Display device and light absorber included in the display device
By using a light absorber containing nitrogen hexagonal heterocyclic ring in the packaging components of the display device to absorb ultraviolet rays and visible light, the problem of easy damage to the light emitting device is solved, and its reliability and service life are improved.
Patent Information
- Application Number
- CN201980065956.0
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Priority Date
- 2019-02-21
- Filing Date
- 2019-09-27
- Publication Date
- 2025-06-10
- Estimated Expiration
- 2039-09-27
AI Technical Summary
The light emitting devices of existing organic electroluminescent displays are susceptible to damage from ultraviolet rays and visible light, resulting in reduced reliability and service life.
In the package member of the display device, a light absorber is introduced, which contains two or more nitrogen atoms as a hexagonal heterocycle with a ring-forming atom, and has different substituents at the hexagonal heterocycle, including at least one hydroxyl phenyl group, a ring-condensed condensation ring group and other substituents to absorb ultraviolet rays and visible light.
By absorbing external light, the light absorber in the packaging member effectively blocks ultraviolet rays and visible light into the light emitting device, improving the reliability and service life of the light emitting device.
Smart Images

Figure CN112805844B_ABST
Abstract
Description
Technical Field
[0001] The present invention disclosed herein relates to a display device and a light absorber used in the display device, and more particularly, to a light absorber included in a encapsulation member and a display device including the encapsulation member. Background Art
[0002] Recently, the development of an organic electroluminescent display as an image display device has been actively carried out. Different from a liquid crystal display device or the like, an organic electroluminescent display is a so-called self-luminous display device, in which holes and electrons injected from a first electrode and a second electrode are recombined in an emission layer, and thus, a light-emitting material including an organic compound in the emission layer emits light to realize display. When applying the self-luminous light-emitting device to a display device, a light-emitting device having a low driving voltage, a high luminous efficiency, and a long service life is required, and it is necessary to ensure the stability of the light-emitting device so that such characteristics can be stably obtained.
[0003] Specifically, the vulnerability of the light-emitting device is that it is easily degraded due to exposure to ultraviolet rays during the manufacturing process or exposure to sunlight during outdoor use. Therefore, there has been a continuous need for a technique for blocking a part of visible light and ultraviolet rays from entering the inside of the light-emitting device. Summary of the Invention
[0004] Technical Problem
[0005] An object of the present invention is to provide a display device having improved reliability of a light-emitting device by including a light absorber in an encapsulation member.
[0006] Another object of the present invention is to provide a light absorber that effectively absorbs a part of visible light and ultraviolet rays.
[0007] Technical Solution
[0008] An embodiment provides a display device including: a light-emitting device including a first electrode, a second electrode facing the first electrode, and a plurality of organic layers disposed between the first electrode and the second electrode; and an encapsulation member disposed on the light-emitting device and including a light absorber, wherein the light absorber includes a hexagonal heterocyclic ring including two or more nitrogen atoms as ring-forming atoms and a first substituent, a second substituent, and a third substituent substituted at the hexagonal heterocyclic ring, the first substituent, the second substituent, and the third substituent are different from each other, the first substituent is a substituted phenyl group including at least one hydroxyl group, and the second substituent is a condensed ring group in which three or more rings are condensed.
[0009] The encapsulation member may include at least one organic film and at least one inorganic film, and at least one organic film may include the light absorber.
[0010] At least one organic film and at least one inorganic film may be alternately stacked, and the at least one organic film may include: a first organic film configured to absorb light in a first wavelength region; and a second organic film configured to absorb light in a second wavelength region different from the light in the first wavelength region.
[0011] The encapsulation member may cover the light-emitting device.
[0012] A polarization member provided on the encapsulation member may also be included.
[0013] The encapsulation member may include: a first inorganic film provided adjacent to the second electrode; a second inorganic film provided on the first inorganic film; and an organic film provided between the first inorganic film and the second inorganic film and including a light absorber, wherein the organic film may have a transmittance of 10% or less at a wavelength of 405 nm, a transmittance of 70% or more at a wavelength of 430 nm, and a transmittance of 97% or more at a wavelength of 450 nm.
[0014] The plurality of organic layers may include: a hole transport region provided on the first electrode; an emission layer provided on the hole transport region; and an electron transport region provided on the emission layer.
[0015] A light-shielding layer provided on the encapsulation member may also be included.
[0016] The hexagonal heterocycle may be triazine or pyrimidine.
[0017] The first substituent may be represented by any one of the following H1 to H5, and R in the following H4 and H5 is a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms.
[0018]
[0019] The second substituent may be a substituted or unsubstituted anthryl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted group, a substituted or unsubstituted dibenzofuran derivative, a substituted or unsubstituted carbazole derivative, or a substituted or unsubstituted fluorene derivative. The substituents of the substituted or unsubstituted dibenzofuran derivative, the substituted or unsubstituted carbazole derivative, and the substituted or unsubstituted fluorene derivative may be a hydrogen atom, 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 a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, or adjacent groups may be combined with each other to form a ring.
[0020] The third substituent may be a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring 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, or a substituted or unsubstituted phenyl group.
[0021] The light absorber may be represented by the following Formula 1 or Formula 2:
[0022] [Formula 1]
[0023]
[0024] [Formula 2]
[0025]
[0026] In the above Formula 1 and Formula 2, Ar is a substituted or unsubstituted aryl group having 13 to 60 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 12 to 60 ring carbon atoms, and R 2 to R 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylamino group having 1 to 30 carbon atoms, a substituted or unsubstituted arylamino group 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 aryl group having 6 to 30 ring carbon atoms. In the above Formula 1, two of Y 1 to Y 3 are N, and the rest are CH, and R 1 is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring 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 or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. In the above Formula 2, X is O or S, and R 6 is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms.
[0027] The above Formula 1 can be represented by any one of the following Formulas 1-1 to 1-4. In the following Formulas 1-1 to 1-4, Ar, Y 1 to Y 3 , R 1 and R 4 are the same as those defined in Formula 1.
[0028] [Formula 1-1]
[0029]
[0030] [Formula 1-2]
[0031]
[0032] [Formula 1-3]
[0033]
[0034] [Formula 1-4]
[0035]
[0036] In the above Formulas 1-1 to 1-4, Ar, Y 1 to Y 3 , R 1 and R 4 are the same as those defined in Formula 1.
[0037] The above Formula 2 can be represented by any one of the following Formulas 2-1 to 2-4. In the following Formulas 2-1 to 2-4, X, Ar, R 4 and R 6 are the same as those defined in Formulas 1 and 2.
[0038] [Formula 2-1]
[0039]
[0040] [Formula 2-2]
[0041]
[0042] [Formula 2-3]
[0043]
[0044] [Formula 2-4]
[0045]
[0046] The above Ar can be represented by any one of the following Ar-a to Ar-h:
[0047]
[0048]
[0049] In Ar-e to Ar-h above, Z is O, S, NR a , CR b R c wherein R a to R c are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. In Ar-a to Ar-h above, R 11 to R 18 are each independently a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and m1 to m8 are each independently an integer from 0 to 4.
[0050] The above formula 1 can be represented by any one of the following formula 1-A to formula 1-C. In the following formula 1-A to formula 1-C, Y 1 to Y 3 , Ar and R 1 to R 5 are the same as those defined in formula 1.
[0051] [Formula 1-A]
[0052]
[0053] [Formula 1-B]
[0054]
[0055] [Formula 1-C]
[0056]
[0057] An embodiment provides a display device, the display device including: a light-emitting device including a first electrode, a second electrode facing the first electrode, and a plurality of organic layers disposed between the first electrode and the second electrode; and a packaging member disposed on the light-emitting device and including an organic film containing a light absorber, wherein the organic film has a transmittance of 10% or less at a wavelength of 405 nm, a transmittance of 70% or more at a wavelength of 430 nm, and a transmittance of 97% or more at a wavelength of 450 nm, and the light absorber includes a hexagonal heterocycle containing two or more N atoms as ring-forming atoms and a first substituent, a second substituent, and a third substituent substituted at the hexagonal heterocycle, and the first substituent, the second substituent, and the third substituent are different from each other.
[0058] The hexagonal heterocycle may be triazine or pyrimidine.
[0059] The first substituent may be a substituted phenyl group containing at least one hydroxyl group, the second substituent may be a condensed ring group in which three or more rings are condensed, and the third substituent may be a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, or a substituted or unsubstituted phenyl group.
[0060] The first substituent may be represented by any one of H1 to H5 below. In H4 and H5 below, R is a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms.
[0061]
[0062] The second substituent may be represented by any one of Ar-a to Ar-h below:
[0063]
[0064] In Ar-e to Ar-h above, Z is O, S, NR a , CR b R c , R a to R c are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. In Ar-a to Ar-h above, R 11 to R 18 are each independently a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and m1 to m8 are each independently an integer from 0 to 4.
[0065] The third substituent may be represented by any one of S1 to S15 below:
[0066]
[0067] Another embodiment provides a light absorber represented by the following Formula 1 or Formula 2:
[0068] [Formula 1]
[0069]
[0070] [Formula 2]
[0071]
[0072] In Formulas 1 and 2 above, Ar is a substituted or unsubstituted aryl group having 13 to 60 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 12 to 60 ring carbon atoms, and R 2 to R 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylamino group having 1 to 30 carbon atoms, a substituted or unsubstituted arylamino group 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 aryl group having 6 to 30 ring carbon atoms. In Formula 1 above, two of Y 1 to Y 3 are N, and the rest are CH, and R 1 is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring 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 or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. In Formula 2 above, X is O or S, and R 6 is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms.
[0073] Beneficial effects
[0074] The display device of the embodiment can have improved reliability by absorbing external light in the encapsulation member.
[0075] The light absorber of the embodiment can be applied to the encapsulation member on the light-emitting device to mainly absorb light in the ultraviolet wavelength region, thereby preventing the deterioration of the light-emitting device and improving reliability. BRIEF DESCRIPTION OF THE DRAWINGS
[0076] Figure 1 is a perspective view of the display device of the embodiment.
[0077] Figure 2a is a cross-sectional view taken along line I-I' of Figure 1
[0078] Figure 2b is a cross-sectional view of the display device of the embodiment.
[0079] Figure 3 is a cross-sectional view of the display panel according to the embodiment.
[0080] Figure 4 is a plan view of the display panel according to the embodiment.
[0081] Figure 5 is a cross-sectional view taken along line II-II' of Figure 4
[0082] Figure 6 is a cross-sectional view of the light-emitting device according to the embodiment.
[0083] Figures 7 to 9 are all cross-sectional views of the display device according to the embodiment.
[0084] Figure 10 is a cross-sectional view of the light-emitting device according to the embodiment.
[0085] Figure 11 is a cross-sectional view of the encapsulation member according to the embodiment.
[0086] Figure 12 and Figure 13 are all cross-sectional views of the encapsulation member according to the embodiment.
[0087] Figure 14 is a graph showing the transmittance of the encapsulation member in the organic film according to the embodiment.
[0088] Figure 15 is a graph showing the transmittance in the display device of the embodiment.
[0089] Figure 16 is an image showing the presence / absence of damage according to the exposure time to ultraviolet rays in the example and the comparative example. DETAILED DESCRIPTION
[0090] Since the present invention can be modified in various ways and has various shapes, specific embodiments are shown in the drawings and described in the detailed description. However, it should be understood that it is not intended to limit the present invention to the specific forms disclosed, but rather to cover all modifications, equivalents, and alternatives falling within the spirit and scope of the invention.
[0091] In this description, when an element (or region, layer, part, etc.) is referred to as being "on" another element, "connected to" or "coupled to" another element, this means that the element can be disposed directly on / directly connected to / directly coupled to the other element, or a third element can be disposed between them.
[0092] Like reference numerals always denote like elements. Further, in the drawings, the thickness, ratios, and dimensions of the elements are exaggerated for effective description of the technical content.
[0093] The term "and / or" includes all combinations of one or more of the associated configurations that can be defined.
[0094] It will be understood that although the terms "first", "second", etc. may be used herein to describe various elements, these elements should not be limited by these terms. These terms are only used to distinguish one element (element) from another element (element). For example, without departing from the scope of the exemplary embodiments of the inventive concept, a first element may be named a second element, and similarly, a second element may be named a first element. Unless the context clearly indicates otherwise, the singular forms of the terms may also include the plural forms.
[0095] In addition, terms such as "below", "under", "above", "over", etc. are used to describe the relationship of the structures shown in the drawings. The terms are used as relative concepts and are described with reference to the directions indicated in the drawings.
[0096] Unless otherwise defined, all terms (including technical and scientific terms) used herein have the same meaning as commonly understood by one of ordinary skill in the art to which the inventive concept pertains. In addition, terms defined in a general dictionary should be interpreted as having a meaning consistent with their meaning in the context of the prior art, and are clearly defined herein, unless they are interpreted in an idealized or overly formal sense.
[0097] It should be understood that the term "comprises" or "has" is intended to specify the presence of the features, integers, steps, operations, elements, components, or combinations thereof stated in the disclosure, but does not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, or combinations thereof.
[0098] Hereinafter, a display device according to an embodiment of the present invention and a light absorber included in the embodiment will be described with reference to the accompanying drawings.
[0099] Figure 1 is a perspective view of a display device of an embodiment, Figure 2a and Figure 2b are both cross-sectional views of the display device of the embodiment. Figure 2a shows along Figure 1 A cross-sectional view of a part taken along line I-I'. Figure 3 is a cross-sectional view of a display panel included in the display device of the embodiment. Figure 4 is a plan view of a display panel included in the display device of the embodiment, Figure 5 shows along Figure 4 A cross-sectional view of a part taken along line II-II'. Figure 6 is a cross-sectional view of a light-emitting device according to an embodiment. Figures 7 to 9 are both cross-sectional views of the display device of the embodiment. Figure 10 is a cross-sectional view of a light-emitting device according to an embodiment.
[0100] Referring to Figure 1 , the display device DS can display an image IM through a display surface IS. In Figure 1 , the display surface IS is shown as being parallel to a surface defined by a first direction axis DR1 and a second direction axis DR2 intersecting the first direction axis DR1. However, this is only an example, and in another embodiment, the display device (not shown) may have a curved shape.
[0101] The normal direction of the display surface IS (i.e., the thickness direction of the display device DS) is indicated by a third direction axis DR3. The front surface (or top surface) and the rear surface (or bottom surface) of each member are distinguished by the third direction axis DR3. However, the directions indicated by the first to third direction axes DR1, DR2, and DR3 are relative concepts and can therefore be changed to other directions.
[0102] In Figure 1 , a mobile electronic device is shown as an example of the display device DS. However, the display device DS can be used for large electronic devices (such as televisions, monitors, or outdoor advertising boards) as well as small and medium-sized electronic devices (such as personal computers, laptop computers, personal digital terminals, vehicle navigation units, game consoles, smart phones, tablet computers, and cameras). These are only provided as examples, and thus, as long as the inventive concept is not departed from, other electronic devices can be employed.
[0103] The display surface IS includes a display area DA where the image IM is displayed and a non-display area NDA adjacent to the display area DA. The non-display area NDA is an area where no image is displayed.Figure 1 The watch window and application icons are shown as examples of the image IM.
