Light-emitting composition, organic light-emitting device, display apparatus, image pickup apparatus, electronic device, illumination apparatus, moving object, and method for

Abstract

Provided is a light-emitting composition capable of improving light-emitting quantum yield of dopant light emission and reducing light emission of a host. The luminescent composition comprises a specific organic metal complex, a specific fluorene oligomer and a polymer host material.

Description

Technical Field

[0001] The present invention relates to a luminescent composition, an organic luminescent device, a display device, an imaging device, an electronic device, a lighting device, a mobile body, and a method for manufacturing the organic luminescent device. Background Art

[0002] An organic light emitting device (organic LED) is an electronic component including a pair of electrodes, a first electrode and a second electrode, and an organic compound layer disposed between the pair of electrodes. Electrons and holes are injected into the organic compound layer from the pair of electrodes to activate the light emitting organic compound in the organic compound layer from its ground state to an excited state, and when the organic compound returns from the excited state to the ground state, the excess energy is emitted as light. An organic light emitting device is also called an organic electroluminescent device or an organic EL device.

[0003] Light-emitting organic compounds are roughly divided into fluorescent materials and phosphorescent materials based on the principle of light emission. In the electrical generation of excitons in organic light-emitting devices, based on the principles of quantum mechanics, singlet energy accounts for 25% and triplet energy accounts for 75%. Therefore, it is known that phosphorescent materials that emit light from triplet excited states have higher luminous efficiency than fluorescent materials that emit light from singlet excited states. For example, Ir(piq)3[tris[1-phenylisoquinoline-C2,N]iridium(III)], an organic metal complex having the following structure, is known as a red phosphorescent material.

[0004] [Chemical formula 1]

[0005]

[0006] Organic light-emitting devices are manufactured by a so-called vapor deposition method in which materials for forming various functional layers such as organic compound layers, inorganic compound layers, and electrodes are heated and deposited on a substrate under high vacuum. However, in the vapor deposition method, it is difficult to perform uniform vapor deposition on a large-area substrate, and there are problems such as material utilization and manufacturing cost.

[0007] In recent years, a printing method has been studied as a method for manufacturing an organic light-emitting element that can solve these problems of the evaporation method. In the printing method, a liquid composition containing various materials is applied to a substrate to manufacture an organic light-emitting device. Since it is necessary to apply the liquid composition to the substrate to uniformly form a film, the use of a polymer material or an oligomeric material having high film-forming property and film stability as a host material has been studied.

[0008] Non-patent Documents 1 and 2 describe methods for manufacturing devices by printing using a composition containing a polymer material and an Ir complex. Patent Document 1 describes a composition containing a fluorene oligomer and an Ir complex. Patent Document 2 describes a composition using a combination of an oligomer material and a polymer material as a host material.

[0009] From the viewpoint of high efficiency and long life of organic light-emitting devices, it is important to quickly transfer the energy of excitons generated by the recombination of electrons and holes to the light-emitting material. Phosphorescent materials as light-emitting materials can effectively utilize triplet energy. In this case, in order to utilize singlet energy, it is necessary to undergo singlet energy transfer from the host to the dopant and intersystem crossing from the singlet to the triplet. When the singlet energy transfer and intersystem crossing are not carried out rapidly, the singlet energy is lost as non-radiative deactivation, luminescence of the host itself, etc. Many polymer materials or oligomeric materials used in the printing method have luminescent properties. Therefore, when the luminescence of the host as an energy deactivation path occurs, not only the luminescence of the dopant is reduced, but also the color purity is reduced due to the hue mixing of the luminescence from the host that is different from the desired hue.

[0010] Citation List

[0011] Patent Literature

[0012] Patent Document 1: International Publication No. 2017 / 038613

[0013] Patent document 2: Japanese Patent Laid-Open No. 2009-071222

[0014] Non-patent literature

[0015] Non-patent document 1: Thin Solid Films, 2006, 499, 359-363

[0016] Non-patent document 2: J. Mater. Chem., 2012, 22, 4660-4668 Summary of the invention

[0017] Problem that the invention aims to solve

[0018] The present inventors have studied various characteristics of the compositions described in Patent Documents 1 and 2. As a result, they have found that the light emission quantum yield of the dopant is insufficient due to the light emission of the host.

[0019] Therefore, an object of the present invention is to provide a light-emitting composition that can improve the luminescent quantum yield of the luminescence of the dopant and reduce the luminescence of the host. Another object of the present invention is to provide an organic light-emitting device, a display device, a camera device, an electronic device, a lighting device, and a mobile body, each of which has a light-emitting layer formed of the light-emitting composition. Another object of the present invention is to provide a method for manufacturing an organic light-emitting device using the light-emitting composition.

[0020] Solutions for solving problems

[0021] These objects can be achieved by the present invention as described below. The light-emitting composition according to the present invention is a light-emitting composition comprising an organic metal complex, a fluorene oligomer and a polymer host material, wherein the organic metal complex is at least one compound selected from the group consisting of a compound represented by the following general formula (1) and a compound represented by the following general formula (2), and the fluorene oligomer comprises a unit represented by the following general formula (6), and the number of repetitions of the unit represented by the general formula (6) is 6 or more and 14 or less.

[0022] [Chemical formula 2]

[0023]

[0024] (In general formulas (1) and (2), R 1 ~R 18 Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group, a heteroaryl group, an aryloxy group, a heteroaryloxy group, a silyl group, an alkoxycarbonyl group, an acyl group or a cyano group. Ring A represents an aromatic ring or a heteroaromatic ring. 1 ~L 2 represents a bidentate ligand represented by any one of the following general formulae (3) to (5).

[0025] [Chemical formula 3]

[0026]

[0027] (In general formulas (3) to (5), R 19 ~R 33 Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group or a heteroaryl group.)

[0028] [Chemical formula 4]

[0029]

[0030] (In general formula (6), R 101 and R 102 Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryloxy group or a heteroaryloxy group, and a plurality of units represented by the general formula (6) are present in R 103 ~R 106 Any one of R 107 ~R 110 R not bonded to adjacent molecular units of general formula (6) 103 ~R 110 Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group, a heteroaryl group, an aryloxy group, a heteroaryloxy group or an amino group.)

[0031] Effects of the Invention

[0032] The present invention can provide a luminescent composition that can improve the luminescent quantum yield of luminescent light from a dopant and reduce the luminescence of a host. According to another aspect of the present invention, an organic light-emitting device, a display device, an imaging device, an electronic device, a lighting device, and a mobile body each having a luminescent layer formed from the luminescent composition can be provided. Another aspect of the present invention can provide a method for manufacturing an organic light-emitting device using the luminescent composition. BRIEF DESCRIPTION OF THE DRAWINGS

[0033] [ Figure 1A ] is a schematic cross-sectional view of an example of a pixel of a display device according to an embodiment of the present invention.

[0034] [ Figure 1B ] is a schematic cross-sectional view of an example of a display device including an organic light-emitting device according to an embodiment of the present invention.

[0035] [ Figure 2 ] is a schematic diagram of an example of a display device including an organic light-emitting device according to an embodiment of the present invention.

[0036] [ Figure 3A ] is a schematic diagram of an example of an image pickup device according to an embodiment of the present invention.

[0037] [ Figure 3B ] is a schematic diagram of an example of a mobile device according to an embodiment of the present invention.

[0038] [ Figure 4A ] is a schematic diagram of an example of a display device according to an embodiment of the present invention.

[0039] [ Figure 4B ] is a schematic diagram of an example of a foldable display device.

[0040] [ Figure 5A ] is a schematic diagram of an example of a lighting device according to an embodiment of the present invention.

[0041] [ Figure 5B ] is a schematic diagram of a car as an example of a moving body according to an embodiment of the present invention.

[0042] [ Fig. 6A ] is a schematic diagram of an example of a wearable device according to an embodiment of the present invention.

[0043] [ Figure 6B ] is a schematic diagram of an example of a wearable device according to an embodiment of the present invention including a camera device. DETAILED DESCRIPTION

[0044] The present invention is further described in the following preferred embodiments. The present invention is not limited to the following description, and it is easily understood by those skilled in the art that the modes and details thereof can be changed in various ways without departing from the spirit and scope of the present invention. Therefore, the present invention is not to be construed as being limited by the following description. Unless otherwise stated, physical properties are values ​​at room temperature (25°C). The luminescent composition according to the present invention can emit light by itself, or a component formed by the composition can emit light, and in the sense of including these, the luminescent composition is described as a "luminescent composition".

[0045] The present inventors have studied the improvement of the quantum yield of luminescence of dopants and the reduction of luminescence of the main body by materials contained in the luminescent composition. As a result, the present inventors found that the above-mentioned effect can be obtained by a luminescent composition containing a specific organic metal complex, a specific fluorene oligomer and a polymer main material. The organic metal complex is at least one compound selected from the group consisting of compounds represented by general formula (1) and compounds represented by general formula (2) described later. The fluorene oligomer is a compound containing a unit represented by general formula (6) and the number of repetitions of the unit is greater than 6 and less than 14. The present inventors speculate that the mechanism of improving the quantum yield of luminescence of dopants and suppressing luminescence of the main body by the luminescent composition according to the present invention is as follows.

