KR20240118460A - Colored Photosensitive Resin Composition, Color Filter and Display Device - Google Patents

Abstract

The present invention relates to: a coloring photosensitive resin composition comprising a colorant, an alkali soluble resin, a photopolymerizable compound, a photopolymerizable initiator, and a solvent, wherein the colorant includes a magenta dye and a red pigment, the photopolymerization initiator includes an oxime-based photopolymerizable initiator, and a weight ratio of the alkali soluble resin to the photopolymerizable compound is 4.9 : 5.1 to 2 : 8; a color filter formed using the same; and an image display device having the color filter. The coloring photosensitive resin composition according to the present invention exhibits no hole residue when applied to a color filter and demonstrates excellent hole resolution and durability under high-temperature and high-humidity conditions.

Description

Colored Photosensitive Resin Composition, Color Filter and Display Device}

The present invention relates to a colored photosensitive resin composition, a color filter, and an image display device. More specifically, a colored photosensitive resin composition that leaves no hole residue when applied to a color filter and has excellent hole resolution and durability under high temperature and high humidity conditions. It relates to a color filter formed using a color filter and an image display device equipped with the color filter.

Color filters are widely used in various display devices such as imaging devices, liquid crystal displays (LCDs), and organic light emitting diodes (OLEDs), and their application range is rapidly expanding. The color filter is usually made by uniformly applying a colored photosensitive resin composition containing colorants corresponding to each color of red, green, and blue on a substrate on which a black matrix pattern is formed by spin coating, followed by heat drying (hereinafter, preliminarily It is manufactured by repeating the process of exposing and developing the formed coating film (sometimes referred to as firing) for each color to form pixels of each color, if necessary, further heating and hardening (hereinafter sometimes referred to as post-firing). .

In order to apply pixels formed in a color filter in various forms, it is necessary to ensure sufficient pattern characteristics to enable fine patterning in the form of dots as well as hole patterns.

However, unlike dot patterns, when exposing hole patterns, some light diffracts at the border of the mask and penetrates into the non-exposed area, making it difficult to secure pattern characteristics such as resolution and residue. In severe cases, problems such as hole clogging may occur, increasing the defect rate. You can.

Republic of Korea Patent No. 10-2241229 describes a composition for forming magenta pixels that does not substantially contain colorants other than magenta pigment.

However, in the case of this composition, there is a problem of poor hole resolution and residue characteristics.

Republic of Korea Patent No. 10-2241229

One object of the present invention is to provide a colored photosensitive resin composition that leaves no hole residue when applied to a color filter and has excellent hole resolution and durability under high temperature and high humidity conditions.

Another object of the present invention is to provide a colored pattern formed using the colored photosensitive resin composition.

Another object of the present invention is to provide a color filter including the coloring pattern.

Another object of the present invention is to provide an image display device equipped with the color filter.

On the other hand, the present invention is a colored photosensitive resin composition comprising a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent, wherein the colorant includes a magenta dye and a red pigment, and the photopolymerization initiator includes an oxime-based photopolymerization initiator. It provides a colored photosensitive resin composition, wherein the weight ratio of the alkali-soluble resin and the photopolymerizable compound is 4.9:5.1 to 2:8.

In one embodiment of the present invention, the magenta dye has a maximum absorption wavelength in the range of 550 to 600 nm, and when the absorbance of the maximum absorption wavelength is normalized to 1, the difference in the wavelength at which the absorbance becomes 0.5 may be 30 nm or less.

In one embodiment of the present invention, the magenta dye may have a half width of 30 nm or less.

In one embodiment of the present invention, the red pigment may be one or more of C.I Pigment Red 177 and 254.

In one embodiment of the present invention, the content of the oxime-based photopolymerization initiator may be 0.01 to 10% by weight based on 100% by weight of the total solid content in the colored photosensitive resin composition.

On the other hand, the present invention provides a colored pattern formed using the colored photosensitive composition.

On the other hand, the present invention provides a color filter including the coloring pattern.

On the other hand, the present invention provides an image display device equipped with the color filter.

The colored photosensitive resin composition according to the present invention includes a colorant including a magenta dye and a red pigment, a photopolymerization initiator including an oxime-based photopolymerization initiator, and an alkali-soluble resin and a photopolymerizable compound in a ratio of 4.9:5.1 to 2:8. By including it in a weight ratio of , there is no hole residue when applying the color filter, and hole resolution and durability under high temperature and high humidity conditions are excellent.

Hereinafter, the present invention will be described in more detail.

One embodiment of the present invention is a colored photosensitive resin composition comprising a colorant (A), an alkali-soluble resin (B), a photopolymerizable compound (C), a photopolymerization initiator (D), and a solvent (E), wherein the colorant It relates to a colored photosensitive resin composition that includes a magenta dye and a red pigment, the photopolymerization initiator includes an oxime-based photopolymerization initiator, and the weight ratio of the alkali-soluble resin and the photopolymerizable compound is 4.9:5.1 to 2:8.

Hereinafter, the colored photosensitive resin composition according to an embodiment of the present invention will be described in detail for each component.

Colorant (A)

In one embodiment of the present invention, the colorant (A) includes magenta dye and red pigment.

Since the present invention includes both the magenta dye and the red pigment, there is no hole residue when applying a color filter, and hole resolution is excellent.

The magenta dye may be tetraazaporphyrin-based, but is not limited thereto. The magenta dye has a maximum absorption wavelength in the range of 550 to 600 nm, and when the absorbance of the maximum absorption wavelength is normalized to 1, the difference in the wavelength at which the absorbance becomes 0.5 may be 30 nm or less. In addition, it is preferable that the magenta dye has a half width of 30 nm or less in terms of color gamut.

Specific examples of the magenta dye include Acid Magenta IIS (British dyestuffs corporation, BDC), Magenta S (Interessen Gemeinschaft Farbenindustrie A.G., IG), ABS 584, ABS 594, etc. Among these, from the group consisting of ABS 584 and ABS 594 It is preferable to include at least one selected type.