[0104] The display area DA may have a quadrilateral shape. The non-display area NDA may surround the display area DA. However, the embodiment is not limited thereto, and the shapes of the display area DA and the non-display area NDA may be designed relatively. In addition, the non-display area NDA may not exist on the front surface of the display device DS.
[0105] The display panels DP, DP-1, and DP-2 may be light-emitting display panels included in the display devices DS, DS-a, DS-1, DS-1a, and DS-2 shown in Figures 1 to 9 the embodiments shown. For example, the display panels DP, DP-1, and DP-2 may be organic electroluminescent display panels or quantum dot light-emitting display panels. However, the embodiment is not limited thereto.
[0106] The display panel DP according to an embodiment may include a packaging member TFE provided on the light-emitting devices OEL, OEL-1, and OEL-2.
[0107] Hereinafter, in the description of the display devices and display panels of the embodiments, the display devices DS and DS-a and the display panel DP shown in Figures 1 to 5 will be mainly described, but the embodiment is not limited thereto, and the description of the structures with the same or similar reference numerals may be equivalently applied to the description of the display devices DS-1, DS-1a, and DS-2 shown in Figures 7 to 9 the embodiments.
[0108] The packaging member TFE in the display devices DS and DS-a may include a light absorber. In an embodiment, the packaging member TFE may include a light absorber to absorb a part of the incident light from the outside of the display devices DS and DS-a. The packaging member TFE including the light absorber may absorb external light to block at least a part of the external light from transmitting to the light-emitting device OEL.
[0109] The packaging member TFE in the display devices DS and DS-a of the embodiment may include the light absorber of the embodiment, and the light absorber of the embodiment includes a hexagonal heterocycle including two or more nitrogen atoms as ring-forming atoms and a first substituent to a third substituent substituted at the hexagonal heterocycle.
[0110] The light absorber of the embodiment may include a hexagonal heterocycle containing two or more nitrogen atoms as ring-forming atoms and a first substituent to a third substituent substituted at the hexagonal heterocycle, and the first substituent to the third substituent are different from each other. The first substituent in the light absorber of the embodiment may be a substituted phenyl group containing at least one hydroxyl group, and the second substituent may be a condensed ring group in which three or more rings are condensed.
[0111] The third substituent may be different from the first substituent and the second substituent. The third substituent may be an alkyl group, an oxy group, a thio group, an aryl group, a heterocyclic group, etc. For example, the third substituent may be a substituted or unsubstituted oxy group or a substituted or unsubstituted thio group directly substituted at the nucleus of the hexagonal heterocycle, or a substituted or unsubstituted phenyl group directly substituted at the hexagonal heterocycle.
[0112] In the light absorber of the embodiment, the hexagonal heterocycle may be triazine or pyrimidine.
[0113] In the light absorber of the embodiment, the first substituent may be a phenyl group substituted with 1 to 3 hydroxyl groups. The first substituent may be represented by any one of the following H1 to H5.
[0114]
[0115] In addition, in H4 and H5, R may be a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms. For example, in H4 and H5, R may be methoxy, undecyloxy, dodecyloxy, cyclopentyloxy or ethyl pentyloxy, but is not limited thereto.
[0116] The second substituent may be a substituted or unsubstituted anthryl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted dibenzofuran derivative, a substituted or unsubstituted carbazole derivative or a substituted or unsubstituted fluorene derivative. In addition, the substituents of the substituted or unsubstituted dibenzofuran derivative, the substituted or unsubstituted carbazole derivative and the substituted or unsubstituted fluorene derivative may be a hydrogen atom, 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-forming carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or adjacent groups may be combined with each other to form a ring.
[0117] The second substituent may be represented by any one of Ar-a to Ar-h.
[0118]
[0119] In Ar-e to Ar-h, Z may be O, S, NR a, CR b R c , and R a to R c may each independently be a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.
[0120] In addition, in Ar-a to Ar-h, R 11 to R 18 are each independently a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and m1 to m8 may each independently be an integer from 0 to 4.
[0121] When m1 to m8 are integers of 2 or greater, multiple R 11 to R 18 may be the same as or different from each other.
[0122] In the light absorbent of the embodiment, the third substituent may be a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring 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 or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. For example, the third substituent may be a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring 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, or a substituted or unsubstituted phenyl group.
[0123] The third substituent may be represented by any one of S1 to S15.
[0124]
[0125] In the specification, the term "substituted or unsubstituted" may mean that a group is unsubstituted or substituted with at least one substituent selected from the group consisting of a deuterium atom, a halogen atom, a cyano group, a nitro group, an amino group, a silyl group, an oxy group, a thio group, a sulfinyl group, a sulfonyl group, a carbonyl group, a boron group, a phosphinyl group, a phosphinothioyl group, an alkyl group, an alkenyl group, an alkoxy group, a hydrocarbon ring group, an aryl group, and a heterocyclic group. Additionally, each of the substituents exemplified above may be substituted or unsubstituted. For example, a biphenyl group may be interpreted as an aryl group or a phenyl group substituted with a phenyl group.
[0126] In the specification, the phrase "bonded to an adjacent group to form a ring" may mean that a group is bonded to an adjacent group to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocyclic ring. Hydrocarbon rings include aliphatic hydrocarbon rings and aromatic hydrocarbon rings. Heterocyclic rings include aliphatic heterocyclic rings and aromatic heterocyclic rings. Hydrocarbon rings and heterocyclic rings may be monocyclic or polycyclic. Additionally, rings formed by bonding to each other may be connected to another ring to form a spiro structure.
[0127] In the specification, the term "adjacent group" may mean a substituent substituted on an atom directly connected to the atom substituted with a corresponding substituent, another substituent substituted on the atom substituted with a corresponding substituent, or a substituent located in the position closest in space to the corresponding substituent. For example, the two methyl groups in 1,2-dimethylbenzene may be interpreted as "adjacent groups" to each other, and the two ethyl groups in 1,1-diethylcyclopentane may be interpreted as "adjacent groups" to each other.
[0128] In the specification, examples of halogen atoms may include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.
[0129] In the specification, the alkyl group may be linear, branched or cyclic. The number of carbon atoms in the alkyl group is from 1 to 50, from 1 to 30, from 1 to 20, from 1 to 10 or from 1 to 6. Examples of the alkyl group may include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, 2-ethylbutyl, 3,3-dimethylbutyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, cyclopentyl, 1-methylpentyl, 3-methylpentyl, 2-ethylpentyl, 4-methyl-2-pentyl, n-hexyl, 1-methylhexyl, 2-ethylhexyl, 2-butylhexyl, cyclohexyl, 4-methylcyclohexyl, 4-tert-butylcyclohexyl, n-heptyl, 1-methylheptyl, 2,2-dimethylheptyl, 2-ethylheptyl, 2-butylheptyl, n-octyl, tert-octyl, 2-ethyloctyl, 2-butyl octyl, 2-hexyloctyl, 3,7-dimethyloctyl, cyclooctyl, n-nonyl, n-decyl, adamantyl, 2-ethyl decyl, 2-butyl decyl, 2-hexyl decyl, 2-octyl decyl, n-undecyl, n-dodecyl, 2-ethyldodecyl, 2-butyl dodecyl, 2-hexyl dodecyl, 2-octyl dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, 2-ethylhexadecyl, 2-butyl hexadecyl, 2-hexyl hexadecyl, 2-octyl hexadecyl, n-heptadecyl, n-octadecyl, n-nonadecyl, n-eicosyl, 2-ethyl eicosyl, 2-butyl eicosyl, 2-hexyl eicosyl, 2-octyl eicosyl, n-heneicosyl, n-docosyl, n-tricosyl, n-tetracosyl, n-pentacosyl, n-hexacosyl, n-heptacosyl, n-octacosyl, n-nonacosyl, n-triacontyl, etc., but are not limited thereto.
[0130] In the specification, the aliphatic hydrocarbon ring group refers to any functional group or substituent derived from an aliphatic hydrocarbon ring. The aliphatic hydrocarbon ring group may be a saturated hydrocarbon ring group having 5 to 20 ring carbon atoms.
[0131] In the specification, the 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 in the aryl group may be from 6 to 30, from 6 to 20 or from 6 to 15. Examples of the aryl group may include phenyl, naphthyl, fluorenyl, anthryl, phenanthryl, biphenyl, terphenyl, quaterphenyl, quinquephenyl, sexiphenyl, benzo[9,10]phenanthryl, pyrenyl, benzo[a]pyrenyl, and the like, but are not limited thereto.
[0132] In the specification, the fluorenyl group may be substituted, and two substituents may be combined with each other to form a spiro structure. Examples of the substituted fluorenyl group are as follows. However, the embodiments of the present invention are not limited thereto.
[0133]
[0134] In the specification, a heterocyclic group refers to any functional group or substituent derived from a ring containing at least one of B, O, N, P, Si, and S as a heteroatom. The heterocyclic group includes an aliphatic heterocyclic group and an aromatic heterocyclic group. The aromatic heterocyclic group may be a heteroaryl group. The aliphatic heterocycle and the aromatic heterocycle may be monocyclic or polycyclic.
[0135] In the specification, the aliphatic heterocyclic group may include at least one of B, O, N, P, Si, and S as a heteroatom. When the aliphatic heterocyclic group includes two or more heteroatoms, the two or more heteroatoms may be the same as or different from each other. The number of ring-forming carbon atoms in the aliphatic heterocyclic group may be 2 to 30, 2 to 20, or 2 to 10. Examples of the aliphatic heterocyclic group include oxiranyl, thiopyranyl, pyrrolidinyl, piperidinyl, tetrahydrofuranyl, tetrahydrothienyl, thiacyclopentyl, tetrahydropyranyl, 1,4-dioxanyl, etc., but are not limited thereto.
[0136] In the specification, the heteroaryl group may include at least one of B, O, N, P, Si, and S as a heteroatom. When the heteroaryl group contains two or more heteroatoms, the two or more heteroatoms may be the same as or different from each other. The heteroaryl group may be a monocyclic heteroaryl group or a polycyclic heteroaryl group. The number of ring-forming carbon atoms in the heteroaryl group may be 2 to 30, 2 to 20, or 2 to 10. Examples of the heteroaryl group may include thienyl, furyl, pyrrolyl, imidazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, acridinyl, pyridazinyl, pyrazinyl, quinolinyl, quinazolinyl, quinoxalinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolinyl, indolyl, carbazolyl, N-arylcarbazolyl, N-heteroarylcarbazolyl, N-alkylcarbazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothienyl, dibenzothienyl, thienothienyl, benzofuryl, phenanthrolinyl, thiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, thiadiazolyl, phenothiazinyl, dibenzothiophenylene, dibenzofuryl, etc., but the embodiments of the inventive concept are not limited thereto.
[0137] In the specification, the number of carbon atoms in the amino group is not particularly limited and may be 1 to 30. The amino group may include an alkylamino group, an arylamino group, or a heteroarylamino group. Examples of the amino group include methylamino, dimethylamino, phenylamino, diphenylamino, naphthylamino, 9-methylanthracenylamino, triphenylamino, etc., but are not limited thereto.
[0138] In the specification, the thio group may include an alkylthio group and an arylthio group.
[0139] In the specification, the oxy group may be an alkoxy group or an aryloxy group. The alkoxy group may be a straight-chain, branched-chain, or cyclic chain. The number of carbon atoms in the alkoxy group is not particularly limited, and for example, it may be from 1 to 20 or from 1 to 10. Examples of the oxy group include methoxy, ethoxy, n-propoxy, isopropoxy, butoxy, pentyloxy, hexyloxy, octyloxy, nonyloxy, decyloxy, benzyloxy, etc., but the examples of the embodiments of the inventive concept are not limited thereto.
[0140] In the specification, the alkenyl group may be a straight-chain or branched-chain. Although the number of carbon atoms is not particularly limited, it is from 2 to 30, from 2 to 20, or from 2 to 10. Examples of the alkenyl group include vinyl, 1-butenyl, 1-pentenyl, 1,3-butadienyl aryl, styryl, styryl vinyl, etc., but the examples of the embodiments of the inventive concept are not limited thereto.
[0141] In the specification, the number of carbon atoms in the amino group is not particularly limited, and it may be from 1 to 30. The amino group may include an alkylamino group and an arylamino group. Examples of the amino group may include methylamino, dimethylamino, phenylamino, diphenylamino, naphthylamino, 9-methylanthracenylamino, etc., but are not limited thereto.
[0142] In the specification, the alkyl group in alkylthio, alkylsulfonyl, alkoxy, alkylamino, alkylboron, alkylsilyl, and alkylamino is the same as the examples of the above alkyl group.
[0143] In the specification, the aryl group in aryloxy, arylthio, arylsulfonyl, arylamino, arylboron, arylsilyl, and arylamino is the same as the examples of the above aryl group.
[0144] In addition, in the specification, "-*" indicates the position to be connected.
[0145] In the light absorbent of the embodiment, the first substituent includes at least one hydroxyl group (-OH), and may be the part that absorbs light and converts it into heat energy. In addition, the second substituent may be the part that adjusts the wavelength region of the light absorbed by the light absorbent. The third substituent may be the part that adjusts the solubility of the light absorbent of the embodiment.
[0146] The light absorbent of the embodiment can absorb light in the ultraviolet wavelength region. For example, the light absorbent of the embodiment can mainly absorb light in the wavelength range of 405 nm or less. The light absorbent of the embodiment can mainly absorb light in the wavelength region of 380 nm to 405 nm.
[0147] The light absorbent of the embodiment may be represented by the following Formula 1 or Formula 2:
[0148] [Formula 1]
[0149]
[0150] [Formula 2]
[0151]
[0152] In the above Formula 1, two of Y 1 to Y 3 can be N, and the rest can be CH.
[0153] Formula 1 represents the case where the core is pyrimidine in the light absorbent of the example, and Formula 2 represents the case where the core is triazine in the light absorbent of the example.
[0154] In Formula 1 and Formula 2, Ar can be a substituted or unsubstituted aryl group having 13 to 60 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 12 to 60 ring carbon atoms. Additionally, in Formula 1 and Formula 2, R 2 to R 5 can each independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylamino group having 1 to 30 carbon atoms, a substituted or unsubstituted arylamino group 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 aryl group having 6 to 30 ring carbon atoms.
[0155] Furthermore, in Formula 1, R 1 can be a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring 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 or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. For example, in Formula 1, R 1 can be a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 20 carbon atoms, or an unsubstituted phenyl group. In Formula 2, X can be O or S, and R 6 can be a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms.
[0156] The light absorber represented by Formula 1 includes three different substituents, which can be respectively Ar-* and * -R 1 . Additionally, the light absorber represented by Formula 2 can include each of the three different substituents of Ar-* and * -XR 6 .
[0157] Among the three substituents, can be the part that absorbs light and converts it into heat energy. Additionally, "Ar-*" includes a condensed ring having three or more rings and can be the part that regulates the wavelength region of the light absorbed by the light absorber. " * -R 1 " or " * -XR 6 " can be the part that regulates the solubility of the light absorber in the examples. Specifically, when R 1 is a substituted or unsubstituted alkoxy group or R 6 is a substituted or unsubstituted alkyl group, the solubility of the light absorber in the examples can be further improved.
