Photosensitive resin composition, photosensitive resin film produced using the same, and color filter

By using specific photopolymerization compounds and proportional mixing techniques in the photosensitive resin composition of the color filter, the problem of difficult to take into account both high resolution and pattern characteristics in the prior art is solved, and the effect of maintaining good pattern characteristics at high resolution is achieved.

JP2025514129AInactive Publication Date: 2025-05-02SAMSUNG SDI CO LTD
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Patent Information

Application Number
JP2024562914
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2022-08-30
Filing Date
2023-04-25
Publication Date
2025-05-02
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

The prior art is difficult to maintain high resolution and good pattern characteristics while reducing the pixel size of the color filter.

Method used

A photosensitive resin composition comprising pigments, photopolymerization compounds and solvents is used, which comprises dimethyl glycolic acid hexapolytic acid methyl acid ester and methoxymethyl acetate condensate as the photopolymerization compound, and is mixed in proportion to improve pattern embedding and diagonal length.

Benefits of technology

The photosensitive resin composition can improve pattern characteristics while maintaining high resolution and is suitable for display devices such as liquid crystal displays (LCDs), CCDs and CMOS image sensors.

✦ Generated by Eureka AI based on patent content.

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Abstract

Provided are a photosensitive resin composition that ensures pattern characteristics while realizing high resolution, and a photosensitive resin film and a color filter produced using the same. [Solution] A photosensitive resin composition according to one embodiment includes (A) a colorant, (B) a photopolymerizable compound, (C) a photopolymerization initiator, and (D) a solvent, and the photopolymerizable compound includes dipentaerythritol hexa(meth)acrylate as a first photopolymerizable compound, and an alkoxylated dipentaerythritol poly(meth)acrylate, dendritic polyester (meth)acrylate, or a combination thereof as a second photopolymerizable compound.
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Description

[Technical field]

[0001] The present description relates to a photosensitive resin composition, a photosensitive resin film produced using the same, and a color filter. [Background technology]

[0002] Liquid crystal display devices, which are one type of display device, have advantages such as light weight, thinness, low cost, low power consumption, and excellent compatibility with integrated circuits, and are being used in a wide range of applications such as notebook computers, monitors, and TVs. Such liquid crystal display devices include a lower substrate on which a black matrix, color filters, and ITO pixel electrodes are formed, and an upper substrate on which an active circuit section made up of a liquid crystal layer, a thin film transistor, and a storage capacitor layer, and an ITO pixel electrode are formed.

[0003] Meanwhile, an image sensor is a device that reads information of a subject and converts it into an electrical image signal, and is used in various electronic devices such as smartphones, automobiles, laptops, and cameras. Image sensors are classified into charge coupled device (CCD) image sensors and complementary metal oxide semiconductor (CMOS) image sensors according to their manufacturing process and application method. The CMOS image sensor is a non-memory semiconductor that converts an image received by a camera into a digital signal, and is a collection of pixels including color filters, photodiodes, amplifiers, etc.

[0004] A color filter is a key device common to display devices such as the liquid crystal display (LCD) and the image sensor (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 from the boundaries between pixels, and pixel parts in which multiple colors (usually the three primary colors of red (R), green (G), and blue (B)) are arranged in a predetermined order to form each pixel are sequentially stacked.

[0005] In order to improve the image quality of display devices such as liquid crystal displays (LCDs) and image sensors (CCD, CMOS, etc.), there has been a demand for high resolution to the extent that the size of a unit pixel in a color filter is reduced from the conventional 1 μm to 0.5 μm. However, the reduction in pixel size can result in insufficient pattern characteristics. Summary of the Invention [Problem to be solved by the invention]

[0006] One embodiment provides a photosensitive resin composition that achieves high resolution while ensuring pattern characteristics.

[0007] Another embodiment provides a red photosensitive resin film prepared using the photosensitive resin composition.

[0008] Another embodiment provides a color filter manufactured using the photosensitive resin film. [Means for solving the problem]

[0009] In one embodiment, there is provided a photosensitive resin composition comprising: (A) a colorant; (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 an alkoxylated dipentaerythritol poly(meth)acrylate, a dendritic polyester (meth)acrylate, or a combination thereof as a second photopolymerizable compound.

[0010] The photopolymerizable compound may contain the first photopolymerizable compound and the second photopolymerizable compound in a weight ratio of 1:9 to 9:1.

[0011] The photopolymerizable compound may contain the first photopolymerizable compound and the second photopolymerizable compound in a weight ratio of 4:6 to 6:4.

[0012] The alkoxylated dipentaerythritol poly(meth)acrylate can be represented by the following Chemical Formula 1.

[0013] [ka]

[0014] In the above chemical formula 1, R 1 are the same or different and are a substituent represented by the following chemical formula 2 or *-OH, 2 is a substituent represented by the following chemical formula 3.

[0015] [ka]

[0016] In the above chemical formula 2, L 1 is a substituted or unsubstituted alkylene having 1 to 10 carbon atoms, R 2 represents a hydrogen atom or a substituted or unsubstituted alkyl having 1 to 10 carbon atoms, and x represents an integer of 0 to 10.

[0017] R1 may each be a substituent represented by Chemical Formula 2.

[0018] Said L 1 may be a substituted or unsubstituted alkylene having 1 to 5 carbon atoms.

[0019] The alkoxylated dipentaerythritol poly(meth)acrylate can be represented by the following chemical formula 1-1.

[0020] [ka]

[0021] The dendritic polyester (meth)acrylate can be represented by the following Chemical Formula 3.

[0022] [ka]

[0023] In the above chemical formula 3, L 2 are the same or different and are substituted or unsubstituted alkylene having 1 to 10 carbon atoms; R 3 are the same or different and each is a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; R 4 are the same or different and are substituents represented by the following chemical formula 4, and y is an integer of 0 to 10.

