Colored photosensitive resin composition, and color filter and image display device manufactured using same

Abstract

The present invention relates to: a colored photosensitive resin composition; and a color filter and an image display device, comprising same, the 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 compound represented by chemical formula 1, and the alkali-soluble resin is polymerized by including a compound represented by chemical formula 3 and a compound represented by chemical formula 4. High color reproduction is achieved even at a relatively low pigment weight concentration (PWC), and thus a thin display can be provided. At the same time, low-temperature curing is achieved to give excellent reliability, excellent sensitivity is exhibited so that development and adhesion properties are improved, the occurrence of development stains is suppressed, and solvent resistance is further improved.

Description

Colored photosensitive resin composition, color filter and image display device manufactured using the same

[0001] The present invention relates to a colored photosensitive resin composition, a color filter manufactured using the same, and an image display device including the color filter.

[0002]

[0003] Color filters are widely used in various displays such as imaging elements, liquid crystal displays (LCDs), and organic light-emitting diodes (OLEDs), and their range of applications is rapidly expanding.

[0004] The color filter used in the above display is composed of a coloring pattern of three colors: red, green, and blue, or a coloring pattern of three colors: yellow, magenta, and cyan.

[0005] Recently, the market demand for high-quality displays with high color reproducibility has been increasing, and accordingly, the content of colorants included in colored photosensitive resin compositions used in the manufacture of color filters has been continuously increasing, and the use of colorants with better coloring power, contrast ratio, and reliability is being considered.

[0006] However, as the content of the colorant increases, not only does the manufacturing cost increase, but problems with fairness and reliability may arise when forming a pattern with the colored photosensitive resin composition.

[0007] Korean Patent No. 10-1639073 discloses a technology regarding a coloring composition for forming red pixels containing at least one selected from the group consisting of CI Pigment Red 177, CI Pigment Red 242, and CI Pigment Orange 38 as a coloring agent, but the registered patent does not present an alternative to the above-described problem.

[0008] In addition, displays are recently being used in a flexible form, and accordingly, development is underway for flexible displays that can display in a flexible state without being damaged even when bent or rolled.

[0009] In these flexible displays, the substrate on which the array is formed is made of a flexible material and is very thin, so the thickness of the pattern is also thin, and the content of the coloring agent included in the colored photosensitive resin composition for forming the pattern is reduced compared to conventional displays, so there is a limit to showing high color reproduction.

[0010] In addition, in the flexible display, the substrate may be deformed in a specific direction due to heat or pressure applied during the process of forming wiring and display electrodes required for display on the substrate or the process of forming an organic light-emitting element array.

[0011] Therefore, there is a need to develop a photosensitive resin composition that can be sufficiently cured even at low temperatures to prevent deformation of flexible and thin flexible displays.

[0012]

[0013] The present invention is intended to improve the above-described conventional technical problems, and to provide a colored photosensitive resin composition capable of high color reproduction even at a low pigment weight concentration (PWC: Pigment Weight Concentration) and having excellent sensitivity and developability.

[0014] In addition, the present invention aims to provide a colored photosensitive resin composition having excellent reliability, such as excellent solvent resistance, adhesion, and no development stains even when cured at low temperatures.

[0015] In addition, the present invention aims to provide a color filter manufactured using the above-described colored photosensitive resin composition and an image display device including the color filter.

[0016] However, the problems that the present invention seeks to solve are not limited to the problems mentioned above, and other problems not mentioned will be clearly understood by those skilled in the art from the description below.

[0017]

[0018] To achieve the above object, the present invention provides a colored photosensitive resin composition that is polymerized, which comprises a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent, wherein the colorant comprises a compound represented by chemical formula 1, and the alkali-soluble resin comprises a compound represented by chemical formula 3 and a compound represented by chemical formula 4.

[0019] In addition, the present invention provides a color filter including a cured product of the above-described colored photosensitive resin composition.

[0020] In addition, the present invention provides an image display device including the color filter.

[0021]

[0022] The colored photosensitive resin composition of the present invention has the effect of providing a thin thickness and exhibiting excellent sensitivity by enabling high color reproducibility even at a relatively low weight concentration (PWC) of the colorant by including a compound represented by the chemical formula 1 as a colorant.

[0023] In addition, the colored photosensitive resin composition of the present invention has improved solvent resistance and adhesion even when cured at low temperatures by including a specific alkali-soluble resin, and has excellent reliability without causing development stains.

[0024]

[0025] The present invention provides a colored photosensitive resin composition that is polymerized, comprising a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent, wherein the colorant comprises a compound represented by chemical formula 1, and the alkali-soluble resin comprises a compound represented by chemical formula 3 and a compound represented by chemical formula 4.

[0026]

[0027] The colored photosensitive resin composition according to the present invention comprises an azo compound represented by the chemical formula 1 as a colorant and a specific alkali-soluble resin, thereby experimentally confirming that it is capable of high color reproducibility while lowering the colorant weight concentration (PWC), has excellent reliability, and is capable of low-temperature curing at 80 to 120°C, and can improve the degree of curing of a thin film during low-temperature curing, thereby completing the present invention.

[0028] Hereinafter, each component constituting the colored photosensitive resin composition of the present invention will be described in detail. However, the present invention is not limited to these components.

[0029]

[0030] <Colored photosensitive resin composition>

[0031] (A) Colorant

[0032] The coloring agent included in the colored photosensitive resin composition of the present invention is characterized by including a compound represented by the following chemical formula 1. In addition, more specifically, it may further include at least one selected from the group consisting of red pigments, yellow pigments, purple pigments, and xanthene dyes. In addition, additional pigments, dyes, and mixtures thereof may be included as needed within a range that does not impair the purpose of the present invention.

[0033] [Chemical Formula 1]

[0034]

[0035] In the above chemical formula 1, L 1is a group represented by formula (ph1), A is a group represented by formula (ia), and B is a group represented by formula (ib).

[0036]

[0037] In the above formula (ph1), X 1 represents a hydrogen atom, a monovalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, -NH2, -CONH2, -COOH, -CN, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, or a halogen atom. -CH2- contained in the hydrocarbon group may be substituted with -O-, -CO-, or -NH-, and -CH= contained in the hydrocarbon group may be substituted with -N=.

[0038] n represents an integer from 0 to 4. If n is an integer greater than 2, multiple X 1 may be the same or different. n is an integer greater than or equal to 2, and also X 1 If it is bonded to an adjacent carbon atom, X bonded to the adjacent carbon atom 1 They can combine with each other to form rings.

[0039] * indicates the number of combinations with A, and ** indicates the number of combinations with B.

[0040]

[0041] Above X 1 The hydrocarbon group in may be an aliphatic hydrocarbon group or an aromatic hydrocarbon group, and the aliphatic hydrocarbon group may be a saturated or unsaturated hydrocarbon group, and may be a chain or alicyclic hydrocarbon group. In addition, the alicyclic hydrocarbon group may be a monocyclic or polycyclic hydrocarbon group. The number of carbon atoms in the hydrocarbon group is more preferably 1 to 10, still more preferably 1 to 6, and still more preferably 1 to 4.

[0042]

[0043] In the above formulas (ia) and (ib), X 6 ~ X 9 represents a monovalent hydrocarbon group having 1 to 20 carbon atoms, which may each independently have a substituent, and -CH2- contained in the hydrocarbon group may be substituted with -O-, -CO- or -NH-, -CH= contained in the hydrocarbon group may be substituted with -N=, -CH< contained in the hydrocarbon group may be replaced with -N<, and an oxygen atom, a nitrogen atom, a sulfur atom or a carbonyl group may be inserted between the carbon atoms constituting the hydrocarbon group.

[0044] X 6 and X 7 can be combined with each other to form a ring, and X 8 and X 9 They may be combined with each other to form a ring.

[0045] * is L 1 It represents the number of combinations with .

[0046]

[0047] Above X 6 Inland X 9 Examples of the monovalent hydrocarbon group include straight-chain alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, hexadecyl, and icosyl; branched-chain alkyl groups such as isopropyl, isobutyl, isopentyl, neopentyl, 2-ethylhexyl, sec-butyl, tert-butyl, 1,3-dimethylbutyl, and 2-ethylbutyl; and alicyclic saturated hydrocarbon groups such as cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and tricyclodecyl. The number of carbon atoms in the saturated hydrocarbon group of the above-mentioned monovalent group is more preferably 1 to 10, more preferably 1 to 6, and even more preferably 1 to 4.

[0048] When the above-mentioned monovalent hydrocarbon group is an alicyclic hydrocarbon group, the number of carbon atoms in the alicyclic hydrocarbon group is more preferably 3 to 12, even more preferably 3 to 10, and most preferably 3 to 8.

[0049] The hydrogen atoms contained in the above saturated hydrocarbon group of 1 are aromatic hydrocarbon groups having 6 to 10 carbon atoms such as phenyl groups, halogen atoms such as fluorine atoms, hydroxyl groups, -CN, -SO3H, -SO3 - It may be substituted with a substituent including the back or the like.

[0050]

[0051] Also, the above L 1 It can be expressed as a formula (ph2).

[0052]

[0053] In the above formula (ph2), X 2 ~ X 5 Each independently represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, -NH2, -CONH2, -COOH, -CN, an alkoxy group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, or a halogen atom.

[0054] X 2 Wow X 3 And X 4 Wow X 5 They can be combined with each other to form a ring.

[0055] * indicates the number of combinations with A, and ** indicates the number of combinations with B.

[0056]

[0057] The group represented by the above formula (ia) and the group represented by the formula (ib) can each independently be any one of the groups represented by formulas (t1) to (t5).

[0058]

[0059]

[0060] In the above equations (t1) to (t5), R 1~ R 16 Each independently represents a hydrogen atom, a monovalent saturated hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 12 carbon atoms which may have a substituent, a heterocyclic group having a 3 to 10 membered ring, -CN, -OH or a halogen atom.

[0061] * is L 1 It represents the number of combinations with .

[0062]

[0063] The above R 1 ~ R 16 Examples of the monovalent saturated hydrocarbon group include straight-chain alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, and decyl; branched-chain alkyl groups such as isopropyl, isobutyl, isopentyl, neopentyl, and 2-ethylhexyl; and alicyclic saturated hydrocarbon groups having 3 to 10 carbon atoms such as cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and tricyclodecyl. The number of carbon atoms in the monovalent saturated hydrocarbon group is more preferably 1 to 6, and even more preferably 1 to 4.

[0064] The hydrogen atoms contained in the above saturated hydrocarbon group of 1 may be substituted with an aromatic hydrocarbon group having 6 to 10 carbon atoms such as a phenyl group, a halogen atom such as a fluorine atom, a hydroxy group, etc.

[0065] The above R 1 ~ R 16 As the aromatic hydrocarbon group in , phenyl group, tolyl group, xylyl group, naphthyl group, etc. can be mentioned, and preferably phenyl group and tolyl group are mentioned. In addition, as the substituent that the aromatic hydrocarbon group may have, halogen atom such as fluorine atom, chlorine atom, iodine atom, bromine atom; C1-C6 alkoxy group such as methoxy group, ethoxy group; -OH; -SO3H; -SO3 - ; -SO2NR 17 R 18; Alkylsulfonyl group having 1 to 6 carbon atoms, such as a methylsulfonyl group; Alkoxycarbonyl group having 1 to 6 carbon atoms, such as a methoxycarbonyl group and an ethoxycarbonyl group; etc. can be mentioned.