Specific examples of the red pigment include C.I. Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 215, 216, 224, 242, 254, 255, 264 and 277, etc., Among these, the C.I. It is preferable to include at least one selected from the group consisting of Pigment Red 177 and 254.

The colorant (A) of the present invention may contain additional dyes and/or pigments in addition to the magenta dye and red pigment.

dye (a1)

The dye can be used without limitation as long as it has solubility in organic solvents. It is preferable to use a dye that has solubility in organic solvents and can ensure reliability such as solubility in alkaline developers, heat resistance, and solvent resistance. The dye may be selected from acid dyes having an acidic group such as sulfonic acid or carboxylic acid, salts of acid dyes and nitrogen-containing compounds, sulfonamides of acid dyes, and their derivatives. In addition, azo-based, xanthene-based, and phthalocyanine Acidic dyes and their derivatives can also be selected.

Preferably, the dye may be a compound classified as a dye in the color index (published by The Society of Dyers and Colourists) or a known dye described in a dyeing note (color dyeing yarn).

Specific examples of the dye include C.I. As a solvent dye,

C.I. Yellow dyes such as Solvent Yellow 4, 14, 15, 21, 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, 162;

C.I. Red dyes such as Solvent Red 8, 45, 49, 122, 125, 130;

C.I. Orange dyes such as Solvent Orange 2, 7, 11, 15, 26, and 56;

C.I. Blue dyes such as Solvent Blue 35, 37, 59, and 67;

C.I. and green dyes such as Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, and 35.

Additionally, C.I. As acid dye

C.I. Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178, 179, 4, Yellow dyes such as 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251;

C.I. Orange dyes such as acid orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169, 173;

C.I. Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 34, 35, 37, 42, 44, 50, 51, 52, 57, 66, 73, 80, 87, 88, 91, 92, 94, 97, 103, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 158, 176, 182, 183, 198, 206, 211, 215, 216, 217, 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 195, 308, 312, 315, 316, 339, 341, 345, 346, 9, Red dyes such as 382, 383, 394, 401, 412, 417, 418, 422, 426, etc.;

C.I. Acid Blue 1, 7, 9, 15, 18, 23, 25, 27, 29, 40, 42, 45, 51, 62, 70, 74, 80, 83, 86, 87, 90, 92, 96, 103, 112, 113, 120, 129, 138, 147, 150, 158, 171, 182, 192, 210, 242, 243, 256, 259, 267, 278, 280, 285, 290, 296, 315, 324:1, Blue dyes such as 335 and 340;

C.I. Violet dyes such as acid violet 6B, 7, 9, 17, and 19;

C.I. and green dyes such as Acid Green 1, 3, 5, 9, 16, 25, 27, 50, 58, 63, 65, 80, 104, 105, 106, and 109.

Additionally, C.I. As a direct dye

C.I. Direct Yellow 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, yellow dyes such as 136, 138, 141;

C.I. Direct Red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204, 207, 211, Red dyes such as 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246, 250;

C.I. Orange dyes such as Direct Orange 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107;

C.I. Direct Blue 38, 44, 57, 70, 77, 80, 81, 84, 85, 86, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113, 114, 115, 117, 119, 137, 149, 150, 153, 155, 156, 158, 159, 160, 161, 162, 163, 164, 166, 167, 170, 171, 172, 173, 188, 9, 190, 192, 193, 194, 196, 198, 199, 200, 207, 209, 210, 212, 213, 214, 222, 228, 229, 237, 238, 242, 243, 244, 245, 247, 24 8, Blue dyes such as 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293;

C.I. Violet dyes such as Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, and 104;

C.I. and green dyes such as Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, and 82.

Additionally, C.I. As modanto dye

C.I. Yellow dyes such as Modanto Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65;

C.I. Modanto Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 30, 32, 33, 36, 37, 38, 39, 41 , 43, 45, 46, 48, 53, 56, 63, 71, 74, 85, 86, 88, 90, 94, 95, etc.;

C.I. Orange dyes such as Modanto Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48 ;

C.I. Modanto Blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, 43 , 44, 48, 49, 53, 61, 74, 77, 83, 84, etc.;

C.I. Violet dyes such as Modanto Violet 1, 2, 4, 5, 7, 14, 22, 24, 30, 31, 32, 37, 40, 41, 44, 45, 47, 48, 53, 58;

C.I. and green dyes such as Modanto Green 1, 3, 4, 5, 10, 15, 19, 26, 29, 33, 34, 35, 41, 43, and 53.

The above dyes can be used individually or in combination of two or more types.

Pigment (a2)

The pigment may include organic pigments, inorganic pigments, or mixtures thereof commonly used in the art.

The organic pigment may be a variety of pigments used in printing ink, inkjet ink, etc., and specifically, phthalocyanine water-soluble azo pigment, insoluble azo pigment, phthalocyanine pigment, quinacridone pigment, and isoindolinone pigment. , isoindoline pigment, perirene pigment, perrinone pigment, dioxazine pigment, anthraquinone pigment, dianthraquinonyl pigment, anthrapyrimidine pigment, anthanthrone pigment, indanthrone pigment, pravanthrone Pigments, pyranthrone pigments, or diketopyrroropyrrole pigments may be included.

The pigment may, if necessary, undergo resin treatment, surface treatment using a pigment derivative into which an acidic group or basic group is introduced, graft treatment on the pigment surface with a polymer compound, etc., atomization treatment using a sulfuric acid atomization method, etc., or treatment to remove impurities. Washing treatment with an organic solvent, water, etc., treatment to remove ionic impurities using an ion exchange method, etc. may also be performed.

Examples of the inorganic pigment include metal compounds such as metal oxides and metal complex salts, and specifically, oxides of metals such as iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, or carbon black. Or complex metal oxides, etc. can be mentioned.

