Colored photosensitive resin composition, display partition wall structure manufactured using the same, and display device including the same

Abstract

The present application provides a kind of colored photosensitive resin composition, display partition wall structure made of the colored photosensitive resin composition and display device comprising it, the colored photosensitive resin composition includes colorant, alkali-soluble resin, photopolymerizable compound, photopolymerization initiator and solvent, wherein the cured film made of the colored photosensitive resin composition shows uniform transmission characteristics in the wavelength band of visible light region.

Description

Technical Field

[0001] The present invention relates to a coloring photosensitive resin composition, a display partition structure manufactured using the composition, and a display device including the thereof. Background Technology

[0002] Coloring photosensitive resin compositions are essential materials in color filters, liquid crystal display materials, organic light-emitting elements, displays, and the like. For example, in the color filters of color liquid crystal displays, forming a light-shielding layer at the boundary between coloring layers such as red, green, and blue can improve contrast or color rendering.

[0003] Specifically, in pixels composed of red (R), green (G), and blue (B) colors, partition walls are sometimes formed at the boundaries between the color layers of each pixel to prevent color mixing with other colors or to hide electrode patterns. Recently, with the increasing demands for high color purity, high brightness, and high contrast in various image display devices, the importance of these partition walls between pixels has further increased. In particular, for partition walls formed adjacent to the color layers of each pixel, due to their structural characteristics, when the optical density (OD) value is too high, the transmittance to the light source decreases, which can affect the color rendering of the color filter.

[0004] Furthermore, in order to effectively block incident light, depending on the type of light source, the coloring photosensitive resin composition for forming the separator often contains a colorant with transmission characteristics in a specific wavelength range. However, in the photosensitive resin composition for forming the above-mentioned separator, the colorant used in the conventional coloring photosensitive resin composition for forming the separator has the following problems: it cannot exhibit uniform transmission characteristics in the visible light wavelength range, and because the average particle size of the colorant is larger than that of other colorants, the separator formed by the conventional coloring photosensitive resin composition for forming the separator has a larger refractive index, resulting in higher reflectivity of light incident from light sources located below, etc., and reduced visibility of the color filter, etc.

[0005] Korean Patent No. 10-1648607 discloses an ink composition that can improve contrast, but the above problems have not been fully solved due to the uneven transmission characteristics to the light source and the high reflectivity.

[0006] Therefore, there is a need to develop a coloring photosensitive resin composition for forming a separator wall, which has low specular reflectivity to light sources, can improve visibility, and has anti-external light reflection effect when applied to organic light-emitting diodes without containing a polarizer, while exhibiting uniform transmission characteristics in the visible light wavelength region with an optical density (OD) value of less than 1.

[0007] Existing technical documents

[0008] Patent documents

[0009] Patent Document 1: Korean Patent No. 10-1648607 Summary of the Invention

[0010] Technical issues

[0011] The present invention aims to improve the problems of the prior art mentioned above, and its purpose is to provide a coloring photosensitive resin composition with low specular reflectivity to light source, thereby improving the visibility of the color filter when applied to a color filter, and having an anti-external light reflection effect when applied to an organic light-emitting diode without containing a polarizing plate.

[0012] Furthermore, the present invention aims to provide a coloring photosensitive resin composition that has an optical density of less than 1 while exhibiting uniform transmission characteristics in the visible light wavelength region, so as not to affect the color rendering of the color filter even when it is used in a nearby color filter.

[0013] Furthermore, another object of the present invention is to provide a display partition structure manufactured using the aforementioned coloring photosensitive resin composition and a display device including the aforementioned display partition structure.

[0014] However, the problems to be solved by the present invention are not limited to those mentioned above, and those skilled in the art will clearly understand from the following description other problems not mentioned.

[0015] Technical solution

[0016] This invention provides a coloring photosensitive resin composition comprising a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. The cured film manufactured from the coloring photosensitive resin composition has an optical density (OD) of 1.0 or less when the thickness of the cured film is 1 μm, and a T value calculated by the following formula 1 is 10 or less.

[0017] [Formula 1]

[0018]

[0019] (In equation 1 above, This represents the maximum transmittance (%) at λ, λ-100nm, and λ+100nm. This represents the minimum transmittance (%) among λ, λ-100nm, and λ+100nm, where λ is the wavelength from 500nm to 570nm.

[0020] In this invention, when the thickness of the cured film is 1 μm, the T value calculated by Formula 1 above can be 8 or less.

[0021] In this invention, in Equation 1 above, λ can be a wavelength of 550 nm.

[0022] In this invention, the colorant may contain blue pigment.

[0023] In this invention, the blue pigment may be one or more selected from CI Pigment Blue 15:6 and CI Pigment Blue 60.

[0024] In this invention, the coloring photosensitive resin composition can be used to form a partition wall.

[0025] Furthermore, the present invention provides a display partition structure made from the aforementioned coloring photosensitive resin composition.

[0026] Furthermore, the present invention provides a display device including the aforementioned display partition structure.

[0027] The effects of the invention

[0028] The cured film manufactured according to the coloring photosensitive resin composition of the present invention has an optical density of less than 1, exhibits uniform transmission characteristics in the wavelength region of 380 nm to 780 nm, reduces external light reflection, and can exhibit excellent viewing angle characteristics, thereby further improving the visibility of the display. Attached Figure Description

[0029] Figure 1 This is a transmittance spectrum showing the pattern of a cured film manufactured using the photosensitive resin compositions of Examples 2 and Comparative Examples 3 to 5 of the present invention. Detailed Implementation

[0030] This invention provides a coloring photosensitive resin composition comprising a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. The cured film manufactured from the coloring photosensitive resin composition has an optical density (OD) of 1.0 or less when the thickness of the cured film is 1 μm, and a T value calculated by the following formula 1 is 10 or less.