[0158] In Formula 1 and Formula 2, Ar can be represented by any one of the following Ar-a to Ar-h:
[0159]
[0160] In the above Ar-a to Ar-h, R 11 to R 18 are each independently a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and m1 to m8 are each independently an integer from 0 to 4.
[0161] When m1 to m8 are 0, Ar-a to Ar-h can all be unsubstituted. For example, Ar can be unsubstituted anthracene, unsubstituted phenanthrene, unsubstituted pyrene, or unsubstituted
[0162] Formula 1 can be represented by any one of Formula 1-1 to Formula 1-4.
[0163] [Formula 1-1]
[0164]
[0165] [Formula 1-2]
[0166]
[0167] [Formula 1-3]
[0168]
[0169] [Formula 1-4]
[0170]
[0171] In addition, Formula 2 can be represented by any one of Formulas 2-1 to 2-4.
[0172] [Formula 2-1]
[0173]
[0174] [Formula 2-2]
[0175]
[0176] [Formula 2-3]
[0177]
[0178] [Formula 2-4]
[0179]
[0180] In Formulas 1-1 and 2-1, the phenyl group substituting at the hexagonal heterocyclic ring as the core includes one hydroxyl group. In Formulas 1-2, 2-2, 1-3, and 2-3, the phenyl group substituting at the hexagonal heterocyclic ring includes two hydroxyl groups. In Formulas 1-4 and 2-4, the phenyl group substituting at the hexagonal heterocyclic ring includes three hydroxyl groups. In addition, Formulas 1-2 and 2-2 represent the case where both hydroxyl groups substitute at the ortho-positions of the hexagonal heterocyclic ring as the core. Formulas 1-3 and 2-3 represent the case where one of the two hydroxyl groups substitutes at the ortho-position of the hexagonal heterocyclic ring and the other hydroxyl group substitutes at the para-position of the hexagonal heterocyclic ring.
[0181] In Formulas 1-1 to 1-4, the same descriptions as those described in Formula 1 above can be applied to Ar, Y 1 to Y 3 , R 1 and R 4 . In addition, in Formulas 2-1 to 2-4 above, the same descriptions as those described in Formulas 1 and 2 above can be applied to X, Ar, R 4 and R 6 .
[0182] In addition, in the light absorbent represented by Formula 1 in the examples, from Y 1 to Y 3Two selected from among them can be nitrogen atoms (N). That is, in Formula 1, from Y 1 to Y 3 two selected from among them can be nitrogen atoms (N), and the rest can be CH. For example, Y 1 and Y 2 can be nitrogen atoms and Y 3 can be CH, or Y 1 and Y 3 can be nitrogen atoms and Y 2 can be CH, or Y 2 and Y 3 can be nitrogen atoms and Y 2 can be CH.
[0183] The light absorbent represented by Formula 1 of the examples can be represented by any one of the following Formulas 1-A to 1-C. Formulas 1-A to 1-C represent the light absorbents of the examples having pyrimidine as the nucleus. Formulas 1-A to 1-C represent the cases where the arrangement positions of the nitrogen atoms in the nucleus that is pyrimidine are different from each other. Formula 1-A is the case where Y 1 and Y 3 in Formula 1 are nitrogen atoms, Formula 1-B is the case where Y 1 and Y 2 in Formula 1 are nitrogen atoms, and Formula 1-C is the case where Y 2 and Y 3 in Formula 1 are nitrogen atoms.
[0184] [Formula 1-A]
[0185]
[0186] [Formula 1-B]
[0187]
[0188] [Formula 1-C]
[0189]
[0190] In the above Formulas 1-A to 1-C, the same descriptions as those described in the above Formula 1 can be applied to Y 1 to Y 3 , Ar, and R 1 to R 5 .
[0191] The light absorbent of the examples can be represented by any one of the compounds represented by the following Compound Group 1. The light absorbent represented by Formula 1 can be represented by any one of the compounds represented by the following Compound Group 1:
[0192] [Compound Group 1]
[0193]
[0194]
[0195]
[0196]
[0197]
[0198] The light absorbent of the example can be represented by any one of the compounds represented by the following Compound Group 2. The light absorbent represented by Formula 2 can be represented by any one of the compounds represented by the following Compound Group 2:
[0199] [Compound Group 2]
[0200]
[0201]
[0202]
[0203]
[0204]
[0205]
[0206]
[0207]
[0208]
[0209]
[0210]
[0211]
[0212] The display devices DS and DS-a of the example can include at least one of the compounds of Compound Group 1 and Compound Group 2 as described above as a light absorbent. In the example, the encapsulation member TFE can include at least one of the compounds of Compound Group 1 and Compound Group 2 as a light absorbent.
[0213] The light absorber of the embodiment as described above may be included in a display device to absorb a part of the light incident on the display device. For example, the light absorber of the embodiment may absorb light in the ultraviolet wavelength region. The light absorber of the embodiment may absorb a part of the external light of the display device.
[0214] The light absorber of the embodiment may mainly absorb light in the wavelength region of 405 nm. The light absorber of the embodiment may mainly absorb light in the wavelength region of 380 nm to 410 nm.
[0215] In Figures 1 to 5 the display devices DS and DS-a of the embodiment may include the light absorber of the embodiment as described above. The display panel DP of the display devices DS and DS-a of the embodiment may include a encapsulation member TFE, and the encapsulation member TFE may include the light absorber of the embodiment as described above. The display devices DS and DS-a of the embodiment may include the light absorber of the embodiment as described above in the encapsulation member TFE to prevent external light from entering the light-emitting device OEL.
[0216] In addition, as described below Figures 7 to 9 the display devices DS-1, DS-1a and DS-2 according to the embodiment shown in may include the light absorber of the embodiment as described above. The display panels DP-1 and DP-2 of the display devices DS-1, DS-1a and DS-2 of the embodiment may include a encapsulation member TFE, and the encapsulation member TFE may include the light absorber of the embodiment as described above. The display devices DS-1, DS-1a and DS-2 of the embodiment may include the light absorber of the embodiment as described above in the encapsulation member TFE to prevent external light from entering the light-emitting devices OEL-1 and OEL-2.
[0217] Referring to Figure 2a the display device DS of the embodiment may include a display panel DP, an input sensing unit TP disposed on the display panel DP, and a polarization member PP disposed on the display panel DP. The polarization member PP may be disposed on the input sensing unit TP.
[0218] In the display device DS of the embodiment, the display panel DP may be an organic electroluminescent display panel. The display panel DP may include a substrate layer BL, a circuit layer CL disposed on the substrate layer BL, and a display device layer DD.
[0219] The substrate layer BL may be a member providing a substrate surface on which the display device layer DD is disposed. The substrate layer BL may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiment is not limited thereto, and the substrate layer BL may be an inorganic layer, an organic layer, or a composite material layer.
[0220] In an embodiment, a circuit layer CL is disposed on a substrate layer BL, and the circuit layer CL may include a plurality of transistors (not shown). Each of the transistors (not shown) may include a control electrode, an input electrode, and an output electrode. For example, the circuit layer CL may include a switching transistor and a driving transistor for driving an organic light-emitting device OEL.
[0221] A polarization member PP may block external light provided to the display panel DP from the outside. The polarization member PP may block a part of the external light, and the polarization member PP may block, for example, light having a wavelength of 380 nm or less.
[0222] Optionally, the polarization member PP may reduce reflected light generated in the display panel DP due to external light. For example, in a case where light provided from the outside of the display device DS enters the display panel DP and is emitted back, the polarization member PP may prevent the reflected light. The polarization member PP may be a circular polarizer having an antireflection function, or the polarization member PP may include a linear polarizer and a λ / 4 phase retarder.
[0223] An input sensing unit TP may sense a direct touch of a user, an indirect touch of a user, a direct touch of an object, or an indirect touch of an object. In addition, the input sensing unit TP may detect at least one of a position and a force (pressure) of an externally applied touch. The input sensing unit TP of an embodiment of the present invention may have various configurations or be configured to use various materials, and is not limited to any one embodiment. For example, in the display device DS of an embodiment, the input sensing unit TP may be a touch sensing unit configured to sense a touch.
[0224] In addition, the display device DS of an embodiment may further include a window member WP. The window member WP may define a front surface of the display device DS. The window member WP may stably protect internal components of the display device DS from external impacts. The window member WP may include a glass substrate or a plastic substrate.
[0225] In addition, Figure 2a The cross-sectional view shown includes all of the input sensing unit TP, the polarization member PP, and the window member WP, but the embodiment is not limited thereto. In the display device DS of an embodiment, at least one of the input sensing unit TP, the polarization member PP, and the window member WP may be omitted. For example, in the display device DS of an embodiment, the input sensing unit TP or the window member WP may be omitted. In addition, differently, in the display device DS of an embodiment, the polarization member PP or the window member WP may be omitted.
[0226] Figure 2aThe display device DS of the embodiment shown may further include an adhesive member (not shown) for bonding each member. The adhesive member (not shown) may be an optically transparent adhesive layer (OCA or OCR). The adhesive member (not shown) may be provided between the input sensing unit TP and the polarizing member PP, or between the polarizing member PP and the window member WP.
[0227] Figure 2a At least one member provided on the display panel DP in the display device DS of the embodiment shown may include a light-shielding material. For example, at least one of the input sensing unit TP, the polarizing member PP, the window member WP, and the adhesive member (not shown) may include an ultraviolet absorber as a light-blocking material. Additionally, at least one of the input sensing unit TP, the polarizing member PP, the window member WP, and the adhesive member (not shown) may include the light absorber of the embodiment described above or a known ultraviolet absorber as a light-blocking material.
[0228] Figure 2b A cross-sectional view of a display device DS-a of an embodiment is shown. The display device DS-a may include a display panel DP and a light-blocking layer LBL provided on the display panel DP. The light-blocking layer LBL may block light provided from the outside of the display panel DP, for example, ultraviolet light. The light-blocking layer LBL may be provided in a film shape. The light-blocking layer LBL may be provided on the display panel DP in a film shape including a polymer. In the display device DS-a of the embodiment, the display panel DP may be an organic electroluminescent display panel. In the display device DS-a, the display panel DP may include a substrate layer BL, a circuit layer CL, and a display device layer DD. Figure 3 A cross-sectional view of a display panel DP of an embodiment is shown. The display panel DP may include a substrate layer BL, a circuit layer CL, and a display device layer DD sequentially stacked in the direction of the third direction axis DR3. The display device layer DD may include a light-emitting device OEL and a packaging member TFE. In the embodiment, the light-emitting device OEL may be an organic electroluminescent device.
[0229] The packaging member TFE may be provided on the light-emitting device OEL. The packaging member TFE may cover the light-emitting device OEL. The light-emitting device OEL may be sealed by the packaging member TFE.
[0230] Figure 4 is an enlarged plan view of a part of the display panel DP included in the display device DS according to an embodiment. Figure 5 is a cross-sectional view of the display panel DP according to an embodiment, and Figure 5 is showing along Figure 4 a cross-sectional view of a part taken along line II-II'.
[0231] Referring to Figure 4 andFigure 5 , the display panel DP may include a non-light-emitting area NPXA and light-emitting areas PXA-R, PXA-G, and PXA-B. Each of the light-emitting areas PXA-R, PXA-G, and PXA-B may be an area where light generated in the light-emitting device OEL is emitted. Each of the light-emitting areas PXA-R, PXA-G, and PXA-B may be different from each other, where the area refers to the area when viewed on a plane.
[0232] The light-emitting areas PXA-R, PXA-G, and PXA-B may be divided into multiple groups according to the color of the light generated in the light-emitting device OEL. In Figure 4 and Figure 5 In the display panel DP of the embodiment shown, three light-emitting areas PXA-R, PXA-G, and PXA-B that emit red light, green light, and blue light are shown as examples.
[0233] The light-emitting areas PXA-R, PXA-G, and PXA-B may have different areas according to the color of the light emitted from the emission layer EML of the light-emitting device OEL. For example, referring to Figure 4 , in the display panel DP of the embodiment, the blue light-emitting area PXA-B of the light-emitting device may have the largest area, and the green light-emitting area PXA-G that generates green light of the light-emitting device may have the smallest area. However, the embodiment is not limited thereto. The light-emitting areas PXA-R, PXA-G, and PXA-B may emit different colors of light other than blue light, green light, and red light. The light-emitting areas PXA-R, PXA-G, and PXA-B may have the same area as each other, or the light-emitting areas PXA-R, PXA-G, and PXA-B may be set with an area ratio different from the area ratio shown in Figure 4 .
[0234] Each of the light-emitting areas PXA-R, PXA-G, and PXA-B may be an area divided by the pixel defining layer PDL. The non-light-emitting area NPXA may be an area corresponding to the pixel defining layer PDL and located between adjacent light-emitting areas PXA-R, PXA-G, and PXA-B. Additionally, in the specification, each of the light-emitting areas PXA-R, PXA-G, and PXA-B may correspond to a pixel.
[0235] The pixel defining layer PDL can be formed of a polymer resin. For example, the pixel defining layer PDL can include a polyacrylate resin or a polyimide resin. Additionally, in addition to the polymer resin, the pixel defining layer PDL can also include an inorganic material. Additionally, the pixel defining layer PDL can include a light absorbing material or a black pigment or a black dye. The pixel defining layer PDL including a black pigment or a black dye can achieve a black pixel defining layer. When forming the pixel defining layer PDL, carbon black or the like can be used as the black pigment or the black dye, but the embodiments are not limited thereto.
[0236] In addition, the pixel defining layer PDL can be formed of an inorganic material. For example, the pixel defining layer PDL can include silicon nitride (SiN x ), silicon oxide (SiO x ), silicon oxynitride (SiO x N y ), etc. The pixel defining layer PDL can define the light emitting regions PXA-R, PXA-G, and PXA-B. The light emitting regions PXA-R, PXA-G, and PXA-B and the non-light emitting region NPXA can be divided by the pixel defining layer PDL.
[0237] The blue light emitting region PXA-B and the red light emitting region PXA-R can be alternately arranged along the first direction axis DR1 to form a first group PXG1. The green light emitting region PXA-G can be arranged along the first direction axis DR1 to form a second group PXG2.
[0238] The first group PXG1 can be set to be spaced apart from the second group PXG2 on the second direction axis DR2. Each of the first group PXG1 and the second group PXG2 can be set to be plural. The first group PXG1 and the second group PXG2 can be alternately arranged relative to each other along the second direction axis DR2.
[0239] One green light emitting region PXA-G can be set to be spaced apart from one blue light emitting region PXA-B or one red light emitting region PXA-R in the direction of the fourth direction axis DR4. The direction of the fourth direction axis DR4 can be the direction between the direction of the first direction axis DR1 and the direction of the second direction axis DR2.
[0240] Figure 4 The arrangement structure of the light emitting regions PXA-R, PXA-G, and PXA-B shown in can be referred to as a pentile structure. However, the arrangement structure of the light emitting regions PXA-R, PXA-G, and PXA-B in the display panel DP according to the embodiments is not limited to Figure 4The arrangement structure shown in. For example, in an embodiment, the light-emitting regions PXA-R, PXA-G, and PXA-B may have a stripe structure in which the red light-emitting region PXA-R, the green light-emitting region PXA-G, and the blue light-emitting region PXA-B are sequentially and alternately arranged along the first direction axis DR1.