[0046] The compound represented by the general formula (1) and the compound represented by the general formula (2) as an organic metal complex are iridium complexes having a benzoisoquinoline compound as a ligand, and are red dopants. The polymer host material corresponding to the red dopant is, for example, a polycarbazole polymer or a polyfluorene polymer, which is generally used as a host material for organic LEDs.

[0047] However, there is a large difference in S1 energy between polyvinyl carbazole compounds and organometallic complexes (red dopants). S1 energy refers to the energy in an excited singlet state (S1). This is unlikely to result in energy transfer from the host to the dopant, and may reduce the luminescence quantum yield of the dopant luminescence. The S1 energy difference between polyfluorene compounds and organometallic complexes (red dopants) is smaller than that of polyvinyl carbazole compounds. Therefore, energy transfer from the host to the dopant may occur. On the other hand, polyfluorene compounds have a rigid molecular structure and are therefore prone to aggregation. As a result, trap sites are formed, the polyfluorene compound (host) itself emits blue light, and the color purity of the red luminescence of the red dopant is reduced.

[0048] In the present invention, a compound (fluorene oligomer) containing a unit represented by the general formula (6) is used. This can improve the luminescence quantum yield of the dopant luminescence and inhibit the luminescence of the host. This may be because the compound (fluorene oligomer) containing a unit represented by the general formula (6) helps transfer energy from the polymer host material with higher S1 energy to the organic metal complex (dopant).

[0049] However, the compound containing the unit represented by the general formula (6) itself is also rigid like the polyfluorene compound. The number of repetitions of the unit represented by the general formula (6) of the fluorene oligomer used in the present invention is within the range of more than 6 and less than 14, and has a suitably compact molecular size, thereby suppressing the aggregation of the polymer host material and not easily forming trap sites. In the present specification, the number of repetitions of the unit represented by the general formula (6) in the fluorene oligomer can be, in other words, the number of carbazole skeletons each having a structure in which a benzene ring is fused to the 2, 3-position and 4, 5-position of the pyrrole. However, when multiple carbazole skeletons share one benzene ring, the fused carbazole skeletons are counted together as one repeating unit. For example, the repetition number of the compound 116 described later is 7. When the repetition number is less than 6, it is not easy to form trap sites, but it cannot assist the energy transfer from the polymer host material to the dopant. This cannot improve the luminescence quantum yield of the dopant luminescence, and cannot suppress the luminescence of the host. On the other hand, when the number of repetitions exceeds 14, the molecules have large sizes and tend to be rigid, similar to polyfluorene compounds, so that the aggregation of the polymer host material cannot be suppressed and trap sites are formed. This cannot improve the luminescence quantum yield of the dopant luminescence and cannot suppress the luminescence of the host.

[0050] <Luminescent composition>

[0051] The light-emitting composition according to the present invention comprises a specific organometallic complex, a fluorene oligomer and a polymer host material. The components and physical properties constituting the light-emitting composition according to the present invention are described in detail below.

[0052] (Organometallic Complexes)

[0053] The light-emitting composition contains an organic metal complex. The organic metal complex is at least one compound selected from the group consisting of a compound represented by the general formula (1) and a compound represented by the general formula (2).

[0054] [Chemical formula 5]

[0055]

[0056] (In general formulas (1) and (2), R 1 ~R 18 Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group, a heteroaryl group, an aryloxy group, a heteroaryloxy group, a silyl group, an alkoxycarbonyl group, an acyl group or a cyano group. Ring A represents an aromatic ring or a heteroaromatic ring. 1 ~L 2 represents a bidentate ligand represented by at least one of the following general formulae (3) to (5).

[0057] [Chemical formula 6]

[0058]

[0059] (In general formulas (3) to (5), R 19 ~R 33 Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group or a heteroaryl group.)

[0060] The arrows in the general formulae (1) to (5) indicate that atoms are coordinated to metal atoms.

[0061] In the general formulas (1) and (2), R 1 ~R 18 Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group, a heteroaryl group, an aryloxy group, a heteroaryloxy group, a silyl group, an alkoxycarbonyl group, an acyl group or a cyano group.

[0062] The halogen atom is, for example, a fluorine atom, a chlorine atom, a bromine atom or an iodine atom, among which a fluorine atom is preferred from the viewpoint of thermal stability.

[0063] The alkyl group may be a straight or branched alkyl group having 1 to 30 carbon atoms, preferably 1 to 20 carbon atoms. More specifically, the alkyl group may be a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a tert-butyl group, a sec-butyl group, or an octyl group, etc. The alkyl group may be substituted with a halogen atom (as exemplified above), a cyano group, or a nitro group. In addition, one methylene group or two or more non-adjacent methylene groups of the alkyl group may be interrupted or substituted with -O-, -S-, -C(=O)-, -C(=O)O-, -O(C=O)-, -CH=CH-, or -C≡C-.

[0064] The cycloalkyl group may be a cycloalkyl group having 3 to 30 carbon atoms, preferably 3 to 20 carbon atoms. More specifically, the cycloalkyl group may be a cyclopropyl group, a cyclohexyl group, a 1-adamantyl group, or a 2-adamantyl group, etc. The cycloalkyl group may be substituted with a halogen atom, a cyano group, or a nitro group.

[0065] The alkoxy group may be an alkoxy group having 1 to 20 carbon atoms. More specifically, the alkoxy group may be a methoxy group, an ethoxy group, a propoxy group, or a 2-ethyl-octyloxy group. The alkoxy group may be substituted with a halogen atom, a cyano group, a nitro group, or an aryl group having 6 to 30 carbon atoms. The halogen atom may be substituted with R in the general formula (1) and (2). 1 To R 18 The halogen atoms in are the same.

[0066] The aryl group may be an aryl group having 6 to 30 carbon atoms, and may be a monocyclic ring or a condensed ring. More specifically, the aryl group may be a phenyl group, a naphthyl group, a biphenyl group, a fluorenyl group, a phenanthryl group, an anthracene group, a carbazolyl group, a dibenzofuranyl group, or a dibenzothiophenyl group. In addition, the aryl group may be substituted with a halogen atom, a cyano group, an alkyl group, or an alkoxy group. The halogen atom, the alkyl group, and the alkoxy group may be substituted with R in the general formula (1) and (2). 1 ~R 18 Same as recorded.

[0067] The heteroaryl group may be a heteroaryl group having 3 to 15 atoms constituting the ring, and may be a monocyclic ring or a condensed ring. The heteroatom may be a nitrogen atom, an oxygen atom, a sulfur atom, a silicon atom, a phosphorus atom, a germanium atom or a combination thereof. More specifically, the heteroaryl group may be a pyridyl group, a pyrimidyl group, a pyrazinyl group, a triazine group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, an oxazolyl group, an oxadiazolyl group, a thiazolyl group, a thiadiazolyl group, a carbazolyl group, an acridinyl group, or a phenanthroline group. The heteroaryl group may be substituted by a halogen atom, a cyano group, an alkyl group, or an alkoxy group. The halogen atom, the alkyl group, and the alkoxy group may be substituted by R in the general formula (1) and (2). 1 ~R 18 Same as recorded.

[0068] The aryloxy group may be an aryloxy group having an aryl moiety containing 6 to 30 carbon atoms. More specifically, the aryloxy group may be a phenoxy group, a naphthoxy group, or the like. The aryloxy group may be substituted with a halogen atom, a cyano group, an alkyl group, or an alkoxy group. The halogen atom, the alkyl group, and the alkoxy group may be substituted with R in the general formula (1) and (2). 1 ~R 18 Same as those recorded.

[0069] The heteroaryloxy group may be a heteroaryloxy group having 3 to 15 atoms constituting the ring of the heteroaryl moiety, and may be a monocyclic ring or a condensed ring. 1 To R 18 More specifically, the heteroaryloxy group may be a pyridyloxy group, a pyrimidyloxy group, a pyrazinyloxy group, a triazinyloxy group, a benzofuranyloxy group, a dibenzofuranyloxy group, a benzothienyloxy group, a dibenzothienyloxy group, a pyrrolyloxy group, an indolyloxy group, or an N-methylcarbazoloxy group.

[0070] A silyl group is a group having an alkyl group, an aryl group, or an alkoxy group on a silicon atom. The silyl group may be a trialkylsilyl group, a dialkylarylsilyl group, an alkyldiarylsilyl group, or a triarylsilyl group. Among them, a silyl group substituted with an alkyl group having 1 to 8 carbon atoms or an aryl group having 6 to 10 carbon atoms is preferred. Specific examples thereof include trimethylsilyl, tert-butyldimethylsilyl, triisopropylsilyl, and tert-butyldiphenylsilyl.

[0071] The acyl group may be an acyl group having 1 to 20 carbon atoms. More specifically, the acyl group may be a formyl group, an acetyl group, a propionyl group, a benzoyl group, or the like.

[0072] The alkoxycarbonyl group may be an alkoxycarbonyl group having 2 to 20 carbon atoms. More specifically, the alkylcarbonyl group may be a methoxycarbonyl group, an ethoxycarbonyl group, a hexyloxycarbonyl group, or the like.

