Compounds and light-emitting elements

JP2026131604APending Publication Date: 2026-08-14SEMICON ENERGY LAB CO LTD
View PDF 2 Cites 0 Cited by

Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2026-04-01
Publication Date
2026-08-14

Smart Images

  • Figure 2026131604000075
    Figure 2026131604000075
  • Figure 2026131604000076
    Figure 2026131604000076
  • Figure 2026131604000077
    Figure 2026131604000077
Patent Text Reader

Abstract

We provide novel compounds and highly reliable light-emitting devices. [Solution] A benzoflopyrimidine skeleton or a benzothienopyrimidine skeleton and the first position It is a compound having a substitution group and a second substituent. The first substituent and the second substituent are f It has a lan skeleton, a thiophene skeleton, or a pyrrole skeleton. The first substituent is benzofloxacin. The pyrimidine ring in the pyrimidine skeleton, or the pyrimidine ring in the benzothienopyrimidine skeleton Bonded to the midin ring, the second substituent is the benzene ring of the benzophropyrimidine skeleton, Alternatively, it binds to the benzene ring of the benzothienopyrimidine skeleton. Furthermore, the compound possesses It is a light-emitting element.
Need to check novelty before this filing date? Find Prior Art

Description

[Technical Field]

[0001] One aspect of the present invention relates to a benzoflopyrimidine skeleton or a benzothienopyrimidine skeleton, This relates to compounds having a furan skeleton, a thiophene skeleton, or a pyrrole skeleton. Or, The present invention relates to a light-emitting element having the compound, or a display device, electronic device, having the light-emitting element. And relating to lighting devices.

[0002] Furthermore, one aspect of the present invention is not limited to the above-mentioned technical field. One aspect of the technical field relates to a product, method, or method of manufacture. Or, one aspect of the present invention. This refers to a process, machine, manufacture, or composition. Regarding the ter. Therefore, the technical aspects of one aspect of the present invention disclosed more specifically herein Examples include semiconductor devices, display devices, liquid crystal display devices, light-emitting devices, lighting devices, energy storage devices, and memory devices. Examples include devices, methods for driving them, or methods for manufacturing them. . [Background technology]

[0003] In recent years, electroluminescence (EL) Research and development of light-emitting devices using this technology are actively underway. The basic configuration of these light-emitting devices is The device has a configuration in which a layer containing a light-emitting material (EL layer) is sandwiched between a pair of electrodes. By applying a voltage between them, light emission can be obtained from the light-emitting material.

[0004] Since the aforementioned light-emitting element is self-illuminating, the display device using it offers excellent visibility and battery life. It has advantages such as not requiring crystalline materials and consuming less power. Furthermore, it can be manufactured to be thin and lightweight. Furthermore, this display device also has advantages such as a high response speed.

[0005] An EL (electroluminescent) device is used, which contains the luminescent organic compound between a pair of electrodes. In the case of a light-emitting element with layers (for example, an organic EL element), applying a voltage between a pair of electrodes As a result, electrons are injected from the cathode and holes from the anode into the light-emitting EL layer. Then, an electric current flows. And, by the recombination of the injected electrons and holes, light emission occurs. When an organic compound is excited, light emission can be obtained from the excited, luminescent organic compound. ru.

[0006] The types of excited states that organic compounds can form include singlet excited states (S * ) and triplet excitation Status (T * ) and the emission from the singlet excited state is fluorescence, and the emission from the triplet excited state is phosphorus It is called light. Also, the statistical generation ratio of these in light-emitting elements is S * :T * = The ratio is 1:3. Therefore, compared to light-emitting elements using fluorescent compounds, Light-emitting devices using phosphorescent compounds (phosphorescent compounds) can achieve higher luminescence efficiency. This becomes possible. Therefore, phosphorescent compounds that can convert triplet excited states into luminescence. In recent years, there has been a great deal of activity in developing light-emitting elements using this technology (see, for example, Patent Document 1).

[0007] One of the important characteristics of such light-emitting elements is their luminous efficiency and lifetime, but Performance such as luminescence efficiency and lifespan does not depend solely on the luminescent material, but rather on the luminescent material Host materials necessary for exciting the cells, and carrier materials necessary for transporting the carriers. Performance is also greatly affected. Therefore, in order to improve the luminous efficiency and lifespan of the light-emitting elements, various Compounds with various molecular structures have been proposed (see, for example, Patent Document 2). [Prior art documents] [Patent Documents]

[0008] [Patent Document 1] Japanese Patent Publication No. 2010-182699 [Patent Document 2] Japanese Patent Publication No. 2014-209611 [Overview of the project] [Problems that the invention aims to solve]

[0009] In recent years, with the demand for higher performance in light-emitting devices and display devices, there has been a growing need for light-emitting devices that operate with low power consumption. Devices and display devices are needed. Therefore, light-emitting elements that exhibit high efficiency are required. It is being sought. Furthermore, there is a demand for light-emitting elements with a long lifespan. Many materials for light-emitting elements have been proposed, but it is necessary to realize light-emitting elements with high luminous efficiency and long lifespan. Developing the necessary materials is proving difficult.

[0010] Therefore, one aspect of the present invention aims to provide a novel compound. In one aspect of the present invention, a novel compound with a high triplet excitation energy level is provided. This is one of the challenges. Alternatively, in one aspect of the present invention, a light-emitting element having a novel compound is provided. One of the challenges is to provide a highly reliable light-emitting element. One of the objectives is to provide a light-emitting element with high luminescence efficiency. Alternatively, in one aspect of the present invention, One of the objectives of this invention is to provide a novel light-emitting device. In one aspect of this invention, the objective is to provide a novel light-emitting device. One aspect of the present invention is to provide a novel display device. do.

[0011] Furthermore, the description of the above problems does not preclude the existence of other problems. Also, one aspect of the present invention is not necessarily However, it is not necessary to solve all of these problems. Other issues not mentioned above should be described in the specification, etc. This is self-evident, and it is possible to extract issues other than those mentioned above from the description in the specification, etc. ru. [Means for solving the problem]

[0012] One aspect of the present invention relates to a benzoflopyrimidine skeleton or a benzothienopyrimidine skeleton Furthermore, it has two substituents that are one of the following: a furan skeleton, a thiophene skeleton, or a pyrrole skeleton. It is a compound that does so. Alternatively, one aspect of the present invention is a light-emitting device containing the compound.

[0013] Therefore, one aspect of the present invention relates to a benzophropyrimidine skeleton or benzothienopyrimidine It has a din skeleton, a first substituent, and a second substituent, the first substituent being a furan skeleton. It has either a thiophene skeleton or a pyrrole skeleton, and the second substituent is a furan skeleton. It has either a thiophene skeleton or a pyrrole skeleton, and the first substituent is benzoflop The pyrimidine rings of the limidine skeleton, or the pyrimidine rings of the benzothienopyrimidine skeleton Bonded to the din ring, the second substituent is the benzene ring of the benzophropyrimidine skeleton, It is a compound that binds to the benzene ring of the benzothienopyrimidine skeleton.

[0014] Another aspect of the present invention relates to a benzoflo[3,2-d]pyrimidine skeleton or benzo It has a thieno[3,2-d]pyrimidine skeleton, a first substituent, and a second substituent, The substituent of 1 has one of the following skeletons: furan skeleton, thiophene skeleton, or pyrrole skeleton. The substituent of 2 has one of the following skeletons: furan skeleton, thiophene skeleton, or pyrrole skeleton. The substituents are at the 2nd or 4th position of the benzofl[3,2-d]pyrimidine skeleton, or The second substituent is bonded to the 2nd or 4th position of the nzothieno[3,2-d]pyrimidine skeleton. , any of the 6th to 9th positions of the benzoflo[3,2-d]pyrimidine skeleton, or benzo It is a compound that binds to any of the 6th to 9th positions of the eno[3,2-d]pyrimidine skeleton.

[0015] Another aspect of the present invention relates to a benzoflo[3,2-d]pyrimidine skeleton or benzo It has a thieno[3,2-d]pyrimidine skeleton, a first substituent, and a second substituent, The substituent of 1 has one of the following skeletons: furan skeleton, thiophene skeleton, or pyrrole skeleton. The substituent of 2 has one of the following skeletons: furan skeleton, thiophene skeleton, or pyrrole skeleton. The substituents are at position 4 of the benzoflo[3,2-d]pyrimidine skeleton, or benzothieno[ The second substituent is benzofloxacin, which is bonded to the 4th position of the 3,2-d pyrimidine skeleton. ] Binding to position 8 of the pyrimidine skeleton, or position 8 of the benzothieno[3,2-d]pyrimidine skeleton It is a compound that combines with other compounds.

[0016] In each of the above configurations, both the first substituent and the second substituent have a furan skeleton, and both It is preferable that it has either a thiophene skeleton or both have a pyrrole skeleton. stomach.

[0017] Furthermore, in each of the above configurations, the first substituent is a dibenzofuran skeleton, dibenzothiophene It has either a carbazole skeleton or a dibenzofuran skeleton, and the second substituent is a dibenzofuran skeleton. Preferably, it has one of the following skeletons: dibenzothiophene skeleton or carbazole skeleton. Furthermore, both the first substituent and the second substituent have a dibenzofuran skeleton, both are dibenzo It is preferable that it either has a thiophene skeleton or both have a carbazole skeleton. It seems so.

[0018] Furthermore, in each of the above configurations, it is preferable that the first substituent and the second substituent are the same.

[0019] Another aspect of the present invention is a compound represented by the following general formula (G0).

[0020] [ka]

[0021] In general formula (G0), Q represents O or S, and A1 and A2 are independent of each other. , substituted or unsubstituted dibenzofuran skeleton, substituted or unsubstituted dibenzothiophene R represents the skeleton, or either a substituted or unsubstituted carbazole skeleton. 1 ~R 4 teeth Each of these independently consists of hydrogen, a substituted or unsubstituted C1 to C6 alkyl group, and a substituted or unsubstituted alkyl group. or an unsubstituted cycloalkyl group having 3 to 7 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 6 carbon atoms. Represents any of 13 aryl groups, where α and β are independently substituted or Represents an unsubstituted arylene group with 6 to 13 carbon atoms, where m is an integer from 0 to 4, and n is Represents integers from 0 to 4.

[0022] Another aspect of the present invention is a compound represented by the following general formula (G1).

[0023] [ka]

[0024] In the general formula (G1), Q represents O or S, and A1 and A2 are independent of each other. , substituted or unsubstituted dibenzofuran skeleton, substituted or unsubstituted dibenzothiophene R represents the skeleton, or either a substituted or unsubstituted carbazole skeleton. 1 ~R 4 teeth Each of these independently consists of hydrogen, a substituted or unsubstituted C1 to C6 alkyl group, and a substituted or unsubstituted alkyl group. or an unsubstituted cycloalkyl group having 3 to 7 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 6 carbon atoms. Represents any of 13 aryl groups, where α and β are independently substituted or Represents an unsubstituted arylene group with 6 to 13 carbon atoms, where m is an integer from 0 to 4, and n is Represents integers from 0 to 4.

[0025] In each of the above configurations, A1 and A2 are both substituted or unsubstituted dibenzofuran skeletons. A dibenzothiophene skeleton that is either substituted or unsubstituted, or a dibenzothiophene skeleton that is either substituted or unsubstituted It is preferably one of the ruvacole skeletons, where both α and β are phenylene groups.

[0026] Furthermore, in each of the above configurations, A1 and A2 are the same group, and α and β are the same group. It is preferable that m and n are the same. It is also preferable that both m and n are 1.

[0027] Another aspect of the present invention is a compound represented by the following general formula (G2).

[0028] [ka]

[0029] In general formula (G2), Q represents O or S, and X and Z each independently represent O , S, or N-R, where R 1 to R 18 and R each independently represent hydrogen , a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 7 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, and α and β each independently represent a substituted or unsubstituted arylene group having 6 to 1 3 carbon atoms, m represents an integer from 0 to 4, and n represents an integer from 0 to 4.

[0030] Another aspect of the present invention is a compound represented by the following general formula (G3).

[0031] [Chemical formula]

[0032] In general formula (G3), Q represents O or S, and X and Z each independently represent O , S, or N-R, where R 1 to R 18 and R each independently represent hydrogen , a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 7 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, and α and β each independently represent a substituted or unsubstituted arylene group having 6 to 1 3 carbon atoms, m represents an integer from 0 to 4, and n represents an integer from 0 to 4.

[0033] In each of the above configurations, it is preferable that X and Z are both O or both S, and α and β are both phen ylene groups.

[0034] Furthermore, in each of the above configurations, R 5 ~R 18 It is preferable that all of them be hydrogen.

[0035] Another aspect of the present invention is a compound represented by the following general formula (G4).

[0036] [ka]

[0037] In general formula (G4), Q represents O or S, and R 1 ~R 4 , and R 19 ~R 34 Each of these independently consists of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, and Substituted or unsubstituted cycloalkyl groups having 3 to 7 carbon atoms, or substituted or unsubstituted carbon atoms It represents one of the aryl groups with prime numbers from 6 to 13, and α and β can be substituted independently. or represents an unsubstituted arylene group with 6 to 13 carbon atoms, and m represents an integer from 0 to 4. n represents an integer between 0 and 4.

[0038] In the above configuration, it is preferable that both α and β are phenylene groups.

[0039] Furthermore, in each of the above configurations, R 19 ~R 34 It is preferable that all of them be hydrogen.

[0040] Furthermore, in each of the above configurations, it is preferable that α and β are the same group, and m and n are the same. Furthermore, it is preferable that both m and n are 1.

[0041] Furthermore, in each of the above configurations, R 1 ~R 4 It is preferable that all of them be hydrogen.

[0042] Another aspect of the present invention is a light-emitting element having the compounds described in each of the above configurations. Furthermore, the present invention relates to a light-emitting element comprising the compounds described in each of the above configurations and a guest material.

[0043] In the above configuration, the guest material can convert the triplet excitation energy into light emission. It is preferable that it has the function of [doing something].

[0044] Another aspect of the present invention comprises a guest material, a first organic compound, and a second organic compound. The guest material has the ability to convert triplet excitation energy into light emission. The first organic compound and the second organic compound are combinations that form an excited complex. The first organic compound is a light-emitting element, the first of which is a compound described in each of the above configurations.

[0045] Another aspect of the present invention involves the light-emitting element of each of the above configurations and a color filter or transistor. A display device having at least one of the ZISTA. Another aspect of the present invention is the The electronic device comprises a display device and at least one of a housing or a touch sensor. Furthermore, another aspect of the present invention relates to the light-emitting element of each of the above configurations and a housing or touch sensor. It is a lighting device having at least one of the following. Another aspect of the present invention is a lighting device having a light-emitting element. This includes not only optical devices but also electronic devices that have light-emitting devices. A light-emitting device refers to an image display device or a light source (including lighting devices). A connector for the optical element, for example, FPC (Flexible Printed Circuit) t) Display module with TCP (Tape Carrier Package) attached A display module with a printed circuit board attached to the TCP, or a light-emitting element with a C The OG (Chip On Glass) method directly mounts the IC (integrated circuit) to the display. Modules may also be included as part of the light-emitting device. [Effects of the Invention]

[0046] According to one aspect of the present invention, a novel compound can be provided. Or, according to one aspect of the present invention Depending on the method, it is possible to provide novel compounds with high triplet excitation energy levels. According to one aspect of the present invention, a light-emitting element having a novel compound can be provided. Alternatively, according to one aspect of the present invention, a highly reliable light-emitting element can be provided. According to one aspect of the present invention, a light-emitting element with high luminescence efficiency can be provided. In one aspect of the present invention, a novel light-emitting device can be provided. Alternatively, in one aspect of the present invention, This allows us to provide more novel display devices.

[0047] Furthermore, the description of these effects does not preclude the existence of other effects. One aspect of the present invention is: It is not necessarily required to have all of these effects. Other effects are described in the specification. This is obvious from the descriptions in the specifications, drawings, and claims, and the descriptions in the specifications, drawings, and claims Therefore, it is possible to extract effects other than those mentioned above. [Brief explanation of the drawing]

[0048] [Figure 1] A schematic cross-sectional view of a light-emitting element according to one embodiment of the present invention. [Figure 2] A schematic cross-sectional view of a light-emitting layer according to one aspect of the present invention, and a schematic diagram illustrating the correlation of energy levels. [Figure 3] A schematic cross-sectional view of a light-emitting element according to one embodiment of the present invention, and a schematic diagram illustrating the correlation of energy levels. [Figure 4] A schematic cross-sectional view of a light-emitting element according to one embodiment of the present invention. [Figure 5] A schematic cross-sectional view of a light-emitting element according to one embodiment of the present invention. [Figure 6] A schematic cross-sectional diagram illustrating a method for manufacturing a light-emitting element according to one embodiment of the present invention. [Figure 7] A schematic cross-sectional diagram illustrating a method for manufacturing a light-emitting element according to one embodiment of the present invention. [Figure 8] A schematic cross-sectional view of a semiconductor device according to one embodiment of the present invention. [Figure 9] A top view and a schematic cross-sectional view illustrating a display device according to one embodiment of the present invention. [Figure 10] A schematic cross-sectional view illustrating a display device according to one embodiment of the present invention. [Figure 11] A schematic cross-sectional view illustrating a display device according to one embodiment of the present invention. [Figure 12] A schematic cross-sectional view illustrating a display device according to one embodiment of the present invention. [Figure 13] A schematic cross-sectional view illustrating a display device according to one embodiment of the present invention. [Figure 14] A schematic cross-sectional view illustrating a display device according to one embodiment of the present invention. [Figure 15] A schematic cross-sectional view illustrating a display device according to one embodiment of the present invention. [Figure 16] A schematic cross-sectional view illustrating a display device according to one embodiment of the present invention. [Figure 17] A schematic cross-sectional view illustrating a display device according to one embodiment of the present invention. [Figure 18] A schematic cross-sectional diagram illustrating the method for fabricating the EL layer. [Figure 19] A conceptual diagram illustrating a droplet dispensing device. [Figure 20] A block diagram and a circuit diagram illustrating a display device according to one embodiment of the present invention. [Figure 21] A circuit diagram illustrating the pixel circuit of a display device according to one embodiment of the present invention. [Figure 22] A circuit diagram illustrating the pixel circuit of a display device according to one embodiment of the present invention. [Figure 23] A perspective view showing an example of a touch panel according to one aspect of the present invention. [Figure 24] A cross-sectional view showing an example of a display device and a touch sensor according to one embodiment of the present invention. [Figure 25] A cross-sectional view showing an example of a touch panel according to one aspect of the present invention. [Figure 26] A block diagram and timing chart diagram of a touch sensor according to one aspect of the present invention. [Figure 27] A circuit diagram of a touch sensor according to one aspect of the present invention. [Figure 28] A perspective view illustrating a display module according to one embodiment of the present invention. [Figure 29] A diagram illustrating an electronic device according to one embodiment of the present invention. [Figure 30] A diagram illustrating an electronic device according to one embodiment of the present invention. [Figure 31] A diagram illustrating an electronic device according to one embodiment of the present invention. [Figure 32] A diagram illustrating an electronic device according to one embodiment of the present invention. [Figure 33] A perspective view illustrating a display device according to one embodiment of the present invention. [Figure 34] A perspective view and a cross-sectional view illustrating a light-emitting device according to one embodiment of the present invention. [Figure 35] A cross-sectional view illustrating a light-emitting device according to one embodiment of the present invention. [Figure 36] A diagram illustrating a lighting device and electronic equipment according to one embodiment of the present invention. [Figure 37] A diagram illustrating a lighting device according to one embodiment of the present invention. [Figure 38] A diagram illustrating the NMR chart of a compound in an example. [Figure 39] A diagram illustrating the absorption spectrum and emission spectrum of a compound in an example. [Figure 40] A diagram illustrating the emission spectrum of a compound in an example. [Figure 41] A schematic cross-sectional view illustrating a light-emitting element according to an embodiment. [Figure 42] A diagram illustrating the brightness-current density characteristics of a light-emitting element according to an embodiment. [Figure 43]A diagram illustrating the brightness-voltage characteristics of a light-emitting element according to an embodiment. [Figure 44] A diagram illustrating the current efficiency-luminance characteristics of a light-emitting element according to an embodiment. [Figure 45] A diagram illustrating the external quantum efficiency-luminance characteristics of a light-emitting element according to an embodiment. [Figure 46] A diagram illustrating the electroluminescence spectrum of a light-emitting element according to an embodiment. [Figure 47] A diagram illustrating the results of the drive life test of the light-emitting element according to the embodiment. [Figure 48] A diagram illustrating the brightness-current density characteristics of a light-emitting element according to an embodiment. [Figure 49] A diagram illustrating the brightness-voltage characteristics of a light-emitting element according to an embodiment. [Figure 50] A diagram illustrating the current efficiency-luminance characteristics of a light-emitting element according to an embodiment. [Figure 51] A diagram illustrating the external quantum efficiency-luminance characteristics of a light-emitting element according to an embodiment. [Figure 52] A diagram illustrating the electroluminescence spectrum of a light-emitting element according to an embodiment. [Figure 53] A diagram illustrating the results of the drive life test of the light-emitting element according to the embodiment. [Figure 54] A diagram illustrating the brightness-current density characteristics of a light-emitting element according to an embodiment. [Figure 55] A diagram illustrating the brightness-voltage characteristics of a light-emitting element according to an embodiment. [Figure 56] A diagram illustrating the current efficiency-luminance characteristics of a light-emitting element according to an embodiment. [Figure 57] A diagram illustrating the external quantum efficiency-luminance characteristics of a light-emitting element according to an embodiment. [Figure 58] A diagram illustrating the electroluminescence spectrum of a light-emitting element according to an embodiment. [Figure 59] A diagram illustrating the emission spectrum of a compound in an example. [Figure 60] A diagram illustrating the NMR chart of a compound in an example. [Figure 61] A diagram illustrating the absorption spectrum and emission spectrum of a compound in an example. [Figure 62] A diagram illustrating the brightness-current density characteristics of a light-emitting element according to an embodiment. [Figure 63] A diagram illustrating the brightness-voltage characteristics of a light-emitting element according to an embodiment. [Figure 64] A diagram illustrating the current efficiency-luminance characteristics of a light-emitting element according to an embodiment. [Figure 65] A diagram illustrating the external quantum efficiency-luminance characteristics of a light-emitting element according to an embodiment. [Figure 66] A diagram illustrating the electroluminescence spectrum of a light-emitting element according to an embodiment. [Figure 67] A diagram illustrating the results of the drive life test of the light-emitting element according to the embodiment. [Figure 68] A diagram illustrating the brightness-current density characteristics of a light-emitting element according to an embodiment. [Figure 69] A diagram illustrating the brightness-voltage characteristics of a light-emitting element according to an embodiment. [Figure 70] A diagram illustrating the current efficiency-luminance characteristics of a light-emitting element according to an embodiment. [Figure 71] A diagram illustrating the external quantum efficiency-luminance characteristics of a light-emitting element according to an embodiment. [Figure 72] A diagram illustrating the electroluminescence spectrum of a light-emitting element according to an embodiment. [Figure 73] A diagram illustrating the results of the drive life test of the light-emitting element according to the embodiment. [Figure 74] A diagram illustrating the brightness-current density characteristics of a light-emitting element according to an embodiment. [Figure 75] A diagram illustrating the brightness-voltage characteristics of a light-emitting element according to an embodiment. [Figure 76] A diagram illustrating the current efficiency-luminance characteristics of a light-emitting element according to an embodiment. [Figure 77] A diagram illustrating the external quantum efficiency-luminance characteristics of a light-emitting element according to an embodiment. [Figure 78] A diagram illustrating the electroluminescence spectrum of a light-emitting element according to an embodiment. [Figure 79] A diagram illustrating the results of the drive life test of the light-emitting element according to the embodiment. [Figure 80]A diagram illustrating the NMR chart of a compound in an example. [Figure 81] A diagram illustrating the NMR chart of a compound in an example. [Figure 82] A diagram illustrating the absorption spectrum and emission spectrum of a compound in an example. [Figure 83] A diagram illustrating the NMR chart of a compound in an example. [Figure 84] A diagram illustrating the absorption spectrum and emission spectrum of a compound in an example. [Figure 85] A diagram illustrating the brightness-current density characteristics of a light-emitting element according to an embodiment. [Figure 86] A diagram illustrating the brightness-voltage characteristics of a light-emitting element according to an embodiment. [Figure 87] A diagram illustrating the current efficiency-luminance characteristics of a light-emitting element according to an embodiment. [Figure 88] A diagram illustrating the external quantum efficiency-luminance characteristics of a light-emitting element according to an embodiment. [Figure 89] A diagram illustrating the electroluminescence spectrum of a light-emitting element according to an embodiment. [Figure 90] A diagram illustrating the results of the drive life test of the light-emitting element according to the embodiment. [Modes for carrying out the invention]

[0049] The embodiments of the present invention will be described in detail below with reference to the drawings. However, the present invention is as follows The description is not limited to the present invention, and the form and details may not depart from the spirit and scope of the present invention. It is possible to change this in various ways. Therefore, the present invention can be described in the embodiments shown below. It is not interpreted as being limited to volume.

[0050] For the sake of ease of understanding, the position, size, and scope of each component shown in the drawings, etc., are as follows: The actual location, size, and range may not be represented. Therefore, the disclosed invention is It is not necessarily limited to the location, size, or scope disclosed in drawings, etc.

[0051] Furthermore, in this specification, the ordinal numbers used as "1st," "2nd," etc., are used for convenience. The order of processes or stacking may not be indicated. For example, "the first" may be written as "the second" or This can be replaced with "third," etc., as appropriate in the explanation. The ordinal numbers used to specify one aspect of this invention may not be the same. be.

[0052] Furthermore, in this specification and other documents, when describing the structure of the invention using drawings, the same thing is used The symbols used may be consistent across different drawings.

[0053] Furthermore, in this specification, the terms "membrane" and "layer" are interchangeable. It is possible to change the term. For example, the term "conductive layer" can be changed to the term "conductive film." It may be possible to change it. Or, for example, change the term "insulating film" to "insulating layer". In some cases, it may be possible to change the terminology to this.

[0054] Furthermore, in this specification, etc., singlet excited state (S * ) is a single with excitation energy It refers to a singlet state. Furthermore, the S1 level is the lowest singlet excitation energy level. It is the excitation energy level of the lowest singlet excited state (S1 state). Multiplet excited state (T * ) refers to a triplet state that has excitation energy. Also, T1 The level is the lowest level of triplet excitation energy levels, and is the lowest triplet excited state (T This refers to the excitation energy level of a state (1). In this specification, the term "singlet excitation" is used more specifically. Initial state, singlet excitation energy level, triplet excited state, and triplet excitation energy level Even when written out, they represent the S1 state, S1 level, T1 state, and T1 level, respectively. There are cases where this is the case.

[0055] Furthermore, in this specification, a fluorescent compound is defined as a compound that relaxes from a singlet excited state to a ground state. These are compounds that emit light in the visible light region. Furthermore, phosphorescent compounds are those that exhibit a triplet excited state. This compound emits light in the visible light region at room temperature when it relaxes from its original state to its ground state. In short, phosphorescent compounds are compounds that can convert triplet excitation energy into visible light. be.

[0056] Furthermore, the phosphorescence emission energy or triplet excitation energy is the shortest wavelength side of the phosphorescence emission. It can be derived from the emission peak (including the shoulder) or the rising wavelength. Oh, this phosphorescence emission is time-resolved photoluminescence in a low-temperature environment (e.g., 10K). It can be observed by performing the spectroscopy method. Furthermore, the emission energy of thermally activated delayed fluorescence is , the shortest wavelength emission peak (including the shoulder) or rise time of thermally activated delayed fluorescence It can be derived from the wavelength.

[0057] In this specification, room temperature refers to any temperature between 0°C and 40°C.

[0058] Furthermore, in this specification, the blue wavelength region refers to waves between 400 nm and 500 nm. It is a long region, and blue emission means that there is at least one emission spectral peak in that region. It is light emission. Furthermore, the green wavelength range is the wavelength range between 500 nm and less than 580 nm. Green emission is defined as emission having at least one emission spectral peak in that region. Furthermore, the red wavelength range is the wavelength range from 580 nm to 740 nm, and the red wavelength range is Emission is defined as emission having at least one emission spectral peak in the region.

[0059] (Embodiment 1) In this embodiment, for example, a compound that can be suitably used in a light-emitting element according to one aspect of the present invention I will explain the item below.

[0060] A compound in one aspect of the present invention is at least a benzophropyrimidine skeleton or a benzothieno A compound having a pyrimidine skeleton and at least two substituents, each substituent is The compound has one of the following skeletons: refran skeleton, thiophene skeleton, or pyrrole skeleton. Due to its wide band gap, using this compound in a light-emitting device results in good luminescence efficiency. Furthermore, it is possible to provide a light-emitting element. In addition, the compound exhibits excellent carrier transport properties. Therefore, by using the compound in a light-emitting element, a light-emitting element with a reduced driving voltage is provided. This is possible. Furthermore, the compound has good resistance to repeated oxidation and reduction. Therefore, by using this compound in a light-emitting element, a reliable light-emitting element can be provided. Yes, it is possible. In other words, a light-emitting element having the compound is a high-performance light-emitting element with excellent luminescence characteristics. It is an optical element.

[0061] Furthermore, the compound is a π-electron-deficient heteroaromatic ring (benzophropyrimidine skeleton or ben (Zothienopyrimidine skeleton) and at least two π-electron-rich heteroaromatic rings (furan skeleton, It has a thiophene skeleton or a pyrrole skeleton. Therefore, it has an intramolecular donor-accelerator. It readily forms a pter-type excited state. Furthermore, it forms a π-electron-deficient heteroaromatic ring (benzoflopyl). (Midine skeleton or benzothienopyrimidine skeleton) and π-electron-rich heteroaromatic ring (furan skeleton) The thiophene skeleton or pyrrole skeleton is bonded directly or via an arylene group. By adopting this structure, both donor and acceptor properties can be strengthened. By strengthening both the donor and acceptor properties within the compound, the HOMO(Hi) ghest Occupied Molecular Orbital, Molecular orbitals where (also called) are distributed, and LUMO (Lowest Unoccupied Molecular Orbitals) Overlap with molecular orbitals where lecular orbitals (also called the lowest unoccupied orbitals) are distributed. This can reduce the singlet excitation energy level and triplet excitation energy level of the compound. This makes it possible to reduce the excitation energy difference with the position. Also, the triplet excitation energy of the compound This makes it possible to maintain the energy level at a high energy level. Note that molecular orbitals are the electrical orbitals within a molecule. This represents the spatial distribution of electrons. Molecular orbitals indicate the electron configuration of a molecule (the spatial distribution of electrons and electrons). It is possible to describe energy in detail.

[0062] Furthermore, a compound according to one aspect of the present invention has high excitation energy and excellent carrier transport properties. Therefore, it is suitable as a host material for luminescent substances. Furthermore, as described above, the present invention One embodiment of the compound exhibits high singlet excitation energy levels (S1 level) and triplet excitation energy levels. Because it can have a Ghee level (T1 level), it emits fluorescent or phosphorescent compounds. It can be suitably used in light-emitting devices that have light-sensitive properties.

[0063] As a skeleton having a π-electron-deficient heteroaromatic ring, the diazine skeleton has a high excitation energy. Therefore, it is preferable. Among diazine skeletons, condensed heterocyclic skeletons having a diazine skeleton are stable. It is preferred due to its good reliability, and furthermore, the benzoflopyrimidine skeleton and benzothienopyrimidine The benzoflopyrimidine skeleton is particularly preferred due to its high acceptor properties. For example, the benzofl[3,2-d]pyrimidine skeleton can be cited. Also, benzoth An example of an enopyrimidine skeleton is the benzothieno[3,2-d]pyrimidine skeleton. It can be done.

[0064] Furthermore, the benzoflopyrimidine skeleton and the benzothienopyrimidine skeleton are acceptors. Due to its high properties, the compound in one embodiment of the present invention is a π-electron-rich heteroaromatic ring bonded to the skeleton. By having at least two skeletons that possess this property, the balance between electron transport and hole transport is achieved. It forms a compound with excellent bipolar properties. By using this compound, a highly reliable light-emitting element can be produced. I can provide for a child.