[0241] In an embodiment, the light-emitting device OEL may include a first electrode EL1 and a second electrode EL2 facing each other and a plurality of organic layers OL disposed between the first electrode EL1 and the second electrode EL2. The organic layer OL may include a hole transport region HTR, an emission layer EML, and an electron transport region ETR.
[0242] The light-emitting device OEL may include a first electrode EL1, a hole transport region HTR disposed on the first electrode EL1, an emission layer EML disposed on the hole transport region HTR, an electron transport region ETR disposed on the emission layer EML, and a second electrode EL2 disposed on the electron transport region ETR.
[0243] The encapsulation member TFE may be disposed on the light-emitting device OEL, and the encapsulation member TFE may be disposed on the second electrode EL2. The encapsulation member TFE may be directly disposed on the second electrode EL2. The encapsulation member TFE may be formed by stacking one layer or a plurality of layers. The encapsulation member TFE may be a thin film encapsulation layer. The encapsulation member TFE may protect the light-emitting device OEL. The encapsulation member TFE may cover the upper surface of the second electrode EL2 disposed on the opening OH and may fill the opening OH. The encapsulation member TFE may include a light absorber of the embodiment described above to absorb a part of the light provided to the light-emitting device OEL.
[0244] That is, referring to Figures 1 to 5 , the display devices DS and DS-a of the embodiment may include an encapsulation member TFE containing the light absorber of the embodiment. In addition, the display devices DS and DS-a of the embodiment may further include a functional layer that absorbs or blocks external light in addition to the encapsulation member TFE.
[0245] For example, in the display device DS of the embodiment shown in Figure 2a , at least one of the input sensing unit TP, the polarization member PP, the window member WP, and the adhesive member (not shown) may be used as a functional layer configured to block a part of the external light. In addition, in the display device DS-a of the embodiment shown in Figure 2b , the light-blocking layer LBL disposed on the display panel DP may be a functional layer that blocks a part of the external light.
[0246] Figure 6It is a cross-sectional view showing an embodiment of a light-emitting device OEL included in a display panel DP according to an embodiment. The light-emitting device OEL may include a first electrode EL1, a hole transport region HTR disposed on the first electrode EL1, an emission layer EML disposed on the hole transport region HTR, an electron transport region ETR disposed on the emission layer EML, and a second electrode EL2 disposed on the electron transport region ETR. Among them, the hole transport region HTR may include a hole injection layer HIL and a hole transport layer HTL, and the electron transport region ETR may include an electron injection layer EIL and an electron transport layer ETL.
[0247] In Figure 5 and Figure 6 the first electrode EL1 constituting the light-emitting device OEL has conductivity. The first electrode EL1 may be formed of a metal alloy or a conductive compound. The first electrode EL1 may be an anode. The first electrode EL1 may be a pixel electrode.
[0248] In the display panel DP according to an embodiment, the first electrode EL1 may be a reflective electrode. However, the embodiment is not limited thereto. For example, the first electrode EL1 may be a transmissive electrode or a transflective electrode. When the first electrode EL1 is a transflective electrode or a reflective electrode, the first electrode EL1 may include at least one of Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, their compounds, and their mixtures (for example, a mixture of Ag and Mg). Optionally, the first electrode EL1 may have a multilayer structure including a reflective layer or a transflective layer formed of the materials shown above and a transparent conductive layer formed of indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium tin zinc oxide (ITZO), etc. For example, the first electrode EL1 may be a multilayer metal film and have a structure of a metal film in which ITO / Ag / ITO is stacked.
[0249] The hole transport region HTR may have a single-layer structure formed of a single material, a single-layer structure formed of multiple different materials, or a multilayer structure including multiple layers formed of multiple different materials. For example, the hole transport region HTR may have a single-layer structure formed of multiple different materials, or a structure of a hole injection layer HIL / hole transport layer HTL, a hole injection layer HIL / hole transport layer HTL / buffer layer (not shown), a hole injection layer HIL / buffer layer (not shown), a hole transport layer HTL / buffer layer (not shown), or a hole injection layer HIL / hole transport layer HTL / electron blocking layer (not shown) sequentially stacked from the first electrode EL1, but the embodiment is not limited thereto.
[0250] For example, the hole transport region HTR may include a hole injection layer HIL and a hole transport layer HTL, and known hole injection materials and known hole transport materials may be used in the hole injection layer HIL and the hole transport layer HTL, respectively.
[0251] In addition, the hole transport region HTR may be disposed on the first electrode EL1 in an opening OH defined in the pixel defining layer PDL, and may be disposed to extend over the upper portion of the pixel defining layer PDL. However, the embodiments are not limited thereto, and the hole transport region HTR may be patterned to be disposed inside the opening OH.
[0252] The emission layer EML is disposed on the hole transport region HTR. The emission layer EML may have a single layer formed of a single material, a single layer formed of a plurality of different materials, or a multilayer structure including a plurality of layers formed of a plurality of different materials.
[0253] If materials generally used for forming the emission layer EML are used, the emission layer EML is not particularly limited to such materials. For example, the emission layer EML may be formed of materials that emit red, green, and blue light, and may include fluorescent materials or phosphorescent materials. In addition, the emission layer EML may include a host and a dopant. For example, the emission layer EML may be disposed in an opening OH defined in the pixel defining layer PDL, but the embodiments are not limited thereto.
[0254] When the display panel DP is an organic electroluminescent display panel, the emission layer EML may include, for example, at least one of bis[2-(diphenylphosphino)phenyl]ether oxide (DPEPO), 4,4'-bis(carbazol-9-yl)biphenyl (CBP), 1,3-bis(carbazol-9-yl)benzene (mCP), 2,8-bis(diphenylphosphoryl)dibenzofuran (PPF), 4,4',4''-tris(carbazol-9-yl)-triphenylamine (TCTA), and 1,3,5-tris(N-phenylbenzimidazol-2-yl)benzene (TPBi) as host materials. However, the embodiments are not limited thereto. For example, tris(8-hydroxyquinoline)aluminum (Alq 3 )), poly(N-vinylcarbazole) (PVK), 9,10-bis(naphthalen-2-yl)anthracene (ADN), 2-tert-butyl-9,10-bis(naphthalen-2-yl)anthracene (TBADN), stilbene-substituted arylides (DSA), 4,4'-bis(9-carbazolyl)-2,2'-dimethyl-biphenyl (CDBP), 2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN), hexaphenylcyclotriphosphazene (CP1), 1,4-bis(triphenylsilyl)benzene (UGH2), hexaphenylcyclotrisiloxane (DPSiO 3 ), octaphenylcyclotetrasiloxane (DPSiO 4 )), etc. may be used as host materials.
[0255] In addition, the emission layer EML may include styryl derivatives (e.g., 1,4-bis[2-(3-N-ethylcarbazolyl)vinyl]benzene (BCzVB), 4-(di-p-tolylamino)-4'-[(di-p-tolylamino)styryl]stilbene (DPAVB), and N-(4-((E)-2-(6-((E)-4-(diphenylamino)styryl)naphthalen-2-yl)vinyl)phenyl)-N-phenylaniline (N-BDAVBi)), perylene and its derivatives (e.g., 2,5,8,11-tetra-tert-butylperylene (TBP)), pyrene and its derivatives (e.g., 1,1'-dipyrene, 1,4-dipyrenylbenzene, and 1,4-bis(N,N-diphenylamino)pyrene), etc. as dopant materials.
[0256] When the display panel DP according to the embodiment is a quantum dot light-emitting display panel, the display panel DP may include a quantum dot material in the emission layer EML. The core of the quantum dot may be selected from among II-VI group compounds, III-V group compounds, IV-VI group compounds, group IV elements, group IV compounds, and combinations thereof.
[0257] The II-VI group compounds may be selected from the group consisting of binary compounds, ternary compounds, and quaternary compounds. The binary compounds may be selected from the group consisting of CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS, and mixtures thereof. The ternary compounds may be selected from the group consisting of AgInS, CuInS, CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS, and mixtures thereof. The quaternary compounds may be selected from the group consisting of HgZnTeS, CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe, and mixtures thereof.
[0258] The III-V compound can be selected from the group consisting of binary compounds, ternary compounds, and quaternary compounds. The binary compounds are selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, and mixtures thereof. The ternary compounds are selected from the group consisting of GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InNAs, InNSb, InPAs, InPSb, and mixtures thereof. The quaternary compounds are selected from the group consisting of GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, GaAlNP, and mixtures thereof.
[0259] The IV-VI compound can be selected from the group consisting of binary compounds, ternary compounds, and quaternary compounds. The binary compounds are selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe, and mixtures thereof. The ternary compounds are selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, and mixtures thereof. The quaternary compounds are selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe, and mixtures thereof. The Group-IV element can be selected from the group consisting of Si, Ge, and mixtures thereof. The Group-IV compound can be a binary compound selected from the group consisting of SiC, SiGe, and mixtures thereof.
[0260] In this case, the binary compound, ternary compound, or quaternary compound can be present in the particles with a uniform concentration distribution, or can be present in the same particle with partially different concentrations. Additionally, the quantum dots can have a core / shell structure in which one quantum dot surrounds another quantum dot. The interface between the core and the shell can have a concentration gradient in which the concentration of the elements present in the shell becomes lower towards the center.
[0261] In some embodiments, the quantum dots may have the above-described core-shell structure including a core having nanocrystals and a shell surrounding the core. The shell of the quantum dots may serve as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties and / or as a charged layer to impart electrophoretic properties to the quantum dots. The shell may be a single layer or multiple layers. The interface between the core and the shell may have a concentration gradient in which the concentration of the elements present in the shell becomes lower toward the center. Examples of the shell of the quantum dots may be metal or non-metal oxides, semiconductor compounds, or combinations thereof.
[0262] For example, the metal or non-metal oxide may be a binary compound (such as SiO 2 , Al 2 O 3 , TiO 2 , ZnO, MnO, Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 and NiO) or a ternary compound (such as MgAl 2 O 4 , CoFe 2 O 4 , NiFe 2 O 4 and CoMn 2 O 4 ), but the present invention is not limited thereto.
[0263] In addition, the semiconductor compound may be, for example, CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, etc., but the present invention is not limited thereto.
[0264] The quantum dots may have a full width at half maximum (FWHM) of the emission wavelength spectrum of about 45 nm or less (preferably about 40 nm or less, more preferably about 30 nm or less), and within the above range, color purity or color reproducibility can be improved. In addition, the light emitted by such quantum dots is emitted in all directions, so a wide viewing angle can be improved.
[0265] In addition, although the form of the quantum dots is not particularly limited, as long as it is a form commonly used in the art, more specifically, quantum dots in the form of spherical, pyramidal, multi-armed or cubic nanoparticles, nanotubes, nanowires, nanofibers, nanoparticles, etc. can be used.
[0266] Quantum dots can control the color of the emitted light according to their particle size. Therefore, quantum dots can have various luminescent colors (such as blue, red, and green).
[0267] The electron transport region ETR is disposed on the emission layer EML. The electron transport region ETR may include at least one of a hole blocking layer (not shown), an electron transport layer ETL, and an electron injection layer EIL, but is not limited thereto.
[0268] When the electron transport region ETR includes an electron injection layer EIL and an electron transport layer ETL, known electron injection materials and known electron transport materials can be used in the electron injection layer EIL and the electron transport layer ETL, respectively.
[0269] The second electrode EL2 is disposed on the electron transport region ETR. The second electrode EL2 can be a common electrode or a cathode. The second electrode EL2 can be formed of a metal alloy or a conductive compound. The second electrode EL2 can be a transmissive electrode, a transmissive-reflective electrode, or a reflective electrode. When the second electrode EL2 is a transmissive electrode, the second electrode EL2 can be formed of a transparent metal oxide (e.g., indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium tin zinc oxide (ITZO), etc.).
[0270] When the second electrode EL2 is a transmissive-reflective electrode or a reflective electrode, the second electrode EL2 can include Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF / Ca, LiF / Al, Mo, Ti, their compounds, or their mixtures (e.g., a mixture of Ag and Mg). Optionally, the second electrode EL2 can have a multilayer structure that includes a reflective layer or a transmissive-reflective layer formed of the materials shown above and a transparent conductive layer formed of indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium tin zinc oxide (ITZO), etc.
[0271] Refer to Figure 5 , the electron transport region ETR and the second electrode EL2 can be disposed in a region overlapping with the first electrode EL1, and can be disposed to further extend on the pixel defining layer PDL. In addition, although not shown, the second electrode EL2 can be connected to the auxiliary electrode. If the second electrode EL2 is connected to the auxiliary electrode, the resistance of the second electrode EL2 can be reduced.
[0272] In the display panel DP of the embodiment, among the first electrode EL1 and the second electrode EL2 facing each other, the first electrode EL1 may be a reflective electrode, and the second electrode EL2 may be a transmissive electrode. In the embodiment, the light-emitting device OEL may emit light through the front surface. However, the embodiment is not limited thereto.
[0273] Figures 7 to 9 is a cross-sectional view of the display device of the embodiment. Figure 7 and Figure 8 The display devices DS-1 and DS-1a of the embodiment shown in and include a display panel DP-1 including a substrate layer BL, a circuit layer CL provided on the substrate layer BL, and a display device layer DD-1. In Figure 7 and Figure 8 In the display devices DS-1 and DS-1a of the embodiment shown in and, the display panel DP-1 may be a quantum dot light-emitting display panel. The display panel DP-1 may include a plurality of light-emitting devices OEL-11, OEL-12, and OEL-13, and the light-emitting devices OEL-11, OEL-12, and OEL-13 may include emission layers EML-B, EML-G, and EML-R including quantum dots QD1, QD2, and QD3.
[0274] Those described regarding the quantum dots used in the emission layer EML may be equivalently applied to the quantum dots QD1, QD2, and QD3 included in the light-emitting device OEL-1 of the embodiment.
[0275] Figure 7 and Figure 8 The display devices DS-1 and DS-1a according to the embodiment shown in and may include a non-light-emitting region NPXA and light-emitting regions PXA-B, PXA-G, and PXA-R. The light-emitting regions PXA-B, PXA-G, and PXA-R may each be a region where the light generated from the light-emitting devices OEL-11, OEL-12, and OEL-13 is respectively emitted. The light-emitting regions PXA-B, PXA-G, and PXA-R may be spaced apart from each other in a plane.
[0276] The plurality of light-emitting devices OEL-11, OEL-12, and OEL-13 may emit light in different wavelength regions. The first emission layer EML-B of the first light-emitting device OEL-11 may include a first quantum dot QD1. The first quantum dot QD1 may emit blue light as the first color light. The second emission layer EML-G of the second light-emitting device OEL-12 and the third emission layer EML-R of the third light-emitting device OEL-13 may include a second quantum dot QD2 and a third quantum dot QD3, respectively. The second quantum dot QD2 and the third quantum dot QD3 may emit green light as the second color light and red light as the third color light, respectively.