[0031] [Formula 1]

[0032]

[0033] (In equation 1 above, This represents the maximum transmittance (%) at λ, λ-100nm, and λ+100nm. This represents the minimum transmittance (%) among λ, λ-100nm, and λ+100nm, where λ is the wavelength from 500nm to 570nm.

[0034] In this invention, a positive cone can be understood as a cone angle of less than 90°, and an inverted cone can be understood as a cone angle of more than 90°.

[0035] The display device of the present invention includes a display partition structure made using the aforementioned coloring photosensitive resin composition, thereby improving the light emission characteristics of the display device.

[0036] Furthermore, the coloring photosensitive resin composition of the present invention forms a partition wall structure, which can prevent the formation of an inverted cone when a cured film is subsequently formed in a thick film, thus having the advantage of easily forming a positive cone.

[0037] In such a conical partition wall structure, the smaller the cone angle, the better the visibility of the color filter. The cone angle is preferably 40° or less, and more preferably 30° or less.

[0038] The present invention will now be described in detail.

[0039] <Coloring Photosensitive Resin Composition>

[0040] The coloring photosensitive resin composition of the present invention is a coloring photosensitive resin composition comprising a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. When the thickness of the cured film made from the coloring photosensitive resin composition is 1 μm, the optical density (OD) is 1.0 or less, and the T value calculated by Formula 1 below can be 10 or less, preferably 9 or less, and more preferably 8 or less.

[0041] [Formula 1]

[0042]

[0043] (In equation 1 above, This represents the maximum transmittance (%) at λ, λ-100nm, and λ+100nm. This represents the minimum transmittance (%) among λ, λ-100nm, and λ+100nm, where λ is the wavelength from 500nm to 570nm.

[0044] More preferably, when the cured film made from the coloring photosensitive resin composition has a thickness of 1 μm, the T value calculated by Formula 1 above can be 8 or less. As an example, the cured film is characterized in that the maximum transmittance among the transmittances at λ, λ-100 nm, and λ+100 nm is set as... The minimum transmittance among the transmittances at the above wavelengths is set as At that time, maximum transmittance With minimum transmittance The difference is 10 or less, preferably 9 or less, and more preferably 8 or less, thereby exhibiting uniform transmission characteristics in the visible light wavelength region.

[0045] For example, in Formula 1 above, λ can be a wavelength of 550 nm. In this case, the difference between the maximum and minimum transmittance of the cured film made from the coloring photosensitive resin composition at the three wavelengths of 450 nm, 550 nm, and 650 nm can be 10 or less, preferably 9 or less, and more preferably 8 or less. When the cured film satisfies the specific transmittance condition within the above-mentioned specific wavelength range, in an organic light-emitting device including color filters, it can provide the effect of constantly transmitting the light source passing through the partition wall to each color filter, thereby improving the light emission characteristics of red (R), green (G), and blue (B).

[0046] (A) Coloring agent

[0047] The colorant contained in the coloring photosensitive resin composition of the present invention is not particularly limited as long as it satisfies the transmission characteristics with a T value of 10 or less calculated by Formula 1 above, and may contain a combination of two or more colorants. By containing a combination of two or more specific colorants, the coloring photosensitive resin composition of the present invention can satisfy the transmission characteristics with a T value of 10 or less calculated by Formula 1 above, thereby exhibiting uniform transmission characteristics in the visible light wavelength region.

[0048] The colorant contained in the coloring photosensitive resin composition of the present invention may include one or more of (a1) blue pigment, (a2) black pigment, (a3) ​​orange pigment and (a4) purple pigment, preferably (a1) blue pigment, more preferably (a1) blue pigment and (a2) black pigment.

[0049] In conventional photosensitive resin compositions for forming separators, which include scattering particles such as metal oxides to improve the light efficiency of pixels, transmittance is adjusted by only changing the content of black pigment. However, when transmittance is reduced solely by black pigment, the amount of white pigment required to increase reflectance increases significantly, leading to an increase in the total pigment content within the photosensitive resin composition. Conversely, the content of components affecting process stability, such as alkali-soluble resins and photopolymerizable compounds, decreases, resulting in a deterioration of the process characteristics of the photosensitive resin composition.

[0050] The photosensitive resin composition according to the present invention, by including a specific combination of colorants selected from (a1) blue pigment, (a2) black pigment, (a3) ​​orange pigment, and (a4) purple pigment in a specific content ratio, improves process stability and exhibits uniform transmission characteristics in the visible light wavelength range. For example, in the photosensitive resin composition of the present invention, based on the solid content of the colorants, the content of (a1) blue pigment can be 10 to 80% by weight, more preferably 20 to 60% by weight. When (a2) black pigment is included in addition to the above-mentioned (a1) blue pigment, the content ratio of (a1) blue pigment to (a2) black pigment can be 1:3 to 20:1, more preferably 1:2 to 15:1. When the content is within the above-mentioned content range, it is easy to satisfy the T value calculated by the above formula 1 as 10 or less, thereby having the advantage of exhibiting uniform transmission characteristics in the visible light wavelength range.

[0051] (a1) Blue pigment

[0052] As for the aforementioned blue pigments, specific examples include compounds classified as pigments in the color index (published by the Dyestuffs and Colorists Association), and more specifically, pigments with the following color index (CI) numbers, but are not necessarily limited to these. For example, specific examples of blue pigments include CI Pigment Blue 15:3, 15:4, 15:6, 16, 21, 28, and 76, preferably including one or more selected from the group consisting of CI Pigment Blue 15:3, Pigment Blue 15:6, and Pigment Blue 16.

[0053] (a2) Black pigment

[0054] The aforementioned black pigments can be appropriately selected from black organic pigments or black inorganic pigments.

[0055] The aforementioned black organic pigment may be selected from one or more of the group consisting of lactam black, perylene black, cyanine black and aniline black. Preferably, perylene black may be used from the perspective of shielding blue light and improving the transmittance in the infrared region.

