-N-phenyl-N-[4-(9-phenyl-9H-carbazole-3-yl)phenyl]fluorene-2-amine (abbreviated as: PCBAF), N-phenyl-N-[4-(9-phenyl-9H-carbazole-3-yl)phenyl]-9,9'-spirobi[9H-fluorene]-2-amine' (abbreviated as: PCBASF), etc.

[0152] As compounds having a carbazole skeleton, for example, 1,3-bis(N-carbazolyl)benzene (abbreviated as mCP), 4,4'-bis(N-carbazolyl)biphenyl (abbreviated as CBP), 3,6-bis(3,5-diphenylphenyl)-9-phenylcarbazole (abbreviated as CzTP), 9,9'-diphenyl-9H,9'H-3,3'-bicarbazole' (abbreviated as PCCP), etc. can be used.

[0153] As compounds having a thiophene skeleton, for example, 4,4',4"-(benzene-1,3,5-triyl)tris(dibenzothiophene) (abbreviation: DBT3P-II), 2,8-diphenyl-4-[4-(9-phenyl-9H-fluorene-9-yl)phenyl]dibenzothiophene (abbreviation: DBTFLP-III), 4-[4-(9-phenyl-9H-fluorene-9-yl)phenyl]-6-phenyldibenzothiophene (abbreviation: DBTFLP-IV), etc. can be used.

[0154] As the compound having a furan skeleton, for example, 4,4',4"-(benzene-1,3,5-triyl)tris(dibenzofuran) (abbreviation: DBF3P-II), 4-{3-[3-(9-phenyl-9H-fluorene-9-yl)phenyl]phenyl}dibenzofuran (abbreviation: mmDBFFLBi-II), etc. can be used.

[0155] <<Structural Example of Layer 113>> For example, a material having an electron transport property, a material having an anthracene skeleton, a mixed material, or the like can be used for layer 113. In addition, layer 113 can be referred to as an electron transport layer. Note that a material having a larger band gap than the light-emitting material in layer 111X is preferably used for layer 113. Therefore, energy transfer from excitons generated in layer 111X to layer 113 can be suppressed.

[0156] [Materials with electron transport properties] For example, the following material can be suitably used as the material having electron transport property: under the condition that the square root of the electric field intensity [V / cm] is 600, the electron mobility is 1×10 -7 cm 2 / Vs or above and 5×10 -5 cm 2 / Vs or less. Thus, the transportability of electrons in the electron transport layer can be controlled. In addition, the amount of electrons injected into the light-emitting layer can be controlled. In addition, the light-emitting layer can be prevented from becoming in a state of having too many electrons.

[0157] For example, a metal complex or an organic compound having a π-electron-deficient heteroaromatic ring skeleton can be used for the material having an electron transport property.

[0158] As metal complexes, for example, bis(10-hydroxybenzo[h]quinolinolato)beryllium(II) (abbreviation: BeBq2), bis(2-methyl-8-hydroxyquinolinolato)(4-phenylphenol)aluminum(III) (abbreviation: BAlq), bis(8-hydroxyquinolinolato)zinc(II) (abbreviation: Znq), bis[2-(2-benzoxazolyl)phenol]zinc(II) (abbreviation: ZnPBO), bis[2-(2-benzothiazolyl)phenol]zinc(II) (abbreviation: ZnBTZ), etc. can be used.

[0159] As an organic compound including a π-electron-deficient heteroaromatic ring skeleton, for example, a heterocyclic compound having a polyazole skeleton, a heterocyclic compound having a diazine skeleton, a heterocyclic compound having a pyridine skeleton, a heterocyclic compound having a triazine skeleton, etc. can be used. In particular, a heterocyclic compound having a diazine skeleton or a heterocyclic compound having a pyridine skeleton has good reliability, so it is preferred. In addition, a heterocyclic compound having a diazine (pyrimidine or pyrazine) skeleton has high electron transport properties, thereby reducing the driving voltage.

[0160] As heterocyclic compounds having a polyazole skeleton, for example, 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 3-(4-biphenylyl)-4-phenyl-5-(4-tert-butylphenyl)-1,2,4-triazole (abbreviation: TAZ), 1,3-bis[5-(p-tert-butylphenyl)-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), 2,2',2"-(1,3,5-benzenetriyl)tris(1-phenyl-1H-benzimidazole) (abbreviation: TPBI), 2-[3-(dibenzothiophene-4-yl)phenyl]-1-phenyl-1H-benzimidazole (abbreviation: mDBTBIm-II), etc. can be used.

[0161] As heterocyclic compounds having a dioxazine skeleton, for example, 2-[3-(dibenzothiophene-4-yl)phenyl]dibenzo[f,h]quinoxaline (abbreviation: 2mDBTPDBq-II), 2-[3'-(dibenzothiophene-4-yl)biphenyl-3-yl]dibenzo[f,h]quinoxaline (abbreviation: 2mDBTBPDBq-II), 2-[3'-(9H-carbazole-9-yl)biphenyl-3-yl]dibenzo[ f, h]quinoxaline (abbreviation: 2mCzBPDBq), 4,6-bis[3-(phenanthrene-9-yl)phenyl]pyrimidine (abbreviation: 4,6mPnP2Pm), 4,6-bis[3-(4-dibenzothiophene)phenyl]pyrimidine (abbreviation: 4,6mDBTP2Pm-II), 4,8-bis[3-(dibenzothiophene-4-yl)phenyl]-benzo[h]quinazoline (abbreviation: 4,8mDBtP2Bqn), etc.

[0162] As the heterocyclic compound having a pyridine skeleton, for example, 3,5-bis[3-(9H-carbazol-9-yl)phenyl]pyridine (abbreviation: 35DCzPPy), 1,3,5-tris[3-(3-pyridyl)phenyl]benzene (abbreviation: TmPyPB) and the like can be used.

[0163] As heterocyclic compounds having a triazine skeleton, for example, 2-[3'-(9,9-dimethyl-9H-fluorene-2-yl)'biphenyl-3-yl]-4,6-diphenyl-1,3,5-triazine (abbreviated as mFBPTzn), 2-[(1,1'-biphenyl)-4-yl]-4-phenyl-6-[9,9'-spirobi(9H-fluorene)-2-yl]-1,3,5-triazine (abbreviated as BP-SF Tzn), 2-{3-[3-(benzo[b]naphtho[1,2-d]furan-8-yl)phenyl]phenyl}-4,6-diphenyl-1,3,5-triazine (abbreviated as: mBnfBPTzn), 2-{3-[3-(benzo[b]naphtho[1,2-d]furan-6-yl)phenyl]phenyl}-4,6-diphenyl-1,3,5-triazine (abbreviated as: mBnfBPTzn-02), etc.

[0164] [Material having anthracene skeleton] An organic compound having an anthracene skeleton can be used for the layer 113. In particular, an organic compound having both an anthracene skeleton and a heterocyclic skeleton can be preferably used.

[0165] For example, an organic compound having both an anthracene skeleton and a nitrogen-containing five-membered ring skeleton can be used for layer 113. In addition, an organic compound having both a nitrogen-containing five-membered ring skeleton containing two hetero atoms in the ring and an anthracene skeleton can be used for layer 113. Specifically, a pyrazole ring, an imidazole ring, an oxazole ring, a thiazole ring, or the like can be suitably used for the heterocyclic skeleton.

[0166] Furthermore, for example, an organic compound having both an anthracene skeleton and a nitrogen-containing six-membered ring skeleton can be used for the layer 113. Furthermore, an organic compound having both a nitrogen-containing six-membered ring skeleton containing two hetero atoms in the ring and an anthracene skeleton can be used for the layer 113. Specifically, a pyrazine ring, a pyridine ring, a pyridazine ring, or the like can be suitably used for the heterocyclic skeleton.

[0167] [Structure example of mixed materials] Alternatively, a material obtained by mixing a plurality of substances may be used for the layer 113. Specifically, a mixed material including an alkali metal, an alkali metal compound, or an alkali metal complex and a substance having an electron-transporting property may be used for the layer 113. Note that the highest occupied molecular orbital (HOMO) energy level of the material having an electron-transporting property is preferably not less than -6.0 eV.

[0168] The alkali metal, the alkali metal compound, or the alkali metal complex is preferably present so as to have a concentration difference in the thickness direction of the layer 113 (including a case where the concentration difference is 0).

[0169] For example, a metal complex having an 8-hydroxyquinoline structure can be used. In addition, a methyl-substituted compound (for example, a 2-methyl-substituted compound or a 5-methyl-substituted compound) of a metal complex having an 8-hydroxyquinoline structure can also be used.

[0170] As the metal complex having an 8-hydroxyquinoline structure, 8-hydroxyquinoline-lithium (abbreviation: Liq), 8-hydroxyquinoline-sodium (abbreviation: Naq), etc. can be used. Among the complexes of monovalent metal ions, lithium complexes are preferably used, and Liq is more preferably used.

[0171] Note that the mixed material can be appropriately used for the layer 113 in combination with a structure in which a composite material described separately is used for the layer 104. For example, a composite material of a substance having an electron-accepting property and a material having a hole-transporting property can be used for the layer 104. Specifically, a composite material of a substance having an electron-accepting property and a substance having a deep HOMO level HM1 of not less than -5.7 eV and not more than -5.4 eV can be used for the layer 104 (see Figure 1B ). By combining with a structure in which such a composite material is used for the layer 104 and using the mixed material for the layer 113, the reliability of the light-emitting device can be improved.

[0172] In addition, it is preferable to combine a structure in which the mixed material is used for layer 113 and the composite material is used for layer 104, and a structure in which a material having hole transport properties is used for layer 112. For example, a material having a HOMO level HM2 in the range of -0.2 eV to 0 eV with respect to the deeper HOMO level HM1 may be used for layer 112 (see Figure 1B ). Thus, the reliability of the light-emitting device can be improved. Note that in this specification and the like, the light-emitting device described above is sometimes referred to as a Recombination-Site Tailoring Injection structure (ReSTI structure).

[0173] <<Structural Example 1 of Layer 111X>> For example, a luminescent material or a luminescent material and a host material may be used for layer 111X. In addition, layer 111X may be referred to as a luminescent layer. Layer 111X is preferably arranged in a region where holes and electrons recombine. Thus, energy generated by carrier recombination can be efficiently emitted as light.

[0174] In addition, the layer 111X is preferably arranged so as to be away from the metal used for the electrode or the like. Therefore, the quenching phenomenon of the metal used for the electrode or the like can be suppressed.

[0175] In addition, it is preferable to adjust the distance from the reflective electrode to the layer 111X so as to arrange the layer 111X at a suitable position corresponding to the emission wavelength. Thus, by utilizing the interference phenomenon between the light reflected by the electrode and the light emitted by the layer 111X, the amplitudes can be mutually enhanced. In addition, the light of a specified wavelength can be enhanced to narrow the spectral line. In addition, a bright emission color can be obtained with a higher light intensity. In other words, by arranging the layer 111X at a suitable position between the electrodes and the like, a microcavity structure can be obtained.

[0176] As the luminescent material, for example, a phosphorescent material can be used. Thus, the energy generated by the recombination of carriers can be emitted from the luminescent material as light ELX (see Figure 1A ).

[0177] [Phosphorescent substances] A phosphorescent substance can be used for the layer 111X. For example, the organic compound of one embodiment of the present invention described in Embodiment 1 can be used for the layer 111X.

[0178] For example, {2-[5-(methyl-d3)-4-phenyl-2-pyridyl-κN]phenyl-κC}bis[2-(2-pyridyl-κN)phenyl-κC]iridium(III) (abbreviated as Ir(ppy)2(5m4dppy-d3)), bis{2-[5-(methyl-d3)-4-phenyl-2-pyridyl-κN]phenyl-κC}[2-(2-pyridyl-κN)phenyl-κC]iridium(III) (abbreviated as Ir(5m4dppy-d3)) dppy-d3)2(ppy)) or {2-[4-(3,5-di-tert-butylphenyl)-5-(methyl-d3)-2-pyridinyl-κN]phenyl-κC}bis{2-[4-(methyl-d3)-5-(2-methylpropyl-1,1-d2)-2-pyridinyl-κN]phenyl-κC}iridium(III) (abbreviation: Ir(5iBu4mppy-d5)2(4mmtBup5mppy-d3)) etc. are used for layer 111X.

[0179] Thus, layer 111X contains an organic compound of one embodiment of the present invention. Thus, the free rotation of the phenyl group introduced with a cyano group is suppressed, and the thermal properties of the compound can be improved, for example, thermal decomposition can be suppressed. In addition, the sublimation property without thermal decomposition can be improved. In addition, tolerance can be exhibited when used in a high temperature environment. In addition, by generating a twist between the phenyl group introduced with a cyano group and the phenylpyridine skeleton coordinated with iridium, the emission wavelength can be shortened. In addition, high luminous efficiency can be achieved. As a result, a novel light-emitting device with excellent convenience, practicality or reliability can be provided.

[0180] <<Structural Example 2 of Layer 111X>> A material having carrier transport properties can be used as a host material. For example, a material having hole transport properties, a material having electron transport properties, a substance exhibiting thermally activated delayed fluorescence (TADF: Thermally Activated Delayed Fluorescence), a material having an anthracene skeleton, and a mixed material of two or more selected from them can be used as a host material. Note that it is preferred that a material having a band gap larger than that of the luminescent material in layer 111X be used as a host material. Therefore, the energy transfer from the excitons generated in layer 111X to the host material can be suppressed.

[0181] [Material with hole transport property] The hole mobility can be increased to 1×10 -6 cm 2 A material having a hole-transporting property or higher can be used for the material having a hole-transporting property. For example, a material having a hole-transporting property that can be used for the layer 112 can be used for the host material.

[0182] [Materials with electron transport properties] A metal complex or an organic compound having a π-electron-deficient heteroaromatic ring skeleton can be used for the material having an electron-transporting property. In addition, for example, a material having an electron-transporting property that can be used for the layer 113 can be used for the host material.

[0183] [Structure example 1 of mixed materials] In addition, a material mixed with multiple substances can be used as a main material. For example, a material with electron transport properties and a material with hole transport properties can be used as a mixed material. The weight ratio of the material with hole transport properties and the material with electron transport properties in the mixed material is (material with hole transport properties / material with electron transport properties) = (1 / 19) or more and (19 / 1) or less. Thus, the carrier transport properties of layer 111X can be easily adjusted. In addition, the control of the recombination area can be more easily performed.

[0184] [Structure example 2 of mixed materials] The organic compound of one embodiment of the present invention can be used as a host material. The organic compound of one embodiment of the present invention is a phosphorescent substance, and when a fluorescent substance is used as a light-emitting substance, the phosphorescent substance can be used as an energy donor for supplying excitation energy to the fluorescent substance.

[0185] Thus, the emission spectrum of the organic compound of one embodiment of the present invention includes light with a wavelength shorter than 500nm, so when the organic compound and a fluorescent light-emitting material having an absorption spectrum including a region overlapping with the above-mentioned emission spectrum are used together, for example, a fluorescent light-emitting material having a green luminescent color, energy can be efficiently transferred to the fluorescent light-emitting material. In addition, the phenomenon that the brightness of the light-emitting device decreases with use can be suppressed. In addition, the reliability of the light-emitting device can be improved. As a result, a novel light-emitting device with excellent convenience, practicality or reliability can be provided.

[0186] [Structure example 3 of mixed materials] In addition, a mixed material containing a material that forms an exciplex can be used as a host material. For example, a material whose emission spectrum of the formed exciplex overlaps with the wavelength of the absorption band on the lowest energy side of the luminescent substance can be used as a host material. Specifically, a mixed material containing a material having an electron transport property and a material having a hole transport property can be used as a material that forms an exciplex. Therefore, energy transfer can be made smooth, thereby improving luminous efficiency. In addition, the driving voltage can be suppressed. By adopting such a structure, the luminescence of ExTET (Exciplex-Triplet Energy Transfer) that utilizes energy transfer from the exciplex to the luminescent substance (phosphorescent material) can be efficiently obtained.

[0187] A phosphorescent substance may be used for at least one of the materials forming the exciplex. Thus, anti-intersystem crossing may be utilized. In addition, triplet excitation energy may be efficiently converted into singlet excitation energy.

[0188] As a combination of materials forming an exciplex, the HOMO energy level of the material having hole transport properties is preferably above the HOMO energy level of the material having electron transport properties. Alternatively, the lowest unoccupied molecular orbital (LUMO: Lowest Unoccupied Molecular Orbital) energy level of the material having hole transport properties is preferably above the LUMO energy level of the material having electron transport properties. Thus, an exciplex can be efficiently formed. In addition, the LUMO energy level and HOMO energy level of the material can be obtained from the electrochemical properties (reduction potential and oxidation potential). Specifically, the reduction potential and oxidation potential can be measured using the cyclic voltammetry (CV) assay.

[0189] Note that the formation of an exciplex can be confirmed, for example, by comparing the emission spectra of a material having hole transport properties, the emission spectra of a material having electron transport properties, and the emission spectra of a mixed film formed by mixing these materials. When the emission spectrum of the mixed film is observed to drift toward the long wavelength side compared to the emission spectrum of each material (or to have a new peak on the long wavelength side), it indicates that an exciplex has been formed. Alternatively, the transient photoluminescence (PL) of a material having hole transport properties, the transient PL of a material having electron transport properties, and the transient PL of a mixed film formed by mixing these materials are compared. When the transient response is different, such as the ratio of the transient PL lifetime of the mixed film to the transient PL lifetime of each material is increased, it indicates that an exciplex has been formed. In addition, the above-mentioned transient PL can be referred to as transient electroluminescence (EL). In other words, the formation of an exciplex can be confirmed by comparing the transient EL of a material having hole transport properties, the transient EL of a material having electron transport properties, and the transient EL of a mixed film of these materials and observing the difference in transient response.

[0190] Note that this embodiment mode can be combined with other embodiment modes described in this specification as appropriate.

[0191] (Implementation 3) In this embodiment, refer to Figure 1A and Figure 1B The structure of a light emitting device 550X according to one embodiment of the present invention will be described.

[0192] <Structural Example of Light-Emitting Device 550X> A light-emitting device 550X described in this embodiment includes an electrode 551X, an electrode 552X, a unit 103X, and a layer 104. The electrode 552X overlaps with the electrode 551X, and the unit 103X is located between the electrode 551X and the electrode 552X. In addition, the layer 104 is located between the electrode 551X and the unit 103X. Note that, for example, the structure described in Embodiment 2 can be used for the unit 103X.

[0193] <Structural Example of Electrode 551X> For example, a conductive material can be used for the electrode 551X. Specifically, a single layer or a stacked layer of a film including a metal, an alloy, or a conductive compound can be used for the electrode 551X.

[0194] For example, a film that efficiently reflects light can be used for the electrode 551X. Specifically, an alloy containing silver and copper, an alloy containing silver and palladium, or a metal film such as aluminum can be used for the electrode 551X.

[0195] In addition, for example, a metal film that transmits a portion of light and reflects the other portion of light can be used for the electrode 551X. Thus, the light-emitting device 550X can have a microcavity structure. In addition, light of a specified wavelength can be extracted more efficiently than other light. In addition, light with a narrow half-width of the spectrum can be extracted. In addition, light of a bright color can be extracted.

[0196] Further, for example, a film having a light-transmitting property to visible light can be used for the electrode 551X. Specifically, a single layer or a stacked layer of a metal film, an alloy film, or a conductive oxide film thin enough to transmit light can be used for the electrode 551X.

[0197] In particular, it is preferable to use a material having a work function of 4.0 eV or more for the electrode 551X.

[0198] For example, a conductive oxide containing indium can be used, specifically, indium oxide, indium oxide-tin oxide (ITO), indium oxide-tin oxide containing silicon or silicon oxide (ITSO), indium oxide-zinc oxide, indium oxide containing tungsten oxide and zinc oxide (IWZO), etc. can be used.

[0199] Furthermore, for example, a conductive oxide containing zinc can be used, and specifically, zinc oxide, zinc oxide to which gallium is added, zinc oxide to which aluminum is added, or the like can be used.

[0200] In addition, for example, gold (Au), platinum (Pt), nickel (Ni), tungsten (W), chromium (Cr), molybdenum (Mo), iron (Fe), cobalt (Co), copper (Cu), palladium (Pd), or a nitride of a metal material (e.g., titanium nitride) can be used. In addition, graphene can be used.

[0201] <<Structural Example 1 of Layer 104>> For example, a material having a hole injecting property can be used for the layer 104. In addition, the layer 104 can be referred to as a hole injecting layer.

[0202] For example, the hole mobility can be calculated as 1×10 -3 A material with a diameter of 1×10 4 Ω·cm or more and 1×10 7 A film having a resistivity of Ω·cm or less is used for the layer 104. In addition, the layer 104 preferably has a resistivity of 5×10 4 Ω·cm or more and 1×10 7 The resistivity is less than Ω·cm, and more preferably 1×10 5 Ω·cm or more and 1×10 7 Resistivity below Ω·cm.

[0203] <<Structural Example 2 of Layer 104>> Specifically, a substance having an electron-accepting property can be used for the layer 104. Alternatively, a composite material containing a plurality of substances can be used for the layer 104. Thus, for example, holes can be easily injected from the electrode 551X. Furthermore, the driving voltage of the light-emitting device 550X can be reduced.

[0204] [Substances with electron accepting properties] An organic compound or an inorganic compound can be used for the substance having an electron-accepting property. The substance having an electron-accepting property can extract electrons from an adjacent hole-transporting layer or a material having a hole-transporting property by applying an electric field.

[0205] For example, a compound having an electron-withdrawing group (halogen or cyano) can be used for the substance having electron accepting property. In addition, an organic compound having electron accepting property can be easily formed by evaporation. Therefore, the productivity of the light-emitting device 550X can be improved.

[0206] Specifically, 7,7,8,8-tetracyano-2,3,5,6-tetrafluoroquinodimethane (abbreviation: F4-TCNQ), chloranil, 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene (abbreviation: HAT-CN), 1,3,4,5,7,8-hexafluorotetracyano-naphthoquinodimethane (abbreviation: F6-TCNNQ), 2-(7-dicyanomethylidene-1,3,4,5,6,8,9,10-octafluoro-7H-pyrene-2-ylidene)malononitrile, etc. can be used.

[0207] In particular, a compound in which an electron withdrawing group such as HAT-CN is bonded to a condensed aromatic ring having a plurality of hetero atoms is thermally stable and therefore preferred.

[0208] In addition, a [3]radialene derivative including an electron withdrawing group (particularly a halogen group such as a fluorine group or a cyano group) is preferred because its electron accepting property is very high.

[0209] Specifically, α,α',α"-1,2,3-cyclopropane trimethylene tris[4-cyano-2,3,5,6-tetrafluorobenzeneacetonitrile], α,α',α"-1,2,3-cyclopropane trimethylene tris[2,6-dichloro-3,5-difluoro-4-(trifluoromethyl)benzeneacetonitrile], α,α',α"-1,2,3-cyclopropane trimethylene tris[2,3,4,5,6-pentafluorobenzeneacetonitrile], and the like can be used.

[0210] Alternatively, a transition metal oxide such as molybdenum oxide, vanadium oxide, ruthenium oxide, tungsten oxide, or manganese oxide can be used as the substance having an electron-accepting property.

[0211] In addition, phthalocyanine compounds or complexes such as phthalocyanine (abbreviation: H2Pc) or copper phthalocyanine (abbreviation: CuPc) can be used; compounds with an aromatic amine skeleton such as 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DPAB), N,N'-bis[4-bis(3-methylphenyl)aminophenyl]-N,N'-diphenyl-'4,4'-diaminobiphenyl (abbreviation: DNTPD), etc.

[0212] Alternatively, a polymer such as poly(3,4-ethylenedioxythiophene) / poly(styrenesulfonic acid) (PEDOT / PSS) may be used.

[0213] [Structural example 1 of composite material] Furthermore, for example, a composite material including a substance having an electron-accepting property and a material having a hole-transporting property can be used for the layer 104. Thus, in addition to a material having a large work function, a material having a small work function can be used for the electrode 551X. Alternatively, the material for the electrode 551X can be selected from a wide range of materials without depending on the work function.