In particular, the pigment may be a compound classified as a pigment in the color index (published by The Society of Dyers and Colourists), and more specifically, a pigment with the following color index (C.I.) number may be used. , but is not necessarily limited to these.

C.I. Pigment Yellow 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 180, 185 and 242

C.I. Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, and 71

C.I. Pigment Violet 14, 19, 23, 29, 32, 33, 36, 37 and 38

C.I. Pigment Blue 15 (15:3, 15:4, 15:6, etc.), 21, 28, 60, 64 and 76

C.I. Pigment Green 7, 10, 15, 25, 36, 47, 58, 59, 62 and 63

C.I Pigment Brown 28

C.I Pigment Black 1 and 7, etc.

The C.I. illustrated above. Among pigments, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, C.I. Pigment Yellow 185, C.I. Pigment Orange 38, C.I. Pigment Violet 23, C.I. Pigment Blue 15:6, C.I. Pigment Green 7, C.I. Pigment Green 36 or C.I. A pigment selected from Pigment Green 58 can be preferably used.

It is preferable to use a pigment dispersion whose particle size is uniformly dispersed as the pigment. An example of a method for uniformly dispersing the particle size of the pigment is a method of dispersing the pigment by adding a pigment dispersant. According to this method, a pigment dispersion in which the pigment is uniformly dispersed in the solution can be obtained.

Pigment dispersant (a3)

The pigment dispersant (a3) is added to de-agglomerate and maintain stability of the pigment, and those commonly used in the field can be used without limitation.

Commercially available dispersants include BYK's LPN-6919, Disperbyk-101, 103, 107, 108, 110, 111, 112, 116, 130, 140, 142, 154, 161, 162, 163, 164, 165, 166, 167, 168, 170, 171, 174, 180, 181, 182, 183, 184, 185, 190, 2000, 2001, 2009, 2010, 2020, 2025, 2050, 2070, 2095, 2150, 21 55, 2163, 2164 and Lubrizol's SOLSPERSE-3000, 9000, 13000, 13240, 13650, 13940, 16000, 17000, 18000, 20000, 21000, 24000, 26000, 27000, 28000, 31845, 3. 2000, 32500, 32550, 33500, 32600, 34750, There are 35100, 36600, 38500, 41000, 41090, 53095, 55000, 56000, 76500, etc.

These can be used alone or in a mixture of two or more types, preferably LPN-6919 from BYK, Disperbyk-2000, 2001 from BYK, a dispersant with an acidic functional group, or SOLSPERSE-3000, 21000, 26000, 36600 from Lubrizol. , 41000, etc., but are not limited to these.

The content of the pigment dispersant (a3) is 5 to 60 parts by weight, preferably 15 to 50 parts by weight, based on 100 parts by weight of pigment (a2). If the content of the pigment dispersant (a3) exceeds 60 parts by weight, the viscosity may increase, and if it is less than 5 parts by weight, it may be difficult to atomize the pigment or cause problems such as gelation after dispersion.

The colorant (A) may be included in an amount of 0.1 to 20% by weight, preferably 0.1 to 10% by weight, based on 100% by weight of the total solid content in the colored photosensitive resin composition. When the colorant is contained within the above range, the color density of the pixel is sufficient even when a thin film is formed, and the missingness of the non-pixel portion is not reduced during development, so it is difficult to generate residue, which is preferable.

In the present invention, the solid content in the colored photosensitive resin composition means the total of components from which the solvent has been removed.

Alkali soluble resin (B)

In one embodiment of the present invention, the alkali-soluble resin (B) generally has reactivity and alkali solubility under the action of light or heat, and acts as a dispersion medium for the colorant.

Examples of the alkali-soluble resin (B) include a carboxyl group-containing monomer and a copolymer of this monomer with another copolymerizable monomer.

Examples of the carboxyl group-containing monomer include unsaturated carboxylic acids such as unsaturated monocarboxylic acids, unsaturated dicarboxylic acids, and unsaturated tricarboxylic acids, etc., which have two or more carboxyl groups in the molecule. I can hear it. Here, examples of unsaturated monocarboxylic acids include acrylic acid, methacrylic acid, crotonic acid, α-chloroacrylic acid, and cinnamic acid. Examples of unsaturated dicarboxylic acids include maleic acid, fumaric acid, itaconic acid, citraconic acid, and mesaconic acid. The unsaturated polyhydric carboxylic acid may be an acid anhydride, and specific examples include maleic anhydride, itaconic anhydride, and citraconic anhydride. In addition, the unsaturated polyhydric carboxylic acid may be its mono(2-methacryloyloxyalkyl) ester, for example, mono(2-acryloyloxyethyl) succinic acid, mono(2-methacryloyloxyethyl succinic acid), ), mono(2-acryloyloxyethyl) phthalate, mono(2-methacryloyloxyethyl) phthalate, etc. The unsaturated polycarboxylic acid may be a mono(meth)acrylate of the dicarboxylic polymer at both ends, and examples include ω-carboxypolycaprolactone monoacrylate, ω-carboxypolycaprolactone monomethacrylate, etc. . These carboxyl group-containing monomers can be used individually or in combination of two or more types.

Reactive monomers copolymerizable with the carboxyl group-containing monomer include aromatic vinyl compounds such as styrene, α-methylstyrene, and vinyl toluene; Methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, benzyl acrylate, benzyl methacrylate unsaturated carboxylate compounds such as crylates; unsaturated aminoalkyl carboxylate compounds such as aminoethyl acrylate; unsaturated glycidyl carboxylate compounds such as glycidyl (meth)acrylate; Vinyl carboxylate compounds such as vinyl acetate, vinyl propionate, etc.; Vinyl cyanide compounds such as acrylonitrile, methacrylonitrile, and α-chloroacrylonitrile; 3-methyl-3-acryloxymethyl oxetane, 3-methyl-3-methacryloxy methyl oxetane, 3-ethyl-3-acryloxy methyl oxetane, 3-ethyl-3-methacryloxy methyl oxetane, 3-methyl-3-acryloxy ethyl oxetane, 3-methyl-3-methacryloxy ethyl oxetane, 3-methyl-3-acryloxy ethyl oxetane and 3-methyl-3-methacryloxy ethyl oxetane, etc. The same unsaturated oxetane carboxylate compounds, etc. can be mentioned. These may be used alone or in combination of two or more.

