Photosensitive resin composition, photosensitive resin layer using the same and color filter
Patent Information
- Authority / Receiving Office
- KR · KR
- Patent Type
- Patents
- Current Assignee / Owner
- SAMSUNG SDI CO LTD
- Filing Date
- 2022-08-30
- Publication Date
- 2026-08-05
Smart Images

Figure 112022091218425-PAT00020_ABST
Abstract
Description
Technology Field
[0001] The present invention relates to a photosensitive resin composition, a photosensitive resin film manufactured using the same, and a color filter. Background Technology
[0003] Liquid crystal display devices, which are a type of display device, possess advantages such as lightweight design, thinness, low cost, low power consumption, and excellent compatibility with integrated circuits; consequently, their scope of application is expanding for notebook computers, monitors, and TV displays. Such a liquid crystal display device comprises a lower substrate having a black matrix, color filters, and ITO pixel electrodes formed thereon, an active circuit section composed of a liquid crystal layer, thin-film transistors, and a capacitor layer, and an upper substrate having ITO pixel electrodes formed thereon.
[0004] Meanwhile, an image sensor is a device that reads information about a subject and converts it into an electrical image signal, and is utilized in various electronic devices such as smartphones, automobiles, laptops, and cameras. Depending on the manufacturing process and application method, the image sensors are classified into charge coupled device (CCD) image sensors and complementary metal oxide semiconductor (CMOS) image sensors. The CMOS image sensor is a non-memory semiconductor that converts an image received by a camera into a digital signal, and is an assembly of pixels such as color filters, photodiodes, and amplifiers.
[0005] The color filter is a key device common to display devices such as the liquid crystal display (LCD) and image sensors (CCD, CMOS, etc.), and has a structure in which a black matrix layer formed in a predetermined pattern on a transparent substrate to block light between pixels and a pixel portion arranged in a predetermined order of multiple colors (typically, three primary colors of red (R), green (G), and blue (B)) to form each pixel are stacked in sequence.
[0006] In order to improve the image quality of display devices such as the liquid crystal display (LCD) and image sensors (CCD, CMOS, etc.), high resolution is required by reducing the size of the unit pixel within the color filter from the conventional 1 μm to the recent 0.5 μm, but pattern characteristics may be insufficient as the pixel size decreases. The problem to be solved
[0008] One embodiment provides a photosensitive resin composition that achieves high resolution while ensuring pattern characteristics.
[0009] Another embodiment is to provide a red photosensitive resin film manufactured using the above photosensitive resin composition.
[0010] Another embodiment is to provide a color filter manufactured using the above-mentioned photosensitive resin film. means of solving the problem
[0012] In one embodiment, a photosensitive resin composition is provided comprising (A) a coloring agent; (B) a photopolymerizable compound; (C) a photopolymerization initiator; and (D) a solvent, wherein the photopolymerizable compound comprises dipentaerythritol hexa(meth)acrylate as a first photopolymerizable compound; and alkoxylated dipentaerythritol poly(meth)acrylate, resinous polyester (meth)acrylate, or a combination thereof as a second photopolymerizable compound.
[0014] The above photopolymerizable compound may include the first photopolymerizable compound and the second photopolymerizable compound in a weight ratio of 1:9 to 9:1.
[0015] The above photopolymerizable compound may include the first photopolymerizable compound and the second photopolymerizable compound in a weight ratio of 4:6 to 6:4.
[0016] The above alkoxylated dipentaerythritol poly(meth)acrylate can be represented by the following chemical formula 1:
[0017] [Chemical Formula 1]
[0018]
[0019] In the above chemical formula 1, R 1 is the same or different, and is a substituent or *-OH represented by the following chemical formula 2; R 2 is a substituent represented by the following chemical formula 3;
[0020] [Chemical Formula 2]
[0021]
[0022] In the above chemical formula 2, L 1 is a substituted or unsubstituted C1 to C10 alkylene; R 2 is a hydrogen atom, or a substituted or unsubstituted C1 to C10 alkyl; x is an integer from 0 to 10.
[0023] The above R 1 Likewise, it may be a substituent represented by the above chemical formula 2.
[0024] The above L 1 It may be a substituted or unsubstituted C1 to C5 alkylene.
[0025] The above alkoxylated dipentaerythritol poly(meth)acrylate can be represented by the following chemical formula 1-1:
[0026] [Chemical Formula 1-1]
[0027] .
[0028] .
[0029] The above dendritic polyester (meth)acrylate can be represented by the following chemical formula 3:
[0030] [Chemical Formula 3]
[0031]
[0032] In the above chemical formula 3, L 2 is the same or different, and is a substituted or unsubstituted C1 to C10 alkylene; R 3 is the same or different, and is a hydrogen atom, or a substituted or unsubstituted C1 to C10 alkyl; R 4 is the same or different and is a substituent represented by the following chemical formula 4; y is an integer from 0 to 10;
[0033] [Chemical Formula 4]
[0034]
[0035] In the above chemical formula 4, L 3 is a substituted or unsubstituted C1 to C10 alkylene; R 5 is a hydrogen atom, or a substituted or unsubstituted C1 to C10 alkyl; R 6 It is the same or different and is a C1 to C10 alkyl with the terminals substituted with (meth)acrylate or a C1 to C10 alkyl with the terminals substituted with hydroxy.
[0036] The above R 6 It may be a C1 to C5 alkyl with terminals substituted with acrylates, either identically or differently; or a C1 to C5 alkyl with terminals substituted with hydroxyls.
[0037] The above dendritic polyester (meth)acrylate can be represented by the following chemical formula 3-1:
[0038] [Chemical Formula 3-1]
[0039] .
[0041] The above coloring agent may include a pigment.
[0042] The above pigment may include a green pigment, a yellow pigment, or a combination thereof.
[0044] The photosensitive resin composition may comprise, based on the total amount of the photosensitive resin composition, 5% to 80% by weight of (A) a colorant; 0.1% to 10% by weight of (B) a photopolymerizable compound; 0.1% to 5% by weight of (C) a photopolymerization initiator; and the remainder of (D) a solvent.
[0046] The above photosensitive resin composition may further include a polymerization inhibitor.
[0047] The above polymerization inhibitor may be hydroquinone, methyl hydroquinone, or a mixture thereof.
[0048] The polymerization inhibitor may be included in an amount of 0.001% to 5% by weight of the total amount of the photosensitive resin composition.
[0050] The above photosensitive resin composition may further include at least one additive selected from malonic acid; 3-amino-1,2-propanediol; a coupling agent comprising a vinyl group or a (meth)acryloxy group; a leveling agent; a fluorine-based surfactant; and a radical polymerization initiator.