[0214] For example, compounds having an aromatic amine skeleton, carbazole derivatives, aromatic hydrocarbons, aromatic hydrocarbons having a vinyl group, high molecular weight compounds (oligomers, dendrimers, polymers, etc.), etc. can be used as materials having hole transport properties in the composite material. In addition, a hole mobility of 1×10 -6 cm 2 A material having a hole-transporting property or higher is suitable for use in the composite material. For example, a material having a hole-transporting property that can be used for the layer 112 can be used as the composite material.

[0215] In addition, a material having a deeper HOMO energy level can be suitably used for a material having hole transport properties in a composite material. Specifically, the HOMO energy level is preferably above -5.7 eV and below -5.4 eV. Thus, holes can be easily injected into the unit 103X. In addition, holes can be easily injected into the layer 112. In addition, the reliability of the light-emitting device 550X can be improved.

[0216] As compounds having an aromatic amine skeleton, for example, N,N'-di(p-tolyl)-N,N'-diphenyl-p-phenylenediamine (abbreviation: DTDPPA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DPAB), N,N'-bis[4-bis(3-methylphenyl)aminophenyl]-N,N'-diphenyl-'4,4'-diaminobiphenyl (abbreviation: DNTPD), 1,3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino]benzene (abbreviation: DPA3B), etc. can be used.

[0217] As carbazole derivatives, for example, 3-[N-(9-phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviated as PCzPCA1), 3,6-bis[N-(9-phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviated as PCzPCA2), 3-[N-(1-naphthyl)-N-(9-phenylcarbazole-3-yl)amino]-9-phenylcarbazole (abbreviated as PCzPCN1), 4,4'-di(N-carbazolyl)biphenyl (abbreviated as CBP), 1,3,5-tris[4-(N-carbazolyl)phenyl]benzene (abbreviated as TCPB), 9-[4-(10-phenyl-9-anthracenyl)phenyl]-9H-carbazole (abbreviated as CzPA), 1,4-bis[4-(N-carbazolyl)phenyl]-2,3,5,6-tetraphenylbenzene, etc. can be used.

[0218] As the aromatic hydrocarbon, for example, 2-tert-butyl-9,10-di(2-naphthyl)anthracene (abbreviation: t-BuDNA), 2-tert-butyl-9,10-di(1-naphthyl)anthracene, 9,10-bis(3,5-diphenylphenyl)anthracene (abbreviation: DPPA), 2-tert-butyl-9,10-bis(4-phenylphenyl)anthracene (abbreviation: t-BuDBA), 9,10-di(2-naphthyl)anthracene (abbreviation: DNA), 9,10-diphenylanthracene (abbreviation: DPAnth), 2-tert-butylanthracene (abbreviation: t-BuAnth), 9,10-bis(4-methyl-1-naphthyl)anthracene (abbreviation: DMNA), 2-tert-butyl- ...1-naphthyl)anthracene (abbreviation: DMNA), 2-tert-butyl-9,10-di(2-naphthyl)anthracene (abbreviation: DNA), 9,10-diphenylanthracene (abbreviation: DPAnth), 2-tert-butylanthracene (abbreviation: t-BuAnth), 9,10-bis(4-methyl-1-naphthyl)anthracene (abbreviation: DMNA), Butyl-9,10-bis[2-(1-naphthyl)phenyl]anthracene, 9,10-bis[2-(1-naphthyl)phenyl]anthracene, 2,3,6,7-tetramethyl-9,10-di(1-naphthyl)anthracene, 2,3,6,7-tetramethyl-9,10-di(2-naphthyl)anthracene, 9,9'-bianthracene, 10,10'-diphenyl-9,9'-bianthracene, 10,10'-bis(2-phenylphenyl)-9,9'-bianthracene, 10,10'-bis[(2,3,4,5,6-pentaphenyl)phenyl]-9,9'-bianthracene, anthracene, tetracene, rubrene, perylene, 2,5,8,11-tetra(tert-butyl)perylene, pentacene, coronene, and the like.

[0219] As the aromatic hydrocarbon having a vinyl group, for example, 4,4′-bis(2,2-diphenylvinyl)biphenyl (abbreviation: DPVBi), 9,10-bis[4-(2,2-diphenylvinyl)phenyl]anthracene (abbreviation: DPVPA) and the like can be used.

[0220] As polymer compounds, for example, poly(N-vinylcarbazole) (abbreviation: PVK), poly(4-vinyltriphenylamine) (abbreviation: PVTPA), poly[N-(4-{N'-[4-(4-diphenylamino)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.

[0221] In addition, for example, a material having any of a carbazole skeleton, a dibenzofuran skeleton, a dibenzothiophene skeleton, and an anthracene skeleton can be used as a hole transport material for a composite material. In addition, the following substances can be used, namely, a substance containing an aromatic amine having a substituent including a dibenzofuran ring or a dibenzothiophene ring, an aromatic monoamine including a naphthalene ring, or an aromatic monoamine in which a 9-fluorene group is bonded to the nitrogen of the amine through an arylene group. Note that when a substance including an N, N-bis (4-biphenyl) amino group is used, the reliability of the light-emitting device 550X can be improved.

[0222] As these materials, for example, N-(4-biphenyl)-6,N-diphenylbenzo[b]naphtho[1,2-d]furan-8-amine (abbreviated as BnfABP), N,N-bis(4-biphenyl)-6-phenylbenzo[b]naphtho[1,2-d]furan-8-amine (abbreviated as BBABnf), 4,4'-bis(6-phenylbenzo[b]naphtho[1,2-d]furan-8-yl)-4"-phenyltriphenylamine (abbreviated as BnfBB1BP), N,N-bis(4-biphenyl)benzo[b]naphtho[1,2-d]furan-6-amine (abbreviated as BBABnf(6)), N,N-bis(4-biphenyl)benzo[b]naphtho[1,2-d]furan-8-amine (abbreviated as BBA Bnf (8)), N, N-bis (4-biphenyl) benzo [b] naphtho [2,3-d] furan-4-amine (abbreviated as: BBABnf (II) (4)), N, N-bis [4- (dibenzofuran-4-yl) phenyl] -4-amino-p-terphenyl (abbreviated as: DBfBB1TP), N- [4- (dibenzothiophen-4-yl) phenyl] -N-phenyl-4-benzidine (abbreviated as: ThBA1BP), 4- (2-naphthyl) -4', 4"- diphenyl triphenylamine (abbreviated as: BBAβNB), 4- [4- (2-naphthyl) phenyl] -4', 4"- diphenyl triphenylamine (abbreviated as: BBAβNBi), 4, 4'- diphenyl-4"- (6; 1'-binaphthyl-2-yl) triphenylamine phenylamine (abbreviated as: BBAαNβNB), 4,4'-diphenyl-4"-(7;1'-binaphthyl-2-yl)triphenylamine (abbreviated as: BBAαNβNB-03), 4,4'-diphenyl-4"-(7-phenyl)naphthyl-2-yltriphenylamine (abbreviated as: BBAPβNB-03), 4,4'-diphenyl-4"-(6;2'-binaphthyl-2-yl)triphenylamine (abbreviated as: BBA(βN2)B), 4,4'-diphenyl-4"-(7;2'-binaphthyl-2-yl)-triphenylamine (abbreviated as: BBA(βN2)B-03), 4,4'-diphenyl-4"-(4;2'-binaphthyl-1-yl)triphenylamine (abbreviated as: BBAβNαNB), 4,4 '-Diphenyl-4"-(5;2'-binaphthyl-1-yl)triphenylamine (abbreviation: BBAβNαNB-02), 4-(4-biphenyl)-4'-(2-naphthyl)-4"-phenyltriphenylamine (abbreviation: TPBiAβNB), 4-(3-biphenyl)-4'-[4-(2-naphthyl)phenyl]-4"-phenyltriphenylamine (abbreviation: mTPBiAβNBi), 4-(4-biphenyl)-4'-[4-(2-naphthyl)phenyl]-4"-phenyltriphenylamine (abbreviation: TPBiAβNBi), 4-phenyl-4'-(1-naphthyl)triphenylamine (abbreviation: αNBA1BP), 4,4'-bis(1-naphthyl)triphenylamine (abbreviation: αNBB1BP), 4,4'-Diphenyl-4"-[4'-(carbazol-9-yl)biphenyl-4-yl]triphenylamine (abbreviation: YGTBi1BP), 4'-[4-(3-phenyl-9H-carbazol-9-yl)phenyl]tri(1,1'-biphenyl-4-yl)amine (abbreviation: YGTBi1BP-02), 4-[4'-(carbazol-9-yl)biphenyl-4-yl]-4'-(2-naphthyl)-4"-phenyltriphenylamine (abbreviation: YGTBiβNB), N-[4-(9-phenyl-9H-carbazol-3-yl)phenyl]-N-[4-(1-naphthyl)phenyl]-9,9'-spirobis[9H-fluorene]-2-amine (abbreviation: PCBNBSF), N,N-bis([1,1'-biphenyl]-4-yl )-9,9'-spirobi[9H-fluorene]-2-amine (abbreviation: BBASF), N,N-bis([1,1'-biphenyl]-4-yl)-9,9'-spirobi[9H-fluorene]-4-amine (abbreviation: BBASF(4)), N-(1,1'-biphenyl-2-yl)-N-(9,9-dimethyl-9H-fluorene-2-yl)-9,9'-spirobi[9H-fluorene]-4-amine (abbreviation: oFBiSF), N-(4-biphenyl)-N-(9,9-dimethyl-9H-fluorene-2-yl)-dibenzofuran-4-amine (abbreviation: FrBiF), N-[4-(1-naphthyl)phenyl]-N-[3-(6-phenyldibenzofuran-4-yl)phenyl]-1-naphthylamine (abbreviation: mP DBfBNBN), 4-phenyl-4'-(9-phenylfluoren-9-yl)triphenylamine (abbreviated as: BPAFLP), 4-phenyl-3'-(9-phenylfluoren-9-yl)triphenylamine (abbreviated as: mBPAFLP), 4-phenyl-4'-[4-(9-phenylfluoren-9-yl)phenyl]triphenylamine (abbreviated as: BPAFLBi), 4-phenyl-4'-(9-phenyl-9H-carbazole-3-yl)triphenylamine (abbreviated as: PCBA1BP), 4,4'-diphenyl-4"-(9-phenyl-9H-carbazole-3-yl)triphenylamine (abbreviated as: PCBBi1BP), 4-(1-naphthyl)-4'-(9-phenyl-9H-carbazole-3-yl)triphenylamine (abbreviated as: PCB ANB), 4,4'-di(1-naphthyl)-4"-(9-phenyl-9H-carbazole-3-yl)triphenylamine (abbreviated as PCBNBB), N-phenyl-N-[4-(9-phenyl-9H-carbazole-3-yl)phenyl]-9,9'-spirobi[9H-fluorene]-2-amine (abbreviated as PCBASF), N-(1,1'-biphenyl-4-yl)-N-[4-(9-phenyl-9H-carbazole-3-yl)phenyl]-9,9-dimethyl-9H-fluorene-2-amine (abbreviated as PCBBiF), N,N-bis(9,9-dimethyl-9H-fluorene-2-yl)-9,9'-spirobi-9H-fluorene-4-amine, N,N-bis(9,9-dimethyl-9H-fluorene-2-yl)-9,9'-spirobis-9H-fluorene-3-amine, N,N-bis(9,9-dimethyl-9H-fluorene-2-yl)-9,9'-spirobis-9H-fluorene-2-amine, N,N-bis(9,9-dimethyl-9H-fluorene-2-yl)-9,9'-spirobis-9H-fluorene-1-amine, etc.

[0223] [Structural example 2 of composite material] For example, a composite material containing a substance having electron accepting properties, a material having hole transporting properties, and a fluoride of an alkali metal or a fluoride of an alkaline earth metal can be used as a material having hole injecting properties. In particular, a composite material having an atomic ratio of fluorine atoms of 20% or more can be suitably used. Therefore, the refractive index of layer 104 can be reduced. In addition, a layer with a low refractive index can be formed inside the light-emitting device 550X. In addition, the external quantum efficiency of the light-emitting device 550X can be improved.

[0224] Note that this embodiment mode can be combined with other embodiment modes described in this specification as appropriate.

[0225] (Implementation 4) In this embodiment, refer to Figure 1A and Figure 1B The structure of a light emitting device 550X according to one embodiment of the present invention will be described.

[0226] <Structural Example of Light-Emitting Device 550X> The light-emitting device 550X described in this embodiment includes an electrode 551X, an electrode 552X, a unit 103X, and a layer 105. The electrode 552X includes a region overlapping with the electrode 551X, and the unit 103X includes a region sandwiched between the electrode 551X and the electrode 552X. In addition, the layer 105 includes a region sandwiched between the unit 103X and the electrode 552X. Note that, for example, the structure described in Embodiment 2 can be used for the unit 103X.

[0227] <Structural Example of Electrode 552X> For example, a conductive material can be used for the electrode 552X. Specifically, a single layer or a stacked layer of a material including a metal, an alloy, or a conductive compound can be used for the electrode 552X.

[0228] For example, the material that can be used for the electrode 551X described in Embodiment 3 can be used for the electrode 552X. In particular, it is preferable to use a material having a lower work function than the electrode 551X for the electrode 552X. Specifically, a material having a work function of 3.8 eV or less can be used.

[0229] For example, elements belonging to Group 1 in the periodic table, elements belonging to Group 2 in the periodic table, rare earth metals, and alloys containing these can be used for the electrode 552X.

[0230] Specifically, lithium (Li), cesium (Cs), magnesium (Mg), calcium (Ca), strontium (Sr), europium (Eu), ytterbium (Yb), etc. and alloys containing them (such as alloys of magnesium and silver or alloys of aluminum and lithium) can be used for electrode 552X.

[0231] <<Structural Example of Layer 105>> For example, a material having an electron injecting property can be used for the layer 105. In addition, the layer 105 can be referred to as an electron injecting layer.

[0232] Specifically, a substance having an electron-donating property can be used for layer 105. Alternatively, a composite material of a substance having an electron-donating property and a material having an electron-transporting property can be used for layer 105. Alternatively, an electron compound can be used for layer 105. Thus, for example, electrons can be easily injected from electrode 552X. Alternatively, in addition to materials having a smaller work function, materials having a larger work function can also be used for electrode 552X. Alternatively, the material for electrode 552X can be selected from a wide range of materials without depending on the work function. Specifically, Al, Ag, ITO, indium oxide-tin oxide containing silicon or silicon oxide, and the like can be used for electrode 552X. In addition, the driving voltage of light-emitting device 550X can be reduced.

[0233] [Substances with electron donating properties] For example, alkali metals, alkaline earth metals, rare earth metals or compounds thereof (oxides, halides, carbonates, etc.) can be used as the substance having electron donating property. In addition, organic compounds such as tetrathianaphthacene (abbreviated as TTN), nickelocene, and decamethylnickelocene can be used as the substance having electron donating property.

[0234] As the alkali metal compound (including oxides, halides, and carbonates), lithium oxide, lithium fluoride (LiF), cesium fluoride (CsF), lithium carbonate, cesium carbonate, 8-hydroxyquinoline-lithium (abbreviation: Liq), and the like can be used.

[0235] As the alkaline earth metal compound (including oxides, halides, and carbonates), calcium fluoride (CaF 2 ) or the like can be used.

[0236] [Structural example 1 of composite material] In addition, a material obtained by combining a plurality of substances may be used as the material having electron injecting property. For example, a material having electron donating property and a material having electron transporting property may be used as the composite material.

[0237] [Materials with electron transport properties] For example, the following materials can be used as materials having electron transport properties: under the condition that the square root of the electric field strength [V / cm] is 600, the electron mobility is 1×10 -7 cm 2 / Vs or above and 5×10 -5 cm 2 / Vs or less. Thus, the amount of electrons injected into the light-emitting layer can be controlled. In addition, the light-emitting layer can be prevented from becoming in a state of excessive electrons.

[0238] A metal complex or an organic compound having a π-electron-deficient aromatic heterocyclic skeleton can be used for the material having an electron-transporting property. For example, a material having an electron-transporting property that can be used for the layer 113 can be used for the composite material.

[0239] [Structural example 2 of composite material] In addition, alkali metal fluorides in a microcrystalline state and materials having electron transport properties can be used for composite materials. In addition, alkaline earth metal fluorides in a microcrystalline state and materials having electron transport properties can be used for composite materials. In particular, composite materials containing more than 50wt% of alkali metal fluorides or alkaline earth metal fluorides can be suitably used. In addition, composite materials containing organic compounds having a bipyridine skeleton can be suitably used. Therefore, the refractive index of layer 105 can be reduced. In addition, the external quantum efficiency of the light-emitting device 550X can be improved.

[0240] [Structural example 3 of composite material] For example, a composite material including a first organic compound having a non-shared electron pair and a first metal can be used for layer 105. In addition, the sum of the number of electrons of the first organic compound and the number of electrons of the first metal is preferably an odd number. In addition, the molar ratio of the first metal to 1 mole of the first organic compound is preferably 0.1 to 10, more preferably 0.2 to 2, and further preferably 0.2 to 0.8.

[0241] Thus, the first organic compound including the unshared electron pair can interact with the first metal to form a single occupied molecular orbital (SOMO). In addition, when electrons are injected from the electrode 552X into the layer 105, the potential barrier between the two can be reduced.

[0242] In addition, a composite material may be used in the layer 105, wherein the spin density measured by electron spin resonance (ESR) is preferably 1×10 16 spins / cm 3 More preferably 5×10 16spins / cm 3 More preferably, 1×10 17 spins / cm 3 above.

[0243] [Organic compounds containing unshared electron pairs] For example, a material having electron transport properties can be used for an organic compound having a non-shared electron pair. For example, a compound having a π-electron-deficient aromatic heterocyclic ring can be used. Specifically, a compound having at least one of a pyridine ring, a diazine ring (pyrimidine ring, a pyrazine ring, a pyridazine ring) and a triazine ring can be used. Thus, the driving voltage of the light-emitting device 550X can be reduced.

[0244] In addition, the lowest unoccupied molecular orbital (LUMO) energy level of an organic compound having an unshared electron pair is preferably greater than -3.6 eV and less than -2.3 eV. Generally, the HOMO and LUMO energy levels of an organic compound can be estimated using CV (cyclic voltammetry), photoelectron spectroscopy, optical absorption spectroscopy, inverse photoelectron spectroscopy, etc.

[0245] For example, as an organic compound having a non-shared electron pair, 4,7-diphenyl-1,10-phenanthroline (abbreviation: BPhen), 2,9-di(2-naphthyl)-4,7-diphenyl-1,10-phenanthroline (abbreviation: NBPhen), diquinoxalino[2,3-a:2',3'-c]phenazine (abbreviation: HATNA), 2,4,6-tris[3'-(pyridin-3-yl)biphenyl-3-yl]-1,3,5-triazine (abbreviation: TmPPPyTz), 2,2'-(1,3-phenylene)bis[(9-phenyl-1,10-phenanthroline]) (abbreviation: mPPhen2P), etc. can be used. In addition, NBPhen has a high glass transition temperature (Tg) compared to BPhen, and thus has high heat resistance.

[0246] In addition, for example, copper phthalocyanine can be used as an organic compound having an unshared electron pair. The number of electrons in copper phthalocyanine is an odd number.

[0247] [First Metal] For example, in the case where the number of electrons of the first organic compound having the unshared electron pair is an even number, a composite material of a metal belonging to an odd-numbered group in the periodic table and the first organic compound can be used for the layer 105 .

[0248] For example, manganese (Mn) of Group 7 metals, cobalt (Co) of Group 9 metals, copper (Cu), silver (Ag), gold (Au) of Group 11 metals, aluminum (Al), and indium (In) of Group 13 metals all belong to odd-numbered groups in the periodic table. In addition, compared with Group 7 or Group 9 elements, Group 11 elements have a low melting point and are suitable for vacuum evaporation. In particular, Ag has a low melting point, so this is preferred. In addition, by using a metal with low reactivity with water or oxygen as the first metal, the moisture resistance of the light-emitting device 550X can be improved.

[0249] By using Ag for the electrode 552X and the layer 105, the adhesion between the layer 105 and the electrode 552X can be improved.

[0250] When the number of electrons in the first organic compound having unshared electron pairs is odd, a composite material of a first metal and a first organic compound belonging to an even-numbered group in the periodic table can be used for layer 105. For example, iron (Fe) of Group 8 metal belongs to an even-numbered group in the periodic table.

[0251] [Electronic compounds] For example, a substance obtained by adding electrons to a mixed oxide of calcium and aluminum at a high concentration can be used as the material having electron injecting properties.

[0252] Note that this embodiment mode can be combined with other embodiment modes described in this specification as appropriate.

[0253] (Implementation 5) In this embodiment, refer to Figure 2A The structure of a light emitting device 550X according to one embodiment of the present invention will be described.

[0254] Figure 2A It is a cross-sectional view illustrating the structure of a light-emitting device according to one embodiment of the present invention.

[0255] <Structural Example of Light-Emitting Device 550X> The light-emitting device 550X described in this embodiment includes an electrode 551X, an electrode 552X, a unit 103X, and a layer 106 (see Figure 2A ). Electrode 552X includes a region overlapping electrode 551X, and cell 103X includes a region sandwiched between electrode 551X and electrode 552X. Layer 106 includes a region sandwiched between electrode 552X and cell 103X.

[0256] <<Structural Example 1 of Layer 106>> The layer 106 has a function of supplying electrons to the anode side and holes to the cathode side when a voltage is applied. The layer 106 may be referred to as a charge generation layer.

[0257] For example, the material having a hole injecting property that can be used for the layer 104 described in Embodiment 3 can be used for the layer 106. Specifically, a composite material can be used for the layer 106.

[0258] For example, a stacked film in which a film including the composite material and a film including a material having a hole-transporting property are stacked can be used for the layer 106. Note that the film including the material having a hole-transporting property is sandwiched between the film including the composite material and the cathode.

[0259] <<Structural Example 2 of Layer 106>> A stacked film in which a layer 106_1 and a layer 106_2 are stacked can be used for the layer 106. The layer 106_1 includes a region sandwiched between the cell 103X and the electrode 552X, and the layer 106_2 includes a region sandwiched between the cell 103X and the layer 106_1.

[0260] <<Configuration Example of Layer 106_1>> For example, a material having a hole injecting property that can be used for the layer 104 described in Embodiment 3 can be used for the layer 106_1. Specifically, a composite material can be used for the layer 106_1. 4 [Ω·cm] or more and 1×10 7 A film with a resistivity of 5×10 Ω·cm or less is used for the layer 106_1. The layer 106_1 preferably has a resistivity of 5×10 4 [Ω·cm] or more and 1×10 7 The resistivity is less than 1×10 5 [Ω·cm] or more and 1×10 7 Resistivity of [Ω·cm] or less.

[0261] <<Configuration Example of Layer 106_2>> For example, the material that can be used for the layer 105 described in Embodiment 4 can be used for the layer 106_2.

[0262] <<Structural Example 3 of Layer 106>> A stacked film in which a layer 106_1, a layer 106_2, and a layer 106_3 are stacked can be used for the layer 106. The layer 106_3 includes a region sandwiched between the layer 106_1 and the layer 106_2.

[0263] <<Configuration Example of Layer 106_3>> For example, a material having electron transport properties can be used for layer 106_3. In addition, layer 106_3 can be called an electron relay layer. By using layer 106_3, the layer on the anode side of layer 106_3 can be kept away from the layer on the cathode side of layer 106_3. In addition, the interaction between the layer on the anode side of layer 106_3 and the layer on the cathode side of layer 106_3 can be reduced. Thus, electrons can be smoothly supplied to the layer on the anode side of layer 106_3.

[0264] A substance whose LUMO level is between the LUMO level of the electron-accepting substance in the layer in contact with the cathode side of the layer 106_3 and the LUMO level of the substance in the layer in contact with the anode side of the layer 106_3 can be suitably used for the layer 106_3.