[0065] Examples of skeletons having a π-electron-rich heteroaromatic ring include the furan skeleton, the thiophene skeleton, and the π The roll skeleton is preferred because it has a high excitation energy. The furan skeleton, the thiophene skeleton, and Examples of skeletons containing a pyrrole skeleton include the benzofuran skeleton, the dibenzofuran skeleton, and the benzodi Furan skeleton, benzothiophene skeleton, dibenzothiophene skeleton, benzodithiophene skeleton , thienothiophene skeleton, dithienothiophene skeleton, dithienofuran skeleton, dithienocele Nophene skeleton, cyclopentadichiophene skeleton, dithienosylol skeleton, thienopyrrole Skeleton, dithienopyrrole skeleton, thienoidole skeleton, thienopyridine skeleton, thienopyr Din skeleton, indasenothiophene skeleton, indasenodithiophene skeleton, indole skeleton, Examples include a carbazole skeleton, an indolocarbazole skeleton, a bicarbaazole skeleton, a pyrrolopyrrole skeleton, etc. Among skeletons having a furan skeleton, a thiophene skeleton, and a pyrrole skeleton, a dibenzofuran skeleton, a dibenzothiophene skeleton, and a carbazole skeleton are preferable because they are stable and have good reliability.

[0066] When the furan skeleton, the thiophene skeleton, or the pyrrole skeleton is directly bonded to a benzofuropyrimidine skeleton or a benzothienopyrimidine skeleton, a relatively low molecular weight compound is formed, so that a structure suitable for vacuum evaporation (capable of vacuum evaporation at a relatively low temperature) is preferable. Generally, when the molecular weight is low, the heat resistance after film formation is often low. However, in a compound of the present invention, since the benzofuropyrimidine skeleton and the benzothienopyrimidine skeleton have a rigid skeleton, it is possible to have sufficient heat resistance even if the molecular weight is relatively low. Also, since the structure has a large band gap and a high excitation energy level, it is preferable.

[0067] When the furan skeleton, the thiophene skeleton, or the pyrrole skeleton is bonded to the benzofuropyrimidine skeleton or the benzothienopyrimidine skeleton via an arylene group, when the number of carbon atoms of the arylene group is 6 to 13 and the number of the arylene groups is 0 to 4, a relatively low molecular weight compound is formed, so that a structure suitable for vacuum evaporation (capable of vacuum evaporation at a relatively low temperature) is formed, and deterioration such as thermal decomposition during evaporation hardly occurs.

[0068] Among pyrrole skeletons, a carbazole skeleton is preferable because it is stable and has good reliability. <00​​​​​​In the 9-position of the carbazole skeleton, directly or via an arylene group, benzofuropyrimidine A compound bonded to a midine skeleton or a benzothienopyrimidine skeleton has a high band gap and triplet excitation energy level, and thus can be suitably used for a light-emitting device that exhibits high-energy light such as blue or green light. From the viewpoint of further increasing the band gap and triplet excitation energy level, a compound in which the 9-position of the carbazole skeleton is directly bonded to a benzofuropyrimidine skeleton or a benzothienopyrimidine skeleton is preferable. When there is an arylene group between the carbazole skeleton and the benzofuropyrimidine skeleton or the benzothienopyrimidine skeleton, in order to keep both the band gap and the triplet excitation energy high, it is preferable to bond through one or two phenylene groups. Among the furan skeleton and the thiophene skeleton, the dibenzofuran skeleton and the dibenzothiophene skeleton are preferable because they are stable and have good reliability. In the dibenzofuran skeleton and the dibenzothiophene

[0069] skeleton, a compound directly or via an arylene group bonded to a benzofuropyrimidine skeleton or a benzothienopyrimidine skeleton has a high band gap and triplet excitation energy level, and thus can be suitably used for a light-emitting device that exhibits high-energy light such as blue or green light. From the viewpoint of further increasing the band gap and triplet excitation energy level, a compound in which the 4-position of the dibenzofuran skeleton or the 4-position of the dibenzothiophene skeleton is directly bonded to a benzofuropyrimidine skeleton or a benzothienopyrimidine skeleton is preferable. When there is an arylene group between the dibenzofuran skeleton or the dibenzothiophene skeleton and the benzofuropyrimidine skeleton or the benzothienopyrimidine skeleton, in order to keep both the band gap and the triplet excitation energy high, it is preferable to bond through one or two phenylene groups. From the viewpoint of further increasing the band gap and triplet excitation energy level, a compound in which the 4-position of the dibenzofuran skeleton or the 4-position of the dibenzothiophene skeleton is directly bonded to a benzofuropyrimidine skeleton or a benzothienopyrimidine skeleton is preferable. Note that between the dibenzofuran skeleton or the dibenzothiophene skeleton and the benzofuropyrimidine skeleton or the benzothienopyrimidine skeleton, Interconnected to the soflopyrimidine skeleton or the benzothienopyrimidine skeleton via an arylene group In some cases, in order to keep both the band gap and the triplet excitation energy high, phenyl It is preferable that the bonding is via one or two len groups.

[0070] Furthermore, the furan skeleton, thiophene skeleton, or pyrrole skeleton may directly or allerenes The pyrimidine ring or benzothienopyrimidine ring of the benzophropyrimidine skeleton is accessed via the group. A compound that binds to the pyrimidine ring of the din skeleton, more preferably a benzofloxacin [3,2-d] The pyrimidine ring or benzothieno[3,2-d]pyrimidine skeleton of the pyrimidine skeleton It binds to the pyrimidine ring it possesses, that is, the benzofl[3,2-d]pyrimidine skeleton Position 2 or 4 or position 2 or 4 of the benzothieno[3,2-d]pyrimidine skeleton Binding, more preferably at the 4th position of the benzoflo[3,2-d]pyrimidine skeleton or By binding to the 4-position of the benzothieno[3,2-d]pyrimidine skeleton, the compound's Rear transportability is excellent. Therefore, a light-emitting device using this compound has low electrical conductivity. It can be driven by pressure.

[0071] Furthermore, if the furan skeleton, thiophene skeleton, or pyrrole skeleton is directly or allerene The pyrimidine ring or benzothienopyrimidine ring of the benzophropyrimidine skeleton is accessed via the group. When two atoms are attached to the pyrimidine ring of the din skeleton, the benzoflopyrimidine skeleton or benzoflopyrimidine skeleton may be formed. When the acceptability of the nzothienopyrimidine skeleton is weakened, or when a compound having the said structure is affected The triplet excitation energy level (T1 level) may decrease. Therefore, the furan skeleton, The thiophene skeleton or pyrrole skeleton, either directly or via an allerene group, is benzophenic. When two bonds are attached to the lopyrimidine skeleton or the benzothienopyrimidine skeleton, the furan skeleton, The thiophene skeleton or pyrrole skeleton, either directly or via an allerene group, is benzophenic. The pyrimidine ring and benzene ring of the lopyrimidine skeleton, or benzothienopyrimidine Preferably, the pyrimidine ring and benzene ring of the benzene skeleton are bonded to each other. The ion skeleton, thiophene skeleton, or pyrrole skeleton, either directly or via an arylene group, The pyrimidine ring and benzene ring of the benzoflo[3,2-d]pyrimidine skeleton, The benzothieno[3,2-d]pyrimidine skeleton has a pyrimidine ring and a benzene ring, Each of them binds, that is, at position 2 or 4 of the benzoflo[3,2-d]pyrimidine skeleton. At position 6 and any of positions 6 through 9, or the benzothieno[3,2-d]pyrimidine skeleton It is more preferable to combine the 2nd or 4th position with one of the 6th through 9th positions, respectively. Furthermore, the furan skeleton, thiophene skeleton, or pyrrole skeleton may directly or allerenes via the group, at positions 4 and 8 of the benzoflo[3,2-d]pyrimidine skeleton, or benzo The compounds that bind to the 4th and 8th positions of the thieno[3,2-d]pyrimidine skeleton, respectively, are: Because it is easy to synthesize it with high purity, degradation due to impurities is suppressed. This is possible and particularly preferable. Furthermore, the compound has high electrochemical stability and It is preferable due to its high transportability.

[0072] Furthermore, the furan skeleton, thiophene skeleton, or pyrrole skeleton may directly or allerenes Two bonds are attached to the benzophropyrimidine skeleton or benzothienopyrimidine skeleton via a group. When this is the case, as the two skeletons that are directly or connected to the benzofuropyrimidine skeleton or the benzothienopyrimidine skeleton via an arylene group, any one of the same skeletons selected from a furan skeleton, a thiophene skeleton, or a pyrrole skeleton is preferred. Since the compound can be easily synthesized with good purity during synthesis, it is possible to suppress deterioration due to impurities.

[0073] <Quantum chemical calculation> Here, for the compound in which a phenyl group is bonded to the benzofuropyrimidine skeleton, the HOMO level, the LUMO level, and the excitation energy levels (S1 level and T1 level) were calculated using quantum chemical calculations. The structures and abbreviations of the compounds for which the calculations were performed are shown below. Also, the calculation results are shown in Table 1.

[0074]

Chemical formula

[0075]

Table 1

[0076] To calculate the HOMO level, the LUMO level, and the excitation energy levels (S1 level and T 1 level) of the above compounds, the most stable structure in the singlet ground state of each compound was calculated using the density functional theory (DFT). As the quantum chemical calculation program, Gaussian0 9 was used. The calculations were performed using a high-performance computer (manufactured by SGI, ICE X). As the basis function, 6-311G(d,p) was used, and the functional was B3LYP. Furthermore, the time-dependent density functional theory (TD-DFT) was used to calculate the excitation energy levels. The levels (S1 and T1 levels) were calculated. Note that the total energy of the DFT is the potential Energy, electrostatic energy between electrons, kinetic energy of electrons, and complex interactions between electrons It is expressed as the sum of the exchange-correlation energies that include all of them. In DFT, a single electron is represented by electron density. Because the exchange-correlation interaction is approximated by a potential functional (meaning a function of functions), the calculation It is highly accurate.

[0077] As shown in Table 1, phenyl is present at positions 2 and 4 of the benzofloxacin [3,2-d]pyrimidine skeleton. 2,4-diphenylbenzofloxacin [3,2-d]pyrimidine (abbreviated as 24P) with a 2,4-diphenylbenzofloxacin group attached. 2Bfpm) is a compound in which a phenyl group is attached only at the 4th position of the benzofl[3,2-d]pyrimidine skeleton. From the combined 4-phenylbenzofl[3,2-d]pyrimidine (abbreviation: 4PBfpm) The 1st energy level is low, and phenyl groups are located at positions 2 and 4 of the benzothieno[3,2-d]pyrimidine skeleton. 2,4-diphenylbenzothieno[3,2-d]pyrimidine (abbreviation: 24P2) is bound to 2,4-diphenylbenzothieno[3,2-d]pyrimidine. Btpm) is a compound in which a phenyl group is attached only at the 4th position of the benzothieno[3,2-d]pyrimidine skeleton. From the combined 4-phenylbenzothieno[3,2-d]pyrimidine (abbreviation: 4PBtpm) The result is a low T1 level. The T1 levels are low for 24P2Bfpm and 24P2Btpm. This is the benzoflo[3,2-d]pyrimidine skeleton and benzothieno[3,2-d]pyrimidine Because the 1st and 3rd positions of the skeleton are nitrogen atoms and there are no hydrogen atoms, there is almost no steric hindrance. This is because 24P2Bfpm and 24P2Btpm are more likely to adopt a planar structure.

[0078] On the other hand, phenyl groups are attached to the 4th and 6th positions of the benzoflo[3,2-d]pyrimidine skeleton. 4,6-diphenylbenzofl[3,2-d]pyrimidine (abbreviation: 46P2Bfpm) , 4, phenyl groups are attached to the 4th and 7th positions of the benzoflo[3,2-d]pyrimidine skeleton. 7-Diphenylbenzofl[3,2-d]pyrimidine (abbreviation: 47P2Bfpm), Ben 4,8-dipyrimidine skeleton with phenyl groups attached at positions 4 and 8. Phenylbenzoflou[3,2-d]pyrimidine (abbreviation: 48P2Bfpm), and benzo 4,9-diph is a compound in which phenyl groups are attached to the 4th and 9th positions of the flu[3,2-d]pyrimidine skeleton. Enylbenzofl[3,2-d]pyrimidine (abbreviation: 49P2Bfpm) is 4PBfp m and T1 levels are equally high, and the 4th and 6th positions of the benzothieno[3,2-d]pyrimidine skeleton 4,6-diphenylbenzothieno[3,2-d]pyrimidine with a phenyl group attached at the position ( Abbreviation: 46P2Btpm), positions 4 and 7 of the benzothieno[3,2-d]pyrimidine skeleton 4,7-diphenylbenzothieno[3,2-d]pyrimidine in which a phenyl group is bonded (abbreviated) Name: 47P2Btpm), located at positions 4 and 8 of the benzothieno[3,2-d]pyrimidine skeleton. 4,8-diphenylbenzothieno[3,2-d]pyrimidine with a phenyl group attached (abbreviated) :48P2Btpm), and the 4th and 9th positions of the benzothieno[3,2-d]pyrimidine skeleton 4,9-diphenylbenzothieno[3,2-d]pyrimidine in which a phenyl group is bonded (abbreviated) (Name: 49P2Btpm) has a similarly high T1 level as 4PBtpm. These compounds are T The ability to maintain a high level at level 1 is due to the benzofl[3,2-d]pyrimidine skeleton and ben The 6th to 9th positions of zothieno[3,2-d]pyrimidine are carbon atoms, and the bonds with hydrogen atoms etc. Because it has a compound, the hydrogen atoms etc. become sterically hindered, and benzofloxacin [3,2-d]pyrimidine Substitutions that bond to the benzene ring of the skeleton and the benzothieno[3,2-d]pyrimidine skeleton. This is because the base is prone to twisting in three dimensions.

[0079] Also, the 4th and 8th positions, or the 4th and 9th positions, of the benzoflo[3,2-d]pyrimidine skeleton , and the 4th and 8th positions, or the 4th and 9th positions, of the benzothieno[3,2-d]pyrimidine skeleton 48P2Bfpm, 49P2Bfpm, 48P2Btpm, and 48P2Btpm, which have phenyl groups attached to them. 49P2Btpm has a high T1 level and a small energy difference between the S1 and T1 levels. Therefore, it is particularly preferable.

[0080] Furthermore, the 2nd and 4th positions of the benzoflo[3,2-d]pyrimidine skeleton, and benzothieno[ 24P2Bfpm is a pyrimidine skeleton with phenyl groups attached at positions 2 and 4. And 24P2Btpm has high HOMO and LUMO levels, therefore its acceptability It is suggested that it is low.

[0081] In other words, the pyri possessed by the benzoflopyrimidine skeleton or the benzothienopyrimidine skeleton From a structure in which two substituents are attached to the midin ring, the pyrimidi of the benzophropyrimidine skeleton The pyrimidine ring and the benzene ring, or the pyrimidine ring and the benzothienopyrimidine skeleton Structures in which substituents are bonded to a benzene ring have a higher T1 level and acceptor properties. It is preferable because it is high.

[0082] For the reasons stated above, the 4th and 8th positions of the benzoflo[3,2-d]pyrimidine skeleton, or The benzothieno[3,2-d]pyrimidine skeleton has 4 and 8 positions, and the dibenzofuran skeleton has 4 The 4th position of the dibenzothiophene skeleton, or the 9th position of the carbazole skeleton, directly or a Compounds bonded via reylene groups are particularly preferred. From the standpoint of the stability of the light-emitting element, the benzofl[3,2-d]pyrimidine skeleton or benzo Thieno[3,2-d]pyrimidine skeleton, the dibenzofuran skeleton, and the dibenzothiophene skeleton The number of carbon atoms in the arylene group to which the carbazole skeleton is bonded is preferably 6 to 1. The compound is 3, and the number of allylene groups can be 0 to 4. Furthermore, the compound is vaporized as described above. In addition to ease of attachment, electrochemical stability, and carrier transport properties, the benzoflopyrimidine skeleton also It consists of a benzothienopyrimidine skeleton, a dibenzofuran skeleton, a dibenzothiophene skeleton, and Alternatively, due to the influence of the carbazole skeleton, the band gap is large and the triplet excitation energy is high. It also has the characteristic of having a large energy level. Therefore, the light-emitting material of the light-emitting layer in a light-emitting device It is particularly suitable in configurations in which the compound is used as a host material. It is preferable to use it in a light-emitting device that has a photoactive compound as a guest material.

[0083] <Example of a compound 1> The compound according to one embodiment of the present invention described above is a compound represented by the following general formula (G0). .

[0084] [ka]

[0085] In the above general formula (G0), Q represents either O or S.

[0086] Furthermore, A1 and A2 each independently have a substituted or unsubstituted dibenzofuran skeleton. A substituted or unsubstituted dibenzothiophene skeleton, or a substituted or unsubstituted carbazole. Represents one of the following skeletons: the dibenzofuran skeleton, the dibenzothiophene skeleton, or the ka If the luvazole skeleton has substituents, the substituents may be alkyl groups having 1 to 6 carbon atoms. A group, a cycloalkyl group having 3 to 7 carbon atoms, or a substituted or unsubstituted group having 6 to 13 carbon atoms. The aryl group can also be selected as a substituent. As an alkyl group having 1 to 6 carbon atoms Specifically, these include methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group. Examples include the 3-C1 group, tert-butyl group, and n-hexyl group. Specifically, the cycloalkyl groups up to 7 include cyclopropyl group, cyclobutyl group, and cyclopropyl group. Examples include clopentyl groups and cyclohexyl groups. Also, groups with 6 to 13 carbon atoms. Examples of aryl groups include phenyl, naphthyl, biphenyl, and fluorenyl groups. This can be given as a concrete example.

[0087] Also, R 1 ~R 4 Each of these independently consists of hydrogen, substituted or unsubstituted carbon atoms with 1 to 6 carbon atoms. Alkyl alkyl groups, substituted or unsubstituted cycloalkyl groups having 3 to 7 carbon atoms, or substituted groups It represents either an unsubstituted aryl group having 6 to 13 carbon atoms. Specifically, methyl, ethyl, propyl, isopropyl, and butyl groups are examples of methyl, ethyl, propyl, isopropyl, and butyl groups. Examples include the isobutyl group, tert-butyl group, and n-hexyl group. Specifically, examples of cycloalkyl groups having 3 to 7 carbon atoms include cyclopropyl groups and cyclo Examples include butyl groups, cyclopentyl groups, and cyclohexyl groups. Also, carbon Examples of aryl groups numbered 6 to 13 include phenyl, naphthyl, biphenyl, and fluorescein groups. The nyl group can be given as a specific example. Furthermore, alkyl groups and cycloa mentioned above can also be cited. The aryl group and the aryl group may have substituents, and these substituents may bond to each other to form a ring. They may form alkyl groups having 1 to 6 carbon atoms, and alkyl groups having 3 to 7 carbon atoms. A cycloalkyl group or an aryl group having 6 to 13 carbon atoms can also be selected as a substituent. This is possible. Specifically, alkyl groups having 1 to 6 carbon atoms include methyl, ethyl, and pro groups. Pyr group, isopropyl group, butyl group, isobutyl group, tert-butyl group, n-hexyl Examples include groups. Furthermore, specific examples of cycloalkyl groups having 3 to 7 carbon atoms include These include cyclopropyl groups, cyclobutyl groups, cyclopentyl groups, cyclohexyl groups, etc. Examples include the phenyl group and the naphthan group. Examples of specific groups include the tyl group, biphenyl group, and fluorenyl group.

[0088] Furthermore, α and β are each independently substituted or unsubstituted Ally atoms with 6 to 13 carbon atoms. Represents a ylene group. Arylene groups with 6 to 13 carbon atoms include phenylene and naphthylene groups. Specific examples include the biphenyldiyl group and the fluoroorangeyl group. If the arylene group has substituents, the substituents may be C1 to C6 atoms. aryl groups, cycloalkyl groups having 3 to 7 carbon atoms, or aryl groups having 6 to 13 carbon atoms are also included. They can be selected as substituents. Specifically, alkyl groups having 1 to 6 carbon atoms include: Methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tert Examples include butyl groups and n-hexyl groups. Also, cyclo groups having 3 to 7 carbon atoms. Specifically, alkyl groups include cyclopropyl, cyclobutyl, and cyclopentyl groups. Examples include cyclohexyl groups. Also, aryl groups having 6 to 13 carbon atoms and Examples include phenyl groups, naphthyl groups, biphenyl groups, and fluorenyl groups. It can be done. Also, if the arylene group has substituents, those substituents are relative to each other. They may bond to form a ring. For example, the fluorenyl group at position 9 The carbon atom has two phenyl groups as substituents, and these phenyl groups are bonded together. Examples include cases where a spirofluorene skeleton is formed.

[0089] Furthermore, m and n each independently represent integers from 0 to 4.

[0090] <Example of a compound 2> Furthermore, in the compound of this embodiment, benzofl[3,2-d]pyrimidine bone The 4th and 8th positions of the benzothieno[3,2-d]pyrimidine skeleton and Directly or via an allylene group, the dibenzofuran skeleton, the dibenzothiophene skeleton, Compounds having a structure in which the carbazole skeleton is bonded, when synthesized, Because it is easy to synthesize with high purity, it is possible to suppress degradation due to impurities. Yes, and is preferable. Furthermore, the compound has high electrochemical stability and high carrier transport properties. Therefore, it is preferable. The above compound is a compound represented by the following general formula (G1).

[0091] [ka]

[0092] In the above general formula (G1), Q represents either O or S.

[0093] Furthermore, A1 and A2 each independently have a substituted or unsubstituted dibenzofuran skeleton. A substituted or unsubstituted dibenzothiophene skeleton, or a substituted or unsubstituted carbazole. Represents one of the following skeletons: the dibenzofuran skeleton, the dibenzothiophene skeleton, or the ka If the luvazole skeleton has substituents, the substituents may be alkyl groups having 1 to 6 carbon atoms. A group, a cycloalkyl group having 3 to 7 carbon atoms, or a substituted or unsubstituted group having 6 to 13 carbon atoms. The aryl group can also be selected as a substituent. As an alkyl group having 1 to 6 carbon atoms Specifically, these include methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group. Examples include the 3-C1 group, tert-butyl group, and n-hexyl group. Specifically, the cycloalkyl groups up to 7 include cyclopropyl group, cyclobutyl group, and cyclopropyl group. Examples include clopentyl groups and cyclohexyl groups. Also, groups with 6 to 13 carbon atoms. Examples of aryl groups include phenyl, naphthyl, biphenyl, and fluorenyl groups. This can be given as a concrete example.

[0094] Also, R 1 ~R 4 Each of these independently consists of hydrogen, substituted or unsubstituted carbon atoms with 1 to 6 carbon atoms. Alkyl alkyl groups, substituted or unsubstituted cycloalkyl groups having 3 to 7 carbon atoms, or substituted groups It represents either an unsubstituted aryl group having 6 to 13 carbon atoms. Specifically, methyl, ethyl, propyl, isopropyl, and butyl groups are examples of methyl, ethyl, propyl, isopropyl, and butyl groups. Examples include the isobutyl group, tert-butyl group, and n-hexyl group. Specifically, examples of cycloalkyl groups having 3 to 7 carbon atoms include cyclopropyl groups and cyclo Examples include butyl groups, cyclopentyl groups, and cyclohexyl groups. Also, carbon Examples of aryl groups numbered 6 to 13 include phenyl, naphthyl, biphenyl, and fluorescein groups. The nyl group can be given as a specific example. Furthermore, alkyl groups and cycloa mentioned above can also be cited. The aryl group and the aryl group may have substituents, and these substituents may bond to each other to form a ring. They may form alkyl groups having 1 to 6 carbon atoms, and alkyl groups having 3 to 7 carbon atoms. A cycloalkyl group or an aryl group having 6 to 13 carbon atoms can also be selected as a substituent. This is possible. Specifically, alkyl groups having 1 to 6 carbon atoms include methyl, ethyl, and pro groups. Pyr group, isopropyl group, butyl group, isobutyl group, tert-butyl group, n-hexyl Examples include groups. Furthermore, specific examples of cycloalkyl groups having 3 to 7 carbon atoms include These include cyclopropyl groups, cyclobutyl groups, cyclopentyl groups, cyclohexyl groups, etc. Examples include the phenyl group and the naphthan group. Examples of specific groups include the tyl group, biphenyl group, and fluorenyl group.

[0095] Furthermore, α and β are each independently substituted or unsubstituted Ally atoms with 6 to 13 carbon atoms. Represents a ylene group. Arylene groups with 6 to 13 carbon atoms include phenylene and naphthylene groups. Specific examples include the biphenyldiyl group and the fluoroorangeyl group. If the arylene group has substituents, the substituents may be C1 to C6 atoms. aryl groups, cycloalkyl groups having 3 to 7 carbon atoms, or aryl groups having 6 to 13 carbon atoms are also included. They can be selected as substituents. Specifically, alkyl groups having 1 to 6 carbon atoms include: Methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tert Examples include butyl groups and n-hexyl groups. Also, cyclo groups having 3 to 7 carbon atoms. Specifically, alkyl groups include cyclopropyl, cyclobutyl, and cyclopentyl groups. Examples include cyclohexyl groups. Also, aryl groups having 6 to 13 carbon atoms and Examples include phenyl groups, naphthyl groups, biphenyl groups, and fluorenyl groups. It can be done. Also, if the arylene group has substituents, those substituents are relative to each other. They may bond to form a ring. For example, the fluorenyl group at position 9 The carbon atom has two phenyl groups as substituents, and these phenyl groups are bonded together. Examples include cases where a spirofluorene skeleton is formed.

[0096] Furthermore, m and n each independently represent integers from 0 to 4.

[0097] Furthermore, in general formulas (G0) and (G1), A1 and A2 are either substituted or unsubstituted. The dibenzofuran skeleton, both substituted or unsubstituted dibenzothiophene skeletons, or both It is either a substituted or unsubstituted carbazole skeleton, and both α and β are phenylene groups. It would be preferable if this were the case.

[0098] Furthermore, A1 and A2 are the same group, α and β are the same group, and m and n are the same. And that is preferable.

[0099] Furthermore, it is preferable that m and n are 1.

[0100] <Example of compound 3> Furthermore, in the compound of this embodiment, benzofl[3,2-d]pyrimidine bone The 4th and 8th positions of the benzothieno[3,2-d]pyrimidine skeleton and Directly or via the arylene group, dibenzothi The 1st to 4th positions of the offen skeleton, or the 1st to 4th positions of the carbazole skeleton, are each connected. Compounds with this combined composition exhibit excellent carrier transport properties, therefore light-emitting devices using them have low This configuration is preferable because it can be driven at a low voltage. The above compound is expressed by the following general formula (G2). It is a compound that is used for this purpose.

[0101] [ka]

[0102] In the above general formula (G2), Q represents either O or S.

[0103] Furthermore, X and Z each independently represent either O, S, or NR, and R is, Hydrogen, substituted or unsubstituted C1 to C6 alkyl groups, substituted or unsubstituted C1 3 to 7 cycloalkyl groups, or substituted or unsubstituted aryl groups having 6 to 13 carbon atoms. It represents one of the groups. Specifically, alkyl groups having 1 to 6 carbon atoms include methyl groups and ethyl groups. propyl group, isopropyl group, butyl group, isobutyl group, tert-butyl group, n -Examples include hexyl groups. Also, cycloalkyl groups having 3 to 7 carbon atoms. Specifically, these include cyclopropyl groups, cyclobutyl groups, cyclopentyl groups, and cyclohexyl groups. Examples include aryl groups. In addition, examples of aryl groups having 6 to 13 carbon atoms include phenyl Examples of specific groups include the fluorenyl group, naphthyl group, biphenyl group, and fluorenyl group. Furthermore, the alkyl groups, cycloalkyl groups, and aryl groups mentioned above have substituents. They may be present, and the substituents may bond to each other to form a ring. The substituents may be carbon Alkyl alkyl groups with 1 to 6 prime numbers, cycloalkyl groups with 3 to 7 carbon atoms, or groups with 6 to 1 carbon atoms. 3. The aryl group can also be selected as a substituent. It is an alkyl group having 1 to 6 carbon atoms. Specifically, these include methyl group, ethyl group, propyl group, isopropyl group, butyl group, isopropyl group. Examples include tyl groups, tert-butyl groups, and n-hexyl groups. Also, the number of carbon atoms Specifically, the cycloalkyl groups 3 to 7 include cyclopropyl groups, cyclobutyl groups, Examples include cyclopentyl groups and cyclohexyl groups. Also, groups with 6 to 1 carbon atoms. Examples of aryl groups in category 3 include phenyl, naphthyl, biphenyl, and fluorenyl groups. This can be given as a concrete example.

[0104] Also, R 1 ~R 18 Each of these independently consists of hydrogen, substituted or unsubstituted carbon atoms with 1 or more carbon atoms. 6 alkyl groups, substituted or unsubstituted cycloalkyl groups having 3 to 7 carbon atoms, or substituted groups. Alternatively, it represents any of the unsubstituted aryl groups with 6 to 13 carbon atoms. Specifically, propyl groups include methyl, ethyl, propyl, isopropyl, and butyric groups. Examples include the 1xyl group, isobutyl group, tert-butyl group, and n-hexyl group. Furthermore, specific examples of cycloalkyl groups having 3 to 7 carbon atoms include cyclopropyl groups and cyclopropyl groups. Examples include hydroxyl group, cyclopentyl group, and cyclohexyl group. Examples of aryl groups with prime numbers 6 to 13 include phenyl, naphthyl, biphenyl, and fluorine groups. Renyl groups can be given as specific examples. Furthermore, alkyl groups and cyclo groups mentioned above can also be cited. The alkyl and aryl groups may have substituents, and these substituents are bonded to each other. A ring may be formed. The substituent may be an alkyl group having 1 to 6 carbon atoms, or an alkyl group having 3 to 6 carbon atoms. A cycloalkyl group with 7 carbon atoms, or an aryl group with 6 to 13 carbon atoms, can also be selected as a substituent. This is possible. Specifically, alkyl groups having 1 to 6 carbon atoms include methyl groups, ethyl groups, and propyl groups. Ropyl group, isopropyl group, butyl group, isobutyl group, tert-butyl group, n-hexyl Examples include C3 and C7 cycloalkyl groups. In general, these include cyclopropyl groups, cyclobutyl groups, cyclopentyl groups, and cyclohexyl groups. Examples include the phenyl group and the na. Phthyl groups, biphenyl groups, and fluorenyl groups are specific examples.

[0105] Furthermore, α and β are each independently substituted or unsubstituted Ally atoms with 6 to 13 carbon atoms. Represents a ylene group. Arylene groups with 6 to 13 carbon atoms include phenylene and naphthylene groups. Specific examples include the biphenyldiyl group and the fluoroorangeyl group. If the arylene group has substituents, the substituents may be C1 to C6 atoms. aryl groups, cycloalkyl groups having 3 to 7 carbon atoms, or aryl groups having 6 to 13 carbon atoms are also included. They can be selected as substituents. Specifically, alkyl groups having 1 to 6 carbon atoms include: Methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tert Examples include butyl groups and n-hexyl groups. Also, cyclo groups having 3 to 7 carbon atoms. Specifically, alkyl groups include cyclopropyl, cyclobutyl, and cyclopentyl groups. Examples include cyclohexyl groups. Also, aryl groups having 6 to 13 carbon atoms and Examples include phenyl groups, naphthyl groups, biphenyl groups, and fluorenyl groups. It can be done. Also, if the arylene group has substituents, those substituents are relative to each other. They may bond to form a ring. For example, the fluorenyl group at position 9 The carbon atom has two phenyl groups as substituents, and these phenyl groups are bonded together. Examples include cases where a spirofluorene skeleton is formed.

[0106] Furthermore, m and n each independently represent integers from 0 to 4.

[0107] <Example of compound 4> Furthermore, in the above general formula (G2), the 4th position of the benzofl[3,2-d]pyrimidine skeleton. and at position 8, or directly at positions 4 and 8 of the benzothieno[3,2-d]pyrimidine skeleton Alternatively, via the arylene group, the 4th position of the dibenzofuran skeleton and the 4th position of the dibenzothiophene skeleton Compounds having a structure in which the position, or the 1st position of the carbazole skeleton, is bonded, in particular Because it has excellent carrier transport properties, light-emitting elements using it can be driven at low voltages, and are therefore preferred. It has a unique composition. The above compound is represented by the following general formula (G3).