[0024] [ka]

[0025] In the above chemical formula 4, L 3 is a substituted or unsubstituted alkylene having 1 to 10 carbon atoms, R 5 is a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; R 6are the same or different and are alkyl having 1 to 10 carbon atoms and substituted at the terminal with (meth)acrylate or alkyl having 1 to 10 carbon atoms and substituted at the terminal with hydroxy.

[0026] R 6 may be the same or different and may be alkyl having 1 to 5 carbon atoms and substituted at the terminal with acrylate, or alkyl having 1 to 5 carbon atoms and substituted at the terminal with hydroxy.

[0027] The dendritic polyester (meth)acrylate can be represented by the following chemical formula 3-1:

[0028] [ka]

[0029] The colorant may include a pigment.

[0030] The pigment may include a green pigment, a yellow pigment, or a combination thereof.

[0031] The photosensitive resin composition can contain, relative to the total amount of the photosensitive resin composition, 5% by weight to 80% by weight of the (A) colorant, 0.1% by weight to 10% by weight of the (B) photopolymerizable compound, 0.1% by weight to 5% by weight of the (C) photopolymerization initiator, and a remaining amount of the (D) solvent.

[0032] The photosensitive resin composition may further include a polymerization inhibitor.

[0033] The polymerization inhibitor may be hydroquinone, methyl hydroquinone, or a mixture thereof.

[0034] The polymerization inhibitor may be contained in an amount of 0.001% by weight to 5% by weight in the total amount of the photosensitive resin composition.

[0035] The photosensitive resin composition may further include at least one additive selected from malonic acid, 3-amino-1,2-propanediol, a coupling agent containing a vinyl group or a (meth)acryloxy group, a leveling agent, a fluorine-based surfactant, and a radical polymerization initiator.

[0036] In another embodiment, there is provided a photosensitive resin film produced using the photosensitive resin composition.

[0037] In still another embodiment, there is provided a color filter including the photosensitive resin film.

[0038] In yet another embodiment, a display device is provided that includes the color filter.

[0039] Other specific aspects of the present invention are included in the following detailed description. Effect of the Invention

[0040] In one embodiment, the photosensitive resin composition is applied as a photopolymerizable compound by mixing an alkoxylated dipentaerythritol poly(meth)acrylate having a long chain in which an alkylene oxide repeat unit is introduced with dipentaerythritol hexa(meth)acrylate, thereby improving the diagonal length, which is an important factor for a high-resolution pattern profile, and improving the pattern filling characteristics.

[0041] Therefore, a photosensitive resin film manufactured using the photosensitive resin composition of one embodiment and a color filter including the same can achieve high resolution while maintaining excellent pattern characteristics, and are therefore suitable for use in display devices such as liquid crystal displays (LCDs) and image sensors (CCDs, CMOSs, etc.). [Brief description of the drawings]

[0042] [Figure 1]1 shows the 0.8 μm pattern CD measurement results for Example 1 at an exposure dose of 200 ms. [Diagram 2] 1 shows the 0.8 μm pattern CD measurement results for Example 1 at an exposure dose of 270 ms. [Diagram 3] 1 shows the 0.8 μm pattern CD measurement results for Example 1 at an exposure dose of 340 ms. [Figure 4] 1 shows the 0.8 μm pattern CD measurement results for Comparative Example 1 at an exposure dose of 200 ms. [Diagram 5] 1 shows the 0.8 μm pattern CD measurement results for Comparative Example 1 at an exposure dose of 270 ms. [Figure 6] 1 shows the 0.8 μm pattern CD measurement results for Comparative Example 1 at an exposure dose of 340 ms. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0043] DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS Hereinafter, preferred embodiments of the present invention will be described in detail by way of example only, and the present invention is not limited thereto, but is defined only by the scope of the claims that follow.

[0044] Unless otherwise specified in this specification, "substitution" means that at least one hydrogen atom in a compound has been replaced with a halogen atom (F, Cl, Br, I), a hydroxy group, an alkoxy group having 1 to 20 carbon atoms, a nitro group, a cyano group, an amine group, an imino group, an azide group, an amidino group, a hydrazino group, a hydrazono group, a carbonyl group, a carbamoyl 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 group or a salt thereof, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms. It means being substituted by an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an alkynyl group having 2 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, a cycloalkenyl group having 3 to 20 carbon atoms, a cycloalkynyl group having 3 to 20 carbon atoms, a heterocycloalkyl group having 2 to 20 carbon atoms, a heterocycloalkenyl group having 2 to 20 carbon atoms, a heterocycloalkynyl group having 2 to 20 carbon atoms, or a substituent of a combination thereof.

[0045] Unless otherwise specified in this specification, the terms "heterocycloalkyl group," "heterocycloalkenyl group," "heterocycloalkynyl group," and "heterocycloalkylene group" mean that at least one N, O, S, or P heteroatom is present in the ring system of a cycloalkyl, cycloalkenyl, cycloalkynyl, and cycloalkylene, respectively.

[0046] Unless otherwise specified in this specification, "(meth)acrylate" means that both "acrylate" and "methacrylate" are possible.

[0047] Unless otherwise defined in the present specification, when 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 that position.

[0048] (Photosensitive resin composition) One embodiment provides a photosensitive resin composition comprising: (A) a colorant; (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 an alkoxylated dipentaerythritol poly(meth)acrylate, a dendritic polyester (meth)acrylate, or a combination thereof as a second photopolymerizable compound.

[0049] Specifically, the alkoxylated dipentaerythritol poly(meth)acrylate and dendritic polyester (meth)acrylate each have a long chain due to the introduction of an alkylene oxide repeat unit in the molecule, thereby improving the diagonal length and pattern filling characteristics.