[0277] InFigure 7 and Figure 8 In the embodiments shown in Figure 8 , the first quantum dot to the third quantum dot QD1, QD2, and QD3 may have different sizes. For example, compared with the second quantum dot QD2 of the second light-emitting device OEL-12 that emits light in a relatively long wavelength region and the third quantum dot QD3 of the third light-emitting device OEL-13, the first quantum dot QD1 used in the first light-emitting device OEL-11 that emits light in a relatively short wavelength region may have a relatively small average diameter. However, the embodiments are not limited thereto, and the first quantum dot to the third quantum dot QD1, QD2, and QD3 may have similar diameters.
[0278] Figure 7 An embodiment of a display device DS-1 including a polarization member PP disposed on the upper portion of a display panel DP-1 is shown, Figure 8 An embodiment of a display device DS-1a including a color filter layer CFL disposed on the upper portion of a display panel DP-1 is shown. The polarization member PP and the color filter layer CFL may block external light provided to the display panel DP from the outside of the display devices DS-1 and DS-1a. The polarization member PP and the color filter layer CFL may function to prevent reflection to minimize the reflection of external light. Those described above Figure 2a may be equivalently applied to the polarization member PP.
[0279] In Figure 8 the display device DS-1a of the embodiment shown in Figure 8 , the color filter layer CFL may include a light-shielding unit BM and a color filter portion CF. The color filter portion CF may include a plurality of filters CF-B, CF-G, and CF-R. That is, the color filter layer CFL may include a first filter CF-B configured to transmit first-color light, a second filter CF-G configured to transmit second-color light, and a third filter CF-R configured to transmit third-color light. For example, the first filter CF-B may be a blue color filter, the second filter CF-G may be a green color filter, and the third filter CF-R may be a red color filter.
[0280] Each of the filters CF-B, CF-G, and CF-R may include a polymer photosensitive resin and a pigment or a dye. The first filter CF-B may include a blue pigment or a dye, the second filter CF-G may include a green pigment or a dye, and the third filter CF-R may include a red pigment or a dye.
[0281] In addition, the embodiments are not limited thereto, and the first filter CF-B may not include a pigment or a dye. The first filter CF-B may include a polymer photosensitive resin and may not include a pigment or a dye. The first filter CF-B may be transparent. The first filter CF-B may be formed of a transparent photosensitive resin.
[0282] The light-shielding unit BM may be a black matrix. The light-shielding unit BM may include an organic light-shielding material or an inorganic light-shielding material containing a black pigment or dye. The light-shielding unit BM may prevent light leakage and may separate the boundaries between adjacent filters CF-B, CF-G, and CF-R.
[0283] The color filter layer CFL may further include a buffer layer BFL. For example, the buffer layer BFL may be a protective layer that protects the filters CF-B, CF-G, and CF-R. The buffer layer BFL may be an inorganic material layer containing at least one inorganic material among silicon nitride, silicon oxide, and silicon oxynitride. The buffer layer BFL may be formed of a single layer or multiple layers.
[0284] In Figure 8 the illustrated embodiment, the first filter CF-B of the color filter layer CFL is shown to be stacked with the second filter CF-G and the third filter CF-R, but the embodiment is not limited thereto. For example, the first to third filters CF-B, CF-G, and CF-R may be divided by the light-shielding unit BM and may not be stacked with each other. Additionally, in the embodiment, the first to third filters CF-B, CF-G, and CF-R may be respectively arranged corresponding to the blue light-emitting region PXA-B, the green light-emitting region PXA-G, and the red light-emitting region PXA-R.
[0285] Additionally, referring to Figure 8 , the display device DS-1a of the embodiment may include a substrate base BS disposed on the upper portion of the color filter layer CFL. The substrate base BS may be a member configured to provide a substrate surface on which the color filter layer CFL and the like are disposed. The substrate base BS may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiment is not limited thereto, and the substrate base BS may be an inorganic layer, an organic layer, or a composite material layer.
[0286] Figure 9 The display device DS-2 of the illustrated embodiment in Figure 9 includes a display panel DP-2, and the display panel DP-2 includes a substrate layer BL, a circuit layer CL disposed on the substrate layer BL, and a light-emitting device OEL-2. In Figure 10 the illustrated embodiment of the display device DS-2, the display panel DP-2 may be an organic electroluminescent display panel. For example, the light-emitting device OEL-2 included in the display panel DP-2 may be a series-type light-emitting device as shown in
[0287] The light-emitting device OEL-2 according to an embodiment may include a first electrode EL1 and a second electrode EL2 facing each other, and a plurality of light-emitting units LU-1, LU-2, and LU-3 (i.e., OL-2) disposed between the first electrode EL1 and the second electrode EL2. The light-emitting units LU-1, LU-2, and LU-3 may be stacked in a thickness direction. A charge generation layer CGL may be disposed between two of the light-emitting units LU-1, LU-2, and LU-3. Each of the light-emitting units LU-1, LU-2, and LU-3 may include a hole transport region HTR, emission layers EML-B1, EML-B2, and EML-B3, and an electron transport region ETR. The emission layers EML-B1, EML-B2, and EML-B3 included in the light-emitting units LU-1, LU-2, and LU-3, respectively, may emit light in the same wavelength region. For example, in the light-emitting device OEL-2 according to an embodiment, the emission layers EML-B1, EML-B2, and EML-B3 may all emit blue light. However, the embodiment is not limited thereto, and the emission layers EML-B1, EML-B2, and EML-B3 may emit light in different wavelength regions.
[0288] Referring to Figure 9 , the display device DS-2 according to an embodiment may include a color conversion layer CCL disposed on a display panel DP-2. In addition, the display device DS-2 according to an embodiment may further include a color filter layer CFL. The color filter layer CFL may be disposed between a substrate base BS and the color conversion layer CCL.
[0289] The color conversion layer CCL may include a plurality of partition walls BK disposed to be spaced apart from each other, and color control units CCP-B, CCP-G, and CCP-R disposed between the partition walls BK. The partition walls BK may include a polymer resin and a liquid-repellent additive. The partition walls BK may include a light-absorbing material or a pigment or dye (PG). For example, the partition walls BK may include a black pigment or a black dye to implement black partition walls. When forming the black partition walls, carbon black or the like may be used as the black pigment or the black dye, but the embodiment is not limited thereto.
[0290] The color conversion layer CCL may include a first color control unit CCP-B configured to transmit first color light, a second color control unit CCP-G including quantum dots that convert the first color light into second color light, and a third color control unit CCP-R including quantum dots that convert the first color light into third color light. The second color light may be light in a wavelength region longer than that of the first color light, and the third color light may be light in a wavelength region longer than those of the first color light and the second color light. For example, 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. Those described with respect to the quantum dots used in the emission layer EML as described above may be equivalently applied to the quantum dots included in the color control units CCP-B, CCP-G, and CCP-R.
[0291] The color conversion layer CCL may further include a cover layer CPL. The cover layer CPL may be disposed on the color control units CCP-B, CCP-G, and CCP-R and the partition wall BK. The cover layer CPL may be used to prevent the penetration of moisture and / or oxygen (hereinafter referred to as "moisture / oxygen"). The cover layer CPL may be disposed on the color control units CCP-B, CCP-G, and CCP-R to prevent the color control units CCP-B, CCP-G, and CCP-R from being exposed to moisture / oxygen. The cover layer CPL may include at least one inorganic layer.
[0292] The display device DS-2 of the embodiment may include a color filter layer CFL disposed on the color conversion layer CCL, and Figure 8 those described in may be equivalently applied to the color filter layer CFL and the substrate base BS. Figures 11 to 13 is a cross-sectional view showing an example of a packaging member according to an embodiment. Refer to Figures 11 to 13 According to an embodiment, the packaging members TFE, TFE-1, and TFE-2 may include at least one organic film and at least one inorganic film.
[0293] Figure 11 The packaging member TFE of the embodiment shown in may include an organic film ML and inorganic films IL1 and IL2 disposed on the upper surface and the lower surface of the organic film ML, respectively. That is, the packaging member TFE of the embodiment may have a structure in which the first inorganic film IL1, the organic film ML, and the second inorganic film IL2 are stacked in this order.
[0294] The organic film ML may include the light absorber LA of the embodiment. The organic film ML may include the light absorber LA and the matrix resin OR. The matrix resin OR may be formed from an acrylic monomer and a photoinitiator. The matrix resin OR may be formed from a variety of different acrylic monomers and a photoinitiator or one acrylic monomer and a photoinitiator through an ultraviolet curing process. For example, the acrylic monomer may be a methacrylate monomer. The organic film ML may be formed to have a thickness of 3 μm to 30 μm.
[0295] In the organic film ML, the light absorber LA may be included in an amount of 1 wt% - 5 wt% relative to 100 parts by weight of the monomer forming the matrix resin OR. When the light absorber LA is included in an amount less than 1 wt% relative to the weight of the monomer, the absorbance of the organic film ML is reduced, and thus the effect of blocking external light is not exhibited. In addition, when the light absorber LA is included in an amount greater than 5 wt% relative to the weight of the monomer, there are the following limitations: the activation of the photoinitiator for forming the organic film ML is reduced, and phase separation occurs after the step of forming the organic film ML by using ultraviolet light.
[0296] For example, the monomer for forming the organic film ML may be at least one of the following M1 to M4:
[0297]
[0298] In addition, the photoinitiator for forming the organic film ML may be activated in a wavelength region of 360 nm to 400 nm. For example, the photoinitiator may be the following I1 or I2:
[0299]
[0300] The organic film ML may include the light absorber LA of the embodiment as described above to absorb UV light. The organic film ML may have a transmittance of 10% or less at a wavelength of 405 nm, a transmittance of 70% or more at a wavelength of 430 nm, and a transmittance of 97% or more at a wavelength of 450 nm.
[0301] The inorganic films IL1 and IL2 may include SiON, SiN X , SiO X , SiC, Al 2 O 3 and ZrO XAt least one of them. The first inorganic film IL1 and the second inorganic film IL2 may be layers formed of the same material. Alternatively, the first inorganic film IL1 and the second inorganic film IL2 may be formed of different materials. Both the first inorganic film IL1 and the second inorganic film IL2 may be formed to have a thickness of 0.5 μm to 2.0 μm. The inorganic films IL1 and IL2 may have a single layer including one material or multiple layers each including different materials.
[0302] Figure 12 and Figure 13 is a view showing an example of an encapsulation member according to an embodiment. In the description of the example of the encapsulation member shown in Figure 12 and Figure 13 in the example of the encapsulation member shown, the repetitive features of the encapsulation member TFE shown in Figure 11 will not be described again, but their differences will be mainly described.
[0303] Figure 12 is a cross-sectional view showing another example of an encapsulation member according to an embodiment. Different from the encapsulation member TFE shown in Figure 11 the encapsulation member TFE-1 shown in Figure 12 may include a first light absorber LA-a and a second light absorber LA-b that absorb light in different wavelength regions in the organic film ML-a. At least one of the first light absorber LA-a and the second light absorber LA-b may have the structure of the light absorber of the embodiment described above. However, the first light absorber LA-a or the second light absorber LA-b may absorb part of the light of different wavelengths. Additionally, Figure 12 shows the case including two different light absorbers, but the embodiment is not limited thereto. The organic film ML-a in the encapsulation member TFE-1 of the embodiment may include at least three different light absorbers. Additionally, the different light absorbers may all be the light absorbers of the embodiment described above. Alternatively, in addition to the light absorber of the embodiment, the organic film ML-a may further include known light absorbers.
[0304] Figure 13 is a cross-sectional view showing an example of an encapsulation member including a plurality of inorganic films and a plurality of organic films. Referring to Figure 9 the encapsulation member TFE-2 may include n inorganic films IL1,..., ILn and n - 1 organic films ML1,..., ML(n - 1). Additionally, n may be an integer of 2 or greater.
[0305] Among the n inorganic films IL1,..., ILn of the encapsulation member TFE-2, the first inorganic film IL1 may be arranged to be in direct contact with the second electrode EL2 of the light-emitting device OEL ( Figure 5 ).
[0306] The n-1 organic films ML1, ..., ML(n-1) of the encapsulation member TFE-2 can be alternately provided with the n inorganic films IL1, ..., ILn. The n-1 organic films ML1, ..., ML(n-1) can have an average thickness larger than that of the n inorganic films IL1, ..., ILn.
[0307] The n inorganic films IL1, ..., ILn can include the same or different inorganic materials and can have the same or different thicknesses. Additionally, the n-1 organic films ML1, ..., ML(n-1) can include the same or different organic materials and can have the same or different thicknesses.
[0308] Additionally, at least one of the n-1 organic films ML1, ..., ML(n-1) can include the light absorber of the above-described embodiments. In the encapsulation member TFE-2 of the embodiments, any one of the n-1 organic films ML1, ..., ML(n-1) can include the light absorber of the embodiments. Additionally, in the encapsulation member TFE-2 of the embodiments, a plurality of organic films selected from the n-1 organic films ML1, ..., ML(n-1) can include the light absorber of the embodiments. Additionally, each of the n-1 organic films ML1, ..., ML(n-1) can include the light absorber of the embodiments.
[0309] The light absorbers LA1, ..., LA(n-1) of the embodiments respectively included in the n-1 organic films ML1, ..., ML(n-1) can all be the same or at least one can be different. Additionally, in addition to the light absorber of the above-described embodiments, the n-1 organic films ML1, ..., ML(n-1) can further include known light absorbers.
[0310] Figure 14 is a graph in which the light transmittance in the organic film of the encapsulation member including the light absorber of the embodiments was measured. Figure 14 is a graph measuring the transmittance according to wavelength with respect to a single-layer organic film manufactured to have a thickness of 10 μm, wherein the organic film includes 3 wt% of the light absorber of the embodiments with respect to the total content of the monomers. Figure 14 The light absorber used in the embodiments shown in corresponds to Compound 35 of Compound Group 2, but similar results can also be shown when other compounds in Compound Group 1 and Compound Group 2 corresponding to the light absorber according to the embodiments are included as the organic film material. Refer to Figure 14 the graph of, the organic film exhibits a transmittance of 10% or less at a wavelength of 405 nm, and thus it can be confirmed that the light absorber of the embodiments effectively absorbs light in the wavelength region near 405 nm.
[0311] In addition, referring to Figure 14 , it can be confirmed that the organic film of the encapsulation member including the light absorber of the embodiment exhibits a transmittance of 70% or higher at a wavelength of 430 nm and a transmittance of 97% or higher at a wavelength of 450 nm. That is, the organic film has a transmittance of 70% or higher at 430 nm and a high transmittance of 97% or higher in the visible light region of 450 nm or more. Therefore, since the wavelength region of the light emitted from the light-emitting device OEL ( Figure 5 ) does not overlap, even when the organic film includes a light absorber, the luminous efficiency of the light-emitting device OEL ( Figure 5 ) will not decrease.
[0312] Figure 15 is a graph of the transmittance measured in the case where the encapsulation member includes the light absorber of the embodiment and the polarization member is provided on the encapsulation member. Figure 15 is a graph of the transmittance measured according to the wavelength under the same conditions as those used in the evaluation of the transmittance of Figure 14 after the polarization member is provided on the fabricated organic film. Referring to Figure 15 's graph, when the polarization member is included on the organic film, it exhibits a transmittance of 5% or lower at a wavelength of 405 nm. Therefore, it can be confirmed that the light absorber of the embodiment effectively absorbs light in the wavelength region near 405 nm.