[0108] [ka]

[0109] In the above general formula (G3), Q represents either O or S.

[0110] Furthermore, X and Z each independently represent either O, S, or NR, and R is, Hydrogen, substituted or unsubstituted C1 to C6 alkyl groups, substituted or unsubstituted C1 3 to 7 cycloalkyl groups, or substituted or unsubstituted aryl groups having 6 to 13 carbon atoms. It represents one of the groups. Specifically, alkyl groups having 1 to 6 carbon atoms include methyl groups and ethyl groups. propyl group, isopropyl group, butyl group, isobutyl group, tert-butyl group, n -Examples include hexyl groups. Also, cycloalkyl groups having 3 to 7 carbon atoms. Specifically, these include cyclopropyl groups, cyclobutyl groups, cyclopentyl groups, and cyclohexyl groups. Examples include aryl groups. In addition, examples of aryl groups having 6 to 13 carbon atoms include phenyl Examples of specific groups include the fluorenyl group, naphthyl group, biphenyl group, and fluorenyl group. Furthermore, the alkyl groups, cycloalkyl groups, and aryl groups mentioned above have substituents. They may be present, and the substituents may bond to each other to form a ring. The substituents may be carbon Alkyl alkyl groups with 1 to 6 prime numbers, cycloalkyl groups with 3 to 7 carbon atoms, or groups with 6 to 1 carbon atoms. 3. The aryl group can also be selected as a substituent. It is an alkyl group having 1 to 6 carbon atoms. Specifically, these include methyl group, ethyl group, propyl group, isopropyl group, butyl group, isopropyl group. Examples include tyl groups, tert-butyl groups, and n-hexyl groups. Also, the number of carbon atoms Specifically, the cycloalkyl groups 3 to 7 include cyclopropyl groups, cyclobutyl groups, Examples include cyclopentyl groups and cyclohexyl groups. Also, groups with 6 to 1 carbon atoms. Examples of aryl groups in category 3 include phenyl, naphthyl, biphenyl, and fluorenyl groups. This can be given as a concrete example.

[0111] Also, R 1 ~R 18Each of these independently consists of hydrogen, substituted or unsubstituted carbon atoms with 1 or more carbon atoms. 6 alkyl groups, substituted or unsubstituted cycloalkyl groups having 3 to 7 carbon atoms, or substituted groups. Alternatively, it represents any of the unsubstituted aryl groups with 6 to 13 carbon atoms. Specifically, propyl groups include methyl, ethyl, propyl, isopropyl, and butyric groups. Examples include the 1xyl group, isobutyl group, tert-butyl group, and n-hexyl group. Furthermore, specific examples of cycloalkyl groups having 3 to 7 carbon atoms include cyclopropyl groups and cyclopropyl groups. Examples include hydroxyl group, cyclopentyl group, and cyclohexyl group. Examples of aryl groups with prime numbers 6 to 13 include phenyl, naphthyl, biphenyl, and fluorine groups. Renyl groups can be given as specific examples. Furthermore, alkyl groups and cyclo groups mentioned above can also be cited. The alkyl and aryl groups may have substituents, and these substituents are bonded to each other. A ring may be formed. The substituent may be an alkyl group having 1 to 6 carbon atoms, or an alkyl group having 3 to 6 carbon atoms. A cycloalkyl group with 7 carbon atoms, or an aryl group with 6 to 13 carbon atoms, can also be selected as a substituent. This is possible. Specifically, alkyl groups having 1 to 6 carbon atoms include methyl groups, ethyl groups, and propyl groups. Ropyl group, isopropyl group, butyl group, isobutyl group, tert-butyl group, n-hexyl Examples include C3 and C7 cycloalkyl groups. In general, these include cyclopropyl groups, cyclobutyl groups, cyclopentyl groups, and cyclohexyl groups. Examples include the phenyl group and the na. Phthyl groups, biphenyl groups, and fluorenyl groups are specific examples.

[0112] Furthermore, α and β are each independently substituted or unsubstituted Ally atoms with 6 to 13 carbon atoms. Represents a ylene group. Arylene groups with 6 to 13 carbon atoms include phenylene and naphthylene groups. Specific examples include the biphenyldiyl group and the fluoroorangeyl group. If the arylene group has substituents, the substituents may be C1 to C6 atoms. aryl groups, cycloalkyl groups having 3 to 7 carbon atoms, or aryl groups having 6 to 13 carbon atoms are also included. They can be selected as substituents. Specifically, alkyl groups having 1 to 6 carbon atoms include: Methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tert Examples include butyl groups and n-hexyl groups. Also, cyclo groups having 3 to 7 carbon atoms. Specifically, alkyl groups include cyclopropyl, cyclobutyl, and cyclopentyl groups. Examples include cyclohexyl groups. Also, aryl groups having 6 to 13 carbon atoms and Examples include phenyl groups, naphthyl groups, biphenyl groups, and fluorenyl groups. It can be done. Also, if the arylene group has substituents, those substituents are relative to each other. They may bond to form a ring. For example, the fluorenyl group at position 9 The carbon atom has two phenyl groups as substituents, and these phenyl groups are bonded together. Examples include cases where a spirofluorene skeleton is formed.

[0113] Furthermore, m and n each independently represent integers from 0 to 4.

[0114] Furthermore, in general formulas (G2) and (G3), X and Z are both O, or both are S. Preferably, both α and β are phenylene groups.

[0115] Furthermore, in the above general formula (G2) or (G3), R 5 ~R 18 But it's all hydrogen In some cases, it is advantageous in terms of ease of synthesis and the price of raw materials, and furthermore, it is advantageous in terms of relatively low molecular weight Because it forms a composite material, it has a structure suitable for vacuum deposition, which is particularly preferable.

[0116] <Example of compound 5> Furthermore, in the compound of this embodiment, benzofl[3,2-d]pyrimidine bone The 4th and 8th positions of the benzothieno[3,2-d]pyrimidine skeleton and The 9th position of the carbazole skeleton is bonded either directly or via an arylene group. Compounds with this structure have a large band gap, resulting in high energy colors such as blue and green. This is a preferred configuration as it can be suitably used in light-emitting devices that exhibit light emission. The above compound is below This compound is represented by the general formula (G4).

[0117] [ka]

[0118] In the above general formula (G4), Q represents either O or S.

[0119] Also, R 1 ~R 4 , and R 19 ~R 34 These are, independently, hydrogen, substitution or Unsubstituted C1 to C6 alkyl groups, substituted or unsubstituted C3 to C7 cycloalkyl groups This represents either a lucyl group or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms. Specifically, alkyl groups having 1 to 6 carbon atoms include methyl, ethyl, and propyl groups. Isopropyl group, butyl group, isobutyl group, tert-butyl group, n-hexyl group, etc. They can be listed. Furthermore, specific examples of cycloalkyl groups having 3 to 7 carbon atoms include Examples include cyclopropyl group, cyclobutyl group, cyclopentyl group, and cyclohexyl group. This is possible. In addition, as aryl groups having 6 to 13 carbon atoms, phenyl group, naphthyl group, Biphenyl groups and fluorenyl groups can be given as specific examples. Furthermore, as mentioned above... The alkyl, cycloalkyl, and aryl groups may have substituents, and the above setting The substituents may bond to each other to form a ring. The substituents may be aluminum atoms having 1 to 6 carbon atoms. A kill group, a cycloalkyl group having 3 to 7 carbon atoms, or an aryl group having 6 to 13 carbon atoms may also be present. It can be selected as a substitution group. Specifically, alkyl groups having 1 to 6 carbon atoms include M Tyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tert- Examples include butyl groups and n-hexyl groups. Also, cycloa groups with 3 to 7 carbon atoms. Specifically, the cyclic groups include cyclopropyl, cyclobutyl, and cyclopentyl groups. Examples include cyclohexyl groups. Also, aryl groups having 6 to 13 carbon atoms. For example, phenyl groups, naphthyl groups, biphenyl groups, and fluorenyl groups can be cited. It is possible.

[0120] Furthermore, α and β are each independently substituted or unsubstituted Ally atoms with 6 to 13 carbon atoms. Represents a ylene group. Arylene groups with 6 to 13 carbon atoms include phenylene and naphthylene groups. Specific examples include the biphenyldiyl group and the fluoroorangeyl group. If the arylene group has substituents, the substituents may be C1 to C6 atoms. aryl groups, cycloalkyl groups having 3 to 7 carbon atoms, or aryl groups having 6 to 13 carbon atoms are also included. They can be selected as substituents. Specifically, alkyl groups having 1 to 6 carbon atoms include: Methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tert Examples include butyl groups and n-hexyl groups. Also, cyclo groups having 3 to 7 carbon atoms. Specifically, alkyl groups include cyclopropyl, cyclobutyl, and cyclopentyl groups. Examples include cyclohexyl groups. Also, aryl groups having 6 to 13 carbon atoms and Examples include phenyl groups, naphthyl groups, biphenyl groups, and fluorenyl groups. It can be done. Also, if the arylene group has substituents, those substituents are relative to each other. They may bond to form a ring. For example, the fluorenyl group at position 9 The carbon atom has two phenyl groups as substituents, and these phenyl groups are bonded together. Examples include cases where a spirofluorene skeleton is formed.

[0121] Furthermore, m and n each independently represent integers from 0 to 4.

[0122] Furthermore, in general formula (G4), it is preferable that both α and β are phenylene groups.

[0123] Furthermore, in the above general formula (G4), R 19 ~R 34 However, if it is all hydrogen, It is also advantageous in terms of ease of production and the cost of raw materials, and furthermore, it is a compound with a relatively low molecular weight. Therefore, it has a structure that is suitable for vacuum deposition, which is particularly preferable.

[0124] Furthermore, in general formulas (G2) to (G4), α and β are the same group, and m and n are the same. It is preferable that they be the same.

[0125] Furthermore, it is preferable that m and n are 1.

[0126] Furthermore, in the compound of this embodiment, R 1 ~R 4 However, if it is all hydrogen Furthermore, it is advantageous in terms of ease of synthesis and the cost of raw materials, and it is also a compound with a relatively low molecular weight. Therefore, it has a structure that is suitable for vacuum deposition, which is particularly preferable.

[0127] <Examples of substituents> In the compound of this embodiment, the benzoflopyrimidine skeleton or benzothieno The pyrimidine skeleton can be represented, for example, by the following structural formulas (Et-1) to (Et-32). A structure can be applied. Note that a benzoflopyrimidine skeleton or benzothienop These are not the only structures that can be used as a limidine skeleton.

[0128] [ka]

[0129] [ka]

[0130] In the above structural formulas (Et-1) to (Et-32), R 1 ~R 4 Each is independent in addition, hydrogen, substituted or unsubstituted C1 to C6 alkyl groups, substituted or unsubstituted carbon Cycloalkyl groups with 3 to 7 prime atoms, or substituted or unsubstituted ali groups with 6 to 13 carbon atoms. It represents any of the alkyl groups. Specifically, alkyl groups having 1 to 6 carbon atoms include the methyl group, Ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tert-butyl group Examples include n-hexyl groups. Also, cycloalkyl groups having 3 to 7 carbon atoms. Specifically, these include cyclopropyl group, cyclobutyl group, cyclopentyl group, and cyclopropyl group. Examples include xyl groups. Also, as aryl groups having 6 to 13 carbon atoms, Examples include the phenyl group, naphthyl group, biphenyl group, and fluorenyl group. Yes, it is possible. Furthermore, the alkyl groups, cycloalkyl groups, and aryl groups mentioned above have substituents. The substituents may be bonded to each other to form a ring. , alkyl groups having 1 to 6 carbon atoms, cycloalkyl groups having 3 to 7 carbon atoms, or C6- Aryl groups up to 13 can also be selected as substituents. C1 to C6 alkyl groups. Specifically, these include methyl group, ethyl group, propyl group, isopropyl group, butyl group, and Examples include butyl groups, tert-butyl groups, and n-hexyl groups. Examples of cycloalkyl groups with prime numbers 3 to 7 include cyclopropyl and cyclobutyl groups. Examples include groups such as the carbon 6 group, cyclopentyl group, and cyclohexyl group. The aryl groups up to 13 include phenyl, naphthyl, biphenyl, and fluorenyl groups. These are some specific examples.

[0131] Furthermore, in the general formula (G0), the benzofl[3,2-d]pyrimidine skeleton or ben Examples of the zothieno[3,2-d]pyrimidine skeleton include the above structural formula (Et-1) to The structures represented by (Et-4) and (Et-17) to (Et-20) can be applied. Cut.

[0132] Furthermore, in general formulas (G0) and (G1), dibenzoph, represented as A1 and A2, Examples of the lan skeleton, dibenzothiophene skeleton, and carbazole skeleton include the following structures. The structure represented by formulas (Ht-1) to (Ht-13) can be applied. And the structures that can be used as A2 are not limited to these.

[0133] [ka]

[0134] [ka]

[0135] In the above structural formulas (Ht-1) to (Ht-13), R 5 ~R 12 These are each German In addition, hydrogen, substituted or unsubstituted C1 to C6 alkyl groups, substituted or unsubstituted Cycloalkyl groups having 3 to 7 carbon atoms, or substituted or unsubstituted cycloalkyl groups having 6 to 13 carbon atoms. Represents any of the Riehl groups. Specifically, the alkyl group having 1 to 6 carbon atoms is the methyl group. ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tert-butyl Examples include groups such as n-hexyl groups. Also, cycloalkyl groups having 3 to 7 carbon atoms. Specifically, the groups include cyclopropyl group, cyclobutyl group, cyclopentyl group, and cyclo Examples include hexyl groups. Also, as for aryl groups having 6 to 13 carbon atoms, Examples include phenyl groups, naphthyl groups, biphenyl groups, and fluorenyl groups. This can be achieved. Furthermore, the alkyl, cycloalkyl, and aryl groups mentioned above have substituents. They may have, and the substituents may bond to each other to form a ring. This includes alkyl groups having 1 to 6 carbon atoms, cycloalkyl groups having 3 to 7 carbon atoms, or C6 Aryl groups of up to 13 carbon atoms can also be selected as substituents. Alkyl groups having 1 to 6 carbon atoms. Specifically, the groups include methyl group, ethyl group, propyl group, isopropyl group, and butyl group. Examples include isobutyl groups, tert-butyl groups, and n-hexyl groups. Examples of cycloalkyl groups having 3 to 7 carbon atoms include cyclopropyl group, cyclobutyl group, etc. Examples include the cyclopentyl group, cyclohexyl group, etc. Also, a group with 6 carbon atoms. The aryl groups up to 13 include phenyl, naphthyl, biphenyl, and fluorenyl groups. Examples such as the basics can be given as concrete examples.

[0136] Furthermore, in general formula (G2), the dibenzofuran skeleton, the dibenzothiophene skeleton, and The carbazole skeleton is represented, for example, by the above structural formulas (Ht-1) to (Ht-12). A structure can be applied. Furthermore, the dibenzofuran skeleton and the dibenzothiophene skeleton can be used. The structures that can be used as the carbazole skeleton are not limited to these.

[0137] Furthermore, in the above general formulas (G0) to (G4), the arylene groups represented by α and β are For example, groups represented by the following structural formulas (Ar-1) to (Ar-27) can be applied. It is possible. Furthermore, the groups that can be used as α and β are not limited to these, and may have substituents. It's okay to be there.

[0138] [ka]

[0139] [ka]

[0140] Furthermore, R in the above general formulas (G0) to (G4) 1 ~R 4 , general formulas (G2) and (G3) R 5 ~R 18 and R, R of general formula (G4) 19 ~R 34 Alkyl alkyl groups represented by , Cycloalkyl groups, or aryl groups, are, for example, those shown in the following structural formulas (R-1) to (R-29) A group represented by ) can be applied. Note that alkyl groups, cycloalkyl groups, or The groups that can be used as aryl groups are not limited to these, and may also have substituents. stomach.

[0141] [ka]

[0142] <Specific examples of compounds> The specific structures of the compounds represented by the above general formulas (G0) to (G4) are as follows: Examples include compounds represented by structural formulas (100) to (164). Note that general formula (G The compounds represented as 0) through (G4) are not limited to the following examples.

[0143] [ka]

[0144] [ka]

[0145] [ka]

[0146] [ka]

[0147] [ka]

[0148] [ka]

[0149] [ka]

[0150] [ka]

[0151] [ka]

[0152] [ka]

[0153] [ka]

[0154] As described above, the compound in this embodiment has a wide band gap, and therefore is particularly It is suitable as a light-emitting material, host material, and carrier transport material for blue and green light-emitting elements. This makes it possible to fabricate light-emitting elements that exhibit blue or green light with good luminescence efficiency. Furthermore, the compound in this embodiment has excellent carrier transport properties, and is suitable for use in light-emitting devices. It is suitable as a storage material or carrier transport material. This allows for light-emitting elements with low drive voltages. It is possible to produce this. Furthermore, the compound of this embodiment is suitable for repeated oxidation and reduction. Because it has good resistance, using this compound in a light-emitting element results in light emission with a good operating life. A device can be fabricated. As described above, the compound of this embodiment can be used in a light-emitting element. It is a suitable material for that purpose.

[0155] The compounds in this embodiment can be used by vapor deposition (including vacuum deposition) and inkjet. The film can be formed using methods such as coating, gravure printing, etc.

[0156] The compounds shown in this embodiment can be used in appropriate combination with the configurations shown in other embodiments. It is possible.

[0157] (Embodiment 2) In this embodiment, a benzoflopyrimidine derivative represented by the general formula (G0), or benzoflopyrimidine derivative represented by the general formula (G0), or The synthesis method for nzothienopyrimidine derivatives will be described. Various reactions can be applied. For example, by the following simple synthesis scheme Compounds represented by the general formula (G0) can be synthesized.

[0158] For example, as shown in scheme (a) below, substituted or unsubstituted benzoflopyrimid A halogen compound (A1) containing a benzothienopyrimidine skeleton or a benzothienopyrimidine skeleton, and a substituted or is an unsubstituted dibenzofuran skeleton, a substituted or unsubstituted dibenzothiophene skeleton, or Boronic acid compounds (A2) and (A3) containing a substituted or unsubstituted carbazole skeleton are subjected to the following reaction. This is obtained by making it compatible. At this time, as shown in scheme (b) below, with halogen Intermediate (D1) is produced via the reaction with substituted arylboronic acids (B1) and (B2). After obtaining the result, a substituted or unsubstituted dibenzofuran skeleton, a substituted or unsubstituted dibenzothio Boronic acid compounds containing a fen skeleton, or a substituted or unsubstituted carbazole skeleton (B3 ) and (B4) may be reacted. Alternatively, as shown in scheme (c) below, an intermediate After obtaining the intermediate (D2) via the boronic acid synthesis reaction of (D1), substituted or unsubstituted Dibenzofuran skeleton, substituted or unsubstituted dibenzothiophene skeleton, or substituted or Even when boronic acid compounds (C1) and (C2) containing an unsubstituted carbazole skeleton are reacted, Good. Note that B1 to B4 are boronic acid or boronic acid ester or cyclic triol boric acid. This represents cyclic triol borate salts, etc. In addition to lithium salts, potassium salts, and nitrate salts are also included in cyclic triol borate salts. Thorium salts may also be used.

[0159] [ka]

[0160] [ka]

[0161] [ka]

[0162] In addition, in synthesis schemes (a), (b), and (c), X1 to X4 are halogens. Q represents either O or S, and A1 and A2 are independently either substituted or unsubstituted. The dibenzofuran skeleton, the substituted or unsubstituted dibenzothiophene skeleton, or the substituted or unsubstituted dibenzothiophene skeleton. k represents one of the unsubstituted carbazole skeletons, R 1 ~R 4 Each of them independently, water Element, substituted or unsubstituted alkyl groups with 1 to 6 carbon atoms, substituted or unsubstituted alkyl groups with 3 carbon atoms Cycloalkyl groups of up to 7 carbon atoms, or substituted or unsubstituted aryl groups having 6 to 13 carbon atoms. , represents either , and α and β are each independently substituted or unsubstituted carbon atoms with 6 or more carbon atoms. It represents 13 arylene groups, where m is an integer from 0 to 4, and n is an integer from 0 to 4. .

[0163] These reactions also involve substituted or unsubstituted benzoflopyrimidine skeletons or substituted ones. Alternatively, a boronic acid containing an unsubstituted benzothienopyrimidine skeleton and a substituted or unsubstituted gibe A lenzofuran skeleton, a substituted or unsubstituted dibenzothiophene skeleton, or a substituted or unsubstituted dibenzothiophene skeleton. A halogen compound containing a substituted carbazole skeleton may also be reacted, and the halogen-substituted The reaction may also proceed via a reaction with arylboronic acids (B1) and (B2).

[0164] The above-mentioned compounds (A1), (A2), (A3), (B1), (B2), (B3), (B4 ), (C1), and (C2) are commercially available in various types or can be synthesized. Therefore, a benzophropyrimidine derivative represented by the general formula (G0), or benzothienop Numerous types of limidine derivatives can be synthesized. Therefore, in one embodiment of the present invention... Compounds are characterized by their wide variety.

[0165] The above describes a benzoflopyrimidine derivative or benzothie compound according to one aspect of the present invention. Although an example of a method for synthesizing nopyrimidine derivatives has been described, the present invention is not limited thereto. However, it may be synthesized by any other synthesis method.

[0166] The compounds shown in this embodiment can be appropriately combined with the configurations shown in other embodiments. It can be used.

[0167] (Embodiment 3) In this embodiment, the benzoflopyrimidine skeleton or benzothophyron skeleton described in Embodiment 1 is used. Chemicals having an enopyrimidine skeleton and a furan skeleton, a thiophene skeleton, or a pyrrole skeleton An example of a light-emitting element configuration using a composite material will be described below with reference to Figures 1 and 2.

[0168] First, an example of the configuration of a light-emitting element according to one aspect of the present invention will be shown below, using Figures 1(A) and 1(B). explain.

[0169] Figure 1(A) is a schematic cross-sectional view of a light-emitting element 150 according to one embodiment of the present invention.

[0170] The light-emitting element 150 has a pair of electrodes (electrode 101 and electrode 102), and between the pair of electrodes It has an EL layer 100 provided therein. The EL layer 100 has at least an emissive layer 130. .

[0171] Furthermore, the EL layer 100 shown in Figure 1(A) includes, in addition to the light-emitting layer 130, a hole injection layer 111, and It has functional layers such as a pore transport layer 112, an electron transport layer 118, and an electron injection layer 119.

[0172] In this embodiment, of the pair of electrodes, electrode 101 is used as the anode, and electrode 1 Although 02 is described as the cathode, this is not the case for the configuration of the light-emitting element 150. Then, electrode 101 is used as the cathode and electrode 102 as the anode, and the stacking of each layer between these electrodes is done in the reverse order. It may also be arranged in this order. That is, from the anode side, a hole injection layer 111, a hole transport layer 112, and The order in which the optical layer 130, electron transport layer 118, and electron injection layer 119 are stacked should be as follows. .

[0173] Note that the configuration of the EL layer 100 is not limited to the configuration shown in Figure 1(A), and other than the light-emitting layer 130, The hole injection layer 111, the hole transport layer 112, the electron transport layer 118, and the electron injection layer 119 The configuration should have at least one selected from among them. Alternatively, the EL layer 100 is To reduce the hole or electron injection barrier, to improve hole or electron transport, hole or Functions such as inhibiting electron transport or suppressing quenching by electrodes. The configuration may include functional layers having the following characteristics. Note that each functional layer may be a single layer, or multiple layers may be combined. It may also be a configuration in which layers of numbers are stacked.

[0174] In Figure 1(A), the light-emitting element 150 is located in one of the layers of the EL layer 100, according to the embodiment. This is a light-emitting element that uses the compound described in 1.

[0175] The compounds described in Embodiment 1 are benzoflopyrimidine skeletons or benzothienopyrimidine skeletons. Having a midin skeleton and a furan skeleton, a thiophene skeleton, or a carbazole skeleton. Therefore, both donor and acceptor properties can be strengthened. For this reason, the compound is Due to its excellent carrier transport properties, it is suitable as a host material or carrier transport material for light-emitting elements. Therefore, by using the configuration of this embodiment, a light-emitting element with a low driving voltage can be provided. It is possible.

[0176] Furthermore, because this compound has a wide band gap, it is particularly suitable for use with blue and green light-emitting elements. It is suitable as a transport material or carrier transport material. Therefore, the configuration of this embodiment is used. This provides a light-emitting element that has good luminous efficiency and emits blue or green light. It is possible.

[0177] Furthermore, the compound according to one aspect of the present invention is a benzoflopyrimidine skeleton or a benzothienopyrimidine skeleton. A substituent having a furan skeleton, a thiophene skeleton, or a carbazole skeleton is attached to the midin skeleton. The structure, which involves two bonding units, provides a light-emitting element with excellent carrier balance. This makes it possible to provide a light-emitting element with a good operating life.

[0178] Furthermore, since the compound has good resistance to repeated oxidation and reduction, this implementation By using this configuration, it is possible to provide a light-emitting element with a good operating life.

[0179] <Example of light-emitting element configuration 1> Figure 1(B) is a schematic cross-sectional view showing an example of the light-emitting layer 130 shown in Figure 1(A). The light-emitting layer 130 shown in B) comprises a guest material 131 and a host material 132.

[0180] As the guest material 131, any luminescent organic material may be used, and the luminescent organic material and For example, a compound that can emit fluorescence (fluorescent compound), or a compound that emits phosphorescence A suitable compound (phosphorescent compound) can be used.

[0181] In one embodiment of the present invention, the light-emitting element 150 comprises a pair of electrodes (electrode 101 and electrode 102 By applying a voltage between them, electrons are released from the cathode and holes from the anode. The electrons and holes are injected into the EL layer 100, and an electric current flows. Then, the injected electrons and holes recombine. By doing so, excitons are formed. This is produced by the recombination of carriers (electrons and holes). Of the excitons produced, the ratio of singlet excitons to triplet excitons (hereinafter referred to as the exciton production probability) is statistically determined. The probability ratio is 1:3. Therefore, in a light-emitting device using a fluorescent compound, light emission The proportion of singlet excitons that contribute to emission is 25%, while the proportion of triplet excitons that do not contribute to emission is 25%. The proportion of this that is generated is 75%. On the other hand, the odor of a light-emitting device using a phosphorescent compound is singlet Both excitons and triplet excitons can contribute to luminescence. Therefore, fluorescent compounds Light-emitting devices using phosphorescent compounds have higher luminescence efficiency than light-emitting devices using materials. It is preferable.

[0182] An exciton is a carrier (electron and hole) pair. An exciton has energy. Therefore, the material from which excitons are generated enters an excited state.

[0183] Furthermore, the compound according to one aspect of the present invention has a wide band gap and excellent carrier balance. Therefore, it is suitable as the host material 132 for the light-emitting element.

[0184] When a fluorescent compound is used as the guest material 131, the S1 level of the host material 132 is... It is preferable that the S1 level of the host material 131 is higher. By doing so, the host material 132 The singlet excitation energy is from the S1 level of the host material 132 to the S level of the guest material 131. Energy can be transferred to level 1. As a result, guest material 131 is in a singlet excited state. It enters a state and emits fluorescence.

[0185] Furthermore, when a phosphorescent compound is used as the guest material 131, the T1 level of the host material 132 is It is preferable that the T1 level of the guest material 131 is higher. The singlet and triplet excitation energies of 32 are determined by the S of the host material 132. Energy can be transferred from the 1st level and the T1 level to the T1 level of the guest material 131. As a result, guest material 131 enters a triplet excited state and emits phosphorescence.

[0186] To efficiently obtain luminescence from the singlet excited state of guest material 131, The fluorescence quantum yield of 1 is preferably high, specifically preferably 50% or more, more preferably It should be 70% or more, and more preferably 90% or more.

[0187] Furthermore, the host material 132 has donor properties such as a furan skeleton, thiophene skeleton, and pyrrole skeleton. When the skeleton has the above, holes injected into the light-emitting layer 130 are injected into the host material 132. This makes it easier to transport. Also, the host material 132 has a benzophropyrimidine skeleton or When it has a skeleton with acceptor properties, such as the nzothienopyrimidine skeleton, the luminescent layer 13 Electrons injected into 0 are more easily injected into and transported into the host material 132. Therefore, A compound according to one embodiment of the present invention is suitable as the host material 132. Furthermore, the guest material 131 is It is preferable that the donor skeleton has weaker donor properties than the host material 132. The guest material 131 has weaker acceptor properties than the host material 132. It is preferable to have a sex skeleton. By doing so, the host material 132 and the guest material 131 This can suppress the reaction that forms excited complexes.

[0188] By configuring the light-emitting layer 130 as described above, the light emitted from the guest material 131 of the light-emitting layer 130 is achieved. It can be obtained efficiently.

[0189] <Example of light-emitting element configuration 2> Next, a light-emitting element with a configuration different from the one described above will be explained below using Figures 2(A) and (B). do.

[0190] Figure 2(A) is a schematic cross-sectional view showing an example of the light-emitting layer 130 shown in Figure 1(A). The light-emitting layer 130 shown in A) comprises at least a guest material 131, a host material 132, and It has material 133.

[0191] Furthermore, in the light-emitting layer 130, the host material 132 or host material 133 is the most... There are many of them, and guest material 131 is dispersed among host material 132 and host material 133. Here, we will explain the configuration using a phosphorescent compound as guest material 131.

[0192] Furthermore, the compound according to one embodiment of the present invention has a high T1 level and excellent carrier balance. Therefore, it is suitable as the host material 132 for the light-emitting element.

[0193] Furthermore, the host material 133 contains a compound having hole transport properties or a compound having electron transport properties. A blend can be used.

[0194] Furthermore, the combination of host material 132 and host material 133 has hole transport properties. In the case of a combination of a compound and a compound with electron transport properties, the carrier depends on the mixing ratio. This makes it possible to easily control the balance. Specifically, compounds that have hole transport properties. : Compounds with electron transport properties are preferably in the range of 1:9 to 9:1 (by weight). Having a structure that allows for easy control of career balance, The recombination region can also be easily controlled.

[0195] Furthermore, when a phosphorescent compound is used for the guest material 131, the host material 132 and the host material The T1 level of material 133 is preferably higher than that of guest material 131. As a result, the singlet excitation energy and three of the host material 132 or host material 133 are obtained. The doublet excitation energy is the S1 and T1 levels of host material 132 or host material 133. Energy can be transferred from the position to the T1 level of guest material 131. As a result, the guest material Material 131 enters a triplet excited state and emits phosphorescence.

[0196] Furthermore, a combination of host material 132 and host material 133 that forms an excited complex is preferable. It seems so.

[0197] The combination of host material 132 and host material 133 forms an excited complex with each other. Any possible combination is fine, but one is a compound that has hole transport properties and the other is It is more preferable that the compound has electron transport properties.

[0198] In the light-emitting layer 130, the host material 132, the host material 133, and the guest material 131 The correlation of energy levels is shown in Figure 2(B). Note that the notation and symbols in Figure 2(B) are as follows: It is as follows: • Host(132): Host material 132 • Host(133): Host material 133 • Guest(131): Guest material 131 (phosphorescent compound) ·S PH1 : S1 level of host material 132 ·T PH1 :T1 level of host material 132 ·S PH2 : S1 level of host material 133 ·T PH2 :T1 level of host material 133 ·TPG : T1 level of guest material 131 (phosphorescent compound) ·S PE : S1 level of the excited complex ·T PE : T1 level of the excited complex

[0199] Host material 132 and host material 133 form an excited complex, and the S1 level of the excited complex ( S PE ) and T1 level (T PE ) are adjacent energy levels (Figure 2(B) (See E7).

[0200] Host material 132 and host material 133 are such that one accepts holes and the other accepts electrons. They quickly form an excited complex. Alternatively, when one enters an excited state, the other quickly forms an excited complex. The interaction forms an excited complex. Therefore, in addition to the excitons in the luminescent layer 130 Most exist as excited complexes. The excitation energy level of the excited complex (S PE or T PE ) is the S1 of the host material (host material 132 and host material 133) that forms the excited complex. Level (S PH1 and S PH2 ) is lower, therefore the host material is excited at a lower excitation energy. This makes it possible to form excited states of 132 and the host material 133. This allows us to lower the driving voltage of the optical element.

