Light-emitting element, light-emitting device, electronic device, and lighting device

Abstract

To provide a novel organic compound, in particular, a novel organic compound which can improve the element characteristics of a light-emitting element, and to also provide a novel light-emitting element with high emission efficiency, low driving voltage, and high reliability.SOLUTION: An organic compound including an amine skeleton and a benzo[b]naphtho[1,2-d]furan skeleton is provided. A light-emitting element including the organic compound is provided.SELECTED DRAWING: Figure 1

Description

Technical Field

[0001] One aspect of the present invention relates to a novel organic compound. Or, it relates to an aromatic amine compound having a benzo[b]naphtho[1,2-d]furan skeleton. Or, it relates to a light-emitting element, a light-emitting device, an electronic device, and a lighting device containing the organic compound. Note that one aspect of the present invention is not limited to the above technical field. One aspect of the present invention relates to an article, a method, or a manufacturing method. Or, the present invention relates to a process, a machine, a manufacture,

[0002] or a composition of matter. In particular, one aspect of the present invention relates to a semiconductor device, a light-emitting device, a display device, a lighting device, a light-emitting element, and a manufacturing method thereof. Also, one aspect of the present invention relates to a novel synthesis method of an aromatic amine compound having a benzonaphthofuran skeleton. Therefore, more specifically, as one aspect of the present invention disclosed in this specification, a light-emitting element, a light-emitting device, an electronic device, and a lighting device containing the organic compound, and a manufacturing method thereof can be cited as an example.

Background Art

[0003] The practical application of light-emitting elements (organic EL elements) that utilize electroluminescence (EL) using organic compounds has been progressing. The basic configuration of these light-emitting elements is such that an organic compound layer (EL layer) containing a light-emitting material is sandwiched between a pair of electrodes. By applying a voltage to this element to inject carriers and utilizing the recombination energy of the carriers, light emission from the light-emitting material can be obtained.

[0004] ​​​​​​Since such a light-emitting element is self-luminous, when used as a pixel of a display, it has advantages such as high visibility and no need for a backlight, and is suitable as a flat panel display element. In addition, a display using such a light-emitting element can be manufactured to be thin and light in weight, which is also a great advantage. Furthermore, it is also characterized by a very fast response speed. Moreover, since these light-emitting elements can form a light-emitting layer continuously in two dimensions, light emission in a planar shape can be obtained. This is a characteristic that is difficult to obtain with a point light source typified by an incandescent lamp or an LED, or a line light source typified by a fluorescent lamp. In addition, since light emission from an organic compound can be made to emit light without including ultraviolet light by selecting a material,

[0005] it also has high utility value as a surface light source applicable to lighting and the like. A display or lighting device using such a light-emitting element is suitable for various electronic devices. Therefore, research and development are being advanced to obtain a light-emitting element with better efficiency and element life. In particular, organic compounds are mainly used in the EL layer, which has a great influence on improving the element characteristics of the light-emitting element. Therefore, various new organic compounds are being developed. In the case of a light-emitting element using an organic compound, various factors affect its element life and characteristics, but the characteristics of the hole transport material may have a great influence. In particular, depending on the type of the hole transport material, there are significant differences in its element life and characteristics.

[0006] The hole transport material is generally a compound in which a π-conjugated system spreads over the entire molecule, typified by an aromatic compound. In particular, the hole transport material has a great influence on the element life and characteristics of the light-emitting element using an organic compound. Therefore, various new organic compounds are being developed. In particular, since organic compounds are mainly used in the EL layer and have a great influence on improving the element characteristics of the light-emitting element, various new organic compounds are being developed. In the case of a light-emitting element using an organic compound, various factors affect its element life and characteristics, but the characteristics of the hole transport material may have a great influence. In particular, depending on the type of the hole transport material,

[0007] there are significant differences in its element life and characteristics. The hole transport material generally refers to a compound in which a π-conjugated system spreads over the entire molecule, typified by an aromatic compound. In particular, depending on the type of the hole transport material, there are significant differences in its element life and characteristics.

[0008] The hole transport material is generally a compound in which a π-conjugated system spreads over the entire molecule, typified by an aromatic compound. is used, and in particular, the development of aromatic amine compounds has been promoted. Aromatic amination In the compound, the properties as a hole transport material are greatly influenced by the aromatic skeleton.

[0009] Although aromatic amine compounds having various aromatic skeletons have been reported, when these compounds are used the characteristics and reliability of the light-emitting devices are improved, but it can still be said that they are insufficient to meet the high demands for all characteristics such as efficiency and durability (for example, Patent Document 1).

Prior Art Documents

Patent Documents

[0010]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0011] Therefore, in one aspect of the present invention, a novel organic compound is provided. In particular, a novel organic compound having hole transport properties is provided. Or, a light-emitting device having good lifetime is provided. Or, it is an object to provide a light-emitting device having good light-emitting efficiency. Or, it is an object to provide a light-emitting device having a low driving voltage.

[0012] Or, in another aspect of the present invention, it is an object to provide a highly reliable light-emitting device, a light-emitting device, and an electronic device, respectively. Or, in another aspect of the present invention, it is an object to provide a light-emitting device, a light-emitting device, and an electronic device, respectively, each having low power consumption.

[0013] Note that the description of these problems does not prevent the existence of other problems. Note that one aspect of the present invention ​​​​​The embodiment does not necessarily have to solve all of these problems. The above will become apparent from the description in the specification, drawings, claims, etc. It is possible to extract other issues from the descriptions in the patent, claims, etc. [Means for solving the problem]

[0014] One aspect of the present invention is a method for producing two substituted or unsubstituted benzo[b]naphtho[1,2-d]furans. It is an aromatic amine compound having a cyclic structure.

[0015] Therefore, one embodiment of the present invention is an organic compound represented by the following general formula (G0).

[0016] [ka]

[0017] In the general formula (G0), Ar 1 , Ar 2 , and Ar 3 are independently replaced or not replaced represents an aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms; 4 is substituted or unsubstituted represents an aromatic hydrocarbon group having 6 to 25 carbon atoms; n, m, and l each independently represent 0 or 1; It represents an integer. Also, A 1 and A 2 are each independently represented by the following general formula (g0) or (g1): It is a group represented by the following formula:

[0018] [ka]

[0019] In the general formulas (g0) and (g1), Ar 5 and Ar 6 are each independently substituted or represents an unsubstituted aromatic hydrocarbon-diyl group having 6 to 13 carbon atoms. Also, R 1 to R 18 each independently represents one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms , an alkoxy group having 1 to 6 carbon atoms, a cyano group, a halogen, a haloalkyl group having 1 to 6 carbon atoms , and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms. In the above general formulas (g0) and (g1), it is preferable that R

[0020] to R 1 to R 18 are each independently hydrogen or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms. Further, in the above general formulas (g0) and (g1), it is preferable that R

[0021] 6 and R 15 are each independently a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms.

[0022] In another aspect of the present invention, in the general formula (G0), A 1 and A 2 are each independently an organic compound represented by the following general formula (g0-a) or (g1-a).

[0023]

Chemical formula

[0024] 5 and Ar 6 each independently represent a substituted or unsubstituted aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms, and R 1 represents hydrogen or a substituted or unsubstituted phenyl group.

[0025] One aspect of the present invention is also an organic compound represented by the following general formula (G1).

[0026]

Chemical formula

[0027] However, in the general formula (G1), Ar 1 , Ar 2 , Ar 3 , Ar 5 , and Ar 6 each independently represent an aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms which is substituted or unsubstituted, and Ar 4 represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms, and n, m, and l each independently represent an integer of 0 or 1. Also, R 1 18 to R 1 to R 18 each independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms , a cyano group, a halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms. , a cyano group, a halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms. In the general formula (G1) described above, it is preferable that R

[0028] 1 to R 18 are each independently hydrogen or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms. It is preferable that in the general formula (G1) described above, R

[0029] 6 and R 15 are each independently a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms. It is preferable that in the general formula (G1) described above, R

[0030] Another aspect of the present invention is also an organic compound represented by the following general formula (G2).

[0031] [Chemical formula]

[0032] However, in the general formula (G2), Ar 1 , Ar 2 , Ar 3 , Ar 5 , and Ar 6 are each independently a substituted or unsubstituted aromatic hydrocarbon - diyl group having 6 to 25 carbon atoms, and Ar 4 is a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms, and n, m, and l each independently represent an integer of 0 or 1.

[0033] Another aspect of the present invention is an organic compound represented by the following general formula (G3).

[0034] [Chemical formula]

[0035] However, in the general formula (G3), Ar 1 to Ar 3 are each independently a substituted or unsubstituted aromatic hydrocarbon - diyl group having 6 to 25 carbon atoms, and Ar 4 is a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms, and n, m, and l each independently represent an integer of 0 or 1 .

[0036] Another aspect of the present invention is an organic compound represented by the following general formula (G4).

[0037] [Chemical formula]

[0038] However, in the general formula (G4), Ar1 up to Ar 3 each independently represents a substituted or unsubstituted C 6 to 25 aromatic hydrocarbon-diyl group, and Ar 4 represents a substituted or unsubstituted C6 to 25 aromatic hydrocarbon group, and n, m, l each independently represent an integer of 0 or 1 .

[0039] Another aspect of the present invention is an organic compound represented by the following general formula (G5).

[0040] [Chemical formula]

[0041] However, in the general formula (G5), n represents an integer from 0 to 3.

[0042] Another aspect of the present invention is an organic compound represented by the following structural formulas (102), (103), (106), (117 ).

[0043] [Chemical formula]

[0044] Another aspect of the present invention is a light-emitting device including the organic compound described in each of the above configurations.

[0045] The light-emitting device in each of the above configurations has an EL layer between the anode and the cathode. Also, the EL layer has any one of a light-emitting layer, a hole transport layer, a hole injection layer, an electron transport layer, or an electron injection layer . In each of the above configurations, it is more preferable that the EL layer has a light-emitting layer and a hole transport layer, and has a hole transport layer between the anode and the light-emitting layer . Note that the EL layer may include other functional layers .

[0046] In addition, in the above configuration, it is preferable that the light-emitting layer contains a light-emitting material.

[0047] Another aspect of the present invention is a display device having the light-emitting element of each of the above configurations and at least one of a color filter or a transistor. Another aspect of the present invention is an electronic device having the display device and at least one of a housing or a touch sensor. Another aspect of the present invention is an illumination device having the light-emitting element of each of the above configurations and at least one of a housing or a touch sensor. One aspect of the present invention includes not only a light-emitting device having a light-emitting element but also an electronic device having a light-emitting device. Therefore, the light-emitting device described in this specification refers to an image display device or a light source (including an illumination device). In addition, a module in which a connector, for example, an FPC (Flexible Printed Circuit), a TCP (Tape Carrier Package) is attached to a light-emitting element, a module in which a printed wiring board is provided at the tip of the TCP, or a module in which an IC (integrated circuit) is directly mounted on a light-emitting element by a COG (Chip On Glass) method may also be included in the light-emitting device. Another aspect of the present invention is an illumination device having the light-emitting element of each of the above configurations and at least one of a housing or a touch sensor. One aspect of the present invention includes not only a light-emitting device having a light-emitting element but also an electronic device having a light-emitting device. Therefore, the light-emitting device described in this specification refers to an image display device or a light source (including an illumination device). In addition, a module in which a connector, for example, an FPC (Flexible Printed Circuit), a TCP (Tape Carrier Package) is attached to a light-emitting element, a module in which a printed wiring board is provided at the tip of the TCP, or a module in which an IC (integrated circuit) is directly mounted on a light-emitting element by a COG (Chip On Glass) method may also be included in the light-emitting device. In addition to the light-emitting device having a light-emitting element, an electronic device having a light-emitting device is also included in the scope. Therefore, the light-emitting device described in this specification refers to an image display device or a light source (including an illumination device). Also, a module in which a connector, such as an FPC (Flexible Printed Circuit), a TCP (Tape Carrier Package) is attached to the light-emitting element, a module in which a printed wiring board is provided at the tip of the TCP, or a module in which an IC (integrated circuit) is directly mounted on the light-emitting element by a COG (Chip On Glass) method may be included in the light-emitting device. A connector, for example, an FPC (Flexible Printed Circuit), a TCP (Tape Carrier Package) is attached to the light-emitting element. A module, a module in which a printed wiring board is provided at the tip of the TCP, or a module in which an IC (integrated circuit) is directly mounted on the light-emitting element by a COG (Chip On Glass) method may also be included in the light-emitting device.

Advantages of the Invention

[0048] In one aspect of the present invention, a novel organic compound can be provided. In particular, an organic compound having novel hole-transporting properties can be provided. Or, a light-emitting element with good lifespan can be provided. Or, a light-emitting element with good luminous efficiency can be provided. Or, a light-emitting element with low driving voltage can be provided.

[0049] Or, in another aspect of the present invention, a highly reliable light-emitting device and an electronic device can be provided respectively. can be achieved. Or, in another aspect of the present invention, a light-emitting device with low power consumption and an electronic device can be provided respectively.

[0050] Note that the description of these effects does not prevent the existence of other effects. Note that one aspect of the present invention does not necessarily have to have all of these effects. Note that other effects will be obvious from the description in the specification, drawings, claims, etc., and it is possible to extract these other effects from the description in the specification, drawings , claims, etc.

Brief Description of the Drawings

[0051]

Figure 1

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Figure 25

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Figure 27

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Figure 31

Figure 32

Figure 33

Figure 34

Figure 35

Figure 36

[0052] The following describes the preferred embodiment of the present invention. However, the present invention can be embodied in many different ways. It is possible to modify the form and details without departing from the spirit and scope of the present invention. It will be readily understood by those skilled in the art that the details of the present embodiment may be modified in various ways. It should not be construed as being limited to the contents described.

[0053] In each of the drawings described in this specification, the sizes and thicknesses of the anode, EL layer, intermediate layer, cathode, etc. The dimensions of the individual components may be exaggerated for clarity. The elements are not limited in size, nor in relative size between each component.

[0054] In addition, in this specification, ordinal numbers such as 1st, 2nd, 3rd, etc. are used for convenience. It is not something that indicates the order of steps, the vertical or horizontal positional relationship, etc. Therefore, for example, "first" can be appropriately replaced with "second", "third", etc. for explanation. In addition, the ordinal numbers described in this specification and the like may not match the ordinal numbers used to specify an aspect of the present invention.

[0055] In addition, in the configuration of the present invention described in this specification and the like, the same parts or parts having the same function are commonly used with the same reference numerals among different drawings, and the repeated description thereof is omitted. Also, when referring to parts having the same function, the hatching pattern may be the same, and there may be cases where no reference numerals are particularly assigned.

[0056] In addition, in this specification, color is defined by the three elements of hue (corresponding to the wavelength of monochromatic light), saturation (vividness, i.e., the degree of not having a tint), and lightness (brightness, i.e., the intensity of light). Also, in this specification, color may refer to any one of the above three elements, or only two arbitrarily selected elements. Also, in this specification, when the colors of two lights are different, it means that at least one of the above three elements is different. Furthermore, it also includes the case where the shapes of the spectra of the two lights or the distribution of the relative intensity ratios of the respective peaks are different.

[0057] Note that the term "film" and the term "layer" can be interchanged with each other depending on the case or situation. For example, the term "conductive layer" may be changed to the term "conductive film" in some cases. Or, for example, the term "insulating film" may be changed to the term "insulating layer" in some cases.

[0058] ​​​​​​​​​ (Embodiment 1) In this embodiment, for example, an organic compound according to one embodiment of the present invention will be described below.

[0059] The organic compound of one embodiment of the present invention is represented by the following general formula (G0).

[0060] [ka]

[0061] In general formula (G0), Ar 1 , Ar 2 , Ar 3 Each independently represents the number of substituted or unsubstituted carbon atoms. represents an aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms; Ar 4 is a substituted or unsubstituted carbon atom number 6 or more represents an aromatic hydrocarbon group having a molecular weight of 1 to 25; n, m, and l each independently represent an integer of 0 or 1; Also, A 1 and A 2 each independently represents a group represented by the following general formula (g0) or (g1): It is.

[0062] [ka]

[0063] In the general formulas (g0) and (g1), Ar 5 and Ar 6 are each independently substituted or unsubstituted R represents an aromatic hydrocarbon-diyl group having 6 to 13 carbon atoms. 1 ~R 18 Is that Each independently represents a hydrogen atom, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, a carbon atom, an alkoxy group having 1 to 6 carbon atoms, a cyano group, a halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms.

[0064] Also, in one aspect of the present invention, in general formulas (g0) and (g1), R 1 to R 18 are each independently a hydrogen atom or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms, and it is an organic compound .

[0065] Also, in one aspect of the present invention, in general formulas (g0) and (g1), R 6 and R 15 are each independently a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms, and it is an organic compound .

[0066] Also, in one aspect of the present invention, in general formula (G0), A 1 and A 2 are each independently an organic compound represented by the following general formula (g0-a) or (g1-a).

[0067] [Chemical formula]

[0068] In general formulas (g0-a) and (g1-a), Ar 5 and Ar 6 each independently represent a substituted or unsubstituted aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms, and R 1 represents a hydrogen atom or a substituted or unsubstituted phenyl group.

[0069] Also, in one aspect of the present invention, it is an organic compound represented by general formula (G1). In this organic compound , since the distribution of the π-conjugated system spreads to the benzo[b]naphtho[1,2 -d]furan skeleton, which is a large substituent in the organic compound, high carrier transportability can be obtained. Also, by having such a structure, the organic compound can have a high T1 level.

[0070]

Chem.

[0071] In general formula (G1), Ar 1 、Ar 2 、Ar 3 、Ar 5 、and Ar 6 each independently represents a substituted or unsubstituted aromatic hydrocarbon - diyl group having 6 to 25 carbon atoms, and Ar 4 represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms, and n, m, and l are integers of 0 or 1 represent. Also, R 1 to R 18 each independently represents hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, a halogen 、a haloalkyl group having 1 to 6 carbon atoms, and any one of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms.

[0072] Moreover, one aspect of the present invention is an organic compound represented by general formula (G2). This organic compound has the distribution of the π - conjugate system extended to the benzo[b]naphtho[1,2 - d]furan skeleton, so that this organic compound can obtain high carrier transportability. Also, by having such a structure this organic compound can have a high T1 level.

[0073]

Chem.

[0074] In general formula (G2), Ar 1 、Ar 2 、Ar 3 、Ar 5 、and Ar6 each independently represents a substituted or unsubstituted C6-25 aromatic hydrocarbon-diyl group, and Ar 4 represents a substituted or unsubstituted C6-25 aromatic hydrocarbon group, and n, m, and l are integers of 0 or 1 represents.

[0075] Also, one aspect of the present invention is an organic compound represented by the general formula (G3). The organic compound has a high carrier transport property because the distribution of the π-conjugated system spreads to the benzo[b]naphtho[1,2 -d]furan skeleton, which is a large substituent in the organic compound. Further, the organic compound represented by the general formula (G 3) has an amino group bonded via a phenylene group at the 8-position of the benzo[b]naphtho[1,2-d]furan skeleton, so that while the π-conjugation spreads, a high T1 level can be obtained.

[0076]

Chemical formula

[0077] In the general formula (G3), Ar 1 , Ar 2 , and Ar 3 each independently represents a substituted or unsubstituted C 6-25 aromatic hydrocarbon-diyl group, and Ar 4 represents a substituted or unsubstituted C 6-25 aromatic hydrocarbon group, and n, m, and l represent integers of 0 or 1.

[0078] Also, one aspect of the present invention is an organic compound represented by the general formula (G4). The organic compound has a high carrier transport property because the distribution of the π-conjugated system spreads to the benzo[b]naphtho[1,2 -d]furan skeleton, which is a large substituent in the organic compound. Further, the general formula (G The organic compound represented by (4) has an amino group bonded via a phenylene group at the 8-position of the benzo[b]naphtho[1,2-d]furan skeleton. Therefore, while the π-conjugation spreads, it can have a high T1 level. Since an amino group is bonded via a phenylene group, while the π-conjugation spreads, it can have a high T1 level. can have.

[0079]

Chemical formula

[0080] In the general formula (G4), Ar 1 , Ar 2 , Ar 3 each independently represents a substituted or unsubstituted aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms, and Ar 4 represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms, and n, m, and l represent integers of 0 or 1. 4

[0081] Further, one aspect of the present invention is an organic compound represented by the general formula (G5). In this organic compound, since the distribution of the π-conjugation system spreads to the benzo[b]naphtho[1,2 -d]furan skeleton, which is a large substituent in the organic compound, high carrier transportability can be obtained. The organic compound represented by the general formula (G5) has an amino group bonded via a phenylene group at the 8-position of the benzo[b]naphtho[1,2-d]furan skeleton. Therefore, while the π-conjugation spreads, it can have a high T1 level and can have.

[0082]

Chemical formula

[0083] However, in the general formula (G5), n represents an integer from 0 to 3.

[0084] Also, one aspect of the present invention is represented by the following structural formulas (102), (103), (106), and (117). It is an organic compound represented thereby.

[0085] [Chemical formula]

[0086] [Examples of substituents] In general formulas (G0) to (G4) and general formulas (g0) and (g1), Ar 1 , Ar 2 , Ar 3 , Ar 5 , and Ar 6 Examples of the aromatic hydrocarbon - diyl group represented by include, for example, a phenylene group, a naphthylene group, a biphenyl - diyl group, a 9H - fluorene - diyl group, 9 ,9’ - spirobi[9H - fluorene] - diyl group. Specifically, the groups represented by the following structures formulas (Ar - 1) to (Ar - 18) can be applied. Note that the groups represented by Ar 1 , Ar 2 , Ar 3 , Ar 5 , Ar 6 are not limited to these and may have substituents .

[0087] [Chemical formula]

[0088] Also, in general formulas (G0) to (G4) and general formulas (g0) and (g1), the aromatic hydrocarbon group represented by Ar 4 by includes, for example, a phenyl group, a naphthyl group, and combinations thereof substituents can be given. Specifically, the groups represented by the following structural formulas (Ar - 19) to (Ar - 31) can be applied. Note that the group represented by Ar 4 is not limited to these and may have substituents.

[0089]

Chem.

[0090] Also, in general formulas (G0), (g0), and (g1), R 1 to R 18 represent hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alk oxy group having 1 to 6 carbon atoms, a cyano group, a halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms include, for example, groups represented by the following structural formulas (R-1) to (R-57). The groups represented by R 1 to R 18 are not limited to these.

[0091] Ar 1 to Ar 6 and R 1 to R 18 when having a substituent, examples of the substituent include groups represented by the following structural formulas (R-1) to (R-57), but are not limited to these.

[0092]

Chem.

[0093]

Chem.

[0094] <Specific Examples of Compounds> Specific structures of the compounds represented by general formulas (G0) to (G4) include compounds represented by the following structural formulas (101) to (152), etc. Note that general formula (G ​​The compounds represented as (G0) to (G4) are not limited to the following examples.

[0095] [Chemical formula]

[0096] [Chemical formula]

[0097] [Chemical formula]

[0098] [Chemical formula]

[0099] [Chemical formula]

[0100] [Chemical formula]

[0101] [Chemical formula]

[0102] [Chemical formula]

[0103] [Chemical formula]

[0104] [Chemical formula]

[0105] [Chemical formula]

[0106] In an organic compound according to one aspect of the present invention, the distribution of the π-conjugated system spreads to a large substituent in the organic compound and reaches a certain benzo[b]naphtho[1,2-d]furan skeleton, so that the carrier transport property has excellent performance. Therefore, the light-emitting device using the organic compound can be driven at a low voltage. In addition, since the organic compound has a wide band gap, by using the organic compound in a light-emitting device, a light-emitting device with good luminous efficiency can be provided. extends to a certain benzo[b]naphtho[1,2-d]furan skeleton, resulting in excellent carrier transport performance. Therefore, the light-emitting device using the organic compound can be driven at a low voltage. Moreover, since the organic compound has a wide band gap, by using the organic compound in a light-emitting device, a light-emitting device with good luminous efficiency can be provided. In the case of a light-emitting device using an organic compound, various factors can affect the device lifetime. In particular, the characteristics of the hole transport material can have a significant impact. In particular, the transport property of the hole transport material has a great influence, and depending on the type of the hole transport material, there is a significant difference in the device lifetime. In the case of a light-emitting device using an organic compound, various factors can affect the device lifetime. In particular, the characteristics of the hole transport material can have a significant impact. In particular, the transport property of the hole transport material has a great influence, and depending on the type of the hole transport material, there is a significant difference in the device lifetime.

[0107] In the case of a light-emitting device using an organic compound, various factors can affect the device lifetime. Among them, in particular, the characteristics of the hole transport material can have a significant impact. In particular, the transport property of the hole transport material has a great influence, and depending on the type of the hole transport material, there is a significant difference in the device lifetime. However, in particular, the characteristics of the hole transport material can have a significant impact. In particular, the transport property of the hole transport material has a great influence, and depending on the type of the hole transport material, there is a significant difference in the device lifetime. However, in particular, the transport property of the hole transport material has a great influence, and depending on the type of the hole transport material, there is a significant difference in the device lifetime. However, in particular, the transport property of the hole transport material has a great influence, and depending on the type of the hole transport material, there is a significant difference in the device lifetime.

[0108] Generally, as the hole transport material, a compound in which the π-conjugated system spreads over a wide range of the molecule, typified by aromatic compounds, is used. In particular, aromatic amine compounds are used. Generally, aromatic amine compounds have a π-conjugated system and a negatively charged portion in the molecule, so they have good hole transport properties and can be suitably used as hole transport materials. In recent years, various aromatic amine compounds have been proposed. However, in particular, the transport property of the hole transport material has a great influence, and depending on the type of the hole transport material, there is a significant difference in the device lifetime. However, in particular, the transport property of the hole transport material has a great influence, and depending on the type of the hole transport material, there is a significant difference in the device lifetime. However, in particular, the transport property of the hole transport material has a great influence, and depending on the type of the hole transport material, there is a significant difference in the device lifetime. However, in particular, the transport property of the hole transport material has a great influence, and depending on the type of the hole transport material, there is a significant difference in the device lifetime.

[0109] Here, the redox characteristics, the distribution of the π-conjugated system, the charge density, etc. of the aromatic amine compound vary depending on the nature of the aromatic skeleton and the bonding position between the aromatic skeleton and the amine skeleton. Therefore, the selection of the aromatic skeleton and the bonding position is very important in the development of hole transport materials. Here, the redox characteristics, the distribution of the π-conjugated system, the charge density, etc. of the aromatic amine compound vary depending on the nature of the aromatic skeleton and the bonding position between the aromatic skeleton and the amine skeleton. Therefore, the selection of the aromatic skeleton and the bonding position is very important in the development of hole transport materials. Here, the redox characteristics, the distribution of the π-conjugated system, the charge density, etc. of the aromatic amine compound vary depending on the nature of the aromatic skeleton and the bonding position between the aromatic skeleton and the amine skeleton. Therefore, the selection of the aromatic skeleton and the bonding position is very important in the development of hole transport materials.

[0110] Here, the present inventors have developed an aromatic compound having two benzo[b]naphtho[1,2-d]furan skeletons. A light-emitting element using an aromatic amine compound having a good hole transporting property and an organic compound in a hole transporting layer. It was found that the life of the

[0111] The benzonaphthofuran skeleton is a benzo[b]naphtho[1,2-d]furan skeleton. This is preferred because the synthesis and purification of benzonaphthofuran can be achieved more simply and inexpensively.

[0112] In particular, benzo[b]naphtho[1,2 -d]furan skeletons, each of which has two benzo[b]naphtho[1,2-d]furan skeletons However, an organic compound having a structure in which the arylene group is bonded to the amine skeleton is preferred. More preferably, one molecule contains benzo[b]naphtho[1]-(1-phenylene) ... ,2-d]furan skeletons, and the benzo[b]naphtho[1,2-d]furan skeletons Each of them is an organic compound having a structure in which the arylene group is bonded to an amine skeleton. do.

[0113] By using this structure, it is possible to obtain a benzo[b]naphthyl group, which is a substituent with a large distribution of π-conjugated systems. Since the [1,2-d]furan structure is extended, the organic compound has excellent carrier transport properties. Therefore, a light-emitting element using the organic compound can be driven at a low voltage.

[0114] In general, the HOMO level of organic compounds with a triphenylamine skeleton is -5.3e V, but in one molecule, there is a benzo[b]naphtho[1,2 -d] having two benzob [b] naphtho [1,2-d] furan skeletons, respectively The HOMO of an organic compound having a structure in which the benzob [b] naphtho [1,2-d] furan skeleton is bonded to an amine skeleton via the arylene group The level is about -5.5 eV. This is because by adopting such a structure, the distribution of the HOMO orbital is wider than that of an organic compound having a normal triphenylamine skeleton There is. There is.

[0115] As described above, having two benzob [b] naphtho [1,2-d] furan skeletons bonded to an arylene group at the 8-position in one molecule, and each of the benzob [b] naphtho [1,2-d] furan skeletons is bonded to an amine skeleton via the arylene group. The HOMO level of the organic compound having such a structure has a lower HOMO level than that of an organic compound having a normal triphenylamine skeleton. Therefore, when the organic compound according to one aspect of the present invention is used in the hole transport layer of a light-emitting device, the hole injection barrier between the light-emitting layer and the hole transport layer can be reduced, and the driving voltage of the light-emitting device can be reduced, which is preferable has a lower HOMO level than that of an organic compound having a normal triphenylamine skeleton. Therefore, when the organic compound according to one aspect of the present invention is used in the hole transport layer of a light-emitting device, the hole injection barrier between the light-emitting layer and the hole transport layer can be reduced, and the driving voltage of the light-emitting device can be reduced, which is preferable Therefore, it is preferable. Therefore, it is preferable. There is.

[0116] In addition, by adopting a structure in which an arylene group and a benzob [b] naphtho [1,2-d] furan skeleton are bonded at the 8-position, the organic compound according to one aspect of the present invention can have a high T1 level Therefore, it is preferable. Therefore, it is preferable.

