Photosensitive resin composition, photosensitive resin film using the same, color filter, and CMOS image sensor

Abstract

To provide a photosensitive resin composition which has high dispersibility and dispersion stability, and is excellent in coloring power, contrast ratio and pattern property.SOLUTION: A photosensitive resin composition contains a coloring agent, a photopolymerizable compound, a photopolymerization initiator, a binder resin, and a solvent. The coloring agent is a pigment, and copper phthalocyanine or zinc phthalocyanine with a specific structure which has a carboxyl group or a (meth)acryloyloxy group.SELECTED DRAWING: Figure 1

Description

[Technical Field]

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

[0002] Recently, the demand for solid-state imaging devices has increased not only for mobile cameras but also for the widespread adoption of technologies such as autonomous vehicles and factory automation.

[0003] Among solid-state imaging devices, the CMOS Image Sensor (CIS) is a non-memory semiconductor that converts images captured by a camera into digital signals, and is a collection of pixels including color filters, photodiodes, amplifiers, etc. In the CIS, external light that passes through the color filter is converted into color image data (R, G, B data) and then processed as a signal to be driven by the display.

[0004] Color filters for CIS can be manufactured using pigment-type photosensitive resin compositions. However, color filters manufactured using pigment-type photosensitive resin compositions inevitably have limitations on brightness and contrast ratio due to the pigment particle size.

[0005] Meanwhile, to improve the image quality of CIS, it is necessary to maximize the number of pixels, such as color filters, while minimizing their size and thinning them. However, the smaller and thinner the color filter, the greater the PWC (colorant content) required to achieve the same color. In particular, negative color filters require high contrast, transmittance, and color characteristics, which requires a higher PWC. However, if the PWC is increased too much, the regularity and linearity of the color filter pattern will decrease.

[0006] Therefore, in order to ensure the regularity and linearity of the color filter pattern while reducing the size and thickness of the color filter, a material that has high dispersibility and dispersion stability, as well as excellent coloring power and contrast ratio, is required. [Prior art documents] [Patent documents]

[0007] [Patent Document 1] Korean Patent Registration No. 1780993 Summary of the Invention [Problem to be solved by the invention]

[0008] An object of one embodiment is to provide a photosensitive resin composition that has high dispersibility and dispersion stability, and is also excellent in coloring power, brightness / dark ratio, patternability, etc. when used to produce color filters and CIS. [Means for solving the problem]

[0009] One embodiment provides a photosensitive resin composition comprising: (A) a colorant; (B) a photopolymerizable compound; (C) a photopolymerization initiator; (D) a binder resin; and (E) a solvent, wherein the colorant comprises a pigment and an additive represented by the following chemical formula 1: [Chemical formula 1] [ka] In Chemical Formula 1, M is Zn or Cu; R 11 ~R 14 , R 21 ~R 24 , and R 31 ~R 34 are each independently a hydrogen atom, a halogen atom, a hydroxy group, or a substituted or unsubstituted C1 to C20 alkyl group; R 41 ~R 44are each independently a halogen atom or *-L 1 -L 2 -A is a substituent represented by R 41 ~R 44 At least one of the 1 -L 2 -A is a substituent represented by A; L 1 is *-O-* or *-S-*; L 2 is a single bond or a substituted or unsubstituted C6-C20 arylene group; A is a carboxy group or a meth(acrylate) group.

[0010] R 11 ~R 14 may all be hydrogen atoms or all be halogen atoms.

[0011] R 21 ~R 24 One of them may be a substituted or unsubstituted C1 to C20 alkyl group, and the rest may all be hydrogen atoms.

[0012] R 31 ~R 34 may all be hydrogen atoms.

[0013] R 41 ~R 44 One of these is *-L 1 -L 2 -A is a substituent represented by the formula: A; and the remainder may be all hydrogen atoms or all halogen atoms.

[0014] L 1 may be *-O-*.

[0015] L 2 may be a phenylene group.

[0016] *-L 1 -L 2 The substituent represented by -A may be represented by the following chemical formula 2. [Chemical formula 2] [ka] In chemical formula 2, R 51 ~R 55 are each independently a hydrogen atom, a carboxy group, or a meth(acrylate) group, and R 51 ~R 55 At least one of the groups is a carboxy group or a meth(acrylate) group.

[0017] The additive represented by Chemical Formula 1 may be represented by the following Chemical Formula 1-1. [Chemical formula 1-1] [ka] In Chemical Formula 1-1, M is Zn or Cu; R 11 ~R 14 , R 21 ~R 24 , and R 31 ~R 34 are each independently a hydrogen atom, a halogen atom, a hydroxy group, or a substituted or unsubstituted C1 to C20 alkyl group; R 41 , R 42 , and R 44 are each independently a hydrogen atom or a halogen atom; R 51 ~R 55 are each independently a hydrogen atom, a carboxy group, or a meth(acrylate) group, and R 51 ~R 55 At least one of the groups is a carboxy group or a meth(acrylate) group.

[0018] The additive represented by Formula 1 may be selected from the group consisting of: [Chemical formula 1-1-1] [ka] [Chemical formula 1-1-2]

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[0019] The additive represented by Chemical Formula 1 may have a maximum absorption wavelength of 580 nm to 700 nm.

[0020] The additive represented by Chemical Formula 1 may be contained in an amount of 0.01% by weight to 5% by weight based on the total amount of the photosensitive resin composition.

[0021] The weight ratio of the additive represented by Chemical Formula 1 to the pigment may be 1:1 to 1:5.

[0022] The colorant may further include a dispersing resin, a dispersing solvent, a dispersant, or a combination thereof.

[0023] The colorant further comprises a dispersing resin and a dispersing solvent; the content of the pigment may be 5% by weight to 20% by weight based on the total amount of the pigment dispersion.

[0024] The photosensitive resin composition can contain, relative to the total amount of the photosensitive resin composition, (A) 30% by weight to 70% by weight of a colorant; (B) 1% by weight to 30% by weight of a photopolymerizable compound; (C) 0.1% by weight to 10% by weight of a photopolymerization initiator; (D) 1% by weight to 20% by weight of a binder resin; and (E) a remaining amount of solvent.