The alkali-soluble resin may have an acid value of 10 to 200 (KOH mg/g), preferably 10 to 150 (KOH mg/g). When the acid value of the alkali-soluble resin satisfies the above range, the colored photosensitive resin composition can secure a sufficient development speed and improve adhesion to the substrate to prevent short circuiting of the pattern. Here, the acid value is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of polymer, and can usually be obtained by titration using an aqueous potassium hydroxide solution.

The polystyrene-equivalent weight average molecular weight (hereinafter simply referred to as 'weight average molecular weight') measured by gel permeation chromatography (GPC; using tetrahydrofuran as an elution solvent) of the alkali-soluble resin is 3,000 to 30,000, preferably 5,000. It may be from 25,000. If the molecular weight is within the above range, the hardness of the coating film may be improved, the residual film rate may be high, the solubility of non-exposed portions in the developer may be excellent, and resolution may tend to be improved.

The molecular weight distribution [weight average molecular weight (Mw)/number average molecular weight (Mn)] of the alkali-soluble resin (B) may be 1.5 to 6.0, preferably 1.8 to 4.0. If the molecular weight distribution is within the above range, developability may be excellent.

The content of the alkali-soluble resin (B) may be 5 to 80% by weight, preferably 10 to 80% by weight, based on 100% by weight of the total solid content in the colored photosensitive resin composition. If the content of the alkali-soluble resin is less than 5% by weight, the sensitivity of non-exposed parts to dissolve in the developer may decrease and residues may occur, and if it exceeds 80% by weight, the degree of photocuring may decrease and the exposed parts may dissolve in the developer. there is.

Photopolymerizable compound (C)

In one embodiment of the present invention, the photopolymerizable compound (C) is a compound that can be polymerized by the action of a photopolymerization initiator (D) to be described later, and is crosslinked or polymerized by an exposure process to improve the mechanical properties of the colored pattern. , serves to complement the developability of the alkali-soluble resin (B).

Examples of the photopolymerizable compound (C) include monofunctional photopolymerizable compounds, bifunctional photopolymerizable compounds, and trifunctional or more multifunctional photopolymerizable compounds.

Specific examples of the monofunctional photopolymerizable compound include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate, N- Vinylpyrrolidone, etc. can be mentioned.

Specific examples of the bifunctional photopolymerizable compound include 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, and triethylene glycol di(meth)acrylate. salt, bis(acryloyloxyethyl)ether of bisphenol A, and 3-methylpentanediol di(meth)acrylate.

Specific examples of the trifunctional or more multifunctional photopolymerizable compound include trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, and propoxylated trimethylolpropane tri(meth)acrylate. , pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, ethoxylated pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol Hexa(meth)acrylate, ethoxylated dipentaerythritol hexa(meth)acrylate, propoxylated dipentaerythritol hexa(meth)acrylate, etc.

The photopolymerizable compounds exemplified above can be used alone or in combination of two or more types.

The photopolymerizable compound may be included in an amount of 0.5 to 80% by weight, preferably 5 to 80% by weight, based on 100% by weight of the total solid content in the colored photosensitive resin composition of the present invention. When the photopolymerizable compound is included in the above range, there is no decrease in photosensitivity, the strength of the film is sufficient, the pattern is not lost during development, the pattern construction is good even in the fine pattern area, and the smoothness of the resist is good. There may be a tendency.

In one embodiment of the present invention, the weight ratio of the alkali-soluble resin and the photopolymerizable compound is 4.9:5.1 to 2:8, preferably 4:6 to 2:8. When the weight ratio satisfies the above conditions, there is no hole residue when the colored photosensitive resin composition is applied to a color filter, and excellent hole resolution and durability under high temperature and high humidity conditions can be achieved.

Photopolymerization initiator (D)

In one embodiment of the present invention, the photopolymerization initiator (D) includes an oxime-based photopolymerization initiator.

By containing an oxime-based photopolymerization initiator, the colored photosensitive resin composition according to the present invention can improve durability under high temperature and high humidity conditions when applying a color filter.

Specific examples of the oxime-based compounds include o-ethoxycarbonyl-α-oxyimino-1-phenylpropan-1-one, 1,2-octadione, -1-(4-phenylthio)phenyl, -2- (o-benzoyloxime), ethanone, -1-(9-ethyl)-6-(2-methylbenzoyl-3-yl)-,1-(o-acetyloxime), etc.

Commercially available products of the above-mentioned oxime compounds include Irgacure OXE-01, OXE-02, OXE-03 (manufactured by BASF), NCIseries, N-1919 (manufactured by ADEKA), PBG series (manufactured by TRONLY) ), etc., but are not limited to this.

Additionally, the photopolymerization initiator (D) may be used in combination with the photopolymerization initiation auxiliary agent (d1) in order to improve the sensitivity of the colored photosensitive resin composition of the present invention. By containing the photopolymerization initiation aid (d1), the colored photosensitive resin composition according to one embodiment of the present invention can further increase sensitivity and improve productivity.

The photopolymerization initiation aid (d1) may preferably be, for example, one or more compounds selected from the group consisting of amine compounds, carboxylic acid compounds, and organic sulfur compounds having a thiol group.

Specifically, the amine compounds include aliphatic amine compounds such as triethanolamine, methyldiethanolamine, and triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, and 4-dimethyl. 2-ethylhexyl aminobenzoate, 2-dimethylaminoethyl benzoate, N,N-dimethylparatoluidine, 4,4'-bis(dimethylamino)benzophenone (common name: Michler's ketone), 4,4'-bis(di Aromatic amine compounds such as ethylamino)benzophenone can be used, and it is especially preferable to use aromatic amine compounds.