[0117] In addition, when the arylene group connecting the nitrogen atom and the benzob [b] naphtho [1,2-d] furan skeleton is a phenylene group, the nitrogen atom and the benzob [b] naphtho [1,2-d] furan skeleton preferably have a para-bonding structure with respect to the phenylene group. By adopting such a structure the distribution of the π-conjugated system is a large substituent, benzob [b] naphtho [1,2-d] furan There is. Since it spreads to the skeleton, the organic compound according to one aspect of the present invention has excellent carrier transport performance and becomes.

[0118] As described above, since the organic compound according to one aspect of the present invention is an aromatic amine compound, it has good hole transportability. In addition, since it has a wide band gap, by using it in a light-emitting element, a light-emitting element with good luminous efficiency can be provided. The light-emitting element using the organic compound for the hole transport layer has a good recombination ratio (carrier balance) of holes and electrons in the EL layer, and in addition, since the diffusion of excitons from the light-emitting layer can be suppressed, a light-emitting element with good luminous efficiency and device life can be provided. Therefore, the organic compound according to one aspect of the present invention is a suitable material for use in the hole transport layer of a light-emitting element. In addition, the organic compound can also be used as a host material in the light-emitting layer.

[0119] Therefore, the organic compound according to one aspect of the present invention is a suitable material for use in the hole transport layer of a light-emitting element. In addition, the organic compound can also be used as a host material in the light-emitting layer. suitable material. In addition, the organic compound can also be used as a host material in the light-emitting layer. can be.

[0120] By the way, one of the important properties required for an organic compound used in a light-emitting element is heat resistance. can be mentioned. Considering the glass transition point (Tg) of the material as an index, it can be said that the higher the Tg, the better the heat resistance. Tg generally tends to increase as the molecular weight increases. Therefore, in order to improve the heat resistance of the material, it is necessary to increase the molecular weight.

[0121] As a method of increasing the molecular weight of an organic compound, introducing an aromatic hydrocarbon group such as a phenyl group or a naphthyl group, or increasing the number of condensed aromatic rings can be mentioned. However, in such a method, problems such as a decrease in the T1 level of the organic compound and a decrease in carrier transportability depending on the bonding position of the substituent may occur. In such a method, problems such as a decrease in the T1 level of the organic compound and a decrease in carrier transportability depending on the bonding position of the substituent may occur. problems such as a decrease in carrier transportability may occur depending on the bonding position of the substituent.

[0122] However, the organic compound according to one aspect of the present invention has a large molecular weight with a condensed ring structure in the molecule such as a benzo[b]naphtho[1,2-d]furan skeleton, or has a plurality of aromatic hydrocarbon groups and has good carrier transportability and a high T1 level.

[0123] To obtain such characteristics, it preferably has two benzo[b]naphtho[1,2-d]furan skeletons bonded to an arylene group at the 8-position or 6-position in one molecule, and each of the benzo[b]naphtho[1,2 -d]furan skeletons is bonded to an amine skeleton via the arylene group. More preferably, it has two benzo[b]naphtho[1,2-d]furan skeletons bonded to an arylene group at the 8-position in one molecule, and each of the benzo[b]naphtho[1,2-d]furan skeletons is bonded to an amine skeleton via the arylene group. When the benzo[b]naphtho[1,2-d]furan skeleton bonded to the arylene group at the 8-position has a substituent, its bonding position is preferably the 6-position. By having a substituent at the 6-position of the benzo[b]naphtho[1 ,2-d]furan skeleton, the molecular weight can be increased without reducing the carrier transportability and the T1 level.

[0124] Here, generally in an organic compound, as the molecular weight increases, the glass transition point (Tg) tends to increase. However, in sublimation purification or distillation performed in the purification process with the improvement of heat resistance, the sublimation temperature or boiling point also tends to increase accordingly. Simply increasing the molecular weight also raises the sublimation temperature and boiling point, so higher temperatures are required in film-forming processes such as vapor deposition and purification processes such as sublimation purification and distillation, and there is a concern about the possibility of decomposition.

[0125]

[0126] That is, if the molecular weight is simply increased to enhance the thermal properties of an organic compound, the possibility of decomposition increases in the purification process and the film-forming process, and it may not be easy to use the highly purified organic compound for an element. However, the organic compound according to one embodiment of the present invention has two benzo[b]naphtho[1,2-d]furan skeletons bonded to an arylene group at the 8-position or 6-position in one molecule, and each of the benzo[b]naphtho[1,2-d]furan skeletons is bonded to an amine skeleton via the arylene group. By having such a structure, despite having a large molecular weight, it has a high decomposition temperature, is difficult to decompose in the purification process and the vapor deposition process, and a material with high purity can be used for an element. That is, it is possible to provide an element with high heat resistance and good characteristics.

[0127] However, the organic compound according to one embodiment of the present invention has two benzo[b]naphtho[1,2-d]furan skeletons bonded to an arylene group at the 8-position or 6-position in one molecule, and each of the benzo[b]naphtho[1,2-d]furan skeletons is bonded to an amine skeleton via the arylene group. By having such a structure, despite having a large molecular weight, it has a high decomposition temperature, is difficult to decompose in the purification process and the vapor deposition process, and a material with high purity can be used for an element. That is, it is possible to provide an element with high heat resistance and good characteristics. However, the organic compound according to one embodiment of the present invention has two benzo[b]naphtho[1,2-d]furan skeletons bonded to an arylene group at the 8-position or 6-position in one molecule, and each of the benzo[b]naphtho[1,2-d]furan skeletons is bonded to an amine skeleton via the arylene group. By having such a structure, despite having a large molecular weight, it has a high decomposition temperature, is difficult to decompose in the purification process and the vapor deposition process, and a material with high purity can be used for an element. That is, it is possible to provide an element with high heat resistance and good characteristics. That is, it is possible to provide an element with high heat resistance and good characteristics. That is, it is possible to provide an element with high heat resistance and good characteristics.

[0128] Note that the organic compound in the present embodiment can be formed into a film using methods such as a vapor deposition method (including a vacuum vapor deposition method), an inkjet method, a coating method, a gravure printing method, etc. Note that the organic compound in the present embodiment can be formed into a film using methods such as a vapor deposition method (including a vacuum vapor deposition method), an inkjet method, a coating method, a gravure printing method, etc.

[0129] Note that the present embodiment can be appropriately combined with other embodiments.

[0130] (Embodiment 2) In the present embodiment, a method for synthesizing an organic compound represented by the general formula (G0), which is one aspect of the present invention, will be described. In the general formula (G0), Ar

[0131] [Chemical formula]

[0132] In the general formula (G0), Ar 1 Ar 2 Ar 3represents an independently substituted or unsubstituted carbon number 6 to 25 aromatic hydrocarbon - diyl group, and Ar 4 represents a substituted or unsubstituted carbon number 6 to 25 aromatic hydrocarbon group, and n, m, l each independently represent an integer of 0 or 1 represents. Also, A 1 and A 2 are each independently a group represented by the following general formula (g0) or (g1) respectively.

[0133]

Chemical formula

[0134] In general formulas (g0) and (g1), Ar 5 and Ar 6 each independently represent a substituted or unsubstituted aromatic hydrocarbon - diyl group having 6 to 13 carbon atoms. Also, R 1 to R 18 each independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, a carbon number 1 to 6 alkoxy group, a cyano group, a halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms. The organic compound is useful from the viewpoints of simplicity of synthesis and synthesis cost. When the organic compound represented by general formula (G0), which is one aspect of the present invention, has the same structure for A

[0135] 1 and A 2 2 , it can be synthesized as in the following synthesis scheme (a - 1). That is, By coupling an aromatic amine compound (Compound 1) and a compound having a benzo[b]naphtho[1,2 - d]furanyl group (Compound 2), the target product (G0 - a) can be obtained It is as follows. The synthetic scheme (a-1) is shown below.

[0136]

Chemical formula

[0137] In the synthetic scheme (a-1), Ar 1 to Ar 3 each independently represents a substituted or unsubstituted aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms, and Ar represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms, n, m, and l each independently represent an integer of 0 or 1, 4 and X represents chlorine, bromine, iodine, or a triflate group. Also, A is a group represented by the following general formula (g0 1 ) or (g1). 1 ) or (g1).

[0138]

Chemical formula

[0139] In the general formulas (g0) and (g1), Ar 5 and Ar 6 each independently represent a substituted or unsubstituted aromatic hydrocarbon-diyl group having 6 to 13 carbon atoms. Also, R to R 1 to R 18 each independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, a halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms. and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms. In the synthetic scheme (a-1), Buchwald-Hartwig reaction using a palladium catalyst

[0140] In the synthetic scheme (a-1), Buchwald-Hartwig reaction using a palladium catalyst The reaction can be carried out. When performing the reaction, palladium compounds such as bis(dibenzylideneacetone)palladium(0), palladium(II) acetate, [1,1-bis(diphenylphosphino)ferrocene]palladium(II) dichloride, tetrakis(triphenylphosphine)palladium(0), allylpalladium(II) chloride (dimer), etc., and ligands such as tri(tert-butyl)phosphine, tri(n-hexyl)phosphine, tricyclohexylphosphine, di(1-adamantyl)-n-butylphosphine, 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl, tri(ortho-tolyl)phosphine, (S)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis(diisopropylphosphine) (abbreviation: cBRIDP (registered trademark)) can be used. In the reaction, organic bases such as sodium tert-butoxide, and inorganic bases such as potassium carbonate, cesium carbonate, sodium carbonate, etc. can be used. In the reaction, solvents such as toluene, xylene, benzene, tetrahydrofuran, dioxane, etc. can be used. The reagents that can be used in the reaction are not limited to the above-mentioned reagents. In addition, when performing the Ullmann reaction in the synthesis scheme (a-1), the reagents that can be used include copper or copper compounds. Examples of the base include inorganic bases such as potassium carbonate. In the reaction, solvents that can be used include 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)pyrimidinone (DMPU), toluene, xylene, benzene, etc. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield.

[0141] In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In the Ullmann reaction, a reaction temperature of 100 °C or higher is more favorable for shorter reaction time and higher yield. In order to obtain the target substance, it is preferable to use DMPU and xylene with high boiling points. Also, since a higher reaction temperature of 150 °C or higher is more preferable, it is more preferable to use DMPU for this purpose. In this reaction, the reagents that can be used are not limited to the above-mentioned reagents alone.

[0142] When the structures of A and A of the organic compound represented by the general formula (G0), which is one aspect of the present invention, are different 1 and A 2 are different, as shown in the following synthetic schemes (b-1) and (b-2), a compound having a backbone of A or A (Compound 2 or Compound 4) is synthesized by reacting it in two steps 1 or A 2 skeleton. By reacting in two steps, a compound in which the structures of A and A are different can be obtained. 1 and A 2 are different can be obtained.

[0143]

Chemical formula

[0144]

Chemical formula

[0145] In the above synthetic schemes (b-1) and (b-2), Ar 1 to Ar 3 each independently represents a substituted or unsubstituted aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms, Ar 4 represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms, n, m, and l each independently represent an integer of 0 or 1, and X 1 and X 2 each independently represent chlorine, bromine, iodine, triflate represents a tosyl group. Also, A 1 and A 2 are groups represented by the following general formula (g0) or (g1). That is.

[0146] [Chemical formula]

[0147] In general formulas (g0) and (g1), Ar 5 and Ar 6 each independently represent a substituted or unsubstituted aromatic hydrocarbon-diyl group having 6 to 13 carbon atoms. Also, R to R 1 to R 18 each independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, a halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms. In the synthetic schemes (b-1) and (b-2), Buchwald-Hartwig reaction or Ullmann reaction can be carried out, and the reagents that can be used in each reaction are the same as those in the synthetic scheme (a-1).

[0148] For the different synthetic methods of the organic compound represented by the general formula (G0), which is one aspect of the present invention, is described. Although the synthetic method involving an amination reaction first has been described, next, a synthetic method using a triarylamine compound as a raw material will be described. By coupling a triaryl compound (Compound 5) with 2 equivalents of a benzo[b]naphtho[1,2-d]furan compound (Compound 6) relative to Compound 5, the target compound (G0-b) can be obtained.

[0149] Next, the synthetic method using a triarylamine compound as a raw material will be described. By coupling a triaryl compound (Compound 5) with 2 equivalents of a benzo[b]naphtho[1,2-d]furan compound (Compound 6) relative to Compound 5, the target compound (G0-b) can be obtained. Next, a synthetic method using a triarylamine compound as a raw material will be described. By coupling a triaryl compound (Compound 5) with 2 equivalents of a benzo[b]naphtho[1,2-d]furan compound (Compound 6) relative to Compound 5, the target compound (G0-b) can be obtained. the target compound (G0-b) can be obtained.

[0150] [Chemical formula]

[0151] In the synthesis scheme (c-1), Ar 1 , Ar 2 , and Ar 3 each independently represents a substituted or unsubstituted aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms, and Ar 4 represents a substituted or un substituted aromatic hydrocarbon group having 6 to 25 carbon atoms. n, m, and l each independently represent 0 or an integer of 1. X 3 to X 5 represent a halogen group, a boronic acid group, an organoboron group, or a trif late group. Also, a 1 is a group represented by the following general formula (g0-1) or (g1-1): .

[0152] [Chemical formula]

[0153] In the general formulas (g0-1) and (g1-1), R 1 to R 18 each independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, a halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms.

[0154] In the synthesis scheme (c-1), when performing the Suzuki-Miyaura coupling reaction using a palladium catalyst, X 3 to X 5 represent a halogen group, a boronic acid group, an organoboron group, or a triflate group. As the halogen, iodine, bromine, or chlorine is preferable. In this reaction, bis(​ Dibenzylideneacetone)palladium(0), palladium(II) acetate, [1,1-bis (diphenylphosphino)ferrocene]palladium(II) dichloride, tetrakis(t riphenylphosphine)palladium(0), etc., and ligands such as tri(tert-b utyl)phosphine, tri(n-hexyl)phosphine, tricyclohexylphosphine, di(1-adamantyl)-n-butylphosphine, 2-dicyclohexylphosphino-2 ’,6’-dimethoxybiphenyl, tri(ortho-tolyl)phosphine, etc. can be used. In this reaction, organic bases such as sodium tert-butoxide, and inorganic bases such as potassium carbonate, cesium carbonate, and sodium carbonate can be used. In this reaction, solvents such as toluene, xylene, benzene, tetrahydrofuran, dioxane ethanol, methanol, water, etc. can be used. The reagents that can be used in this reaction are not limited to the above-mentioned reagents. The reaction carried out in the synthesis scheme (c-1) is not limited to the Suzuki-Miyaura coupling reaction, but also the Negishi-Kosugi-Stille coupling reaction using an organotin compound, the Kumada-Tamao-Corriu coupling reaction using a Grignard reagent, the Heck coupling reaction using an organozinc compound, a reaction using copper or a copper compound, etc. can be used. When the Negishi-Kosugi-Stille coupling reaction is used, X and X and X each represent either an organotin group or a halogen group. That is, either one of compound 5 and compound 6 is an organotin compound, and the other compound is a halide. In the case of the Kumada-Tamao-Corriu coupling reaction,

[0155] The reaction carried out in the synthesis scheme (c-1) is not limited to the Suzuki-Miyaura coupling reaction, but also the Negishi-Kosugi-Stille coupling reaction using an organotin compound, the Kumada-Tamao-Corriu coupling reaction using a Grignard reagent, the Heck coupling reaction using an organozinc compound, a reaction using copper or a copper compound, etc. can be used. When the Negishi-Kosugi-Stille coupling reaction is used, X and X and X each represent either an organotin group or a halogen group. That is, either one of compound 5 and compound 6 is an organotin compound, and the other compound is a halide. In the case of the Kumada-Tamao-Corriu coupling reaction, When the Negishi-Kosugi-Stille coupling reaction is used, X 3 and X 4 and X 5 each represent either an organotin group or a halogen group. That is, either one of compound 5 and compound 6 is an organotin compound, and the other compound is a halide. In the case of the Kumada-Tamao-Corriu coupling reaction, one of them represents an organotin group, and the other represents a halogen group. That is, either one of compound 5 and compound 6 is an organotin compound, and the other compound is a halide. In the case of the Kumada-Tamao-Corriu coupling reaction, one of them is an organotin compound, and the other compound is a halide. In the case of the Kumada-Tamao-Corriu coupling reaction, When using the Negishi coupling reaction, X 3 and X 4 and X 5 either represents a magnesium halide group, and the other represents a halogen group. That is, either compound 5 and compound 6 is a Grignard reagent, and the other is a halide . When using the Suzuki coupling reaction, X and X 3 and X 4 and X 5 either represents an organozinc group and the other represents a halogen group. That is, either of compound 5 and compound 6 is an organozinc compound, and the other is a halide.

[0156] When the structures of A 1 and A 2 in the organic compound represented by the general formula (G0), which is one aspect of the present invention, are different , as shown in the following synthetic schemes (d-1) and (d-2), a 1 or a 2 having compound (compound 6 or compound 8) is synthesized by reacting it in two steps . By reacting in two steps, compounds with different structures of A and A 1 and A 2 can be obtained .

[0157]

Chemical formula

[0158]

Chemical formula

[0159] In the above synthetic schemes (d-1) and (d-2), Ar 1 to Ar 3 are each independently substituted represents an unsubstituted aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms, or Ar 4 is substituted or represents an unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms, and n, m, and l each independently represent an integer of 0 or 1, and X 3 to X 6 represent a halogen group, a boronic acid group, an organic boron group, or a triflate group. Also, a and a 1 are groups represented by the following general formula (g0-1) or (g1-1) 2

[0160]

Chemical formula

[0161] In the general formulas (g0-1) and (g1-1), R 1 to R 18 each independently represent hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, a halogen, a haloalkyl group having 1 to 6 carbon atoms, and either a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms.

[0162] In the synthetic schemes (d-1) and (d-2), similar to the synthetic scheme (c-1), a Suzuki-Miyaura coupling reaction, a Migita-Kosugi-Stille coupling reaction, a Kumada-Tamao-Corriu coupling reaction using a Grignard reagent, a Negishi coupling reaction using an organozinc compound, a reaction using copper or a copper compound, etc. can be used. When using the Migita-Kosugi-Stille coupling reaction, X and X as well as X and X one of either 3 and X 4 and one of either X 5 and X 6 is ​​​​One represents an organotin group and the other represents a halogen group. That is, for Compounds 5 and 6, either one is an organotin compound and the other compound is a halide. Also, for Compounds 7 and 8, either one is an organotin compound and the other compound is a halide. When using the Kumada-Tamao-Corriu coupling reaction, X 3 and X 4 and X 5 and X 6 either one represents a magnesium halide group and the other represents a halo gen group. That is, for Compounds 5 and 6, either one is a Grignard reagent and the other is a halide. Also, for Compounds 7 and 8, either one is a Grignard reagent and the other is a halide. When using the Negishi coupling reaction , X 3 and X 4 and X 5 and X 6 either one represents an organozinc group and the other represents a halogen group. That is, for Compounds 5 and 6, either one is an organozinc compound and the other is a halide. Also, for Compounds 7 and 8, either one is an organozinc compound and the other is a halide.

[0163] In addition, in the synthesis of the organic compound represented by the general formula (G0) which is one aspect of the present invention, the synthesis method is not limited to the synthesis schemes (a-1) to (d-2).

[0164] (Embodiment 3) In this embodiment, a configuration example of a light-emitting device having an organic compound which is one aspect of the present invention will be described below with reference to FIGS. 1 and 2.

[0165] FIG. 1(A) is a cross-sectional view of a light-emitting element 100 according to an aspect of the present invention. The light-emitting element 100 has at least a pair of electrodes (electrode 101 and electrode 102), and an EL layer 103 is provided between the electrodes. It has.

[0166] The EL layer 103 has at least a light-emitting layer 113 and a hole transport layer 112. Furthermore, it has functional layers such as a hole injection layer 111, an electron transport layer 114, and an electron injection layer 115. It has.

[0167] In this embodiment, electrode 101 is described as the anode and electrode 102 as the cathode, but the configuration of the light-emitting element is not limited thereto. That is, a configuration in which electrode 101 is the cathode and electrode 102 is the anode may be used. In that case, the stacking order is reversed. That is, from the anode side, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer may be stacked in this order. It is not limited to this. That is, a configuration in which electrode 101 is the cathode and electrode 102 is the anode may be used. In that case, the stacking order is reversed. That is, from the anode side, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer may be stacked in this order. It is not limited to this. That is, a configuration in which electrode 101 is the cathode and electrode 102 is the anode may be used. In that case, the stacking order is reversed. That is, from the anode side, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer may be stacked in this order. It is not limited to this. That is, a configuration in which electrode 101 is the cathode and electrode 102 is the anode may be used. In that case, the stacking order is reversed. That is, from the anode side, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer may be stacked in this order.

[0168] Also, the configuration of the EL layer 103 is not limited thereto, and it may have functional layers that can improve or impede the transportability of electrons or holes, suppress the diffusion of excitons, and the like. These functional layers may be single layers or laminated structures of a plurality of layers. It is not limited to this. That is, a configuration in which electrode 101 is the cathode and electrode 102 is the anode may be used. In that case, the stacking order is reversed. That is, from the anode side, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer may be stacked in this order. It is not limited to this. That is, a configuration in which electrode 101 is the cathode and electrode 102 is the anode may be used. In that case, the stacking order is reversed. That is, from the anode side, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer may be stacked in this order.

[0169] The light-emitting element 100 only needs to contain an organic compound according to an aspect of the present invention in any layer of the EL layer 103. The layer containing the organic compound is preferably the light-emitting layer 113, and more preferably the hole transport layer 112. It is not limited to this. That is, a configuration in which electrode 101 is the cathode and electrode 102 is the anode may be used. In that case, the stacking order is reversed. That is, from the anode side, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer may be stacked in this order. It is not limited to this. That is, a configuration in which electrode 101 is the cathode and electrode 102 is the anode may be used. In that case, the stacking order is reversed. That is, from the anode side, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer may be stacked in this order.

[0170] When the organic compound according to an aspect of the present invention is contained in the light-emitting layer 113, the organic compound has good hole transportability and a wide bandgap, and thus can be used as a host material. It is not limited to this. That is, a configuration in which electrode 101 is the cathode and electrode 102 is the anode may be used. In that case, the stacking order is reversed. That is, from the anode side, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer may be stacked in this order. It is not limited to this. That is, a configuration in which electrode 101 is the cathode and electrode 102 is the anode may be used. In that case, the stacking order is reversed. That is, from the anode side, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer may be stacked in this order.

[0171] When the organic compound according to one aspect of the present invention is included in the hole transport layer 112, since the organic compound has good hole transportability and a wide band gap, a light-emitting device with good luminous efficiency and device lifetime can be provided. In particular, when a hole injection layer 111 is provided between the hole transport layer 112 and the electrode 101, and an acceptor-type organic compound that facilitates hole injection from the electrode is used in the hole injection layer 111, it is suitable. When hole injection is performed using an acceptor-type organic compound, the compound contained in the hole transport layer 112 in contact with the hole injection layer 111 is preferably a hole transport material having a relatively high HOMO level in order to facilitate the extraction of electrons by the acceptor-type organic compound. However, a hole transport material with a high HOMO level makes it difficult to inject holes into the light-emitting layer 113. When a hole transport layer 112 made of such a hole transport material with a high HOMO level is formed in contact with the light-emitting layer 113, carrier accumulation occurs at the interface, which may cause a decrease in the lifetime and efficiency of the light-emitting device. Therefore, by providing a layer containing the organic compound according to one aspect of the present invention between the hole transport material with a high HOMO level and the light-emitting layer 113, smooth hole injection into the light-emitting layer becomes possible, and the lifetime and efficiency of the light-emitting device can be improved. The configuration of the light-emitting device in this case will be described with reference to FIGS. 1(B), 1(C), and 1(D). Here, an acceptor-type organic compound is used for the hole injection material 131, and the case where the LUMO level of the hole injection material 131 is lower than the HOMO level of the first hole transport material 132 is considered.

[0172] <Configuration Example 1 of Light-Emitting Device> When hole injection is performed using an acceptor-type organic compound, the compound contained in the hole transport layer 112 in contact with the hole injection layer 111 is preferably a hole transport material having a relatively high HOMO level in order to facilitate the extraction of electrons by the acceptor-type organic compound. However, a hole transport material with a high HOMO level makes it difficult to inject holes into the light-emitting layer 113. When a hole transport layer 112 made of such a hole transport material with a high HOMO level is formed in contact with the light-emitting layer 113, carrier accumulation occurs at the interface, which may cause a decrease in the lifetime and efficiency of the light-emitting device. Therefore, by providing a layer containing the organic compound according to one aspect of the present invention between the hole transport material with a high HOMO level and the light-emitting layer 113, smooth hole injection into the light-emitting layer becomes possible, and the lifetime and efficiency of the light-emitting device can be improved. The configuration of the light-emitting device in this case will be described with reference to FIGS. 1(B), 1(C), and 1(D). Here, an acceptor-type organic compound is used for the hole injection material 131, and the case where the LUMO level of the hole injection material 131 is lower than the HOMO level of the first hole transport material 132 is considered. When a layer containing the organic compound according to one aspect of the present invention is provided between the hole transport material with a high HOMO level and the light-emitting layer 113, smooth hole injection into the light-emitting layer becomes possible, and the lifetime and efficiency of the light-emitting device can be improved.

[0173] The configuration of the light-emitting device in this case will be described with reference to FIGS. 1(B), 1(C), and 1(D). Here, an acceptor-type organic compound is used for the hole injection material 131, and the case where the LUMO level of the hole injection material 131 is lower than the HOMO level of the first hole transport material 132 is considered. When hole injection is performed using an acceptor-type organic compound, the compound contained in the hole transport layer 112 in contact with the hole injection layer 111 is preferably a hole transport material having a relatively high HOMO level in order to facilitate the extraction of electrons by the acceptor-type organic compound. ​​​​This will be described. A schematic diagram showing the correlation of the HOMO level and the LUMO level of each material at this time is shown in Fig. 1(D). Also, the notations and symbols in Fig. 1(C) and Fig. 1(D) are as follows below. · HIM(131): Hole injection material 131 · HTM(132): First hole transport material 132 · HTM(133): Second hole transport material 133 · HTM(134): Third hole transport material 134 · Host(135): Host material 135 · Guest material 136

[0174] As shown in Fig. 1(B), the hole transport layer 112 may have a laminated structure of a plurality of layers. Specifically the hole transport layer 112 has a first hole transport layer 112-a and a second hole transport layer 112-b from the side of the hole injection layer 111. The first hole transport layer 112-a contains the first hole transport material 132, and the second hole transport layer 112-b may contain the second hole transport material 133 . The organic compound according to one aspect of the present invention may be used as the second hole transport material 133 . In such a configuration, by setting the light emitting element such that the HOMO level of the second hole transport material 133 is lower than the HOMO level of the first hole transport material 132, a light emitting element with good lifetime and efficiency can be obtained. Note that when the HOMO level of the first hole transport material 132 is -5.4 eV or more, it is preferable because it is easy to extract electrons from the hole injection material 131 (see Fig. 1(D)).

[0175] Also, as shown in Fig. 1(D), the difference between the HOMO level of the first hole transport material 132 and the HOMO level of the second hole transport material 133 is 0.3 eV or less, more preferably 0.2 eV or less. The following is preferable because it facilitates the injection of holes from the first hole transport layer 112-a to the second hole transport layer 112-b. The organic compound according to one aspect of the present invention has a HOMO level of about -5.5 eV, so it can be suitably used as the second hole transport material 133.

[0176] Further, the hole transport layer 112 may further have a third hole transport layer 112-c between the second hole transport layer 112-b and the light-emitting layer 113, and the third hole transport layer 112-c may contain a third hole transport material 134 (see FIGS. 1(B) and 1(C)). In this case, as shown in FIG. 1(D), the third hole transport material 134 preferably has a HOMO level lower than that of the hole transport material of one aspect of the present invention contained in the second hole transport layer 112-b, and the difference is preferably 0.3 eV or less, more preferably 0.2 eV or less. The organic compound according to one aspect of the present invention has a HOMO level of about -5.5 eV, so it can be suitably used as the third hole transport material 134.

[0177] Also, it is more preferable that the HOMO level of the third hole transport material 134 is the same as or lower than that of the host material 135, because holes are moderately transported into the light-emitting layer, resulting in good lifetime and efficiency.

[0178] Note that in FIG. 1(D), the LUMO level of the hole injection material 131 is shown to be lower than the HOMO level of the host material 135, but the relationship between the two levels is not limited. That is, the LUMO level of the hole injection material 131 may be higher than the HOMO level of the host material 135. ​​​​​​​​​​​​​​However, it may also be equivalent. Further, the HOMO level of the host material 135 is higher than the HOMO level of the first hole transport material 132. The HOMO level of the host material 135 is also higher than the HOMO level of the second hole transport material 133. The HOMO level of the host material 135 is also higher than the HOMO level of the third hole transport material 134. A configuration in which the HOMO level of the host material 135 is higher than the HOMO level of the third hole transport material 134 may also be acceptable. Further, the HOMO level of the first hole transport material 132 may be lower than the HOMO level of the second hole transport material 133. The HOMO level of the first hole transport material 132 may be lower than the HOMO level of the second hole transport material 133. Further, the HOMO level of the second hole transport material 133 may be lower than the HOMO level of the third hole transport material 134. Further, the HOMO level of the first hole transport material 132 may be lower than the HOMO level of the third hole transport material 134. The HOMO level of the first hole transport material 132 may be lower than the HOMO level of the second hole transport material 133. The HOMO level of the second hole transport material 133 may be lower than the HOMO level of the third hole transport material 134. The HOMO level of the second hole transport material 133 may be lower than the HOMO level of the third hole transport material 134. Further, the HOMO level of the first hole transport material 132 may be lower than the HOMO level of the third hole transport material 134. The HOMO level of the first hole transport material 132 may be lower than the HOMO level of the third hole transport material 134. The HOMO level of the first hole transport material 132 may be lower than the HOMO level of the third hole transport material 134.

