Color-curable resin composition, color filter, display device, and solid-state image sensor

Abstract

The object of this disclosure is to provide a color-curable resin composition capable of forming a color filter with excellent pattern shape when using various colorants such as green colorants, blue colorants, or purple colorants. [Solution] This disclosure relates to a colored curable resin composition containing a colorant, a binder resin, a polymerizable compound, and a polymerization initiator, wherein the colorant comprises at least one selected from the group consisting of a green colorant, a blue colorant, and a purple colorant, and the binder resin comprises structural units having a plurality of aromatic hydrocarbon rings, the content of said structural units being 0.70 to 3.0 mmol / g in the total amount of the binder resin and the polymerizable compound.

Description

[Technical Field]

[0001] This disclosure relates to a color-curable resin composition, a color filter, a display device, and a solid-state image sensor. [Background technology]

[0002] Color filters used in display devices such as liquid crystal displays, electroluminescent displays, and plasma displays, as well as solid-state image sensors such as CCDs and CMOS sensors, are manufactured from color-curable resin compositions. As such color-curable resin compositions, color-curable resin compositions containing copolymers composed of predetermined structural units as alkali-soluble resins are known (Patent Document 1). [Prior art documents] [Patent Documents]

[0003] [Patent Document 1] Japanese Patent Publication No. 2023-39409 [Overview of the project] [Problems that the invention aims to solve]

[0004] However, when the coloring composition of the above-mentioned color-curable resin composition was set to green, blue, or a combination thereof, the pattern shape of the color filter formed from the color-curable resin composition was not sufficiently satisfactory. Therefore, the object of this disclosure is to provide a color-curable resin composition that can form a color filter with excellent pattern shape when using various colorants such as green colorants, blue colorants, or purple colorants. In one embodiment, the object of this disclosure is to provide a color-curable resin composition capable of forming a color filter with excellent pattern shape when a green colorant and a blue colorant are used. [Means for solving the problem]

[0005] The gist of this disclosure is as follows: [1] Contains a colorant, a binder resin, a polymerizable compound and a polymerization initiator, The coloring agent includes at least one selected from the group consisting of green coloring agents, blue coloring agents, and purple coloring agents. The binder resin contains structural units having multiple aromatic hydrocarbon rings. A colored curable resin composition in which the content of the structural unit is 0.70 to 3.0 mmol / g in the total amount of the binder resin and polymerizable compound. [2] The colored curable resin composition according to [1], wherein the above structural unit is a structural unit represented by formula (I). [ka] [In formula (I), R 1 represents a hydrogen atom or a methyl group. R 2 This represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, which may have substituents. T 1 This represents a divalent aromatic hydrocarbon group having 6 to 20 carbon atoms, which may have substituents. X is -O-, -S-, or -NR 3 - represents R 3 This represents a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms. T 2 This represents an aromatic hydrocarbon group having 6 to 20 carbon atoms, which may have substituents. [3] The colored curable resin composition according to [2], wherein the binder resin further comprises at least one structural unit selected from the group consisting of the following structural units (a) to (e). Structural unit (a): A structural unit derived from at least one monomer (monomer (a)) selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acid anhydrides. Structural unit (b): A structural unit derived from a monomer (monomer (b)) having a cyclic ether structure with 2 to 4 carbon atoms and an ethylenically unsaturated bond. Structural unit (c): A structural unit derived from a monomer copolymerizable with monomer (a) (however, different from monomer (a), monomer (b), and the monomer that derives structural unit (I)). Structural unit (d1): A structural unit obtained by adding a monomer (b) to structural unit (a) Structural unit (d2): A structural unit obtained by adding a monomer (a) to structural unit (b) Structural unit (e): A structural unit obtained by adding a polyhydric carboxylic acid and / or a carboxylic acid anhydride to structural unit (d1) or structural unit (d2). [4] A colored curable resin composition according to any one of [1] to [3] for manufacturing a color filter at 150°C or below. A color filter formed from a color-curable resin composition described in any of [5][1] to [4]. A display device including the color filter described in [6][5]. A solid-state image sensor including the color filter described in [7][5]. [Effects of the Invention]

[0006] According to this disclosure, it is possible to provide a color-curable resin composition capable of forming a color filter with a good pattern shape when various colorants such as a green colorant, a blue colorant, or a purple colorant are used. Furthermore, according to one aspect of this disclosure, it is possible to provide a color-curable resin composition capable of forming a color filter with a good pattern shape when a green colorant and a blue colorant are used. [Brief explanation of the drawing]

[0007] [Figure 1] Figure 1 is a schematic diagram of a pattern to explain the insertion width. [Figure 2] Figure 2 is a schematic diagram of a pattern used to explain the taper angle. [Modes for carrying out the invention]

[0008] The colored curable resin composition of this disclosure comprises a colorant (hereinafter sometimes referred to as colorant (A)), a binder resin (hereinafter sometimes referred to as resin (B)), a polymerizable compound (hereinafter sometimes referred to as polymerizable compound (C)), and a polymerization initiator (hereinafter sometimes referred to as polymerization initiator (D)). The colored curable resin composition of this disclosure may further contain a solvent (hereinafter sometimes referred to as solvent (F)). The colored curable resin composition of this disclosure may further contain a polymerization initiator (hereinafter sometimes referred to as polymerization initiator (D1)). The colored curable resin composition of this disclosure may further contain a leveling agent (hereinafter sometimes referred to as leveling agent (G)). The colored curable resin composition of this disclosure may further contain a silane coupling agent (hereinafter sometimes referred to as silane coupling agent (E)). In this specification, the compounds exemplified as components may be used individually or in combination, unless otherwise specified.

[0009] <Coloring agent (A)> The coloring agent (A) includes at least one selected from the group consisting of a green coloring agent, a blue coloring agent, and a purple coloring agent. The coloring agent (A) may also contain a green coloring agent and a blue coloring agent, or a green coloring agent and a purple coloring agent, or a blue coloring agent and a purple coloring agent.

[0010] The green coloring agent preferably contains at least one selected from the group consisting of green dyes and green pigments, and more preferably contains a green pigment.

[0011] A green dye can be any dye whose hue is classified as green. CI Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35; CI Acid Green 1, 3, 5, 6, 7, 8, 9, 11, 13, 14, 15, 16, 22, 25, 27, 28, 41, 50, 50:1, 58, 63, 65, 80, 104, 105, 106, 109; CI Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 79, 82; CI Mordant Green 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, 41, 43, 53; CI Bat Green 1; Examples include CI Basic Green 1; etc.

[0012] Any green pigment will suffice, as long as its hue is classified as green. Examples include CI Pigment Green 7, 36, 58, 59, 62, 63, 64, 65, 66, 67; and others.

[0013] As the green pigment, phthalocyanine-based pigments are preferred, more preferably at least one selected from the group consisting of copper halide phthalocyanine pigment, zinc halide phthalocyanine pigment, and aluminum halide phthalocyanine pigment, and even more preferably at least one green pigment selected from the group consisting of CI Pigment Green 7, 36, 58, 59, 62, 63, 64, 65, 66, and 67, with CI Pigment Green 7, 36, 58, and 59 being particularly preferred.

[0014] The content of the green coloring agent is preferably 10 to 60% by mass, more preferably 15 to 55% by mass, even more preferably 20 to 50% by mass, and even more preferably 25 to 45% by mass, of the total amount of coloring agent (A). The content of the green coloring agent is preferably 1 to 40% by mass, more preferably 2 to 35% by mass, and even more preferably 5 to 30% by mass, of the total amount of solids in the colored curable resin composition.

[0015] The blue coloring agent preferably contains at least one selected from the group consisting of blue dyes and blue pigments, and more preferably contains a blue pigment.

[0016] A blue dye can be any dye whose hue is classified as blue. CI Solvent Blue 4, 5, 14, 18, 35, 36, 37, 38, 44, 45, 58, 59, 59:1, 63, 67, 68, 69, 70, 78, 79, 83, 90, 94, 97, 98, 100, 101, 102, 104, 105, 111, 112, 122, 128, 132, 136, 139; CI Acid Blue 1, 3, 5, 7, 9, 11, 13, 15, 17, 18, 22, 23, 24, 25, 26, 27, 29, 34, 38, 40, 41, 42, 43, 45, 48, 51, 54, 59, 60, 62, 70, 72, 74, 75, 78, 80, 82, 83, 86, 87, 88, 90, 90:1, 91, 92, 93, 93:1, 96, 99, 100, 102, 103, 104, 108, 109, 110, 112, 113, 117, 119, 120, 123 ,126,127,129,130,131,138,140,142,143,147,150,151,154,158,161,166,167,168,170,171,175,182,183,184,187,192,199,203,204,205,210,213,229,234,236,242,243,249,256,259,267,269,278,280,285,290,296,315,324:1,335,340; CI Direct Blue 1, 2, 3, 6, 8, 15, 22, 25, 28, 29, 40, 41, 42, 47, 52, 55, 57, 71, 76, 77, 78, 80, 81, 84, 85, 86, 87, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113, 114, 115, 117, 119, 120, 137, 149, 150, 153, 155, 156, 158, 159, 160, 161, 162, 163, 164, 165, 16 6, 167, 168, 170, 171, 172, 173, 188, 189, 190, 192, 193, 194, 195, 196, 198, 199, 200, 201, 202, 203, 207, 209, 210, 212, 213, 214, 222, 225, 226, 228, 229, 236, 237, 238, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293; CI Disperse Blue 1, 14, 56, 60; CI Basic Blue 1, 3, 5, 7, 9, 19, 21, 22, 24, 25, 26, 28, 29, 40, 41, 45, 47, 54, 58, 59, 60, 64, 65, 66, 67, 68, 81, 83, 88, 89; Examples include CI Modant 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; and others.

[0017] A blue pigment can be any pigment whose hue is classified as blue. Examples of CI Pigment Blue include 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, and 60.

[0018] As the blue pigment, phthalocyanine-based pigments are preferred, and it is even more preferable to include at least one blue pigment selected from the group consisting of CI Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, 15:6, and 16, and it is particularly preferable to include at least one blue pigment selected from the group consisting of CI Pigment Blue 16 and CI Pigment Blue 15:6.

[0019] In one embodiment, the content of the blue coloring agent is preferably 1 to 40% by mass, more preferably 2 to 35% by mass, even more preferably 5 to 30% by mass, and even more preferably 10 to 25% by mass, of the total amount of coloring agent (A). In one embodiment, the content of the blue coloring agent is preferably 40 to 80% by mass, more preferably 45 to 75% by mass, even more preferably 50 to 70% by mass, and even more preferably 55 to 65% by mass, of the total amount of coloring agent (A). The content of the blue coloring agent is preferably 1 to 40% by mass, more preferably 2 to 35% by mass, even more preferably 5 to 30% by mass, and even more preferably 10 to 25% by mass, based on the total amount of solids in the colored curable resin composition.

[0020] In one embodiment, the content of the green coloring agent and the blue coloring agent is preferably 40 to 100% by mass, more preferably 42 to 90% by mass, even more preferably 45 to 80% by mass, and even more preferably 50 to 75% by mass, of the total amount of coloring agent (A). In one embodiment, the content of the green coloring agent and the blue coloring agent is preferably 1 to 40% by mass, more preferably 2 to 35% by mass, and even more preferably 5 to 30% by mass, of the total amount of solids in the colored curable resin composition.

[0021] The coloring agent (A) may contain other coloring agents in addition to the green coloring agent and the blue coloring agent. Examples of other coloring agents include yellow coloring agents, red coloring agents, purple coloring agents, orange coloring agents, and the like.

[0022] The yellow coloring agent preferably contains at least one selected from the group consisting of yellow dyes and yellow pigments, and more preferably contains a yellow pigment.

[0023] Any yellow dye will suffice, as long as its hue is classified as yellow. CI Solvent Yellow 4, 14, 15, 23, 24, 25, 38, 62, 63, 68, 79, 81, 82, 83, 89, 94, 98, 99, 117, 162, 163, 167, 189; 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, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251; CI Direct Yellow 2, 4, 28, 33, 34, 35, 38, 39, 43, 44, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, 132, 136, 138, 141; CI Disperse Yellow 51, 54, 76; CI Reactive Yellow 2, 76, 116; Examples include CI Mordant Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65; etc.

[0024] A yellow pigment can be any pigment whose hue is classified as yellow. Examples include CI Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 128, 129, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 185, 194, 214, 231, 235; and others.

[0025] The yellow coloring agent is preferably at least one type, more preferably contains at least one type of yellow pigment, and even more preferably contains two or more types of yellow pigment.

[0026] Preferred yellow pigments include quinophthalone-based pigments, azomethine-based pigments (especially metal-containing azomethine-based pigments), azo-based pigments (especially metal-containing azo-based pigments), and isoindoline-based pigments, with CI Pigment Yellow 129, 138, 139, 150, 185, and 235 being more preferred, and CI Pigment Yellow 138, 139, 150, and 185 being even more preferred.

[0027] The red coloring agent preferably contains at least one selected from the group consisting of red dyes and red pigments, and more preferably contains a red pigment.

[0028] Any red dye will suffice, as long as its hue is classified as red. CI Solvent Red 24, 45, 49, 90, 91, 111, 118, 119, 122, 124, 125, 127, 130, 132, 143, 145, 146, 150, 151, 155, 160, 168, 169, 172, 175, 181, 207, 218, 222, 227, 230, 245, 247; CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 33, 34, 35, 37, 40, 42, 44, 50, 51, 52, 57, 66, 73, 76, 80, 87, 88, 91, 92, 94, 95, 97, 98, 103, 106, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 155, 158, 160, 172, 176, 1 82, 183, 195, 198, 206, 211, 215, 216, 217, 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 289, 308, 312, 315, 316, 339, 341, 345, 346, 349, 382, ​​383, 388, 394, 401, 412, 417, 418, 422, 426; 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; CI Basic Red 1, 10; CI Basic Red 9; CI Reactive Red 36; Examples include CI Modant Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 27, 29, 30, 32, 33, 36, 37, 38, 39, 41, 42, 43, 45, 46, 48, 52, 53, 56, 62, 63, 71, 74, 76, 78, 85, 86, 88, 90, 94, 95; etc.

[0029] Any red pigment will suffice, as long as its hue is classified as red. Examples include CI Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 178, 179, 180, 190, 192, 202, 209, 215, 216, 224, 242, 254, 255, 264, 265, 266, 268, 269, 272, 273, 291, etc.

[0030] As red pigments, CI Pigment Red 149, 176, 177, 242, 254, 255, 264, 269, 272, and 291 are preferred. Among the red pigments, azo pigments and diketopyrrolopyrrole pigments are preferred, with CI Pigment Red 176, 242, 254, 255, 264, 269, 272, and 291 being more preferred, and CI Pigment Red 242, 254, 269, 272, and 291 being even more preferred.

[0031] The purple coloring agent preferably contains at least one selected from the group consisting of purple dyes and purple pigments, and more preferably contains a purple pigment.