[0265] For example, a material having a LUMO level of not less than -5.0 eV, preferably not less than -5.0 eV and not more than -3.0 eV, can be used for the layer 106_3.

[0266] Specifically, a phthalocyanine material may be used for the layer 106_3. For example, copper phthalocyanine (abbreviated as: CuPc) or a metal complex having a metal-oxygen bond and an aromatic ligand may be used for the layer 106_3.

[0267] Note that this embodiment mode can be combined with other embodiment modes described in this specification as appropriate.

[0268] (Implementation method 6) In this embodiment, refer to Figure 2B The structure of a light emitting device 550X according to one embodiment of the present invention will be described.

[0269] Figure 2B is a cross-sectional view illustrating the structure of a light emitting device according to one embodiment of the present invention, which has Figure 2A The structures shown are different structures.

[0270] <Structural Example of Light-Emitting Device 550X> The light-emitting device 550X described in this embodiment includes an electrode 551X, an electrode 552X, a unit 103X, a layer 106, and a unit 103X2 (see Figure 2B ).

[0271] The cell 103X is located between the electrode 552X and the electrode 551X, and the layer 106 is located between the electrode 552X and the cell 103X.

[0272] The cell 103X2 is located between the electrode 552X and the layer 106. Note that the cell 103X2 has a function of emitting light ELX2.

[0273] In other words, the light emitting device 550X includes a plurality of units stacked between the electrode 551X and the electrode 552X. In addition, the number of the plurality of units stacked is not limited to 2, and may be 3 or more. Sometimes, a structure including a plurality of units stacked between the electrode 551X and the electrode 552X and a layer 106 located between the plurality of units is referred to as a stacked light emitting device or a tandem light emitting device.

[0274] Therefore, it is possible to obtain high brightness luminescence while keeping the current density low. In addition, the reliability can be improved. In addition, the driving voltage can be reduced when comparing at the same brightness. In addition, the power consumption can be suppressed.

[0275] <<Configuration Example 1 of Unit 103X2>> The unit 103X2 includes a layer 111X2, a layer 112_2, and a layer 113_2. The layer 111X2 is located between the layer 112_2 and the layer 113_2.

[0276] In addition, the structure that can be used for the unit 103X can be used for the unit 103X2. For example, the same structure as the unit 103X can be used for the unit 103X2.

[0277] <<Configuration Example 2 of Unit 103X2>> A structure different from that of the cell 103X may be used for the cell 103X2. For example, a structure that emits light having a different hue from that of the light emission color of the cell 103X may be used for the cell 103X2.

[0278] Specifically, a unit 103X that emits red light and green light and a unit 103X2 that emits blue light can be stacked and used. Thus, a light-emitting device that emits light of a desired color can be provided. For example, a light-emitting device that emits white light can be provided.

[0279] <<Structural Example of Layer 106>> The layer 106 has a function of supplying electrons to one of the unit cell 103X and the unit cell 103X2 and supplying holes to the other thereof. For example, the layer 106 described in Embodiment 5 can be used.

[0280] <Method for Manufacturing Light Emitting Device 550X> For example, the electrode 551X, the electrode 552X, the unit 103X, the layer 106, and each layer of the unit 103X2 may be formed by a dry method, a wet method, a vapor deposition method, a droplet discharge method, a coating method, or a printing method. In addition, each component may be formed by a different method.

[0281] Specifically, the light-emitting device 550X can be manufactured using a vacuum evaporation device, an inkjet device, a coating device such as a spin coater, a gravure printing device, an offset printing device, a screen printing device, or the like.

[0282] The electrode can be formed, for example, by a wet method or a sol-gel method using a paste of a metal material. In addition, an indium oxide-zinc oxide film can be formed by a sputtering method using a target material to which zinc oxide of 1 wt% or more and 20 wt% or less is added to indium oxide. In addition, an indium oxide (IWZO) film containing tungsten oxide and zinc oxide can be formed by a sputtering method using a target material to which tungsten oxide of 0.5 wt% or more and 5 wt% or less and zinc oxide of 0.1 wt% or more and 1 wt% or less is added to indium oxide.

[0283] Note that this embodiment mode can be combined with other embodiment modes described in this specification as appropriate.

[0284] (Implementation 7) In this embodiment, refer to Figure 3A and Figure 3B The structure of a display device 700 according to one embodiment of the present invention will be described.

[0285] Figure 3A is a cross-sectional view illustrating the structure of a display device 700 according to one embodiment of the present invention. Figure 3B Is the description and Figure 3A A cross-sectional view showing the structure of a display device 700 according to another embodiment of the present invention.

[0286] Note that in this specification, a variable taking an integer value greater than or equal to 1 is sometimes used for a symbol. For example, a variable p including a value greater than or equal to an integer is sometimes used to specify a portion of a symbol of any one of at most p components. Also, for example, a variable m and a variable n including a value greater than or equal to an integer is sometimes used to specify a portion of a symbol of any one of at most m×n components.

[0287] <Configuration Example 1 of Display Device 700> The display device 700 described in this embodiment includes a light-emitting device 550X(i, j) and a light-emitting device 550Y(i, j) (see Figure 3A ). The light emitting device 550Y(i, j) is adjacent to the light emitting device 550X(i, j).

[0288] The display device 700 includes a substrate 510 and a functional layer 520. The functional layer 520 includes an insulating film 521, and the light-emitting devices 550X(i, j) and 550Y(i, j) are formed on the insulating film 521. The functional layer 520 is sandwiched between the substrate 510 and the light-emitting devices 550X(i, j) and 550Y(i, j).

[0289] <<Structural Example of Light Emitting Device 550X(i,j)>> The light emitting device 550X(i, j) includes an electrode 551X(i, j), an electrode 552X(i, j), and a unit 103X(i, j). The electrode 552X(i, j) overlaps with the electrode 551X(i, j), and the unit 103X(i, j) is sandwiched between the electrode 552X(i, j) and the electrode 551X(i, j). In addition, the light emitting device 550X(i, j) includes a layer 104X(i, j) and a layer 105X(i, j), the layer 104X(i, j) is sandwiched between the unit 103X(i, j) and the electrode 551X(i, j), and the layer 105X(i, j) is sandwiched between the electrode 552X(i, j) and the unit 103X(i, j). Unit 103X(i,j) includes layer 111X(i,j), layer 112X(i,j), and layer 113X(i,j).

[0290] For example, the light-emitting device 550X described in Embodiment Modes 2 to 6 can be used for the light-emitting device 550X(i, j). Specifically, the structure that can be used for the electrode 551X can be used for the electrode 551X(i, j), and the structure that can be used for the electrode 552X can be used for the electrode 552X(i, j). In addition, the structure that can be used for the unit 103X can be used for the unit 103X(i, j). The structure that can be used for the layer 104 can be used for the layer 104X(i, j), and the structure that can be used for the layer 105 can be used for the layer 105X(i, j). The structure that can be used for the layer 111X can be used for the layer 111X(i, j), the structure that can be used for the layer 112 can be used for the layer 112X(i, j), and the structure that can be used for the layer 113 can be used for the layer 113X(i, j).

[0291] <<Structural Example of Light Emitting Device 550Y(i, j)>> The light emitting device 550Y(i, j) includes an electrode 551Y(i, j), an electrode 552Y(i, j), and a unit 103Y(i, j). The electrode 552Y(i, j) overlaps with the electrode 551Y(i, j), and the unit 103Y(i, j) is sandwiched between the electrode 552Y(i, j) and the electrode 551Y(i, j). The light emitting device 550Y(i, j) includes a layer 104Y(i, j) and a layer 105Y(i, j), the layer 104Y(i, j) is sandwiched between the unit 103Y(i, j) and the electrode 551Y(i, j), and the layer 105Y(i, j) is sandwiched between the electrode 552Y(i, j) and the unit 103Y(i, j).

[0292] The electrode 551Y(i, j) is adjacent to the electrode 551X(i, j), and includes a gap 551XY(i, j) between the electrode 551Y(i, j) and the electrode 551X(i, j).

[0293] Note that a portion of the structure that can be used for the light-emitting device 550X(i, j) can be used for the structure of the light-emitting device 550Y(i, j). For example, a portion of the conductive film that can be used for the electrode 552X(i, j) can be used for the electrode 552Y(i, j). The structure that can be used for the electrode 551X can be used for the electrode 551Y(i, j). The structure that can be used for the layer 104 can be used for the layer 104Y(i, j), and the structure that can be used for the layer 105 can be used for the layer 105Y(i, j). Thus, part of the structure can be shared. In addition, the manufacturing process can be simplified.

[0294] In addition, the light emitting device 550Y(i, j) can emit light having the same hue as the light emitting color of the light emitting device 550X(i, j).

[0295] For example, the light emitting device 550X(i, j) and the light emitting device 550Y(i, j) may both emit white light. Note that the coloring layer and the light emitting device 550X(i, j) may be arranged in an overlapping manner to extract light of a predetermined hue from the white light. In addition, other coloring layers and the light emitting device 550Y(i, j) may be arranged in an overlapping manner to extract light of other predetermined hues from the white light.

[0296] In addition, for example, the light emitting device 550X(i, j) and the light emitting device 550Y(i, j) may both emit blue light. Note that the color conversion layer and the light emitting device 550X(i, j) may be arranged in an overlapping manner to convert the blue light into light of a specified hue. In addition, other color conversion layers and the light emitting device 550Y(i, j) may be arranged in an overlapping manner to convert the blue light into light of other specified hues. For example, the blue light may be converted into green light or red light.

[0297] In addition, the light emitting device 550Y(i, j) can emit light having a different hue from the light emitting color of the light emitting device 550X(i, j). For example, the hue of the light ELY emitted by the unit 103Y(i, j) can be made different from the hue of the light ELX.

[0298] <<Configuration Example of Unit 103Y(i,j)>> The light emitting device 550Y(i, j) is different from the light emitting device 550X(i, j) in the structure of the layer 111Y(i, j). Here, only the difference will be described in detail, and the above description is used for the parts having the same structure.

[0299] <<Structural Example of Layer 111Y(i,j)>> For example, a luminescent material or a luminescent material and a host material may be used for layer 111Y(i,j). In addition, layer 111Y(i,j) may be referred to as a luminescent layer. Note that layer 111Y(i,j) is preferably arranged in a region where holes and electrons recombine. Thus, the energy generated by carrier recombination can be efficiently emitted as light.

[0300] In addition, it is preferable to arrange the layer 111Y(i,j) away from the metal used for the electrode etc. Therefore, the quenching phenomenon of the metal used for the electrode etc. can be suppressed.

[0301] In addition, it is preferable to adjust the distance from the reflective electrode to the layer 111Y(i, j) so as to arrange the layer 111Y(i, j) at a suitable position corresponding to the emission wavelength. Thus, by utilizing the interference phenomenon between the light reflected by the electrode and the light emitted by the layer 111Y(i, j), the amplitudes can be mutually reinforced. In addition, the light of a specified wavelength can be reinforced to narrow the spectral line. In addition, a bright emission color can be obtained with a higher light intensity. In other words, by arranging the layer 111Y(i, j) at a suitable position between the electrodes and the like, a microcavity structure can be obtained.

[0302] For example, fluorescent substances, phosphorescent substances, or substances exhibiting thermally activated delayed fluorescence (TADF) (also called TADF materials) can be used as luminescent materials. Thus, the energy generated by the recombination of carriers can be emitted from the luminescent material as light ELY (see Figure 3A and Figure 3B ).

[0303] [Fluorescent substance] A fluorescent substance can be used for the layer 111Y(i, j). For example, the following fluorescent substances can be used for the layer 111Y(i, j). Note that the fluorescent substance is not limited to this, and various known fluorescent substances can be used for the layer 111Y(i, j).

[0304] Specifically, 5,6-bis[4-(10-phenyl-9-anthracenyl)phenyl]-2,2'-bipyridine (abbreviation: PAP2BPy), 5,6-bis[4'-(10-phenyl-9-anthracenyl)biphenyl-4-yl]-2,2'-bipyridine (abbreviation: PAPP2BPy), N,N'-diphenyl-N,N'-bis[4-(9-phenyl-9H-fluoren-9-yl)phenyl]pyrene-1,6-diamine (abbreviation: 1,6FLPAPrn), 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'-bis[4-(9H-carbazole-9-yl)phenyl]-N,N'-diphenylstilbene-4,4'-diamine (abbreviation: YGA2S), 4-(9H-carbazole-9-yl)-4'-(10-phenyl-9-anthryl)triphenylamine (abbreviation: YGAPA), 4-(9H-carbazole-9-yl)-4'-(9,10-diphenyl-2-anthryl)triphenylamine (abbreviation: 2YGAPPA), N,9-diphenyl-N-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole-3-amine (abbreviation: P CAPA), perylene, 2,5,8,11-tetra(tert-butyl) perylene (abbreviated as TBP), 4-(10-phenyl-9-anthryl)-4'-(9-phenyl-9H-carbazole-3-yl)triphenylamine (abbreviated as PCBAPA), N,N"-(2-tert-butylanthracene-9,10-diyldi-4,1-phenylene)bis[N,N',N'-triphenyl-1,4-phenylenediamine] (abbreviated as DPABPA), N,9-diphenyl-N-[4-(9,10-diphenyl-2-anthryl)phenyl]-9H-carbazole-3-amine (abbreviated as 2PCAPPA), N,N'-( pyrene-1,6-diyl)bis[(6,N-diphenylbenzo[b]naphtho[1,2-d]furan)-8-amine] (abbreviated as 1,6BnfAPrn-03), 3,10-bis[N-(9-phenyl-9H-carbazole-2-yl)-N-phenylamino]naphtho[2,3-b;6,7-b']bisbenzofuran (abbreviated as 3,10PCA2Nbf(IV)-02), 3,10-bis[N-(dibenzofuran-3-yl)-N-phenylamino]naphtho[2,3-b;6,7-b']bisbenzofuran (abbreviated as 3,10FrA2Nbf(IV)-02), etc.

[0305] In particular, condensed aromatic diamine compounds represented by pyrene diamine compounds such as 1,6FLPAPrn, 1,6mMemFLPAPrn, and 1,6BnfAPrn-03 are preferred because they have high hole-trapping properties and good luminous efficiency or reliability.

[0306] In addition, N-[4-(9,10-diphenyl-2-anthryl)phenyl]-N,N',N'-triphenyl-1,4-phenylenediamine (abbreviation: 2DPAPPA), N,N,N',N',N",N",N"',N"'-octaphenyldibenzo[g,p] -2,7,10,15-tetramine (abbreviated as DBC1), coumarin 30, N-(9,10-diphenyl-2-anthracenyl)-N,9-diphenyl-9H-carbazole-3-amine (abbreviated as 2PCAPA), N-[9,10-bis(1,1'-biphenyl-2-yl)-2-anthracenyl]-N,9-diphenyl-9H-carbazole-3-amine (abbreviated as 2PCABPhA), N-(9,10-diphenyl-2-anthracenyl)-N,N',N'-triphenyl-1,4-phenylenediamine (abbreviated as 2DPAPA), N-[9,10-bis(1,1'-biphenyl-2-yl)-2-anthracenyl]-N,9-diphenyl-9H-carbazole-3-amine (abbreviated as 2PCABPhA),

[0013] N,N',N'-triphenyl-1,4-phenylenediamine (abbreviation: 2DPABPhA), 9,10-bis(1,1'-biphenyl-2-yl)-N-[4-(9H-carbazole-9-yl)phenyl]-N-phenylanthracen-2-amine (abbreviation: 2YGABPhA), N,N,9-triphenylanthracen-9-amine (abbreviation: DPhAPhA), coumarin 545T, N,N'-diphenylquinacridone (abbreviation: DPQd), rubrene, 5,12-bis(1,1'-biphenyl-4-yl)-6,11-diphenyltetracene (abbreviation: BPT), etc.

[0307] In addition, 2-(2-{2-[4-(dimethylamino)phenyl]vinyl}-6-methyl-4H-pyran-4-ylidene)malononitrile (abbreviated as DCM1), 2-{2-methyl-6-[2-(2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizin-9-yl)vinyl]-4H-pyran-4-ylidene}malononitrile (abbreviated as DCM2), N,N,N' , N'-tetrakis(4-methylphenyl)tetracene-5,11-diamine (abbreviated as: p-mPhTD), 7,14-diphenyl-N,N,N',N'-tetrakis(4-methylphenyl)acenaphtho[1,2-a]fluoranthene-3,10-diamine (abbreviated as: p-mPhAFD), 2-{2-isopropyl-6-[2-(1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5 H-benzo[ij]quinolizin-9-yl)vinyl]-4H-pyran-4-ylidene}malononitrile (abbreviated as: DCJTI), 2-{2-tert-butyl-6-[2-(1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizin-9-yl)vinyl]-4H-pyran-4-ylidene}malononitrile (abbreviated as: DCJTB), 2-(2,6-dimethoxy-1-[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[[ {2-[4-(Dimethylamino)phenyl]vinyl}-4H-pyran-4-ylidene)malononitrile (abbreviated as: BisDCM), 2-{2,6-bis[2-(8-methoxy-1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizin-9-yl)vinyl]-4H-pyran-4-ylidene}malononitrile (abbreviated as: BisDCJTM), etc.

[0308] [Phosphorescent substances] A phosphorescent substance can be used for the layer 111Y(i,j). For example, the following phosphorescent substances can be used for the layer 111Y(i,j). Note that the phosphorescent substance is not limited thereto, and various known phosphorescent substances can be used for the layer 111Y(i,j).

[0309] For example, the following materials can be used for layer 111Y(i, j): an organometallic iridium complex having a 4H-triazole skeleton, an organometallic iridium complex having a 1H-triazole skeleton, an organometallic iridium complex having an imidazole skeleton, an organometallic iridium complex having an electron-withdrawing group and a phenylpyridine derivative as a ligand, an organometallic iridium complex having a pyrimidine skeleton, an organometallic iridium complex having a pyrazine skeleton, an organometallic iridium complex having a pyridine skeleton, a rare earth metal complex, a platinum complex, and the like.

[0310] [Phosphorescent substance (blue)] As organic metal iridium complexes having a 4H-triazole skeleton, for example, tris{2-[5-(2-methylphenyl)-4-(2,6-dimethylphenyl)-4H-1,2,4-triazol-3-yl-κN2]phenyl-κC}iridium (III) (abbreviation: [Ir(mpptz-dmp)3]), tris(5-methyl-3,4-diphenyl-4H-1,2,4-triazole)iridium (III) (abbreviation: [Ir(Mptz)3]), tris[4-(3-biphenyl)-5-isopropyl-3-phenyl-4H-1,2,4-triazole]iridium (III) (abbreviation: [Ir(iPrptz-3b)3], etc. can be used.

[0311] As organic metal iridium complexes having a 1H-triazole skeleton, for example, tris[3-methyl-1-(2-methylphenyl)-5-phenyl-1H-1,2,4-triazole]iridium(III) (abbreviated as [Ir(Mptz1-mp)3]), tris(1-methyl-5-phenyl-3-propyl-1H-1,2,4-triazole)iridium(III) (abbreviated as [Ir(Prptz1-Me)3]), etc. can be used.

[0312] As organic metal iridium complexes having an imidazole skeleton, for example, fac-tris[1-(2,6-diisopropylphenyl)-2-phenyl-1H-imidazole]iridium(III) (abbreviation: [Ir(iPrpim)3]), tris[3-(2,6-dimethylphenyl)-7-methylimidazo[1,2-f]phenanthridinato]iridium(III) (abbreviation: [Ir(dmpimpt-Me)3]), etc. can be used.

[0313] As an organometallic iridium complex having a phenylpyridine derivative having an electron-withdrawing group as a ligand, for example, bis[2-(4',6'-difluorophenyl)pyridinium-N,C 2’ ]iridium(III)tetrakis(1-pyrazole)borate (abbreviated as FIr6), bis[2-(4',6'-difluorophenyl)pyridinium-N,C 2’ ]iridium(III) picolinate (abbreviated as FIrpic), bis{2-[3',5'-bis(trifluoromethyl)phenyl]pyridinium-N,C 2’ Iridium(III) picolinate (abbreviated as [Ir(CF3ppy)2(pic)]), bis[2-(4',6'-difluorophenyl)pyridinium-N,C 2’ ]Iridium (III) acetylacetonate (abbreviation: FIracac), etc.

[0314] The above substance is a compound that emits blue phosphorescence and is a compound having a peak of light emission wavelength in the range of 440 nm to 520 nm.

[0315] [Phosphorescent substance (green)] As the organometallic iridium complex having a pyrimidine skeleton, for example, tris(4-methyl-6-phenylpyrimidinyl)iridium(III) (abbreviated as [Ir(mppm)3]), tris(4-tert-butyl-6-phenylpyrimidinyl)iridium(III) (abbreviated as [Ir(tBuppm)3]), (acetylacetonato)bis(6-methyl-4-phenylpyrimidinyl)iridium(III) (abbreviated as [Ir(mppm)2(acac)]), (acetylacetonato)bis(6-tert-butyl-4-phenylpyrimidinyl)iridium(III) (abbreviated as [Ir(tBuppm)3]) can be used. r(tBuppm)2(acac)]), (acetylacetonate)bis[6-(2-norbornyl)-4-phenylpyrimidinate]iridium(III) (abbreviated as [Ir(nbppm)2(acac)]), (acetylacetonate)bis[5-methyl-6-(2-methylphenyl)-4-phenylpyrimidinate]iridium(III) (abbreviated as [Ir(mpmppm)2(acac)]), (acetylacetonate)bis(4,6-diphenylpyrimidinate)iridium(III) (abbreviated as [Ir(dppm)2(acac)]), etc.

[0316] As organic metal iridium complexes having a pyrazine skeleton, for example, (acetylacetonate)bis(3,5-dimethyl-2-phenylpyrazine)iridium(III) (abbreviated as [Ir(mppr-Me)2(acac)]), (acetylacetonate)bis(5-isopropyl-3-methyl-2-phenylpyrazine)iridium(III) (abbreviated as [Ir(mppr-iPr)2(acac)], etc. can be used.

[0317] As an organic metal iridium complex having a pyridine skeleton, for example, tris(2-phenylpyridinium-N,C 2’ )iridium(III) (abbreviation: [Ir(ppy)3]), bis(2-phenylpyridinium-N,C 2 ') iridium (III) acetylacetonate (abbreviated as [Ir(ppy)2(acac)]), bis(benzo[h]quinoline)iridium (III) acetylacetonate (abbreviated as [Ir(bzq)2(acac)]), tris(benzo[h]quinoline)iridium (III) (abbreviated as [Ir(bzq)3]), tris(2-phenylquinoline-N,C 2’ )iridium(III) (abbreviation: [Ir(pq)3]), bis(2-phenylquinoline-N,C 2’)iridium(III) acetylacetonate (abbreviation: [Ir(pq)2(acac)]), [2-d3-methyl-8-(2-pyridyl-κN)benzofurano[2,3-b]pyridine-κC]bis[2-(5-d3-methyl-2-pyridyl-κN2)phenyl-κC]iridium(III) (abbreviation: [Ir(5mppy-d3)2(mbfpypy-d3)]), [2-d3-methyl-(2-pyridyl-κN)benzofurano[2,3-b]pyridine-κC]bis[2-(2-pyridyl-κN)phenyl-κC]iridium(III) (abbreviation: [Ir(ppy)2(mbfpypy-d3)]), etc.

[0318] Examples of the rare earth metal complex include terbium (III) tris(acetylacetonate)(monophenanthroline) (abbreviation: [Tb(acac)3(Phen)]) and the like.

[0319] The above substances are mainly compounds that emit green phosphorescence and have a peak emission wavelength of 500 nm to 600 nm. In addition, since an organic metal iridium complex having a pyrimidine skeleton has particularly excellent reliability or luminous efficiency, it is particularly preferred.