[0025] Another embodiment provides a photosensitive resin film using the photosensitive resin composition. The photosensitive resin film may be a color negative photoresist.

[0026] Another embodiment provides a color filter including a photosensitive resin film.

[0027] Another embodiment provides a CMOS image sensor including a color filter.

[0028] Further specific details of other aspects of the present invention are included in the following detailed description. [Effects of the Invention]

[0029] The photosensitive resin composition of one embodiment has high dispersibility and dispersion stability, and is also excellent in coloring power, brightness / dark ratio, patternability, and the like when realizing color filters and CIS. [Brief explanation of the drawings]

[0030] [Figure 1] The 2.8 μm pattern CD of Example 1 is shown. [Figure 2] The 2.8 μm pattern CD of Comparative Example 1 is shown. [Figure 3] The 2.8 μm pattern CD of Comparative Example 3 is shown. DETAILED DESCRIPTION OF THE INVENTION

[0031] DETAILED DESCRIPTION OF THE INVENTION The following detailed description of the present invention is given 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.

[0032] Unless otherwise specified in this specification, the term "substituted" means that at least one hydrogen atom in the compound is substituted with a substituent selected from the group consisting of a halogen atom (F, Cl, Br, I), a hydroxy group, a C1-C20 alkoxy group, 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, phosphoric acid or a salt thereof, a C1-C20 alkyl group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C6-C30 aryl group, a C3-C20 cycloalkyl group, a C3-C20 cycloalkenyl group, a C3-C20 cycloalkynyl group, a C2-C20 heterocycloalkyl group, a C2-C20 heterocycloalkenyl group, a C2-C20 heterocycloalkynyl group, or a combination thereof.

[0033] 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, or cycloalkylene, respectively.

[0034] Unless otherwise specified in this specification, "(meth)acrylate" means that both "acrylate" and "methacrylate" are possible.

[0035] Unless otherwise defined herein, "combination" means a mixture or copolymerization, "copolymerization" means block copolymerization or random copolymerization, and "copolymer" means block copolymerization or random copolymerization.

[0036] Unless otherwise defined in the chemical formulas herein, when no chemical bond is drawn at a position where a chemical bond should be drawn, this means that a hydrogen atom is bonded at that position.

[0037] Unless otherwise defined herein, "*" means a moiety connected to the same or different atom or chemical formula.

[0038] Unless otherwise defined herein, "particle size" means the diameter of a particle, and particle size may be the Z-average particle diameter measured by dynamic light scattering.

[0039] (Photosensitive resin composition) One embodiment provides a photosensitive resin composition comprising: (A) a colorant; (B) a photopolymerizable compound; (C) a photopolymerization initiator; (D) a binder resin; and (E) a solvent.

[0040] The colorant includes a pigment and an additive represented by the following chemical formula 1: [Chemical formula 1] [ka] In Formula 1, M is Zn or Cu; R 11 ~R 14 , R 21 ~R 24 , and R 31 ~R 34 are each independently a hydrogen atom, a halogen atom, a hydroxy group, or a substituted or unsubstituted C1 to C20 alkyl group; R 41 ~R 44 are each independently a halogen atom or *-L 1 -L 2 -A is a substituent represented by R 41 ~R 44 At least one of the 1 -L 2 -A is a substituent represented by L 1 is *-O-* or *-S-*;L 2 is a single bond or a substituted or unsubstituted C6-C20 arylene group; A is a carboxy group or a meth(acrylate) group.

[0041] (A) Colorant The colorant includes a pigment and an additive, and may further include a dispersing resin, a dispersant, a dispersing solvent, or a combination thereof.

[0042] When a color filter is manufactured using a photosensitive resin composition containing a pigment, limitations on brightness and contrast ratio inevitably occur due to the pigment particle size. To overcome these limitations, a material that promotes dispersion of the pigment while suppressing re-aggregation is required.

[0043] On the other hand, in order to make color filters, especially negative color filters, smaller and thinner, the PWC (colorant content) must be increased, but this reduces the regularity and linearity of the color filter pattern. To solve this problem, materials with excellent coloring power, brightness ratio, and patternability are required.

[0044] In one embodiment, in order to comprehensively solve the above problems, an additive is used that has high dispersibility and dispersion stability while also having excellent coloring power, contrast, patterning, etc. The additive functions as a "dispersant" that helps disperse the pigment while suppressing re-aggregation, and also functions as a "colorant" that contains an auxochrome and exhibits excellent coloring power, contrast, patterning, etc.

[0045] Specifically, the additive of one embodiment is a compound represented by Chemical Formula 1, which has a structure in which a substituent such as a carboxy group or a (meth)acrylate group is asymmetrically substituted on a phthalocyanine-based core.

[0046] The substituents, such as carboxyl groups and (meth)acrylate groups, can be covalently bonded to the dispersant and / or dispersing resin, and the phthalocyanine-based mother nucleus can be covalently bonded to the pigment. Due to this interaction (dispersant and / or dispersing resin ←→ additive ←→ pigment), the additive of one embodiment can help disperse the pigment while suppressing re-aggregation.

[0047] Furthermore, since the phthalocyanine base itself is a blue auxochrome (dye), it can exhibit excellent blue tinting strength, contrast, patternability, and the like.

[0048] In other words, the additive of one embodiment functions as both a “dispersant” and a “colorant.” Furthermore, the photosensitive resin composition of one embodiment containing the additive has high dispersibility and dispersion stability, and is also excellent in coloring power, brightness / dark ratio, patternability, and the like when realizing color filters and CIS.

[0049] The elements that make up the colorant, such as the pigment, additives, dispersing resin, dispersing solvent, and dispersant, will be described in more detail below.

[0050] First, the additives will be described.

[0051] M may be Zn or Cu; specifically, Zn.

[0052] R 11 ~R 14 , R 21 ~R 24 , and R 31 ~R 34 are each independently a hydrogen atom, a halogen atom, a hydroxy group, or a substituted or unsubstituted C1 to C20 alkyl group.