[0066] The above R 17 Silver represents an aliphatic saturated hydrocarbon group having 1 to 10 carbon atoms that may have a halogen atom, -OH or -NH2 as a substituent, or an alicyclic hydrocarbon group having 3 to 10 carbon atoms that may have a halogen atom, -OH or -NH2 as a substituent.

[0067] The above R 18 Silver represents a hydrogen atom or a saturated hydrocarbon group having 1 to 10 carbon atoms.

[0068] The above R 1 ~ R 16 The heterocyclic group in may be a phenyl group or a heterocyclic group having a benzene ring which may have a substituent, and preferably may be a phenyl group or a benzimidazoline group which may have a halogen atom.

[0069] The compound represented by the above chemical formula 1 may include a counter ion as needed. The counter ion may be a cation containing an alkaline earth metal, and is preferably at least one selected from the group consisting of a magnesium cation, a calcium cation, a strontium cation, and a barium cation, and is more preferably a barium cation.

[0070] The compound represented by the above chemical formula 1 may be included in an amount of 10 to 70 wt%, preferably 20 to 60 wt%, based on the total weight of the colorant. When the compound represented by the above chemical formula 1 satisfies the above content range, it is preferable because it is possible to lower the colorant content in the colored photosensitive resin composition while enabling high brightness and high color reproducibility, thereby improving reliability in solvent resistance, UV ashing, etc.

[0071]

[0072] The above red pigment may include at least one selected from the group consisting of CI Pigment Red 177, CI Pigment Red 179, CI Pigment Red 202, CI Pigment Red 242, CI Pigment Red 254, and CI Pigment Red 291, and preferably may include at least one selected from the group consisting of CI Pigment Red 177, CI Pigment Red 202, CI Pigment Red 254, and CI Pigment Red 291.

[0073] The above yellow pigment may include at least one selected from the group consisting of CI Pigment Yellow 138, CI Pigment Yellow 139, CI Pigment Yellow 185, and CI Pigment Yellow 231, and preferably may be CI Pigment Yellow 139.

[0074] The above purple pigment may include at least one selected from the group consisting of CI Pigment Violet 19, CI Pigment Violet 23, and CI Pigment Violet 29, and may preferably be CI Pigment Violet 19.

[0075] The above xanthene dye may include a compound represented by the following chemical formula 2.

[0076] [Chemical Formula 2]

[0077]

[0078] In the above chemical formula 2,

[0079] R 21 Inland R 26 are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms,

[0080]

[0081] R 27 and R 28 Silver, each independently a hydrogen atom, -COOH, -COO -, -SO3 - , -SO3H, -SO3Na, -COOCH3 or -COOCH2CH3.

[0082]

[0083] The above additional pigment may be an organic pigment or an inorganic pigment commonly used in the relevant field, and each of these may be used alone or in combination of two or more.

[0084] The above organic pigment or inorganic pigment may be any of various pigments used in printing ink, inkjet ink, etc., and specific examples thereof include water-soluble azo pigments, insoluble azo pigments, phthalocyanine pigments, quinacridone pigments, isoindolinone pigments, isoindoline pigments, perylene pigments, perinone pigments, dioxazine pigments, anthraquinone pigments, dianthraquinonyl pigments, anthrapyrimidine pigments, anthanthrone pigments, indanthrone pigments, pravanthrone pigments, pyranthrone pigments, diketopyrrolopyrrole pigments, etc.

[0085] Examples of the inorganic pigments include metal compounds such as metal oxides, composite metal oxides, or metal complexes; or carbon black. Specifically, examples of the metals include iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, and the like. In particular, examples of the organic pigments and inorganic pigments include compounds classified as pigments in the Color Index (published by The Society of Dyers and Colourists), and more specifically, pigments having the following Color Index (CI) numbers, but are not necessarily limited thereto.

[0086] For example, CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, and 71;

[0087] CI Pigment Blue 15 (15:3, 15:4, 15:6, etc.), 21, 28, 60, 64 and 76;

[0088] CI Pigment Green 7, 10, 15, 25, 36, 47, 58, 59, 62 and 63;

[0089] CI Pigment Brown 28;

[0090] Examples include CI Pigment Black 1 and 7.

[0091] The above pigments can be used alone or in combination of two or more.

[0092] Among the above pigments, organic pigments can be treated by surface treatment using pigment derivatives having acidic or basic groups introduced as needed, grafting treatment of the pigment surface using polymer compounds, particle treatment using sulfuric acid refinement, or washing treatment using organic solvents and water to remove impurities, or removal treatment using ion exchange method for ionic impurities, etc.

[0093] When using a pigment as the above-mentioned colorant, it is preferable to use one with a uniform average particle size. Examples of methods for uniformizing the particle size of the pigment include a method of performing dispersion treatment by incorporating a surfactant as a pigment dispersant. This method allows for the production of a pigment dispersion in which the pigment is uniformly dispersed within the solution.

[0094] Examples of the pigment dispersant include cationic, anionic, nonionic, and amphoteric surfactants, and these may be used singly or in combination of two or more. The pigment dispersant may be included in the form of an additive described below, and an acrylic pigment dispersant may be preferably used, and commercially available products thereof include Disper byk-2001, but are not limited thereto.

[0095] The above pigment dispersant is used in an amount of 1 part by weight or less relative to 1 part by weight of the colorant in the colored photosensitive resin composition, and preferably 0.05 to 0.5 parts by weight. When the pigment dispersant is used within the above range based on the above criteria, it is preferable because a pigment having a uniform average particle size can be obtained.

[0096]

[0097] As the additional dye, one or more types can be added and used without limitation as long as they have solubility in organic solvents. It is preferable to use a dye that has solubility in organic solvents and can secure reliability such as solubility in alkaline developers, heat resistance, and solvent resistance. The dye may be selected from acid dyes having an acid group such as sulfonic acid or carboxylic acid, salts of acid dyes and nitrogen-containing compounds, sulfonamides of acid dyes, and derivatives thereof. In addition, azo and phthalocyanine acid dyes and derivatives thereof may also be selected. 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).

[0098] Specific examples of the above dyes include CI solvent dyes,

[0099] Yellow dyes such as CI Solvent Yellow 4, 14, 15, 21, 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, 162;

[0100] Red dyes such as CI Solvent Red 8, 45, 49, 122, 125, 130;

[0101] Orange dyes such as CI Solvent Orange 2, 7, 11, 15, 26, 45, 56, 62;

[0102] Blue dyes such as CI Solvent Blue 35, 37, 45, 59, 67;

[0103] Examples include green dyes such as CI Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, and 35.

[0104] Also as a CI acid dye

[0105] CI 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, 184, 190, 193, 196, 197, Yellow dyes such as 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251;

[0106] CI 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, Red dyes such as 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 195, 308, 312, 315, 316, 339, 341, 345, 346, 349, 382, ​​383, 394, 401, 412, 417, 418, 422, 426;

[0107] Orange dyes such as CI Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169, 173;

[0108] Blue dyes such as CI 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, 335, 340;

[0109] Violet dyes such as CI Acid Violet 6B, 7, 9, 17, 19;

[0110] Examples include green dyes such as CI Acid Green 1, 3, 5, 9, 16, 25, 27, 50, 58, 63, 65, 80, 104, 105, 106, and 109.

[0111] Also as a CI direct dye

[0112] Yellow dyes such as CI 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, 136, 138, 141;

[0113] Red dyes such as CI 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, 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246, 250;

[0114] Orange dyes such as CI Direct Orange 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107;

[0115] CI 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, 189, 190, Blue dyes such as 192, 193, 194, 196, 198, 199, 200, 207, 209, 210, 212, 213, 214, 222, 228, 229, 237, 238, 242, 243, 244, 245, 247, 248, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293;

[0116] Violet dyes such as CI Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104;

[0117] Examples include green dyes such as CI Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, and 82.

[0118] Also, as a CI modanto dye,

[0119] Yellow dyes such as CI Modanto Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65;

[0120] Red dyes such as CI 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;

[0121] Orange dyes such as CI Modanto Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48;

[0122] Blue dyes such as CI 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;

[0123] Violet dyes such as CI Modanto Violet 1, 2, 4, 5, 7, 14, 22, 24, 30, 31, 32, 37, 40, 41, 44, 45, 47, 48, 53, 58;

[0124] Examples include green dyes such as CI Modanto Green 1, 3, 4, 5, 10, 15, 19, 26, 29, 33, 34, 35, 41, 43, and 53.

[0125]

[0126] The above colorant may be included in an amount of 1 to 30 wt%, preferably 2 to 25 wt%, based on the total weight of the colored photosensitive resin composition. When the colorant satisfies the above content range, the pixel color density is sufficient, while the solvent resistance and UV ashing resistance are excellent, which is preferable.

[0127]

[0128] (B) Alkali-soluble resin

[0129] The alkali-soluble resin is a component that provides solubility to an alkaline developer used in a development process when forming a pattern. The alkali-soluble resin included in the colored photosensitive resin of the present invention is characterized by being polymerized by including a compound having a blocked isocyanate group.

[0130]

[0131] The above block isocyanate group is a group in which the isocyanate group is temporarily inactivated by being protected by a reaction with a thermally dissociable blocking agent, and when heated to a predetermined temperature, the thermally dissociable blocking agent dissociates to generate an isocyanate group. Here, “thermal dissociation” means that the blocking agent bound to the isocyanate group dissociates due to heating.

[0132] The dissociation temperature of the above thermally dissociable blocking agent is not particularly limited, but is preferably 40 to 300°C, and more preferably 60 to 200°C. When the above dissociation temperature range is satisfied, a high degree of curing can be achieved through polymerization reaction via thermal dissociation even at a lower post-bake temperature (80 to 120°C) compared to the existing process, thereby providing a product with high reliability in the implementation of a color filter requiring a low-temperature curing process.

[0133]

[0134] The above alkali-soluble resin can be polymerized by essentially including a compound represented by the following chemical formula 3 and a compound represented by the following chemical formula 4 as monomers, and by including the above monomers, the degree of curing of the thin film can be improved when cured at a low temperature of 80 to 120°C, thereby producing a cured film with high reliability, and other monomers can be further included as needed.

[0135] The alkali-soluble resin may contain 60 to 100 wt% of the compound represented by the following chemical formula 3 and the compound represented by the following chemical formula 4, based on the total weight of the monomer, and preferably 70 to 100 wt%.

[0136] Specifically, the compound represented by the following chemical formula 3 is characterized by having a block isocyanate group. In addition, the compound represented by the following chemical formula 4 is a compound characterized by having a hydroxyl group (-OH), and the alkali-soluble resin of the present invention can be formed by using the block isocyanate group and the hydroxyl group as pendants, and can achieve a high curing rate at a low firing temperature through the thermal dissociation characteristics of the block isocyanate group and the nucleophilicity of the hydroxyl group.

[0137]

[0138] In one embodiment of the present invention, the compound having the block isocyanate group includes a compound represented by the following chemical formula 3.