[0320] [Phosphorescent substance (red)] As organic metal iridium complexes having a pyrimidine skeleton, for example, (diisobutyrylmethane)bis[4,6-bis(3-methylphenyl)pyrimidinyl]iridium(III) (abbreviation: [Ir(5mdppm)2(dibm)]), bis[4,6-bis(3-methylphenyl)pyrimidinyl]dipivaloylmethanone)iridium(III) (abbreviation: [Ir(5mdppm)2(dpm)]), bis[4,6-di(naphthalene-1-yl)pyrimidinyl](dipivaloylmethanone)iridium(III) (abbreviation: [Ir(d1npm)2(dpm)]), etc. can be used.

[0321] As organic metal iridium complexes having a pyrazine skeleton, for example, (acetylacetonate)bis(2,3,5-triphenylpyrazine)iridium(III) (abbreviation: [Ir(tppr)2(acac)]), bis(2,3,5-triphenylpyrazine)(dipivaloylmethane)iridium(III) (abbreviation: [Ir(tppr)2(dpm)]), (acetylacetonate)bis[2,3-bis(4-fluorophenyl)quinoxalinato]iridium(III) (abbreviation: [Ir(Fdpq)2(acac)]), etc. can be used.

[0322] As an organometallic iridium complex having a pyridine skeleton, for example, tris(1-phenylisoquinoline-N,C 2’)iridium(III) (abbreviated as [Ir(piq)3]), bis(1-phenylisoquinoline-N,C 2’ )iridium(III) acetylacetonate (abbreviation: [Ir(piq)2(acac)]), etc.

[0323] Examples of the rare earth metal complex include tris(1,3-diphenyl-1,3-propanedione)(monophenanthroline)europium(III) (abbreviated as [Eu(DBM)3(Phen)]), tris[1-(2-thenoyl)-3,3,3-trifluoroacetone](monophenanthroline)europium(III) (abbreviated as [Eu(DBM)3(Phen)]), [Eu(TTA)3(Phen)]) etc.

[0324] As the platinum complex, for example, 2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphyrin platinum (II) (abbreviation: PtOEP) and the like can be used.

[0325] The above substance is a compound that emits red phosphorescence and has a light emission peak at 600 nm to 700 nm. In addition, an organometallic iridium complex having a pyrazine skeleton can obtain red light emission having a chromaticity that can be suitably used in a display device.

[0326] [Substances exhibiting thermally activated delayed fluorescence (TADF)] A TADF material can be used for layer 111Y(i,j). When a TADF material is used as a light-emitting substance, the S1 energy level of the host material is preferably higher than that of the TADF material. In addition, the T1 energy level of the host material is preferably higher than that of the TADF material.

[0327] For example, the TADF materials shown below can be used as the light-emitting material. Note that the present invention is not limited to this, and various known TADF materials can be used.

[0328] Since the difference between the S1 energy level and the T1 energy level in TADF materials is small, a small amount of thermal energy can be used to convert the triplet excited state into a singlet excited state by intersystem crossing (upconversion). Thus, a singlet excited state can be efficiently generated from a triplet excited state. In addition, the triplet excitation energy can be converted into luminescence.

[0329] The exciplex formed by two substances in an excited state has the function of a TADF material that can convert triplet excitation energy into singlet excitation energy because the difference between the S1 energy level and the T1 energy level is extremely small.

[0330] Note that as an indicator of the T1 level, a phosphorescence spectrum observed at a low temperature (e.g., 77 K to 10 K) can be used. With respect to the TADF material, when the wavelength energy of an extrapolated line obtained by cutting a line at the tail of the short wavelength side of the fluorescence spectrum is taken as the S1 level and the wavelength energy of an extrapolated line obtained by cutting a line at the tail of the short wavelength side of the phosphorescence spectrum is taken as the T1 level, it is preferred that the difference between the S1 level and the T1 level be 0.3 eV or less, more preferably 0.2 eV or less.

[0331] For example, fullerene and its derivatives, acridine and its derivatives, and eosin derivatives can be used for TADF materials. In addition, metal-containing porphyrins containing magnesium (Mg), zinc (Zn), cadmium (Cd), tin (Sn), platinum (Pt), indium (In) or palladium (Pd) can be used for TADF materials.

[0332] Specifically, the following structural formulas can be used: protoporphyrin-tin fluoride complex (SnF2(ProtoIX)), mesoporphyrin-tin fluoride complex (SnF2(Meso IX)), hematoporphyrin-tin fluoride complex (SnF2(Hemato IX)), coproporphyrin tetramethyl ester-tin fluoride complex (SnF2(Copro III-4Me), octaethylporphyrin-tin fluoride complex (SnF2(OEP)), protoporphyrin-tin fluoride complex (SnF2(Etio I)) and octaethylporphyrin-platinum chloride complex (PtCl2OEP).

[0333] [Chemical formula 29]

[0334] Furthermore, for example, a heterocyclic compound having one or both of a π-electron-rich heteroaromatic ring and a π-electron-deficient heteroaromatic ring can be used for the TADF material.

[0335] Specifically, 2-(biphenyl-4-yl)-4,6-bis(12-phenylindolo[2,3-a]carbazole-11-yl)-1,3,5-triazine (abbreviation: PIC-TRZ), 9-(4,6-diphenyl-1,3,5-triazine-2-yl)-9'-phenyl-9H,9'H-3,3'-bicarbazole (abbreviation: PCCzTzn), 2-{4-[3-(N-phenyl-9H-carbazole-3-yl)-9H-carbazole-9-yl]phenyl}-4,6-diphenyl-1,3,5-triazine (abbreviation: PCCzPTzn), 2-[4-(10H-phenoxazine-10-yl)-1,3,5-triazine]-2-yl]-9'-phenyl-9H,9'H-3,3'-bicarbazole (abbreviation: PCCzPTzn), )phenyl]-4,6-diphenyl-1,3,5-triazine (abbreviated as: PXZ-TRZ), 3-[4-(5-phenyl-5,10-dihydrophenazine-10-yl)phenyl]-4,5-diphenyl-1,2,4-triazole (abbreviated as: PPZ-3TPT), 3-(9,9-dimethyl-9H-acridin-10-yl)-9H-oxanthene-9-one (abbreviated as: ACRXTN), bis[4-(9,9-dimethyl-9,10-dihydroacridinium)phenyl]sulfone (abbreviated as: DMAC-DPS), 10-phenyl-10H,10'H-spiro[acridine-9,9'-anthracene]-10'-one (abbreviated as: ACRSA), etc.

[0336] [Chemical formula 30]

[0337] In addition, the heterocyclic compound has a π-electron-rich heteroaromatic ring and a π-electron-deficient heteroaromatic ring, and both electron transport and hole transport properties are high, so it is preferred. In particular, among the skeletons having π-electron-deficient heteroaromatic rings, the pyridine skeleton, the diazine skeleton (pyrimidine skeleton, pyrazine skeleton, pyridazine skeleton) and the triazine skeleton are stable and have good reliability, so they are preferred. In particular, the benzofuranopyrimidine skeleton, the benzothiophenopyrimidine skeleton, the benzofuranopyrazine skeleton, and the benzothiophenopyrazine skeleton have high electron acceptability and good reliability, so they are preferred.

[0338] In addition, among the skeletons having π-electron-rich heteroaromatic rings, acridine skeletons, phenoxazine skeletons, phenothiazine skeletons, furan skeletons, thiophene skeletons and pyrrole skeletons are stable and reliable, so it is preferred to have at least one of the above skeletons. In addition, as the furan skeleton, a dibenzofuran skeleton is preferably used, and as the thiophene skeleton, a dibenzothiophene skeleton is preferably used. As the pyrrole skeleton, an indole skeleton, a carbazole skeleton, an indolecarbazole skeleton, a bicarbazole skeleton, and a 3-(9-phenyl-9H-carbazole-3-yl)-9H-carbazole skeleton are particularly preferably used.

[0339] In the substance in which the π-electron-rich heteroaromatic ring and the π-electron-deficient heteroaromatic ring are directly bonded, the electron-donating property of the π-electron-rich heteroaromatic ring and the electron-accepting property of the π-electron-deficient heteroaromatic ring are both high, and the energy difference between the S1 energy level and the T1 energy level becomes small, so that thermally activated delayed fluorescence can be obtained efficiently, so it is particularly preferred. In addition, an aromatic ring bonded with an electron-withdrawing group such as a cyano group can also be used instead of the π-electron-deficient heteroaromatic ring. In addition, as a π-electron-rich skeleton, an aromatic amine skeleton, a phenazine skeleton, etc. can be used.

[0340] In addition, as a π-electron-deficient skeleton, a xanthene skeleton, a thioxanthenedioxide skeleton, an oxadiazole skeleton, a triazole skeleton, an imidazole skeleton, an anthraquinone skeleton, a boron-containing skeleton such as phenylborane or boranthrene, an aromatic ring or heteroaromatic ring having a nitrile group or a cyano group such as benzonitrile or cyanobenzene, a carbonyl skeleton such as benzophenone, a phosphine oxide skeleton, a sulfone skeleton, etc. can be used.

[0341] In this way, at least one of the π-electron-deficient heteroaromatic ring and the π-electron-rich heteroaromatic ring may be replaced with a π-electron-deficient skeleton and a π-electron-rich skeleton.

[0342] <<Structural Example 2 of Layer 111Y(i,j)>> A material having a carrier transport property can be used as a host material. For example, a material having a hole transport property, a material having an electron transport property, a substance exhibiting thermally activated delayed fluorescence (TADF: Thermally Activated Delayed Fluorescence), a material having an anthracene skeleton, and a mixed material can be used as a host material. Note that it is preferred to use a material having a band gap larger than that of the luminescent material in layer 111Y(i, j) as a host material. Therefore, the energy transfer from the excitons generated in layer 111Y(i, j) to the host material can be suppressed.

[0343] [Material with hole transport property] The hole mobility can be increased to 1×10 -6 cm 2 A material having a hole-transporting property or higher can be used for a material having a hole-transporting property. For example, a material having a hole-transporting property that can be used for the layer 112 can be used as a host material.

[0344] [Materials with electron transport properties] For example, a metal complex or an organic compound having a π-electron-deficient heteroaromatic ring skeleton can be used for the material having an electron-transporting property. For example, the material having an electron-transporting property that can be used for the layer 113 can be used as a host material.

[0345] [Material having anthracene skeleton] Organic compounds having an anthracene skeleton can be used as a host material. In particular, when a fluorescent light-emitting substance is used as a light-emitting substance, an organic compound having an anthracene skeleton is very suitable. Thus, a light-emitting device with good luminous efficiency and durability can be realized.

[0346] As an organic compound having an anthracene skeleton, an organic compound having a diphenylanthracene skeleton, especially an organic compound having a 9,10-diphenylanthracene skeleton, is chemically stable, so it is preferred. In addition, when the main material has a carbazole skeleton, the injection and transport properties of holes are improved, so it is preferred. In particular, when the main material has a dibenzocarbazole skeleton, its HOMO energy level is about 0.1eV shallower than carbazole, not only holes are easily injected, but also hole transport and heat resistance are improved, so it is preferred. Note that from the viewpoint of the above-mentioned hole injection and transport properties, a benzofluorene skeleton or a dibenzofluorene skeleton can also be used instead of the carbazole skeleton.

[0347] Therefore, as the host material, a substance having a 9,10-diphenylanthracene skeleton and a carbazole skeleton, a substance having a 9,10-diphenylanthracene skeleton and a benzocarbazole skeleton, or a substance having a 9,10-diphenylanthracene skeleton and a dibenzocarbazole skeleton is preferably used.

[0348] For example, 6-[3-(9,10-diphenyl-2-anthracene)phenyl]-benzo[b]naphtho[1,2-d]furan (abbreviated as 2mBnfPPA), 9-phenyl-10-{4-(9-phenyl-9H-fluoren-9-yl)biphenyl-4'-yl}anthracene (abbreviated as FLPPA), 9-(1-naphthyl)-10-[4-(2-naphthyl)phenyl]anthracene (abbreviated as αN-βNPAnth), 9-phenyl-3-[4-(10- [4-(10-phenyl-9-anthracenyl)phenyl]-9H-carbazole (abbreviated as: PCzPA), 9-[4-(10-phenyl-9-anthracenyl)phenyl]-9H-carbazole (abbreviated as: CzPA), 7-[4-(10-phenyl-9-anthracenyl)phenyl]-7H-dibenzo[c,g]carbazole (abbreviated as: cgDBCzPA), 3-[4-(1-naphthyl)-phenyl]-9-phenyl-9H-carbazole (abbreviated as: PCPN), etc.

[0349] In particular, CzPA, cgDBCzPA, 2mBnfPPA, and PCzPA showed very good characteristics.

[0350] [Substances exhibiting thermally activated delayed fluorescence (TADF)] TADF material can be used as a host material. When TADF material is used as a host material, the triplet excitation energy generated in the TADF material can be converted into singlet excitation energy by anti-intersystem crossing. In addition, the excitation energy can be transferred to the luminescent material. In other words, the TADF material is used as an energy donor and the luminescent material is used as an energy acceptor. Thus, the luminous efficiency of the light-emitting device can be improved.

[0351] This is very effective when the above-mentioned luminescent material is a fluorescent luminescent material. In addition, at this time, in order to obtain high luminous efficiency, the S1 energy level of the TADF material is preferably higher than the S1 energy level of the fluorescent luminescent material. In addition, the T1 energy level of the TADF material is preferably higher than the S1 energy level of the fluorescent luminescent material. Therefore, the T1 energy level of the TADF material is preferably higher than the T1 energy level of the fluorescent luminescent material.

[0352] In addition, it is preferable to use a TADF material that emits light at a wavelength overlapping with the absorption band on the lowest energy side of the fluorescent material. This is preferable because the excitation energy is smoothly transferred from the TADF material to the fluorescent material, and light emission can be obtained efficiently.

[0353] In order to efficiently generate singlet excitation energy from triplet excitation energy by anti-intersystem crossing, it is preferred to generate carrier recombination in TADF material. In addition, it is preferred that the triplet excitation energy generated in TADF material is not transferred to the triplet excitation energy of fluorescent material. For this reason, fluorescent material preferably has a protecting group around the luminophore (the skeleton that becomes the cause of luminescence) possessed by fluorescent material. As the protecting group, it is preferred that the substituent does not have a π bond, preferably a saturated hydrocarbon, specifically, an alkyl group having a carbon number of more than 3 and less than 10, a substituted or unsubstituted cycloalkyl group having a carbon number of more than 3 and less than 10, and a trialkylsilyl group having a carbon number of more than 3 and less than 10 can be cited, and more preferably a plurality of protecting groups. The substituent having no π bond has almost no function of transmitting carriers, so it has almost no effect on carrier transmission or carrier recombination, and the luminophore of TADF material and fluorescent material can be kept away from each other.

[0354] Here, the luminophore refers to an atomic group (skeleton) that causes light emission in a fluorescent substance. The luminophore preferably has a skeleton having a π bond, preferably contains an aromatic ring, and preferably has a condensed aromatic ring or a condensed heteroaromatic ring.

[0355] Examples of the condensed aromatic ring or condensed heteroaromatic ring include a phenanthrene skeleton, a stilbene skeleton, an acridone skeleton, a phenoxazine skeleton, a phenothiazine skeleton, and the like. In particular, a naphthalene skeleton, an anthracene skeleton, a fluorene skeleton, Fluorescent substances having a chrysene skeleton, a triphenylene skeleton, a tetracene skeleton, a pyrene skeleton, a perylene skeleton, a coumarin skeleton, a quinacridone skeleton, or a naphthobisbenzofuran skeleton are preferred because they have high fluorescence quantum yields.

[0356] For example, a TADF material that can be used for a light-emitting material can be used for a host material.

[0357] [Structure example 1 of mixed materials] In addition, a material mixed with multiple substances can be used as a main material. For example, a material with electron transport properties and a material with hole transport properties can be used as a mixed material. The weight ratio of the material with hole transport properties and the material with electron transport properties in the mixed material is (material with hole transport properties / material with electron transport properties) = (1 / 19) or more and (19 / 1) or less. Thus, the carrier transport properties of layer 111Y (i, j) can be easily adjusted. In addition, the control of the recombination area can be more easily performed.

[0358] [Structure example 2 of mixed materials] A material mixed with a phosphorescent substance may be used as a host material. When a fluorescent substance is used as a luminescent substance, the phosphorescent substance may be used as an energy donor for supplying excitation energy to the fluorescent substance.

[0359] [Structure example 3 of mixed materials] A mixed material containing a material that forms an exciplex can be used as a host material. For example, a material whose emission spectrum of the formed exciplex overlaps with the wavelength of the absorption band on the lowest energy side of the luminescent substance can be used as a host material. Therefore, energy transfer can be made smooth, thereby improving luminous efficiency. In addition, the driving voltage can be suppressed. By adopting such a structure, luminescence of ExTET (Exciplex-Triplet Energy Transfer) that utilizes energy transfer from the exciplex to the luminescent substance (phosphorescent material) can be efficiently obtained.

[0360] A phosphorescent substance may be used as at least one of the materials for forming an exciplex. Thus, anti-intersystem crossing may be utilized. Alternatively, triplet excitation energy may be efficiently converted into singlet excitation energy.

[0361] As a combination of materials forming an exciplex, the HOMO energy level of the material having hole transport is preferably above the HOMO energy level of the material having electron transport. Alternatively, the LUMO energy level of the material having hole transport is preferably above the LUMO energy level of the material having electron transport. Thus, an exciplex can be efficiently formed. In addition, the LUMO energy level and HOMO energy level of the material can be obtained from the electrochemical properties (reduction potential and oxidation potential). Specifically, the reduction potential and oxidation potential can be measured using cyclic voltammetry (CV) determination.

[0362] Note that the formation of an exciplex can be confirmed, for example, by comparing the emission spectra of a material having hole transport properties, the emission spectra of a material having electron transport properties, and the emission spectra of a mixed film formed by mixing these materials. When the emission spectrum of the mixed film is observed to drift toward the long wavelength side compared to the emission spectrum of each material (or to have a new peak on the long wavelength side), it indicates that an exciplex has been formed. Alternatively, the transient photoluminescence (PL) of a material having hole transport properties, the transient PL of a material having electron transport properties, and the transient PL of a mixed film formed by mixing these materials are compared. When the transient response is different, such as the ratio of the transient PL lifetime of the mixed film to the transient PL lifetime of each material is increased, it indicates that an exciplex has been formed. In addition, the above-mentioned transient PL can be referred to as transient electroluminescence (EL). In other words, the formation of an exciplex can be confirmed by comparing the transient EL of a material having hole transport properties, the transient EL of a material having electron transport properties, and the transient EL of a mixed film of these materials and observing the difference in transient response.

[0363] <Configuration Example 2 of Display Device 700> In addition, the display device 700 described in this embodiment includes the insulating film 528 (see Figure 3A ).

[0364] <<Structural Example of Insulating Film 528>> The insulating film 528 includes openings, one of which overlaps with the electrode 551X(i, j), and the other opening overlaps with the electrode 551Y(i, j). In addition, the insulating film 528 overlaps with the gap 551XY(i, j).

[0365] <<Structural Example of Gap 551XY(i,j)>> The gap 551XY(i, j) sandwiched between the electrode 551X(i, j) and the electrode 551Y(i, j) has, for example, a groove shape. Thus, a step is formed along the groove. In addition, a disconnection or a thin film thickness portion is formed between the film deposited on the gap 551XY(i, j) and the film deposited on the electrode 551X(i, j).

[0366] For example, when using an anisotropic deposition method such as heated evaporation, a disconnected or thinner film portion is formed along the above-mentioned step in the area 104XY(i, j) sandwiched between the layer 104X(i, j) and the layer 104Y(i, j).

[0367] Thus, for example, the current flowing through the region 104XY(i, j) can be suppressed. The current flowing between the layer 104X(i, j) and the layer 104Y(i, j) can be suppressed. In addition, the phenomenon that the adjacent light emitting device 550Y(i, j) emits light unintentionally due to the operation of the light emitting device 550X(i, j) can be suppressed.

[0368] <Configuration Example 3 of Display Device 700> The display device 700 described in this embodiment includes a light-emitting device 550X(i, j) and a light-emitting device 550Y(i, j) (see Figure 3B ). The light emitting device 550Y(i, j) is adjacent to the light emitting device 550X(i, j).

[0369] Note that the display device 700 is similar to the reference Figure 3A The display device 700 described in the following is different in that a part or all of the structure of the light emitting device 550X(i,j) or the light emitting device 550Y(i,j) is removed in the portion overlapping the gap 551XY(i,j); a disconnected or thinner portion is formed in the region 106XY1(i,j) and the region 106XY2(i,j); and films 529_1, 529_2, and 529_3 are included instead of the insulating film 528. Here, only the differences are described in detail, and the above description is used for the portions having the same structure.

[0370] <<Structural Example of Film 529_1>> The film 529_1 includes openings, one of which overlaps with the electrode 551X(i, j), and the other openings overlap with the electrode 551Y(i, j) (see Figure 3B ). In addition, the film 529_1 includes an opening portion overlapping the gap 551XY(i, j). For example, a film containing a metal, a metal oxide, an organic material, or an inorganic insulating material can be used for the film 529_1. Specifically, a light-shielding metal film can be used. Thus, the structure of the light-emitting device can be protected from the influence of light irradiated during the processing process.

[0371] <<Structural Example of Film 529_2>> The film 529_2 includes openings, one of which overlaps with the electrode 551X(i, j), and the other openings overlap with the electrode 551Y(i, j). The film 529_2 overlaps with the gap 551XY(i, j).

[0372] Film 529_2 includes regions in contact with layer 104X(i,j) and cell 103X(i,j).

[0373] Film 529_2 includes a region in contact with layer 104Y(i,j) and cell 103Y(i,j).

[0374] The film 529_2 includes a region in contact with the insulating film 521. For example, the film 529_2 can be formed by atomic layer deposition (ALD: Atomic Layer Deposition). In this way, a film with good coverage can be formed. Specifically, a metal oxide film or the like can be used for the film 529_2. For example, aluminum oxide can be used.

[0375] <<Structural Example of Film 529_3>> The film 529_3 includes an opening, one of which overlaps with the electrode 551X(i, j), and the other opening overlaps with the electrode 551Y(i, j). The film 529_3 fills the groove formed in the area overlapping with the gap 551XY(i, j). For example, the film 529_3 can be formed using a photosensitive resin. Specifically, acrylic resin or the like can be used.

[0376] Thus, for example, the layer 104X(i, j) and the layer 104Y(i, j) can be electrically insulated. In addition, for example, the current flowing through the region 104XY(i, j) can be suppressed. In addition, the phenomenon that the adjacent light-emitting device 550Y(i, j) emits light unintentionally accompanying the operation of the light-emitting device 550X(i, j) can be suppressed. The step generated between the top surface of the unit 103X(i, j) and the top surface of the unit 103Y(i, j) can be reduced. In addition, the phenomenon that a disconnection or a thinner film thickness portion is formed between the electrode 552X(i, j) and the electrode 552Y(i, j) due to the step can be suppressed. In addition, one conductive film can be used for the electrode 552X(i, j) and the electrode 552Y(i, j).

[0377] Note that, for example, a part or all of the structure that can be used for the light-emitting device 550X(i, j) or the light-emitting device 550Y(i, j) can be removed from the portion overlapping the gap 551XY(i, j) by using a photolithography technique. In this specification, etc., a device manufactured using a metal mask or FMM (Fine Metal Mask) is sometimes referred to as a device having an MM (Metal Mask) structure. In addition, in this specification, etc., a device manufactured without using a metal mask or FMM is sometimes referred to as a device having an MML (Metal Mask Less) structure.

[0378] In a manufacturing method using a high-precision metal mask, it is difficult to reduce the distance between adjacent light-emitting devices to, for example, less than 10 μm. In a method of manufacturing a light-emitting device on a glass substrate using photolithography, the distance between adjacent light-emitting devices can be reduced to, for example, less than 10 μm, less than 5 μm, less than 3 μm, less than 2 μm, less than 1.5 μm, less than 1 μm, or less than 0.5 μm. In addition, in a method of manufacturing a light-emitting device on a silicon wafer using photolithography, for example, using an exposure device for LSI, the distance between adjacent light-emitting devices can be reduced to less than 500 nm, less than 200 nm, less than 100 nm, or even less than 50 nm.