[0056] As the aforementioned black inorganic pigment, one or more selected from the group consisting of carbon black, chromium oxide, iron oxide and titanium black can be used. Preferably, carbon black can be used, considering aspects such as opacity, surface smoothness, dispersion stability and compatibility with resin.

[0057] There are no particular restrictions on the use of carbon black as long as it is a pigment with opacity; any known carbon black can be used. Specific examples of carbon black include channel black, furnace black, thermal black, and lamp black.

[0058] Examples of usable carbon black include: CHBK-17 from Mikuni Pigment Co., Ltd.; SEAST 5HIISAF-HS, SEAST KH, SEAST 3HHAF-HS, SEAST NH, SEAST 3M, SEAST 300HAF-LS, SEAST 116HMMAF-HS, SEAST 116MAF, SEAST FMFEF-HS, SEAST SOFEF, SEAST VGPF, SEASTSVHSRF-HS and SEAST SSRF from Tokai Carbon Co., Ltd.; #200HAF, #10FEF, #50SRF, #55 GF from Nippon Steel Chemical Co., Ltd.; and DIAGRAM BLACK ∥, DIAGRAM BLACK N339, DIAGRAM BLACK SH, DIAGRAM BLACK H, DIAGRAM LH, DIAGRAM HA, DIAGRAM SF, DIAGRAM N550M, DIAGRAM M, and DIAGRAM ∥ from Mitsubishi Chemical Co., Ltd. E. DIAGRAM G, DIAGRAM R, DIAGRAM N760M, DIAGRAM LR, #2700, #2600, #2400, #2350, #2300, #2200, #1000, #980, #900, MCF88, #52, #50, #47, #45, #45L, #25, #CF9, #95, #3030, #3050, MA7, MA77, MA8, MA11, OIL7B, OIL9B, OIL11B, OIL30B and OIL31B; Degussa Co., Ltd.’s PRINTEX-U, PRINTEX-V, PRINTEX-140U, PRINTEX-14 0V, PRINTEX-95, PRINTEX-85, PRINTEX-75, PRINTEX-55, PRINTEX-45, PRINTEX-300, PRINTEX-35, PRINTEX-25, PRINTEX-200, PRINTEX-40, PRINTEX-30, PRINTEX-3, PRINTEX-A, SPECIAL BLACK-550, SPECIAL BLACK-350, SPECIAL BLACK-250, SPECIAL BLACK-100 and LAMP BLACK-101;Columbia Carbon Co., Ltd.’s RAVEN-1100ULTRA, RAVEN-1080ULTRA, RAVEN-1060ULTRA, RAVEN-1040, RAVEN-1035, RAVEN-1020, RAVEN-1 000, RAVEN-890H, RAVEN-890, RAVEN-880ULTRA, RAVEN-860ULTRA, RAVEN-850, RAVEN-820, RAVEN-790ULTRA, RAVEN-78 0ULTRA, RAVEN-760ULTRA, RAVEN-520, RAVEN-500, RAVEN-460, RAVEN-450, RAVEN-430ULTRA, RAVEN-420, RAVEN-410, R AVEN-2500ULTRA, RAVEN-2000, RAVEN-1500, RAVEN-1255, RAVEN-1250, RAVEN-1200, RAVEN-1190ULTRA and RAVEN-1170, etc. ;

[0059] Furthermore, the aforementioned carbon black can also be resin-coated carbon black. Since the resin-coated carbon black has lower conductivity than uncoated carbon black, it can impart excellent electrical insulation when forming black matrices or black columnar spacers.

[0060] In addition, depending on the purpose, black organic pigments and black inorganic pigments can be used alone or in combination.

[0061] (a3) Orange pigment

[0062] As for the aforementioned orange pigment, pigments known in the art can be used, provided that the above conditions are met. Specifically, orange pigments classified as pigments in the Color Index (published by the Dyestuffs and Colorists Association), such as CI Pigment Orange 13, 15, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, and 71, can be used.

[0063] (a4) Purple pigment

[0064] Specifically, examples of purple pigments include compounds classified as pigments in the Color Index (published by the Dyestuffs and Colorists Association), and more specifically, pigments with the following color index (CI) numbers, but are not limited to these. For example, specific purple pigments that can be used include CI pigments 1, 14, 19, 23, 29, 32, 33, 36, 37, and 38.

[0065] Based on the solid composition of the coloring photosensitive resin composition, the content of the aforementioned (a1) blue pigment, (a2) black pigment, (a3) ​​orange pigment, and (a4) purple pigment can be 1 to 30% by weight, preferably 10 to 20% by weight. When the content is below the aforementioned range, the transmittance to light in the wavelength band of approximately 450 nm is too high, which may lead to color mixing between pixels; when the content is above the aforementioned range, the reflectance to light in the wavelength region (550 to 650 nm) generated by red and green pixels becomes low, which may lead to a decrease in the luminous efficiency of the display. When the sum of the aforementioned (a1) blue pigment, (a2) black pigment, (a3) ​​orange pigment, and (a4) purple pigment is within the aforementioned range, the content of each pigment can be freely adjusted within the range satisfying Formula 1 above.

[0066] (a5) Pigment dispersants

[0067] The aforementioned pigment dispersants are added to deagglomerate pigments and maintain their stability. Pigment dispersants commonly used in this field can be used without limitation. Specific examples of the aforementioned pigment dispersants include cationic, anionic, nonionic, amphoteric, polyester, and polyamine surfactants, which can be used individually or in combination of two or more.

[0068] Furthermore, the aforementioned pigment dispersant preferably comprises an acrylate-based dispersant containing butyl methacrylate (BMA) or N,N-dimethylaminoethyl methacrylate (DMAEMA) (hereinafter referred to as an acrylate-based dispersant). The aforementioned acrylate-based dispersant is preferably a pigment dispersant manufactured by an activity control method. Examples of commercially available products include DISPERBYK-2000, DISPER BYK-2001, DISPER BYK-2070, or DISPER BYK-2150. The aforementioned acrylate-based dispersants can be used individually or in combination.