[0139] [Chemical Formula 3]

[0140]

[0141]

[0142] In the above chemical formula 3, R a is a heteroalkyl group having 1 to 20 carbon atoms, a heteroalkenyl group having 2 to 20 carbon atoms, a heterocycloalkenyl group having 3 to 20 carbon atoms, a heteroalkynyl group having 2 to 20 carbon atoms, a heterocycloalkyl group having 3 to 20 carbon atoms, or a heteroaryl group having 6 to 20 carbon atoms, and preferably may have 1 to 5 carbon atoms.

[0143] The above heteroalkyl group, heteroalkenyl group and heteroalkynyl group refer to an alkyl group, an alkenyl group and an alkynyl group each containing one or more hetero atoms, and are not particularly limited, but the methylene group (-CH2-) contained in the heteroalkyl group, heteroalkenyl group and heteroalkynyl group is -O-, -CO-, -NR c -, -OCO-, -COO-, -OCONH-, -NHCOO-, -CONH- or -NHCO-. The heterocycloalkyl group and heterocycloalkenyl group include, but are not limited to, morpholino, piperidino, pyrrolidino, tetrahydrofuran, tetrahydropyran, etc.

[0144] R c represents a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms that may have a substituent or a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms that may have a substituent. A hydrogen atom included in the saturated hydrocarbon group may be replaced with a halogen atom.

[0145] The above heteroaryl group means an aryl group containing one or more heteroatoms, and is not particularly limited thereto, and includes, but is not limited to, dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridylindole, pyrrolodipyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, Phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine, phenoxazine, benzofuropyridine, furodipyridine, benzothienopyridine, thienodipyridine, benzoselenophenopyridine, selenophenodipyridine, etc. can be mentioned. In addition, in the above chemical formula 3, R bis hydrogen or a methyl group, and p is an integer from 1 to 5.

[0146] Also, in the above chemical formula 3, R a It may be a residue derived from a thermally dissociable blocking agent. The thermally dissociable blocking agent may include at least one selected from a phenol-based blocking agent, a lactam-based blocking agent, an active methylene-based blocking agent, an alcohol-based blocking agent, an oxime-based blocking agent, a mercaptan-based blocking agent, an acid amide-based blocking agent, an imide-based blocking agent, an amine-based blocking agent, an imidazole-based blocking agent, an imine-based blocking agent, a pyrazole-based blocking agent, and a carbonyl-based blocking agent, and in terms of stability and reactivity, it is preferable to include at least one selected from an imidazole-based blocking agent and a carbonyl-based blocking agent.

[0147] Examples of the above phenol-based blocking agent include, but are not particularly limited to, phenol, cresol, xylenol, chlorophenol, ethylphenol, butylphenol, nonylphenol, dinonylphenol, styrenated phenol, hydroxybenzoic acid ester, etc.

[0148] Examples of the above lactam blocking agent include, but are not particularly limited to, ε-caprolactam, δ-valerolactam, γ-butyrolactam, β-propiolactam, etc.

[0149] The above active methylene blocking agent is not particularly limited, but may include methyl acetoacetate, ethyl acetoacetate, acetylacetone, dimethyl malonate, diethyl malonate, etc.

[0150] Examples of the alcohol-based blocking agent include, but are not particularly limited to, methanol, ethanol, propanol, butanol, 2-ethyl-1-hexanol, 2-methoxyethanol, 2-ethoxyethanol, 2-butoxyethanol, amyl alcohol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, propylene glycol monomethyl ether, benzyl ether, methyl glycolate, butyl glycolate, diacetone alcohol, methyl lactate, and ethyl lactate.

[0151] Examples of the above oxime blocking agent include, but are not particularly limited to, formaldehyde doxime, acetaldoxime, acetoxime, methylethylketoxime, diacetylmonoxime, and cyclohexanone oxime.

[0152] Examples of the above mercaptan blocking agent include, but are not particularly limited to, butyl mercaptan, hexyl mercaptan, t-butyl mercaptan, thiophenol, methylthiophenol, ethylthiophenol, etc.

[0153] The above acid amide blocking agent is not particularly limited, but may include acetic acid amide, benzamide, etc.

[0154] The above imide blocking agent is not particularly limited, but may include succinic acid imide and maleic acid imide.

[0155] Examples of the above amine blocking agent include, but are not particularly limited to, xylidine, aniline, butylamine, dibutylamine, diphenylamine, carbazole, di-n-propylamine, diisopropylamine, isopropylethylamine, etc.

[0156] The above imidazole blocking agent is not particularly limited, but may include imidazole, 2-ethylimidazole, etc.

[0157] The above-mentioned imine blocking agent is not particularly limited, but may include methyleneimine and propyleneimine.

[0158] The above pyrazole blocking agent is not particularly limited, but may include pyrazole, 3-methylpyrazole, 3,5-dimethylpyrazole, etc.

[0159] The above carbonyl blocking agent is not particularly limited, but may include ethyl acetate, etc.

[0160] Examples of the compound represented by the above chemical formula 3 may include hydroxyethyl methacrylate.

[0161] The compound represented by the above chemical formula 3 may be included in an amount of 10 to 30 wt% based on the total solid weight of the alkali-soluble resin, and is preferably included in an amount of 15 to 25 wt%. When the above content range is satisfied, it provides excellent reliability after heat curing and has the advantage of not generating residue during the development process.

[0162]

[0163] In addition, in one embodiment of the present invention, the compound having the hydroxyl group (-OH) includes a compound represented by the following chemical formula 4.

[0164] [Chemical Formula 4]

[0165]

[0166] In the above chemical formula 4, q is an integer from 1 to 5.

[0167] Examples of the compound represented by the above chemical formula 4 may include hydroxyl methacrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate, hydroxybutyl methacrylate, hydroxypentyl methacrylate, etc.

[0168]

[0169] In one embodiment of the present invention, the alkali-soluble resin may be polymerized by including the compound represented by the chemical formula 3 and the compound represented by the chemical formula 4 in a weight ratio of 1:0.5 to 1:1.5, and more preferably, it is polymerized by including the compound represented by the chemical formula 4 in a weight ratio of 1:0.7 to 1:1.2. When the alkali-soluble resin satisfies the above ratio, there may be an advantage in that reliability can be improved due to improved degree of curing after heat curing. In the curing mechanism when forming a colored pattern with the composition according to the present invention, when heat is applied, the compound represented by the chemical formula 3 and the compound represented by the chemical formula 4 may be combined and cured. At this time, if the content of the compound represented by the chemical formula 4 is too low compared to the compound represented by the chemical formula 3, it may be difficult to achieve sufficient degree of curing in a low-temperature process.

[0170]

[0171] The above alkali-soluble resin can be polymerized by further including monomers such as an ethylenically unsaturated monomer having a carboxyl group, an ethylenically unsaturated monomer having a hydroxyl group, a compound having a glycidyl group, etc.

[0172] Specific examples of the ethylenically unsaturated monomer having the above carboxyl group include monocarboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid; dicarboxylic acids such as fumaric acid, mesaconic acid, and itaconic acid; and anhydrides of the above dicarboxylic acids; and mono(meth)acrylates of polymers having a carboxyl group and a hydroxyl group at both terminals such as ω-carboxypolycaprolactone mono(meth)acrylate, with acrylic acid and methacrylic acid being preferred.

[0173] The alkali-soluble resin can be produced by copolymerizing the ethylenically unsaturated monomer having a carboxyl group and the ethylenically unsaturated monomer having a hydroxyl group. Alternatively, the alkali-soluble resin can be produced by copolymerizing the copolymer of the ethylenically unsaturated monomer having a carboxyl group and a compound having a glycidyl group. Alternatively, the alkali-soluble resin can be produced by copolymerizing the ethylenically unsaturated monomer having a carboxyl group, the ethylenically unsaturated monomer having a hydroxyl group, and the compound having a glycidyl group.

[0174] Specific examples of the ethylenically unsaturated monomer having the above hydroxyl group include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, N-hydroxyethyl acrylamide, etc., and 2-hydroxyethyl (meth)acrylate is preferred, and two or more types may be used in combination.

[0175] Specific examples of the compounds having the above glycidyl group include butyl glycidyl ether, glycidyl propyl ether, glycidyl phenyl ether, 2-ethylhexyl glycidyl ether, glycidyl butyrate, glycidyl methyl ether, ethyl glycidyl ether, glycidyl isopropyl ether, t-butyl glycidyl ether, benzyl glycidyl ether, glycidyl 4-t-butyl benzoate, glycidyl stearate, aryl glycidyl ether, methacrylic acid glycidyl ester, etc., butyl glycidyl ether, aryl glycidyl ether, and methacrylic acid glycidyl ester are preferred, and two or more types may be used in combination.

[0176]

[0177] Additionally, the alkali-soluble resin can be manufactured by copolymerizing an unsaturated monomer.

[0178] The above unsaturated monomers may be used singly or in combination of two or more, and are not limited to the examples below.

[0179] Aromatic vinyl compounds such as styrene, vinyltoluene, α-methylstyrene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinylbenzyl methyl ether, m-vinylbenzyl methyl ether, p-vinylbenzyl methyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, and p-vinylbenzyl glycidyl ether;

[0180] N-substituted maleimide compounds such as N-cyclohexylmaleimide, N-benzylmaleimide, N-phenylmaleimide, No-hydroxyphenylmaleimide, Nm-hydroxyphenylmaleimide, Np-hydroxyphenylmaleimide, No-methylphenylmaleimide, Nm-methylphenylmaleimide, Np-methylphenylmaleimide, No-methoxyphenylmaleimide, Nm-methoxyphenylmaleimide, and Np-methoxyphenylmaleimide;

[0181] Alkyl (meth)acrylates such as methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, i-propyl (meth)acrylate, n-butyl (meth)acrylate, i-butyl (meth)acrylate, sec-butyl (meth)acrylate, and t-butyl (meth)acrylate; Alicyclic (meth)acrylates such as cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 2,6]decan-8-yl (meth)acrylate, 2-dicyclopentanyloxyethyl (meth)acrylate, and isobornyl (meth)acrylate;

[0182] Aryl (meth)acrylates such as phenyl (meth)acrylate and benzyl (meth)acrylate;

[0183] Unsaturated oxetane compounds such as 3-(methacryloyloxymethyl)oxetane, 3-(methacryloyloxymethyl)-3-ethyloxetane, 3-(methacryloyloxymethyl)-2-trifluoromethyloxetane, 3-(methacryloyloxymethyl)-2-phenyloxetane, 2-(methacryloyloxymethyl)oxetane, and 2-(methacryloyloxymethyl)-4-trifluoromethyloxetane.

[0184]

[0185] The alkali-soluble resin may be included in an amount of 0.1 to 30 wt%, preferably 1 to 15 wt%, based on the total weight of the colored photosensitive resin composition. When the alkali-soluble resin is included within the above range, the solubility in the developer is sufficient, facilitating pattern formation, and preventing film reduction in the pixel portion of the exposed portion during development, thereby improving the omission property of the non-pixel portion, which is preferable.

[0186] The acid value of the alkali-soluble resin is preferably 30 mgKOH / g to 150 mgKOH / g, and accordingly, the compatibility with the dye and the stability over time of the colored photosensitive resin composition can be improved. When the acid value of the alkali-soluble resin is less than 30 mgKOH / g, it is difficult for the colored photosensitive resin composition to secure a sufficient development speed, and when it exceeds 150 mgKOH / g, the adhesion with the substrate is reduced, so that a short circuit of the pattern is likely to occur, and the compatibility with the dye may be problematic, so that the dye in the colored photosensitive resin composition may be precipitated or the stability over time of the colored photosensitive resin composition may be reduced, so that the viscosity may increase.