The carboxylic acid compound is preferably an aromatic heteroacetic acid, specifically phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, and dimethoxyphenylthioacetic acid. Acetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthoxyacetic acid, etc. are mentioned.

Specific examples of the organic sulfur compounds having the thiol group include 2-mercaptobenzothiazole, 1,4-bis(3-mercaptobutyryloxy)butane, and 1,3,5-tris(3-mercaptobutyloxyethyl). -1,3,5-triazine-2,4,6(1H,3H,5H)-trione, trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetrakis(3-mercapto) butyrate), pentaerythritol tetrakis (3-mercaptopropionate), dipentaerythritol hexakis (3-mercaptopropionate), tetraethylene glycol bis (3-mercaptopropionate), etc. I can hear it.

The photopolymerization initiator (D) is included in an amount of 0.01 to 10% by weight, preferably 0.1 to 10% by weight, more preferably 1 to 5% by weight, based on 100% by weight of the total solid content in the colored photosensitive resin composition of the present invention. You can. Within the above range, the coloring photosensitive resin composition becomes highly sensitive and the exposure time is shortened, thereby improving productivity and maintaining high resolution. Additionally, the strength of the pixel portion formed using the composition and the smoothness of the surface of the pixel portion can be improved.

In addition, when the photopolymerization initiation aid (d1) is further used, the photopolymerization initiation aid (d1) may be included in an amount of 0.1 to 3% by weight based on 100% by weight of the total colored photosensitive resin composition of the present invention. Within the above range, the sensitivity of the colored photosensitive resin composition can be higher, and the productivity of the color filter formed using the composition can be improved.

Solvent (E)

In one embodiment of the present invention, the solvent used in a typical colored photosensitive resin composition can be used without particular restrictions, as long as it is effective in dissolving other components included in the colored photosensitive resin composition of the present invention.

The solvent specifically includes ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, and ethylene glycol monobutyl ether; Diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether; Ethylene glycol alkyl ether acetates such as methyl cellosolve acetate and ethyl cellosolve acetate; Alkylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, methoxybutyl acetate, and methoxypentyl acetate; Aromatic hydrocarbons such as benzene, toluene, xylene, and mesitylene; Ketones such as methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone; Alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, and glycerin; esters such as ethyl 3-ethoxypropionate and methyl 3-methoxypropionate; and cyclic esters such as γ-butyrolactone.

Among the above solvents, it is more preferable to use an organic solvent with a boiling point of 100°C to 200°C in terms of coating and drying properties, examples of which include propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, and ethyl. These include lactate, butalactate, ethyl 3-ethoxypropionate, and methyl 3-methoxypropionate.

The solvents exemplified above can be used individually or in combination of two or more.

The solvent may be included in an amount of 30 to 95 wt%, preferably 40 to 85 wt%, based on 100 wt% of the total colored photosensitive resin composition of the present invention. When the solvent is included in the above range, it provides the effect of improving applicability when applied with a coating device such as a roll coater, spin coater, slit and spin coater, slit coater (sometimes called a die coater), and inkjet. .

Additive (F)

The colored photosensitive resin composition of the present invention can be used in combination with additives (F) such as other polymer compounds, curing agents, surfactants, adhesion promoters, antioxidants, anti-agglomerates, silane coupling agents, or sensitizers as needed.

Specific examples of the other polymer compounds include curable resins such as epoxy resins and maleimide resins, and thermoplastic resins such as polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, polyfluoroalkyl acrylate, polyester, and polyurethane. I can hear it.

The curing agent is used to improve deep hardening and mechanical strength, and specific examples of the curing agent include epoxy compounds, polyfunctional isocyanate compounds, melamine compounds, and oxetane compounds.

Specific examples of the epoxy compound in the curing agent include bisphenol A-based epoxy resin, hydrogenated bisphenol A-based epoxy resin, bisphenol F-based epoxy resin, hydrogenated bisphenol F-based epoxy resin, novolak-type epoxy resin, other aromatic epoxy resins, and cycloaliphatic epoxy. Resin, glycidyl ester-based resin, glycidylamine-based resin, or brominated derivatives of these epoxy resins, aliphatic, alicyclic, or aromatic epoxy compounds other than epoxy resins and brominated derivatives thereof, butadiene (co)polymer epoxide, isoprene (Co)polymer epoxide, glycidyl (meth)acrylate (co)polymer, triglycidyl isocyanurate, etc. are mentioned.

Specific examples of the oxetane compound in the curing agent include carbonate bisoxetane, xylene bisoxetane, adipate bisoxetane, terephthalate bisoxetane, and cyclohexanedicarboxylic acid bisoxetane.

The curing agents exemplified above can be used individually or in combination of two or more types.

The curing agent may be used in combination with a curing auxiliary compound that can cause ring-opening polymerization of the epoxy group of an epoxy compound and the oxetane skeleton of an oxetane compound. The curing auxiliary compounds include, for example, polyhydric carboxylic acids, polyhydric carboxylic acid anhydrides, and acid generators. The above polyhydric carboxylic acid anhydride can be used as a commercially available epoxy resin curing agent. Specific examples of the epoxy resin curing agent include Adeka Hardona EH-700 (manufactured by Adeka Kogyo Co., Ltd.), Rikasiddo HH (manufactured by Nippon Ewha Co., Ltd.), and MH-700 (manufactured by Nippon Ewha Co., Ltd.). there is.

The surfactant can be used to further improve the film formation of the photosensitive resin composition, and a fluorine-based surfactant or a silicone-based surfactant can be preferably used.

Examples of the silicone-based surfactants are commercially available products such as DC3PA and DC7PA from Dow Corning Toray Silicone, and TSF-4440 and TSF-4300 from GE Toshiba Silicone. Examples of the fluorine-based surfactant include Megapeace F-470 and F-471 from Dainippon Ink Chemicals as commercial products. The surfactants exemplified above can be used individually or in combination of two or more types.