[0179] When the HOMO level of the guest material 136 is higher than the HOMO level of the host material 135, depending on the position of the HOMO level of the hole transport layer, the injection ratio of holes into the guest material 136 may increase, and further, holes may be trapped in the guest material 136, resulting in a decrease in lifetime due to non-uniformity in the light emission region. In such a case, the application of the configuration of the light-emitting device of the present invention is suitable. As an example of a configuration that is likely to result in such a situation, a blue fluorescent element can be cited. The configuration of the present invention can be particularly preferably applied to an aromatic diamine compound that emits good blue fluorescence, particularly a pyrene diamine compound, etc., and a light-emitting device with good lifetime, efficiency, and chromaticity can be obtained. When the HOMO level of the guest material 136 is higher than the HOMO level of the host material 135, depending on the position of the HOMO level of the hole transport layer, the injection ratio of holes into the guest material 136 may increase, and further, holes may be trapped in the guest material 136, resulting in a decrease in lifetime due to non-uniformity in the light emission region. When the HOMO level of the guest material 136 is higher than the HOMO level of the host material 135, depending on the position of the HOMO level of the hole transport layer, the injection ratio of holes into the guest material 136 may increase, and further, holes may be trapped in the guest material 136, resulting in a decrease in lifetime due to non-uniformity in the light emission region. When the HOMO level of the guest material 136 is higher than the HOMO level of the host material 135, depending on the position of the HOMO level of the hole transport layer, the injection ratio of holes into the guest material 136 may increase, and further, holes may be trapped in the guest material 136, resulting in a decrease in lifetime due to non-uniformity in the light emission region. In such a case, the application of the configuration of the light-emitting device of the present invention is suitable. In such a case, the application of the configuration of the light-emitting device of the present invention is suitable. As an example of a configuration that is likely to result in such a situation, a blue fluorescent element can be cited. The configuration of the present invention can be particularly preferably applied to an aromatic diamine compound that emits good blue fluorescence, particularly a pyrene diamine compound, etc., and a light-emitting device with good lifetime, efficiency, and chromaticity can be obtained. The configuration of the present invention can be particularly preferably applied to an aromatic diamine compound that emits good blue fluorescence, particularly a pyrene diamine compound, etc., and a light-emitting device with good lifetime, efficiency, and chromaticity can be obtained. The configuration of the present invention can be particularly preferably applied to an aromatic diamine compound that emits good blue fluorescence, particularly a pyrene diamine compound, etc., and a light-emitting device with good lifetime, efficiency, and chromaticity can be obtained.

[0180] Note that although the electron transport layer 114 is shown as a single layer in FIG. 1(A), it is not limited thereto, and it may have a laminated structure of multiple layers. Further, it may be a mixed film composed of multiple materials. Specifically Note that although the electron transport layer 114 is shown as a single layer in FIG. 1(A), it is not limited thereto, and it may have a laminated structure of multiple layers. Further, it may be a mixed film composed of multiple materials. Specifically In terms of, as shown in Fig. 1(B), from the light-emitting layer 113 side, the first electron transport layer 114-b and the second electron transport layer 114-a may be provided. By adopting such a configuration, the electron injection property from the electron injection layer 115 to the electron transport layer 114-a and the electron transport property of the electron transport layer 114-b and the electron transport layer 114-a can be adjusted, so it can be said to be a preferable configuration. From the electron injection layer 115 to the electron transport layer 114-a, and the electron transport property of the electron transport layer 114-b and the electron transport layer 114-a can be adjusted, so it can be said to be a preferable configuration. Since the electron injection property from the electron injection layer 115 to the electron transport layer 114-a and the electron transport property of the electron transport layer 114-b and the electron transport layer 114-a can be adjusted, it can be said to be a preferable configuration.

[0181] <Configuration Example 2 of Light-Emitting Element> Next, the configuration example of the above blue fluorescent element will be described with reference to Figs. 2(A), 2(B), and 2(C). Explanation will be given.

[0182] The light-emitting element 120 shown in Fig. 2(A) is an element using an organic compound according to one aspect of the present invention in at least the hole transport layer 112. Fig. 2(B) shows a configuration example of the materials in the light-emitting layer 113, and Fig. 2(C) is a schematic diagram showing the correlation of the energy levels of the respective materials in the light-emitting layer 113. Here, the case where the T1 level of the host material 121 is lower than the T1 level of the guest material 122 will be described. The notations and symbols in Fig. 2(C) are as follows. Note that the T1 level of the host material 121 may be higher than the T1 level of the guest material 122. It shows a configuration example of the materials in the light-emitting layer 113, and Fig. 2(C) is a schematic diagram showing the correlation of the energy levels of the respective materials in the light-emitting layer 113. It is a schematic diagram.

[0183] Here, the case where the T1 level of the host material 121 is lower than the T1 level of the guest material 122 will be described. The notations and symbols in Fig. 2(C) are as follows. Note that the T1 level of the host material 121 may be higher than the T1 level of the guest material 122. The T1 level of the host material 121 may be higher than the T1 level of the guest material 122. ·Host(121): Host material 121 ·Guest(122): Guest material 122 (fluorescent material) ·S FH : S1 level of the host material 121 ·T FH : T1 level of the host material 121 ·S FG : S1 level of the guest material 122 (fluorescent material) ·T FG : T1 level of the guest material 122 (fluorescent material)

[0184] The host material 121 preferably has a function of converting triplet excitation energy into singlet excitation energy by triplet-triplet annihilation (TTA). By doing so, a part of the triplet excitation energy generated in the light-emitting layer 113 that does not originally contribute to fluorescence emission is converted into singlet excitation energy in the host material 121 and transferred to the guest material 122 (see route E1 in Fig. 2(C)), making it possible to extract it as fluorescence emission. Therefore, the luminous efficiency of the fluorescent element can be improved. Note that since fluorescence emission by TTA is emission through a long-lived triplet excited state, delayed fluorescence is observed. let-triplet annihilation) to singlet excitation energy It is preferable that the host material 121 has a function of converting triplet excitation energy into singlet excitation energy by triplet-triplet annihilation (TTA). By doing so, a part of the triplet excitation energy generated in the light-emitting layer 113 that does not originally contribute to fluorescence emission is converted into singlet excitation energy in the host material 121 and transferred to the guest material 122 (see route E1 in Fig. 2(C)), making it possible to extract it as fluorescence emission. Therefore, the luminous efficiency of the fluorescent element can be improved. Note that since fluorescence emission by TTA is emission through a long-lived triplet excited state, delayed fluorescence is observed. 13 is converted into singlet excitation energy in the host material 121 and transferred to the guest material 122 (see route E1 in Fig. 2(C)), and can be extracted as fluorescence emission. Therefore, the luminous efficiency of the fluorescent element can be improved. Note that since fluorescence emission by TTA is emission through a long-lived triplet excited state, delayed fluorescence is observed. and can be extracted as fluorescence emission. Therefore, the luminous efficiency of the fluorescent element can be improved. Note that since fluorescence emission by TTA is emission through a long-lived triplet excited state, delayed fluorescence is observed. and can be extracted as fluorescence emission. Therefore, the luminous efficiency of the fluorescent element can be improved. Note that since fluorescence emission by TTA is emission through a long-lived triplet excited state, delayed fluorescence is observed. Since fluorescence emission by TTA is emission through a long-lived triplet excited state, delayed fluorescence is observed.

[0185] In the light-emitting layer 113, in order to efficiently transfer singlet excitation energy to the guest material 122, as shown in Fig. 2(C), the lowest singlet excitation energy level (S1 level) of the host material 121 is preferably higher than the S1 level of the guest material 122. Also, the lowest triplet excitation energy level (T1 level) of the host material 121 is preferably lower than the T1 level of the guest material 122 (see route E2 in Fig. 2(C)). By configuring it in this way, TTA can be efficiently generated in the light-emitting layer 113. In the light-emitting layer 113, in order to efficiently transfer singlet excitation energy to the guest material 122, as shown in Fig. 2(C), the lowest singlet excitation energy level (S1 level) of the host material 121 is preferably higher than the S1 level of the guest material 122. Also, the lowest triplet excitation energy level (T1 level) of the host material 121 is preferably lower than the T1 level of the guest material 122 (see route E2 in Fig. 2(C)). By configuring it in this way, TTA can be efficiently generated in the light-emitting layer 113. level (S1 level) of the host material 121 is preferably higher than the S1 level of the guest material 122. Also, the lowest triplet excitation energy level (T1 level) of the host material 121 is preferably lower than the T1 level of the guest material 122 (see route E2 in Fig. 2(C)). By configuring it in this way, TTA can be efficiently generated in the light-emitting layer 113. Further, the T1 level of the host material 121 is preferably lower than the T1 level of the material used in the hole transport layer 112-c) in the hole transport layer 112 (Fig. 2(A 2) in contact with the light-emitting layer 113. That is, it is preferable that the hole transport layer 112 has a function of suppressing exciton diffusion. By configuring it in this way, the triplet excitons generated in the light-emitting layer 113 are prevented from diffusing into the hole transport layer 112.

[0186] Furthermore, the T1 level of the host material 121 is preferably lower than the T1 level of the material used in the hole transport layer 112-c) in the hole transport layer 112 (Fig. 2(A ) in contact with the light-emitting layer 113. That is, it is preferable that the hole transport layer 112 has a function of suppressing exciton diffusion. That is, it is preferable that the hole transport layer 112 has a function of suppressing exciton diffusion. By configuring it in this way, the triplet excitons generated in the light-emitting layer 113 are prevented from diffusing into the hole transport layer 112. Since the diffusion of the organic EL element into the semiconductor layer can be suppressed, a device having high light emission efficiency can be provided.

[0187] Since the organic compound according to one embodiment of the present invention has a high T1 level and a good hole-transporting property, It can be suitably used as a hole transport material in a light-emitting device using TTA. The organic compound according to one embodiment of the present invention can also be used as the host material 121 .

[0188] The lowest excited singlet energy level is the energy level at which an organic compound can reach the lowest excited singlet state from the singlet ground state. It can be observed from the absorption spectrum when the transition to the doublet state occurs. The lowest excited singlet energy level may be estimated from the peak wavelength of the fluorescence emission spectrum of the substance. The lowest excited triplet energy level is the energy level at which an organic compound can reach its lowest excited state from its singlet ground state. The transition to the triplet state can be observed from the absorption spectrum, but the transition is forbidden. In some cases, it may be difficult to observe the phosphorescence of organic compounds. The lowest excited triplet energy level may be estimated from the peak wavelength of the spectrum.

[0189] <Material> Next, components of a light-emitting element according to one embodiment of the present invention will be described in detail below.

[0190] <Light-emitting layer> In the light-emitting layer 113, the host material 121 is at least more abundant than the guest material 122 by weight. The guest material 122 (fluorescent material) is dispersed in the host material 121. In the light-emitting layer 113, the host material 121 may be composed of one compound, It may be composed of a plurality of compounds.

[0191] In addition, in the light-emitting layer 113, the guest material 122 is not particularly limited, but anthracene derivatives, tetracene derivatives, chrysene derivatives, phenanthrene derivatives, pyrene derivatives , perylene derivatives, stilbene derivatives, acridone derivatives, coumarin derivatives, phenoxazine derivatives, phenothiazine derivatives, etc. are preferable, and for example, the following materials can be used. That is

[0192] Specifically, 5,6-bis[4-(10-phenyl-9-anthryl)phenyl]-2 ,2'-bipyridine (abbreviation: PAP2BPy), 5,6-bis[4'-(10-phenyl -9-anthryl)biphenyl-4-yl]-2,2'-bipyridine (abbreviation: PAPP2 BPy), N,N'-diphenyl-N,N'-bis[4-(9-phenyl-9H-fluoro ren-9-yl)phenyl]pyrene-1,6-diamine (abbreviation: 1,6FLPAPrn) , N,N'-bis(3-methylphenyl)-N,N'-bis[3-(9-phenyl-9H -fluorene-9-yl)phenyl]pyrene-1,6-diamine (abbreviation: 1,6mMem FLPAPrn), N,N'-bis[4-(9-phenyl-9H-fluorene-9-yl )phenyl]-N,N'-bis(4-tert-butylphenyl)-pyrene-1,6-di amine (abbreviation: 1,6tBu-FLPAPrn), N,N'-bis[4-(9-phenyl -9H-fluorene-9-yl)phenyl]-N,N'-diphenyl-3,8-dicyclo hexylpyrene-1,6-diamine (abbreviation: ch-1,6FLPAPrn), N,N'- bis[4-(9H-carbazol-9-yl)phenyl]-N,N'-diphenylstilb ene-4,4'-diamine (abbreviation: YGA2S), 4-(9H-carbazol-9-yl )-4'-(10-Phenyl-9-anthryl)triphenylamine (abbreviation: YGAPA ), 4-(9H-carbazol-9-yl)-4'-(9,10-diphenyl-2-anthr yl)triphenylamine (abbreviation: 2YGAPPA), N,9-diphenyl-N-[4 -(10-phenyl-9-anthryl)phenyl]-9H-carbazole-3-amine ( abbreviation: PCAPA), perylene, 2,5,8,11-tetra(tert-butyl)pery lene (abbreviation: TBP), 4-(10-phenyl-9-anthryl)-4'-(9-phenyl -9H-carbazol-3-yl)triphenylamine (abbreviation: PCBAPA), N,N ''-(2-tert-butylanthracene-9,10-diyl-di-4,1-phenylene )bis[N,N',N'-triphenyl-1,4-phenylenediamine] (abbreviation: DPA BPA), N,9-diphenyl-N-[4-(9,10-diphenyl-2-anthryl) phenyl]-9H-carbazole-3-amine (abbreviation: 2PCAPPA), 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]chrysene-2,7,1 0,15-tetraamine (abbreviation: DBC1), coumarin 30, N-(9,10-diphen yl-2-anthryl)-N,9-diphenyl-9H-carbazole-3-amine (abbreviation: 2PCAPA), N-[9,10-bis(1,1'-biphenyl-2-yl)-2-anthr yl]-N,9-diphenyl-9H-carbazole-3-amine (abbreviation: 2PCABP hA), N-(9,10-diphenyl-2-anthryl)-N,N',N'-triphenyl 1,4-Phenylenediamine (abbreviation: 2DPAPA), N-[9,10-bis(1, 1'-biphenyl-2-yl)-2-anthryl]-N,N',N'-triphenyl-1 ,4-phenylenediamine (abbreviation: 2DPABPhA), 9,10-bis(1,1'-b iphenyl-2-yl)-N-[4-(9H-carbazol-9-yl)phenyl]-N- phenylanthracen-2-amine (abbreviation: 2YGABPhA), N,N,9-triphe nylanthracen-9-amine (abbreviation: DPhAPhA), coumarin 6, coumarin 545 T, N,N'-diphenylquinacridone (abbreviation: DPQd), rubrene, 2,8-di-t ert-butyl-5,11-bis(4-tert-butylphenyl)-6,12-diphe nyltetracene (abbreviation: TBRb), Nile red, 5,12-bis(1,1'-biphe nyl-4-yl)-6,11-diphenyltetracene (abbreviation: BPT), 2-(2-{2 -[4-(dimethylamino)phenyl]ethenyl}-6-methyl-4H-pyran-4-yl lidene)propanedinitrile (abbreviation: DCM1), 2-{2-methyl-6-[2-(2, 3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizin-9-yl)ethenyl yl]-4H-pyran-4-ylidene}propanedinitrile (abbreviation: DCM2), N,N, N',N'-tetrakis(4-methylphenyl)tetracene-5,11-diamine (abbreviation : p-mPhTD), 7,14-diphenyl-N,N,N',N'-tetrakis(4-me thylphenyl)acenaphtho[1,2-a]fluoranthene-3,10-diamine (abbreviation: p-mPhAFD), 2-{2-isopropyl-6-[2-(1,1,7,7-tetrame Chir-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolin-9-yl ethenyl]-4H-pyran-4-ylidene}propanedinitrile (abbreviation: DCJTI ), 2-{2-tert-butyl-6-[2-(1,1,7,7-tetramethyl-2,3 ,6,7-tetrahydro-1H,5H-benzo[ij]quinolin-9-yl)ethenyl -4H-pyran-4-ylidene}propanedinitrile (abbreviation: DCJTB), 2-(2 ,6-bis{2-[4-(dimethylamino)phenyl]ethenyl}-4H-pyran-4- ylidene)propanedinitrile (abbreviation: BisDCM), 2-{2,6-bis[2-(8 -methoxy-1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5 H-benzo[ij]quinolin-9-yl)ethenyl]-4H-pyran-4-ylidene} propanedinitrile (abbreviation: BisDCJTM), 5,10,15,20-tetraphenyl rubisbenzo[5,6]inden[1,2,3-cd:1’,2’,3’-lm]perylene and the like can be mentioned.

[0193] In addition, in the light-emitting layer 113, it may have a material other than the host material 121 and the guest material 122.

[0194] In addition, the material that can be used for the light-emitting layer 113 is not particularly limited. For example, tris(8-quinolinolato)aluminum(III) (abbreviation: Alq), tris(4-meth yl-8-quinolinolato)aluminum(III) (abbreviation: Almq3), bis(10- hydroxybenzo[h]quinolinato)beryllium(II) (abbreviation: BeBq2), bis( 2-methyl-8-quinolinolato)(4-phenylphenolato)aluminum(III)( ​Abbreviation: BAlq), bis(8-quinolinolato)zinc(II) (abbreviation: Znq), bis[2 -(2-benzoxazolyl)phenolato]zinc(II) (abbreviation: ZnPBO), bis 2-(2-benzothiazolyl)phenolato]zinc(II) (abbreviation: ZnBTZ), etc. of metal complexes, 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3, 4-oxadiazole (abbreviation: PBD), 1,3-bis[5-(p-tert-butylp henyl)-1,3,4-oxadiazol-2-yl]benzene (abbreviation: OXD-7), 3-(4-biphenylyl)-4-phenyl-5-(4-tert-butylphenyl)-1 ,2,4-triazole (abbreviation: TAZ), 2,2’,2’’-(1,3,5-benzene triyl)tris(1-phenyl-1H-benzimidazole) (abbreviation: TPBI), ba sphenanthroline (abbreviation: BPhen), bathocuproine (abbreviation: BCP), 9- 4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]-9H-ca rbarzole (abbreviation: CO11), etc. of heterocyclic compounds, 4,4’-bis[N-(1-naphth yl)-N-phenylamino]biphenyl (abbreviation: NPB or α-NPD), N,N’- bis(3-methylphenyl)-N,N’-diphenyl-[1,1’-biphenyl]-4, 4’-diamine (abbreviation: TPD), 4,4’-bis[N-(spiro-9,9’-biflu oren-2-yl)-N―phenylamino]biphenyl (abbreviation: BSPB), etc. of aromatic a mine compounds are mentioned. In addition, condensed polycyclic aromatic compounds such as anthracene derivatives, phenanthrene derivatives, pyrene derivatives, chrysene derivatives, dibenzo[g,p]chrysene derivatives, etc. are mentioned, specifically, 9,10-diphenylanthracene (abbreviation: DPAnth), N ​ , N-diphenyl-9-[4-(10-phenyl-9-anthryl)phenyl]-9H- carbazole-3-amine (abbreviation: CzA1PA), 4-(10-phenyl-9-anth ryl)triphenylamine (abbreviation: DPhPA), 4-(9H-carbazol-9-yl )-4’-(10-phenyl-9-anthryl)triphenylamine (abbreviation: YGAPA ), N,9-diphenyl-N-[4-(10-phenyl-9-anthryl)phenyl]- 9H-carbazole-3-amine (abbreviation: PCAPA), N,9-diphenyl-N-{4 -[4-(10-phenyl-9-anthryl)phenyl]phenyl}-9H-carbaz ole-3-amine (abbreviation: PCAPBA), N,9-diphenyl-N-(9,10-diphe nyl-2-anthryl)-9H-carbazole-3-amine (abbreviation: 2PCAPA), 6 ,12-dimethoxy-5,11-diphenylchrysene, N,N,N’,N’,N’’,N ’’,N’’’,N’’’-octaphenyldibenzo[g,p]chrysene-2,7,10 ,15-tetraamine (abbreviation: DBC1), 9-phenyl-3-[4-(10-phenyl -9-anthryl)phenyl]-9H-carbazole (abbreviation: PCzPA), 3,6-di phenyl-9-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbaz ole (abbreviation: DPCzPA), 9,10-bis(3,5-diphenylphenyl)anthra cene (abbreviation: DPPA), 9,10-di(2-naphthyl)anthracene (abbreviation: DNA) , 2-tert-butyl-9,10-di(2-naphthyl)anthracene (abbreviation: t-Bu DNA), 9,9’-bianthryl (abbreviation: BANT), 9,9’-(stilbene-3, 3'-diyl)diphenanthrene (abbreviation: DPNS), 9,9'-(stilbene-4,4 '-diyl)diphenanthrene (abbreviation: DPNS2), 1,3,5-tri(1-pyrenyl )benzene (abbreviation: TPB3), etc. can be mentioned. Further, from these and known substances , a substance having an energy gap larger than the energy gap of the guest material 122 above may be selected and used singly or in combination of two or more.

[0195] Note that the light-emitting layer 113 can also be composed of two or more layers. For example, when the first light-emitting layer and the second light-emitting layer are laminated in order from the hole transport layer side to form the light-emitting layer 113, a substance having hole transport properties is used as the host material of the first light-emitting layer, and a substance having electron transport properties is used as the host material of the second light-emitting layer , etc.

[0196] Next, the details of the other configurations of the light-emitting elements 100 and 120 shown in FIGS. 1(A) and 2(A) will be described below.

[0197] ≪Hole injection layer≫ The hole injection layer 111 has a function of promoting hole injection by reducing the hole injection barrier from one of the pair of electrodes (electrode 101 or electrode 102), and is formed by, for example, a transition metal oxide, a phthalocyanine derivative, or an aromatic amine. Examples of the transition metal oxide include molybdenum oxide, vanadium oxide, ruthenium oxide, tungsten oxide, manganese oxide, etc. Examples of the phthalocyanine derivative include phthalocyanine and metal phthalocyanine. Examples of the aromatic amine include benzidine derivatives and phenylene diamine derivatives. Polymer compounds such as polythiophene and polyaniline can also be used. It can also be used, for example, poly(ethylenedioxythiophene) / poly(styrenesulfonic acid), which is self-doped polythiophene, etc. are typical examples.

[0198] As the hole injection layer 111, a layer having a composite material of a hole transport material and a material showing electron accepting property with respect to this can also be used. Alternatively, a laminate of a layer containing a material showing electron accepting property and a layer containing a hole transport material may be used. Charge transfer is possible between these materials in a steady state or in the presence of an electric field. Examples of the material showing electron accepting property include organic acceptors such as quinodimethane derivatives, chloranil derivatives, and hexaazatriphenylene derivatives. Specifically, compounds having an electron withdrawing group (halogen group or cyano group) such as 7,7,8,8-tetracyano-2,3,5,6-tetrafluorofluoroquinodimethane (abbreviation: F4-TCNQ), chloranil, 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene (abbreviation: HAT-CN), etc. can be mentioned. In addition, transition metal oxides, for example, oxides of metals from Group 4 to Group 8 can be used. Specifically, vanadium oxide, niobium oxide, tantalum oxide, chromium oxide, molybdenum oxide, tungsten oxide, manganese oxide, rhenium oxide, etc. Among them, molybdenum oxide is preferable because it is stable in the air, has low hygroscopicity, and is easy to handle.

[0199] As the hole transport material, a material having higher hole transportability than electrons can be used, and it is preferably a material having a hole mobility of 1×10 cm / Vs or more. Specifically, aromatic amine compounds, carbazole derivatives, aromatic hydrocarbons, stilbene derivatives, etc. 10 -6 cm 2 ​​​​​​​​​​​​​​​ It can be used. Further, the hole transport material may be a polymer compound.

[0200] As these materials with high hole transport properties, for example, as aromatic amine compounds, N,N’ -di(p-tolyl)-N,N’-diphenyl-p-phenylenediamine (abbreviation: DTDP PA), 4,4’-bis[N-(4-diphenylaminophenyl)-N-phenylamino biphenyl (abbreviation: DPAB), N,N’-bis{4-[bis(3-methylphenyl) amino]phenyl}-N,N’-diphenyl-(1,1’-biphenyl)-4,4’-di amine (abbreviation: DNTPD), 1,3,5-tris[N-(4-diphenylaminophenyl yl)-N-phenylamino]benzene (abbreviation: DPA3B), etc. can be cited.

[0201] Further, as carbazole derivatives, specifically, 3-[N-(4-diphenylamino phenyl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzDPA1 ), 3,6-bis[N-(4-diphenylaminophenyl)-N-phenylamino]-9 -phenylcarbazole (abbreviation: PCzDPA2), 3,6-bis[N-(4-diphenyl laminophenyl)-N-(1-naphthyl)amino]-9-phenylcarbazole (abbreviation : PCzTPN2), 3-[N-(9-phenylcarbazol-3-yl)-N-phenyl ylamino]-9-phenylcarbazole (abbreviation: PCzPCA1), 3,6-bis[N- (9-phenylcarbazol-3-yl)-N-phenylamino]-9-phenylcarbazole zol (abbreviation: PCzPCA2), 3-[N-(1-naphthyl)-N-(9-phenylcarb azol-3-yl)amino]-9-phenylcarbazole (abbreviation: PCzPCN1) etc. can be cited.

[0202] In addition, as the carbazole derivative, among others, 4,4'-di(N-carbazolyl)biphenyl nil (abbreviation: CBP), 1,3,5-tris[4-(N-carbazolyl)phenyl]benzene ene (abbreviation: TCPB), 9-[4-(10-phenyl-9-anthryl)phenyl]- 9H-carbazole (abbreviation: CzPA), 1,4-bis[4-(N-carbazolyl)phenyl] nil]-2,3,5,6-tetraphenylbenzene, etc. can be used.

[0203] In addition, 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)anthra cene (abbreviation: DPPA), 2-tert-butyl-9,10-bis(4-phenylphenyl) ene (abbreviation: t-BuDBA), 9,10-di(2-naphthyl)anthra cene (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-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-naph thyl)anthracene, 9,9'-bianthryl, 10,10'-diphenyl-9,9'- Biantryl, 10,10'-bis(2-phenylphenyl)-9,9'-biantryl , 10,10'-bis[(2,3,4,5,6-pentaphenyl)phenyl]-9,9' -biantryl, anthracene, tetracene, rubrene, perylene, 2,5,8,11- tetra(tert-butyl)perylene and the like can be mentioned. In addition, pentacene, coronene, etc. can also be used. Thus, a hole mobility of 1×10 cm -6 / Vs or more, and it is more preferable to use an aromatic hydrocarbon having 14 to 42 carbon atoms. 2

[0204] Incidentally, the aromatic hydrocarbon may have a vinyl skeleton. Examples of the aromatic hydrocarbon having a vinyl group include 4,4'-bis(2,2-diphenylvinyl)biphenyl (abbreviation: DPVBi), 9,10-bis[4-(2,2-diphenylvinyl)phenyl] anthracene (abbreviation: DPVPA), etc. can be mentioned.

[0205] In addition, polymer compounds such as poly(N-vinylcarbazole) (abbreviation: PVK), poly(4-vinyltriphenylamine) (abbreviation: PVTPA), poly[N-(4-{N'-[4-(4-diphenyl amino)phenyl]phenyl-N'-phenylamino}phenyl)methacrylamide]( (abbreviation: PTPDMA), poly[N,N'-bis(4-butylphenyl)-N,N'-bis (phenyl)benzidine] (abbreviation: Poly-TPD) can also be used.

[0206] Furthermore, as materials with high hole transport properties, for example, 4,4'-bis[N-(1-naphthyl l)-N-phenylamino]biphenyl (abbreviation: NPB or α-NPD), N,N'- ​​​​​Bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4, 4'-diamine (abbreviation: TPD), 4,4',4''-tris(carbazol-9-yl )triphenylamine (abbreviation: TCTA), 4,4',4''-tris[N-(1-naph thyl)-N-phenylamino]triphenylamine (abbreviation: 1'-TNATA), 4,4 ',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDAT A), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino] triphenylamine (abbreviation: MTDATA), 4,4'-bis[N-(spiro-9,9' -bifluorene-2-yl)-N-phenylamino]biphenyl (abbreviation: BSPB), 4 -phenyl-4'-(9-phenylfluorene-9-yl)triphenylamine (abbreviation: BPAFLP), 4-phenyl-3'-(9-phenylfluorene-9-yl)triphenyl amine (abbreviation: mBPAFLP), N-(9,9-dimethyl-9H-fluorene-2 -yl)-N-{9,9-dimethyl-2-[N'-phenyl-N'-(9,9-dimethyl -9H-fluorene-2-yl)amino]-9H-fluorene-7-yl}phenylamine (abbreviation: DFLADFL), N-(9,9-dimethyl-2-diphenylamino-9H- fluorene-7-yl)diphenylamine (abbreviation: DPNF), 2-[N-(4-diphe nylaminophenyl)-N-phenylamino]spiro-9,9'-bifluorene (abbreviation: DPASF), 4-phenyl-4'-(9-phenyl-9H-carbazol-3-yl) triphenylamine (abbreviation: PCBA1BP), 4,4'-diphenyl-4''-(9- phenyl-9H-carbazol-3-yl)triphenylamine (abbreviation: PCBBi1B P), 4-(1-Naphthyl)-4'-(9-Phenyl-9H-carbazol-3-yl) Triphenylamine (abbreviation: PCBANB), 4,4'-Di(1-naphthyl)-4''- (9-Phenyl-9H-carbazol-3-yl)triphenylamine (abbreviation: PCBN BB), 4-Phenyldiphenyl-(9-phenyl-9H-carbazol-3-yl)a mine (abbreviation: PCA1BP), N,N'-Bis(9-phenylcarbazol-3-yl) -N,N'-Diphenylbenzene-1,3-diamine (abbreviation: PCA2B), N,N', N''-Triphenyl-N,N',N''-Tris(9-phenylcarbazol-3-yl l)benzene-1,3,5-triamine (abbreviation: PCA3B), N-(4-Biphenyl) -N-(9,9-Dimethyl-9H-fluoren-2-yl)-9-phenyl-9H-car bazole-3-amine (abbreviation: PCBiF), N-(1,1'-Biphenyl-4-yl) -N-[4-(9-Phenyl-9H-carbazol-3-yl)phenyl]-9,9-di methyl-9H-fluorene-2-amine (abbreviation: PCBBiF), 9,9-Dimethyl-N -phenyl-N-[4-(9-phenyl-9H-carbazol-3-yl)phenyl]f luorene-2-amine (abbreviation: PCBAF), N-Phenyl-N-[4-(9-phenyl -9H-carbazol-3-yl)phenyl]spiro-9,9'-bifluorene-2-a mine (abbreviation: PCBASF), 2-[N-(9-phenylcarbazol-3-yl)-N -phenylamino]spiro-9,9'-bifluorene (abbreviation: PCASF), 2,7-bi s[N-(4-Diphenylaminophenyl)-N-phenylamino]-spiro-9,9' - Bifluorene (abbreviation: DPA2SF), N-[4-(9H-carbazol-9-yl) phenyl]-N-(4-phenyl)phenylaniline (abbreviation: YGA1BP), N,N’ -bis[4-(carbazol-9-yl)phenyl]-N,N’-diphenyl-9,9- dimethylfluorene-2,7-diamine (abbreviation: YGA2F) and other aromatic amine compounds etc. can be used. Also, 3-[4-(1-naphthyl)-phenyl]-9-phenyl -9H-carbazole (abbreviation: PCPN), 3-[4-(9-phenanthryl)-phe nyl]-9-phenyl-9H-carbazole (abbreviation: PCPPn), 3,3’-bis(9 -phenyl-9H-carbazole) (abbreviation: PCCP), 1,3-bis(N-carbazolyl benzene (abbreviation: mCP), 3,6-bis(3,5-diphenylphenyl)-9-phe nylcarbazole (abbreviation: CzTP), 3,6-di(9H-carbazol-9-yl) -9-phenyl-9H-carbazole (abbreviation: PhCzGI), 2,8-di(9H-carb azole-9-yl)-dibenzothiophene (abbreviation: Cz2DBT), 4-{3-[3- (9-phenyl-9H-fluorene-9-yl)phenyl]phenyl}dibenzofuran( abbreviation: mmDBFFLBi-II), 4,4’,4’’-(benzene-1,3,5-tri yl)tri(dibenzofuran) (abbreviation: DBF3P-II), 1,3,5-tri(dibenz zothiophen-4-yl)-benzene (abbreviation: DBT3P-II), 2,8-diphenyl -4-[4-(9-phenyl-9H-fluorene-9-yl)phenyl]dibenzothiop ene (abbreviation: DBTFLP-III), 4-[4-(9-phenyl-9H-fluorene- 9-yl)phenyl]-6-phenyldibenzothiophene (abbreviation: DBTFLP-IV) , 4-[3-(Triphenylen-2-yl)phenyl]dibenzothiophene (abbreviation: mD BTPTp-II), etc. amine compounds, carbazole compounds, thiophene compounds, furan compounds, fluorene compounds, triphenylene compounds, phenanthrene compounds, etc. can be used . Among the above-described compounds, compounds having at least one of a pyrrole skeleton, a furan skeleton, a thiophene skeleton, and an aromatic amine skeleton are preferable because they are stable and have good reliability. In addition, the compounds having such a skeleton have high hole transportability and contribute to reducing the driving voltage.