[0187] To secure additional developability of the alkali-soluble resin, a hydroxyl group may be added. When a hydroxyl group is added to the alkali-soluble resin, the developing speed is improved.

[0188] It is preferable that the sum of the hydroxyl groups of the alkali-soluble resin and the photopolymerizable compound be 50 mgKOH / g to 250 mgKOH / g. If the sum of the hydroxyl groups of the alkali-soluble resin and the photopolymerizable compound is less than 50 mgKOH / g, a sufficient development speed cannot be secured, and if it exceeds 250 mgKOH / g, the dimensional stability of the pattern formed is lowered, so that the straightness of the pattern is likely to be poor, and compatibility with the dye is lowered, so that a problem of stability over time may occur.

[0189]

[0190] (C) Photopolymerizable compound

[0191] The photopolymerizable compound included in the colored photosensitive resin composition of the present invention is a compound that can be polymerized by an active radical, acid, etc. generated from a photopolymerization initiator described below by light irradiation, and is a compound that can be polymerized by the action of the photopolymerization initiator described below, and a monofunctional monomer, a difunctional monomer, or a polyfunctional monomer can be used, and preferably a polyfunctional monomer having two or more functions can be used.

[0192] Specific examples of the above monofunctional monomer include, but are not limited to, nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate, or N-vinylpyrrolidone.

[0193] Specific examples of the above bifunctional monomers include 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate,

[0194] Examples thereof include, but are not limited to, neopentyl glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, bis(acryloyloxyethyl)ether of bisphenol A, or 3-methylpentanediol di(meth)acrylate.

[0195] Specific examples of the above multifunctional monomer include, but are not limited to, trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, ethoxylated dipentaerythritol hexa(meth)acrylate, propoxylated dipentaerythritol hexa(meth)acrylate, or dipentaerythritol hexa(meth)acrylate.

[0196] The photopolymerizable compound may be included in an amount of 1 to 15 wt%, preferably 2 to 12 wt%, based on the total weight of the colored photosensitive resin composition of the present invention. When the photopolymerizable compound is included within the above range, there is an advantage of excellent sensitivity and developability.

[0197]

[0198] (D) Photopolymerization initiator

[0199] The above photopolymerization initiator is a compound that generates radicals or the like capable of initiating polymerization of the above-mentioned photopolymerizable compound upon exposure to radiation such as visible light, ultraviolet rays, ultraviolet rays, electron rays, and X-rays.

[0200] The photopolymerization initiator is not particularly limited as long as it is generally used in this field, but it is preferable to include an oxime compound, and more preferably, it may include at least one selected from the group consisting of a compound represented by the following chemical formula 5, a compound represented by the following chemical formula 6, and a compound represented by the following chemical formula 7.

[0201] [Chemical Formula 5]

[0202]

[0203]

[0204] [Chemical Formula 6]

[0205]

[0206] [Chemical Formula 7]

[0207]

[0208]

[0209] In the above chemical formulas 5 to 7,

[0210] R 31 Inland R 46are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a hydroxyalkyl group having 1 to 12 carbon atoms, a hydroxyalkoxyalkyl group having 2 to 24 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an aryl group, an aralkyl group, an amino group, a nitro group, a cyano group, or a hydroxy group.

[0211]

[0212] The content of the above oxime compound is not particularly limited as long as it is within the range where it can perform its function, but preferably, it may be included in an amount of 5 to 100 wt% with respect to the total 100 wt% of the photopolymerization initiator. When the content of the oxime compound is within the above range, it is preferable because it can further improve brightness and sensitivity.

[0213]

[0214] The above photopolymerization initiator may further include other photopolymerization initiators commonly used in this field in addition to the oxime compound, as long as it can polymerize the binder resin and the photopolymerizable compound within a range that does not impair the purpose of the present invention.

[0215] The above-mentioned commonly used photopolymerization initiators include, for example, triazine compounds, acetophenone compounds, benzophenone compounds, thioxanthone compounds, benzoin compounds, etc.

[0216] The above triazine compounds include 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis(trichloromethyl)-s-triazine, 2-(3',4'-dimethoxy styryl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4'-methoxy naphthyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(p-methoxy phenyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(p-tolyl-4,6-bis(trichloromethyl)-s-triazine, 2-piphenyl-4,6-bis(trichloromethyl)-s-triazine, bis(trichlorobetyl)-6-styryl-s-triazine, 2-(naphtho Examples thereof include 1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxy naphtho 1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-4-trichloromethyl(piperonyl)-6-triazine, and 2,4-trichloromethyl(4'-methoxy styryl)-6-triazine.

[0217] Specific examples of the above acetophenone compounds include 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylpropiophenone, pt-butyltrichloroacetophenone, pt-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1-(4-(methylthio)phenyl)-2-morpholinopropan-1-one, etc.

[0218] Examples of the above benzophenone compounds include benzophenone, benzoyl benzoate, methyl benzoyl benzoate, 4-phenyl benzophenone, hydroxy benzophenone, acrylated benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-dichlorobenzophenone, 3,3'-dimethyl-2-methoxybenzophenone, etc.

[0219] Examples of the above thioxanthone compounds include thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-diisopropyl thioxanthone, and 2-chloro thioxanthone.

[0220] Examples of the above benzoin compounds include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, and benzyldimethyl ketal.

[0221] The above photopolymerization initiator may be included in an amount of 0.1 to 10 wt%, preferably 0.5 to 5 wt%, based on the total weight of the colored photosensitive resin composition of the present invention. When the photopolymerization initiator is included within the above range, photopolymerization can sufficiently occur during exposure in the pattern formation process, and transmittance reduction due to unreacted initiator remaining after photopolymerization can be prevented.

[0222]

[0223] (E) solvent

[0224] In one embodiment of the present invention, the solvent is not particularly limited as long as the colored photosensitive resin composition has an appropriate viscosity and can easily dissolve the remaining components, and various organic solvents used in the field of colored photosensitive resin compositions can be used.

[0225] Specific examples of the solvent include 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 ethylene glycol dibutyl ether; ethylene glycol alkyl ether acetates such as methyl cellosolve acetate and ethyl cellosolve acetate; propylene glycol dialkyl ethers such as propylene glycol monomethyl ether; 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; Examples thereof include 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.

[0226] Among the above solvents, organic solvents having a boiling point of 100°C to 200°C are preferable in terms of applicability and drying properties, and more preferably, alkylene glycol alkyl ether acetates, ketones, esters such as ethyl 3-ethoxypropionate or methyl 3-methoxypropionate are preferable, and even more preferably, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, etc. are preferable.

[0227] The above solvents can be used alone or in combination of two or more.

[0228]

[0229] The above solvent may be included in an amount of 60 to 95 wt%, preferably 70 to 85 wt%, based on the total weight of the colored photosensitive resin composition. When the above solvent is included within the above content range, it is preferable because it provides an effect of improving the applicability when applied using a coating device such as a roll coater, spin coater, slit and spin coater, slit coater (sometimes also called a die coater), or inkjet.

[0230]

[0231] (F) Additives

[0232] The additive may be optionally added as needed, and may include, for example, one or more selected from the group consisting of other polymer compounds, curing agents, surfactants, adhesion promoters, ultraviolet absorbers, and anti-coagulants.

[0233] Specific examples of the other polymer compounds include curable resins such as epoxy resins and maleimide resins, thermoplastic resins such as polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, polyfluoroalkyl acrylate, polyester, and polyurethane.

[0234] The above hardener is used to increase deep hardening and mechanical strength, and specific examples of the hardener include epoxy compounds, polyfunctional isocyanate compounds, melamine compounds, and oxetane compounds.

[0235] Specific examples of the epoxy compound in the above curing agent include bisphenol A epoxy resin, hydrogenated bisphenol A epoxy resin, bisphenol F epoxy resin, hydrogenated bisphenol F epoxy resin, novolak epoxy resin, other aromatic epoxy resins, alicyclic epoxy resins, glycidyl ester resins, glycidyl amine resins, or brominated derivatives of the above epoxy resins, aliphatic, alicyclic or aromatic epoxy compounds other than epoxy resins and brominated derivatives thereof, butadiene (co)polymer epoxides, isoprene (co)polymer epoxides, glycidyl (meth)acrylate (co)polymers and triglycidyl isocyanurate.

[0236] Specific examples of the oxetane compound in the above curing agent include carbonate bisoxetane, xylene bisoxetane, adipate bisoxetane, terephthalate bisoxetane, and cyclohexanedicarboxylic acid bisoxetane.

[0237] The above curing agent may be used in combination with a curing auxiliary compound that can cause ring-opening polymerization of the epoxy group of the epoxy compound and the oxetane skeleton of the oxetane compound together with the curing agent.

[0238] The above-mentioned curing auxiliary compounds include, for example, polycarboxylic acids, polycarboxylic anhydrides, and acid generators. The polycarboxylic anhydrides can be commercially available as epoxy resin curing agents. Examples of the commercially available products include Adekahadona EH-700 (manufactured by Adeka Industries, Ltd.), Ricasiddo HH (manufactured by Shin Nippon Eika Co., Ltd.), and MH-700 (manufactured by Shin Nippon Eika Co., Ltd.). The above-mentioned curing agents can be used alone or in combination of two or more.

[0239] The above surfactant can be used to further improve film formation of the colored photosensitive resin composition, and silicone-based, fluorine-based, ester-based, cationic, anionic, nonionic, and amphoteric surfactants can be preferably used.

[0240] The above silicone-based surfactants include, for example, commercially available products such as DC3PA, DC7PA, SH-11PA, SH-21PA, and SH-8400 from Dow Corning Toray Silicone Co., Ltd., and TSF-4440, TSF-4300, TSF-4445, TSF-4446, TSF-4460, and TSF-4452 from GE Toshiba Silicone Co., Ltd.

[0241] The above fluorine-based surfactants include, for example, commercially available products such as Megapis F-470, F-471, F-475, F-482, and F-489 from Dainippon Ink & Kagaku Kogyo Co., Ltd.

[0242] In addition, other commercially available products include KP (Shin-Etsu Chemical Co., Ltd.), POLYFLOW (Kyoeisha Chemical Co., Ltd.), EFTOP (Tochem Products Co., Ltd.), MEGAFAC (Dainippon Ink & Chemical Co., Ltd.), Flourad (Sumitomo 3M Co., Ltd.), Asahi guard, Surflon (all, Asahi Glass Co., Ltd.), SOLSPERSE (Lubrisol), EFKA (EFKA Chemicals Co., Ltd.), PB 821 (Ajinomoto Co., Ltd.), and Disperbyk-series (BYK-chemi).

[0243] The surfactants exemplified above can be used alone or in combination of two or more.

[0244] The type of the above adhesion promoter is not particularly limited, and specific examples of adhesion promoters that can be used 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-mercaptopropyltrimethoxysilane, 3-isocyanatepropyltrimethoxysilane, and Examples include 3-isocyanatepropyltriethoxysilane.