Specific examples of the adhesion promoter include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris(2-methoxyethoxy)silane, N-(2-aminoethyl)-3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl)-3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2-( 3,4-Epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-mercaptopropyltrimeth Toxysilane, 3-isocyanatopropyltrimethoxysilane, 3-isocyanatopropyltriethoxysilane, etc. are mentioned. The adhesion promoters exemplified above can be used individually or in combination of two or more.

Specific examples of the antioxidant include 2,2'-thiobis(4-methyl-6-t-butylphenol), 2,6-di-t-butyl-4-methylphenol, bis(1-octyloxy-2 , 2,6,6-tetramethyl-4-piperidyl) sebacate, etc.

Specific examples of the anti-agglomeration agent include, but are not limited to, sodium polyacrylate.

Examples of the silane coupling agent include aminopropyltriethoxysilane, γ-mercaptopropyltrimethoxysilane, and γ-methacryloxypropyltrimethoxysilane, and commercially available products include SH6062 and SZ6030 (Toray-Dow Corning Silicon co., Ltd.), KBE903, KBM803 (Shin-Etsu silicone co., Ltd.), etc.

Examples of the sensitizers include 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 2,2'-bis(o-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 10-butyl-2-chloroacridone, 2-ethylanthraquinone, benzyl, 9,10-phenanthrenequinone, camphorquinone, methylphenylglyoxylate, titanocene compounds, and the like.

The colored photosensitive resin composition according to one embodiment of the present invention can be produced, for example, by the following method.

First, the pigment of the colorant (A) is mixed with the solvent (E) and dispersed using a bead mill or the like until the average particle diameter of the pigment is about 0.2 μm or less. At this time, if necessary, the pigment dispersant, part or all of the alkali-soluble resin (B), or dye may be mixed with the solvent (E) to dissolve or disperse. The remainder of the alkali-soluble resin (B), the photopolymerizable compound (C), the photopolymerization initiator (D), the additive (F), and, if necessary, the solvent (E) are further added to the mixed dispersion to reach a predetermined concentration, according to the present invention. A colored photosensitive resin composition according to can be manufactured.

One embodiment of the present invention relates to a color filter formed using the above-described colored photosensitive resin composition. A color filter according to an embodiment of the present invention includes a colored layer formed by applying the above-described colored photosensitive resin composition on a substrate and exposing and developing it in a predetermined pattern.

Hereinafter, the pattern formation method using the colored photosensitive resin composition of the present invention will be described in detail.

The method of forming a pattern using the colored photosensitive resin composition of the present invention may use methods known in the art, but typically include an application step; exposure step; and a removal step. The colored photosensitive resin composition of the present invention can be applied to a substrate, photo-cured and developed to form a pattern, allowing it to be used as colored pixels (colored images).

Specifically, the colored photosensitive resin composition is applied to a glass substrate on which nothing has been applied and a glass substrate on which SiNx (protective film) has been applied to a thickness of 500 to 1,500 Å using an appropriate method such as spin coating or slit coating, to a thickness of 2.0 to 1,500 Å. Apply with a thickness of 3.4 ㎛. After application, light is irradiated to form the pattern required for the color filter. After irradiating light, the applied layer is treated with an alkaline developer, so that the unirradiated portion of the applied layer is dissolved and the pattern required for the color filter is formed. By repeating this process according to the number of required R, G, and B colors, a color filter with a desired pattern can be obtained. In addition, in the above process, crack resistance, solvent resistance, etc. can be further improved by heating the image pattern obtained through development again or hardening it by irradiation with actinic rays, etc.

One embodiment of the present invention relates to an image display device equipped with the above-described color filter.

The color filter of the present invention can be used for various image displays, such as an electroluminescent display (EL), a plasma display (PDP), a field emission display (FED), and an organic light emitting device (OLED), as well as a typical liquid crystal display (LCD). Applicable to devices.

The image display device of the present invention includes configurations known in the art, except that it is provided with the color filter described above.

In addition to the color filter described above, the image display device according to an embodiment of the present invention includes a red pattern layer containing red quantum dot particles, a green pattern layer containing green quantum dot particles, and a blue pattern layer containing blue quantum dot particles. Additional color filters can be provided. In such cases, the emission light of the light source applied to the image display device is not particularly limited, but in terms of better color reproduction, a light source that emits blue light can be preferably used.

In addition to the color filter described above, the image display device according to an embodiment of the present invention may further include a color filter including only two color pattern layers among a red pattern layer, a green pattern layer, and a blue pattern layer. In such case, the color filter further includes a transparent pattern layer that does not contain quantum dot particles. In the case where only two color pattern layers are provided, a light source that emits light with a wavelength representing the remaining colors not included can be used. For example, when it includes only a red pattern layer and a green pattern layer, a light source that emits blue light can be used. In such a case, the red quantum dot particles emit red light, the green quantum dot particles emit green light, and the transparent pattern layer emits blue light as it is and appears blue.

Hereinafter, the present invention will be described in more detail through examples, comparative examples, and experimental examples. These examples, comparative examples, and experimental examples are only for illustrating the present invention, and it is obvious to those skilled in the art that the scope of the present invention is not limited thereto.

Preparation Example 1: Preparation of pigment dispersion

As a pigment, C.I. A mixed solution containing 24 parts by weight of Pigment Red 254, 24 parts by weight of BYK2001 (Disperbig: BYK, solid content 46% by weight) as a dispersant, and 136 parts by weight of propylene glycol methyl ether acetate as a solvent was added to the beads. A pigment dispersion was prepared by mixing and dispersing in a mill for 12 hours.