[0050] However, when the alkoxylated dipentaerythritol poly(meth)acrylate, dendritic polyester (meth)acrylate or a combination thereof is used alone as the photopolymerizable compound, there is a problem in terms of mixability with other components of the photosensitive resin composition, so that the alkoxylated dipentaerythritol poly(meth)acrylate, which is generally known as a photopolymerizable compound, is used in combination with the dipentaerythritol hexa(meth)acrylate.

[0051] Therefore, in one embodiment of the photosensitive resin composition in which an alkoxylated dipentaerythritol poly(meth)acrylate, a dendritic polyester (meth)acrylate or a combination thereof is mixed with the alkoxylated dipentaerythritol poly(meth)acrylate as the second photopolymerizable compound, the diagonal length, which is an important factor for a high-resolution pattern profile, can be improved while improving the pattern filling characteristics.

[0052] Furthermore, a photosensitive resin film manufactured using the photosensitive resin composition of one embodiment and a color filter including the same can achieve high resolution while maintaining excellent pattern characteristics, and are therefore suitable for use in display devices such as liquid crystal displays (LCDs) and image sensors (CCDs, CMOSs, etc.).

[0053] Hereinafter, each component contained in the photosensitive resin composition of one embodiment will be specifically described.

[0054] (B) Photopolymerizable compound First, the photopolymerizable compound will be described.

[0055] The photosensitive resin composition of one embodiment contains a photopolymerizable compound, and the photopolymerizable compound corresponds to a component that imparts curability to the photosensitive resin composition.

[0056] As mentioned above, the photosensitive resin composition of one embodiment includes a photopolymerizable compound, the photopolymerizable compound including dipentaerythritol hexa(meth)acrylate as a first photopolymerizable compound, and an alkoxylated dipentaerythritol poly(meth)acrylate, a dendritic polyester (meth)acrylate, or a combination thereof as a second photopolymerizable compound.

[0057] In the second photopolymerizable compound, the alkoxylated dipentaerythritol poly(meth)acrylate can be represented by the following Chemical Formula 1.

[0058] [ka]

[0059] In the above chemical formula 1, R 1 are the same or different and each is a substituent represented by the following chemical formula 2 or *-OH.

[0060] [ka]

[0061] In the above chemical formula 2, L 1 is a substituted or unsubstituted alkylene having 1 to 10 carbon atoms, R 2 represents a hydrogen atom or a substituted or unsubstituted alkyl having 1 to 10 carbon atoms, and x represents an integer of 0 to 10.

[0062] Specifically, the R 1 may be the same as each other and may be a substituent represented by Chemical Formula 2.

[0063] Said L 1 may be a substituted or unsubstituted alkylene having 1 to 5 carbon atoms.

[0064] For example, the above L 1may be an alkylene having 2 carbon atoms, i.e., ethylene. Also, x may be 1. Thus, the alkoxylated dipentaerythritol poly(meth)acrylate may be an ethoxylated dipentaerythritol poly(meth)acrylate.

[0065] R 2 may all be hydrogen atoms.

[0066] More specifically, the alkoxylated dipentaerythritol poly(meth)acrylate may be an ethoxylated dipentaerythritol poly(meth)acrylate represented by the following chemical formula 1-1.

[0067] [ka]

[0068] The viscosity of the ethoxylated dipentaerythritol poly(meth)acrylate represented by Chemical Formula 1-1 may be 300 mPa·s to 500 mPa·s or 350 mPa·s to 450 mPa·s at 25°C.

[0069] In addition, in the second photopolymerizable compound, the dendritic polyester (meth)acrylate can be represented by the following Chemical Formula 3.

[0070] [ka]

[0071] In the above chemical formula 3, L 2 are the same or different and each is a substituted or unsubstituted alkylene having 1 to 10 carbon atoms. 3 are the same or different and each is a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms. 4 are the same or different and are substituents represented by the following chemical formula 4. y is an integer of 0 to 10.

[0072] [ka]

[0073] In the above chemical formula 4, L 3 R is a substituted or unsubstituted alkylene having 1 to 10 carbon atoms. 5 R is a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms. 6 are the same or different and are alkyl having 1 to 10 carbon atoms and substituted at the terminal with (meth)acrylate, or alkyl having 1 to 10 carbon atoms and substituted at the terminal with hydroxy.

[0074] Specifically, the R 6 They may be the same and may be substituted or unsubstituted alkylene having 1 to 5 carbon atoms.

[0075] For example, the above R 6 may be an alkylene having 2 carbon atoms (i.e., ethylene), and y may be 1.

[0076] R 3 are the same and may be a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms.

[0077] For example, the above R 3 are the same and may be alkyl having one carbon atom (i.e., methyl).

[0078] Said L 3 may be a substituted or unsubstituted alkylene having 1 to 5 carbon atoms.

[0079] For example, the above L 3 may be an alkylene having one carbon atom (ie, methylene).

[0080] R 5 may be a substituted or unsubstituted alkyl having 1 to 5 carbon atoms.

[0081] For example, the above R5 may be alkyl having one carbon atom (ie, methyl).

[0082] R 6 are the same or different and may be alkyl having 1 to 5 carbon atoms and substituted at the terminal with acrylate, or alkyl having 1 to 5 carbon atoms and substituted at the terminal with hydroxy.

[0083] For example, the above R 6 may be the same or different and may be an alkyl having one carbon number substituted at the terminal with an acrylate (i.e., methyl substituted at the terminal with an acrylate) or an alkyl having one carbon number substituted at the terminal with a hydroxyl (i.e., methyl substituted at the terminal with a hydroxyl).

[0084] More specifically, the dendritic polyester (meth)acrylate may be a resinous polyester acrylate represented by the following chemical formula 3-1.

[0085] [ka]

[0086] The second photopolymerizable compound may be any one of alkoxylated dipentaerythritol poly(meth)acrylate and dendritic polyester (meth)acrylate, or a mixture of these. In the latter case, the alkoxylated dipentaerythritol poly(meth)acrylate and the dendritic polyester (meth)acrylate may be contained 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.

