KR20230013725A - Photosensitive resin composition, photosensitive resin layer using the same, color filter and display device - Google Patents

Abstract

Provided are a photosensitive resin composition, a photosensitive resin film manufactured using the same, a color filter including the photosensitive resin film, and a display device including the color filter, wherein the photosensitive resin composition includes: (A) a binder resin containing an epoxy-based binder resin; (B) a photopolymerizable monomer; (C) a photopolymerization initiator; (D) a colorant containing a phthalocyanine-based dye; and (E) a solvent, and the epoxy-based binder resin is 10 to 16 wt% based on the total amount of the binder resin.

Description

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

The present disclosure relates to a photosensitive resin composition, a photosensitive resin film prepared using the same, a color filter including the photosensitive resin film, and a display device including the color filter.

A liquid crystal display device, which is one of display devices, has advantages such as light weight, thinness, low cost, low power consumption drive, and excellent bonding with integrated circuits, and thus its use range is expanding for notebook computers, monitors, and TV images. Such a liquid crystal display device includes a lower substrate on which a black matrix, a color filter, and an ITO pixel electrode are formed, an active circuit unit composed of a liquid crystal layer, a thin film transistor, and a storage capacitor layer, and an upper substrate on which an ITO pixel electrode is formed.

The color filter includes a black matrix layer formed in a predetermined pattern on a transparent substrate to block light at the boundary between pixels and a plurality of colors (typically, red (R), green (G), and blue (B) to form each pixel). ) has a structure in which the pixel units in which the three primary colors are arranged in a predetermined order are sequentially stacked.

In the pigment dispersion method, which is one of the methods for realizing a color filter, a photopolymerizable composition containing a colorant is coated on a transparent substrate provided with a black matrix, the pattern to be formed is exposed, and then the unexposed area is removed with a solvent. This is a method in which a colored thin film is formed by repeating a series of thermal curing processes.

The colored photosensitive resin composition used in the production of color filters according to the pigment dispersion method is generally composed of a binder resin, a photopolymerizable monomer, a photopolymerization initiator, a colorant, a solvent, and other additives. The pigment dispersion method having the above characteristics is actively applied to manufacturing LCDs such as mobile phones, laptop computers, monitors, and TVs.

However, in recent years, even in the photosensitive resin composition for a color filter using a pigment dispersion method having various advantages, there are disadvantages in requiring a powder refinement process, requiring additives for stable dispersion, and storage and transportation of the pigment dispersion. That is, pigments have excellent processability, but there is a limit to finely dispersing pigment particles that affect brightness improvement, and recently, it is also acting as a cause of ACC defects, which is a problem in LCD displays.

Accordingly, instead of pigments, the need for developing dyes that do not require separate micronization and dispersion processes has emerged.

Dyes have high solubility in a single molecular state and have high brightness and high contrast characteristics compared to pigments, but have weaker heat resistance and durability than pigments, so they are vulnerable to process solvents used in the LCD panel manufacturing process. Accordingly, there was a limit to completely replacing the pigment with the dye, and methods such as limiting the content of the dye were used to solve this problem, but the problem of inferior chemical resistance has still not been solved.

One embodiment is to provide a photosensitive resin composition capable of implementing high luminance and excellent chemical resistance.

Another embodiment is to provide a photosensitive resin film prepared using the photosensitive resin composition.

Another embodiment is to provide a color filter including the photosensitive resin film.

Another embodiment is to provide a display device including the color filter.

One embodiment is (A) a binder resin containing an epoxy-based binder resin; (B) a photopolymerizable monomer; (C) a photopolymerization initiator; (D) a colorant containing a phthalocyanine-based dye; and (E) a solvent, wherein the epoxy-based binder resin is included in an amount of 10% to 16% by weight based on the total amount of the binder resin.

The epoxy-based binder resin may be included in an amount of 10 wt% to 15 wt% based on the total amount of the binder resin.

The epoxy-based binder resin may include an epoxy-based binder resin containing a structural unit represented by the following Chemical Formula 1, an epoxy-based binder resin containing a structural unit represented by the following Chemical Formula 2, or a combination thereof.

[Formula 1]

[Formula 2]

In Formula 1 and Formula 2,

R ¹ and R ² are each independently a hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group;

R ³ is a substituted or unsubstituted C3 to C20 cycloalkyl group;

L ¹ , L ⁴ and L ⁵ are each independently a single bond or a substituted or unsubstituted C1 to C20 alkylene group;

L ² is a divalent to tetravalent aliphatic organic group;

n, q1 and q2 are each independently an integer from 1 to 100,

m is an integer from 1 to 3;

The structural unit-containing epoxy binder resin represented by Chemical Formula 2 may have a weight average molecular weight of 5000 g/mol to 20000 g/mol.

In Chemical Formula 2, q1:q2 = 3:1.

The epoxy-based binder resin may be an epoxy-based binder resin containing a structural unit represented by Chemical Formula 2.

The epoxy-based binder resin includes a structural unit-containing epoxy-based binder resin represented by Chemical Formula 1 and a structural unit-containing epoxy-based binder resin represented by Chemical Formula 2, and the structural unit-containing epoxy-based binder resin represented by Chemical Formula 1 and the structural unit-containing epoxy-based binder resin represented by Formula 2 may be included in a weight ratio of 3:7 to 7:3.

The epoxy equivalent weight of the epoxy-based binder resin may be 150 g/eq to 200 g/eq.

The binder resin may further include an acrylic binder resin, a cardo-based binder resin, or a combination thereof.

The phthalocyanine-based dye may be represented by Formula 3 below.

[Formula 3]

In Formula 3,

R ⁴ to R ¹¹ are each independently a halogen atom, a substituted or unsubstituted C1 to C20 alkoxy group, or a substituted or unsubstituted C6 to C20 aryloxy group;

R ¹² to R ¹⁹ are each independently a hydrogen atom;

At least one of R ⁴ to R ⁷ and at least one of R ⁸ to R ¹¹ are each independently represented by the following formula (4),

[Formula 4]

In Formula 4,

R ²⁰ and R ²¹ are each independently a C1 to C10 alkyl group unsubstituted or substituted with a C1 to C5 alkyl group;

o and p are each independently an integer of 0 to 5, provided that 1 ≤ o+p ≤ 5.