[0245] The type of the above ultraviolet absorber is not particularly limited, but specific examples that can be used include 2-(3-tert-butyl-2-hydroxy-5-methylphenyl)-5-chlorobenzothiazole, alkoxybenzophenone, etc.

[0246] The type of the above-mentioned anti-coagulant is not particularly limited, but specific examples that can be used include sodium polyacrylate, etc.

[0247] The additives exemplified above may be used singly or in combination of two or more. The additives may be included in an amount of typically 0.01 to 5 wt%, preferably 0.05 to 2 wt%, based on the total weight of the colored photosensitive resin composition.

[0248]

[0249] <Method for producing a colored photosensitive resin composition>

[0250] The colored photosensitive resin composition of the present invention can be produced, for example, by the following method. The dye may be dissolved in part or all of the solvent in advance to prepare a solution. Furthermore, it is preferable to mix the pigment with part or all of the solvent in advance and disperse it using a bead mill or the like. At this time, a pigment dispersant may be used as needed, and part or all of the alkali-soluble resin may also be blended. Furthermore, to the obtained dispersion (hereinafter sometimes referred to as a mill base), the remainder of the alkali-soluble resin, a photopolymerizable compound and a photopolymerization initiator, other components used as needed, and additional solvents as needed are further added to a predetermined concentration to obtain the desired colored photosensitive resin composition.

[0251]

[0252] Color Filter

[0253] Another aspect of the present invention relates to a color filter comprising a cured product of the aforementioned colored photosensitive resin composition. A color filter according to one embodiment of the present invention is characterized by comprising a colored pattern formed by applying the aforementioned colored photosensitive resin composition onto a substrate and exposing and developing it in a predetermined pattern.

[0254] The color filter of the present invention may have a thickness of less than 3.0 μm, preferably 0.3 to 2.0 μm, and more preferably 0.4 to 1.6 μm.

[0255] By including the colored photosensitive resin composition of the present invention described above, high color reproduction is possible, so that the color filter can sufficiently perform its role as a color filter even though it contains a low weight concentration of a colorant and has a thin thickness, and by providing an excellent degree of curing when cured at 80 to 120°C, a color filter with high reliability can be provided.

[0256]

[0257] Hereinafter, a method for forming a pattern using the colored photosensitive resin composition of the present invention will be described in detail.

[0258] The method for forming a pattern using the colored photosensitive resin composition of the present invention can use any method known in the art, but typically includes a coating step; an exposure step; and a removal step. By applying the colored photosensitive resin composition of the present invention onto a substrate and performing photocuring and development to form a pattern, it can be used as a colored pixel (colored image).

[0259] Specifically, the colored photosensitive resin composition is applied to a glass substrate having no coating and a glass substrate having SiNx (protective film) 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 3.4 ㎛. After application, light is irradiated to form a pattern required for the color filter. After irradiating with 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 having a desired pattern can be obtained. In addition, in the above process, crack resistance, solvent resistance, etc. can be further improved by re-heating the image pattern obtained by development or curing it by irradiating with active rays, etc.

[0260]

[0261] <Video display device>

[0262] One embodiment of the present invention relates to an image display device including the above-described color filter.

[0263] The color filter of the present invention can be applied to various image display devices such as conventional liquid crystal displays (LCDs), electroluminescent displays (ELs), plasma display panels (PDPs), field emission displays (FEDs), and organic light emitting diodes (OLEDs).

[0264] The image display device of the present invention includes a configuration known in the art, except that it includes the color filter described above.

[0265] An image display device according to one embodiment of the present invention may further include, in addition to the color filter described above, a color filter including 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. In such a case, the light emitted by the light source applied to the image display device is not particularly limited, but from the perspective of superior color reproducibility, a light source emitting blue light is preferably used.

[0266] An image display device according to one embodiment of the present invention may additionally 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 addition to the color filter described above. In such a case, the color filter further includes a transparent pattern layer that does not contain quantum dot particles. When only two color pattern layers are included, a light source that emits light of a wavelength representing the remaining colors that are not included can be used. For example, when only a red pattern layer and a green pattern layer are included, a light source that emits blue light can be used. In such a case, red quantum dot particles emit red light, green quantum dot particles emit green light, and the transparent pattern layer directly transmits the blue light to display the color blue.

[0267]

[0268] Hereinafter, the present invention will be described in more detail based on examples. However, the embodiments of the present invention disclosed below are merely illustrative, and the scope of the present invention is not limited to these embodiments. The scope of the present invention is indicated in the claims, and furthermore, it includes all modifications within the meaning and scope equivalent to the claims. In addition, "%" and "parts" indicating contents in the following examples and comparative examples are based on mass unless otherwise specified.

[0269]

[0270] < Synthetic example >

[0271] Synthesis Example 1: Synthesis of an azo compound represented by Chemical Formula 1

[0272] Synthesis Example 1-1: Synthesis of Colorant (A-1)

[0273] To 5.0 parts of 2,5-dichloro-4-nitroaniline, 4.0 parts of water, 10 parts of acetic acid, 10 parts of methanol, and 25 parts of 98% sulfuric acid were added and stirred. After ice-cooling, an aqueous solution of 2.0 parts of sodium nitrite dissolved in 3.0 parts of water was added to the reaction solution, and the mixture was stirred for 2 hours to obtain a suspension containing a diazonium salt. Meanwhile, 3.0 parts of barbituric acid (α) and 15 parts of methanol were added, and then 100 parts of an ice-cooled 25% aqueous sodium hydroxide solution was added and stirred. The suspension containing the diazonium salt was added dropwise thereto. After completion of the dropping, the mixture was stirred at room temperature for 1 hour to obtain an orange suspension. The orange solid obtained by filtration was dried at 60°C under reduced pressure to obtain a compound represented by the formula (1).

[0274]

[0275] Next, 97 parts of water, 4.1 parts of sodium bicarbonate, and 3.8 parts of sodium sulfide hydrate were added to 8.4 parts of the compound represented by formula (1), and stirred at 85°C for 2 hours. After cooling the reaction solution to room temperature, the reaction solution was neutralized to pH 6 with 35% hydrochloric acid and precipitated to obtain a solid. The obtained solid was washed with water and filtered, and the obtained red solid was dried under reduced pressure at 60°C to obtain 6.3 parts of the compound represented by formula (2).

[0276]

[0277] Next, 2.1 parts of the compound represented by formula (2) were added with 20 parts of water, 6.7 parts of acetic acid, and 33 parts of 98% sulfuric acid, and stirred. After cooling the reaction mixture on ice, 0.6 parts of sodium nitrite was dissolved in 3.3 parts of water. The aqueous solution was added to the reaction solution and stirred for 2 hours to obtain a suspension containing a diazonium salt. Meanwhile, 0.8 parts of barbituric acid (β) and 0.8 parts of methanol were added, and 15 parts of a 25% aqueous sodium hydroxide solution was added under ice cooling and stirred. The suspension containing the diazonium salt described above was added dropwise thereto. After completion of the dropping, the mixture was stirred at room temperature for 1 hour to obtain a red suspension. The suspension was filtered and washed, and the obtained solid was dried at 60°C under reduced pressure, thereby obtaining 1.7 parts (yield 57%) of an azo compound represented by formula (A-1).

[0278] (Mass Spectrometry) Ionization Mode = ESI: m / z = 453.0 [MH] -

[0279]

[0280]

[0281] Synthesis Example 1-2: Synthesis of Colorant (A-2)

[0282] A compound represented by the formula (A-2) was obtained in the same manner as in Synthesis Example 1, except that 3.0 parts of barbituric acid (α) was replaced with 5.1 parts of 1,3-dicyclohexyl barbituric acid (α), and 0.8 parts of barbituric acid (β) was replaced with 0.7 parts of 1,3-dicyclohexylbarbituric acid (β), yielding 0.4 parts (15%) of the compound.

[0283] (Mass Spectrometry) Ionization Mode = ESI: m / z = 783.4 [M+H] +

[0284]

[0285]

[0286] Synthesis Example 1-3: Synthesis of colorant (A-3)

[0287] A compound represented by the formula (A-3) was obtained in 3.9 parts (yield: 66%) by the same method as Synthesis Example 1, except that 3.0 parts of barbituric acid (α) was replaced with 1.8 parts of 3-cyano-1-butyl-6-hydroxy-4-methyl-2-pyridone (α), and 0.8 parts of barbituric acid (β) was replaced with 1.4 parts of 3-cyano-1-butyl-6-hydroxy-4-methyl-2-pyridone (β).

[0288] (Mass Spectrometry) Ionization Mode = ESI: m / z = 609.2 [MH] -

[0289]

[0290]

[0291] Synthesis Example 1-4: Synthesis of colorant (A-4)

[0292] A compound represented by the formula (A-4) was obtained in the same manner as in Synthesis Example 1, 0.8 parts (yield: 53%), except that 3.0 parts of barbituric acid (α) was replaced with 4.2 parts of 3-methyl-1-phenyl-5-pyrazolone (α), and 0.8 parts of barbituric acid (β) was replaced with 0.5 parts of 3-methyl-1-phenyl-5-pyrazolone (β).

[0293] (Mass Spectrometry) Ionization Mode = ESI: m / z = 547.2 [M+H] +

[0294]

[0295]

[0296] Synthesis Example 1-5: Synthesis of Colorant (A-5)

[0297] A compound represented by formula (A-5) was obtained in the same manner as in Synthesis Example 1, 1.2 parts (yield: 58%), except that 3.0 parts of barbituric acid (α) was replaced with 4.9 parts of 3-methyl-1-(4-sulfophenyl)-2-pyrazolin-5-one (α), and 0.8 parts of barbituric acid (β) was replaced with 0.7 parts of 3-methyl-1-(4-sulfophenyl)-2-pyrazolin-5-one (β).

[0298] (Mass Spectrometry) Ionization Mode = ESI: m / z = 705.0 [MH] +

[0299]

[0300]

[0301] Synthesis Example 1-6: Synthesis of colorant (A-6)

[0302] A compound represented by formula (A-6) (yield: 56%) was obtained in the same manner as in Synthesis Example 1, except that 0.8 parts of barbituric acid (β) were replaced with 1.2 parts of 3-cyano-1-butyl-6-hydroxy-4-methyl-2-pyridone.

[0303] (Mass Spectrometry) Ionization Mode = ESI: m / z = 533.0 [M+H] +

[0304]

[0305]

[0306] Synthesis Example 1-7: Synthesis of colorant (A-7)

[0307] A compound represented by formula (A-7) (yield: 54%) was obtained in the same manner as in Synthesis Example 1, except that 0.8 part of barbituric acid (β) was replaced with 1.0 part of 3-methyl-1-phenyl-5-pyrazolone.

[0308] (Mass Spectrometry) Ionization Mode = ESI: m / z = 499.1 [MH] -

[0309]

[0310]

[0311] Synthesis Example 1-8: Synthesis of colorant (A-8)

[0312] A compound represented by formula (A-8) was obtained in 1.2 parts (yield 37%) in the same manner as in Synthesis Example 1, except that 0.8 parts of barbituric acid (β) was replaced with 0.5 parts of 3-methyl-1-(4-sulfophenyl)-2-pyrazolin-5-one.