[0053] Specifically, R 11 ~R 14 may all be hydrogen atoms or all be halogen atoms, where the halogen atoms may be chlorine atoms.

[0054] Specifically, R 21 ~R 24 One of R may be a substituted or unsubstituted C1 to C20 alkyl group, and the rest may all be hydrogen atoms. 21 ~R 24 Compared to when all atoms are hydrogen atoms, R 21 ~R 24When one of R is a substituted or unsubstituted C1 to C20 alkyl group, the solubility of the additive represented by Chemical Formula 1 in a solvent can be improved. For example, R 21 ~R 24 One of them may be a branched C4 alkyl group (tert-butyl group), and the rest may all be hydrogen atoms.

[0055] Specifically, R 31 ~R 34 may all be hydrogen atoms.

[0056] Specifically, R 41 ~R 44 One of these is *-L 1 -L 2 the remainder may be all hydrogen atoms or all halogen atoms. 1 is *-O-* and L 2 is a phenylene group, and A may be a carboxy group or a meth(acrylate) group.

[0057] More specifically, *-L 1 -L 2 The substituent represented by -A may be represented by the following chemical formula 2. [Chemical formula 2] [ka] In Chemical Formula 2, R 51 ~R 55 are each independently a hydrogen atom, a carboxy group, or a meth(acrylate) group, and R 51 ~R 55 At least one of the groups is a carboxy group or a meth(acrylate) group.

[0058] For example, the additive represented by Chemical Formula 1 may be a compound represented by the following Chemical Formula 1-1. [Chemical formula 1-1] [ka] In Chemical Formula 1-1, M is Zn or Cu; R 11 ~R 14 , R 21 ~R 24 , and R 31 ~R 34 are each independently a hydrogen atom, a halogen atom, a hydroxy group, or a substituted or unsubstituted C1 to C20 alkyl group; R 41 , R 42 , and R 44 are each independently a hydrogen atom or a halogen atom; R 51 ~R 55 are each independently a hydrogen atom, a carboxy group, or a meth(acrylate) group, and R 51 ~R 55 At least one of the groups is a carboxy group or a meth(acrylate) group.

[0059] The explanation of each substituent is as described above.

[0060] To give a more specific example, the additive represented by Chemical Formula 1 may be selected from the group consisting of Chemical Formulas 1-1-1 to 1-1-15 below. [Chemical formula 1-1-1] [ka] [Chemical formula 1-1-2] [ka] [Chemical formula 1-1-3] [ka] [Chemical formula 1-1-4] [ka] [Chemical formula 1-1-5] [ka] [Chemical formula 1-1-6]

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[0061] As described above, the additive represented by Chemical Formula 1 has a phthalocyanine-based mother nucleus as an auxochrome (dye) that produces a blue color, and can further improve the coloring power, brightness contrast, patternability, etc. of the photosensitive resin composition.

[0062] Specifically, the additive represented by Chemical Formula 1 has a maximum absorption wavelength (λ max ) may be 580 nm to 700 nm.

[0063] The additive represented by Chemical Formula 1 may be contained in an amount of 0.01% by weight to 5% by weight, specifically 0.1% by weight to 3% by weight, for example 0.1% by weight to 0.5% by weight, based on the total amount of the photosensitive resin composition.

[0064] The weight ratio of the additive represented by Chemical Formula 1 to the pigment may be 1:1 to 1:5, specifically 1:1 to 1:4, for example, 1:2 to 1:4.

[0065] Within the above ranges, the photosensitive resin composition according to one embodiment can have improved dispersibility and dispersion stability while also improving coloring power, contrast ratio, patternability, and the like.

[0066] The colorant may include a pigment, and examples of the pigment that may be used include green pigments, yellow pigments, blue pigments, red pigments, purple pigments, and black pigments.

[0067] 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., in the Color Index, and these may be used alone or in combination of two or more.

[0068] The yellow pigment may be an isoindoline pigment such as CI Yellow Pigment 185 or CI Yellow Pigment 139, a quinophthalone pigment such as CI Yellow Pigment 138, or a nickel complex pigment such as CI Yellow Pigment 150, all of which may be used alone or in combination, but is not limited thereto.

[0069] 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, or CI Blue Pigment 16 in the Color Index, which may be used alone or in combination of two or more, but is not necessarily limited thereto.

[0070] The red pigment may be, but is not limited to, 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, in the Color Index.

[0071] Examples of the purple pigment that can be used include CI Violet Pigment 23 (V.23), CI Violet Pigment 29, Dioxazine Violet, Fast Violet B, Methyl Violet Lake, and Indanthrene Brilliant Violet in the Color Index, and these can be used alone or in combination of two or more, but are not necessarily limited thereto.

[0072] The black pigment may be aniline black, perylene black, titanium black, carbon black, etc., as listed in the Color Index, and may be used alone or in combination of two or more thereof, but is not necessarily limited thereto.

[0073] The pigments may be used alone or in combination of two or more thereof. For example, green pigments, yellow pigments, or mixtures thereof may be used as the pigments.

[0074] The pigment may be contained in the photosensitive resin composition for color filters in the form of a dispersion. Such a pigment dispersion may further contain a dispersing resin, a dispersion solvent, a dispersant, etc., in addition to the pigment and additives. The pigment content (PWC) may be 5% by weight to 20% by weight, for example, 8% by weight to 15% by weight, based on the total weight of the pigment dispersion.

[0075] Examples of the dispersion solvent for the pigment dispersion 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 is preferred.

[0076] The dispersing resin may be an acrylic dispersing resin, which can improve the stability of the pigment dispersion and also the patterning of the pixels. The dispersing resin may have a weight-average molecular weight of 10,000 to 20,000 g / mol and a kcal / kg of 80 to 200 mg KOH / g.

[0077] The dispersant helps the pigment to be uniformly dispersed in the dispersion, and nonionic, anionic, or cationic dispersants can be used.Specific examples include polyalkylene glycols or their esters, polyoxyalkylenes, polyhydric alcohol ester alkylene oxide adducts, alcohol alkylene oxide adducts, sulfonic acid esters, sulfonic acid salts, carboxylic acid esters, carboxylic acid salts, alkylamide alkylene oxide adducts, and alkylamines, which can be used alone or in combination of two or more.