[0032] Any purple dye will suffice, as long as its hue is classified as purple. CI Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60; CI Acid Violet 6B, 7, 9, 15, 16, 17, 19, 21, 23, 24, 25, 30, 34, 38, 49, 72, 102; CI Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104; CI Disperse Violet 26, 27; CI Basic Violet 2; Examples include CI Mordant Violet 1, 1:1, 2, 3, 4, 5, 6, 7, 8, 10, 11, 14, 15, 16, 17, 18, 19, 21, 22, 23, 24, 27, 28, 30, 31, 32, 33, 36, 37, 39, 40, 41, 44, 45, 47, 48, 49, 53, 58; etc.

[0033] Any pigment classified as purple in hue will suffice as a purple pigment. Examples include CI Pigment Violet 1, 19, 23, 29, 32, 36, 38; and others.

[0034] As purple pigments, CI Pigment Violet 19, 23, and 29 are more preferred.

[0035] The orange coloring agent preferably contains at least one selected from the group consisting of orange dyes and orange pigments, and more preferably contains an orange pigment.

[0036] Any orange dye will suffice, as long as its hue is classified as orange. CI Solvent Orange 2, 7, 11, 15, 26, 41, 54, 56, 77, 86, 99; CI Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 149, 162, 169, 173; CI Direct Orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107; CI Reactive Orange 16; Examples include CI Modern Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48; etc.

[0037] Any orange pigment will suffice, as long as its hue is classified as orange. Examples include CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73, etc.

[0038] In addition to the above, brown pigments such as CI Pigment Brown 23, 25, etc. Black pigments such as CI Pigment Black 1, 7, 31, and 32 may be used.

[0039] In addition, dyes other than those mentioned above may be used, such as solvent dyes, acid dyes, direct dyes, mordant dyes, compounds classified as dyes in the Color Index (published by The Society of Dyers and Colourists), and known dyes listed in the Dyeing Notes (Irozome Co., Ltd.). In addition, dyes other than those mentioned above may be used, such as azo dyes, cyanine dyes, triphenylmethane dyes, xanthene dyes, anthraquinone dyes, naphthoquinone dyes, quinoneimine dyes, methine dyes, azomethine dyes, squarylium dyes, acridine dyes, styryl dyes, coumarin dyes, quinoline dyes, nitro dyes, phthalocyanine dyes, perylene dyes, quinophthalone dyes, isoindoline dyes, etc.

[0040] Furthermore, pigments other than those mentioned above that are classified as pigments in the Color Index (published by The Society of Dyers and Colourists) may be used. In addition, pigments other than those mentioned above that may be used include azo pigments, cyanine pigments, triphenylmethane pigments, xanthene pigments, diketopyrrolopyrrole pigments, anthraquinone pigments, dioxazine pigments, naphthoquinone pigments, quinoneimine pigments, methine pigments, azomethine pigments, squarylium pigments, acridine pigments, styryl pigments, coumarin pigments, quinoline pigments, nitro pigments, phthalocyanine pigments, perylene pigments, quinophthalone pigments, isoindoline pigments, etc. Of these, azo pigments, diketopyrrolopyrrole pigments, dioxane pigments, azomethine pigments, phthalocyanine pigments, quinophthalone pigments, isoindoline pigments, etc.

[0041] Among other colorants, it is preferable to use a yellow colorant. The content of the yellow coloring agent is preferably 10 to 65% by mass, more preferably 15 to 60% by mass, even more preferably 20 to 55% by mass, and even more preferably 25 to 50% by mass, of the total amount of coloring agent (A). The content of the yellow coloring agent is preferably 1 to 40% by mass, more preferably 2 to 35% by mass, even more preferably 5 to 30% by mass, and even more preferably 7 to 25% by mass, based on the total amount of solids in the colored curable resin composition.

[0042] In one embodiment, the coloring agent (A) preferably includes a green coloring agent, a blue coloring agent, and a yellow coloring agent. The content of the green coloring agent, blue coloring agent, and yellow coloring agent may be 100% by mass of the total amount of coloring agent (A), preferably 70-99% by mass, more preferably 80-98% by mass, and even more preferably 85-95% by mass. The content of the green coloring agent, blue coloring agent, and yellow coloring agent is preferably 15 to 65% by mass, more preferably 20 to 60% by mass, even more preferably 25 to 55% by mass, and even more preferably 30 to 50% by mass, of the total amount of solids in the colored curable resin composition.

[0043] Furthermore, it is also preferable to use a purple coloring agent as another coloring agent. The content of the purple coloring agent is preferably 10 to 65% by mass, more preferably 15 to 60% by mass, even more preferably 20 to 55% by mass, and even more preferably 25 to 50% by mass, of the total amount of coloring agent (A). The content of the purple coloring agent is preferably 1 to 40% by mass, more preferably 2 to 35% by mass, even more preferably 5 to 30% by mass, and even more preferably 7 to 25% by mass, based on the total amount of solids in the colored curable resin composition.

[0044] In one embodiment, when the coloring agent (A) contains a blue coloring agent and a purple coloring agent, the content of the blue coloring agent and the purple coloring agent is preferably 70% by mass or more, more preferably 80% by mass or more, even more preferably 85% by mass or more, and even more preferably 90% by mass or more, and may be 100% by mass, based on the total amount of the coloring agent (A).

[0045] If the colored curable resin composition contains a solvent (F), a colorant-containing solution containing a colorant (A) and solvent (F) may be prepared in advance, and then the colored curable resin composition may be prepared using the colorant-containing solution. If the colorant (A) does not dissolve in the solvent (F), for example, if the colorant (A) contains a pigment, the colorant-containing solution can be prepared by dispersing the colorant (A) in the solvent (F) and mixing it. The colorant-containing solution may contain some or all of the solvent (F) contained in the colored curable resin composition.

[0046] The solid content in the colorant-containing liquid is, for example, less than 100% by mass of the total amount of the colorant-containing liquid, preferably 0.01% by mass or more and 99.99% by mass or less, more preferably 0.1% by mass or more and 99.9% by mass or less, even more preferably 0.1% by mass or more and 99% by mass or less, even more preferably 0.5% by mass or more and 90% by mass or less, and particularly preferably 1% by mass or more and 50% by mass or less.

[0047] The content of colorant (A) in the colorant-containing liquid is, for example, 100% by mass or less, preferably 0.1% by mass or more and 50% by mass or less, more preferably 3% by mass or more and 40% by mass or less, and particularly preferably 5% by mass or more and 30% by mass or less, relative to the total amount of solids in the colorant-containing liquid.

[0048] The coloring agent (A) may be subjected to rosin treatment, surface treatment using derivatives into which acidic or basic groups have been introduced, graft treatment of the surface of the coloring agent (A) with polymer compounds, atomization treatment by sulfuric acid atomization method, salt milling method, etc., washing treatment with organic solvents or water to remove impurities, removal treatment of ionic impurities by ion exchange method, etc. The particle size of the coloring agent (A) is preferably substantially uniform.

[0049] The coloring agent (A) can be uniformly dispersed in the coloring agent-containing liquid by dispersing it with a dispersant. When using two or more types of coloring agents (A) in combination, each may be dispersed individually, or multiple types may be mixed and dispersed together.

[0050] Examples of dispersants include surfactants, which may be cationic, anionic, nonionic, or amphoteric. Specifically, examples include polyester-based, polyamine-based, and acrylic-based surfactants. These dispersants may be used alone or in combination of two or more. Examples of dispersants, as trade names, include KP (manufactured by Shin-Etsu Chemical Co., Ltd.), Floren (manufactured by Kyoeisha Chemical Co., Ltd.), Solspers® (registered trademark) (manufactured by Zeneca Co., Ltd.), EFKA® (registered trademark) (manufactured by BASF Ltd.), Adisper® (registered trademark) (manufactured by Ajinomoto Fine Techno Co., Ltd.), and Disperbyk® (registered trademark) (manufactured by Bic Chemie Co., Ltd.), BYK® (registered trademark) (manufactured by Bic Chemie Co., Ltd.).

[0051] When a dispersant is used, the amount of dispersant (solid content) used is usually 1 to 100 parts by mass, preferably 5 to 80 parts by mass, more preferably 10 to 60 parts by mass, and even more preferably 15 to 50 parts by mass, per 100 parts by mass of colorant (A) in the colorant-containing liquid. When the amount of dispersant used is within the above range, a colorant-containing liquid with a more uniform dispersion state (hereinafter sometimes referred to as colorant dispersion or pigment dispersion) tends to be obtained.

[0052] When preparing a colorant-containing solution containing a colorant (A) and a solvent (F) in advance, and then using this solution to prepare a colored curable resin composition, the colorant-containing solution may pre-contain some or all, preferably some, of the binder resin (B) contained in the colored curable resin composition. By pre-containing the binder resin (B), the dispersion stability of the colorant-containing solution can be further improved.

[0053] If the colorant-containing liquid contains a binder resin (B), the amount of binder resin (B) is, for example, 0.1 parts by mass or more and 100 parts by mass or less per 100 parts by mass of colorant (A) in the colorant-containing liquid, preferably 1 part by mass or more and 80 parts by mass or less, more preferably 1 part by mass or more and 60 parts by mass or less, and even more preferably 5 parts by mass or more and 50 parts by mass or less.

[0054] The content of the coloring agent (A) is preferably 1% to 80% by mass, more preferably 10% to 70% by mass, even more preferably 20% to 65% by mass, and even more preferably 30% to 60% by mass, based on the total amount of solids in the colored curable resin composition. When the content of the coloring agent (A) is within the above range, the color density when used as a color filter is sufficient, and the necessary amount of binder resin (B) can be included in the composition, which is preferable because it allows for the formation of a pattern with sufficient mechanical strength. Herein, "total amount of solids" as used herein refers to the amount obtained by subtracting the solvent content from the total amount of the colored curable resin composition. The total amount of solids and the content of each component therein can be measured by known analytical means such as liquid chromatography or gas chromatography.

[0055] <Binder resin (B)> The binder resin (B) contains structural units having multiple aromatic hydrocarbon rings. The binder resin (B) may be an alkali-soluble resin. Alkali solubility refers to the property of dissolving in a developing solution, which is an aqueous solution of an alkali compound. Examples of structures having multiple aromatic hydrocarbon rings include biphenyl structures, aralkyl-benzene structures, aralkyl-naphthalene structures, diphenyl ether structures, diphenyl sulfide structures, diphenylamine structures, terphenyl structures, triphenylamine structures, phenoxyphenoxybenzene structures, and phenoxyphenoxybiphenyl structures.

[0056] The content of structural units having multiple aromatic hydrocarbon rings is 0.70 to 3.0 mmol / g, preferably 0.90 to 2.9 mmol / g, more preferably 1.1 to 2.8 mmol / g, even more preferably 1.3 to 2.7 mmol / g, and even more preferably 1.5 to 2.6 mmol / g, in the total amount of the binder resin and polymerizable compound. When the content of the structural unit satisfies the above range, the pattern shape of the color filter when various colorants such as green colorant, blue colorant, and purple colorant are used tends to be favorable. In particular, when the content is 0.90 mmol / g or more, sufficient reflow property can be obtained and a reverse tapered shape tends to be suppressed even when a resin having a different structural unit is used.

[0057] The content of the structural unit having a plurality of aromatic hydrocarbon rings can be determined, for example, by calculating the average molecular weight (X) of the structural unit from the molecular weight and mole fraction of each constituent unit constituting the binder resin, then calculating the value Y obtained from (the number of moles of the structural unit having a plurality of aromatic hydrocarbon rings in the binder resin) / (the average molecular weight (X) of the structural unit), and calculating from the obtained value Y × the usage amount of the resin / (the usage amount of the resin and the polymerizable compound).

[0058] The colored curable resin composition of the present disclosure includes a binder resin having a specific structure, whereby the pattern shape of the formed color filter can be made favorable. Further, according to the colored curable resin composition of the present disclosure, it is possible to produce a cured film, that is, a color filter, at 150°C or lower.

[0059] <<Binder Resin (Bi)>> The structural unit having a plurality of aromatic hydrocarbon rings is preferably a structural unit represented by formula (I) (may be referred to as structural unit (I) hereinafter). That is, the binder resin (Bi) is preferably a resin having the structural unit (I).

[0060]

Chemical Formula

[0061] R 2 Examples of divalent aliphatic hydrocarbon groups having 1 to 10 carbon atoms, represented by , include divalent chain hydrocarbon groups and divalent alicyclic hydrocarbon groups.

[0062] R 2 The divalent linear hydrocarbon group represented by may be saturated or unsaturated, but it is preferably a divalent saturated linear hydrocarbon group. Examples of divalent saturated linear hydrocarbon groups include saturated linear hydrocarbon groups such as methylene group, ethylene group, propane-1,3-diyl group, butane-1,4-diyl group, pentane-1,5-diyl group, hexane-1,6-diyl group, heptane-1,7-diyl group, octane-1,8-diyl group, nonane-1,9-diyl group, decane-1,10-diyl group, and ethane-1,1-diyl group, propane-1,1-diyl group, propane-1,2-diyl group, and propane-2,2 Examples of saturated branched hydrocarbon groups include diyl groups, butane-1,1-diyl groups, butane-1,3-diyl groups, butane-2,2-diyl groups, pentane-1,1-diyl groups, pentane-1,2-diyl groups, pentane-1,3-diyl groups, pentane-1,4-diyl groups, pentane-2,4-diyl groups, 2-methylpropane-1,2-diyl groups, 2-methylpropane-1,3-diyl groups, and pentane-1,4-diyl groups, with divalent saturated linear hydrocarbon groups being preferred. The number of carbon atoms in the divalent linear hydrocarbon group is preferably 1 to 8, more preferably 1 to 5, and even more preferably 1 to 3.

[0063] R 2The divalent alicyclic hydrocarbon group represented by may be saturated or unsaturated, but it is preferably a divalent saturated alicyclic hydrocarbon group. Examples of divalent saturated alicyclic hydrocarbon groups include monocyclic saturated alicyclic hydrocarbon groups such as cyclopropane-1,2-diyl group, cyclobutane-1,3-diyl group, cyclopentane-1,3-diyl group, cyclohexane-1,4-diyl group, and cyclooctane-1,5-diyl group; and polycyclic saturated alicyclic hydrocarbon groups such as norbornane-1,4-diyl group, norbornane-2,5-diyl group, adamantane-1,5-diyl group, and adamantane-2,6-diyl group. The number of carbon atoms in the divalent alicyclic hydrocarbon group is preferably 3 to 10, more preferably 3 to 8, and even more preferably 3 to 5.

[0064] R 2 The divalent aliphatic hydrocarbon group represented by may be a group formed by combining two or more divalent linear hydrocarbon groups and divalent alicyclic hydrocarbon groups, as long as the upper limit of the number of carbon atoms is 10. Examples of such groups include -divalent linear hydrocarbon group-divalent alicyclic hydrocarbon group-, -divalent linear hydrocarbon group-divalent alicyclic hydrocarbon group-divalent linear hydrocarbon group-, etc. The number of carbon atoms in the group formed by combining two or more divalent linear hydrocarbon groups and divalent alicyclic hydrocarbon groups is preferably 4 to 10, and more preferably 6 to 10.