[0069] The aforementioned pigment dispersants can also be resin-type pigment dispersants other than acrylate-based dispersants. Examples of such other resin-type pigment dispersants include well-known resin-type pigment dispersants, particularly polyurethanes, polycarboxylic acid esters (represented by polyacrylates), unsaturated polyamides, polycarboxylic acids, (partial) amine salts of polycarboxylic acids, ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long-chain polyaminoamide phosphates, hydroxyl-containing polycarboxylic acid esters and their modified products, or oily dispersants such as amides or their salts formed by the reaction of polyesters with free carboxyl groups and poly(lower alkylimides); water-soluble resins or water-soluble polymer compounds such as (meth)acrylic acid-styrene copolymers, (meth)acrylic acid-(meth)acrylate copolymers, styrene-maleic acid copolymers, polyvinyl alcohol, or polyvinylpyrrolidone; polyesters; modified polyacrylates; addition products of ethylene oxide / propylene oxide; and phosphate esters, etc.

[0070] As commercially available resin-type pigment dispersants, for example, cationic resin dispersants include those from BYK Chemical Company under the following trade names: DISPER BYK-160, DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK-164, DISPER BYK-166, DISPER BYK-171, DISPER BYK-182, etc. BYK-184; BASF's product names: EFKA-44, EFKA-46, EFKA-47, EFKA-48, EFKA-4010, EFKA-4050, EFKA-4055, EFKA-4020, EFKA-4015, EFKA-4060, EFKA-4300, EFKA-4330, EFKA-4400, EFKA-4406, EFKA-4510, EFKA-4800; Lubrizol's product names: SOLSPERS-24000, SOLSPERS-32550, NBZ-4204 / 10; Kawakami Seika's product names: HINOACT T-6000, HINOACT T-7000, HINOACT T-8000; Ajinomoto's product name: AJISPUR PB-821, AJISPURPB-822, AJISPUR PB-823; Kyoei Chemical Co., Ltd.'s trade names: FLORENE DOPA-17HF, FLORENE DOPA-15BHF, FLORENE DOPA-33, FLORENE DOPA-44, etc.

[0071] Other resin-based pigment dispersants besides the acrylate-based dispersants mentioned above can be used individually or in combination of two or more, or in combination with acrylate-based dispersants.

[0072] The content of the pigment dispersant can be 1 to 50 parts by weight relative to 100 parts by weight of the solid component of the colorant, preferably 5 to 30 parts by weight. When the content of the pigment dispersant is within the above range, a pigment with uniform particle size dispersion can be obtained, which is therefore preferred. If the content of the dispersant exceeds 50 parts by weight, the viscosity may increase; if it is less than 1 part by weight, it may lead to problems such as difficulty in achieving pigment micronization or gelation after dispersion.

[0073] (B) Alkali-soluble resin

[0074] The alkali-soluble resin of the present invention is a component that imparts soluble properties to the alkaline developing solution used in the developing process, thereby serving as a pigment dispersion medium.

[0075] The above-mentioned alkali-soluble resins can be used without restriction as long as they are soluble in alkaline developing solutions, and preferably may include cardo-based alkali-soluble resins, acrylic-based alkali-soluble resins, or mixtures thereof.

[0076] The aforementioned calomel-based alkali-soluble resins are reactive and alkali-soluble under the action of light or heat. The calomel-based alkali-soluble resins contained in the coloring photosensitive resin composition of the present invention are not limited as long as they function as binding resins for colorants containing white pigments and are soluble in alkaline developing solutions.

[0077] The alkali-soluble resin of the present invention may contain one or more compounds selected from those represented by chemical formulas 1-1 and 1-2.

[0078] [Chemical Formula 1-1]

[0079]

[0080] [Chemical Formula 1-2]

[0081]

[0082] In the above chemical formula 1-1 or chemical formula 1-2, R1, R2, R3 and R4 are each independently an alkyl group having 1 to 5 carbon atoms, a cycloalkyl group having 4 to 8 carbon atoms, or... ,

[0083] X is a hydrogen atom; an alkyl group having 1 to 5 carbon atoms; or a hydroxyl group.

[0084] R5 is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.

[0085] In this invention, the compound represented by the above chemical formula 1-1 can be synthesized from the compound represented by the following chemical formula 2-1, and the compound represented by chemical formula 1-2 can be synthesized using the compound represented by chemical formula 2-2.

[0086] [Chemical Formula 2-1]

[0087]

[0088] [Chemical Formula 2-2]

[0089]

[0090] The aforementioned acrylic alkali-soluble resin is preferably manufactured by copolymerizing an ethylene-unsaturated monomer having a carboxyl group.

[0091] Specific examples of vinyl unsaturated monomers having carboxyl groups include monocarboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid; dicarboxylic acids such as fumaric acid, medaconic acid, and itaconic acid; anhydrides of the above dicarboxylic acids; and mono(meth)acrylates of polymers having carboxyl and hydroxyl groups at both ends, such as ω-carboxylated polycaprolactone mono(meth)acrylate, with acrylic acid and methacrylic acid being preferred.

[0092] Furthermore, the above-mentioned alkali-soluble resin can be manufactured by polymerizing the above-mentioned carboxyl-containing vinyl unsaturated monomer with copolymerizable unsaturated monomer.