[0201] And the excited complex (S PE ) and (T PE The energy of both ) is used by guest material 131 Luminescence can be obtained by shifting to the T1 level of (phosphorescent compound) (Figure 2(B) Route E8, E See 9).

[0202] Note that the T1 level of the excited complex (T PE) is the T1 level (T PG )twist A larger value is preferable. This increases the singlet excitation energy of the generated excited complex. The triplet excitation energy is the S1 level (S) of the excited complex. PE ) and T1 level (T PE )mosquito The T1 level of guest material 131 (T PG Energy can be transferred to ).

[0203] Furthermore, in order to efficiently transfer excitation energy from the excited complex to the guest material 131, , the T1 level of the excited complex (T PE ) forms an excited complex with each host material (host material 13 2 and the T1 level of the host material 133) (T PH1 and T PH2 Equivalent to or smaller than ) This is preferable. This allows each host material (host material 132 and host material 133) This makes it less likely for the triplet excitation energy of the excited complex to quench, and the excited complex can be excited efficiently. Energy transfer occurs from [the source] to guest material 131.

[0204] <Energy transfer mechanism> Furthermore, the mechanism of the intermolecular energy transfer process between the host material (excited complex) and the guest material. These include the Förster mechanism (dipole-dipole interaction) and the Dexter mechanism (electron exchange). This can be explained by two mechanisms of interaction.

[0205] ≪Förster mechanism≫ In the Förster mechanism, energy transfer does not require direct contact between molecules, and the host Energy transfer occurs through the resonance phenomenon of dipole vibrations between the material and the guest material. Through vibrational resonance, the host material transfers energy to the guest material, and the excited state The core material enters the ground state, and the guest material in the ground state enters the excited state. - Mechanism's speed constant k h*→g This is shown in equation (1).

[0206]

number

[0207] In equation (1), ν represents the frequency, and f' h (ν) is a standardized host material Emission spectrum (When discussing energy transfer from singlet excited states, use fluorescence spectrum) When discussing energy transfer from a triplet excited state, the phosphorescent spectrum is represented, and ε g ( ν) represents the molar extinction coefficient of the guest material, N represents Avogadro's number, and n is the refractive index of the medium. R represents the refractive index, R represents the intermolecular distance between the host and guest materials, and τ represents the measured excitation. This represents the lifetime of the state (fluorescence lifetime or phosphorescence lifetime), c represents the speed of light, and φ represents the emission quantum yield (1 When discussing energy transfer from a multiplet excited state, the fluorescence quantum yield and energy transfer from a triplet excited state are important. When discussing energy transfer, it represents the phosphorescence quantum yield, K 2 These are host materials and guest materials These are coefficients (from 0 to 4) that represent the orientation of the transition dipole moment. Note that in the field of random orientation... The combination is K 2 = 2 / 3

[0208] Dexter Mechanism In the Dexter mechanism, the host material and guest material are within an effective contact distance where their orbits overlap. Approaching each other, through the exchange of electrons between the excited-state host material and the ground-state guest material Energy transfer occurs. Note that the rate constant k of the Dexter mechanism h*→g This is shown in equation (2). vinegar.

[0209] [Number]

[0210] In Equation (2), h is Planck's constant, K is a constant with the dimension of energy and ν represents the frequency, f’ h (ν) represents the normalized emission spectrum of the host material (fluorescence spectrum when discussing energy transfer from the singlet excited state, phosphorescence spectrum when discussing energy transfer from the triplet excited state) and ε’ g (ν) represents the normalized absorption spectrum of the guest material, L represents the effective molecular radius, and R represents the intermolecular distance between the host material and the guest material. Here, the energy transfer efficiency φ

[0211] from the host material to the guest material is expressed by Equation (3). k ET is expressed by k r represents the rate constant of the luminescence process of the host material (fluorescence when discussing energy transfer from the singlet excited state, phosphorescence when discussing energy transfer from the triplet excited state), k represents the rate constant of the non-luminescence process (thermal deactivation or intersystem crossing) of the host material, and τ represents the measured lifetime of the excited state of the host material. n

[0212] [Number]

[0213] From Equation (3), to increase the energy transfer efficiency φ ET , the rate constant k of energy transfer should be increased, and the other competing rate constants k h*→g +k r +k n (=1 / τ) should be relatively You'll understand that it's better if it's smaller.

[0214] ≪A concept for enhancing energy transfer≫ In energy transfer by the Förster mechanism, the energy transfer efficiency φ ET is, Photon quantum yield φ (fluorescence quantum yield if discussing energy transfer from singlet excited states) A higher value is better. Also, the emission spectrum of the host material (energy from singlet excited state) When discussing migration, use the fluorescence spectrum and the absorption spectrum of the guest material (singlet ground state or It is preferable that there is a large overlap with the absorption corresponding to the transition to the triplet excited state. Furthermore, a higher molar extinction coefficient for the guest material is preferable. This is because the emission spectrum of the host material This means that the torrent and the absorption band that appears at the longest wavelength end of the guest material overlap.

[0215] Furthermore, in energy transfer by the Dexter mechanism, the rate constant k h*→g Make it bigger To do this, the emission spectrum of the host material (when discussing energy transfer from a singlet excited state) (Fluorescence spectrum) and absorption spectrum of guest material (from singlet ground state to triplet excited state) A larger overlap with the absorption corresponding to the transition to is desirable. Therefore, the energy transfer effect The optimization of the ratio involves the emission spectrum of the host material and the absorption spectrum of the guest material that appears at the longest wavelength. This is achieved by overlapping the obi (sash).

[0216] Therefore, the triplet excitation of guest material 131 is achieved from the singlet excited state of the host material (excited complex). To facilitate energy transfer to the initial state, the emission spectrum of the excited complex and the gate It is preferable that the absorption band appearing on the longest wavelength side (lowest energy side) of material 131 overlaps with the other band. Yes. By doing so, the generation efficiency of the triplet excited state of the guest material 131 can be increased. It can be done.

[0217] By configuring the light-emitting layer 130 as described above, it becomes possible to efficiently obtain light emission from the guest material 131 (phosphorescent compound) of the light-emitting layer 130. It is possible to obtain light emission from the guest material 131 (phosphorescent compound) of the light-emitting layer 130 efficiently.

[0218] In addition, the process of Routes E7 to E9 shown above may be referred to as ExTET (Exciplex-Triplet Energy Transfer) in this specification and the like. That is, in the light-emitting layer 130, there is an energy transfer from the exciplex to the guest material 131. In this case, it is not always necessary for the reverse intersystem crossing efficiency from T to S to be high, and it is not necessary for the light emission quantum yield from S to be high, so a wide range of materials can be selected. PE from T PE to S to S PE from S, so a wide range of materials can be selected. It becomes possible.

[0219] <Material> Next, the details of the components of the light-emitting device according to one aspect of the present invention will be described below.

[0220] ≪Light-emitting layer≫ The materials that can be used for the light-emitting layer 130 will be described below, respectively.

[0221] ≪Host material 132≫ In the light-emitting layer 130, the host material 132 is present in the largest amount by weight ratio, and the guest material 131 is dispersed in the host material 132. When the guest material 131 is a fluorescent compound, the S1 level of the host material 132 of the light-emitting layer 130 is preferably higher than the S1 level of the guest material 131 of the light-emitting layer 130. When the guest material 131 is a phosphorescent compound, the light-emitting layer 130 ​The T1 level of the host material 132 is higher than the T1 level of the guest material 131 of the emissive layer 130. It is preferable.

[0222] As the host material 132, the compound according to one embodiment of the present invention shown in Embodiment 1 is preferred. ru.

[0223] ≪Guest Material 131≫ There are no particular limitations on guest material 131, but anthracene derivatives and tetracene derivatives are acceptable. Body, chrysene derivatives, phenanthrene derivatives, pyrene derivatives, perylene derivatives, stilbe Acryl derivatives, acridone derivatives, coumarin derivatives, phenoxazine derivatives, phenothiazine Derivatives are preferred, and for example, the following materials can be used.

[0224] Specifically, 5,6-bis[4-(10-phenyl-9-antryl)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-fluorine) [Len-9-yl]phenyl]pyrene-1,6-diamine (abbreviation: 1,6FLPAPrn) N,N'-bis(3-methylphenyl)-N,N'-bis[3-(9-phenyl-9H -Fluoren-9-yl)phenyl]pyrene-1,6-diamine (abbreviation: 1,6mMem FLPAPrn), N,N'-bis[4-(9-phenyl-9H-fluoren-9-yl) )phenyl]-N,N'-bis(4-tert-butylphenyl)pyrene-1,6-dia Min (abbreviation: 1,6tBu-FLPAPrn), N,N'-diphenyl-N,N'-bis [4-(9-phenyl-9H-fluoren-9-yl)phenyl]'-3,8-dicyclo Hexylpyrene-1,6-diamine (abbreviation: ch-1,6FLPAPrn), N,N'- Bis[4-(9H-carbazole-9-yl)phenyl]-N,N'-diphenylsyl Ben-4,4'-diamine (abbreviation: YGA2S), 4-(9H-carbazole-9-yl) )-4'-(10-phenyl-9-anthryl)triphenylamine (abbreviation: YGAPA) ), 4-(9H-carbazol-9-yl)-4'-(9,10-diphenyl-2-yl) Tolyl)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)perylene (Abbreviation: TBP), 4-(10-phenyl-9-antryl)-4'-(9-phenyl -9H-carbazole-3-yl)triphenylamine (abbreviation: PCBAPA), N,N ''-(2-tert-butylanthracene-9,10-diyldi-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-diphenyl Lu-2-anthryl)-N,9-diphenyl-9H-carbazole-3-amine (abbreviation: 2PCAPA), N-[9,10-bis(1,1'-biphenyl-2-yl)-2-an [Tryl]-N,9-diphenyl-9H-carbazole-3-amine (abbreviation: 2PCABP) hA), N-(9,10-diphenyl-2-anthryl)-N,N',N'-triphenyl Lu-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(1,1'3'-3'-3' Phenyl-2-yl)-N-[4-(9H-carbazole-9-yl)phenyl]-N- Phenylanthracene-2-amine (abbreviation: 2YGABPhA), N,N,9-triphen Nylanthracene-9-amine (abbreviation: DPhAPhA), Coumarin 6, Coumarin 545 T,N,N'-diphenylquinacridone (abbreviation: DPQd), rubren, 2,8-di-t ert-butyl-5,11-bis(4-tert-butylphenyl)-6,12-dife Niltetracene (abbreviation: TBRb), Nile Red, 5,12-bis(1,1'-biphenate) Nyl-4-yl)-6,11-diphenyltetracene (abbreviation: BPT), 2-(2-{2 -[4-(dimethylamino)phenyl]ethenyl}-6-methyl-4H-pyran-4-i Lyden)propanedinitrile (abbreviation: DCM1), 2-{2-methyl-6-[2-(2, 3,6,7-Tetrahydro-1H,5H-benzo[ij]quinoridine-9-yl)ethen [Lu]-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 (Tylphenyl)acenaphtho[1,2-a]fluorantene-3,10-diamine (abbreviation: p-mPhAFD), 2-{2-isopropyl-6-[2-(1,1,7,7-tetramethyl Tyl-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinoridine-9-i [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]quinoridine-9-yl)ethenyl ]-4H-pyran-4-ylidene}propanedinitrile (abbreviation: DCJTB), 2-(2 ,6-bis{2-[4-(dimethylamino)phenyl]ethenyl}-4H-pyran-4- Iridene)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]quinoridine-9-yl)ethenyl]-4H-pyran-4-ylidene} Propanedinitrile (abbreviation: BisDCJ™), 5,10,15,20-tetrapheny Rubisbenzo[5,6]indeno[1,2,3-cd:1',2',3'-lm]perile Examples include n, etc.

[0225] Furthermore, the emission peak of the host material 132 is on the longest wavelength side (low energy) of the guest material 131. Select the host material 132 and guest material 131 so that they overlap with the absorption band on the ghee side. This is preferable. This makes it possible to create a light-emitting element with dramatically improved luminous efficiency. ru.

[0226] Additionally, the guest material 131 may be an iridium, rhodium, or platinum-based organometallic complex. Examples include polyiodine bodies or metal complexes, among which are organoiridium complexes, such as iridium-based or Tometal complexes are preferred. A 4H-triazole ligand is preferred as the ligand for orthometalation. , 1H-triazole ligand, imidazole ligand, pyridine ligand, pyrimidine ligand Examples include pyrazine ligands or isoquinoline ligands. As for metal complexes, Examples include platinum complexes containing porphyrin ligands.

[0227] Examples of substances that have a blue or green emission peak include tris{2-[5-(2 -methylphenyl)-4-(2,6-dimethylphenyl)-4H-1,2,4-triazo [Ir-3-yl-κN2]phenyl-κC}iridium(III) (abbreviation: Ir(mpp) tz-dmp)3), Tris(5-methyl-3,4-diphenyl-4H-1,2,4-) Ryasolato) Iridium(III) (abbreviation: Ir(Mptz)3), Tris[4-(3- [Biphenyl)-5-isopropyl-3-phenyl-4H-1,2,4-triazolato] Lydium(III) (abbreviation: Ir(iPrptz-3b)3), Tris[3-(5-Bif [Phenyl)-5-isopropyl-4-phenyl-4H-1,2,4-triazolato]iridi Um(III) (abbreviation: Ir(iPr5btz)3), a 4H-triazole skeleton organometallic iridium complexes having, or tris[3-methyl-1-(2-methylphenyl) -5-phenyl-1H-1,2,4-triazolato]iridium(III) (abbreviation: Ir (Mptz1-mp)3), Tris(1-methyl-5-phenyl-3-propyl-1H- 1,2,4-Triazolat) Iridium(III) (Abbreviation: Ir(Prptz1-Me) 3) Organometallic iridium complexes having a 1H-triazole skeleton, or fac-tri S[1-(2,6-diisopropylphenyl)-2-phenyl-1H-imidazole] Rydium(III) (abbreviation: Ir(iPrpmi)3), Tris[3-(2,6-dimethyl Iridium (I)-7-methylimidazo[1,2-f]phenantridinato]iridium II) (abbreviation: Ir(dmpimpt-Me)3) has an imidazole skeleton iridium metal complexes and bis[2-(4',6'-difluorophenyl)pyridinate- N,C 2’ Iridium(III) tetrakis(1-pyrazolyl) borate (abbreviation: FI) r6), bis[2-(4',6'-difluorophenyl)pyridinate-N,C 2’ ] Iri Dium(III) picolinate (abbreviation: Firpic), bis{2-[3',5'-bis (trifluoromethyl)phenyl]pyridinate-N,C 2’ Iridium(III) pico Rinart (abbreviation: Ir(CF3ppy)2(pic)), Bis[2-(4',6'-Jif Luorophenyl)pyridinate-N,C 2’ Iridium(III) acetylacetonate (abbreviation: Fir(acac)) contains a phenylpyridine derivative having an electron-withdrawing group. Examples include organometallic iridium complexes used as ligands. Among those mentioned above, 4H-triazole is one example. Organometallic iridium complexes with a skeletal structure are particularly preferred because they offer excellent reliability and luminescence efficiency. stomach.

[0228] Furthermore, examples of substances that have a green or yellow emission peak include tris(4-methyl Iridium(III) (abbreviation: Ir(mppm)3), 6-phenylpyrimidinato Tris(4-t-butyl-6-phenylpyrimidinato)iridium(III) (abbreviation: I r(tBuppm)3), (acetylacetonate)bis(6-methyl-4-phenylpyryl) Iridium(III) (abbreviation: Ir(mppm)2(acac)), (acetyl Luacetonato)bis(6-tert-butyl-4-phenylpyrimidinato)iridium III) (Abbreviation: Ir(tBuppm)2(acac)), (acetylacetonato)bis [4-(2-norbornyl)-6-phenylpyrimidinato]iridium(III) (abbreviation) :Ir(nbppm)2(acac)),(acetylacetonato)bis[5-methyl-6 -(2-methylphenyl)-4-phenylpyrimidinato]iridium(III) (abbreviation: Ir(mpmppm)2(acac)), (acetylacetonato)bis{4,6-dimethicone} Lu-2-[6-(2,6-dimethylphenyl)-4-pyrimidinyl-κN3]phenyl- κC} Iridium(III) (abbreviation: Ir(dmppm-dmp)2(acac)), ( Acetylacetonato)bis(4,6-diphenylpyrimidinato)iridium(III)( Abbreviation: Organometallic irritants with a pyrimidine skeleton, such as Ir(dppm)2(acac) Dium complexes, and (acetylacetonato)bis(3,5-dimethyl-2-phenylpyrazine Iridium(III) (abbreviation: Ir(mppr-Me)2(acac)), (acetyl Luacetonato)bis(5-isopropyl-3-methyl-2-phenylpyradinato)iridi Pyrazine bones like Um(III) (abbreviation: Ir(mppr-iPr)2(acac)) iridium organometallic complexes with a specific classification, and tris(2-phenylpyridinato-N,C)2’ ) Iridium(III) (abbreviation: Ir(ppy)3), bis(2-phenylpyridinate-N) ,C 2’ Iridium(III) acetylacetonate (abbreviation: Ir(ppy)2(ac) ac)), bis(benzo[h]quinolinate)iridium(III)acetylacetonate (Abbreviation: Ir(bzq)2(acac)), Tris(benzo[h]quinolinato)iridiu Mu(III) (abbreviation: Ir(bzq)3), Tris(2-phenylquinolinato-N,C) 2 ’ ) Iridium(III) (abbreviation: Ir(pq)3), bis(2-phenylquinolinazole- N,C 2’ Iridium(III) acetylacetonate (abbreviation: Ir(pq)2(ac) Organometallic iridium complexes having a pyridine skeleton, such as ac)), and bis(2,4-diph Enyl-1,3-oxazolato-N,C 2’ Iridium(III) Acetylaceton (abbreviation: Ir(dpo)2(acac)), bis{2-[4'-(perfluorophenicol) [Phenyl]pyridinate-N,C 2’ Iridium(III) acetylacetonate ( Abbreviation: Ir(p-PF-ph)2(acac)), bis(2-phenylbenzothiazolat -N,C 2’ Iridium(III) acetylacetonate (abbreviation: Ir(bt)2(a) In addition to organometallic iridium complexes such as CAC, there are also tris(acetylacetonate)(monophenate). Nanthroline terbium(III) (abbreviation: Tb(acac)3(Phen)) Examples include rare earth metal complexes. Among those mentioned above, organometallic ylids having a pyrimidine skeleton are particularly noteworthy. Dium complexes are particularly preferred because they offer outstanding reliability and luminous efficiency.

[0229] Furthermore, examples of substances that have a yellow or red emission peak include (diisobutyryl Methanato)bis[4,6-bis(3-methylphenyl)pyrimidinato]iridium(II) I) (abbreviation: Ir(5mdppm)2(dibm)), bis[4,6-bis(3-methyl [Phenyl)pyrimidinato](dipivaloylmethanato)iridium(III) (abbreviation: Ir (5 mdppm)2(dpm)), bis[4,6-di(naphthalene-1-yl)pyrimid Nat] (dipivaloylmethanato) Iridium(III) (Abbreviation: Ir(d1npm)2) Organometallic iridium complexes having a pyrimidine skeleton such as dpm, and (acetylacet Tonato)bis(2,3,5-triphenylpyradinato)iridium(III) (abbreviation: I r(tppr)2(acac)), bis(2,3,5-triphenylpyrazinate)(dipy Valoylmethanato) Iridium(III) (abbreviation: Ir(tppr)2(dpm)), ( Acetylacetonato)bis[2,3-bis(4-fluorophenyl)quinoxalinato] Pyrazine bones like lysium(III) (abbreviation: [Ir(Fdpq)2(acac)]) iridium organometallic complexes with a specific classification, and tris(1-phenylisoquinolinato-N,C) 2 ’ Iridium(III) (abbreviation: Ir(piq)3), bis(1-phenylisoquinol) Nato-N,C 2’ Iridium(III) acetylacetonate (abbreviation: Ir(piq)) In addition to organometallic iridium complexes having a pyridine skeleton like 2(acac)), 2,3, 7,8,12,13,17,18-Octaethyl-21H,23H-Porphyrin Platinum ( Platinum complexes such as (II) (abbreviation: PtOEP), and tris(1,3-diphenyl-1,3) -Propanedionato) (monophenanthroline) europium(III) (abbreviation: Eu( DBM)3(Phen)), Tris[1-(2-tenoyl)-3,3,3-trifluoro [Acetonato](monophenanthroline) europium(III) (abbreviation: Eu(TTA)) Examples include rare earth metal complexes such as 3(Phen)). Among those mentioned above, pyrimidine bone Organometallic iridium complexes with a high rating are particularly outstanding in terms of reliability and luminescence efficiency, so Preferred. Furthermore, organometallic iridium complexes having a pyrazine skeleton exhibit good chromatic red emission. You can obtain this.

[0230] Furthermore, the light-emitting material included in the light-emitting layer 130 converts triplet excitation energy into light emission. Any material that can do this is acceptable. A material that can convert the triplet excitation energy into light emission is phosphorus. In addition to photoactive compounds, there are also thermally activated delayed fluorescence compounds. Examples include laid-fluorescence (TADF) compounds. Regarding the part that says "phosphorescent compound," it may be read as "thermally activated delayed fluorescence compound." No. Thermally activated delayed fluorescence compounds have a small difference between the S1 and T1 levels, and reverse intersystem crossing occurs. This material has the function of converting triplet excitation energy to singlet excitation energy. Therefore, a small amount of thermal energy can upgrade a triplet excited state to a singlet excited state. It allows for conversion (reverse intersystem crossing) and efficiently exhibits luminescence (fluorescence) from the singlet excited state. This is possible. Conditions under which thermally activated delayed fluorescence can be efficiently obtained include the S1 level and the T1 level. The energy difference with respect to the position is preferably greater than 0 eV and 0.3 eV or less, more preferably 0 eV. Greater than eV and 0.2eV or less, more preferably greater than 0eV and 0.1eV or less. One example is:

[0231] When a thermally activated delayed fluorescence compound is composed of only one type of material, for example, the following materials It can be used.

[0232] First, there are fullerenes and their derivatives, acridine derivatives such as proflavin, and eosin. It can be produced. Also, magnesium (Mg), zinc (Zn), cadmium (Cd), tin (S) n) Metals containing platinum (Pt), indium (In), or palladium (Pd), etc. Examples include metal-containing porphyrins. For example, protoporph Fluorine-tin fluoride complex (SnF2(Proto IX)), mesoporphyrin-fluoride Tin complex (SnF2(Meso IX)), hematoporphyrin-tin fluoride complex (Sn F2 (Hemato IX), coproporphyrin tetramethyl ester - tin fluoride Complex (SnF2(Copro III-4Me)), octaethylporphyrin-fluoride Tin complex (SnF2(OEP)), Ethioporphyrin-tin fluoride complex (SnF2(E Examples include tio I)) and octaethylporphyrin-platinum chloride complex (PtCl2OEP). It can be done.

[0233] Furthermore, as thermally activated delayed fluorescence compounds composed of a single material, π-electron-rich compound Heterocyclic compounds having an aromatic ring and a π-electron-deficient heteroaromatic ring can also be used. In terms of, 2-(biphenyl-4-yl)-4,6-bis(12-phenylindoro[2, 3-a)Carbazole-11-yl)-1,3,5-triazine (abbreviation: PIC-TRZ) ), 2-{4-[3-(N-phenyl-9H-carbazol-3-yl)-9H-carb Zole-9-yl]phenyl}-4,6-diphenyl-1,3,5-triazine (abbreviation: PCCzPTzn), 2-[4-(10H-phenoxazine-10-yl)phenyl]- 4,6-diphenyl-1,3,5-triazine (abbreviation: PXZ-TRZ), 3-[4-( 5-phenyl-5,10-dihydrophenazine-10-yl)phenyl]-4,5-diph Enyl-1,2,4-triazole (abbreviation: PPZ-3TPT), 3-(9,9-dimethicone) ACRXT N), bis[4-(9,9-dimethyl-9,10-dihydroacridine)phenyl]sulfate Hon (abbreviation: DMAC-DPS), 10-phenyl-10H,10'H-spiro[acrylic] Examples include din-9,9'-anthracene]-10'-one (abbreviated as ACRSA). The heterocyclic compound has a π-electron-rich heteroaromatic ring and a π-electron-deficient heteroaromatic ring, It is preferable because it has high electron transport and hole transport properties. In particular, it has a π-electron-deficient heteroaromatic ring. Among the skeletons, the diazine skeleton (pyrimidine skeleton, pyrazine skeleton, pyridazine skeleton), or The triazine skeleton is preferred because it is stable and reliable. Furthermore, it is a π-electron-rich complex aromatic compound. Among the ring-containing skeletons, the acridine skeleton, phenoxazine skeleton, and phenothiazine skeleton are among them. Because the furan skeleton, thiophene skeleton, and pyrrole skeleton are stable and reliable, the bone It is preferable to have one or more of the following values ​​selected from the list. The skeleton consists of an indole skeleton, a carbazole skeleton, and 9-phenyl-3,3'-be- A 9H-carbazole skeleton is particularly preferred. Note that π-electron-rich heteroaromatic rings and π-electron-deficient rings are also preferred. Substances directly bonded to a type of heteroaromatic ring exhibit both donor and π-electron-deficient properties for π-electron-rich heteroaromatic rings. Both types of complex aromatic rings have strong acceptor properties, and the singlet excited state level and the triplet excited state level This is particularly preferable because it reduces the difference in rank.

[0234] Furthermore, materials exhibiting thermally activated delayed fluorescence can be subjected to reverse intersystem crossing from a triplet excited state. It may be a material capable of generating a multiplet excited state, or an excited complex (excyplex, also It may be composed of multiple materials that form an Exciplex (also known as an Exciplex).

[0235] The emission peak of host material 132 is the triplet MLC of guest material 131 (phosphorescent compound). Absorption band of T (Metal to Ligand Charge Transfer) transition More specifically, the host material 132 and the gestic material are configured to overlap with the longest wavelength absorption band. It is preferable to select material 131 (phosphorescent compound). This dramatically improves luminescence efficiency. This can result in a light-emitting element with significantly improved performance. However, instead of a phosphorescent compound, a thermally activated delayed element can be used. When using fluorescent compounds, the absorption band at the longest wavelength is the singlet absorption band. This is preferable.

[0236] ≪Host Material 133≫ The host material 133 can be zinc or aluminum-based metal complexes, as well as oxadiazole inducers. Conductors, triazole derivatives, benzimidazole derivatives, quinoxaline derivatives, dibenzo Quinoxaline derivatives, dibenzothiophene derivatives, dibenzofuran derivatives, pyrimidine derivatives Conductors, triazine derivatives, pyridine derivatives, bipyridine derivatives, phenanthroline derivatives These are some examples. Other examples include aromatic amines and carbazole derivatives. ru.

[0237] As the host material 133, a combination that can form an excited complex with the host material 132 is preferred. In this case, the emission of light from the excited complex formed by host material 133 and host material 132. The peak is the triplet MLCT (Metal to L) of guest material 131 (phosphorescent compound). The absorption band of the igand Charge Transfer transition, more specifically, the longest Host material 133, host material 132, and guest material are arranged so as to overlap with the absorption band on the wavelength side. It is preferable to select material 131 (phosphorescent compound). This dramatically improves the luminescence efficiency. This can result in an improved light-emitting element. However, instead of a phosphorescent compound, a thermally activated delayed fluorescence can be used. When using a compound, the absorption band on the longest wavelength side is a singlet absorption band. Preferred. Furthermore, the compound of one embodiment of the present invention shown in Embodiment 1 has a highly donor skeleton. And because it has a skeleton with high acceptability, host material 133 or host material 132 One option is preferable.

[0238] The following hole-transporting and electron-transporting materials are used as the host material 133. It is possible.

[0239] As a hole-transporting material, a material with higher hole transport capabilities than electron transport can be used, ×10 -6 cm 2 It is preferable that the material has a hole mobility of / Vs or greater. Specifically This uses aromatic amines, carbazole derivatives, aromatic hydrocarbons, stilbene derivatives, etc. This is possible. Furthermore, the hole-transporting material may be a polymer compound.

[0240] Examples of materials with high hole transport capabilities include, for example, aromatic amine compounds such as 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-diphenylaminophenic acid) Examples include [Lu]-N-phenylaminobenzene (abbreviation: DPA3B), etc.

[0241] Furthermore, as a carbazole derivative, 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 (Aminophenyl)-N-(1-naphthyl)amino]-9-phenylcarbazole (abbreviation) :PCzTPN2), 3-[N-(9-phenylcarbazole-3-yl)-N-phenyl Luamino]-9-phenylcarbazole (abbreviation: PCzPCA1), 3,6-bis[N- (9-phenylcarbazole-3-yl)-N-phenylamino]-9-phenylcarb Zol (abbreviation: PCzPCA2), 3-[N-(1-naphthyl)-N-(9-phenylcate Luvazole-3-yl)amino]-9-phenylcarbazole (abbreviation: PCzPCN1) Examples include:

[0242] In addition, other carbazole derivatives include 4,4'-di(N-carbazolyl)bife Nyl (abbreviated as CBP), 1,3,5-tris[4-(N-carbazolyl)phenyl]bene Zen (abbreviation: TCPB), 9-[4-(10-phenyl-9-antryl)phenyl]- 9H-carbazole (abbreviation: CzPA), 1,4-bis[4-(N-carbazolyl)phen [Nyl]-2,3,5,6-tetraphenylbenzene, etc., can be used.

[0243] Furthermore, examples of aromatic hydrocarbons include 2-tert-butyl-9,10-di(2- Naphthyl)anthracene (abbreviation: t-BuDNA), 2-tert-butyl-9,10- Di(1-naphthyl)anthracene, 9,10-bis(3,5-diphenylphenyl)anthracene Tracene (abbreviation: DPPA), 2-tert-butyl-9,10-bis(4-phenyl Enyl anthracene (abbreviation: t-BuDBA), 9,10-di(2-naphthyl)ant Helical (abbreviated as DNA), 9,10-diphenylanthracene (abbreviated as 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-naphthyl) Chil)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' -Biantril, Anthracene, Tetracene, Rubren, Perylene, 2, 5, 8, 11- Examples include tetra(tert-butyl)perylene. In addition, pentacene, coro Nen and other similar materials can also be used. In this way, 1 × 10 -6 cm 2 Hole mobility of / Vs or greater It is more preferable to use aromatic hydrocarbons having 14 to 42 carbon atoms.

[0244] Furthermore, aromatic hydrocarbons may have a vinyl skeleton. Examples of group hydrocarbons include 4,4'-bis(2,2-diphenylvinyl)biphenyl (Abbreviation: DPVBi), 9,10-bis[4-(2,2-diphenylvinyl)phenyl] Examples include anthracene (abbreviated as DPVPA).

[0245] Also, poly(N-vinylcarbazole) (abbreviation: PVK) and poly(4-vinyltriphen Nylamine (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 High molecular weight compounds such as (phenyl)benzidine (abbreviated as Poly-TPD) can also be used. can.