[0065] T 1 A divalent aromatic hydrocarbon group represented by is a group in which two hydrogen atoms directly bonded to carbon atoms constituting an aromatic hydrocarbon ring are replaced by a bonding site. The aromatic hydrocarbon ring constituting the divalent aromatic hydrocarbon group may be a monocyclic or fused ring, and examples include a benzene ring, a naphthalene ring, anthracene ring, a cyclobutadibenzene ring, a phenanthrene ring, and structures in which at least one hydrogen atom of these aromatic hydrocarbon rings is replaced by a hydrocarbon group. The hydrocarbon group is described below as R 3Examples of hydrocarbon groups having 1 to 6 carbon atoms represented by the formulas (Ta-1) to (Ta-8) below include saturated chain hydrocarbon groups or aromatic hydrocarbon groups, and more preferably saturated chain hydrocarbon groups having 1 to 3 carbon atoms or phenyl groups. As for the aromatic hydrocarbon ring constituting the divalent aromatic hydrocarbon group, a monocyclic ring is preferred, and a monocyclic ring in which the hydrogen atoms of the aromatic hydrocarbon ring are not replaced by hydrocarbon groups is more preferred. The number of carbon atoms in the divalent aromatic hydrocarbon group is preferably 6 to 18, more preferably 6 to 14, and even more preferably 6 to 10. Specifically, examples of divalent aromatic hydrocarbon groups include the groups represented by the following formulas (Ta-1) to (Ta-8). In the formulas, * represents a bond.

[0066] [ka]

[0067] R 3 Examples of hydrocarbon groups having 1 to 6 carbon atoms represented by include aliphatic hydrocarbon groups and aromatic hydrocarbon groups. Aliphatic hydrocarbon groups may be saturated or unsaturated, and may be linear or alicyclic.

[0068] R 3 Examples of saturated or unsaturated linear hydrocarbon groups represented by include linear alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, and hexyl groups; branched alkyl groups such as isopropyl, (1-ethyl)propyl, isobutyl, sec-butyl, tert-butyl, (1-methyl)butyl, (1-ethyl)butyl, (2-ethyl)butyl, isopentyl, neopentyl, tert-pentyl, (2-methyl)pentyl, and isohexyl groups; and alkenyl groups such as vinyl, 1-propenyl, 2-propenyl (allyl), (1-methyl)ethenyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, (1-(2-propenyl))ethenyl, (1,2-dimethyl)propenyl, and 2-pentenyl groups. The number of carbon atoms in the saturated linear hydrocarbon group is preferably 1 to 5, and more preferably 1 to 3. Furthermore, the number of carbon atoms in the unsaturated chain hydrocarbon group is preferably 2 to 6, and more preferably 2 to 4.

[0069] R 3 Examples of saturated or unsaturated alicyclic hydrocarbon groups represented by include cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl groups; and cycloalkenyl groups such as cyclohexenyl groups (e.g., cyclohexa-2-ene and cyclohexa-3-ene). The number of carbon atoms in the saturated or unsaturated alicyclic hydrocarbon group is preferably 3 to 6.

[0070] R 3 An example of an aromatic hydrocarbon group represented by this is the phenyl group.

[0071] R 3 The hydrocarbon group represented by may be a chain-like hydrocarbon group or a group formed by combining two or more alicyclic hydrocarbon groups, as long as the upper limit of the number of carbon atoms is 6. Examples of such groups include alicyclic hydrocarbon groups to which one or more alkyl groups are attached, such as 1-methylcyclopropyl group, 2-methylcyclopentyl group, and 3-methylcyclopentyl group; alkyl groups to which one or more alicyclic hydrocarbon groups are attached, such as cyclopropylmethyl group, cyclopropylethyl group, cyclobutylmethyl group, cyclobutylethyl group, and cyclopentylmethyl group; and alkyl groups to which one or more alkyl groups are attached, such as 2-methylcyclopropylmethyl group, 2-methylcyclobutylmethyl group, and 3-methylcyclobutylmethyl group. The number of carbon atoms in the chain-like hydrocarbon group and the group formed by combining two or more alicyclic hydrocarbon groups is preferably 4 to 6.

[0072] X represents -NR 3 Specifically, examples of these groups include those represented by the following formulas (Na-1) to (Na-9). In the formulas, * represents a bond.

[0073] [ka]

[0074] T 2Aromatic hydrocarbon groups with 6 to 20 carbon atoms, represented by , are groups in which one hydrogen atom directly bonded to a carbon atom constituting the aromatic hydrocarbon ring is replaced by a bonding bond. Examples of aromatic hydrocarbon groups include aryl groups such as phenyl, 1-naphthyl, 2-naphthyl, and biphenyl groups; alkylaryl groups such as o-tolyl, m-tolyl, p-tolyl, 2-ethylphenyl, 3-ethylphenyl, 4-ethylphenyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 2-methyl-6-ethylphenyl, 2,6-diethylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropylphenyl, 2-methyl-6-isopropylphenyl, 4-butylphenyl, o-tert-butylphenyl, m-tert-butylphenyl, and p-tert-butylphenyl; and alkenylaryl groups such as 4-vinylphenyl. The number of carbon atoms in the aromatic hydrocarbon group is preferably 6 to 18, more preferably 6 to 15, and even more preferably 6 to 12.

[0075] R 2 , T 1 , T 2 The substituents that each group represented by may have include halogen atoms, nitro groups, cyano groups, and -OR a1 , -CO2R a1 , -SR a1 , -SO2R a1 , -SO3R a1 -SO3M, -SO2NR a1 R a2 and -NR a1 R a2 These are some examples. Here, R a1 and R a2 Each of these independently represents a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms, and M represents a hydrogen atom or an alkali metal atom.

[0076] R a1 and R a2 As a hydrocarbon group having 1 to 6 carbon atoms, as described above, R 3Examples of hydrocarbon groups with 1 to 6 carbon atoms represented by the formula shown include the group described above. Examples of the halogen atoms include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms. Examples of the alkali metal atoms mentioned above include sodium and potassium.

[0077] R 2 , T 1 , T 2 The substituents that each group represented by -OR may have include a1 It is preferable. -OR a1 In R a1 Preferably, the group consists of a hydrogen atom, a saturated chain hydrocarbon group, or an aromatic hydrocarbon group; more preferably, a hydrogen atom, a saturated chain hydrocarbon group having 1 to 3 carbon atoms, or an aromatic hydrocarbon group; and even more preferably, a hydrogen atom or a phenyl group.

[0078] R 2 The divalent aliphatic hydrocarbon group represented is preferably a divalent saturated chain hydrocarbon group, more preferably a divalent saturated chain hydrocarbon group having 1 to 8 carbon atoms, even more preferably a divalent saturated chain hydrocarbon group having 1 to 5 carbon atoms, even more preferably a divalent saturated chain hydrocarbon group having 1 to 3 carbon atoms, and a methylene group is particularly preferred. R 2 The divalent aliphatic hydrocarbon group represented by may have substituents, but it is preferable that it does not have substituents.

[0079] T 1 As for the divalent aromatic hydrocarbon group represented by the above formulas (Ta-1) to (Ta-8), the group represented by formulas (Ta-1) to (Ta-3) and (Ta-6) to (Ta-8) is preferred, the group represented by formulas (Ta-1) to (Ta-3) is even more preferred, and the group represented by formulas (Ta-2) and (Ta-3) is even more preferred. T 1 The divalent aromatic hydrocarbon group represented by may have substituents, but it is preferable that it does not have substituents.

[0080] X is preferably -O-, -S-, or a group represented by the above formulas (Na-1) to (Na-9), with -O- being more preferred.

[0081] T 2 The aromatic hydrocarbon group represented is preferably an aryl group or an alkylaryl group, more preferably a phenyl group or a phenyl group to which an alkyl group having 1 to 6 carbon atoms is attached, still preferably a phenyl group or a phenyl group to which an alkyl group having 1 to 3 carbon atoms is attached, and still more preferably a phenyl group, an o-tolyl group, an m-tolyl group or a p-tolyl group. T 2 The number of substituents on the aromatic hydrocarbon group represented is preferably 0 to 3, more preferably 0 to 2, and even more preferably 0 to 1.

[0082] Specifically, as a structural unit (I), R 1 , R 2 , T 1 , T 2 The combination of , and X is one of the structural units (I-1) to (I-180) shown in Tables 1 to 6 below. In the tables, H represents a hydrogen atom, Ta-1 to Ta-3 represent the groups represented by the above formulas (Ta-1) to (Ta-3), Na-1 represents the group represented by the above formula (Na-1), and La-1 to La10 represent the groups represented by the following formulas (La-1) to (La-10).

[0083] [Table 1]

[0084] [Table 2]

[0085] [Table 3]

[0086] [Table 4]

[0087] [Table 5]

[0088] [Table 6]

[0089] [ka]

[0090] In particular, structural units (I) are preferably (I-1) to (I-60), more preferably (I-21) to (I-60), and even more preferably (I-21) to (I-40).

[0091] The structural unit (I) can be derived, for example, from a monomer represented by the following formula (Ii) (hereinafter sometimes referred to as the monomer "(Ii)").

[0092] [ka] [In formula (Ii), R 1 , R 2 X, T 1 , and T 2 This expresses the same meaning as above.

[0093] In the monomer represented by equation (Ii), R 1 , R 2 X, T 1 , T 2 The examples and preferred embodiments are the same as those for structural unit (I).

[0094] Preferably, the binder resin further contains at least one structural unit selected from the group consisting of the following structural units (a) to (e). Examples of binder resins (Bi) include resins [Ki1] to [Ki8], which have the structural units shown in Table 7 below as essential units. In Table 7, structural unit (I) and structural units (a) to (e) refer to the following structural units, respectively. Structural unit (I): Synonymous with structural unit (I) described above. Structural unit (a): A structural unit derived from at least one monomer selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acid anhydrides (hereinafter sometimes referred to as "monomer (a)"). Structural unit (b): A structural unit derived from a monomer having a cyclic ether structure with 2 to 4 carbon atoms and an ethylenically unsaturated bond (hereinafter sometimes referred to as "monomer (b)"). Structural unit (c): A structural unit derived from a monomer copolymerizable with monomer (a) (however, different from monomer (a), monomer (b), and monomers that derive structural unit (I)) (hereinafter sometimes referred to as "monomer (c)"). Structural unit (d1): A structural unit obtained by adding a monomer (b) to structural unit (a) Structural unit (d2): A structural unit obtained by adding monomer (a) to structural unit (b) (however, structural unit (d1) is not included) (structural unit (d1) and structural unit (d2) together constitute structural unit (d)). Structural unit (e): A structural unit obtained by adding a polyhydric carboxylic acid and / or carboxylic acid anhydride to structural unit (d) (structural unit (d1) or structural unit (d2)). In this specification, "structural unit derived from a monomer" means a structure in which the carbon-carbon double bond portion of a monomer is changed into a carbon-carbon single bond unit, and each carbon atom has a bonding hand derived from polymerization. Furthermore, the total amount of essential constituent units in resins [Ki1] to [Ki8] shown in Table 7 is, for example, 80% by mass or more, preferably 90% by mass or more, and more preferably 100% by mass, out of 100% by mass of all constituent units.

[0095] [Table 7]

[0096] Examples of monomers (a) include unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, and o-, m-, and p-vinylbenzoic acid; Unsaturated dicarboxylic acids such as maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-vinylphthalic acid, 4-vinylphthalic acid, 3,4,5,6-tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, dimethyltetrahydrophthalic acid, and 1,4-cyclohexenedicarboxylic acid; Bicyclounsaturated compounds containing carboxyl groups, such as methyl-5-norbornene-2,3-dicarboxylic acid, 5-carboxybicyclo[2.2.1]hept-2-ene, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene, 5-carboxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-carboxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-carboxy-6-methylbicyclo[2.2.1]hept-2-ene, and 5-carboxy-6-ethylbicyclo[2.2.1]hept-2-ene; Unsaturated dicarboxylic acid anhydrides such as maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, and 5,6-dicarboxybicyclo[2.2.1]hepto-2-ene anhydride; Unsaturated mono(meth)acryloyloxyalkyl) esters of divalent or higher polycarboxylic acids such as mono(2-(meth)acryloyloxyethyl) succinate and mono(2-(meth)acryloyloxyethyl) phthalate; Examples include unsaturated acrylates containing both a hydroxyl group and a carboxyl group in the same molecule, such as α-(hydroxymethyl)acrylic acid. Of these, acrylic acid, methacrylic acid, and the like are preferred in terms of copolymerization reactivity and the solubility of the resulting resin in alkaline aqueous solutions. In this specification, "(meth)acrylic acid" refers to at least one selected from the group consisting of acrylic acid and methacrylic acid. The terms "(meth)acryloyl" and "(meth)acrylate" have the same meaning.

[0097] Monomer (b) refers to a polymerizable compound having, for example, a cyclic ether structure with 2 to 4 carbon atoms (for example, at least one selected from the group consisting of an oxirane ring, an oxetane ring, and a tetrahydrofuran ring) and an ethylenically unsaturated bond. Monomer (b) is preferably a monomer having a cyclic ether with 2 to 4 carbon atoms and a (meth)acryloyloxy group.

[0098] Examples of monomer (b) include monomers having an oxyranyl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "monomer (b1)"), monomers having an oxetanyl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "monomer (b2)"), and monomers having a tetrahydrofuryl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "monomer (b3)").

[0099] Examples of monomers (b1) include monomers having a structure in which linear or branched aliphatic unsaturated hydrocarbons are epoxidized (hereinafter sometimes referred to as "monomer (b1-1)") and monomers having a structure in which alicyclic unsaturated hydrocarbons are epoxidized (hereinafter sometimes referred to as "monomer (b1-2)").

[0100] The monomers (b1-1) include glycidyl (meth)acrylate, β-methylglycidyl (meth)acrylate, β-ethylglycidyl (meth)acrylate, glycidyl vinyl ether, o-vinylbenzylglycidyl ether, m-vinylbenzylglycidyl ether, p-vinylbenzylglycidyl ether, α-methyl-o-vinylbenzylglycidyl ether, α-methyl-m-vinylbenzylglycidyl ether, α-methyl-p-vinylbenzylglycidyl ether, and 2,3-bis(glycidyl Examples include (zyloxymethyl)styrene, 2,4-bis(glycidyloxymethyl)styrene, 2,5-bis(glycidyloxymethyl)styrene, 2,6-bis(glycidyloxymethyl)styrene, 2,3,4-tris(glycidyloxymethyl)styrene, 2,3,5-tris(glycidyloxymethyl)styrene, 2,3,6-tris(glycidyloxymethyl)styrene, 3,4,5-tris(glycidyloxymethyl)styrene, and 2,4,6-tris(glycidyloxymethyl)styrene.