In Formula 3, R ⁶ and R ⁹ are each independently represented by Formula 4, and R ⁴ , R ⁵ , R ⁷ , R ⁸ , R ¹⁰ and R ¹¹ may each independently be a halogen atom.

The colorant may further include a green pigment and a yellow pigment.

The photosensitive resin composition may include 1% to 10% by weight of the (A) binder resin based on the total amount of the photosensitive resin composition; 1% to 10% by weight of the (B) photopolymerizable monomer; 0.1% to 5% by weight of the (C) photopolymerization initiator; 30% to 65% by weight of the (D) colorant; and (E) the remainder of the solvent.

The photosensitive resin composition may include malonic acid; 3-amino-1,2-propanediol; silane-based coupling agents; leveling agent; fluorine-based surfactants; radical polymerization initiators; Or it may further include an additive of a combination thereof.

Another embodiment provides a photosensitive resin film prepared using the photosensitive resin composition.

Another embodiment provides a color filter including the photosensitive resin film.

Another embodiment provides a display device including the color filter.

The specific details of other aspects of the present invention are included in the detailed description below.

When the photosensitive resin composition according to the embodiment is used, a color filter having excellent chemical resistance as well as luminance may be provided.

Hereinafter, embodiments of the present invention will be described in detail. However, this is presented as an example, and the present invention is not limited thereby, and the present invention is only defined by the scope of the claims to be described later.

Unless otherwise specified herein, "substituted" to "substituted" means that one or more hydrogen atoms in the functional group of the present invention is a halogen atom (F, Cl, Br or I), a hydroxyl group, a nitro group, a cyano group, an amino group ( NH ₂ , NH(R ²⁰⁰ ) or N(R ²⁰¹ )(R ²⁰² ), wherein R ²⁰⁰ , R ²⁰¹ and R ²⁰² are the same or different from each other, and are each independently a C1 to C10 alkyl group), an amidino group, A hydrazine group, a hydrazone group, a carboxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted alicyclic organic group, a substituted or unsubstituted aryl group, And means substituted with one or more substituents selected from the group consisting of a substituted or unsubstituted heterocyclic group.

In this specification, unless otherwise specified, "alkyl group" means a C1 to C20 alkyl group, specifically means a C1 to C15 alkyl group, and "cycloalkyl group" means a C3 to C20 cycloalkyl group, specifically C3 to C18 cycloalkyl group, "alkoxy group" means a C1 to C20 alkoxy group, specifically means a C1 to C18 alkoxy group, "aryl group" means a C6 to C20 aryl group, and specifically means a C6 to C20 alkoxy group. Means a C18 aryl group, "alkenyl group" means a C2 to C20 alkenyl group, specifically means a C2 to C18 alkenyl group, "alkylene group" means a C1 to C20 alkylene group, specifically C1 to C18 alkylene group, and "arylene group" means a C6 to C20 arylene group, specifically a C6 to C16 arylene group.

In addition, unless otherwise specified herein, "hetero" means that at least one heteroatom of N, O, S, and P is included in the chemical formula.

In addition, unless otherwise specified herein, "(meth)acrylate" means that both "acrylate" and "methacrylate" are possible, and "(meth)acrylic acid" means "acrylic acid" and "methacrylic acid". "That means both are possible.

Unless otherwise defined in the chemical formula within this specification, if a chemical bond is not drawn at a position where a chemical bond is to be drawn, it means that a hydrogen atom is bonded to the position.

Unless otherwise defined herein, "ethylenically unsaturated double bond" means "carbon-carbon double bond", and an ethylenically unsaturated monomer means a monomer containing the ethylenically unsaturated double bond.

In addition, unless otherwise specified in this specification, "*" means a portion connected to the same or different atoms or chemical formulas.

The photosensitive resin composition according to one embodiment includes (A) a binder resin containing an epoxy-based binder resin; (B) a photopolymerizable monomer; (C) a photopolymerization initiator; (D) a colorant containing a phthalocyanine-based dye; and (E) a solvent, wherein the epoxy-based binder resin is included in an amount of 10% to 16% by weight based on the total amount of the binder resin.

As described above, in the color filter made of the pigment-type photosensitive resin composition, there are limitations in luminance and contrast ratio due to the size of the pigment particles. In addition, in the case of a color imaging device for an image sensor, a smaller dispersion particle size is required to form a fine pattern. In order to meet such a demand, attempts are being made to implement a color filter with improved luminance and contrast ratio by preparing a photosensitive resin composition suitable for the dye by introducing a dye that does not form particles instead of a pigment.

Therefore, in the case of the photosensitive resin composition for green color filters, the general direction of improving the brightness is to improve the color characteristics of the green dye, but that does not mean that the heat resistance characteristics and chemical resistance characteristics, etc. And there has been a demand for a photosensitive resin composition for a (green) color filter capable of maintaining high luminance characteristics. Moreover, as the content of the dye increases, chemical resistance tends to decrease due to the characteristics of the dye having solubility in a solvent.

In order to solve this problem, conventionally, the composition composition has been configured to increase the degree of curing during pattern formation, such as adjusting the type or ratio of photopolymerizable monomers or binder resins or increasing the content of photopolymerization initiators. However, even in this case, the chemical resistance itself was not greatly improved.

Therefore, the present inventors use a binder resin including an epoxy resin and a phthalocyanine-based dye together, but control the content of the epoxy resin to develop a photosensitive resin composition for color filters that maintains excellent luminance characteristics and has excellent chemical resistance at the same time. reached

Each component is specifically described below.

(A) binder resin

The photosensitive resin composition according to one embodiment includes an epoxy-based binder resin, wherein the epoxy-based binder resin is included in an amount of 10% to 16% by weight based on the total amount of the binder resin. When the epoxy-based binder resin is included in the content range, chemical resistance as well as luminance of the photosensitive resin composition including a phthalocyanine-based dye according to an exemplary embodiment may be simultaneously improved.