[0093] Specific examples of the aforementioned copolymerizable unsaturated polymerizable monomers include: glycidyl methacrylate as an unsaturated monomer having a glycidyl group; vinyl unsaturated monomers having hydroxyl groups, such as 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 4-hydroxybutyl methacrylate, 2-hydroxy-3-phenoxypropyl methacrylate, and N-hydroxyethyl acrylamide; styrene, vinyltoluene, α-methylstyrene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinylbenzyl methyl ether, m-vinylbenzyl methyl ether, p-vinylbenzyl methyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether, and other aromatic vinyl compounds; N-cyclohexylmaleimide, N-benzylmaleimide, N... N-substituted maleimide compounds, including N-phenylmaleimide, N-o-hydroxyphenylmaleimide, N-m-hydroxyphenylmaleimide, N-p-hydroxyphenylmaleimide, N-o-methylphenylmaleimide, N-m-methylphenylmaleimide, N-p-methylphenylmaleimide, N-o-methoxyphenylmaleimide, N-m-methoxyphenylmaleimide, N-p-methoxyphenylmaleimide, etc.; alkyl methacrylates, including methyl methacrylate, ethyl methacrylate, n-propyl methacrylate, isopropyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, sec-butyl methacrylate, tert-butyl methacrylate, etc.; cyclopentyl methacrylate, cyclohexyl methacrylate, 2-methylcyclohexyl methacrylate, tricyclomethacrylate [5.2.1.0] 2,6 [Alicyclic methacrylates such as dec-8-yl ester, 2-dicyclopentenyloxyethyl(meth)acrylate, and isobornyl(meth)acrylate; aryl methacrylates such as phenyl(meth)acrylate and benzyl(meth)acrylate; unsaturated oxetane compounds such as 3-(methacryloyloxymethyl)oxetane, 3-(methacryloyloxymethyl)-3-ethyloxetane, 3-(methacryloyloxymethyl)-2-trifluoromethyloxetane, 3-(methacryloyloxymethyl)-2-phenyloxetane, 2-(methacryloyloxymethyl)oxetane, and 2-(methacryloyloxymethyl)-4-trifluoromethyloxetane; but not limited to these.]

[0094] The aforementioned copolymerizable unsaturated monomers can be used individually or in combination of two or more.

[0095] The acid value of the alkali-soluble resin is preferably 30 to 200 mgKOH / g. When the acid value of the alkali-soluble resin is less than 30 mgKOH / g, it is difficult for the coloring photosensitive resin composition to ensure a sufficient development speed; when it exceeds 200 mgKOH / g, the adhesion to the substrate decreases, making it easy for short circuits in the pattern to occur, and the compatibility with the colorant becomes problematic, leading to the precipitation of the colorant in the photosensitive resin composition, or the storage stability of the photosensitive resin composition decreases, causing the viscosity to easily increase.

[0096] The “acid value” mentioned above is a value determined as the amount (mg) of potassium hydroxide required to neutralize 1g of acrylic polymer, and can usually be obtained by titration using an aqueous solution of potassium hydroxide.

[0097] Furthermore, polystyrene with a converted weight-average molecular weight (hereinafter referred to as "weight-average molecular weight") of 2,000 to 20,000, preferably 3,000 to 10,000, as determined by gel permeation chromatography (GPC; using tetrahydrofuran as the elution solvent), is preferably a calomel resin or an acrylic alkali-soluble resin. Within the above molecular weight range, film loss during the development process can be suppressed and pattern stability improved.

[0098] The content of the alkali-soluble resin, relative to the total weight of the solid components in the coloring photosensitive resin composition of the present invention, can be 5 to 85% by weight, preferably 5 to 60% by weight. When the content of the alkali-soluble resin is within the above range, it has sufficient solubility in the developer and is easy to form a cured film, and prevents the reduction of the film in the pixel portion of the exposed portion during development, thereby improving the peeling resistance of the non-exposed portion, which is therefore preferred.

[0099] (C) Photopolymerizable compounds

[0100] The aforementioned photopolymerizable compounds are compounds that can be polymerized by light and heat. As long as the compound can be polymerized by light and heat, photopolymerizable compounds known in the art can be used without particular restrictions. Specifically, monofunctional monomers, difunctional monomers, and other polyfunctional monomers can be used.

[0101] There are no particular restrictions on the types of the aforementioned monofunctional monomers, difunctional monomers, and polyfunctional monomers. For example, as polyfunctional monomers, trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, ethoxylated dipentaerythritol hexa(meth)acrylate, propoxylated dipentaerythritol hexa(meth)acrylate, dipentaerythritol hexa(meth)acrylate, etc.

[0102] The content of the photopolymerizable compound can be 5 to 50% by weight relative to the total weight of the solid components in the coloring photosensitive resin composition, preferably 10 to 40% by weight. When the content of the photopolymerizable compound is within the above range, it is preferred in terms of the strength or smoothness of the pixel portion.

[0103] (D) Photopolymerization initiator

[0104] The photopolymerization initiator can be any photopolymerization initiator known in the art without particular restriction. For example, acetophenone-based, benzophenone-based, triazine-based, thioxanone-based, oxime-based, benzoin-based, and biimidazole-based compounds can be used.

[0105] For example, as the aforementioned oxime compounds, o-ethoxycarbonyl-α-oximino-1-phenylpropane-1-one and other commercially available products can be used, such as Ciba's OXE-01 and OXE-02.

[0106] The above-mentioned photopolymerization initiators can be used alone or in combination of two or more.

[0107] The content of the photopolymerization initiator relative to the total weight of the solid components in the photosensitive resin composition can be from 0.01 to 10% by weight, preferably from 0.01 to 5% by weight. When the content of the photopolymerization initiator is within the above range, the polymerization reaction rate is moderate, preventing an increase in the overall process time and preventing a decrease in the physical properties of the final cured film caused by the photoreaction, which is therefore preferred.

[0108] In addition to the photopolymerization initiator described above, the coloring photosensitive resin composition of the present invention may further contain a photopolymerization initiation aid. When the photopolymerization initiation aid is used together with the aforementioned photopolymerization initiator, the sensitivity of the coloring photosensitive resin composition is further increased, thereby improving productivity; therefore, this is preferred.

[0109] The aforementioned photopolymerization initiator is a compound used to promote the polymerization of photopolymerizable compounds initiated by the aforementioned photopolymerization initiator. Preferably, one or more compounds selected from the group consisting of amines and carboxylic acid compounds can be used.