[0101] Examples of monomers (b1-2) include vinylcyclohexene monooxide, 1,2-epoxy-4-vinylcyclohexane (e.g., Celoxide 2000; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer A400; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer M100; manufactured by Daicel Corporation), compounds represented by formula (BI), and compounds represented by formula (BII).

[0102] [ka] [In formulas (BI) and (BII), R e and R f This represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and the hydrogen atom contained in the alkyl group may be substituted with a hydroxyl group. X e and X f This is a single bond, *-R g -, *-Rg -O-, *-R g -S- or *-R g Represents -NH- R g This represents an alkanediyl group with 1 to 6 carbon atoms. * represents a bond with O.

[0103] Examples of alkyl groups having 1 to 4 carbon atoms include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, and tert-butyl group. Examples of alkyl groups in which a hydrogen atom is substituted with hydroxyl include hydroxymethyl group, 1-hydroxyethyl group, 2-hydroxyethyl group, 1-hydroxypropyl group, 2-hydroxypropyl group, 3-hydroxypropyl group, 1-hydroxy-1-methylethyl group, 2-hydroxy-1-methylethyl group, 1-hydroxybutyl group, 2-hydroxybutyl group, 3-hydroxybutyl group, and 4-hydroxybutyl group. R e and R f Preferably, the group can be a hydrogen atom, a methyl group, a hydroxymethyl group, a 1-hydroxyethyl group, or a 2-hydroxyethyl group, and more preferably a hydrogen atom or a methyl group.

[0104] Examples of alkanediyl groups include methylene, ethylene, propane-1,2-diyl, propane-1,3-diyl, butane-1,4-diyl, pentane-1,5-diyl, and hexane-1,6-diyl. X e and X f Preferably, the bonds include single bonds, methylene groups, ethylene groups, *-CH2-O- and *-CH2CH2-O-, and more preferably, single bonds and *-CH2CH2-O- (* represents a bond with O).

[0105] Compounds represented by formula (BI) include those represented by any of formulas (BI-1) to (BI-15). Among these, compounds represented by formulas (BI-1), (BI-3), (BII-5), (BI-7), (BI-9), or (BI-11) to (BI-15) are preferred, and compounds represented by formulas (BI-1), (BI-7), (BI-9), or (BI-15) are more preferred.

[0106] [ka]

[0107] Compounds represented by formula (BII) include compounds represented by any of formulas (BII-1) to (BII-15). Among these, compounds represented by formulas (BII-1), (BII-3), (BII-5), (BII-7), (BII-9), or (BII-11) to (BII-15) are preferred, and compounds represented by formulas (BII-1), (BII-7), (BII-9), or (BII-15) are more preferred.

[0108] [ka]

[0109] The compound represented by formula (BI) and the compound represented by formula (BII) may be used individually or in combination of two or more. When the compound represented by formula (BI) and the compound represented by formula (BII) are used in combination, their content ratio (compound represented by formula (BI):compound represented by formula (BII)) is preferably 5:95 to 95:5, more preferably 10:90 to 90:10, and even more preferably 20:80 to 80:20, on a molar basis.

[0110] As monomer (b2), monomers having an oxetanyl group and a (meth)acryloyloxy group are more preferred. Examples of monomer (b2) include 3-methyl-3-methacryloyloxymethyl oxetane, 3-methyl-3-acryloyloxymethyl oxetane, 3-ethyl-3-methacryloyloxymethyl oxetane, 3-methyl-3-methacryloyloxyethyl oxetane, 3-methyl-3-acryloyloxyethyl oxetane, 3-ethyl-3-methacryloyloxyethyl oxetane, and 3-ethyl-3-acryloyloxyethyl oxetane.

[0111] A monomer having a tetrahydrofurfuryl group and a (meth)acryloyloxy group is more preferred as monomer (b3). Specifically, examples of monomer (b3) include tetrahydrofurfuryl acrylate (e.g., Viscoat V#150, manufactured by Osaka Organic Chemical Industry Co., Ltd.) and tetrahydrofurfuryl methacrylate.

[0112] For monomer (b), monomer (b1) is preferred from the viewpoint of reducing residue during development in the manufacturing of color filters.

[0113] Examples of monomers (c) include methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, dodecyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 2,6 ] Decane-8-yl(meth)acrylate (in the relevant technical field, it is commonly called "dicyclopentanyl(meth)acrylate". It is also sometimes called "tricyclodecyl(meth)acrylate"), tricyclo[5.2.1.0 2,6(Meth)acrylic acid esters such as decen-8-yl (meth)acrylate (commonly known as "dicyclopentenyl (meth)acrylate" in the relevant art), dicyclopentanyloxyethyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, allyl (meth)acrylate, propargyl (meth)acrylate, phenyl (meth)acrylate, naphthyl (meth)acrylate, and benzyl (meth)acrylate; Hydroxy group-containing (meth)acrylic acid esters such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate; Diethyl maleate, diethyl fumarate, diethyl itaconate, and other dicarboxylic acid diesters; Bicyclo[2.2.1]hept-2-ene, 5-methylbicyclo[2.2.1]hept-2-ene, 5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxybicyclo[2.2.1]hept-2-ene, 5-hydroxymethylbicyclo[2.2.1]hept-2-ene, 5-(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5-methoxybi Cyclo[2.2.1]hept-2-ene, 5-ethoxybicyclo[2.2.1]hept-2-ene, 5,6-dihydroxybicyclo[2.2.1]hept-2-ene, 5,6-di(hydroxymethyl)bicyclo[2.2.1]hept-2-ene, 5,6-di(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5,6-dimethoxybicyclo[2.2.1]hept-2-ene To-2-ene, 5,6-diethoxybicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxymethyl-5-methylbicyclo[2.2.1]hept-2-ene, 5-tert-butoxycarbonylbicyclo[2.2.1]hept-2 Bicyclounsaturated compounds such as -ene, 5-cyclohexyloxycarbonylbicyclo[2.2.1]hept-2-ene, 5-phenoxycarbonylbicyclo[2.2.1]hept-2-ene, 5,6-bis(tert-butoxycarbonyl)bicyclo[2.2.1]hept-2-ene, and 5,6-bis(cyclohexyloxycarbonyl)bicyclo[2.2.1]hept-2-ene; Dicarbonylimide derivatives such as N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimidyl-3-maleimide benzoate, N-succinimidyl-4-maleimide butyrate, N-succinimidyl-6-maleimide caproate, N-succinimidyl-3-maleimide propionate, and N-(9-acridinyl)maleimide; Examples include vinyl group-containing aromatic compounds such as styrene, o-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, and p-methoxystyrene; vinyl group-containing nitriles such as (meth)acrylonitrile; halogenated hydrocarbons such as vinyl chloride and vinylidene chloride; vinyl group-containing amides such as (meth)acrylamide; esters such as vinyl acetate; and dienes such as 1,3-butadiene, isoprene, and 2,3-dimethyl-1,3-butadiene.

[0114] Of the structural units (d), structural unit (d1) is a structural unit obtained by adding monomer (b) to structural unit (a), and as the structural unit (a) from which structural unit (d1) is derived, a structural unit derived from an unsaturated monocarboxylic acid such as acrylic acid or methacrylic acid is preferred. As for the monomer (b) to be added to structural unit (a), a monomer (b1) having an oxyranyl group and an ethylenically unsaturated bond is preferred because cyclic ethers are highly reactive and unreacted monomer (b) is less likely to remain, a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon is epoxidized is more preferred, and glycidyl (meth)acrylate is even more preferred. Examples of structural units (d2) include structural units obtained by adding monomer (a) to structural unit (b) and which do not overlap with structural unit (d1).

[0115] The following structural units are preferred as structural units (d):

[0116] [ka]

[0117] Structural unit (e) is a structural unit obtained by adding a polyhydric carboxylic acid and / or a carboxylic acid anhydride to structural unit (d), or more precisely, a structural unit obtained by esterifying the hydroxyl group of structural unit (d) with a polyhydric carboxylic acid and / or a carboxylic acid anhydride. Examples of polycarboxylic acids include oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid, glutaric acid, and tricarbanilic acid. Examples of carboxylic acid anhydrides include succinic anhydride, maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, and 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride. Of these examples, those that do not have an ethylenic double bond are preferred as polycarboxylic acids and carboxylic acid anhydrides.

[0118] The following structural units are preferred as structural units (e):

[0119] [ka]

[0120] In resin [Ki1], the ratio of each structural unit that is an essential unit is, out of all structural units that make up resin [Ki1], Structural unit (I); 40-98 mol% Structural unit (a); 2-60 mol% It is preferable that this be the case. Structural unit (I); 45-90 mol% Structural unit (a); 10-55 mol% It is preferable that it be so.

[0121] The resin [Ki1] can be manufactured, for example, by referring to the method described in the literature "Experimental Methods for Polymer Synthesis" (by Takayuki Otsu, published by Kagaku Dojin Co., Ltd., 1st edition, 1st printing, March 1, 1972) and the cited literature.

[0122] Specifically, a method involves placing predetermined amounts of monomer (Ii) and monomer (a), a polymerization initiator, and a solvent into a reaction vessel, creating a deoxygenated atmosphere by, for example, replacing oxygen with nitrogen, and heating and maintaining the temperature while stirring. The polymerization initiator and solvent used here are not particularly limited and can be those commonly used in the field. For example, examples of polymerization initiators include azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), etc.) and organic peroxides (benzoyl peroxide, t-butylperoxy-2-ethylhexanoate, etc.), and the solvent can be any solvent that dissolves each monomer. Examples of solvents include those described later as solvent (F) of the colored curable resin composition of this disclosure.

[0123] The resulting copolymer may be used as is after the reaction, or after being concentrated or diluted, or after being extracted as a solid (powder) by methods such as reprecipitation. In particular, by using the solvent contained in the colored curable resin composition of this disclosure as the solvent during polymerization, the solution after the reaction can be used directly in the preparation of the colored curable resin composition of this disclosure, thereby simplifying the manufacturing process of the colored curable resin composition of this disclosure.

[0124] In resin [Ki2], the ratio of each structural unit that is an essential unit is, out of all structural units that make up resin [Ki2], Structural unit (I); 2-85 mol% Structural unit (a); 2-55 mol% Structural unit (b); 2-85 mol% It is preferable that this be the case. Structural unit (I); 5-75 mol% Structural unit (a); 5-50 mol% Structural unit (b); 5-60 mol% It is preferable that it be so. When the ratio of structural units of the resin [Ki2] is within the above range, the residue during development in the manufacturing of color filters can be further reduced, and preferably, the storage stability of the colored curable resin composition, the developability when forming a colored pattern, and the solvent resistance of the resulting color filter are excellent.

[0125] The resin [Ki2] can be manufactured, for example, in the same manner as described for the manufacturing method of the resin [Ki1].

[0126] In resin [Ki3], the ratio of each structural unit that is an essential unit is, out of all structural units that make up resin [Ki3], Structural unit (I); 2-85 mol% Structural unit (a); 2-55 mol% Structural unit (b); 2-85 mol% Structural unit (c); 1-50 mol% It is preferable that this be the case. Structural unit (I); 5-75 mol% Structural unit (a); 5-50 mol% Structural unit (b); 5-60 mol% Structural unit (c); 2-40 mol% It is preferable that it be so. When the ratio of structural units of the resin [Ki3] is within the above range, the residue during development in the manufacturing of color filters can be further reduced, and preferably, the storage stability of the colored curable resin composition, the developability when forming color patterns, and the solvent resistance of the resulting color filters are excellent.

[0127] The resin [Ki3] can be manufactured, for example, in the same manner as described for the manufacturing method of the resin [Ki1].

[0128] In resin [Ki4], the ratio of each structural unit that is an essential unit is, out of all structural units that make up resin [Ki4], Structural unit (I); 2-85 mol% Structural unit (a); 2-55 mol% Structural unit (c); 1-50 mol% It is preferable that this be the case. Structural unit (I); 5-75 mol% Structural unit (a); 5-50 mol% Structural unit (c); 2-40 mol% It is preferable that it be so. The resin [Ki4] can be manufactured, for example, in the same manner as described for the manufacturing method of the resin [Ki1].

[0129] In resin [Ki5], the ratio of each structural unit that is an essential unit is, out of all structural units that make up resin [Ki5], Structural unit (I); 1-55 mol% Structural unit (a); 1-55 mol% Structural unit (d); 1-95 mol% It is preferable that this be the case. Structural unit (I); 2-50 mol% Structural unit (a); 2-50 mol% Structural unit (d); 2-90 mol% It is preferable that it be so.

[0130] The resin [Ki5] can be produced by obtaining a copolymer of monomer (Ii) and monomer (a), and adding a carbon-2 to carbon-4 cyclic ether from monomer (b) to a portion of the carboxylic acid and / or carboxylic acid anhydride from structural unit (a) in the copolymer, or by obtaining a copolymer of monomer (Ii), monomer (a), and monomer (b), and adding a carboxylic acid and / or carboxylic acid anhydride from monomer (a) to the carbon-2 to carbon-4 cyclic ether from structural unit (b) in the copolymer.

[0131] The copolymer of monomer (Ii) and monomer (a), and the copolymer of monomer (Ii), monomer (a), and monomer (b) can be produced by the same method as described for the production of resin [Ki1]. In the copolymer of monomer (Ii) and monomer (a), the ratio of structural units derived from each monomer is, among the total structural units constituting the copolymer, Structural unit (I); 1-55 mol% Structural unit (a); 45-99 mol% It is preferable that this be the case. Structural unit (I); 2-50 mol% Structural unit (a); 50-98 mol% It is preferable that it be so. Furthermore, in the copolymer of monomer (Ii), monomer (a), and monomer (b), the ratio of structural units derived from each monomer is, among the total structural units constituting the copolymer, Structural unit (I); 1-55 mol% Structural unit (a); 1-55 mol% Structural unit (b); 1-95 mol% It is preferable that this be the case. Structural unit (I); 2-50 mol% Structural unit (a); 2-50 mol% Structural unit (b); 2-90 mol% It is preferable that it be so.