[0052] In another embodiment, a photosensitive resin film prepared using the above photosensitive resin composition is provided.
[0053] In another embodiment, a color filter comprising the photosensitive resin film is provided.
[0054] In another embodiment, a display device including the color filter is provided.
[0056] Specific details regarding other aspects of the present invention are included in the following detailed description. Effects of the invention
[0058] A photosensitive resin composition of one embodiment can improve the filling characteristics of a pattern while improving the diagonal length, which is an important factor in high-resolution pattern profiles, by applying an alkoxylated dipentaerythritol poly(meth)acrylate having a long chain with an alkylene oxide repeating unit mixed with dipentaerythritol hexa(meth)acrylate as a photopolymerizable compound.
[0059] Accordingly, the photosensitive resin film manufactured using the photosensitive resin composition of one embodiment and the color filter containing the same are suitable for application to display devices such as liquid crystal displays (LCDs) and image sensors (CCDs, CMOSs, etc.) because they achieve high resolution while ensuring excellent pattern characteristics. Brief explanation of the drawing
[0061] Figure 1 is the measurement result of the 0.8um pattern CD of Example 1 at an exposure amount of 200 ms. Figure 2 is the measurement result of the 0.8 µm pattern CD of Example 1 at an exposure amount of 270 ms. Figure 3 shows the measurement result of the 0.8 µm pattern CD of Example 1 at an exposure amount of 340 ms. Figure 4 shows the measurement result of the 0.8um pattern CD of Comparative Example 1 at an exposure amount of 200 ms. Figure 5 shows the measurement result of the 0.8 µm pattern CD of Comparative Example 1 at an exposure amount of 270 ms. Figure 6 shows the measurement result of the 0.8 µm pattern CD of Comparative Example 1 at an exposure amount of 340 ms. Specific details for implementing the invention
[0062] Hereinafter, embodiments of the present invention will be described in detail. However, these are presented as examples and are not intended to limit the present invention, and the present invention is defined only by the scope of the claims set forth below.
[0063] Unless specifically stated in this specification, "substitution" means that at least one hydrogen atom in a compound is a halogen atom (F, Cl, Br, I), a hydroxyl group, a C1 to C20 alkoxy group, a nitro group, a cyano group, an amine group, an imino group, an azido group, an amidino group, a hydrazino group, a hydrazono group, a carbonyl group, a carbamyl group, a thiol group, an ester group, an ether group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid or a salt thereof, a C1 to C20 alkyl group, a C2 to C20 alkenyl group, a C2 to C20 alkynyl group, a C6 to C30 aryl group, a C3 to C20 cycloalkyl group, a C3 to C20 cycloalkenyl group, a C3 to C20 cycloalkynyl group, a C2 to C20 heterocycloalkyl group, a C2 to C20 heterocycloalkenyl group, C2 to It means substituted with a C20 heterocycloalkynyl group or a combination thereof.
[0064] Unless otherwise specifically stated in this specification, "heterocycloalkyl group," "heterocycloalkenyl group," "heterocycloalkynyl group," and "heterocycloalkylene group" each mean that at least one heteroatom of N, O, S, or P is present in a ring compound of cycloalkyl, cycloalkenyl, cycloalkynyl, and cycloalkylene.
[0065] Unless otherwise specifically stated in this specification, "(meth)acrylate" means that both "acrylate" and "methacrylate" are possible.
[0066] Unless otherwise defined in the chemical formulas within this specification, if a chemical bond is not drawn at a position where a chemical bond should be drawn, it means that a hydrogen atom is bonded at said position.
[0068] (Photosensitive resin composition)
[0069] One embodiment provides a photosensitive resin composition comprising (A) a coloring agent; (B) a photopolymerizable compound; (C) a photopolymerization initiator; and (D) a solvent, wherein the photopolymerizable compound comprises dipentaerythritol hexa(meth)acrylate as a first photopolymerizable compound; and alkoxylated dipentaerythritol poly(meth)acrylate, dendritic polyester (meth)acrylate, or a combination thereof as a second photopolymerizable compound.
[0071] Specifically, the alkoxylated dipentaerythritol poly(meth)acrylate and the dendritic polyester (meth)acrylate each have long chains with alkylene oxide repeating units introduced within the molecule, and thus contribute to improving the filling properties of the pattern while enhancing the diagonal length.
[0072] However, when the above-mentioned alkoxylated dipentaerythritol poly(meth)acrylate, resinous polyester (meth)acrylate, or a combination thereof is applied alone as a photopolymerizable compound, there is a problem with compatibility with other components of the photosensitive resin composition, so it is used in combination with the above-mentioned dipentaerythritol hexa(meth)acrylate, which is generally known as a photopolymerizable compound.
[0073] Accordingly, a photosensitive resin composition of one embodiment in which alkoxylated dipentaerythritol poly(meth)acrylate, dendritic polyester (meth)acrylate, or a combination thereof is mixed and applied with the alkoxylated dipentaerythritol poly(meth)acrylate as the second photopolymerizable compound can improve the pattern filling characteristics while improving the diagonal length, which is an important factor in the high-resolution pattern profile.
[0074] Furthermore, a photosensitive resin film manufactured using the photosensitive resin composition of one embodiment and a color filter containing the same are suitable for application to display devices such as liquid crystal displays (LCDs) and image sensors (CCDs, CMOSs, etc.) because they achieve high resolution while ensuring excellent pattern characteristics.
[0076] Hereinafter, each component included in the photosensitive resin composition of one embodiment will be described in detail.
[0078] (B) Photopolymerizable compounds
[0079] First, the above-mentioned photopolymerizable compound will be described.
[0081] A photosensitive resin composition of one embodiment includes a photopolymerizable compound, and the photopolymerizable compound corresponds to a component that imparts curability to the photosensitive resin composition.
[0082] As previously mentioned, a photosensitive resin composition of one embodiment comprises a photopolymerizable compound, wherein the photopolymerizable compound comprises dipentaerythritol hexa(meth)acrylate as a first photopolymerizable compound; and alkoxylated dipentaerythritol poly(meth)acrylate, dendritic polyester (meth)acrylate, or a combination thereof as a second photopolymerizable compound.
[0084] In the second photopolymerizable compound above, the alkoxylated dipentaerythritol poly(meth)acrylate can be represented by the following chemical formula 1:
[0085] [Chemical Formula 1]
[0086]
[0087] In the above chemical formula 1, R 1 is the same or different, and is a substituent or *-OH represented by the following chemical formula 2;
[0088] [Chemical Formula 2]
[0089]
[0090] In the above chemical formula 2, L 1 is a substituted or unsubstituted C1 to C10 alkylene; R 2 is a hydrogen atom, or a substituted or unsubstituted C1 to C10 alkyl; x is an integer from 0 to 10.
