Display device and light absorber included in display device
By integrating a light-absorbing agent with specific substituents in the sealing member and alternating organic and inorganic films, the display device effectively blocks harmful light, improving the reliability and stability of OLEDs against ultraviolet and visible light exposure.
Patent Information
- Application Number
- JP2025227353
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2019-02-21
- Filing Date
- 2025-12-03
- Publication Date
- 2026-02-24
AI Technical Summary
Organic electroluminescent displays (OLEDs) are susceptible to degradation from ultraviolet rays and visible light during manufacturing and outdoor use, necessitating improved light-blocking technologies to enhance the reliability of light-emitting elements.
Incorporating a light-absorbing agent in the sealing member of the display device, comprising a hexagonal heterocycle with specific substituents, and alternately stacking organic and inorganic films to absorb a wide range of light wavelengths, including ultraviolet and visible light.
The solution effectively prevents deterioration of light-emitting elements by absorbing external light, thereby enhancing the reliability and stability of the display device.
Smart Images

Figure 2026031685000190 
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Figure 2026031685000192
Abstract
Description
[Technical Field]
[0001] The present invention relates to a display device and a light absorbing agent contained in the display device, and more particularly, to a light absorbing agent contained in a sealing member. The present invention relates to a light absorbing agent to be contained in a display device and a display device including the same. [Background technology]
[0002] Recently, organic electroluminescent displays (OLEDs) have become popular as image display devices. The development of organic electroluminescence displays (OLEDs) is currently underway. Unlike liquid crystal display devices, the display device uses holes injected from the first and second electrodes. and electrons are recombined in the light-emitting layer, thereby forming a light-emitting material containing an organic compound in the light-emitting layer. This is a so-called self-luminous display device that displays by emitting light from the self-luminous light-emitting element. When applying it to display devices, it is necessary to reduce the driving voltage of the light-emitting element, improve the light-emitting efficiency, and extend the life. It is necessary to ensure the stability of the light emitting element so that this can be stably realized. do.
[0003] In particular, light-emitting elements are exposed to ultraviolet rays during the manufacturing process or to sunlight when used outdoors. Therefore, ultraviolet light and some visible light enter the inside of the light-emitting element. There is a continuing need for technology to block the inflow of [Prior art documents] [Patent documents]
[0004] [Patent Document 1] International Publication No. 2014 / 141725 Summary of the Invention [Problem to be solved by the invention]
[0005] An object of the present invention is to provide a display device in which the reliability of light-emitting elements is improved by including a light-absorbing agent in a sealing member. The purpose is to provide
[0006] Another object of the present invention is to provide a light absorber that efficiently absorbs visible light and part of ultraviolet light. That is the thing. [Means for solving the problem]
[0007] In one embodiment, a first electrode, a second electrode facing the first electrode, and a second electrode facing the first electrode and the a light-emitting element including two electrodes and a plurality of organic layers disposed between the electrodes; and a sealing member containing a light absorbing agent, wherein the light absorbing agent has two or more nitrogen atoms as ring-forming atoms. a hexagonal heterocycle containing as a substituent, and first to third substituents different from each other and substituted on the hexagonal heterocycle; a first substituent, wherein the first substituent is a substituted phenyl group containing at least one hydroxy group. and the second substituent is a fused ring group in which three or more rings are fused. Provide.
[0008] The sealing member includes at least one organic film and at least one inorganic film. At least one of the organic films contains the light absorber.
[0009] The at least one organic film and the at least one inorganic film are alternately stacked. The at least one organic film includes a first organic film that absorbs light in a first wavelength region, and a second organic film that absorbs light in a first wavelength region. and a second organic film that absorbs light in a second wavelength region different from the light in the long wavelength region.
[0010] The sealing member covers the light emitting element.
[0011] The liquid crystal display further includes a polarizing member disposed on the sealing member.
[0012] The sealing member includes a first inorganic film disposed adjacent to the second electrode and a second inorganic film disposed on the first inorganic film. a second inorganic film disposed between the first inorganic film and the second inorganic film, and an organic film containing an absorbent, wherein the organic film has a transmittance of 10% or less at a wavelength of 405 nm. It has a transmittance of 70% or more at a wavelength of 430 nm and 97% or more at a wavelength of 450 nm. It has transmittance.
[0013] The organic layers include a hole transport region disposed on the first electrode and a hole transport region of the hole transport region. an overlying light-emitting layer; and an electron transport region overlying the light-emitting layer.
[0014] The optical element further includes a light blocking layer disposed on the sealing member.
[0015] The hexagonal heterocycle is a triazine or pyrimidine.
[0016] The first substituent is represented by any one of H1 to H5 below, and in H4 and H5 below, wherein R is a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms. [ka] [ka]
[0017] The second substituent may be a substituted or unsubstituted anthracene group, a substituted or unsubstituted pyrene group, a substituted or unsubstituted substituted or unsubstituted chrysene groups, substituted or unsubstituted dibenzofuran derivatives, substituted or unsubstituted a substituted carbazole derivative or a substituted or unsubstituted fluorene derivative, Substituents of substituted or unsubstituted dibenzofuran derivatives, the substituted or unsubstituted carbazole The substituents of the derivatives and the substituents of the substituted or unsubstituted fluorene derivatives are hydrogen atoms, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 1 to 20 carbon atoms, a substituted or Unsubstituted aryl group having 6 to 30 ring carbon atoms, or substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms A heteroaryl group having a prime number of 2 to 30, or adjacent groups bonded to each other to form a ring Form.
[0018] The third substituent is a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted Unsubstituted aryloxy group having 6 to 30 ring carbon atoms, substituted or unsubstituted aryloxy group having 1 carbon atom alkylthio groups having 6 to 30 ring carbon atoms; The aryl group may be a phenyl group, a phenylthio group, or a substituted or unsubstituted phenyl group.
[0019] The light absorber is represented by the following Chemical Formula 1 or 2. [Chemical formula 1] [ka] [Chemical formula 2] [ka]
[0020] In the above Chemical Formula 1 and Chemical Formula 2, Ar is a substituted or unsubstituted group having 13 to 60 ring carbon atoms. Unsubstituted aryl group or substituted or unsubstituted heterocyclic group having 12 to 60 ring carbon atoms An aryl group, and R2 to R5 are each independently a hydrogen atom, a deuterium atom, or a halogen atom. a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted substituted alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted alkoxy groups having 6 to 30 ring carbon atoms; The following aryloxy groups, substituted or unsubstituted alkylamine groups having 1 to 30 carbon atoms: a substituted or unsubstituted arylamine group having 6 to 30 ring carbon atoms; a substituted heterocyclic group having 2 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms In the above formula 1, two of Y1 to Y3 are N. The rest are CH, and R1 is a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms. alkyl groups, substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted Aryloxy groups having 6 to 30 ring carbon atoms, substituted or unsubstituted groups having 1 to 20 carbon atoms The following alkylthio groups, substituted or unsubstituted arylthio groups having 6 to 30 ring carbon atoms: a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms, or a substituted or unsubstituted In the above chemical formula 2, X is O. or S, and R6 is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms, or substituted or unsubstituted cyclic It is an aryl group having 6 to 30 carbon atoms.
[0021] The chemical formula 1 is represented by any one of the following chemical formulas 1-1 to 1-4. In Chemical Formula 1-1 to Chemical Formula 1-4, Ar, Y1 to Y3, R1, and R4 are each a group represented by Chemical Formula 1. As defined in [C1-1] [ka] [Formation 1-2] [ka] [C1-3] [ka] [C1-4] [ka]
[0022] In the chemical formulas 1-1 to 1-4, Ar, Y1 to Y3, R1, and R4 are each a chemical As defined in Equation 1.
[0023] The chemical formula 2 is represented by any one of the following chemical formulas 2-1 to 2-4. In Chemical Formula 2-1 to Chemical Formula 2-4, X, Ar, R4, and R6 are the same as those in Chemical Formula 1 and Chemical Formula 2-4. As defined in Equation 2. [Case 2-1] [ka] [Case 2-2] [ka] [Case 2-3] [ka] [C2-4] [ka]
[0024] The Ar is represented by any one of the following Ar-a to Ar-h. [ka] [ka]
[0025] In the above Ar-e to Ar-h, Z is O, S, NR a , Cr b R c and R a ~R c are each independently a hydrogen atom, a deuterium atom, a halogen atom, or an alkyl group having 1 to 20 carbon atoms. a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms is an unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, -h, R 11 ~R 18 are independently hydrogen atoms, deuterium atoms, and halogen atoms. , an alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring having 6 to 30 carbon atoms or a substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. group, and m1 to m8 each independently represent an integer of 0 or more and 4 or less.
[0026] The chemical formula 1 is represented by any one of the following chemical formulas 1-A to 1-C. In Chemical Formula 1-A to Chemical Formula 1-C, Y1 to Y3, Ar, and R1 to R5 are each independently selected from the group consisting of: As defined. [Case 1-A] [ka] [Case 1-B] [ka] [C1-C] [ka]
[0027] In one embodiment, a first electrode, a second electrode facing the first electrode, and a second electrode facing the first electrode and the a light-emitting element including two electrodes and a plurality of organic layers disposed between the electrodes; and a sealing member including an organic film containing a light absorbing agent, wherein the organic film is irradiated with light at a wavelength of 405 nm. It has a transmittance of 10% or less, and a transmittance of 70% or more at a wavelength of 430 nm, and The light absorber has a transmittance of 97% or more at a wavelength of m, and two or more N atoms are ring-forming atoms. and a hexagonal heterocycle containing first to third substituents different from each other and substituted on the hexagonal heterocycle. and a group.
[0028] The hexagonal heterocycle is a triazine or pyrimidine.
[0029] the first substituent is a substituted phenyl group containing at least one hydroxy group, The second substituent is a fused ring group in which three or more rings are fused, and the third substituent is a substituted or an unsubstituted oxy group, a substituted or unsubstituted thio group, or a substituted or unsubstituted phenyl group; be.
[0030] The first substituent is represented by any one of H1 to H5 below. In the formula, R is a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms. [ka]
[0031] The second substituent is represented by any one of the following Ar-a to Ar-h. [ka]
[0032] In the above Ar-e to Ar-h, Z is O, S, NR a , Cr b R c and R a ~R c are each independently a hydrogen atom, a deuterium atom, a halogen atom, or an alkyl group having 1 to 20 carbon atoms. a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms is an unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, -h, R 11 ~R 18 are independently hydrogen atoms, deuterium atoms, and halogen atoms. , an alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring having 6 to 30 carbon atoms or a substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. group, and m1 to m8 each independently represent an integer of 0 or more and 4 or less.
[0033] The third substituent is represented by any one of the following S1 to S15. [ka]
[0034] Another embodiment provides a light absorber represented by the following Chemical Formula 1 to Chemical Formula 2. [Chemical formula 1] [ka] [Chemical formula 2] [ka]
[0035] In the above Chemical Formula 1 and Chemical Formula 2, Ar is a substituted or unsubstituted group having 13 to 60 ring carbon atoms. Unsubstituted aryl group or substituted or unsubstituted heterocyclic group having 12 to 60 ring carbon atoms An aryl group, and R2 to R5 are each independently a hydrogen atom, a deuterium atom, or a halogen atom. a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted substituted alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted alkoxy groups having 6 to 30 ring carbon atoms; The following aryloxy groups, substituted or unsubstituted alkylamine groups having 1 to 30 carbon atoms: a substituted or unsubstituted arylamine group having 6 to 30 ring carbon atoms; a substituted heterocyclic group having 2 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms In the above formula 1, two of Y1 to Y3 are N. The rest are CH, and R1 is a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms. alkyl groups, substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted Aryloxy groups having 6 to 30 ring carbon atoms, substituted or unsubstituted groups having 1 to 20 carbon atoms The following alkylthio groups, substituted or unsubstituted arylthio groups having 6 to 30 ring carbon atoms: a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms, or a substituted or unsubstituted In the above chemical formula 2, X is O. or S, and R6 is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms, or substituted or unsubstituted cyclic It is an aryl group having 6 to 30 carbon atoms. [Effects of the Invention]
[0036] The display device of the embodiment has improved reliability by absorbing external light with the sealing member.
[0037] In one embodiment, the light absorbing agent is applied to the sealing member on the light emitting element and absorbs light mainly in the ultraviolet wavelength region. By absorbing the light into the light emitting element, deterioration of the light emitting element can be prevented and reliability can be improved. [Brief explanation of the drawings]
[0038] [Figure 1] 1 is a perspective view of a display device according to an embodiment of the present invention; [Figure 2a] FIG. 2 is a cross-sectional view corresponding to line II' in FIG. [Figure 2b] 1 is a cross-sectional view of a display device according to an embodiment of the present invention; [Figure 3] 1 is a cross-sectional view of a display panel according to an embodiment. [Figure 4] FIG. 2 is a plan view of a display panel according to an embodiment. [Figure 5] 5 is a cross-sectional view corresponding to line II-II' in FIG. 4. [Figure 6] 1 is a cross-sectional view of a light emitting device according to an embodiment. [Figure 7] 1 is a cross-sectional view of a display device according to an embodiment. [Figure 8] 1 is a cross-sectional view of a display device according to an embodiment. [Figure 9] 1 is a cross-sectional view of a display device according to an embodiment. [Figure 10] 1 is a cross-sectional view of a light emitting device according to an embodiment. [Figure 11] 1 is a cross-sectional view of a sealing member according to one embodiment. [Figure 12] 1 is a cross-sectional view of a sealing member according to one embodiment. [Figure 13] 1 is a cross-sectional view of a sealing member according to one embodiment. [Figure 14] 10 is a graph showing transmittance of an organic film of a sealing member according to an embodiment; [Figure 15] 10 is a graph showing transmittance in a display panel according to an embodiment of the present invention. [Figure 16] 10 is an image showing the presence or absence of damage depending on the ultraviolet irradiation time in an example and a comparative example. DETAILED DESCRIPTION OF THE INVENTION
[0039] The present invention is susceptible to various modifications and variations, and therefore, the present invention will be described in detail below with reference to the accompanying drawings. Although the embodiments are illustrated in the drawings and described in detail herein, it is to be understood that this is not to be construed as limiting the invention to the particular disclosed embodiment. It is not intended to be limiting to the present invention, but to encompass all modifications within the spirit and scope of the present invention. , equivalents, and alternatives.
[0040] As used herein, it is understood that one component (or region, layer, portion, etc.) is "on" another component. When something is referred to as being "on" or "coupled to," it refers to the direct placement or connection of another component. Connected means that they can be joined together or that a third component can be placed between them. .
[0041] The same reference numerals refer to the same components. In addition, the thickness, proportion, and The dimensions have been exaggerated for the sake of clarity of the technical content.
[0042] "And / or" includes all combinations of one or more of the associated constructs.
[0043] Although terms such as first, second, etc. are used to describe various components, the components are The above terms are used only to distinguish one structural element from another. For example, the first element may be used as the second element without departing from the scope of the present invention. and similarly the second component may be named the first component. An expression includes plural expressions unless the context clearly indicates otherwise.
[0044] In addition, terms such as "under," "below," "on," and "above" refer to the configurations shown in the drawings. The terms are used to describe the relationship between the two. It is explained based on direction.
[0045] Unless otherwise defined, all terms used herein (including technical and scientific terms) The terms "component" and "component" are generally understood by those skilled in the art to which the present invention pertains. Also, terms such as those defined in commonly used dictionaries have the same meaning as should be construed to have a meaning consistent with its meaning in the context of the relevant art, and are expressly defined herein, unless they are interpreted in an overly formal sense.
[0046] The terms "comprise" or "have" and the like refer to features, numbers, steps, It specifies the presence of an action, component, part, or combination of these. and one or more other features, numbers, steps, operations, components, parts or It should be understood that the above does not preclude the existence or addition of combinations of these. do.
[0047] Hereinafter, a display device according to an embodiment of the present invention and an embodiment included therein will be described with reference to the accompanying drawings. The light absorber will be explained.
[0048] FIG. 1 is a perspective view of a display device according to an embodiment, and FIGS. 2a and 2b are diagrams showing the display devices according to the embodiment. 2a is a cross-sectional view of the device taken along line II' in FIG. 3 is a cross-sectional view showing a display panel included in a display device according to an embodiment of the present invention. 5 is a plan view of a display panel included in the display device, and FIG. 5 corresponds to the line II-II′ in FIG. 4. 6 is a cross-sectional view showing a portion where the light emitting device is to be formed; 9 is a cross-sectional view of a display device according to an embodiment. FIG. 2 is a cross-sectional view of an optical element.