[0313] (Mass Spectrometry) Ionization Mode = ESI: m / z = 579.0 [MH] -

[0314]

[0315]

[0316]

[0317] Synthesis Example 1-9: Synthesis of colorant (A-9)

[0318] A compound represented by formula (A-9) (0.3 part, yield 31%) was obtained in the same manner as in Synthesis Example 2, except that 0.7 part of 1,3-dicyclohexylbarbituric acid (β) was replaced with 0.2 part of 3-methyl-1-phenyl-5-pyrazolone.

[0319] (Mass spectrometry) Ionization mode = ESI: m / z = 664.0 [M] -

[0320]

[0321]

[0322] Synthesis Example 1-10: Synthesis of Colorant (A-10)

[0323] A compound represented by formula (A-10) was obtained in 35 parts (yield 73%) by the same method as Synthesis Example 4, except that 4.2 parts of 3-methyl-1-phenyl-5-pyrazolone (α) was replaced with 18 parts of 3-methyl-1-(4-sulfophenyl)-2-pyrazolin-5-one.

[0324] (Mass Spectrometry) Ionization Mode = ESI: m / z = 625.1 [MH] -

[0325]

[0326]

[0327] Synthesis Example 1-11: Synthesis of colorant (A-11)

[0328] To 1.5 parts of the azo compound represented by the formula (A-10), 15 parts of chloroform and 0.4 parts of N,N-dimethylformamide were added, stirred, and 0.6 parts of thionyl chloride were added dropwise while maintaining the temperature below 20°C. After completion of the dropping, the temperature was raised to 50°C, reacted at the same temperature for 3 hours, and then cooled to 20°C. After cooling, a mixture of 0.5 parts of 2-methylcyclohexylamine and 1.9 parts of triethylamine was added dropwise while maintaining the reaction solution below 20°C while stirring. Thereafter, the reaction was carried out at the same temperature for 5 hours. Subsequently, the solvent was removed from the obtained reaction mixture using an evaporator, and a small amount of methanol was added followed by vigorous stirring. This mixture was added dropwise to 45 parts of a 20% aqueous sodium chloride solution while stirring to precipitate crystals. The precipitated crystals were washed with water and dried at 60°C under reduced pressure to obtain 1.2 parts (74% yield) of a compound represented by the formula (A-11).

[0329] (Mass Spectrometry) Ionization Mode = ESI: m / z = 720.2 [MH] -

[0330]

[0331]

[0332] Synthesis Example 1-12: Synthesis of Colorant (A-12)

[0333] A compound represented by the formula (A-12) was obtained in 0.8 parts (yield 58%) in the same manner as in Synthesis Example 11, except that 0.5 parts of 2-methylcyclohexylamine was replaced with 2.1 parts of 3,5-di-tert-butylaniline.

[0334] (Mass spectrometry) Ionization mode = ESI: m / z = 813.2 [M] -

[0335]

[0336]

[0337] Synthesis Example 1-13: Synthesis of Colorant (A-13)

[0338] A compound represented by formula (A-13) was obtained in 1.2 parts (yield 74%) in the same manner as in Synthetic Example 11, except that 0.5 parts of 2-methylcyclohexylamine was replaced with 1.3 parts of aniline.

[0339] (Mass Spectrometry) Ionization Mode = ESI: m / z = 701.1 [M] -

[0340]

[0341]

[0342] Synthesis Example 1-14: Synthesis of Colorant (A-14)

[0343] A compound represented by formula (A-14) (yield: 59%) was obtained in the same manner as in Synthesis Example 11, except that 0.5 parts of 2-methylcyclohexylamine was replaced with 1.8 parts of 1-adamantaneamine.

[0344] (Mass Spectrometry) Ionization Mode = ESI: m / z = 759.2 [M]

[0345]

[0346]

[0347] Synthesis Example 1-15: Synthesis of Colorant (A-15)

[0348] A compound represented by formula (A-15) (yield: 62%) was obtained in the same manner as in Synthesis Example 11, except that 0.5 parts of 2-methylcyclohexylamine was replaced with 1.2 parts of 1,3-dimethylbutylamine.

[0349] (Mass spectrometry) Ionization mode = ESI: m / z = 709.2 [M] -

[0350]

[0351]

[0352] Synthesis Example 1-16: Synthesis of Colorant (A-16)

[0353] To 0.5 parts of the azo compound represented by formula (A-10), 60 parts of water and 60 parts of N, N-dimethylformamide were added, stirred, and 1.2 parts of barium acetate were added. The temperature was raised to 60°C, reacted at the same temperature for 2 hours, and then cooled to 20°C. After cooling, the reaction solution was filtered, washed with methanol, and dried under reduced pressure at 60°C, thereby obtaining 0.4 parts (yield 76%) of the compound represented by formula (A-16).

[0354]

[0355]

[0356] Synthesis Example 1-17: Synthesis of colorant (A-17)

[0357] A compound represented by the formula (A-17) was obtained in the same manner as in Synthesis Example 11, except that 1.5 parts of the azo compound represented by the formula (A-10) were replaced with 12 parts of the azo compound represented by the formula (A-5), 0.4 parts of N,N-dimethylformamide were replaced with 0.3 parts, 0.6 parts of thionyl chloride were replaced with 9.4 parts, 0.5 parts of 2-methylcyclohexylamine were replaced with 2.3 parts, and 1.9 parts of triethylamine were replaced with 5.3 parts, thereby obtaining 0.4 parts (yield 28%) of the compound represented by the formula (A-17).

[0358] (Mass Spectrometry) Ionization Mode = ESI: m / z = 895.2 [MH] -

[0359]

[0360]

[0361] Synthesis Example 1-18: Synthesis of colorant (A-18)

[0362] A compound represented by formula (A-18) (yield: 65%) was obtained in the same manner as in Synthesis Example 7, except that 5.0 parts of 2,5-dichloro-4-nitroaniline was replaced with 3.0 parts of 2-methyl-4-nitroaniline.

[0363] (Mass Spectrometry) Ionization Mode = ESI: m / z = 445.2 [MH] -

[0364]

[0365]

[0366] Synthesis Example 1-19: Synthesis of colorant (A-19)

[0367] A compound represented by the formula (A-19) was obtained in 4.0 parts (yield: 90%) in the same manner as in Synthesis Example 10, except that 5.0 parts of 2,5-dichloro-4-nitroaniline was replaced with 6.0 parts of 2-methyl-4-nitroaniline.

[0368] (Mass Spectrometry) Ionization Mode = ESI: m / z = 571.2 [MH] -

[0369]

[0370]

[0371] Synthesis Example 1-20: Synthesis of Colorant (A-20)

[0372] Except that 1.5 parts of the azo compound represented by formula (A-10) were replaced with 1.5 parts of the azo compound represented by formula (A-19), 0.3 parts (20% yield) of the compound represented by formula (A-20) was obtained in the same manner as in Synthesis Example 11.

[0373] (Mass Spectrometry) Ionization Mode = ESI: m / z = 666.3 [MH] -

[0374]

[0375]

[0376] Synthesis Example 1-21: Synthesis of Colorant (A-21)

[0377] A compound represented by the formula (A-21) was obtained in 1.3 parts (yield 40%) in the same manner as in Synthesis Example 4, except that 5.0 parts of 2,5-dichloro-4-nitroaniline was replaced with 3.0 parts of 2-chloro-4-nitroaniline.

[0378] (Mass Spectrometry) Ionization Mode = ESI: m / z = 513.3 [M+H]

[0379]

[0380]

[0381] Synthesis Example 1-22: Synthesis of Colorant (A-22)

[0382] A compound represented by the formula (A-22) was obtained in 0.3 parts (yield 21%) in the same manner as in Synthesis Example 4, except that 5.0 parts of 2,5-dichloro-4-nitroaniline was replaced with 3 parts of 2,6-dichloro-4-nitroaniline.

[0383] (Mass Spectrometry) Ionization Mode = ESI: m / z = 545.3 [MH] -

[0384]

[0385]

[0386] Synthesis Example 1-23: Synthesis of Colorant (A-23)

[0387] A compound represented by the formula (A-23) (yield: 73%) was obtained in the same manner as in Synthesis Example 4, except that 5.0 parts of 2,5-dichloro-4-nitroaniline was replaced with 2.0 parts of 4-nitroaniline.

[0388] (Mass Spectrometry) Ionization Mode = ESI: m / z = 479.5 [M+H] +

[0389]

[0390]

[0391] Synthesis Example 1-24: Synthesis of Colorant (A-24)

[0392] A compound represented by the formula (A-24) was obtained in 0.3 parts (yield 15%) in the same manner as in Synthesis Example 4, except that 5.0 parts of 2,5-dichloro-4-nitroaniline was replaced with 1.0 parts of 2,5-dimethoxy-4-nitroaniline.

[0393] (Mass Spectrometry) Ionization Mode = ESI: m / z = 537.2 [MH] -

[0394]

[0395]

[0396] Synthesis Example 2: Synthesis of Alkali-Soluble Resin

[0397] Synthesis Example 2-1: Synthesis of alkali-soluble resin (B-1)

[0398] In a 1000 ml flask equipped with a stirrer, a thermometer, a reflux condenser, a dropping lot, and a nitrogen inlet tube, 400 parts of propylene glycol monomethyl ether acetate, 7 parts of AIBN, 15 parts of tricyclodecane methacrylate, 30 parts of methacrylate, 20 parts of methacrylic acid, 20 parts of a compound represented by the following chemical formula 8 (ethyl 3-ethoxy-2-({2-[(2-methylacryloyl)oxy]ethyl}carbamoyl)but-3-enoate), and 15 parts of hydroxyl methacrylate were charged and replaced with nitrogen. Thereafter, the temperature of the reaction solution was raised to 120°C while stirring, and the reaction was continued for 10 hours after the temperature was raised.

[0399] The final solid content of the alkali-soluble resin containing the block isocyanate group synthesized in this way was 30.0%, the solid acid value was 95 mgKOH / g, and the weight average molecular weight measured by GPC was 7600. The compound represented by chemical formula 8 and hydroxyl methacrylate were included in a weight ratio of 1:0.75.

[0400] [Chemical Formula 8]

[0401]

[0402]

[0403] Synthesis Example 2-2: Synthesis of Alkali-Soluble Resin (B-2)

[0404] In a 1000 ml flask equipped with a stirrer, a thermometer, a reflux condenser, a dropping funnel, and a nitrogen inlet tube, 400 parts of propylene glycol monomethyl ether acetate, 7 parts of AIBN, 15 parts of tricyclodecane methacrylate, 30 parts of methacrylate, 20 parts of methacrylic acid, 20 parts of a compound represented by the following chemical formula 9 (2-{[1-(3,5-dimethyl-4,5-dihydro-1H-pyrazol-1-yl)carbonyl]amino}ethyl 2-methylprop-2-enoate), and 15 parts of hydroxyl methacrylate were charged, and nitrogen was replaced. Thereafter, the temperature of the reaction solution was raised to 120°C while stirring, and the reaction was continued for 10 hours after the temperature was raised.

[0405] The final solid content of the alkali-soluble resin synthesized in this way was 32.0%, the solid acid value was 90 mgKOH / g, and the weight average molecular weight measured by GPC was 7100. The compound represented by chemical formula 9 and hydroxyl methacrylate were included in a weight ratio of 1:0.75.