[0379] Thus, the area of ​​the non-luminous region between adjacent light-emitting devices can be greatly reduced. In addition, the aperture ratio can be close to 100%. For example, in a display device of one embodiment of the present invention, an aperture ratio of more than 40%, more than 50%, more than 60%, more than 70%, more than 80%, or even more than 90% and less than 100% can be achieved.

[0380] Specifically, in the first step, a film that will later become the unit cell 103Y(i,j) is formed on the gap 551XY(i,j).

[0381] In the second step, a first film which will later become the film 529_1 is formed on a film which will later become the unit 103Y(i,j).

[0382] In the third step, an opening portion overlapping with the gap 551XY(i,j) is formed in the first film by photolithography.

[0383] In the fourth step, the first film is used as a resist to remove part or all of the structure of the light emitting device 550Y(i, j) from the region overlapping the gap 551XY(i, j). For example, the unit 103Y is removed by dry etching. Specifically, the organic compound can be removed by using a gas containing oxygen. Thus, a groove-shaped structure is formed in the region overlapping the gap 551XY(i, j).

[0384] In the fifth step, for example, a second film which will later become the film 529_2 is formed on the first film by using an atomic layer deposition method (ALD: Atomic Layer Deposition).

[0385] In the sixth step, a film 529_3 is formed using, for example, a photosensitive polymer. Thus, the film 529_3 fills the groove structure formed in the region overlapping the gap 551XY(i,j).

[0386] In the seventh step, openings overlapping with the electrode 551Y(i, j) are formed in the first film and the second film by photolithography, thereby forming the film 529_1 and the film 529_2.

[0387] In the eighth step, a layer 105Y(i,j) is formed on the cell 103Y2(i,j), and an electrode 552Y(i,j) is formed on the layer 105Y(i,j).

[0388] Note that this embodiment mode can be combined with other embodiment modes described in this specification as appropriate.

[0389] (Implementation 8) In this embodiment, refer to Figure 4A and Figure 4B The structure of a display device 700 according to one embodiment of the present invention will be described.

[0390] Figure 4A is a cross-sectional view illustrating the structure of a display device 700 according to one embodiment of the present invention. Figure 4B It is a description of Figure 4A A cross-sectional view showing the structure of a display device 700 according to another embodiment of the present invention.

[0391] <Configuration Example 1 of Display Device 700> The display device 700 described in this embodiment includes a light emitting device 550X(i, j) and a photoelectric conversion device 550S(i, j) (see Figure 4A ). The photoelectric conversion device 550S(i, j) is adjacent to the light emitting device 550X(i, j).

[0392] The display device 700 includes a substrate 510 and a functional layer 520. The functional layer 520 includes an insulating film 521, and a light emitting device 550X(i, j) and a light emitting device 550Y(i, j) are formed on the insulating film 521. The functional layer 520 is sandwiched between the substrate 510 and the light emitting device 550X(i, j).

[0393] <<Structural Example of Light Emitting Device 550X(i,j)>> The light emitting device 550X(i, j) includes an electrode 551X(i, j), an electrode 552X(i, j), and a unit 103X(i, j). The electrode 552X(i, j) overlaps with the electrode 551X(i, j), and the unit 103X(i, j) is sandwiched between the electrode 552X(i, j) and the electrode 551X(i, j). The light emitting device 550X(i, j) includes a layer 104X(i, j) and a layer 105X(i, j), the layer 104X(i, j) is sandwiched between the unit 103X(i, j) and the electrode 551X(i, j), and the layer 105X(i, j) is sandwiched between the electrode 552X(i, j) and the unit 103X(i, j).

[0394] For example, the light-emitting device 550X described in Embodiment 2 to Embodiment 6 can be used for the light-emitting device 550X(i, j). Specifically, the structure that can be used for the electrode 551X can be used for the electrode 551X(i, j), and the structure that can be used for the electrode 552X can be used for the electrode 552X(i, j). The structure that can be used for the unit 103X can be used for the unit 103X(i, j). The structure that can be used for the layer 104 can be used for the layer 104X(i, j), and the structure that can be used for the layer 105 can be used for the layer 105X(i, j).

[0395] <<Configuration Example of Photoelectric Conversion Device 550S (i, j)>> The photoelectric conversion device 550S(i, j) includes an electrode 551S(i, j), an electrode 552S(i, j), and a unit 103S(i, j). The electrode 552S(i, j) overlaps with the electrode 551S(i, j), and the unit 103S(i, j) is sandwiched between the electrode 552S(i, j) and the electrode 551S(i, j). The photoelectric conversion device 550S(i, j) includes a layer 104S(i, j) and a layer 105S(i, j), the layer 104S(i, j) is sandwiched between the unit 103S(i, j) and the electrode 551S(i, j), and the layer 105S(i, j) is sandwiched between the electrode 552S(i, j) and the unit 103S(i, j).

[0396] The electrode 551S(i, j) is adjacent to the electrode 551X(i, j), and includes a gap 551XS(i, j) between the electrode 551S(i, j) and the electrode 551X(i, j).

[0397] Note that a portion of the structure that can be used for the light-emitting device 550X(i, j) described in Embodiment Modes 2 to 6 can be used for the structure of the photoelectric conversion device 550S(i, j). For example, a portion of the conductive film that can be used for the electrode 552X(i, j) can be used for the electrode 552S(i, j), and a structure that can be used for the electrode 551X can be used for the electrode 551S(i, j). A structure that can be used for the layer 104 can be used for the layer 104S(i, j), and a structure that can be used for the layer 105 can be used for the layer 105S(i, j). Thus, a portion of the structure can be shared. In addition, the manufacturing process can be simplified.

[0398] Note that the photoelectric conversion device 550S (i, j) is different from the light-emitting device 550X (i, j) in that it includes a unit 103S (i, j) having a function of converting light into current instead of the unit 103X (i, j) having a function of emitting light. Here, only the difference is described in detail, and the above description is used for the parts having the same structure.

[0399] <<Configuration Example of Unit 103S(i,j)>> The unit 103S(i,j) has a single-layer structure or a stacked-layer structure. For example, in addition to the photoelectric conversion layer, a layer selected from functional layers such as a hole transport layer, an electron transport layer, and a carrier blocking layer can be used for the unit 103S(i,j).

[0400] The unit 103S(i, j) includes a layer 114S(i, j), a layer 112S(i, j) and a layer 113S(i, j) (see Figure 4A ). Layer 114S(i, j) is sandwiched between layer 112S(i, j) and layer 113S(i, j). Note that layer 112S(i, j) is sandwiched between electrode 551S(i, j) and layer 114S(i, j), and layer 113 is sandwiched between electrode 552S(i, j) and layer 114S(i, j).

[0401] The unit 103S(i,j) absorbs light hv and has the function of supplying electrons to one electrode and supplying holes to the other electrode. For example, the unit 103S(i,j) supplies holes to the electrode 551S(i,j) and supplies electrons to the electrode 552S(i,j).

[0402] Note that a part of the structure that can be used for the unit 103X described in Embodiment Mode 2 can be used for the structure of the unit 103S(i, j). For example, a structure that can be used for the layer 112 can be used for the layer 112S(i, j), and a structure that can be used for the layer 113 can be used for the layer 113S(i, j). Thus, part of the structure can be shared. In addition, the manufacturing process can be simplified.

[0403] <<Structural Example 1 of Layer 114S(i,j)>> The layer 114S(i, j) may be referred to as a photoelectric conversion layer. The layer 114S(i, j) absorbs light hv, supplies electrons to a layer in contact with one surface of the layer 114S(i, j), and supplies holes to a layer in contact with the other surface of the layer 114S(i, j). For example, the layer 114S(i, j) supplies holes to the layer 112 and electrons to the layer 113. For example, a material that can be used for an organic solar cell may be used for the layer 114S(i, j). Specifically, an electron accepting material and an electron donating material may be used for the layer 114S(i, j).

[0404] [Examples of electron accepting materials] For example, a fullerene derivative, a non-fullerene electron acceptor, or the like can be used for the electron accepting material.

[0405] As the electron accepting material, for example, C 60 Fullerene, C 70 Fullerene, [6,6]-phenyl-C 71 -Butyric acid methyl ester (abbreviation: PC71BM), [6,6]-phenyl-C 61 -Butyric acid methyl ester (abbreviated as: PC61BM), 1',1",4',4"-tetrahydro-di[1,4]methano-naphtho[1,2:2',3',56,60:2",3"][5,6]fullerene-C 60 (Abbreviation: ICBA) etc.

[0406] As the non-fullerene electron acceptor, for example, a perylene derivative or a compound having a dicyanomethyleneindanone group can be used. Also, N,N'-dimethyl-3,4,9,10-perylenedicarboximide (abbreviation: Me-PTCDI) can be used.

[0407] [Examples of electron donating materials] For example, a phthalocyanine compound, a tetracene derivative, a quinacridone derivative, a rubrene derivative, or the like can be used as the electron donating material.

[0408] As the electron donating material, for example, copper (II) phthalocyanine (abbreviation: CuPc), tin (II) phthalocyanine (abbreviation: SnPc), zinc phthalocyanine (abbreviation: ZnPc), tetraphenyldibenzoindenopyrene (abbreviation: DBP), rubrene, etc. can be used.

[0409] <<Structural Example 2 of Layer 114S(i,j)>> For example, a single-layer structure or a stacked-layer structure may be used for the layer 114S(i, j). Specifically, a bulk heterojunction type structure may be used for the layer 114S(i, j). In addition, a heterojunction type structure may be used for the layer 114S(i, j).

[0410] [Example of bulk heterojunction type] For example, a mixed material containing an electron accepting material and an electron donating material can be used for the layer 114S(i, j) (see Figure 4A ) Note that a structure in which a mixed material including an electron-accepting material and an electron-donating material is used as the layer 114S(i,j) can be referred to as a bulk heterojunction type.

[0411] Specifically, the C 70 A mixed material of fullerene and DBP is used for layer 114S(i,j).

[0412] [Example of heterojunction type] Layer 114N(i, j) and layer 114P(i, j) may be used for layer 114S(i, j) (see Figure 4B ). Layer 114N(i, j) is located between one electrode and layer 114P(i, j), and layer 114P(i, j) is located between layer 114N(i, j) and another electrode. For example, layer 114N(i, j) is located between electrode 552S(i, j) and layer 114P(i, j), and layer 114P(i, j) is located between layer 114N(i, j) and electrode 551S(i, j).

[0413] An n-type semiconductor may be used for the layer 114N(i,j). For example, Me-PTCDI may be used for the layer 114N(i,j).

[0414] In addition, a p-type semiconductor can be used for the layer 114P(i,j). For example, rubrene can be used for the layer 114P(i,j).

[0415] Note that the photoelectric conversion device 550S(i, j) having a structure in which the layer 114P(i, j) is in contact with the layer 114N(i, j) can be referred to as a PN junction photodiode.

[0416] (Implementation method 9) In this embodiment, a configuration of a device according to one embodiment of the present invention will be described with reference to FIGS. 5 to 7 .

[0417] FIG. 5 is a diagram illustrating a configuration of a device according to one embodiment of the present invention. Figure 5A is a top view of a device according to one embodiment of the present invention, Figure 5B Yes Description Figure 5A A top view of a portion of. Figure 5C yes Figure 5A The cross-sectional view of the cut-off line X1 - X2 , the cut-off line X3 - X4 and a group of pixels 703 ( i, j ) are shown.

[0418] Figure 6 This is a circuit diagram illustrating the structure of a device according to one embodiment of the present invention.

[0419] FIG. 7 is a diagram illustrating a configuration of a device according to one embodiment of the present invention. Fig. 7A is a cross-sectional view of a device according to one embodiment of the present invention, Figure 7B is with Fig. 7A Different cross-sections.

[0420] <Configuration Example 1 of Display Device 700> A display device 700 according to one embodiment of the present invention includes a region 231 (see Figure 5A ). Region 231 includes a group of pixels 703 (i, j).

[0421] <<Structural Example of a Group of Pixels 703 (i, j)>> A group of pixels 703(i, j) includes pixels 702X(i, j) (refer to Figure 5B and Figure 5C ).

[0422] The pixel 702X(i,j) includes a pixel circuit 530X(i,j) and a light emitting device 550X(i,j). The light emitting device 550X(i,j) is electrically connected to the pixel circuit 530X(i,j).

[0423] For example, the light-emitting devices described in Embodiment Modes 2 to 6 can be used for the light-emitting device 550X(i, j). The display device 700 has a function of displaying an image.

[0424] <Configuration Example 2 of Display Device 700> In addition, a display device 700 according to one embodiment of the present invention includes a functional layer 540 and a functional layer 520 (see Figure 5C ). The functional layer 540 overlaps with the functional layer 520 .

[0425] The functional layer 540 includes light emitting devices 550X(i, j).

[0426] The functional layer 520 includes pixel circuits 530X (i, j) and wiring (see Figure 5C). The pixel circuit 530X(i, j) is electrically connected to the wiring. For example, a conductive film provided in the opening 591X or the opening 591Y of the functional layer 520 can be used as the wiring. In addition, the wiring connects the terminal 519B and the pixel circuit 530X(i, j). The conductive material CP connects the terminal 519B and the flexible printed circuit FPC1 electrically.

[0427] <Configuration Example 3 of Display Device 700> In addition, a display device 700 according to one embodiment of the present invention includes a drive circuit GD and a drive circuit SD (see Figure 5A ).

[0428] <<Configuration example of drive circuit GD>> The driving circuit GD supplies a first selection signal and a second selection signal.

[0429] <<Configuration Example of Drive Circuit SD>> The driving circuit SD supplies a first control signal and a second control signal.

[0430] <<Wiring Structure Example 1>> The wiring includes a conductive film G1(i), a conductive film G2(i), a conductive film S1(j), a conductive film S2(j), a conductive film ANO, a conductive film VCOM2, and a conductive film V0 (see Figure 6 ).

[0431] The conductive film G1 (i) is supplied with a first selection signal, and the conductive film G2 (i) is supplied with a second selection signal.

[0432] The conductive film S1 ( j ) is supplied with a first control signal, and the conductive film S2 ( j ) is supplied with a second control signal.

[0433] <<Configuration Example 1 of Pixel Circuit 530X(i,j)>> The pixel circuit 530X(i, j) is electrically connected to the conductive film G1(i) and the conductive film S1(j). The conductive film G1(i) supplies a first selection signal, and the conductive film S1(j) supplies a first control signal.

[0434] The pixel circuit 530X(i, j) drives the light emitting device 550X(i, j) according to the first selection signal and the first control signal, and the light emitting device 550X(i, j) emits light.

[0435] One electrode of the light emitting device 550X(i, j) is electrically connected to the pixel circuit 530X(i, j), and the other electrode is electrically connected to the conductive film VCOM2.

[0436] <<Configuration Example 2 of Pixel Circuit 530X(i,j)>> The pixel circuit 530X(i,j) includes a switch SW21, a switch SW22, a transistor M21, a capacitor C21, and a node N21.

[0437] The transistor M21 includes a gate electrode electrically connected to the node N21, a first electrode electrically connected to the light emitting device 550X(i,j), and a second electrode electrically connected to the conductive film ANO.

[0438] The switch SW21 includes a gate electrode having a function of controlling a conductive state or a non-conductive state according to the potentials of a first terminal electrically connected to the node N21, a second terminal electrically connected to the conductive film S1(j), and the conductive film G1(i).

[0439] The switch SW22 includes a gate electrode having a function of controlling a conductive state or a non-conductive state according to the potential of the first terminal electrically connected to the conductive film S2 (j) and the conductive film G2 (i).

[0440] The capacitor C21 includes a conductive film electrically connected to the node N21 and a conductive film electrically connected to the second electrode of the switch SW22 .

[0441] Thus, the image signal can be stored in the node N21. In addition, the potential of the node N21 can be changed using the switch SW22. In addition, the intensity of the light emitted by the light emitting device 550X (i, j) can be controlled using the potential of the node N21. As a result, a novel device with excellent convenience, practicality or reliability can be provided.

[0442] <<Configuration Example 3 of Pixel Circuit 530X(i,j)>> The pixel circuit 530X(i,j) includes a switch SW23, a node N22, and a capacitor C22.

[0443] The switch SW23 includes a gate electrode having a function of controlling a conductive state or a non-conductive state according to the potential of a first terminal electrically connected to the conductive film V0 , a second terminal electrically connected to the node N22 , and the conductive film G2 ( i ).

[0444] The capacitor C22 includes a conductive film electrically connected to the node N21 and a conductive film electrically connected to the node N22.

[0445] Note that the first electrode of the transistor M21 is electrically connected to the node N22.

[0446] <<Configuration Example 1 of Pixel 702X(i,j)>> The pixel 702X(i, j) includes a light emitting device 550X(i, j) and a pixel circuit 530X(i, j) (see Fig. 7A). The functional layer 540 includes a light emitting device 550X(i, j) and a coloring layer CFX, and the functional layer 520 includes a pixel circuit 530X(i, j).

[0447] The light emitting device 550X(i, j) is a light emitting device of a top emission structure, and the light emitting device 550X(i, j) emits light ELX toward a side where the functional layer 520 is not configured.

[0448] The coloring layer CFX allows a portion of the light emitted by the light-emitting device 550X(i, j) to pass through. For example, a portion of the white light can be passed through to extract blue light, green light, or red light. Note that a color conversion layer can be used instead of the coloring layer CFX. Thus, short-wavelength light can be converted into long-wavelength light.

[0449] <<Configuration Example 2 of Pixel 702X(i,j)>> Reference Figure 7B The illustrated pixel 702X(i, j) includes a light emitting device of a bottom emission structure. The light emitting device 550X(i, j) emits light ELX toward the side where the functional layer 520 is arranged.

[0450] The functional layer 520 includes a region 520T, and the region 520T transmits the light ELX. The functional layer 520 includes a colored layer CFX, and the colored layer CFX overlaps with the region 520T.

[0451] Note that this embodiment mode can be combined with other embodiment modes described in this specification as appropriate.

[0452] (Implementation 10) In this embodiment, a light-emitting device using the light-emitting device described in any of Embodiments 2 to 6 is described.

[0453] In this embodiment, a light-emitting device manufactured using the light-emitting device described in any one of Embodiments 2 to 6 is described with reference to FIG. 8. Note that Fig. 8A is a top view showing a light emitting device, and Figure 8B is along Fig. 8A 604 and 605. The light emitting device is a cross-sectional view cut along the line AB and the line CD in FIG. The light emitting device includes a pixel portion 602 and a driving circuit portion indicated by a dotted line as a unit for controlling the light emission of the light emitting device, and the driving circuit portion includes a source line driving circuit 601 and a gate line driving circuit 603. In addition, the light emitting device includes a sealing substrate 604 and a sealant 605, and a space 607 is surrounded by the sealant 605.

[0454] Note that the guide wiring 608 is a wiring for transmitting signals input to the source line driver circuit 601 and the gate line driver circuit 603, and receives a video signal, a clock signal, a start signal, a reset signal, etc. from an FPC (flexible printed circuit) used as an external input terminal 609. Note that although only the FPC is shown here, the FPC may also be mounted with a printed wiring board (PWB). The light-emitting device in this specification includes not only the light-emitting device body, but also a light-emitting device mounted with an FPC or a PWB.

[0455] Below, refer to Figure 8B A cross-sectional structure is described. A driver circuit portion and a pixel portion are formed over an element substrate 610 , and here, a source line driver circuit 601 as a driver circuit portion and one pixel in a pixel portion 602 are shown.

[0456] The element substrate 610 may be a substrate made of glass, quartz, organic resin, metal, alloy, semiconductor, or the like, or a plastic substrate made of FRP (Fiber Reinforced Plastics), PVF (polyvinyl fluoride), polyester, acrylic resin, or the like.

[0457] There is no particular restriction on the structure of the transistor used for the pixel or the driving circuit. For example, an inverted staggered transistor or a staggered transistor can be used. In addition, a top-gate transistor or a bottom-gate transistor can be used. There is no particular restriction on the semiconductor material used for the transistor, for example, silicon, germanium, silicon carbide, gallium nitride, etc. can be used. Alternatively, an oxide semiconductor containing at least one of indium, gallium, and zinc such as an In-Ga-Zn metal oxide can be used.

[0458] There is no particular restriction on the crystallinity of the semiconductor material used for the transistor, and an amorphous semiconductor or a crystalline semiconductor (a microcrystalline semiconductor, a polycrystalline semiconductor, a single crystal semiconductor, or a semiconductor having a crystalline region in part thereof) can be used. When a crystalline semiconductor is used, it is preferred because it can suppress the degradation of transistor characteristics.

[0459] Here, the oxide semiconductor is preferably used for semiconductor devices such as transistors provided in the above-mentioned pixel or driving circuit and transistors for touch sensors described later. It is particularly preferred to use an oxide semiconductor having a wider band gap than silicon. By using an oxide semiconductor having a wider band gap than silicon, the off-state current of the transistor can be reduced.

[0460] The oxide semiconductor preferably contains at least indium (In) or zinc (Zn). In addition, the oxide semiconductor is more preferably an oxide semiconductor containing an oxide represented by an In-M-Zn oxide (M is a metal such as Al, Ti, Ga, Ge, Y, Zr, Sn, La, Ce or Hf).

[0461] In particular, as the semiconductor layer, it is preferable to use an oxide semiconductor film having a plurality of crystal parts whose c axes are all oriented in a direction perpendicular to the formed surface of the semiconductor layer or the top surface of the semiconductor layer and having no grain boundaries between adjacent crystal parts.

[0462] By using the above-mentioned materials as the semiconductor layer, a highly reliable transistor with suppressed fluctuations in electric characteristics can be realized.

[0463] In addition, since the off-state current of the transistor having the semiconductor layer is low, the charge stored in the capacitor through the transistor can be maintained for a long period of time. By using such a transistor for a pixel, the driving circuit can be stopped while maintaining the grayscale of the image displayed in each display area. As a result, an electronic device with extremely low power consumption can be realized.

[0464] In order to achieve the stabilization of the characteristics of the transistor, etc., it is preferred to set a base film. As the base film, an inorganic insulating film such as a silicon oxide film, a silicon nitride film, an oxynitride silicon film, a silicon nitride oxide film, etc. can be used and manufactured in a single layer or a stacked layer. The base film can be formed by a sputtering method, a CVD (Chemical Vapor Deposition) method (plasma CVD method, thermal CVD method, MOCVD (Metal Organic CVD: Organic Metal Chemical Vapor Deposition) method, etc.) or an ALD (Atomic Layer Deposition) method, a coating method, a printing method, etc. Note that the base film may not be set if it is not necessary.

[0465] Note that FET623 shows one of the transistors formed in the source line driver circuit 601. In addition, the driver circuit can also be formed using various CMOS circuits, PMOS circuits, or NMOS circuits. In addition, although the driver integrated type in which the driver circuit is formed on the substrate is shown in this embodiment, this structure is not necessarily required, and the driver circuit can also be formed outside instead of being formed on the substrate.

[0466] In addition, the pixel portion 602 is formed by multiple pixels, each of which includes a switching FET 611, a current control FET 612, and a first electrode 613 electrically connected to the drain of the current control FET 612, but is not limited to this. A pixel portion combining more than three FETs and capacitors may also be used.

[0467] Note that the insulator 614 is formed to cover the end portion of the first electrode 613. Here, the insulator 614 can be formed using a positive photosensitive acrylic resin film.

[0468] In addition, the upper end or the lower end of the insulator 614 is formed into a curved surface having a curvature to obtain good coverage of the EL layer etc. formed later. For example, when a positive photosensitive acrylic resin is used as the material of the insulator 614, it is preferable to make only the upper end of the insulator 614 include a curved surface having a curvature radius (0.2 μm or more and 3 μm or less). As the insulator 614, a negative photosensitive resin or a positive photosensitive resin can be used.