For example, the epoxy-based binder resin may be included in an amount of 10% to 15% by weight based on the total amount of the binder resin. When the epoxy-based binder resin is included in the above range, the effect of improving brightness and chemical resistance may be further maximized.

For example, the epoxy-based binder resin may include an epoxy-based binder resin containing a structural unit represented by Chemical Formula 1 below, an epoxy-based binder resin containing a structural unit represented by Chemical Formula 2 below, or a combination thereof.

[Formula 1]

[Formula 2]

In Formula 1 and Formula 2,

R ¹ and R ² are each independently a hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group;

R ³ is a substituted or unsubstituted C3 to C20 cycloalkyl group;

L ¹ , L ⁴ and L ⁵ are each independently a single bond or a substituted or unsubstituted C1 to C20 alkylene group;

L ² is a divalent to tetravalent aliphatic organic group;

n, q1 and q2 are each independently an integer from 1 to 100,

m is an integer from 1 to 3;

For example, the structural unit-containing epoxy binder resin represented by Chemical Formula 2 may have a weight average molecular weight of 5000 g/mol to 20000 g/mol.

For example, in Chemical Formula 2, the structural unit (q1) including the epoxy group and the structural unit (q2) including the cycloalkyl group include a monomer derived from the structural unit (q1) including the epoxy group and the cycloalkyl group. It may be prepared by mixing monomers derived from unit (q2) in a weight ratio of 3:1. That is, in Chemical Formula 2, q1 and q2 may have a ratio of 3:1, that is, a weight ratio.

For example, the epoxy-based binder resin may be an epoxy-based binder resin containing a structural unit represented by Chemical Formula 2. When the epoxy-based binder resin is an epoxy-based binder resin containing a structural unit represented by Chemical Formula 2, brightness and chemical resistance are higher than those of the case where the epoxy-based binder resin is an epoxy-based binder resin containing a structural unit represented by Chemical Formula 1. The improvement effect may be better. In addition, when the epoxy-based binder resin is an epoxy-based binder resin containing a structural unit represented by Formula 2, dispersion stability of a solid material such as a phthalocyanine-based dye, which will be described later, is ensured, and at the same time, a pixel having a desired resolution is obtained during the development process. can help shape it.

For example, the epoxy-based binder resin includes a structural unit-containing epoxy-based binder resin represented by Formula 1 and a structural unit-containing epoxy-based binder resin represented by Formula 2, and an epoxy-based binder containing a structural unit represented by Formula 1 The binder resin and the structural unit-containing epoxy-based binder resin represented by Chemical Formula 2 may be included in a weight ratio of 3:7 to 7:3. When the epoxy-based binder resin includes both epoxy-based binder resins containing structural units represented by Chemical Formula 1 and Chemical Formula 2, the epoxy-based binder resin containing structural units represented by Chemical Formula 1 and Chemical Formula 2 The structural unit-containing epoxy-based binder resin should be included in the above weight ratio range so that desirable fairness can be expected along with the effect of improving brightness and chemical resistance. For example, if the weight ratio is out of the above range, problems such as greatly speeding up or slowing down the development may occur, which may be undesirable.

For example, the epoxy-based binder resin may include phenol novolak epoxy resin, tetramethyl biphenyl epoxy resin, bisphenol A type epoxy resin, bisphenol F type epoxy resin, alicyclic epoxy resin, or a combination thereof, but is limited thereto it is not going to be

For example, the structural unit-containing epoxy-based binder resin represented by Chemical Formula 1 may be represented by Chemical Formula 1-1 or Chemical Formula 1-2, but is not necessarily limited thereto.

[Formula 1-1]

[Formula 1-2]

In Formula 1-1 and Formula 1-2,

n1 to n3 are each independently an integer of 1 to 100;

The epoxy equivalent weight of the epoxy-based binder resin may be 150 g/eq to 200 g/eq. When using an epoxy-based binder resin having an epoxy equivalent within the above range, there is an advantageous effect in improving the curing degree of the formed pattern and fixing the dye in the structure in which the pattern is formed.

The binder resin may further include an acrylic binder resin, a cardo-based binder resin, or a combination thereof in addition to the epoxy-based binder resin.

For example, the acrylic binder resin may be included in an amount greater than that of the epoxy binder resin, and in this case, even if a dye is included in a high content in the photosensitive resin composition, residue generation on the organic film after development can be solved very neatly.

For example, the acrylic binder resin may include at least one selected from the group consisting of structural units represented by Chemical Formulas A-1 to Chemical Formulas A-7.

[Formula A-1]

[Formula A-2]

[Formula A-3]

[Formula A-4]

[Formula A-5]

[Formula A-6]

In the above formulas A-4 to A-6,

R ³ is a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C2 to C20 heterocyclic group, or a substituted or unsubstituted C6 to C20 aryl group;

n4 is an integer from 0 to 5;

[Formula A-7]

In Formula A-7,

R ¹ is a hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group;

L ³ is a single bond or a substituted or unsubstituted C1 to C20 alkylene group.

Since the acrylic binder resin includes at least one selected from the group consisting of structural units represented by Chemical Formulas A-1 to Chemical Formulas A-7, heat-curing properties are imparted to the acrylic binder resin, resulting in high luminance even when the dye content is high. It is possible to implement a photosensitive resin composition with high chemical resistance.

That is, when the composition of the acrylic binder resin is as described above, the photosensitive resin composition including the same can not only have excellent brightness and chemical resistance, but also maintain excellent residue properties on the organic film after development despite a high dye content. Furthermore, it is possible to suppress the occurrence of the pattern tearing phenomenon as much as possible.

The acrylic binder resin may have a weight average molecular weight of 10000 g/mol to 20000 g/mol. When the weight average molecular weight of the acrylic binder resin is within the above range, the photosensitive resin composition may have excellent physical and chemical properties, appropriate viscosity, and excellent adhesion to a substrate when manufacturing a color filter.