[0246] Furthermore, materials with high hole transport capabilities include, for example, 4,4'-bis[N-(1-naphthyl )-N-phenylamino]biphenyl (abbreviation: NPB or α-NPD) or N,N'-bi Su(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4 '-diamine (abbreviation: TPD), 4,4',4''-tris(carbazole-9-yl) Triphenylamine (abbreviation: TCTA), 4,4',4''-tris[N-(1-naphthyl [Lu)-N-phenylamino]triphenylamine (abbreviation: 1'-TNATA), 4,4' ,4''-Tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA) ), 4,4',4''-Tris[N-(3-methylphenyl)-N-phenylamino] Riphenylamine (abbreviation: MTDATA), 4,4'-bis[N-(spiro-9,9'- Bifluoren-2-yl)-N-phenylamino]biphenyl (abbreviation: BSPB), 4- Phenyl-4'-(9-phenylfluoren-9-yl)triphenylamine (abbreviation: B) PAFLP), 4-phenyl-3'-(9-phenylfluoren-9-yl)triphenyl Luamine (abbreviation: mBPAFLP), N-(9,9-dimethyl-9H-fluorene-2- Il)-N-{9,9-dimethyl-2-[N'-phenyl-N'-(9,9-dimethyl- 9H-Fluoren-2-yl)amino]-9H-Fluoren-7-yl}phenylamine (Abbreviation: DFLADFL), N-(9,9-dimethyl-2-diphenylamino-9H-) Luoren-7-yl)diphenylamine (abbreviation: DPNF), 2-[N-(4-diphenyl [N-phenylamino]spiro-9,9'-bifluorene (abbreviation: D PASF), 4-phenyl-4'-(9-phenyl-9H-carbazole-3-yl) Diphenylamine (abbreviation: PCBA1BP), 4,4'-diphenyl-4''-(9-diphenylamine) Phenyl-9H-carbazole-3-yl)triphenylamine (abbreviation: PCBBi1BP) ), 4-(1-naphthyl)-4'-(9-phenyl-9H-carbazole-3-yl) Riphenylamine (abbreviation: PCBANB), 4,4'-di(1-naphthyl)-4''-( 9-phenyl-9H-carbazole-3-yl)triphenylamine (abbreviation: PCBNB) B) 4-phenyldiphenyl-(9-phenyl-9H-carbazole-3-yl)amine N (abbreviation: PCA1BP), N,N'-bis(9-phenylcarbazole-3-yl)- N,N'-diphenylbenzene-1,3-diamine (abbreviation: PCA2B), N,N',N ''-Triphenyl-N,N',N''-Tris(9-phenylcarbazole-3-yl) )Benzene-1,3,5-triamine (abbreviation: PCA3B), N-(4-biphenyl)- N-(9,9-dimethyl-9H-fluoren-2-yl)-9-phenyl-9H-carb Zole-3-amine (abbreviation: PCBiF), N-(1,1'-biphenyl-4-yl)- N-[4-(9-phenyl-9H-carbazole-3-yl)phenyl]-9,9-dimethyl Tyl-9H-fluoren-2-amine (abbreviation: PCBBiF), 9,9-dimethyl-N- Phenyl-N-[4-(9-phenyl-9H-carbazole-3-yl)phenyl]flu Oren-2-amine (abbreviation: PCBAF), N-phenyl-N-[4-(9-phenyl- 9H-carbazole-3-yl)phenyl]spiro-9,9'-bifluoren-2-amine N (abbreviation: PCBASF), 2-[N-(9-phenylcarbazole-3-yl)-N- Phenylamino]spiro-9,9'-bifluorene (abbreviation: PCASF), 2,7-bis [N-(4-diphenylaminophenyl)-N-phenylamino]-spiro-9,9'- Bifluoren (abbreviation: DPA2SF), N-[4-(9H-carbazole-9-yl) [phenyl]-N-(4-phenyl)phenylaniline (abbreviation: YGA1BP), N,N'- Bis[4-(carbazole-9-yl)phenyl]-N,N'-diphenyl-9,9-di Aromatic amine compounds such as methylfluorene-2,7-diamine (abbreviation: YGA2F), etc. It can also be used. Furthermore, 3-[4-(1-naphthyl)-phenyl]-9-phenyl -9H-carbazole (abbreviation: PCPN), 3-[4-(9-phenanthril)-pheni [Lu]-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-phenyl Nilcarbazole (abbreviation: CzTP), 3,6-di(9H-carbazole-9-yl)- 9-phenyl-9H-carbazole (abbreviation: PhCzGI), 2,8-di(9H-carbazole) Zole-9-yl)-dibenzothiophene (abbreviation: Cz2DBT), 4-{3-[3-( 9-phenyl-9H-fluoren-9-yl)phenyl]phenyl}dibenzofuran (abbreviated) Name: mmDBFFLBi-II), 4,4',4''-(benzene-1,3,5-torii 1,3,5-tri(dibenzofuran) (abbreviation: DBF3P-II), 1,3,5-tri(dibenzofuran) Thiophen-4-yl)-benzene (abbreviation: DBT3P-II), 2,8-diphenyl- 4-[4-(9-phenyl-9H-fluoren-9-yl)phenyl]dibenzothiophen (Abbreviation: DBTFLP-III), 4-[4-(9-phenyl-9H-fluorene-9) -yl)phenyl]-6-phenyldibenzothiophene (abbreviation: DBTFLP-IV), 4-[3-(triphenylene-2-yl)phenyl]dibenzothiophene (abbreviation: mDB) Amine compounds such as TPTp-II, carbazole compounds, thiophene compounds, and furan compounds. Compounds, fluorene compounds, triphenylene compounds, phenanthrene compounds, etc. are used. This can be done. The substances described here are mainly 1 × 10 -6 cm 2 Having a hole mobility of / Vs or greater It is a substance that transports holes more efficiently than electrons. You may use it.

[0247] As electron-transporting materials, materials with higher electron transport capabilities than holes can be used, ×10 -6 cm 2 It is preferable that the material has an electron mobility of / Vs or higher. Examples of easily absorbed materials (materials with electron transport properties) include nitrogen-containing heteroaromatic compounds. Such π-electron-deficient heteroaromatic compounds and metal complexes can be used. Specifically, quinoline It contains a ligand, a benzoquinoline ligand, an oxazole ligand, or a thiazole ligand. Metal complexes, oxadiazole derivatives, triazole derivatives, phenanthroline derivatives, Examples include pyridine derivatives, bipyridine derivatives, and pyrimidine derivatives.

[0248] For example, tris(8-quinolinolato)aluminum(III) (abbreviation: Alq), tri (4-methyl-8-quinolinolato)aluminum(III) (abbreviation: Almq3), (10-hydroxybenzo[h]quinolinato)beryllium(II) (abbreviation: BeBq2) ), bis(2-methyl-8-quinolinolate)(4-phenylphenolate)aluminum ( III) (Abbreviation: BAlq), Bis(8-quinolinolato)zinc(II) (Abbreviation: Znq) These are layers consisting of metal complexes having a quinoline skeleton or a benzoquinoline skeleton, etc. In addition, there is bis[2-(2-benzoxazolyl)phenolate]zinc(II) (abbreviation: Z nPBO), bis[2-(2-benzothiazolyl)phenolate]zinc(II) (abbreviation: Z Metal complexes containing oxazole-based or thiazole-based ligands, such as nBTZ, can also be used. Furthermore, in addition to metal complexes, 2-(4-biphenylyl)-5-(4-ter t-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), and 1,3- Su[5-(p-tert-butylphenyl)-1,3,4-oxadiazole-2-yl ]benzene (abbreviation: OXD-7), 9-[4-(5-phenyl-1,3,4-oxadia Zole-2-yl)phenyl]-9H-carbazole (abbreviation: CO11), 3-(4-phenyl) Phenylyl)-4-phenyl-5-(4-tert-butylphenyl)-1,2,4- Reazol (abbreviation: TAZ), 9-[4-(4,5-diphenyl-4H-1,2,4-to Riazole-3-yl)phenyl]-9H-carbazole (abbreviation: CzTAZ1), 2, 2',2''-(1,3,5-benzenetriyl)tris(1-phenyl-1H-benzo Imidazole (abbreviation: TPBI), 2-[3-(dibenzothiophen-4-yl) [nyl]-1-phenyl-1H-benzoimidazole (abbreviation: mDBTBIm-II), Phenanthroline (abbreviated as BPhen), vasocuproin (abbreviated as BCP), and other compound cyclic compounds, and 2-[3-(dibenzothiophen-4-yl)phenyl]dibenzo[f, [h]Quinoxaline (abbreviation: 2mDBTPDBq-II), 2-[3'-(dibenzothioff) [f,h]dibenzo[f,h]quinoxaline (abbreviation: 2m) DBTBPDBq-II), 2-[3'-(9H-carbazole-9-yl)biphenyl -3-yl]dibenzo[f,h]quinoxaline (abbreviation: 2mCzBPDBq), 2-[4 -(3,6-diphenyl-9H-carbazole-9-yl)phenyl]dibenzo[f,h ]Quinoxaline (abbreviation: 2CzPDBq-III), 7-[3-(dibenzothiophene- 4-yl)phenyl]dibenzo[f,h]quinoxaline (abbreviation: 7mDBTPDBq-I I), and 6-[3-(dibenzothiophen-4-yl)phenyl]dibenzo[f,h ]Quinoxaline (abbreviation: 6mDBTPDBq-II), 2-[3-(3,9'-bi-9H -Carbazole-9-yl)phenyl]dibenzo[f,h]quinoxaline (abbreviation: 2mC) zCzPDBq), 4,6-bis[3-(phenanthrene-9-yl)phenyl]pyrim Zin (abbreviation: 4,6mPnP2Pm), 4,6-bis[3-(4-dibenzothienyl)f [enyl]pyrimidine (abbreviation: 4,6mDBTP2Pm-II), 4,6-bis[3-(9 H-carbazole-9-yl)phenyl]pyrimidine (abbreviation: 4,6mCzP2Pm) Any heterocyclic compound having a diazine skeleton, or a triazine skeleton such as PCCzPTzn heterocyclic compounds such as 3,5-bis[3-(9H-carbazole-9-yl)phenyl] Pyridine (abbreviation: 35DCzPPy), 1,3,5-tri[3-(3-pyridyl)pheny Heterocyclic compounds having a pyridine skeleton, such as [L]benzene (abbreviation: TmPyPB), 4,4 '-Bis(5-methylbenzoxazole-2-yl)stilbene (abbreviation: BzOs) Any heteroaromatic compound can be used. Among the heterocyclic compounds mentioned above, diazine Heterocyclic compounds having a (pyrimidine, pyrazine, pyridazine) skeleton or a pyridine skeleton. It is stable, reliable, and preferable. Furthermore, the heterocyclic compound having this skeleton is electron It offers high transportability and contributes to reducing drive voltage. Also, poly(2,5-pyridinediyl) (abbreviated) Name: PPy), Poly[(9,9-dihexylfluorene-2,7-diyl)-co-(Pi Lysine-3,5-diyl) (abbreviation: PF-Py), poly[(9,9-dioctyl fluoride)] (Abbreviation) Polymer compounds such as PF-BPy can also be used. The substances described here are primarily 1 x 10 -6 cm 2 It is a substance with an electron mobility of / Vs or greater. Any substance with high transportability may be used in addition to those mentioned above.

[0249] The light-emitting layer 130 can also be composed of two or more layers. For example, the first When the first light-emitting layer and the second light-emitting layer are stacked in order from the hole transport layer side to form the light-emitting layer 130, A material having hole transport properties is used as the host material for the first light-emitting layer, and the host material for the second light-emitting layer One such configuration involves using materials that possess electron-transporting properties.

[0250] Furthermore, in the light-emitting layer 130, guest material 131, host material 132, and host material It is acceptable to have materials other than 133.

[0251] The light-emitting layer 130 is produced by vapor deposition (including vacuum deposition), inkjet, coating, etc. It can be formed by methods such as labia printing. In addition to the materials mentioned above, quantum dots, etc. Even if it has an inorganic compound or polymer compound (oligomer, dendrimer, polymer, etc.) good.

[0252] Quantum dots The materials that make up quantum dots include Group 14 elements, Group 15 elements, Group 16 elements, and composite Compounds consisting of elements from Group 14, and elements belonging to Groups 4 through 14 and Group 16. Compounds, compounds of Group 2 and Group 16 elements, compounds of Group 13 and Group 15 elements Compounds of Group 13 and Group 17 elements, compounds of Group 14 and Group 15 elements, Compounds of Group 11 and Group 17 elements, iron oxides, titanium oxides, chalcogenides Examples include various types of semiconductor clusters.

[0253] Specifically, cadmium selenide (CdSe), cadmium sulfide (CdS), and telluride Cadmium (CdTe), zinc selenide (ZnSe), zinc oxide (ZnO), zinc sulfide ( ZnS), zinc telluride (ZnTe), mercury sulfide (HgS), mercury selenide (HgSe) Mercury telluride (HgTe), indium arsenide (InAs), indium phosphide (InP ), gallium arsenide (GaAs), gallium phosphide (GaP), indium nitride (InN) Gallium nitride (GaN), indium antimonide (InSb), gallium antimonide Aluminum (GaSb), aluminum phosphide (AlP), aluminum arsenide (AlAs), aluminum Aluminum timonide (AlSb), lead(II) selenide (PbSe), lead(I) telluride I)(PbTe), lead(II) sulfide(PbS), indium selenide(In2Se3), Indium telluride (In2Te3), indium sulfide (In2S3), galium selenide (Ga2Se3), arsenic(III) sulfide (As2S3), arsenic(III) selenide (A s2Se3), arsenic(III) telluride (As2Te3), antimony(III) sulfide ( Sb2S3), antimony(III) selenide (Sb2Se3), antimony telluride ( (III)(Sb2Te3), bismuth(III)(Bi2S3) sulfide, bismuth selenide (III)(Bi2Se3), bismuth telluride (III)(Bi2Te3), silicon ( Si), silicon carbide (SiC), germanium (Ge), tin (Sn), selenium (Se), Tellurium (Te), boron (B), carbon (C), phosphorus (P), boron nitride (BN), phosphide Boron (BP), boron arsenide (BAs), aluminum nitride (AlN), aluminum sulfide Barium (Al2S3), barium sulfide (BaS), barium selenide (BaSe), telluride Barium (BaTe), calcium sulfide (CaS), calcium selenide (CaSe), Calcium telluride (CaTe), beryllium sulfide (BeS), beryllium selenide (B eSe), beryllium telluride (BeTe), magnesium sulfide (MgS), selenide Magnesium (MgSe), Germanium sulfide (GeS), Germanium selenide (GeS e) Germanium telluride (GeTe), tin(IV) sulfide (SnS2), tin(II) sulfide )(SnS), tin(II) selenide (SnSe), tin(II) telluride (SnTe), acid Lead(II) chloride (PbO), copper(I) fluoride (CuF), copper(I) chloride (CuCl), bromide Copper(I) (CuBr), copper(I) iodide (CuI), copper(I) oxide (Cu2O), selenium Copper(I) oxide (Cu2Se), nickel(II) oxide (NiO), cobalt(II) oxide ( CoO), cobalt(II) sulfide (CoS), triiron tetroxide (Fe3O4), iron(II) sulfide (FeS), manganese(II) oxide (MnO), molybdenum(IV) sulfide (MoS2) Vanadium(II) oxide (VO2), vanadium(IV) oxide (VO2), tungsten oxide Tene (IV) (WO2), tantalum (V) oxide (Ta2O5), titanium oxide (TiO2, Ti2O5, Ti2O3, Ti5O9, etc.), zirconium oxide (ZrO2), silicon nitride Element (Si3N4), germanium nitride (Ge3N4), aluminum oxide (Al2O3) Barium titanate (BaTiO3), a compound of selenium, zinc, and cadmium (CdZnS) e) Compounds of indium, arsenic, and phosphorus (InAsP), and compounds of cadmium, selenium, and sulfur. Compound (CdSeS), compound of cadmium, selenium, and tellurium (CdSeTe), indiu Compounds of indium, gallium, and arsenic (InGaAs), compounds of indium, gallium, and selenium (InGaSe), a compound of indium, selenium, and sulfur (InSeS), copper, and indium Examples include sulfur compounds (e.g., CuInS2) and combinations thereof. However, it is not limited to these. Also, there are so-called alloy-type quantum particles whose composition can be expressed in any ratio. You may also use a . For example, CdS x Se 1-x (where x is any number from 0 to 1) Because alloy-type quantum dots can change their emission wavelength by changing the ratio of x, This is one effective method for obtaining blue light emission.

[0254] Quantum dot structures include core type, core-shell type, and core-multishell type. Either of these can be used, but another inorganic ion with a wider band gap can be used to cover the core. By forming a shell with the material, defects and dangling bones present on the nanocrystalline surface can be eliminated. The effects of the luminescence can be reduced. This greatly improves the quantum efficiency of the luminescence. It is preferable to use A-shell type or core-multi-shell type quantum dots. Examples of materials include zinc sulfide (ZnS) and zinc oxide (ZnO).

[0255] Furthermore, because quantum dots have a high proportion of surface atoms, they are highly reactive and prone to aggregation. Therefore, a protective agent is attached to the surface of the quantum dot or a protective group is provided. It is preferable that the protective agent is attached or a protective group is provided. This prevents aggregation and increases solubility in the solvent. Furthermore, it reduces reactivity and electrical... It is also possible to improve stability. Examples of protective agents (or protective groups) include polio Polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene Polyoxyethylene alkyl ethers such as ethylene oleyl ether, tripropyl phosphate Fins, tributylphosphine, trihexylphosphine, trioctylphosphine, etc. Trialkylphosphines, polyoxyethylene n-octylphenyl ether, polio Polyoxyethylene alkylphenyl ethers such as xyethylene n-nonylphenyl ether Tel compounds, tri(n-hexyl)amines, tri(n-octyl)amines, tri(n-decyl) ) Tertiary amines such as amines, tripropylphosphine oxide, tributylphosphine Oxide, trihexylphosphine oxide, trioctylphosphine oxide, tridec Organophosphorus compounds such as sylphosphine oxide, polyethylene glycol dilaurate, Polyethylene glycol diesters such as polyethylene glycol distearate, and Organic nitrogen compounds such as nitrogen-containing aromatic compounds like pyridine, lutidine, colidine, and quinolines. , hexylamine, octylamine, decylamine, dodecylamine, tetradecylamine aminoalkanes such as hexadecylamine and octadecylamine, and dibutyl sulfide Dialkyl sulfides such as dipropyl sulfate, dipropyl sulfate such as dimethyl sulfoxide and dibutyl sulfoxide Organic sulfur compounds such as sulfur-containing aromatic compounds including sulfur sulfoxides and thiophenes, palmite Higher fatty acids such as tinic acid, stearic acid, and oleic acid, alcohols, and sorbitan fatty acid Polyesters, fatty acid-modified polyesters, tertiary amine-modified polyurethanes, polyethylene Examples include mines, etc.

[0256] Note that the quantum dot may also be a rod-shaped quantum rod. The quantum rod is polarized in the c-axis direction. Because it exhibits light with a specific directionality, by using a quantum rod as the light-emitting material, This allows for the creation of a light-emitting element with good external quantum efficiency.

[0257] When quantum dots are used as the light-emitting material for the light-emitting layer, the film thickness of the light-emitting layer is 3 nm to 100 nm. The n-thickness is preferably 10 nm to 100 nm, and the quantum dot content in the light-emitting layer is 1 to 1 The volume percentage is set to 00%. However, it is preferable to form the light-emitting layer using only quantum dots. When forming a light-emitting layer by dispersing the quantum dots as a light-emitting material in a host, the host material Disperse quantum dots in a suitable liquid medium, or dissolve the host material and quantum dots in a suitable liquid medium. Dispersed wet processes (spin coating, casting, die coating, blade coating) Coating method, roll coating method, inkjet method, printing method, spray coating method, curtain coating It can be formed by methods such as the Langmuir-Bludget method or the Langmuir-Bludget method.

[0258] Examples of liquid media used in wet processes include methyl ethyl ketone and cyclohexyl ester. Ketones such as xanone, fatty acid esters such as ethyl acetate, and halogens such as dichlorobenzene Aromatic hydrocarbons such as toluene, xylene, mesitylene, and cyclohexylbenzene. Hydrocarbons, aliphatic hydrocarbons such as cyclohexane, decalin, and dodecane, dimethylform Organic solvents such as humic acid (DMF) and dimethyl sulfoxide (DMSO) can be used. Cut.

[0259] ≪Hole Injection Layer≫ The hole injection layer 111 is a hole injection layer that receives holes from one of the pair of electrodes (electrode 101 or electrode 102). It has the function of promoting hole injection by reducing the injection barrier, for example, transition metal oxides, f It is formed by tarocyanine derivatives or aromatic amines, etc. Transition metal oxides and For example, molybdenum oxide, vanadium oxide, ruthenium oxide, tungsten oxide Examples include manganese oxides. Phthalocyanine derivatives include phthalocyanine and Examples include metal phthalocyanines. Aromatic amines include benzidine derivatives and phenyl Examples include lendiamine derivatives. Polymer compounds such as polythiophene and polyaniline. It is also possible to use substances, for example, self-doped polythiophenes such as poly(ethylenedi(ethylenedi) Typical examples include oxythiophene / poly(styrene sulfonic acid).

[0260] As the hole injection layer 111, a hole transport material and a material that exhibits electron-accepting properties in relation to it are combined. A layer containing composite material can also be used. Alternatively, a layer containing an electron-accepting material and a positive A lamination of layers containing pore-transporting material may also be used. Between these materials, a steady state or electrical current may be maintained. Charge transfer is possible in the presence of an electron barrier. Examples of materials exhibiting electron-accepting properties include Kinojimeta. Organic acceptors such as chloranil derivatives and hexaazatriphenylene derivatives We can list the following: Specifically, 7,7,8,8-tetracyano-2,3,5,6- Tetrafluoroquinodimethane (abbreviation: F4-TCNQ), chloranil, 2,3,6,7, 10,11-Hexacyano-1,4,5,8,9,12-Hexazatriphenylene (abbreviated) These are compounds that have electron-withdrawing groups (halogen groups or cyano groups), such as HAT-CN. Furthermore, transition metal oxides, such as oxides of Group 4 to Group 8 metals, can be used. Specifically, vanadium oxide, niobium oxide, tantalum oxide, chromium oxide, molybdenum oxide, acid These include tungsten oxide, manganese oxide, and rhenium oxide. Among these, molybdenum oxide is particularly toxic to the atmosphere. Among them, it is preferable because it is stable, has low hygroscopicity, and is easy to handle.

[0261] As a hole-transporting material, a material with higher hole transport capabilities than electron transport can be used, ×10 -6 cm 2 It is preferable that the material has a hole mobility of / Vs or greater. Specifically Aromatic amines and calcine are listed as hole transport materials that can be used in the light-emitting layer 130. Basol derivatives, aromatic hydrocarbons, stilbene derivatives, etc., can be used. The hole-transporting material may be a polymer compound.

[0262] ≪Hole transport layer≫ The hole transport layer 112 is a layer containing a hole transportable material, and is an example of the material used for the hole injection layer 111. The hole transport material shown can be used. The hole transport layer 112 is in the hole injection layer 111. Because it has the function of transporting the injected holes to the light-emitting layer 130, the hole injection layer 111 has the highest coverage Highest Occupied Molecular Orbital (H It is preferable to have the same or close HOMO level as the OMO level.

[0263] Also, 1 x 10 -6 cm 2 It is preferable that the substance has a hole mobility of / Vs or higher. However, other materials may be used if they have higher hole transport capabilities than electron transport. Furthermore, the layer containing the material with high hole transport properties may be a single layer, or a double layer consisting of the aforementioned material. You may stack more than this amount.

[0264] ≪Electron transport layer≫ The electron transport layer 118 passes through the electron injection layer 119 to the other of the pair of electrodes (electrode 101 or electron It has the function of transporting electrons injected from pole 102) to the light-emitting layer 130. Electron transport material For this purpose, materials with higher electron transport capabilities than holes can be used, resulting in 1 × 10⁻⁶ -6 cm 2 It is preferable that the material has an electron mobility of / Vs or higher. Examples of materials (materials with electron transport properties) include π-electron-deficient types such as nitrogen-containing heteroaromatic compounds. Heteroaromatic compounds and metal complexes can be used. Specifically, they can be used in the light-emitting layer 130. The electron transport materials that can be used include quinoline ligands and benzoquinoline ligands. Metal complexes having oxazole ligands or thiazole ligands, oxadiazole inducers Conductors, triazole derivatives, phenanthroline derivatives, pyridine derivatives, bipyridine derivatives Examples include pyrimidine derivatives and other compounds. Also, 1 × 10 -6 cm 2 Electron transfer of / Vs or greater It is preferable that the material has mobility. Furthermore, it is preferable that the material has higher electron transport capabilities than holes. If so, materials other than those mentioned above may be used as the electron transport layer. Also, the electron transport layer 118 is In addition to a single layer, two or more layers made of the above-mentioned material may be stacked.

[0265] Furthermore, a layer for controlling the movement of electron carriers is provided between the electron transport layer 118 and the light-emitting layer 130. It is also acceptable to use materials with high electron transport properties, as described above, and materials with high electron trapping properties. A layer to which a small amount of is added, thereby suppressing the movement of electron carriers, carrier balance This makes it possible to adjust the balance. In this configuration, electrons penetrate the light-emitting layer. This has a significant effect in suppressing problems that may arise as a result (for example, a decrease in the lifespan of the device).

[0266] Furthermore, n-type compound semiconductors may also be used, such as titanium dioxide (TiO2) and bisulfite oxide. Lead (ZnO), silicon dioxide (SiO2), tin oxide (SnO2), tungsten oxide (WO2) 3) Tantalum oxide (Ta2O3), barium titanate (BaTiO3), zirconate Zirconium (BaZrO3), Zirconium oxide (ZrO2), Hafnium oxide (HfO2) Aluminum oxide (Al2O3), yttrium oxide (Y2O3), zirconium silicate Oxides such as mol (ZrSiO4), nitrides such as silicon nitride (Si3N4), and sulfides. Dominium (CdS), zinc selenide (ZnSe), and zinc sulfide (ZnS), etc., should also be used. It is possible.

[0267] ≪Electron injection layer≫ The electron injection layer 119 promotes electron injection by reducing the electron injection barrier from the electrode 102. It has the function of being, for example, Group 1 metals, Group 2 metals, or their oxides and halides. Carbonates and the like can be used. In addition, the electron transport material shown above and the electron transport material therefor Composite materials exhibiting electron-donating properties can also be used. Examples of electron-donating materials include: Examples include Group 1 metals, Group 2 metals, or oxides thereof. Specifically These are lithium fluoride (LiF), sodium fluoride (NaF), and cesium fluoride (CsF). ), calcium fluoride (CaF2), lithium oxide (LiO2) x ) and other alkali metals Alkaline earth metals, or compounds thereof can be used. Also, fluoride Rare earth metal compounds such as bium (ErF3) can be used. Furthermore, electron injection layers can be used. An electride may be used in 119. For example, calcium Examples include substances obtained by adding a high concentration of electrons to a mixed oxide of aluminum and luminum. The injection layer 119 may be made of a material that can be used in the electron transport layer 118.

[0268] Furthermore, the electron injection layer 119 is a composite made by mixing an organic compound and an electron donor. Materials may be used. Such composite materials are created when electrons are released from the organic compound by an electron donor. Therefore, it exhibits excellent electron injection and electron transport properties. In this case, as an organic compound... Preferably, the material is one that is excellent at transporting the generated electrons, specifically, for example, the material described above. The electron transport layer 118 can be composed of materials (such as metal complexes or heteroaromatic compounds). The electron donor can be any substance that exhibits electron-donating properties towards organic compounds. Alkali metals, alkaline earth metals, and rare earth metals are preferred, as are lithium and sodium. Examples include cesium, magnesium, calcium, erbium, and ytterbium. Furthermore, alkali metal oxides and alkaline earth metal oxides are preferred, as are lithium oxides and calcium oxides. Examples include sium oxide and barium oxide. Also, Lewis plates such as magnesium oxide. Bases can also be used. Additionally, organic compounds such as tetrathiafulvalene (abbreviated as TTF) can be used. Objects can also be used.

[0269] Furthermore, the above-mentioned light-emitting layer, hole injection layer, hole transport layer, electron transport layer, and electron injection layer are, These methods include vapor deposition (including vacuum deposition), inkjet printing, coating, and gravure printing. It can be formed by the above-mentioned method. In addition, the light-emitting layer, hole injection layer, hole transport layer, electron In addition to the materials mentioned above, the transport layer and electron injection layer also contain inorganic compounds such as quantum dots and high-molecular-weight materials. Sub-compounds (oligomers, dendrimers, polymers, etc.) may also be used.

[0270] ≪A pair of electrodes≫ Electrodes 101 and 102 function as the anode or cathode of the light-emitting element. 101 and electrode 102 are made of metals, alloys, conductive compounds, and mixtures or laminates thereof. It can be formed using [a specific method / tool].

[0271] Either electrode 101 or electrode 102 is formed by a conductive material having the function of reflecting light. Preferably, this is done. The conductive material is aluminum (Al) or an Al-containing alloy. Examples include gold. Alloys containing Al include Al and L (where L is titanium (Ti) and neodymium). Includes (one or more of Nd, Ni, and La) Examples include alloys containing Al and Ti, or Al, Ni, and La. Aluminum has low resistance and high light reflectivity. Also, aluminum is found in the Earth's crust. Because it is abundant and inexpensive, using aluminum reduces the cost of manufacturing light-emitting devices. It can reduce the amount of silver (Ag) or Ag and N (N is yttrium ( Y), Nd, Magnesium (Mg), Ytterbium (Yb), Al, Ti, Gallium ( Ga), zinc (Zn), indium (In), tungsten (W), manganese (Mn), Tin (Sn), iron (Fe), nickel, copper (Cu), palladium (Pd), iridium (Ir ), or alloys containing one or more gold (Au) may be used. Examples of alloys include alloys containing silver, palladium, and copper, alloys containing silver and copper, and alloys containing silver and magnesium. Alloys containing nesium, alloys containing silver and nickel, alloys containing silver and gold, and alloys containing silver and ytterbium Examples include alloys containing tungsten, chromium (Cr), and molybdenum (Mo). ), transition metals such as copper and titanium can be used.

[0272] Furthermore, the light emitted from the light-emitting layer passes through one or both of electrodes 101 and 102. And it is removed. Therefore, at least one of electrode 101 or electrode 102 is transparent to light. Preferably, it is formed from a conductive material having a conductive function. The conductive material is preferably a conductive material. The light transmittance is 40% or more and 100% or less, preferably 60% or more and 100% or less, Its resistivity is 1 × 10⁻⁶ -2 Examples include conductive materials with a conductivity of Ω·cm or less.

[0273] Furthermore, electrodes 101 and 102 have the function of transmitting light and the function of reflecting light. It may be formed from a conductive material having a visible light reflectance of 20. The resistivity is between % and 80%, preferably between 40% and 70%, and its resistivity is 1 × 10⁻⁶. -2 Examples of conductive materials include those with a conductivity of Ω·cm or less. For example, conductive metals, alloys, and conductive materials. It can be formed using one or more types of chemical compounds. Specifically, for example, Indium tin oxide (ITO), silicon, or silicon oxide Indium tin oxide (abbreviated as ITSO), indium oxide-zinc oxide (Indi Indium-tin oxide containing titanium (indium zinc oxide), indium Metals such as indium oxide containing titanium oxide, tungsten oxide, and zinc oxide. Oxides can be used. Also, the degree to which light is transmitted (preferably 1 nm to 30 nm) A thin metal film with a thickness of m or less can be used. Examples of metals include Ag or A Alloys such as g and Al, Ag and Mg, Ag and Au, Ag and Yb can be used.

[0274] In this specification, etc., a material having the function of transmitting light is defined as a material having the function of transmitting visible light. Any material that has and is conductive is acceptable, for example, ITO as described above. In addition to oxide conductors, the collection includes oxide semiconductors or organic conductors containing organic materials. Examples of organic conductors include those obtained by mixing an organic compound with an electron donor. Examples include composite materials, such as composite materials formed by mixing organic compounds with electron acceptors. It is possible to use inorganic carbon-based materials such as graphene. Preferably, the ratio is 1 × 10⁻⁶. 5 Ω·cm or less, more preferably 1 × 10⁻⁶ 4 Ω·cm The following applies:

[0275] Furthermore, by stacking multiple of the above materials, one of the electrodes 101 and 102 can be made They may form both.

[0276] Furthermore, in order to improve the light extraction efficiency, the electrode having a light-transmitting function is brought into contact with the A material with a refractive index higher than that of the electrode may be formed. Such a material may transmit visible light. Any material that has the function of being conductive is acceptable, and even if it is a conductive material, it does not have that function. Other options include oxide conductors, oxide semiconductors, and organic materials. Examples of organic materials include the light-emitting layer, hole injection layer, hole transport layer, electron transport layer, or electric Examples of materials used in the sub-injection layer include inorganic carbon-based materials and metals that are transparent to light. Thin films can also be used, and multiple layers of several nanometers to tens of nanometers in thickness may be stacked.