[0469] An EL layer 616 and a second electrode 617 are formed on the first electrode 613. Here, as a material for the first electrode 613 used as an anode, a material having a large work function is preferably used. For example, in addition to a single-layer film such as an ITO film, an indium tin oxide film containing silicon, an indium oxide film containing 2 wt% or more and 20 wt% or less of zinc oxide, a titanium nitride film, a chromium film, a tungsten film, a Zn film, a Pt film, etc., a stacked film composed of a titanium nitride film and a film containing aluminum as a main component, and a three-layer structure composed of a titanium nitride film, a film containing aluminum as a main component, and a titanium nitride film, etc. can be used. Note that by adopting a stacked structure, the resistance value of the wiring can be low, a good ohmic contact can be obtained, and it can be used as an anode.

[0470] The EL layer 616 is formed by various methods such as an evaporation method using an evaporation mask, an inkjet method, and a spin coating method. The EL layer 616 has a structure described in any one of Embodiments 2 to 6. As other materials constituting the EL layer 616, a low molecular compound or a high molecular compound (including an oligomer and a dendrimer) may be used.

[0471] In addition, as a material for the second electrode 617 formed on the EL layer 616 and used as a cathode, a material having a small work function (Al, Mg, Li, Ca, or an alloy or compound thereof (MgAg, MgIn, AlLi, etc.) is preferably used. Note that when light generated in the EL layer 616 is allowed to pass through the second electrode 617, it is preferable to use a stacked layer composed of a metal thin film with a reduced thickness and a transparent conductive film (ITO, indium oxide containing 2 wt% or more and 20 wt% or less of zinc oxide, indium tin oxide containing silicon, zinc oxide (ZnO), etc.) as the second electrode 617.

[0472] In addition, a light-emitting device is formed by a first electrode 613, an EL layer 616, and a second electrode 617. The light-emitting device is the light-emitting device described in any one of Embodiments 2 to 6. In addition, the pixel portion is composed of a plurality of light-emitting devices, and the light-emitting device of this embodiment may include both the light-emitting device described in any one of Embodiments 2 to 6 and a light-emitting device having another structure.

[0473] In addition, the sealing substrate 604 is attached to the element substrate 610 using the sealant 605, and the light-emitting device 618 is provided in a space 607 surrounded by the element substrate 610, the sealing substrate 604, and the sealant 605. Note that the space 607 is filled with a filler, and an inert gas (nitrogen, argon, etc.) can be used as the filler, or a sealant can be used. Figure 8B Although not shown in the figure, by forming a recess in the sealing substrate and providing a desiccant therein, degradation due to moisture can be suppressed, which is preferred.

[0474] In addition, epoxy resin or glass powder is preferably used as the sealant 605. In addition, these materials are preferably materials that do not allow moisture and oxygen to pass through as much as possible. In addition, as a material for sealing the substrate 604, in addition to a glass substrate or a quartz substrate, a plastic substrate composed of FRP (Fiber Reinforced Plastics), PVF (polyvinyl fluoride), polyester, acrylic resin, etc. can also be used.

[0475] Although in Fig. 8A and Figure 8B Although not shown, a protective film may be provided on the second electrode. The protective film may be formed of an organic resin film or an inorganic insulating film. In addition, the protective film may be formed in a manner covering the exposed portion of the sealant 605. In addition, the protective film may be provided to cover the surface and side surfaces of a pair of substrates, the exposed side surfaces of the sealing layer, the insulating layer, etc.

[0476] As the protective film, a material that does not easily permeate impurities such as water can be used. Therefore, it is possible to effectively suppress the diffusion of impurities such as water from the outside to the inside.

[0477] As a material constituting the protective film, oxides, nitrides, fluorides, sulfides, ternary compounds, metals or polymers can be used. For example, a material containing aluminum oxide, hafnium oxide, hafnium silicate, lanthanum oxide, silicon oxide, strontium titanate, tantalum oxide, titanium oxide, zinc oxide, niobium oxide, zirconium oxide, tin oxide, yttrium oxide, cerium oxide, scandium oxide, erbium oxide, vanadium oxide, indium oxide, or a material containing aluminum nitride, hafnium nitride, silicon nitride, tantalum nitride, titanium nitride, niobium nitride, molybdenum nitride, zirconium nitride, gallium nitride, a nitride containing titanium and aluminum, an oxide containing titanium and aluminum, an oxide containing aluminum and zinc, a sulfide containing manganese and zinc, a sulfide containing cerium and strontium, an oxide containing erbium and aluminum, an oxide containing yttrium and zirconium, or the like can be used.

[0478] The protective film is preferably formed by a film forming method with good step coverage. One of such methods is the atomic layer deposition (ALD) method. It is preferred to use a material that can be formed by the ALD method for the protective film. The ALD method can form a dense protective film with reduced defects such as cracks or pinholes or a uniform thickness. In addition, damage to the processed components when forming the protective film can be reduced.

[0479] For example, the ALD method can form a uniform protective film with few defects on a surface having a complex uneven shape or on the top, side, and back surface of a touch panel.

[0480] As described above, a light-emitting device manufactured using the light-emitting device described in any one of Embodiments 2 to 6 can be obtained.

[0481] Since the light-emitting device in this embodiment uses the light-emitting device described in any one of Embodiments 2 to 6, a light-emitting device with excellent characteristics can be obtained. Specifically, the light-emitting device described in any one of Embodiments 2 to 6 has good luminous efficiency, thereby realizing a light-emitting device with low power consumption.

[0482] FIG. 9 shows an example of a light-emitting device that realizes full color by forming a light-emitting device that emits white light and providing a coloring layer (color filter) and the like. Fig.9A Shown are a substrate 1001, a base insulating film 1002, a gate insulating film 1003, a gate electrode 1006, a gate electrode 1007, a gate electrode 1008, a first interlayer insulating film 1020, a second interlayer insulating film 1021, a peripheral portion 1042, a pixel portion 1040, a driving circuit portion 1041, an electrode 1024W of a light-emitting device, an electrode 1024R, an electrode 1024G, an electrode 1024B, a partition wall 1025, an EL layer 1028, an electrode 1029 of a light-emitting device, a sealing substrate 1031, a sealant 1032, and the like.

[0483] In addition, Fig.9A In the embodiment, the coloring layers (red coloring layer 1034R, green coloring layer 1034G, blue coloring layer 1034B) are provided on the transparent substrate 1033. In addition, a black matrix 1035 may be provided. The transparent substrate 1033 provided with the coloring layers and the black matrix is ​​aligned and fixed to the substrate 1001. In addition, the coloring layers and the black matrix 1035 are covered by a protective layer 1036. In addition, Fig.9A A light-emitting layer is shown in which light is transmitted to the outside without passing through the coloring layer and light is transmitted to the outside through the coloring layers of each color. The light that does not pass through the coloring layer becomes white light and the light that passes through the coloring layer becomes red light, green light, and blue light, so that images can be displayed with pixels of four colors.

[0484] Fig. 9B The example in which the colored layers (red colored layer 1034R, green colored layer 1034G, and blue colored layer 1034B) are formed between the gate insulating film 1003 and the first interlayer insulating film 1020 is shown. As described above, the colored layers may be provided between the substrate 1001 and the sealing substrate 1031.

[0485] In addition, although a light-emitting device having a structure in which light is extracted from the substrate 1001 side where FET is formed (bottom emission type) has been described above, a light-emitting device having a structure in which light is extracted from the sealing substrate 1031 side (top emission type) may also be used. Fig.10 1001 is a cross-sectional view of a top-emitting light-emitting device. In this case, a substrate that does not allow light to pass through can be used as the substrate 1001. The process up to the manufacture of the connection electrode for connecting the FET to the anode of the light-emitting device is performed in the same manner as the bottom-emitting light-emitting device. Then, a third interlayer insulating film 1037 is formed in a manner covering the electrode 1022. The insulating film may also have a planarization function. The third interlayer insulating film 1037 may be formed using the same material as the second interlayer insulating film or other known materials.

[0486] Although the electrodes 1024W, 1024R, 1024G, and 1024B in the light emitting device are anodes, they may also be cathodes. Fig.10 In the case of a top emission type light-emitting device as shown, the electrodes 1024W, 1024R, 1024G, and 1024B are preferably reflective electrodes. The structure of the EL layer 1028 is the same as that of the unit 103X shown in any of Embodiments 2 to 6, and is an element structure capable of emitting white light.

[0487] In adopting Fig.10In the case of the top emission structure shown, a sealing substrate 1031 provided with a coloring layer (a red coloring layer 1034R, a green coloring layer 1034G, and a blue coloring layer 1034B) can be used for sealing. The sealing substrate 1031 can also be provided with a black matrix 1035 located between pixels. The coloring layer (the red coloring layer 1034R, the green coloring layer 1034G, and the blue coloring layer 1034B) or the black matrix 1035 can also be covered by a protective layer. In addition, as the sealing substrate 1031, a light-transmitting substrate is used. In addition, although an example of full-color display in four colors of red, green, blue, and white is shown here, it is not limited to this, and full-color display can also be performed in four colors of red, yellow, green, and blue or three colors of red, green, and blue.

[0488] In a top-emitting light-emitting device, a microcavity structure can be preferably applied. A reflective electrode is used as a first electrode and a semi-transmissive and semi-reflective electrode is used as a second electrode, thereby obtaining a light-emitting device having a microcavity structure. At least an EL layer is included between the reflective electrode and the semi-transmissive and semi-reflective electrode, and at least a light-emitting layer that becomes a light-emitting region is included.

[0489] Note that the reflective electrode has a visible light reflectivity of 40% to 100%, preferably 70% to 100%, and a resistivity of 1×10 -2 The semi-transmissive and semi-reflective electrode has a visible light reflectivity of 20% to 80%, preferably 40% to 70%, and a resistivity of 1×10 -2 Ω·cm or less.

[0490] Light emitted from the light-emitting layer included in the EL layer is reflected by the reflective electrode and the semi-transmissive and semi-reflective electrode, and resonates.

[0491] In the light emitting device, the optical path between the reflective electrode and the semi-transmissive and semi-reflective electrode can be changed by changing the thickness of the transparent conductive film, the composite material or the carrier transport material, etc. Thus, the light of the resonant wavelength can be strengthened and the light of the non-resonant wavelength can be attenuated between the reflective electrode and the semi-transmissive and semi-reflective electrode.

[0492] The light reflected by the reflective electrode (first reflected light) will cause great interference to the light directly incident from the light-emitting layer to the semi-transmissive and semi-reflective electrode (first incident light), so it is preferable to adjust the optical path between the reflective electrode and the light-emitting layer to (2n-1)λ / 4 (note that n is a natural number greater than 1, and λ is the wavelength of the light to be enhanced). By adjusting this optical path, the phase of the first reflected light and the first incident light can be aligned, thereby further enhancing the light emitted from the light-emitting layer.

[0493] In the above structure, the EL layer may include a plurality of light-emitting layers or only one light-emitting layer. For example, the following structure may be adopted: a plurality of EL layers are provided in one light-emitting device with a charge generation layer sandwiched therebetween, and one or more light-emitting layers are formed in each EL layer by combining the structure of the above-mentioned tandem light-emitting device.

[0494] By adopting a microcavity structure, the light emission intensity in the front direction of a specified wavelength can be enhanced, thereby achieving low power consumption. Note that in the case of a light-emitting device that displays an image using sub-pixels of four colors, red, yellow, green, and blue, since the brightness improvement effect due to yellow light emission can be obtained and a microcavity structure suitable for the wavelength of each color can be adopted in all sub-pixels, a light-emitting device with good characteristics can be realized.

[0495] Since the light-emitting device in this embodiment uses the light-emitting device described in any one of Embodiments 2 to 6, a light-emitting device with excellent characteristics can be obtained. Specifically, the light-emitting efficiency using the light-emitting device described in any one of Embodiments 2 to 6 is good, thereby realizing a light-emitting device with low power consumption.

[0496] Although the active matrix light emitting device has been described so far, the passive matrix light emitting device will be described below. FIG11 shows a passive matrix light emitting device manufactured by using the present invention. Note that Fig.11A is a perspective view showing a light emitting device, and Fig. 11B is along Fig.11A 11 , an EL layer 955 is provided between an electrode 952 and an electrode 956 on a substrate 951. The end of the electrode 952 is covered by an insulating layer 953. An isolation layer 954 is provided on the insulating layer 953. The side wall of the isolation layer 954 has such an inclination that the spacing between the two side walls is narrower as it approaches the substrate surface. In other words, the cross section of the isolation layer 954 in the short side direction is a trapezoid, and the bottom side (the side facing the same direction as the surface direction of the insulating layer 953 and in contact with the insulating layer 953) is shorter than the top side (the side facing the same direction as the surface direction of the insulating layer 953 and not in contact with the insulating layer 953). In this way, by providing the isolation layer 954, defects of the light-emitting device caused by static electricity or the like can be prevented. In addition, in a passive matrix light-emitting device, by using the light-emitting device shown in any one of Embodiments 2 to 6, a light-emitting device with good reliability or a light-emitting device with low power consumption can also be obtained.

[0497] The light-emitting device described above can control each of a plurality of minute light-emitting devices arranged in a matrix, and therefore can be suitably used as a display device that displays images.

[0498] In addition, this embodiment mode can be freely combined with other embodiment modes.

[0499] (Implementation 11) In this embodiment, an example in which the light-emitting device described in any one of Embodiments 2 to 6 is used for a lighting device is described with reference to FIG. 12 . Fig. 12B is a top view of the lighting device. Fig. 12A It is along Fig. 12B Cross-sectional view of line ef.

[0500] In the lighting device of this embodiment, a first electrode 401 is formed on a light-transmitting substrate 400 used as a support. The first electrode 401 corresponds to the electrode 551X in any one of Embodiments 2 to 6. When light is extracted from the first electrode 401 side, the first electrode 401 is formed using a light-transmitting material.

[0501] Furthermore, a pad 412 for supplying a voltage to the second electrode 404 is formed on the substrate 400 .

[0502] An EL layer 403 is formed over the first electrode 401. The EL layer 403 corresponds to a structure in which the layer 104, the unit 103X, and the layer 105 in any one of Embodiments 2 to 6 are combined, or a structure in which the layer 104, the unit 103X, the layer 106, the unit 103X2, and the layer 105 in any one of Embodiments 2 to 6 are combined. Note that as for these structures, refer to the respective descriptions.

[0503] The second electrode 404 is formed to cover the EL layer 403. The second electrode 404 corresponds to the electrode 552X in any one of Embodiments 2 to 6. When light is extracted from the first electrode 401 side, the second electrode 404 is formed using a material with high reflectivity. By connecting the second electrode 404 to the pad 412, a voltage is supplied to the second electrode 404.

[0504] As described above, the lighting device described in this embodiment includes a light-emitting device including the first electrode 401, the EL layer 403, and the second electrode 404. Since the light-emitting device has high light emission efficiency, the lighting device of this embodiment can be a low-power lighting device.

[0505] The substrate 400 on which the light emitting device having the above structure is formed and the sealing substrate 407 are fixed and sealed using the sealant 405 and the sealant 406, thereby manufacturing a lighting device. In addition, only one of the sealant 405 and the sealant 406 may be used. In addition, the inner sealant 406 (at Fig. 12B The semiconductor device (not shown) is mixed with a desiccant, thereby absorbing moisture and improving reliability.

[0506] Furthermore, the pad 412 and part of the first electrode 401 can be used as an external input terminal by extending outside the sealant 405 and the sealant 406. Alternatively, an IC chip 420 or the like on which a converter or the like is mounted may be provided as the external input terminal.

[0507] The EL element of the lighting device described in this embodiment uses the light-emitting device described in any one of Embodiments 2 to 6, whereby a lighting device with low power consumption can be realized.

[0508] (Implementation 12) In this embodiment, an example of an electronic device including a light-emitting device described in any one of Embodiments 2 to 6 as a part thereof is described. The light-emitting device described in any one of Embodiments 2 to 6 is a light-emitting device having good luminous efficiency and low power consumption. As a result, the electronic device described in this embodiment can realize an electronic device including a light-emitting portion with low power consumption.

[0509] As electronic devices using the above-mentioned light-emitting devices, for example, there can be cited television devices (also called television sets or television receivers), displays for computers, etc., digital cameras, digital video cameras, digital photo frames, mobile phones (also called mobile phones, mobile phone devices), portable game consoles, portable information terminals, sound reproduction devices, large-scale game consoles such as pinball machines, etc. Specific examples of these electronic devices are shown below.

[0510] Fig.13A An example of a television device is shown. In the television device, a display portion 7103 is incorporated in a housing 7101. In addition, a structure in which the housing 7101 is supported by a bracket 7105 is shown. The display portion 7103 can display images, and the display portion 7103 is formed by arranging the light-emitting devices described in any of Embodiments 2 to 6 in a matrix.

[0511] The television device can be operated by using an operation switch provided in the housing 7101 or a remote control unit 7110 provided separately. Channels and volume can be controlled by using operation keys 7109 provided in the remote control unit 7110, thereby controlling an image displayed on the display portion 7103. Furthermore, the remote control unit 7110 may be provided with a display portion 7107 to display output information.

[0512] In addition, the television device is configured with a receiver or a modem. The receiver can receive general television broadcasts. Furthermore, by connecting to a wired or wireless communication network via a modem, one-way (from a sender to a receiver) or two-way (between a sender and a receiver or between receivers, etc.) information communication can be performed.

[0513] Fig. 13B A computer is shown, which includes a main body 7201, a housing 7202, a display portion 7203, a keyboard 7204, an external connection port 7205, a pointing device 7206, and the like. In addition, the computer is manufactured by arranging the light-emitting devices described in any one of Embodiments 2 to 6 in a matrix and using them for the display portion 7203. Fig. 13B The computer in can also be Fig. 13C The method shown. Fig. 13C The computer shown is provided with a second display unit 7210 instead of the keyboard 7204 and the pointing device 7206. The second display unit 7210 is a touch panel, and input can be performed by operating the input display displayed on the second display unit 7210 with a finger or a special pen. In addition, the second display unit 7210 can display not only the input display but also other images. In addition, the display unit 7203 can also be a touch panel. Because the two screens are connected by a hinge portion, problems such as damage to the screen and destruction during storage or transportation can be prevented.

[0514] Fig.13D An example of a portable terminal is shown. The portable terminal includes a display portion 7402, an operation button 7403, an external connection port 7404, a speaker 7405, a microphone 7406, and the like, which are assembled in a housing 7401. The portable terminal includes a display portion 7402 manufactured by arranging the light-emitting devices described in any one of Embodiments 2 to 6 in a matrix.

[0515] Fig.13D The illustrated portable terminal may have a structure in which information can be input by touching the display portion 7402 with a finger or the like. In this case, operations such as making a call or writing an e-mail can be performed by touching the display portion 7402 with a finger or the like.

[0516] The display portion 7402 mainly has three screen modes: a first display mode mainly for displaying images, a second input mode mainly for inputting information such as text, and a third display input mode that is a combination of the display mode and the input mode.

[0517] For example, when making a phone call or writing an e-mail, the text displayed on the screen can be input in a text input mode in which the display portion 7402 is mainly used to input text. In this case, it is preferred that a keyboard or number buttons are displayed in most parts of the screen of the display portion 7402.

[0518] Furthermore, by providing a detection device having a sensor for detecting inclination such as a gyro sensor and an acceleration sensor inside the portable terminal, the orientation (portrait or landscape) of the portable terminal can be determined and the screen display of the display unit 7402 can be automatically switched.

[0519] Furthermore, the screen mode is switched by touching the display portion 7402 or operating the operation button 7403 of the housing 7401. Alternatively, the screen mode may be switched according to the type of image displayed on the display portion 7402. For example, when the image signal displayed on the display portion is data of a dynamic image, the screen mode is switched to the display mode, and when the image signal is text data, the screen mode is switched to the input mode.

[0520] In addition, when it is detected by detecting a signal detected by the optical sensor of the display portion 7402 in the input mode that there is no touch operation input to the display portion 7402 for a certain period of time, control may be performed to switch the screen mode from the input mode to the display mode.

[0521] The display portion 7402 can also be used as an image sensor. For example, by touching the display portion 7402 with a palm or a finger, palm prints, fingerprints, etc. can be photographed, thereby enabling personal identification. In addition, by using a backlight emitting near-infrared light or a sensing light source emitting near-infrared light in the display portion, finger veins, palm veins, etc. can also be photographed.

[0522] Fig.14A is a schematic diagram showing an example of a cleaning robot.

[0523] The cleaning robot 5100 includes a display 5101 on the top surface and a plurality of cameras 5102, a brush 5103 and an operation button 5104 on the side. Although not shown, the bottom surface of the cleaning robot 5100 is provided with tires and a suction port, etc. In addition, the cleaning robot 5100 also includes various sensors such as an infrared sensor, an ultrasonic sensor, an acceleration sensor, a piezoelectric sensor, an optical sensor, and a gyroscope sensor. In addition, the cleaning robot 5100 includes a wireless communication unit.

[0524] The sweeping robot 5100 can walk automatically, detect garbage 5120, and suck the garbage from the suction port on the bottom.

[0525] In addition, the cleaning robot 5100 analyzes the image captured by the camera 5102 to determine the presence or absence of obstacles such as walls, furniture, or steps. In addition, when objects such as wiring that may be wrapped around the brush 5103 are detected through image analysis, the rotation of the brush 5103 can be stopped.

[0526] The remaining battery power or the amount of attracted garbage, etc. may be displayed on the display 5101. The walking path of the cleaning robot 5100 may be displayed on the display 5101. In addition, the display 5101 may be a touch panel, and the operation button 5104 may be displayed on the display 5101.

[0527] The cleaning robot 5100 can communicate with a portable electronic device 5140 such as a smartphone. The image captured by the camera 5102 can be displayed on the portable electronic device 5140. Therefore, the owner of the cleaning robot 5100 can also know the situation of the room when going out. In addition, the display content of the display 5101 can be confirmed using a portable electronic device 5140 such as a smartphone.

[0528] The light-emitting device of one embodiment of the present invention can be used for the display 5101.

[0529] Fig. 14B The robot 2100 shown includes a computing device 2110 , a microphone 2102 , an upper camera 2103 , a speaker 2104 , a display 2105 , a lower camera 2106 , an obstacle sensor 2107 , and a moving mechanism 2108 .

[0530] The microphone 2102 has a function of detecting the user's voice and surrounding sounds, etc. In addition, the speaker 2104 has a function of emitting sound. The robot 2100 can communicate with the user using the microphone 2102 and the speaker 2104.

[0531] The display 2105 has the function of displaying various information. The robot 2100 can display the information desired by the user on the display 2105. The display 2105 can also be equipped with a touch panel. The display 2105 can be a detachable information terminal. By setting the information terminal at a predetermined position of the robot 2100, charging and data transmission and reception can be performed.

[0532] The upper camera 2103 and the lower camera 2106 have a function of photographing the surrounding environment of the robot 2100. In addition, the obstacle sensor 2107 can detect the presence or absence of obstacles in front of the robot 2100 when the robot 2100 moves using the moving mechanism 2108. The robot 2100 can recognize the surrounding environment and move safely using the upper camera 2103, the lower camera 2106, and the obstacle sensor 2107. The light emitting device of one embodiment of the present invention can be used for the display 2105.

[0533] Fig. 14C5 is a diagram showing an example of a goggle-type display. The goggle-type display includes, for example, a frame 5000, a display unit 5001, a speaker 5003, an LED lamp 5004, an operation key (including a power switch or an operation switch), a connection terminal 5006, a sensor 5007 (which has a function of measuring the following factors: force, displacement, position, speed, acceleration, angular velocity, rotation speed, distance, light, liquid, magnetism, temperature, chemical substance, sound, time, hardness, electric field, current, voltage, electricity, radiation, flow, humidity, inclination, vibration, smell or infrared), a microphone 5008, a display unit 5002, a support unit 5012, an earphone 5013, etc.

[0534] The light-emitting device of one embodiment of the present invention can be used for the display portion 5001 and the display portion 5002 .