[0110] Relative to 1 mole of the photopolymerization initiator, the content of the aforementioned photopolymerization initiation aid can typically be greater than 0 moles and less than 10 moles, preferably from 0.01 moles to 5 moles. When the content of the aforementioned photopolymerization initiation aid is within the above range, it is expected to improve photopolymerization efficiency and thus increase productivity.

[0111] (E) Solvent

[0112] There are no particular limitations on the solvents mentioned above; various organic solvents known in the field of coloring photosensitive resin compositions can be used.

[0113] From the perspective of coatability and drying properties, the solvents mentioned above are preferably organic solvents with a boiling point of 100°C to 200°C. More preferably, alkylene glycol alkyl ether acetates, ketones, ethyl 3-ethoxypropionate, or methyl 3-methoxypropionate esters are used. Even more preferably, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, ethyl 3-ethoxypropionate, and methyl 3-methoxypropionate are used. The solvents mentioned above can be used individually or in combination.

[0114] The content of the solvent relative to the total weight of the coloring photosensitive resin composition can be 60 to 90% by weight, preferably 70 to 85% by weight. If the content of the solvent is within the above range, it provides better coatability when coating with coating equipment such as roller coaters, spin coaters, slot coaters, slot coating machines (sometimes also called die coaters), inkjet printers, etc., and is therefore preferred.

[0115] thermosetting agent

[0116] The coloring photosensitive resin composition of the present invention may further include a thermosetting agent as needed. If the thermosetting agent is further included, the deep curing or mechanical strength of the cured product can be improved when the coloring photosensitive resin composition is used to form a cured product.

[0117] The aforementioned thermosetting agent can be selected from the group consisting of monofunctional alicyclic epoxy resins, silane-modified epoxy resins, and phenolic epoxy resins.

[0118] The content of the thermosetting agent can be 0.05 to 10% by weight relative to the total weight of the solid components in the photosensitive resin composition, preferably 0.1 to 10% by weight. When the content of the thermosetting agent is within the above range, it has the advantages of improved chemical resistance, improved heat resistance, and improved development speed.

[0119] additive

[0120] The coloring photosensitive resin composition of the present invention may further include additives as needed. The types of additives can be determined according to the user's needs and are not particularly limited in the present invention. Examples include fillers, other polymer compounds, surfactants, adhesion promoters, antioxidants, anti-gelling agents, etc.

[0121] The aforementioned antioxidants may include one or more selected from the group consisting of phosphorus-based antioxidants, sulfur-based antioxidants, and phenolic antioxidants. In this case, it is possible to suppress discoloration that may occur at high temperatures during the process or yellowing that may occur due to light sources after the display is manufactured. The aforementioned antioxidants may include one or more selected from the group consisting of phenolic compounds, phosphorus compounds, and sulfur compounds, and they may be used in combinations of phenolic-phosphorus compounds, phenolic-sulfur compounds, phosphorus-sulfur compounds, or phenolic-phosphorus-sulfur compounds.

[0122] The content of the antioxidant can be from 0.1% to 30% by weight relative to the total weight of the solid components in the coloring photosensitive resin composition, preferably from 0.5% to 20% by weight. When the content of the antioxidant is within the above range, it is preferable from the perspective of solving the problem of decreased luminescence intensity, and has the advantage of being able to prevent aging caused by heat during post-baking and preserve color in the process of forming the cured product.

[0123] In the absence of additives whose content is not specified in the above-mentioned additives, those skilled in the art may add or use them appropriately without impairing the effects of the present invention. For example, the above-mentioned additives may be used at 0.05 to 10% by weight, preferably 0.1 to 10% by weight, and more preferably 0.1 to 5% by weight, relative to the total weight of the photosensitive resin composition, but are not limited thereto.

[0124] The photosensitive resin composition of the present invention can be manufactured by conventional methods known in the art, and is not particularly limited in the present invention. For example, it can be manufactured by the following methods.

[0125] The colorant is premixed with a solvent and dispersed using a bead mill or similar device until the average particle size of the colorant is below 200 nm. At this point, a pigment dispersant is used as needed, and sometimes part or all of an alkali-soluble resin is added. The remaining alkali-soluble resin, photopolymerizable compound, and photopolymerization initiator are added to the resulting dispersion, and additional additives are added as needed. Further additional solvent is then added as needed to achieve a predetermined concentration, thereby obtaining the target photosensitive resin composition.

[0126] For the coloring photosensitive resin composition of the present invention, which includes (A) colorant, (B) alkali-soluble resin, (C) photopolymerizable compound, (D) photopolymerization initiator, and (E) solvent as described above, when the thickness of the cured film is 1 μm, the optical density (OD) is 1.0 or less, and the T value calculated by Equation 1 above is 10 or less, thereby exhibiting uniform transmission characteristics in the wavelength band of the visible light region. The cured film manufactured from the coloring photosensitive resin composition of the present invention serves as a component of the display partition structure, helping to ensure that the light source that has passed through the partition structure is consistently transmitted to each color filter.

[0127] <Display partition structure and display device>

[0128] Furthermore, the present invention provides a display partition structure comprising a cured film made from the coloring photosensitive resin composition of the present invention, and a display device comprising the same.

[0129] Since a display device including a partition wall structure forms an image by driving each pixel, thin-film transistors for driving each pixel are formed, and an insulating film is further formed due to the shape of the transistors, followed by the formation of partition wall structures that separate pixels from each other. When the partition wall structure is formed using the photosensitive resin composition of the present invention, it has the advantages of preventing pixel color mixing of the display, facilitating the formation of a fine cured film, and thus enabling the realization of high-quality images.

[0130] As a display device, it can include liquid crystal displays, organic light-emitting diodes (OLEDs), flexible displays, etc., but is not limited to these; all applicable display devices known in the art can be exemplified. In particular, the present invention can be applied to organic light-emitting diodes, especially to organic light-emitting diodes that do not include polarizers.