[0078] The colorant may further include a metal complex dye.

[0079] The metal complex dye may be a compound having a maximum absorbance in the wavelength range of 200 nm to 650 nm, and in order to match the color coordinates to the combination of dyes, any metal complex dye of any color that is soluble in an organic solvent and has an absorbance within the wavelength range may be used.

[0080] Specifically, the metal complex dye may be a green dye having a maximum absorbance in the wavelength range of 530 nm to 680 nm, a yellow dye having a maximum absorbance in the wavelength range of 200 nm to 400 nm, an orange dye having a maximum absorbance in the wavelength range of 300 nm to 500 nm, a red dye having a maximum absorbance in the wavelength range of 500 nm to 650 nm, or a combination thereof.

[0081] The metal complex dye may be a direct dye, an acid dye, a basic dye, an acid mordant dye, a sulfur dye, a reduction dye, an azoic dye, a disperse dye, a reactive dye, an oxidation dye, an oil-soluble dye, an azo dye, an anthraquinone dye, an indigo dye, a carbonium ion dye, a phthalocyanine dye, a nitro dye, a quinoline dye, a cyanine dye, a polymethine dye, or a combination thereof.

[0082] The metal complex dye may contain at least one metal ion selected from the group consisting of Mg, Ni, Cu, Co, Zn, Cr, Pt, Pd, and Fe.

[0083] Metal complex dyes include CI solvent dyes such as CI Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, and 35; CI Acid Greens such as CI Acid Green 1, 3, 5, 6, 7, 8, 9, 11, 13, 14, 15, 16, 22, 25, 27, 28, 41, 50, 50:1, 58, 63, 65, 80, 104, 105, 106, and 109; Direct dyes such as CI Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, and 82; Basic dyes such as CI Basic Green 1; Mordant Green 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, and 41 , CI Mordant dyes such as CI Pigment Green 7, 36, 58, and the like; green pigments such as CI Pigment Green 7, 36, 58, and the like; Solvent Yellow 19, Solvent Yellow 21, Solvent Yellow 25, Solvent Yellow 79, Solvent Yellow 82, Solvent Yellow 88, Solvent Orange 45, Solvent Orange 54, Solvent Orange 62, Solvent Orange 99, Solvent Red 8, Solvent Red 32, Solvent Red 109, Solvent Red 112, Solvent Red 119, Solvent Red 124, Solvent Red 160, Solvent Red 132, and Solvent Red 218; and complexes of at least one selected from the group consisting of solvent yellow 19, solvent yellow 21, solvent yellow 25, solvent yellow 79, solvent yellow 82, solvent yellow 88, solvent orange 45, solvent orange 54, solvent orange 62, solvent orange 99, solvent red 8, solvent red 32, solvent red 109, solvent red 112, solvent red 119, solvent red 124, solvent red 160, solvent red 132, and solvent red 218 with metal ions.

[0084] The dye containing a metal complex has a solubility of 5 or more, specifically 5 to 10, in the solvent used in the photosensitive resin composition according to one embodiment, i.e., the solvent described below. The solubility can be expressed as the amount (g) of dye that dissolves in 100 g of solvent. When the solubility of the dye containing a metal complex is within the above range, compatibility with other components constituting the photosensitive resin composition according to one embodiment and coloring power can be ensured, and precipitation of the dye can be prevented.

[0085] Since the solubility is in a specific range, it can be effectively used in color filters for LCDs, LEDs, etc., which exhibit high brightness and high contrast ratio with desired color coordinates.

[0086] The dye containing a metal complex may be contained in an amount of 0.01 to 1% by weight, for example, 0.01 to 0.5% by weight, based on the total amount of the photosensitive resin composition. When the dye containing a metal complex is used in the above range, high brightness and contrast ratio can be achieved with desired color coordinates.

[0087] When dyes and pigments are mixed, they can be used in a weight ratio of 0.1:99.9 to 99.9:0.1, specifically 1:9 to 9:1. When mixed in this weight ratio range, chemical resistance and maximum absorption wavelength can be controlled within appropriate ranges, and high brightness and contrast can be achieved with desired color coordinates.

[0088] The colorant may be contained in an amount of 30 to 70% by weight, specifically 40 to 65% by weight, for example 45 to 60% by weight, based on the total amount of the photosensitive resin composition. When the colorant is contained within the above range, the coloring effect and developability are excellent.

[0089] (B) Photopolymerizable compound The photopolymerizable compound may be a monofunctional or polyfunctional ester of (meth)acrylic acid having at least one ethylenically unsaturated double bond.

[0090] The photopolymerizable compound has an ethylenically unsaturated double bond, which allows sufficient polymerization to occur upon exposure in the pattern formation step, thereby forming a pattern that is excellent in heat resistance, light resistance, and chemical resistance.

[0091] Specific examples of the 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(meth)acrylate, and pentaerythritol tetra(meth)acrylate. acrylate, pentaerythritol hexa(meth)acrylate, dipentaerythritol di(meth)acrylate, dipentaerythritol tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, bisphenol A epoxy(meth)acrylate, ethylene glycol monomethyl ether (meth)acrylate, trimethylolpropane tri(meth)acrylate, tris(meth)acryloyloxyethyl phosphate, novolac epoxy(meth)acrylate, and the like.

[0092] Examples of commercially available photopolymerizable compounds include: monofunctional esters of (meth)acrylic acid include Aronix (registered trademark) M-101, M-111, and M-114 manufactured by Toagosei Chemical Industry Co., Ltd.; KAYARAD (registered trademark) TC-110S and TC-120S manufactured by Nippon Kayaku Co., Ltd.; and V-158 and V-2311 manufactured by Osaka Organic Chemical Industry Co., Ltd. Examples of bifunctional esters of (meth)acrylic acid include Aronix (registered trademark) M-210, M-240, and M-6200 manufactured by Toagosei Chemical Industry Co., Ltd.; KAYARAD (registered trademark) HDDA, HX-220, and R-604 manufactured by Nippon Kayaku Co., Ltd.; and V-260, V-312, and V-335HP manufactured by 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, and M-8060 manufactured by Toagosei Chemical Industry Co., Ltd.; KAYARAD (registered trademark) TMPTA, DPCA-20, -30, -60, and -120 manufactured by Nippon Kayaku Co., Ltd.; and V-295, -300, -360, -GPT, -3PA, and -400 manufactured by Osaka Organic Chemical Industry Co., Ltd. Commercially available products can be used alone or in combination of two or more.