[0277] When electrode 101 or electrode 102 functions as a cathode, the work function is small. It is preferable that the material has a (3.8 eV or less) energy. For example, it is preferable that it has elements from Group 1 or Group 2 of the periodic table. Elements belonging to the group (alkali metals such as lithium, sodium, and cesium, calcium, stoichiometric compounds) Alkaline earth metals such as rontium, magnesium, etc., and alloys containing these elements (for example, Rare earth metals such as Ag and Mg, Al and Li, europium (Eu), Yb, and these rare earths Metal alloys, aluminum alloys, silver alloys, etc., can be used.

[0278] Furthermore, when electrode 101 or electrode 102 is used as the anode, the work function is large (4. It is preferable to use a material with a voltage of 0 eV or higher.

[0279] Furthermore, electrodes 101 and 102 are made of a conductive material that has the function of reflecting light and a material that transmits light. It may also be laminated with a conductive material having a function of passing through. In that case, electrode 101 and electrode 1 02 is designed to resonate with the desired light from each light-emitting layer, thereby intensifying the light of that wavelength. This is preferable because it can have a function to adjust the optical distance.

[0280] The methods for forming the film of electrodes 101 and 102 include sputtering, vapor deposition, printing, and coating. MBE (Molecular Beam Epitaxy), CVD, Pulse Ray The deposition method, ALD (Atomic Layer Deposition), etc., are used as appropriate. It is possible.

[0281] Circuit board Furthermore, a light-emitting element according to one aspect of the present invention is placed on a substrate made of glass, plastic, or the like. It is fine to manufacture it. In terms of the order in which it is manufactured on the substrate, it is fine to stack them in order from the electrode 101 side. You may also stack them sequentially starting from pole 102.

[0282] Examples of substrates on which a light-emitting element according to one aspect of the present invention can be formed include glass and quartz. , or plastic can be used. A flexible substrate may also be used. A substrate is a flexible substrate that can be bent, for example, polycarbonate Examples include plastic substrates made of nate, polyarylate, etc. Also, films, Inorganic vapor-deposited films can also be used. Note: The manufacturing process for light-emitting elements and optical elements. Anything other than these that functions as a support in the context is acceptable. Alternatively, Any device that has the function of protecting optical elements and other optical components is acceptable.

[0283] For example, in the present invention, a light-emitting element can be formed using various substrates. The type of substrate is not limited to a specific one. One example of such a substrate is a semiconductor substrate. Plates (e.g., single crystal substrates or silicon substrates), SOI substrates, glass substrates, quartz substrates, plus Includes tic substrates, metal substrates, stainless steel substrates, and stainless steel foil. Substrate, tungsten substrate, substrate with tungsten foil, flexible substrate, bonding Examples include films, paper containing fibrous materials, or substrate films. A glass substrate is one example. For example, barium borosilicate glass, aluminobrosilicate glass, or soda-lime glass. These include the following. Examples of flexible substrates, laminated films, and base films are as follows: Examples include polyethylene terephthalate (PET) and polyethylene. Phthalates (PEN), polyethersulfones (PES), polytetrafluoroethylene There are plastics such as PTFE. Alternatively, as an example, there are resins such as acrylic. It contains oil, etc. Or, as an example, polypropylene, polyester, polyvinyl fluoride Examples include polyvinyl chloride, or polyamide, polyimide, Examples include aramid, epoxy, inorganic vapor-deposited films, or paper.

[0284] Alternatively, 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. The release layer is provided on top of the light-emitting element. After partially or completely completing the child component, it is separated from the circuit board and used for transferring it to another circuit board. This allows for the transfer of light-emitting elements to substrates with poor heat resistance or flexible substrates. Oh, the aforementioned delamination layer has, for example, a laminated inorganic film structure of a tungsten film and a silicon oxide film. Configurations such as the one shown, or a configuration in which a resin film such as polyimide is formed on the substrate, can be used.

[0285] In other words, a light-emitting element is formed using one substrate, and then the light-emitting element is transferred to another substrate. The light-emitting element may be placed on a different substrate. An example of a substrate on which the light-emitting element is placed is the above In addition to the substrates mentioned above, there are also cellophane substrates, stone substrates, wood substrates, and cloth substrates (natural fibers (silk, cotton, Hemp), synthetic fibers (nylon, polyurethane, polyester) or regenerated fibers (acetate) (including t, cupro, rayon, recycled polyester, etc.), leather substrate, or rubber substrate. These substrates can be used to create light-emitting elements that are less prone to breakage and have high heat resistance. This can be a child, a lightweight light-emitting element, or a thinned light-emitting element.

[0286] Furthermore, a field-effect transistor (FET), for example, is formed on the aforementioned substrate, and the FET and The light-emitting element 150 may be fabricated on electrically connected electrodes. This allows the FET to This allows us to create an active-matrix type display device that controls the driving of the light-emitting element 150.

[0287] In this embodiment, one aspect of the present invention has been described. Or, other embodiments may be described. In this context, one aspect of the present invention will be described. However, this aspect of the present invention is not limited to these. Not done. In other words, various aspects of the invention are described in this embodiment and other embodiments. Therefore, one aspect of the present invention is not limited to a specific aspect. For example, one aspect of the present invention While an example of its application to a light-emitting element has been shown, one aspect of the present invention is not limited thereto. For example, depending on the circumstances, one aspect of the present invention may be suitable for a light-emitting element. It is not necessary to use it. Alternatively, for example, in one aspect of the present invention, the benzoflopyrimidine skeleton is used. Alternatively, a benzothienopyrimidine skeleton with a furan skeleton, a thiophene skeleton, or a carbazole skeleton. An example was shown of a light-emitting element having a compound with two substituents that form a skeleton, but this development One aspect of the present invention is not limited thereto. Depending on the circumstances, the present invention may also be described in some cases or situations. In one embodiment, for example, the compound may not be present. Alternatively, the light-emitting element may be benzofluorine. Pyrimidine skeleton, benzothienopyrimidine skeleton, furan skeleton, thiophene skeleton, and pyro The composition may include compounds that do not have a ring skeleton.

[0288] The configuration shown in this embodiment can be used in appropriate combination with other embodiments. Cut.

[0289] (Embodiment 4) In this embodiment, the light-emitting element has a configuration different from that shown in Embodiment 3. The light-emitting mechanism of the said light-emitting element will be explained below using Figure 3. In A), the parts having the same function as the symbols shown in Figure 1(A) are marked with similar hatch patterns. In some cases, the symbol may be omitted. Also, the same symbol may be used in places with similar functions. A note is added, and a detailed explanation may be omitted.

[0290] <Example of light-emitting element configuration 3> Figure 3(A) is a schematic cross-sectional view of the light-emitting element 250.

[0291] The light-emitting element 250 shown in Figure 3(A) has a pair of electrodes (electrode 101 and electrode 102) between them. , multiple light-emitting units (in Figure 3(A), light-emitting unit 106 and light-emitting unit 1 08) has. One of the multiple light-emitting units is an EL layer 10 It is preferable to have a configuration similar to that of 0. In other words, the light-emitting element 150 shown in Figure 1 is one It has a light unit, and it is preferable that the light-emitting element 250 has multiple light-emitting units. In the light-emitting element 250, electrode 101 functions as the anode and electrode 102 functions as the cathode. As explained below, the configuration of the light-emitting element 250 can also be reversed.

[0292] Furthermore, in the light-emitting element 250 shown in Figure 3(A), the light-emitting unit 106 and the light-emitting unit 108 is stacked, and between the light-emitting unit 106 and the light-emitting unit 108 there is an electric current A bio-layer 115 is provided. Note that the light-emitting unit 106 and the light-emitting unit 108 have the same configuration. However, a different configuration is also acceptable. For example, the light-emitting unit 106 may have the same configuration as the EL layer 100. It is preferable to use it.

[0293] Furthermore, the light-emitting element 250 has a light-emitting layer 120 and a light-emitting layer 170. In addition to the light-emitting layer 170, knit 106 also includes a hole injection layer 111, a hole transport layer 112, and an electron transport layer. It has a layer 113 and an electron injection layer 114. The light-emitting unit 108 also has a light-emitting layer 120 In addition, there is a hole injection layer 116, a hole transport layer 117, an electron transport layer 118, and an electron injection layer 11 It has 9.

[0294] The charge generation layer 115 is a hole transport material to which an acceptor substance, which is an electron acceptor, is added. Even with such a configuration, the electron transport material is combined with a donor substance that acts as an electron donor. This is also acceptable. Furthermore, both of these configurations may be stacked.

[0295] If the charge generation layer 115 contains a composite material of an organic compound and an acceptor substance, For the composite material, use a composite material that can be used in the hole injection layer 111 shown in Embodiment 3. That's all. As for organic compounds, aromatic amine compounds, carbazole compounds, aromatic carbon compounds Various compounds are used, such as hydrogen and polymer compounds (oligomers, dendrimers, polymers, etc.). It can exist. Furthermore, as an organic compound, its hole mobility is 1 × 10⁻⁶. -6 cm 2 / Vs It is preferable to apply materials that meet the above criteria. However, materials that have higher hole transport capabilities than electron transport capabilities. If so, other materials may be used. Composite materials of organic compounds and acceptor substances. Because the material has excellent carrier injection and carrier transport properties, it enables low-voltage and low-current operation. This can be achieved. Furthermore, the anode side of the light-emitting unit is in contact with the charge generation layer 115. In this case, the charge generation layer 115 also plays the role of a hole injection layer or hole transport layer of the light-emitting unit. Therefore, the light-emitting unit is configured without a hole injection layer or a hole transport layer. That is also acceptable. Alternatively, if the cathode side of the light-emitting unit is in contact with the charge generation layer 115. This means that the charge generation layer 115 also plays the role of an electron injection layer or electron transport layer of the light-emitting unit. Therefore, the light-emitting unit is configured without an electron injection layer or an electron transport layer. That's good too.

[0296] Furthermore, the charge generation layer 115 is a layer containing a composite material of an organic compound and an acceptor substance, and other It may be formed as a laminated structure by combining layers made of the following materials. For example, organic A layer containing a composite material of a compound and an acceptor substance, and one selected from among electron-donating substances. A layer containing the compound and a compound with high electron transport properties may be formed by combining them. A layer containing a composite material of an organic compound and an acceptor substance is combined with a layer containing a transparent conductive film. They may be formed together.

[0297] Furthermore, the charge generation layer 115 sandwiched between the light-emitting unit 106 and the light-emitting unit 108 is electric When a voltage is applied to electrode 101 and electrode 102, electrons are injected into one of the light-emitting units. Any method that injects holes into the other light-emitting unit is acceptable. For example, in Figure 3(A), When a voltage is applied such that the potential of electrode 101 is higher than the potential of electrode 102, The charge generation layer 115 injects electrons into the light-emitting unit 106 and holes into the light-emitting unit 108. Enter.

[0298] Furthermore, the charge generation layer 115 has light transmission to visible light (specifically) from the viewpoint of light extraction efficiency. It is preferable that the charge generation layer 115 has a visible light transmittance of 40% or more. Furthermore, the charge generation layer 115 has lower conductivity than the pair of electrodes (electrode 101 and electrode 102). It still works.

[0299] By forming the charge generation layer 115 using the materials described above, the light-emitting layer is stacked in the field This can suppress the rise in drive voltage during operation.

[0300] Furthermore, Figure 3(A) illustrates a light-emitting element having two light-emitting units. However, the same principle can also be applied to light-emitting devices that have three or more light-emitting units stacked on top of each other. As shown in the light-emitting element 250, multiple light-emitting units are placed between a pair of electrodes in a charge generation layer. By partitioning and arranging the elements, high-brightness light emission is possible while maintaining a low current density, and further This enables the creation of light-emitting elements with a long lifespan. Furthermore, it enables the creation of light-emitting elements with low power consumption. .

[0301] Furthermore, of the multiple units, at least one unit is equipped with the same components as shown in Embodiment 1. By applying a configuration having a compound according to one aspect of the invention, a light-emitting element with high luminescence efficiency can be obtained. It can be provided.

[0302] Furthermore, the light-emitting layer 170 of the light-emitting unit 106 is the same as the light-emitting layer 13 shown in Embodiment 3. It is preferable to have a configuration of 0. By doing so, the light-emitting element 250 emits light with high luminous efficiency. It is suitable as an element.

[0303] Furthermore, the light-emitting layer 120 of the light-emitting unit 106 is, as shown in Figure 3(B), host The material comprises material 122 and guest material 121. The guest material 121 is a fluorescent compound. I will now explain further.

[0304] ≪Light-emitting mechanism of light-emitting layer 120≫ The light-emitting mechanism of the light-emitting layer 120 will be explained below.

[0305] Electrons injected from a pair of electrodes (electrode 101 and electrode 102) or a charge generation layer Excitons are generated when holes recombine in the light-emitting layer 120. Guest material 1 Compared to 21, host material 122 is present in large quantities, so by generating excitons, almost all of the host material is present. An excited state is formed in material 122.

[0306] If the excited state of the formed host material 122 is a singlet excited state, then the host material 12 Singlet excitation energy is transferred from the S1 level of material 2 to the S1 level of guest material 121. Then, a singlet excited state is formed in guest material 121.

[0307] Since guest material 121 is a fluorescent compound, singlet excitation occurs in guest material 121. Once the state is formed, the guest material 121 rapidly emits light. At this time, high luminescence efficiency is obtained. To achieve this, it is preferable that the fluorescence quantum yield of guest material 121 is high. In case 121, when carriers recombine and the resulting excited state is a singlet excited state, It is the same.

[0308] Next, when a triplet excited state of the host material 122 is formed by carrier recombination... This will be explained. The energy levels of the host material 122 and guest material 121 in this case. The correlation of the positions is shown in Figure 3(C). The notation and symbols in Figure 3(C) are as follows: Furthermore, the T1 level of the host material 122 is lower than the T1 level of the guest material 121. Since this is preferable, Figure 3(C) illustrates this case, but the T1 level of the host material 122 This may be higher than the T1 level of guest material 121.

[0309] • Host(122): Host material 122 • Guest (121): Guest material 121 (fluorescent compound) ·S FH : S1 level of host material 122 ·T FH :T1 level of host material 122 ·S FG : S1 level of guest material 121 (fluorescent compound) ·T FG : T1 level of guest material 121 (fluorescent compound)

[0310] As shown in Figure 3(C), triplet-triplet annihilation (TTA: Triplet-Tripl Triplets generated by carrier recombination (et Annihilation) Excitons interact with each other, exchanging excitation energy and spin angular momentum. By doing so, the S1 level of the host material 122 (S FH ) possessing the energy of A reaction occurs that converts to a multiplet exciton (see Figure 3(C) TTA). Host material 122 The singlet excitation energy is SFH Therefore, guest material 121 has lower energy than that. S1 level (S FG Energy transfer occurs to (see Route E5 in Figure 3(C)), and the guest material A singlet excited state is formed in material 121, and the guest material 121 emits light.

[0311] Furthermore, if the density of triplet excitons in the light-emitting layer 120 is sufficiently high (for example, 1 × 10⁻¹⁰ 12 cm -3 (The above) ignores the deactivation of a single triplet exciton and considers two closely spaced triplet excitations. We can consider only the child's response.

[0312] Furthermore, when carriers recombine in guest material 121 and a triplet excited state is formed... The triplet excited state of guest material 121 is thermally deactivated, making it difficult to utilize for luminescence. However, the T1 level (T) of the host material 122 FH ) is a T1 standard of guest material 121 Place(T FG If it is lower than ), the triplet excitation energy of guest material 121 is, 21 T1 levels (T FG ) from the T1 level of host material 122 (T FH Energy transfer to ) It is possible to do this (see Figure 3(C) Route E6), and it is then used for TTA.

[0313] In other words, the host material 122 has a triplet excitation energy, and a singlet excitation energy is obtained by TTA. It is preferable that it has the function of converting into energy. By doing so, the light generated in the light-emitting layer 120 A portion of the triplet excitation energy is obtained by singlet excitation energy by TTA in the host material 122. By converting it into energy and transferring the singlet excitation energy to the guest material 121, fluorescence It becomes possible to extract it as luminescence. To do this, the S1 level (S) of the host material 122 is needed. FH ) is the S1 level (S FG It is preferable that it is higher than ) Also, phos T1 level of material 122 (T FH ) is the T1 level (T FG ) lower It is preferable.

[0314] In particular, the T1 level of guest material 121 (T FG ) is the T1 level of the host material 122 ( T FH If it is lower than ), the weight ratio of host material 122 to guest material 121 is It is preferable that the weight ratio of the guest material 121 is low. Specifically, the host material 122 is 1 and The weight ratio of guest material 121 in that case is preferably greater than 0 and 0.05 or less. This reduces the probability of carrier recombination in guest material 121. Furthermore, the T1 level of host material 122 (T FH ) from guest material 121 T1 level (T FG ) This can reduce the probability of energy transfer occurring.

[0315] The host material 122 may be composed of a single compound, or it may be composed of multiple compounds. It's fine if it's done.

[0316] In addition, in each of the above configurations, the ges used in the light-emitting unit 106 and the light-emitting unit 108 The luminescent colors exhibited by the materials may be the same or different. Guest material having the function of emitting light of the same color in both T 106 and light-emitting unit 108 When this is present, the light-emitting element 250 becomes a light-emitting element that exhibits high luminous brightness with a low current value, which is preferable. Furthermore, the light-emitting unit 106 and the light-emitting unit 108 emit light of different colors from each other. When a guest material has the function of emitting light, the light-emitting element 250 exhibits multicolor emission. This is preferable. In this case, either one or both of the light-emitting layer 120 and the light-emitting layer 170 By using multiple light-emitting materials with different emission wavelengths, the light-emitting element 250 exhibits light emission Since the vector is light that is a composite of light with different emission peaks, at least two This results in an emission spectrum with a maximum value.

[0317] The above configuration is also suitable for obtaining white light emission. Light from the light-emitting layer 120 and the light-emitting layer 170 By making them complementary colors to each other, white light emission can be obtained. In particular, color rendering Guests should aim for high white light emission, or light emission that includes at least red, green, and blue. It is preferable to select the materials.

[0318] Furthermore, the light-emitting unit 106 and the light-emitting unit 108 have guest materials with different light-emitting colors. In this case, the emission from the light-emitting layer 120 is on the shorter wavelength side than the emission from the light-emitting layer 170. It is preferable to have a configuration that has a -. A material having a high triplet excitation energy level The light-emitting element used tends to degrade in brightness quickly. Therefore, a light-emitting layer that exhibits short wavelength emission is used. By using TA, it is possible to provide light-emitting elements with minimal brightness degradation.

[0319] Furthermore, at least one of the light-emitting layer 120 or the light-emitting layer 170 is further divided into layers, Each divided layer may contain a different light-emitting material. That is, light-emitting layer 12 At least one of the 0 or light-emitting layer 170 can be composed of two or more layers. For example, a first light-emitting layer and a second light-emitting layer are stacked in order from the hole transport layer side to form a light-emitting layer. In this case, a material having hole transport properties is used as the host material for the first light-emitting layer, and the second light-emitting layer One configuration involves using a material with electron transport properties as the host material. In this case, the first generation The light-emitting material of the light layer and the second light-emitting layer may be the same material or different materials. Even if materials have the function of emitting light of the same color, they may have the function of emitting light of different colors. It may be a material that exhibits the function of emitting light of different colors from each other. With this configuration, it is possible to obtain highly color-rendering white light emission consisting of the three primary colors or four or more emission colors. It can also be done this way.

[0320] <Examples of materials that can be used for the light-emitting layer> Next, the materials that can be used for the light-emitting layer 120 and the light-emitting layer 170 will be described below. ru.

[0321] <<Materials that can be used for the light-emitting layer 120>> In the light-emitting layer 120, the host material 122 is the most abundant by weight, and the guest material 121 The (fluorescent compound) is dispersed in the host material 122. The S1 level of the host material 122 is The S1 level of guest material 121 (fluorescent compound) is higher than the T1 level of host material 122. The level is preferably lower than the T1 level of guest material 121 (fluorescent compound).

[0322] In the light-emitting layer 120, there are no particular limitations on the guest material 121, but for example, The fluorescent compounds exemplified as guest material 131 shown in Form 3 can be used.

[0323] Furthermore, in the light-emitting layer 120, the materials that can be used for the host material 122 are: There are no particular limitations, but for example, tris(8-quinolinolato)aluminum(III) (abbreviation) :Alq), Tris(4-methyl-8-quinolinolato)aluminum(III) (abbreviation: Almq3), bis(10-hydroxybenzo[h]quinolinato)beryllium(II) Abbreviation: BeBq2), bis(2-methyl-8-quinolinolate)(4-phenylphenolate ) Aluminum(III) (abbreviation: BAlq), bis(8-quinolinolato)zinc(II) (Abbreviation: Znq), bis[2-(2-benzoxazolyl)phenolate]zinc(II) Abbreviation: ZnPBO), bis[2-(2-benzothiazolyl)phenolate]zinc(II) Metal complexes such as (abbreviated as ZnBTZ), 2-(4-biphenylyl)-5-(4-tert- Butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5 -(p-tert-butylphenyl)-1,3,4-oxadiazole-2-yl]ben Zen (abbreviation: OXD-7), 3-(4-biphenylyl)-4-phenyl-5-(4-te rt-butylphenyl)-1,2,4-triazole (abbreviation: TAZ), 2,2',2' -(1,3,5-benzenetriyl)tris(1-phenyl-1H-benzoimidazo Vasophenanthroline (abbreviation: TPBI), Vasophenanthroline (abbreviation: BPhen), Vasocuproline (Abbreviation: BCP), 9-[4-(5-phenyl-1,3,4-oxadiazole-2- Heterocyclic compounds such as yl(phenyl)-9H-carbazole (abbreviation: CO11), 4,4 '-Bis[N-(1-naphthyl)-N-phenylamino]biphenyl (abbreviation: NPB) (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'-bifluoren-2-yl)-N-phenylamino]biphenyl (abbreviation) Examples include aromatic amine compounds such as BSPB. Also, anthracene derivatives, ferrous compounds, etc. Nanthrene derivatives, pyrene derivatives, chrysene derivatives, dibenzo[g,p]chrysene derivatives Examples include condensed polycyclic aromatic compounds such as 9,10-diphenylanthracene (Abbreviation: DPAnth), N,N-diphenyl-9-[4-(10-phenyl-9-Anth) Tolyl)phenyl]-9H-carbazole-3-amine (abbreviation: CzA1PA), 4-( 10-phenyl-9-anthryl)triphenylamine (abbreviation: DPhPA), 4-(9 H-carbazole-9-yl)-4'-(10-phenyl-9-antryl)triphenyl Luamine (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-antryl)phenyl]f phenyl-9H-carbazole-3-amine (abbreviation: PCAPBA), N,9-diphenyl ru-N-(9,10-diphenyl-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-[4-(1 O-phenyl-9-antryl)phenyl]-9H-carbazole (abbreviation: CzPA), 3,6-diphenyl-9-[4-(10-phenyl-9-antryl)phenyl]-9H -Carbazole (abbreviation: DPCzPA), 9,10-bis(3,5-diphenylphenyl )Anthracene (abbreviation: DPPA), 9,10-di(2-naphthyl)anthracene (abbreviation :DNA), 2-tert-butyl-9,10-di(2-naphthyl)anthracene (abbreviation) :t-BuDNA), 9,9'-biantril (abbreviation: BANT), 9,9'-(still Ben-3,3'-diphenylenanthren (abbreviation: DPNS), 9,9'-(Stilbe n-4,4'-diyl)diphenanthrene (abbreviation: DPNS2), 1,3,5-tri(1 Examples include pyrenyl benzene (abbreviated as TPB3). Furthermore, these and From among known materials, an energy greater than the energy gap of the above guest material 121 One or more types of materials having gaps may be selected and used. A compound according to one embodiment of the present invention shown in 1 can be used.

[0324] The light-emitting layer 120 can also be composed of two or more layers. For example, the first When the first light-emitting layer and the second light-emitting layer are stacked in order from the hole transport layer side to form the light-emitting layer 120, A material having hole transport properties is used as the host material for the first light-emitting layer, and the host material for the second light-emitting layer One such configuration involves using materials that possess electron-transporting properties.

[0325] Furthermore, in the light-emitting layer 120, the host material 122 is composed of a certain compound. It is also fine if it is composed of multiple compounds. Alternatively, in the light-emitting layer 120, It may also contain materials other than stock material 122 and guest material 121.

[0326] <<Materials that can be used for the light-emitting layer 170>> Materials that can be used for the light-emitting layer 170 include those used for the light-emitting layer shown in Embodiment 3 above. It is sufficient to use materials that can be used, or one embodiment of the present invention shown in Embodiment 1. The compound can be used. By doing so, it is possible to fabricate a light-emitting element with high luminescence efficiency. Cut.

[0327] Furthermore, there are no limitations on the emission color of the light-emitting material contained in the light-emitting layer 120 and the light-emitting layer 170. They can be the same or different. The light emitted from each is mixed and extracted outside the element. Therefore, for example, if the light-emitting elements of both are complementary colors, the light-emitting element will emit white light. It is possible to obtain it.

[0328] Furthermore, the light-emitting unit 106, the light-emitting unit 108, and the charge generation layer 115 are produced by a vapor deposition method. Formed by methods such as vacuum deposition, inkjet printing, coating, and gravure printing. It is possible.

[0329] The configuration shown in this embodiment can be used in appropriate combination with the configurations shown in other embodiments. It is possible to be there.

[0330] (Embodiment 5) In this embodiment, the light-emitting element has a configuration different from that shown in Embodiments 3 and 4. An example of this will be explained below using Figures 4 to 7.

[0331] <Example of light-emitting element configuration 1> Figures 4(A) and 4(B) are cross-sectional views showing a light-emitting element according to one embodiment of the present invention. In (B), the same hatching is used in areas that have the same function as the symbols shown in Figure 1(A). In some cases, the code may be omitted as a pattern. Also, similar functions are used in similar places. Symbols may be used, and detailed explanations may be omitted.

[0332] The light-emitting elements 260a and 260b shown in Figures 4(A) and 4(B) are connected to the substrate 200 side. It may also be a bottom-emission type light-emitting element that extracts from the substrate 200 and It may also be a top-emission type light-emitting element that extracts light in the opposite direction. However, one aspect of the present invention is not limited thereto, and the light emitted by the light-emitting element is directed above the substrate 200. It may also be a dual-emission type light-emitting element that emits light from both the upper and lower sides. .

[0333] When the light-emitting element 260a and light-emitting element 260b are of the bottom emission type, electrode 1 Preferably, 01 has the function of transmitting light. Also, electrode 102 reflects light. It is preferable that the light-emitting element 260a and the light-emitting element 260b have a function. In the case of a top-emission type, it is preferable that the electrode 101 has the function of reflecting light. Furthermore, it is preferable that the electrode 102 has the function of transmitting light.

[0334] The light-emitting element 260a and the light-emitting element 260b have an electrode 101 and an electrode 102 on the substrate 200. It has the following: In addition, between electrode 101 and electrode 102, there is a light-emitting layer 123B and a light-emitting layer 123 It has G and a light-emitting layer 123R. It also has a hole injection layer 111 and a hole transport layer 112. It has an electron transport layer 118 and an electron injection layer 119.

[0335] Furthermore, the light-emitting element 260b is part of the configuration of the electrode 101, and the conductive layer 101a and the conductive It has a conductive layer 101b on layer 101a and a conductive layer 101c below the conductive layer 101a. In other words, the light-emitting element 260b has a conductive layer 101a, a conductive layer 101b, and a conductive layer 101c. It has a configuration of clamped electrodes 101.

[0336] In the light-emitting element 260b, the conductive layer 101b and the conductive layer 101c are made of different materials. They may be made of the same material. Conductive layer 101b and conductive layer 101c are When formed from the same conductive material, the etching process in the formation process of the electrode 101 This is preferable because it facilitates pattern formation.

[0337] Furthermore, in the light-emitting element 260b, in the conductive layer 101b or the conductive layer 101c, A configuration having only one of the two offsets is also acceptable.

[0338] Furthermore, the conductive layers 101a, 101b, and 101c of the electrode 101 are each implemented It is possible to use the same configuration and materials as electrode 101 or electrode 102 shown in form 3. Cut.

[0339] In Figures 4(A) and 4(B), the region 221B is sandwiched between electrode 101 and electrode 102. A partition wall 145 is located between region 221G and region 221R. The partition wall 145 provides insulation. The partition wall 145 covers the end of the electrode 101 and has an opening that overlaps with the electrode. By providing 145, the electrodes 101 on the substrate 200 in each region are separated into island-like structures. It becomes possible to separate them.

[0340] Furthermore, in the region where the light-emitting layer 123B and the light-emitting layer 123G overlap with the partition wall 145, It may have an overlapping region. Alternatively, the light-emitting layer 123G and the light-emitting layer 123R may be In the region overlapping with the partition wall 145, there may be overlapping regions with each other. Alternatively, In the region where the light-emitting layer 123R and the light-emitting layer 123B overlap with the partition wall 145, they overlap each other. It may have a region.

[0341] The partition wall 145 only needs to be insulating and is formed using an inorganic or organic material. The inorganic materials include silicon oxide, silicon oxide nitride, silicon nitride oxide, silicon nitride silicon Examples of organic materials include aluminum oxide, aluminum nitride, etc. Examples include photosensitive resin materials such as acrylic resin or polyimide resin.

[0342] Silicon oxiditride is a material whose composition contains more oxygen than nitrogen. Preferably, oxygen is 55 atomic% or more and 65 atomic% or less, and nitrogen is 1 atomic% or more and 20 atomic%. Below, silicon is 25 atomic% to 35 atomic%, and hydrogen is 0.1 atomic% to 10 atomic%. This refers to substances included within the following range. Silicon nitride, in terms of its composition, contains more nitrogen than oxygen. This refers to a product with a high content of elements, preferably containing 55 atomic% or more and 65 atomic% or less of nitrogen, and oxygen. 1 atomic% to 20 atomic%, silicon 25 atomic% to 35 atomic%, hydrogen 0.1 This refers to substances that are present in a concentration range of 10% to 10 atomic percent.

[0343] Furthermore, the light-emitting layer 123R, light-emitting layer 123G, and light-emitting layer 123B each exhibit different colors. It is preferable to have a light-emitting material that has the function of emitting red light. For example, the light-emitting layer 123R exhibits red light. By having a light-emitting material that has the function of, region 221R exhibits red light emission, and light-emitting layer 12 Region 221G emits green light because region 3G has a light-emitting material that exhibits a green light. The light-emitting layer 123B has a light-emitting material that exhibits a blue color, thus region 221 B emits blue light. A light-emitting element 260a or light-emitting element 26 has such a configuration. By using 0b as the pixel of the display device, a display device capable of full-color display can be manufactured. This is possible. Also, the film thickness of each light-emitting layer may be the same or different. good.

[0344] Additionally, one or more of the light-emitting layers 123B, 123G, and 123R. The light-emitting layer preferably has the configuration of the light-emitting layer 130 shown in Embodiment 3. This makes it possible to create light-emitting elements with good luminescence efficiency.

[0345] Note that one or more of the light-emitting layers 123B, 123G, and 123R may be present. The light-emitting layer may be configured with two or more layers stacked on top of each other.

[0346] As described above, at least one light-emitting layer has the configuration of the light-emitting layer shown in Embodiment 3, A light-emitting element 260a or light-emitting element 260b having the light-emitting layer is used as a pixel in a display device. This makes it possible to fabricate a display device with high luminous efficiency. That is, light-emitting element 260a Alternatively, a display device having a light-emitting element 260b can reduce power consumption.

[0347] Furthermore, in the direction from which light is extracted from the electrode that extracts light, an optical element (for example, a color filter) is placed. By providing polarizing plates, anti-reflective coatings, etc., the color purity of the light-emitting element 260a and the light-emitting element 260b is improved. The degree can be improved. Therefore, the light-emitting element 260a or light-emitting element 260b The color purity of the display device can be improved. Alternatively, the light-emitting element 260a and the light-emitting element can be improved. External light reflection of 260b can be reduced. Therefore, the light-emitting element 260a or light-emitting element The contrast ratio of a display device having sub-element 260b can be increased.

[0348] Furthermore, other configurations of the light-emitting element 260a and light-emitting element 260b are as follows: The configuration of the light-emitting element in Embodiment 3 and Embodiment 4 should be taken into consideration.

[0349] <Example of light-emitting element configuration 2> Next, Figures 5(A) and 5(B) show examples of configurations different from the light-emitting elements shown in Figures 4(A) and 4(B). We will use this to provide the following explanation.