[0073] In the general formulae (1) and (2), ring A represents an aromatic ring or a heteroaromatic ring. Ring A may be substituted by the above-mentioned groups, i.e., a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group, a heteroaryl group, an aryloxy group, a heteroaryloxy group, a silyl group, an alkoxycarbonyl group, an acyl group or a cyano group. The aromatic ring of ring A may be an aromatic ring having 6 to 30 carbon atoms, and may be a monocyclic ring or a condensed ring. Among them, the aromatic ring of ring A in the general formulae (1) and (2) is preferably a benzene ring, a naphthalene ring, a fluorene ring, a phenanthrene ring, a 9,9-spirobifluorene ring or The heteroaryl group of ring A may be combined with R 1 To R 18 Specific examples thereof include a pyridine ring, a pyrimidine ring, a pyrazine ring, a triazine ring, a benzofuran ring, a benzothiophene ring, a dibenzofuran ring, a dibenzothiophene ring, an oxazoline ring, an oxadiazole ring, a thiazole ring, a thiadiazole ring, a carbazole ring, an acridine ring, and a phenanthroline ring.

[0074] In the general formulas (1) and (2), L 1 ~L 2 represents a bidentate ligand represented by at least one of the general formulae (3) to (5). In the general formulae (3) to (5), R 19 ~R 33 R each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group or a heteroaryl group. 19 ~R 33 The halogen atoms, alkyl groups, cycloalkyl groups, alkoxy groups, aryl groups, and heteroaryl groups in R 1 ~R 18 The same as those recorded in.

[0075] Specific examples of organometallic complexes (compounds represented by general formula (1) or compounds represented by general formula (2)) are described below. Of course, the present invention is not limited to these specific examples, and includes those represented by general formula (1) and general formula (2).

[0076] [Chemical formula 7]

[0077]

[0078] [Chemical formula 8]

[0079]

[0080] [Chemical formula 9]

[0081]

[0082] [Chemical formula 10]

[0083]

[0084] The organic metal complex content (ppm) of the light-emitting composition is preferably 1 ppm or more and 3000 ppm or less based on the total mass of the light-emitting composition. The organic metal complex content (ppm) of the light-emitting composition is preferably 0.001 times or more and 0.20 times or less in terms of mass ratio based on the total amount of the fluorene oligomer content (ppm) and the polymer host material content (ppm). The mass ratio within the above range leads to effective energy transfer from the host and less aggregation of the organic metal complex. This can further improve the luminescence quantum yield of the dopant luminescence and more effectively reduce the luminescence quantum yield of the host relative to the dopant.

[0085] (Fluorene oligomer)

[0086] The luminescent composition contains a fluorene oligomer comprising a unit represented by the following general formula (6) and the number of repetitions of the unit is greater than 6 and less than 14. The term "fluorene oligomer" as used herein refers to a compound having a weight average molecular weight in the range of 1,000 to 10,000. Fluorene oligomers generally do not have a molecular weight distribution. Such fluorene oligomers can be purified by purification methods such as column chromatography or gel permeation chromatography. The fluorene oligomer used in the present invention contains a fluorene unit represented by the general formula (6) and is chemically, thermally, and electrochemically stable. Fluorene oligomers can improve the luminescence quantum yield of the dopant luminescence, and therefore themselves also have the function of serving as a host material.

[0087] [Chemical formula 11]

[0088]

[0089] (In general formula (6), R 101 and R 102 Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryloxy group or a heteroaryloxy group, and a plurality of units represented by the general formula (6) are present in R 103 ~R 106 Any one of R 107 ~R 110 R not bonded to adjacent molecular units of general formula (6) 103 ~R 110Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, an alkoxy group, an aryl group, a heteroaryl group, an aryloxy group, a heteroaryloxy group or an amino group.)

[0090] (In general formula (6), R 101 and R 102 Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryloxy group or a heteroaryloxy group, and a plurality of units represented by the general formula (6) are present in R 103 ~R 106 Any one of R 107 ~R 110 The halogen atom, alkyl group, cycloalkyl group, alkoxy group, aryloxy group and heteroaryloxy group may be the same as those described for the organometallic complex.

[0091] R not bonded to the adjacent molecular unit of the general formula (6) 103 ~R 110 Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group, a heteroaryl group, an aryloxy group, a heteroaryloxy group or an amino group. The halogen atom, the alkyl group, the cycloalkyl group, the alkoxy group, the aryl group, the heteroaryl group, the aryloxy group and the heteroaryloxy group may be the same as those described for the organometallic complex. The amino group may be a substituted amino group or an unsubstituted amino group. The substituent of the substituted amino group may be an alkyl group having 1 to 8 carbon atoms or an aryl group having 6 to 10 carbon atoms, etc. More specifically, the substituted amino group may be a dialkylamino group, an alkylarylamino group or a diarylamino group, etc. Specific examples thereof include dimethylamino group, diisopropylamino group, ethylphenylamino group, diphenylamino group and morpholinyl group, etc.

[0092] Specific examples of fluorene oligomers are described below. Of course, the present invention is not limited to these specific examples, and includes those represented by general formula (1) and general formula (2). The fluorene oligomer is preferably at least one of the following compounds (101) to (118). These are fluorene oligomers composed only of units represented by general formula (6). These compounds can be used to further improve the luminescence quantum yield of the dopant luminescence and more effectively reduce the luminescence quantum yield of the host relative to the dopant.

[0093] [Chemical formula 12]

[0094]

[0095] [Chemical formula 13]

[0096]

[0097] [Chemical formula 14]

[0098]

[0099] [Chemical formula 15]

[0100]

[0101] The fluorene oligomer content (ppm) of the light-emitting composition is preferably 100 ppm or more and 10,000 ppm or less based on the total mass of the light-emitting composition. The fluorene oligomer content (ppm) of the light-emitting composition is preferably 0.10 times or more and 0.95 times or less in terms of mass ratio based on the total amount of the fluorene oligomer content (ppm) and the polymer host material content (ppm). The mass ratio within the above range leads to effective suppression of aggregation of the polymer host material, effectively mediating energy transfer, and thus more effectively reducing the luminescence quantum yield of the host relative to the dopant.

[0102] (Polymer main material)

[0103] The luminescent composition comprises a polymer host material. The polymer host material is preferably a material having a host function, and more specifically, may be a known material. The polymer host material in this specification refers to a material having a weight average molecular weight of 20,000 or more. The weight average molecular weight of the polymer host material is preferably 3,000,000 or less, and more preferably 2,000,000 or less. The weight average molecular weight in this specification is a polystyrene equivalent value measured by gel permeation chromatography.

[0104] The polymer host material may be conjugated or non-conjugated. Conjugated polymer materials are, for example, polyfluorene, poly(phenylene vinylene), fluorene-carbazole copolymers, fluorene-diphenylamine copolymers, fluorene-thiophene copolymers, fluorene-vinylene copolymers, or derivatives thereof. Non-conjugated polymer materials are, for example, polystyrene, polyvinyl carbazole, or derivatives thereof. The polymer host material may be used alone or in combination.

[0105] The polymer host material preferably has charge transport properties, and more preferably has hole transport properties. In particular, the polymer host material is preferably a compound represented by the following general formula (7). The compound is a polyvinyl carbazole derivative, which is preferred not only from the perspective of the luminescence quantum yield of the dopant and the luminescence quantum yield of the host relative to the dopant, but also from the perspective of thermal stability.

[0106] [Chemical formula 16]

[0107]

[0108] (In general formula (7), R 201 ~R 208Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group, a heteroaryl group, an aryloxy group or a heteroaryloxy group. n is 50 or more and 10,000 or less.)

[0109] In the general formula (7), R 201 ~R 208 Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group, a heteroaryl group, an aryloxy group or a heteroaryloxy group. The halogen atom, the alkyl group, the cycloalkyl group, the alkoxy group, the aryl group, the heteroaryl group, the aryloxy group and the heteroaryloxy group may be the same as those described for the organometallic complex.

[0110] The content (ppm) of the high molecular weight host material in the light-emitting composition is preferably 100 ppm or more and 10,000 ppm or less based on the total mass of the light-emitting composition.

[0111] (additive)

[0112] In addition to the various materials mentioned above, if necessary, the luminescent composition may include various additives, such as charge transport materials, resins, plasticizers, antioxidants and ultraviolet absorbers. Among them, it is preferred to contain resins or charge transport materials (such as electron transport materials). The resin is preferably a resin as a binder. It specifically includes polyvinyl carbazole resins, polycarbonate resins, polyester resins, ABS resins, acrylic resins, polyimide resins, phenolic resins, epoxy resins, silicone resins, or urea-formaldehyde resins. The resin may be a homopolymer or a copolymer, and one or more resins may be used. The electron transport material may be a known material. For example, 1,3-bis[2-(4-tert-butylphenyl)-1,3,4-oxadiazole-5-yl]benzene and the like may be mentioned. The electron transport material may also be a commercially available product (for example, trade name "OXD-7", manufactured by Lumnescence Technology) and the like. The electron transport material content (ppm) of the luminescent composition is preferably 10 ppm or more and 5,000 ppm or less based on the total mass of the luminescent composition.

[0113] (Liquid Medium)

[0114] The luminescent composition may be a liquid. The liquid luminescent composition contains a liquid medium. The liquid medium may be any liquid medium capable of dissolving or dispersing an organic metal complex, a fluorene oligomer and a polymer host material. In particular, it is preferred to use an organic solvent having a boiling point of 70° C. or higher and 300° C. or lower at 1 atm. The organic solvent may be water-soluble or water-miscible. The amount (mass %) of the organic solvent as a liquid medium in the liquid luminescent composition is preferably 90.0 mass % or higher and 99.5 mass % or lower based on the total mass of the luminescent composition.