[0313] In addition, referring to Figure 15 , it can be seen that when the organic film of the encapsulation member including the light absorber of the embodiment and the polarization member are stacked, it exhibits a transmittance of 30% or higher at a wavelength of 430 nm.
[0314] In addition, compared with Figure 14 , it can be seen that Figure 15 's transmittance graph also shows a low transmittance even in the wavelength region of 400 nm or less. That is, compared with Figure 14 , it can be seen that when the polarization member is further included on the encapsulation member, the transmittance in the short wavelength region of 400 nm or less can be further reduced. Therefore, when the polarization member is further included on the encapsulation member, the light in the ultraviolet wavelength region is more effectively blocked.
[0315] Figure 16 is an image for confirming the reliability of the display panel during exposure to UV light. In Figure 16 , the comparative example is the case where the organic film of the encapsulation member does not include a light absorber, and the example is the case where the organic film of the encapsulation member includes the light absorber of the embodiment. Figure 16 The light absorber used in the example shown in can be the same as Figure 14is the same as the light absorber used in the examples below.
[0316] The samples of the comparative examples and examples were exposed to light having a short wavelength of 405 nm, and it was observed whether the display panel was damaged over time. In Figure 16 , EP indicates the portion exposed to light having a short wavelength of 405 nm.
[0317] When Figure 16 the comparative examples and examples were compared, the comparative examples already showed damaged surface characteristics 6 hours after exposure, while the examples did not show changes in surface characteristics until 18 hours after exposure. Referring to Figure 16 , it can be confirmed that the light absorber of the embodiment effectively absorbs light in the wavelength region of 405 nm, and thus the encapsulation member according to the embodiment can effectively block external light in the wavelength region of 405 nm.
[0318] The display device according to the embodiment includes a light absorber in the encapsulation member. The light absorber includes a hexagonal heterocycle containing two or more nitrogen atoms as ring-forming atoms and three different substituents substituted at the hexagonal heterocycle. Therefore, external light entering the light-emitting device can be effectively blocked, thereby exhibiting improved reliability. In the display device according to the embodiment, at least one organic film in the encapsulation member includes a light absorber. The light absorber includes a hexagonal heterocycle containing two or more nitrogen atoms as ring-forming atoms and three different substituents substituted at the hexagonal heterocycle. Therefore, external light entering the light-emitting device is blocked, thereby exhibiting improved display quality.
[0319] Hereinafter, with reference to the examples and comparative examples, the light absorber according to the embodiment of the present invention will be described in detail. In addition, the examples shown below are only shown for understanding the present invention, and the scope of the invention is not limited thereto.
[0320] [Examples]
[0321] 1. Synthesis of Light Absorber
[0322] 1.1 Synthesis of the Light Absorber Represented by Formula 1
[0323] The synthesis method of the light absorber represented by Formula 1 of the embodiment described above will be described in detail by showing the synthesis methods of Compounds 2, 15, 25, 36, 56, 78, 95, 115, 148, and 177 in Compound Group 1. In addition, in the following description, the synthesis method of the light absorber is provided as an example, but the synthesis method according to the embodiment of the present invention is not limited to the following examples.
[0324] (1) Synthesis of Compound 2 in Compound Group 1
[0325] Compound 2 of compound group 1 of the light absorber according to the embodiment can be synthesized, for example, by the following reaction scheme 1-1:
[0326] [Reaction Scheme 1-1]
[0327]
[0328] <Synthesis of Intermediate A>
[0329] 2-Bromo-4,6-dichloro-pyrimidine (2.25 g), 2-hydroxyphenylboronic acid (1.38 g), Pd(PPh 3 ) 4 (0.5 g) and K 2 CO 3 (2.72 g) were added to a solution of THF / water (50 mL / 25 mL), and then the mixture was stirred at 80 °C for 5 hours. After the reaction was completed, the temperature was lowered to room temperature, and the reaction solution was extracted three times with ethyl acetate. The product was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to obtain a residue. The obtained residue was washed with dichloromethane (MC) to obtain Intermediate A (1.97 g, yield: 80%). The generated compound was identified using LC-MS. (Calculated value: 239.99, measured value: 240.52)
[0330] <Synthesis of Intermediate B>
[0331] Intermediate A (1.97 g) was mixed in 50 mL of dimethylformamide (DMF), and then NaOMe (1 g) was added thereto. Then, the mixture was stirred at 100 °C for 1 hour. After the reaction, the temperature was lowered to room temperature, the reaction was quenched with water to obtain a residue, and the obtained residue was washed with MC to obtain Intermediate B (1.69 g, yield: 90%). The generated compound was identified using LC-MS. (Calculated value: 236.04, measured value: 236.9852)
[0332] <Synthesis of Compound 2>
[0333] Except for using Intermediate B instead of 2-bromo-4,6-dichloro-pyrimidine and using 6- boronic acid instead of 2-hydroxyphenylboronic acid, Compound 2 (2.56 g, yield: 83%) was obtained in the same manner as in the synthesis of Intermediate A. The generated compound was identified using LC-MS. (Calculated value: 428.15, measured value: 429.06)
[0334] (2) Synthesis of Compound 15 of Compound Group 1
[0335] Compound 15 of Compound Group 1 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 1-2.
[0336] [Reaction Scheme 1-2]
[0337]
[0338] <Synthesis of Intermediate C>
[0339] Isopropanol (0.6 g) was mixed in 50 mL of DMF, and then the reaction temperature was lowered to 0 °C. NaH (60% mineral oil, 400 mg) was slowly added thereto, and then the temperature was raised to room temperature, and the mixture was stirred for 1 hour. The reaction temperature was lowered to 0 °C again, and then Intermediate A (2.41 g) mixed in 50 mL of DMF was slowly added dropwise to the reaction vessel. The reaction temperature was maintained for 30 minutes, and then the temperature was slowly raised to room temperature, and the mixture was stirred for 6 hours. After quenching the reaction with water, the reaction solution was extracted with ethyl acetate and washed four times with water. After performing distillation under reduced pressure, the resulting residue was washed with MC to obtain Intermediate C (2.112 g, yield: 80%). The generated compound was identified as Intermediate C by using LC-MS. (Calculated value: 264.07, Measured value: 265.10)
[0340] <Synthesis of Compound 15>
[0341] Compound 15 (2.75 g, yield: 80%) was obtained in the same manner as the synthesis of Intermediate A, except that Intermediate C was used instead of 2-bromo-4,6-dichloropyrimidine and 1-pyreneboronic acid was used instead of 2-hydroxyphenylboronic acid. The generated compound was identified by using LC-MS. (Calculated value: 430.17, Measured value: 431.22)
[0342] (3) Synthesis of Compound 25 of Compound Group 1
[0343] Compound 25 of Compound Group 1 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 1-3.
[0344] [Reaction Scheme 1-3]
[0345]
[0346] <Synthesis of Intermediate D>
[0347] Intermediate D (2.45 g, yield: 80%) was obtained in the same manner as the synthesis of Intermediate C, except that 1-hexanol was used instead of isopropanol. The generated compound was identified by using LC-MS. (Calculated value: 306.11, Measured value: 307.04)
[0348] <Synthesis of Compound 25>
[0349] Compound 25 (3.02 g, yield: 80%) was obtained in the same manner as the synthesis of Intermediate A, except that Intermediate D was used instead of 2-bromo-4,6-dichloro-pyrimidine and 1-pyreneboronic acid was used instead of 2-hydroxyphenylboronic acid. The resulting compound was identified by LC-MS. (Calculated value: 472.22, measured value: 473.10)
[0350] (4) Synthesis of Compound 36 in Compound Group 1
[0351] Compound 36 in Compound Group 1 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 1-4.
[0352] [Reaction Scheme 1-4]
[0353]
[0354] <Synthesis of Intermediate E>
[0355] Intermediate E (2.32 g, yield: 80%) was obtained in the same manner as the synthesis of Intermediate C, except that cyclopentanol was used instead of isopropanol. The resulting compound was identified by LC-MS. (Calculated value: 290.08, measured value: 290.98)
[0356] <Synthesis of Compound 36>
[0357] Compound 36 (2.76 g, yield: 80%) was obtained in the same manner as the synthesis of Intermediate A, except that Intermediate E was used instead of 2-bromo-4,6-dichloro-pyrimidine and 2-anthraceneboronic acid was used instead of 2-hydroxyphenylboronic acid. The resulting compound was identified by LC-MS. (Calculated value: 432.18, measured value: 433.10)
[0358] (5) Synthesis of Compound 56 in Compound Group 1
[0359] Compound 56 in Compound Group 1 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 1-5.
[0360] [Reaction Scheme 1-5]
[0361]
[0362] <Synthesis of Intermediate F>
[0363] Except for using propanol instead of isopropanol, intermediate F (2.11 g, yield: 80%) was obtained in the same manner as the synthesis of intermediate C. The resulting compound was identified by LC-MS. (Calculated value: 264.07, measured value: 264.90)
[0364] <Synthesis of Compound 56>
[0365] Except for using intermediate F instead of 2-bromo-4,6-dichloropyrimidine and using 2-anthraceneboronic acid instead of 2-hydroxyphenylboronic acid, compound 56 (2.59 g, yield: 80%) was obtained in the same manner as the synthesis of intermediate A. The resulting compound was identified by LC-MS. (Calculated value: 406.17, measured value: 407.96)
[0366] (6) Synthesis of Compound 78 of Compound Group 1
[0367] Compound 78 of Compound Group 1 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 1-6.
[0368] [Reaction Scheme 1-6]
[0369]
[0370] Except for using 9-anthraceneboronic acid instead of 2-anthraceneboronic acid, compound 78 (2.76 g, yield: 80%) was obtained in the same manner as the synthesis of compound 36. The resulting compound was identified by LC-MS. (Calculated value: 432.18, measured value: 433.12)
[0371] (7) Synthesis of Compound 95 of Compound Group 1
[0372] Compound 95 of Compound Group 1 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 1-7.
[0373] [Reaction Scheme 1-7]
[0374]
[0375] Except for using naphtho[2,3-b]benzofuran-2-ylboronic acid instead of 1-pyreneboronic acid, compound 95 (2.85 g, yield: 80%) was obtained in the same synthetic manner as the synthesis of compound 15. The resulting compound was identified by LC-MS. (Calculated value: 446.16, measured value: 447.08)
[0376] (8) Synthesis of Compound 115 of Compound Group 1
[0377] Compound 115 of Compound Group 1 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 1-8.
[0378] [Reaction Scheme 1-8]
[0379]
[0380] <Synthesis of Intermediate G>
[0381] Intermediate G (2.67 g, yield: 80%) was obtained in the same synthetic manner as the synthesis of Intermediate C, except that 2-ethylhexanol was used instead of isopropanol. The resulting compound was identified by LC-MS. (Calculated value: 334.14, Measured value: 335.14)
[0382] <Synthesis of Compound 115>
[0383] Compound 115 (3.30 g, yield: 80%) was obtained in the same manner as the synthesis of Intermediate A, except that Intermediate G was used instead of 2-bromo-4,6-dichloropyrimidine and naphtho[2,3-b]benzofuran-2-ylboronic acid was used instead of 2-hydroxyphenylboronic acid. The resulting compound was identified by LC-MS. (Calculated value: 516.24, Measured value: 517.10)
[0384] (9) Synthesis of Compound 148 of Compound Group 1
[0385] Compound 148 of Compound Group 1 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 1-9.
[0386] [Reaction Scheme 1-9]
[0387]
[0388] <Synthesis of Intermediate H>
[0389] Intermediate H (3.12 g, yield: 80%) was obtained in the same manner as the synthesis of Intermediate C, except that dodecanol was used instead of isopropanol. The resulting compound was identified by LC-MS. (Calculated value: 390.21, Measured value: 391.10)
[0390] <Synthesis of Compound 148>
[0391] Compound 148 (3.82 g, yield: 80%) was obtained in the same manner as the synthesis of Intermediate A, except that Intermediate H was used instead of 2-bromo-4,6-dichloropyrimidine and (7,7-dimethyl-7H-benzo[c]fluoren-5-yl)boronic acid was used instead of 2-hydroxyphenylboronic acid. The resulting compound was identified by LC-MS. (Calculated: 598.36, Measured: 599.20)
[0392] (10) Synthesis of Compound 177 of Compound Group 1
[0393] Compound 177 of Compound Group 1 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 1-10.
[0394] [Reaction Scheme 1-10]
[0395]
[0396] <Synthesis of Intermediate I>[[]]
[0397] Intermediate I (2.94 g, yield: 80%) was obtained in the same manner as the synthesis of Intermediate A, except that (4-((2-ethylhexyl)oxy)-2-hydroxyphenyl)boronic acid was used instead of 2-hydroxyphenylboronic acid. The resulting compound was identified by LC-MS. (Calculated: 368.11, Measured: 369.90)
[0398] <Synthesis of Intermediate J>[[]]
[0399] Except for using Intermediate I instead of Intermediate B and using phenylboronic acid instead of 6- boronic acid, Intermediate J (3.48 g, yield: 80%) was obtained in the same manner as the synthesis of Compound 2. The resulting compound was identified by LC-MS. (Calculated: 680.34, Measured: 681.22)
[0400] <Synthesis of Compound 177>[[]]
[0401] Compound 177 (3.30 g, yield: 83%) was obtained in the same manner as the synthesis of Intermediate A, except that Intermediate J was used instead of 2-bromo-4,6-dichloropyrimidine and (6-(2-methoxyphenyl)pyren-1-yl)boronic acid was used instead of 2-hydroxyphenylboronic acid. The resulting compound was identified by LC-MS. (Calculated: 516.24, Measured: 517.10)
[0402] (11) NMR Data
[0403] The NMR data of the exemplary compounds of compound group 1 synthesized by the above synthesis method are listed in Table 1 below:
[0404] [Table 1]
[0405]
[0406]
[0407] 1-2. Synthesis of the light absorber represented by Formula 2
[0408] The synthesis method of the light absorber represented by Formula 2 of the above-described embodiment will be described in detail by showing the synthesis methods of Compounds 2, 15, 20, 24, 35, 40, 75, 94, 102, 154, 169, 227, 280, 295, 299, and 320 of compound group 2. Additionally, in the following description, the synthesis method of the light absorber is provided as an example, but the synthesis method according to the embodiments of the present invention is not limited to the following examples.
[0409] (1) Synthesis of Compound 2 of Compound Group 2
[0410] Compound 2 of compound group 2 of the light absorber according to the example can be synthesized, for example, by the following Reaction Scheme 2-1.