[0350] Figures 5(A) and 5(B) are cross-sectional views showing a light-emitting element according to one embodiment of the present invention. In (B), the same symbols are used for parts that have the same function as those shown in Figures 4(A) and (B). A hatch pattern may be used, and the symbols may be omitted. Also, in areas with similar functions, Similar symbols may be used, and their detailed explanations may be omitted.

[0351] Figures 5(A) and 5(B) show examples of the configuration of a light-emitting element having a light-emitting layer between a pair of electrodes. The light-emitting element 262a shown in (A) is an upper-surface emitter that extracts light in the direction opposite to the substrate 200. The light-emitting element of the (up-emission) type, the light-emitting element 262b shown in Figure 5(B), is on the substrate 200 side. This is a bottom-emission type light-emitting element that extracts light from the bottom. One embodiment is not limited thereto, and the light emitted by the light-emitting element is on the substrate 200 on which the light-emitting element is formed. It may also be a dual-emission type that extracts material from both the front and the bottom.

[0352] The light-emitting element 262a and the light-emitting element 262b have an electrode 101 and an electrode 102 on the substrate 200. It has electrode 103 and electrode 104. Also, between electrode 101 and electrode 102, At least light is emitted between electrode 102 and electrode 103, and between electrode 102 and electrode 104. It has a layer 170, a light-emitting layer 190, and a charge-generating layer 115. It also has a hole injection layer 111 and , hole transport layer 112, electron transport layer 113, electron injection layer 114, hole injection layer 116 It has a hole transport layer 117, an electron transport layer 118, and an electron injection layer 119.

[0353] Furthermore, the electrode 101 consists of a conductive layer 101a and a conductive layer 101b that is in contact with the conductive layer 101a. , has . Furthermore, electrode 103 has a conductive layer 103a and a conductive layer in contact with the conductive layer 103a 103b and Electrode 104 has a conductive layer 104a and a conductive layer in contact with the conductive layer 104a. It has an electrolytic layer 104b.

[0354] The light-emitting element 262a shown in Figure 5(A) and the light-emitting element 262b shown in Figure 5(B) are electrodes Region 222B sandwiched between electrode 101 and electrode 102, sandwiched between electrode 102 and electrode 103 Between region 222G and region 222R sandwiched between electrode 102 and electrode 104, It has a wall 145. The partition wall 145 is insulating. The partition wall 145 has electrodes 101 and 1 A partition wall 145 is provided, which covers the ends of electrode 104 and has an opening that overlaps with the electrode. By doing so, it becomes possible to separate the electrodes on the substrate 200 in each region into island-like structures. Yes.

[0355] Furthermore, the charge generation layer 115 is made of a hole transport material to which electron acceptors are attached. By adding materials, or by adding electron donors to electron transport materials, It can be formed if the conductivity of the charge generation layer 115 is as high as that of the pair of electrodes. In addition, the carriers generated by the charge generation layer 115 flow to the adjacent pixels, and then to the adjacent pixels In some cases, the element may emit light unintentionally. Therefore, it is necessary to suppress the unauthorized emission of light from adjacent pixels. In order to achieve this, the charge generation layer 115 is formed of a material with lower conductivity than the pair of electrodes. preferable.

[0356] Furthermore, the light-emitting element 262a and the light-emitting element 262b are located in region 222B, region 222G, and In the direction from which the light emitted from region 222R is extracted, the optical element 224B and the optical element are respectively positioned. The substrate 220 has a sub-element 224G and an optical element 224R. Light emitted from each region It is emitted to the outside of the light-emitting element through each optical element. That is, it is emitted from region 222B. The light is emitted through the optical element 224B, and the light emitted from region 222G is emitted through the optical element The light emitted through 224G and emanating from region 222R is transmitted through optical element 224R. It is launched.

[0357] Furthermore, optical elements 224B, 224G, and 224R receive incident light It has the function of selectively transmitting light exhibiting a specific color. For example, optical element 224B The light emitted from region 222B through the optical element 22 becomes blue light. The light emitted from region 222G via 4G becomes green light, and the optical element The light emitted from region 222R via sub-element 224R is red in color.

[0358] Optical elements 224R, 224G, and 224B include, for example, a colored layer ( Color filters (also called color filters), bandpass filters, and multilayer filters can be applied. Furthermore, a color conversion element can be applied to an optical element. The color conversion element converts the incident light to... This is an optical element that converts light to wavelengths longer than the wavelength of the light in question. It uses quantum dots as color conversion elements. It is preferable to use an element that employs quantum dots. By using quantum dots, the color reproducibility of the display device can be improved. It can improve.

[0359] Furthermore, other optical elements may be placed on optical elements 224R, 224G, and 224B. One or more of these may be arranged in a stack. Other optical elements include, for example, circular polarizers and anti-reflective coatings. A protective film can be provided. The circular polarizing plate is used to extract light emitted from the light-emitting element of the display device. When placed on the receiving side, light incident from outside the display device is reflected inside the display device, and the outside This prevents the phenomenon of ejection from the part. In addition, by providing an anti-reflective coating, the surface of the display device This can reduce the amount of ambient light reflected by the device. This makes the light emitted by the display device clearer. It can be observed.

[0360] In Figures 5(A) and 5(B), the light emitted from each region through each optical element is referred to as blue. Let light exhibiting color (B), light exhibiting green (G), and light exhibiting red (R) be defined as follows: This is schematically illustrated with dashed arrows.

[0361] Furthermore, a light-shielding layer 223 is provided between each optical element. The light-shielding layer 223 is provided in adjacent regions or It has the function of blocking the light emitted from it. Furthermore, a configuration without the light-blocking layer 223 is also acceptable. stomach.

[0362] The light-shielding layer 223 has the function of suppressing the reflection of external light. Alternatively, the light-shielding layer 223 and Therefore, it has the function of preventing the mixing of colors of light emitted from adjacent light-emitting elements. Light-shielding layer 223 and For example, metals, resins containing black pigments, carbon black, metal oxides, and multiple metal oxides. A composite oxide containing a solid solution of a substance can be used.

[0363] Furthermore, in the region where optical element 224B and optical element 224G overlap with the light-shielding layer 223 They may have overlapping regions. Alternatively, optical element 224G and optical element 2 24R refers to a region that overlaps with the light-shielding layer 223, and may have overlapping regions with each other. Alternatively, optical element 224R and optical element 224B are in a region that overlaps with the light-shielding layer 223. In this context, it is acceptable for them to have overlapping regions.

[0364] Furthermore, the configuration of the substrate 200 and the substrate 220 having optical elements is as described in Embodiment 3. You can take it into consideration.

[0365] Furthermore, the light-emitting elements 262a and 262b have a microcavity structure. .

[0366] <<Microcavity structure>> Light emitted from the light-emitting layer 170 and the light-emitting layer 190 is directed to a pair of electrodes (for example, electrode 10 Resonance occurs between 1 and electrode 102). Also, the light-emitting layer 170 and light-emitting layer 190 are emitted. It is formed at a position where the light of a desired wavelength is intensified among the incoming light. For example, in the reflection region of electrode 101 The optical distance from the light-emitting region of the light-emitting layer 170 to the optical distance from the reflection region of the electrode 102 to the light-emitting layer 170 By adjusting the optical distance to the light-emitting region, the light emitted from the light-emitting layer 170 can be controlled. This allows for the enhancement of light of a desired wavelength. Also, from the reflection region of electrode 101 to the light-emitting layer 190 The optical distance to the light-emitting region and the distance from the reflection region of electrode 102 to the light-emitting region of light-emitting layer 190. By adjusting the optical distance, the desired wavelength of light emitted from the light-emitting layer 190 can be selected. The light can be intensified. That is, multiple light-emitting layers (here, light-emitting layer 170 and light-emitting layer In the case of a light-emitting element that stacks 190), the optical distance between the light-emitting layer 170 and the light-emitting layer 190 is It is preferable to optimize the separation.

[0367] Furthermore, in the light-emitting element 262a and light-emitting element 262b, a conductive layer (conductive layer 1) is present in each region. By adjusting the thickness of 01b, conductive layer 103b, and conductive layer 104b), the light-emitting layer 170 Furthermore, it is possible to enhance the light of a desired wavelength from the light emitted from the light-emitting layer 190. In the region, at least one of the hole injection layer 111 or the hole transport layer 112, or electron injection By varying the thickness of at least one of the infill layer 119 or the electron transport layer 118, The light emitted from the light-emitting layer 170 and the light-emitting layer 190 may be enhanced to produce light of a desired wavelength.

[0368] For example, electrodes 101 to 104 are made of a conductive material that has the function of reflecting light. When the refractive index is smaller than the refractive index of the light-emitting layer 170 or the light-emitting layer 190, the electrode The thickness of the conductive layer 101b on 101 is determined by the optical distance between electrode 101 and electrode 102 being m B λ B / 2(m B λ is a natural number, B (These represent the wavelengths of light that are strengthened in region 222B.) Adjust to achieve this. Similarly, the thickness of the conductive layer 103b on electrode 103 is adjusted to match electrode 103 and The optical distance between electrode 102 is m G λ G / 2(m G λ is a natural number, G Stronger in region 222G The wavelengths of light are adjusted to be (represented by). Furthermore, the conductive layer of electrode 104 The film thickness of 104b is such that the optical distance between electrode 104 and electrode 102 is m R λ R / 2(m R is natural number, λ R The wavelengths of light that are strengthened in region 222R are adjusted accordingly.

[0369] Furthermore, if it is difficult to precisely determine the reflection region of electrodes 101 to 104, By assuming that any region of electrode 101 to electrode 104 is a reflective region, the light-emitting layer 170 or The optical distance at which the light emitted from the light layer 190 is intensified may be derived. Also, the light-emitting layer 170 If it is difficult to precisely determine the light-emitting region of the light-emitting layer 190, the light-emitting layer 170 and By assuming that any region of the light layer 190 is an emission region, the emission layer 170 and the emission layer 190 You may also derive the optical distance at which the light emitted from the source is intensified.

[0370] As described above, a microcavity structure is provided, and the optical distance between the pair of electrodes in each region is adjusted. By optimizing the surface, light scattering and absorption near each electrode are suppressed, resulting in a high light extraction efficiency. It is possible to achieve this rate.

[0371] In the above configuration, conductive layer 101b, conductive layer 103b, and conductive layer 104b are light It is preferable that the conductive layer 101b, conductive layer 103b, and conductive The materials constituting layer 104b may be the same or different. When the same material is used for the electrical layer 101b, the conductive layer 103b, and the conductive layer 104b, electrode 10 1. Pattern formation by etching process during the formation of electrodes 103 and 104 is acceptable. This is preferable because it makes things easier. Also, conductive layers 101b, 103b, and 104b are Each layer may have a configuration consisting of two or more layers stacked on top of each other.

[0372] Note that the light-emitting element 262a shown in Figure 5(A) is an upward-extrusion type light-emitting element, therefore the conductive layer It is preferable that 101a, conductive layer 103a, and conductive layer 104a have the function of reflecting light. Furthermore, the electrode 102 has both the function of transmitting light and the function of reflecting light. preferable.

[0373] Furthermore, the light-emitting element 262b shown in Figure 5(B) is a bottom-extrusion type light-emitting element, and therefore is conductive Layer 101a, conductive layer 103a, and conductive layer 104a have the function of transmitting light and the function of reflecting light. It is preferable that the electrode 102 has the ability to reflect light. preferable.

[0374] Furthermore, in the light-emitting element 262a and light-emitting element 262b, conductive layer 101a, conductive layer 10 The same material may be used for 3a or the conductive layer 104a, or different materials may be used. When the same material is used for conductive layer 101a, conductive layer 103a, and conductive layer 104a, the light-emitting element The manufacturing costs of the sub-element 262a and the light-emitting element 262b can be reduced. The electrical layer 103a and the conductive layer 104a may each have a configuration in which two or more layers are stacked. stomach.

[0375] Furthermore, the light-emitting layer 170 or light-emitting layer 19 in the light-emitting element 262a and light-emitting element 262b At least one of 0 includes at least one of the configurations shown in Embodiment 3 and Embodiment 4. It is preferable to have one. By doing so, it is possible to create a light-emitting element that exhibits high luminescence efficiency. It is possible.

[0376] Furthermore, the light-emitting layer 170 and the light-emitting layer 190 are, for example, light-emitting layer 190a and light-emitting layer 190b Thus, a configuration in which two layers are stacked on one or both sides may be used. The two light-emitting layers include the first Two types of light-emitting materials, a compound and a second compound, which have the function of exhibiting different colors, are used. By using them, multiple light emission can be obtained simultaneously. In particular, the light emission layer 170 and the light emission layer Select the light-emitting material to be used in each light-emitting layer so that the light emitted by 190 results in a white color. And that is preferable.

[0377] Furthermore, the light-emitting layer 170 or the light-emitting layer 190 has a structure in which three or more layers are stacked, either one or both. It may be a composite material, and may also include a layer that does not contain luminescent material.

[0378] As described above, the configuration of the light-emitting layer shown in Embodiment 3 and Embodiment 4 is at least one By using the light-emitting element 262a or light-emitting element 262b as a pixel of a display device, A display device with high light efficiency can be fabricated. That is, the light-emitting element 262a or the light-emitting element A display device having element 262b can reduce power consumption.

[0379] Regarding the other configurations of the light-emitting element 262a and light-emitting element 262b, 260a or light-emitting element 260b, or light-emitting element as shown in Embodiments 3 and 4 You should consider the configuration of the element.

[0380] <Method for fabricating a light-emitting element> Next, a method for manufacturing a light-emitting element according to one aspect of the present invention will be described below with reference to Figures 6 and 7. This will be done. Furthermore, the method for fabricating the light-emitting element 262a shown in Figure 5(A) will be explained here. ru.

[0381] Figures 6 and 7 are cross-sectional views illustrating a method for manufacturing a light-emitting element according to one embodiment of the present invention. .

[0382] The method for fabricating the light-emitting element 262a described below comprises seven steps, from the first to the seventh. ru.

[0383] ≪Step 1≫ The first step is to create electrodes for the light-emitting element (specifically, conductive layers 101 that constitute the electrodes 101). a) conductive layer 103a constituting electrode 103, and conductive layer 104a constituting electrode 104) This is the process of forming it on the substrate 200 (see Figure 6(A)).

[0384] In this embodiment, a conductive layer having the function of reflecting light is formed on the substrate 200. By processing the conductive layer into a desired shape, conductive layer 101a, conductive layer 103a, and conductive Layer 104a is formed. The conductive layer having the function of reflecting light is made of silver and palladium. A copper alloy film (also called Ag-Pd-Cu film or APC) is used. The process of processing the same conductive layer to form the electrical layer 101a, conductive layer 103a, and conductive layer 104a. This method is preferable because it allows for lower manufacturing costs.

[0385] Note that before the first step, multiple transistors may be formed on the substrate 200. Furthermore, the plurality of transistors, conductive layer 101a, conductive layer 103a, and conductive layer 104a They may be electrically connected to each other.

[0386] ≪Step 2≫ The second step is to have a light-transmitting function on the conductive layer 101a that constitutes the electrode 101. A conductive layer 101b is placed on the conductive layer 103a constituting the electrode 103, and has the function of transmitting light. A conductive layer 103b is placed on the conductive layer 104a constituting the electrode 104, and has the function of transmitting light. This is the step of forming the conductive layer 104b (see Figure 6(B)).

[0387] In this embodiment, conductive layers 101a, 103a, and have the function of reflecting light, On 104a, there are conductive layers 101b, 103b, and respectively, which have the function of transmitting light. By forming 104b, electrodes 101, 103, and 104 are formed. ITSO films are used as the conductive layers 101b, 103b, and 104b.

[0388] Furthermore, the conductive layers 101b, 103b, and 104b, which have the function of transmitting light, can be used multiple times. It may be formed in stages. By forming it in stages, suitable microcaches can be formed in each region. The conductive layers 101b, 103b, and 104b can be formed with a film thickness that creates a vitreous structure. Cut.

[0389] ≪Step 3≫ The third step is to form partition walls 145 that cover the ends of each electrode of the light-emitting element. See Figure 6(C).

[0390] The partition wall 145 has an opening that overlaps with the electrode. The conductive film exposed by the opening. This functions as the anode of the light-emitting element. In this embodiment, the partition wall 145 is made of polyimide resin. Use fat.

[0391] Furthermore, in steps 1 to 3, the EL layer (the layer containing organic compounds) is damaged. Because there is no risk, various film formation methods and microfabrication techniques can be applied. This involves forming a reflective conductive layer using a sputtering method, and then using a lithography method to... A pattern is formed on the electrode layer, and then a dry etching method or a wet etching method is used. Then, by processing the conductive layer into an island shape, the conductive layer 101a and electrode 10 constitute the electrode 101. A conductive layer 103a constituting 3 and a conductive layer 104a constituting electrode 104 are formed. Subsequently, a transparent conductive film is deposited using the sputtering method, and then lithography is used. Then, a pattern is formed on the transparent conductive film, and then a wet etching method is used. Then, the transparent conductive film is processed into an island shape to form electrodes 101, 103, and 104. ru.

[0392] ≪Step 4≫ The fourth step involves a hole injection layer 111, a hole transport layer 112, a light-emitting layer 190, and an electron transport layer. This is a step to form 113, an electron injection layer 114, and a charge generation layer 115 (see Figure 7(A)). (see).

[0393] As the hole injection layer 111, a material containing a hole transporting material and an acceptor material is co-evaporated. It can be formed by deposition. Co-deposition is the process of depositing multiple different materials together. This is a vapor deposition method in which evaporation occurs simultaneously from an evaporation source. In addition, the hole transport layer 112 is a hole It can be formed by depositing a transportable material.

[0394] The light-emitting layer 190 can be purple, blue, blue-green, green, yellow-green, yellow, orange, or red. This is formed by depositing at least one luminescent guest material selected from among them. This can be done. As guest materials, luminescent organic compounds that exhibit fluorescence or phosphorescence can be used. This is possible. Furthermore, by using the light-emitting layer configuration shown in Embodiments 3 and 4 This is preferable. Alternatively, the light-emitting layer 190 may have a two-layer configuration. In that case, the two layers of light-emitting layer Preferably, the light layers have light-emitting materials that exhibit different emission colors from each other.

[0395] The electron transport layer 113 can be formed by depositing a material with high electron transport properties. It is possible. Furthermore, the electron injection layer 114 is formed by depositing a material with high electron injection properties. It is possible.

[0396] As the charge generation layer 115, electron acceptors are added to a hole transport material. Deposition of a material, or a material to which an electron donor has been added to an electron transport material. It can be formed with.

[0397] ≪Step 5≫ The fifth step involves a hole injection layer 116, a hole transport layer 117, a light-emitting layer 170, and an electron transport layer. This is a step in which 118, the electron injection layer 119, and the electrode 102 are formed (see Figure 7(B)).

[0398] The hole injection layer 116 is made of the same material and is made using the same method as the hole injection layer 111 described above. It can be formed more easily. Also, as the hole transport layer 117, the hole transport layer 11 shown above It can be formed using the same materials and methods as in 2.

[0399] The light-emitting layer 170 can be purple, blue, blue-green, green, yellow-green, yellow, orange, or red. This is formed by depositing at least one luminescent guest material selected from among them. This can be done. As guest materials, luminescent organic compounds that exhibit fluorescence or phosphorescence can be used. This is possible. Furthermore, by using the light-emitting layer configuration shown in Embodiments 3 and 4 This is preferable. Note that at least one of the light-emitting layer 170 or the light-emitting layer 190 is as in Embodiment 3. Alternatively, it is preferable to have the configuration of the light-emitting layer shown in Embodiment 4. Also, the light-emitting layer 170 The light-emitting layer 190 has light-emitting organic compounds that have the function of exhibiting different types of light emission. It would be preferable if that were the case.

[0400] The electron transport layer 118 is made of the same material and is constructed using the same method as the electron transport layer 113 described above. It can be formed more easily. Also, as the electron injection layer 119, the electron injection layer 11 shown above It can be formed using the same materials and methods as in 4.

[0401] The electrode 102 consists of a reflective conductive film and a translucent conductive film laminated together. It can be formed as follows. Also, the electrode 102 can be a single-layer structure or a multi-layer structure. That's good too.

[0402] After the above process, regions 222 are formed on electrodes 101, 103, and 104, respectively. A light-emitting element having region B, region 222G, and region 222R is formed on the substrate 200.

[0403] Step 6 The sixth step is to place a light-shielding layer 223, optical element 224B, and optical element 224 on the substrate 220. This is the process of forming G and the optical element 224R (see Figure 7(C)).

[0404] As the light-shielding layer 223, a resin film containing black pigment is formed in the desired area. After that, the base On the plate 220 and the light-shielding layer 223, optical element 224B, optical element 224G, and optical element 2 Forming 24R. As the optical element 224B, a resin film containing blue pigment is applied to the desired region. Formed. In addition, as the optical element 224G, a resin film containing green pigment is formed in a desired region. Furthermore, as the optical element 224R, a resin film containing red pigment is formed in the desired region. do.

[0405] ≪Step 7≫ The seventh step is to have a light-emitting element formed on substrate 200 and a light-emitting element formed on substrate 220 The light-shielding layer 223, optical element 224B, optical element 224G, and optical element 224R are attached. This is the process of sealing the product using a sealing material (not shown in the diagram).

[0406] By following the above steps, the light-emitting element 262a shown in Figure 5(A) can be formed.

[0407] The configuration shown in this embodiment may be used in appropriate combination with the configurations shown in other embodiments. It is possible to be there.

[0408] (Embodiment 6) In this embodiment, the compound described in Embodiment 1 is used in a vertical type organic semiconductor device. An example of its use as the active layer of a transistor (electrostatic induction transistor: SIT) is shown.

[0409] As for the structure of the element, as shown in Figure 8, it is the benzoflopyrimidine described in Embodiment 1. A skeleton or benzothienopyrimidine skeleton with a furan skeleton, thiophene skeleton, or carba A thin film-like active layer 330 containing a compound with two substituents attached to a zole skeleton is supplied by a source electric current. The gate electrode 303 is sandwiched between electrode 301 and drain electrode 302, and embedded in the active layer 330. It has a structure. The gate electrode 303 is electrically connected to means for applying a gate voltage. The source electrode 301 and drain electrode 302 are connected, and the source electrode-drain electrode It is electrically connected to a means for controlling the voltage between the electrodes. The electrodes can have their functions swapped.

[0410] In such a device structure, when no voltage is applied to the gate electrode 303, When a voltage is applied between the drain electrode and the outlet electrode, current flows (the state becomes ON). When a voltage is applied to the gate electrode 303 in that state, a depletion layer is generated around the gate electrode 303. Then, the current stops flowing (it enters the OFF state). Through the above mechanism, the organic semiconductor element 30 0 operates as a transistor.

[0411] In vertical transistors, similar to light-emitting elements, they possess both good carrier transport properties and good film quality. The material required for the active layer is such that the compound described in Embodiment 1 fully satisfies this condition. It is suitable for use.

[0412] The configuration shown in this embodiment may be used in appropriate combination with the configurations shown in other embodiments. It is possible to be there.

[0413] (Embodiment 7) In this embodiment, a display device according to one aspect of the present invention will be described using Figures 9 to 19. do.

[0414] <Example of display device configuration 1> Figure 9(A) is a top view showing the display device 600, and Figure 9(B) is a view of Figure 9(A) along the dashed line AB. , and a cross-sectional view taken along the dashed line CD. The display device 600 is a drive circuit section (signal line It has a drive circuit section 601, a scan line drive circuit section 603, and a pixel section 602. The signal line drive circuit section 601, the scan line drive circuit section 603, and the pixel section 602 are light-emitting elements. It has a function to control light emission.

[0415] Furthermore, the display device 600 includes an element substrate 610, a sealing substrate 604, and a sealing material 605. The area 607 surrounded by the sealing material 605, the routed wiring 608, and the FPC 609 are all included. do.

[0416] Furthermore, the routing wiring 608 is connected to the signal line drive circuit section 601 and the scan line drive circuit section 603. This is wiring for transmitting input signals, and it connects to the FPC609, which is an external input terminal, for video input. It receives signals such as the O signal, clock signal, start signal, and reset signal. Note that here it is FP Only C609 is shown in the diagram, but FPC609 is a printed circuit board (PWB: Pri A wired wiring board may be attached.

[0417] Furthermore, the signal line drive circuit section 601 consists of an N-channel type transistor 623 and a P-channel type A CMOS circuit is formed by combining it with transistor 624. The path section 601 or the scan line drive circuit section 603 includes various CMOS circuits, PMOS circuits, and An NMOS circuit can be used. In addition, in this embodiment, the drive circuit section is mounted on the substrate. The image shows a display device in which the formed driver and pixels are arranged on the same surface, but this is not necessarily required. Alternatively, the drive circuit can be formed externally instead of on the circuit board.

[0418] Furthermore, the pixel section 602 includes a switching transistor 611 and a current control transistor. The lower part electrically connected to the drain of transistor 612 for current control and transistor 612 It has an electrode 613. A partition wall 614 is formed to cover the end of the lower electrode 613. A positive-type photosensitive acrylic resin film can be used as the partition wall 614.

[0419] Furthermore, in order to improve coverage, the upper or lower end of the partition wall 614 has a curved surface with curvature. To ensure that a structure is formed. For example, positive-type photosensitive acrylic is used as the material for the partition wall 614. If so, the upper end of the partition wall 614 will have a curve with a radius of curvature (0.2 μm or more and 3 μm or less). It is preferable to give it a surface. Also, as the partition wall 614, a negative type photosensitive resin or a poly Any type of photosensitive resin can be used.

[0420] Furthermore, the structure of the transistors (transistors 611, 612, 623, 624) is particularly... It is not limited. For example, a staggered transistor may be used. Also, the transistor There are no particular limitations regarding polarity, and it includes N-channel and P-channel transistors. A structure that includes either an N-channel transistor or a P-channel transistor. A structure consisting of only one of the two may also be used. Furthermore, the semiconductor film crystal used in transistors... There are no particular limitations regarding properties. For example, amorphous semiconductor films and crystalline semiconductor films can be used. Yes, it is possible. Also, as semiconductor materials, there are Group 14 (silicon, etc.) semiconductors and compound semiconductors (oxides). Semiconductors (including organic semiconductors), etc., can be used. Examples of transistors include: Energy gap of 2 eV or more, preferably 2.5 eV or more, more preferably 3 eV By using the above oxide semiconductors, the off-current of the transistor can be reduced. Preferably, the oxide semiconductor is In-Ga oxide, In-M-Zn oxide (M is Aluminum (Al), gallium (Ga), yttrium (Y), zirconium (Zr ), lanthanum (La), cerium (Ce), tin (Sn), hafnium (Hf), or ne Examples include odymium (Nd).

[0421] An EL layer 616 and an upper electrode 617 are formed on the lower electrode 613, respectively. The lower electrode 613 functions as the anode, and the upper electrode 617 functions as the cathode. ru.

[0422] Furthermore, the EL layer 616 is deposited using a deposition method (including vacuum deposition) with a deposition mask, and a droplet ejection method. Various coating methods such as (also called inkjet printing), spin coating, and gravure printing. It is formed by the method. In addition, the material constituting the EL layer 616 is a low molecular weight compound. Alternatively, it may be a polymer compound (including oligomers and dendrimers).

[0423] Furthermore, the lower electrode 613, the EL layer 616, and the upper electrode 617 contribute to the light-emitting element 618. The light-emitting element 618 is formed. The light-emitting element 618 has the configuration of Embodiments 3 to 5. It is preferable that this is the case. Furthermore, when multiple light-emitting elements are formed in the pixel portion, Embodiments 3 to This includes both the light-emitting element described in Embodiment 5 and light-emitting elements having other configurations. You can.

[0424] Furthermore, by bonding the sealing substrate 604 to the element substrate 610 with the sealing material 605, A light-emitting element is placed in the region 607 surrounded by the element substrate 610, the sealing substrate 604, and the sealing material 605. The structure is equipped with child 618. Furthermore, the area 607 is filled with filler material. In addition to cases where an inert gas (such as nitrogen or argon) is filled, it is also used in sealant 605. In some cases, it may be filled with UV-curing resin or thermosetting resin, for example, PVC ( Polyvinyl chloride resins, acrylic resins, polyimide resins, epoxy resins, Silicone resin, PVB (polyvinyl butyral) resin, or EVA (ethylene vinyl A resin (such as a luacetate) can be used. A recess is formed in the sealing substrate, and a desiccant is placed therein. Providing this feature can suppress deterioration due to moisture, making it a desirable configuration.

[0425] Furthermore, the optical element 621 is positioned below the sealing substrate 604 so as to overlap with the light-emitting element 618. It is provided therein. Furthermore, a light-shielding layer 622 is provided below the sealing substrate 604. Optical element 621 and the light-shielding layer 622 are the optical element and the light-shielding layer shown in Embodiment 5, respectively. A similar configuration would suffice.

[0426] Furthermore, it is preferable to use epoxy resin or glass frit for the sealant 605. Furthermore, it is desirable that these materials be as impermeable to moisture and oxygen as possible. In addition, as materials used for the sealing substrate 604, glass substrates and quartz substrates are also available, as well as FRP (Fiber Reinforced Plastic). Reinforced Plastics), PVF (Polyvinyl Fluoride), Poly A plastic substrate made of ester or acrylic can be used.

[0427] Here, we will explain the method for forming the EL layer 616 using the droplet ejection method, with reference to Figure 18. Figures 18(A) to 18(D) are cross-sectional views illustrating the method for fabricating the EL layer 616. be.

[0428] First, in Figure 18(A), the lower electrode 613 and partition wall 614 are formed on the element substrate. Although 610 is shown in the diagram, the lower electrode 613 and partition wall 614 are located on the insulating film as shown in Figure 9(B). A substrate with the surface formed on it may also be used.

[0429] Next, the droplets from the droplet dispensing device 683 are dispensed onto the exposed portion of the lower electrode 613, which is the opening in the partition wall 614. A droplet 684 is dispensed to form a layer 685 containing the composition. The droplet 684 contains the solvent and composition. It is a substance that adheres to the lower electrode 613 (see Figure 18(B)).

[0430] The process of dispensing the droplet 684 may also be carried out under reduced pressure.

[0431] Next, the solvent is removed from the layer 685 containing the composition and solidified to form the EL layer 616. Form (see Figure 18(C)).

[0432] The solvent can be removed by either a drying or heating process.

[0433] Next, an upper electrode 617 is formed on the EL layer 616 to form a light-emitting element 618 (Figure 18). (See (D)).

[0434] When the EL layer 616 is formed by the droplet ejection method in this way, the composition can be selectively ejected. This allows for a reduction in material waste. Furthermore, lithography is used for shaping. Since processes such as injection molding are not required, the process can be simplified, resulting in lower costs.

[0435] The droplet dispensing method described above refers to a nozzle having an outlet for dispensing the composition, or a single nozzle. "Ku" refers to a general term for devices that have means for discharging droplets, such as heads with multiple nozzles.

[0436] Next, the droplet dispensing device used in the droplet dispensing method will be explained using Figure 19. This is a conceptual diagram illustrating the droplet dispensing device 1400.

[0437] The droplet dispensing device 1400 has a droplet dispensing means 1403. Unit 3 has head 1405 and head 1412.

[0438] Heads 1405 and 1412 are connected to control means 1407, which is a computer By controlling it with the -1410, it is possible to draw on a pre-programmed pattern. can.

[0439] Furthermore, as for the timing of drawing, for example, the marker 1 formed on the substrate 1402 You can use 411 as the reference point. Alternatively, you can determine the reference point by using the outer edge of substrate 1402 as the reference point. It is also acceptable to do so. Here, marker 1411 is detected by imaging means 1404, and image processing means 1 The signal converted to digital in 409 is recognized by computer 1410 and a control signal is issued. It is then sent to the control unit 1407.

[0440] The imaging means 1404 may include a charge-coupled device (CCD) or a complementary metal oxide semiconductor (CM). Image sensors using an OS can be used. The information of the pattern to be performed is stored in the storage medium 1408, and based on this information A control signal is sent to the control means 1407, and the individual heads 1405 of the droplet dispensing means 1403, The head 1412 can be controlled individually. The material to be dispensed is supplied by the material supply source 1413. The supply source 1414 is supplied to heads 1405 and 1412 respectively through piping. ru.