[0049] Referring to FIG. 1, a display device DS displays an image IM through a display surface IS. In this case, the display surface IS is aligned along a first direction axis DR1 and a second direction axis DR2 that intersects with the first direction axis DR1. However, this is merely an example and may be different in other implementations. In an embodiment, the display surface (not shown) of the display device (not shown) may have a curved shape. stomach.
[0050] The normal direction of the display surface IS, that is, the thickness direction of the display device DS, is indicated by the third direction axis DR3. The front (or top) and back (or bottom) surfaces of each part are separated by the third direction axis DR3. However, the directions indicated by the first to third direction axes DR1, DR2, and DR3 are approximate relative directions. This is a generalization and may be translated in other directions.
[0051] In FIG. 1, a portable electronic device is shown as an example of the display device DS. The device DS is used for large electronic devices such as televisions, monitors, or external billboards, as well as computers. , laptop computers, PDAs, car navigation units, game consoles, smartphones, It may also be used in small and medium-sized electronic devices such as tablets and cameras. are presented merely as examples and may be used in other ways without departing from the concept of the present invention. It can also be used in equipment.
[0052] The display surface IS is made up of a display area DA in which an image IM is displayed and a non-display area adjacent to the display area DA. The non-display area NDA is an area where no image is displayed. An example of an image IM is shown as a clock window and an application icon.
[0053] The display area DA is rectangular. The non-display area NDA surrounds the display area DA. The shapes of the display area DA and the non-display area NDA may be designed relatively. In addition, the non-display area NDA does not have to be present on the front surface of the display device DS.
[0054] 1 to 9, the display devices DS, DS-a, DS-1, DS-1 of the illustrated embodiment a. The display panels DP, DP-1, and DP-2 included in DS-2 are emissive display panels. For example, the display panels DP, DP-1, and DP-2 use organic electroluminescence (OLED) Electroluminescence display panel, or quantum dot However, the embodiment is not limited to this.
[0055] The display panel DP according to the embodiment is arranged on the light emitting elements OEL, OEL-1, and OEL-2. The sealing member TFE is included.
[0056] In the following description of the display device and display panel of one embodiment, the display device D shown in FIGS. 1 to 5 will be used. Although the description will be mainly focused on S, DS-a and the display panel DP, the embodiment is not limited to this. The description of the components having similar reference numerals will be made in accordance with the display device DS-1 shown in FIGS. 7 to 9. The same applies to the descriptions of DS-1a, DS-2.
[0057] In the display devices DS and DS-a, the sealing member TFE contains a light absorbing agent. The sealing member TFE contains a light absorbing agent, and therefore, the light incident from the outside of the display device DS, DS-a is The sealing material TFE, which contains a light absorbing agent, absorbs a portion of the external light and The OEL blocks at least a portion of the external light from being transmitted to the OEL.
[0058] In the display devices DS and DS-a of one embodiment, the sealing material TFE has two or more nitrogen atoms in a ring. A hexagonal heterocycle containing the heterocyclic ring as a forming atom and the first to third substituents substituted on the hexagonal heterocycle. In one embodiment, the light absorber includes:
[0059] In one embodiment, the light absorber comprises a hexagonal heterocycle containing two or more nitrogen atoms as ring-forming atoms, and The light absorber of one embodiment includes first to third substituents which are different from each other and are substituted on the hexagonal heterocycle. wherein the first substituent is a substituted phenyl group containing at least one hydroxy group. The second substituent is a fused ring group in which three or more rings are fused.
[0060] The third substituent is different from the first and second substituents. The third substituent is an alkyl group, an oxy group, or the like. , a thio group, an aryl group, a heterocyclic group, etc. For example, the third substituent is a hexagonal heterocyclic group. A substituted or unsubstituted oxy group or a substituted or unsubstituted thio group directly substituted on a core part or a substituted or unsubstituted phenyl group directly attached to the hexagonal heterocycle. good.
[0061] In one embodiment of the light absorber, the hexagonal heterocycle is a triazine or pyrimidine.
[0062] In one embodiment of the light absorber, the first substituent is substituted with at least one but not more than three hydroxy groups. The first substituent is a phenyl group. The first substituent is represented by any one of H1 to H5 below. [ka]
[0063] On the other hand, in H4 and H5, R is a substituted or unsubstituted alkoxy group. In 4 and H5, R is a methoxy group, an undecyloxy group, a dodecyloxy group, a cyclo It may be, but is not limited to, a pentoxy group, an ethylpentyloxy group, or the like.
[0064] The second substituent may be a substituted or unsubstituted anthracene group, a substituted or unsubstituted pyrene group, a substituted or unsubstituted substituted or unsubstituted chrysene groups, substituted or unsubstituted dibenzofuran derivatives, substituted or unsubstituted substituted carbazole derivatives, or substituted or unsubstituted fluorene derivatives. Substituents of substituted or unsubstituted dibenzofuran derivatives, the substituted or unsubstituted carbazole The substituents of the fluorene derivatives and the substituted or unsubstituted fluorene derivatives are each a hydrogen atom. , alkyl groups having 1 to 20 carbon atoms, alkenyl groups having 1 to 20 carbon atoms, substituted or unsubstituted alkyl groups, is an unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted ring-forming A heteroaryl group having 2 to 30 carbon atoms, or adjacent groups bonded to each other Forms a ring.
[0065] The second substituent is represented by any one of Ar-a to Ar-h. [ka]
[0066] In the above Ar-e to Ar-h, Z is O, S, NR a , Cr b R c and R a ~R c are each independently a hydrogen atom, a deuterium atom, a halogen atom, or an alkyl group having 1 to 20 carbon atoms. a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms is an unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.
[0067] In addition, in the above Ar-a to Ar-h, R 11 ~R 18 are each independently a hydrogen atom, Deuterium atom, halogen atom, alkyl group with 1 to 20 carbon atoms, substituted or unsubstituted ring An aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted aryl group having 2 or more ring carbon atoms a heteroaryl group of 30 or less, and m1 to m8 are each independently an integer of 0 to 4. is.
[0068] If m1 to m8 are integers of 2 or more, multiple R 11 ~R 18 are the same or different from each other .
[0069] In one embodiment of the light absorber, the third substituent is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 or more carbon atoms, or alkyl groups having 30 or less carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms; alkylthio groups having 1 to 20 carbon atoms, substituted or unsubstituted groups having 6 to 30 ring carbon atoms substituted or unsubstituted heterocyclic groups having from 2 to 30 ring carbon atoms; A substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. For example, the third substituent is a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic Aryloxy groups with 6 to 30 carbon atoms, substituted or unsubstituted groups with 1 to 20 carbon atoms a substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms; Alternatively, it may be a substituted or unsubstituted phenyl group.
[0070] The third substituent is represented by any one of S1 to S15. [ka]
[0071] On the other hand, in this specification, "substituted or unsubstituted" means a group containing a deuterium atom, a halogen atom, a silyl atom, a hydroxyl group ... Ano group, nitro group, amino group, silyl group, oxy group, thio group, sulfinyl group, sulfonyl group alkyl group, carbonyl group, boron group, phosphine oxide group, phosphine sulfide group, alkoxy group, alkyl groups, alkenyl groups, alkoxy groups, hydrocarbon ring groups, aryl groups, and heterocyclic groups. It means that the group is substituted or unsubstituted with one or more substituents selected from the group consisting of: Each of the substituents exemplified above may be substituted or unsubstituted. For example, biphenyl The aryl group may be interpreted as an aryl group, and may be interpreted as a phenyl group substituted with a phenyl group. That's fine.
[0072] In this specification, the phrase "adjacent groups bonded to each other to form a ring" means that adjacent groups bonded to each other to form a ring. and bonded to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocycle. The hydrocarbon ring includes an aliphatic hydrocarbon ring and an aromatic hydrocarbon ring. Heterocycles include aliphatic heterocycles and aromatic heterocycles. Hydrocarbon rings and heterocycles are monocyclic. and polycyclic rings. In addition, the rings formed by bonding together may be linked to other rings to form a spiro structure. Form.
[0073] In this specification, the term "adjacent group" refers to an atom directly connected to the atom on which the relevant substituent is substituted. a substituent substituted on an atom, another substituent substituted on the atom on which the substituent is substituted, or the It means the substituent closest to the substituent in terms of steric structure. For example, 1,2-dimethylbenzene The two methyl groups in the cyclohexane are interpreted as "adjacent groups" to each other, and the 1,1-diethylcyclohexane The two ethyl groups in the pentene are interpreted as "adjacent groups" to each other.
[0074] In this specification, examples of halogen atoms include a fluorine atom, a chlorine atom, a bromine atom, and is an iodine atom.
[0075] As used herein, alkyl groups are straight-chain, branched-chain, or cyclic. is 1 to 50, 1 to 30, 1 to 20, 1 to 10, or 1 or more Examples of alkyl groups include methyl, ethyl, n-propyl, and isopropyl. propyl group, n-butyl group, s-butyl group, t-butyl group, i-butyl group, 2-ethylbutyl group butyl group, 3,3-dimethylbutyl group, n-pentyl group, i-pentyl group, neopentyl group, t-pentyl group, cyclopentyl group, 1-methylpentyl group, 3-methylpentyl group, 2 -ethylpentyl group, 4-methyl-2-pentyl group, n-hexyl group, 1-methylhexyl group 2-ethylhexyl group, 2-butylhexyl group, cyclohexyl group, 4-methylsilyl group cyclohexyl group, 4-t-butylcyclohexyl group, n-heptyl group, 1-methylpeptyl group 2,2-dimethylheptyl group, 2-ethylheptyl group, 2-butylheptyl group, n -octyl group, t-octyl group, 2-ethyloctyl group, 2-butyloctyl group, 2-hexyl xyloctyl group, 3,7-dimethyloctyl group, cyclooctyl group, n-nonyl group, n -Decyl group, Adamantyl group, 2-ethyldecyl group, 2-butyldecyl group, 2-hexyl group Decyl group, 2-octyldecyl group, n-undecyl group, n-dodecyl group, 2-ethyldodeca 2-butyldodecyl group, 2-hexyldodecyl group, 2-octyldecyl group, n- Tridecyl group, n-tetradecyl group, n-pentadecyl group, n-hexadecyl group, 2-ethoxy 2-butylhexadecyl group, 2-hexylhexadecyl group, 2-octylhexadecyl group octylhexadecyl group, n-heptadecyl group, n-octadecyl group, n-nonadecyl group, n-Icosyl group, 2-ethylicosyl group, 2-butylicosyl group, 2-hexylicosyl group 2-octylicosyl group, n-heneicosyl group, n-docosyl group, n-tricosyl group , n-tetracosyl group, n-pentacosyl group, n-hexacosyl group, n-heptacosyl group , n-octacosyl group, n-nonacosyl group, and n-triacontyl group. However, this is not limited to this.
[0076] In this specification, the aliphatic hydrocarbon ring group is any functional group derived from an aliphatic hydrocarbon ring. The aliphatic hydrocarbon ring group means a saturated hydrocarbon group having 5 to 20 ring carbon atoms. It is a heterocyclic group.
[0077] As used herein, an aryl group refers to any functional group or substituent derived from an aromatic hydrocarbon ring. The aryl group may be a monocyclic aryl group or a polycyclic aryl group. The number of ring carbon atoms of the alkyl group is 6 or more and 30 or less, 6 or more and 20 or less, or 6 or more and 15 or less. Examples of the aryl group include a phenyl group, a naphthyl group, a fluorenyl group, an anthracene group, and phenyl group, phenanthryl group, biphenyl group, terphenyl group, quaterphenyl group, phenyl group, sexiphenyl group, triphenylenyl group, pyrenyl group, benzofluorene group Examples include, but are not limited to, a lanthenyl group and a chrysenyl group.
[0078] As used herein, the fluorenyl group may be substituted, and two substituents may be bonded to each other to form a fluorenyl group. A spiro structure may be formed. Examples of fluorenyl groups substituted are as follows: However, this is not limited to this. [ka]
[0079] In this specification, the heterocyclic group includes, as heteroatoms, B, O, N, P, Si, and S. A heterocyclic group refers to any functional group or substituent derived from a ring containing one or more This includes aliphatic heterocyclic groups and aromatic heterocyclic groups. Aromatic heterocyclic groups are heteroaryl groups. The aliphatic heterocycle and aromatic heterocycle may be monocyclic or polycyclic.
[0080] In this specification, the aliphatic heterocyclic group includes B, O, N, P, Si, and S as heteroatoms. If the aliphatic heterocyclic group contains two or more heteroatoms, The heteroatoms may be the same or different. The number is 2 to 30, 2 to 20, or 2 to 10. Examples of the group include an oxirane group, a thiirane group, a pyrrolidine group, a piperidine group, a tetrahydro furan group, tetrahydrothiophene group, thiane group, tetrahydropyran group, 1,4-dihydropyran group, Examples include, but are not limited to, an oxane group.
[0081] As used herein, heteroaryl groups include heteroatoms B, O, N, P, Si, and S. If the heteroaryl group contains two or more heteroatoms, then two or more heteroatoms The heteroatoms may be the same or different. The number of ring carbon atoms of the heteroaryl group is preferably 1 to 3. The number of heteroaryl groups is 2 or more and 30 or less, 2 or more and 20 or less, or 2 or more and 10 or less. Examples of the alkyl group include a thiophene group, a furan group, a pyrrole group, an imidazole group, a triazole group, and a pyridine group. a pyridine group, a bipyridine group, a pyrimidine group, a triazine group, a triazole group, an acridyl group, Pyridazine group, pyridinyl group, quinoline group, quinazoline group, quinoxaline group, phenoxa phthalazine group, pyridopyrimidine group, pyridopyrazine group, pyrazinopyrazine group, iridazine group, Isoquinoline group, indole group, carbazole group, N-arylcarbazole group, N-hetero arylcarbazole group, N-alkylcarbazole group, benzoxazole group, benzo a benzoimidazole group, a benzothiazole group, a benzocarbazole group, a benzothiophene group, Dibenzothiophene group, thienothiophene group, benzofuran group, phenanthroline group, thienothiophene group, Azole group, isoxazole group, oxazole group, oxadiazole group, thiadiazo Examples include a phenyl group, a phenothiazine group, a dibenzosilole group, and a dibenzofuran group. However, this is not limited to this.
[0082] In this specification, the number of carbon atoms in the amino group is not particularly limited, but is from 1 to 30. The group includes an alkylamino group, an arylamino group, or a heteroarylamino group. Examples of amino groups include methylamino, dimethylamino, phenylamino, and diphenylamino. amino group, naphthylamino group, 9-methyl-anthracenylamino group, triphenylamino group Examples of the amino group include, but are not limited to, the amino group.
[0083] In this specification, the thio group includes alkylthio groups and arylthio groups.
[0084] In this specification, the oxy group includes an alkoxy group and an aryloxy group. The alkoxy group may be linear, branched, or cyclic. The number of carbon atoms in the alkoxy group is not particularly limited. For example, it may be 1 or more and 20 or less, or 1 or more and 10 or less. Examples of the oxy group include , methoxy, ethoxy, n-propoxy, isopropoxy, butoxy, pentyloxy, Hexyloxy, octyloxy, nonyloxy, decyloxy, benzyloxy, etc. These include, but are not limited to:
[0085] In this specification, the alkenyl group may be a straight chain or a branched chain. However, the number of alkyl groups is 2 to 30, 2 to 20, or 2 to 10. Examples of the vinyl group include a vinyl group, a 1-butenyl group, a 1-pentenyl group, a 1,3-butadienyl group, and a 1-butenyl group. Examples include, but are not limited to, an alkyl group, a styrenyl group, and a styrylvinyl group.
[0086] In this specification, the number of carbon atoms in the amine group is not particularly limited, but is from 1 to 30. The groups include alkylamine groups and arylamine groups. Examples of amine groups include methylamine groups. amine group, dimethylamine group, phenylamine group, diphenylamine group, naphthylamine group , 9-methyl-anthracenylamine group, triphenylamine group, etc. This is not limited to the above.
[0087] In this specification, alkylthio groups, alkylsulfoxy groups, alkylaryl groups, aryl groups, alkylamino group, alkylboron group, alkylsilyl group, alkylamine group The alkyl group is as exemplified above.
[0088] In this specification, an aryloxy group, an arylthio group, an arylsulfoxy group, an aryl aryl of arylamino group, arylboron group, arylsilyl group, and arylamine group The groups are as exemplified for aryl above.
[0089] JPEG2026031685000027.jpg12154
[0090] In one embodiment of the light absorber, the first substituent is at least one hydroxy group (—OH). The second substituent is a light-absorbing group. The third substituent is a moiety that adjusts the wavelength region of light absorbed by the light absorber of one embodiment. This is the part that controls solubility.