[0093] The photopolymerizable compound can also be used after being treated with an acid anhydride in order to impart better developability.

[0094] The photopolymerizable compound may be contained in an amount of 1 to 30% by weight, specifically 5 to 25% by weight, for example 15 to 25% by weight, based on the total amount of the photosensitive resin composition. When the photopolymerizable compound is contained within the above range, sufficient curing occurs upon exposure in the pattern formation step, resulting in excellent reliability and excellent developability in an alkaline developer.

[0095] (C) Photopolymerization initiator The photopolymerization initiator is an initiator generally used in photosensitive resin compositions, and 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 can be used.

[0096] Examples of acetophenone 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.

[0097] Examples of benzophenone 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.

[0098] Examples of thioxanthone compounds include thioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, and 2-chlorothioxanthone.

[0099] Examples of the benzoin-based compounds include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, and benzyl dimethyl ketal.

[0100] Examples of 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, and 2-(p-tolyl)-4,6-bis(trichloromethyl)-s-triazine. 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.

[0101] Examples of oxime compounds that can be used include 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, and O-ethoxycarbonyl-α-oxyamino-1-phenylpropan-1-one. Specific examples of O-acyloxime compounds include 1,2-octanedione, 2-dimethylamino-2-(4-methylbenzyl)-1-(4-morpholin-4-yl-phenyl)-butan-1-one, 1-(4-phenylsulfanylphenyl)-butane-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.

[0102] In addition to the above-mentioned compounds, the photopolymerization initiator may also be a carbazole-based compound, a diketone compound, a sulfonium borate-based compound, a diazo-based compound, an imidazole-based compound, a non-imidazole-based compound, a fluorene-based compound, or the like.

[0103] Photoinitiators can also be used in conjunction with photosensitizers, which absorb light, become levitated, and then transfer that energy to initiate a chemical reaction.

[0104] Examples of the photosensitizer include tetraethylene glycol bis-3-mercaptopropionate, pentaerythritol tetrakis-3-mercaptopropionate, and dipentaerythritol tetrakis-3-mercaptopropionate.

[0105] The photopolymerization initiator may be contained in an amount of 0.1 to 10% by weight, for example, 1 to 5% by weight, based on the total amount of the photosensitive resin composition. When the photopolymerization initiator is contained within the above range, sufficient curing occurs upon exposure in the pattern formation process, resulting in excellent reliability, excellent pattern heat resistance, light resistance, and chemical resistance, excellent resolution and adhesion, and prevention of a decrease in transmittance due to unreacted initiator.

[0106] (D) Binder resin The binder resin may include an acrylic resin.

[0107] The acrylic resin is a copolymer of a first ethylenically unsaturated monomer and a second ethylenically unsaturated monomer copolymerizable therewith, and is a resin containing one or more acrylic repeating units.

[0108] The first ethylenically unsaturated monomer is an ethylenically unsaturated monomer containing one or more carboxy groups, and specific examples thereof include acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, or a combination thereof.

[0109] The first ethylenically unsaturated monomer may be contained in an amount of 5% by weight to 50% by weight, for example 10% by weight to 40% by weight, based on the total amount of the acrylic binder resin.

[0110] Examples of the second ethylenically unsaturated monomer include aromatic vinyl compounds such as styrene, α-methylstyrene, vinyltoluene, and vinylbenzyl methyl ether; unsaturated carboxylic acid ester compounds such as methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, benzyl (meth)acrylate, cyclohexyl (meth)acrylate, and phenyl (meth)acrylate; unsaturated carboxylic acid aminoalkyl ester compounds such as 2-aminoethyl (meth)acrylate and 2-dimethylaminoethyl (meth)acrylate; carboxylic acid vinyl ester compounds such as vinyl acetate and vinyl benzoate; unsaturated carboxylic acid glycidyl ester compounds such as glycidyl (meth)acrylate; vinyl cyanide compounds such as (meth)acrylonitrile; and unsaturated amide compounds such as (meth)acrylamide. These can be used alone or in combination.

[0111] Specific examples of acrylic resins include (meth)acrylic acid / benzyl methacrylate copolymer, (meth)acrylic acid / benzyl methacrylate / styrene copolymer, (meth)acrylic acid / benzyl methacrylate / 2-hydroxyethyl methacrylate copolymer, (meth)acrylic acid / benzyl methacrylate / styrene / 2-hydroxyethyl methacrylate copolymer, etc., but are not limited thereto, and these can be used alone or in combination of two or more.

[0112] The binder resin may include an epoxy-based binder resin.

[0113] The binder resin can further contain an epoxy-based binder resin to improve heat resistance. Examples of the epoxy-based binder resin include, but are not limited to, phenol novolac epoxy resin, tetramethylbiphenyl epoxy resin, bisphenol A epoxy resin, bisphenol F epoxy resin, alicyclic epoxy resin, and combinations thereof.

[0114] Furthermore, the binder resin including the epoxy-based binder resin ensures the dispersion stability of colorants such as pigments, which will be described later, and also helps to form pixels with a desired resolution during the development process.

[0115] The epoxy binder resin may be contained in an amount of 1 to 10% by weight, for example, 5 to 10% by weight, based on the total amount of binder resins. When the epoxy binder resin is contained in the above range, the film remaining rate and chemical resistance can be significantly improved.

[0116] The epoxy equivalent weight of the epoxy binder resin may be 150 g / eq to 200 g / eq. When an epoxy binder resin having an epoxy equivalent weight within the above range is contained in the binder resin, there is an advantageous effect in improving the degree of hardening of the formed pattern and in fixing the colorant within the structure in which the pattern is formed.