[0092] Specifically, the above R 1 Likewise, it may be a substituent represented by the above chemical formula 2.
[0094] The above L 1 It may be a substituted or unsubstituted C1 to C5 alkylene.
[0095] For example, the above L 1 can be a C2 alkylene, i.e., ethylene. Also, x can be 1. Accordingly, the alkoxylated dipentaerythritol poly(meth)acrylate can be ethoxylated dipentaerythritol poly(meth)acrylate.
[0097] The above R 2 All of them can be hydrogen atoms.
[0099] More specifically, the alkoxylated dipentaerythritol poly(meth)acrylate may be an ethoxylated dipentaerythritol poly(meth)acrylate represented by the following chemical formula 1-1.
[0100] [Chemical Formula 1-1]
[0101] .
[0103] The ethoxylated dipentaerythritol poly(meth)acrylate represented by the above chemical formula 1-1 may have a viscosity of 300 mPa·s to 500 mPa·s or 350 mPa·s to 450 mPa·s at 25 ℃.
[0105] In addition, regarding the second photopolymerizable compound, the dendritic polyester (meth)acrylate can be represented by the following chemical formula 3:
[0106] [Chemical Formula 3]
[0107]
[0108] In the above chemical formula 3, L 2 is the same or different, and is a substituted or unsubstituted C1 to C10 alkylene; R 3 is the same or different, and is a hydrogen atom, or a substituted or unsubstituted C1 to C10 alkyl; R 4 is the same or different and is a substituent represented by the following chemical formula 4;
[0109] y is an integer from 0 to 10;
[0110] [Chemical Formula 4]
[0111]
[0112] In the above chemical formula 4, L 3 is a substituted or unsubstituted C1 to C10 alkylene; R 5 is a hydrogen atom, or a substituted or unsubstituted C1 to C10 alkyl; R 6 It is the same or different and is a C1 to C10 alkyl with the terminals substituted with (meth)acrylate or a C1 to C10 alkyl with the terminals substituted with hydroxy.
[0114] Specifically, the above R 6 Likewise, it may be a substituted or unsubstituted C1 to C5 alkylene.
[0115] For example, the above R 6 can be a C2 alkylene (i.e., ethylene). Also, y can be 1.
[0117] The above R 3 Likewise, it may be a substituted or unsubstituted C1 to C5 alkyl.
[0118] For example, the above R 3 Likewise, it can be a C1 alkyl (i.e., methyl).
[0120] The above L 3 It may be a substituted or unsubstituted C1 to C5 alkylene.
[0121] For example, the above L 3 It can be a C1 alkylene (i.e., methylene).
[0123] The above R 5 may be a substituted or unsubstituted C1 to C5 alkyl.
[0124] For example, the above R 5 It can be a C1 alkyl (i.e., methyl).
[0126] The above R 6 The terminals may be C1 to C5 alkyls substituted with acrylates, either identically or differently; or C1 to C5 alkyls substituted with hydroxyl groups.
[0127] For example, the above R 6 It may be a C1 alkyl with terminals substituted with acrylate (i.e., a methyl with terminals substituted with acrylate), either identically or differently; or a C1 alkyl with terminals substituted with hydroxy (i.e., a methyl with terminals substituted with hydroxy).
[0129] More specifically, the dendritic polyester (meth)acrylate may be a dendritic polyester acrylate represented by the following chemical formula 3-1:
[0130] [Chemical Formula 3-1]
[0131]
[0133] As the second photopolymerizable compound, either alkoxylated dipentaerythritol poly(meth)acrylate or dendritic polyester (meth)acrylate may be used alone, or a mixture thereof may be used. In the latter case, the alkoxylated dipentaerythritol poly(meth)acrylate and the dendritic polyester (meth)acrylate may be included in a weight ratio of 1:9 to 9:1, 2:8 to 8:2, 3:7 to 7:3, or 4:6 to 6:4.
[0135] As the first photopolymerizable compound mentioned above, dipentaerythritol hexa(meth)acrylate is generally known as a photopolymerizable compound and has excellent compatibility with other components in the photosensitive resin composition.
[0136] Specifically, the dipentaerythritol hexa(meth)acrylate may be the dipentaerythritol hexaacrylate represented by the following chemical formula 5:
[0137] [Chemical Formula 5]
[0138] .
[0139] The dipentaerythritol hexaacrylate represented by the above chemical formula 5 may have a viscosity of 300 mPa·s to 500 mPa·s or 350 mPa·s to 450 mPa·s at 25 ℃.
[0141] The photopolymerizable compound may include the first photopolymerizable compound and the second photopolymerizable compound in a weight ratio of 1:9 to 9:1, 2:8 to 8:2, 3:7 to 7:3, or 4:6 to 6:4.
[0142] As the weight ratio of the first photopolymerizable compound and the second photopolymerizable compound approaches 4:6 to 6:4, the effects of the two materials are harmonized, making it advantageous to manufacture a photosensitive resin film and a color filter containing the same, which achieve high resolution while ensuring excellent pattern characteristics.
[0144] The photosensitive resin composition of one embodiment may further include a third photopolymerizable compound different from the first photopolymerizable compound and the second photopolymerizable compound.
[0145] As the third photopolymerizable compound, a monofunctional or polyfunctional ester of (meth)acrylic acid having at least one ethylenically unsaturated double bond may be additionally used.
[0146] The above second photopolymerizable compound has the above ethylenically unsaturated double bond, thereby causing sufficient polymerization during exposure in the pattern formation process, so that a pattern with excellent heat resistance, light resistance, and chemical resistance can be formed.
[0147] Specific examples of the second photopolymerizable compound mentioned above include ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, bisphenol A di(meth)acrylate, pentaerythritol di(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, pentaerythritol hexa(meth)acrylate, dipentaerythritol di(meth)acrylate, dipentaerythritol tri(meth)acrylate, and dipentaerythritol. Examples include penta(meth)acrylate bisphenol A epoxy(meth)acrylate, ethylene glycol monomethyl ether (meth)acrylate, trimethylol propane tri(meth)acrylate, tris(meth)acryloyloxyethyl phosphate, novolac epoxy(meth)acrylate, etc.