[0091] In one embodiment, the light absorber absorbs light in the ultraviolet wavelength range. For example, in one embodiment, the light absorber is In one embodiment, the light absorber may mainly absorb light in the wavelength range of 380 nm or less. It mainly absorbs light in the wavelength range of 405 nm or more.
[0092] In one embodiment, the light absorber is represented by the following Chemical Formula 1 or Chemical Formula 2. [Chemical formula 1] [ka] [Chemical formula 2] [ka]
[0093] In the above Chemical Formula 1, two of Y1 to Y3 are N and the remaining are CH.
[0094] Chemical formula 1 shows an example of a light absorber in which the core part is pyrimidine, and chemical formula 2 shows a case where the core part of the light absorber of one example is triazine.
[0095] In Chemical Formula 1 and Chemical Formula 2, Ar is a substituted or unsubstituted alkyl group having 13 to 60 ring carbon atoms. A substituted aryl group or a substituted or unsubstituted heteroaryl group having 12 to 60 ring carbon atoms. In Chemical Formula 1 and Chemical Formula 2, R2 to R5 are each independently , hydrogen atom, deuterium atom, halogen atom, cyano group, substituted or unsubstituted carbon atoms having 1 to 3 carbon atoms alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, or unsubstituted aryloxy group having 6 to 30 ring carbon atoms; alkylamine groups having 1 to 30 ring carbon atoms, substituted or unsubstituted, having 6 to 30 ring carbon atoms arylamine group, a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms, or or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms.
[0096] On the other hand, in Chemical Formula 1, R1 is a hydrogen atom or a substituted or unsubstituted group having 1 to 30 carbon atoms. alkyl groups, substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted Substituted aryloxy groups having 6 to 30 ring carbon atoms, substituted or unsubstituted aryloxy groups having 1 or more carbon atoms alkylthio groups having 20 or less ring carbon atoms, substituted or unsubstituted aryl groups having 6 or more ring carbon atoms and 30 or less ring carbon atoms a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms or an unsubstituted aryl group having 6 to 30 ring carbon atoms. For example, in Chemical Formula 1, R1 is a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted It may be a substituted alkylthio group having 1 to 20 carbon atoms, or an unsubstituted phenyl group. .
[0097] JPEG2026031685000030.jpg66154
[0098] JPEG2026031685000031.jpg70154
[0099] In Chemical Formula 1 and Chemical Formula 2, Ar is represented by any one of the following Ar-a to Ar-h: will be done. [ka] [ka]
[0100] In the Ar-a to Ar-h, R 11 ~R 18 are independently hydrogen atoms, heavy atoms Hydrogen atom, halogen atom, alkyl group with 1 to 20 carbon atoms, substituted or unsubstituted ring aryl group having 6 to 30 carbon atoms, or substituted or unsubstituted aryl group having 2 to 3 ring carbon atoms m1 to m8 are each independently an integer of 0 to 4. be.
[0101] When m1 to m8 are 0, Ar-a to Ar-h are not substituted. For example, Ar is unsubstituted anthracene, unsubstituted phenanthrene, unsubstituted pyrene, or unsubstituted It may also be chrysene.
[0102] Chemical formula 1 is represented by any one of chemical formulas 1-1 to 1-4. [C1-1] [ka] [Formation 1-2] [ka] [C1-3] [ka] [C1-4] [ka]
[0103] Furthermore, Chemical Formula 2 is represented by any one of Chemical Formulas 2-1 to 2-4. [Case 2-1] [ka] [Case 2-2] [ka] [Case 2-3] [ka] [C2-4] [ka]
[0104] Chemical formulas 1-1 and 2-1 are compounds in which one phenyl group is substituted on the hexagonal heterocycle core. Contains a hydroxy group, and chemical formula 1-2 and chemical formula 2-2, and chemical formula 1-3 and chemical formula 2-3 are , a phenyl group substituted on a hexagonal heterocycle containing two hydroxy groups, and represented by formulas 1-4 and Formula 2-4 shows a phenyl group substituted with three hydroxy groups on a hexagonal heterocycle. On the other hand, in chemical formula 1-2 and chemical formula 2-2, both of the two hydroxyl groups are in the core part of the hexagonal heterocycle. The formulas 1-3 and 2- show the cases where the ring is substituted at the ortho position. In 3, one of the two hydroxy groups is substituted at the ortho position with the hexagonal heterocycle, and the other The hydroxy group is substituted at the para position to the hexagonal heterocycle.
[0105] In the above Chemical Formulas 1-1 to 1-4, Ar, Y1 to Y3, R1, and R4 are The same applies to the above-described Chemical Formula 1. In Chemical Formulas 2-4, X, Ar, R4, and R6 are defined as in Chemical Formulas 1 and 2 above. The same applies as described for Chemical Formula 2.
[0106] Meanwhile, in one embodiment of the light absorber represented by Chemical Formula 1, In other words, in Chemical Formula 1, the two selected from Y1 to Y3 are nitrogen atoms (N). 2 is a nitrogen atom (N) and the rest are CH. For example, when Y1 and Y2 are nitrogen atoms and Y 3 is CH, or Y1 and Y3 are nitrogen atoms and Y2 is CH, or Y2 and Y3 may be a nitrogen atom and Y2 may be CH.
[0107] The compound of one embodiment represented by Chemical Formula 1 is any one of the following Chemical Formulas 1-A to 1-C. Chemical formula 1-A to chemical formula 1-C are examples in which the core portion is pyrimidine. Chemical formulas 1-A to 1-C show light absorbers having nitrogen atoms in the pyrimidine core. Chemical Formula 1-A shows a case where the positions of Y1 and Y2 in Chemical Formula 1 are different from each other. and Y3 are nitrogen atoms, and Chemical Formula 1-B is a compound in which Y1 and Y2 in Chemical Formula 1 are Chemical Formula 1-C shows a case where Y2 and Y3 are nitrogen atoms. This shows the case where: [Case 1-A] [ka] [Case 1-B] [ka] [C1-C] [ka]
[0108] In the above Chemical Formulae 1-A to 1-C, Y1 to Y3, Ar, and R1 to R5 are each The same applies as described above for Chemical Formula 1.
[0109] In one embodiment, the light absorber is represented by any one of the compounds shown in the first compound group below. The light absorber represented by Chemical Formula 1 is any one of the compounds shown in the first compound group below. It is expressed as: [First compound group] [ka] [ka] [ka] [ka] [ka] [ka] [ka]
[0110] In one embodiment, the light absorber is represented by any one of the compounds shown in the second compound group below. The light absorber represented by Chemical Formula 2 is any one of the compounds shown in the second compound group below. It is expressed as: [Second compound group] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]
[0111] The display devices DS and DS-a of one embodiment are the first compound group or the second compound group described above. In one embodiment, the sealing member TFE comprises at least one of the above-mentioned components as a light absorbing agent. At least one of the first compound group or the second compound group is included as a light absorber.
[0112] The light absorbing agent of the above-described embodiment is included in the display device and absorbs a part of the light incident on the display device. For example, in one embodiment, the light absorber may absorb light in the ultraviolet wavelength range. The light absorbing agent of the embodiment absorbs a portion of the external light of the display device.
[0113] In one embodiment, the light absorber mainly absorbs light in the wavelength region of 405 nm. mainly absorbs light in the wavelength range of 380 nm or more and 410 nm or less.
[0114] 1 to 5, the display devices DS and DS-a of the embodiment are the light absorbing material of the embodiment described above. The display panel DP of the display device DS, DS-a in one embodiment includes a sealing member TFE, The sealing member TFE contains the light absorbing agent of the embodiment described above. a) is a light absorbing material containing the light absorbing agent of the embodiment described above in the sealing member TFE, and external light is prevented from entering the light emitting element OEL. Prevents the target from being shot.
[0115] In addition, display devices DS-1, DS-1a, and DS-2 of an embodiment shown in FIGS. 7 to 9 to be described later The display devices DS-1, DS-1a, and D include the light absorbing agent of the embodiment described above. The display panels DP-1 and DP-2 of the S-2 include a sealing member TFE. The display devices DS-1, DS-1a, and DS-2 of the embodiment include the light absorbing agent of the embodiment. The light absorbing agent of the above-described embodiment is contained in the sealing member TFE, and external light is incident on the light emitting elements OEL-1 and OEL-2. Prevents radiation from entering EL-2.
[0116] Referring to FIG. 2a, the display device DS of the embodiment includes a display panel DP, a display panel DP, and a display panel DP. an input sensing unit TP disposed on the display panel DP; and a polarizing member PP disposed on the display panel DP. The polarizing member PP is disposed above the input sensing unit TP.
[0117] In the display device DS according to one embodiment, the display panel DP is an organic electroluminescent display panel. The display panel DP includes a base layer BL, a circuit layer CL provided on the base layer BL, and a display element Includes child layer DD.
[0118] The base layer BL is a member that provides a base surface on which the display element layer DD is disposed. The BL may be a glass substrate, a metal substrate, a plastic substrate, etc. However, in the present embodiment, Without limitation, the base layer BL may be an inorganic layer, an organic layer, or a composite material layer.
[0119] In one embodiment, a circuit layer CL is disposed on a base layer BL, and the circuit layer CL includes a plurality of transistors. The transistors (not shown) each include a control electrode, an input voltage For example, the circuit layer CL includes a switch for driving the light-emitting element OEL. The gate may include a switching transistor and a driving transistor.
[0120] The polarizing member PP blocks external light from being provided to the display panel DP. For example, the polarizing element PP blocks a part of the external light in the wavelength range of 380 nm or less. The light may be blocked.
[0121] Alternatively, the polarizing member PP reduces reflected light generated from the display panel DP due to external light. For example, the polarizing member PP polarizes light provided from outside the display device DS onto the display panel DP. The polarizing member PP may also function to block reflected light when the light is incident and then emitted. is a circular polarizer with anti-reflection function, or the polarizing element PP is a linear polarizer and λ / 4 phase Includes delayers.
[0122] The input sensing unit TP senses direct touch by the user, indirect touch by the user, and direct touch by an object. On the other hand, the input sensing unit TP detects the externally applied At least one of the position of the touch and the strength (pressure) of the touch is sensed. In one embodiment of the invention, the input sensing unit TP may have various structures or be made of various materials. For example, in the display device DS of one embodiment, Therefore, the input sensing unit TP may be a touch sensing unit that senses a touch.
[0123] In addition, the display device DS of one embodiment further includes a window member WP. The window member WP The window member WP defines the front surface of the display device DS. The window member WP is made of a glass substrate and provides stable protection for the internal components. or may be formed including a plastic substrate.
[0124] On the other hand, in the cross-sectional view shown in FIG. 2a, the display device DS includes an input sensing unit TP, a polarizing member Although the present invention is illustrated as including both the PP and the window member WP, the present invention is not limited to this. In one embodiment of the display device DS, the input sensing unit TP, the polarizing member PP, and the window At least one of the dough members WP may be omitted. In S, the input sensing unit TP or the window member WP may be omitted. , In contrast, in the display device DS of one embodiment, the polarizing member PP or the window The member WP may be omitted.
[0125] The display device DS of one embodiment shown in FIG. 2a does not include adhesive members (not shown) for joining the various components. The adhesive member (not shown) is an optically transparent adhesive layer (OCA or OCR). An adhesive member (not shown) is provided between the input sensing unit TP and the polarizing member PP or between the polarizing unit PP and the polarizing member PP. The window member PP is disposed between the window member WP and the like.
[0126] In the display device DS of one embodiment shown in FIG. 2a, a small number of At least one of the components includes a light blocking material. For example, the input sensing unit TP, the polarizing member PP, At least one of the window member WP and the adhesive member (not shown) is made of a light blocking material. On the other hand, the input sensing unit TP, the polarizing member PP, and the At least one of the window member WP and the adhesive member (not shown) is a light blocking material. The light absorber may be any of the light absorbers described in the above embodiment or any known ultraviolet light absorber.
[0127] FIG. 2b is a cross-sectional view of the display device DS-a according to an embodiment. The display device DS-a includes a display panel The display panel DP includes a light-blocking layer LBL disposed on the display panel DP. It blocks light provided from outside the panel DP, and may block, for example, ultraviolet light. The light-blocking layer LBL is provided in the form of a film. The light-blocking layer LBL is formed by including a polymer. In the display device DS-a of one embodiment, The display panel DP is an organic electroluminescent display panel. The panel DP includes a base layer BL, a circuit layer CL, and a display element layer DD. The cross section of the display panel DP is shown, and the display panel DP is sequentially arranged in the direction of the third direction axis DR3. The display element layer DD includes a base layer BL, a circuit layer CL, and a display element layer DD. In one embodiment, the light emitting element OEL includes an organic electroluminescent element (EL) and an encapsulating member (TFE). It is a light-emitting element.
[0128] The sealing member TFE is disposed on the light-emitting element OEL. The light-emitting element OEL is sealed with the sealing member TFE.
[0129] FIG. 4 is an enlarged plan view showing a part of a display panel DP included in a display device DS according to an embodiment. 5 is a cross-sectional view of the display panel DP according to an embodiment, and FIG. FIG. 2 is a cross-sectional view showing a portion corresponding to line II'.
[0130] 4 and 5, the display panel DP has a non-light-emitting area NPXA and a light-emitting area PX Includes PXA-R, PXA-G, and PXA-B. Light-emitting areas: PXA-R, PXA-G, and PXA-B Each of the light-emitting regions PXA and PXB is an area where light generated by the light-emitting element OEL is emitted. The areas of PXA-R, PXA-G, and PXA-B may be different from each other. means the area when viewed from above.
[0131] The light-emitting regions PXA-R, PXA-G, and PXA-B are the color filters of the light generated by the light-emitting element OEL. The display panel of one embodiment shown in FIGS. The PXA-R and PXA-G LED DPs have three light-emitting areas that emit red, green, and blue light. , PXA-B are shown as examples.
[0132] The light-emitting regions PXA-R, PXA-G, and PXA-B are formed by emitting light from the light-emitting layer EML of the light-emitting element OEL. The area varies depending on the color of light. For example, referring to FIG. In the panel DP, the blue light-emitting region PXA-B of the light-emitting element that emits blue light is the largest. The green light-emitting region PXA-G of the light-emitting element that generates green light has the smallest area. However, the embodiment is not limited to this, and the light emitting regions PXA-R, PXA-G, PX AB emits light of other colors than red, green, and blue, or the light-emitting area PXA PXA-R, PXA-G, and PXA-B have the same area or are different from those shown in Figure 4. The light emitting regions PXA-R, PXA-G, and PXA-B may be provided with the following area ratios.
[0133] The light-emitting areas PXA-R, PXA-G, and PXA-B are each separated by a pixel definition film (PPL). The non-light-emitting area NPXA is the area where the adjacent light-emitting areas PXA-R, PXA-G, and PXA -B, which corresponds to the pixel defining film PDL. The light-emitting areas PXA-R, PXA-G, and PXA-B each have a pixel. handle.
[0134] The pixel definition film PDL is made of a polymer resin. For example, the pixel definition film PDL is made of a polyacrylate. The pixel defining film PD may be formed of a resin containing a phosphate-based resin or a polyimide-based resin. The pixel defining layer PDL may be formed by further including an inorganic material in addition to the polymer resin. is formed by including a light absorbing material or by including a black pigment or a black dye. The pixel definition layer PDL, which is formed by including black pigment or black dye, When forming the pixel definition layer (PDL), black pigment or black Carbon black or the like may be used as the dye, but the embodiment is not limited to this.
[0135] The pixel definition film PDL is made of an inorganic material. For example, the pixel definition film PDL is made of silicon nitride ( Silicon oxide (SiOx), silicon nitride (SiOxNy), etc. The pixel definition layer PDL may define the light emitting areas PXA-R, PXA-G, and PXA-B. The pixel definition layer (PDL) defines the light-emitting areas PXA-R, PXA-G, and PXA-B. The light emitting area NPXA is divided.
[0136] The blue light-emitting region PXA-B and the red light-emitting region PXA-R are alternately arranged along the first direction axis DR1. The green light-emitting regions PXA-G are arranged in a first group PXG1 along the first direction axis D The second group PXG2 is arranged along R1.
[0137] The first group PXG1 is spaced apart from the second group PXG2 in the direction of the second direction axis DR2. Each of the first group PXG1 and the second group PXG2 is arranged in a plurality of groups. The first group PXG1 and the second group PXG2 are arranged along a second direction axis DR2. The electrodes are arranged alternately with each other.
[0138] One green emitting region PXA-G can be connected to one blue emitting region PXA-B or one red emitting region The fourth direction axis DR4 is spaced apart from the region PXA-R. The direction is a direction between the direction of the first direction axis DR1 and the direction of the second direction axis DR2.