[0132] The reaction involves adding a carbon-2-carbon cyclic ether from monomer (b) to a portion of the carboxylic acid and / or carboxylic acid anhydride from structural unit (a) in a copolymer of monomer (Ii) and monomer (a), and adding a carbon-2-carbon cyclic ether from monomer (a) to a carbon-2-carbon cyclic ether from structural unit (b) in a copolymer of monomer (Ii) and monomer (a) and monomer (b). Following the production of a copolymer of monomer (Ii), monomer (a), and monomer (b), the atmosphere inside the flask is replaced from nitrogen to air, monomer (b) or monomer (a), a reaction catalyst for the reaction between a carboxylic acid or carboxylic acid anhydride and a cyclic ether (e.g., tris(dimethylaminomethyl)phenol, triphenylphosphine, etc.), and a polymerization inhibitor (e.g., hydroquinone, etc.) are placed in the flask and reacted at, for example, 60 to 130°C for 1 to 10 hours. In a reaction to add monomer (b) to structural unit (a), the amount of monomer (b) used is preferably 5 to 80 moles, and more preferably 10 to 75 moles, per 100 moles of monomer (a). In a reaction to add monomer (a) to structural unit (b), the amount of monomer (a) used is preferably 5 to 100 moles per 100 moles of monomer (b). The amount of the reaction catalyst used is preferably 0.001 to 5 parts by mass per 100 parts by mass of the total amount of monomer (a) and monomer (b). The amount of polymerization inhibitor used is preferably 0.001 to 5 parts by mass per 100 parts by mass of the total amount of monomer (a) and monomer (b). The reaction conditions, such as the preparation method, reaction temperature, and time, can be adjusted as appropriate, taking into account the manufacturing equipment and the amount of heat generated by polymerization. Similarly, the preparation method and reaction temperature can be adjusted as appropriate, taking into account the manufacturing equipment and the amount of heat generated by polymerization.

[0133] In resin [Ki6], the ratio of each structural unit that is an essential unit is, out of all structural units that make up resin [Ki6], Structural unit (I); 1-55 mol% Structural unit (a); 1-55 mol% Structural unit (c); 1-50 mol% Structural unit (d); 1-95 mol% It is preferable that this be the case. Structural unit (I); 2-50 mol% Structural unit (a); 2-50 mol% Structural unit (c); 2-40 mol% Structural unit (d); 2-90 mol% It is preferable that it be so.

[0134] The resin [Ki6] can be manufactured, for example, in the same manner as described for the manufacturing of the resin [Ki5].

[0135] In resin [Ki7], the ratio of each structural unit that is an essential unit is, out of all structural units that make up resin [Ki7], Structural unit (I); 1-55 mol% Structural unit (d); 1-95 mol% Structural unit (e); 1-60 mol% It is preferable that this be the case. Structural unit (I); 2-50 mol% Structural unit (d); 2-90 mol% Structural unit (e); 2-50 mol% It is preferable that it be so. When the ratio of structural units of the resin [Ki7] is within the above range, the residue during development in color filter manufacturing can be further reduced, and preferably, film loss in the exposed area can be reduced during development.

[0136] The resin [Ki7] can be produced by obtaining a copolymer of monomer (Ii) and monomer (a), forming a structural unit (d1) by adding a cyclic ether having 2 to 4 carbon atoms from monomer (b) to the carboxylic acid and / or carboxylic acid anhydride of structural unit (a) in the copolymer, and then adding a polyvalent carboxylic acid and / or carboxylic acid anhydride to some of the hydroxyl groups of structural unit (d1). Alternatively, the resin [Ki7] can also be produced by obtaining a copolymer of monomer (Ii) and monomer (b), forming a structural unit (d2) by adding a carboxylic acid and / or carboxylic acid anhydride from monomer (a) to the cyclic ether having 2 to 4 carbon atoms from structural unit (b) in the copolymer, and then adding a polyvalent carboxylic acid and / or carboxylic acid anhydride to some of the hydroxyl groups of structural unit (d2).

[0137] The copolymer of monomer (Ii) and monomer (a), and the copolymer of monomer (Ii) and monomer (b) can be produced by the same method as described for the production of resin [Ki1]. The ratio of structural units derived from each monomer in the copolymer of monomer (Ii) and monomer (a) is the same as the ratio in the copolymer of monomer (Ii) and monomer (a) described in the method for producing resin [Ki5], and the ratio of structural units derived from each monomer in the copolymer of monomer (Ii) and monomer (b) is the same as the ratio in the copolymer of monomer (Ii) and monomer (a) described in the method for producing resin [Ki5], with monomer (a) replaced by monomer (b).

[0138] The reaction involves adding a carbon-2-carbon cyclic ether from monomer (b) to a carboxylic acid and / or carboxylic acid anhydride from structural unit (a) in a copolymer of monomer (Ii) and monomer (a), and the reaction involves adding a carbon-2-carbon cyclic ether from monomer (a) to a carboxylic acid and / or carboxylic acid anhydride from structural unit (b) in a copolymer of monomer (Ii) and monomer (b). The same methods as those used for the addition reaction described in the method for producing resin [Ki5] can be used. In a reaction to add monomer (b) to structural unit (a), the amount of monomer (b) used is preferably 5 to 100 moles per 100 moles of monomer (a). In a reaction to add monomer (a) to structural unit (b), the amount of monomer (a) used is preferably 5 to 100 moles per 100 moles of monomer (b).

[0139] In a reaction to add a polycarboxylic acid and / or carboxylic acid anhydride to structural unit (d) in a copolymer, the amount of polycarboxylic acid and / or carboxylic acid anhydride used is preferably 5 to 80 moles, and more preferably 10 to 50 moles, per 100 moles of structural unit (d).

[0140] In resin [Ki8], the ratio of each structural unit that is an essential unit is, out of all structural units that make up resin [Ki8], Structural unit (I); 1-55 mol% Structural unit (c); 1-50 mol% Structural unit (d); 1-95 mol% Structural unit (e); 1-60 mol% It is preferable that this be the case. Structural unit (I); 2-50 mol% Structural unit (c); 2-40 mol% Structural unit (d); 2-90 mol% Structural unit (e); 2-50 mol% It is preferable that it be so. When the ratio of structural units of the resin [Ki8] is within the above range, the residue during development in color filter manufacturing can be further reduced, and preferably, film loss in the exposed area can be reduced during development.

[0141] The resin [Ki8] can be manufactured, for example, in the same manner as described for the manufacturing of the resin [Ki7].

[0142] The binder resin (Bi) specifically includes resins such as phenoxybenzyl (meth)acrylate / (meth)acrylic acid copolymer, tolyloxybenzyl (meth)acrylate / (meth)acrylic acid copolymer, hydroxyphenoxybenzyl (meth)acrylate / (meth)acrylic acid copolymer, and phenoxyphenoxybenzyl (meth)acrylate / (meth)acrylic acid copolymer [Ki1]; 3,4-Epoxycyclohexylmethyl (meth)acrylate / (meth)acrylic acid / phenoxybenzyl (meth)acrylate copolymer, 3,4-Epoxycyclohexylmethyl (meth)acrylate / (meth)acrylic acid / tolyloxybenzyl (meth)acrylate copolymer, 3,4-Epoxycyclohexylmethyl (meth)acrylate / (meth)acrylic acid / hydroxyphenoxybenzyl (meth)acrylate copolymer, 3,4-Epoxycyclohexylmethyl (meth)acrylate / (meth)acrylic acid / phenoxyphenoxybenzyl (meth)acrylate copolymer, 3,4-Epoxytricyclo[5.2.1.0 2,6 Decyl acrylate / (meth)acrylic acid / phenoxybenzyl(meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 Decyl acrylate / (meth)acrylic acid / tolyloxybenzyl(meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 Decyl acrylate / (meth)acrylic acid / hydroxyphenoxybenzyl(meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Resins such as decyl acrylate / (meth)acrylic acid / phenoxyphenoxybenzyl(meth)acrylate copolymer [Ki2]; Glycidyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid / phenoxybenzyl (meth)acrylate copolymer, glycidyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid / tolyloxybenzyl (meth)acrylate copolymer, glycidyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid / hydroxyphenoxybenzyl (meth)acrylate copolymer, glycidyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid / phenoxyphenoxybenzyl (meth)acrylate copolymer, glycidyl (meth)acrylate / styrene / (meth)acrylic acid / phenoxybenzyl (meth)acrylate copolymer, glycidyl (meth)acrylate / styrene / (meth)acrylic acid / tolyloxybenzyl (meth)acrylate copolymer, glycidyl (meth)acrylate / styrene / (meth)acrylic acid / hydroxyphenoxybenzyl (meth)acrylate copolymer, glycidyl (meth)acrylate / styrene / (meth)acrylic acid / phenoxyphenoxybenzyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide / phenoxybenzyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide / tolyloxybenzyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide / hydroxyphenoxybenzyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide / phenoxyphenoxybenzyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6Decyl acrylate / (meth)acrylic acid / N-cyclohexyl maleimide / 2-hydroxyethyl (meth)acrylate / phenoxybenzyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 Decyl acrylate / (meth)acrylic acid / N-cyclohexyl maleimide / 2-hydroxyethyl (meth)acrylate / tolyloxybenzyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 Decyl acrylate / (meth)acrylic acid / N-cyclohexyl maleimide / 2-hydroxyethyl (meth)acrylate / hydroxyphenoxybenzyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 Resins such as decyl acrylate / (meth)acrylic acid / N-cyclohexyl maleimide / 2-hydroxyethyl (meth)acrylate / phenoxyphenoxybenzyl (meth)acrylate copolymer, 3-methyl-3-(meth)acryloyloxymethyl oxetane / (meth)acrylic acid / styrene / phenoxybenzyl (meth)acrylate copolymer, 3-methyl-3-(meth)acryloyloxymethyl oxetane / (meth)acrylic acid / styrene / tolyloxybenzyl (meth)acrylate copolymer, 3-methyl-3-(meth)acryloyloxymethyl oxetane / (meth)acrylic acid / styrene / hydroxyphenoxybenzyl (meth)acrylate copolymer, and 3-methyl-3-(meth)acryloyloxymethyl oxetane / (meth)acrylic acid / styrene / phenoxyphenoxybenzyl (meth)acrylate copolymer [Ki3]; Resins such as phenoxybenzyl(meth)acrylate / benzyl(meth)acrylate / (meth)acrylic acid copolymer, tolyloxybenzyl(meth)acrylate / benzyl(meth)acrylate / (meth)acrylic acid copolymer, hydroxyphenoxybenzyl(meth)acrylate / benzyl(meth)acrylate / (meth)acrylic acid copolymer, phenoxyphenoxybenzyl(meth)acrylate / benzyl(meth)acrylate / (meth)acrylic acid copolymer, phenoxybenzyl(meth)acrylate / styrene / (meth)acrylic acid copolymer, tolyloxybenzyl(meth)acrylate / styrene / (meth)acrylic acid copolymer, hydroxyphenoxybenzyl(meth)acrylate / styrene / (meth)acrylic acid copolymer, phenoxyphenoxybenzyl(meth)acrylate / styrene / (meth)acrylic acid copolymer, etc. [Ki4]; Resins obtained by adding glycidyl (meth)acrylate to phenoxybenzyl (meth)acrylate / (meth)acrylic acid copolymer, resins obtained by adding glycidyl (meth)acrylate to tolyloxybenzyl (meth)acrylate / (meth)acrylic acid copolymer, resins obtained by adding glycidyl (meth)acrylate to hydroxyphenoxybenzyl (meth)acrylate / (meth)acrylic acid copolymer, resins obtained by adding glycidyl (meth)acrylate to phenoxyphenoxybenzyl (meth)acrylate / (meth)acrylic acid copolymer, phenoxybenzyl (meth)acrylate / (meth)acrylic acid copolymer Resins obtained by reacting (meth)acrylic acid with a copolymer of lylic acid / glycidyl (meth)acrylate, resins obtained by reacting (meth)acrylic acid with a copolymer of tolyloxybenzyl (meth)acrylate / (meth)acrylic acid / glycidyl (meth)acrylate, resins obtained by reacting (meth)acrylic acid with a copolymer of hydroxyphenoxybenzyl (meth)acrylate / (meth)acrylic acid / glycidyl (meth)acrylate, resins obtained by reacting (meth)acrylic acid with a copolymer of phenoxyphenoxybenzyl (meth)acrylate / (meth)acrylic acid / glycidyl (meth)acrylate, etc. [Ki5]; A resin obtained by adding glycidyl (meth)acrylate to a phenoxybenzyl (meth)acrylate / tricyclodecyl (meth)acrylate / (meth)acrylic acid copolymer, a resin obtained by adding glycidyl (meth)acrylate to a tolyloxybenzyl (meth)acrylate / tricyclodecyl (meth)acrylate / (meth)acrylic acid copolymer, a resin obtained by adding glycidyl (meth)acrylate to a hydroxyphenoxybenzyl (meth)acrylate / tricyclodecyl (meth)acrylate / (meth)acrylic acid copolymer, phenoxyphenoxybenzyl A resin obtained by adding glycidyl (meth)acrylate to a copolymer of benzyl (meth)acrylate / tricyclodecyl (meth)acrylate / (meth)acrylic acid; a resin obtained by reacting (meth)acrylic acid with a copolymer of phenoxybenzyl (meth)acrylate / tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate; a resin obtained by reacting (meth)acrylic acid with a copolymer of tolyloxybenzyl (meth)acrylate / tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate; hydroxyphenoxybenzyl (meth)acrylic acid Resins obtained by reacting (meth)acrylic acid with a copolymer of phosphate / tricyclodecyl(meth)acrylate / glycidyl(meth)acrylate, resins obtained by reacting (meth)acrylic acid with a copolymer of phenoxyphenoxybenzyl(meth)acrylate / tricyclodecyl(meth)acrylate / glycidyl(meth)acrylate, resins obtained by reacting (meth)acrylic acid with a copolymer of phenoxybenzyl(meth)acrylate / tricyclodecyl(meth)acrylate / styrene / glycidyl(meth)acrylate, tolyloxybenzyl(meth)acrylate Resins obtained by reacting (meth)acrylic acid with a copolymer of tricyclodecyl(meth)acrylate / styrene / glycidyl(meth)acrylate, resins obtained by reacting (meth)acrylic acid with a copolymer of hydroxyphenoxybenzyl(meth)acrylate / tricyclodecyl(meth)acrylate / styrene / glycidyl(meth)acrylate, resins obtained by reacting (meth)acrylic acid with a copolymer of phenoxyphenoxybenzyl(meth)acrylate / tricyclodecyl(meth)acrylate / styrene / glycidyl(meth)acrylate, etc. [Ki6]; A resin obtained by adding glycidyl (meth)acrylate to a phenoxybenzyl (meth)acrylate / (meth)acrylic acid copolymer and then reacting it with succinic anhydride; a resin obtained by adding glycidyl (meth)acrylate to a tolyloxybenzyl (meth)acrylate / (meth)acrylic acid copolymer and then reacting it with succinic anhydride; a resin obtained by adding glycidyl (meth)acrylate to a hydroxyphenoxybenzyl (meth)acrylate / (meth)acrylic acid copolymer and then reacting it with succinic anhydride; a resin obtained by adding glycidyl (meth)acrylate to a phenoxyphenoxybenzyl (meth)acrylate / (meth)acrylic acid copolymer and then reacting it with succinic anhydride; phenoxybe Resins obtained by reacting a copolymer of benzyl(meth)acrylate / glycidyl(meth)acrylate with (meth)acrylic acid and then further reacting it with succinic anhydride; resins obtained by reacting a copolymer of tolyloxybenzyl(meth)acrylate / glycidyl(meth)acrylate with (meth)acrylic acid and then further reacting it with succinic anhydride; resins obtained by reacting a copolymer of hydroxyphenoxybenzyl(meth)acrylate / glycidyl(meth)acrylate with (meth)acrylic acid and then further reacting it with succinic anhydride; resins obtained by reacting a copolymer of phenoxyphenoxybenzyl(meth)acrylate / glycidyl(meth)acrylate with (meth)acrylic acid and then further reacting it with succinic anhydride, etc. [Ki7]; A resin obtained by adding glycidyl (meth)acrylate to a phenoxybenzyl (meth)acrylate / tricyclodecyl (meth)acrylate / (meth)acrylic acid copolymer and then reacting it with succinic acid; a resin obtained by adding glycidyl (meth)acrylate to a tolyloxybenzyl (meth)acrylate / tricyclodecyl (meth)acrylate / (meth)acrylic acid copolymer and then reacting it with succinic acid; a copolymer of hydroxyphenoxybenzyl (meth)acrylate / tricyclodecyl (meth)acrylate / (meth)acrylic acid copolymer. A resin obtained by adding glycidyl (meth)acrylate to a composite resin and then reacting it with succinic acid; a resin obtained by adding glycidyl (meth)acrylate to a phenoxyphenoxybenzyl (meth)acrylate / tricyclodecyl (meth)acrylate / (meth)acrylic acid copolymer and then reacting it with succinic acid; a resin obtained by reacting (meth)acrylic acid to a phenoxybenzyl (meth)acrylate / tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate copolymer and then reacting it with succinic acid; a resin obtained by reacting succinic acid to a tolyloxybenzyl (meth)acrylate copolymer; A resin obtained by reacting a copolymer of benzyl(meth)acrylate / tricyclodecyl(meth)acrylate / glycidyl(meth)acrylate with (meth)acrylic acid, and then further reacting it with succinic acid; a resin obtained by reacting a copolymer of hydroxyphenoxybenzyl(meth)acrylate / tricyclodecyl(meth)acrylate / glycidyl(meth)acrylate with (meth)acrylic acid, and then further reacting it with succinic acid; phenoxyphenoxybenzyl(meth)acrylate / tricyclodecyl(meth)acrylate / glycidyl(meth)acrylate Resins obtained by reacting a copolymer of rilate with (meth)acrylic acid and then further reacting it with succinic acid; resins obtained by reacting a copolymer of phenoxybenzyl(meth)acrylate / tricyclodecyl(meth)acrylate / styrene / glycidyl(meth)acrylate with (meth)acrylic acid and then further reacting it with succinic acid; resins obtained by reacting a copolymer of tolyloxybenzyl(meth)acrylate / tricyclodecyl(meth)acrylate / styrene / glycidyl(meth)acrylate with (meth)acrylic acid and then further reacting it with succinic acid;Examples of resins include those obtained by reacting a copolymer of hydroxyphenoxybenzyl(meth)acrylate / tricyclodecyl(meth)acrylate / styrene / glycidyl(meth)acrylate with (meth)acrylic acid and then further reacting it with succinic acid, and resins obtained by reacting a copolymer of phenoxyphenoxybenzyl(meth)acrylate / tricyclodecyl(meth)acrylate / styrene / glycidyl(meth)acrylate with (meth)acrylic acid and then further reacting it with succinic acid [Ki8]; etc.