The acrylic binder resin may have an acid value of 110 mgKOH/g to 130 mgKOH/g. When the acid value of the acrylic binder resin is within the above range, pixel pattern resolution may be excellent.

The binder resin may be included in an amount of 1 wt % to 10 wt %, for example, 3 wt % to 10 wt %, based on the total amount of the photosensitive resin composition. When the binder resin is included within the above range, brightness, heat resistance, and developability are excellent, and crosslinking properties are improved to obtain excellent surface smoothness when manufacturing a color filter.

(D) colorant

The photosensitive resin composition according to an embodiment includes a phthalocyanine-based dye as a colorant, and the phthalocyanine-based dye is a green dye represented by Chemical Formula 3 below.

[Formula 3]

In Formula 3,

R ⁴ to R ¹¹ are each independently a halogen atom, a substituted or unsubstituted C1 to C20 alkoxy group, or a substituted or unsubstituted C6 to C20 aryloxy group;

R ¹² to R ¹⁹ are each independently a hydrogen atom;

At least one of R ⁴ to R ⁷ and at least one of R ⁸ to R ¹¹ are each independently represented by the following formula (4),

[Formula 4]

In Formula 4,

R ²⁰ and R ²¹ are each independently a C1 to C10 alkyl group unsubstituted or substituted with a C1 to C5 alkyl group;

o and p are each independently an integer of 0 to 5, provided that 1 ≤ o+p ≤ 5.

The compound represented by Chemical Formula 3 has excellent green spectral characteristics and high luminance. Furthermore, the compound represented by Chemical Formula 3 includes an aryloxy group represented by Chemical Formula 4, the aryloxy group includes an alkyl group as a substituent, and the alkyl group is unsubstituted or substituted with an alkyl group, which is excellent for organic solvents. may have solubility.

Any one of R ²⁰ and R ²¹ may be an unsubstituted alkyl group, and the other may be an isopropyl group or a t-butyl group, such as a substituent including a t-butyl group at the terminal. As a result, solubility in organic solvents may be increased and luminance may be improved.

The o and p may each independently be an integer of 1. The aryloxy group represented by Formula 7 includes two alkyl groups substituted or unsubstituted with an alkyl group (specifically, one unsubstituted alkyl group and one alkyl group substituted with an alkyl group) as substituents, thereby including one as a substituent It can have better solubility in organic solvents than in the case of

For example, Chemical Formula 4 may be represented by Chemical Formula 4-1 below.

[Formula 4-1]

In Formula 4-1,

R ²⁰ is a C1 to C10 alkyl group unsubstituted or substituted with an alkyl group;

R ²¹ is an unsubstituted C1 to C10 alkyl group.

The R ²⁰ may be present at an ortho position with respect to an oxygen atom constituting the aryloxy group, and the R ²¹ may be present at a para position relative to an oxygen atom constituting the aryloxy group. When the alkyl substituents are present at ortho and para positions, respectively, with respect to the oxygen atoms constituting the aryloxy group, there are more advantageous effects on solubility and luminance than otherwise.

In addition, in Formula 6, R ⁴ to R ¹¹ are not hydrogen atoms, and R ¹² to R ¹⁹ are each independently a hydrogen atom, so the photosensitive resin composition according to an embodiment uses a phthalocyanine-based dye having a different structure alone. It can have better luminance and chemical resistance compared to the case.

For example, in Formula 3, R ⁶ and R ⁹ are each independently represented by Formula 4, and R ⁴ , R ⁵ , R ⁷ , R ⁸ , R ¹⁰ and R ¹¹ may each independently be a halogen atom.

For example, the green phthalocyanine-based dye may be used in combination with a color-conditioning dye.

Examples of the toning dye include triarylmethane-based dyes, anthraquinone-based dyes, benzylidene-based dyes, cyanine-based dyes, (with another structure) phthalocyanine-based dyes, azapophyrine-based dyes, indigo-based dyes, xanthene-based dyes, and the like. can

The colorant may further include a green pigment (dispersion) and a yellow pigment (dispersion).

As the yellow pigment dispersion, one having excellent compatibility with the green dye, for example, a phthalocyanine-based green dye, may be used. For example, the yellow pigment dispersion may have an amine value of 20 mgKOH/g to 60 mgKOH/g. In general, the yellow pigment dispersion has an amine value of about 100 mgKOH / g to about 120 mgKOH / g. When the amine value of the yellow pigment dispersion is limited as described above (limited to have an amine value lower than the conventional amine value) , compatibility with the aforementioned green dye is maximized, and luminance can be greatly improved.

When the colorant has the above composition, the photosensitive resin composition according to an embodiment may realize high luminance.

Examples of the yellow pigment include C.I. Pigment Yellow 11, C.I. Pigment Yellow 24, C.I. Pigment Yellow 31, C.I. Pigment Yellow 53, C.I. Pigment Yellow 83, C.I. Pigment Yellow 93, C.I. Pigment Yellow 99, C.I. Pigment Yellow 108, C.I. Pigment Yellow 109, C.I. Pigment Yellow 110, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 147, C.I. Pigment Yellow 150, C.I. Pigment Yellow 151, C.I. Pigment Yellow 154, C.I. Pigment Yellow 155, C.I. Pigment Yellow 167, C.I. Pigment Yellow 180, C.I. Pigment Yellow 185, C.I. Pigment Yellow 199, C.I. Pigment Yellow 215, C.I. Pigment Yellow 231 etc. are mentioned.

Examples of the green pigment include green pigment C.I. Pigment Green 7, C.I. Pigment Green 36, C.I. Pigment Green 37, C.I. Pigment Green 58, C.I. Pigment Green 59, C.I. Pigment Green 62 etc. are mentioned.

The pigments may be used alone or in combination of two or more, but are not limited to these examples.

The pigment dispersion may include a pigment, a dispersing agent, and a dispersing resin. For example, the pigment dispersion may further include a solvent.