Preparation Example 2: Preparation of pigment dispersion

As a pigment, C.I. A mixed solution containing 24 parts by weight of Pigment Red 177, 10 parts by weight of BYK2001 (Disperbig: BYK, solid content 46% by weight) as a dispersant, and 136 parts by weight of propylene glycol methyl ether acetate as a solvent was added to the beads. A pigment dispersion was prepared by mixing and dispersing in a mill for 12 hours.

Examples 1 to 24 and Comparative Examples 1 to 21: Preparation of colored photosensitive resin composition

A colored photosensitive resin composition was prepared by mixing each component in the composition shown in Tables 1 to 5 below (unit: weight %).

Experimental Example 1:

A color filter was manufactured as follows using the colored photosensitive resin composition prepared in the above Examples and Comparative Examples, durability was measured by the following method, and the results are shown in Tables 1 to 5 below.

<Manufacture of color filter>

The colored photosensitive resin compositions of the above examples and comparative examples were applied onto the glass substrate by spin coating, placed on a heating plate, and maintained at a temperature of 80° C. for 3 minutes to form a color layer thin film. Next, a test photomask with a line/space pattern of 1 to 50㎛ was placed and ultraviolet rays were irradiated at a distance of 50㎛ from the test photomask. At this time, the ultraviolet light source was a 1kW high-pressure mercury lamp containing all g, h, and i lines, and a patterned coating film was prepared irradiated with an exposure dose of 50mJ/cm2, and the color layer thin film irradiated with ultraviolet rays was placed in a KOH aqueous solution of pH 10.5. It was developed by immersing it in the developing solution for 2 minutes. The glass substrate on which the developed color layer thin film was formed was washed with distilled water, dried in a nitrogen gas atmosphere, and heat-cured by heating in a heating oven at 80° C. for 1 hour to prepare a color filter.

(1) Durability (85℃/85% high temperature and high humidity resistance) evaluation

After attaching 30 mm of 3M Scotch tape to the color filter manufactured using the colored photosensitive resin composition according to the above examples and comparative examples, the transmittance of the 3M Scotch tape was measured after being stored in a constant temperature and humidity chamber at a temperature of 85°C and humidity of 85% for 200 hours. did.

Transmittance change (%) = |(λ _min transmittance after durability evaluation)-(initial λ _min transmittance)|

<Durability evaluation criteria>

◎: 5% or less

△: More than 5% but less than 10%

×: 10% or more

(2) Hall resolution evaluation

Observe the obtained hole pattern with a 3D shape measuring device (SIS-2000 system; manufactured by SNU Precision), define the point that is 5% of the total height from the bottom of the hole pattern as Bottom CD, and measure in the horizontal and vertical directions. The average value was defined as the line width of the pattern.

<Hole resolution evaluation criteria>

◎: 10 μm or less

△: More than 10 μm and less than 20 μm

×: greater than 20 μm

(3) Hole residue evaluation

The obtained hole pattern was measured using a scanning electron microscope (Hitachi, S-4700) to determine whether any residue remained after development.

<Hole residue evaluation criteria>

◎: No residue

×: Residue present

Example One 2 3 4 5 6 7 8 9 Colorant (A) dyes A-1 0.1 0.1 0.1 　 　 　 0.1 0.1 0.1 A-2 　 　 　 0.1 0.1 0.1 　 　 　 pigment P-1 0.1 0.1 0.1 0.1 0.1 0.1 　 　 　 P-2 　 　 　 　 　 　 0.1 0.1 0.1 Alkali soluble resin (B) B 18.0 13.5 8.9 18.0 13.5 8.9 18.0 13.5 8.9 Photopolymerizable compound (C) C 7.9 9.2 10.6 7.9 9.2 10.6 7.9 9.2 10.6 Photopolymerization initiator (D) D-1 0.7 0.7 0.7 0.7 0.7 0.7 0.7 0.7 0.7 D-2 D-3 D-4 Solvent (E) E 73.2 76.4 79.6 73.2 76.4 79.6 73.2 76.4 79.6 B:C
(Based on solid content) 4:6 3:7 2:8 4:6 3:7 2:8 4:6 3:7 2:8 Durability (high temperature and humidity) ○ ◎ ◎ ○ ◎ ◎ ○ ◎ ◎ hall resolution ◎ ◎ ○ ◎ ◎ ○ ◎ ◎ ◎ hole residue ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎

Example 10 11 12 13 14 15 16 17 18 Colorant (A) dyes A-1 　 　 　 0.1 0.1 0.1 　 　 　 A-2 0.1 0.1 0.1 　 　 　 0.1 0.1 0.1 pigment P-1 　 　 　 0.1 0.1 0.1 0.1 0.1 0.1 P-2 0.1 0.1 0.1 　 　 　 　 　 　 Alkali soluble resin (B) B 18.0 13.5 8.9 18.0 13.5 8.9 18.0 13.5 8.9 Photopolymerizable compound (C) C 7.9 9.2 10.6 7.9 9.2 10.6 7.9 9.2 10.6 Photopolymerization initiator (D) D-1 0.7 0.7 0.7 D-2 　0.7 0.7 0.7　 0.7 0.7 0.7 D-3 D-4 Solvent (E) E 73.2 76.4 79.6 73.2 76.4 79.6 73.2 76.4 79.6 B:C
(Based on solid content) 4:6 3:7 2:8 4:6 3:7 2:8 4:6 3:7 2:8 Durability (high temperature and humidity) ○ ◎ ◎ ○ ◎ ◎ ○ ◎ ◎ hall resolution ◎ ◎ ◎ ◎ ◎ ○ ◎ ◎ ○ hole residue ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎

Example Comparative example 19 20 21 22 23 24 One 2 3 Colorant (A) dyes A-1 0.1 0.1 0.1 　 　 　 0.1 0.1 0.1 A-2 　 　 　 0.1 0.1 0.1 pigment P-1 0.1 0.1 0.1 P-2 0.1 0.1 0.1 0.1 0.1 0.1 Alkali soluble resin (B) B 18.0 13.5 8.9 18.0 13.5 8.9 27.1 22.6 4.4 Photopolymerizable compound (C) C 7.9 9.2 10.6 7.9 9.2 10.6 5.3 6.6 11.9 Photopolymerization initiator (D) D-1 0.7 0.7 0.7 D-2 0.7 0.7 0.7 0.7 0.7 0.7 D-3 D-4 Solvent (E) E 73.2 76.4 79.6 73.2 76.4 79.6 66.7 69.9 82.8 B:C
(Based on solid content) 4:6 3:7 2:8 4:6 3:7 2:8 6:4 5:5 1:9 Durability (high temperature and humidity) ○ ◎ ◎ ○ ◎ ◎ × △ △ hall resolution ◎ ◎ ○ ◎ ◎ ○ ○ ○ ○ hole residue ◎ ◎ ◎ ◎ ◎ ◎ × ◎ ◎

Comparative example 4 5 6 7 8 9 10 11 12 Colorant (A) dyes A-1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 A-2 pigment P-1 0.1 0.1 0.1 0.1 0.1 0.1 　 　 　 P-2 Alkali soluble resin (B) B 18.0 13.5 8.9 18.0 13.5 8.9 27.1 22.6 4.4 Photopolymerizable compound (C) C 7.9 9.2 10.6 7.9 9.2 10.6 5.3 6.6 11.9 Photopolymerization initiator (D) D-1 0.7 0.7 0.7 D-2 D-3 0.7 0.7 0.7 D-4 0.7 0.7 0.7 Solvent (E) E 73.2 76.4 79.6 73.2 76.4 79.6 66.7 69.9 82.8 B:C
(Based on solid content) 4:6 3:7 2:8 4:6 3:7 2:8 6:4 5:5 1:9 Durability (high temperature and humidity) × × × × × × × △ △ hall resolution ◎ ◎ ◎ ◎ ◎ ◎ △ △ △ hole residue ◎ ◎ ◎ ◎ ◎ ◎ × × ×

Comparative example 13 14 15 16 17 18 19 20 21 Colorant (A) dyes A-1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 A-2 pigment P-1 P-2 Alkali soluble resin (B) B 18.0 13.5 8.9 18.0 13.5 8.9 18.0 13.5 8.9 Photopolymerizable compound (C) C 7.9 9.2 10.6 7.9 9.2 10.6 7.9 9.2 10.6 Photopolymerization initiator (D) D-1 0.7 0.7 0.7 D-2 D-3 0.7 0.7 0.7 D-4 0.7 0.7 0.7 Solvent (E) E 73.2 76.4 79.6 73.2 76.4 79.6 73.2 76.4 79.6 B:C
(Based on solid content) 4:6 3:7 2:8 4:6 3:7 2:8 4:6 3:7 2:8 Durability (high temperature and humidity) ◎ ◎ ◎ × × ○ × × ○ hall resolution △ △ △ △ △ △ △ △ △ hole residue × × × × × × × × ×

A-1: Magenta dye ABS 584 (manufactured by Exciton)

A-2: Magenta dye ABS 594 (manufactured by Exciton)

P-1: C.I. Pigment Red 254

P-2: C.I. Pigment Red 177

B: SPCY-1L (acrylic resin, manufactured by Showa Denko, solid content 29%)

C: Dipentaerythritol hexaacrylate (KAYARAD DPHA, Nippon Kayaku Co., Ltd.)

D-1: Irgacure OXE-01 (Basf company)

D-2: Irgacure OXE-03 (Basf company)

D-3: Irgacure-369 (Basf)

D-4: Irgacure-907 (Basf)

E: Propylene glycol monomethyl ether acetate (KH NEOCHEM CO., LTD.)

As shown in Tables 1 to 5, the colorant includes a magenta dye and a red pigment, the photopolymerization initiator includes an oxime-based photopolymerization initiator, and the weight ratio of the alkali-soluble resin and the photopolymerizable compound is 4.9:5.1 to 2:8. It was confirmed that the colored photosensitive resin compositions of Examples 1 to 24 were excellent in durability, hole resolution, and hole residue characteristics under high temperature and high humidity conditions when forming a color filter.

On the other hand, it was confirmed that the colored photosensitive resin compositions of Comparative Examples 1 to 21 had poor durability, hole resolution, or hole residue characteristics under high temperature and high humidity conditions when forming a color filter.

As the specific parts of the present invention have been described in detail above, it is clear to those skilled in the art that these specific techniques are merely preferred embodiments and do not limit the scope of the present invention. do. Anyone skilled in the art to which the present invention pertains will be able to make various applications and modifications within the scope of the present invention based on the above contents.

Accordingly, the substantial scope of the present invention will be defined by the appended claims and their equivalents.

Claims (8)

A colored photosensitive resin composition comprising a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent,
The colorant includes magenta dye and red pigment,
The photopolymerization initiator includes an oxime-based photopolymerization initiator,
A colored photosensitive resin composition wherein the weight ratio of the alkali-soluble resin and the photopolymerizable compound is 4.9:5.1 to 2:8. The colored photosensitive resin composition of claim 1, wherein the magenta dye has a maximum absorption wavelength in the range of 550 to 600 nm, and when the absorbance of the maximum absorption wavelength is normalized to 1, the difference in the wavelength at which the absorbance is 0.5 is 30 nm or less. The colored photosensitive resin composition of claim 1, wherein the magenta dye has a half width of 30 nm or less. The colored photosensitive resin composition of claim 1, wherein the red pigment includes one or more of C.I Pigment Red 177 and 254. The colored photosensitive resin composition according to claim 1, wherein the content of the oxime-based photopolymerization initiator is 0.01 to 10% by weight based on 100% by weight of the total solid content in the colored photosensitive resin composition. A colored pattern formed using the colored photosensitive composition according to any one of claims 1 to 5. A color filter comprising the coloring pattern according to claim 6. An image display device characterized by being provided with a color filter according to claim 7.