[0207] ≪Hole transport layer≫ The hole transport layer 112 is a layer containing a hole transport material, and the hole transport material exemplified as the material of the hole injection layer 111 can be used. Since the hole transport layer 112 has a function of transporting the holes injected into the hole injection layer 111 to the light-emitting layer 113, it preferably has the same or a nearly the same HOMO level as that of the hole injection layer 111.

[0208] Also, it is preferably a substance having a hole mobility of 1×10 -6 cm 2 / Vs or more. However, as long as it is a substance having higher hole transportability than electrons, other substances may be used. . Note that the layer containing a substance having high hole transportability may be not only a single layer but also a laminate of two or more layers of the above substances.

[0209] In addition, the organic compounds which are one aspect of the present invention can also be preferably used.

[0210] ≪Electron transport layer≫ The electron transport layer 114 passes through the electron injection layer 115 to the other of the pair of electrodes (electrode 101 or electrode It has a function of transporting electrons injected from the cathode 102 to the light-emitting layer 113. As the electron transporting material a material with higher electron transportability than holes can be used, and it is preferably a material having an electron mobility of 1×10 -6 cm 2 / Vs or more. As a compound (material having electron transportability) that easily receives electrons, a π-electron deficient type heteroaromatic such as a nitrogen-containing heteroaromatic compound or a metal complex can be used. Specifically, a metal complex having a quinoline ligand, a benzo quinoline ligand, an oxazole ligand, or a thiazole ligand, an o xadiazole derivative, a triazole derivative, a benzimidazole derivative, a quinoxaline derivative, a dibenzoquinoxaline derivative, a phenanthroline derivative, a pyridine derivative, a bip yridine derivative, a pyrimidine derivative, a triazine derivative, etc. can be mentioned. In addition, as long as it is a substance with higher electron transportability than holes, substances other than the above can be used as the electron transport layer as well. Further, the electron transport layer 114 may be not only a single layer but also a laminate of two or more layers of the above substances stacked.

[0211] Specifically, for example, tris(8-quinolinolato)aluminum(III) (abbreviation: A lq), tris(4-methyl-8-quinolinolato)aluminum(III) (abbreviation: Al mq3), bis(10-hydroxybenzo[h]quinolinato)beryllium(II) (abbreviation : BeBq2), bis(2-methyl-8-quinolinolato)(4-phenylphenolato)a luminum(III) (abbreviation: BAlq), bis(8-quinolinolato)zinc(II) (abbreviation : Znq), etc., and metal complexes having a quinoline skeleton or a benzoquinoline skeleton can be mentioned In addition, bis[2-(2-benzoxazolyl)phenolato]zinc(II) ( Abbreviation: ZnPBO), bis[2-(2-benzothiazolyl)phenolato]zinc(II) ( Metal complexes with oxazole or thiazole ligands such as ZnBTZ In addition to metal complexes, 2-(4-biphenylyl)-5 -(4-tert-Butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD) and 1,3-bis[5-(p-tert-butylphenyl)-1,3,4-oxadiazo OXD-7), 9-[4-(5-phenyl-1,3, 4-Oxadiazol-2-yl)phenyl]-9H-carbazole (abbreviation: CO11) , 3-(4-biphenylyl)-4-phenyl-5-(4-tert-butylphenyl)- 1,2,4-Triazole (abbreviation: TAZ), 9-[4-(4,5-diphenyl-4H- 1,2,4-triazol-3-yl)phenyl]-9H-carbazole (abbreviation: CzT AZ1), 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: mDBTBI m-II), bathophenanthroline (abbreviation: BPhen), 2,9-bis(naphthalene- 2-yl)-4,7-diphenyl-1,10-phenanthroline (abbreviation: NBPhen) , bathocuproine (abbreviation: BCP), and other heterocyclic compounds, such as 2-[3-(dibenzothiophene 2mDBTPD Bq-II), 2-[3'-(dibenzothiophen-4-yl)biphenyl-3-yl] Dibenzo[f,h]quinoxaline (abbreviation: 2mDBTBPDBq-II), 2-[3’- (9H-carbazol-9-yl)biphenyl-3-yl]dibenzo[f,h]quinoxa line (abbreviation: 2mCzBPDBq), 2-[4-(3,6-diphenyl-9H-carbazol -9-yl)phenyl]dibenzo[f,h]quinoxaline (abbreviation: 2CzPDBq- III), 7-[3-(dibenzothiophen-4-yl)phenyl]dibenzo[f,h] quinoxaline (abbreviation: 7mDBTPDBq-II), and 6-[3-(dibenzothiop hen-4-yl)phenyl]dibenzo[f,h]quinoxaline (abbreviation: 6mDBTPDB q-II), 2-[3-(3,9’-bi-9H-carbazol-9-yl)phenyl]dibenzo [f,h]quinoxaline (abbreviation: 2mCzCzPDBq), 4,6-bis[3-( phenanthren-9-yl)phenyl]pyrimidine (abbreviation: 4,6mPnP2Pm), 4 ,6-bis[3-(4-dibenzothienyl)phenyl]pyrimidine (abbreviation: 4,6mDB TP2Pm-II), 4,6-bis[3-(9H-carbazol-9-yl)phenyl] pyrimidine (abbreviation: 4,6mCzP2Pm), and other heterocyclic compounds having a diazine skeleton such as and 2-{4-[3-(N-phenyl-9H-carbazol-3-yl)-9H-carbazol -9-yl]phenyl}-4,6-diphenyl-1,3,5-triazine (abbreviation: P CCzPTzn), and other heterocyclic compounds having a triazine skeleton such as 3,5-bis[3-( 9H-carbazol-9-yl)phenyl]pyridine (abbreviation: 35DCzPPy), 1, 3,5-tri[3-(3-pyridyl)phenyl]benzene (abbreviation: TmPyPB), etc. Heterocyclic compounds having a pyridine skeleton, 4,4'-bis(5-methylbenzoxazol- 2-yl)stilbene (abbreviation: BzOs) and other heteroaromatic compounds can also be used. . Among the above-mentioned heterocyclic compounds, heterocyclic compounds having at least one of a triazine skeleton, a diazine (pyrimidine, pyrazine, pyridazine) skeleton, and a pyridine skeleton are stable and have good reliability and are preferable. Further, the heterocyclic compound having such a skeleton has high electron transport properties and contributes to reducing the driving voltage. Also, poly(2,5-pyridinediyl) (abbreviation: PPy) , poly[(9,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3, 5-diyl)] (abbreviation: PF-Py), poly[(9,9-dioctylfluorene-2,7 -diyl)-co-(2,2'-bipyridine-6,6'-diyl)] (abbreviation: PF-BP y) and other polymer compounds can also be used. The substances described here mainly have an electron mobility of 1×10 - 6 2 cm 2 / Vs or more.

[0212] In addition, as long as the substance has higher electron transport properties than holes, substances other than the above can be used as the electron transport layer. Also, the electron transport layer 114 may be not only a single layer but also a layer formed by laminating two or more layers of the above substances.

[0213] Further, a layer for controlling the movement of carriers may be provided between the electron transport layer 114 and the light-emitting layer 113. This is a layer in which a small amount of a substance having high electron trapping properties is added to the above-mentioned material having high electron transport properties, and by suppressing the movement of carriers, the carrier balance can be adjusted. Such a configuration can prevent electrons from passing through the light-emitting layer.​ It has a great effect in suppressing problems that occur (for example, a decrease in the device lifespan).

[0214] Also, an n-type compound semiconductor may be used. For example, titanium oxide, zinc oxide, silicon oxide, tin oxide, tungsten oxide, tantalum oxide, barium titanate, barium zirconate zirconium oxide, hafnium oxide, aluminum oxide, yttrium oxide, disilicon zirconate, etc. such as oxides, nitrides such as silicon nitride, cadmium sulfide, zinc selenide and zinc sulfide, etc. can also be used.

[0215] ≪Electron injection layer≫ The electron injection layer 115 has a function of promoting electron injection by reducing the electron injection barrier from the electrode 102. For example, Group 1 metals, Group 2 metals, or their oxides, halides , carbonates, etc. can be used. Also, a composite material of the electron transporting material shown above and a material showing electron donating properties can also be used. As the material showing electron donating properties, Group 1 metals, Group 2 metals, or their oxides, etc. can be mentioned. Specifically , alkali metals, alkaline earth metals, or their compounds such as lithium fluoride, sodium fluoride, cesium fluoride, calcium fluoride, lithium oxide, etc. can be used. Also, rare earth metal compounds such as erbium fluoride can be used. Also , an electride may be used for the electron injection layer 115. Examples of the electride include substances obtained by adding electrons at a high concentration to a mixed oxide of calcium and aluminum, etc. Also, substances that can be used in the electron transport layer 114 can be used for the electron injection layer 115. It is also good. For example, substances obtained by adding electrons at a high concentration to a mixed oxide of calcium and aluminum, etc. can be mentioned. Also, substances that can be used in the electron transport layer 114 can be used for the electron injection layer 115. It is also good.

[0216] Further, a composite material formed by mixing an organic compound and an electron donor may be used for the electron injection layer 115. Since electrons are generated in the organic compound by the electron donor, such a composite material is excellent in electron injection property and electron transport property. In this case, the organic compound is preferably a material excellent in transporting the generated electrons. Specifically, for example, the substances (such as metal complexes and heteroaromatic compounds) constituting the above-described electron transport layer 114 can be used. As the electron donor, any substance that exhibits electron-donating property to the organic compound may be used. Specifically, alkali metals, alkaline earth metals, and rare earth metals are preferable, and examples include lithium, sodium, cesium, magnesium, calcium, erbium, ytterbium, etc. In addition, alkali metal oxides and alkaline earth metal oxides are preferable, and examples include lithium oxide, calcium oxide, barium oxide, etc. In addition, Lewis salts such as magnesium oxide can also be used. In addition, organic compounds such as tetrathiafulvalene (abbreviation: TTF) can also be used.

[0217] Note that the above-described light-emitting layer, hole injection layer, hole transport layer, electron transport layer, and electron injection layer can be formed by methods such as a vapor deposition method (including a vacuum vapor deposition method), an inkjet method, a coating method, and a gravure printing method, respectively. In addition to the above-described materials, inorganic compounds such as quantum dots and high molecular compounds (such as oligomers, dendrimers, and polymers) may be used for the above-described light-emitting layer, hole injection layer, hole transport layer, electron transport layer, and electron injection layer.

[0218] ≪Quantum Dots≫ Quantum dots are semiconductor nanocrystals with a size of several nm to several tens of nm, and from 1 × 10 3 to 1×10 6 consists of about 1×10 atoms. Quantum dots shift energy depending on their size. Therefore, even for quantum dots made of the same material, the emission wavelength differs depending on the size. By changing the size of the quantum dots used, the emission wavelength can be easily changed.

[0219] In addition, since quantum dots have a narrow peak width in the emission spectrum, emission with good color purity can be obtained. Furthermore, the theoretical internal quantum efficiency of quantum dots is said to be almost 100%, which is much higher than 25% of organic compounds that exhibit fluorescence emission and is equivalent to that of organic compounds that exhibit phosphorescence emission. From this, by using quantum dots as a light-emitting material, a light-emitting device with high luminous efficiency can be obtained. Moreover, since quantum dots, which are inorganic materials, are also excellent in their inherent stability, a preferable light-emitting device can be obtained from the viewpoint of lifetime.

[0220] Examples of materials that make up quantum dots include Group 14 elements, Group 15 elements, Group 16 elements, compounds composed of multiple Group 14 elements, compounds of elements belonging to Groups 4 to 14 and Group 16 elements, compounds of Group 2 elements and Group 16 elements, compounds of Group 13 elements and Group 15 elements, compounds of Group 13 elements and Group 17 elements, compounds of Group 14 elements and Group 15 elements, compounds of Group 11 elements and Group 17 elements, iron oxides, titanium oxides, chalcogenide spinels, semiconductor clusters, and the like.

[0221] Specifically, cadmium selenide, cadmium sulfide, cadmium telluride, zinc selenide, ​​​​​​Lead, zinc oxide, zinc sulfide, zinc telluride, mercury sulfide, mercury selenide, mercury telluride, arsenic Indium, indium phosphide, gallium arsenide, gallium phosphide, indium nitride, nitride Gallium, indium antimonide, gallium antimonide, aluminum phosphide, arsenic Aluminum, aluminum antimonide, lead selenide, lead telluride, lead sulfide, selenide Indium, indium telluride, indium sulfide, gallium selenide, arsenic sulfide, selen Arsenic, tellurium arsenide, antimony sulfide, antimony selenide, antimony telluride, Bismuth sulfide, bismuth selenide, bismuth telluride, silicon, silicon carbide, germanium M, tin, selenium, tellurium, boron, carbon, phosphorus, boron nitride, boron phosphide, boron arsenide Aluminum nitride, aluminum sulfide, barium sulfide, barium selenide, barium telluride, Calcium sulfide, calcium selenide, calcium telluride, beryllium sulfide, Beryllium selenide, beryllium telluride, magnesium sulfide, magnesium selenide, Germanium sulfide, germanium selenide, germanium telluride, tin sulfide, tin selenide Tin telluride, lead oxide, copper fluoride, copper chloride, copper bromide, copper iodide, copper oxide, copper selenide, acid Nickel oxide, cobalt oxide, cobalt sulfide, iron oxide, iron sulfide, manganese oxide, molybdenum sulfide Vanadium oxide, tungsten oxide, tantalum oxide, titanium oxide, zirconium oxide Silicon nitride, germanium nitride, aluminum oxide, barium titanate, selenium and zinc Compound of lead and cadmium, compound of indium and arsenic and phosphorus, cadmium and selenium and sulfur Compound of cadmium and selenium and tellurium, compound of indium and gallium and arsenic Compound of indium and gallium and selenium, compound of indium and selenium and sulfur, copper and i Compounds of indium and sulfur, and combinations thereof, etc. can be mentioned, but are not limited thereto. Also, so-called alloy-type quantum dots with compositions represented in arbitrary ratios can be used. For example, alloy-type quantum dots of cadmium, selenium, and sulfur can change the emission wavelength by changing the content ratio of the elements, and thus are one of the effective means for obtaining blue emission. As for the structure of quantum dots, there are core-type, core-shell-type, core-multi-shell-type, etc., and any of them can be used. However, by forming a shell with another inorganic material having a wider bandgap covering the core, the defects and dangling bonds present on the surface of the nanocrystal can be reduced. As a result, since the quantum efficiency of emission is greatly improved, it is preferable to use core-shell-type or core-multi-shell-type quantum dots. Examples of the shell material include zinc sulfide and zinc oxide. Moreover, since quantum dots have a high proportion of surface atoms, they are highly reactive and prone to aggregation. Therefore, it is preferable that a protective agent is attached or a protective group is provided on the surface of the quantum dots. By having the protective agent attached or the protective group provided, aggregation can be prevented and the solubility in the solvent can be increased. Also, it is possible to reduce the reactivity and improve the electrical stability. Examples of the protective agent (or protective group) include polyoxyethylene alkyl ethers such as polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, and polyoxyethylene oleyl ether, and tripropylphosphine.

[0222]

[0223] ​​​​​​​​​​​​​​​Fins, tributylphosphine, trihexylphosphine, trioctylphosphine, etc. Trialkylphosphines, polyoxyethylene n-octylphenyl ether, poly oxyethylene n-nonylphenyl ether, etc. of polyoxyethylene alkylphenyl ethers Tertiary amines such as tri(n-hexyl)amine, tri(n-octyl)amine, tri(n-decyl )amine, etc., tripropylphosphine oxide, tributylphosphine oxide, trihexylphosphine oxide, trioctylphosphine oxide, tridecyl phosphine oxide, etc. of organic phosphorus compounds, polyethylene glycol dilaurate, poly ethylene glycol distearate, etc. of polyethylene glycol diesters, and Organic nitrogen compounds such as nitrogen-containing aromatic compounds such as pyridine, lutidine, collidine, quinolines, etc. , Aminoalkanes such as hexylamine, octylamine, decylamine, dodecylamine, tetradecylamine , Dialkyl sulfides such as dibutyl sulfide, dialkyl sulfoxides such as dimethyl sulfoxide and dibutyl sulfoxide , Organic sulfur compounds such as sulfur-containing aromatic compounds such as thiophene, higher fatty acids such as palmitic acid, stearic acid, oleic acid, alcohols, sorbitan fatty acid esters , Fatty acid-modified polyesters, tertiary amine-modified polyurethanes, polyethyleneimines, etc. are mentioned. Since the band gap of quantum dots increases as their size decreases, their size is appropriately adjusted so that light of a desired wavelength can be obtained. As the size of the crystal decreases , The emission of quantum dots shifts to the blue side, that is, to the high energy side. Therefore, quantum dots

[0224] Since the band gap of quantum dots increases as their size decreases, their size is appropriately adjusted so that light of a desired wavelength can be obtained. As the size of the crystal decreases , The emission of quantum dots shifts to the blue side, that is, to the high energy side. Therefore, quantum dots By changing the size of the dots, the emission wavelength can be adjusted over the spectral wavelengths in the ultraviolet, visible, and infrared regions. The size (diameter) of the quantum dots is usually in the range of 0.5 nm or more and 20 nm or less, preferably 1 nm or more and 10 nm or less. Note that the narrower the size distribution of the quantum dots, the more narrowed the emission spectrum becomes, and emission with good color purity can be obtained. Also, the shape of the quantum dots is not particularly limited and may be spherical, rod-shaped, disk-shaped, or other shapes. Note that a certain quantum rod, which is a rod-shaped quantum dot, has a function of exhibiting light with directivity. Therefore, by using the quantum rod as a light-emitting material a light-emitting device with better external quantum efficiency can be obtained. By the way, in many cases in an organic EL device, the light-emitting material is dispersed in a host material to increase the light-emitting efficiency by suppressing concentration quenching of the light-emitting material. The host material needs to be a material having a singlet excitation energy level or a triplet excitation energy level higher than that of the light-emitting material is required. In particular, when a blue phosphorescent material is used as the light-emitting material, a host material having a triplet excitation energy level higher than that and excellent in terms of lifetime is required, and its development is extremely difficult. Here, since the quantum dots can maintain the light-emitting efficiency even when forming a light-emitting layer only with the quantum dots without using a host material, a light-emitting device preferable from the viewpoint of lifetime can also be obtained in this regard. When forming a light-emitting layer only with the quantum dots, the quantum dots are preferably in a core-shell structure (including a core-multiple shell structure).

[0225] When using quantum dots as the light-emitting material in the light-emitting layer, the film thickness of the light-emitting layer is 3 nm or more and 100 n m or less. In particular, when using a blue phosphorescent material as the light-emitting material, a host material having a triplet excitation energy level higher than that and excellent in terms of lifetime is required, and its development is extremely difficult. Here, since the quantum dots can maintain the light-emitting efficiency even when forming a light-emitting layer only with the quantum dots without using a host material, a light-emitting device preferable from the viewpoint of lifetime can also be obtained in this regard. When forming a light-emitting layer only with the quantum dots, the quantum dots are preferably in a core-shell structure (including a core-multiple shell structure). When forming a light-emitting layer only with the quantum dots, the quantum dots are preferably in a core-shell structure (including a core-multiple shell structure). When forming a light-emitting layer only with the quantum dots, the quantum dots are preferably in a core-shell structure (including a core-multiple shell structure). When forming a light-emitting layer only with the quantum dots, the quantum dots are preferably in a core-shell structure (including a core-multiple shell structure).

[0226] When using quantum dots as the light-emitting material in the light-emitting layer, the film thickness of the light-emitting layer is 3 nm or more and 100 n ​​It is preferably less than m, more preferably 10 nm or more and 100 nm or less, and the content of quantum dots in the light-emitting layer is 1 to 100% by volume. However, it is preferable to form the light-emitting layer only with quantum dots. When forming a light-emitting layer in which the quantum dots are dispersed in a host as a light-emitting material, the quantum dots can be dispersed in the host material, or the host material and the quantum dots can be dissolved or dispersed in a suitable liquid medium and formed by a wet process (spin coating method, casting method, die coating method, blade coating method, roll coating method, inkjet method, printing method, spray coating method, curtain coating method, Langmuir-Blodgett method, etc.). For a light-emitting layer using a phosphorescent light-emitting material, in addition to the above wet process, a vacuum evaporation method can also be suitably used. As the liquid medium used in the wet process, for example, ketones such as methyl ethyl ketone and cyclohexanone, fatty acid esters such as ethyl acetate, halogenated hydrocarbons such as dichlorobenzene, aromatic hydrocarbons such as toluene, xylene, mesitylene, cyclohexylbenzene, aliphatic hydrocarbons such as cyclohexane, decalin, dodecane, and organic solvents such as dimethylformamide (DMF) and dimethyl sulfoxide (DMSO) can be used.

[0227] ≪A pair of electrodes≫ Electrodes 101 and 102 have functions as an anode or a cathode of the light-emitting device. The electrodes 101 and 102 can be formed using metals, alloys, conductive compounds, and mixtures or laminates thereof. One of the electrodes 101 or 102 is formed of a conductive material having a function of reflecting light.

[0228] ≪A pair of electrodes≫ Electrodes 101 and 102 have functions as an anode or a cathode of the light-emitting device. Electrodes 101 and 102 can be formed using metals, alloys, conductive compounds, and mixtures or laminates thereof.

[0229] One of electrodes 101 or 102 is formed of a conductive material having a function of reflecting light. It is preferable that it is made of. As the conductive material, aluminum (Al) or an alloy containing Al, etc. can be mentioned. Examples of the alloy containing Al include alloys containing Al and L (L represents one or more of titanium (Ti), neodymium (Nd), nickel (Ni), and lanthanum (La)), etc., for example, alloys containing Al and Ti, or alloys containing Al and Ni and La. Aluminum has a low resistance value and a high light reflectance. Also, since aluminum has a large abundance in the earth's crust and is inexpensive, the manufacturing cost of the light-emitting element by using aluminum can be reduced. Also, silver (Ag), or an alloy containing Ag and N (N represents one or more of yttrium (Y), Nd, magnesium (Mg), ytterbium (Yb), Al, Ti, gallium (Ga), zinc (Zn), indium (In), tungsten (W), manganese (Mn), tin (Sn), iron (Fe), Ni, copper (Cu), palladium (Pd), iridium (Ir), or gold (Au)) can also be used. Examples of the alloy containing silver include alloys containing silver, palladium, and copper, alloys containing silver and copper, alloys containing silver and magnesium, alloys containing silver and nickel, alloys containing silver and gold, alloys containing silver and ytterbium, etc. In addition, transition metals such as tungsten, chromium (Cr), molybdenum (Mo), copper, and titanium can be used. Moreover, the light emission obtained from the light-emitting layer is taken out through one or both of the electrode 101 and the electrode 102. Therefore, it is preferable that at least one of the electrode 101 and the electrode 102 is formed of a conductive material having a function of transmitting light. As the conductive material, visible light

[0230] ​​​​​​​​​​​​The light transmittance is 40% or more and 100% or less, preferably 60% or more and 100% or less, and its resistivity is 1×10 -2 Ω·cm or less, and examples of the conductive material include.

[0231] In addition, the electrode 101 and the electrode 102 may be formed of a conductive material having a function of transmitting light and a function of reflecting light. As the conductive material, the reflectance of visible light is 20 % or more and 80% or less, preferably 40% or more and 70% or less, and its resistivity is 1×10 -2 Ω·cm or less, and examples of the conductive material include. For example, it can be formed by using one or more of a conductive metal, alloy, conductive compound, etc. Specifically, for example, indium tin oxide (Indium Tin Oxide, hereinafter referred to as ITO), silicon or indium tin oxide containing silicon oxide (abbreviation: ITSO), indium oxide-zinc oxide (Indi um Zinc Oxide), indium tin oxide containing titanium, indium -titanium oxide, indium oxide containing tungsten oxide and zinc oxide, etc. can be used. In addition, a metal thin film having a degree of transmitting light (preferably a thickness of 1 nm or more and 30 n m or less) can be used. As the metal, for example, Ag, or an alloy such as Ag and Al, Ag and Mg, Ag and Au, Ag and Yb, etc. can be used. In addition, in this specification, etc., a material having a function of transmitting light may be a material having a function of transmitting visible light and having conductivity. For example, in addition to the oxide conductor represented by ITO as described above, it includes an oxide semiconductor or an organic conductor containing an organic substance. The organic substance

[0232] In addition, in this specification and the like, a material having a function of transmitting light may be any material that has a function of transmitting visible light and has conductivity. For example, in addition to the oxide conductors represented by ITO as described above, it includes oxide semiconductors or organic conductors containing organic substances. In addition to the oxide conductors represented by ITO as described above, it includes oxide semiconductors or organic conductors containing organic substances. In addition to the oxide conductors represented by ITO as described above, Examples of the organic conductor to be included include, for example, a composite material formed by mixing an organic compound and an electron donor, a composite material formed by mixing an organic compound and an electron acceptor, etc. In addition, inorganic carbon-based materials such as graphene may be used. Also, the resistivity of the material is preferably 1×10 Ω·cm or less, more preferably 1×10 5 Ω·cm 4 or less.

[0233] In addition, one or both of the electrode 101 and the electrode 102 may be formed by laminating a plurality of the above materials.

[0234] In addition, in order to improve the light extraction efficiency, a material having a higher refractive index than the electrode may be formed in contact with the electrode having a function of transmitting light. Such a material may be any material having a function of transmitting visible light, whether it is a conductive material or a non-conductive material. For example, in addition to the oxide conductor as described above, oxide semiconductors and organic substances are included. Examples of the organic substances include the materials exemplified for the light emitting layer, the hole injection layer, the hole transport layer, the electron transport layer, or the electron injection layer. Inorganic carbon-based materials and metal thin films that allow light to pass through can also be used, and a plurality of layers having a thickness of several nm or more and several tens of nm or less may be laminated.

[0235] When the electrode 101 or the electrode 102 has a function as a cathode, it preferably has a material with a small work function (3.8 eV or less). For example, elements belonging to Group 1 or Group 2 of the periodic table (alkali metals such as lithium, sodium, cesium, etc., alkaline earth metals such as calcium, strontium, etc., magnesium, etc.), alloys containing these elements (for example, Ag and Mg, Al and Li), rare earth metals such as europium (Eu), Yb, etc., these rare earths Alloys containing metals, alloys containing aluminum, silver, etc. can be used.

[0236] When the electrode 101 or the electrode 102 is used as an anode, it is preferable to use a material with a large work function (4. 0 eV or more).

[0237] In addition, the electrodes 101 and 102 may be a laminate of a conductive material having a function of reflecting light and a conductive material having a function of transmitting light. In that case, the electrodes 101 and 1 02 are preferable because they can have a function of adjusting the optical distance so as to resonate the desired light from each light-emitting layer and enhance its wavelength.

[0238] The film formation methods of the electrodes 101 and 102 include sputtering method, evaporation method, printing method, coating method , MBE (Molecular Beam Epitaxy) method, CVD method, pulse re Sputtering method, ALD (Atomic Layer Deposition) method, etc. can be appropriately used .

[0239] <<Substrate>> In addition, the light-emitting element according to one aspect of the present invention may be manufactured on a substrate made of glass, plastic, etc. As the order of manufacturing on the substrate, the layers may be laminated in order from the electrode 101 side or in order from the electrode 102 side.