Ethylene glycol acetate, ethyl cellosolve, propylene glycol methyl ether acetate, ethyl lactate, polyethylene glycol, cyclohexanone, propylene glycol methyl ether, etc. may be used as the solvent constituting the pigment dispersion, and among these, propylene glycol is preferred. Methyl ether acetate may be used.

The dispersant helps to uniformly disperse the pigment in the dispersion, and all nonionic, anionic or cationic dispersants may 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, alkyl amide alkylene oxide adduct Water, alkyl amine, etc. may be used, and these may be used alone or in combination of two or more.

As the dispersion resin, an acrylic resin containing a carboxyl group may be used, which may improve stability of the pigment dispersion and also improve pixel patternability.

The pigment may be used after being pretreated with a water-soluble inorganic salt and a wetting agent. When the pigment is used after being subjected to the pretreatment, the primary particle size of the yellow pigment may be refined.

The pretreatment may be performed by kneading the pigment with a water-soluble inorganic salt and a wetting agent, and filtering and washing the pigment obtained in the kneading step.

The kneading may be performed at a temperature of 40° C. to 100° C., and the filtration and washing may be performed by washing the inorganic salt with water and then filtering.

Examples of the water-soluble inorganic salt include, but are not limited to, sodium chloride and potassium chloride. The wetting agent serves as a medium in which the pigment and the water-soluble inorganic salt are uniformly mixed and the pigment can be easily pulverized, examples of which include ethylene glycol monoethyl ether, propylene glycol monomethyl ether, and diethylene glycol monomethyl ether. alkylene glycol monoalkyl ethers; and alcohols such as ethanol, isopropanol, butanol, hexanol, cyclohexanol, ethylene glycol, diethylene glycol, polyethylene glycol, glycerin and polyethylene glycol, and the like, and these may be used alone or in combination of two or more.

The pigment subjected to the kneading step may have an average particle diameter of 30 nm to 100 nm. When the average particle diameter of the pigment is within the above range, it is possible to effectively form a fine pattern while having excellent heat resistance and light resistance.

The colorant may be included in an amount of 30% to 65% by weight based on the total amount of the photosensitive resin composition. When the colorant is used within the above range, high luminance can be expressed in a desired color coordinate. For example, the phthalocyanine-based dye may be included in an amount of 30% by weight or more with respect to the total amount of the photosensitive resin composition. Generally, in the case of a photosensitive resin composition having a very high dye content, developability is poor and undeveloped or remains on an organic film after development. However, the photosensitive resin composition according to one embodiment does not generate residue, which is one of the conventional problems, even if the dye content is 30% by weight or more relative to the total amount of the composition. This is because the acrylic binder resin has the same composition as described above.

(B) photopolymerizable monomer

The photopolymerizable monomer may be a monofunctional or multifunctional ester of (meth)acrylic acid having at least one ethylenically unsaturated double bond.

Since the photopolymerizable monomer has the ethylenically unsaturated double bond, it can form a pattern having excellent heat resistance, light resistance and chemical resistance by causing sufficient polymerization during exposure in the pattern formation process.

Specific examples of the photopolymerizable monomer include ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, propylene glycol di (meth) acrylate, neopentyl glycol di (meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, bisphenol A di(meth)acrylate, pentaerythritol di(meth)acrylate, Pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, pentaerythritol hexa(meth)acrylate, dipentaerythritol di(meth)acrylate, dipentaerythritol tri(meth)acrylate Latex, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, bisphenol A epoxy(meth)acrylate, ethylene glycol monomethyl ether (meth)acrylate, trimethylol propane tri(meth)acrylate ) acrylate, tris(meth)acryloyloxyethyl phosphate, and novolac epoxy (meth)acrylate.

Examples of commercially available products of photopolymerizable monomers are as follows. Examples of monofunctional esters of (meth)acrylic acid include Aronix M- ^101® , M- ^111® , and M- ^114® from Toagosei Chemical Industry Co., Ltd.; KAYARAD TC-110S ^® of Nippon Kayaku Co., Ltd., the same TC-120S ^® , etc.; Osaka Yuki Kagaku Kogyo Co., Ltd.'s V- ^158® , V- ^2311® , etc. are mentioned. Examples of the bifunctional ester of (meth)acrylic acid include Aronix M- ^210® , M- ^240® , and M- ^6200® of Toagosei Chemical Industry Co., Ltd.; KAYARAD HDDA ^® from Nippon Kayaku Co., Ltd., HX-220 ^® , R-604 ^® , etc.; Examples include V- ^260® , V- ^312® , and V-335 ^HP® of Osaka Yuki Kagaku Kogyo Co., Ltd. Examples of the trifunctional ester of (meth)acrylic acid include Aronix M- ^309® , M- ^400® , M- ^405® , M- ^450® , and M from Toagosei Chemical Industry Co., Ltd. -710 ^® , M-8030 ^® , M-8060 ^® , etc.; KAYARAD TMPTA ^® from Nippon Kayaku Co., Ltd., Copper DPCA-20 ^® , Copper-30 ^® , Copper-60 ^® , Copper-120 ^® , etc.; V-295 ^® , Dong-300 ^® , Dong-360 ^® , Dong-GPT ^{® , Dong-3PA ® ,} Dong-400 ^® and the like of Osaka Yuki Kayaku Kogyo Co., Ltd. These products may be used alone or in combination of two or more.

The photopolymerizable monomer may be used after being treated with an acid anhydride to impart better developability.

The photopolymerizable monomer may be included in an amount of 1 wt% to 10 wt% based on the total amount of the photosensitive resin composition. When the photopolymerizable monomer is included within the above range, sufficient curing occurs during exposure in the pattern forming process, resulting in excellent reliability and excellent developability with an alkaline developer.

(C) photopolymerization initiator

As the photopolymerization initiator, an acetophenone-based compound, a benzophenone-based compound, a thioxanthone-based compound, a benzoin-based compound, a triazine-based compound, or an oxime-based compound may be used.

Examples of the acetophenone-based compound include 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylpropiophenone, p-t-butyltrichloroacetophenone, p-t -Butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1-(4-(methylthio)phenyl)-2-morpholinopropane-1 -one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one, etc. are mentioned.