[0117] The binder resin may be dissolved in a solvent in a solid form to form a photosensitive resin composition, and the amount of the binder resin in a solid form may be about 0.1% by weight to 30% by weight, for example, 20% by weight to 30% by weight, based on the total amount of the binder resin solution dissolved in the solvent.

[0118] The binder resin may be contained in an amount of 1 to 20% by weight, specifically 5 to 15% by weight, for example 10 to 15% by weight, based on the solid content, relative to the total amount of the photosensitive resin composition. When the binder resin is contained within the above range, excellent developability and improved crosslinking properties can be obtained during the production of a color filter, resulting in excellent surface smoothness.

[0119] (E) Solvent The solvent may be a substance that is compatible with but does not react with the colorant, binder resin, photopolymerizable compound, and photopolymerization initiator.

[0120] 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 and ethylene glycol monoethyl 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- Ketones such as methyl-2-pentanone, 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 and ethyl lactate; oxyacetic acid alkyl esters such as methyl oxyacetate, ethyl oxyacetate, butyl oxyacetate, alkoxyacetic acid alkyl esters such as methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate; 3-oxypropionic acid alkyl esters such as methyl 3-oxypropionate and ethyl 3-oxypropionate; 3-alkoxypropionic acid alkyl esters such as methyl 3-methoxypropionate, ethyl 3-methoxypropionate, ethyl 3-ethoxypropionate, methyl 3-ethoxypropionate, etc.; 2-oxypropionic acid alkyl esters such as methyl 2-oxypropionate, ethyl 2-oxypropionate, propyl 2-oxypropionate;2-Alkoxypropionic acid alkyl esters such as methyl 2-methoxypropionate, ethyl 2-methoxypropionate, ethyl 2-ethoxypropionate, and methyl 2-ethoxypropionate; 2-oxy-2-methylpropionic acid esters such as methyl 2-oxy-2-methylpropionate and ethyl 2-oxy-2-methylpropionate, and monooxymonocarboxylic acid alkyl esters of 2-alkoxy-2-methylpropionic acids such as methyl 2-methoxy-2-methylpropionate and ethyl 2-ethoxy-2-methylpropionate; ethyl 2-hydroxypropionate, ethyl 2-hydroxy-2-methylpropionate, ethyl hydroxyacetate, 2-hydroxypropionic acid alkyl esters; Esters such as methyl hydroxy-3-methylbutanoate; ketone acid esters such as ethyl pyruvate; and high-boiling solvents such as N-methylformamide, N,N-dimethylformamide, N-methylformanilide, N-methylacetamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethyl sulfoxide, 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, gamma-butyrolactone, ethylene carbonate, propylene carbonate, and phenyl cellosolve acetate.

[0121] Among these, in consideration of compatibility and reactivity, the solvent may be propylene glycol monomethyl ether acetate (PGMEA), n-butyl acetate (n-BA), ethylene glycol dimethyl ether, or a combination thereof.

[0122] The solvent may be contained in an amount of the remainder, for example, 1 to 30% by weight, for example, 10 to 20% by weight, relative to the total amount of the photosensitive resin composition. When the solvent is contained within the above range, the photosensitive resin composition can have excellent coatability and a coating film with excellent flatness can be obtained.

[0123] (F) Other additives The photosensitive resin composition may further contain 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 and spots during application, improve leveling performance, and prevent the generation of residues due to undevelopment.

[0124] The additives may be easily adjusted depending on the desired physical properties.

[0125] The coupling agent may be a silane-based coupling agent. Examples of the silane-based coupling agent include trimethoxysilylbenzoic acid, gamma methacryloxypropyltrimethoxysilane, vinyltriacetoxysilane, vinyltrimethoxysilane, gamma isocyanatepropyltriethoxysilane, gamma glycidoxypropyltrimethoxysilane, and beta epoxycyclohexyl)ethyltrimethoxysilane. These may be used alone or in combination of two or more.

[0126] Specifically, the silane coupling agent can be used in an amount of 0.01 to 1 part by weight per 100 parts by weight of the photosensitive resin composition.

[0127] Furthermore, the photosensitive resin composition for color filters may further contain a surfactant, such as a fluorine-based surfactant, if necessary.

[0128] Examples of fluorine-based surfactants include, but are not limited to, F-482, F-484, and F-478 manufactured by DIC Corporation.

[0129] 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 amount of the photosensitive resin composition. If the amount is outside the above range, problems such as the generation of foreign matter after development may occur, which is undesirable.

[0130] The photosensitive resin composition may also contain certain amounts of other additives such as antioxidants and stabilizers within the range that does not impair the physical properties.

[0131] (Photosensitive resin films, color filters, and display devices) According to another embodiment, there is provided a photosensitive resin film using the photosensitive resin composition according to the embodiment.

[0132] The photosensitive resin film of one embodiment is roughly divided into a color positive photoresist composition and a color negative photoresist composition.

[0133] In one embodiment, the photosensitive resin film may be a color negative photoresist, which has the advantages of not being colored by the photoresist and being relatively more photosensitive than a positive photoresist.

[0134] According to another embodiment, there is provided a color filter using the above-mentioned photosensitive resin composition.

[0135] A method for manufacturing a color filter according to one embodiment is as follows.

[0136] The photosensitive resin composition is applied to a glass substrate using an appropriate 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.

[0137] Next, the substrate on which the photosensitive resin composition layer has been formed is irradiated with light to form the pattern required for the color filter. UV, electron beams, or X-rays can be used as the light source for irradiation. For example, UV light in the 190 nm to 450 nm range, specifically 200 nm to 400 nm range, can be used. The irradiation process can also be performed using a photoresist mask. After performing the irradiation process, 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 the pattern required for the color filter. This process can be repeated for the number of required colors to obtain a color filter with the desired pattern. Furthermore, the image pattern obtained by the above process can be cured by heating or exposure to actinic radiation, etc., to improve crack resistance, solvent resistance, etc.

[0138] According to another embodiment, there is provided a display device including the above-described color filter.