[0148] Examples of commercially available products of the above-mentioned third photopolymerizable compound are as follows. An example of the above-mentioned monofunctional ester of (meth)acrylic acid is Aronix M-101 of Doa Gosei Kagaku Kogyo Co., Ltd. ® , M-111 ® , M-114 ® Etc.; KAYARAD TC-110S of Nihon Kayaku Co., Ltd. ® , same TC-120S ® Etc.; V-158 of Osaka Yuki Kagaku High School Co., Ltd. ® , V-2311 ® Examples include the above. An example of the above-mentioned difunctional ester of (meth)acrylic acid is Aronix M-210 of Doa Gosei Kagaku Kogyo Co., Ltd. ® , M-240® , M-6200 ® Etc.; KAYARAD HDDA of Nihon Kayaku Co., Ltd. ® , HX-220 ® , R-604 ® Etc.; V-260 of Osaka Yuki Kagaku High School Co., Ltd. ® , V-312 ® , V-335 HP ® Examples include the above. An example of the trifunctional ester of the (meth)acrylic acid mentioned above is Aronix M-309 of Doa Gosei Kagaku Kogyo Co., Ltd. ® , M-400 ® , M-405 ® , M-450 ® , M-710 ® , M-8030 ® , M-8060 ® Etc.; KAYARAD TMPTA of Nihon Kayaku Co., Ltd. ® , DPCA-20 ® , DPCA-30 ® , DPCA-60 ® , DPCA-120 ® Etc.; V-295 of Osaka Yuki Kayaku High School Co., Ltd. ® , V-300 ® , V-360 ® , V-GPT ® , V-3PA ® , V-400 ® Examples include the above. The above product can be used alone or in combination of two or more types.
[0149] The above-mentioned third photopolymerizable compound may also be used after being treated with an acid anhydride to impart superior developability.
[0150] Since the third photopolymerizable compound exhibits a similar effect due to its structural similarity to the first photopolymerizable compound, the content of the first photopolymerizable compound may be relatively reduced when the third photopolymerizable compound is further included.
[0151] For example, the weight ratio of the total amount of the first photopolymerizable compound and the third photopolymerizable compound to the second photopolymerizable compound may be 1:9 to 9:1, 2:8 to 8:2, 3:7 to 7:3, or 4:6 to 6:4. Additionally, the weight ratio of the first photopolymerizable compound and the third photopolymerizable compound may be 1:9 to 9:1, 2:8 to 8:2, 3:7 to 7:3, or 4:6 to 6:4.
[0152] However, as can be seen from the evaluation described below, replacing the second photopolymerizable compound with the third photopolymerizable compound and mixing it with the first photopolymerizable compound results in an inferior effect, no different from using the first photopolymerizable compound alone.
[0154] The above total photopolymerizable compound may be included in an amount of 0.1% to 10% by weight, specifically 0.5% to 8% by weight, for example 1% to 5% by weight, based on the total amount of the photosensitive resin composition. When the photopolymerizable compound is included within the above range, sufficient curing occurs during exposure in the pattern formation process, resulting in excellent reliability and excellent developability in an alkaline developer.
[0156] (A) Colorant
[0157] A photosensitive resin composition of one embodiment may include a pigment as a coloring agent.
[0159] Green pigment, blue pigment, red pigment, purple pigment, yellow pigment, black pigment, etc. can be used as the above pigment.
[0160] The above red pigment may be CI red pigment 254, CI red pigment 255, CI red pigment 264, CI red pigment 270, CI red pigment 272, CI red pigment 177, CI red pigment 89, etc. within the Color Index, and may be used alone or in a mixture of two or more types, but is not necessarily limited thereto.
[0161] The above purple pigments may include CI violet pigment 23 (V.23), CI violet pigment 29, dioxazine violet, first violet B, methyl violet lake, indantrene brilliant violet, etc. within the Color Index, and may be used alone or in a mixture of two or more types, but are not necessarily limited thereto.
[0162] The above green pigment may be CI green pigment 7, CI green pigment 36, CI green pigment 58, CI green pigment 59, etc. within the Color Index, and may be used alone or in a mixture of two or more types, but is not necessarily limited thereto.
[0163] The above blue pigment may be copper phthalocyanine pigments such as CI blue pigment 15:6, CI blue pigment 15, CI blue pigment 15:1, CI blue pigment 15:2, CI blue pigment 15:3, CI blue pigment 15:4, CI blue pigment 15:5, CI blue pigment 15:6, CI blue pigment 16, etc. within the Color Index, and these may be used alone or mixed in two or more types, but are not necessarily limited thereto.
[0164] The above yellow pigment may be an isoindoline-based pigment such as CI yellow pigment 185, CI yellow pigment 139, etc. within the Color Index, a quinophthalone-based pigment such as CI yellow pigment 138, etc., a nickel complex pigment such as CI yellow pigment 150, etc., and may be used alone or in a mixture of two or more types, but is not necessarily limited thereto.
[0165] The above black pigment may include aniline black, perylene black, titanium black, carbon black, etc. within the Color Index, and may be used alone or in a mixture of two or more types, but is not necessarily limited thereto.
[0167] Specifically, the coloring agent may be a pigment dispersion comprising a green pigment, a yellow pigment, or a combination thereof.
[0168] More specifically, the coloring agent may be a pigment dispersion that produces a green color as a mixture of a green pigment and a yellow pigment.
[0169] More specifically, the coloring agent may be a mixture in which a green pigment and a yellow pigment are mixed in a weight ratio of 90:10 to 50:50, 80:20 to 55:45, or 75:25 to 60:40.
[0171] The above pigment may be included in a near-infrared absorbing resin composition in the form of a dispersion. Such a pigment dispersion may consist of the pigment, a solvent, a dispersant, a dispersion resin, etc.
[0172] The above solvents may include ethylene glycol acetate, ethyl cellosolve, propylene glycol methyl ether acetate, ethyl lactate, polyethylene glycol, cyclohexanone, propylene glycol methyl ether, etc., and among these, preferably propylene glycol methyl ether acetate, propylene glycol methyl ether, etc.
[0173] The above-mentioned dispersant helps the pigment to be uniformly dispersed within the dispersion, and nonionic, anionic, or cationic dispersants may all be used. Specifically, polyalkylene glycol or its esters, polyoxyalkylene, polyhydric alcohol ester alkylene oxide adducts, alcohol alkylene oxide adducts, sulfonic acid esters, sulfonic acid salts, carboxylic acid esters, carboxylic acid salts, alkyl amide alkylene oxide adducts, alkyl amines, etc., may be used, and these may be used alone or in a mixture of two or more types.
[0174] The above dispersion resin may be an acrylic resin containing carboxyl groups, which can not only improve the stability of the pigment dispersion but also improve the patternability of the pixels.