Examples of the benzophenone-based compound 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, 3,3'-dimethyl-2-methoxybenzophenone, and the like.

Examples of the thioxanthone-based compound include thioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, 2- Chlorothioxanthone etc. are mentioned.

Examples of the benzoin-based compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, and benzyldimethylketal.

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 , 2-biphenyl-4,6-bis(trichloromethyl)-s-triazine, bis(trichloromethyl)-6-styryl-s-triazine, 2-(naphtho-1-yl)- 4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxynaphtho-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-4 -Bis(trichloromethyl)-6-piperonyl-s-triazine, 2-4-bis(trichloromethyl)-6-(4-methoxystyryl)-s-triazine, etc. are mentioned. .

Examples of the oxime-based compound include O-acyloxime-based 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. can be used Specific examples of the O-acyloxime-based compound include 1,2-octanedione, 2-dimethylamino-2-(4-methylbenzyl)-1-(4-morpholin-4-yl-phenyl)-butane -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, 1-(4-phenylsulfanylphenyl)-butan-1-one oxime -O-acetate, etc. can be used.

In addition to the above compounds, the photopolymerization initiator may be a carbazole-based compound, a diketone compound, a sulfonium borate-based compound, a diazo-based compound, an imidazole-based compound, a biimidazole-based compound, or the like.

The photopolymerization initiator may be used together with a photosensitizer that causes a chemical reaction by transferring energy after absorbing light to an excited state.

Examples of the photosensitizer include tetraethylene glycol bis-3-mercaptopropionate, pentaerythritol tetrakis-3-mercaptopropionate, dipentaerythritol tetrakis-3-mercaptopropionate, and the like. can be heard

The photopolymerization initiator may be included in an amount of 0.1% to 5% by weight based on the total amount of the photosensitive resin composition. When the photopolymerization initiator is included within the above range, photopolymerization sufficiently occurs during exposure in the pattern forming process, and a decrease in transmittance due to the unreacted initiator may be prevented.

(E) solvent

As the solvent, materials that have compatibility with the binder resin, the photopolymerizable monomer, the photopolymerization initiator, and the colorant but do not react may be used.

Examples of the solvent include alcohols such as methanol and ethanol; ethers such as dichloroethyl ether, n-butyl ether, diisoamyl ether, methylphenyl ether, and tetrahydrofuran; glycol ethers such as ethylene glycol methyl ether, ethylene glycol ethyl 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 methyl ether acetate and propylene glycol propyl ether acetate; Aromatic hydrocarbons, such as toluene and xylene; Ketones such as methyl ethyl ketone, cyclohexanone, 4-hydroxy-4-methyl-2-pentanone, methyl-n-propyl ketone, methyl-n-butyl ketone, methyl-n-amyl ketone, and 2-heptanone ; saturated aliphatic monocarboxylic acid alkyl esters such as ethyl acetate, n-butyl acetate and isobutyl acetate; lactic acid alkyl esters such as methyl lactate and ethyl lactate; hydroxyacetic acid alkyl esters such as methyl hydroxyacetate, ethyl hydroxyacetate, and butyl hydroxyacetate; acetic acid alkoxyalkyl esters such as methoxymethyl acetate, methoxyethyl acetate, methoxybutyl acetate, ethoxymethyl acetate, and ethoxyethyl acetate; 3-hydroxypropionic acid alkyl esters such as methyl 3-hydroxypropionate and ethyl 3-hydroxypropionate; 3-alkoxypropionic acid alkyl esters such as methyl 3-methoxypropionate, ethyl 3-methoxypropionate, ethyl 3-ethoxypropionate, and methyl 3-ethoxypropionate; 2-hydroxypropionic acid alkyl esters such as methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, and propyl 2-hydroxypropionate; 2-alkoxypropionic acid alkyl esters such as methyl 2-methoxypropionate, ethyl 2-methoxypropionate, ethyl 2-ethoxypropionate, and methyl 2-ethoxypropionate; 2-hydroxy-2-methylpropionic acid alkyl esters such as methyl 2-hydroxy-2-methylpropionate and ethyl 2-hydroxy-2-methylpropionate; 2-alkoxy-2-methylpropionic acid alkyl esters such as methyl 2-methoxy-2-methylpropionate and ethyl 2-ethoxy-2-methylpropionate; esters such as 2-hydroxyethyl propionate, 2-hydroxy-2-methylethyl propionate, hydroxyethyl acetate, and methyl 2-hydroxy-3-methylbutanoate; or ketonic acid ester compounds such as ethyl pyruvate, N-methylformamide, N,N-dimethylformamide, N-methylformanilide, N-methylacetamide, N,N-dimethylacetamide , N-methylpyrrolidone, dimethyl sulfoxide, benzyl ethyl ether, dihexyl ether, acetnylacetone, 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, phenyl cellosolve acetate, and the like, may be used alone or in combination of two or more thereof.

Considering miscibility and reactivity in the solvent, preferably glycol ethers such as ethylene glycol monoethyl ether; ethylene glycol alkyl ether acetates such as ethyl cellosolve acetate; esters such as 2-hydroxyethyl propionate; diethylene glycols such as diethylene glycol monomethyl ether; Propylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate and propylene glycol propyl ether acetate may be used.

The solvent may be included in a balance amount, for example, 20 wt % to 60 wt %, based on the total amount of the photosensitive resin composition. When the solvent is included within the above range, it is possible to obtain a coating film having excellent coatability of the photosensitive resin composition and excellent flatness.

(F) other additives

The photosensitive resin composition may include malonic acid; 3-amino-1,2-propanediol; silane-based coupling agents; leveling agent; fluorine-based surfactants; radical polymerization initiators; Or it may further include an additive of a combination thereof.