[0087] Dipentaerythritol hexa(meth)acrylate as the first photopolymerizable compound is generally known as a photopolymerizable compound, and has excellent mixability with other components of the photosensitive resin composition.

[0088] Specifically, the dipentaerythritol hexa(meth)acrylate may be the dipentaerythritol hexaacrylate represented by the following chemical formula 5.

[0089] [ka]

[0090] The viscosity of the dipentaerythritol hexaacrylate represented by Chemical Formula 5 at 25° C. may be 300 mPa·s to 500 mPa·s or 350 mPa·s to 450 mPa·s.

[0091] 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.

[0092] The closer the weight ratio of the first photopolymerizable compound and the second photopolymerizable compound is to 4:6 to 6:4, the more harmonious the effects of these two substances are, which is advantageous for producing a photosensitive resin film and a color filter including the same that achieve high resolution while maintaining excellent pattern characteristics.

[0093] The photosensitive resin composition of one embodiment may further contain a third photopolymerizable compound different from the first photopolymerizable compound and the second photopolymerizable compound.

[0094] As the third photopolymerizable compound, a monofunctional or polyfunctional ester of (meth)acrylic acid having at least one ethylenically unsaturated double bond may additionally be used.

[0095] The second photopolymerizable compound, because it has the ethylenically unsaturated double bond, can undergo sufficient polymerization when exposed to light in the pattern formation process, thereby making it possible to form a pattern having excellent heat resistance, light resistance, and chemical resistance.

[0096] Specific examples of the second photopolymerizable compound 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 ... Examples of the epoxy (meth)acrylate include tert-butyl ether (meth)acrylate, pentaerythritol hexa(meth)acrylate, dipentaerythritol di(meth)acrylate, dipentaerythritol tri(meth)acrylate, dipentaerythritol penta(meth)acrylate bisphenol A epoxy (meth)acrylate, ethylene glycol monomethyl ether (meth)acrylate, trimethylolpropane tri(meth)acrylate, tris(meth)acryloyloxyethyl phosphate, and novolac epoxy (meth)acrylate.

[0097] Examples of commercially available products of the third photopolymerizable compound are as follows. Examples of the monofunctional ester of (meth)acrylic acid include ARONIX (registered trademark) M-101, M-111, M-114, etc., from Toagosei Chemical Industry Co., Ltd., KAYARAD (registered trademark) TC-110S, TC-120S, etc., from Nippon Kayaku Co., Ltd., and V-158, V-2311, etc., from Osaka Organic Chemical Industry Co., Ltd. Examples of the bifunctional ester of (meth)acrylic acid include ARONIX (registered trademark) M-210, M-240, M-6200, etc., from Toagosei Chemical Industry Co., Ltd., KAYARAD (registered trademark) HDDA, HX-220, R-604, etc., from Nippon Kayaku Co., Ltd., and V-260, V-312, V-335 HP, etc., from Osaka Organic Chemical Industry Co., Ltd. Examples of trifunctional esters of (meth)acrylic acid include ARONIX (registered trademark) M-309, M-400, M-405, M-450, M-710, M-8030, M-8060, etc., manufactured by Toagosei Chemical Industry Co., Ltd., KAYARAD (registered trademark) TMPTA, DPCA-20, DPCA-30, DPCA-60, DPCA-120, etc., manufactured by Nippon Kayaku Co., Ltd., and V-295, V-300, V-360, V-GPT, V-3PA, V-400, etc., manufactured by Osaka Organic Chemical Industry Co., Ltd. These aforementioned products can be used alone or in combination of two or more kinds.

[0098] The third photopolymerizable compound may be treated with an acid anhydride in order to impart better developability.

[0099] The third photopolymerizable compound exerts a similar effect to the first photopolymerizable compound due to its structural similarity, so when the third photopolymerizable compound is further included, the content of the first photopolymerizable compound is relatively reduced.

[0100] For example, the weight ratio of the second photopolymerizable compound to the total amount 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. Also, the weight ratio of the first photopolymerizable compound to 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.

[0101] However, as will 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 equivalent to using the first photopolymerizable compound alone.

[0102] The total amount of the photopolymerizable compound may be 0.1% by weight to 10% by weight, specifically 0.5% by weight to 8% by weight, for example 1% by weight to 5% by weight, based on the total amount of the photosensitive resin composition. When the photopolymerizable compound is contained within the above range, curing occurs sufficiently upon exposure in the pattern formation step, and the obtained pattern has excellent reliability and excellent developability in an alkaline developer.

[0103] (A) Colorant The photosensitive resin composition of one embodiment may contain a pigment as a colorant.

[0104] As the pigment, a green pigment, a blue pigment, a red pigment, a purple pigment, a yellow pigment, a black pigment, etc. can be used.

[0105] The red pigment may be, for example, 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., which may be used alone or in combination of two or more kinds, but is not limited thereto.

[0106] The purple pigment may be, for example, CI Violet Pigment 23 (V.23), CI Violet Pigment 29, Dioxazine Violet, Fast Violet B, Methyl Violet Lake, Indanthrene Brilliant Violet, etc., which may be used alone or in combination of two or more kinds, but is not necessarily limited thereto.

[0107] The green pigment may be, but is not limited to, CI Green Pigment 7, CI Green Pigment 36, CI Green Pigment 58, CI Green Pigment 59, etc., which may be used alone or in combination of two or more kinds, in the Color Index.

[0108] The blue pigment may be a copper phthalocyanine pigment 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., which may be used alone or in combination of two or more kinds, but is not necessarily limited thereto.

[0109] The yellow pigment may be an isoindoline pigment such as CI Yellow Pigment 185, CI Yellow Pigment 139, etc., a quinophthalone pigment such as CI Yellow Pigment 138, etc., or a nickel complex pigment such as CI Yellow Pigment 150, etc., which may be used alone or in combination of two or more kinds, but is not necessarily limited thereto.