[0139] The arrangement structure of the light-emitting areas PXA-R, PXA-G, and PXA-B shown in Figure 4 is a pentile structure. However, the light emitting areas PXA-R, PX The arrangement of AG and PXA-B is not limited to the arrangement shown in FIG. In the figure, the light emitting areas PXA-R, PXA-G, and PXA-B are aligned along the first direction axis DR1. The red light-emitting region PXA-R, the green light-emitting region PXA-G, and the blue light-emitting region PXA-B are sequentially Alternatively, the electrodes may have a stripe structure in which the electrodes are alternately arranged.
[0140] In one embodiment, the light emitting element OEL includes a first electrode EL1 and a second electrode EL 2, and a plurality of organic layers OL disposed between the first electrode EL1 and the second electrode EL2. The organic layer OL includes a hole transporting region HTR, an emitting layer ENL, and an electron transporting region ETR.
[0141] The light-emitting element OEL includes a first electrode EL1 and a hole transport region HT R, an emitting layer EML disposed on the hole transport region HTR, The semiconductor device includes an electron transport region ETR and a second electrode EL2 disposed on the electron transport region ETR.
[0142] The sealing member TFE is disposed on the light emitting element OEL. The sealing member TFE is disposed directly on the second electrode EL2. The sealing member TFE is a thin film sealing layer. The sealing member TFE protects the light-emitting element OEL. The sealing material TFE covers the upper surface of the second electrode EL2 to be disposed and fills the opening OH. The light absorbing material according to the embodiment described above is included, and absorbs a part of the light provided to the light emitting device OEL. do.
[0143] That is, referring to FIGS. 1 to 5, the display device DS, DS-a of one embodiment is The display device DS and the display device DS-a of the embodiment include a sealing member TFE containing a light absorbing agent. In addition to the TFE blocking material, the film further includes a functional layer that absorbs or blocks external light.
[0144] For example, the display device DS of one embodiment shown in FIG. 2a includes an input sensing unit TP, a polarizing member P At least one of P, the window member WP, and the adhesive member (not shown) is disposed in the external light absorbing portion. On the other hand, the display device DS- 1 is a function of a light blocking layer LBL disposed on a display panel DP to block a part of external light. It is the Noh layer.
[0145] FIG. 6 is a cross-sectional view showing an example of a light-emitting element OEL included in a display panel DP according to an embodiment. The light-emitting element OEL includes a first electrode E1, a hole transport region disposed on the first electrode EL1, and a HTR, an emitting layer EML disposed on the hole transport region HTR, and a an electron transport region ETR, and a second electrode EL2 disposed on the electron transport region ETR. The hole transport region EHR includes a hole injection layer HIL and a hole transport layer HTL, and the electron transport region The region ETR includes an electron injection layer EIL and an electron transport layer ETL.
[0146] 5 and 6, the first electrode EL1 constituting the light emitting element OEL is conductive. The first electrode EL1 is made of a metal alloy or a conductive compound. The first electrode EL1 is a pixel electrode.
[0147] In the display panel DP according to the embodiment, the first electrode EL1 is a reflective electrode. The embodiment is not limited to this. For example, the first electrode EL1 may be a transmissive electrode or a semi-transmissive electrode. If the first electrode EL1 is a semi-transmissive electrode or a reflective electrode, the first electrode EL 1 is Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca , LiF / Ca, LiF / Al, Mo, Ti, or their compounds or mixtures (e.g., Also, reflective films and semi-transparent films formed from the above-mentioned materials are included. and a multi-layer structure including transparent conductive films made of ITO, IZO, ZnO, ITZO, etc. For example, the first electrode EL1 may be a multilayer metal film, such as ITO / Ag / I It may also have a structure in which a TO metal film is laminated.
[0148] The hole transport region HTR may be a single layer made of a single material, a single layer made of multiple different materials, or a It has a multilayer structure having a layer or multiple layers made of multiple different materials. The hole transport region HTR may have a single layer structure having a plurality of different materials, or may have a second layer structure having a plurality of different materials. The first electrode EL1 is stacked in this order: a hole injection layer HIL / hole transport layer HTL, a hole injection layer H IL / hole transport layer HTL / buffer layer (not shown), hole injection layer HIL / buffer layer (not shown) (not shown), hole transport layer HTL / buffer layer (not shown), or hole injection layer HIL / hole The structure may be a transport layer HTL / hole blocking layer (not shown), but the embodiment is not limited thereto. stomach.
[0149] For example, the hole transport region HTR may include a hole injection layer HIL and a hole transport layer HTL, The hole injection layer HIL and the hole transport layer HTL are made of a known hole injection material and a known hole transport material, respectively. Materials may be used.
[0150] On the other hand, the hole transport region HTR is formed by contacting the first electrode E It is disposed on L1 and is extended to the upper part of the pixel definition layer PDL. However, the hole transport region HTR may be patterned so as to be positioned inside the opening OH. It may be possible to
[0151] The light-emitting layer EML is provided on the hole-transporting region HTR. The light-emitting layer EML is made of a single material. a single layer of a single material, a single layer of a plurality of different materials, or a layer of a plurality of different materials The film has a multilayer structure having a plurality of layers.
[0152] The light-emitting layer EML is not particularly limited as long as it is made of a material that is commonly used. For example, red, green, and It may be made of a material that emits blue light, and may contain a fluorescent or phosphorescent material. The emitting layer EML includes a host and a dopant. For example, the emitting layer EML includes a pixel defining layer PD It may be disposed within an opening OH defined by L, but the embodiment is not limited thereto.
[0153] If the display panel DP is an organic electroluminescent panel, the emitting layer EML contains a host and a dopant. including, for example, DPEPO (bis[2-(diphenylphosphino)phenyl]ether) oxide), CBP (4,4-bis(carbazol-9-yl)biphenyl), MCP ( 1,3-bis(carbazol-9-yl)benzene), PPF (2,8-bis(diphenyl) dibenzo[b,d]furan), TcTa (4,4',4''-tris(carboxymethylphosphoryl)dibenzo[b,d]furan), 1,3,5-tris(N-isopropyl-2-pyridyl)triphenylamine), and TPBi (1,3,5-tris(N-isopropyl-2-pyridyl)triphenylamine). -phenylbenzimidazol-2-yl)benzene) However, the present invention is not limited to this, and examples thereof include Alq3 (tris(8-hydroxyquinolino)al). CBP (4,4'-bis(N-carbazolyl)-1,1'-biphenyl), PVK (poly(N-vinylcarbazole), ADN (9,10-di(naphthalene-2-yl) anthracene), TCTA (4,4',4"-tris(carbazol-9-yl)- triphenylamine), TPBi (1,3,5-tris(N-phenylbenzimidazoline) TBADN (3-tert-butyl-9,10-di(naphthoyl-2-yl)benzene), -2-yl)anthracene), DSA (distyrylarylene), CDBP (4,4'-biphenyl (9-carbazolyl)-2,2'-dimethyl-biphenyl), MADN(2-methyl- 9,10-bis(naphthalen-2-yl)anthracene), CP1 (hexaphenylcyclohexyl) thiazolinone), UGH2 (1,4-bis(triphenylsilyl)benzene), D PSiO3 (hexaphenylcyclotrisiloxane), DPSiO4 (octaphenylsiloxane) chlorotetrasiloxane), PPF (2,8-bis(diphenylphosphoryl)diphenylphosphine Alternatively, a compound such as ethylenediaminetetraacetic acid may be used as the host material.
[0154] The light-emitting layer EML contains a styryl derivative (for example, 1,4-bis(2-methyl-2-phenylene)-2-one) as a dopant material. [2-(3-N-ethylcarbazolyl)vinyl]benzene (BCzVB), 4-(di-p -tolylamino)-4'-[(di-p-tolylamino)styryl]stilbene (DPAV B), N-(4-((E)-2-(6-((E)-4-(diphenylamino)styryl) Naphthalen-2-yl)vinyl)phenyl)-N-phenylbenzenamine (N-BDA) VBi), perylene and its derivatives (e.g., 2,5,8,11-tetra-t-butyl perylene (TBP), pyrene and its derivatives (e.g., 1,1-dipyrene, 1,4-dipyrene, pyrenylbenzene, 1,4-bis(N,N-diphenylamino)pyrene, etc.
[0155] If the display panel DP according to an embodiment is a quantum dot light-emitting panel, the display panel DP emits light. The EML layer contains quantum dot materials. Quantum dots are II-VI compounds and III-V compounds. selected from group IV-VI compounds, group IV elements, group IV compounds, and combinations thereof will be done.
[0156] II-VI compounds include CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, H selected from the group consisting of HgS, HgSe, HgTe, MgSe, MgS, and mixtures thereof The binary compounds that are used and AgInS, CuInS, CdSeS, CdSeTe, CdSTe , ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HeSTe, C dZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, H gZnS, HeZnSe, HeZnTe, MgZnSe, MgZnS, and mixtures thereof and a ternary compound selected from the group consisting of HgZnTeS, CdZnSeS, and CdZn SeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, Hg Selected from the group consisting of ZnSeS, HgZnSeTe, HgZnSTe, and mixtures thereof. and a quaternary compound selected from the group consisting of:
[0157] III-V compounds include GaN, GaP, GaAs, GaSb, AlN, AlP, and AlAs. , AlSb, InN, InP, InAs, InSb, and mixtures thereof Selected binary compounds and GaNP, GaNAs, GaNSb, GaPAs, GaPSb , AlNP, AlNAs, AlNSb, AlNPAs, AlPSb, InGaP, InN P, InNAs, InNSb, InPAs, InPSb, GaAlNPs, and their mixtures a ternary compound selected from the group consisting of GaAlNAs, GaAlNSb, and GaAl lPAs, GaAlPSb, GaInNPs, GaInNAs, GaInNSb, GaIn PAs, GaInPSb, InAlNPs, InAlNAs, InAlNSb, InAlP and a quaternary compound selected from the group consisting of As, InAlPSb, and mixtures thereof. is selected from the group consisting of:
[0158] Group IV-VI compounds include SnS, SnSe, SnTe, PbS, PbSe, PbTe, and and mixtures thereof, and a binary compound selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, Sn a ternary compound selected from the group consisting of PbTe, and mixtures thereof, and SnPbSSe , SnPbSeTe, SnPbSTe, and mixtures thereof The group IV element is selected from the group consisting of Si, Ge, and mixtures thereof. The group IV compound is selected from the group consisting of SiC, SiGe, and mixtures thereof. It is a binary compound selected from the group consisting of:
[0159] In this case, the binary, ternary, or quaternary compounds are present in the particles at a uniform concentration. The concentration distribution is divided into partially different states and exists within the same particle. The dots may have a core / shell structure, with the dots surrounding other quantum dots. The interface between the core and shell is The concentration gradient of the elements in the shell decreases as you move towards the center. It has.
[0160] In some embodiments, the quantum dot comprises a core comprising the nanocrystal described above, and a nanoparticle having a core. The quantum dot has a core-shell structure with a surrounding shell. The role of a protective layer to prevent chemical degradation and maintain the semiconducting properties, and / or quantum dots The role of the charging layer in imparting electrophoretic properties to a film. The shell may be a single layer or multiple layers. The interface between the core and the shell is The concentration of the element decreases toward the center. Examples of shells of child dots are metal or nonmetal oxides, semiconductor compounds, or Combinations of these are also possible.
[0161] For example, the metal or nonmetal oxide may be SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Binary compounds such as Co3O4, NiO, or MgAl2O4, CoFe2O4, Ni Examples of the ternary compounds include Fe2O4 and CoMn2O4, but the present invention is not limited to these. stomach.
[0162] The semiconductor compounds include CdS, CdSe, CdTe, ZnS, ZnSe, and ZnTe. , ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe , InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, etc. However, the present invention is not limited to this.
[0163] The quantum dots are about 45 nm or less, preferably about 40 nm or less, and more preferably about 30 nm or less. The full width of half maximum of the lower emission wavelength spectrum um, FWHM), and color purity and color reproducibility can be improved within this range. The light emitted through such quantum dots is emitted in all directions, improving the viewing angle. It will be raised.
[0164] The form of the quantum dots is not particularly limited and may be any form commonly used in the art. More specifically, spherical, pyramidal, multi-arm, cubic ic) in the form of nanoparticles, nanotubes, nanowires, nanofibers, nanoplatelets, etc. may be used.
[0165] Quantum dots adjust the hue of the light they emit depending on the size of the particle, has a variety of luminescent hues, including blue, red, and green.
[0166] The electron transport region ETR is provided on the light emitting layer EML. At least one of a blocking layer (not shown), an electron transport layer (ETL), and an electron injection layer (EIL) is included. However, this is not limited to this.
[0167] If the electron transport region ETR includes an electron injection layer EIL and an electron transport layer ETL, the electron injection layer EI The L and the ETL are made of a known electron injection material and a known electron transport material, respectively. will be done.
[0168] The second electrode EL2 is provided on the electron transport region ETR. The second electrode EL2 is a common electrode The second electrode EL2 is made of a metal alloy or a conductive compound. The second electrode EL2 is a transmissive electrode, a semi-transmissive electrode, or a reflective electrode. If it is a transparent electrode, the second electrode EL2 is made of a transparent metal oxide, for example, ITO (indium tin oxide). tin oxide), IZO(indium zinc oxide), ZnO(zi nc oxide), ITZO (indium tin zinc oxide), etc. Or rather.
[0169] If the second electrode EL2 is a semi-transmissive electrode or a reflective electrode, the second electrode EL2Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF / Ca, LiF / Al, Mo, Ti, or their compounds or mixtures (e.g., mixtures of Ag and Mg) In addition, reflective films and semi-transparent films formed from the above-mentioned materials, as well as ITO, I It may also have a multi-layer structure including a transparent conductive film made of ZO, ZnO, ITZO, or the like. Referring to FIG. 5, the electron transport region ETR and the second electrode EL2 overlap with the first electrode EL1. The pixel definition film PDL is not only disposed in the region where the light emitting diode array 100 is disposed, but is also disposed in an extended manner on the pixel definition film PDL. The second electrode EL2 is not connected to the auxiliary electrode, but is connected to the auxiliary electrode. This allows the resistance of the second electrode EL2 to be reduced.
[0170] In the display panel DP of the embodiment, the first electrode EL1 and the second electrode EL2 facing each other The first electrode EL1 is a reflective electrode, and the second electrode EL2 is a transmissive electrode. In this case, the light-emitting element OEL emits light from the front, but the embodiment is not limited thereto.
[0171] 7 to 9 are cross-sectional views of a display device according to an embodiment. The devices DS-1 and DS-1a include a base layer BL, a circuit layer CL provided on the base layer, and 7 and 8, the display panel DP-1 includes a display element layer DD-1. In the display devices DS and DS-a, the display panel DP-1 is a quantum dot light-emitting display panel. The display panel DP-1 includes a plurality of light-emitting elements OEL-11, OEL-12, and OEL- The light-emitting elements OEL-11, OEL-12, and OEL-13 include quantum dots QD1, The emissive layers EML-B, EML-G, and EML-R contain QD2 and QD3, respectively.
[0172] Regarding the quantum dots QD1, QD2, and QD3 contained in the light-emitting device OEL-1 of one embodiment, The same applies to the quantum dots used in the light-emitting layer EML described above.
[0173] The display devices DS-1 and DS-1a according to the embodiment shown in FIGS. 7 and 8 have a non-light-emitting region NP XA, and light-emitting areas PXA-B, PXA-G, and PXA-R. PXA-G and PXA-R are light-emitting elements OEL-11, OEL-12, and OEL-1 3 are the areas where the light generated from each is emitted. , PXA-R are spaced apart from each other on a plane.
[0174] The plurality of light-emitting elements OEL-11, OEL-12, and OEL-13 are light-emitting elements having wavelength regions different from each other. The first light-emitting layer EML-B of the first light-emitting element OEL-11 contains first quantum dots Q The first quantum dot QD1 emits blue light, which is the first color light. The second light-emitting layer EML-G of EL-12 and the third light-emitting layer EML-R of the third light-emitting element OEL-13 Each of them contains a second quantum dot QD2 and a third quantum dot QD3. The quantum dots D2 and QD3 emit the second color light, green light, and the third color light, red light, respectively. Emits colored light.
[0175] In the embodiment shown in FIGS. 7 and 8, the first to third quantum dots QD1, QD2, and QD3 For example, the first light emitting element OE emitting light in a relatively short wavelength region has a size different from each other. The first quantum dot QD1 used in L-11 emits light in the relatively long wavelength region. The second quantum dot QD2 of the light-emitting element OEL-12 and the third quantum dot QD3 of the third light-emitting element OEL-13 The average diameter may be relatively small compared to the daughter dots QD3. However, this is not a limitation of the embodiment. The diameters of the first to third quantum dots QD1, QD2, and QD3 may be similar to each other.