Examples of the silane-based coupling agent include trimethoxysilyl benzoic acid, γ methacryloxypropyl trimethoxysilane, vinyl triacetoxysilane, vinyl trimethoxysilane, γ isocyanate propyl triethoxysilane, and γ glycidox. cypropyltrimethoxysilane, β-epoxycyclohexyl)ethyltrimethoxysilane, and the like, and these may be used alone or in combination of two or more.

Examples of the fluorine-based surfactant include BM-1000 ^® and BM-1100 ^® manufactured by BM Chemie; Mecha Pack F 142D ^® , F 172 ^® , F 173 ^® , F 183 ^® and the like of Dainippon Inkki Kagaku Kogyo Co., Ltd.; Sumitomo 3M Co., Ltd. Prorad FC- ^135® , the same FC- ^170C® , the same FC- ^430® , the same FC- ^431® , etc.; Saffron S- ^112® , S- ^113® , S- ^131® , S- ^141® , S- ^145® , etc. manufactured by Asahi Grass Co., Ltd.; Commercially available products such as SH- ^28PA® , Copper- ^190® , Copper- ^193® , SZ- ^6032® , and SF- ^8428® from Toray Silicon Co., Ltd. are exemplified.

The content of the additives can be easily adjusted according to desired physical properties.

Another embodiment provides a photosensitive resin film prepared using the photosensitive resin composition described above.

Another embodiment provides a color filter including the photosensitive resin film.

A manufacturing method of the color filter is as follows.

A resin composition layer is formed by applying the above-described photosensitive resin composition to a thickness of, for example, 0.5 μm to 10 μm on a glass substrate using an appropriate method such as spin coating, roller coating, or spray coating.

Subsequently, light is irradiated to form a pattern required for a color filter on the substrate on which the resin composition layer is formed. As a light source used for irradiation, UV, electron beams, or X-rays may be used, and for example, UV in a range of 190 nm to 450 nm, specifically, 200 nm to 400 nm may be irradiated. In the irradiation step, a photoresist mask may be further used. After performing the irradiation step in this way, the resin composition layer irradiated with the light source is treated with a developing solution. At this time, the unexposed portion of the resin composition layer is dissolved to form a pattern required for the color filter. By repeating this process according to the number of colors required, a color filter having a desired pattern can be obtained. In addition, when the image pattern obtained by development in the above process is heated again or cured by irradiation with actinic rays, etc., crack resistance, solvent resistance, and the like can be improved.

Hereinafter, preferred embodiments of the present invention will be described. However, the following examples are only preferred examples of the present invention, and the present invention is not limited by the following examples.

(Preparation of photosensitive resin composition)

Examples 1 to 6 and Comparative Examples 1 to 4

Photosensitive resin compositions according to Examples 1 to 6 and Comparative Examples 1 to 4 were prepared with the compositions shown in Table 1 using the components mentioned below.

Specifically, after accurately measuring the content of the photopolymerization initiator, the solvent was added and sufficiently stirred until the photopolymerization initiator was completely dissolved (at least 30 minutes). An acrylic binder resin and a photopolymerizable monomer were sequentially added thereto, followed by stirring for about 1 hour. Subsequently, a colorant was added, an antioxidant and other additives were added, and the entire composition was finally stirred for 2 hours or more to prepare a photosensitive resin composition.

The specifications of each component used in the preparation of the photosensitive resin composition are as follows.

(A) binder resin

(A-1) Epoxy-based binder resin (EHPE-3150, DAICEL CHEMICAL Co.)

(A-2) Epoxy-based binder resin containing a structural unit represented by the following formula 2-1 having a weight average molecular weight of about 8000 g/mol (Samsung SDI)

[Formula 2-1]

(A-3) Acrylic binder resin (Samsung SDI)

(B) photopolymerizable monomer

DPHA(Nippon Kayaku)

(C) photopolymerization initiator

SPI-03 (Samyang Corporation)

(D) colorant

(D-1) C.I. pigment green 58 (SANYO)

(D-2) C.I. pigment yellow 138 (SANYO)

(D-3) Phthalocyanine-based green dye represented by the following formula P (Samsung SDI)

[Formula P]

(E) solvent

Propylene glycol methyl ether acetate (PGMEA, sigma-aldrich)

(F) other additives

Fluorinated surfactant (F-554, DIC Co.)

(Unit: % by weight) Kinds Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 (A) binder resin A-1 1.8135 1.7344 1.1074 - 2.10 2.16 2.2881 1.6553 2.7627 2.6045 A-2 1.1865 1.2656 - 1.1074 0.90 0.84 0.7119 1.3447 0.2373 0.3955 A-3 4.91 4.91 6.8026 6.8026 4.91 4.91 4.91 4.91 4.91 4.91 (B) photopolymerizable monomer B-1 5.29 5.29 5.29 5.29 5.29 5.29 5.29 5.29 5.29 5.29 (C) photopolymerization initiator C-1 0.81 0.81 0.81 0.81 0.81 0.81 0.81 0.81 0.81 0.81 (D) colorant D-1 3.00 3.00 3.00 3.00 3.00 3.00 3.00 3.00 3.00 3.00 D-2 17.79 17.79 17.79 17.79 17.79 17.79 17.79 17.79 17.79 17.79 D-3 30.22 30.22 30.22 30.22 30.22 30.22 30.22 30.22 30.22 30.22 (E) solvent 34.50 34.50 34.50 34.50 34.50 34.50 34.50 34.50 34.50 34.50 (F) other additives 0.20 0.20 0.20 0.20 0.20 0.20 0.20 0.20 0.20 0.20

Evaluation 1: Color Characteristics

Each photosensitive resin composition obtained in Examples 1 to 6 and Comparative Examples 1 to 4 was coated on bare glass at an rpm capable of exhibiting a certain thickness using a coating machine (Mikasa, Opticoat MS-A150). Thereafter, pre-baking was performed on a hot-plate at 90° C. for 2 minutes. Thereafter, using a high-pressure mercury lamp having a dominant wavelength of 365 nm, front exposure was performed under an exposure condition of 40 mj/cm ² , and baking was performed at 230° C. for 20 minutes in an oven condition to complete the preparation of the specimen. Luminance was measured using MCPD 3000 equipment before and after oven baking, and the results are shown in Table 2 below.