[0240] As the substrate on which the light-emitting element according to one aspect of the present invention can be formed, for example, glass, quartz , or plastic, etc. can be used. A flexible substrate may also be used. A flexible Substrate means a substrate that can be bent (flexible), for example, polycarbonate Examples include plastic substrates made of nates and polyarylate. Films, inorganic vapor deposition films, etc. can also be used. Note that as long as it functions as a support in the manufacturing process of the light-emitting element and the optical element, other materials may also be used. Alternatively, as long as it has a function of protecting the light-emitting element and the optical element, it may be used.

[0241] For example, in the present invention and the like, a light-emitting element can be formed using various substrates. The type of the substrate is not limited to a specific one. As an example of the substrate, a semiconductor substrate (e.g., a single crystal substrate or a silicon substrate), an SOI substrate, a glass substrate, a quartz substrate, a plastic substrate, a metal substrate, a stainless steel substrate, a substrate having a stainless steel foil, a tungsten substrate, a substrate having a tungsten foil, a flexible substrate, a laminated film, paper containing a fibrous material, or a base film, etc. are available. As an example of the glass substrate, there are barium borosilicate glass, aluminoborosilicate glass, or soda lime glass, etc. As an example of the flexible substrate, the laminated film, the base film, etc., the following are available. For example, plastics represented by polyethylene terephthalate (PET), polyethylene naphthalate (PEN), polyethersulfone (PES), polytetrafluoroethylene (PTFE) are available. Alternatively, as an example, there are resins such as acrylic. Alternatively, as an example, there are polypropylene, polyester, polyvinyl fluoride, or polyvinyl chloride, etc. Alternatively, as an example, there are polyamide, polyimide, aramid, epoxy, inorganic vapor deposition film, or papers, etc.

[0242] ​​In addition, a flexible substrate may be used as the substrate, and the light emitting element may be formed directly on the flexible substrate. Alternatively, a release layer may be provided between the substrate and the light-emitting element. After a part or all of a chip is completed, it is separated from the board and used to transfer it to another board. In this case, the light-emitting element can be transferred onto a substrate having poor heat resistance or a flexible substrate. The above-mentioned peeling layer has a laminated structure of inorganic films, for example, a tungsten film and a silicon oxide film. or a structure in which a resin film such as polyimide is formed on a substrate.

[0243] That is, a light emitting element is formed using a certain substrate, and then the light emitting element is transferred to another substrate. The light emitting element may be disposed on another substrate. In addition to the above mentioned substrates, cellophane substrates, stone substrates, wood substrates, fabric substrates (natural fibers (silk, cotton, Hemp), synthetic fibers (nylon, polyurethane, polyester) or regenerated fibers (acetate (including cellulose, cupra, rayon, recycled polyester, etc.), leather substrate, rubber substrate, etc. By using these substrates, light-emitting elements that are not easily broken and have high heat resistance can be produced. The light emitting element may be a small light emitting element, a light emitting element that is lighter in weight, or a light emitting element that is thinner.

[0244] Also, for example, a field effect transistor (FET) is formed on the above-mentioned substrate, and the FET and The light emitting element 110 may be fabricated on the electrically connected electrodes. In this way, an active matrix display device that controls the driving of the light emitting element 110 can be manufactured.

[0245] Note that one embodiment of the present invention has been described in this embodiment. In this state, one aspect of the present invention will be described. However, one aspect of the present invention is not limited to these. That is, in this embodiment and other embodiments, various aspects of the invention are described, so one aspect of the present invention is not limited to a specific aspect. For example, as one aspect of the present invention, an example when applied to a light-emitting element is shown, but one aspect of the present invention is not limited to this. For example, in some cases or depending on the situation, one aspect of the present invention may not be applied to a light-emitting element. That is, since various aspects of the invention are described in this embodiment and other embodiments, one aspect of the present invention is not limited to a specific aspect. For example, as one aspect of the present invention, an example when applied to a light-emitting element is shown, but one aspect of the present invention is not limited to this. That is, since various aspects of the invention are described in this embodiment and other embodiments, one aspect of the present invention is not limited to a specific aspect. For example, as one aspect of the present invention, an example when applied to a light-emitting element is shown, but one aspect of the present invention is not limited to this. For example, in some cases or depending on the situation, one aspect of the present invention may not be applied to a light-emitting element. That is, since various aspects of the invention are described in this embodiment and other embodiments, one aspect of the present invention is not limited to a specific aspect. For example, as one aspect of the present invention, an example when applied to a light-emitting element is shown, but one aspect of the present invention is not limited to this. For example, in some cases or depending on the situation, one aspect of the present invention may not be applied to a light-emitting element.

[0246] As described above, the configuration shown in this embodiment can be used in appropriate combination with other embodiments. That is, since various aspects of the invention are described in this embodiment and other embodiments, one aspect of the present invention is not limited to a specific aspect. For example, as one aspect of the present invention, an example when applied to a light-emitting element is shown, but one aspect of the present invention is not limited to this. For example, in some cases or depending on the situation, one aspect of the present invention may not be applied to a light-emitting element. As described above, the configuration shown in this embodiment can be used in appropriate combination with other embodiments.

[0247] (Embodiment 4) This embodiment will be described with reference to FIG. 3 regarding an aspect of a light-emitting element having a configuration in which a plurality of light-emitting units are stacked (hereinafter also referred to as a stacked element). This light-emitting element is a light-emitting element having a plurality of light-emitting units between a first electrode and a second electrode. One light-emitting unit has the same configuration as the EL layer 103 shown in Embodiment 3. That is, the light-emitting element shown in Embodiment 3 is a light-emitting element having one light-emitting unit, and in this embodiment, it can be said to be a light-emitting element having a plurality of light-emitting units. That is, the light-emitting element shown in Embodiment 3 is a light-emitting element having one light-emitting unit, and in this embodiment, it can be said to be a light-emitting element having a plurality of light-emitting units. One light-emitting unit has the same configuration as the EL layer 103 shown in Embodiment 3. That is, the light-emitting element shown in Embodiment 3 is a light-emitting element having one light-emitting unit, and in this embodiment, it can be said to be a light-emitting element having a plurality of light-emitting units. That is, the light-emitting element shown in Embodiment 3 is a light-emitting element having one light-emitting unit, and in this embodiment, it can be said to be a light-emitting element having a plurality of light-emitting units. That is, the light-emitting element shown in Embodiment 3 is a light-emitting element having one light-emitting unit, and in this embodiment, it can be said to be a light-emitting element having a plurality of light-emitting units. That is, the light-emitting element shown in Embodiment 3 is a light-emitting element having one light-emitting unit, and in this embodiment, it can be said to be a light-emitting element having a plurality of light-emitting units.

[0248] <Configuration Example 1 of Light-Emitting Device> In FIG. 3, between the first electrode 510 and the second electrode 502, a first light-emitting unit 5 21 and a second light-emitting unit 522 are stacked, and a charge generation layer 523 is provided between the first light-emitting unit 521 and the second light-emitting unit 522. The first electrode 510 and the second electrode 502 respectively correspond to the electrodes 101 and 102 in Embodiment 3, and in practice Those similar to those described in Embodiment 3 can be applied. Further, the first light-emitting unit 521 and the second light-emitting unit 522 may have the same configuration or different configurations . For example, it is preferable to apply the EL layer 103 described in Embodiment 3 to the first light-emitting unit 521 .

[0249] The charge generation layer 523 may be configured such that an acceptor substance, which is an electron acceptor, is added to a hole transport material, or may be configured such that a donor substance, which is an electron donor, is added to an electron transport material . Further, both of these configurations may be laminated .

[0250] When the charge generation layer 523 contains a composite material of an organic compound and an acceptor substance, the composite material can use the composite material that can be used for the hole injection layer 111 shown in Embodiment 3 . As the organic compound, various compounds such as aromatic amine compounds, carbazole compounds, aromatic hydrocarbons, and polymer compounds (oligomers, dendrimers, polymers, etc.) can be used . Note that, as the organic compound, it is preferable to apply a substance having a hole mobility of 1×10 cm / -6 Vs or more. However, as long as the substance has higher hole transportability than electrons, substances other than these may be used. Since the composite material of the organic compound and the acceptor substance is excellent in carrier injection property and carrier transport property, low voltage driving and low current driving can be realized 2 / . When the surface on the anode side of the light-emitting unit is in contact with the charge generation layer 523, the charge generation layer 523 can also serve as the hole injection layer or the hole transport layer of the light-emitting unit. Therefore, the light-emitting unit may be configured without providing a hole injection layer or a hole transport layer . . . Note that when the surface on the anode side of the light-emitting unit is in contact with the charge generation layer 523, the charge generation layer 523 can also serve as the hole injection layer or the hole transport layer of the light-emitting unit. Therefore, the light-emitting unit may be configured without providing a hole injection layer or a hole transport layer . . It may be present. Alternatively, in the case where the surface on the cathode side of the light-emitting unit is in contact with the charge generation layer 523, since the charge generation layer 523 can also serve as the electron injection layer or the electron transport layer of the light-emitting unit, the light-emitting unit may be configured without providing an electron injection layer or an electron transport layer. In addition, the charge generation layer 523 may be formed as a laminated structure combining a layer containing a composite material of an organic compound and an acceptor substance and a layer composed of other materials. For example, it may be formed by combining a layer containing a composite material of an organic compound and an acceptor substance and a layer containing one compound selected from electron-donating substances and a compound having high electron transportability. Also, it may be formed by combining a layer containing a composite material of an organic compound and an acceptor substance and a layer containing a transparent conductive film. In addition, the charge generation layer 523 sandwiched between the first light-emitting unit 521 and the second light-emitting unit 522 only needs to inject electrons into one light-emitting unit and holes into the other light-emitting unit when a voltage is applied between the first electrode 510 and the second electrode 502. For example, in FIG. 3, when a voltage is applied such that the potential of the first electrode 510 is higher than the potential of the second electrode 502, the charge generation layer 523 injects electrons into the first light-emitting unit 521 and holes into the second light-emitting unit 522. Moreover, from the viewpoint of light extraction efficiency, the charge generation layer 523 preferably has translucency with respect to visible light (specifically, the transmittance of visible light with respect to the charge generation layer 523 is 40% or more). Also, the charge generation layer 523 has a lower conductivity than the pair of electrodes (electrode 510 and electrode 502).

[0251] In addition, the charge generation layer 523 may be formed as a laminated structure combining a layer containing a composite material of an organic compound and an acceptor substance and a layer composed of other materials. For example, it may be formed by combining a layer containing a composite material of an organic compound and an acceptor substance and a layer containing one compound selected from electron-donating substances and a compound having high electron transportability. Also, it may be formed by combining a layer containing a composite material of an organic compound and an acceptor substance and a layer containing a transparent conductive film. In addition, the charge generation layer 523 may be formed as a laminated structure combining a layer containing a composite material of an organic compound and an acceptor substance and a layer composed of other materials. For example, it may be formed by combining a layer containing a composite material of an organic compound and an acceptor substance and a layer containing one compound selected from electron-donating substances and a compound having high electron transportability. Also, it may be formed by combining a layer containing a composite material of an organic compound and an acceptor substance and a layer containing a transparent conductive film. In addition, the charge generation layer 523 may be formed as a laminated structure combining a layer containing a composite material of an organic compound and an acceptor substance and a layer composed of other materials. For example, it may be formed by combining a layer containing a composite material of an organic compound and an acceptor substance and a layer containing one compound selected from electron-donating substances and a compound having high electron transportability. Also, it may be formed by combining a layer containing a composite material of an organic compound and an acceptor substance and a layer containing a transparent conductive film. In addition, the charge generation layer 523 may be formed as a laminated structure combining a layer containing a composite material of an organic compound and an acceptor substance and a layer composed of other materials. For example, it may be formed by combining a layer containing a composite material of an organic compound and an acceptor substance and a layer containing one compound selected from electron-donating substances and a compound having high electron transportability. Also, it may be formed by combining a layer containing a composite material of an organic compound and an acceptor substance and a layer containing a transparent conductive film. In addition, the charge generation layer 523 may be formed as a laminated structure combining a layer containing a composite material of an organic compound and an acceptor substance and a layer composed of other materials. For example, it may be formed by combining a layer containing a composite material of an organic compound and an acceptor substance and a layer containing one compound selected from electron-donating substances and a compound having high electron transportability. Also, it may be formed by combining a layer containing a composite material of an organic compound and an acceptor substance and a layer containing a transparent conductive film. In addition, the charge generation layer 523 may be formed as a laminated structure combining a layer containing a composite material of an organic compound and an acceptor substance and a layer composed of other materials. For example, it may be formed by combining a layer containing a composite material of an organic compound and an acceptor substance and a layer containing one compound selected from electron-donating substances and a compound having high electron transportability. Also, it may be formed by combining a layer containing a composite material of an organic compound and an acceptor substance and a layer containing a transparent conductive film.

[0252] In addition, the charge generation layer 523 sandwiched between the first light-emitting unit 521 and the second light-emitting unit 522 only needs to inject electrons into one light-emitting unit and holes into the other light-emitting unit when a voltage is applied between the first electrode 510 and the second electrode 502. For example, in FIG. 3, when a voltage is applied such that the potential of the first electrode 510 is higher than the potential of the second electrode 502, the charge generation layer 523 injects electrons into the first light-emitting unit 521 and holes into the second light-emitting unit 522. In addition, the charge generation layer 523 sandwiched between the first light-emitting unit 521 and the second light-emitting unit 522 only needs to inject electrons into one light-emitting unit and holes into the other light-emitting unit when a voltage is applied between the first electrode 510 and the second electrode 502. For example, in FIG. 3, when a voltage is applied such that the potential of the first electrode 510 is higher than the potential of the second electrode 502, the charge generation layer 523 injects electrons into the first light-emitting unit 521 and holes into the second light-emitting unit 522. In addition, the charge generation layer 523 sandwiched between the first light-emitting unit 521 and the second light-emitting unit 522 only needs to inject electrons into one light-emitting unit and holes into the other light-emitting unit when a voltage is applied between the first electrode 510 and the second electrode 502. For example, in FIG. 3, when a voltage is applied such that the potential of the first electrode 510 is higher than the potential of the second electrode 502, the charge generation layer 523 injects electrons into the first light-emitting unit 521 and holes into the second light-emitting unit 522. In addition, the charge generation layer 523 sandwiched between the first light-emitting unit 521 and the second light-emitting unit 522 only needs to inject electrons into one light-emitting unit and holes into the other light-emitting unit when a voltage is applied between the first electrode 510 and the second electrode 502. For example, in FIG. 3, when a voltage is applied such that the potential of the first electrode 510 is higher than the potential of the second electrode 502, the charge generation layer 523 injects electrons into the first light-emitting unit 521 and holes into the second light-emitting unit 522. In addition, the charge generation layer 523 sandwiched between the first light-emitting unit 521 and the second light-emitting unit 522 only needs to inject electrons into one light-emitting unit and holes into the other light-emitting unit when a voltage is applied between the first electrode 510 and the second electrode 502. For example, in FIG. 3, when a voltage is applied such that the potential of the first electrode 510 is higher than the potential of the second electrode 502, the charge generation layer 523 injects electrons into the first light-emitting unit 521 and holes into the second light-emitting unit 522. In addition, the charge generation layer 523 sandwiched between the first light-emitting unit 521 and the second light-emitting unit 522 only needs to inject electrons into one light-emitting unit and holes into the other light-emitting unit when a voltage is applied between the first electrode 510 and the second electrode 502. For example, in FIG. 3, when a voltage is applied such that the potential of the first electrode 510 is higher than the potential of the second electrode 502, the charge generation layer 523 injects electrons into the first light-emitting unit 521 and holes into the second light-emitting unit 522.

[0253] Moreover, from the viewpoint of light extraction efficiency, the charge generation layer 523 preferably has translucency with respect to visible light (specifically, the transmittance of visible light with respect to the charge generation layer 523 is 40% or more). Moreover, from the viewpoint of light extraction efficiency, the charge generation layer 523 preferably has translucency with respect to visible light (specifically, the transmittance of visible light with respect to the charge generation layer 523 is 40% or more). In addition, the charge generation layer 523 has a lower conductivity than the pair of electrodes (electrode 510 and electrode 502). It still functions even if...

[0254] By forming the charge generation layer 523 using the above-described material, it is possible to suppress an increase in the driving voltage in the case where the light-emitting layer is laminated.

[0255] Note that the charge generation layer 523 may be formed as a laminated structure in which a layer containing a composite material of an organic compound and a metal oxide and a layer composed of other materials are combined. For example, a layer containing a composite material of an organic compound and a metal oxide and a layer containing one compound selected from electron-donating substances and a compound having high electron-transporting properties may be combined and formed. Further, a layer containing a composite material of an organic compound and a metal oxide and a transparent conductive film may be combined and formed. In any case, the charge generation layer 523 sandwiched between the first light-emitting unit 521 and the second light-emitting unit 522 only needs to inject electrons into one light-emitting unit and holes into the other light-emitting unit when a voltage is applied between the first electrode 510 and the second electrode 502.

[0256] For example, in FIG. 3, when a voltage is applied such that the potential of the first electrode 510 is higher than the potential of the second electrode 502, the charge generation layer 523 only needs to inject electrons into the first light-emitting unit 521 and holes into the second light-emitting unit 522.

[0257] In this embodiment, a light-emitting element having two light-emitting units has been described, but the present invention can be similarly applied to a light-emitting element in which three or more light-emitting units are laminated. Similar to the light-emitting element according to this embodiment, by disposing a plurality of light-emitting units between a pair of electrodes with a charge generation layer interposed therebetween, high-brightness light emission is enabled while keeping the current density low, and furthermore, long life... An element with a life can be realized. In addition, a light-emitting device that can be driven at a low voltage and has low power consumption can be realized. This can be achieved.

[0258] Moreover, by making the emission colors of the respective light-emitting units different, overall emission of the desired color can be obtained for the entire light-emitting element. For example, in a light-emitting element having two light-emitting units, it is possible to obtain emission of the desired color. For example, in a light-emitting element having two light-emitting units, if the emission color of the first light-emitting unit and the emission color of the second light-emitting unit are in a complementary color relationship, it is also possible to obtain a light-emitting element that emits white light as a whole. Note that complementary colors refer to the relationship between colors that become achromatic when mixed. That is, when light obtained from substances that emit colors in a complementary color relationship is mixed, white light can be obtained. Also, the same applies to a light-emitting element having three light-emitting units. For example, if the emission color of the first light-emitting unit is red, the emission color of the second light-emitting unit is green, and the emission color of the third light-emitting unit is blue, white light can be obtained for the entire light-emitting element. Also, in the case of a light-emitting element having three light-emitting units, for example, if the emission color of the first light-emitting unit is red, the emission color of the second light-emitting unit is green, and the emission color of the third light-emitting unit is blue, white light can be obtained for the entire light-emitting element. Also, when the emission color of the first light-emitting unit is red, the emission color of the second light-emitting unit is green, and the emission color of the third light-emitting unit is blue, white light can be obtained for the entire light-emitting element. Also, when the emission color of the first light-emitting unit is red, the emission color of the second light-emitting unit is green, and the emission color of the third light-emitting unit is blue, white light can be obtained for the entire light-emitting element. Also, by applying a light-emitting layer using a light-emitting center substance that exhibits phosphorescent emission in one light-emitting unit and a light-emitting layer using a light-emitting center substance that exhibits fluorescent emission in the other light-emitting unit, both fluorescent emission and phosphorescent emission can be efficiently emitted in one light-emitting element. For example, by obtaining red and green phosphorescent emissions in one light-emitting unit and blue fluorescent emission in the other light-emitting unit, white light with good emission efficiency can be obtained. By applying an organic compound according to one aspect of the present invention to a light-emitting element, a blue fluorescent element with a low driving voltage, high efficiency, and long life can be provided. Therefore, the voltage of the entire light-emitting element can be lowered, the efficiency can be increased, the life can be extended, and color preparation becomes easy. By applying an organic compound according to one aspect of the present invention to a light-emitting element, a blue fluorescent element with a low driving voltage, high efficiency, and long life can be provided. Therefore, the voltage of the entire light-emitting element can be lowered, the efficiency can be increased, the life can be extended, and color preparation becomes easy. By applying an organic compound according to one aspect of the present invention to a light-emitting element, a blue fluorescent element with a low driving voltage, high efficiency, and long life can be provided. Therefore, the voltage of the entire light-emitting element can be lowered, the efficiency can be increased, the life can be extended, and color preparation becomes easy.

[0259] By applying an organic compound according to one aspect of the present invention to a light-emitting element, a blue fluorescent element with a low driving voltage, high efficiency, and long life can be provided. Therefore, the voltage of the entire light-emitting element can be lowered, the efficiency can be increased, the life can be extended, and color preparation becomes easy. By applying an organic compound according to one aspect of the present invention to a light-emitting element, a blue fluorescent element with a low driving voltage, high efficiency, and long life can be provided. Therefore, the voltage of the entire light-emitting element can be lowered, the efficiency can be increased, the life can be extended, and color preparation becomes easy. By applying an organic compound according to one aspect of the present invention to a light-emitting element, a blue fluorescent element with a low driving voltage, high efficiency, and long life can be provided. Therefore, the voltage of the entire light-emitting element can be lowered, the efficiency can be increased, the life can be extended, and color preparation becomes easy.

[0260] Note that this embodiment can be appropriately combined with other embodiments.

[0261] (Embodiment 5) In this embodiment, a light-emitting device using the light-emitting elements described in Embodiment 3 and Embodiment 4 will be described with reference to FIGS. 4(A) and 4(B).

[0262] FIG. 4(A) is a top view showing the light-emitting device, and FIG. 4(B) is a cross-sectional view taken along A-B and C-D of FIG. 4(A). This light-emitting device includes a drive circuit section (source-side drive circuit) 601, a pixel section 602, and a drive circuit section (gate-side drive circuit) 603, which are indicated by dotted lines as controlling the light emission of the light-emitting element. Further, 604 is a sealing substrate, 625 is a drying material, and 605 is a sealing material. The inside surrounded by the sealing material 605 is a space 607. The routing wiring 608 is a wiring for transmitting signals input to the source-side drive circuit 601 and the gate-side drive circuit 603, and receives a video signal, a clock signal, a start signal, a reset signal, etc. from an FPC (Flexible Printed

[0263] Circuit) 609 serving as an external input terminal. Note that only the FPC is illustrated here, but a printed wiring board (PWB: Printed Wiring Board) may be attached to this FPC. The light-emitting device in this specification includes not only the light-emitting device main body but also a state in which an FPC or a PWB is attached thereto. Next, the cross-sectional structure of the above light-emitting device will be described with reference to FIG. 4(B). Although a drive circuit section and a pixel section are formed on the element substrate 610, here, the source-side drive which is a drive circuit section is used as an example.

[0264] is used as an example. circuit is used as an example. The circuit 601 and one pixel in the pixel section 602 are shown.

[0265] Note that the source-side drive circuit 601 is formed as a CMOS circuit combining an n-channel type TFT 623 and a p-channel type TFT 624. Also, the drive circuit may be formed of various CMOS circuits, PMOS circuits, and NMOS circuits. In this embodiment, a driver-integrated type in which the drive circuit is formed on the substrate is shown, but this is not necessarily required, and the drive circuit can be formed outside the substrate. Also, the pixel section 602 is formed of pixels each including a switching TFT 611, a current control TFT 612, and a first electrode 613 electrically connected to the drain thereof. Note that an insulator 614 is formed so as to cover an end portion of the first electrode 613. The insulator 614 can be formed by using a positive-type photosensitive resin film. Also, in order to improve the covering property of the film formed on the insulator 614, a surface having a curvature is formed at the upper end portion or the lower end portion of the insulator 614. For example, when photosensitive acrylic is used as the material of the insulator 614, it is preferable to provide a curved surface only at the upper end portion of the insulator 614. The radius of curvature of the curved surface is preferably 0.2 μm or more and 0.3 μm or less. Also, as the insulator 614, either a negative-type or positive-type photosensitive material can be used. An EL layer 616 and a second electrode 617 are respectively formed on the first electrode 613. Here, as the material used for the first electrode 613 that functions as an anode, a material having a large work function is used.

[0266] Also, the pixel section 602 is formed of pixels each including a switching TFT 611, a current control TFT 612, and a first electrode 613 electrically connected to the drain thereof. Note that an insulator 614 is formed so as to cover an end portion of the first electrode 613. The insulator 614 can be formed by using a positive-type photosensitive resin film. Also, the pixel section 602 is formed of pixels each including a switching TFT 611, a current control TFT 612, and a first electrode 613 electrically connected to the drain thereof. Note that an insulator 614 is formed so as to cover an end portion of the first electrode 613. The insulator 614 can be formed by using a positive-type photosensitive resin film. An EL layer 616 and a second electrode 617 are respectively formed on the first electrode 613. Here, as the material used for the first electrode 613 that functions as an anode, a material having a large work function is used. Also, in order to improve the covering property of the film formed on the insulator 614, a surface having a curvature is formed at the upper end portion or the lower end portion of the insulator 614. For example, when photosensitive acrylic is used as the material of the insulator 614, it is preferable to provide a curved surface only at the upper end portion of the insulator 614. The radius of curvature of the curved surface is preferably 0.2 μm or more and 0.3 μm or less. Also, as the insulator 614, either a negative-type or positive-type photosensitive material can be used.

[0267] Also, in order to improve the covering property of the film formed on the insulator 614, a surface having a curvature is formed at the upper end portion or the lower end portion of the insulator 614. For example, when photosensitive acrylic is used as the material of the insulator 614, it is preferable to provide a curved surface only at the upper end portion of the insulator 614. The radius of curvature of the curved surface is preferably 0.2 μm or more and 0.3 μm or less. Also, as the insulator 614, either a negative-type or positive-type photosensitive material can be used. Also, in order to improve the covering property of the film formed on the insulator 614, a surface having a curvature is formed at the upper end portion or the lower end portion of the insulator 614. For example, when photosensitive acrylic is used as the material of the insulator 614, it is preferable to provide a curved surface only at the upper end portion of the insulator 614. The radius of curvature of the curved surface is preferably 0.2 μm or more and 0.3 μm or less. Also, as the insulator 614, either a negative-type or positive-type photosensitive material can be used. Also, in order to improve the covering property of the film formed on the insulator 614, a surface having a curvature is formed at the upper end portion or the lower end portion of the insulator 614. For example, when photosensitive acrylic is used as the material of the insulator 614, it is preferable to provide a curved surface only at the upper end portion of the insulator 614. The radius of curvature of the curved surface is preferably 0.2 μm or more and 0.3 μm or less. Also, as the insulator 614, either a negative-type or positive-type photosensitive material can be used. Also, in order to improve the covering property of the film formed on the insulator 614, a surface having a curvature is formed at the upper end portion or the lower end portion of the insulator 614. For example, when photosensitive acrylic is used as the material of the insulator 614, it is preferable to provide a curved surface only at the upper end portion of the insulator 614. The radius of curvature of the curved surface is preferably 0.2 μm or more and 0.3 μm or less. Also, as the insulator 614, either a negative-type or positive-type photosensitive material can be used. Also, in order to improve the covering property of the film formed on the insulator 614, a surface having a curvature is formed at the upper end portion or the lower end portion of the insulator 614. For example, when photosensitive acrylic is used as the material of the insulator 614, it is preferable to provide a curved surface only at the upper end portion of the insulator 614. The radius of curvature of the curved surface is preferably 0.2 μm or more and 0.3 μm or less. Also, as the insulator 614, either a negative-type or positive-type photosensitive material can be used.

[0268] An EL layer 616 and a second electrode 617 are respectively formed on the first electrode 613. Here, as the material used for the first electrode 613 that functions as an anode, a material having a large work function is used. Here, as the material used for the first electrode 613 that functions as an anode, a material having a large work function is used. It is desirable to use a conductive material. For example, 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. In addition to single-layer films, a laminate of a titanium nitride film and a film mainly composed of aluminum, a three-layer structure of a titanium nitride film, a film mainly composed of aluminum, and a titanium nitride film, etc. can be used. When a laminated structure is used, the resistance as wiring is low, good ohmic contact can be achieved, and it can further function as an anode. Moreover, the EL layer 616 is formed by various methods such as a vapor deposition method using a vapor deposition mask, an inkjet method, and a spin coating method. As the material constituting the EL layer 616, a low molecular compound or a high molecular compound (including oligomers and dendrimers) may be used. Furthermore, as the material used for the second electrode 617 formed on the EL layer 616 and functioning as a cathode, a material with a small work function (Al, Mg, Li, Ca, or their alloys and compounds, MgAg, MgIn, AlLi, etc.) is preferably used. When the light generated in the EL layer 616 is transmitted through the second electrode 617, as the second electrode 617, a laminated layer of a thin metal 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.) is preferably used. Note that the light-emitting element 618 is formed by the first electrode 613, the EL layer 616, and the second electrode 617. It is also possible to use a laminated structure, which results in low resistance as wiring, enables good ohmic contact, and can further function as an anode. In addition, the EL layer 616 can be formed by various methods such as vapor deposition using a vapor deposition mask, inkjet printing, and spin coating. The material constituting the EL layer 616 can be a low molecular weight compound or a high molecular weight compound (including oligomers and dendrimers). Moreover, as the material used for the second electrode 617 formed on the EL layer 616 and functioning as a cathode, it is preferable to use a material with a low work function (such as Al, Mg, Li, Ca, or their alloys and compounds, MgAg, MgIn, AlLi, etc.). When the light generated in the EL layer 616 is transmitted through the second electrode 617, it is advisable to use a laminated layer of a thin metal film with a reduced thickness and a transparent conductive film (such as 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.

[0269] In addition, the EL layer 616 is formed by various methods such as vapor deposition using a vapor deposition mask, inkjet printing, and spin coating. The material constituting the EL layer 616 can be a low molecular weight compound or a high molecular weight compound (including oligomers and dendrimers). Furthermore, as the material used for the second electrode 617 formed on the EL layer 616 and functioning as a cathode, it is preferable to use a material with a low work function (such as Al, Mg, Li, Ca, or their alloys and compounds, MgAg, MgIn, AlLi, etc.). When the light generated in the EL layer 616 is transmitted through the second electrode 617, it is advisable to use a laminated layer of a thin metal film with a reduced thickness and a transparent conductive film (such as 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. Note that the light-emitting element 618 is formed by the first electrode 613, the EL layer 616, and the second electrode 617.