[0110] The black pigment may be, but is not limited to, aniline black, parylene black, titanium black, carbon black, etc., which may be used alone or in combination of two or more kinds, as listed in the Color Index.

[0111] Specifically, the colorant may be a pigment dispersion including a green pigment, a yellow pigment, or a combination thereof.

[0112] More specifically, the colorant may be a pigment dispersion that is a mixture of green and yellow pigments to achieve the green color.

[0113] More specifically, the colorant may be a mixture of a green pigment and a yellow pigment in a weight ratio of 90:10 to 50:50, 80:20 to 55:45, or 75:25 to 60:40.

[0114] The pigment may be contained in the near infrared absorbing resin composition in the form of a dispersion liquid. Such a pigment dispersion liquid may be composed of the pigment, a solvent, a dispersant, a dispersion resin, etc.

[0115] Examples of the solvent that can be used include ethylene glycol acetate, ethyl cellosolve, propylene glycol methyl ether acetate, ethyl lactate, polyethylene glycol, cyclohexanone, and propylene glycol methyl ether. Of these, propylene glycol methyl ether acetate and propylene glycol methyl ether are preferred.

[0116] The dispersant promotes uniform dispersion of the pigment in the dispersion liquid, and nonionic, anionic, or cationic dispersants can all be used. Specifically, polyalkylene glycol or its ester, polyoxyalkylene, polyhydric alcohol ester alkylene oxide adduct, alcohol alkylene oxide adduct, sulfonic acid ester, sulfonic acid salt, carboxylic acid ester, carboxylic acid salt, alkylamide alkylene oxide adduct, alkylamine, etc. can be used alone or in combination of two or more kinds.

[0117] The dispersing resin may be an acrylic resin containing a carboxyl group, which can improve not only the stability of the pigment dispersion liquid but also the patternability of the pixels.

[0118] The photosensitive resin composition may contain the pigment solid content in an amount of 5% by weight to 80% by weight, specifically, 10% by weight to 40% by weight.

[0119] In recent years, there has been a trend to produce photosensitive resin compositions with high pigment content in order to ensure color strength even in color filters with small thicknesses. Generally known photosensitive resin compositions use a total pigment solid content of less than 5% by weight, whereas the photosensitive resin composition of one embodiment has a higher MP pigment solid content than that.

[0120] Meanwhile, the pigment dispersion as the colorant may be contained in an amount of 50% by weight to 90% by weight, specifically 60% by weight to 80% by weight, based on the total amount of the photosensitive resin composition. When the pigment dispersion as the colorant is used within the above range, high brightness and light-dark ratio can be achieved at the desired color coordinates.

[0121] (C) Photopolymerization initiator The 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.

[0122] Examples of the 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, and 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one.

[0123] Examples of the benzophenone-based compounds include benzophenone, benzoylbenzoic acid, methyl benzoylbenzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-dichlorobenzophenone, and 3,3'-dimethyl-2-methoxybenzophenone.

[0124] Examples of the thioxanthone compounds include thioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, and 2-chlorothioxanthone.

[0125] Examples of the benzoin-based compounds include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, and benzyl dimethyl ketal.

[0126] Examples of the triazine-based compound 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, azine, 2-biphenyl 4,6-bis(trichloromethyl)-s-triazine, bis(trichloromethyl)-6-styryl-s-triazine, 2-(naphth-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxynaphth-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, and the like.

[0127] Examples of the oxime compounds include benzoyl, phenyl and methyl radical compounds, O-acyloxime compounds, 2-(o-benzoyloxime)-1-[4-(phenylthio)phenyl]-1,2-octanedione, 1-(o-acetyloxime)-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethanone, O-ethoxycarbonyl-α-oxyamino-1-phenylpropan-1-one, etc. Specific examples of the O-acyloxime compounds include 1,2-octanedione, 2-dimethylamino-2-(4-methylbenzyl)-1-(4-morpholin-4-yl-phenyl)-butan-1-one, 1-(4-phenylsulfanylphenyl)-butan-1,2-dione 2-oxime-O-benzoate, 1-(4-phenylsulfanylphenyl)-octane-1,2-dione 2-oxime-O-benzoate, 1-(4-phenylsulfanylphenyl)-octan-1-one oxime-O-acetate, and 1-(4-phenylsulfanylphenyl)-butan-1-one oxime-O-acetate.

[0128] As the photopolymerization initiator, in addition to the above compounds, carbazole-based compounds, diketone compounds, sulfonium borate-based compounds, diazo-based compounds, imidazole-based compounds, biimidazole-based compounds, fluorene-based compounds, and the like can be used.

[0129] The photoinitiator may be used in conjunction with a photosensitizer, which absorbs light, becomes excited, and then transfers the energy to initiate a chemical reaction.

[0130] Examples of the photosensitizer include tetraethylene glycol bis-3-mercaptopropionate, pentaerythritol tetrakis-3-mercaptopropionate, and dipentaerythritol tetrakis-3-mercaptopropionate.

[0131] The photopolymerization initiator may be included in an amount of 0.1% by weight to 5% by weight, specifically 0.5% by weight to 3% by weight, for example 0.1% by weight 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, so that excellent reliability can be obtained, and the obtained pattern has excellent heat resistance, light resistance, and chemical resistance, excellent resolution and adhesion, and a decrease in transmittance due to unreacted initiator can be prevented.

[0132] (D) Solvent The solvent may be a substance that is compatible with the colorant, the photopolymerizable compound, and the photopolymerization initiator, but does not react with these substances.