[0131] The partition wall structure can be manufactured by coating the aforementioned photosensitive resin composition of the present invention onto a substrate, followed by photocuring and development to form a cured film.

[0132] First, the photosensitive resin composition of the present invention is coated onto a substrate, and then volatile components such as solvents are removed by heating and drying, thereby obtaining a smooth cured film.

[0133] Coating methods can include spin coating, cast coating, roller coating, slotted spin coating, or slotted coating. After coating, the solvent and other volatile components are evaporated by heating and drying (pre-baking) or by heating after vacuum drying. The heating temperature is typically 70 to 150°C, preferably 80 to 130°C. The cured film obtained in this way is then irradiated with ultraviolet light through a mask used to form the desired pattern. It is preferable to uniformly irradiate the exposed area with parallel light, and to use a mask aligner or stepper to ensure precise alignment between the mask and the substrate. When irradiated with ultraviolet light, the irradiated areas cure.

[0134] As the aforementioned ultraviolet light, g-line (wavelength: 436nm), h-line, i-line (wavelength: 365nm), etc., can be used. The amount of ultraviolet light irradiation can be appropriately selected as needed, and is not limited thereto in this invention. If the cured film that has completed photocuring is brought into contact with the developing solution to dissolve the non-exposed parts and develop, the cured film shape of the target pattern can be formed.

[0135] The cured film obtained in this way can be strengthened through a post-curing process. The heating temperature is typically 80°C to 250°C, preferably 100°C to 230°C. The heating time is typically 5 to 50 minutes, preferably 15 to 30 minutes. The thickness of the cured film after heat drying is typically about 0.5 to 3 μm.

[0136] The present invention will now be described in more detail based on embodiments, but the embodiments disclosed below are merely illustrative, and the scope of the invention is not limited to these embodiments. The scope of the invention is shown in the claims and includes all modifications within the meaning and scope equivalent to the claims. Furthermore, unless specifically stated otherwise, the terms "%" and "parts" in the following embodiments and comparative examples are based on weight.

[0137] Synthesis Example 1: Manufacturing of Colorant Dispersion Resin

[0138] 270 g of methoxybutyl acetate was added to a 1-liter separating flask equipped with a stirrer, thermometer, reflux condenser, dropping funnel, and nitrogen inlet tube. The mixture was heated to 80°C, and then 3,4-epoxytricyclic acrylic acid [5.2.1.0] was added. 2,6 [Dec-8-yl ester and 3,4-epoxytricyclic acrylate [5.2.1.0] 2,6A copolymer solution was obtained by dissolving 294 g of a mixture of decyl-9-yl ester [50:50 (molar ratio)], 14 g of dicyclopentenyl acrylate, 42 g of acrylic acid, and 30 g of azobis(dimethyl)valerate in 350 g of methoxybutyl acetate. The solution was added dropwise over 5 hours and allowed to mature for 3 hours, resulting in a copolymer solution [solids content (NV) 35.8 wt%]. The resulting copolymer had an acid value (dry weight) of 90.5 KOH mg / g, a weight-average molecular weight (Mw) of 9500, and a dispersion (Mw / Mn) of 1.8.

[0139] Examples and Comparative Examples: Preparation of Coloring Photosensitive Resin Compositions

[0140] The coloring photosensitive resin compositions of Examples 1 to 5 and Comparative Examples 1 to 6 were prepared according to Table 1 below. Each component was added in such a way that the proportion of the solid components in the above compositions was as shown in Table 1, and PGMEA was added as a solvent in such a way that the total solid component content was 20% by weight. The mixture was stirred and dissolved to prepare the coloring photosensitive resin composition.

[0141] [Table 1]

[0142]

[0143] - Coloring agents

[0144] OBP: Irgaphor Black S 0100 CF (BASF)

[0145] CB: #200HAF (Nippon Steel Chemical)

[0146] B15:6: CI Pigment Blue 15:6

[0147] B60: CI Pigment Blue 60

[0148] V29: CI Pigment Violet 29

[0149] O64: CI Pigment Orange 64

[0150] Perylene Black: CI Pigment Black 32

[0151] Dispersant: DISPERBYK-2000

[0152] Dispersion resin: Colorant dispersion resin of Synthesis Example 1

[0153] Alkali-soluble resin (adhesive resin): CX-65-C (Showa Denko KK Functional Polymers Department.)

[0154] Photopolymerizable monomer: Ethoxylated pentaerythritol pentaacrylate (A-DPH-12E, Shin-Nakamura Chemicals)

[0155] Photopolymerization initiator: PBG-327 (Tronly)

[0156] Additive: F554 (DIC Company)

[0157] Solvent: PGMEA

[0158] Experimental Example

[0159] (1) Transmittance (%) measurement

[0160] A 5cm × 5cm glass substrate (Corning Corporation) was cleaned with neutral detergent and water and then dried. The coloring photosensitive resin compositions prepared in the above examples and comparative examples were spin-coated onto the glass substrates to a final film thickness of 1.0 μm, and pre-baked at 100°C for 2 minutes to remove solvent. Then, an exposure of 100 mJ / cm was applied. 2 The entire surface is exposed, and after development for 150% of the development time, it is baked at 100°C for 30 minutes to produce a cured film.

[0161] For the cured film manufactured above, the transmittance of the cured film surface at 450 nm, 550 nm (λ), and 650 nm was measured using a spectrophotometer (CM-3700A, Konica Minolta). The measurement results are shown in Table 2 below. The difference (T) between the maximum (Tmax) and minimum (Tmin) transmittance of the cured film surface at 450 nm, 550 nm (λ), and 650 nm measured above was calculated and is also shown in Table 2 below.

[0162] The transmittance spectra of the cured films with partition patterns manufactured using the photosensitive resin compositions of Examples 2 and Comparative Examples 3 to 5 are illustrated in [the figure]. Figure 1 .