[0176] FIG. 7 shows a display device DS-1 including a polarizing member PP disposed above a display panel DP-1. FIG. 8 shows a color filter layer CFL disposed on the top of the display panel DP-1. The polarizing member PP and the color filter layer CFL are shown in FIG. , and blocks external light provided to the display panel DP from outside the display devices DS-1 and DS-1a. The polarizing member PP and color filter layer CFL are anti-reflective to minimize reflections from external light. The polarizing element PP is the same as that described above in FIG. 2a. It is used.
[0177] In the display device DS-1a of the embodiment shown in FIG. 8, the color filter layer CFL is a light-shielding portion. The color filter section CF includes a plurality of filters CF CF-B, CF-G, and CF-R. That is, the color filter layer CFL transmits the first color light. a first filter CF-B that transmits the second color light; a second filter CF-G that transmits the third color light; The third filter CF-R transmits light. For example, the first filter CF-B is a blue filter. The second filter CF-G is a green filter, and the third filter CF-R is a red filter. It's okay to have one.
[0178] The filters CF-B, CF-G, and CF-R each contain a polymer photosensitive resin and a pigment or dye. The first filter CF-B contains a blue pigment or dye, and the second filter CF-G contains The first filter CF-R contains a green pigment or dye, and the third filter CF-R contains a red pigment or dye. However, the embodiment is not limited thereto, and the first filter CF-B may not contain a pigment or dye. The first filter CF-B contains a high molecular weight photosensitive resin and does not contain any pigments or dyes. The first filter CF-B is made of transparent photosensitive resin.
[0179] The light-shielding portion BM is a black matrix. The light-shielding portion BM contains a black pigment or a black dye. The light-shielding part BM is made of an organic or inorganic light-shielding material. , which demarcates the boundaries between adjacent color filters CF-B, CF-G, and CF-R.
[0180] The color filter layer CFL further includes a buffer layer BFL. For example, the buffer layer BFL It may be a protective layer to protect the filters CF-B, CF-G, and CF-R. L is at least one inorganic compound selected from the group consisting of silicon nitride, silicon oxide, and silicon oxynitride. The buffer layer BFL is an inorganic layer containing a material. The buffer layer BFL may consist of a single layer or multiple layers.
[0181] In one embodiment shown in FIG. 8, the first filter CF-B of the color filter layer CFL is Although it is shown that the filter CF-G and the third filter CF-R are overlapped, the embodiment For example, the first to third filters CF-B, CF-G, and CF-R are arranged on the light-shielding portion BM On the other hand, in one embodiment, the first to third frames are The filters CF-B, CF-G, and CF-R respectively have blue and green emission regions PXA-B and PXA-R. The red light emitting region PXA-G and the red light emitting region PXA-R are disposed corresponding to each other.
[0182] On the other hand, referring to FIG. 8, the display device DS-1a of the embodiment has a color filter layer CFL. The base substrate BS is disposed on the upper side. The base substrate BS includes a color filter layer CFL and the like. The base substrate BS is a member that provides a base surface on which the substrates are arranged. However, the embodiment is not limited to this, and the base substrate BS is not limited to this. The layer may be an organic layer, an organic layer, or a composite layer.
[0183] The display device DS-2 of one embodiment shown in FIG. 9 is provided with a base layer BL, The display panel DP-2 includes a circuit layer CL and a display element OEL-2. In the display device DS-2 of the embodiment, the display panel DP-2 is an organic electroluminescent display panel. For example, the light emitting element OEL-2 included in the display panel DP-2 has a structure as shown in FIG. In addition, the light emitting element may be a tandem type light emitting element.
[0184] The light emitting element OEL-2 according to the embodiment has a first electrode EL1 and a second electrode EL 2, and a plurality of light-emitting units LU- disposed between the first electrode EL1 and the second electrode EL2. The light-emitting units LU-1, LU-2, and LU-3 are The charge generation layer CGL is placed between the light-emitting units LU-1, LU-2, and LU-3. Each of the light-emitting units LU-1, LU-2, and LU-3 has a hole transport region HT R, including the light-emitting layers EML-B1, EML-B2, and EML-B3, and the electron-transporting region ETR The light-emitting layers EML-B1 and EML-B2 contained in the light-emitting units LU-1, LU-2, and LU-3 EML-B2 and EML-B3 emit light in the same wavelength range. In the child OEL, the emitting layers EML-B1, EML-B2, and EML-B3 are all blue light However, the embodiment is not limited to this, and the light-emitting layers EML-B1 and EML-B2 may emit light. , EML-B3 may emit light in different wavelength regions.
[0185] Referring to FIG. 9, a display device DS-2 according to an embodiment is disposed on a display panel DP-2. The display device DS-2 according to the embodiment includes a color conversion layer CCL. The color filter layer CFL is disposed between the base substrate BS and the color conversion layer CCL. It will be placed.
[0186] The color conversion layer CCL is made up of a plurality of partition walls BK arranged at intervals from each other, and The partition wall BK includes color control units CCP-B, CCP-G, and CCP-R arranged between them. It is made of molecular resin and liquid repellent additive. The partition wall BK is made of light absorbing material. For example, the partition wall BK is formed by adding a black pigment or a black dye PG. The black partition wall may be formed by including a dye. Carbon black or the like may be used as the pigment or black dye, but in the examples, this is not used. Not limited to.
[0187] The color conversion layer CCL includes a first color control section CCP-B that transmits the first color light, and a second color control section CCP-C that converts the first color light into the second color light. a second color light control unit CCP-G including quantum dots for converting the first color light into a third color light; The second color light has a wavelength range longer than that of the first color light. The third color light is light in a wavelength range longer than the first and second color lights. The first color light may be blue light, the second color light may be green light, and the third color light may be red light. The quantum dots contained in CCP-B, CCP-G, and CCP-R are used in the above-mentioned emission layer EML. The same applies as for quantum dots used in
[0188] The color conversion layer CCL further includes a capping layer CPL. The capping layer CPL is a color control section. A capping layer is disposed on CCP-B, CCP-G, CCP-R and the partition wall portion BK. CPL has the role of preventing the penetration of moisture and / or oxygen (hereinafter referred to as "moisture / oxygen"). The capping layer CPL is placed on top of the color control units CCP-B, CCP-G, and CCP-R. The color control units CCP-B, CCP-G, and CCP-R are exposed to moisture and oxygen. The capping layer CPL includes at least one inorganic layer.
[0189] The display device DS-2 of the embodiment has a color filter layer CFL disposed on the color conversion layer CCL. The color filter layer CFL and the base substrate BS are the same as those described in FIG. 11 to 13 are cross-sectional views showing an embodiment of a sealing member according to one embodiment. 11 to 13, sealing members TFE, TFE-1, and TFE-2 according to an embodiment of the present invention are shown. TFE-2 is formed by including at least one organic film and at least one inorganic film. .
[0190] The sealing member TFE of the embodiment shown in FIG. 11 includes one organic film ML and an upper surface of the organic film ML. The sealing portion of the present embodiment includes inorganic films IL1 and IL2, which are respectively disposed on the upper and lower surfaces of the insulating film 11 and the insulating film 12. The material TFE has a structure in which a first inorganic film IL1, an organic film ML, and a second inorganic film IL2 are laminated in this order. It is made of
[0191] The organic film ML includes a light absorber LA according to an embodiment. The organic film ML includes the light absorber LA and a base resin. The base resin OR is made up of an acrylic monomer and a photoinitiator. The base resin OR is a mixture of different acrylic monomers and photoinitiators, or a single It is formed from acrylic monomers and photoinitiators through a UV curing process. The acrylate-based monomer may be a methacrylate-based monomer. It is formed to have a thickness of less than 1 μm.
[0192] In the organic film ML, the light absorber LA is mixed with the monomers forming the base resin OR in an amount of 100% by weight. The light absorber LA is contained in an amount of 1 wt% or more and 5 wt% or less based on the weight of the monomer. If it is contained in an amount less than 1 wt%, the light absorption in the organic film ML decreases, and the external light blocking effect is reduced. In addition, if the light absorber LA is contained in an amount exceeding 5 wt% based on the weight of the monomer, If the organic layer is mixed with the photoinitiator, the activation of the photoinitiator used to form the organic film ML may be reduced. Therefore, there may be a problem that phase separation occurs after the organic film ML formation process using ultraviolet light. For example, the monomer used to form the organic film ML is at least one of the following M1 to M4. It may be one of them. [ka]
[0193] In addition, the photoinitiator used to form the organic film ML has a wavelength of 360 nm or more and 400 nm or less. For example, the photoinitiator may be I1 or I2 below. [ka]
[0194] The organic film ML contains the light absorber of the above-described embodiment and absorbs ultraviolet light. It has a transmittance of 10% or less at a wavelength of 405 nm and a transmittance of 70% or more at a wavelength of 430 nm. and has a transmittance of 97% or more at a wavelength of 450 nm.
[0195] Inorganic films IL1 and IL2 are SiON and SiN x , SiO x , SiC, Al2O3, and Z rO X The first inorganic film IL1 and the second inorganic film IL2 are formed by including at least one of the first inorganic film IL1 and the second inorganic film IL2. are layers formed containing the same material. The second inorganic film IL2 may be formed of a different material. The film IL2 is formed to have a thickness of 0.5 μm or more and 2.0 μm or less. The inorganic membranes IL1 and IL2 may be single layers containing one substance or multiple layers containing different substances. It may have several layers.
[0196] 12 and 13 are diagrams showing an embodiment of a sealing member according to one embodiment. In the description of the embodiment of the sealing member shown in FIG. The overlapping contents will not be explained further, but the differences will be explained.
[0197] 12 is a cross-sectional view showing another example of the sealing member according to the embodiment. Unlike the sealing member TFE, the sealing member TFE-1 shown in FIG. 8 has a structure in which the organic film ML-a is The composition contains a first light absorber LA-a and a second light absorber LA-b that absorb light in different wavelength regions. At least one of the first light absorber LA-a and the second light absorber LA-b is one of the above-mentioned embodiments. The light absorber of the present invention has the structure of , where the first light absorber LA-a and the second light absorber LA-b The wavelengths of light absorbed by the material differ slightly. On the other hand, Figure 12 shows a material containing two different light absorbers. However, the embodiment is not limited to this. In the sealing member TFE-1 of one embodiment, The organic layer ML-a may include three or more different light absorbers. The light absorbing agent is the light absorbing agent of the embodiment described above. The polymer film ML-a may further contain a known light absorbing agent in addition to the light absorbing agent of the embodiment.
[0198] FIG. 13 is a cross-sectional view showing an embodiment of a sealing member including a plurality of inorganic films and a plurality of organic films. Referring to FIG. 9, the sealing member TFE-2 includes n inorganic films IL1, . . . , ILn, and (n ML(n-1) organic films ML1, . . . , ML(n-1), where n is an integer of 2 or more. do.
[0199] The first inorganic film IL1 of the n inorganic films IL1, . . . , ILn of the sealing member TFE-2 is , and is disposed in direct contact with the second electrode EL2 (FIG. 5) of the light-emitting element OEL.
[0200] The (n-1) organic films ML1, . . . , ML(n-1) of the sealing member TFE-2 are n The inorganic films IL1, . . . ILn are arranged alternately. (n-1) organic films ML1, . . . ·, ML(n-1) has an average thickness greater than n inorganic films IL1, ···, ILn. Has.
[0201] The n inorganic films IL1, . . . , ILn contain the same or different inorganic materials, The (n-1) organic films ML1, ML2, ML3, ML4, ML5, ML6, ML7, ML8, ML9, ML10, ML11, ML12, ML13, ML14, ML15, ML16, ML17, ML18, ML19, ML19, ML110, ML111, ML121, ML131, ML14 (n-1) may contain the same or different organic materials and may have the same or different thicknesses It has.
[0202] On the other hand, at least one of the (n-1) organic films ML1, . . . , ML(n-1) The polymer film contains the light absorbing agent of the embodiment described above. Any one of the (n-1) organic films ML1, . . . , ML(n-1) is The sealing member TFE-2 of one example contains (n-1) light absorbers. In one embodiment, a plurality of organic films selected from the organic films ML1, . . . , ML(n-1) are Incidentally, all of the (n-1) organic films ML1, . . . , ML(n-1) Each of the light absorbers includes one example of the light absorber.
[0203] In one embodiment, light is included in each of the (n-1) organic films ML1, . . . , ML(n-1). The absorbents LA1, . . . , LA(n-1) are all the same or at least one On the other hand, the (n-1) organic films ML1, . . . , ML(n-1) are In addition to the light absorbing agent of the embodiment described above, known light absorbing agents may also be included.
[0204] FIG. 14 is a graph showing the measurement of the light transmittance of the organic film of the sealing member containing the light absorber of one example. Figure 14 shows the transmittance of a single-layer organic film fabricated with a thickness of 10 μm as a function of wavelength. The organic film was made by adding 3 wt.% of the light absorber of one embodiment to the total monomer content. % of the light absorber used in the example shown in FIG. 14. The first compound group corresponds to compound 35, which corresponds to the light absorber according to one embodiment of the present invention, or Similar results were obtained when other compounds from the second compound group were included as organic film materials. As can be seen from the graph, the organic film shows a transmittance of less than 10% at a wavelength of 405 nm. It can be seen that the light absorber of one embodiment effectively absorbs light in the wavelength range around 405 nm. .
[0205] Furthermore, referring to FIG. 14, the organic film of the sealing member containing the light absorber of one example has a light absorption coefficient of 430 nm. It shows a transmittance of 70% or more at a wavelength of 450nm and a transmittance of 97% or more at a wavelength of 450nm. In other words, the organic film has a transmittance of 70% or more at 430 nm and It has a high transmittance of over 97% in the visible light region, which allows it to efficiently transmit light emitted from the light-emitting element OEL (Fig. 5). Even if the organic film contains a light absorbing agent, the wavelength region of the light to be emitted does not overlap with the wavelength region of the light to be emitted. (Figure 5) does not reduce the luminous efficiency.
[0206] FIG. 15 shows a sealing member containing a light absorbing agent according to an embodiment, and a case where a polarizing member is disposed on the sealing member. 15 is a graph showing the light transmittance measured when the transmittance of FIG. After providing a polarizing element on the organic film manufactured under the same conditions as above, the transmittance according to wavelength was measured. Referring to the graph of FIG. 15, when a polarizing member is included on the organic film, The transmittance is 5% or less at a wavelength of 405 nm. It can be seen that it effectively absorbs light in the wavelength range near m.
[0207] Referring to FIG. 15, the organic film of the sealing member containing the light absorbing agent of the embodiment is stacked with the polarizing member. When the film is layered, it shows a transmittance of 30% or less at a wavelength of 430 nm.
[0208] On the other hand, compared to Figure 14, the transmittance graph in Figure 15 shows low transmittance even in the wavelength range below 400 nm. In other words, compared to FIG. 14, when a polarizing member is further included on the sealing member, In this case, the transmittance in the short wavelength region of 400 nm or less can be further reduced. When a polarizing member is further included on the sealing member, light in the ultraviolet wavelength range is more effectively blocked. We can see that.
[0209] Figure 16 shows images confirming the reliability of the display panel when exposed to ultraviolet light. In the comparative example, the organic film of the sealing member does not contain a light absorbing agent, and the examples do not contain a light absorbing agent. This is the case where the organic film of the member contains the light absorbing agent of one embodiment. The light absorbing agent used is the same as the light absorbing agent used in the example shown in FIG.
[0210] The samples of the comparative example and the example were exposed to a short wavelength light of 405 nm, and the The display panel was inspected for damage. In Figure 16, the EP was exposed to a short wavelength light of 405 nm. This shows the part that has been
[0211] Comparing the comparative example of FIG. 16 with the example, in the comparative example, after 6 hours of irradiation, In the example, the surface properties were damaged after 18 hours of irradiation. Even when the light absorbing agent of the present invention was used, no change in the display surface characteristics was observed. The sealing member according to one embodiment effectively absorbs light in the 0.5 nm wavelength region. It can be seen that it effectively blocks external light in the 405nm wavelength range.
[0212] In one embodiment, the display device comprises a hexagonal heterocycle containing two or more nitrogen atoms as ring-forming atoms, and The light absorber according to one embodiment includes three different substituents substituted on a hexagonal heterocycle. By including it in the material, it effectively blocks external light incident on the light emitting element, improving reliability. In one embodiment of the display device, at least one organic film of the sealing member is made of two or more Hexagonal heterocycles containing a nitrogen atom as a ring-forming atom and heterocycles substituted with each other The light absorbing agent according to one embodiment includes three substituents, and blocks external light incident on the light emitting device. This shows improved display quality.