[0143] Among these, the binder resin (Bi) is preferably resin [Ki1], resin [Ki2], resin [Ki3], resin [Ki5], resin [Ki7], or resin [Ki8], more preferably resin [Ki1], resin [Ki2], resin [Ki5], or resin [Ki7], and even more preferably resin [Ki2] or resin [Ki5].

[0144] The weight-average molecular weight (Mw) of the binder resin (Bi) in terms of polystyrene is preferably 3,000 to 100,000, more preferably 4,000 to 50,000, and even more preferably 5,000 to 30,000. When the weight-average molecular weight is within the above range, the solubility in the developer solution of the unexposed areas is high, and the residual film rate and hardness of the resulting colored pattern tend to be higher.

[0145] The degree of dispersion of the binder resin (Bi) [weight-average molecular weight (Mw) / number-average molecular weight (Mn)] is preferably 1.1 or more and 6 or less, and more preferably 1.2 or more and 4 or less.

[0146] The acid value of the binder resin (Bi), calculated on a solid content basis, is preferably 10 mg-KOH / g to 300 mg-KOH / g, more preferably 20 mg-KOH / g to 250 mg-KOH / g, even more preferably 25 mg-KOH / g to 200 mg-KOH / g, even more preferably 30 mg-KOH / g to 150 mg-KOH / g, and particularly preferably 30 mg-KOH / g to 130 mg-KOH / g. The acid value of the binder resin (Bi) is, in terms of solid content, preferably 115 mg-KOH / g or less, more preferably 110 mg-KOH / g or less, still more preferably 105 mg-KOH / g or less, and even more preferably 100 mg-KOH / g or less, from the viewpoint of obtaining a good pattern shape. Here, the acid value is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of the binder resin (Bi), and can be determined, for example, by titration using an aqueous potassium hydroxide solution.

[0147] The binder resin (B) may contain a binder resin not containing the structural unit (I) (hereinafter sometimes referred to as binder resin (Bii)). The binder resin (Bii) may be used alone or in combination of two or more kinds.

[0148] Examples of the binder resin (Bii) include resins [K1] to [K7] each having the structural units shown in Table 8 below as essential units. The structural units (a) to (e) in Table 8 have the same meanings as the aforementioned structural units (a) to (e), respectively, and preferred embodiments thereof are also the same. The total amount of the essential structural units in each of the resins [K1] to [K7] shown in Table 8 is, for example, 80% by mass or more, preferably 90% by mass or more, and more preferably 100% by mass, based on 100% by mass of all the structural units.

[0149] [Table 8]

[0150] In the resin [K1], the respective proportions of the structural units included as essential units in all the structural units constituting the resin [K1] are Structural unit (a): 2 to 60 mol% Structural unit (b): 40 to 98 mol% which is preferred, Structural unit (a): 10 to 50 mol% Structural unit (b): 50 to 90 mol% It is more preferable that it is.

[0151] Resin [K1] can be produced, for example, in the same manner as the method described as the production method for resin [Ki1].

[0152] In resin [K2], the respective proportions of the structural units that it has as essential units, based on all structural units constituting the resin [K2], are Structural unit (a): 2 to 45 mol% Structural unit (b): 2 to 95 mol% Structural unit (c): 1 to 65 mol% It is preferable that Structural unit (a): 5 to 40 mol% Structural unit (b): 5 to 80 mol% Structural unit (c): 5 to 60 mol% It is more preferable that it is.

[0153] Resin [K2] can be produced, for example, in the same manner as the method described as the production method for resin [Ki1].

[0154] In resin [K3], the respective proportions of the structural units that it has as essential units, based on all structural units constituting the resin [K3], are Structural unit (a): 2 to 60 mol% Structural unit (c): 40 to 98 mol% It is preferable that Structural unit (a): 10 to 50 mol% Structural unit (c): 50 to 90 mol% It is more preferable that it is. Resin [K3] can be produced, for example, in the same manner as the method described as the production method for resin [Ki1].

[0155] In resin [K4], the respective proportions of the structural units that it has as essential units, based on all structural units constituting the resin [K4], are Structural unit (a): 5 to 90 mol% Structural unit (d): 10 to 95 mol% It is preferable that Structural unit (a); 10-80 mol% Structural unit (d); 20-90 mol% It is preferable that it be so.

[0156] The resin [K4] can be produced by obtaining a polymer from monomer (a) and adding a carbon-2 to carbon-4 cyclic ether from monomer (b) to a portion of the carboxylic acid and / or carboxylic acid anhydride from structural unit (a) in the polymer, or by obtaining a copolymer of monomer (a) and monomer (b) and adding a carbon-2 to carbon-4 cyclic ether from monomer (a) to structural unit (b) in the copolymer. In the copolymer of monomer (a) and monomer (b), the ratio of structural units derived from each monomer is preferably the same as the ratio given for resin [K1].

[0157] The formation reaction of structural unit (d) can be carried out under the same conditions as the formation reaction of structural unit (d) in the method for producing resin [Ki5].

[0158] In resin [K5], the ratio of each structural unit that is an essential unit is, out of all structural units that make up resin [K5], Structural unit (a); 1-55 mol% Structural unit (c); 1-50 mol% Structural unit (d); 1-95 mol% It is preferable that this be the case. Structural unit (a); 2-50 mol% Structural unit (c); 2-40 mol% Structural unit (d); 2-90 mol% It is preferable that it be so.

[0159] The resin [K5] can be manufactured, for example, in the same manner as described in the method for manufacturing the resin [Ki5].

[0160] In resin [K6], the ratio of each structural unit that is an essential unit is, out of all structural units that make up resin [K6], Structural unit (d); 5 to 98 mol% Structural unit (e); 2 to 95 mol% is preferred, Structural unit (d); 8 to 95 mol% Structural unit (e); 5 to 92 mol% is more preferred.

[0161] Resin [K6] can be produced, for example, in the same manner as the method described as the production method for resin [Ki7].

[0162] In resin [K7], the respective proportions of the structural units contained as essential units, among all structural units constituting resin [K7], are Structural unit (c); 1 to 50 mol% Structural unit (d); 1 to 95 mol% Structural unit (e); 1 to 60 mol% is preferred, Structural unit (c); 2 to 40 mol% Structural unit (d); 2 to 90 mol% Structural unit (e); 2 to 50 mol% is more preferred.

[0163] Resin [K7] can be produced, for example, in the same manner as the method described as the production method for resin [Ki8].

[0164] Specific examples of the binder resin (Bii) include resins [K1] such as 3,4-epoxycyclohexylmethyl (meth)acrylate / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 decyl acrylate / (meth)acrylic acid copolymer; glycidyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer, glycidyl (meth)acrylate / styrene / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6Decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide / 2-hydroxyethyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6[K2] Resins such as decyl acrylate / (meth)acrylic acid / benzyl (meth)acrylate copolymer, 3-methyl-3-(meth)acryloyloxymethyl oxetane / (meth)acrylic acid / styrene copolymer; resins such as benzyl (meth)acrylate / (meth)acrylic acid copolymer, styrene / (meth)acrylic acid copolymer; resins obtained by adding glycidyl (meth)acrylate to a (meth)acrylic acid polymer, resins obtained by reacting (meth)acrylic acid with a copolymer of (meth)acrylic acid / glycidyl (meth)acrylate; resins obtained by adding glycidyl (meth)acrylate to a benzyl (meth)acrylic acid copolymer, resins obtained by adding glycidyl (meth)acrylate to a tricyclodecyl (meth)acrylate / styrene / (meth)acrylic acid copolymer, Resins such as resins obtained by adding glycidyl(meth)acrylate to a lycyclodecyl(meth)acrylate / benzyl(meth)acrylate / (meth)acrylic acid copolymer, resins obtained by reacting (meth)acrylic acid with a copolymer of (meth)acrylic acid / tricyclodecyl(meth)acrylate / glycidyl(meth)acrylate, resins obtained by reacting (meth)acrylic acid with a copolymer of (meth)acrylic acid / tricyclodecyl(meth)acrylate / styrene / glycidyl(meth)acrylate, etc. [K5]; resins obtained by further reacting tetrahydrophthalic anhydride with a resin obtained by adding glycidyl(meth)acrylate to a (meth)acrylic acid polymer, resins obtained by further reacting tetrahydrophthalic anhydride with a copolymer of (meth)acrylic acid / glycidyl(meth)acrylate, etc. [K6];A resin obtained by adding glycidyl (meth)acrylate to a benzyl (meth)acrylate / (meth)acrylic acid copolymer and then reacting it with tetrahydrophthalic anhydride; a resin obtained by adding glycidyl (meth)acrylate to a tricyclodecyl (meth)acrylate / styrene / (meth)acrylic acid copolymer and then reacting it with tetrahydrophthalic anhydride; a resin obtained by adding glycidyl (meth)acrylate to a tricyclodecyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer. Examples of resins include those obtained by reacting a resin with tetrahydrophthalic anhydride, resins obtained by reacting a copolymer of (meth)acrylic acid / tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate with (meth)acrylic acid and then reacting that with tetrahydrophthalic anhydride, and resins obtained by reacting a copolymer of (meth)acrylic acid / tricyclodecyl (meth)acrylate / styrene / glycidyl (meth)acrylate with (meth)acrylic acid and then reacting that with tetrahydrophthalic anhydride [K7]; and so on.

[0165] Among these, resin [K1] and resin [K2] are preferred as the binder resin (Bii), with resin [K2] being more preferred.

[0166] The weight-average molecular weight (Mw) of the binder resin (Bii) in terms of polystyrene is preferably 3,000 to 100,000, more preferably 4,000 to 50,000, and even more preferably 5,000 to 30,000. When the weight-average molecular weight is within the above range, the solubility in the developer solution of the unexposed areas is high, and the residual film rate and hardness of the resulting colored pattern tend to be high.

[0167] The degree of dispersion of the binder resin (Bii) [weight-average molecular weight (Mw) / number-average molecular weight (Mn)] is preferably 1.1 or more and 6 or less, and more preferably 1.2 or more and 4 or less.

[0168] The acid value of the binder resin (Bii), calculated on a solid content basis, is preferably 10 mg-KOH / g to 300 mg-KOH / g, more preferably 20 mg-KOH / g to 250 mg-KOH / g, even more preferably 25 mg-KOH / g to 200 mg-KOH / g, even more preferably 30 mg-KOH / g to 150 mg-KOH / g, and particularly preferably 30 mg-KOH / g to 130 mg-KOH / g.

[0169] The content of the binder resin (B) is preferably 5% to 65% by mass, more preferably 10% to 60% by mass, even more preferably 15% to 55% by mass, and even more preferably 18% to 50% by mass, based on the total amount of solids in the colored curable resin composition. When the content of the binder resin (B) is within the above range, a colored pattern can be formed, the adhesion of the color filter is further improved, and even more preferably, the residue during development in the manufacturing of the color filter can be further reduced.

[0170] The content of the binder resin (Bi) may be 100% by mass of the total solid content of the binder resin (B), preferably 5% by mass or more and 99% by mass or less, more preferably 10% by mass or more and 98% by mass or less, even more preferably 15% by mass or more and 97% by mass or less, and even more preferably 20% by mass or more and 85% by mass or less.

[0171] The binder resin (Bi) content is preferably 1% to 65% by mass, more preferably 1% to 60% by mass, even more preferably 2% to 55% by mass, even more preferably 2% to 50% by mass, and particularly preferably 3% to 50% by mass, based on the total amount of solids in the colored curable resin composition.

[0172] When binder resin (B) contains binder resin (Bii), the content of binder resin (Bii) is preferably 1% by mass or more and 95% by mass or less, more preferably 5% by mass or more and 90% by mass or less, even more preferably 10% by mass or more and 80% by mass or less, and even more preferably 15% by mass or more and 70% by mass or less, based on the total solid content of binder resin (B).