[0163] (2) Reflectance (SCI, including specular reflection) measurement

[0164] A 5cm × 5cm glass substrate (Corning) was cleaned with a neutral detergent and then dried. Blue photoresist (Blue PR) to form the blue pixels was spin-coated onto the glass substrate to a final film thickness of 1.0μm, and pre-baked at 100°C for 2 minutes to remove solvent. Then, an exposure of 100mJ / cm² was applied. 2The substrate was fabricated by full-area exposure followed by development for 150% of the development time, and then post-baking at 100°C for 30 minutes. The coloring photosensitive resin compositions prepared in the above examples and comparative examples were spin-coated onto the blue substrate with a final film thickness of 1.0 μm, and then pre-baked at 100°C for 2 minutes to remove solvent. Then, an exposure of 100 mJ / cm² was applied. 2 After full-area exposure and development for 150% of the development time, the substrate is post-baked at 100°C for 30 minutes to produce a blue / black double-layer film substrate.

[0165] For the blue / black bilayer film substrate manufactured above, the reflectance of the cured film surface was measured using a spectrophotometer (CM-3700A, Konica Minolta), and the measurement results were classified according to the following criteria. The measurement results are shown in Table 2 below.

[0166] ◎: Less than 5.0%

[0167] ○: 5.0% or higher but less than 5.5%

[0168] △: 5.5% or higher but less than 6.0%

[0169] X: 6.0% or higher

[0170] (3) Taper angle measurement

[0171] A 5cm × 5cm glass substrate (Corning Corporation) was cleaned with neutral detergent and water and then dried. The coloring photosensitive resin compositions prepared in the above examples and comparative examples were spin-coated onto the glass substrates to a final film thickness of 1.0 μm, and pre-baked at 100°C for 2 minutes to remove solvent. Then, an exposure of 100 mJ / cm² was applied. 2 The line pattern is exposed and developed for 150% of the development time, then baked at 100°C for 30 minutes to produce a cured film.

[0172] The cross-section of the cured film manufactured above was cut, and the cone angle of the cross-section was measured using a scanning electron microscope (SU8100). The results were evaluated according to the following criteria and are shown in Table 2 below.

[0173] ◎: Situations below 30°

[0174] ○: Cases greater than 30° and less than 40°

[0175] △: Cases greater than 40° and less than 60°

[0176] X: Cases greater than 60°

[0177] (4) Measurement of optical density (OD, @550nm)

[0178] The optical density of the cured film manufactured above was measured using a UV-Vis spectrometer (UV-1900, Shimadzu Corporation). The measurement results are shown in Table 2 below.

[0179] [Table 2]

[0180]

[0181] Referring to Table 2 above, it can be confirmed that the cured films of the partition wall patterns manufactured using the coloring photosensitive resin compositions of Examples 1 to 5 show a difference T between the maximum and minimum transmittance at 450 nm, 550 nm (λ), and 650 nm of less than 10, exhibiting uniform transmission characteristics, especially in the visible light region. In contrast, the cured films of the partition wall patterns manufactured using the coloring photosensitive resin compositions of Comparative Examples 1 to 5 show a difference T between the maximum and minimum transmittance of more than 10, failing to exhibit uniform transmission characteristics in the wavelength band of the visible light region. Consequently, in organic light-emitting devices containing color filters, there is a problem that the light source that has passed through the partition walls cannot be consistently transmitted to each color filter. Furthermore, the cured film of the partition wall pattern manufactured using the coloring photosensitive resin composition of Comparative Example 6 has an OD value exceeding 1, resulting in low transmittance to the light source, which may affect the color rendering of the color filters, presenting a limitation that cannot be overcome by the prior art.

[0182] Furthermore, referring to Table 2 above, the cured film with the partition pattern made using the coloring photosensitive resin composition of the embodiment has a significantly lower reflectivity and a lower specular reflectivity to the light source compared to the cured film made using the composition of the comparative example, thereby improving visibility.

[0183] In contrast, the cured film made from the comparative example composition has poor reflectivity or cone characteristics compared to the cured film made from the composition of the examples, and the optical density value is too high, which has the problem of affecting the color rendering of the color filter.

[0184] In summary, it can be confirmed that when a cured film with a partition wall pattern is formed using the coloring photosensitive resin composition of the present invention, a partition wall structure with an optical density (OD) of 1.0 or less can be provided, exhibiting uniform transmission characteristics in the wavelength band of the visible light region and reduced external light reflection.

Claims

1. A coloring photosensitive resin composition comprising a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. The cured film made from the aforementioned coloring photosensitive resin composition has an optical density OD of 1.0 or less when the thickness of the cured film is 1 μm, and a T value calculated by the following formula 1 is 10 or less: Formula 1 In Equation 1 above, This represents the maximum transmittance among λ, λ-100nm, and λ+100nm. This represents the minimum transmittance among λ, λ-100nm, and λ+100nm, where λ is the wavelength from 500nm to 570nm, and the unit of transmittance is .

2. The coloring photosensitive resin composition according to claim 1, wherein, When the thickness of the cured film is 1 μm, the T value calculated by Equation 1 above is 8 or less.

3. The coloring photosensitive resin composition according to claim 1, wherein, In Equation 1 above, λ is the wavelength of 550 nm.

4. The coloring photosensitive resin composition according to claim 1, wherein, The colorant contains a blue pigment.

5. The coloring photosensitive resin composition according to claim 4, wherein, The blue pigment is selected from one or more of CI Pigment Blue 15:6 and CI Pigment Blue 60.

6. The coloring photosensitive resin composition according to claim 1, wherein, The coloring photosensitive resin composition is used to form a partition wall.

7. A display partition structure made from the coloring photosensitive resin composition according to any one of claims 1 to 6.

8. A display device comprising the display partition structure of claim 7.

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