[0213] The light absorber according to one embodiment of the present invention will be described below with reference to examples and comparative examples. The following examples are provided to aid in understanding the present invention. However, the scope of the present invention is not limited thereto. [Example]
[0214] 1. Synthesis of light absorber 1-1. Synthesis of light absorber represented by chemical formula 1 Regarding the synthesis method of the light absorber of one embodiment represented by the above-mentioned chemical formula 1, Examples of synthesis methods for compounds 2, 15, 25, 36, 56, 78, 95, 115, 148, and 177 The synthesis method of the light absorber described below is one example, and The synthesis method of the light absorber according to the embodiment of the present invention is not limited to the following examples.
[0215] (1) Synthesis of Compound 2 in the First Compound Group Compound 1 of the first compound group of the light absorber according to one embodiment can be obtained by, for example, the following reaction formula 1-1: are synthesized. [Reaction Scheme 1-1] [ka]
[0216] <Synthesis of Intermediate A> 2.25g of 2-bromo-4,6-dichloro-pyrimidine and 2-hydroxyphenylboron 1.38 g of phosphoric acid, 0.5 g of Pd(PPh3)4, and 2.72 g of K2CO3 were dissolved in THF. The mixture was added to a 50 ml / 25 ml solution of ethanol and water and stirred at 80°C for 5 hours. After cooling, the mixture was extracted three times with ethyl acetate, dried over anhydrous magnesium sulfate, and filtered. The residue obtained by concentrating under reduced pressure was washed with methylene chloride (MC) to give Intermediate 2-3 1.9 7 g (80% yield) was obtained. The compound was confirmed by LC-MS. Value: 239.99, Measured Value: 240.52)
[0217] <Synthesis of Intermediate B> 1.97 g of intermediate A was mixed with 50 ml of DMF (dimethylformamide), and then NaO 1 g of Me was added. Then, the mixture was stirred at 100°C for 1 hour. After the reaction, the temperature was lowered to room temperature. The reaction was terminated with water, and the resulting residue was washed with MC to give 1.69 g of intermediate 2-4 (yield 90%). The compound was confirmed by LC-MS (calculated value: 236.04 , measured value: 236.9852)
[0218] <Synthesis of Compound 2> Instead of 2-bromo-4,6-dichloro-pyrimidine, intermediate B was used, and 2-hydroxyphenyl The synthesis of intermediate A was repeated except that 6-chryseneboronic acid was used instead of 6-methylboronic acid. Compound 2 (2.56 g, 83% yield) was obtained by the same method as in the synthesis of L This was confirmed using C-MS (calculated value: 428.15, measured value: 429.06).
[0219] (2) Synthesis of Compound 15 of the First Compound Group Compound 15 of the first compound group of the light absorber according to one embodiment can be prepared by, for example, the following reaction formula 1-2: It is synthesized as follows. [Reaction Scheme 1-2] [ka]
[0220] <Synthesis of Intermediate C> After mixing 0.6 g of isopropyl alcohol with 50 ml of DMF, the reaction temperature was lowered to 0°C. Gradually add 400 mg of NaH (60% mineral oil), raise the temperature to room temperature, and stir for 1 hour. The reaction temperature was then lowered to 0°C, and 2.41 ml of intermediate A mixed with 50 ml of DMF was added. g was gradually added dropwise to the reaction vessel. After maintaining the reaction temperature for 30 minutes, the temperature was gradually lowered to room temperature. The reaction was terminated with water, extracted with ethyl acetate, and washed four times with water. After vacuum distillation, the residue was washed with MC, and 2.112 g of intermediate C (yield 8.08%) was obtained. The compound was confirmed to be intermediate C using LC-MS. (Calculated value: 264.07, Measured value: 265.10)
[0221] <Synthesis of Compound 15> Instead of 2-bromo-4,6-dichloro-pyrimidine, intermediate C was used, Synthesis of intermediate A except using 1-pyreneboronic acid instead of 1-methylboronic acid Compound 15 (2.75 g, 80% yield) was obtained in the same manner as in the previous step. This was confirmed using C-MS (calculated value: 430.17, measured value: 431.22).
[0222] (3) Synthesis of Compound 25 of the First Compound Group The compound 25 of the first compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 1-3: It is synthesized as follows. [Reaction Scheme 1-3] [ka]
[0223] <Synthesis of Intermediate D> Intermediate except for using 1-hexanol instead of isopropyl alcohol Intermediate D (2.45 g, 80% yield) was obtained using the same method as for synthesis of C. The product was confirmed using LC-MS (calculated value: 306.11, measured value: 307.04).
[0224] <Synthesis of Compound 25> Instead of 2-bromo-4,6-dichloro-pyrimidine, intermediate C was used, Synthesis of intermediate A except using 1-pyreneboronic acid instead of 1-methylboronic acid Compound 25 (3.02 g, 80% yield) was obtained in the same manner as in the previous step. This was confirmed using C-MS (calculated value: 472.22, measured value: 473.10).
[0225] (4) Synthesis of Compound 36 of the First Compound Group The compound 36 of the first compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 1-4: It is synthesized as follows. [Reaction Scheme 1-4] [ka]
[0226] <Synthesis of Intermediate E> Intermediate, except for using cyclopentanol instead of isopropyl alcohol. Intermediate E (2.32 g, 80% yield) was obtained using the same method as for compound C. The mixture was confirmed using LC-MS (calculated: 290.08, found: 290.98). )
[0227] <Synthesis of Compound 36> Instead of 2-bromo-4,6-dichloro-pyrimidine, intermediate E was used, and 2-hydroxyphenyl Intermediate A except that 2-anthraceneboronic acid is used instead of 2-anthraceneboronic acid. Compound 36 (2.76 g, 80% yield) was obtained by the same synthesis method as in Example 1. The product was confirmed using LC-MS (calculated value: 432.18, measured value: 433.10).
[0228] (5) Synthesis of Compound 56 of the First Compound Group The compound 56 of the first compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 1-5: It is synthesized as follows. [Reaction Scheme 1-5] [ka]
[0229] <Synthesis of Intermediate F> of intermediate C except for using propanol instead of isopropyl alcohol. Using the same synthesis method, 2.11 g (80% yield) of intermediate F was obtained. Confirmation was performed using LC-MS (calculated value: 264.07, found value: 264.90).
[0230] <Synthesis of Compound 56> Instead of 2-bromo-4,6-dichloro-pyrimidine, intermediate F was used, and 2-hydroxyphenyl Intermediate A except that 2-anthraceneboronic acid is used instead of 2-anthraceneboronic acid. Compound 56 (2.59 g, 80% yield) was obtained by the same synthesis method as in Example 1. The product was confirmed using LC-MS (calculated value: 406.17, found value: 407.96).
[0231] (6) Synthesis of Compound 78 of the First Compound Group The compound 78 of the first compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 1-6: It is synthesized as follows. [Reaction Scheme 1-6] [ka]
[0232] Except for using 9-anthraceneboronic acid instead of 2-anthraceneboronic acid obtained 2.76 g (80% yield) of compound 78 using the same synthesis method as compound 36. The compound produced was confirmed using LC-MS (calculated value: 432.18, measured value: 433.12)
[0233] (7) Synthesis of Compound 95 of the First Compound Group The compound 95 of the first compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 1-7: It is synthesized as follows. [Reaction Scheme 1-7] [ka]
[0234] Naphtho[2,3-b]benzofuran-2-ylboronic acid was used instead of 1-pyreneboronic acid. Compound 95 (2.85 g) was prepared in the same manner as compound 15, except that The yield was 80%. The compound was confirmed by LC-MS. (Calculated value: 4 46.16, Measurement: 447.08)
[0235] (8) Synthesis of Compound 115 of the First Compound Group The compound 115 of the first compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 1-8. Therefore, it is synthesized. [Reaction Scheme 1-8] [ka]
[0236] <Synthesis of Intermediate G> Except for using 2-ethyl-hexanol instead of isopropyl alcohol. Then, 2.67 g (80% yield) of intermediate G was obtained using the same method as that for synthesizing intermediate C. The compound was confirmed using LC-MS (calculated value: 334.14, measured value: 264. .90)
[0237] <Compound 115 synthesis> Instead of 2-bromo-4,6-dichloro-pyrimidine, intermediate g was used, naphtho[2,3-b]benzofuran-2-ylboronic acid was used instead of benzoylboronic acid. Compound 115 (3.30 g, 8.0001%) was obtained in the same manner as in the synthesis of Intermediate A, except that the following compound was used: The compound was confirmed by LC-MS (calculated value: 516. 24, Measurement: 517.10)
[0238] (9) Synthesis of Compound 148 of the First Compound Group The compound 148 of the first compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 1-9: Therefore, it is synthesized. [Reaction Scheme 1-9] [ka]
[0239] <Synthesis of Intermediate H> of intermediate C except for using dodecanol instead of isopropyl alcohol. Using the same synthesis method, 3.12 g (80% yield) of intermediate H was obtained. Confirmation was performed using LC-MS (calculated value: 390.21, found value: 391.10).
[0240] <Compound 148 synthesis> Instead of 2-bromo-4,6-dichloro-pyrimidine, intermediate H was used, Instead of 7,7-dimethyl-7H-benzo[c]fluoren-5-ylboronic acid Compound 148 was prepared in the same manner as intermediate A except that boronic acid was used. The obtained product was 3.82 g (yield 80%). The compound was confirmed by LC-MS. (Calculated value: 598.36, Measured value: 599.20)
[0241] (10) Synthesis of Compound 177 of the First Compound Group The compound 177 of the first compound group of the light absorber according to one embodiment can be prepared by, for example, reacting with a compound represented by the following reaction formula 1-10. is synthesized by [Reaction Scheme 1-10] [ka]
[0242] <Synthesis of Intermediate I> Instead of hydroxyphenylboronic acid, (4-((2-ethylhexyl)oxy)-2- The synthesis of intermediate A was carried out in the same manner as intermediate A except that hydroxyphenyl)boronic acid was used. 2.94 g (80% yield) of intermediate I was obtained by this method. The compound was analyzed by LC-MS. (Calculated value: 368.11, measured value: 369.90)
[0243] <Synthesis of Intermediate J> Intermediate I was used in place of intermediate B, and (6-(2-methoxy)-6-chryseneboronic acid was used in place of 6-chryseneboronic acid. The synthesis of compound 2 is the same as that of compound 1 except that phenyl)pyren-1-yl)boronic acid is used. Compound 177 (3.48 g, 80% yield) was obtained by the same method as above. -Confirmed using MS (calculated value: 680.34, measured value: 681.22)
[0244] <Compound 177 synthesis> Instead of 2-bromo-4,6-dichloro-pyrimidine, intermediate I was naphtho[2,3-b]benzofuran-2-ylboronic acid was used instead of benzoylboronic acid. Compound 115 (3.30 g, 8.0001%) was obtained in the same manner as in the synthesis of Intermediate A, except that the following compound was used: The compound was confirmed by LC-MS (calculated value: 516. 24, Measurement: 517.10)
[0245] (11) NMR data Table 1 below shows NMR data for the example compounds of the first compound group synthesized by the above-mentioned synthesis method. Indicates the data. [Table 1]
[0246] 1-2. Synthesis of light absorber represented by chemical formula 2 Regarding the synthesis method of the light absorber of one embodiment represented by the above-mentioned chemical formula 2, Compound 2, 15, 20, 24, 35, 40, 75, 94, 102, 154, 169, 227 , 280, 295, 299, and 320 will be specifically described below. The synthesis method of the light absorber described above is an example, and the synthesis of the light absorber according to the embodiment of the present invention The method is not limited to the following examples.
[0247] (1) Synthesis of Compound 2 of the Second Compound Group Compound 1 of the second compound group of the light absorber according to one embodiment can be prepared by, for example, reacting with the compound represented by the following reaction formula 2-1: are synthesized. [Reaction Scheme 2-1] [ka]
[0248] <Synthesis of intermediate 2-3> Compound 2-1 (chrysen-6-ylboronic acid) 5.4 g and compound 2-2 (chlorocyanuric acid) 3.6 g of Pd(PPh3), 0.8 g of Pd(PPh3), and 7.2 g of K2CO3 were dissolved in THF / The mixture was added to a water (80 ml / 20 ml) solution and stirred at 70°C for 5 hours. After reducing the concentration, it was extracted three times with ethyl acetate. After drying with anhydrous magnesium sulfate and filtering, The residue obtained by concentrating under reduced pressure was washed with methylene chloride (MC) to give 6.2 g of intermediate 2-3. The compound obtained was identified as intermediate 2-3 by LC-MS. It was confirmed that 21 H 11Cl2N3, calculated: 375.03, found: 375.0 5)
[0249] <Synthesis of intermediate 2-4> 6 g of intermediate 2-3 was mixed with 300 ml of DMF (dimethylformamide), and then NaO 860 mg of Me was added, and the mixture was stirred at 100°C for 1 hour. After the reaction, the temperature was returned to room temperature. The reaction was stopped with water, and the resulting residue was washed with MC to give 4.8 g of Intermediate 2-4 (yield 8.5). 1%). The compound produced was confirmed to be intermediate 2-4 using LC-MS. (C 22 H 14 ClNO, calculated: 371.08, found: 371.09
[0250] <Synthesis of Compound 2> Using 4.8 g of intermediate 2-4 and 1.9 g of (2-hydroxyphenyl)boronic acid, Compound 2 (4.5 g, 82% yield) was obtained in the same manner as in the synthesis of intermediate 2-3, except for the following: The compound produced was confirmed to be Compound 2 using LC-MS. C 28 H 19 N3O2, calculated value: 429.15, measured value: 429.17)
[0251] (2) Synthesis of Compound 15 of the Second Compound Group Compound 15 of the second compound group of the light absorber according to one embodiment can be prepared, for example, by the following reaction formula 2-2: It is synthesized as follows. [Reaction Scheme 2-2] [ka]
[0252] <Synthesis of intermediate 15-2> The synthesis of intermediate 2-3 was carried out in the same manner as intermediate 2-3, except that 5 g of intermediate 15-1 was used. 5.7 g of compound 15-2 was obtained (yield 80%). The compound was analyzed by LC-MS. It was confirmed to be intermediate 15-2. (C 19 H9Cl2N3, calculated value: 349 .02, Measurement: 349.01)
[0253] <Synthesis of intermediate 15-3> After mixing 1 g of isopropyl alcohol with 40 ml of DMF, the reaction temperature was lowered to 0°C. 400 mg of NaH (60% mineral oil) was gradually added, the temperature was raised to room temperature, and the mixture was stirred for 1 hour. After the reaction temperature was further lowered to 0°C, intermediate 15-2 5.7 g was gradually added dropwise to the reaction vessel. After maintaining the reaction temperature for 30 minutes, the temperature was gradually lowered to room temperature. The reaction was terminated with water, extracted with ethyl acetate, and washed four times with water. After vacuum distillation, the residue was washed with MC, and 5.2 g (yield) of intermediate 15-3 was obtained. The compound was identified as intermediate 15-3 by LC-MS. (C 22 H 16 ClNO, calculated: 373.10, found: 373.14 )
[0254] <Synthesis of Compound 15> Using 5.2 g of intermediate 2-4 and 2.1 g of (2-hydroxyphenyl)boronic acid, Compound 15 (4.7 g, 78% yield) was obtained in the same manner as in the synthesis of intermediate 2-3, except for the following: ) was obtained. The compound produced was confirmed to be compound 15 using LC-MS. 。 (C 28 H 21 N3O2, calculated value: 431.16, measured value: 431.19)
[0255] (3) Synthesis of Compound 20 of the Second Compound Group The compound 20 of the second compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 2-3: It is synthesized as follows. [Reaction Scheme 2-3] [ka]
[0256] <Synthesis of Intermediate 20-1> Except for using 5 g of intermediate 15-2 and 1 g of n-propanol instead of IPA Compound 20-1 (4.6 g, 87% yield) was obtained using the same synthesis method as intermediate 15-3. The compound obtained was confirmed to be intermediate 20-1 using LC-MS. 。 (C 22 H 16 ClNO, calculated: 373.10, found: 373.12
[0257] <Synthesis of Compound 20> The same method as for the synthesis of compound 2 was used, except that 4.6 g of intermediate 20-1 was used. 4.8 g of compound 20 was obtained (yield 91%). The compound was analyzed by LC-MS. It was confirmed to be compound 20. (C 28 H 21 N3O2, calculated value: 431.16; Measurement: 431.18)