[0441] The inside of head 1405 is a space 1406 for filling with liquid material, as indicated by the dotted line, and discharge It has a structure that includes a nozzle, which is the outlet. Although not shown in the diagram, head 1412 is also head 1 It has a similar internal structure to the 405. The nozzles of head 1405 and head 1412 are different. By setting up the size, it is possible to draw different materials at different widths simultaneously with a single head. It can extrude and draw with multiple types of luminescent materials, and when drawing over a wide area... To improve throughput, the same material is simultaneously dispensed from multiple nozzles for drawing. This is possible. When using a large substrate, head 1405 and head 1412 move on the substrate as shown in Figure 1. You can freely scan in the direction of the X, Y, and Z arrows shown in 9, and freely set the area to be drawn. This allows for the drawing of multiple identical patterns on a single circuit board.

[0442] Furthermore, the process of dispensing the composition may be carried out under reduced pressure. The substrate is heated during dispensing. This may also be done. After the composition is extruded, one or both of the following steps are performed: drying and / or calcination. Drying and calcination steps Both processes involve heat treatment, but their purpose, temperature, and time differ. The drying process, The firing process is carried out under normal or reduced pressure using laser irradiation, instantaneous heat annealing, heating furnaces, etc. The process is carried out as follows. The timing and number of times this heat treatment is performed are not particularly limited. To ensure successful drying and firing processes, the temperature at which these processes are performed depends on the properties of the substrate material and composition. It depends on.

[0443] As described above, the EL layer 616 can be fabricated using a droplet dispensing device.

[0444] As described above, the light-emitting element and optical element described in Embodiments 3 to 5 are A display device can be obtained.

[0445] <Example of display device configuration 2> Next, another example of a display device will be explained using Figures 10(A)(B) and 11. Figures 10(A)(B) and 11 are cross-sectional views of a display device according to one embodiment of the present invention. .

[0446] Figure 10(A) shows the substrate 1001, the underlayer insulating film 1002, the gate insulating film 1003, and the gate Electrodes 1006, 1007, 1008, first interlayer insulating film 1020, second interlayer insulating film 10 21, peripheral portion 1042, pixel portion 1040, drive circuit portion 1041, lower electrode 10 of light-emitting element 24R, 1024G, 1024B, partition wall 1025, EL layer 1028, upper electrode of light-emitting element 1026, the sealing layer 1029, the sealing substrate 1031, the sealing material 1032, etc. are shown in the diagram. .

[0447] Furthermore, in Figure 10(A), as an example of an optical element, a colored layer (red colored layer 1034R, A green colored layer 1034G and a blue colored layer 1034B are provided on a transparent substrate 1033. A light-shielding layer 1035 may also be provided. A transparent material having a colored layer and a light-shielding layer. The substrate 1033 is aligned and fixed to the substrate 1001. Note that the colored layer and the light-shielding layer are also included. It is covered with an overcoat layer 1036. Also, in Figure 10(A), the colored layer Since light passing through it is red, green, and blue, an image can be represented using pixels of these three colors.

[0448] Figure 10(B) shows an example of an optical element, with a colored layer (red colored layer 1034R, green colored layer The colored layer 1034G and the blue colored layer 1034B are connected to the gate insulating film 1003 and the first interlayer insulating film. An example of formation between film 1020 and the substrate 1001 is shown. In this way, the colored layer is sealed with the substrate 1001. It may also be provided between the substrates 1031.

[0449] Figure 11 shows an example of an optical element, with a colored layer (red colored layer 1034R, green colored layer) 1034G, the blue colored layer 1034B) is connected to the first interlayer insulating film 1020 and the second interlayer insulating film This shows an example of formation between 1021 and substrate 1001. Thus, the colored layer is formed between substrate 1001 and the sealing group It may also be provided between the plates 1031.

[0450] Furthermore, in the display device described above, the side of the substrate 1001 on which the transistor is formed Although a display device with a light extraction structure (bottom emission type) was used, on the encapsulating substrate 1031 side It can also be used as a display device with a structure that extracts light (top emission type).

[0451] <Example of display device configuration 3> An example of a cross-sectional view of a top-emission type display device is shown in Figure 12(A)(B). Figure 12 Figures (A) and (B) are cross-sectional views illustrating a display device according to one embodiment of the present invention. ) and the drive circuit section 1041, peripheral section 1042, etc. shown in Figure 11 are omitted for illustrative purposes.

[0452] In this case, the substrate 1001 can be a substrate that does not transmit light. Until the connecting electrode that connects to the anode of the optical element is fabricated, it will be a bottom-emission type display device. It is formed in the same manner as above. Then, the third interlayer insulating film 1037 is formed so as to cover the electrode 1022. This insulating film may also play a planarization role. The third interlayer insulating film 1037 is In addition to materials similar to those used for the interlayer insulating film in step 2, it can be formed using a variety of other materials.

[0453] The lower electrodes 1024R, 1024G, and 1024B of the light-emitting element are referred to as anodes here, but the negative electrodes are not. It can also be a pole. Also, a top-emission type display like Figure 12(A)(B) is also acceptable. If it is a device, the lower electrodes 1024R, 1024G, and 1024B have the function of reflecting light. It is preferable to do so. Also, an upper electrode 1026 is provided on the EL layer 1028. Electrode 1026 has the function of reflecting light and the function of transmitting light, and lower electrode 1024R, 10 A microcavity structure is employed between 24G, 1024B and the upper electrode 1026. It is preferable to increase the light intensity at a specific wavelength.

[0454] In the top emission structure shown in Figure 12(A), the colored layer (red colored layer 1034) Encapsulation substrate 1031 provided with R, a green colored layer 1034G, and a blue colored layer 1034B) Sealing can be performed using this method. The sealing substrate 1031 is positioned between pixels to provide shielding. A light layer 1035 may be provided. Furthermore, if a light-transmitting substrate is used for the sealing substrate 1031, It is suitable.

[0455] Furthermore, in Figure 12(A), multiple light-emitting elements are shown, and each of these light-emitting elements is colored. While a configuration with layers has been given as an example, the system is not limited to this. For example, as shown in Figure 12(B) Without providing a green colored layer, a red colored layer 1034R and a blue colored layer 1034B are provided. Alternatively, a configuration that displays in full color using three colors—red, green, and blue—can be used. (See Figure 12(A)) As shown above, when a light-emitting element is provided and a colored layer is provided on each of the light-emitting elements, the reflection of ambient light is This has the effect of suppressing it. On the other hand, as shown in Figure 12(B), the light-emitting element has a green If a configuration is used in which a red colored layer and a blue colored layer are provided without a colored layer, then green Because there is little energy loss from the light-emitting element, power consumption can be reduced. It produces the desired effect.

[0456] <Example of display device configuration 4> The display device described above has a configuration having three subpixels (red, green, and blue), A structure having subpixels of four colors (red, green, blue, yellow, or red, green, blue, white) It may be considered as a component. Figures 13 to 15 show the lower electrodes 1024R, 1024G, 1024B, And the configuration of a display device having 1024Y. Figures 13(A)(B) and 14 show the tra A structure (bottom emission type) that extracts light from the substrate 1001 where the inverter is formed. This is a display device, and Figures 15(A) and 15(B) show a structure that extracts light from the encapsulated substrate 1031 side. It is a top-emission type display device.

[0457] Figure 13(A) shows the optical elements (colored layer 1034R, colored layer 1034G, colored layer 1034B This is an example of a display device in which a colored layer (1034Y) is provided on a transparent substrate (1033). Also, Figure 13 (B) is an optical element (colored layer 1034R, colored layer 1034G, colored layer 1034B, colored layer An indication of forming 1034Y) between the gate insulating film 1003 and the first interlayer insulating film 1020. This is an example of the apparatus. Also, Figure 14 shows the optical elements (colored layer 1034R, colored layer 1034G, The color layer 1034B and the colored layer 1034Y are connected to the first interlayer insulating film 1020 and the second interlayer insulating film 1 This is an example of a display device formed between 021 and 021.

[0458] Colored layer 1034R transmits red light, colored layer 1034G transmits green light, colored layer 1034B has the function of transmitting blue light. In addition, the colored layer 1034Y transmits yellow light. A function that allows light to pass through, or a function that transmits multiple colors selected from blue, green, yellow, and red. The colored layer 1034Y transmits multiple lights selected from blue, green, yellow, and red. When it has the function of being yellow, the light transmitted through the colored layer 1034Y may be white. Because light-emitting elements that emit white light have high luminous efficiency, a display having a colored layer 1034Y The device can reduce power consumption.

[0459] Furthermore, in the top-emission type display device shown in Figure 15, the lower electrode 1024Y In the light-emitting element having the same upper electrode 1026 as in the display device in Figure 12(A), A configuration having a microcavity structure in between is preferred. Also, the display device in Figure 15(A) So, the colored layers (red colored layer 1034R, green colored layer 1034G, blue colored layer 103 The sealing can be performed with a sealing substrate 1031 having 4B and a yellow colored layer 1034Y). ru.

[0460] The emission exhibited through the microcavity and the yellow colored layer 1034Y is in the yellow region. The emission will have an emission spectrum in the region. Since yellow is a color with high visual sensitivity, yellow emission will occur. A light-emitting element exhibiting this characteristic has high luminous efficiency. That is, a display device having the configuration shown in Figure 15(A) is This can reduce power consumption.

[0461] Furthermore, in Figure 15(A), multiple light-emitting elements are shown, and each of these light-emitting elements is colored. While a configuration with layers has been given as an example, the system is not limited to this. For example, as shown in Figure 15(B) Without providing a yellow colored layer, a red colored layer 1034R, a green colored layer 1034G, and a blue colored layer are provided. A colored layer 1034B is provided, and four colors are used: red, green, blue, and yellow, or red, green, blue, and white. A configuration that enables full-color display may also be used. As shown in Figure 15(A), a light-emitting element and the When a colored layer is provided on each optical element, it has the effect of suppressing external light reflection. It performs. On the other hand, as shown in Figure 15(B), the light-emitting element is made without a yellow colored layer, and red If the configuration includes a colored layer, a green colored layer, and a blue colored layer, then yellow or white Because there is little energy loss from the light-emitting element, power consumption can be reduced. It produces the desired effect.

[0462] <Example of display device configuration 5> Next, another embodiment of the present invention is shown in Figure 16. Figure 16 is a representation of Figure 9(A). This is a cross-sectional view taken along the dashed lines AB and CD. Note that in Figure 16... Parts having the same function as those shown in Figure 9(B) are denoted with the same symbols, and their detailed explanations are provided below. The "Akira" part will be omitted.

[0463] The display device 600 shown in Figure 16 comprises an element substrate 610, a sealing substrate 604, and a sealing material 60 The region 607 enclosed by 5 has sealing layers 607a, 607b, and 607c. One or more of the sealing layers 607a, 607b, and 607c may include, for example, For example, PVC (polyvinyl chloride) resin, acrylic resin, polyimide resin, etc. Poxy resins, silicone resins, PVB (polyvinyl butyral) resins, or EVA Resins such as (ethylene vinyl acetate) resins can be used. Also, silica oxide Silicon oxide nitride, silicon nitride, silicon nitride, aluminum oxide, aluminum nitride Inorganic materials such as titanium may also be used. Sealing layer 607a, sealing layer 607b, sealing layer 607 By forming c, the degradation of the light-emitting element 618 due to impurities such as water can be suppressed. Preferred. When forming sealing layer 607a, sealing layer 607b, and sealing layer 607c, It is not necessary to provide the 605 material.

[0464] Furthermore, sealing layers 607a, 607b, and 607c may be one or two of each. It may be the case that four or more sealing layers are formed. By making the sealing layers multilayered, water These impurities can penetrate from outside the display device 600 to the light-emitting element 618 inside the display device. This is preferable because it can effectively prevent this. Furthermore, if the sealing layer is multilayered, the resin and inorganic material A preferred configuration involves layering the materials.

[0465] <Example of display device configuration 6> Furthermore, the display devices shown in Configuration Examples 1 to 4 of this embodiment have optical elements. Although the above configuration has been illustrated, in one aspect of the present invention, optical elements may not be provided.

[0466] The display device shown in Figures 17(A) and 17(B) has a structure that extracts light from the encapsulated substrate 1031 side. This is a display device of the emitting type. Figure 17(A) shows the emitting layer 1028R and the emitting layer 1 This is an example of a display device having 028G and a light-emitting layer 1028B. Also, Figure 17(B) shows A table having a light layer 1028R, an emissive layer 1028G, an emissive layer 1028B, and an emissive layer 1028Y. This is an example of a display device.

[0467] The light-emitting layer 1028R emits red light, and the light-emitting layer 1028G emits green light. The light-emitting layer 1028B has the function of emitting blue light. The light-emitting layer 1028Y emits yellow light. A function that emits light, or a function that emits multiple lights selected from blue, green, and red. It has. The light emitted by the light-emitting layer 1028Y may be white. Yellow or white Because the light-emitting element has high luminous efficiency, a display device having the light-emitting layer 1028Y is It can reduce power consumption.

[0468] The display devices shown in Figures 17(A) and 17(B) include an EL layer that emits light of different colors. Since it is contained within the pixel, it is not necessary to provide a colored layer that acts as an optical element.

[0469] Furthermore, the sealing layer 1029 may be made of, for example, PVC (polyvinyl chloride) resin, acrylic Polyimide resins, epoxy resins, silicone resins, PVB (polyvinyl blue resin) Using resins such as ethylene vinyl acetate (EVA) resin or ethylene vinyl acetate resin. It is possible to do this. Also, silicon oxide, silicon oxide nitride, silicon oxide nitride, silicon nitride Inorganic materials such as aluminum oxide and aluminum nitride may also be used. The sealing layer 1029 Forming it this way is preferable because it can suppress the deterioration of the light-emitting element due to impurities such as water.

[0470] Furthermore, the sealing layer 1029 may consist of one or two of any four or more sealing layers. A layer may be formed. By making the sealing layer multilayered, impurities such as water can enter the outside of the display device. This is preferable because it can effectively prevent penetration into the interior of the display device. In the case of a multilayer structure, a preferred configuration is one in which resin and inorganic material are laminated together.

[0471] Furthermore, the encapsulating substrate 1031 only needs to have a function to protect the light-emitting element. Therefore, a flexible substrate or film can be used for the sealing substrate 1031.

[0472] Note that the configuration shown in this embodiment may be appropriately combined with other embodiments or other configurations within this embodiment. They can be combined.

[0473] (Embodiment 8) In this embodiment, a display device having an light-emitting element according to one aspect of the present invention is shown in Figures 20 to We will explain using Figure 22.

[0474] Figure 20(A) is a block diagram illustrating a display device according to one embodiment of the present invention, and Figure 2 Figure 0(B) is a circuit diagram illustrating a pixel circuit in a display device according to one aspect of the present invention.

[0475] <Explanation regarding display devices> The display device shown in Figure 20(A) has a region having pixels of the display element (hereinafter referred to as the pixel portion 802 and ( ) and a circuit section ( ) which is located outside the pixel section 802 and has a circuit for driving the pixels. Hereinafter referred to as the drive circuit section 804, and a circuit having a function to protect the element (hereinafter referred to as the protection circuit 804) It has a (6) and a terminal section 807. Note that the protection circuit 806 is not provided. That's fine.

[0476] Part or all of the drive circuit section 804 is formed on the same substrate as the pixel section 802. This is desirable. This allows for a reduction in the number of components and terminals. Drive circuit section 804 If part or all of it is not formed on the same substrate as the pixel section 802, the drive cycle Part or all of road section 804 is COG or TAB (Tape Automated B It can be implemented by (onding).

[0477] The pixel section 802 is arranged in X rows (where X is a natural number greater than or equal to 2) and Y columns (where Y is a natural number greater than or equal to 2). It has a circuit for driving multiple display elements (hereinafter referred to as the pixel circuit 801), and the drive cycle The path section 804 is a circuit that outputs a signal (scan signal) for selecting pixels (hereinafter referred to as the scan line drive circuit). 804a) is used to supply signals (data signals) for driving the pixel display elements. It has a drive circuit such as the signal line drive circuit 804b.

[0478] The scan line driving circuit 804a includes a shift register, etc. The scan line driving circuit 804a is A signal to drive the shift register is input via terminal 807, and the signal is output. For example, the scan line drive circuit 804a receives a start pulse signal, a clock signal, etc. The scan line drive circuit 804a outputs a pulse signal. The scanning signal is supplied to the wiring (and It has the function of controlling the potential of the scan lines (referred to as GL_1 to GL_X). Multiple drive circuits 804a are provided, and the scan line GL_1 is driven by multiple scan line drive circuits 804a. The path to GL_X may be divided and controlled. Alternatively, the scan line drive circuit 804a may use an initialization signal. It has the function of supplying, however, the scan line drive circuit 80 4a can also supply another signal.

[0479] The signal line drive circuit 804b includes a shift register, etc. The signal line drive circuit 804b is Through terminal 807, in addition to signals for driving the shift register, the data signals are generated. A signal (image signal) is input. The signal line drive circuit 804b uses the image signal to drive the pixel circuit It has the function of generating data signals to be written to 801. In addition, the signal line drive circuit 804b The data signal is transmitted according to the pulse signal obtained by inputting the start pulse, clock signal, etc. It has the function of controlling the output of the signal. In addition, the signal line drive circuit 804b is provided with a data signal. It has the function of controlling the potential of the wiring (hereinafter referred to as data lines DL_1 to DL_Y). Alternatively, the signal line drive circuit 804b may have the function of supplying an initialization signal. However, it is not limited to this, and the signal line drive circuit 804b may also supply other signals. It is possible.

[0480] The signal line drive circuit 804b is configured using, for example, multiple analog switches. The signal line drive circuit 804b sequentially turns on multiple analog switches, The image signal can be time-divided and output as a data signal. It can also use shift registers, etc. The signal line drive circuit 804b may be constructed using this.

[0481] Each of the multiple pixel circuits 801 receives a scan signal from one of the multiple scan lines GL. A pulse signal is input via one of several data lines DL to which a data signal is supplied. A data signal is input. In addition, each of the multiple pixel circuits 801 is a scan line drive circuit 804a controls the writing and retention of data in the data signal. For example, m rows and n columns. The pixel circuit 801 of the eye is driven by a scan line drive circuit via the scan line GL_m (where m is a natural number less than or equal to X). A pulse signal is input from 804a, and the data line DL_n( A data signal is input from the signal line drive circuit 804b via n (where n is a natural number less than or equal to Y).

[0482] The protection circuit 806 shown in Figure 20(A) is, for example, a scan line drive circuit 804a and a pixel circuit 8 It is connected to the scan line GL, which is the wiring between 01. Alternatively, the protection circuit 806 drives the signal line. It is connected to the data line DL, which is the wiring between circuit 804b and pixel circuit 801. Alternatively, The protection circuit 806 is connected to the wiring between the scan line drive circuit 804a and the terminal section 807. Yes, it is possible. Alternatively, the protection circuit 806 provides a connection between the signal line drive circuit 804b and the terminal section 807. It can be connected to a wire. The terminal 807 is used to supply power and to the display device from an external circuit. This refers to the part equipped with terminals for inputting control signals and image signals.

[0483] The protection circuit 806, when a potential outside a certain range is applied to the wiring to which it is connected, This is a circuit that creates a conductive state between two wires.

[0484] As shown in Figure 20(A), the pixel section 802 and the drive circuit section 804 each have a protection circuit 80 By connecting 6, ESD (Electrostatic Discharge) This can improve the resistance of the display device to overcurrents generated by electrostatic discharge, etc. However, the configuration of the protection circuit 806 is not limited to this, for example, the scan line drive circuit 804a A configuration in which the protection circuit 806 is connected to the signal line drive circuit 804b, or a configuration in which the protection circuit 806 is connected to the signal line drive circuit 804b. A continuous configuration is also possible. Alternatively, a configuration in which the protection circuit 806 is connected to the terminal 807 is also possible. It can also be written as "completion".

[0485] Furthermore, in Figure 20(A), the scan line drive circuit 804a and the signal line drive circuit 804b are Therefore, although an example is shown in which the drive circuit section 804 is formed, the configuration is not limited to this. For example, only the scan line drive circuit 804a is formed, and a separately prepared signal line drive circuit is formed. A substrate (for example, a drive circuit substrate formed from a single-crystal semiconductor film or a polycrystalline semiconductor film) is mounted. This configuration is also good.

[0486] <Example of pixel circuit configuration> The multiple pixel circuits 801 shown in Figure 20(A) may be configured as shown in Figure 20(B), for example. It is possible.

[0487] The pixel circuit 801 shown in Figure 20(B) consists of transistors 852 and 854 and a capacitive element 86 It has 2 and a light-emitting element 872.

[0488] One of the source and drain electrodes of transistor 852 is supplied with a data signal. It is electrically connected to the wiring (data line DL_n). Furthermore, the gate of transistor 852 The electrodes are electrically connected to the wiring (scan line GL_m) to which the gate signal is applied.

[0489] Transistor 852 has the function of controlling the writing of data to the data signal.

[0490] One of the pair of electrodes of the capacitive element 862 is connected to a wiring to which a potential is supplied (hereinafter referred to as the potential supply line VL). It is electrically connected to (a), and the other is the source electrode and drain of transistor 852. It is electrically connected to the other electrode.

[0491] The capacitive element 862 functions as a holding capacitor to retain the written data.

[0492] One of the source and drain electrodes of transistor 854 is connected to the potential supply line VL_a. They are electrically connected. Furthermore, the gate electrode of transistor 854 is connected to the gate electrode of transistor 852. It is electrically connected to the other of the source electrode and drain electrode.

[0493] One of the light-emitting element 872's anode and cathode are electrically connected to the potential supply line VL_b. The other end is electrically connected to the source and drain electrodes of transistor 854. It will be done.

[0494] As the light-emitting element 872, the light-emitting elements shown in Embodiments 3 to 5 are used. It is possible.

[0495] Furthermore, a high power supply potential VDD is supplied to one of the potential supply lines VL_a and VL_b. On the other hand, a low power supply potential VSS is applied.

[0496] In a display device having the pixel circuit 801 shown in Figure 20(B), for example, the running shown in Figure 20(A) The line drive circuit 804a sequentially selects the pixel circuit 801 for each row, and the transistor 852 Turn it on and write the data signal.

[0497] When data is written to the pixel circuit 801, the transistor 852 turns off. It enters a holding state. Furthermore, in accordance with the potential of the written data signal, transistor 854 The amount of current flowing between the source electrode and the drain electrode is controlled, and the light-emitting element 872 controls the amount of current flowing through it. It emits light with brightness corresponding to the flow rate. By performing this sequentially for each row, an image can be displayed.

[0498] Furthermore, the pixel circuit has a function to compensate for the effects of fluctuations in the transistor threshold voltage, etc. This may be done. Figures 21(A)(B) and 22(A)(B) show examples of pixel circuits.

[0499] The pixel circuit shown in Figure 21(A) consists of six transistors (transistors 303_1 to 303_3). It has 03_6), a capacitive element 304, and a light-emitting element 305. Also, Figure 21(A) The pixel circuit shown includes wiring 301_1 to 301_5, as well as wiring 302_1 and wiring 30 2_2 is electrically connected. Regarding transistors 303_1 to 303_6... For example, a P-channel transistor can be used.

[0500] The pixel circuit shown in Figure 21(B) is the same as the pixel circuit shown in Figure 21(A), but with transistor 303 This configuration includes the addition of _7. Furthermore, the pixel circuit shown in Figure 21(B) includes wiring 301_6 and Wiring 301_7 is electrically connected. Here, wiring 301_5 and wiring 301_6 These may be electrically connected to each other. Regarding transistor 303_7... For example, a P-channel transistor can be used.

[0501] The pixel circuit shown in Figure 22(A) consists of six transistors (transistors 308_1 to 308_3). It has 08_6), a capacitive element 304, and a light-emitting element 305. Also, in Figure 22(A) The pixel circuit shown includes wiring 306_1 to 306_3, and wiring 307_1 to 307_ 3 is electrically connected. Here, wiring 306_1 and wiring 306_3 are electrically connected. They may be electrically connected. Regarding transistors 308_1 to 308_6: For example, a P-channel transistor can be used.

[0502] The pixel circuit shown in Figure 22(B) consists of two transistors (transistor 309_1 and Rangitator 309_2) and two capacitive elements (capacitive element 304_1 and capacitive element 304_ 2) and a light-emitting element 305 are included. Also, the pixel circuit shown in Figure 22(B) has wiring 3 Wirings 11_1 to 311_3, 312_1, and 312_2 are electrically connected. Furthermore, by using the pixel circuit configuration shown in Figure 22(B), for example, voltage input - power A flow-driven system (also called a CVCC system) can be used. Note that transistor 309_ For 1 and 309_2, for example, a P-channel transistor can be used. .

[0503] Furthermore, a light-emitting element according to one aspect of the present invention is an active element having an active element in the pixels of a display device. Trix system, or passive matrix system where the pixels of the display device do not have active elements. It can be applied to each method.

[0504] In the active matrix system, the active elements (active elements, nonlinear elements) are, In addition to transistors, various active elements (active elements, nonlinear elements) can be used. This can be done. For example, MIM (Metal Insulator Metal), or T It is also possible to use elements such as FD (Thin Film Diode). Because it involves fewer manufacturing steps, it is possible to reduce manufacturing costs or improve yield. Alternatively, these elements can improve the aperture ratio due to their small size. This allows for lower power consumption and higher brightness.

[0505] Other than the active matrix method, there are active elements (active elements, nonlinear elements) It is also possible to use a passive matrix type that does not use active elements. Because it does not use sub-elements or nonlinear elements, the manufacturing process is simpler, resulting in reduced manufacturing costs or higher yield. This can improve the performance. Alternatively, active elements (active elements, nonlinear elements) can be used. Because it does not exist, the aperture ratio can be improved, leading to lower power consumption or higher brightness. It is possible.

[0506] The configuration shown in this embodiment may be used in appropriate combination with the configurations shown in other embodiments. It is possible.

[0507] (Embodiment 9) In this embodiment, a display device having a light-emitting element according to one aspect of the present invention, and the display device An electronic device with an input device attached will be explained using Figures 23 to 27.

[0508] <Explanation regarding the touch panel 1> In this embodiment, as an example of electronic equipment, a display device and an input device are combined. This document describes the Touch Panel 2000. It also explains the Touch Sensor as an example of an input device. This section explains the case where the character "Sa" is present.

[0509] Figures 23(A) and 23(B) are perspective views of the Touch Panel 2000. In section B), for clarity, typical components of the touch panel 2000 are shown.

[0510] The touch panel 2000 has a display device 2501 and a touch sensor 2595 (Figure 2). See 3(B). Also, the touch panel 2000 is made up of substrate 2510, substrate 2570, and substrate It has a plate 2590. Note that substrates 2510, 2570, and 2590 are all It is flexible. However, any one of substrates 2510, 2570, and 2590 The configuration may be one or all of which lack flexibility.

[0511] The display device 2501 has multiple pixels on the substrate 2510 and supplies signals to these pixels. It has multiple wirings 2511. The multiple wirings 2511 are located on the outer periphery of the substrate 2510. It is routed through, and a portion of it forms terminal 2519. Terminal 2519 is FPC2509 (1) is electrically connected to the signal line drive circuit 2503s. The signal from (1) can be supplied to multiple pixels.

[0512] The circuit board 2590 has a touch sensor 2595 and is electrically connected to the touch sensor 2595. It has multiple wires 2598. The multiple wires 2598 are routed around the outer periphery of the substrate 2590. A portion of it forms a terminal. This terminal is electrically connected to FPC2509(2). The process continues. Note that in Figure 23(B), for clarity, the back side of substrate 2590 (substrate 2510) is shown. The electrodes and wiring of the touch sensor 2595, which is located on the opposite side, are shown with solid lines. .

[0513] For example, a capacitive touch sensor can be used as the touch sensor 2595. Capacitive capacitance methods include surface capacitance and projected capacitance.

[0514] Projected capacitance systems are classified into self-capacitance and mutual-capacitance types, mainly based on differences in their driving methods. There are several advantages. Using a mutual capacitance method is preferable because it enables simultaneous multi-point detection.

[0515] Note that the touch sensor 2595 shown in Figure 23(B) is a projected capacitive touch sensor. This configuration applies the "S" principle.

[0516] Furthermore, the touch sensor 2595 can detect the proximity or contact of an object to be detected, such as a finger. Yes, various sensors can be applied.

[0517] The projected capacitive touch sensor 2595 has electrodes 2591 and 2592. Electrode 2591 is electrically connected to one of the multiple wires 2598, and electrode 2592 is Connect electrically to any of the other wires 2598.

[0518] As shown in Figures 23(A) and 23(B), the electrode 2592 is arranged in multiple repeating directions. It has a shape in which the quadrilaterals ...

Claims

1. A compound represented by the following formula (G0). 【Chemistry 1】 (In formula (G0), Q represents O or S, and A 1 and A 2 Each of these independently represents one of the following: a substituted or unsubstituted dibenzofuran skeleton, a substituted or unsubstituted dibenzothiophene skeleton, or a substituted or unsubstituted carbazole skeleton, R 1 ~R 4 Each of the following independently represents hydrogen, a substituted or unsubstituted C1-C6 alkyl group, a substituted or unsubstituted C3-C7 cycloalkyl group, or a substituted or unsubstituted C6-C13 aryl group; α and β independently represent a substituted or unsubstituted C6-C13 arylene group; m represents an integer from 0 to 4; and n represents an integer from 0 to 4.

2. A compound represented by the following formula (G1). 【Chemistry 2】 (In formula (G1), Q represents O or S, and A 1 and A 2 Each of these independently represents one of the following: a substituted or unsubstituted dibenzofuran skeleton, a substituted or unsubstituted dibenzothiophene skeleton, or a substituted or unsubstituted carbazole skeleton, R 1 ~R 4 Each of the following independently represents hydrogen, a substituted or unsubstituted C1-C6 alkyl group, a substituted or unsubstituted C3-C7 cycloalkyl group, or a substituted or unsubstituted C6-C13 aryl group; α and β independently represent a substituted or unsubstituted C6-C13 arylene group; m represents an integer from 0 to 4; and n represents an integer from 0 to 4.

3. A compound represented by the following formula (G2). 【Transformation 3】 (In formula (G2), Q represents O or S, X and Z each independently represent any one of O, S, or N-R, and R 1 to R 18 and the said R each independently represents any one of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 7 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, α and β each independently represent a substituted or unsubstituted arylene group having 6 to 13 carbon atoms, m represents an integer of 0 to 4, and n represents an integer of 0 to 4.)

4. A compound represented by the following formula (G3). 【Chemistry 4】 (In formula (G3), Q represents O or S, and X and Z each independently represent either O, S, or N-R, R 1 ~R 18 Each of the above R independently represents hydrogen, a substituted or unsubstituted C1 to C6 alkyl group, a substituted or unsubstituted C3 to C7 cycloalkyl group, or a substituted or unsubstituted C6 to C13 aryl group; each of the above independently represents a substituted or unsubstituted C6 to C13 arylene group; m represents an integer from 0 to 4; and n represents an integer from 0 to 4.

5. In claim 3 or claim 4, A compound in which both X and Z are either O or both are S.

6. A compound represented by the following formula (G4). 【Transformation 5】 (In formula (G4), Q represents O or S, and R 1 ~R 4 , and R 19 ~R 34 Each of the following independently represents hydrogen, a substituted or unsubstituted C1-C6 alkyl group, a substituted or unsubstituted C3-C7 cycloalkyl group, or a substituted or unsubstituted C6-C13 aryl group; α and β independently represent a substituted or unsubstituted C6-C13 arylene group; m represents an integer from 0 to 4; and n represents an integer from 0 to 4.

7. In any one of claims 1 to 6, A compound in which m and n are the same.

8. In any one of claims 1 to 7, A compound in which α and β are the same group.

9. Having a pair of electrodes, A light-emitting element having the compound according to any one of claims 1 to 8 between the pair of electrodes.

Citation Information

Patent Citations

  • Organic electroluminescent device

    JP2010182699A

  • Light-emitting element, compound, organic compound, display module, illumination module, light-emitting apparatus, display apparatus, illumination apparatus, and electronic apparatus

    JP2014209611A