[0535] Fig.15 An example in which the light-emitting device described in any one of Embodiments 2 to 6 is used in a desk lamp as a lighting device will be described. Fig.15 The desk lamp shown includes a housing 2001 and a light source 2002 , and the lighting device described in Embodiment 11 is used as the light source 2002 .

[0536] Fig.16 An example of using the light-emitting device described in any one of Embodiments 2 to 6 for an indoor lighting device 3001 is shown. Since the light-emitting device described in any one of Embodiments 2 to 6 is a light-emitting device with high light-emitting efficiency, a low-power lighting device can be provided. In addition, since the light-emitting device described in any one of Embodiments 2 to 6 can be realized in a large area, it can be used in a lighting device with a large area. In addition, since the light-emitting device described in any one of Embodiments 2 to 6 is thin, it can be used as a lighting device that can be thinned.

[0537] The light-emitting device described in any one of Embodiments 2 to 6 can also be mounted on a windshield or a dashboard of a car. Fig.17 This shows an embodiment in which the light-emitting device described in any one of Embodiments 2 to 6 is used for a windshield or an instrument panel of a car. Display regions 5200 to 5203 are display regions provided using the light-emitting device described in any one of Embodiments 2 to 6.

[0538] The display area 5200 and the display area 5201 are display devices provided on the windshield of a car and equipped with the light-emitting device described in any one of Embodiments 2 to 6. By using light-transmitting electrodes to manufacture the first electrode and the second electrode of the light-emitting device described in any one of Embodiments 2 to 6, a so-called perspective display device that can see the scenery on the opposite side can be obtained. If a perspective display is adopted, the field of vision is not obstructed even if it is provided on the windshield of a car. In addition, when a transistor for driving is provided, it is preferable to use a light-transmitting transistor, such as an organic transistor using an organic semiconductor material or a transistor using an oxide semiconductor.

[0539] The display area 5202 is a display device provided in the pillar part and equipped with the light-emitting device shown in any one of Embodiments 2 to 6. By displaying the image from the imaging unit provided on the vehicle compartment on the display area 5202, the field of vision blocked by the pillar can be supplemented. In addition, similarly, the display area 5203 provided on the instrument panel part can supplement the blind spot of the field of vision blocked by the vehicle compartment by displaying the image from the imaging unit provided on the outside of the vehicle, thereby improving safety. By displaying the image to supplement the part that is not seen, safety can be confirmed more naturally and simply.

[0540] Display area 5203 can provide various information by displaying navigation information, speed or rotation speed, driving distance, remaining fuel, gear status, air conditioning settings, etc. The user can change the display content or layout appropriately. In addition, this information can also be displayed on display area 5200 to display area 5202. In addition, display area 5200 to display area 5203 can also be used as a lighting device.

[0541] also, 18A to 18C A foldable portable information terminal 9310 is shown. Fig.18A The portable information terminal 9310 is shown in the unfolded state. Fig.18B The portable information terminal 9310 is shown in a state in the process of changing from one of the unfolded state and the folded state to the other state. Fig. 18C The portable information terminal 9310 is shown in a folded state. The portable information terminal 9310 is highly portable in the folded state, and has a large display area that is seamlessly connected and provides a high level of visibility in the unfolded state.

[0542] The display panel 9311 is supported by three frames 9315 connected by hinges 9313. Note that the display panel 9311 may also be a touch panel (input-output device) equipped with a touch sensor (input device). In addition, by bending the display panel 9311 at the hinge 9313 between the two frames 9315, the portable information terminal 9310 can be reversibly changed from an unfolded state to a folded state. The light-emitting device of one embodiment of the present invention can be used for the display panel 9311.

[0543] Note that the structure described in this embodiment can be used in combination with the structures described in Embodiments 2 to 6 as appropriate.

[0544] As described above, the light-emitting device having the light-emitting device described in any one of Embodiments 2 to 6 has a very wide range of applications, and can be used in electronic devices in various fields. By using the light-emitting device described in any one of Embodiments 2 to 6, an electronic device with low power consumption can be obtained.

[0545] Note that this embodiment mode can be combined with other embodiment modes described in this specification as appropriate. [Example 1]

[0546] In this embodiment, refer to Figures 19 to 26 The physical properties and synthesis method of the organic compound according to one embodiment of the present invention are described.

[0547] Fig.19 It is the description of Ir(mppy-3CP)3 1 A graph showing the measurement results of H NMR spectrum.

[0548] Fig. 20 It is a diagram illustrating the measurement results of the absorption spectrum and emission spectrum of a dichloromethane solution containing Ir(mppy-3CP)3.

[0549] Fig.21 It is the description of Ir(mppy-dmCP)3 1 A graph showing the measurement results of H NMR spectrum.

[0550] Fig. 22 It is a diagram illustrating the measurement results of the absorption spectrum and emission spectrum of a dichloromethane solution containing Ir(mppy-dmCP) 3.

[0551] Fig.23 It is the description of Ir(mppy-m5CP)3 1 A graph showing the measurement results of H NMR spectrum.

[0552] Fig.24It is a diagram illustrating the measurement results of the absorption spectrum and emission spectrum of a dichloromethane solution containing Ir(mppy-m5CP)3.

[0553] Fig.25 It is the description of Ir(ppy-m5CP)3 1 A graph showing the measurement results of H NMR spectrum.

[0554] Fig.26 It is a diagram illustrating the measurement results of the absorption spectrum and emission spectrum of a dichloromethane solution containing Ir(ppy-m5CP)3.

[0555] (Synthesis example 1) In this Synthesis Example 1, an example of a method for synthesizing tris[2-(4-methyl-5-(3-cyanophenyl)-2-pyridyl-κN)phenyl-κC]iridium(III) (abbreviated as: Ir(mppy-3CP)3) represented by structural formula (136) in Embodiment 1 is described.

[0556] [Chemical formula 31]

[0557] <<Step 1: Synthesis of 4-methyl-2-phenyl-5-(3-cyanophenyl)pyridine (abbreviation: Hmppy-3CP)>> 2.36 g of 5-bromo-4-methyl-2-phenylpyridine, 1.77 g of 3-cyanophenylboronic acid, 2.54 g of tripotassium phosphate, 35 mL of toluene and 3.5 mL of water were placed in a three-necked flask equipped with a reflux tube, and the interior was replaced with nitrogen. The mixture in the flask was stirred under reduced pressure to deaerate, and then 0.089 g of tris(dibenzylideneacetone)dipalladium(0) (abbreviated as: Pd2(dba)3) and 0.16 g of 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (abbreviated as: S-Phos) were added. The mixture was reacted at 110°C for 7.5 hours while stirring. The synthesis scheme (1a) of step 1 is shown below.

[0558] After a predetermined time, the solvent was distilled off, water was added, and the target product was extracted with toluene. The residue obtained by removing toluene from the extract was separated by silica gel column chromatography using a mixed solvent of hexane and ethyl acetate (hexane:ethyl acetate = 5:1) as the mobile phase, and the mobile phase was distilled off to obtain 2.43 g (yield 92%) of a pyridine derivative as a white solid.

[0559] [Chemical formula 32]

[0560] <<Step 2: Synthesis of tris[2-(4-methyl-5-(3-cyanophenyl)-2-pyridyl-κN)phenyl-κC]iridium(III) (abbreviation: Ir(mppy-3CP)3)>> 2.42 g of 4-methyl-2-phenyl-5-(3-cyanophenyl)pyridine (abbreviated as Hmppy-3CP) obtained in the above step 1 and 0.88 g of tris(2,4-pentanedione)iridium(III) (abbreviated as Ir(acac)3) were placed in a reaction vessel equipped with a three-way stopcock, and the interior was replaced with argon. The reaction was carried out at 250° C. for 71 hours while stirring. The synthesis scheme (1b) of step 2 is shown below.

[0561] After the prescribed time, the solid was separated by silica gel column chromatography with dichloromethane as the mobile phase. Furthermore, the mixed solution of the solid, dichloromethane and methanol obtained by distillation to remove the mobile phase was recrystallized to obtain 0.22g of yellow solid (yield 12%). The yellow solid 0.22g was sublimated and purified by gradient sublimation to obtain 0.15g of the target substance in the form of a yellow solid (yield 68%). Note that the sublimation purification conditions are as follows: pressure 2.7Pa; argon flow rate 10.5mL / min; heating temperature 370°C.

[0562] [Chemical formula 33]

[0563] By using nuclear magnetic resonance spectroscopy ( 1 H-NMR) measurement confirmed that the yellow solid obtained in the above step 2 was Ir(mppy-3CP)3. Fig.19 Show 1 The analysis results of H-NMR spectrum are shown below.

[0564] 1 H-NMR.δ(CD2Cl2): 2.34(s, 9H), 6.79(d, 3H), 6.84(t, 3H), 6.92(t, 3H), 7.29(s, 3 H), 7.32(d, 3H), 7.41(s, 3H), 7.52(t, 3H), 7.64(d, 3H), 7.71(d, 3H), 7.83(s, 3H).

[0565] Fig. 20 The UV-visible absorption spectrum (hereinafter referred to as "absorption spectrum") and emission spectrum of a dichloromethane solution containing Ir(mppy-3CP)3 are shown. The horizontal axis represents the wavelength, and the vertical axis represents the absorption intensity or luminescence intensity. Ir(mppy-3CP)3 has a luminescence peak at 540nm, and green luminescence is observed from dichloromethane. Note that Fig. 20The absorption spectrum shown represents the result obtained by subtracting the absorption spectrum measured by placing only dichloromethane in a quartz cell from the absorption spectrum measured by placing a dichloromethane solution (0.010 mmol / L) in a quartz cell.

[0566] The absorption spectrum was measured using an ultraviolet-visible spectrophotometer (V550, manufactured by JASCO Corporation) by placing a dichloromethane solution (0.010 mmol / L) in a quartz cell and performing measurement at room temperature.

[0567] In addition, as a measurement of the emission spectrum, a fluorescence spectrophotometer (FS920 manufactured by Hamamatsu Photonics Co., Ltd., Japan) was used. In a glove box (LABstar M13 (1250 / 780) manufactured by Japan Bright Co., Ltd.), a dichloromethane deoxygenated solution (0.010 mmol / L) was placed in a quartz dish under a nitrogen atmosphere, sealed and measured at room temperature.

[0568] Ir(mppy-3CP)3 in the R 107 It has a methyl group. The methyl group inhibits the free rotation of the phenyl group introduced with the cyano group. As a result, Ir(mppy-3CP)3 exhibits excellent thermal properties. In addition, it narrows the line width of the emission spectrum and improves the color purity of the luminescent color. In addition, it can be appropriately used as a green luminescent material.

[0569] (Synthesis example 2) In this Synthesis Example 2, an example of a method for synthesizing tris[2-(4-methyl-5-(4-cyano-2,6-dimethylphenyl)-2-pyridinyl-κN)phenyl-κC]iridium(III) (abbreviated as: Ir(mppy-dmCP)3) represented by structural formula (104) in Implementation Example 1 is described.

[0570] [Chemical formula 34]

[0571] <<Step 1: Synthesis of 5-bromo-4-methyl-2-phenylpyridine>> 15.87 g of 2,5-dibromo-4-methylpyridine, 9.27 g of phenylboric acid, 23.51 g of potassium carbonate, 530 mL of acetonitrile and 265 mL of methanol were placed in a three-necked flask equipped with a reflux tube, and the interior was replaced with nitrogen. The mixture in the flask was stirred under reduced pressure to deaerate, and then 0.56 g of dipalladium (II) acetate (abbreviated as: Pd(OAc)2) and 1.65 g of triphenylphosphine (abbreviated as: PPh3) were added. The mixture was reacted at 50°C for 19.5 hours while stirring. The synthesis scheme (2a) of step 1 is shown below.

[0572] After a predetermined time, the solvent was distilled off, water was added, and the target product was extracted with dichloromethane. The residue obtained by removing dichloromethane from the extract was separated by silica gel column chromatography using a mixed solvent of hexane and ethyl acetate (hexane:ethyl acetate=10:1) as the mobile phase to obtain 13.40 g (yield 85%) of a colorless oily pyridine derivative.

[0573] [Chemical formula 35]

[0574] <<Step 2: Synthesis of 4-methyl-2-phenyl-5-(4-cyano-2,6-dimethylphenyl)pyridine (abbreviation: Hmppy-dmCP)>> 3.25 g of 5-bromo-4-methyl-2-phenylpyridine obtained in the above step 1, 4.09 g of 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)benzonitrile, 10.96 g of tripotassium phosphate, 4.13 g of 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (abbreviated as S-Phos) and 160 mL of toluene were placed in a three-necked flask equipped with a reflux tube, and the interior was replaced with nitrogen. The mixture in the flask was stirred under reduced pressure to deaerate, and then 2.25 g of tris(dibenzylideneacetone)dipalladium(0) (abbreviated as Pd2(dba)3) was added. The mixture was reacted at 130° C. for 15 hours while stirring. The synthesis scheme (2b) of step 2 is shown below.

[0575] After a predetermined time, the obtained mixture was suction filtered, and the residue obtained by removing dichloromethane from the filtrate was separated by silica gel column chromatography using a mixed solvent of hexane and ethyl acetate (hexane:ethyl acetate=10:1) as a mobile phase to obtain 2.18 g (yield 55%) of a yellowish white solid pyridine derivative.

[0576] [Chemical formula 36]

[0577] <<Step 3: Synthesis of di-μ-chloro-tetrakis[2-(4-methyl-5-(4-cyano-2,6-dimethylphenyl)-2-pyridinyl-κN)phenyl-κC]diiridium(III) (abbreviation: [Ir(mppy-dmCP)2Cl]2)>> 15 mL of 2-ethoxyethanol, 5 mL of water, 2.01 g of 4-methyl-2-phenyl-5-(4-cyano-2,6-dimethylphenyl)pyridine (abbreviated as Hmppy-dmCP) obtained in step 2, and 0.99 g of iridium chloride hydrate (IrCl3·H2O) (manufactured by Furuya Metals Co., Ltd., Japan) were placed in an eggplant-shaped flask equipped with a reflux tube, and the interior was replaced with argon. Then, the flask was irradiated with 2.45 GHz microwaves at an output of 100 W for 2 hours to react. The synthesis scheme (2c) of step 3 is shown below.

[0578] After the specified time, the obtained residue was filtered and washed with methanol to obtain a yellow solid binuclear complex, namely di-μ-chloro-tetrakis[2-(4-methyl-5-(4-cyano-2,6-dimethylphenyl)-2-pyridinyl-κN)phenyl-κC]diiridium(III) (abbreviation: [Ir(mppy-dmCP)2Cl]2) 1.82 g (yield 67%).

[0579] [Chemical formula 37]

[0580] <<Step 4: Synthesis of tris[2-(4-methyl-5-(4-cyano-2,6-dimethylphenyl)-2-pyridyl-κN)phenyl-κC]iridium(III) (abbreviation: Ir(mppy-dmCP)3)>> 1.82 g of di-μ-chloro-tetrakis[2-(4-methyl-5-(4-cyano-2,6-dimethylphenyl)-2-pyridyl-κN)phenyl-κC]diiridium(III) (abbreviated as [Ir(mppy-dmCP)2Cl]2) obtained in step 3, 1.70 g of 4-methyl-2-phenyl-5-(4-cyano-2,6-dimethylphenyl)pyridine (abbreviated as Hmppy-dmCP) obtained in step 2, 1.51 g of potassium carbonate and 8 g of phenol were placed in a three-necked flask equipped with a reflux tube, and the inside thereof was replaced with nitrogen. Then, the mixture was reacted at 185° C. for 24 hours while stirring. The synthesis scheme (2d) of step 4 is shown below.

[0581] After the prescribed time, the obtained mixture was filtered and washed with water and methanol. The obtained solid was separated by silica gel column chromatography with dichloromethane as the mobile phase. Furthermore, the mixed solution of the solid, dichloromethane and methanol obtained by distillation to remove the mobile phase was recrystallized to obtain 0.16g of yellow solid (yield 7%). The yellow solid of 0.16g was sublimated and purified by gradient sublimation to obtain 0.10g of the target substance in the form of a yellow solid (yield 63%). Note that the sublimation purification conditions are as follows: pressure is 2.6Pa; argon flow rate is 11mL / min; heating temperature is 360°C.

[0582] [Chemical formula 38]

[0583] By using nuclear magnetic resonance spectroscopy ( 1 H-NMR) measurement confirmed that the yellow solid obtained in the above step 4 was Ir(mppy-dmCP)3. Fig.21 Show 1 The analysis results of H-NMR spectrum are shown below.

[0584] 1 H-NMR. δ (CDCl3): 1.38 (s, 9H), 1.65 (s, 9H), 1.96 (s, 9H), 6.88-6.96 (m, 9H), 7.30 (s, 3H), 7.32 (d, 6H), 7.63 (d, 3H), 7.75 (s, 3H).

[0585] Fig. 22 The measurement results of the UV-visible absorption spectrum and emission spectrum of a dichloromethane solution containing Ir(mppy-dmCP)3 are shown. The horizontal axis represents the wavelength, and the vertical axis represents the absorption intensity or luminescence intensity. Ir(mppy-dmCP)3 has a luminescence peak at 519nm, and green luminescence is observed from dichloromethane. Note that Fig. 22 The absorption spectrum shown represents the result obtained by subtracting the absorption spectrum measured by placing only dichloromethane in a quartz cell from the absorption spectrum measured by placing a dichloromethane solution (0.0105 mmol / L) in a quartz cell.

[0586] The absorption spectrum was measured using an ultraviolet-visible spectrophotometer (V550, manufactured by JASCO Corporation) by placing a dichloromethane solution (0.0105 mmol / L) in a quartz cell and performing measurement at room temperature.

[0587] In addition, as a measurement of the emission spectrum, an absolute PL quantum yield measurement device (C11347-01 manufactured by Hamamatsu Photonics Co., Ltd., Japan) was used. In a glove box (LABstar M13 (1250 / 780) manufactured by Japan Bright Co., Ltd.), a dichloromethane deoxygenated solution (0.0105 mmol / L) was placed in a quartz dish under a nitrogen atmosphere, sealed, and measured at room temperature.

[0588] Ir(mppy-dmCP)3 is a general formula (G0) shown in Embodiment 1, in which a cyano group is introduced into R 104 The two ortho positions (R 102 and R 106 ) has a methyl group. In addition, R 107 It has methyl groups. These three methyl groups strongly inhibit the free rotation of the phenyl group. As a result, Ir(mppy-dmCP)3 exhibits excellent thermal properties. In addition, the line width of the emission spectrum is narrowed, and the color purity of the luminescent color is improved. In addition, it can be appropriately used as a green luminescent material.

[0589] (Synthesis example 3) In this synthesis example 3, the synthesis method of tri[2-(4-methyl-5-(5-cyano-2-methylphenyl)-2-pyridinyl-κN)phenyl-κC]iridium (III) (abbreviated as: Ir(mppy-m5CP)3) of the organic metal complex of the present invention represented by structural formula (137) in embodiment 1 is described.

[0590] [Chemical formula 39]

[0591] <<Step 1: Synthesis of 4-methyl-2-phenyl-5-(5-cyano-2-methylphenyl)pyridine (abbreviation: Hmppy-3CP)>> 2.31 g of 5-bromo-4-methyl-2-phenylpyridine, 2.23 g of 5-cyano-2-phenylboronic acid, 7.88 g of tripotassium phosphate and 115 mL of toluene were placed in a three-necked flask equipped with a reflux tube, and the interior was replaced with nitrogen. The mixture in the flask was stirred under reduced pressure to deaerate, and then 1.08 g of tris(dibenzylideneacetone)dipalladium(0) (abbreviated as: Pd2(dba)3) and 2.01 g of 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (abbreviated as: S-Phos) were added. The mixture was reacted at 130°C for 7.5 hours while stirring. The synthesis scheme (3a) of step 1 is shown below.

[0592] After a predetermined time, the solvent was distilled off, water was added, and the target product was extracted with toluene. The residue obtained by removing toluene from the extract was separated by silica gel column chromatography using a mixed solvent of toluene and ethyl acetate (toluene:ethyl acetate = 30:1) as the mobile phase to obtain 2.12 g (yield 80%) of a yellow oily pyridine derivative.

[0593] [Chemical formula 40]

[0594] <<Step 2: Synthesis of tris[2-(4-methyl-5-(5-cyano-2-methylphenyl)-2-pyridyl-κN)phenyl-κC]iridium(III) (abbreviation: Ir(mppy-m5CP)3)>> 2.42 g of 4-methyl-2-phenyl-5-(5-cyano-2-methylphenyl)pyridine (abbreviated as Hmppy-m5CP) obtained in the above step 1 and 0.88 g of tri(2,4-pentanedione)iridium(III) (abbreviated as Ir(acac)3) were placed in a reaction vessel equipped with a three-way stopcock, and the interior was replaced with argon. The reaction was carried out at 250° C. for 67.5 hours while stirring. The synthesis scheme (3b) of step 2 is shown below.

[0595] After a specified time, the solid was separated by silica gel column chromatography with dichloromethane as the mobile phase. Furthermore, the mixed solution of the solid, dichloromethane and methanol obtained by distillation to remove the mobile phase was recrystallized to obtain 0.24g of yellow solid (yield 19%). The yellow solid 0.24g was sublimated and purified by gradient sublimation to obtain 0.18g of the target substance in the form of a yellow solid (yield 75%). Note that the sublimation purification conditions are as follows: pressure 2.6Pa; argon flow rate 11mL / min; heating temperature 375°C.

[0596] [Chemical formula 41]

[0597] By using nuclear magnetic resonance spectroscopy ( 1 H-NMR) measurement confirmed that the yellow solid obtained in the above step 2 was Ir(mppy-m5CP)3). Fig.23 Show 1 The H-NMR spectrum analysis results are shown below.

[0598] 1H-NMR.δ(CD2Cl2): 1.38(s, 3H), 1.49(d, 3H), 2.04(s, 6H), 2.07(s, 6H), 6.84-6.96(m, 9H) , 7.15-7.36(m, 8H), 7.44(d, 1H), 7.54-7.58(m, 3H), 7.65-7.73(m, 3H), 7.78-7.86(m, 3H).

[0599] Fig.24 The measurement results of the UV-visible absorption spectrum and emission spectrum of a dichloromethane solution containing Ir(mppy-m5CP)3 are shown. The horizontal axis represents the wavelength, and the vertical axis represents the absorption intensity or luminescence intensity. Ir(mppy-m5CP)3 has a luminescence peak at 523nm, and green luminescence is observed from dichloromethane. Note that Fig.24 The absorption spectrum shown represents the result obtained by subtracting the absorption spectrum measured by placing only dichloromethane in a quartz cell from the absorption spectrum measured by placing a dichloromethane solution (0.0109 mmol / L) in a quartz cell.

[0600] The absorption spectrum was measured using an ultraviolet-visible spectrophotometer (V550, manufactured by JASCO Corporation) by placing a dichloromethane solution (0.0109 mmol / L) in a quartz cell and performing measurement at room temperature.

[0601] In addition, as a measurement of the emission spectrum, a fluorescence spectrophotometer (FS920 manufactured by Hamamatsu Photonics Co., Ltd., Japan) was used. In a glove box (LABstar M13 (1250 / 780) manufactured by Japan Bright Co., Ltd.), a dichloromethane deoxygenated solution (0.0109 mmol / L) was placed in a quartz dish under a nitrogen atmosphere, sealed and measured at room temperature.

[0602] Ir(mppy-m5CP)3 is a general formula (G0) shown in Embodiment 1, in which a cyano group is introduced into R 105 The R 102 In addition, R 107 It has methyl groups. These two methyl groups strongly inhibit the free rotation of the phenyl group. As a result, Ir(mppy-m5CP)3 exhibits excellent thermal properties. In addition, the line width of the emission spectrum is narrowed, and the color purity of the luminescent color is improved. In addition, it can be appropriately used as a green luminescent material.

[0603] (Synthesis Example 4) In this Synthesis Example 4, an example of a method for synthesizing tris[2-(5-(5-cyano-2-methylphenyl)-2-pyridyl-κN)phenyl-κC]iridium(III) (abbreviated as: Ir(ppy-m5CP)3) represented by structural formula (138) in Implementation Example 1 is described.