[0173] <Polymerizable compound (C)> Polymerizable compound (C) is a compound that can be polymerized by active radicals and / or acids generated from polymerization initiator (D), and examples include compounds having ethylenically unsaturated bonds, and preferably (meth)acrylic acid ester compounds.

[0174] Examples of polymerizable compounds having one ethylenically unsaturated bond include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate, N-vinylpyrrolidone, and monomers (a), (b), and (c) of the binder resin described above.

[0175] Examples of polymerizable compounds having two ethylenically unsaturated bonds include 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, bis(acryloyloxyethyl) ether of bisphenol A, and 3-methylpentanediol di(meth)acrylate. Other examples include bisphenol fluororange (meth)acrylate and its alkylene oxy modified forms, as well as di(meth)acrylates having a fluorene skeleton. Examples of alkylene oxy groups include ethylene oxy, propylene oxy, butylene oxy, and pentylene oxy, which have 2 to 5 carbon atoms. These may be used individually or in combination of two or more as appropriate. Furthermore, the alkylene oxy groups present in the molecule may be identical or different, but it is preferable that they be identical. Among these, 9,9-bis[4-(acryloyloxypolyethoxy)phenyl]fluorene is preferred. When a di(meth)acrylate having a fluorene skeleton contains alkylene oxy, the number of alkylene oxy is preferably an integer from 0 to 15, more preferably an integer from 1 to 10, and even more preferably an integer from 1 to 8.

[0176] The polymerizable compound (C) is preferably a polymerizable compound having three or more ethylenically unsaturated bonds. Examples of such polymerizable compounds include trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, tripentaerythritol octa(meth)acrylate, tripentaerythritol hepta(meth)acrylate, tetrapentaerythritol deca(meth)acrylate, tetrapentaerythritol nona(meth)acrylate, tris(2-(meth)acryloyloxyethyl) isocyanurate, and ethylene glycol-modified pen Examples include tetra(meth)acrylate, ethylene glycol-modified dipentaerythritol hexa(meth)acrylate, propylene glycol-modified pentaerythritol tetra(meth)acrylate, propylene glycol-modified dipentaerythritol hexa(meth)acrylate, caprolactone-modified pentaerythritol tetra(meth)acrylate, and caprolactone-modified dipentaerythritol hexa(meth)acrylate, with trimethylolpropane tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, and dipentaerythritol hexa(meth)acrylate being preferred.

[0177] The weight-average molecular weight of the polymerizable compound (C) is preferably 100 to 3,000, more preferably 150 to 2,900, and even more preferably 250 to 1,500.

[0178] The content of polymerizable compound (C) may be, for example, 1% by mass or more and 80% by mass or less, preferably 5% by mass or more and 70% by mass or less, more preferably 8% by mass or more and 60% by mass or less, and even more preferably 10% by mass or more and 50% by mass or less, based on the total amount of solids of the colored curable resin composition.

[0179] <Polymerization initiator (D)> Polymerization initiator (D) is a compound that can initiate polymerization by generating active radicals, acids, etc., upon the action of light or heat. Polymerization initiator (D) is not particularly limited, but examples include O-acyloxime compounds, alkylphenone compounds, biimidazole compounds, triazine compounds, and acylphosphine oxide compounds. Among these, O-acyloxime compounds are preferred. From the viewpoint of further improving the curability of the colored curable resin composition, polymerization initiator (D) preferably has a maximum absorption wavelength in the range of 365 to 390 nm, and more preferably in the range of 370 to 390 nm. Polymerization initiator (D) may be used alone or in combination of two or more types.

[0180] As the polymerization initiator (D), an O-acyloxime compound is preferred. Furthermore, the polymerization initiator is also preferably a compound having a nitro group.

[0181] O-acyloxime compounds are given by formula (d1): [ka] This is a compound having the structure represented by . Hereafter, * represents a bond.

[0182] Examples of the O-acyloxime compounds include N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethyl-2,4-dioxacyclopentanylmethyloxy)benzoyl}-9H-carbazole-3-yl]ethane-1-imine, N- Examples include acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-3-cyclopentylpropan-1-imine, N-benzoyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-3-cyclopentylpropan-1-one-2-imine, N-acetyloxy-1-[4-(2-hydroxyethyloxy)phenylsulfanylphenyl]propan-1-one-2-imine, N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, and 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propan-1-one. Commercially available products such as Irgacure OXE01, OXE02, OXE03 (all manufactured by BASF), N-1919, NCI-730, NCI-831, NCI-930 (manufactured by ADEKA), PBG-314, PBG-317, PBG-326, PBG-327, PBG-329 (all manufactured by Changzhou Strong Electronic New Materials Co., Ltd.), Nikkacure YJ-04(T), Nikkacure IW-15, Nikkacure TG-05, Nikkacure-10 (all manufactured by Nippon Chemical Industrial Co., Ltd.) may also be used.In particular, the O-acyloxime compound is preferably at least one selected from the group consisting of N-acetyloxy-1-[4-(2-hydroxyethyloxy)phenylsulfanylphenyl]propan-1-one-2-imine, N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propan-1-one, N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, and N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropan-1-one-2-imine, and NikkacureIW-15. These O-acyloxime compounds tend to produce high-brightness color filters.

[0183] Alkylphenone compounds are compounds having a substructure represented by formula (d2) or formula (d3). In these substructures, the benzene ring may have substituents.

[0184] [ka]

[0185] Compounds having the structure represented by formula (d2) include 2-methyl-2-morpholino-1-(4-methylsulfanylphenyl)propan-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutan-1-one, and 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]butan-1-one. Commercially available products such as Irgacure 369, 907, and 379 (all manufactured by BASF) may also be used. Compounds having the structure represented by formula (d3) include 2-hydroxy-2-methyl-1-phenylpropan-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propan-1-one, 1-hydroxycyclohexylphenyl ketone, oligomer of 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propan-1-one, α,α-diethoxyacetophenone, and benzyldimethyl ketal. In terms of sensitivity, alkylphenone compounds having the structure represented by formula (d2) are preferred.

[0186] Examples of biimidazole compounds include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (see, for example, Japanese Patent Publication No. 6-75372, Japanese Patent Publication No. 6-75373, etc.), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, and 2,2'-bis(2-chlorophenyl Examples include phenyl)-4,4',5,5'-tetra(dialkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole (see, for example, Japanese Patent Publication No. 48-38403, Japanese Patent Application Publication No. 62-174204, etc.), and biimidazole compounds in which the phenyl group at the 4,4',5,5'-position is substituted with a carboalkoxy group (see, for example, Japanese Patent Application Publication No. 7-10913, etc.). Among these, compounds represented by the following formula and mixtures thereof are preferred.

[0187] [ka]

[0188] Examples of triazine compounds include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[2-( Examples include 5-methylfuran-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine.

[0189] Examples of acylphosphine oxide compounds include 2,4,6-trimethylbenzoyldiphenylphosphine oxide.

[0190] The content of the polymerization initiator (D) is preferably 0.1 to 30 parts by mass, more preferably 0.5 to 15 parts by mass, even more preferably 1 to 12 parts by mass, and particularly preferably 1 to 7 parts by mass, based on 100 parts by mass of the total amount of the binder resin (B) and polymerizable compound (C). When the content of the polymerization initiator (D) is within the above range, it is easier to form a pattern with a better shape by exposure and development, and it is easier to improve curability at low temperatures. In addition, since the sensitivity tends to increase and the exposure time is shortened, the productivity of color filters and the like is improved.

[0191] <Polymerization initiator (D1)> A polymerization initiator (D1) is a compound or sensitizer used to promote the polymerization of a polymerizable compound (C) whose polymerization has been initiated by a polymerization initiator (D). When a polymerization initiator (D1) is included, it is usually used in combination with the polymerization initiator (D).

[0192] Examples of polymerization initiators (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, carboxylic acid compounds, and thiol compounds, with thiol compounds being preferred. The polymerization initiator may be used alone or in combination of two or more.

[0193] Examples of amine compounds include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethylparatoluidine, 4,4'-bis(dimethylamino)benzophenone (commonly known as Michla's ketone), 4,4'-bis(diethylamino)benzophenone, and 4,4'-bis(ethylmethylamino)benzophenone, with 4,4'-bis(diethylamino)benzophenone being preferred. Alternatively, commercially available amine compounds such as EAB-F (manufactured by Hodogaya Chemical Co., Ltd.) may be used.

[0194] Examples of alkoxyanthracene compounds include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, 9,10-dibutoxyanthracene, and 2-ethyl-9,10-dibutoxyanthracene.

[0195] Examples of thioxanthone compounds include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone.

[0196] Examples of carboxylic acid compounds include phenylsulfanylacetic acid, methylphenylsulfanylacetic acid, ethylphenylsulfanylacetic acid, methylethylphenylsulfanylacetic acid, dimethylphenylsulfanylacetic acid, methoxyphenylsulfanylacetic acid, dimethoxyphenylsulfanylacetic acid, chlorophenylsulfanylacetic acid, dichlorophenylsulfanylacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

[0197] Thiol compounds are compounds having a sulfanyl group (-SH) in their molecule. A single molecule of a thiol compound may have one sulfanyl group or two or more, but one is preferred. In this specification, compounds having an amino group and / or a carboxyl group along with a sulfanyl group are included in the definition of thiol compounds.

[0198] Examples of compounds containing one sulfanyl group in the molecule include 2-sulfanyloxazole, 2-sulfanylthiazole, 2-sulfanylbenzimidazole, 2-sulfanylbenzothiazole, 2-sulfanylbenzoxazole, 2-sulfanylicotinic acid, 2-sulfanylpyridine, 2-sulfanylpyridine-3-ol, 2-sulfanylpyridine-N-oxide, and 4-amino-6-hydroxy-2-sulfanylpyridine. Zin, 4-amino-6-hydroxy-2-sulfanylpyrimidine, 4-amino-2-sulfanylpyrimidine, 6-amino-5-nitroso-2-thiouracil, 4,5-diamino-6-hydroxy-2-sulfanylpyrimidine, 4,6-diamino-2-sulfanylpyrimidine, 2,4-diamino-6-sulfanylpyrimidine, 4,6-dihydroxy-2-sulfanylpyrimidine, 4,6-dimethyl-2-sulfanylpyrimidine, 4-hydro Xy-2-sulfanyl-6-methylpyrimidine, 4-hydroxy-2-sulfanyl-6-propylpyrimidine, 2-sulfanyl-4-methylpyrimidine, 2-sulfanylpyrimidine, 2-thiouracil, 3,4,5,6-tetrahydropyrimidine-2-thiol, 4,5-diphenylimidazole-2-thiol, 2-sulfanylimidazole, 2-sulfanyl-1-methylimidazole, 4-amino-3-hydrazino-5-sulfanyl -1,2,4-triazole, 3-amino-5-sulfanyl-1,2,4-triazole, 2-methyl-4H-1,2,4-triazole-3-thiol, 4-methyl-4H-1,2,4-triazole-3-thiol, 3-sulfanyl-1H-1,2,4-triazole-3-thiol, 2-amino-5-sulfanyl-1,3,4-thiadiazole, 5-amino-1,3,4-thiadiazole-2-thiol, 2,5-disulfanyl-1,3,4-Thiadianazole, (Fran-2-yl)methanethiol, 2-Sulfanyl-5-thiazolidone, 2-Sulfanylthiazoline, 2-Sulfanyl-4(3H)-Quinazolinone, 1-Phenyl-1H-Tetrazole-5-thiol, 2-Quinoline thiol, 2-Sulfanyl-5-methylbenzimidazole, 2-Sulfanyl-5-nitrobenzimidazole, 6-Amino-2-Sulfanylbenzothiazole, 5-Chloro-2-Sulfanylbenzo Examples include thiazoles, 6-ethoxy-2-sulfanylbenzothiazole, 6-nitro-2-sulfanylbenzothiazole, 2-sulfanylnaphthoimidazole, 2-sulfanylnaphthoxazole, 3-sulfanyl-1,2,4-triazole, 4-amino-6-sulfanylpyrazolo[2,4-d]pyridine, 2-amino-6-printhiol, 6-sulfanylpurine, and 4-sulfanyl-1H-pyrazolo[2,4-d]pyrimidine.

[0199] Compounds having two or more sulfanyl groups in their molecule include hexanedithiol, decanedithiol, 1,4-bis(methylsulfanyl)benzene, butanediol bis(3-sulfanylpropionate), butanediol bis(3-sulfanylacetate), ethylene glycol bis(3-sulfanylacetate), trimethylolpropane tris(3-sulfanylacetate), butanediol bis(3-sulfanylpropionate), trimethylolpropane Examples include Pantris (3-sulfanylpropionate), Trimethylolpropantris (3-sulfanyl acetate), Pentaerythritol tetrakis (3-sulfanylpropionate), Pentaerythritol tetrakis (3-sulfanyl acetate), Trishydroxyethyltris (3-sulfanylpropionate), Pentaerythritol tetrakis (3-sulfanyl butyrate), and 1,4-bis(3-sulfanylbutyloxy)butane.

[0200] When these polymerization initiators (D1) are used, their content is preferably 0.1 to 30 parts by mass, more preferably 0.3 to 10 parts by mass, and even more preferably 0.5 to 5 parts by mass, based on 100 parts by mass of the total amount of binder resin (B) and polymerizable compound (C) contained in the colored curable resin composition.

[0201] <Silane coupling agent (E)> As the silane coupling agent (E), for example, a compound having a structure in which at least one functional group-containing group and at least one (preferably two to three) hydrolyzable groups are bonded to one silicon atom is preferred. By using such a silane coupling agent (E), adhesion to the substrate can be further improved. Examples of functional group-containing groups include vinyl groups, epoxy groups, styryl groups, methacryloyloxy groups, acryloyloxy groups, amino groups, ureido groups, isocyanate groups, isocyanurate groups, mercapto groups, chloropropyl groups, sulfide groups, and other functional groups. Examples of the hydrolyzable groups include alkoxy groups, and among them C 1-4 An alkoxy group is preferred, and a methoxy group or an ethoxy group is more preferred. Furthermore, the silicon atom may also contain an alkyl group (preferably C 1-4 An alkyl group, more preferably a methyl group or an ethyl group, may be attached. The silane coupling agent (E) may be used alone or in combination of two or more types.