[0139] The display device may be a CMOS image sensor, a liquid crystal display device, or the like.

[0140] 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 are not intended to limit the scope of the present invention.

[0141] (Production of pigment dispersion) The pigment dispersions of Production Examples 1 to 7 and Production Comparative Examples 1 to 3 were prepared by mixing ingredients in the compositions shown in Table 1 below.

[0142] Specifically, the pigment, additives, dispersing resin, and solvent were mixed, and 300 parts of zirconia beads (diameter: 0.4 μm) were added to 100 parts by weight of the mixture. The mixture was then shaken for 3 hours using a paint shaker to disperse the mixture, and the zirconia beads were removed using a filter to obtain a pigment dispersion.

[0143] [Table 1]

[0144] The substances used in Table 1 are as follows: A-1-1 (pigment) CIPIGMENT Green 58 A-1-2 (additive) Additive 1: Compound represented by chemical formula 1-1-1 Additive 2: Compound represented by chemical formula 1-1-2 Additive 3: Compound represented by chemical formula 1-1-3 Additive 4: Compound represented by chemical formula 1-1-4 Additive 5: Compound represented by chemical formula 1-1-5 Additive 6: Compound represented by chemical formula 1-1-6 Additive 7: Compound represented by chemical formula 1-1-11 Additive 8: Compound represented by chemical formula A [Chemical formula A] [ka] A-1-3 (acrylic dispersion resin) RY-92 (manufacturer: Showa Denko, molecular weight: 5,900 g / mol, acid value: 33 KOH mg / g, double bond equivalent: 350 g / mol) A-1-4 (dispersion solvent) Propylene glycol monomethyl ether acetate (PGMEA)

[0145] (Production of Photosensitive Resin Composition) Photosensitive resin compositions of Examples 1 to 7 and Comparative Examples 1 to 3 were produced by mixing ingredients in the compositions shown in Table 2 below.

[0146] Specifically, a pigment dispersion, a yellow pigment, a green pigment, a photopolymerizable monomer, a photopolymerization initiator, a binder resin, and a solvent were mixed together to prepare a photosensitive colored resin composition.

[0147] [Table 2]

[0148] The substances used in Table 2 are as follows: A (colorant) Pigment dispersions of Production Examples 1 to 7 and Production Comparative Examples 1 to 3 A-2:CIPIGMENT Yellow 185(Y185) A-3: CIPIGMENT Green 58 (G58) B (photopolymerizable compound) Dipentaerythritol hexaacrylate (DPHA, Manufacturer: Nippon Kayaku) C (photopolymerization initiator) Oxime initiator SPI-03 (manufacturer: Sanyosha) D (binder resin) RY-92 (manufacturer: Showa Denko, molecular weight: 5,900 g / mol, acid value: 33 KOH mg / g, double bond equivalent: 350 g / mol) E (solvent) Propylene glycol monomethyl ether acetate (PGMEA) F (other additives) F-1: Radical polymerization initiator KBM-503 (Shin-Etsu Silicon) F-2: Leveling agent F-556 (Manufacturer: DIC)

[0149] Evaluation example 1: Dispersibility and dispersion stability The particle size of the solid content contained in each of the photosensitive resin compositions of Examples 1 to 7 and Comparative Examples 1 to 3 was measured using a dynamic light scattering analyzer, and the results are shown in Table 3 below.

[0150] Furthermore, the viscosity of each of the photosensitive resin compositions of Examples 1 to 7 and Comparative Examples 1 to 3 was evaluated at 5 rpm (a rpm selected so that the torque value becomes 50 to 100%) and 25°C using a Brookfield DV-II Pro viscometer and a CPE-52 Spindle before and after storage at 23°C for one week, and the results are shown in Table 3 below.

[0151] [Table 3]

[0152] According to Table 3, the photosensitive resin compositions of Examples 1 to 7 have smaller differences in solid particle size before and after one week of storage as well as in viscosity compared to the photosensitive resin compositions of Comparative Examples 1 to 3.

[0153] Evaluation example 2: Coloring strength and contrast Each of the photosensitive resin compositions of Examples 1 to 7 and Comparative Examples 1 to 3 was applied to a thickness of 1 to 3 μm on a degreased and washed glass substrate having a thickness of 1 mm, and then dried on a hot plate at 90°C for 2 minutes to obtain a coating film. The coating film was then exposed to light using a high-pressure mercury lamp having a dominant wavelength of 365 nm, and then dried in a hot air circulation drying oven at 200°C for 5 minutes to obtain a color filter specimen.

[0154] The pixel layer was measured for color coordinates (x, y), luminance (Y) and contrast ratio of the color filter sample using a spectrophotometer (MCPD3000, Otsuka Electronics Co., Ltd.), and the results are shown in Table 4 below.

[0155] [Table 4]

[0156] As shown in Table 4, the color filter samples of Examples 1 to 7 were improved in color strength, brightness, and contrast ratio compared to the color filter samples of Comparative Examples 1 to 3.

[0157] Evaluation example 3: Pattern Each of the photosensitive resin compositions of Example 1 and Comparative Examples 1 and 3 was coated onto an 8-inch silicon wafer using a Mikasa coating machine at a rpm that allowed each sample to achieve a consistent thickness (1.5 μm). The wafer was then prebaked on a hot plate at approximately 100°C, exposed to light for 1000 msec using a Nikon i-line stepper, and developed for patterning. The developer was a TMAH solution from ENF, and the wafer was baked for 5 minutes on a hot plate at 230°C to complete the pattern. The pattern was measured for a 2.8 μm pattern CD using a Hitachi CD-SEM.

[0158] 1 to 3 show the 2.8 μm pattern CDs of Example 1 and Comparative Examples 1 and 3. As shown in FIGS. 1 to 3, the color filter specimen of Example 1 had improved patterning properties compared to the color filter specimens of Comparative Examples 1 and 3.

[0159] Overall, the use of the additive represented by Chemical Formula 1 can provide a photosensitive resin composition with high pigment dispersibility and dispersion stability, and excellent coloring power and contrast ratio when used in a color filter.