[0604] [Chemical formula 42]

[0605] <<Step 1: Synthesis of 5-(5-cyano-2-methylphenyl)-2-phenylpyridine (abbreviation: Hppy-m5CP)>> 9.82 g of 5-bromo-2-methylpyridine, 8.03 g of 5-cyano-2-methylphenylboronic acid, 10.62 g of tripotassium phosphate, 150 mL of toluene and 15 mL of water were placed in a three-necked flask equipped with a reflux tube, and the interior was replaced with nitrogen. The mixture in the flask was stirred under reduced pressure to deaerate, and then 0.38 g of tris(dibenzylideneacetone)dipalladium(0) (abbreviated as: Pd2(dba)3) and 0.70 g of 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (abbreviated as: S-Phos) were added. The mixture was reacted at 110°C for 2 hours while stirring. The synthesis scheme (4a) of step 1 is shown below.

[0606] After a predetermined time, the solvent was distilled off, water was added, and the target product was extracted with toluene. The residue obtained by removing toluene from the extract was separated by silica gel column chromatography using a mixed solvent of hexane and ethyl acetate (hexane:ethyl acetate = 10:1) as the mobile phase to obtain 11.21 g (yield 98%) of a colorless oily pyridine derivative.

[0607] [Chemical formula 43]

[0608] <<Step 2: Synthesis of tris[2-(5-(5-cyano-2-methylphenyl)-2-pyridyl-κN)phenyl-κC]iridium(III) (abbreviation: Ir(ppy-m5CP)3)>> 2.22 g of 5-(5-cyano-2-methylphenyl)-2-phenylpyridine (abbreviated as Hppy-m5CP) obtained in the above step 1 and 0.78 g of tri(2,4-pentanedione)iridium(III) (abbreviated as Ir(acac)3) were placed in a reaction vessel equipped with a three-way stopcock, and the interior was replaced with argon. The reaction was carried out at 250° C. for 78 hours while stirring. The synthesis scheme (4b) of step 2 is shown below.

[0609] After a predetermined time, the solid was separated by silica gel column chromatography using a mixed solvent of hexane and ethyl acetate (hexane:ethyl acetate = 2:1) as the mobile phase. Next, the solid obtained by distilling and removing the mobile phase was separated by silica gel column chromatography using dichloromethane as the mobile phase. Furthermore, the solid obtained by distilling and removing the mobile phase, a mixed solution of dichloromethane and methanol were used to obtain 0.30 g (yield 19%) of the target product as a yellow solid by recrystallization.

[0610] [Chemical formula 44]

[0611] By using nuclear magnetic resonance spectroscopy ( 1 H-NMR) measurement confirmed that the yellow solid obtained in the above step 2 was Ir(ppy-m5CP)3). Fig.25 Show 1 The H-NMR spectrum analysis results are shown below.

[0612] 1 H-NMR. δ (CDCl3): 1.93 (s, 9H), 6.92 (d, 6H), 6.96-6.99 (m, 3H), 7.22 (d, 3H) ), 7.29(d, 3H), 7.49-7.51(m, 6H), 7.55(dd, 3H), 7.72(d, 3H), 7.98(d, 3H).

[0613] Fig.26 The measurement results of the UV-visible absorption spectrum and emission spectrum of a dichloromethane solution containing Ir(ppy-m5CP)3 are shown. The horizontal axis represents the wavelength, and the vertical axis represents the absorption intensity or luminescence intensity. Ir(ppy-m5CP)3 has a luminescence peak at 540nm, and green luminescence is observed from dichloromethane. Note that Fig.26 The absorption spectrum shown represents the result obtained by subtracting the absorption spectrum measured by placing only dichloromethane in a quartz cell from the absorption spectrum measured by placing a dichloromethane solution (0.0099 mmol / L) in a quartz cell.

[0614] The absorption spectrum was measured using an ultraviolet-visible spectrophotometer (V550, manufactured by JASCO Corporation) by placing a dichloromethane solution (0.0099 mmol / L) in a quartz cell and performing measurement at room temperature.

[0615] In addition, as a measurement of the emission spectrum, a fluorescence spectrophotometer (FS920 manufactured by Hamamatsu Photonics Co., Ltd., Japan) was used. In a glove box (LABstar M13 (1250 / 780) manufactured by Japan Bright Co., Ltd.), a dichloromethane deoxygenated solution (0.0099 mmol / L) was placed in a quartz dish under a nitrogen atmosphere, sealed and measured at room temperature.

[0616] Ir(ppy-m5CP)3 was introduced into R 105 The R 102 It has a methyl group. The methyl group strongly inhibits the free rotation of the phenyl group. As a result, Ir(ppy-m5CP)3 exhibits excellent thermal properties. In addition, the line width of the emission spectrum is narrowed, and the color purity of the luminescent color is improved. In addition, it can be appropriately used as a green luminescent material. [Example 2]

[0617] In this embodiment, referring to FIGS. 27 to 27 Fig.34 A light emitting device 1 according to one embodiment of the present invention will be described.

[0618] FIG. 27 is a diagram illustrating the structure of a light emitting device 550X.

[0619] Fig.28 It is a diagram illustrating the current density-luminance characteristics of the light-emitting device 1 and the light-emitting device 2.

[0620] Fig.29 It is a diagram illustrating the luminance-current efficiency characteristics of the light-emitting device 1 and the light-emitting device 2.

[0621] Fig.30 It is a diagram illustrating the voltage-luminance characteristics of the light-emitting device 1 and the light-emitting device 2.

[0622] Fig.31 1 is a diagram illustrating voltage-current characteristics of the light emitting device 1 and the light emitting device 2.

[0623] Fig.32 1 is a diagram illustrating the luminance-external quantum efficiency characteristics of the light emitting device 1 and the light emitting device 2. Note that the external quantum efficiency is calculated from the luminance assuming that the light distribution characteristics of the light emitting device are Lambertian.

[0624] Fig.33 It means that the brightness is 1000cd / m 2 A diagram of the emission spectrum when the light-emitting device 1 and the light-emitting device 2 emit light at a brightness of .

[0625] Fig.34 This indicates that the constant current density (50mA / cm 2 ) is a graph showing the change in normalized brightness of the light emitting device 1 over time when emitting light.

[0626] <Light-emitting device 1> The light-emitting device 1 manufactured in this embodiment has the same structure as the light-emitting device 550X (see FIG. 27 ).

[0627] <<Structure of Light Emitting Device 1>> Table 1 shows the structure of the light emitting device 1. The structural formula of the material used for the light emitting device described in this embodiment is also shown below. Note that for convenience, the subscripts and superscripts in the table of this embodiment are recorded in standard sizes. For example, the subscripts in the abbreviations and the superscripts in the units are recorded in the table in standard sizes. These records in the table can be converted to the original records with reference to the records in the specification.

[0628] [Table 1]

[0629] [Chemical formula 45]

[0630] [Chemical formula 46]

[0631] <<Method for manufacturing light emitting device 1>> The light emitting device 1 described in this embodiment is manufactured by using a method including the following steps.

[0632] [First step] In the first step, the electrode 551X is formed. Specifically, indium oxide-tin oxide (ITSO) containing silicon or silicon oxide is used as a target material and formed by sputtering. Note that the electrode 551X includes ITSO, has a thickness of 70 nm, and has an area of ​​4 mm. 2 (2mm×2mm).

[0633] Next, the workpiece with the electrode formed was washed with water, baked at 200°C for 1 hour, and then subjected to UV ozone treatment for 370 seconds. -4 The workpiece was vacuum-baked in a heating chamber in a vacuum deposition device at a temperature of 170° C. for 30 minutes in a vacuum deposition device at a pressure of about 1000 Pa. Then, the workpiece was cooled for about 30 minutes.

[0634] [Step 2] In the second step, a layer 104X is formed on the electrode 551X. Specifically, the material is co-evaporated using a resistance heating method. The layer 104X includes 4,4',4"-(benzene-1,3,5-triyl)tris(dibenzothiophene) (abbreviated as DBT3P-II) and molybdenum oxide (abbreviated as MoOx), with a weight ratio of DBT3P-II:MoOx=2:1, and a thickness of 40nm.

[0635] [Third step] In the third step, a layer 112X is formed on the layer 104X. Specifically, the material is evaporated using a resistance heating method. Note that the layer 112X contains 4,4'-diphenyl-4"-(9-phenyl-9H-carbazole-3-yl)triphenylamine (abbreviated as: PCBBi1BP) and has a thickness of 20 nm.

[0636] [Step 4] In the fourth step, a layer 111X is formed on the layer 112X. Specifically, the material is co-evaporated by a resistance heating method. The layer 111X includes 9-[3-(4,6-diphenyl-1,3,5-triazine-2-yl)phenyl]-9'-phenyl-2,3'-bi-9H-carbazole (abbreviated as mPCCzPTzn-02), 9,9'-diphenyl-9H,9'H-3,3'-bi-carbazole (abbreviated as PCCP) and tris[2-(4-methyl-5-(3-cyanophenyl)-2-pyridyl-κN)phenyl-κC]iridium (III) (abbreviated as Ir(mppy-3CP)3), and the weight ratio is mPCCzPTzn-02:PCCP:Ir(mppy-3CP)3=0.6:0.4:0.1, and the thickness is 40nm.

[0637] [Step 5] In the fifth step, a layer 113X1 is formed on the layer 111X. Specifically, the material is evaporated by resistance heating. The layer 113X1 includes mPCCzPTzn-02 and has a thickness of 20 nm.

[0638] [Step 6] In the sixth step, a layer 113X2 is formed on the layer 113X1. Specifically, the material is evaporated by resistance heating. The layer 113X2 contains 2,9-di(2-naphthyl)-4,7-diphenyl-1,10-phenanthroline (NBphen for short) and has a thickness of 10 nm.

[0639] [Step 7] In the seventh step, a layer 105X is formed on the layer 113X2. Specifically, the material is evaporated by resistance heating. The layer 105X includes lithium fluoride (LiF) and has a thickness of 1 nm.

[0640] [Step 8] In the eighth step, an electrode 552X is formed on the layer 105X. Specifically, the material is evaporated using a resistance heating method. The electrode 552X includes aluminum (Al) and has a thickness of 200 nm.

[0641] <<Operational Characteristics of Light Emitting Device 1>> The light emitting device 1 emits light EL1 (see FIG. 27 ) when powered. The operating characteristics of the light emitting device 1 are measured at room temperature (23° C.) (see FIG. 27 ). Figures 28 to 33 A colorimeter (BM-5A manufactured by Topcon Technohouse) was used for the measurement of brightness and CIE chromaticity, and a multi-channel spectrum analyzer (PMA-11 manufactured by Hamamatsu Photonics Co., Ltd.) was used for the measurement of emission spectrum.

[0642] Table 2 shows the brightness of the manufactured light emitting device at 1000 cd / m 2 The main initial characteristics of the light emission are given in Figure 2. In addition, at a constant current density (50 mA / cm 2 ) The light emitting device was made to emit light, and the time LT50 until the brightness dropped to 50% of the initial brightness was measured. LT50 is shown in Table 3. In addition, Table 2 also shows the characteristics of other light emitting devices described later.

[0643] [Table 2]

[0644] [Table 3]

[0645] It can be seen that the light emitting device 1 has good characteristics. For example, in a high temperature environment of 85°C, the light emitting device 1 can extend the time LT50 until the initial brightness drops to 50%. In addition, compared with the comparative device 1 having a structure described in reference example 1 described later, the driving life is extended. In addition, while maintaining the characteristics of good driving voltage and good external quantum efficiency, the heat resistance is improved due to the introduction of cyano groups.

[0646] <Light-emitting device 2> The light-emitting device 2 manufactured in this embodiment has the same structure as the light-emitting device 550X (refer to FIG. 27 ). The light-emitting device 2 is different from the light-emitting device 1 in the structure of the layer 111X. Specifically, the light-emitting device 2 is different from the light-emitting device 1 in that: in the light-emitting device 2, the layer 111X contains tris[2-(4-methyl-5-(5-cyano-2-methylphenyl)-2-pyridyl-κN)phenyl-κC]iridium(III) (abbreviated as: Ir(mppy-m5CP)3) instead of Ir(mppy-3CP)3.

[0647] <<Method for manufacturing light emitting device 2>> The light emitting device 2 described in this embodiment is manufactured by using a method including the following steps.

[0648] The manufacturing method of the light emitting device 2 is different from the manufacturing method of the light emitting device 1 in that in the fourth step of the former, Ir(mppy-m5CP)3 is used instead of Ir(mppy-3CP)3. Here, the differences are described in detail, and the above description is cited for the part using the same method.

[0649] [Step 4] In the fourth step, a layer 111X is formed on the layer 112X. Specifically, the materials are co-evaporated by resistance heating. The layer 111X includes mPCCzPTzn-02, PCCP and Ir(mppy-m5CP)3, and the weight ratio is mPCCzPTzn-02:PCCP:Ir(mppy-m5CP)3=0.6:0.4:0.1, and the thickness is 40nm.

[0650] <<Operation Characteristics of Light Emitting Device 2>> The light emitting device 1 and the light emitting device 2 emit light EL1 (see FIG. 27 ) when powered. The operating characteristics of the light emitting device 2 are measured at room temperature (see FIG. Figures 28 to 33 ).

[0651] Table 2 shows the brightness of the manufactured light emitting device at 1000 cd / m 2 The main initial characteristics when emitting light from left to right.

[0652] It can be seen that the light emitting device 2 has good characteristics. For example, the light emitting device 2 emits green light with high color purity. In addition, the light emitting device 2 has a color purity that can be appropriately used for full-color display.

[0653] (Reference Example 1) The manufactured comparative device 1 described in this reference example has the same structure as the light-emitting device 550X (see FIG. 27 ).

[0654] <<Structure of Comparative Device 1>> The difference between the comparative device 1 and the light-emitting device 1 lies in the structure of the layer 111X. Specifically, the difference between the comparative device 1 and the light-emitting device 1 lies in that the layer 111X of the comparative device 1 contains [2-(4-methyl-5-phenyl-2-pyridyl-κN)phenyl-κC]bis[2-(2-pyridyl-κN)phenyl-κC]iridium(III) (abbreviated as: Ir(ppy)2(mdppy)) instead of Ir(mppy-3CP)3.

[0655] <<Method of Manufacturing Comparative Device 1>> The comparative device 1 described in this embodiment was manufactured by using a method including the following steps.

[0656] The manufacturing method of the comparative device 1 is different from the manufacturing method of the light emitting device 1 in that in the fourth step of the former, Ir(ppy)2(mdppy) is used instead of Ir(mppy-3CP)3. Here, the difference is described in detail, and the above description is cited for the part using the same method.

[0657] [Step 4] In the fourth step, a layer 111X is formed on the layer 112X. Specifically, the materials are co-evaporated by a resistance heating method. The layer 111X includes mPCCzPTzn-02, PCCP, and Ir(ppy)2(mdppy), and the weight ratio thereof is mPCCzPTzn-02:PCCP:Ir(ppy)2(mdppy)=0.6:0.4:0.1, and the thickness thereof is 40 nm.

[0658] <<Operational Characteristics of Comparative Device 1>> The comparative device 1 emits light EL1 (see FIG. 27 ) when it is powered. The operating characteristics of the comparative device 1 are measured at room temperature (see FIG. Figures 28 to 33 ).

[0659] Table 2 shows the comparative device 1 manufactured at a brightness of 1000 cd / m 2 The main initial characteristics of the light emission are given in Figure 2. In addition, at a constant current density (50 mA / cm 2 ) The comparative device 1 was made to emit light, and the elapsed time LT50 until the luminance dropped to 50% of the initial luminance was measured. Table 3 shows LT50. [Explanation of symbols]

[0660] ANO: conductive film, C21: capacitor, C22: capacitor, CFX: coloring layer, CP: conductive material, GD: drive circuit, hv: light, M21: transistor, N21: node, N22: node, SD: drive circuit, SW21: switch, SW22: switch, SW23: switch, ELX: light, ELY: light, 103S: unit, 103X: unit, 103Y: unit, 104S: layer, 104X: layer, 104XY: region, 104Y: layer, 104: layer, 105S: layer, 105X: layer, 105Y: layer, 105: layer, 106_1: layer, 106_2: layer, 106_3: layer, 106: layer, 111X: layer, 111Y: layer, 112_2: layer, 112S: layer, 112X: layer, 112: layer, 113_2: layer, 113S: layer, 113X: layer, 113: layer, 114N: layer, 114P: layer, 114S: layer, 231: region, 400: substrate, 401: first electrode, 403: EL layer, 404: second electrode, 405: sealant, 406: sealant, 407: sealing substrate, 412: pad, 420: IC chip, 510: substrate, 519B: terminal, 520T: region, 520: functional layer, 521: insulating film, 528: insulating film, 529_1: film, 529_2: film, 529_3: film, 530X: pixel circuit, 540: functional layer, 550S: photoelectric conversion device, 550X: light emitting device, 550Y: light emitting device, 551S: electrode, 551X: electrode, 551XS: gap, 551XY: gap, 551Y: electrode, 552S: electrode, 552X: electrode, 552Y: electrode, 591X: opening, 591Y: opening, 601: source line driver circuit, 602: pixel portion, 603: gate line driver circuit, 604: sealing substrate, 605: sealing agent, 607: space, 608: guide wiring, 609: external input terminal, 610: element substrate, 611: switching FET, 612: current control FET, 613: first electrode, 614: insulator, 616: EL layer , 617: second electrode, 618: light emitting device, 623: FET, 700: display device, 702X: pixel, 703: pixel, 951: substrate, 952: electrode, 953: insulating layer, 954: partition layer, 955: EL layer, 956: electrode, 1001: substrate, 1002: base insulating film, 1003: gate insulating film, 1006: gate electrode, 1007: gate electrode, 1008: gate electrode, 1020: first interlayer insulating film, 1021: second interlayer insulating film, 1022: electrode, 1024B: electrode, 1024G: electrode, 1024R: electrode, 1024W: electrode, 1025: partition wall, 1028: EL layer, 1029: electrode,1031: Sealing substrate, 1032: Sealing agent, 1033: Base material, 1034B: Coloring layer, 1034G: Coloring layer, 1034R: Coloring layer, 1035: Black matrix, 1036: Protective layer, 1037: Third interlayer insulating film, 1040: Pixel portion, 1041: Driving circuit portion, 1042: Peripheral portion, 2001: Frame, 2002: Light source, 2100: Robot, 2102: Microphone, 2103: Upper camera , 2104: speaker, 2105: display, 2106: lower camera, 2107: obstacle sensor, 2108: moving mechanism, 2110: computing device, 3001: lighting device, 5000: housing, 5001: display unit, 5002: display unit, 5003: speaker, 5004: LED light, 5006: connection terminal, 5007: sensor, 5008: microphone, 5012: support unit, 5013: earphone, 5100: robot cleaner, 5101: display, 5102: camera, 5103: brush, 5104: operation button, 5120: garbage, 5140: portable electronic device, 5200: display area, 5201: display area, 5202: display area, 5203: display area, 7101: frame, 7103: display unit, 7105: bracket, 7107: display unit, 7109: operation key, 7110: remote control unit, 7201: Main body, 7202: Frame, 7203: Display unit, 7204: Keyboard, 7205: External connection port, 7206: Pointing device, 7210: Second display unit, 7401: Frame, 7402: Display unit, 7403: Operation button, 7404: External connection port, 7405: Speaker, 7406: Microphone, 9310: Portable information terminal, 9311: Display panel, 9313: Hinge, 9315: Frame,

Claims

1. An organic compound represented by the general formula (G0): [Chemical formula 1] In the general formula (G0), X is a nitrogen atom or a carbon atom, When X is a carbon atom, X is bonded to hydrogen or a substituent, R 104 and R 105 Any one of is cyano, R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, R other than the above 101 To R 111 are each independently bonded to hydrogen or a substituent, The substituents are independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group. The substituents may be bonded to each other to form a ring. n is an integer greater than or equal to 1 and less than or equal to 3, L is a ligand represented by the structural formula (L0), [Chemical formula 2] In the structural formula (L0), R 201 To R 208 are independently hydrogen or an alkyl group having 1 to 6 carbon atoms, Furthermore, in the general formula (G0), all hydrogen atoms may be deuterium atoms.

2. An organic compound represented by the general formula (G1): [Chemical formula 3] In the general formula (G1), X is a nitrogen atom or a carbon atom, When X is a carbon atom, X is bonded to hydrogen or a substituent, R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, R other than the above 101 To R 111 are each independently bonded to hydrogen or a substituent, The substituents are independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group. The substituents may be bonded to each other to form a ring. n is an integer greater than or equal to 1 and less than or equal to 3, L is a ligand represented by the structural formula (L1), [Chemical formula 4] In the structural formula (L1), R 201 To R 208 are independently hydrogen or an alkyl group having 1 to 6 carbon atoms, Furthermore, in the general formula (G1), all hydrogen atoms may be deuterium atoms.

3. An organic compound represented by the general formula (G2): [Chemical formula 5] In the general formula (G2), R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, R other than the above 102 To R 112 are each independently bonded to hydrogen or a substituent, The substituents are independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group. The substituents may be bonded to each other to form a ring. Furthermore, in the general formula (G2), all hydrogen atoms may be deuterium atoms.

4. An organic compound represented by the general formula (G3): [Chemical formula 6] In the general formula (G3), R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, R other than the above 102 To R 112 are each independently bonded to hydrogen or a substituent, The substituents are independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group. The substituents may be bonded to each other to form a ring. Furthermore, in the general formula (G3), all hydrogen atoms may be deuterium atoms.

5. An organic compound represented by the general formula (G4): [Chemical formula 7] In the general formula (G4), R 102 and R 107 At least one of them is an alkyl group having 1 to 6 carbon atoms, R other than the above 102 To R 107 are each independently bonded to hydrogen or a substituent, The substituents are independently an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 1 to 5 carbon atoms, an amino group or a hydroxyl group. The substituents may be bonded to each other to form a ring. Furthermore, in the general formula (G4), all hydrogen atoms may be deuterium atoms.

6. A light emitting device comprising: a first electrode; a second electrode; as well as Unit 1, wherein the first unit is sandwiched between the first electrode and the second electrode, Furthermore, the first unit includes the organic compound according to any one of claims 1 to 5.

7. A display device, comprising: a first light emitting device; as well as a second light emitting device, Wherein, the first light emitting device includes a third electrode, a fourth electrode, a second unit and a first layer, The second unit is sandwiched between the third electrode and the fourth electrode, The first layer is sandwiched between the second unit and the third electrode, The second unit comprises the organic compound according to any one of claims 1 to 5, The first layer comprises a second organic compound containing a halogen group or a cyano group or a transition metal oxide, The second light emitting device is adjacent to the first light emitting device, The second light emitting device includes a fifth electrode, a sixth electrode, a third unit and a second layer, There is a gap between the fifth electrode and the third electrode, The third unit is sandwiched between the sixth electrode and the fifth electrode, The third unit comprises a light-emitting material, The second layer is sandwiched between the third unit and the fifth electrode, the second layer comprises the second organic compound or the transition metal oxide, The second layer has a region between the second layer and the first layer, the region having a thickness thinner than that of the first layer. Furthermore, the region overlaps with the gap.

8. A display device, comprising: First functional layer; as well as The second functional layer, wherein the first functional layer overlaps with the second functional layer, The first functional layer includes a first pixel circuit and a second pixel circuit, The second functional layer includes a first light emitting device and a second light emitting device, The first light emitting device includes a third electrode, a fourth electrode and a second unit, The second unit is sandwiched between the third electrode and the fourth electrode, The second unit comprises the organic compound according to any one of claims 1 to 5, The third electrode is electrically connected to the first pixel circuit. The second light emitting device includes a fifth electrode, a sixth electrode and a third unit, The third unit is sandwiched between the fifth electrode and the sixth electrode, The fifth electrode is electrically connected to the second pixel circuit, Furthermore, the sixth electrode is electrically connected to the fourth electrode.

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