[0115] More specifically, the organic solvent can be an aromatic hydrocarbon compound, such as toluene, o-xylene, p-xylene, mesitylene, chlorobenzene, o-dichlorobenzene, anisole or phenylcyclohexane; alkyl halides, such as dichloromethane or chloroform; ethers, such as ethyl ether, dibutyl ether, tetrahydrofuran, 2-methyltetrahydrofuran, 1,4-dioxane or diethylene glycol dimethyl ether, etc.; ketones, such as dimethoxyethane, cyclopentanone, cyclohexanone or methyl ethyl ketone; esters, such as ethyl acetate, butyl acetate or methyl benzoate; amide compounds, such as dimethylformamide or dimethylacetamide; cyclic amide compounds (lactams), such as N-methylpyrrolidone or dimethylimidazolidinone; and the like. Among them, ketones are preferred. Organic solvents can be used to adjust the compatibility of various materials in the luminescent composition, various properties, such as the viscosity and surface tension of the liquid, etc. The organic solvents can be used alone or in combination.

[0116] <Organic Light Emitting Device>

[0117] The organic light emitting device includes an insulating layer, a first electrode, an organic compound layer, and a second electrode stacked on a substrate in sequence. A protective layer, a color filter, and the like may be provided on the second electrode (in a direction opposite to the substrate). When the color filter is provided, a planarization layer may be provided between the protective layer and the color filter. One of the first electrode and the second electrode is a positive electrode, and the other is a negative electrode.

[0118] (Substrate)

[0119] The substrate may be formed of quartz, glass, silicon, resin, or metal, etc. Switching elements such as transistors or wiring may be provided on the substrate, and an insulating layer may be provided thereon. The insulating layer may be formed of any material capable of forming a contact hole to ensure electrical connection between the positive electrode and the wiring and insulating from unconnected wiring. More specifically, the insulating layer may be formed of a resin such as polyimide, a silicon compound such as silicon oxide or silicon nitride, etc.

[0120] (electrode)

[0121] The organic light-emitting device is provided with a pair of electrodes. The pair of electrodes is a positive electrode and a negative electrode. When a voltage is applied in the direction in which the organic light-emitting device emits light, the electrode with a high potential is the positive electrode, and the other electrode is the negative electrode. In other words, the electrode that supplies holes to the light-emitting layer is the positive electrode, and the electrode that supplies electrons to the light-emitting layer is the negative electrode.

[0122] The constituent material of the positive electrode preferably has a large work function. Examples include metals such as gold, platinum, silver, copper, nickel, palladium, cobalt, selenium, vanadium or tungsten; metal oxides such as tin oxide, zinc oxide, indium oxide, indium tin oxide (ITO) or indium zinc oxide; mixtures or alloys thereof; conductive polymers such as polyaniline, polypyrrole or polythiophene; and the like. The constituent materials of the electrode may be used alone or in combination. The positive electrode may be composed of one layer or two or more layers.

[0123] The constituent material of the positive electrode used as a reflective electrode is, for example, a metal such as chromium, aluminum, silver, titanium, tungsten or molybdenum; an alloy or a laminate thereof; etc. The constituent material of the positive electrode used as a transparent electrode may be an oxide such as indium tin oxide (ITO) or indium zinc oxide. The positive electrode may be formed by photolithography.

[0124] On the other hand, the constituent material of the negative electrode preferably has a small work function. Examples include alkali metals such as lithium; alkaline earth metals such as calcium; other metals such as aluminum, titanium, manganese, silver, lead or chromium; or their oxides, mixtures or alloys. Alloys are, for example, magnesium-silver, aluminum-lithium, aluminum-magnesium, silver-copper, or zinc-silver. It may be a metal oxide such as indium tin oxide (ITO). The constituent materials of the electrode may be used alone or in combination. The negative electrode may be composed of one or more layers. In particular, silver is preferably used, and a silver alloy is more preferably used to suppress the aggregation of silver. The alloy may be in any ratio as long as the aggregation of silver can be suppressed. For example, the ratio may be approximately 1:1.

[0125] The negative electrode can be a top light-emitting element using an electron conductive oxide layer of indium tin oxide (ITO) or the like, or can be a bottom light-emitting element using a reflective electrode of aluminum (Al) or the like. The negative electrode can also be formed by photolithography. In particular, the formation method of the negative electrode is preferably sputtering (DC or AC). This is because the film formed by sputtering has good coverage and is easy to reduce resistance.

[0126] (Protective layer)

[0127] A protective layer can be provided on the negative electrode. For example, a glass plate with a hygroscopic layer can be attached to the negative electrode to inhibit water and the like from entering the organic compound layer, thereby reducing the occurrence of display defects. In addition, a passivation film of silicon nitride or the like can also be provided on the negative electrode to inhibit water and the like from entering the organic compound layer. The protective layer can be formed by a chemical vapor deposition method (CVD method) or the like. After film formation by chemical vapor deposition, a protective layer consisting of two layers can be formed by an atomic layer deposition method (ALD method). For example, after forming the negative electrode, a silicon nitride film can be formed as a protective layer by a CVD method in another chamber while maintaining a vacuum. The thickness of the protective layer is preferably greater than 1 μm and less than 10 μm.

[0128] (Color Filter)

[0129] The color filter may be disposed on the protective layer. For example, a color filter matching the size of the organic light-emitting device may be disposed on another substrate and may be bonded to the substrate on which the organic light-emitting device is disposed, or the color filter may be patterned by photolithography. The color filter may be made of a polymer material or the like.

[0130] (Planarization layer)

[0131] A planarization layer may be provided between the color filter and the protective layer. The constituent material of the planarization layer may be an organic compound, preferably a high molecular weight organic compound. The planarization layer may be provided on both sides of the color filter, in which case the constituent material of each planarization layer may be the same or different. The constituent material of the planarization layer may be a resin, such as polyvinyl carbazole resin, polycarbonate resin, polyester resin, ABS resin, acrylic resin, polyimide resin, phenolic resin, epoxy resin, silicone resin or urea-formaldehyde resin. ABS resin is composed of three monomers: acrylonitrile, butadiene and styrene.

[0132] (Opposing substrate)

[0133] An opposing substrate may be disposed on the planarization layer. The opposing substrate is disposed to face the substrate, and is therefore referred to as an opposing substrate. The constituent material of the opposing substrate may be the same as that of the substrate.

[0134] (Organic compound layer)

[0135] The organic compound layer constituting the organic light-emitting device includes at least a first electrode and a second electrode as a pair of electrodes and an organic compound layer as a light-emitting layer between the first electrode and the second electrode. The organic compound layer may be a single layer or a stack of multiple layers as long as it includes a light-emitting layer.

[0136] When the organic compound layer is a stack of multiple layers, at least one layer of the organic compound layer is a light-emitting layer. In addition to the light-emitting layer, the organic compound layer may include a hole injection layer, a hole transport layer, an electron blocking layer, a hole / exciton blocking layer, an electron transport layer, and / or an electron injection layer. The light-emitting layer may be a single layer or a stack of multiple layers. The hole transport layer and the electron transport layer are also referred to as charge transport layers.

[0137] At least one layer of the organic compound layer of the organic light-emitting device contains the above-mentioned organometallic complex. More specifically, the organometallic complex is preferably contained in at least one of a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole / exciton blocking layer, an electron transport layer, or an electron injection layer, etc. Among them, it is preferably contained in the light-emitting layer.

[0138] The first electrode, the light-emitting layer, and the transport layer disposed between the first electrode and the light-emitting layer integrally have the function of transporting charges, and can be collectively referred to as the first charge transport layer. Similarly, the second electrode, the light-emitting layer, and the transport layer disposed between the second electrode and the light-emitting layer integrally have the function of transporting charges, and can be collectively referred to as the second charge transport layer. Therefore, one surface of the light-emitting layer is in contact with the first charge transport layer, and the other surface is in contact with the second charge transport layer.

[0139] When an organic metal complex is included in the light-emitting layer, the light-emitting layer can be formed by the organic metal complex and does not necessarily contain other components. Therefore, the light-emitting layer can be a layer formed only by the organic metal complex. In addition to the organic metal complex, the light-emitting layer can also contain a first organic compound. In this case, the lowest excited triplet energy of the first organic compound is preferably equal to or higher than the lowest excited triplet energy of the organic metal complex and equal to or lower than the lowest excited triplet energy of the fluorene oligomer. The light-emitting layer can contain an organic metal complex, a first organic metal compound and a second organic compound different from the first organic compound. The lowest excited triplet energy of the second organic compound is preferably equal to or higher than the lowest excited triplet energy of the organic metal complex, and equal to or lower than the lowest excited triplet energy of the first organic compound. When the light-emitting layer contains the first organic compound and the second organic compound, the first organic compound can be the main body of the light-emitting layer, and the second organic compound can be an auxiliary material. The organic metal complex can be a guest or a dopant.

[0140] The host is the component with the highest mass content in the constituent materials of the light-emitting layer. The guest or dopant is a component with a lower mass content than the host in the constituent materials of the light-emitting layer, and is the main component that emits light. The auxiliary material is a component with a lower mass content than the host in the constituent materials of the light-emitting layer, and is a component that assists the guest in emitting light. The auxiliary material is also called a second host.