[0270] Furthermore, as the material used for the second electrode 617 formed on the EL layer 616 and functioning as a cathode, a material with a small work function (Al, Mg, Li, Ca, or their alloys and compounds, MgAg, MgIn, AlLi, etc.) is preferably used. When the light generated in the EL layer 616 is transmitted through the second electrode 617, as the second electrode 617, a laminated layer of a thin metal 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.) is preferably used. It is desirable to use a conductive material. For example, 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. In addition to single-layer films, a laminate of a titanium nitride film and a film mainly composed of aluminum, a three-layer structure of a titanium nitride film, a film mainly composed of aluminum, and a titanium nitride film, etc. can be used. When a laminated structure is used, the resistance as wiring is low, good ohmic contact can be achieved, and it can further function as an anode. Moreover, the EL layer 616 is formed by various methods such as a vapor deposition method using a vapor deposition mask, an inkjet method, and a spin coating method. As the material constituting the EL layer 616, a low molecular compound or a high molecular compound (including oligomers and dendrimers) may be used. Furthermore, when the light generated in the EL layer 616 is transmitted through the second electrode 617, as the second electrode 617, a laminated layer of a thin metal 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.) is preferably used. Note that the light-emitting element 618 is formed by the first electrode 613, the EL layer 616, and the second electrode 617. It is also possible to use a laminated structure, which results in low resistance as wiring, enables good ohmic contact, and can further function as an anode. In addition, the EL layer 616 can be formed by various methods such as vapor deposition using a vapor deposition mask, inkjet printing, and spin coating. The material constituting the EL layer 616 can be a low molecular weight compound or a high molecular weight compound (including oligomers and dendrimers).

[0271] Note that the light-emitting element 618 is formed by the first electrode 613, the EL layer 616, and the second electrode 617. is formed. The light-emitting element 618 is a light-emitting element having the configurations of Embodiment 3 and Embodiment 4 is preferable. Although a plurality of light-emitting elements are formed in the pixel portion, in the light-emitting device of the present embodiment both a light-emitting element having the configuration described in Embodiment 3 and Embodiment 4 and a light-emitting element having other configurations may be included.

[0272] Further, by bonding the sealing substrate 604 to the element substrate 610 with the sealing material 605, the light-emitting element 6 18 is provided in a structure surrounded by the element substrate 610, the sealing substrate 604, and the sealing material 605. Note that the space 607 is filled with a filling material, and in addition to the case where an inert gas (such as nitrogen or argon) is filled, it may be filled with a resin or a drying material or both of them.

[0273] Note that it is preferable to use an epoxy resin or glass frit for the sealing material 605. Also these materials are desirably materials that hardly transmit moisture and oxygen. Further, as materials for the sealing substrate 604, in addition to a glass substrate or a quartz substrate, FRP (Fiber R einforced Plastics), PVF (polyvinyl fluoride), polyester or a plastic substrate made of acrylic or the like can be used.

[0274] As described above, a light-emitting device using the light-emitting element described in Embodiment 3 and Embodiment 4 can be obtained.

[0275] <Configuration Example 2 of Light-Emitting Device> FIG. 5 shows an example of a light-emitting device in which a light-emitting element that exhibits white light emission is formed and a coloring layer (color filter er) is formed.

[0276] ​​​ Fig. 5(A) shows a substrate 1001, an underlying insulating film 1002, a gate insulating film 1003, gate electrodes 1006, 1007, 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, a first electrode 102 4W, 1024R, 1024G, 1024B of a light-emitting element, a partition wall 1026, an EL layer 1028, a light-emitting element of the second electrode 1029, a sealing substrate 1031, a sealing material 1032, etc. are shown.

[0277] Also, in Fig. 5(A) and Fig. 5(B), a colored layer (a red colored layer 1034R, a green colored layer 10 34G, a blue colored layer 1034B) is provided on a transparent substrate 1033. Also, a black layer ( black matrix) 1035 may be further provided. The transparent substrate 1033 provided with the colored layer and the black layer is aligned and fixed to the substrate 1001. Note that the colored layer and the black layer are covered with an overcoat layer 1036. Also, in Fig. 5(A), there are a light-emitting layer where light does not pass through the colored layer and exits to the outside, and a light-emitting layer where light passes through the colored layers of each color and exits to the outside. The light that does not pass through the colored layer is white, and the light that passes through the colored layer is red, blue, and green. Therefore, an image can be expressed with four-color pixels.

[0278] In Fig. 5(B), an example is shown in which a red colored layer 1034R, a green colored layer 1034G, and a blue colored layer 103 4B are formed between the gate insulating film 1003 and the first interlayer insulating film 1020. As shown in Fig. 5(B), the colored layer may be provided between the substrate 1001 and the sealing substrate 1031.

[0279] Also, in the light-emitting device described above, light is taken out on the side of the substrate 1001 on which the TFT is formed. ​​Although a light-emitting device having an emitting structure (bottom emission type) is used, it may also be a light-emitting device having an emitting structure (top emission type) that emits light from the side of the sealing substrate 1031. It may also be a light-emitting device having an emitting structure (top emission type).

[0280] <Configuration Example 3 of Light-Emitting Device> A cross-sectional view of a top-emission type light-emitting device is shown in Fig. 6. In this case, a substrate 1001 that does not transmit light can be used. Until a connection electrode connecting the TFT and the anode of the light-emitting element is fabricated, it is formed in the same manner as the bottom-emission type light-emitting device. Thereafter, a third interlayer insulating film 1037 is formed to cover the electrode 1022. This insulating film may serve as a planarization layer. The third interlayer insulating film 1037 can be formed using various materials in addition to the same material as the second interlayer insulating film 1021. The lower electrodes 1025W, 1025R, 1025G, and 1025B of the light-emitting element are anodes here, but they may be cathodes. Also, in the case of a top-emission type light-emitting device as shown in Fig. 6, the lower electrodes 1025W, 1025R, 1025G, and 1025B are preferably reflective electrodes. Note that the second electrode 1029 preferably has a function of reflecting light and a function of transmitting light. Also, it is preferable to apply a microcavity structure between the second electrode 1029 and the lower electrodes 1025W, 1025R, 1025G, and 1025B to have a function of amplifying light of a specific wavelength. The configuration of the EL layer 1028 is the same as the configuration described in Embodiment 2 and Embodiment 3, and has an element structure that can obtain white light emission. Until a connection electrode connecting the TFT and the anode of the light-emitting element is fabricated, it is formed in the same manner as the bottom-emission type light-emitting device. Thereafter, a third interlayer insulating film 1037 is formed to cover the electrode 1022. This insulating film may serve as a planarization layer. The third interlayer insulating film 1037 can be formed using various materials in addition to the same material as the second interlayer insulating film 1021. Thereafter, a third interlayer insulating film 1037 is formed to cover the electrode 1022. This insulating film may serve as a planarization layer. The third interlayer insulating film 1037 can be formed using various materials in addition to the same material as the second interlayer insulating film 1021. Thereafter, a third interlayer insulating film 1037 is formed to cover the electrode 1022. This insulating film may serve as a planarization layer. The third interlayer insulating film 1037 can be formed using various materials in addition to the same material as the second interlayer insulating film 1021. Thereafter, a third interlayer insulating film 1037 is formed to cover the electrode 1022. This insulating film may serve as a planarization layer. The third interlayer insulating film 1037 can be formed using various materials in addition to the same material as the second interlayer insulating film 1021.

[0281] The lower electrodes 1025W, 1025R, 1025G, and 1025B of the light-emitting element are anodes here, but they may be cathodes. Also, in the case of a top-emission type light-emitting device as shown in Fig. 6, the lower electrodes 1025W, 1025R, 1025G, and 1025B are preferably reflective electrodes. Note that the second electrode 1029 preferably has a function of reflecting light and a function of transmitting light. Also, it is preferable that there is a function of applying a microcavity structure between the second electrode 1029 and the lower electrodes 1025W, 1025R, 1025G, and 1025B to amplify light of a specific wavelength. The configuration of the EL layer 1028 is the same as the configuration described in Embodiment 2 and Embodiment 3, and has an element structure that can obtain white light emission. The configuration of the EL layer 1028 is the same as the configuration described in Embodiment 2 and Embodiment 3, and has an element structure that can obtain white light emission. The configuration of the EL layer 1028 is the same as the configuration described in Embodiment 2 and Embodiment 3, and has an element structure that can obtain white light emission.

[0282] In Figs. 5(A), 5(B), and 6, as the configuration of the EL layer that can obtain white light emission, This can be achieved by using a plurality of light-emitting layers, using a plurality of light-emitting units, etc. . Note that the configurations for obtaining white light emission are not limited to these.

[0283] In a top emission structure as shown in FIG. 6, sealing is performed with a sealing substrate 1031 provided with color filter layers (red color filter layer 1034R, green color filter layer 1034G, blue color filter layer 1034B). . A black layer (black matrix) 1035 may be provided on the sealing substrate 1031 so as to be located between pixels. The color filter layers (red color filter layer 1034R, green color filter layer 1034G, blue color filter layer 1034B) and the black layer (black matrix) may be covered with an overcoat layer. Note that the sealing substrate 1031 uses a substrate having translucency. .

[0284] In addition, although an example of full-color display using four colors of red, green, blue, and white is shown here, it is not particularly limited, and full-color display may be performed using three colors of red, green, and blue. Further, full-color display may be performed using four colors of red, green, blue, and yellow.

[0285] As described above, a light-emitting device using the light-emitting element described in Embodiment 3 and Embodiment 4 can be obtained. .

[0286] Note that this embodiment can be appropriately combined with other embodiments.

[0287] (Embodiment 6) In this embodiment, a specific example of a display device using the light-emitting element described in Embodiment 3 and Embodiment 4 will be described. The display device exemplified below has both a reflective liquid crystal element and a light-emitting element, and can perform display in both a transmissive mode and a reflective mode. is. When the light-emitting elements described in Embodiment 3 and Embodiment 4 are applied to the light-emitting element, it is preferable. is preferable.

[0288] [Configuration Example 1 of Display Device] FIG. 7(A) is a block diagram showing an example of the configuration of the display device 400. The display device 400 has a plurality of pixels 410 arranged in a matrix in the display unit 362. The display device 4 00 has a circuit GD and a circuit SD. Also, a plurality of pixels 410 arranged in the direction R, and a plurality of wirings G1, a plurality of wirings G2, a plurality of wirings ANO, and a plurality of wirings CSCOM that are electrically connected to the circuit GD. Also, a plurality of pixels 410 arranged in the direction C, and the circuit SD and a plurality of wirings S1 and a plurality of wirings S2 that are electrically connected.

[0289] The pixel 410 has a reflective liquid crystal element and a light-emitting element. In the pixel 410, the liquid crystal element and the light-emitting element have overlapping portions with each other.

[0290] FIG. 7(B1) shows a configuration example of the electrode 311b included in the pixel 410. The electrode 311b functions as a reflective electrode of the liquid crystal element in the pixel 410. An opening 4 51 is provided in the electrode 311b.

[0291] In FIG. 7(B1), the light-emitting element 360 located in the region overlapping with the electrode 311b is shown by a broken line The light-emitting element 360 is arranged so as to overlap with the opening 451 included in the electrode 311b. Thereby, the light emitted from the light-emitting element 360 is emitted to the display surface side through the opening 451.

[0292] In FIG. 7(B1), the pixels 410 adjacent in the direction R are pixels corresponding to different colors. At this time, as shown in FIG. 7(B1), in two pixels adjacent in the direction R, the opening 451 It is preferable that they are provided at different positions of the electrode 311b so as not to be arranged in a line. Thereby, it is possible to separate the two light emitting elements 360, and the light emitted from the light emitting element 360 entering the coloring layer of the adjacent pixel 410 (also referred to as crosstalk) can be suppressed. Further, since the two adjacent light emitting elements 360 can be arranged separately, even when the EL layer of the light emitting element 360 is separately formed by a shadow mask or the like, a display device with high definition can be realized.

[0293] Also, an arrangement as shown in FIG. 7(B2) may be used.

[0294] If the value of the ratio of the total area of the openings 451 to the total area of the non-opening portions is too large, the display using the liquid crystal element will become dark. Also, if the value of the ratio of the total area of the openings 451 to the total area of the non-opening portions is too small, the display using the light emitting element 360 will become dark.

[0295] Also, if the area of the opening 451 provided in the electrode 311b functioning as the reflective electrode is too small, the efficiency of the light that can be extracted from the light emitted by the light emitting element 360 will decrease.

[0296] The shape of the opening 451 can be, for example, a polygon, a quadrilateral, an ellipse, a circle, or a cross. Also, it may be in the shape of long streaks, slits, or a checkered pattern. Also, the opening 451 may be arranged close to the adjacent pixels. Preferably, the opening 451 is arranged close to the other pixels displaying the same color. Thereby, crosstalk can be suppressed.

[0297] [Circuit configuration example] FIG. 8 is a circuit diagram showing a configuration example of the pixel 410. In FIG. 8, two adjacent pixels 41 It shows 0.

[0298] Pixel 410 has a switch SW1, a capacitive element C1, a liquid crystal element 340, a switch SW2, a transistor M, a capacitive element C2, a light-emitting element 360, etc. Also, the pixel 410 has wiring G1, wiring G2, wiring ANO, wiring CSCOM, wiring S1, and wiring S2 electrically connected. Also, in FIG. 8, wiring VCOM1 that is electrically connected to the liquid crystal element 340 and wiring VCOM2 that is electrically connected to the light-emitting element 360 are shown.

[0299] FIG. 8 shows an example in the case where transistors are used for the switch SW1 and the switch SW2. It is shown.

[0300] The gate of the switch SW1 is connected to the wiring G1, one of the source or drain is connected to the wiring S 1, and the other of the source or drain is connected to one electrode of the capacitive element C1 and one electrode of the liquid crystal element 3 40. The other electrode of the capacitive element C1 is connected to the wiring CSCOM. The other electrode of the liquid crystal element 340 is connected to the wiring VCOM1.

[0301] Also, the gate of the switch SW2 is connected to the wiring G2, one of the source or drain is connected to the wiring S2, and the other of the source or drain is connected to one electrode of the capacitive element C2 and the gate of the transistor M. The other electrode of the capacitive element C2 is connected to one of the source or drain of the transistor M and the wiring ANO. The transistor M has the other of the source or drain connected to one electrode of the light-emitting element 360. The light-emitting element 360 has the other electrode connected to the wiring VCOM2. It is shown.

[0302] In FIG. 8, an example is shown in which the transistor M has two gates sandwiching a semiconductor and these are connected. This makes it possible to increase the current that the transistor M can conduct.

[0303] A signal for controlling the switch SW1 to a conductive state or a non-conductive state can be applied to the wiring G1. A predetermined potential can be applied to the wiring VCOM1. A signal for controlling the alignment state of the liquid crystal that the liquid crystal element 340 has can be applied to the wiring S1. A predetermined potential can be applied to the wiring CSC OM.

[0304] A signal for controlling the switch SW2 to a conductive state or a non-conductive state can be applied to the wiring G2. Potentials that cause a potential difference across which the light-emitting element 360 emits light can be applied to the wiring VCOM2 and the wiring ANO, respectively. A signal for controlling the conductive state of the transistor M can be applied to the wiring S2.

[0305] When the pixel 410 shown in FIG. 8 performs a display in the reflection mode, for example, it can be driven by signals applied to the wiring G1 and the wiring S1, and display can be performed using optical modulation by the liquid crystal element 340. When performing a display in the transmission mode, it can be driven by signals applied to the wiring G2 and the wiring S2, and display can be performed by causing the light-emitting element 360 to emit light. When driving in both modes, it can be driven by signals applied to each of the wiring G1, the wiring G2, the wiring S1, and the wiring S2.

[0306] Note that in FIG. 8, an example is shown in which one pixel 410 has one liquid crystal element 340 and one light-emitting element 360, but the present invention is not limited to this. FIG. 9(A) shows one pixel 410 having one liquid crystal... ​​​​​The example having the crystal element 340 and the four light-emitting elements 360 (light-emitting elements 360r, 360g, 360b, 360 w) is shown. Different from FIG. 8, the pixel 410 shown in FIG. 9(A) is a pixel capable of full-color display with one pixel.

[0307] In FIG. 9(A), in addition to the example of FIG. 8, the wiring G3 and the wiring S3 are connected to the pixel 410 therein.

[0308] In the example shown in FIG. 9(A), for example, the four light-emitting elements 360 can be respectively light-emitting elements presenting red (R), green (G), blue (B), and white (W). Also, as the liquid crystal element 340, a reflective liquid crystal element presenting white can be used. Thereby, when performing display in the reflection mode, white display with high reflectivity can be performed. Also, when performing display in the transmission mode, display with high color rendering can be performed with low power.

[0309] Also, FIG. 9(B) shows a configuration example of the pixel 410. The pixel 410 includes a light-emitting element 360w overlapping with an opening of the electrode 311 , and light-emitting elements 3 60r, a light-emitting element 360g, and a light-emitting element 360b arranged around the electrode 311. The light-emitting elements 360r, the light-emitting element 360g, and the light-emitting element 360b preferably have substantially the same light-emitting area.

[0310] [Configuration Example 2 of Display Device] FIG. 10 is a perspective schematic view of a display device 300 according to an aspect of the present invention. The display device 300 has a configuration in which a substrate 351 and a substrate 361 are bonded together. In FIG. 10, the substrate 361 is shown by a broken line. In FIG. 10, the substrate 361 is clearly shown by a broken line.

[0311] The display device 300 includes a display unit 362, a circuit unit 364, a wiring 365, a circuit unit 366, a wiring 3 It has 67 etc. On the substrate 351, for example, a circuit section 364, wiring 365, a circuit section 366, wirings 367 and an electrode 311b etc. that function as a pixel electrode are provided. Also, in FIG. 10, an example where an IC 373, an FPC 372, an IC 375 and an FPC 374 are mounted on the substrate 351 is shown. Therefore, the configuration shown in FIG. 10 can also be referred to as a display module having the display device 300 and the IC 373, FPC 372, the IC 375 and the FPC 374.

[0312] The circuit section 364 can use, for example, a circuit that functions as a scanning line driving circuit.

[0313] The wiring 365 has a function of supplying signals and power to the display section and the circuit section 364. The said signals and power are input from the outside or from the IC 373 to the wiring 365 via the FPC 372.

[0314] Also, in FIG. 10, an example where the IC 373 is provided on the substrate 351 by a COG (Chip On Glass) method etc. is shown. The IC 373 can be an IC having a function as, for example, a scanning line driving circuit, or a signal line driving circuit etc. When the display device 300 is provided with circuits that function as a scanning line driving circuit and a signal line driving circuit, or when circuits that function as a scanning line driving circuit and a signal line driving circuit are provided outside and signals for driving the display device 3 00 are input via the FPC 372, a configuration without the IC 373 may also be used. Also, the IC 373 may be mounted on the FPC 372 by a COF (Chip On Film) method etc.

[0315] FIG. 10 shows an enlarged view of a part of the display section 362. In the display section 362, a plurality of tables The electrodes 311b of the display element are arranged in a matrix. The electrode 311b has a function of reflecting visible light and functions as a reflective electrode of a liquid crystal element 340 described later.

[0316] Also, as shown in FIG. 10, the electrode 311b has an opening. Further, on the substrate 351 side with respect to the electrode 311b, there is a light-emitting element 360. The light from the light-emitting element 360 is emitted to the substrate 361 side through the opening of the electrode 311b.

[0317] FIG. 11 shows an example of a cross-section when a part of the region including the FPC 372, a part of the region including the circuit section 364, a part of the region including the display section 362, a part of the region including the circuit section 366, and a part of the region including the FPC 374 of the display device illustrated in FIG. 10 are each cut.

[0318] The display device shown in FIG. 11 has a configuration in which a display panel 700 and a display panel 800 are laminated. The display panel 700 has a resin layer 701 and a resin layer 702. The display panel 800 has a resin layer 201 and a resin layer 202. The resin layer 702 and the resin layer 201 are adhered by an adhesive layer 50. Also, the resin layer 701 is adhered to the substrate 351 by an adhesive layer 51. Also, the resin layer 202 is adhered to the substrate 361 by an adhesive layer 52.

[0319] 〔Display Panel 700〕 The display panel 700 has a resin layer 701, an insulating layer 478, a plurality of transistors, a capacitor element 405, an insulating layer 411, an insulating layer 412, an insulating layer 413, an insulating layer 414, an insulating layer 415, a light-emitting element 360, a spacer 416, an adhesive layer 417, a coloring layer 425, a light-shielding layer 426, an insulating layer 476, and a resin layer 702.

[0320] The circuit section 364 has a transistor 401. The display section 362 has a transistor 402 and a transistor 403.

[0321] Each transistor has a gate, an insulating layer 411, a semiconductor layer, a source, and a drain. The gate and the semiconductor layer overlap via the insulating layer 411. A part of the insulating layer 411 functions as a gate insulating layer, and another part functions as a dielectric of the capacitor element 405. The conductive layer that functions as a source or a drain of the transistor 402 also serves as one of the electrodes of the capacitor element 405.

[0322] FIG. 11 shows a transistor with a bottom gate structure. In the circuit section 364 and the display section 362, the structure of the transistor may be different. The circuit section 364 and the display section 362 may each have a plurality of types of transistors.

[0323] The capacitor element 405 has a pair of electrodes and a dielectric therebetween. The capacitor element 405 has a conductive layer formed of the same material and in the same process as the gate of the transistor, and a conductive layer formed of the same material and in the same process as the source and drain of the transistor.

[0324] The insulating layer 412, the insulating layer 413, and the insulating layer 414 are each provided to cover the transistor and the like. The number of insulating layers covering the transistor and the like is not particularly limited. The insulating layer 414 functions as a planarization layer. Among the insulating layer 412, the insulating layer 413, and the insulating layer 414, it is preferable to use a material in which impurities such as water or hydrogen hardly diffuse in at least one layer. It is possible to effectively suppress the diffusion of impurities from the outside into the transistor, and the reliability of the display device can be improved.

[0325] When an organic compound is used as the insulating layer 414, the insulating layer 414 exposed at the edge of the display device There is a risk that impurities such as moisture may enter the light emitting element 360 and the like from the outside of the display device through the insulating film 362 . If the light emitting element 360 is deteriorated due to the intrusion of impurities, this leads to deterioration of the display device. Therefore, it is preferable that the insulating layer 414 is not located at the edge of the display device, as shown in FIG. In the configuration of FIG. 11, the insulating layer using an organic compound is located at the edge of the display device, so that the light emission This can prevent impurities from entering the optical element 360.

[0326] The light-emitting element 360 includes an electrode 421, an EL layer 422, and an electrode 423. The light emitting element 360 may have an optical adjustment layer 424. The light emitting element 360 has a light emitting element on the colored layer 425 side. It is a top emission structure that emits light.

[0327] The transistors, the capacitors, the wiring, etc. are arranged so as to overlap with the light-emitting region of the light-emitting element 360. This makes it possible to increase the aperture ratio of the display portion 362.

[0328] One of the electrodes 421 and 423 functions as an anode, and the other functions as a cathode. A voltage higher than the threshold voltage of the light emitting element 360 is applied between the electrodes 421 and 423. When a voltage is applied, holes are injected into the EL layer 422 from the anode side, and electrons are injected from the cathode side. The injected electrons and holes are recombined in the EL layer 422, and the light-emitting material contained in the EL layer 422 will emit light.

[0329] The electrode 421 is electrically connected to the source or drain of the transistor 403. They may be connected directly or through another conductive layer. It functions as a pixel electrode and is provided for each light-emitting element 360. Two adjacent electrodes 42 1 are electrically insulated by an insulating layer 415.

[0330] Electrode 423 functions as a common electrode and is provided across a plurality of light-emitting elements 360 are provided. A fixed potential is supplied to electrode 423.

[0331] The light-emitting element 360 overlaps with the coloring layer 425 via an adhesive layer 417. The spacer 416 overlaps with the light-shielding layer 426 via the adhesive layer 417. In FIG. 11, a case where there is a gap between the electrode 423 and the light-shielding layer 426 is shown, but they may be in contact with each other. In FIG. 11, the configuration in which the spacer 416 is provided on the substrate 351 side is shown, but it may be provided on the substrate 361 side (for example, on the substrate 361 side rather than on the light-shielding layer 426 side). Although a case where there is a gap between the electrode 423 and the light-shielding layer 426 is shown in FIG. 11, they may be in contact with each other. In FIG. 11, the configuration in which the spacer 416 is provided on the substrate 351 side is shown, but it may be provided on the substrate 361 side (for example, on the substrate 361 side rather than on the light-shielding layer 426 side). Although a case where the spacer 416 is provided on the substrate 351 side is shown in FIG. 11, it may be provided on the substrate 361 side (for example, on the substrate 361 side rather than on the light-shielding layer 426 side). Although a case where the spacer 416 is provided on the substrate 351 side is shown in FIG. 11, it may be provided on the substrate 361 side (for example, on the substrate 361 side rather than on the light-shielding layer 426 side).

[0332] By combining the color filter (coloring layer 425) and the microcavity structure (optical adjustment layer 424), light with high color purity can be extracted from the display device. The film thickness of the optical adjustment layer 424 is changed according to the color of each pixel. By combining the color filter (coloring layer 425) and the microcavity structure (optical adjustment layer 424), light with high color purity can be extracted from the display device. The film thickness of the optical adjustment layer 424 is changed according to the color of each pixel. The film thickness of the optical adjustment layer 424 is changed according to the color of each pixel.

[0333] The coloring layer 425 is a colored layer that transmits light in a specific wavelength range. For example, a color filter that transmits light in the wavelength range of red, green, blue , or yellow can be used.

[0334] Note that one aspect of the present invention is not limited to the color filter method, and a painting method, a color conversion method , or a quantum dot method may be applied.

[0335] The light-shielding layer 426 is provided between adjacent coloring layers 425. The light-shielding layer 426 is adjacent to Blocks the light from the light-emitting element 360 and suppresses color mixing between adjacent light-emitting elements 360. . Here, by providing the end portion of the colored layer 425 so as to overlap with the light-shielding layer 426, light leakage can be suppressed. As the light-shielding layer 426, a material that blocks the light emitted by the light-emitting element 360 can be used. Note that it is preferable to provide the light-shielding layer 426 in a region other than the display portion 362 such as the circuit portion 364 because unintended light leakage due to waveguide light or the like can be suppressed.

[0336] An insulating layer 478 is formed on one surface of the resin layer 701. Also, an insulating layer 476 is formed on one surface of the resin layer 702. It is preferable to use a film with high moisture resistance for the insulating layer 476 and the insulating layer 478. By arranging the light-emitting element 360 and transistors or the like between a pair of insulating layers with high moisture resistance, it is possible to prevent impurities such as water from entering these elements and improve the reliability of the display device, which is preferable. For the insulating film with high moisture resistance, examples include films containing nitrogen and silicon such as silicon nitride films and silicon oxynitride films,

[0337] and films containing nitrogen and aluminum such as aluminum nitride films. Also, silicon oxide films, silicon oxynitride films, aluminum oxide films, etc. may be used. For example, the water vapor transmission rate of the insulating film with high moisture resistance is 1×10 [g / (m

[0338] ·day)] or less, preferably 1×10 -5 [g / (m 2 ·day)] or less, more preferably 1×1 [g / (m -6 ·day)] or less, even more preferably 1×1 2 0 0 -7 [g / (m 2 ·day)] or less, and even more preferably 1×10 -8 [g / (m 2 ·d Assume the following.

[0339] The connection part 406 has a wiring 365. The wiring 365 can be formed of the same material and in the same process as the source and drain of the transistor. The connection part 406 is electrically connected to an external input terminal that transmits an external signal or potential to the circuit part 364. Here, an example in which an FPC 372 is provided as the external input terminal is shown. The connection part 406 and the FPC 372 are electrically connected via a connection layer 419. The connection part 406 can be formed of the same material and in the same process as the source and drain of the transistor. The connection part 406 is electrically connected to an external input terminal that transmits an external signal or potential to the circuit part 364. Here, an example in which an FPC 372 is provided as the external input terminal is shown. The connection part 406 and the FPC 372 are electrically connected via a connection layer 419. The connection part 406 is electrically connected to an external input terminal that transmits an external signal or potential to the circuit part 364. Here, an example in which an FPC 372 is provided as the external input terminal is shown. The connection part 406 and the FPC 372 are electrically connected via a connection layer 419. The connection part 406 is electrically connected to an external input terminal that transmits an external signal or potential to the circuit part 364. Here, an example in which an FPC 372 is provided as the external input terminal is shown. The connection part 406 and the FPC 372 are electrically connected via a connection layer 419. The connection part 406 is electrically connected to an external input terminal that transmits an external signal or potential to the circuit part 364. Here, an example in which an FPC 372 is provided as the external input terminal is shown. The connection part 406 and the FPC 372 are electrically connected via a connection layer 419.

[0340] As the connection layer 419, various anisotropic conductive films (ACF: Anisotropic Conductive Film) and anisotropic conductive pastes (ACP: Anisotropic Conductive Paste) can be used. As the connection layer 419, various anisotropic conductive films (ACF: Anisotropic Conductive Film) and anisotropic conductive pastes (ACP: Anisotropic Conductive Paste) can be used. As the connection layer 419, various anisotropic conductive films (ACF: Anisotropic Conductive Film) and anisotropic conductive pastes (ACP: Anisotropic Conductive Paste) can be used.

[0341] The above is the description of the display panel 700.

[0342] 〔Display Panel 800〕 The display panel 800 is a reflective liquid crystal display device to which a vertical electric field method is applied.

[0343] The display panel 800 includes a resin layer 201, an insulating layer 578, a plurality of transistors, a capacitor element 505, a wiring 367, an insulating layer 511, an insulating layer 512, an insulating layer 513, an insulating layer 514, a liquid crystal element 529, an alignment film 564a, an alignment film 564b, an adhesive layer 517, an insulating layer 576, and a resin layer 202. The display panel 800 includes a resin layer 201, an insulating layer 578, a plurality of transistors, a capacitor element 505, a wiring 367, an insulating layer 511, an insulating layer 512, an insulating layer 513, an insulating layer 514, a liquid crystal element 529, an alignment film 564a, an alignment film 564b, an adhesive layer 517, an insulating layer 576, and a resin layer 202. The display panel 800 includes a resin layer 201, an insulating layer 578, a plurality of transistors, a capacitor element 505, a wiring 367, an insulating layer 511, an insulating layer 512, an insulating layer 513, an insulating layer 514, a liquid crystal element 529, an alignment film 564a, an alignment film 564b, an adhesive layer 517, an insulating layer 576, and a resin layer 202. The display panel 800 includes a resin layer 201, an insulating layer 578, a plurality of transistors, a capacitor element 505, a wiring 367, an insulating layer 511, an insulating layer 512, an insulating layer 513, an insulating layer 514, a liquid crystal element 529, an alignment film 564a, an alignment film 564b, an adhesive layer 517, an insulating layer 576, and a resin layer 202.