[0176] Among the above photosensitive resin composition, the pigment solid content may be included in an amount of 5% to 80% by weight, specifically 10% to 40% by weight.
[0177] Recently, there has been a trend to manufacture photosensitive resin compositions with a high pigment content in order to secure coloring power while manufacturing thin-walled color filters. While generally known photosensitive resin compositions apply a total pigment solid content of less than 5 weight%, the photosensitive resin composition of one embodiment has a higher pigment solid content than that.
[0178] Meanwhile, the pigment dispersion as the coloring agent may be included in an amount of 50% to 90% by weight, specifically 60% to 80% by weight, based on the total amount of the photosensitive resin composition. When the pigment dispersion is used as the coloring agent within the above range, high brightness and contrast ratio can be expressed at the desired color coordinates.
[0180] (C) Photopolymerization initiator
[0181] The above photopolymerization initiator is an initiator generally used in photosensitive resin compositions, and may be, for example, an acetophenone-based compound, a benzophenone-based compound, a thioxanthone-based compound, a benzoin-based compound, a triazine-based compound, an oxime-based compound, or a combination thereof.
[0182] Examples of the above acetophenone-based compounds include 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylpropiophenone, pt-butyltrichloroacetophenone, pt-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1-(4-(methylthio)phenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one, etc.
[0183] Examples of the above benzophenone compounds include benzophenone, benzoyl benzoic acid, methyl benzoyl benzoate, 4-phenyl benzophenone, hydroxybenzophenone, acrylated benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-dichlorobenzophenone, 3,3'-dimethyl-2-methoxybenzophenone, etc.
[0184] Examples of the above thioxanthonic compounds include thioxanthon, 2-methylthioxanthon, isopropylthioxanthon, 2,4-diethylthioxanthon, 2,4-diisopropylthioxanthon, 2-chlorothioxanthon, etc.
[0185] Examples of the above-mentioned benzoin compounds include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyl dimethyl ketal, etc.
[0186] Examples of the above triazine compounds include 2,4,6-trichloro-s-triazine, 2-phenyl 4,6-bis(trichloromethyl)-s-triazine, 2-(3',4'-dimethoxystyryl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4'-methoxynaphthyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(p-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(p-tolyl)-4,6-bis(trichloromethyl)-s-triazine, 2-biphenyl 4,6-bis(trichloromethyl)-s-triazine, and bis(trichloromethyl)-6-styryl-s-triazine. Examples include 2-(naphtho-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxynaphtho-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-4-bis(trichloromethyl)-6-piperonyl-s-triazine, 2-4-bis(trichloromethyl)-6-(4-methoxystyryl)-s-triazine, etc.
[0187] Examples of the above oxime compounds include radical compounds of benzoyl, phenyl, and methyl, O-acyloxime compounds, 2-(o-benzoyloxime)-1-[4-(phenylthio)phenyl]-1,2-octanedione, 1-(o-acetyloxime)-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]ethanolone, O-ethoxycarbonyl-α-oxyamino-1-phenylpropan-1-one, etc. Specific examples of the above O-acyloxime compounds include 1,2-octanedione, 2-dimethylamino-2-(4-methylbenzyl)-1-(4-morpholine-4-yl-phenyl)-butan-1-one, 1-(4-phenylsulfanylphenyl)-butan-1,2-dione2-oxime-O-benzoate, 1-(4-phenylsulfanylphenyl)-octan-1,2-dione2-oxime-O-benzoate, 1-(4-phenylsulfanylphenyl)-octan-1-one-oxime-O-acetate, and 1-(4-phenylsulfanylphenyl)-butan-1-one-oxime-O-acetate.
[0188] In addition to the above compounds, the above photopolymerization initiator may use carbazole compounds, diketone compounds, sulfonium borate compounds, diazo compounds, imidazole compounds, non-imidazole compounds, fluorene compounds, etc.
[0189] The above photopolymerization initiator may also be used in combination with a photosensitizer that causes a chemical reaction by absorbing light, becoming excited, and then transferring that energy.
[0190] Examples of the above-mentioned photosensitizers include tetraethylene glycol bis-3-mercaptopropionate, pentaerythritol tetrakis-3-mercaptopropionate, dipentaerythritol tetrakis-3-mercaptopropionate, etc.
[0192] The above photopolymerization initiator may be included in an amount of 0.1% to 5% by weight, specifically 0.5% to 3% by weight, for example 0.1% to 2% by weight, based on the total amount of the photosensitive resin composition. When the photopolymerization initiator is included within the above range, sufficient curing occurs during exposure in the pattern formation process, thereby obtaining excellent reliability, and the heat resistance, light resistance, and chemical resistance of the pattern are excellent, as are the resolution and adhesion, and the decrease in transmittance caused by unreacted initiator can be prevented.
[0194] (D) Solvent
[0195] The above solvent may be a material that has compatibility with the coloring agent, the photopolymerizable compound, and the photopolymerization initiator, but does not react with the above materials.
[0197] Examples of the above solvents include alcohols such as methanol and ethanol; ethers such as dichloroethyl ether, n-butyl ether, diisoamyl ether, methylphenyl ether, and tetrahydrofuran; glycol ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, and propylene glycol methyl ether; cellosolve acetates such as methyl cellosolve acetate, ethyl cellosolve acetate, and diethyl cellosolve acetate; carbitols such as methyl ethyl carbitol, diethyl carbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, and diethylene glycol diethyl ether; and propylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate and propylene glycol propyl ether acetate. Aromatic hydrocarbons such as toluene and xylene; ketones such as methyl ethyl ketone, cyclohexanone, 4-hydroxy-4-methyl-2-pentanone, methyl-n-propyl ketone, methyl-n-butyl ketone, methyl-n-amyl ketone, and 2-heptanone; saturated aliphatic monocarboxylic acid alkyl esters such as ethyl acetate, n-butyl acetate, and isobutyl acetate; lactic acid esters such as methyl lactate and ethyl lactate; alkyl oxyacetate esters such as methyl oxyacetate, ethyl oxyacetate, and butyl oxyacetate; alkyl alkoxyacetate esters such as methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, and ethyl ethoxyacetate; 3-oxypropionate alkyl esters such as methyl 3-oxypropionate and ethyl 3-oxypropionate; 3-alkoxypropionate alkyl esters such as methyl methoxypropionate, ethyl methoxypropionate, ethyl ethoxypropionate, and methyl 3-ethoxypropionate; 2-oxypropionate alkyl esters such as methyl 2-oxypropionate, ethyl 2-oxypropionate, and propyl 2-oxypropionate;2-alkoxypropionate alkyl esters such as 2-methyl methoxypropionate, 2-ethyl methoxypropionate, 2-ethyl ethoxypropionate, and 2-methyl ethoxypropionate; 2-oxy-2-methylpropionate esters such as 2-oxy-2-methylpropionate and 2-ethyl oxy-2-methylpropionate; monooxy-monocarboxylic acid alkyl esters of 2-alkoxy-2-methylpropionate alkyls such as 2-methyl methoxy-2-methylpropionate and 2-ethyl ethoxy-2-methylpropionate; esters such as 2-ethyl hydroxypropionate, 2-hydroxy-2-methylpropionate, ethyl hydroxyacetate, and 2-methyl hydroxy-3-methylbutanoate; Examples include ketone acid esters such as ethyl pyruvate, and also high-boiling point solvents such as N-methylformamide, N,N-dimethylformamide, N-methylformanilad, N-methylacetamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethyl sulfoxide, benzyl ethyl ether, dihexyl ether, acetylacetone, isophorone, capronic acid, caprylic acid, 1-octanol, 1-nonanol, benzyl alcohol, benzyl acetate, ethyl benzoate, diethyl oxalate, diethyl maleate, γ-butyrolactone, ethylene carbonate, propylene carbonate, and phenyl cellosolve acetate.