[0406] [Chemical Formula 9]

[0407]

[0408]

[0409] Synthesis Example 2-3: Synthesis of alkali-soluble resin (B-3)

[0410] An alkali-soluble resin was synthesized in the same manner as in Synthesis Example 2-1, except that 10 parts of hydroxyl methacrylate was used in Synthesis Example 2-1.

[0411] The final solid content of the alkali-soluble resin synthesized in this way was 32 wt%, the solid acid value was 92 mgKOH / g, and the weight average molecular weight measured by GPC was 7300. The compound represented by chemical formula 8 and hydroxyl methacrylate were included in a weight ratio of 1:0.5.

[0412]

[0413] Synthesis Example 2-4: Synthesis of alkali-soluble resin (B-4)

[0414] An alkali-soluble resin was synthesized in the same manner as in Synthesis Example 2-2, except that 12 parts of hydroxyl methacrylate were used in Synthesis Example 2-2.

[0415] The final solid content of the alkali-soluble resin synthesized in this way was 33 wt%, the solid acid value was 91 mgKOH / g, and the weight average molecular weight measured by GPC was 7400. The compound represented by chemical formula 9 and hydroxyl methacrylate were included in a weight ratio of 1:0.6.

[0416]

[0417] Synthesis Example 2-5: Synthesis of alkali-soluble resin (B-5)

[0418] 120 parts by weight of propylene glycol monomethyl ether acetate, 80 parts by weight of propylene glycol monomethyl ether, 5 parts by weight of AIBN, 35 parts by weight of methacrylic acid, and 65 parts by weight of benzyl methacrylate were charged into a flask equipped with a stirrer, a thermometer, a reflux condenser, a dropping funnel, and a nitrogen inlet tube, and the mixture was purged with nitrogen. The mixture was then stirred to increase the temperature of the reaction solution to 110°C and reacted for 6 hours. The solid acid value of the alkali-soluble resin B-5 thus synthesized was 135 mgKOH / g, and the weight average molecular weight (Mw) measured by GPC was approximately 24,000.

[0419]

[0420] Synthesis Example 2-6: Synthesis of alkali-soluble resin (B-6)

[0421] 100 parts by weight of propylene glycol monomethyl ether acetate and 100 parts by weight of propylene glycol monomethyl ether were placed in a flask equipped with a stirrer, a thermometer, a reflux condenser, a dropping funnel, and a nitrogen inlet tube. After the atmosphere inside the flask was replaced with nitrogen from air, 5 parts by weight of azobicisobutyronitrile, 30 parts by weight of acrylic acid, 30 parts by weight of benzyl maleimide, 45 parts by weight of benzyl methacrylate, 40 parts by weight of cyclohexyl methacrylate, 58 parts by weight of glycidyl methacrylate, and 4 parts by weight of n-dodecanethiol were added. After stirring, the temperature of the reaction solution was raised to 100°C and the reaction was carried out for 6 hours. The solid acid value of the alkali-soluble resin B-6 thus synthesized was 26 mgKOH / g, and the weight average molecular weight (Mw) measured by GPC was approximately 7,500.

[0422]

[0423] < Manufacturing Example >

[0424] Manufacturing Example 1: Azo compound dispersion (a1-1)

[0425] 4.5 parts of the compound represented by the formula (A-1) obtained in Synthesis Example 1-1, 5.7 parts of a dispersant (BYKLPN-6919 manufactured by BYK) (converted to solid content), 9.9 parts of a dispersing resin (copolymer of 30 parts by weight of methacrylic acid and 70 parts by weight of benzyl methacrylate, acid value 80 mgKOH / g, weight average molecular weight 11,000) (converted to solid content), 74.3 parts of propylene glycol monomethyl ether acetate, and 5.0 parts of diacetone alcohol were mixed, and 300 parts of 0.2 mm zirconia beads were added, mixed, and dispersed to obtain an azo compound dispersion (a1-1).

[0426]

[0427] Manufacturing Example 2: Azo compound dispersion (a1-2)

[0428] An azo compound dispersion (a1-2) was obtained in the same manner as in Manufacturing Example 1, except that the compound represented by the formula (A-1) of Manufacturing Example 1 was changed to the compound represented by the formula (A-4) obtained in Synthesis Example 1-4.

[0429]

[0430] Manufacturing Example 3: Azo compound dispersion (a1-3)

[0431] An azo compound dispersion (a1-3) was obtained in the same manner as in Manufacturing Example 1, except that the compound represented by the formula (A-1) of Manufacturing Example 1 was changed to the compound represented by the formula (A-8) obtained in Synthesis Example 1-8.

[0432]

[0433] Manufacturing Example 4: Azo compound dispersion (a1-4)

[0434] An azo compound dispersion (a1-4) was obtained in the same manner as in Manufacturing Example 1, except that the compound represented by the formula (A-1) of Manufacturing Example 1 was changed to the compound represented by the formula (A-15) obtained in Synthesis Example 1-15.

[0435]

[0436] Manufacturing Example 5: Azo compound dispersion (a1-5)

[0437] An azo compound dispersion (a1-5) was obtained in the same manner as in Manufacturing Example 1, except that the compound represented by the formula (A-1) of Manufacturing Example 1 was changed to the compound represented by the formula (A-20) obtained in Synthesis Example 1-20.

[0438]

[0439] Manufacturing Example 6: Azo compound dispersion (a1-6)

[0440] An azo compound dispersion (a1-6) was obtained in the same manner as in Manufacturing Example 1, except that the compound represented by the formula (A-1) of Manufacturing Example 1 was changed to the compound represented by the formula (A-24) obtained in Synthesis Example 1-24.

[0441]

[0442] Manufacturing Example 7: Red colorant dispersion (a3)

[0443] A red colorant dispersion (a3) ​​was prepared in the same manner as in Manufacturing Example 1, except that CI Pigment Red 291 was used instead of the compound represented by Formula (A-1) of Manufacturing Example 1.

[0444]

[0445] Manufacturing Example 8: Red colorant dispersion (a4)

[0446] A red colorant dispersion (a4) was prepared in the same manner as in Manufacturing Example 1, except that CI Pigment Red 254 was used instead of the compound represented by Formula (A-1) of Manufacturing Example 1.

[0447]

[0448] Manufacturing Example 9: Yellow colorant dispersion (a5)

[0449] A yellow colorant dispersion (a5) was prepared in the same manner as in Manufacturing Example 1, except that CI Pigment Yellow 139 was used instead of the compound represented by Formula (A-1) of Manufacturing Example 1.

[0450]

[0451] <Examples and Comparative Examples>

[0452] Examples 1 to 14 and Comparative Examples 1 to 4: Preparation of colored photosensitive resin compositions

[0453] A colored photosensitive resin composition was prepared according to the composition and contents of Tables 1 and 2 below.

[0454] (% by weight) Example 12345678910(A)(a1-1)33.5-----19.018.214.333.5(a1-2)-33.5--------(a1-3)--33.5-------(a1-4)---33.5------(a1-5)----33.5-----(a1-6)-----33.5----(a2)--------5.0-(a3)------10.0---(a4)-------10.0--(a5)27.527.527.527.527.532.032.841.727.5(B)(b- 1)5.05.05.05.05.05.05.05.05.0-(b-2)---------5.0(b-3)----------(b-4)----------(b-5)----------(b-6)----------(C)7.07.07.07.07. 07.07.07.07.07.0(D)0.60.60.60.60.60.60.60.60.60.6(E)26.226.226 .226.226.226.226.226.226.226.2(F)0.20.20.20.20.20.20.20.20.20.2

[0455]

[0456] (Wt%)Example Comparative Example 111213141234(A)(a1-1)33.533.533.533.5--33.533.5(a1-2)--------(a1-3)--------(a1-4)--------(a1-5)--------(a1-6)--------(a2)--------(a3)----20.9---(a4)-----18.3--(a5)27.527.527.527.540.142.727.527.5(B)(b-1)--3.03.05.05.0--(b-2)--------(b-3)5.0-------(b-4)-5.0------(b-5)--2.0---5.0-(b-6)---2.0 ---5.0(C)7.07.07.07.07.07.07.07.0(D)0.60.60.60.60.60.60.60.6( E)26.226.226.226.226.226.226.226.2(F)0.20.20.20.20.20.20.20.2

[0457] (A) Colorant

[0458] (a1-1) ~ (a1-6): Azo compound dispersion according to manufacturing examples 1 to 6

[0459] (a2): Xanthylium salt, 3-dipropylamino, 6-diethylamino, 9-(2-sulfophenyl)-, intramolecular salt; dye of chemical formula 2

[0460] (a3): CI Pigment Red 291 dispersion according to Manufacturing Example 7

[0461] (a4): CI Pigment Red 254 dispersion according to Manufacturing Example 8

[0462] (a5): CI Pigment Yellow 139 dispersion according to Manufacturing Example 9

[0463]

[0464] (B) Alkali-soluble resin

[0465] (b-1): Alkali-soluble resin B-1: Alkali-soluble resin of Synthesis Example 2-1

[0466] (b-2): Alkali-soluble resin B-2: Alkali-soluble resin of Synthesis Example 2-2

[0467] (b-3): Alkali-soluble resin B-3: Alkali-soluble resin of Synthesis Example 2-3

[0468] (b-4): Alkali-soluble resin B-4: Alkali-soluble resin of Synthesis Example 2-4

[0469] (b-5): Alkali-soluble resin B-5: Alkali-soluble resin of Synthesis Example 2-5

[0470] (b-6): Alkali-soluble resin B-6: Alkali-soluble resin of Synthesis Example 2-6

[0471] (C) Photopolymerizable compound: A9550 (Shin-Nakamura)

[0472] (D) Photopolymerization initiator: OXE-02 (BASF)

[0473] (E) Solvent: Propylene glycol monomethyl ether acetate

[0474] (F) Additive: Silicone surfactant (SH-8400)

[0475]

[0476] <Experimental Example>

[0477] 1. Manufacturing of color filters

[0478] Color filters were manufactured using the colored photosensitive resin compositions according to the above examples and comparative examples. That is, each of the colored photosensitive resin compositions was applied onto a silicon wafer substrate by spin coating, then placed on a heating plate and maintained at a temperature of 100°C for 3 minutes to form a thin film. Next, a test photomask having a pattern in which the transmittance was changed stepwise in the range of 1 to 100% and a line / space pattern of 1 μm to 50 μm was placed on the thin film, and ultraviolet rays were irradiated. At this time, a 1 KW high-pressure mercury lamp containing all of the g, h, and i lines was used as the ultraviolet light source, and the irradiation was performed at an illuminance of 100 mJ / cm2, and no special optical filter was used. The thin film irradiated with ultraviolet rays was developed by immersing it in a KOH aqueous solution developing solution of pH 10.5 for 2 minutes. The substrate coated with the thin film was washed with distilled water, dried by blowing nitrogen gas, and heated in a heating oven at 100°C for 30 minutes to manufacture a color filter. The film thickness of the color filter manufactured above was 1.2㎛.