[0141] When an organic metal complex is used as a guest in the light-emitting layer, the guest content (mass %) is preferably 0.01 mass % to 20.0 mass % and more preferably 0.1 mass % to 10.0 mass % based on the total mass of the light-emitting layer. The total mass of the light-emitting layer refers to the total amount of components constituting the light-emitting layer.

[0142] The lowest excited triplet energy of the first charge transport layer is preferably higher than the lowest excited triplet energy of each of the polymer host material and the fluorene oligomer. In addition, the lowest excited triplet energy of the second charge transport layer is preferably higher than the lowest excited triplet energy of each of the polymer host material and the fluorene oligomer. The lowest excited triplet energy of the charge transport layer can be estimated by the lowest excited triplet energy of the constituent materials of the layer. For a charge transport layer formed by a variety of materials, the lowest excited triplet energy can be considered to be the lowest excited triplet energy of the compound with the highest mass content.

[0143] Each layer constituting the organic light-emitting device preferably has a thickness of 1 nm or more and 10,000 nm or less (10 μm or less) independently. In particular, from the viewpoint of good light-emitting properties, the thickness is preferably 10 nm or more and 100 nm or less.

[0144] <Method for manufacturing organic light-emitting device>

[0145] The following describes a method for manufacturing an organic light-emitting device having an organic compound layer (e.g., a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, or an electron injection layer). The organic light-emitting device is manufactured by a manufacturing method including applying a light-emitting composition to a substrate to form an organic compound layer.

[0146] The method for forming the organic compound layer is, for example, a dry method or a wet method. The dry method is, for example, a vacuum evaporation method, an ionization evaporation method, a sputtering method, or a plasma method. The wet method is a method of applying a liquid light-emitting composition to a substrate by a known method. The method of applying the liquid light-emitting composition to the substrate is, for example, a known method, including a coating method such as a spin coating method, a casting method, a gravure coating method, a rod coating method, a roller coating method, a wire rod coating method, a dip coating method, a spray coating method, a capillary coating method or a spray coating method; or a printing method such as a screen method, a flexographic method, an offset printing method or an inkjet method. Among them, preferably a vacuum evaporation method, an ion evaporation method, a spray coating method or an inkjet method is used. From the point of view of being able to manufacture a large-area organic light-emitting device, the above method is suitable. In particular, it is preferred to use an inkjet method.

[0147] After the organic compound layer is formed by a wet method, the liquid medium is preferably dried. The drying conditions can be appropriately determined according to the constituent materials of the organic compound layer, etc. It is preferably dried in an atmosphere of air or an inert gas (nitrogen, argon, etc.). The heating temperature for drying is preferably above 100°C and below 250°C, more preferably above 110°C and below 200°C. The heating time for drying is preferably above 5 minutes and below 60 minutes. The pressure during the heating for drying can be atmospheric pressure (1atm) or reduced pressure (100Pa to 0.1MPa). Various conditions (temperature, pressure and time) during the drying process can be determined so that the liquid medium can be removed from the organic compound layer, etc.

[0148] When the organic compound layer is formed by a wet method using a liquid light-emitting composition, it is preferred to appropriately determine the composition. The amount (mass %) of the organic solvent as the liquid medium in the light-emitting composition is preferably 10.0 times or more and 100.0 times or less in terms of mass ratio based on the amount (mass %) of the total amount of the solid components constituting the organic compound layer. The solid components constituting the organic compound layer may be an organic metal complex, a fluorene oligomer, a polymer host material, and the like.

[0149] When an organic compound layer is formed by applying a liquid luminescent composition to a substrate by means of an inkjet method, it is preferred to appropriately control its physical properties. The surface tension of the liquid luminescent composition at 25°C is preferably 15 mN / m or more and 75 mN / m, more preferably 25 mN / m or more and 45 mN / m. The surface tension of the liquid luminescent composition can be adjusted by appropriately determining the type and amount of the organic solvent in the luminescent composition. The viscosity of the liquid luminescent composition at 25°C is preferably 0.1 mPa·s or more and 20.0 mPa·s or less, more preferably 0.5 mPa·s or more and 10.0 mPa·s or less. Setting the viscosity within the above range can suppress clogging of the liquid ejection head or poor ejection when ejecting by the inkjet method.

[0150] <Pixel Circuit>

[0151] The organic light-emitting device may include a pixel circuit connected to the organic light-emitting device. The pixel circuit is preferably an active matrix type, which independently controls the light emission of multiple organic light-emitting devices. The active matrix circuit can be voltage-programmed or current-programmed. The drive circuit has a pixel circuit for each pixel. The pixel circuit may also include a transistor for controlling the light emission brightness of the organic light-emitting device, a transistor for controlling the light emission timing, a capacitor for maintaining the gate voltage of the transistor for controlling the light emission brightness, and a transistor for connecting to ground without passing through the organic light-emitting device.

[0152] The organic light-emitting device includes a display area and a peripheral area surrounding the display area. The display area includes a pixel circuit, and the peripheral area includes a display control circuit. The mobility of the transistor constituting the pixel circuit may be less than the mobility of the transistor constituting the display control circuit. The gradient of the current-voltage characteristic of the transistor constituting the pixel circuit may be less than the gradient of the current-voltage characteristic of the transistor constituting the display control circuit. The gradient of the current-voltage characteristic may be determined by the so-called Vg-Ig characteristic. The transistor constituting the pixel circuit is a transistor connected to the organic light-emitting device.

[0153] <Pixels>

[0154] The organic light-emitting device has a plurality of pixels. Each pixel has a sub-pixel that emits light of different colors. The sub-pixels each independently have red (R), green (G) and blue (B) luminous colors. In each pixel, an area also referred to as a pixel hole emits light. The pixel aperture is preferably less than 15 μm and preferably more than 5 μm. The pixel aperture may be, for example, 11.0 μm, 9.5 μm, 7.4 μm, or 6.4 μm, etc. The distance between the sub-pixels is preferably less than 10 μm. The distance between the sub-pixels may be, for example, 8.0 μm, 7.4 μm or 6.4 μm.

[0155] The pixel may have a known planar arrangement. Specific examples thereof include a stripe arrangement, a triangle arrangement, a PenTile arrangement, and a Bayer arrangement. The sub-pixel may have a known planar shape. Specific examples thereof include quadrilaterals such as rectangles or rhombuses, and hexagons. Regarding the planar shape of the sub-pixel, a shape that is approximately rectangular is considered a rectangle even if it is not a complete rectangle. The planar shape of the sub-pixel and the pixel array may be used in combination.

[0156] <Applications of organic light-emitting devices>

[0157] Organic light-emitting devices can be used as components of display devices or lighting devices. Other applications include exposure light sources for electrophotographic image recording devices, backlights for liquid crystal displays, and light-emitting devices with color filters in white light sources.

[0158] The display device includes an image input unit that inputs image information from a surface array CCD, a linear array CCD, or a memory card, and an information processing unit that processes the input information. CCD stands for charge coupled device. The display device may be an image information processor that displays an input image on a display unit. The display unit of an imaging device or an inkjet recording device may have a touch panel function. The method of driving the touch panel function is specifically an infrared method, a capacitance method, a resistance film method, or an electromagnetic induction method, etc. In addition, the display device may be used for a display unit of a so-called composite recording device.

[0159] Next, a display device is described with reference to the drawings. Figure 1A 1 is a schematic cross-sectional view of an example of a pixel constituting a display device. The pixel has a sub-pixel 10. The sub-pixel 10 is divided into 10R, 10G, and 10B according to its light emission. The light emission color can be distinguished and determined by the wavelength of the light emitted from the light-emitting layer, or can be determined by selective transmission or color conversion of the light emitted from the sub-pixel 10 by means of a color filter or the like. Each sub-pixel 10 includes a reflective electrode 2 serving as a first electrode, an insulating layer 3 covering the edge of the reflective electrode 2, an organic compound layer 4 covering the first electrode and the insulating layer, a transparent electrode 5, a protective layer 6, and a color filter 7 on an interlayer insulating layer 1.

[0160] In the direction shown, the transistor or capacitor element can be arranged below or inside the interlayer insulating layer 1. The transistor and the first electrode can be electrically connected to each other through a contact hole (not shown) or the like. The insulating layer 3 is also called a dam or a pixel separation film. The insulating layer 3 covers the edge of the first electrode and surrounds the first electrode. The portion not covered by the insulating layer 3 is in contact with the organic compound layer 4 and serves as a light-emitting region. The organic compound layer 4 includes a hole injection layer 41, a hole transport layer 42, a first light-emitting layer 43, a second light-emitting layer 44, and an electron transport layer 45. The second electrode can be any one of a transparent electrode, a reflective electrode, and a semi-transparent electrode. The protective layer 6 reduces the penetration of liquid components such as water into the organic compound layer. The protective layer is shown as a single layer, but can also be composed of multiple layers. In the case of being composed of multiple layers, an inorganic compound layer or an organic compound layer can be present. The color filter 7 is divided into 7R, 7G, and 7B according to color. The color filter can be formed on a planarization film (not shown). In addition, a resin protective layer (not shown) can be provided on the color filter. Furthermore, the color filter may be formed on the protective layer 6 , or may be provided on a counter substrate such as a glass substrate and then bonded to the counter substrate.