[0411] [Reaction Scheme 2-1]
[0412]
[0413] <Synthesis of Intermediate 2-3>
[0414] Compound 2-1 ( -6-ylboronic acid, 5.4 g), Compound 2-2 (cyanuric chloride, 3.6 g), Pd(PPh 3 ) 4 (0.8 g) and K 2 CO 3 (7.2 g) were added to a solution of THF / water (80 mL / 20 mL), and then the mixture was stirred at 70 °C for 5 hours. After the reaction was completed, the temperature was lowered to room temperature, and the mixture was extracted three times with ethyl acetate. The product was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to obtain a residue. The obtained residue was washed with dichloromethane (MC) to obtain Intermediate 2-3 (6.2 g, yield: 84%). The generated compound was identified as Intermediate 2-3 by using LC-MS. (C 21 H 11 Cl 2 N3 , Calculated value: 375.03, Measured value: 375.05)
[0415] <Synthesis of Intermediate 2-4>
[0416] Mix Intermediate 2-3 (6 g) in 300 mL of dimethylformamide (DMF), and then add NaOMe (860 mg) thereto. Then, stir the mixture at 100 °C for 1 hour. After the reaction, lower the temperature to room temperature, quench the reaction with water to obtain a residue, and wash the obtained residue with MC to obtain Intermediate 2-4 (4.8 g, Yield: 81%). The generated compound was identified as Intermediate 2-4 by using LC-MS. (C 22 H 14 ClN 3 O, Calculated value: 371.08, Measured value: 371.09)
[0417] <Synthesis of Compound 2>
[0418] Except for using Intermediate 2-4 (4.8 g) and (2-hydroxyphenyl)boronic acid (1.9 g), Compound 2 (4.5 g, Yield: 82%) was obtained in the same manner as the synthesis of Intermediate 2-3. The generated compound was identified as Compound 2 by using LC-MS. (C 28 H 19 N 3 O 2 , Calculated value: 429.15, Measured value: 429.17)
[0419] (2) Synthesis of Compound 15 of Compound Group 2
[0420] Compound 15 of Compound Group 2 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 2-2.
[0421] [Reaction Scheme 2-2]
[0422]
[0423] <Synthesis of Intermediate 15-2>
[0424] Except for using Intermediate 15-1 (5 g), Intermediate 15-2 (5.7 g, Yield: 80%) was obtained in the same manner as the synthesis of Intermediate 2-3. The generated compound was identified as Intermediate 15-2 by using LC-MS. (C 19 H 9 Cl 2 N 3 , Calculated value: 349.02, Measured value: 349.01)
[0425] <Synthesis of Intermediate 15-3>
[0426] Isopropanol (1 g) was mixed in 40 mL of DMF, and then the reaction temperature was lowered to 0 °C. NaH (60% mineral oil, 400 mg) was slowly added thereto, and then the temperature was raised to room temperature, and the mixture was stirred for 1 hour. The reaction temperature was lowered to 0 °C again, and then Intermediate 15-2 (5.7 g) mixed in 50 mL of DMF was slowly added dropwise to the reaction vessel. The reaction temperature was maintained for 30 minutes, and then the temperature was slowly raised to room temperature, and the mixture was stirred for 6 hours. After quenching the reaction with water, the reaction solution was extracted with ethyl acetate and washed with water four times. After performing distillation under reduced pressure, the resulting residue was washed with MC to obtain Intermediate 15-3 (5.2 g, yield: 86%). The generated compound was identified as Intermediate 15-3 by using LC-MS. (C 22 H 16 ClN 3 O, calculated value: 373.10, measured value: 373.14)
[0427] <Synthesis of Compound 15>
[0428] Except for using Intermediate 15-3 (5.2 g) and (2-hydroxyphenyl)boronic acid (2.1 g), Compound 15 (4.7 g, yield: 78%) was obtained in the same manner as the synthesis of Intermediate 2-3. The generated compound was identified as Compound 15 by using LC-MS. (C 28 H 21 N 3 O 2 , calculated value: 431.16, measured value: 431.19)
[0429] (3) Synthesis of Compound 20 in Compound Group 2
[0430] Compound 20 in Compound Group 2 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 2-3.
[0431] [Reaction Scheme 2-3]
[0432]
[0433] <Synthesis of Intermediate 20-1>
[0434] Except for using Intermediate 15-2 (5 g) and n-propanol (1 g), Intermediate 20-1 (4.6 g, yield: 87%) was obtained in the same manner as the synthesis of Intermediate 15-3. The generated compound was identified as Intermediate 20-1 by using LC-MS. (C 22 H 16ClN 3 O, calculated value: 373.10, measured value: 373.12)
[0435] <Synthesis of Compound 20>
[0436] Except for using Intermediate 20-1 (4.6 g), Compound 20 (4.8 g, yield: 91%) was obtained in the same manner as the synthesis of Compound 2. The generated compound was identified as Compound 20 by using LC-MS. (C 28 H 21 N 3 O 2 , calculated value: 431.16, measured value: 431.18)
[0437] (4) Synthesis of Compound 24 of Compound Group 2
[0438] Compound 24 of Compound Group 2 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 2-4.
[0439] [Reaction Scheme 2-4]
[0440]
[0441] <Synthesis of Intermediate 24-2>
[0442] Compound 24-1 (9-bromophenanthrene, 5 g) was mixed in 50 mL of THF, and then the reaction temperature was lowered to -78 °C. n-BuLi (8 mL, 2.43 M in hexane) was slowly added dropwise, and the mixture was stirred for 1 hour while maintaining the reaction temperature. Cyanuric chloride (3.6 g) was mixed in 15 mL of THF and then slowly added dropwise to the reaction vessel. After 3 hours, the reaction was quenched with saturated aqueous ammonium chloride solution and extracted three times with ethyl acetate. The separated filtrate was dried over anhydrous magnesium sulfate and then distilled under reduced pressure to obtain a residue. The residue thus obtained was recrystallized from MC to obtain Intermediate 24-2 (5.8 g, yield: 91%). The generated compound was identified as Intermediate 24-2 by using LC-MS. (C 17 H 9 Cl 2 N 3 , calculated value: 325.02, measured value: 325.01)
[0443] <Synthesis of Intermediate 24-3>
[0444] In addition to using intermediate 24-2 (5.8 g) and n-hexanol (1.9 g), intermediate 24-3 (6 g, yield: 86%) was obtained in the same manner as the synthesis of intermediate 15-3. The resulting compound was identified as intermediate 24-3 by using LC-MS. (C 23 H 22 ClN 3 O, calculated value: 391.15, measured value: 391.16)
[0445] <Synthesis of Compound 24>
[0446] In addition to using intermediate 24-3 (6 g), compound 24 (6.1 g, yield: 88%) was obtained in the same manner as the synthesis of compound 2. The resulting compound was identified as compound 24 by using LC-MS. (C 29 H 27 N 3 O 2 , calculated value: 449.21, measured value: 449.25)
[0447] (5) Synthesis of Compound 35 in Compound Group 2
[0448] Compound 35 in compound group 2 of the light absorbent according to the example can be synthesized, for example, by the following reaction scheme 2-5.
[0449] [Reaction Scheme 2-5]
[0450]
[0451] <Synthesis of Intermediate 35-1>
[0452] In addition to using intermediate 15-2 (3.5 g) and 2-ethylhexan-1-ol (1.3 g), intermediate 35-1 (3.8 g, yield: 86%) was obtained in the same manner as the synthesis of intermediate 20-1. The resulting compound was identified as intermediate 35-1 by using LC-MS. (C 27 H 26 ClN 3 O, calculated value: 443.18, measured value: 443.19)
[0453] <Synthesis of Compound 35>
[0454] In addition to using intermediate 35-1 (3.8 g), compound 35 (3.5 g, yield: 81%) was obtained in the same manner as the synthesis of compound 2. The resulting compound was identified as compound 35 by using LC-MS. (C 33 H 31 N 3O 2 , Calculated value: 501.24, Measured value: 501.25)
[0455] (6) Synthesis of Compound 40 of Compound Group 2
[0456] Compound 40 of Compound Group 2 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 2-6.
[0457] [Reaction Scheme 2-6]
[0458]
[0459] (Synthesis of Intermediate 40-1)
[0460] Except for using Intermediate 15-2 (3.5 g) and cyclopentanol (860 mg), Intermediate 40-1 (3.7 g, yield: 93%) was obtained in the same manner as the synthesis of Intermediate 20-1. The generated compound was identified as Intermediate 40-1 by using LC-MS. (C 24 H 18 ClN 3 O, Calculated value: 399.11, Measured value: 399.12)
[0461] (Synthesis of Compound 40)
[0462] Except for using Intermediate 40-1 (3.7 g), Compound 40 (3.6 g, yield: 85%) was obtained in the same manner as the synthesis of Compound 2. The generated compound was identified as Compound 40 by using LC-MS. (C 30 H 23 N 3 O 2 , Calculated value: 457.18, Measured value: 457.20)
[0463] (7) Synthesis of Compound 75 of Compound Group 2
[0464] Compound 75 of Compound Group 2 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 2-7.
[0465] [Reaction Scheme 2-7]
[0466]
[0467] Compound 75 (3 g, yield: 86%) was obtained in the same manner as the synthesis of Compound 2, except that intermediate 35-1 (3 g) and 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-diol (1.4 g) were used. The resulting compound was identified as Compound 75 by LC-MS. (C 33 H 31 N 3 O 3 , calculated value: 517.24, measured value: 517.29)
[0468] (8) Synthesis of Compound 94 of Compound Group 2
[0469] Compound 94 of Compound Group 2 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 2-8.
[0470] [Reaction Scheme 2-8]
[0471]
[0472] (Synthesis of Intermediate 94-1)
[0473] Intermediate 94-1 (3.7 g, yield: 53%) was obtained in the same manner as the synthesis of Intermediate 24-3, except that intermediate 24-2 (6.5 g) and isopropanol (1.2 g) were used. The resulting compound was identified as Intermediate 94-1 by LC-MS. (C 20 H 16 ClN 3 O, calculated value: 349.1, measured value: 349.15)
[0474] (Synthesis of Compound 94)
[0475] Compound 94 (2.8 g, yield: 64%) was obtained in the same manner as the synthesis of Compound 2, except that intermediate 94-1 (3.5 g) and 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3,5-triol (2.7 g) were used. The resulting compound was identified as Compound 94 by LC-MS. (C 26 H 21 N 3 O 4 , calculated value: 439.16, measured value: 439.18)
[0476] (9) Synthesis of Compound 102 of Compound Group 2
[0477] Compound 102 of compound group 2 of the light absorbent according to the example can be synthesized, for example, by the following reaction scheme 2-9.
[0478] [Reaction Scheme 2-9]
[0479]
[0480] <Synthesis of Intermediate 102-1>
[0481] Except for using intermediate 2-3 (3.8 g) and n-hexan-1-ol (1.1 g), intermediate 102-1 (3.3 g, yield: 75%) was obtained in the same manner as the synthesis of intermediate 24-3. The resulting compound was identified as intermediate 102-1 by using LC-MS. (C 27 H 24 ClN 3 O, calculated value: 441.16, measured value: 441.19)
[0482] <Synthesis of Compound 102>
[0483] Except for using intermediate 102-1 (3.3 g) and (2,4,6-trihydroxyphenyl)boronic acid, compound 102 (2.8 g, yield: 76%) was obtained in the same manner as the synthesis of compound 2. The resulting compound was identified as compound 102 by using LC-MS. (C 33 H 29 N 3 O 2 , calculated value: 499.23, measured value: 499.26)
[0484] (10) Synthesis of Compound 154 of Compound Group 2
[0485] Compound 154 of compound group 2 of the light absorbent according to the example can be synthesized, for example, by the following reaction scheme 2-10.
[0486] [Reaction Scheme 2-10]
[0487]
[0488] <Synthesis of Intermediate 154-1>
[0489] Except for using intermediate 24-2 (3.3 g) and 2-ethylhexan-1-ol (1.3 g), intermediate 154-1 (3.2 g, yield: 76%) was obtained in the same manner as the synthesis of intermediate 24-3. The resulting compound was identified as intermediate 154-1 by using LC-MS. (C 25 H 26 ClN3 O, calculated value: 419.18, measured value: 419.20)
[0490] <Synthesis of Compound 154>
[0491] Except for using intermediate 154-1 (3.3 g) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-diol (1.8 g), Compound 154 (3.2 g, yield: 83%) was obtained in the same manner as the synthesis of Compound 2. The generated compound was identified as Compound 154 by using LC-MS. (C 30 H 29 N 3 O 3 , calculated value: 479.22, measured value: 479.23)
[0492] (11) Synthesis of Compound 169 of Compound Group 2
[0493] Compound 169 of Compound Group 2 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 2-11.
[0494] [Reaction Scheme 2-11]
[0495]
[0496] <Synthesis of Intermediate 169-2>
[0497] Except for using intermediate 169-1 (5.2 g) (disclosed in the previous document WO2014141725A1) and Compound 2-2 (3.6 g), Intermediate 169-2 (4.3 g, yield: 59%) was obtained in the same manner as the synthesis of Intermediate 2-3. The generated compound was identified as Intermediate 169-2 by using LC-MS. (C 19 H 9 Cl 2 N 3 O, calculated value: 365.01, measured value: 365.04)
[0498] <Synthesis of Intermediate 169-3>
[0499] Except for using intermediate 169-2 (4.3 g), Intermediate 169-3 (3.2 g, yield: 81%) was obtained in the same manner as the synthesis of Intermediate 2-4. The generated compound was identified as Intermediate 169-3 by using LC-MS. (C 20 H 12 ClN 3 O 2, Calculated value: 361.06, Measured value: 361.12)
[0500] <Synthesis of Compound 169>
[0501] Except for using Intermediate 169-3 (3.2 g), Compound 169 (2.8 g, Yield: 76%) was obtained in the same synthetic manner as the synthesis of Compound 2. The generated compound was identified as Compound 169 by using LC-MS. (C 26 H 17 N 3 O 3 , Calculated value: 419.13, Measured value: 419.16)
[0502] (12) Synthesis of Compound 227 of Compound Group 2
[0503] Compound 227 of Compound Group 2 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 2-12.
[0504] [Reaction Scheme 2-12]
[0505]
[0506] <Synthesis of Intermediate 227-2>
[0507] Except for using Intermediate 227-1 (3.4 g) and Compound 2-2 (2 g), Intermediate 227-2 (3.6 g, Yield: 81%) was obtained in the same manner as the synthesis of Intermediate 2-3. The generated compound was identified as Intermediate 227-2 by using LC-MS. (C 26 H 17 Cl 2 N 3 , Calculated value: 441.08, Measured value: 441.09)
[0508] <Synthesis of Intermediate 227-3>
[0509] Except for using Intermediate 227-2 (3.6 g) and dodecan-1-ol (1.4 g), Intermediate 227-3 (3.9 g, Yield: 83%) was obtained in the same manner as the synthesis of Intermediate 24-3. The generated compound was identified as Intermediate 227-3 by using LC-MS. (C 37 H 40 ClN 3 O, Calculated value: 577.29, Measured value: 577.30)
[0510] <Synthesis of Compound 227>
[0511] Compound 227 (3.3 g, yield: 77%) was obtained in the same manner as the synthesis of Compound 2, except that intermediate 227-3 (3.9 g) was used. The resulting compound was identified as Compound 227 by LC-MS. (C 43 H 45 N 3 O 2 , calculated value: 635.35, measured value: 635.39)
[0512] (13) Synthesis of Compound 280 in Compound Group 2
[0513] Compound 280 in Compound Group 2 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 2-13.