[0133] Examples of the solvent include alcohols such as methanol and ethanol, ethers such as dichloroethyl ether, n-butyl ether, diisoamyl ether, methyl phenyl 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, 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, methyl ethyl ketone, cyclohexanone, 4-hydroxy-4-methyl-2-pentanone, methyl ketones such as methyl-n-propyl ketone, methyl-n-butyl ketone, methyl-n-amyl ketone, 2-heptanone, etc.; saturated aliphatic monocarboxylic acid alkyl esters such as ethyl acetate, n-butyl acetate, isobutyl acetate, etc.; lactic acid esters such as methyl lactate, ethyl lactate, etc.; oxyacetic acid alkyl esters such as methyl oxyacetate, ethyl oxyacetate, butyl oxyacetate, etc.; alkoxyacetic acid alkyl esters such as methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, etc.; 3-oxypropionic acid methyl ethyl, 3-oxypropionic acid alkyl esters such as ethyl 3-oxypropionate, 3-alkoxypropionic acid alkyl esters such as methyl 3-methoxypropionate, ethyl 3-methoxypropionate, ethyl 3-ethoxypropionate, and methyl 3-ethoxypropionate, 2-oxypropionic acid alkyl esters such as methyl 2-oxypropionate, ethyl 2-oxypropionate, and propyl 2-oxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, and ethyl 2-ethoxypropionate,2-alkoxypropionic acid alkyl esters such as methyl 2-ethoxypropionate; 2-oxy-2-methylpropionic acid esters such as methyl 2-oxy-2-methylpropionate and ethyl 2-oxy-2-methylpropionate; monooxymonocarboxylic acid alkyl esters of 2-alkoxy-2-methylpropionic acid alkyl esters such as methyl 2-methoxy-2-methylpropionate and ethyl 2-ethoxy-2-methylpropionate; esters such as ethyl 2-hydroxypropionate, ethyl 2-hydroxy-2-methylpropionate, ethyl hydroxyethyl acetate, and methyl 2-hydroxy-3-methylbutanoate; Ketone acid esters such as ethyl pyruvate, and high boiling point solvents such as N-methylformamide, N,N-dimethylformamide, N-methylformanilide, N-methylacetamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethylsulfoxide, benzyl ethyl ether, dihexyl ether, acetylacetone, isophorone, caproic 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.

[0134] Of these, taking into consideration compatibility and reactivity, it is preferable to use 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.

[0135] The solvent may be contained in an amount of the remainder, specifically, 5% by weight to 30% by weight, more specifically, 10% by weight to 25% by weight, for example, 15% by weight to 20% by weight, based on the total amount of the photosensitive resin composition. When the solvent is contained within the above range, the photosensitive resin composition has excellent coatability and a coating film with excellent flatness can be obtained.

[0136] (E) Binder resin The photosensitive resin composition according to an embodiment may further include a commercial binder resin such as an acrylic binder resin or an epoxy binder resin, where the commercial binder resin is generally known in the art.

[0137] However, as mentioned above, the pigment content in the photosensitive resin composition tends to increase while the binder resin content is relatively decreased. Therefore, the photosensitive resin composition of one embodiment does not need to use a separate binder resin other than the dispersion resin contained in the pigment dispersion.

[0138] (F) Radical scavenger The photosensitive resin composition according to an embodiment may further include a polymerization inhibitor.

[0139] The polymerization inhibitor may include, but is not necessarily limited to, a hydroquinone-based compound, a catechol-based compound, or a combination thereof. When the composition according to an embodiment further includes the hydroquinone-based compound, the catechol-based compound, or a combination thereof, room temperature crosslinking can be prevented during exposure after printing (coating) the composition.

[0140] Specifically, the hydroquinone-based compound, the catechol-based compound, or a combination thereof as the polymerization inhibitor may include, but is not necessarily limited to, hydroquinone, methylhydroquinone, methoxyhydroquinone, t-butylhydroquinone, 2,5-di-t-butylhydroquinone, 2,5-bis(1,1-dimethylbutyl)hydroquinone, 2,5-bis(1,1,3,3-tetramethylbutyl)hydroquinone, catechol, t-butylcatechol, 4-methoxyphenol, pyrogallol, 2,6-di-t-butyl-4-methylphenol, 2-naphthol, tris(N-hydroxy-N-nitrosophenylaminato-O,O')aluminium, or a combination thereof.

[0141] For example, the polymerization inhibitor may be the hydroquinone-based compound, such as hydroquinone, methyl hydroquinone, or a mixture thereof.

[0142] The hydroquinone compound may be used in the form of a dispersion, and the polymerization inhibitor in the form of a dispersion may be contained in an amount of 0.001% by weight to 5% by weight, for example, 0.01% by weight to 3% by weight, based on the total amount of the composition. When the polymerization inhibitor is contained within the above range, the problem of aging at room temperature can be solved, and at the same time, the sensitivity reduction and surface peeling phenomenon can be prevented.

[0143] (G) Other additives The photosensitive resin composition may further include at least one additive selected from malonic acid, 3-amino-1,2-propanediol, a coupling agent containing a vinyl group or a (meth)acryloxy group, a leveling agent, a surfactant, and a radical polymerization initiator in order to prevent stains or spots during application, improve leveling performance, and prevent the generation of residues due to undevelopment.

[0144] The additives can be easily adjusted according to the desired physical properties.

[0145] The coupling agent may be a silane-based coupling agent. Examples of the silane-based coupling agent include silane-based coupling agents containing a (meth)acryloxy group, trimethoxysilylbenzoic acid, gamma methacryloxypropyl trimethoxysilane, vinyl triacetoxysilane, vinyl trimethoxysilane, gamma isocyanate propyl triethoxysilane, gamma glycidoxypropyl trimethoxysilane, and beta epoxycyclohexyl)ethyl trimethoxysilane. These may be used alone or in combination of two or more.

[0146] Specifically, the silane coupling agent can be used in an amount of 0.01 to 1 part by weight based on 100 parts by weight of the photosensitive resin composition.

[0147] In addition, the photosensitive resin composition for color filters may further include a surfactant, for example, a fluorine-based surfactant, if necessary.