[0198] Among these, preferably, considering compatibility and reactivity, ketones such as cyclohexanone; glycol ethers such as ethylene glycol monoethyl ether; ethylene glycol alkyl ether acetates such as ethyl cellosolve acetate; esters such as ethyl 2-hydroxypropionate; carbitols such as diethylene glycol monomethyl ether; propylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate and propylene glycol propyl ether acetate; and ketones such as cyclohexanone may be used.
[0200] The above solvent may be included in the remainder amount relative to the total amount of the photosensitive resin composition, specifically 5% to 30% by weight, more specifically 10% to 25% by weight, for example 15% to 20% by weight. When the above solvent is included within the above range, the photosensitive resin composition has excellent applicability and a coating film with excellent flatness can be obtained.
[0202] (E) Binder resin
[0203] A photosensitive resin composition according to one embodiment may further include a commercially available binder resin, such as an acrylic binder resin or an epoxy binder resin. Here, the commercially available binder resin is as generally known in the art.
[0204] However, as previously mentioned, there is a trend to increase the pigment content in the photosensitive resin composition while relatively reducing the binder resin content. Accordingly, the photosensitive resin composition of one embodiment may not use a separate binder resin other than the dispersion resin included in the pigment dispersion.
[0206] (F) Radical scavenger
[0207] A photosensitive resin composition according to one embodiment may further include a polymerization inhibitor.
[0209] The polymerization inhibitor may include hydroquinone-based compounds, catechol-based compounds, or combinations thereof, but is not necessarily limited thereto. As the composition according to one embodiment further includes the hydroquinone-based compounds, catechol-based compounds, or combinations thereof, crosslinking at room temperature can be prevented during exposure after printing (coating) the composition.
[0210] Specifically, the polymerization inhibitor is the hydroquinone-based compound, catechol-based compound, or combination thereof, hydroquinone, methyl hydroquinone, methoxyhydroquinone, t-butyl hydroquinone, 2,5-di- t-Butyl hydroquinone, 2,5-bis(1,1-dimethylbutyl) hydroquinone, 2,5-bis(1,1,3,3-tetramethylbutyl) hydroquinone, catechol, t-butyl catechol, 4-methoxyphenol, pyrogallol, 2,6-di- t - It may include butyl-4-methylphenol, 2-naphthol, tris(N-hydroxy-N-nitrosophenylaminato-O,O')aluminium, or a combination thereof, but is not necessarily limited thereto.
[0211] For example, the polymerization inhibitor may be hydroquinone, methyl hydroquinone, or a mixture thereof as the hydroquinone-based compound.
[0213] The above hydroquinone-based compound may be used in the form of a dispersion, and the polymerization inhibitor in the form of the dispersion may be included in an amount of 0.001% to 5% by weight, for example, 0.01% to 3% by weight, based on the total amount of the composition. When the polymerization inhibitor is included within the above range, the problem of deterioration over time at room temperature can be solved, while simultaneously preventing a decrease in sensitivity and surface peeling.
[0215] (G) Other additives
[0216] The above photosensitive resin composition may further include at least one additive selected from malonic acid; 3-amino-1,2-propanediol; a coupling agent comprising a vinyl group or (meth)acryloxy group; a leveling agent; a surfactant; and a radical polymerization initiator in order to prevent stains or spots when applied, improve leveling performance, and prevent the formation of residues due to incomplete development.
[0217] The above additive can be easily adjusted according to the desired physical properties.
[0218] The above coupling agent may be a silane-based coupling agent, and examples of the above silane-based coupling agent include a silane-based coupling agent containing a (meth)acryloxy group, trimethoxysilyl benzoic acid, γ-methacrylate oxypropyl trimethoxysilane, vinyl triacetoxysilane, vinyl trimethoxysilane, γ-isocyanate propyl triethoxysilane, γ-glycidoxypropyl trimethoxysilane, β-epoxycyclohexyl ethyl trimethoxysilane, etc., and these may be used alone or in a mixture of two or more types.
[0219] Specifically, the above silane-based coupling agent may be used in an amount of 0.01 to 1 part by weight per 100 parts by weight of the above photosensitive resin composition.
[0220] In addition, the photosensitive resin composition for the color filter may further include a surfactant, such as a fluorine-based surfactant, as needed.
[0221] Examples of the above-mentioned fluorine-based surfactants include, but are not limited to, DIC’s F-563, F-482, F-484, F-478, etc.
[0222] It is preferable that the above surfactant be included in an amount of 0.01% to 5% by weight relative to the total amount of the photosensitive resin composition, and more preferable that it be included in an amount of 0.01% to 2% by weight. If the amount falls outside the above range, it is undesirable as it may result in the occurrence of foreign substances after development.
[0223] In addition, the above photosensitive resin composition may have a certain amount of other additives, such as antioxidants and stabilizers, added within a range that does not impair physical properties.
[0225] The above photosensitive resin composition can be applied to a photosensitive resin composition for a color filter of a CMOS image sensor, specifically a photosensitive resin composition for a green color filter of a CMOS image sensor.
[0227] (Photosensitive resin film, color filter and display device)
[0228] In another embodiment, a photosensitive resin film prepared using the photosensitive resin composition is provided. In yet another embodiment, a red color filter prepared using the photosensitive resin film is provided.
[0230] The method for manufacturing the above color filter is as follows.