[0160] Here, Examples 1 to 7 are shown as representative examples, but it is also possible to adjust within the scope of one embodiment to control dispersibility, dispersion stability, coloring power, contrast, patternability, etc. to desired levels.

[0161] Although the preferred embodiment of the present invention has been described above, the present invention is not limited thereto, and various modifications can be made within the scope of the claims, the detailed description of the invention, and the accompanying drawings, and it is to be understood that these modifications also fall within the scope of the present invention.

Claims

1. (A) a colorant; (B) photopolymerizable compound; (C) a photopolymerization initiator; (D) a binder resin; and (E) a solvent, The colorant is a photosensitive resin composition containing a pigment and an additive represented by the following chemical formula 1: [Chemical formula 1] 【Chemical 1】 (In the above Chemical Formula 1, M is Zn or Cu; R １１ ~R １４ , R ２１ ~R ２４ , and R ３１ ~R ３４ are each independently a hydrogen atom, a halogen atom, a hydroxy group, or a substituted or unsubstituted C1 to C20 alkyl group; R ４１ ~R ４４ are each independently a halogen atom, or *-L １ -L ２ -A, and the R ４１ ~R ４４ At least one of the following is *-L １ -L ２ -A is a substituent represented by L １ is *-O-* or *-S-*; L ２ is a single bond or a substituted or unsubstituted C6-C20 arylene group; A is a carboxy group or a meth(acrylate) group.

2. The R １１ ~R １４ The photosensitive resin composition according to claim 1 , wherein all of are hydrogen atoms or all of are halogen atoms.

3. The R ２１ ~R ２４ 2. The photosensitive resin composition according to claim 1, wherein one of the groups is a substituted or unsubstituted C1 to C20 alkyl group, and the rest are all hydrogen atoms.

4. The R ３１ ~R ３４ The photosensitive resin composition according to claim 1 , wherein all of are hydrogen atoms.

5. The R ４１ ~R ４４ Any one of these is *-L １ -L ２ 2. The photosensitive resin composition according to claim 1, wherein the substituents are each represented by -A; and the remainder are all hydrogen atoms or all halogen atoms.

6. Said L １ The photosensitive resin composition according to claim 5, wherein is *-O-*.

7. Said L ２ The photosensitive resin composition according to claim 5 , wherein is a phenylene group.

8. Said *-L １ -L ２ The photosensitive resin composition according to claim 1, wherein the substituent represented by -A is represented by the following chemical formula 2: [Chemical formula 2] 【Chemistry 2】 (In the above Chemical Formula 2, R ５１ ~R ５５ are each independently a hydrogen atom, a carboxy group, or a meth(acrylate) group, and ５１ ~R ５５ At least one of the groups is a carboxy group or a meth(acrylate) group.

9. The photosensitive resin composition according to claim 1, wherein the additive represented by Chemical Formula 1 is represented by the following Chemical Formula 1-1: [Chemical formula 1-1] 【Chemistry 3】 (In the above chemical formula 1-1, M is Zn or Cu; R １１ ~R １４ , R ２１ ~R ２４ , and R ３１ ~R ３４ are each independently a hydrogen atom, a halogen atom, a hydroxy group, or a substituted or unsubstituted C1 to C20 alkyl group; R ４１ , R ４２ , and R ４４ are each independently a hydrogen atom or a halogen atom; R ５１ ~R ５５ are each independently a hydrogen atom, a carboxy group, or a meth(acrylate) group, and ５１ ~R ５５ At least one of the groups is a carboxy group or a meth(acrylate) group.

10. 2. The photosensitive resin composition according to claim 1, wherein the additive represented by Chemical Formula 1 is selected from the group consisting of Chemical Formulas 1-1-1 to 1-1-15: [Chemical formula 1-1-1] 【Chemistry 4】 [Chemical formula 1-1-2] 【Chemistry 5】 [Chemical formula 1-1-3] 【Chemistry 6】 [Chemical formula 1-1-4] 【Chemistry 7】 [Chemical formula 1-1-5] 【Chemistry 8】 [Chemical formula 1-1-6] 【Chemistry 9】 [Chemical formula 1-1-7] 【Chemistry 10】 [Chemical formula 1-1-8] 【Chemistry 11】 [Chemical formula 1-1-9] 【Chemistry 12】 [Chemical formula 1-1-10] 【Chemistry 13】 [Chemical formula 1-1-11] 【Chemistry 14】 [Chemical formula 1-1-12] 【Chemistry 15】 [Chemical formula 1-1-13] 【Chemistry 16】 [Chemical formula 1-1-14] 【Chemistry 17】 [Chemical formula 1-1-15] 【Chemistry 18】

11. The photosensitive resin composition according to claim 1, wherein the additive represented by Chemical Formula 1 has a maximum absorption wavelength of 580 nm to 700 nm.

12. 2. The photosensitive resin composition according to claim 1, wherein the additive represented by Chemical Formula 1 is contained in an amount of 0.01% by weight to 5% by weight based on the total amount of the photosensitive resin composition.

13. 2. The photosensitive resin composition according to claim 1, wherein the weight ratio of the additive represented by Chemical Formula 1 to the pigment is 1:1 to 1:

5.

14. The photosensitive resin composition of claim 1 , wherein the colorant further comprises a dispersing resin, a dispersing solvent, a dispersing agent, or a combination thereof.

15. The photosensitive resin composition contains, relative to the total amount of the photosensitive resin composition, 30% by weight to 70% by weight of the colorant (A); 1% by weight to 30% by weight of the photopolymerizable compound (B); 0.1% by weight to 10% by weight of the (C) photopolymerization initiator; 1% by weight to 20% by weight of the binder resin (D); and Including the residual amount of the (E) solvent The photosensitive resin composition according to claim 1 .

16. A photosensitive resin film using the photosensitive resin composition according to any one of claims 1 to 15.

17. 17. The photosensitive resin film according to claim 16, wherein the photosensitive resin film is a color negative photoresist.

18. A color filter comprising the photosensitive resin film according to claim 16.

19. A CMOS image sensor comprising the color filter of claim 18.

Images