[0148] Examples of the fluorine-based surfactant include F-563, F-482, F-484, and F-478 manufactured by DIC Corporation, but are not limited thereto.

[0149] The surfactant is preferably contained in an amount of 0.01 to 5% by weight, more preferably 0.01 to 2% by weight, based on the total weight of the photosensitive resin composition. If the amount is outside the above range, a problem of foreign matter being generated after development may occur, which is undesirable.

[0150] In addition, a certain amount of other additives such as an antioxidant and a stabilizer may be added to the photosensitive resin composition as long as the physical properties are not impaired.

[0151] The photosensitive resin composition can be used as a photosensitive resin composition for a color filter of a CMOS image sensor, specifically, as a photosensitive resin composition for a green color filter of a CMOS image sensor.

[0152] (Photosensitive resin film, color filter, and display device) In another embodiment, a photosensitive resin film produced using the photosensitive resin composition is provided. In yet another embodiment, a red color filter produced using the photosensitive resin film is provided.

[0153] The color filter is manufactured in the following manner.

[0154] The above-mentioned photosensitive resin composition is applied onto a glass substrate by a suitable method such as spin coating, roller coating, or spray coating to a thickness of, for example, 0.5 μm to 10 μm to form a photosensitive resin composition layer.

[0155] Next, the substrate on which the photosensitive resin composition layer is formed is irradiated with light so as to form a pattern required for the color filter. The light used for irradiation can be UV, electron beams, or X-rays, and for example, UV in the range of 190 nm to 450 nm, specifically 200 nm to 400 nm, can be irradiated. The irradiating step can also be carried out using a photoresist mask. After carrying out the irradiating step in this way, the photosensitive resin composition layer irradiated with the light is treated with a developer. At this time, the non-exposed part of the photosensitive resin composition layer is dissolved to form a pattern required for the color filter. By repeating this step according to the number of required colors, a color filter having a desired pattern can be obtained. In addition, the image pattern obtained by development in the above step can be cured by heating again or by exposure to actinic radiation, etc., to improve crack resistance, solvent resistance, etc.

[0156] In yet another embodiment, there is provided a display device including the color filter, which may be, for example, a liquid crystal display (LCD), a charge coupled device (CCD) image sensor, a complementary metal oxide semiconductor (CMOS) image sensor, or the like. EXAMPLES

[0157] The present invention will be described in more detail below with reference to examples. However, the following examples are merely preferred examples of the present invention, and the present invention is not limited to the following examples.

[0158] (Production of Photosensitive Resin Composition) Examples 1 to 14 and Comparative Examples 1 to 2 Photosensitive resin compositions were prepared by mixing various materials according to the compositions shown in Tables 1 to 3.

[0159] Specifically, a photopolymerizable compound, a polymerization inhibitor, and an additive were added to a solvent and stirred at room temperature for 60 minutes. Next, a pigment dispersion was added as a colorant to the resulting reaction product and stirred at room temperature for 30 minutes. Next, a photopolymerization initiator was dissolved and stirred at room temperature for 30 minutes, and the product was filtered once to remove impurities, thereby preparing a photosensitive resin composition.

[0160] [Table 1]

[0161] [Table 2]

[0162] [Table 3]

[0163] The components used in Tables 1 and 2 are as follows: (A) Colorant (A-1) Pigment dispersion containing green pigment (product name: G58, manufacturer: Sanyo) (A-2) Pigment dispersion containing yellow pigment (product name: Y185, manufacturer: Sanyo) (B) Photopolymerizable compound (B-1) Dipentaerythritol hexaacrylate (DPHA, Manufacturer: Nippon Kayaku) (B-2) Ethoxylated dipentaerythritol polyacrylate (product name: A-DPH-6E, manufacturer: Shin-Nakamura) (B-3) Dendritic polyester acrylate (product name: V1000, manufacturer: Osaka Organic Chemical Industry Co., Ltd.) (C) Photopolymerization initiator (C-1) Oxime initiator (product name: SPI-03, manufacturer: Sanyosha) (C-2) Oxime initiator (product name: SPI-02, manufacturer: Sanyosha) (D) Solvent (D-1) Propylene glycol monomethyl ether acetate (PGMEA, manufacturer: Sigma-Aldrich) (F) Polymerization inhibitor (F-1) Hydroquinone monomethyl ether (G) Additives (G-1) Fluorosurfactant (F-563, manufacturer: DIC (10% diluted solution)) (G-2) Silane coupling agent (Product name: KBM-503 (Methacryloxy, Manufacturer: ShinEtsu)

[0164] (Evaluation: Residue evaluation) Each of the photosensitive resin compositions was spin-coated on an 8-inch silicon wafer and pre-baked at about 100° C. for 3 minutes to form a coating with a thickness of about 0.6 μm. After cooling at room temperature for 60 seconds, a photocuring reaction was induced in the exposed area within a range of 200 to 760 ms using an i-line stepper (Nikon, NSR-2005i10C).

[0165] The exposed substrate was developed using a paddle method with a 0.3% TMAH aqueous solution at room temperature, and then washed with pure solvent for 120 seconds. It was then dried at room temperature and post-baked at 230°C for 5 minutes to obtain a pattern specimen. After forming the pattern specimen, a 0.8um pattern CD was measured using a CD-SEM (Hitachi, S-9380-2).

[0166] The 0.8 um pattern CD measurement results were evaluated for pattern regularity and residue (scum) according to the following criteria, and the evaluation results are shown in Table 3.

[0167] The level of connection between different patterns was rated as 5, and the level of incomplete connection between different patterns was rated as 0, and the results were quantified within the range of 0 to 5. Here, an evaluation result of 0 to 1 was evaluated as excellent in terms of the degree of residue suppression.

[0168] [Table 4]

[0169] Representatively, the 0.8 um pattern CD measurement results for each exposure dose in Example 1 and Comparative Example 1 are shown in FIGS.