[0479]

[0480] 2. Calculating colorant concentration

[0481] The colorant concentration (weight concentration of the colorant relative to the total weight of the solid content of the composition) of the colored photosensitive resin compositions according to the examples and comparative examples manufactured above was calculated. The colorant concentration of the colored photosensitive resin composition of Comparative Example 1 was set as the standard (100%), and by comparison with this, the colorant concentration of the colored photosensitive resin compositions according to the remaining examples and comparative examples was calculated as a relative value (%), and the lower the relative value, the better the physical properties. The results are shown in Table 3 below.

[0482]

[0483] 3. Sensitivity evaluation

[0484] During the manufacturing process of the above color filter, the minimum exposure dose (mJ / cm2) required to form a thin film without tearing of the pattern after development was measured, and the sensitivity was evaluated according to the evaluation criteria below, and the results are shown in Table 3 below.

[0485] < Sensitivity Evaluation Criteria >

[0486] ○(Excellent): 30 mJ / ㎠ or less

[0487] △(Good): 30 to 50 mJ / ㎠

[0488] ×(Defective): Over 50 mJ / ㎠

[0489]

[0490] 4. Adhesion Evaluation

[0491] When the pattern of the color filter manufactured above was observed through an optical microscope, the degree of tearing on the pattern was evaluated according to the following criteria and is shown in Table 3 below.

[0492] < Adhesion Evaluation Criteria >

[0493] ○: No tearing in the pattern

[0494] △: 1 to 5 tearings in the pattern

[0495] ×: More than 5 tearings in the pattern

[0496]

[0497] 5. Content evaluation

[0498] The color filter manufactured above was cut into 3x3cm pieces and immersed in 14.6 ml of NMP (NMethyl-2-pyrrolidone) solution at 80°C for 40 minutes. Thereafter, the absorbance of the immersion solution was measured using a UV-Vis spectrometer, and the solvent resistance was evaluated according to the evaluation criteria below, and the results are shown in Table 3 below.

[0499] < Content Evaluation Criteria >

[0500] ◎: Absorbance 1 or less

[0501] ○: Absorbance greater than 1 and less than 2

[0502] △: Absorbance greater than 2 and less than 4

[0503] ×: Absorbance exceeding 4

[0504]

[0505] 6. Evaluation of the phenomenon stain

[0506] Color filters were manufactured in the same manner as described in the above "1. Manufacturing of Color Filters" except that the test photomask was not used, and the occurrence of development stains was tested. Distilled water was dropped onto the substrate, left at room temperature for 2 minutes, and then dried by blowing nitrogen gas. Next, the substrate was irradiated with a Na lamp, and the surface condition of the coating was observed to visually determine whether stains occurred, and the results were evaluated according to the following criteria, and the results are shown in Table 3 below.

[0507] <Development stain evaluation criteria>

[0508] ○: No circular water stains are recognized on the surface of the coating.

[0509] △: Circular water spots are faintly noticeable on the surface of the coating.

[0510] ×: Water stains are clearly visible on the surface of the coating.

[0511]

[0512] 7. Film thickness evaluation

[0513] The minimum achievable film thickness was measured using a colorimeter (OSP-SP-200; manufactured by OLYMPUS) and, when the same color coordinates were matched, using a film thickness measuring device (DEKTAK 6M; manufactured by Veeco), the minimum film thickness was evaluated according to the following criteria, and the results are shown in Table 3 below.

[0514] < Film thickness evaluation criteria >

[0515] ○: Film thickness 2.0㎛ or less

[0516] △: Film thickness greater than 2.0㎛ and less than 3.0㎛

[0517] ×: Film thickness 3.0㎛ or more

[0518]

[0519] 8. Overcoating lamination evaluation

[0520] A transparent curable composition (OCA) was applied to a thickness of 1.5 μm on the pattern of the color filter manufactured above, maintained at a temperature of 100°C for 3 minutes, and then overcoated by heating in a heating oven at 100°C for 30 minutes. The color difference (ΔEab*) before and after overcoating was measured using a colorimeter (OSP-SP-200; manufactured by OLYMPUS). The degree of color difference at this time was evaluated according to the following criteria and is shown in Table 3 below.

[0521] < Overcoating lamination evaluation criteria >

[0522] ◎: ΔEab* < 1

[0523] ○: 1 ≤ ΔEab* < 5

[0524] ×: 5 ≤ ΔEab*

[0525]

[0526] Distinction Colorant Concentration Sensitivity Adhesion Solvent Resistance Phenomenon Stain Film Thickness Overcoating Lamination Evaluation Example 168%○○◎○○◎268%○○◎○○◎368%○○◎○○◎474%○○◎○○◎572%○○◎○○◎668%○○◎○○◎775%○○◎○○◎877%○○◎○○◎976%○○○○◎1068%○○◎○○◎1168%○○◎○○○1268%○○◎○○○1368%△△○○○○1468%△△○○○○Comparative Example 1100%X○○○X○296%X○○○X○368%△XXX○X468%△XXX○X

[0527]

[0528] Referring to the experimental data shown in Table 3 above, the color filters manufactured using the colored photosensitive resin compositions according to Examples 1 to 14 of the present invention were excellent in both adhesion and development stain evaluation even when cured at 100°C, and provided sufficient sensitivity without deformation even at a film thickness of 1.2 μm.

[0529] In addition, the color filters manufactured using the colored photosensitive resin compositions according to Examples 1 to 14 of the present invention exhibited sufficient color characteristics even when the film thickness was 2.0 ㎛ or less, and the curing was sufficient so that no color difference occurred when a transparent curable composition was overcoated.

[0530] In contrast, in Comparative Examples 1 and 2, which do not include a compound represented by Chemical Formula 1 as a colorant, it can be seen that the colorant concentration is high overall and the sensitivity is significantly reduced, and therefore, it can be confirmed that the film thickness of the color filter must be thick to provide the same spectral characteristics (color coordinates) as the example.

[0531] In addition, in Comparative Examples 3 to 4 using an alkali-soluble resin that does not contain a block isocyanate group, poor results were shown in all of the solvent resistance, adhesion, development stain evaluation, and color difference evaluation during low-temperature curing.

[0532] Therefore, it can be seen that the colored photosensitive resin composition according to the present invention and the color filter manufactured using the same have a relatively low colorant concentration even when cured at a low temperature, and have excellent adhesion, solvent resistance, and degree of curing after development, thereby improving reliability.

[0533]

[0534] The colored photosensitive resin composition of the present invention has the effect of providing a thin thickness and exhibiting excellent sensitivity by enabling high color reproducibility even at a relatively low weight concentration (PWC) of the colorant by including a compound represented by the chemical formula 1 as a colorant.

Claims

1. Containing a coloring agent, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator and a solvent, The above colorant comprises a compound represented by the following chemical formula 1, A colored photosensitive resin composition in which the alkali-soluble resin is polymerized, including a compound represented by the following chemical formula 3 and a compound represented by the following chemical formula 4. [Chemical Formula 1] (In the above chemical formula 1, L 1 is a group represented by formula (ph1), A is a group represented by formula (ia), and B is a group represented by formula (ib). (In the above equation (ph1), X 1 represents a hydrogen atom, a monovalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, NH2, -CONH2, -COOH, -CN, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, or a halogen atom, and -CH2- contained in the hydrocarbon group may be substituted with -O-, -CO-, or -NH-, and -CH= contained in the hydrocarbon group may be substituted with -N=. n represents an integer from 0 to 4. If n is an integer greater than 2, multiple X 1 may be the same or different. n is an integer greater than or equal to 2, and X 1 If it is bonded to an adjacent carbon atom, X bonded to the adjacent carbon atom 1 They can combine with each other to form rings. * indicates the number of combinations with A, and ** indicates the number of combinations with B.) (In the above formulas (ia) and (ib), X 6 ~ X 9 Each independently represents a monovalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and -CH2- contained in the hydrocarbon group may be substituted with -O-, -CO- or -NH-, -CH= contained in the hydrocarbon group may be substituted with -N=, -CH< contained in the hydrocarbon group may be replaced with -N<, and an oxygen atom, a nitrogen atom, a sulfur atom or a carbonyl group may be inserted between the carbon atoms constituting the hydrocarbon group. X 6 and X 7 can be combined with each other to form a ring, and X 8 and X 9 They may be combined with each other to form a ring. * is L 1 ) indicates the number of combinations with [Chemical Formula 3] (In the above chemical formula 3, R a is a heteroalkyl group having 1 to 20 carbon atoms, a heteroalkenyl group having 2 to 20 carbon atoms, a heterocycloalkenyl group having 3 to 20 carbon atoms, a heteroalkynyl group having 2 to 20 carbon atoms, a heterocycloalkyl group having 3 to 20 carbon atoms, or a heteroaryl group having 6 to 20 carbon atoms, R b is a hydrogen atom or a methyl group, p is an integer from 1 to 5.) [Chemical Formula 4] (In the above chemical formula 4, q is an integer from 1 to 5.) 2. In claim 1, Above L 1 A colored photosensitive resin composition represented by the formula (ph2). (In the above equation (ph2), X 2 ~ X 5 Each independently represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, -NH2, -CONH2, -COOH, -CN, an alkoxy group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, or a halogen atom. X 2 Wow X 3 And X 4 Wow X 5 They can be combined with each other to form a ring. * indicates the number of combinations with A, and ** indicates the number of combinations with B.) 3. In claim 1, A colored photosensitive resin composition, wherein the colorant further comprises at least one selected from the group consisting of red pigments, yellow pigments, purple pigments, and xanthene dyes.

4. In claim 3, A colored photosensitive resin composition comprising a compound represented by the following chemical formula 2, wherein the xanthene dye is: [Chemical Formula 2] (In the above chemical formula 2, R 21 Inland R 26 are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, R 27 and R 28 Silver, each independently a hydrogen atom, -COOH, -COO - , -SO3 - , -SO3H, -SO3Na, -COOCH3 or -COOCH2CH3.) 5. In claim 1, The alkali-soluble resin is a colored photosensitive resin composition polymerized by including a compound represented by chemical formula 3 and a compound represented by chemical formula 4 in a weight ratio of 1:0.5 to 1:1.

5.

6. In claim 1, A colored photosensitive resin composition, wherein the photopolymerization initiator comprises an oxime compound.

7. In claim 6, A colored photosensitive resin composition, wherein the oxime compound comprises at least one selected from the group consisting of a compound represented by the following chemical formula 5, a compound represented by the following chemical formula 6, and a compound represented by the following chemical formula 7. [Chemical Formula 5] [Chemical Formula 6] [Chemical Formula 7] (In the above chemical formulas 5 to 7, R 31 Inland R 46 are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a hydroxyalkyl group having 1 to 12 carbon atoms, a hydroxyalkoxyalkyl group having 2 to 24 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an aryl group, an aralkyl group, an amino group, a nitro group, a cyano group, or a hydroxy group.

8. In claim 1, With respect to the total weight of the above colored photosensitive resin composition, 1 to 30 wt% of colorant, 0.1 to 30 wt% of alkali-soluble resin, 1 to 15 wt% of a photopolymerizable compound, 0.1 to 10 wt% of photopolymerization initiator and A colored photosensitive resin composition comprising 60 to 95 wt% of a solvent.

9. A color filter comprising a cured product of the colored photosensitive resin composition of any one of claims 1 to 8.

10. In claim 9, A color filter with a thickness of less than 3.0㎛.

11. An image display device including the color filter of claim 9.

Images