[0258] (4) Synthesis of Compound 24 of the Second Compound Group The compound 24 of the second compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 2-4: It is synthesized as follows. [Reaction Scheme 2-4] [ka]
[0259] <Synthesis of Intermediate 24-2> 5 g of 9-bromophenanthrene was mixed with 50 ml of THF, and the reaction temperature was then lowered to -78°C. n-BuLi (8 mL, 2.43 M in hexane) was slowly added dropwise, and the reaction temperature was The mixture was stirred for 1 hour while maintaining the temperature. 3.6 g of cyanuric acid chloride was mixed with 15 ml of THF. After 3 hours, saturated aqueous ammonium chloride solution was added dropwise to the reaction vessel. The reaction was terminated by ethyl acetate and extracted three times. After drying using magnesium, the residue was obtained by vacuum distillation. The residue was recrystallized with MC to obtain 5.8 g (yield 91%) of intermediate 24-2. The mixture was confirmed to be intermediate 24-2 using LC-MS. 17 H9Cl 2N3, calculated value: 325.02, measured value: 325.01)
[0260] <Synthesis of intermediate 24-3> The same procedure as in the previous step was repeated except that 5.8 g of intermediate 24-2 and 1.9 g of n-hexanol were used. Compound 24-3 was obtained in an amount of 6 g (86% yield) using the same method as that for compound 15-3. The compound obtained was confirmed to be intermediate 24-3 using LC-MS. 23 H 22 ClNO, calculated: 391.15, found: 391.16)
[0261] <Synthesis of Compound 24> The compound was synthesized in the same manner as compound 2, except that intermediate 24-3 6g was used. 6.1 g of product 24 was obtained (yield 88%). The compound was analyzed by LC-MS. It was confirmed that the compound was Compound 24. (C 29 H 27 N3O2, Calculated: 449.21, Measured Value: 449.25)
[0262] (5) Synthesis of Compound 35 of the Second Compound Group The compound 35 of the second compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 2-5: It is synthesized as follows. [Reaction Scheme 2-5] [ka]
[0263] <Synthesis of intermediate 35-1> Use 3.5 g of intermediate 15-2 and 1.3 g of n-ethylhexan-1-ol. Compound 35-1 (3.8 g, yield 86%) was obtained in the same manner as in the synthesis of intermediate 20-1, except for the following: %) was obtained. The compound produced was confirmed to be intermediate 35-1 using LC-MS. (C 27 H 26 ClNO, calculated: 443.18, found: 443.19
[0264] <Synthesis of Compound 35> The compound was synthesized in the same manner as compound 2, except that intermediate 35-1 8g was used. 3.5 g of product 35 (yield 81%) was obtained. The resulting compound was analyzed by LC-MS. It was confirmed that the compound was Compound 35. (C 33 H 31 N3O2, Calculated: 501.24, Measured Value: 501.25)
[0265] (6) Synthesis of Compound 40 of the Second Compound Group The compound 40 of the second compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 2-6: It is synthesized as follows. [Reaction Scheme 2-6] [ka]
[0266] <Synthesis of Intermediate 40-1> Use 3.5 g of intermediate 15-2 and 860 mg of n-ethylhexan-1-ol. Compound 40-1 (3.7 g, yield 9%) was synthesized in the same manner as in the synthesis of intermediate 20-1, except that The compound was identified as intermediate 40-1 using LC-MS. I confirmed it. (C 24 H 18 ClNO, calculated: 399.11, found: 399.12
[0267] <Synthesis of Compound 40> The same method as for the synthesis of compound 2 was used, except that 3.7 g of intermediate 40-1 was used. 3.6 g of compound 35 was obtained (yield 85%). The compound was analyzed by LC-MS. It was confirmed to be compound 40. (C 30 H 23 N3O2, calculated value: 457.18; Measurement: 457.20)
[0268] (7) Synthesis of Compound 75 of the Second Compound Group The compound 75 of the second compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 2-7: It is synthesized as follows. [Reaction Scheme 2-7] [ka]
[0269] Intermediate 35-1 3g and 2-(4,4,5,5-tetramethyl-1,3,2-dioxabo The same procedure was repeated except that 1.4 g of benzophenone-2-ylbenzene-1,3-diol was used. Compound 75 was obtained in an amount of 3 g (86% yield) using the same method as that for compound 2. The product was confirmed to be compound 75 using LC-MS. 33 H 31 N3O3 , Calculated value: 517.24, Measured value: 517.29)
[0270] (8) Synthesis of Compound 94 of the Second Compound Group The compound 94 of the second compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 2-8: It is synthesized as follows. [Reaction Scheme 2-8] [ka]
[0271] <Synthesis of intermediate 94-1> Except for using 6.5 g of intermediate 24-2 and 1.2 g of isopropyl alcohol. Compound 94-1 (3.7 g, 53% yield) was obtained using the same synthesis method as intermediate 24-3. The compound produced was confirmed to be intermediate 94-1 using LC-MS. (C 20 H 16 ClNO, calculated: 349.1, found: 349.15
[0272] <Synthesis of Compound 94> 3.5g of Intermediate 94-1 and 2-(4,4,5,5-tetramethyl-1,3,2-dioxa Except for the use of 2.7 g of (saboran-2-yl)benzene-1,3,5-triol In this case, 2.8 g of compound 94 was obtained (yield 64%) by the same method as that for synthesizing compound 2. The compound produced was confirmed to be Compound 94 using LC-MS. (C 26 H 21 N3O4, calculated value: 439.16, measured value: 439.18)
[0273] (9) Synthesis of Compound 102 of the Second Compound Group The compound 102 of the second compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 2-9: Therefore, it is synthesized. [Reaction Scheme 2-9] [ka]
[0274] <Synthesis of Intermediate 102-1> Except for using 3.8 g of intermediate 2-3 and 1.1 g of n-hexane-1-ol. Compound 102-1 (3.3 g, 75% yield) was obtained in the same manner as in the synthesis of intermediate 24-3. The compound was confirmed to be intermediate 102-1 using LC-MS. (C 27 H 24 ClNO, calculated: 441.16, found: 441.19
[0275] <Synthesis of Compound 102> The same method as for the synthesis of compound 2 was used, except that 3.3 g of intermediate 102-1 was used. Compound 102 (2.8 g, 76% yield) was obtained. It was confirmed to be compound 102. (C 33 H 29 N3O2, calculated value: 499. 23, Measurement: 499.26)
[0276] (10) Synthesis of Compound 154 of the Second Compound Group The compound 154 of the second compound group of the light absorber according to one embodiment can be prepared, for example, by the following reaction formula 2-10: is synthesized by [Reaction Scheme 2-10] [ka]
[0277] <Synthesis of intermediate 154-1> Use 3.3 g of intermediate 24-2 and 1.3 g of n-ethylhexan-1-ol. Compound 154-1 (3.2 g, yield 7%) was synthesized in the same manner as intermediate 24-3, except for the following: The compound was identified as intermediate 154-1 using LC-MS. (C 25 H 26 ClNO, calculated: 419.18, found: 419.20 )
[0278] <Synthesis of Compound 154> Intermediate 154-1 3.3g and 4-(4,4,5,5-tetramethyl-1,3,2-dihydro- Except for using 1.8 g of (xaboran-2-yl)benzene-1,3-diol Compound 154 (3.2 g, 83% yield) was obtained by the same method as that for compound 2. The compound obtained was confirmed to be compound 154 using LC-MS. (C 30 H 29 N3O3, calculated value: 479.22, measured value: 479.23)
[0279] (11) Synthesis of Compound 169 of the Second Compound Group The compound 169 of the second compound group of the light absorber according to one embodiment can be prepared, for example, by the following reaction formula 2-11: is synthesized by [Reaction Scheme 2-11] [ka]
[0280] <Synthesis of intermediate 169-2> Using 5.2 g of intermediate 169-1 (disclosed in Patent Document 1) and 3.6 g of compound 2-2, Compound 169-2 (4.3 g, yield) was obtained in the same manner as in the synthesis of intermediate 2-3, except for the following: The compound was identified as intermediate 169-2 using LC-MS. (C 19 H9Cl2N3, calculated: 365.01, found: 365.04 )
[0281] <Synthesis of intermediate 169-3> The same synthesis method as for intermediate 2-4 was used except that 4.3 g of intermediate 169-2 was used. By this method, 3.2 g of compound 169-3 (yield 81%) was obtained. MS confirmed that this was intermediate 169-3. (C 20 H 12 ClN3O2, Calculated value: 361.06, Measured value: 361.12)
[0282] <Synthesis of Compound 169> The same method as for the synthesis of compound 2 was used, except that 3.2 g of intermediate 169-3 was used. Compound 169 (2.8 g, 76% yield) was obtained. The compound was identified as compound 169. (C 26 H 17 N3O3, calculated value: 419. 13, Measurement: 419.16)
[0283] (12) Synthesis of Compound 227 of the Second Compound Group The compound 227 of the second compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 2-12: is synthesized by [Reaction Scheme 2-12] [ka]
[0284] <Synthesis of intermediate 227-2> Intermediate 2 was prepared using 3.4 g of intermediate 227-1 and 2 g of compound 2-2. Compound 227-2 (3.6 g, 81% yield) was obtained by the same synthesis method as that of 227-3. The compound obtained was confirmed to be intermediate 227-2 using LC-MS. 26 H 17Cl2N3, calculated: 441.08, found: 441.09)
[0285] <Synthesis of intermediate 227-3> Except for using 3.6 g of intermediate 227-3 and 1.4 g of undecane-1-ol Intermediate 227-3 3.9g (yield 83%) was synthesized using the same method as intermediate 24-3. The compound was confirmed to be intermediate 227-3 using LC-MS. (C 37 H 40 ClNO, calculated: 577.29, found: 577.30
[0286] <Synthesis of Compound 227> The same method as for the synthesis of compound 2 was used, except that 3.9 g of intermediate 227-3 was used. Compound 227 (3.3 g, 77% yield) was obtained. The compound was identified as compound 227. (C 43 H 45 N3O2, calculated value: 635. 35, Measurement: 635.39)
[0287] (13) Synthesis of Compound 280 of the Second Compound Group The compound 280 of the second compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 2-13: is synthesized by [Reaction Scheme 2-13] [ka]
[0288] <Synthesis of Intermediate 280-1> 3.5 g of Intermediate 15-2 and 2.8 g of 3-(dodecyloxy)phenol were dissolved in methylene chloride. After mixing with 100 ml of ethanol, 1.4 g of AlCl3 was slowly added dropwise at 0°C. The temperature was raised to 40°C and the mixture was refluxed and stirred for 3 hours. After the reaction was completed, the mixture was quenched with water at 0°C. The residue was dried over anhydrous magnesium sulfate and then filtered. The resulting mixture was distilled under reduced pressure to give 3.2 g of intermediate 280-1 (yield 54%). The product was confirmed to be intermediate 280-1 using LC-MS. (C 37 H 38 C lN3O -2 , Calculated value: 591.27, Measured value: 591.28)
[0289] <Synthesis of Compound 280> Use 3.2g of Intermediate 280-1 and 0.7g of n-ethylhexan-1-ol. Compound 280 (2.4 g, yield 67%) was obtained in the same manner as in the synthesis of intermediate 24-3, except that %) was obtained. The compound produced was confirmed to be compound 280 using LC-MS. (C 45 H 55 N3O3, calculated value: 685.42, measured value: 685.43)
[0290] (14) Synthesis of Compound 295 of the Second Compound Group The compound 295 of the second compound group of the light absorber according to one embodiment can be, for example, a compound represented by the following reaction formula 2-14: is synthesized by [Reaction Scheme 2-14] [ka]
[0291] <Synthesis of intermediate 295-1> Except for using 2.2 g of 3-((2-ethylhexyl)oxy)phenol, Compound 295-1 (3.7 g, 68% yield) was obtained using the same synthesis method as intermediate 280-1. The compound was confirmed to be intermediate 295-1 using LC-MS. (C 33 H 30 ClNO -2 , Calculated value: 535.2, Measured value: 535.21)
[0292] <Synthesis of Compound 295> The same procedure was repeated except that 3.7 g of intermediate 295-1 and 1.3 g of n-dodecanol were used. Compound 295 (3.9 g, 84% yield) was obtained by the same method as that for intermediate 24-3. The compound obtained was confirmed to be compound 295 using LC-MS. (C 45 H 55 N3O3, calculated value: 685.42, measured value: 685.43)
[0293] (15) Synthesis of Compound 299 of the Second Compound Group The compound 299 of the second compound group of the light absorber according to one embodiment can be prepared, for example, by the following reaction scheme 2-15: is synthesized by [Reaction Scheme 2-15] [ka]
[0294] <Synthesis of intermediate 299-1> Intermediate 2 except that 1.4 g of 5-methoxybenzene-1,3-diol was used. Compound 299-1 was obtained in 3 g (71% yield) using the same synthesis method as that of 80-1. The compound obtained was confirmed to be intermediate 299-1 using LC-MS. 24 H 16 ClNO -3 , Calculated value: 429.09, Measured value: 429.12)
[0295] <Synthesis of Compound 299> Using 3 g of intermediate 299-1 and 0.74 g of n-ethylhexan-1-ol Compound 299 (2.3 g, 76% yield) was obtained in the same manner as intermediate 2-4, except for the following: The compound was confirmed to be compound 299 using LC-MS. 。 (C 25 H 19 N3O4, calculated value: 425.14, measured value: 425.15)
[0296] (16) Synthesis of Compound 320 of the Second Compound Group The compound 320 of the second compound group of the light absorber according to an embodiment can be, for example, a compound represented by the following reaction formula 2-16: is synthesized by [Reaction Scheme 2-16] [ka]
[0297] <Synthesis of Intermediate 320-1> Use 2.4 g of 5-((2-ethylhexyl)oxy)benzene-1,3-diol Compound 320-1 (3.1 g) was synthesized in the same manner as intermediate 280-1, except that The compound was identified as intermediate 320-1 by LC-MS. (C 33 H 30 ClNO -3 , Calculated value: 551.20, Measured value: 551.23)
[0298] <Synthesis of Compound 320> Using 3.1 g of intermediate 320-1 and 0.74 g of n-ethylhexan-1-ol Compound 320 (2.4 g, 6% yield) was obtained in the same manner as in the synthesis of intermediate 24-3, except for the following: The compound was confirmed to be compound 320 using LC-MS. (C 41 H 47 N3O4, calculated value: 645.36, measured value: 645.39)
[0299] (17) NMR data of compounds in the second compound group Table 2 below shows the NMR data for the example compounds synthesized by the above-mentioned synthesis methods. [Table 2] JPEG2026031685000094.jpg113154 2. Evaluation of absorbance of light absorbers In order to evaluate the absorbance of the light absorbing agent of the embodiment, a sample containing the light absorbing agent of the embodiment was prepared. The transmittance of the organic film was evaluated at wavelengths of 405 nm and 430 nm. The light absorbent compounds used in the examples and comparative examples are shown in Table 3 below. [Table 3] JPEG2026031685000096.jpg184154 JPEG2026031685000097.jpg176154 JPEG2026031685000098.jpg135154
[0300] Table 4 shows the high transmittance in the examples and comparative examples at wavelengths of 405 nm and 430 nm, respectively. The evaluation results shown in Table 4 show that the organic films formed in the examples and comparative examples The transmittance is shown when a polarizing element is added on top. The transmittance is measured by UV-Vis spectrometry. The measurement was performed using a computer (Lambda650, manufactured by PerkinElmer), and the measurement wavelength range was 3 00nm~780nm. [Table 4]
[0301] Referring to the results in Table 4, in the case of the embodiment including the organic film using the light absorber according to the embodiment, It can be seen that the examples and comparative examples show a higher transmittance value at 430 nm than the comparative examples. The transmittance value when a polarizing member is added to an organic film formed containing the example compound is Since the transmittance at 430 nm of the organic film included in the example is higher, It can be seen that the transmittance at 430 nm is greater than that of the organic film included in the comparative example.
[0302] Referring to the results in Table 4, the example has a relatively high transmittance value at a wavelength of 430 nm. By doing so, it can be seen that the transmittance of light in the blue wavelength region is higher than that of the comparative example. Therefore, since the actual product shows a low transmittance value at a wavelength of 405 nm, it is difficult to detect ultraviolet or ultraviolet rays. It was found that the visible light in the 430 nm wavelength region was effectively absorbed by the organic film. The light in the blue wavelength region is absorbed by the organic film because the transmittance is relatively high at long wavelengths. It can be seen that this minimizes the decrease in efficiency of light emitted from the light emitting element. The example has a similar ultraviolet light absorption rate compared to the comparative example, and has excellent reliability characteristics. Therefore, the absorbance of light in the blue wavelength region is reduced, and superior display quality is exhibited compared to the comparative example.