[0161] Figure 1B 2 is a schematic cross-sectional view of an example of a display device including an organic light emitting device 26 and a transistor connected to the organic light emitting device 26. The transistor is an example of an active element. The transistor may be a thin film transistor (TFT). Figure 1B The display device 100 in the embodiment includes a substrate 11 formed of glass or silicon and an insulating layer 12 provided on the substrate 11. An active element 18 such as a TFT and a gate electrode 13, a gate insulating film 14 and a semiconductor layer 15 of the active element are arranged on the insulating layer 12. The TFT 18 is composed of the semiconductor layer 15, the drain electrode 16 and the source electrode 17. An insulating film 19 is provided on the TFT 18. The positive electrode 21 and the source electrode 17 constituting the organic light-emitting device are connected via a contact hole 20 provided in the insulating film. The electrical connection between the electrodes (positive and negative electrodes) of the organic light-emitting device and the electrodes (source and drain electrodes) of the TFT is not limited to Figure 1B That is, the positive electrode or the negative electrode can be electrically connected to the source electrode or the drain electrode of the TFT.

[0162] Figure 1B The organic compound layer 22 in the display device 100 is a single layer, but may be composed of a plurality of layers. The negative electrode 23 is covered by the first protective layer 24 and the second protective layer 25 to reduce the degradation of the organic light emitting device. Figure 1B The display device 100 in the embodiment includes transistors as switching elements, but may also include other switching elements instead.

[0163] Figure 1BThe transistor used in the display device 100 is not limited to a transistor including a single crystal silicon wafer, and may also be a thin film transistor including an active layer on an insulating surface of a substrate. The active layer may be single crystal silicon, non-single crystal silicon such as amorphous silicon or microcrystalline silicon, non-single crystal oxide semiconductor such as indium zinc oxide or indium gallium zinc oxide, etc.

[0164] Figure 1B The transistor in the display device 100 in the embodiment of the present invention may be formed in a substrate such as a silicon substrate. The phrase "formed in a substrate" means processing a substrate such as a silicon substrate to form a transistor. Therefore, the transistor in the substrate may be considered that the substrate and the transistor are formed integrally.

[0165] In an organic light emitting device, TFT, which is an example of a switching element, is used to control the light emitting brightness, and the organic light emitting device is arranged in multiple planes to display an image at each light emitting brightness. The switching element is not limited to TFT, and may be a transistor formed of low temperature polycrystalline silicon or an active matrix driver formed on a substrate such as a silicon substrate. On top of or inside the substrate may also be referred to as inside the substrate. Whether to set a transistor inside the substrate or to use a TFT depends on the size of the display unit. For example, for a display unit of about 0.5 inches, an organic light emitting device may be arranged on a silicon substrate.

[0166] Figure 2 1000 is a schematic diagram of an example of a display device. The display device 1000 includes a touch panel 1003, a display panel 1005, a frame 1006, a circuit substrate 1007, and a battery 1008 located between an upper cover 1001 and a lower cover 1009. Flexible printed circuits (FPCs) 1002 and 1004 are connected to the touch panel 1003 and the display panel 1005. Transistors are printed on the circuit substrate 1007. When the display device is a mobile device, a battery 1008 is provided. The battery 1008 may be provided at other locations.

[0167] The display device may include a color filter of red (R), green (G), and blue (B). In the color filter, red, green, and blue may be arranged in a delta arrangement, a stripe arrangement, or a mosaic arrangement.

[0168] The display device can be used as a display unit of a mobile terminal. Such a display device can have both display function and operation function. The mobile terminal can be a mobile phone, such as a smart phone, a tablet computer, or a head-mounted display.

[0169] A display unit for an image pickup device, the image pickup device comprising an optical unit having a plurality of lenses and an image pickup device for receiving light passing through the optical unit. The image pickup device may include a display unit for displaying information acquired by the image pickup device. The display unit may be a display unit exposed from the outside of the image pickup device or a display unit located in a viewfinder. The image pickup device may be a digital camera or a digital video camera. The image pickup device may also be referred to as a photoelectric conversion device.

[0170] Figure 3A 11 is a schematic diagram of an example of an imaging device. The imaging device 1100 includes a viewfinder 1101, a rear display 1102, an operation unit 1103, and a housing 1104. The viewfinder 1101 may be a display device. In this case, the display device may display environmental information, imaging instructions, and the like as well as an image to be captured. The environmental information may include the intensity of external light, the direction of external light, the speed of travel of the subject, the possibility of the subject being blocked by a blocking material, and the like.

[0171] The timing suitable for video recording is short, so information can be preferably displayed quickly. Since the organic light-emitting device has a high response speed, a display device including the organic light-emitting device according to the present invention can be appropriately applied. The video recording device 1100 includes an optical unit (not shown). The optical unit has a plurality of lenses and focuses the image onto the video recording device in the housing 1104. The focus of the lens can be adjusted by adjusting the relative position of the lens. This operation can also be performed automatically.

[0172] Figure 3B 12 is a schematic diagram of an example of an electronic device. The electronic device 1200 includes a display unit 1201, an operating unit 1202 and a housing 1203. The housing 1203 includes a circuit, a printed circuit board including the circuit, a battery, and a communication unit, etc. The operating unit 1202 can be a button or a touch panel response unit. The operating unit 1202 can be a biometric recognition unit that recognizes a fingerprint and releases a lock. An electronic device with a communication unit can also be referred to as a communication device. The electronic device 1200 can have a lens and a camera device, thereby further having a camera function. In this case, the image captured by the camera function is displayed on the display unit 1201. The electronic device 1200 can be a smart phone, a notebook computer, etc.

[0173] Figure 4A and Figure 4B is a schematic diagram showing an example of a display device. Figure 4A The display device 1300 is a monitor of a television or a personal computer. The display device 1300 includes a frame 1301, a display unit 1302, and a base for supporting the display unit 1302. The display unit 1302 is a light emitting device. The base 1303 is not limited to Figure 4AAs shown, the lower side of the frame 1301 can also be used as a base. The frame 1301 and the display unit 1302 can be curved. The curvature radius thereof is preferably 5,000 mm or more and 6,000 mm or less.

[0174] Figure 4B is a schematic diagram showing another example of a display device. Figure 4B The display device 1310 in FIG. 1 is configured to be foldable and is a so-called foldable display device. The display device 1310 includes a first display unit 1311, a second display unit 1312, a housing 1313, and a bending point 1314. The first display unit 1311 and the second display unit 1312 may be light-emitting devices. The first display unit 1311 and the second display unit 1312 may be a single seamless display device. The first display unit 1311 and the second display unit 1312 may be separated at a bending point. The first display unit 1311 and the second display unit 1312 may display different images, or may display one image.

[0175] Figure 5A 14 is a schematic diagram of an example of a lighting device. The lighting device 1400 includes a housing 1401, a light source 1402, a circuit substrate 1403, a filter 1404, and a light diffusion unit 1405. The light source may be an organic light emitting device. The filter may be a filter for improving the color rendering of the light source. The light diffusion unit may effectively diffuse the light from the light source and diffuse the light widely as in lighting. The filter and the light diffusion unit may be arranged on the light output side of the lighting device. A cover may also be arranged on the outermost side as needed.

[0176] The lighting device is, for example, a device for lighting a room, and includes a light source and a component that transmits the light emitted by the light source. The lighting device can emit white light, neutral white light, or light of any color from blue to red. The color temperature of "white" is about 4200K, and the color temperature of "neutral white" is about 5000K. The lighting device may have a light control circuit for controlling such light. The lighting device may include an organic light emitting device and a power supply circuit connected to the organic light emitting device. The power supply circuit is a circuit that converts an AC voltage into a DC voltage. The lighting device may include a light diffusion unit or a color filter as a component that transmits the light emitted by the light source. The lighting device may also include a heat dissipation unit. The heat dissipation unit releases heat from the device to the outside, and may be a metal with a high specific heat, or liquid silicon, etc.

[0177] Figure 5B 15 is a schematic diagram of a car as an example of a moving body. The car has a tail light as an example of a lamp. The car 1500 may have a tail light 1501 which lights up when a braking operation or the like is performed.

[0178] The taillight 1501 may have an organic light emitting device. The taillight may include a protective member for protecting the organic light emitting device. Any protective member having moderately high strength and being transparent may be suitable for the protective member. In particular, the protective member is preferably composed of polycarbonate. Polycarbonate may be mixed with a furan dicarboxylic acid derivative, an acrylonitrile derivative, or the like.

[0179] The car 1500 may have a body 1503 and a window 1502 on the body 1503. The window may be a transparent display unless it is not a window for checking the front and rear of the car. The transparent display may include an organic light emitting device. In this case, the constituent material such as an electrode having the organic light emitting device is composed of a transparent member.

[0180] The mobile body may be a ship, an aircraft, or a drone, etc. The mobile body may include a main body and a lamp arranged on the main body. The lamp may emit light to indicate the position of the body. The lamp has an organic light emitting device.

[0181] Reference below Fig. 6A and Figure 6B Describe an application example of the display device. The display device can be applied to a system that can be worn as a wearable device, such as smart glasses, a head-mounted display, or a smart contact lens. The camera display device used in such an application example includes a camera device capable of photoelectrically converting visible light and a display device capable of emitting visible light.