[0514] [Reaction Scheme 2-13]
[0515]
[0516] ><Synthesis of Intermediate 280-1>
[0517] Intermediate 15-2 (3.5 g) and 3-(dodecyloxy)phenol (2.8 g) were mixed in 100 mL of dichloromethane, and then AlCl 3 (1.4 g) was slowly added dropwise thereto at 0 °C. The reaction temperature was raised to 40 °C, and the mixture was refluxed and stirred for 3 hours. When the reaction was completed, the reaction was quenched with water at 0 °C, and the reaction solution was extracted 3 times with MC. The obtained filtrate was dried over anhydrous magnesium sulfate, filtered, and distilled under reduced pressure to obtain Intermediate 280-1 (3.2 g, yield: 54%). The resulting compound was identified as Intermediate 280-1 by LC-MS. (C 37 H 38 ClN 3 O 2 , calculated value: 591.27, measured value: 591.28)
[0518] ><Synthesis of Compound 280>
[0519] Compound 280 (2.4 g, yield: 67%) was obtained in the same manner as the synthesis of Intermediate 24-3, except that Intermediate 280-1 (3.2 g) and 2-ethylhexan-1-ol (0.7 g) were used. The resulting compound was identified as Compound 280 by LC-MS. (C 45 H 55 N 3 O 3 , calculated value: 685.42, measured value: 685.43)
[0520] (14) Synthesis of Compound 295 of Compound Group 2
[0521] Compound 295 of Compound Group 2 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 2-14.
[0522] [Reaction Scheme 2-14]
[0523]
[0524] <Synthesis of Intermediate 295-1>
[0525] Except for using 3-((2-ethylhexyl)oxy)phenol (2.2 g), Intermediate 295-1 (3.7 g, yield: 68%) was obtained in the same manner as in the synthesis of Intermediate 280-1. The resulting compound was identified as Intermediate 295-1 by using LC-MS. (C 33 H 30 ClN 3 O 2 , calculated value: 535.2, measured value: 535.21)
[0526] <Synthesis of Compound 295>
[0527] Except for using Intermediate 295-1 (3.7 g) and n-undecanol (1.3 g), Compound 295 (3.9 g, yield: 84%) was obtained in the same manner as in the synthesis of Intermediate 24-3. The resulting compound was identified as Compound 295 by using LC-MS. (C 45 H 55 N 3 O 3 , calculated value: 685.42, measured value: 685.43)
[0528] (15) Synthesis of Compound 299 of Compound Group 2
[0529] Compound 299 of Compound Group 2 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 2-15.
[0530] [Reaction Scheme 2-15]
[0531]
[0532] <Synthesis of Intermediate 299-1>
[0533] Except for using 5-methoxybenzene-1,3-diol (1.4 g), intermediate 299-1 (3 g, yield: 71%) was obtained in the same synthetic manner as in the synthesis of intermediate 280-1. The generated compound was identified as intermediate 299-1 by using LC-MS. (C 24 H 16 ClN 3 O 3 , calculated value: 429.09, measured value: 429.12)
[0534] <Synthesis of Compound 299>
[0535] Except for using intermediate 299-1 (3 g), compound 299 (2.3 g, yield: 76%) was obtained in the same manner as in the synthesis of intermediate 2-4. The generated compound was identified as compound 299 by using LC-MS. (C 25 H 19 N 3 O 4 , calculated value: 425.14, measured value: 425.15)
[0536] (16) Synthesis of Compound 320 of Compound Group 2
[0537] Compound 320 of Compound Group 2 of the light absorbent according to the example can be synthesized, for example, by the following Reaction Scheme 2-16.
[0538] [Reaction Scheme 2-16]
[0539]
[0540] <Synthesis of Intermediate 320-1>
[0541] Except for using 5-((2-ethylhexyl)oxy)benzene-1,3-diol (2.4 g), intermediate 320-1 (3.1 g, yield: 57%) was obtained in the same manner as in the synthesis of intermediate 280-1. The generated compound was identified as intermediate 320-1 by using LC-MS. (C 33 H 30 ClN 3 O 3 , calculated value: 551.20, measured value: 551.23)
[0542] <Synthesis of Compound 320>
[0543] In addition to using intermediate 320-1 (3.1 g) and 2-ethylhexan-1-ol (0.74 g), compound 320 (2.4 g, yield: 66%) was obtained in the same manner as the synthesis of intermediate 24-3. The generated compound was identified as compound 320 by using LC-MS. (C 41 H 47 N 3 O 4 , calculated value: 645.36, measured value: 645.39)
[0544] (17) NMR data of the compounds of compound group 2
[0545] The NMR data of the exemplary compounds synthesized by the above synthesis method are listed in Table 2 below:
[0546] [Table 2]
[0547]
[0548]
[0549] 2. Absorbance evaluation of the light absorbent
[0550] To evaluate the absorbance of the exemplary light absorbents, the transmittance of the organic films including the exemplary light absorbents was evaluated at each of 405 nm and 430 nm wavelengths. The light absorbent compounds used in the examples and comparative examples are listed in Table 3.
[0551] [Table 3]
[0552]
[0553]
[0554]
[0555]
[0556] Table 4 shows the transmittance at each of 405 nm and 430 nm wavelengths in the examples and comparative examples. The evaluation results listed in Table 4 represent the transmittance in the case where a polarization member is added to the organic films including the exemplary compounds and comparative example compounds. The transmittance was measured by a UV-Vis spectrophotometer (Lambda 650, PerkinElmer Inc.), and the measured wavelength range was 300 nm - 780 nm.
[0557] [Table 4]
[0558]
[0559]
[0560] Referring to the results in Table 4, it can be confirmed that, compared with the comparative examples, the examples including the organic film using the light absorber according to the examples show high transmittance values at 430 nm. That is, in the case where a polarization member is added to the organic films including the example compound and the comparative example compound, the examples show higher transmittance values. Therefore, the transmittance of the organic film included in the examples at 430 nm is higher than the transmittance of the organic film included in the comparative examples at 430 nm.
[0561] Referring to the results in Table 4, it can be confirmed that the examples have relatively high transmittance values at a wavelength of 430 nm. Therefore, the transmittance of the light in the blue wavelength region is higher than that of the blue wavelength region of the comparative examples. Therefore, it can be confirmed that the examples show low transmittance values at a wavelength of 405 nm, so a part of visible light or UV light is effectively absorbed in the organic film. In addition, it can be confirmed that the examples show relatively high transmittance values at a wavelength of 430 nm. Therefore, the light in the blue wavelength region is minimally absorbed in the organic film, thereby minimizing the reduction in the efficiency of the light emitted from the light-emitting device. That is, the examples have a UV light absorption rate similar to that of the comparative examples to have excellent reliability characteristics and reduce the light absorption in the blue wavelength region, thereby showing excellent display quality compared with the comparative examples.
[0562] The light absorber of the examples may include a hexagonal heterocycle containing two or more nitrogen atoms as ring-forming atoms and three different substituents substituted at the hexagonal heterocycle, thereby effectively absorbing a part of visible light and UV light. That is, the light absorber of the examples may include a pyrimidine nucleus or a triazine nucleus, a first substituent, a second substituent, and a third substituent to form an organic film. The first substituent is a phenyl group substituted with at least one hydroxyl group. The second substituent is a condensed ring group in which three or more rings are condensed. The third substituent is a substituted or unsubstituted oxy group or a substituted or unsubstituted thio group. The organic film has a transmittance of 10% or less at a wavelength of 405 nm, a transmittance of 70% or more at a wavelength of 430 nm, and a transmittance of 97% or more at a wavelength of 450 nm.
[0563] The light absorber according to an embodiment of the present invention has excellent light absorption with respect to a part of visible light and UV light. Since deterioration due to external light is effectively prevented, the light-emitting device of the display device including the light absorber in the encapsulation member can exhibit good efficiency and excellent service life characteristics.
[0564] Although the inventive concept has been described with reference to the preferred embodiments of the inventive concept, it will be understood that the inventive concept should not be limited to these preferred embodiments, but various changes and modifications can be made by those skilled in the art without departing from the spirit and scope of the inventive concept.
[0565] Therefore, the technical scope of the inventive concept is not intended to be limited to the content set forth in the specific embodiments of the specification, but is intended to be defined by the appended claims.
[0566] Industrial Applicability
[0567] The present invention relates to a light absorber and a display device. The light absorber has excellent light absorption with respect to a part of visible light and UV light. The display device includes the light absorber in a packaging member and has good efficiency and excellent service life, and has high industrial applicability.
Claims
1. A display device, the display device comprising: a light-emitting device including a first electrode, a second electrode facing the first electrode, and a plurality of organic layers disposed between the first electrode and the second electrode; and a encapsulation member disposed on the light-emitting device and including at least one organic film, the at least one organic film including a light absorber represented by Formula 1 or Formula 2, [Formula 1] [Formula 2] wherein, in the above Formula 1 and Formula 2, Ar is represented by any one of the following Ar-a to Ar-h: wherein Z in Ar-e to Ar-h is O, S, NR a or CR b R c , R a to R c are each independently a hydrogen atom, a deuterium atom, a halogen atom, or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, m1 to m8 are each independently an integer from 0 to 4, Among Ar-a, Ar-b, Ar-d to Ar-h, R 11 , R 12 , R 14 to R 18 are each independently a hydrogen atom, a deuterium atom, a halogen atom or an alkyl group having 1 to 20 carbon atoms. In Ar-c, R 13 is a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted phenyl group, and when R 13 is a substituted or unsubstituted phenyl group, m3 is 1, In Formula 1 and Formula 2, R 2 is a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, R 4 is a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, R 3 and R 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, the "substituted or unsubstituted" means that the group is unsubstituted or substituted with at least one substituent selected from the group consisting of a deuterium atom, a halogen atom, a cyano group, an alkyl group having 1 to 10 carbon atoms, and an alkoxy group having 1 to 10 carbon atoms, In Formula 1 above, two of Y 1 to Y 3 are N, and the rest are CH, and R of Formula 1 1 is represented by any one of S1 to S15 below, and X-R of Formula 2 6 is represented by any one of S1 to S14 below: wherein the at least one organic film has a transmittance of 10% or less at a wavelength of 405 nm, a transmittance of 70% or more at a wavelength of 430 nm, and a transmittance of 97% or more at a wavelength of 450 nm.
2. The display device according to claim 1, wherein, the encapsulation member further includes at least one inorganic film.
3. The display device according to claim 2, wherein, the at least one organic film and the at least one inorganic film are alternately stacked, and the at least one organic film includes: a first organic film configured to absorb light in a first wavelength region; and a second organic film configured to absorb light in a second wavelength region different from the light in the first wavelength region.
4. The display device according to claim 1, wherein, the encapsulation member covers the light-emitting device.
5. The display device according to claim 1, the display device further includes a polarization member disposed on the encapsulation member.
6. The display device according to claim 1, wherein, the encapsulation member further includes: a first inorganic film disposed adjacent to the second electrode; and a second inorganic film disposed on the first inorganic film, wherein the at least one organic film is disposed between the first inorganic film and the second inorganic film.
7. The display device according to claim 1, wherein, the plurality of organic layers include: a hole transport region disposed on the first electrode; an emission layer disposed on the hole transport region; and an electron transport region disposed on the emission layer.
8. The display device according to claim 1, the display device further includes a light-blocking layer disposed on the encapsulation member.
9. The display device according to claim 1, wherein, the above Formula 1 is represented by any one of the following Formula 1-1 to Formula 1-4: [Formula 1-1] [Formula 1-2] [Formula 1-3] [Formula 1-4] Among them, in the above formulas 1-1 to 1-4, Ar, Y 1 to Y 3 , R 1 and R 4 are the same as those defined in claim 1.
10. The display device according to claim 1, wherein, the above Formula 2 is represented by any one of the following Formula 2-1 to Formula 2-4: [Formula 2-1] [Formula 2-2] [Formula 2-3] [Formula 2-4] Among them, in the above formulas 2-1 to 2-4, Ar, R 4 and X-R 6 are the same as those defined in claim 1.
11. The display device according to claim 1, wherein, The above formula 1 is represented by any one of the following formulas 1-A to 1-C: [Formula 1-A] [Formula 1-B] [Formula 1-C] Among them, in the above formulas 1-A to 1-C, Y 1 to Y 3 , Ar and R 1 to R 5 are the same as those defined in claim 1.
12. A display device, the display device comprises: a light-emitting device including a first electrode, a second electrode facing the first electrode, and a plurality of organic layers disposed between the first electrode and the second electrode; and a packaging member disposed on the light-emitting device and including at least one organic film, the at least one organic film including a light absorber, the light absorber including at least one of the compounds represented by the following compound group 1 and compound group 2: [Compound group 1] [Compound group 2] wherein the at least one organic film has a transmittance of 10% or less at a wavelength of 405 nm, a transmittance of 70% or more at a wavelength of 430 nm, and a transmittance of 97% or more at a wavelength of 450 nm.
13. A light absorber represented by the following formula 1 or formula 2: [Formula 1] [Formula 2] wherein, in the above formulas 1 and 2, Ar is represented by any one of the following Ar-a to Ar-h: Among them, Z in Ar-e to Ar-h is O, S, NR a or CR b R c , R a to R c are each independently a hydrogen atom, a deuterium atom, a halogen atom, or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, m1 to m8 are each independently an integer from 0 to 4, Among Ar-a, Ar-b, Ar-d to Ar-h, R 11 , R 12 , R 14 to R 18 are each independently a hydrogen atom, a deuterium atom, a halogen atom or an alkyl group having 1 to 20 carbon atoms, In Ar-c, R 13 is a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted phenyl group, and when R 13 is a substituted or unsubstituted phenyl group, m3 is 1, In Formula 1 and Formula 2, R 2 is a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, R 4 is a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, R 3 and R 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, The "substituted or unsubstituted" means that the group is unsubstituted or substituted with at least one substituent selected from the group consisting of a deuterium atom, a halogen atom, a cyano group, an alkyl group having 1 to 10 carbon atoms, and an alkoxy group having 1 to 10 carbon atoms. In Formula 1 above, Y 1 to Y 3 Two of them are N, and the rest are CH, and R of Formula 1 1 is represented by any one of S1 to S15 below, and X-R of Formula 2 6 is represented by any one of S1 to S14 below:
14. The light absorber according to claim 13, wherein, the above formula 1 is represented by any one of the following formulas 1-1 to 1-4: [Formula 1-1] [Formula 1-2] [Formula 1-3] [Formula 1-4] Among them, in the above formulas 1-1 to 1-4, Ar, Y 1 to Y 3 , R 1 and R 4 are the same as those defined in claim 13.
15. The light absorber according to claim 13, wherein, the above formula 2 is represented by any one of the following formulas 2-1 to 2-4: [Formula 2-1] [Formula 2-2] [Formula 2-3] [Formula 2-4] Among them, in the above formulas 2-1 to 2-4, Ar, R 4 and X-R 6 are the same as those defined in claim 13.
16. The light absorber according to claim 13, wherein, the above formula 1 is represented by any one of the following formulas 1-A to 1-C: [Formula 1-A] [Formula 1-B] [Formula 1-C] Among them, in the above formulas 1-A to 1-C, Y 1 to Y 3 , Ar and R 1 to R 5 are the same as those defined in claim 13.
17. The light absorber according to claim 13, wherein, Ar above is unsubstituted anthracene, unsubstituted phenanthrene, unsubstituted pyrene or unsubstituted 18. A light absorber which is any one of the compounds represented by the following compound group 1 and compound group 2: [Compound group 1] [Compound group 2]
Citation Information
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