[0231] A photosensitive resin composition layer is formed by applying the aforementioned photosensitive resin composition to a thickness of, for example, 0.5 μm to 10 μm on a glass substrate using a suitable method such as spin coating, roller coating, or spray coating.
[0233] Next, light is irradiated onto the substrate on which the photosensitive resin composition layer is formed to form a pattern required for a color filter. UV, electron beams, or X-rays may be used as the light source for irradiation; for example, UV in the range of 190 nm to 450 nm, specifically 200 nm to 400 nm, may be irradiated. The irradiation process may also be performed using a photoresist mask. After performing the irradiation process in this manner, the photosensitive resin composition layer irradiated with the light source is treated with a developer. At this time, the unexposed portions of the photosensitive resin composition layer are dissolved, thereby forming a pattern required for a color filter. By repeating this process according to the number of required colors, a color filter having a desired pattern can be obtained. Furthermore, if the image pattern obtained by development in the above process is reheated or cured by active light irradiation, crack resistance, solvent resistance, etc., can be improved.
[0235] In another embodiment, a display device including the color filter is provided. The display device may be, for example, a liquid crystal display (LCD), a charge coupled device (CCD) image sensor, a complementary metal oxide semiconductor (CMOS) image sensor, etc.
[0237] The present invention will be described in more detail below with reference to examples, but the following examples are merely preferred embodiments of the present invention and the present invention is not limited to the following examples.
[0239] (Preparation of photosensitive resin composition)
[0240] Examples 1 to 14 and Comparative Examples 1 to 2
[0241] A photosensitive resin composition was prepared by mixing according to the compositions shown in Tables 1 to 3.
[0242] Specifically, a photopolymerizable compound, a polymerization inhibitor, and an additive were added to a solvent and stirred at room temperature for 60 minutes. Subsequently, a pigment dispersion was added as a coloring agent to the resulting reaction mixture and stirred at room temperature for 30 minutes. Then, a photopolymerization initiator was dissolved and stirred at room temperature for 30 minutes, after which the product was filtered once to remove impurities, thereby preparing a photosensitive resin composition.
[0244] (Unit: weight%) Material name Solids Examples 1 2 3 4 5 6 7 (A) Colorant A-1 20.97 47.89 47.89 47.89 47.89 47.89 47.89 47.89 A-2 18.97 25.776 25.776 25.776 25.776 25.776 25.776 25.776 (B) Photopolymerizable compounds B-1 100 1.936 1.694 1.452 1.21 0.968 0.726 0.484 B-2 100 0.484 0.726 0.968 1.21 1.452 1.694 1.936 (C) Photopolymerization initiator C-1 100 0.32 0.32 0.32 0.32 0.32 0.32 0.32 C-2 100 0.08 0.08 0.08 0.08 0.08 0.08 0.08 (D) Solvent D-1 - 20.624 20.624 20.624 20.624 20.624 20.624 20.624 (F) Polymerization inhibitor F-1 1 2.396 2.396 2.396 2.396 2.396 2.396 2.396 (G) Additives G-1 10 0.3 0.3 0.3 0.3 0.3 0.3 0.3 G-2 10 0.194 0.194 0.194 0.194 0.194 0.194 0.194 total 18 100 100 100 100 100 100 100
[0245] (Unit: weight%) Material name Solids Examples 8 9 10 11 12 13 14 (A) Colorant A-1 20.97 47.89 47.89 47.89 47.89 47.89 47.89 47.89 A-2 18.97 25.776 25.776 25.776 25.776 25.776 25.776 25.776 (B) Photopolymerizable compounds B-1 100 1.936 1.694 1.452 1.21 0.968 0.726 0.484 B-3 100 0.484 0.726 0.968 1.21 1.452 1.694 1.936 (C) Photopolymerization initiator C-1 100 0.32 0.32 0.32 0.32 0.32 0.32 0.32 C-2 100 0.08 0.08 0.08 0.08 0.08 0.08 0.08 (D) Solvent D-1 - 20.624 20.624 20.624 20.624 20.624 20.624 20.624 (F) Polymerization inhibitor F-1 1 2.396 2.396 2.396 2.396 2.396 2.396 2.396 (G) Additives G-1 10 0.3 0.3 0.3 0.3 0.3 0.3 0.3 G-2 10 0.194 0.194 0.194 0.194 0.194 0.194 0.194 total 18 100 100 100 100 100 100 100
[0246] (Unit: weight%) Material name Solids Comparative example 1 2 (A) Colorant A-1 20.97 47.89 47.89 A-2 18.97 25.776 25.776 (B) Photopolymerizable compounds B-1 100 2.454 - B-2 100 - 2.454 (C) Photopolymerization initiator C-1 100 0.285 0.285 C-2 100 0.071 0.071 (D) Solvent D-1 - 19.92 19.92 (F) Polymerization inhibitor F-1 1 3.107 3.107 (G) Additives G-1 10 0.3 0.3 G-2 10 0.196 0.196 total 18 100 100
[0247] Each component used in Tables 1 and 2 above is as follows. (A) Colorant
[0248] (A-1) Pigment dispersion containing green pigment (Product name: G58, Manufacturer: Sanyo)
[0249] (A-2) Pigment dispersion containing yellow pigment (Product name: Y185, Manufacturer: Sanyo)
[0250] (B) Photopolymerizable compounds
[0251] (B-1) Dipentaerythritol Hexacrylate (DPHA, Manufacturer: Nippon Explosives)
[0252] (B-2) Ethoxylated dipentaerythritol polyacrylate (Product name: A-DPH-6E, Manufacturer: Shinnakamura)
[0253] (B-3) Resinous Polyester Acrylate (Product Name: V1000, Manufacturer: Osaka Yuki Kagaku Kogyo Co., Ltd.)
[0254] (C) Photopolymerization initiator
[0255] (C-1) Oxime-based initiator (Product name: SPI-03, Manufacturer: Samyang Corporation)
[0256] (C-2) Oxime-based initiator (Product name: SPI-02, Manufacturer: Samyang Corporation)
[0257] (D) Solvent
[0258] (D-1) Propylene Glycol Monomethyl Ether Acetate (PGMEA, Manufacturer: Sigma-Aldrich)
[0259] (F) Polymerization inhibitor
[0260] (F-1) Hydroquinone monomethyl ether (hydroquinone-monomethyl-ether)
[0261] (G) Additives
[0262] (G-1) Fluorinated surfactant (F-563, Manufacturer: DIC (Use 10% diluted solution))
[0263] (G-2) Silane-based coupling agent (Product name: KBM-503 (Methacryloxy, Manufacturer: ShinEtsu)
[0265] (Evaluation: Residue evaluation)
[0266] Each of the above photosensitive resin compositions was spin-coated onto an 8-inch silicon wafer and pre-baked at approximately 100°C for 3 minutes to apply a thickness of approximately 0.6 μm. Then, after cooling at room temperature for 60 seconds, a photocuring reaction of the photosensitive portion was induced using an i-line stepper (Nikon, NSR-2005i10C) within a range of 200 to 760 ms.