[0182] Reference below Fig. 6A Glasses 1600 (smart glasses) are described. An imaging device 1602 such as a CMOS sensor or a SPAD sensor is set on the front side of a lens 1601 of the glasses 1600. A complementary metal oxide semiconductor (CMOS) sensor is a solid-state imaging element including a complementary metal oxide semiconductor. A single photon avalanche diode (SPAD) sensor is a sensor having electronic components that outputs a large electrical pulse signal by avalanche-like multiplication when a photon is incident on a pixel. A display device is set on the back side of the lens 1601. The glasses 1600 also include a controller 1603. The controller 1603 is used as a power supply to supply power to the imaging device 1602 and the display device. The controller 1603 controls the operation of the imaging device 1602 and the display device. The lens 1601 has an optical system for focusing light onto the imaging device 1602.

[0183] Reference below Figure 6BDescribe glasses 1610 (smart glasses). Glasses 1610 have a controller 1612, and the controller 1612 includes a camera and a display device corresponding to the camera 1602. The lens 1611 includes an optical system for projecting light from the camera and the display device of the controller 1612, and the image is projected on the lens 1611. The controller 1612 serves as a power supply for supplying power to the camera and the display device, and controls the operation of the camera and the display device. The controller may include a line of sight detection unit for detecting the line of sight of the wearer. Infrared radiation can be used to detect the line of sight. The infrared radiation unit emits infrared light to the eyeball of the user who is looking at the displayed image. The reflected infrared light from the eyeball is detected by the camera unit including a light receiving element to capture the image of the eyeball. A reduction unit is provided for reducing the light from the infrared radiation unit to the display unit in a plan view to reduce the degradation of image quality.

[0184] The glasses 1610 detect the user's line of sight to the displayed image from the eyeball image captured by infrared photography. Any known technology can be applied to line of sight detection using images captured by the eyeball. For example, a line of sight detection method based on a Purkinje image obtained by reflecting irradiated light from the cornea can be used. More specifically, a line of sight detection process based on the pupil-corneal reflection method is performed. By using the pupil-corneal reflection method, a line of sight vector representing the direction (rotation angle) of the eyeball is calculated based on the image of the pupil and the Purkinje image contained in the captured image of the eyeball to detect the user's line of sight.

[0185] The display device may include a camera having a light receiving element, and may control the display image based on the line of sight information of the user from the camera. More specifically, the display device determines a first visible area that the user is looking at and a second visible area other than the first visible area based on the line of sight information. The first visible area and the second visible area may be determined by a controller of the display device or may be received from an external controller. In the display area of ​​the display device, the display resolution of the first visible area may be controlled to be higher than the display resolution of the second visible area. In other words, the resolution of the second visible area may be lower than the resolution of the first visible area.

[0186] In addition, the display area includes a first display area and a second display area different from the first display area, and a high priority area is determined from the first display area and the second display area based on the line of sight information. The first visible area and the second visible area can be determined by a controller of the display device or can be received from an external controller. The area with a higher priority can be controlled to have a higher resolution than another area. In other words, the area with a lower priority may have a lower resolution.

[0187] Artificial intelligence (AI) can be used to determine the first visible area and the area with high priority. AI can be a model constructed to use the image of the eyeball and the direction in which the eyeball is actually observed in the image as teaching data to estimate the angle of sight and the distance to the target in front of the sight from the image of the eyeball. The AI ​​program can be stored in a display device, a camera device, or an external device. The AI ​​program stored in the external device is sent to the display device via communication. For display control based on visual recognition detection, the present invention can be applied to smart glasses that also have a shooting device for shooting the outside. Smart glasses can display captured external information in real time.

[0188] As described above, the device including the organic light emitting device according to the present invention can be used to stably display high-quality images for a long time. Good outdoor visibility and power-saving display can also be achieved at the same time through high efficiency and high brightness light output.

[0189] Example

[0190] Although the present invention is described in more detail below in Examples and Comparative Examples, the present invention is not limited to these Examples within the spirit of the present invention. Unless otherwise specified, "parts" and "%" relative to the amount of a component are based on mass. Unless otherwise specified, 1 ppm can be converted to 0.0001 mass %.

[0191] <Preparation of Luminescent Composition>

[0192] The types and amounts (parts) of the organometallic complexes, fluorene oligomers, polymer host materials, additives, and 9900 parts of cyclopentanone as an organic solvent shown in Tables 1 to 4 were mixed and stirred at 25°C for 24 hours. The mixture was then filtered through a filter with a pore size of 0.2 μm to prepare each luminescent composition (liquid luminescent composition). Table 5 shows the structure (number of repetitions of units, functional groups) of each fluorene oligomer in Tables 1 to 4. In Table 5, when the fluorene oligomer is a compound containing a plurality of units having different substituents, the functional groups characterizing the compound are recorded.

[0193] The compounds in Tables 1 to 4 are as follows:

[0194] Organometallic complexes 35, 41 and 48: Compounds exemplified as organometallic complexes

[0195] Organometallic complex 100: a compound represented by the following structural formula:

[0196] [Chemical formula 17]

[0197]

[0198] Fluorene oligomers 101, 105, 108, 109, 115 and 116: Compounds exemplified above as fluorene oligomers

[0199] Fluorene oligomers 119 to 125: compounds represented by the following structural formula:

[0200] [Chemical formula 18]

[0201]

[0202] Polymer host materials 201, 202, and 203: compounds represented by the following structural formula (polymer host materials 201 and 203 are compounds having hole transport properties)

[0203] Weight average molecular weight of polymer host material 201: about 1,100,000

[0204] Weight average molecular weight of polymer host material 202: greater than 20,000 and less than 2,000,000

[0205] Weight average molecular weight of polymer host material 203: 20,000 to 200,000

[0206] [Chemical formula 19]

[0207]

[0208] Additive 301: an electron transport material represented by the following structural formula (trade name "OXD-7", manufactured by Lumnescence Technology)

[0209] [Chemical formula 20]

[0210]

[0211] [Table 1]

[0212] Table 1: Composition and properties of the prepared luminescent liquid compositions

[0213]

[0214] [Table 2]

[0215] Table 2: Composition and properties of the prepared luminescent liquid compositions

[0216]

[0217] [Table 3]

[0218] Table 3: Composition and properties of the prepared luminescent liquid compositions

[0219]

[0220] [Table 4]

[0221] Table 4: Composition and properties of the prepared luminescent liquid compositions

[0222]

[0223] [Table 5]

[0224] Table 5: Structure of fluorene oligomers

[0225] Fluorene oligomer Unit repeat number Functional group at position 9 / 9 of the unit 101 6 3-Methylbutyl / 3-Methylbutyl 108 9 3-Methylbutyl / 3-Methylbutyl 109 9 3-Methylbutyl / 3-Methylbutyl 105 7 2-Methylbutyl / 2-Methylbutyl 115 12 3-Methylbutyl / 3-Methylbutyl 116 7 Hexyl / Hexyl 119 7 Propyl / Benzyloxy 120 5 3-Methylbutyl / 3-Methylbutyl 121 5 Phenyl / propyl 122 9 Butyl / Phenoxy 123 7 Fluorine atom / Fluorine atom 124 7 Deuterium atom / Deuterium atom 125 7 3-Butyl-2-pyridyl / 3-Butyl-2-pyridyl

[0226] <Manufacturing of organic light-emitting devices>

[0227] According to the following steps, a positive electrode, a hole injection layer, a light-emitting layer, an electron transport layer and a negative electrode are sequentially formed on a substrate to manufacture an organic light-emitting device. A glass substrate on which an ITO film with a thickness of 100 nm is formed as a positive electrode by sputtering is used as a transparent conductive support substrate (ITO substrate). The ITO substrate is washed with pure water, then washed with isopropanol, and subjected to UV-ozone treatment, and then a hole injection layer is formed by spin coating. The film forming conditions are as follows:

[0228] -Coating liquid: aqueous poly(3,4-ethylenedioxythiophene) poly(styrene sulfonate) (aqueous PEDOT; PSS, manufactured by Aldrich, conductivity: 1×10 -5 S / cm, compound content: 2.8%)

[0229] - Spin coating conditions: 3,000 rpm, 60 seconds

[0230] - Annealing conditions: 200°C, 1 hour

[0231] - Film thickness: 40nm.

[0232] Next, the light-emitting layer was formed by spin coating. The film forming conditions were as follows:

[0233] -Coating liquid: luminescent composition described in Tables 1 to 4

[0234] - Spin coating conditions: 3,000 rpm, 60 seconds

[0235] - Annealing conditions: 110°C, 10 minutes

[0236] - Film thickness: 30nm.

[0237] Finally, the electron transport layer and electrode layer were formed by vacuum evaporation using resistance heating. The area facing the electrode was 3 mm 2 The film forming conditions are as follows:

[0238] - Vacuum degree: 1×10 -5 Pa

[0239] -Electron transport layer: TPBi (50nm)

[0240] -Metal electrode layer: LiF (0.5nm), Al (90nm).

[0241] Next, in a dry air atmosphere, the organic light emitting element was covered with a protective glass plate to prevent deterioration due to water adsorption, and the glass plate was sealed with an acrylic resin adhesive.