[0344] The resin layer 201 and the resin layer 202 are bonded together by an adhesive layer 517. Liquid crystal 563 is sealed in a region surrounded by the resin layer 201, the resin layer 202, and the adhesive layer 517. A polarizing plate 599 is located on the outer surface of the substrate 361. The resin layer 201 and the resin layer 202 are bonded together by an adhesive layer 517. Liquid crystal 563 is sealed in a region surrounded by the resin layer 201, the resin layer 202, and the adhesive layer 517. A polarizing plate 599 is located on the outer surface of the substrate 361. The resin layer 201 and the resin layer 202 are bonded together by an adhesive layer 517. Liquid crystal 563 is sealed in a region surrounded by the resin layer 201, the resin layer 202, and the adhesive layer 517. A polarizing plate 599 is located on the outer surface of the substrate 361.

[0345] The liquid crystal element 529 has an electrode 311b, an electrode 562, and liquid crystal 563. The electrode 311 b functions as a pixel electrode. The electrode 562 functions as a common electrode. The orientation of the liquid crystal 563 can be controlled by the electric field generated between the electrode 311b and the electrode 562. An alignment film 564a is provided between the liquid crystal 563 and the electrode 311b. An alignment film 564b is provided between the liquid crystal 563 and the electrode 562.

[0346] An insulating layer 576, an electrode 562, an alignment film 564b, etc. are provided in the resin layer 202.

[0347] An electrode 311b, an alignment film 564a, a transistor 501, a transistor 503, a capacitor element 505, a connection part 506, a wiring 367, etc. are provided in the resin layer 201.

[0348] Insulating layers such as an insulating layer 511, an insulating layer 512, an insulating layer 513, and an insulating layer 514 are provided on the resin layer 201.

[0349] Here, among the source or drain of the transistor 503, the conductive layer that is not electrically connected to the electrode 311b may function as a part of the signal line. Also, the conductive layer that functions as the gate of the transistor 503 may function as a part of the scanning line.

[0350] In FIG. 11, as an example of the display unit 362, a configuration without a coloring layer is shown. Therefore the liquid crystal element 529 is an element that performs black-and-white gradation display.

[0351] In FIG. 11, an example in which a transistor 501 is provided as an example of the circuit unit 366 is shown.

[0352] ​​​​​​ At least one of the insulating layers 512 and 513 covering each transistor is preferably made of a material through which impurities such as water and hydrogen do not easily diffuse.

[0353] An electrode 311b is provided on the insulating layer 514. The electrode 311b is electrically connected to one of the source or drain of the transistor 503 through openings formed in the insulating layer 514, the insulating layer 513, the insulating layer 512, etc. Also, the electrode 311b is electrically connected to one of the electrodes of the capacitor element 505.

[0354] Since the display panel 800 is a reflective liquid crystal display device, a conductive material that reflects visible light is used for the electrode 311b, and a conductive material that transmits visible light is used for the electrode 562.

[0355] As the conductive material that transmits visible light, for example, a material containing one selected from indium (In), zinc (Zn), tin (Sn) may be used. Specifically, indium oxide, indium tin oxide (ITO), indium zinc oxide, indium oxide containing tungsten oxide, indium zinc oxide containing tungsten oxide, indium oxide containing titanium oxide, indium tin oxide containing titanium oxide, indium tin oxide containing silicon oxide (ITSO), zinc oxide, zinc oxide containing gallium, etc. may be mentioned. In addition, a film containing graphene can also be used. The film containing graphene can be formed, for example, by reducing a film containing graphene oxide.

[0356] As the conductive material that reflects visible light, for example, aluminum, silver, or an alloy of these Examples include alloys containing a certain material. In addition, metallic materials such as gold, platinum, nickel, tungsten, chromium, molybdenum, iron, cobalt, copper, or palladium, or alloys containing these metallic materials can be used. Further, lanthanum, neodymium, or germanium, etc. may be added to the above metallic materials or alloys. Alloys containing aluminum such as an alloy of aluminum and titanium, an alloy of aluminum and nickel, an alloy of aluminum and neodymium, an alloy of aluminum, nickel, and lanthanum (Al-Ni-La), etc. (aluminum alloys), alloys containing silver such as an alloy of silver and copper, an alloy of silver, palladium, and copper (also denoted as Ag-Pd-Cu, APC), and an alloy of silver and magnesium may be used. Here, a linear polarizing plate may be used as the polarizing plate 599, but a circular polarizing plate can also be used. As the circular polarizing plate, for example, a laminate of a linear polarizing plate and a quarter-wave retardation plate can be used. Thereby, external light reflection can be suppressed. Also, according to the type of the polarizing plate 599, the cell gap, alignment, driving voltage, etc. of the liquid crystal element used for the liquid crystal element 529 may be adjusted so as to realize a desired contrast. The electrode 562 is electrically connected by a conductive layer provided on the resin layer 201 side and a connector 543 in a portion near the end of the resin layer 202. Thereby, a potential and a signal can be supplied from the FPC 374, IC, etc. disposed on the resin layer 201 side to the electrode 562. As the connector 543, for example, conductive particles can be used. As the conductive particles, those obtained by coating the surface of particles such as organic resin or silica with a metallic material can be used.

[0357]

[0358]

[0359] ​ This is possible. It is preferable to use nickel or gold as the metal material because it can reduce the contact resistance. Also, it is preferable to use particles in which two or more kinds of metal materials are coated in layers, such as nickel further coated with gold. Also, as the connector 543, it is preferable to use a material that elastically deforms or plastically deforms. At this time, the connector 543, which is a conductive particle, may have a shape flattened in the vertical direction as shown in FIG. 11. By doing so, the contact area between the connector 543 and the conductive layer that is electrically connected to it increases, the contact resistance can be reduced, and the occurrence of defects such as poor connection can be suppressed. The connector 543 is preferably arranged so as to be covered with the adhesive layer 517. For example, the connector 543 may be dispersed in the adhesive layer 517 before curing.

[0360] The connection part 506 is provided in a region near the end of the resin layer 201. The connection part 506 is electrically connected to the FPC 374 via the connection layer 519. In the configuration shown in FIG. 11,

[0361] an example is shown in which the connection part 506 is configured by laminating a part of the wiring 367 and a conductive layer obtained by processing the same conductive film as the electrode 311b.

[0362] The above is the description of the display panel 800.

[0363] 〔Regarding the display element〕 For the display element included in the first pixel located on the display surface side, an element that reflects external light and displays can be used. Since such an element does not have a light source, it is possible to extremely reduce the power consumption during display. As the display element included in the first pixel, typically, a reflective type A liquid crystal element can be used. Alternatively, as the display element of the first pixel, in addition to a MEMS (Micro Electro Mechanical System) element of the shutter type and a MEMS element of the optical interference type, an element to which a microcapsule method, an electrophoresis method, an electro-wetting method, an electrophoretic display (registered trademark) method, etc. are applied can be used. A MEMS (Micro Electro Mechanical System) element of the shutter type In addition to a MEMS element of the optical interference type, an element to which a microcapsule method, an electrophoresis method, an electro-wetting method, an electrophoretic display (registered trademark) method, etc. are applied can be used. In addition to a MEMS element of the optical interference type, an element to which a microcapsule method, an electrophoresis method, an electro-wetting method, an electrophoretic display (registered trademark) method, etc. are applied can be used. can be used.

[0364] Further, the display element of the second pixel located on the side opposite to the display surface side has a light source, and an element that uses the light from the light source for display can be used. Since the light emitted by such a pixel is not affected by external light in terms of its luminance and chromaticity, high color reproducibility (wide color gamut Further, the display element of the second pixel located on the side opposite to the display surface side has a light source, and an element that uses the light from the light source for display can be used. Since the light emitted by such a pixel is not affected by external light in terms of its luminance and chromaticity, high color reproducibility (wide color gamut ) and high contrast, that is, vivid display can be performed. As the display element of the second pixel, for example, a self-luminous element such as an OLED (Organic Light Emitting ) and high contrast, that is, vivid display can be performed. As the display element of the second pixel, for example, a self-luminous element such as an OLED (Organic Light Emitting ) and high contrast, that is, vivid display can be performed. As the display element of the second pixel, for example, a self-luminous element such as an OLED (Organic Light Emitting Diode), an LED (Light Emitting Diode), a QLED (Quantum-dot Light Emitting Diode) can be used. Alternatively, as the display element of the second pixel, a combination of a backlight as a light source and a transmissive liquid crystal element that controls the amount of transmitted light from the backlight can be used. Diode), an LED (Light Emitting Diode), a QLED (Quantum-dot Light Emitting Diode) can be used. Alternatively, as the display element of the second pixel, a combination of a backlight as a light source and a transmissive liquid crystal element that controls the amount of transmitted light from the backlight can be used. can be used.

[0365] 〔Liquid Crystal Element〕 As the liquid crystal element, for example, a liquid crystal element to which a vertical alignment (VA: Vertical Alignment) mode is applied can be used. As the vertical alignment mode, an MVA ( Multi-Domain Vertical Alignment) mode, a PVA ( Patterned Vertical Alignment) mode, ASV (Adv anced Super View) mode, etc. can be used.

[0366] In addition, as the liquid crystal element, a liquid crystal element to which various modes are applied can be used. For example in addition to the VA mode, TN (Twisted Nematic) mode, IPS (In -Plane-Switching) mode, FFS (Fringe Field Sw itching) mode, ASM (Axially Symmetric aligne d Micro-cell) mode, OCB (Optically Compensat ed Birefringence) mode, FLC (Ferroelectric L iquid Crystal) mode, AFLC (AntiFerroelectric Liquid Crystal) mode, etc. can be used. .

[0367] Note that the liquid crystal element is an element that controls the transmission or non-transmission of light by the optical modulation action of the liquid crystal. Note that the optical modulation action of the liquid crystal is controlled by an electric field applied to the liquid crystal (including a horizontal electric field, a vertical electric field, or an oblique electric field). Note that as the liquid crystal used in the liquid crystal element , thermotropic liquid crystal, low molecular liquid crystal, high molecular liquid crystal, polymer dispersed liquid crystal (PDLC: Polymer Dispersed Liquid Crystal), ferroelectric liquid crystal , anti-ferroelectric liquid crystal, etc. can be used. These liquid crystal materials exhibit a cholesteric phase, a smectic phase, a cubic phase, a chiral nematic phase, an isotropic phase, etc. depending on the conditions. Polymer Dispersed Liquid Crystal), ferroelectric liquid crystal , anti-ferroelectric liquid crystal, etc. can be used. These liquid crystal materials exhibit a cholesteric phase, a smectic phase, a cubic phase, a chiral nematic phase, an isotropic phase, etc. depending on the conditions. These liquid crystal materials exhibit a cholesteric phase, a smectic phase, a cubic phase, a chiral nematic phase, an isotropic phase, etc. depending on the conditions.

[0368] Also, as the liquid crystal material, either a positive-type liquid crystal or a negative-type liquid crystal may be used. An optimal liquid crystal material may be used according to the mode and design to be applied.

[0369] Also, in order to control the alignment of the liquid crystal, an alignment film can be provided. When adopting the horizontal electric field method, a liquid crystal showing a blue phase that does not use an alignment film may be used. The blue phase is one of the liquid crystal phases, and it is a phase that appears immediately before the transition from the cholesteric phase to the isotropic phase when the cholesteric liquid crystal is heated. Since the blue phase appears only in a narrow temperature range, a liquid crystal composition mixed with a chiral agent of several weight% or more is used for the liquid crystal layer to improve the temperature range. A liquid crystal composition containing a liquid crystal showing a blue phase and a chiral agent has a short response time and optical isotropy. Also, a liquid crystal composition containing a liquid crystal showing a blue phase and a chiral agent does not require alignment treatment and has little viewing angle dependence. Also, since an alignment film does not need to be provided, rubbing treatment is also unnecessary. Therefore, electrostatic breakdown caused by the rubbing treatment can be prevented, and defects and breakage of the liquid crystal display device during the manufacturing process can be reduced. When using a reflective liquid crystal element, a polarizing plate is provided on the display surface side. Separately from this, placing a light diffusing plate on the display surface side is preferable because it can improve visibility.

[0370] When using a reflective liquid crystal element, a polarizing plate is provided on the display surface side. Also, separately from this, placing a light diffusing plate on the display surface side is preferable because it can improve visibility.

[0371] 〔Light-emitting element〕 As the light-emitting element, an element capable of self-emission can be used, and an element whose brightness is controlled by current or voltage is included in that category. For example, an LED, QLED, organic EL element, inorganic EL element, etc. can be used, but it is preferable to use the light-emitting element described in Embodiment 3 and Embodiment 4. ​​​

[0372] In this embodiment, it is particularly preferable to use a top emission type light emitting element. For the electrode on the light extraction side, a conductive film that transmits visible light is used. Also, for the electrode on the side where light is not extracted, it is preferable to use a conductive film that reflects visible light. Further, the light emitting element may be a single element having one EL layer, or may be a tandem element in which a plurality of EL layers are stacked via a charge generation layer. The EL layer has at least a light emitting layer. As layers other than the light emitting layer, the EL layer may further include a layer containing a substance with high hole injection property, a substance with high hole transport property, a hole blocking material, a substance with high electron transport property, a substance with high electron injection property, or a bipolar substance (a substance with high electron transport property and high hole transport property). The low molecular weight compound, high molecular weight compound, and inorganic compound mentioned in the previous Embodiment 3 can be used for the EL layer. The layers constituting the EL layer can be formed by methods such as vapor deposition method (including vacuum vapor deposition method), transfer method, printing method, inkjet method, and coating method. 〔Adhesive layer〕 As the adhesive layer, various curable adhesives such as photocurable adhesives such as ultraviolet curable type, reaction curable adhesives, thermosetting adhesives, and anaerobic adhesives can be used. Examples of these adhesives include epoxy resins, acrylic resins, silicone resins, phenol resins, polyimide resins, imide resins, PVC (polyvinyl chloride) resins, PVB (polyvinyl butyral) resins, and EVA (ethylene vinyl acetate) resins. In particular, moisture permeability of epoxy resins, etc.

[0373] The EL layer has at least a light emitting layer. As layers other than the light emitting layer, the EL layer may further include a layer containing a substance with high hole injection property, a substance with high hole transport property, a hole blocking material, a substance with high electron transport property, a substance with high electron injection property, or a bipolar substance (a substance with high electron transport property and high hole transport property). The low molecular weight compound, high molecular weight compound, and inorganic compound mentioned in the previous Embodiment 3 can be used for the EL layer. The layers constituting the EL layer can be formed by methods such as vapor deposition method (including vacuum vapor deposition method), transfer method, printing method, inkjet method, and coating method. 〔Adhesive layer〕 As the adhesive layer, various curable adhesives such as photocurable adhesives such as ultraviolet curable type, reaction curable adhesives, thermosetting adhesives, and anaerobic adhesives can be used. Examples of these adhesives include epoxy resins, acrylic resins, silicone resins, phenol resins, polyimide resins, imide resins, PVC (polyvinyl chloride) resins, PVB (polyvinyl butyral) resins, and EVA (ethylene vinyl acetate) resins. In particular, moisture permeability of epoxy resins, etc.

[0374] The EL layer has at least a light emitting layer. As layers other than the light emitting layer, the EL layer may further include a layer containing a substance with high hole injection property, a substance with high hole transport property, a hole blocking material, a substance with high electron transport property, a substance with high electron injection property, or a bipolar substance (a substance with high electron transport property and high hole transport property). The low molecular weight compound, high molecular weight compound, and inorganic compound mentioned in the previous Embodiment 3 can be used for the EL layer. The layers constituting the EL layer can be formed by methods such as vapor deposition method (including vacuum vapor deposition method), transfer method, printing method, inkjet method, and coating method. 〔Adhesive layer〕

[0375] As the adhesive layer, various curable adhesives such as photocurable adhesives such as ultraviolet curable type, reaction curable adhesives, thermosetting adhesives, and anaerobic adhesives can be used. Examples of these adhesives include epoxy resins, acrylic resins, silicone resins, phenol resins, polyimide resins, imide resins, PVC (polyvinyl chloride) resins, PVB (polyvinyl butyral) resins, and EVA (ethylene vinyl acetate) resins. In particular, moisture permeability of epoxy resins, etc. As the adhesive layer, various curable adhesives such as photocurable adhesives such as ultraviolet curable type, reaction curable adhesives, thermosetting adhesives, and anaerobic adhesives can be used. Examples of these adhesives include epoxy resins, acrylic resins, silicone resins, phenol resins, polyimide resins, imide resins, PVC (polyvinyl chloride) resins, PVB (polyvinyl butyral) resins, and EVA (ethylene vinyl acetate) resins. In particular, moisture permeability of epoxy resins, etc. As the adhesive layer, various curable adhesives such as photocurable adhesives such as ultraviolet curable type, reaction curable adhesives, thermosetting adhesives, and anaerobic adhesives can be used. Examples of these adhesives include epoxy resins, acrylic resins, silicone resins, phenol resins, polyimide resins, imide resins, PVC (polyvinyl chloride) resins, PVB (polyvinyl butyral) resins, and EVA (ethylene vinyl acetate) resins. In particular, moisture permeability of epoxy resins, etc. As the adhesive layer, various curable adhesives such as photocurable adhesives such as ultraviolet curable type, reaction curable adhesives, thermosetting adhesives, and anaerobic adhesives can be used. Examples of these adhesives include epoxy resins, acrylic resins, silicone resins, phenol resins, polyimide resins, imide resins, PVC (polyvinyl chloride) resins, PVB (polyvinyl butyral) resins, and EVA (ethylene vinyl acetate) resins. In particular, moisture permeability of epoxy resins, etc. As the adhesive layer, various curable adhesives such as photocurable adhesives such as ultraviolet curable type, reaction curable adhesives, thermosetting adhesives, and anaerobic adhesives can be used. Examples of these adhesives include epoxy resins, acrylic resins, silicone resins, phenol resins, polyimide resins, imide resins, PVC (polyvinyl chloride) resins, PVB (polyvinyl butyral) resins, and EVA (ethylene vinyl acetate) resins. In particular, moisture permeability of epoxy resins, etc. As the adhesive layer, various curable adhesives such as photocurable adhesives such as ultraviolet curable type, reaction curable adhesives, thermosetting adhesives, and anaerobic adhesives can be used. Examples of these adhesives include epoxy resins, acrylic resins, silicone resins, phenol resins, polyimide resins, imide resins, PVC (polyvinyl chloride) resins, PVB (polyvinyl butyral) resins, and EVA (ethylene vinyl acetate) resins. In particular, moisture permeability of epoxy resins, etc. Materials with low [property] are preferred. Also, a two-component mixed resin may be used. Further, an adhesive sheet or the like may be used.

[0376] Also, the above resin may contain a desiccant. For example, substances that adsorb moisture by chemical adsorption, such as oxides of alkaline earth metals (calcium oxide, barium oxide, etc.), can be used. Or substances that adsorb moisture by physical adsorption, such as zeolite and silica gel, may be used. If a desiccant is included, it is possible to suppress the intrusion of impurities such as moisture into the element, which is preferable because the reliability of the display panel is improved. Also, by mixing a filler with a high refractive index or a light-scattering member into the above resin, the light extraction efficiency can be improved. For example, titanium oxide, barium oxide, zeolite, zirconium, etc. can be used.

[0377] [Connection layer] As the connection layer, an anisotropic conductive film (ACF: Anisotropic Condu ctive Film), an anisotropic conductive paste (ACP: Anisotropic C onductive Paste), etc. can be used.

[0378] ctive Film) or an anisotropic conductive paste (ACP: Anisotropic C onductive Paste) can be used.

[0379] [Coloring layer] Examples of materials that can be used for the coloring layer include resin materials containing metal materials, resin materials, pigments, or dyes.

[0380] [Light-shielding layer] Examples of materials that can be used as the light-shielding layer include carbon black, titanium black, metals, metal oxides, composite oxides containing a solid solution of multiple metal oxides, etc. The light-shielding layer It may be a film containing a resin material or a thin film of an inorganic material such as metal. Also a laminated film of a film containing the material of the coloring layer can be used for the light-shielding layer. For example, a film containing the material used for a coloring layer that transmits light of a certain color and a film containing the material used for a coloring layer that transmits light of another color can be used in a laminated structure. By making the materials of the coloring layer and the light-shielding layer common, it is preferable because the apparatus can be made common and the process can be simplified.

[0381] As described above, the configuration shown in this embodiment can be appropriately combined with the configurations shown in other embodiments.

[0382] (Embodiment 7) In this embodiment, an electronic device including the light-emitting element shown in Embodiments 3 and 4 in part will be described. Since the light-emitting elements described in Embodiments 3 and 4 include a light-emitting element including a compound according to one aspect of the present invention, they are light-emitting elements with reduced power consumption and good reliability. As a result, the electronic device described in this embodiment can be an electronic device having a display portion with reduced power consumption and good reliability. Also, since the light-emitting elements described in Embodiments 3 and 4 are light-emitting elements with a low driving voltage, it is possible to make an electronic device with a low driving voltage. Examples of the electronic device to which the above light-emitting element is applied include a television device (also referred to as a TV or a television receiver), a monitor for a computer, a digital camera, a digital video camera, a digital photo frame, a mobile phone (also referred to as a cellular phone or a mobile phone device)

[0383] , a portable game machine, a portable information terminal, an audio reproduction device, a large game machine such as a pachinko machine, etc. ), etc. ​​​​include the following. Specific examples of these electronic devices are shown below.

[0384] FIG. 12(A) shows an example of a television device. The television device has a housing 71 01 in which a display unit 7103 is incorporated. Here, a configuration is shown in which the housing 7101 is supported by a stand 7105. The display unit 7103 can display video, and the display unit 7103 is configured by arranging light-emitting elements in a matrix in the same manner as described in Embodiment 3 or Embodiment 4. Since the light-emitting element includes an organic compound according to one aspect of the present invention, it can be a light-emitting element with good luminous efficiency. In addition, it can be a light-emitting element with a low driving voltage. Therefore, a television device having the display unit 7103 configured by the light-emitting element can be a television device with reduced power consumption. In addition, it can be a television device with a low driving voltage.

[0385] The operation of the television device can be performed by an operation switch provided in the housing 7101 or by a separate remote control operation device 7110. Channel and volume operations can be performed by operation keys 7109 provided in the remote control operation device 7110, and the video displayed on the display unit 7103 can be operated. In addition, the remote control operation device 7110 may be configured to include a display unit 7107 for displaying information output from the remote control operation device 7110.

[0386] Note that the television device has a configuration including a receiver, a modem, etc. The receiver can receive general television broadcasts, and can further connect to a wired or wireless communication network via a modem to perform one-way (sender to receiver) or two-way (sender It is also possible to perform information communication between the sender and the receiver, or between receivers, etc.

[0387] FIG. 12(B) is a computer, including a main body 7201, a housing 7202, a display unit 7203, a keyboard 7204, an external connection port 7205, a pointing device 7206, etc. Note that this computer is manufactured by arranging light-emitting elements in a matrix and using them for the display unit 7203. The light-emitting elements include a compound according to an aspect of the present invention, so that light-emitting elements with good luminous efficiency can be obtained. In addition, it is possible to obtain light-emitting elements with a low driving voltage. Therefore, a computer having a display unit 7203 constituted by the light-emitting elements can be a computer with reduced power consumption. Also, it is possible to obtain a computer with a low driving voltage.

[0388] FIG. 12(C) is a portable game machine, which is composed of two housings, a housing 7301 and a housing 7302, and is openably connected by a connecting portion 7303. In the housing 7301, a display unit 7304 manufactured by arranging light-emitting elements in a matrix, similar to those described in Embodiment 3 and Embodiment 4, is incorporated, and a display unit 7305 is incorporated in the housing 7302. In addition, the portable game machine shown in FIG. 12(C) further includes a speaker unit 7306, a recording medium insertion unit 7307, an LED lamp 7308, input means (operation keys 7309, connection terminals 73 10, a sensor 7311 (force, displacement, position, speed, acceleration, angular velocity, rotation speed, distance, light, liquid , magnetism, temperature, chemical substance, sound, time, hardness, electric field, current, voltage, power, radiation, flow rate, Those including a function of measuring humidity, inclination, vibration, odor, or infrared rays), a microphone 73 12) and the like. Of course, the configuration of the portable game machine is not limited to the above, and at least both, or at least one of the display units 7304 and 7305, or a display unit manufactured by arranging light-emitting elements similar to those described in Embodiment 3 and Embodiment 4 in a matrix may be used, and other accessory equipment may be appropriately provided. The portable game machine shown in FIG. 12(C ) has a function of reading a program or data recorded on a recording medium and displaying it on the display unit, and a function of wirelessly communicating with other portable game machines to share information. Note that the functions of the portable game machine shown in FIG. 12(C) are not limited to this, and it can have various functions. The portable game machine having the display unit 7304 as described above has a display unit 7304 in which the light-emitting element used has a good luminous efficiency because it contains a compound according to an aspect of the present invention, so that a portable game machine with reduced power consumption can be obtained. In addition, since the light-emitting element used in the display unit 7304 contains a compound according to an aspect of the present invention, it can be driven at a low driving voltage, so that a portable game machine with a low driving voltage can be obtained. Since it has, it can be made into a portable game machine with reduced power consumption. Also, since the light-emitting element used in the display unit 7304 contains a compound according to an aspect of the present invention, it can be driven at a low driving voltage, so that a portable game machine with a low driving voltage can be obtained. By including a compound according to an aspect of the present invention, it can be driven at a low driving voltage, so that a portable game machine with a low driving voltage can be obtained.

[0389] FIG. 12(D) shows an example of a mobile phone. The mobile phone includes, in addition to a display unit 7402 incorporated in a housing 7401, operation buttons 7403, an external connection port 7404, a speaker 7 405, a microphone 7406, and the like. Note that the mobile phone has a display unit 7 402 manufactured by arranging light-emitting elements similar to those described in Embodiment 3 and Embodiment 4 in a matrix. Since the light-emitting element contains a compound according to an aspect of the present invention, the luminous efficiency is high. It is possible to obtain a favorable light-emitting element. Also, it is possible to obtain a light-emitting element with a low driving voltage. Therefore, a mobile phone having a display unit 7402 composed of the light-emitting element can be a mobile phone with reduced power consumption. Also, it is possible to obtain a mobile phone with a low driving voltage.

[0390] The mobile phone shown in FIG. 12(D) can also be configured such that information can be input by touching the display unit 7402 with a finger or the like. In this case, operations such as making a call or composing an email can be performed by touching the display unit 7402 with a finger or the like.

[0391] The screen of the display unit 7402 mainly has three modes. The first is a display mode mainly for displaying images, the second is an input mode mainly for inputting information such as characters, and the third is a display + input mode in which the two modes of the display mode and the input mode are mixed. The second is an input mode mainly for inputting information such as characters. The third is a display + input mode in which the two modes of the display mode and the input mode are mixed.

[0392] For example, when making a call or composing an email, the display unit 7402 may be set to the character input mode mainly for character input, and an input operation on the characters displayed on the screen may be performed. In this case, it is preferable to display a keyboard or number buttons on most of the screen of the display unit 7402.

[0393] Also, by providing a detection device having sensors such as a gyro and an acceleration sensor inside the mobile phone to detect the inclination, the orientation (portrait or landscape) of the mobile phone can be determined, and the screen display of the display unit 7402 can be automatically switched.

[0394] Also, the switching of the screen mode can be performed by touching the display unit 7402 or operating the housing 7401.​​​​​​​ It is performed by operating the button 7403. Also, it can be switched according to the type of image displayed on the display unit 7402. For example, if the image signal to be displayed on the display unit is video data, it is switched to the display mode, and if it is text data, it is switched to the input mode.

[0395] Also, in the input mode, the signal detected by the optical sensor of the display unit 7402 is detected, and when there is no input by the touch operation of the display unit 7402 for a certain period, the screen mode may be controlled to be switched from the input mode to the display mode.

[0396] The display unit 7402 can also function as an image sensor. For example, by touching the display unit 7402 with a palm or a finger and imaging the palm print, fingerprint, etc., personal authentication can be performed. Also, if a backlight that emits near-infrared light or a sensing light source that emits near-infrared light is used for the display unit, finger veins, palm veins, etc. can also be imaged.

[0397] Note that the configuration shown in this embodiment can be used by appropriately combining the configurations shown in Embodiments 1 to 4.

[0398] As described above, the application range of the light-emitting device including the light-emitting element containing the compound according to one aspect of the present invention as described in Embodiments 3 and 4 is extremely wide, and this light-emitting device can be applied to electronic devices in all fields. Also, an electronic device with reduced power consumption can be obtained. Also, an electronic device with a low driving voltage can be obtained.

[0399] In addition, the light-emitting element containing the compound according to one aspect of the present invention can also be used for a light source device. ​​​​​​​​One aspect will be described with reference to FIG. 13. The light source device is a compound according to one aspect of the present invention. It has a light-emitting element containing the compound as a light irradiation means, and has at least an input / output terminal portion for supplying current to the light-emitting element. Further, it is preferable that the light-emitting element is shielded from the external atmosphere by a sealing means.

[0400] FIG. 13 is an example of a liquid crystal display device in which a light-emitting element containing a compound according to one aspect of the present invention is applied to a backlight. The liquid crystal display device shown in FIG. 13 has a housing 901, a liquid crystal layer 902, a backlight 903, and a housing 904. The liquid crystal layer 902 is connected to a driver IC 905. In addition, a light-emitting element containing the above compound is used for the backlight 903, and current is supplied through a terminal 906.