[0303] In one embodiment, the light absorber comprises a hexagonal heterocycle containing two or more nitrogen atoms as ring-forming atoms, and The hexagonal heterocycle contains three different substituents, which allow the hexagonal heterocycle to emit one of the visible light beams. In other words, the light absorber of one embodiment can efficiently absorb pyrimidine and ultraviolet light. an azine or triazine core, at least one hydroxy-substituted phenyl group; the first substituent of the fused ring group having three or more rings fused thereto, and a substituted or unsubstituted containing a third substituent of an oxy group or a substituted or unsubstituted thio group, and It has a transmittance of 10% or less at a wavelength of 430 nm and a transmittance of 70% or more at a wavelength of 450 nm. An organic film having a transmittance of 97% or more at the wavelength of
[0304] The light absorbent according to an embodiment of the present invention has excellent light absorption for ultraviolet rays and some visible light rays. The light emitting element of the display device containing the sealing member is efficiently prevented from being deteriorated by external light. It exhibits good efficiency and excellent life characteristics.
[0305] Although the present invention has been described above with reference to preferred embodiments, those skilled in the art will appreciate that the present invention is not limited to the above embodiments. A person skilled in the art or having ordinary skill in the art would understand the following claims. The present invention may be modified in various ways without departing from the spirit and technical scope of the present invention as defined in the scope. It should be understood that the above may be changed.
[0306] Therefore, the technical scope of the present invention is not limited to the contents described in the detailed description of the specification, but It should be determined by the scope of the claims. [Industrial Applicability]
[0307] The present invention relates to a light absorber having excellent light absorption for ultraviolet rays and a part of visible light, and a method for encapsulating the same. The present invention relates to a light emitting device having good efficiency and excellent life characteristics by including the light emitting device in a fixing member, and is of industrial interest. Highly usable.
Claims
1. a first electrode, a second electrode facing the first electrode, and a gap between the first electrode and the second electrode; a light-emitting device including a plurality of organic layers disposed on the substrate; a sealing member disposed on the light emitting element and including a light absorbing agent; The light absorber comprises a hexagonal heterocycle containing two or more nitrogen atoms as ring-forming atoms, and and first, second, third and fourth substituents, which are different from one another, substituted on the heterocycle, the first substituent is a substituted phenyl group containing at least one hydroxy group; The display device, wherein the second substituent is a fused ring group in which three or more rings are fused.
2. The sealing member includes at least one organic film and at least one inorganic film.
2. The display device according to claim 1, wherein at least one organic film contains the light absorbing agent.
3. The at least one organic film and the at least one inorganic film are alternately stacked. 、 the at least one organic film includes a first organic film that absorbs light in a first wavelength region; a second organic film that absorbs light in a second wavelength region different from the light in the first wavelength region. Item 3. The display device according to item 2.
4. The display device according to claim 1 , wherein the sealing member covers the light-emitting element.
5. The display device according to claim 1 , further comprising a polarizing member disposed on the sealing member.
6. The sealing member includes a first inorganic film disposed adjacent to the second electrode; a second inorganic film disposed on the first inorganic film; an organic film disposed between the first inorganic film and the second inorganic film and containing the light absorbing agent; fruit, The organic film has a transmittance of 10% or less at a wavelength of 405 nm and 70% or less at a wavelength of 430 nm.
2. The optical film according to claim 1, wherein the optical film has a transmittance of 97% or more at a wavelength of 450 nm. Display device.
7. The plurality of organic layers includes a hole transport region disposed on the first electrode; a light-emitting layer disposed over the hole transport region; 10. The display device of claim 1, further comprising: an electron transport region disposed above the light-emitting layer.
8. The display device according to claim 1 , further comprising a light-blocking layer disposed on the sealing member.
9. 2. The display device according to claim 1, wherein the hexagonal heterocycle is triazine or pyrimidine.
10. The first substituent is represented by any one of H1 to H5 below. Device: 【Chemistry 1】 In the above H4 and H5, R is a substituted or unsubstituted alkoxy having 1 to 20 carbon atoms. It is the base.
11. The second substituent may be a substituted or unsubstituted anthracene group, a substituted or unsubstituted pyrene group, Substituted or unsubstituted chrysene groups, substituted or unsubstituted dibenzofuran derivatives, substituted or unsubstituted dibenzofuran derivatives, an unsubstituted carbazole derivative or a substituted or unsubstituted fluorene derivative, The substituents of the substituted or unsubstituted dibenzofuran derivatives, the substituted or unsubstituted carbamates The substituents of the azole derivatives and the substituted or unsubstituted fluorene derivatives are hydrogen. Atom, alkyl group having 1 to 20 carbon atoms, alkenyl group having 1 to 20 carbon atoms, substituted or an unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted ring A heteroaryl group having 2 to 30 carbon atoms, or adjacent groups are bonded to each other The display device according to claim 1 , wherein the first and second electrodes are arranged to form a ring.
12. The third substituent is a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, represents an unsubstituted aryloxy group having 6 to 30 ring carbon atoms; an alkylthio group having 1 to 20 carbon atoms in a ring; a substituted or unsubstituted alkylthio group having 6 to 30 carbon atoms in a ring; 2. The display device according to claim 1, wherein the group is a arylthio group or a substituted or unsubstituted phenyl group.
13. 2. The display device according to claim 1, wherein the light absorber is represented by the following chemical formula 1 or 2: [Chemical formula 1] 【Chemistry 2】 [Chemical formula 2] 【Transformation 3】 In the above Chemical Formula 1 and Chemical Formula 2, Ar is a substituted or unsubstituted aryl group having 13 to 60 ring carbon atoms, or a ring-forming a substituted or unsubstituted heteroaryl group having from 12 to 60 carbon atoms, R 2 ~R 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, or a substituted or an unsubstituted alkyl group having 1 to 30 carbon atoms; an alkoxy group having 6 to 30 ring carbon atoms; a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms; a substituted or unsubstituted alkylamine group having 1 to 30 carbon atoms; an arylamine group having 6 to 30 ring carbon atoms, a substituted or unsubstituted arylamine group having 2 ring carbon atoms, a heterocyclic group having from 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having from 6 to 30 ring carbon atoms; is a aryl group, In the above formula 1, Y 1 ~Y 3 Two of them are N and the rest are CH, R 1 represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, an unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 6 or more ring carbon atoms; an aryloxy group having 30 or less carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 20 carbon atoms, a substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms; a substituted heterocyclic group having 2 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms an aryl group having 6 to 30 carbon atoms, In the formula 2, X is O or S; R 6 represents a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted cyclic group a heterocyclic group having 2 to 30 carbon atoms, or a substituted or unsubstituted heterocyclic group having 6 to 3 ring carbon atoms; 0 or less aryl groups.
14. The formula 1 is represented by any one of the following formulas 1-1 to 1-4:
13. The display device according to claim 13, [Chemical formula 1-1] 【Chemistry 4】 [Chemical formula 1-2] 【Transformation 5】 [Chemical formula 1-3] 【Transformation 6】 [Chemical formula 1-4] 【Transformation 7】 In the above Chemical Formula 1-1 to Chemical Formula 1-4, Ar, Y 1 ~Y 3 , R 1 , and R 4 is a chemistry As defined in Equation 1.
15. The formula 2 is represented by any one of the following formulas 2-1 to 2-4:
13. The display device according to claim 13, [Chemical formula 2-1] 【Transformation 8】 [Chemical formula 2-2] 【Chemistry 9】 [Chemical formula 2-3] 【Chemistry 10】 [Chemical formula 2-4] 【Chemistry 11】 In the above Chemical Formula 2-1 to Chemical Formula 2-4, X, Ar, R 4 , and R 6 is represented by the formula 1 and As defined in Chemical Formula 2.
16. The Ar is represented by any one of the following Ar-a to Ar-h. Display device: 【Chemistry 12】 【Chemistry 13】 In Ar-e to Ar-h, Z is O, S, or NR a , Cr b R c and R a ~R c are each independently a hydrogen atom, a deuterium atom, a halogen atom, or a group having 1 to 20 carbon atoms. the following alkyl groups, substituted or unsubstituted aryl groups having 6 to 30 ring carbon atoms, is a substituted or unsubstituted heteroaryl group having from 2 to 30 ring carbon atoms, In the above Ar-a to Ar-h, R 11 ~R 18 are independently hydrogen atoms, deuterium atoms Atoms, halogen atoms, alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted ring-forming carbon atoms an aryl group having 6 to 30 carbon atoms in its ring, or a substituted or unsubstituted aryl group having 2 to 30 ring carbon atoms in its ring; is a heteroaryl group below, m1 to m8 each independently represents an integer of 0 or more and 4 or less.
17. The formula 1 is represented by any one of the following formulas 1-A to 1-C:
13. The display device according to claim 13, [Chemical formula 1-A] 【Chemistry 14】 [Chemical formula 1-B] 【Chemistry 15】 [Chemical formula 1-C] 【Chemistry 16】 In the following chemical formulas 1-A to 1-C, Y 1 ~Y 3 , Ar, and R 1 ~R 5 is the chemical formula As defined in 1.
18. The light absorber is at least one of the compounds shown in the following first compound group and second compound group. The display device of claim 1, comprising: [First compound group] 【Chemistry 17】 [Chemistry 18] 【Chemistry 19】 【Chemistry 20】 【Chemistry 21】 【Chemistry 22】 [Second compound group] 【Chemistry 23】 【Chemistry 24】 【Chemistry 25】 【Chemistry 26】 【Chemistry 27】 【Chemistry 28】 【Chemistry 29】 【Transformation 30】 【Chemistry 31】 【Chemistry 32】 【Transformation 33】 【Transformation 34】 【Chemistry 35】 。
19. a first electrode, a second electrode facing the first electrode, and a gap between the first electrode and the second electrode; a light-emitting device including a plurality of organic layers disposed on the substrate; a sealing member disposed on the light-emitting element and including an organic film containing a light absorber; The organic film has a transmittance of 10% or less at a wavelength of 405 nm and 7% or less at a wavelength of 430 nm. 0% or more transmittance at a wavelength of 450 nm, and 97% or more transmittance at a wavelength of 450 nm; The light absorber comprises a hexagonal heterocycle containing two or more N atoms as ring-forming atoms, and and first to third substituents which are different from one another and which are substituted on the ring.
20. 20. The display device according to claim 19, wherein the hexagonal heterocycle is triazine or pyrimidine.
21. the first substituent is a substituted phenyl group containing at least one hydroxy group; the second substituent is a fused ring group in which three or more rings are fused, The third substituent may be a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, or a substituted or unsubstituted hydroxyl group.
20. The display device according to claim 19, wherein the phenyl group is a substituted or unsubstituted phenyl group.
22. The first substituent is represented by any one of H1 to H5 below. Display device: 【Transformation 36】 【change】 In the above H4 and H5, R is a substituted or unsubstituted alkoxy having 1 to 20 carbon atoms. It is the base.
23. The second substituent is represented by any one of the following Ar-a to Ar-h. The display device described: 【Chemistry 37】 In Ar-e to Ar-h, Z is O, S, or NR a , Cr b R c and R a ~R c are each independently a hydrogen atom, a deuterium atom, a halogen atom, or a group having 1 to 20 carbon atoms. the following alkyl groups, substituted or unsubstituted aryl groups having 6 to 30 ring carbon atoms, is a substituted or unsubstituted heteroaryl group having from 2 to 30 ring carbon atoms, In the above Ar-a to Ar-h, R 11 ~R 18 are independently hydrogen atoms, deuterium atoms Atoms, halogen atoms, alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted ring-forming carbon atoms an aryl group having 6 to 30 carbon atoms in its ring, or a substituted or unsubstituted aryl group having 2 to 30 ring carbon atoms in its ring; is a heteroaryl group below, m1 to m8 each independently represents an integer of 0 or more and 4 or less.
24. The third substituent is represented by any one of the following S1 to S15 according to claim 19. Display device: 【Transformation 38】 。
25. The light absorber contains at least one of the following first and second compound groups: The display device according to claim 19, [First compound group] 【Chemistry 39】 【Chemistry 40】 【Chemistry 41】 【Chemistry 42】 【Chemistry 43】 【Chemistry 44】 [Second compound group] 【Chemistry 45】 【Chemistry 46】 【Chemistry 47】 【Chemistry 48】 【Chemistry 49】 [Transformation 50] 【Chemistry 51】 【Chemistry 52】 【Chemistry 53】 【Chemistry 54】 【Transformation 55】 【Transformation 56】 。
26. Light absorbers represented by the following chemical formulas 1 and 2: [Chemical formula 1] 【Chemistry 57】 [Chemical formula 2] 【Chemistry 58】 In the above Chemical Formula 1 and Chemical Formula 2, Ar is a substituted or unsubstituted aryl group having 13 to 60 ring carbon atoms, or a ring-forming a substituted or unsubstituted heteroaryl group having from 12 to 60 carbon atoms, R 2 ~R 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, or a substituted or an unsubstituted alkyl group having 1 to 30 carbon atoms; an alkoxy group having 6 to 30 ring carbon atoms; a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms; a substituted or unsubstituted alkylamine group having 1 to 30 carbon atoms; an arylamine group having 6 to 30 ring carbon atoms, a substituted or unsubstituted arylamine group having 2 ring carbon atoms, a heterocyclic group having from 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having from 6 to 30 ring carbon atoms; is a aryl group, In the above formula 1, Y 1 ~Y 3 Two of them are N and the rest are CH, R 1 represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, an unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 6 or more ring carbon atoms; an aryloxy group having 30 or less carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 20 carbon atoms, a substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms; a substituted heterocyclic group having 2 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms an aryl group having 6 to 30 carbon atoms, In the formula 2, X is O or S; R 6 represents a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted cyclic group a heterocyclic group having 2 to 30 carbon atoms, or a substituted or unsubstituted heterocyclic group having 6 to 3 ring carbon atoms; 0 or less aryl groups.
27. The formula 1 is represented by any one of the following formulas 1-1 to 1-4:
26. A light absorber according to claim 26: [Chemical formula 1-1] 【Chemistry 59】 [Chemical formula 1-2] 【Transformation 60】 [Chemical formula 1-3] 【Chemistry 61】 [Chemical formula 1-4] 【Transformation 62】 In the above Chemical Formula 1-1 to Chemical Formula 1-4, Ar, Y 1 ~Y 3 , R 1 , and R 4 is a chemistry As defined in Equation 1.
28. The formula 2 is represented by any one of the following formulas 2-1 to 2-4:
26. A light absorber according to claim 26: [Chemical formula 2-1] 【Transformation 63】 [Chemical formula 2-2] 【Chemistry 64】 [Chemical formula 2-3] 【Transformation 65】 [Chemical formula 2-4] 【Chemical Formula 66】 In the above Chemical Formula 2-1 to Chemical Formula 2-4, X, Ar, R 4 , and R 6 is represented by the formula 1 and As defined in Chemical Formula 2.
29. The formula 1 is represented by any one of the following formulas 1-A to 1-C:
26. A light absorber according to claim 26: [Chemical formula 1-A] 【Transformation 67】 [Chemical formula 1-B] 【Transformation 68】 [Chemical formula 1-C] 【Transformation 69】 In the following chemical formulas 1-A to 1-C, Y 1 ~Y 3 , Ar, and R 1 ~R 5 is the chemical formula As defined in 1.
30. The Ar is represented by any one of the following Ar-a to Ar-h. Light absorber: 【Transformation 70】 In Ar-e to Ar-h, Z is O, S, or NR a , Cr b R c and R a ~R c are each independently a hydrogen atom, a deuterium atom, a halogen atom, or a group having 1 to 20 carbon atoms. the following alkyl groups, substituted or unsubstituted aryl groups having 6 to 30 ring carbon atoms, is a substituted or unsubstituted heteroaryl group having from 2 to 30 ring carbon atoms, In the above Ar-a to Ar-h, R 11 ~R 18 are independently hydrogen atoms, deuterium atoms Atoms, halogen atoms, alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted ring-forming carbon atoms an aryl group having 6 to 30 carbon atoms in its ring, or a substituted or unsubstituted aryl group having 2 to 30 ring carbon atoms in its ring; is a heteroaryl group below, m1 to m8 each independently represents an integer of 0 or more and 4 or less.
31. Ar is unsubstituted anthracene, unsubstituted phenanthrene, unsubstituted pyrene, or 27. The light absorber of claim 26 which is an unsubstituted chrysene.
32. The R 1 is represented by any one of the following S1 to S15, Agent: 【Chemistry 71】 。
33. The light absorber represented by the formula 1 may be a compound represented by the following first and second compound groups:
27. The light absorber of claim 26, which is any one of: [First compound group] 【Chemistry 72】 【Transformation 73】 【Chemistry 74】 【Chemistry 75】 【Transformation 76】 【Chemical Formula 77】 [Second compound group] 【Transformation 78】 【Transformation 79】 【Chemistry 80】 【Chemistry 81】 【Chemistry 82】 【Chemistry 83】 【Chemical 84】 【Chemical 85】 【Chemical 86】 【Chemistry 87】 【Chemical 88】 【Chemical 89】 。
Citation Information
Patent Citations
Anthracene derivative and organic electroluminescence element using same
WO2014141725A1