[0170] [Table 5]

[0171] The effect of the photopolymerizable compound can be confirmed through Tables 4 and 5. Specifically, the higher the level of connection between different patterns, the better the filling property. Examples 1 to 14, in which the first photopolymerizable compound and the second photopolymerizable compound are mixed and used as the photopolymerizable compound, have a higher level of connection between different patterns than Comparative Examples 1 and 2, in which only one of the first photopolymerizable compound and the second photopolymerizable compound is used. Thus, the filling property of the pattern can be improved while improving the diagonal length, which is an important factor in a high resolution pattern profile. Meanwhile, as in Examples 1 to 14, 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.

[0172] The closer the weight ratio of the first photopolymerizable compound to the second photopolymerizable compound is to 4:6 to 6:4, the more harmonious the effects of the two substances are, which is advantageous for producing a photosensitive resin film and a color filter including the same that have excellent pattern characteristics while achieving high resolution.

[0173] Although the above describes a preferred embodiment of the present invention, the present invention is not limited thereto, and can be embodied in various modified forms within the scope of the claims, the detailed description of the invention, and the accompanying drawings, which of course also fall within the scope of the present invention.

Claims

1. (A) a colorant, (B) photopolymerizable compound, (C) a photopolymerization initiator, and (D) a solvent, The photopolymerizable compound is dipentaerythritol hexa(meth)acrylate as a first photopolymerizable compound, and A photosensitive resin composition comprising an alkoxylated dipentaerythritol poly(meth)acrylate, a dendritic polyester (meth)acrylate, or a combination thereof as a second photopolymerizable compound.

2. 2. The photosensitive resin composition according to claim 1, wherein the photopolymerizable compound comprises the first photopolymerizable compound and the second photopolymerizable compound in a weight ratio of 1:9 to 9:

1.

3. 3. The photosensitive resin composition according to claim 2, wherein the photopolymerizable compound contains the first photopolymerizable compound and the second photopolymerizable compound in a weight ratio of 4:6 to 6:

4.

4. The alkoxylated dipentaerythritol poly(meth)acrylate is represented by the following formula 1: 【Chemistry 1】 In the above formula 1, R 1 are the same or different and each is a substituent represented by the following chemical formula 2 or *-OH, 【Chemistry 2】 In the above Chemical Formula 2, L 1 is a substituted or unsubstituted alkylene having 1 to 10 carbon atoms, R 2 is a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, 2. The photosensitive resin composition according to claim 1, wherein x is an integer of 0 to 10.

5. R 1 and are the same as each other and are substituents represented by Chemical Formula 2. The photosensitive resin composition according to claim 4 .

6. L 1 The photosensitive resin composition according to claim 4, wherein is a substituted or unsubstituted alkylene having 1 to 5 carbon atoms.

7. The photosensitive resin composition according to claim 4, wherein the alkoxylated dipentaerythritol poly(meth)acrylate is represented by the following chemical formula 1-1: 【Chemistry 3】

8. The dendritic polyester (meth)acrylate is represented by the following chemical formula 3: 【Chemistry 4】 In the above Chemical Formula 3, L 2 are the same or different and each is a substituted or unsubstituted alkylene having 1 to 10 carbon atoms, R 3 are the same or different and each is a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, R 4 are the same or different and are substituents represented by the following chemical formula 4: y is an integer from 0 to 10; 【Chemistry 5】 In the above Chemical Formula 4, L 3 is a substituted or unsubstituted alkylene having 1 to 10 carbon atoms, R 5 is a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, R 6 and are the same or different and are each an alkyl having 1 to 10 carbon atoms and substituted with a (meth)acrylate at the terminal, or an alkyl having 1 to 10 carbon atoms and substituted with a hydroxyl at the terminal.

9. The R 6 and are the same or different and each is an alkyl having 1 to 5 carbon atoms and substituted with an acrylate at its terminal or an alkyl having 1 to 5 carbon atoms and substituted with a hydroxyl at its terminal.

10. The photosensitive resin composition according to claim 8, wherein the dendritic polyester (meth)acrylate is represented by the following chemical formula 4-1: 【Chemistry 6】

11. The photosensitive resin composition according to claim 1 , wherein the colorant comprises a pigment.

12. The photosensitive resin composition of claim 11 , wherein the pigment comprises a green pigment, a yellow pigment, or a combination thereof.

13. The photosensitive resin composition contains, relative to the total amount of the photosensitive resin composition, The (A) colorant is 5% by weight to 80% by weight, The photopolymerizable compound (B) is present in an amount of 0.1% by weight to 10% by weight. The (C) photopolymerization initiator is 0.1% by weight to 5% by weight, and The remaining amount of the (D) solvent The photosensitive resin composition according to claim 1 .

14. The photosensitive resin composition according to claim 13, further comprising a polymerization inhibitor.

15. 15. The photosensitive resin composition according to claim 14, wherein the polymerization inhibitor is hydroquinone, methylhydroquinone, or a mixture thereof.

16. The photosensitive resin composition according to claim 14, wherein the polymerization inhibitor is contained in an amount of 0.001% by weight to 5% by weight based on the total amount of the photosensitive resin composition.

17. The photosensitive resin composition according to claim 13, further comprising at least one additive selected from the group consisting of malonic acid, 3-amino-1,2-propanediol, a coupling agent containing a vinyl group or a (meth)acryloxy group, a leveling agent, a fluorine-based surfactant, and a radical polymerization initiator.

18. A photosensitive resin film produced by using the photosensitive resin composition according to any one of claims 1 to 17.

19. A color filter comprising the photosensitive resin film of claim 18.

20. 20. A display device comprising the color filter of claim 19.

Citation Information

Patent Citations

  • Coloring composition, cured film, color filter, method for producing color filter, solid-state imaging element, and image display device

    WO2016035565A1