[0267] The above-described exposed substrate was developed in a 0.3% TMAH aqueous solution using the puddle method at room temperature, and then washed with a pure solvent for 120 seconds. Afterward, it was dried at room temperature and post-baked at 230°C for 5 minutes to obtain a pattern specimen. After forming the pattern specimen, a 0.8 µm pattern CD was measured using a CD-SEM (Hitachi, S-9380-2).
[0268] The pattern normality and scum of the 0.8um pattern CD measurement results were evaluated according to the following criteria, and the evaluation results are listed in Table 3 below.
[0269] The level of connection between different patterns was quantified within a range of 0 to 5, with 5 representing the connection between different patterns and 0 representing the case where there is no connection between different patterns at all. Here, if the evaluation result is 0 to 1, the degree of residue suppression is evaluated as excellent.
[0270] Evaluation (level of connection between patterns) Example 1 2 Example 2 3 Example 3 4 Example 4 4.5 Example 5 4 Example 6 3 Example 7 2 Example 8 3.5 Example 9 4 Example 10 4.5 Example 11 5 Example 12 4.5 Example 13 4 Example 14 3.5 Comparative Example 1 1 Comparative Example 2 2
[0271] In addition, the 0.8 µm pattern CD measurement results according to exposure amount of Example 1 and Comparative Example 1 are shown in FIGS. 1 to 6 and Table 5 below.
[0272] Exposure amount (ms) 200 270 340 Comparative Example 1 1.3013 1.3235 1.3677 Example 1 1.2826 1.3342 1.3448
[0273] Through Tables 4 and 5, the effects of the photopolymerizable compound can be confirmed. Specifically, the higher the level of connection between different patterns, the better the filling characteristics. Examples 1 to 14, which used a mixture of the first photopolymerizable compound and the second photopolymerizable compound as the photopolymerizable compound, have a higher level of connection between different patterns compared to Comparative Examples 1 and 2, which used only one of the first photopolymerizable compound and the second photopolymerizable compound. Accordingly, the filling characteristics of the pattern can be improved while enhancing the diagonal length, which is an important factor in the high-resolution pattern profile.
[0274] Meanwhile, as in Examples 1 to 14 above, the photopolymerizable compound may contain the first photopolymerizable compound and the second photopolymerizable compound in a weight ratio of 1:9 to 9:1, 2:8 to 8:2, 3:7 to 7:3, or 4:6 to 6:4.
[0275] As the weight ratio of the first photopolymerizable compound and the second photopolymerizable compound approaches 4:6 to 6:4, the effects of the two materials are harmonized, making it advantageous to manufacture a photosensitive resin film and a color filter containing the same, which achieve high resolution while ensuring excellent pattern characteristics.
[0277] Although preferred embodiments of the present invention have been described above, the present invention is not limited thereto, and it is possible to implement various modifications within the scope of the claims, the detailed description of the invention, and the attached drawings, and it is obvious that such modifications also fall within the scope of the present invention.
Claims
Claim 1 A photosensitive resin composition comprising (A) a coloring agent; (B) a photopolymerizable compound; (C) a photopolymerization initiator; and (D) a solvent, wherein the photopolymerizable compound comprises dipentaerythritol hexa(meth)acrylate as a first photopolymerizable compound; and dendritic polyester (meth)acrylate as a second photopolymerizable compound in a weight ratio of 4:6 to 6:4, and the dendritic polyester (meth)acrylate is represented by the following chemical formula 3: [Chemical Formula 3] In the above chemical formula 3, L 2 is the same or different, substituted or unsubstituted C1 to C10 alkylene; R 3 is the same or different, and is a hydrogen atom, or a substituted or unsubstituted C1 to C10 alkyl; R 4 is the same or different and is a substituent represented by the following chemical formula 4; y is an integer from 0 to 10; [Chemical Formula 4] In the above chemical formula 4, L 3 is a substituted or unsubstituted C1 to C10 alkylene; R 5 is a hydrogen atom, or a substituted or unsubstituted C1 to C10 alkyl; R 6 It is the same or different and is a C1 to C10 alkyl with the terminals substituted with (meth)acrylate or a C1 to C10 alkyl with the terminals substituted with hydroxy. Claim 2 delete Claim 3 delete Claim 4 delete Claim 5 delete Claim 6 delete Claim 7 delete Claim 8 delete Claim 9 In paragraph 1, the above R 6 A photosensitive resin composition in which the terminals are C1 to C5 alkyls substituted with acrylates, either identically or differently; or C1 to C5 alkyls substituted with hydroxyls. Claim 10 In claim 1, the resinous polyester (meth)acrylate is a photosensitive resin composition represented by the following chemical formula 3-1: [Chemical Formula 3-1] . Claim 11 In claim 1, the coloring agent is a photosensitive resin composition containing a pigment. Claim 12 In claim 11, the pigment is a photosensitive resin composition comprising a green pigment, a yellow pigment, or a combination thereof. Claim 13 The photosensitive resin composition according to claim 1 comprises, based on the total amount of the photosensitive resin composition, 5% to 80% by weight of (A) a colorant; 0.1% to 10% by weight of (B) a photopolymerizable compound; 0.1% to 5% by weight of (C) a photopolymerization initiator; and the remainder of (D) a solvent. Claim 14 In claim 13, the photosensitive resin composition further comprises a polymerization inhibitor. Claim 15 In claim 14, the photosensitive resin composition wherein the polymerization inhibitor is hydroquinone, methyl hydroquinone, or a mixture thereof. Claim 16 A photosensitive resin composition according to claim 14, wherein the polymerization inhibitor is included in an amount of 0.001% to 5% by weight of the total amount of the photosensitive resin composition. Claim 17 In claim 13, the photosensitive resin composition further comprises at least one additive selected from malonic acid; 3-amino-1,2-propanediol; a coupling agent comprising a vinyl group or a (meth)acryloxy group; a leveling agent; a fluorine-based surfactant; and a radical polymerization initiator. Claim 18 A photosensitive resin film manufactured using the photosensitive resin composition of any one of claims 1 and 9 to 17. Claim 19 A color filter comprising the photosensitive resin film of claim 18. Claim 20 A display device comprising the color filter of claim 19.
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