[0242] <Evaluation>

[0243] The organic light-emitting device manufactured as described above was evaluated for the following items. In the present invention, the evaluation criteria for the following items are "A" and "B" for acceptable and "C" for unacceptable. Table 6 shows the evaluation results.

[0244] (Measurement of Luminescence Quantum Yield)

[0245] The luminescence quantum yield of the host (hereinafter also referred to as PLQY(H)) and the luminescence quantum yield of the dopant (hereinafter also referred to as PLQY(D)) in the organic light-emitting device were measured. The measurement conditions included an excitation light of 346 nm, a host luminescence region of 400 to 550 nm, and a dopant luminescence region of 550 to 800 nm, and an absolute luminescence quantum yield measurement device (trade name "C11347-01", manufactured by Hamamatsu Photonics KK) was used.

[0246] (Luminescence quantum yield of dopant luminescence)

[0247] From the PLQY (D) determined by the above measurement, the luminescence quantum yield of the dopant was ranked according to the following evaluation criteria:

[0248] A: PLQY(D) is 72% or more.

[0249] B: PLQY(D) is 70% or more and less than 72%.

[0250] C: PLQY(D) is less than 70%.

[0251] (Light-emission quantum yield of host relative to dopant)

[0252] PLQY(H) / PLQY(D) was calculated from PLQY(H) and PLQY(D) determined by the above measurement, and the ratio of the luminescent quantum yield of the host to that of the dopant was ranked according to the following evaluation criteria. The higher the PLQY(H) / PLQY(D), the greater the influence of the luminescence of the host on the hue of the luminescence of the dopant.

[0253] A: PLQY(H) / PLQY(D) is 6.5% or less.

[0254] B: PLQY(H) / PLQY(D) is more than 6.5% and less than 11.0%.

[0255] C: PLQY(H) / PLQY(D) is greater than 11.0%.

[0256] [Table 6]

[0257] Table 6: Evaluation results

[0258]

[0259] Although the luminescent composition of Example 12 is ranked the same as the luminescent composition of Example 13, which is rank B, the luminescent composition of Example 13 is superior in terms of the luminescent quantum yield of the luminescent composition of the dopant and the luminescent quantum yield of the host relative to the dopant. In addition, the luminescent composition of Example 22 is ranked the same as the luminescent compositions of Examples 9 to 13, 18, 23, and 24, which is rank B, but among these luminescent compositions, the luminescent quantum yield of the luminescent composition of Example 22 is inferior in terms of the luminescent quantum yield of the luminescent composition of the dopant and the luminescent quantum yield of the host relative to the dopant.

[0260] As Reference Example 1, an organic light-emitting device was manufactured by sequentially forming a positive electrode, a hole injection layer, a light-emitting layer, an electron transport layer, and a negative electrode on a substrate in the same manner as in Example 1, except that an inkjet method was used instead of a sputtering method. The organic light-emitting device was rated "A" in both items.

[0261] The present invention is not limited to these embodiments, and various changes and modifications may be made therein without departing from the spirit and scope of the present invention. Therefore, the appended claims are attached to disclose the scope of the present invention.

[0262] This application claims the benefit of Japanese Patent Application No. 2022-092220 filed on June 7, 2022, and Japanese Patent Application No. 2023-078904 filed on May 11, 2023, which are hereby incorporated by reference herein in their entirety.

[0263] Reference numerals list

[0264] 4 Organic compound layer

[0265] 7 Color Filters

[0266] 10 sub-pixels

[0267] 11 substrate

[0268] 16 Drain electrode

[0269] 17 Source electrode

[0270] 18 Active components

[0271] 21 Positive electrode

[0272] 22Organic compound layer

[0273] 23 negative electrode

[0274] 26 Organic light-emitting devices

Claims

1. A luminescent composition comprising: an organic metal complex; a fluorene oligomer; and a polymer host material, in, The organometallic complex is at least one compound selected from the group consisting of a compound represented by the following general formula (1) and a compound represented by the following general formula (2), and The fluorene oligomer is a compound containing a unit represented by the following general formula (6) and the number of repetitions of the unit is 6 or more and 14 or less, [Chemical formula 1] In the general formulas (1) and (2), R 1 ~R 18 each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group, a heteroaryl group, an aryloxy group, a heteroaryloxy group, a silyl group, an alkoxycarbonyl group, an acyl group or a cyano group, Ring A represents an aromatic ring or a heteroaromatic ring, and L 1 ~L 2 represents a bidentate ligand represented by any one of the following general formulae (3) to (5), [Chemical formula 2] In the general formulas (3) to (5), R 19 ~R 33 each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group or a heteroaryl group, [Chemical formula 3] In the general formula (6), R 101 and R 102 Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryloxy group or a heteroaryloxy group, and a plurality of units represented by the general formula (6) are present in R 103 ~R 106 Any one of R 107 ~R 110 and not bonded to the adjacent R of the molecular unit of the general formula (6). 103 ~R 110 Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group, a heteroaryl group, an aryloxy group, a heteroaryloxy group or an amino group.

2. The light-emitting composition according to claim 1, wherein the aromatic ring of the ring A is a benzene ring, a naphthalene ring, a fluorene ring, a phenanthrene ring, a 9,9-spirobifluorene ring or ring.

3. The light-emitting composition according to claim 1 or 2, wherein the fluorene oligomer is at least one of the following compounds (101) to (118), [Chemical formula 4] [Chemical formula 5] [Chemical formula 6] [Chemical formula 7] 4 . The light-emitting composition according to claim 1 , wherein the polymer host material has a hole transporting property.

5. The light-emitting composition according to any one of claims 1 to 4, wherein the polymer host material is a compound represented by the following general formula (7): [Chemical formula 8] In the general formula (7), R 201 ~R 208 Each independently represents a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group, a heteroaryl group, an aryloxy group or a heteroaryloxy group, and n is 50 or more and 10000 or less.

6. The light-emitting composition according to any one of claims 1 to 5, wherein the content of the fluorene oligomer in the light-emitting composition in ppm is 0.10 times or more and 0.95 times or less in terms of mass ratio based on the total content of the fluorene oligomer in ppm and the content of the polymer host material in ppm.

7. The light-emitting composition according to any one of claims 1 to 6, wherein the content of the organic metal complex in the light-emitting composition in ppm is 0.001 times or more and 0.20 times or less in terms of mass ratio based on the total content of the fluorene oligomer in ppm and the content of the polymer host material in ppm.

8. The light-emitting composition according to any one of claims 1 to 7, wherein the light-emitting composition is a liquid.

9. An organic light emitting device, comprising: a first electrode; a second electrode; and an organic compound layer as a light-emitting layer disposed between the first electrode and the second electrode, The organic compound layer is formed of the light-emitting composition according to any one of claims 1 to 8.

10. The organic light emitting device according to claim 9, wherein the light emitting layer further comprises a first organic compound, and The lowest excited triplet energy of the first organic compound is equal to or higher than the lowest excited triplet energy of the organometallic complex, and equal to or lower than the lowest excited triplet energy of the fluorene oligomer.

11. The organic light-emitting device according to claim 10, wherein the organic compound layer further comprises a first charge transport layer in contact with the first electrode between the first electrode and the light-emitting layer and a second charge transport layer in contact with the second electrode between the second electrode and the light-emitting layer.

12. An organic light-emitting device according to claim 11, wherein the lowest excited triplet energy of the first charge transport layer is higher than the lowest excited triplet energy of each of the polymer host material and the fluorene oligomer, and the lowest excited triplet energy of the second charge transport layer is higher than the lowest excited triplet energy of each of the polymer host material and the fluorene oligomer.

13. A display device comprising: Multiple pixels; and transistors connected to the plurality of pixels, Wherein, at least one of the plurality of pixels is an organic light emitting device according to any one of claims 9 to 12.

14. A camera device, comprising: an optical unit including a plurality of lenses; an imaging device configured to receive light passing through the optical unit; and a display unit configured to display an image captured by the imaging device, Wherein, the display unit comprises the organic light emitting device according to any one of claims 9 to 12.

15. An electronic device comprising: Display unit; A housing configured to be provided with the display unit; and a communication unit provided in the housing and configured to communicate with the outside, Wherein, the display unit comprises the organic light emitting device according to any one of claims 9 to 12.

16. A lighting device, comprising: light source; and a member configured to transmit light emitted from the light source, Wherein, the light source comprises an organic light-emitting device according to any one of claims 9 to 12.

17. A mobile object, comprising: Lighting; and a main body configured to be provided with the lamp, Wherein, the lamp comprises an organic light-emitting device according to any one of claims 9 to 12.

18. A method for manufacturing an organic light-emitting device, comprising applying the light-emitting composition according to any one of claims 1 to 8 to a substrate.

19. A method for manufacturing an organic light-emitting device, comprising applying the light-emitting composition according to claim 8 to a substrate by a coating method or a printing method.

20. The method for manufacturing an organic light-emitting device according to claim 19, wherein the coating method is spin coating, casting, gravure coating, rod coating, roller coating, wire bar coating, dip coating, spray coating, capillary coating or spray coating. 21 . The method for manufacturing an organic light emitting device according to claim 19 , wherein the printing method is a screen method, a flexographic method, an offset printing method or an inkjet method.

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