[0401] By applying the light-emitting element containing the above compound to the backlight of the liquid crystal display device, a backlight with reduced power consumption can be obtained. Further, by using the light-emitting element containing the above compound, a surface-emitting lighting device can be manufactured, and it is also possible to increase the area. As a result, it is possible to increase the area of the backlight, and it is also possible to increase the area of the liquid crystal display device. Furthermore, the backlight to which the light-emitting element containing the above compound is applied can reduce the thickness compared with the conventional light-emitting device, so that the display device can also be thinned.

[0402] FIG. 14 is an example in which a light-emitting element containing a compound according to one aspect of the present invention is used in an electric stand which is a lighting device. The electric stand shown in FIG. 14 has a housing 2001 and a light source 2002, and a light-emitting element containing the above compound is used as the light source 2002.

[0403] FIG. 15 shows an example in which a light-emitting element containing a compound according to one embodiment of the present invention is applied to an indoor lighting device 3001. Since the light-emitting element containing the above compound is a light-emitting element with reduced power consumption, it can be made into a lighting device with reduced power consumption. Further, since the light-emitting element containing the above compound can be made large in area, it can be used as a large-area lighting device. Further, since the light-emitting element containing the above compound has a small thickness, it is possible to manufacture a thin lighting device. FIG. 15 also shows an example in which a light-emitting element containing a compound according to one embodiment of the present invention is applied to a display device 3002. Since the light-emitting element containing the above compound is a light-emitting element with reduced power consumption, it can be made into a lighting device with reduced power consumption. Further, since the light-emitting element containing the above compound can be made large in area, it can be used as a large-area lighting device. Further, since the light-emitting element containing the above compound has a small thickness, it is possible to manufacture a thin lighting device. Since the light-emitting element containing the above compound is a light-emitting element with reduced power consumption, it can be made into a lighting device with reduced power consumption. Further, since the light-emitting element containing the above compound can be made large in area, it can be used as a large-area lighting device. Further, since the light-emitting element containing the above compound has a small thickness, it is possible to manufacture a thin lighting device. Since the light-emitting element containing the above compound can be made large in area, it can be used as a large-area lighting device. Further, since the light-emitting element containing the above compound has a small thickness, it is possible to manufacture a thin lighting device. Since the light-emitting element containing the above compound has a small thickness, it is possible to manufacture a thin lighting device. FIG. 15 also shows an example in which a light-emitting element containing a compound according to one embodiment of the present invention is applied to a display device 3002. Since the light-emitting element containing the above compound has a small thickness, it is possible to manufacture a thin lighting device. FIG. 15 also shows an example in which a light-emitting element containing a compound according to one embodiment of the present invention is applied to a display device 3002. FIG. 15 also shows an example in which a light-emitting element containing a compound according to one embodiment of the present invention is applied to a display device 3002.

[0404] A light-emitting element containing a compound according to one embodiment of the present invention can also be mounted on the windshield or dashboard of an automobile. FIG. 16 shows an embodiment in which the light-emitting element containing the above compound is used for the windshield or dashboard of an automobile. Display areas 5000 to 5005 are displays provided using the light-emitting element containing the above compound. A light-emitting element containing the above compound can also be mounted on the windshield or dashboard of an automobile. FIG. 16 shows an embodiment in which the light-emitting element containing the above compound is used for the windshield or dashboard of an automobile. Display areas 5000 to 5005 are displays provided using the light-emitting element containing the above compound. Display areas 5000 to 5005 are displays provided using the light-emitting element containing the above compound.

[0405] Display area 5000 and display area 5001 are display devices equipped with the light-emitting element containing the above compound provided on the windshield of the automobile. By manufacturing the first electrode and the second electrode of the light-emitting element containing the above compound with a light-transmissive electrode, a see-through display device in a so-called see-through state can be obtained. If it is a see-through display, it can be installed on the windshield of an automobile without obstructing the view. When providing a transistor or the like for driving, it is preferable to use a light-transmissive transistor such as an organic transistor made of an organic semiconductor material or a transistor using an oxide semiconductor. Display area 5000 and display area 5001 are display devices equipped with the light-emitting element containing the above compound provided on the windshield of the automobile. By manufacturing the first electrode and the second electrode of the light-emitting element containing the above compound with a light-transmissive electrode, a see-through display device in a so-called see-through state can be obtained. By manufacturing the first electrode and the second electrode of the light-emitting element containing the above compound with a light-transmissive electrode, a see-through display device in a so-called see-through state can be obtained. If it is a see-through display, it can be installed on the windshield of an automobile without obstructing the view. When providing a transistor or the like for driving, it is preferable to use a light-transmissive transistor such as an organic transistor made of an organic semiconductor material or a transistor using an oxide semiconductor. If it is a see-through display, it can be installed on the windshield of an automobile without obstructing the view. When providing a transistor or the like for driving, it is preferable to use a light-transmissive transistor such as an organic transistor made of an organic semiconductor material or a transistor using an oxide semiconductor. When providing a transistor or the like for driving, it is preferable to use a light-transmissive transistor such as an organic transistor made of an organic semiconductor material or a transistor using an oxide semiconductor. When providing a transistor or the like for driving, it is preferable to use a light-transmissive transistor such as an organic transistor made of an organic semiconductor material or a transistor using an oxide semiconductor.

[0406] The display region 5002 is a display device equipped with a light-emitting element including the above-mentioned compound provided in the pillar portion. The display area 5002 displays an image captured by an imaging means provided on the vehicle body. This can compensate for the visibility obstructed by the pillars. The display area 5003 provided in the door portion is set outside the car to display the view blocked by the car body. By projecting images from a fixed imaging device, blind spots can be filled and safety can be improved. By projecting an image that complements the invisible parts, it is possible to create a more natural and unnatural appearance. Safety checks can be carried out quickly.

[0407] The display area 5004 and the display area 5005 are used to display navigation information, a speedometer, a tachometer, etc. It also provides information on the engine, mileage, fuel level, gear status, air conditioning settings, and much more. The display items and layout can be changed as needed to suit the user's preferences. This information can also be provided in the display areas 5000 to 5003. In addition, the display areas 5000 to 5005 can be used as lighting devices. It is also possible.

[0408] The compound according to one embodiment of the present invention can also be used in electronic devices such as organic thin-film solar cells. More specifically, because it has carrier transport properties, it can be used in carrier transport layers and carrier injection layers. In addition, since photoexcitation occurs, it can also be used as a power generation layer. EXAMPLES

[0409] In this example, N,N-bis[4-(6 -Phenylbenzo[b]naphtho[1,2-d]fur-8-yl)phenyl]-4-amine Synthesis method of nona-p-terphenyl (abbreviation: BnfBB1TP) (structural formula (103)) and physical properties of the compound are described.

[0410] <Synthesis Example 1> (Step 1: Synthesis of 4-(4-biphenylyl)triphenylamine) Into a 1000 mL three-necked flask, 28 g (85 mmol) of 4-bromotriphenylamine, 17 g (85 mmol) of 4-biphenylboronic acid, 0.92 g (3.0 mmol ) of tri(ortho-tolyl)phosphine, 340 mL of toluene, 85 mL of ethanol and 100 mL of aqueous potassium carbonate solution (2.0 mol / L) were added. After degassing this mixture under reduced pressure, the system was made under a nitrogen stream. This mixture was heated to 60 °C, and then 0.22 g (1.0 mmol) of palladium(II) acetate was added. This mixture was stirred at 80 °C for 5 and a half hours. After stirring, it was cooled to room temperature, and the precipitated solid was collected by suction filtration and washed with water, ethanol and toluene. As a result, 29 g of the target light brown solid was obtained in a yield of 86%. The synthesis scheme of Step 1 is shown in the following formula (A-1).

[0411] [Chemical formula]

[0412] (Step 2: Synthesis of N,N-bis(4-bromophenyl)-4-amino-p-terphenyl) Into a 2 L Erlenmeyer flask, 12 g (30 mmol) of 4-(4-biphenylyl)triphenyl amine and 1.5 L of ethyl acetate were added. After heating and stirring this mixture, 4-(4-bi ​​​​(Phenyl)triphenylamine was dissolved well. After visually confirming that it had dissolved, 1 1 g (60 mmol) of N-bromosuccinimide (NBS) was added, and then this solution was stirred at room temperature for 2 days. The solution obtained after stirring was washed with water and saturated brine, and magnesium sulfate was added for drying. This mixture was filtered naturally, and when the filtrate was concentrated, 12 g of the white solid of the target product was obtained in a yield of 73%. The synthetic scheme of Step 2 is shown in the following formula (A-2).

[0413]

Chemical formula

[0414] The analysis data of the obtained solid by nuclear magnetic resonance spectroscopy ( 1 1H NMR) are shown below. 1 1H NMR (chloroform-d, 500 MHz): δ = 7.0 (d, J = 9.0 Hz, 4H), 7.13 (d, J = 8.5 Hz, 2H), 7.37 (d, J = 8.5 Hz, 5H ), 7.46 (t, J = 8.0 Hz, 2H), 7.54 (d, J = 8.0 Hz, 2H), 7.63 - 7.68 (m, 6H)

[0415] Also, the 1 1H NMR chart of the obtained solid is shown in FIGS. 17(A) and (B). Note that FIG. 17 (B) is an enlarged view of the range from 6.5 ppm to 8.0 ppm in FIG. 17(A). From the measurement results, it was found that N,N-bis(4-bromophenyl)-4-amino-p-terphenyl, which is the target product, was obtained.

[0416] (Step 3: N,N-bis[4-(6-phenylbenzo[b]naphtho[1,2-d]furanyl)-8-yl]phenyl]-4-amino-p-terphenyl (abbreviation: BnfBB1TP ​​ ) Synthesis) Into a 200 mL three-necked flask, add 1.4 g (2.5 mmol) of N,N-bis(4-bromo phenyl)-4-amino-p-terphenyl, 1.7 g (5.0 mmol) of 6-phenyl benzo[b]naphtho[1,2-d]furan-8-boronic acid, 0.11 g (0.40 mmol) of tri(ortho-tolyl)phosphine, 20 mL of toluene, 5 mL of ethanol and 5 mL of aqueous potassium carbonate solution (2.0 mol / L). Degas this mixture under reduced pressure and then make the system under a nitrogen stream. After heating this mixture to 60 °C, add 50 mg (0.20 mmol) of palladium(II) acetate and then stir at 80 °C for one and a half hours . After stirring, collect the precipitated solid by suction filtration and wash it with toluene, water, and ethanol . As a result, 1.0 g of a brown powder was obtained with a yield of 41%. The synthesis scheme of Step 3 is shown in the following formula( A-3).

[0417]

Chemical formula

[0418] 1.0 g of the obtained brown powder was purified by sublimation using the train sublimation method. The sublimation purification was carried out by heating the brown powder at 430 °C for 15 hours under a pressure of 3.2×10 -2 Pa. After sublimation purification, 0.65 g of a pale yellow solid of the target product was obtained with a recovery rate of 63%.

[0419] The analysis data of the obtained solid by nuclear magnetic resonance spectroscopy( 1 1H NMR) are shown below. 1 1H NMR (Dichloromethane-d2, 500 MHz): δ = 7.34 - 7.39 (m, 7H), 7.41 (t, J = 7.5 Hz, 2H), 7.46 (t, J = 7.5 Hz, 2H​ )、7.53 (t, J = 7.5 Hz, 4H), 7.58 - 7.63 (m, 4H), 7.6 5 - 7.68 (m, 4H), 7.72 - 7.78 (m, 8H), 7.97 (d, J = 9. 0 Hz, 4H), 8.06 (d, J = 7.5 Hz, 4H), 8.11 (t, J = 4.0 H z, 4H), 8.43 (d, J = 8.0 Hz, 2H), 8.71 (d, J = 8.0 Hz, 2H)

[0420] Also, the 1H NMR chart of the obtained solid is shown in Figs. 18(A) and (B). Note that Fig. 18 (B) is an enlarged view of the range from 7.0 ppm to 9.0 ppm in Fig. 18(A). From the measurement results, it was found that the target BnfBB1TP was obtained.

[0421] <Properties of BnfBB1TP> The absorption spectrum and emission spectrum of a toluene solution of BnfBB1TP are shown in Fig. 19. Also the absorption spectrum and emission spectrum of the thin film are shown in Fig. 20. The solid thin film was prepared by vacuum evaporation on a quartz substrate. For the measurement of the absorption spectrum of the toluene solution, a UV-visible spectrophotometer (V550 type, manufactured by JASCO Corporation) was used. The absorption spectrum of toluene alone in a quartz cell was measured and subtracted from the absorption spectrum of the toluene solution of BnfBB1TP to obtain the absorption spectrum of the BnfBB1TP solution shown in Fig. 19. Also, for the measurement of the absorption spectrum of the thin film, a spectrophotometer (U4100, manufactured by Hitachi High-Technologies Corporation) was used. For the measurement of the emission spectrum, a fluorescence photometer (FS920, manufactured by Hamamatsu Photonics) was used.

[0422] From Fig. 19, the toluene solution of BnfBB1TP has absorption peaks at 370 nm, 352 nm, and 324 nm A near absorption peak was observed. Similarly, from Figure 19, the peak of the emission wavelength was 416 nm (excitation wavelength 370 nm). Also, from Figure 20, absorption peaks were observed near 383 nm, 36 0 nm, 332 nm, and 266 nm in the thin film of BnfBB1TP. Similarly, from Figure 20, the peak of the emission wavelength was observed near 446 nm (excitation wavelength 365 nm). It was confirmed that BnfBB1TP emits blue light. The compound of one aspect of the present invention can also be used as a host for luminescent substances and fluorescent luminescent substances in the visible region.

[0423] Also, the thin film of BnfBB1TP was found to have good film quality with little aggregation and small morphological changes even in air.

[0424] The HOMO level and LUMO level of BnfBB1TP were calculated based on cyclic voltammetry (CV ) measurements. The calculation method is shown below.

[0425] As the measuring device, an electrochemical analyzer (manufactured by BAS Inc., model number: ALS model 600A or 600C) was used. The solution for CV measurement used dehydrated dimethyl formamide (DMF) (manufactured by Aldrich Co., Ltd., 99.8%, catalog number; 227 05-6) as the solvent, and tetra-n-butylammonium perchlorate (n-B u4NClO4) (manufactured by Tokyo Chemical Industry Co., Ltd., catalog number; T0836) as the supporting electrolyte was dissolved to a concentration of 100 mmol / L, and the measurement target was further dissolved to a concentration of 2 mmol / L to prepare. Also, a platinum electrode (manufactured by BAS Inc., PT E platinum electrode) was used as the working electrode, a platinum electrode (manufactured by BAS Inc., VC-3 use P t counter electrode (5 cm)) was used as the auxiliary electrode, and Ag / Ag was used as the reference electrode+ Electrode (manufactured by BAE Systems, RE7 non-aqueous solvent reference electrode) was used respectively. Note that the measurement was carried out at room temperature (20 or higher and 25 °C or lower). Also, the scan rate during CV measurement was unified to 0.1 V / sec, and the oxidation potential Ea [V] and reduction potential Ec [V] with respect to the reference electrode were measured. Ea was taken as the intermediate potential of the oxidation-reduction wave, and Ec was taken as the intermediate potential of the reduction-oxidation wave. Here, in this example since it is known that the potential energy of the reference electrode used with respect to the vacuum level is -4.94 [eV], from the equations HOMO level [eV] = -4.94 - Ea and LUMO level eV] = -4.94 - Ec, the HOMO level and LUMO level can be obtained respectively. eV] = -4.94 - Ec, the HOMO level and LUMO level can be obtained respectively.

[0426] Also, CV measurement was repeated 100 times, and the oxidation-reduction wave in the 100th cycle measurement was compared with the oxidation-reduction wave in the 1st cycle to examine the electrical stability of the compound.

[0427] As a result, in the measurement of the oxidation potential Ea [V] of BnfBB1TP, it was found that the HOMO level was -5 .50 eV. On the other hand, it was found that the LUMO level was -2.52 eV. Also, in the repeated measurement of the oxidation-reduction wave, when compared with the waveform after 1 cycle and 100 cycles, in the Ea measurement, 79% and in the Ec measurement, 69% of the peak intensity was maintained. From this, it was confirmed that BnfBB1TP has very good resistance to oxidation and reduction.

[0428] Also, the differential scanning calorimetry (DSC measurement) of BnfBB1TP was measured using Pyris1DSC manufactured by PerkinElmer. The differential scanning calorimetry was carried out at a heating rate of 40 °C / min. ​​​​​​​Then, after heating the temperature from -10°C to 320°C, it was held at 320°C for 1 minute and then cooled to -10°C at a cooling rate of 50 °C / min in two consecutive operations.

[0429] From the DSC measurement results of the second cycle, the glass transition point of BnfBB1TP was 163°C, and the crystal lization temperature was 215°C, and the melting point was 307°C, indicating that it is a substance with very high heat resistance.

[0430] Also, thermogravimetric measurement - differential thermal analysis (TG - DTA: Thermogra vimetry - Differential Thermal Analysis) of BnfBB1TP was performed. For the measurement, a high - vacuum differential type differential thermal balance (manufactured by Bruker AXS K.K., TG - DTA2410SA) was used. The measurement was carried out at atmospheric pressure with a heating rate of 10°C / min under a nitrogen gas flow (flow rate 200 mL / min). In the thermogravimetric measurement - differential thermal analysis, the temperature at which the weight obtained from the thermogravimetric measurement becomes - 5% of that at the start of the measurement (decomposition temperature) was 500°C or higher, indicating that it is a substance with high heat resistance.

Example

[0431] In this example, 4,4'-bis(6 - phenylbenzo[b]naphtho[1,2 - d]furan - 8 - yl)-4''-phenyltri enylamine (abbreviation: BnfBB1BP) (structural formula (102)), which is one of the organic compounds according to one aspect of the present invention, will be described in terms of its synthesis method and physical properties of the compound.

[0432] <Synthesis Example 2> (Step 1: 4,4'-bis(6 - phenylbenzo[b]naphtho[1,2 - d]furan ​​Synthesis of ) Into a 200 mL three-necked flask, add 1.4 g (3.0 mmol) of 4,4'-dibromo-4' '-phenyltriphenylamine, 2.0 g (6.0 mmol) of 6-phenylbenzo [b]naphtho[1,2-d]furan-8-boronic acid, 0.31 g (1.0 mmol) of tri(ortho-tolyl)phosphine, 12 mL of toluene, 3 mL of ethanol, and 5 mL of an aqueous potassium carbonate solution (2.0 mol / L). Degas this mixture under reduced pressure and then make the system under a nitrogen stream. After heating this mixture to 60 °C, add 73 mg (0.32 m mol) of palladium(II) acetate, and then stir at 80 °C for 6.5 hours. After stirring, collect the precipitated solid by suction filtration, wash it with toluene, water, and ethanol, and purify the obtained solid by high-performance liquid chromatography (mobile phase: chloroform). As a result, 1.1 g of a pale yellow solid of the target product was obtained with a yield of 42%. This synthetic scheme is shown in the following formula (B-1). .

[0433] 1.0 g of the obtained solid was purified by sublimation using the train sublimation method. The sublimation purification was carried out by heating the solid at a pressure of 3.6 Pa and 420 °C for 15 hours. After sublimation purification, 0.93 g of a pale yellow solid of the target product was obtained with a recovery rate of 81%.

[0434]

Chemical formula

[0435] The analysis data of the obtained solid by nuclear magnetic resonance spectroscopy ( 1 H NMR) are shown below. 11H NMR (Dichloromethane-d2, 500 MHz): δ = 7.33 - 7.38 (m, 7H), 7.41 (t, J = 7.5 Hz, 2H), 7.46 (t, J = 7.5 Hz, 2H ), 7.52 (t, J = 7.5 Hz, 4H), 7.58 - 7.62 (m, 6H), 7.6 5 (d, J = 7.5 Hz, 2H), 7.74 - 7.78 (m, 4H), 7.97 (d, J = 9.0 Hz, 4H), 8.05 (d, J = 8.0 Hz, 4H), 8.11 (t, J = 4 .0 Hz, 4H), 8.43 (d, J = 8.0 Hz, 2H), 8.71 (d, J = 8.0 Hz, 2H)

[0436] In addition, the 1H NMR chart of the obtained solid is shown in FIGS. 21(A) and (B). Note that FIG. 21 1 (B) is an enlarged view of the range from 7.0 ppm to 9.0 ppm in FIG. 21(A). It was found from the measurement results that the target BnfBB1BP was obtained.

[0437] <Properties of BnfBB1BP> Next, the absorption spectrum and emission spectrum of a toluene solution of BnfBB1BP are shown in FIG. 22 . Also, the absorption spectrum and emission spectrum of the thin film are shown in FIG. 23. The measurement method was the same as that shown in Example 1 above.

[0438] From FIG. 22, absorption peaks are observed near 370 nm, 350 nm, and 324 nm in the toluene solution of BnfBB1BP. Similarly, from FIG. 22, the peak of the emission wavelength is 404 nm (excitation wavelength 360 nm). Also, from FIG. 23, absorption peaks are observed near 382 nm, 35 5 nm, 330 nm, 278 nm, 257 nm, and 207 nm in the thin film of BnfBB1BP. Similarly, from FIG. 23, the peak of the emission wavelength is observed near 450 nm (excitation wavelength 370 nm). ​It was confirmed that BnfBB1BP emits blue light. The compound of one aspect of the present invention can also be used as a host for luminescent substances and fluorescent substances in the visible region. It can also be used as a host for luminescent substances and fluorescent substances in the visible region.

[0439] In addition, the thin film of BnfBB1BP was found to be a good film quality that is less likely to aggregate and has little change in form even in the air. It was found to be a good film quality.

[0440] Next, the HOMO level and LUMO level of BnfBB1BP were calculated based on cyclic voltammetry (CV) measurements. The calculation method was the same as in Example 1. The calculation method was the same as in Example 1.

[0441] In addition, CV measurements were repeated 100 times, and the oxidation-reduction wave in the 100th cycle measurement was compared with the oxidation-reduction wave in the first cycle to examine the electrical stability of the compound. The oxidation-reduction wave in the 100th cycle measurement was compared with the oxidation-reduction wave in the first cycle to examine the electrical stability of the compound.

[0442] As a result, in the measurement of the oxidation potential Ea [V] of BnfBB1BP, it was found that the HOMO level was -5 .51 eV. On the other hand, it was found that the LUMO level was -2.50 eV. In addition, when comparing the waveforms of the first cycle and the 100th cycle after repeated measurements of the oxidation-reduction wave, in the Ea measurement, 79% of the peak intensity was maintained, and in the Ec measurement, 77% of the peak intensity was maintained. Therefore, it was confirmed that BnfBB1BP has very good resistance to oxidation and reduction. It was found that the LUMO level was -2.50 eV. In addition, when comparing the waveforms of the first cycle and the 100th cycle after repeated measurements of the oxidation-reduction wave, in the Ea measurement, 79% of the peak intensity was maintained, and in the Ec measurement, 77% of the peak intensity was maintained. Therefore, it was confirmed that BnfBB1BP has very good resistance to oxidation and reduction. In addition, when comparing the waveforms of the first cycle and the 100th cycle after repeated measurements of the oxidation-reduction wave, in the Ea measurement, 79% of the peak intensity was maintained, and in the Ec measurement, 77% of the peak intensity was maintained. Therefore, it was confirmed that BnfBB1BP has very good resistance to oxidation and reduction. In addition, when comparing the waveforms of the first cycle and the 100th cycle after repeated measurements of the oxidation-reduction wave, in the Ea measurement, 79% of the peak intensity was maintained, and in the Ec measurement, 77% of the peak intensity was maintained. Therefore, it was confirmed that BnfBB1BP has very good resistance to oxidation and reduction. It was confirmed that it is very good.

[0443] In addition, differential scanning calorimetry (DSC measurement) of BnfBB1BP was performed. The measurement method was the same as in Example 1 shown above. From the DSC measurement results of the second cycle, it was revealed that the glass transition point of BnfBB1BP is 155 °C, indicating that it is a substance with very high heat resistance. The measurement method was the same as in Example 1 shown above. From the DSC measurement results of the second cycle, it was revealed that the glass transition point of BnfBB1BP is 155 °C, indicating that it is a substance with very high heat resistance. It was revealed that the glass transition point of BnfBB1BP is 155 °C, indicating that it is a substance with very high heat resistance. It was shown that it is a substance with very high heat resistance.

[0444] In addition, thermogravimetric measurement-differential thermal analysis (TG-DTA: Thermogra vimetry-Differential Thermal Analysis) of BnfBB1BP was performed in the same manner as in Example 1. In the thermogravimetric measurement-differential thermal analysis, the temperature (decomposition temperature) at which the weight determined from the thermogravimetric measurement becomes -5% of that at the start of the measurement is 500 °C or higher and it was found that the substance has high heat resistance .

Example

[0445] In this example, N,N-bis[4-(dibenzofuran-4-yl)phenyl]-4-amino-p-terphenyl (abbreviation: DBfBB1TP), sy...

Claims

1. An element having an anode, a cathode, and an EL layer, the EL layer being positioned between the anode and the cathode, the EL layer having a light-emitting layer, a first hole transport layer, and a second hole transport layer, the first hole transport layer being positioned between the anode and the second hole transport layer, the second hole transport layer being positioned between the first hole transport layer and the light-emitting layer, the light-emitting element, wherein the second hole transport layer contains an organic compound represented by formula (G0). 【Chemical Formula 1】 (However, in formula (G0), Ar １ to Ar ３ each independently represent a substituted or unsubstituted aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms, Ar ４ represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms, n, m, and l each independently represent an integer of 0 or 1. Also, A １ and A ２ are both groups represented by formula (g0-a) or formula (g1-a). When Ar １ to Ar ４ have substituents, the substituents are each independently a group represented by any one of formula (R-1) to formula (R-57).) 【Chemical Formula 2】 (However, in formula (g0-a) and formula (g1-a), Ar5 and Ar6 each independently represent a substituted or unsubstituted aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms, and R1 represents hydrogen or a substituted or unsubstituted phenyl group. When Ar ５ and Ar6 have substituents, the substituents are each independently a group represented by any one of formula (R-1) to formula (R-57).) 【Chemical Formula 3】 【Chemical Formula 4】

2. An element having an anode, a cathode, and an EL layer, the EL layer being positioned between the anode and the cathode, The EL layer has a light-emitting layer, a first hole transport layer, and a second hole transport layer, The first hole transport layer is located between the anode and the second hole transport layer, The second hole transport layer is located between the first hole transport layer and the light-emitting layer, A light-emitting device, wherein the second hole transport layer contains an organic compound represented by formula (G2). [Chemical Formula 5] (However, in formula (G2), Ar １ to Ar ３ , Ar ５ , Ar ６ each independently represents a substituted or unsubstituted aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms, and Ar ４ represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms, and n, m, and l each independently represent an integer of 0 or 1. When Ar １ to Ar ６ have substituents, the substituents are each independently a group represented by any one of formula (R-1) to formula (R-57).) [Chemical Formula 6] [Chemical Formula 7]

3. A light-emitting device having an anode, a cathode, and an EL layer, The EL layer is located between the anode and the cathode, The EL layer has a light-emitting layer, a first hole transport layer, and a second hole transport layer, The first hole transport layer is located between the anode and the second hole transport layer, The second hole transport layer is located between the first hole transport layer and the light-emitting layer, A light-emitting device, wherein the second hole transport layer contains an organic compound represented by formula (G3). [Chemical Formula 8] (However, in formula (G3), Ar １ to Ar ３ each independently represents a substituted or unsubstituted aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms, and Ar ４represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms, and n, m, and l each independently represent an integer of 0 or 1. Ar １ to Ar ４ When having a substituent, the substituent is each independently a group represented by any one of formula (R-1) to formula (R-57).) 【Chemical Formula 9】 【Chemical Formula 10】

4. An EL device having an anode, a cathode, and an EL layer, The EL layer is located between the anode and the cathode, The EL layer has a light-emitting layer, a first hole transport layer, and a second hole transport layer, The first hole transport layer is located between the anode and the second hole transport layer, The second hole transport layer is located between the first hole transport layer and the light-emitting layer, An EL device, wherein the second hole transport layer contains an organic compound represented by formula (G4). 【Chemical Formula 11】 (However, in formula (G4), Ar １ to Ar ３ each independently represent a substituted or unsubstituted aromatic hydrocarbon-diyl group having 6 to 25 carbon atoms, Ar ４ represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms, and n, m, and l each independently represent an integer of 0 or 1. Ar １ to Ar ４ When having a substituent, the substituent is each independently a group represented by any one of formula (R-1) to formula (R-57).) 【Chemical Formula 12】 【Chemical Formula 13】

5. An EL device having an anode, a cathode, and an EL layer, The EL layer is located between the anode and the cathode, The EL layer has a light-emitting layer, a first hole transport layer, and a second hole transport layer, The first hole transport layer is located between the anode and the second hole transport layer, The second hole transport layer is located between the first hole transport layer and the light emitting layer, A light emitting device, wherein the second hole transport layer contains an organic compound represented by formula (G5). [Chemical Formula 14] (However, in formula (G5), n represents an integer from 0 to 3.)

6. A light emitting device having an anode, a cathode, and an EL layer, The EL layer is located between the anode and the cathode, The EL layer has a light emitting layer, a first hole transport layer, and a second hole transport layer, The first hole transport layer is located between the anode and the second hole transport layer, The second hole transport layer is located between the first hole transport layer and the light emitting layer, A light emitting device, wherein the second hole transport layer contains an organic compound represented by formula (102), formula (103), formula (106), or formula (117). [Chemical Formula 15]

7. In any one of claims 1 to 6, The EL layer further has a hole injection layer, The hole injection layer is provided in contact with the anode and the first hole transport layer, A light emitting device, wherein the hole injection layer contains an organic compound having acceptor properties.

8. In claim 7, A light emitting device, wherein the organic compound having acceptor properties is 2,3,6,7,10,11 - hexacyano - 1,4,5,8,9,12 - hexaazatriphenylene.

9. A light emitting device having a light emitting part having the light emitting device according to any one of claims 1 to 8, and a substrate.

10. A display unit having the light emitting device according to claim 9, An electronic device including an antenna, a battery, a housing, a speaker, a microphone, or an operation key.

11. The light-emitting device according to claim 9, A lighting device including a housing, a connection terminal, or a protective cover.

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