Evaluation 2: Chemical resistance

After the specimen obtained under the same conditions as in Evaluation 1 was immersed in NMP (N-methylpyrrolidone) solution at room temperature for 10 minutes, transmittance spectra were obtained before and after immersion, and the following was performed using a spectrophotometer (MCPD3000, Otsuka electronic Co.) The ΔEab* value was calculated according to Equation 1, and the results are shown in Table 2 below.

[Equation 1]

ΔEab* =√{(ΔL*) ² +(Δa*) ² +(Δb*) ² }

(The smaller the ΔEab* value, the better the chemical resistance)

Luminance (%) Chemical Resistance (ΔEab*) Example 1 98.59 2.40 Example 2 98.56 2.42 Example 3 98.20 2.93 Example 4 98.36 2.69 Example 5 98.49 2.47 Example 6 98.31 2.72 Comparative Example 1 97.96 3.42 Comparative Example 2 96.81 5.79 Comparative Example 3 97.95 3.44 Comparative Example 4 96.79 5.79

Through Table 2, it can be confirmed that the photosensitive resin compositions of Examples 1 to 6 have high luminance and excellent chemical resistance compared to the photosensitive resin compositions of Comparative Examples 1 to 4.

The present invention is not limited to the above embodiments, but can be manufactured in a variety of different forms, and those skilled in the art to which the present invention pertains may take other specific forms without changing the technical spirit or essential features of the present invention. It will be understood that it can be implemented as. Therefore, the embodiments described above should be understood as illustrative in all respects and not limiting.

Claims (16)

(A) a binder resin containing an epoxy-based binder resin;
(B) a photopolymerizable monomer;
(C) a photopolymerization initiator;
(D) a colorant containing a phthalocyanine-based dye; and
(E) solvent
including,
The epoxy-based binder resin is included in 10% by weight to 16% by weight based on the total amount of the binder resin photosensitive resin composition.
According to claim 1,
The epoxy-based binder resin is included in 10% by weight to 15% by weight based on the total amount of the binder resin photosensitive resin composition.
According to claim 1,
The epoxy-based binder resin is a photosensitive resin composition comprising an epoxy-based binder resin containing a structural unit represented by the following Chemical Formula 1, an epoxy-based binder resin containing a structural unit represented by the following Chemical Formula 2, or a combination thereof:
[Formula 1]

[Formula 2]

In Formula 1 and Formula 2,
R ¹ and R ² are each independently a hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group;
R ³ is a substituted or unsubstituted C3 to C20 cycloalkyl group;
L ¹ , L ⁴ and L ⁵ are each independently a single bond or a substituted or unsubstituted C1 to C20 alkylene group;
L ² is a divalent to tetravalent aliphatic organic group;
n, q1 and q2 are each independently an integer from 1 to 100,
m is an integer from 1 to 3;
According to claim 3,
The structural unit-containing epoxy binder resin represented by Formula 2 is a photosensitive resin composition having a weight average molecular weight of 5000 g / mol to 20000 g / mol.
According to claim 3,
The epoxy-based binder resin is an epoxy-based binder resin containing a structural unit represented by the formula (2) photosensitive resin composition.
According to claim 3,
The epoxy-based binder resin includes a structural unit-containing epoxy-based binder resin represented by Chemical Formula 1 and a structural unit-containing epoxy-based binder resin represented by Chemical Formula 2, and the structural unit-containing epoxy-based binder represented by Chemical Formula 1 A photosensitive resin composition in which the resin and the structural unit-containing epoxy binder resin represented by Formula 2 are included in a weight ratio of 3:7 to 7:3.
According to claim 1,
The epoxy equivalent weight of the epoxy-based binder resin is 150 g / eq to 200 g / eq of the photosensitive resin composition.
According to claim 1,
The photosensitive resin composition of claim 1 , wherein the binder resin further comprises an acrylic binder resin, a cardo binder resin, or a combination thereof.
According to claim 1,
The phthalocyanine-based dye is a photosensitive resin composition represented by Formula 3 below:
[Formula 3]

In Formula 3,
R ⁴ to R ¹¹ are each independently a halogen atom, a substituted or unsubstituted C1 to C20 alkoxy group, or a substituted or unsubstituted C6 to C20 aryloxy group;
R ¹² to R ¹⁹ are each independently a hydrogen atom;
At least one of R ⁴ to R ⁷ and at least one of R ⁸ to R ¹¹ are each independently represented by the following formula (4),
[Formula 4]

In Formula 4,
R ²⁰ and R ²¹ are each independently a C1 to C10 alkyl group unsubstituted or substituted with a C1 to C5 alkyl group;
o and p are each independently an integer of 0 to 5, provided that 1 ≤ o+p ≤ 5.
According to claim 9,
In Formula 3,
R ⁶ and R ⁹ are each independently represented by Formula 4;
R ⁴ , R ⁵ , R ⁷ , R ⁸ , R ¹⁰ and R ¹¹ are each independently a halogen atom, the photosensitive resin composition.
According to claim 1,
The photosensitive resin composition further comprises a green pigment and a yellow pigment as the colorant.
According to claim 1,
The photosensitive resin composition, relative to the total amount of the photosensitive resin composition
1% to 10% by weight of the (A) binder resin;
1% to 10% by weight of the (B) photopolymerizable monomer;
0.1% to 5% by weight of the (C) photopolymerization initiator;
30% to 65% by weight of the (D) colorant; and
The remaining amount of the above (E) solvent
Photosensitive resin composition comprising a.
According to claim 1,
The photosensitive resin composition may include malonic acid; 3-amino-1,2-propanediol; silane-based coupling agents; leveling agent; fluorine-based surfactants; radical polymerization initiators; Or a photosensitive resin composition further comprising an additive of a combination thereof.
A photosensitive resin film prepared using the photosensitive resin composition of any one of claims 1 to 13.
A color filter comprising the photosensitive resin film of claim 14 .
A display device comprising the color filter of claim 15 .