[0202] As a silane coupling agent (E), Vinyl group-containing silane coupling agents such as vinyltrimethoxysilane, vinyltriethoxysilane, and vinyltris(2-methoxyethoxy)silane; Epoxy group-containing silane coupling agents such as 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-glycidyloxypropylmethyldimethoxysilane, 3-glycidyloxypropyltrimethoxysilane, 3-glycidyloxypropylmethyldiethoxysilane, and 3-glycidyloxypropyltriethoxysilane; Styryl group-containing silane coupling agents such as p-styryltrimethoxysilane; 3-Methacryloyloxypropylmethyldimethoxysilane, 3-Methacryloyloxypropyltrimethoxysilane, 3-Methacryloyloxypropylmethyldiethoxysilane, 3-Methacryloyloxypropyltriethoxysilane, and other methacryloyloxy group-containing silane coupling agents; 3-Acryloyloxypropylmethyldimethoxysilane, 3-Acryloyloxypropyltrimethoxysilane, 3-Acryloyloxypropylmethyldiethoxysilane, 3-Acryloyloxypropyltriethoxysilane, and other silane coupling agents containing acryloyloxy groups; N-(2-aminoethyl)-3-aminopropylmethyldimethoxysilane, N-(2-aminoethyl)-3-aminopropylmethyldiethoxysilane, N-(2-aminoethyl)-3-aminopropyltrimethoxysilane, N-(2-aminoethyl)-3-aminopropyltriisopropoxysilane, N-(2-aminoethyl)-3-aminopropyltributoxysilane, N-(2-aminoethyl)-3-aminopropylmethyldiisopropoxysilane, N-(2-aminoethyl)-3-aminopropylmethyldibutoxysilane, N-(2-aminoethyl)-3-aminopropylethyldimethoxysilane, N-(2-aminoethyl)-3-aminopropylethyldiethoxysilane, N-(2-aminoethyl)-3-aminopropylethyldiisopropoxysilane, N-(2-aminoethyl)-3-aminopropylethyldibutoxy silane coupling agents containing amino groups, such as silane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-aminopropyltriisopropoxysilane, 3-aminopropyltributoxysilane, 3-aminopropylmethyldimethoxysilane, 3-aminopropylmethyldiethoxysilane, 3-aminopropylmethyldiisopropoxysilane, 3-aminopropylmethyldibutoxysilane, 3-aminopropylethyldimethoxysilane, 3-aminopropylethyldiethoxysilane, 3-aminopropylethyldiisopropoxysilane, 3-aminopropylethyldibutoxysilane, 3-aminopropyltriacetoxysilane, 3-triethoxysilyl-N-(1,3-dimethylbutylidene)propylamine, N-phenyl-3-aminopropyltrimethoxysilane, and hydrochloride salts of N-(vinylbenzyl)-2-aminoethyl-3-aminopropyltrimethoxysilane; Ureido group-containing silane coupling agents such as 3-ureidopropylmethyldimethoxysilane, 3-ureidopropyltrimethoxysilane, 3-ureidopropylmethyldiethoxysilane, and 3-ureidopropyltriethoxysilane; Isocyanato group-containing silane coupling agents such as 3-isocyanatopropylmethyldimethoxysilane, 3-isocyanatopropyltrimethoxysilane, 3-isocyanatopropylmethyldiethoxysilane, and 3-isocyanatopropyltriethoxysilane; Isocyanurate group-containing silane coupling agents such as tris-(trimethoxysilylpropyl)isocyanurate; Mercapto group-containing silane coupling agents such as 3-mercaptopropylmethyldimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-mercaptopropylmethyldiethoxysilane, and 3-mercaptopropyltriethoxysilane; Chloropropyl group-containing silane coupling agents such as 3-chloropropylmethyldimethoxysilane and 3-chloropropyltrimethoxysilane; Examples include sulfide group-containing silane coupling agents such as bis(triethoxysilylpropyl)tetrasulfide, bis(methyldimethoxysilylpropyl)tetrasulfide, and bis(methyldiethoxysilylpropyl)tetrasulfide. Furthermore, as mentioned above, amino group-containing silane coupling agents also include silane coupling agents that contain an amino group after deprotection. Specifically, examples include ketimine structure-containing silane coupling agents such as 3-triethoxysilyl-N-(1,3-dimethyl-butylidene)propylamine. In particular, the silane coupling agent (E) is preferably at least one selected from the group consisting of epoxy group-containing silane coupling agents, methacryloyloxy group-containing silane coupling agents, acryloyloxy group-containing silane coupling agents, amino group-containing silane coupling agents, ureido group-containing silane coupling agents, isocyanate group-containing silane coupling agents, and isocyanurate group-containing silane coupling agents; more preferably at least one selected from the group consisting of methacryloyloxy group-containing silane coupling agents, acryloyloxy group-containing silane coupling agents, and amino group-containing silane coupling agents; even more preferably at least one selected from the group consisting of methacryloyloxy group-containing silane coupling agents, acryloyloxy group-containing silane coupling agents, and ketimine structure-containing silane coupling agents; and especially preferred are methacryloyloxy group-containing silane coupling agents and / or acryloyloxy group-containing silane coupling agents.

[0203] The content of the silane coupling agent (E) is preferably 0.01 to 20% by mass, more preferably 0.1 to 10% by mass, and even more preferably 0.5 to 5% by mass, relative to the total amount of solids in the colored curable resin composition. Within this range, the adhesion between the film formed from the colored curable resin composition and the substrate is further improved.

[0204] <Solvent (F)> The solvent (F) is not particularly limited, and any solvent commonly used in the field may be used. Examples of solvent (F) include ester solvents (solvents containing -COO- but not -O- in the molecule), ether solvents (solvents containing -O- but not -COO- in the molecule), ether ester solvents (solvents containing both -COO- and -O- in the molecule), ketone solvents (solvents containing -CO- but not -COO- in the molecule), alcohol solvents (solvents containing OH in the molecule but not -O-, -CO-, and -COO- in the molecule), aromatic hydrocarbon solvents, amide solvents, dimethyl sulfoxides, etc. Two or more of these solvents may be used in combination.

[0205] Examples of ester solvents include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutanoate, ethyl acetate, n-butyl acetate, isobutyl acetate, pentyl formate, isopentyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexanol acetate, and γ-butyrolactone.

[0206] Examples of ether solvents include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxy-1-butanol, 3-methoxy-3-methylbutanol, tetrahydrofuran, tetrahydropyran, 1,4-dioxane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenethole, and methylanisole.

[0207] Examples of ether ester solvents include methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-methoxy-2-methylpropionate, methyl 2-ethoxy-2-methylpropionate Examples include ethyl acetate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, and dipropylene glycol methyl ether acetate.

[0208] Examples of ketone solvents include 4-hydroxy-4-methyl-2-pentanone, acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2-pentanone, cyclopentanone, cyclohexanone, and isophorone.

[0209] Examples of alcoholic solvents include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin.

[0210] Examples of aromatic hydrocarbon solvents include benzene, toluene, xylene, and mesitylene.

[0211] Examples of amide solvents include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

[0212] Of the above solvents, organic solvents having a boiling point of 120°C or higher and 180°C or lower at 1 atm are preferred from the viewpoint of applicability and drying properties. The organic solvent is preferably at least one selected from the group consisting of propylene glycol monomethyl ether acetate, ethyl lactate, propylene glycol monomethyl ether, ethyl 3-ethoxypropionate, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, 4-hydroxy-4-methyl-2-pentanone, and N,N-dimethylformamide, and more preferably at least one selected from the group consisting of propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, 4-hydroxy-4-methyl-2-pentanone, ethyl lactate, and ethyl 3-ethoxypropionate.

[0213] When solvent (F) is included, the content of solvent (F) is preferably 40% to 99% by mass, more preferably 50% to 97% by mass, even more preferably 70% to 96% by mass, and even more preferably 73% to 95% by mass, based on the total amount of the colored curable resin composition. In other words, the total amount of solids in the colored curable resin composition is preferably 1% to 60% by mass, more preferably 3% to 50% by mass, even more preferably 4% to 30% by mass, and even more preferably 5% to 27% by mass. When the content of solvent (F) is within the above range, the flatness during application is good, and the display characteristics tend to be good because there is no shortage of color density when a color filter is formed.

[0214] <Leveling agent (G)> Examples of leveling agents (G) include silicone-based surfactants, fluorine-based surfactants, and silicone-based surfactants containing fluorine atoms. These may have polymerizable groups in their side chains.

[0215] Examples of silicone-based surfactants include surfactants that have siloxane bonds in their molecules. Specifically, examples include Toray Silicone DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, SH8400 (product name: manufactured by Toray Dow Corning Co., Ltd.), KP321, KP322, KP323, KP324, KP326, KP340, KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452, and TSF4460 (manufactured by Momentive Performance Materials Japan LLC).

[0216] Examples of fluorine-based surfactants include surfactants having fluorocarbon chains in their molecules. Specifically, these include Florard® FC430, FC431 (manufactured by Sumitomo 3M Co., Ltd.), Megafac® F142D, F171, F172, F173, F177, F183, F554, R30, RS-718-K (manufactured by DIC Corporation), F-Top® EF301, EF303, EF351, EF352 (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), Surflon® S381, S382, SC101, SC105 (manufactured by AGC Inc.), and E5844 (manufactured by Daikin Fine Chemical Laboratories, Inc.).

[0217] Examples of silicone-based surfactants containing fluorine atoms include surfactants having siloxane bonds and fluorocarbon chains in their molecules. Specifically, examples include Megafac® R08, BL20, F475, F477, and F443 (manufactured by DIC Corporation).

[0218] When a leveling agent (G) is included, the content of the leveling agent (G) is preferably 0.0005% by mass or more and 1% by mass or less, more preferably 0.001% by mass or more and 0.5% by mass or less, and even more preferably 0.005% by mass or more and 0.1% by mass or less, relative to the total amount of the colored curable resin composition. This content does not include the content of the pigment dispersant. When the content of the leveling agent (G) is within the above range, the flatness of the color filter can be improved.

[0219] <Other ingredients> The colored curable resin composition may optionally contain additives known in the art, such as fillers, other polymer compounds, adhesion promoters, quenchers, antioxidants, light stabilizers, and chain transfer agents.

[0220] <Method for producing a colored curable resin composition> A colored curable resin composition can be prepared by mixing a colorant (A), a binder resin (B), a polymerizable compound (C), a polymerization initiator (D), and, if necessary, a polymerization initiator aid (D1), a silane coupling agent (E), a solvent (F), a leveling agent (G), and other components. Mixing can be carried out using known or conventional equipment and conditions. The colorant (A) may be used as a colorant-containing liquid obtained by pre-mixing part or all of the solvent (F) and dispersing it using a bead mill or the like until the average particle size is about 0.2 μm or less, and it is preferable to use it as a colorant-containing liquid. In this case, part or all of the dispersant and binder resin (B) may be added as needed. The desired colored curable resin composition can be prepared by mixing the remaining components to the colorant-containing liquid obtained in this way to a predetermined concentration. Furthermore, if the coloring agent (A) includes a dye, the dye may be dissolved in part or all of the solvent (F) beforehand to prepare the solution. It is preferable to filter the solution through a filter with a pore size of about 0.01 to 1 μm.

[0221] <How to manufacture color filters> A color filter can be formed from the color-curable resin composition of this disclosure. Methods for producing a colored pattern include photolithography, inkjet printing, and printing. Among these, photolithography is preferred. Photolithography is a method in which the color-curable resin composition is applied to a substrate, dried to form a colored composition layer, and the colored composition layer is exposed to light through a photomask for development. In photolithography, by not using a photomask during exposure and / or by not developing, a colored coating film, which is a cured product of the colored composition layer, can be formed. The colored pattern or colored coating film formed in this way is the color filter of this disclosure. The colored curable resin compositions of this disclosure are suitably used for manufacturing color filters (colored patterns) at temperatures of 150°C or below.

[0222] The film thickness of the color filter to be manufactured is not particularly limited and can be adjusted as appropriate depending on the purpose and application. For example, it is 30 μm or less, preferably 20 μm or less, more preferably 6 μm or less, even more preferably 4.5 μm or less, preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

[0223] As substrates, glass plates such as quartz glass, borosilicate glass, aluminasilate glass, and soda-lime glass with a silica coating on the surface are used; resin plates such as polycarbonate, polymethyl methacrylate, and polyethylene terephthalate are used; silicon is used; and aluminum, silver, and silver / copper / palladium alloy thin films are formed on the substrate. Other color filter layers, resin layers, transistors, circuits, etc. may be formed on these substrates. Alternatively, a silicon substrate treated with HMDS (hexamethyldisilazane) may be used.

[0224] The formation of each color pixel by photolithography can be carried out using known or conventional equipment and conditions. For example, it can be manufactured as follows. First, a colored curable resin composition is applied to a substrate, and volatile components such as solvents are removed by heat drying (pre-baking) and / or vacuum drying, and then the substrate is dried to obtain a smooth colored composition layer. Application methods include spin coating, slit coating, and slit and spin coating.

[0225] The temperature at which heat drying is performed (pre-bake temperature) is preferably 30°C to 120°C, and more preferably 50°C to 110°C. When pattern formation is performed at a low temperature, the pre-bake temperature tends to be lower as well. If the pre-bake temperature is low (for example, 30 to 90°C), solvent tends to remain in the composition layer, and in the development described later, not only the unexposed areas but also the bottom of the exposed areas tend to dissolve, which can result in a poor pattern shape. However, the colored curable resin composition of this disclosure is preferable because it can form a colored pattern with a good shape even when the pre-bake temperature is lower (for example, 30 to 90°C, preferably 50 to 90°C), which is required for the manufacture of organic EL display devices and the like. Furthermore, the heating time (pre-baking time) is preferably between 10 seconds and 60 minutes, and more preferably between 30 seconds and 30 minutes. When performing vacuum drying, it is preferable to do so under a pressure of 50 Pa to 150 Pa and at a temperature range of 20°C to 25°C. The thickness of the colored composition layer is not particularly limited and can be appropriately selected according to the desired thickness of the color filter.

[0226] Next, the composition layer is exposed via a photomask to form the desired colored pattern. The pattern on the photomask is not particularly limited, and a pattern appropriate to the intended application is used. A light source that generates light with a wavelength of 250 to 450 nm is preferred for exposure. For example, light below 250 nm can be cut using a filter that cuts this wavelength range, or light around 436 nm, 408 nm, and 365 nm can be selectively extracted using a bandpass filter that extracts these wavelength ranges. Specifically, examples include mercury lamps, light-emitting diodes, metal halide lamps, halogen lamps, etc. It is preferable to use a reduction projection exposure apparatus or proximity exposure apparatus such as a mask aligner and stepper, as this allows for uniform irradiation of the entire exposure surface with parallel light rays and precise alignment of the photomask and the substrate.

[0227] A colored pattern is formed on the substrate by developing the exposed composition layer in contact with a developer. During development, the unexposed parts of the composition layer are dissolved and removed in the developer. As the developer, aqueous solutions of alkaline compounds such as potassium hydroxide, sodium bicarbonate, sodium carbonate, and tetramethylammonium hydroxide are preferred. The concentration of these alkaline compounds in the aqueous solution is preferably 0.01 to 10% by mass, and more preferably 0.03 to 5% by mass. Furthermore, the developer may also contain a surfactant. The development method may be any of the following: the paddle method, the dipping method, and the spray method. Furthermore, the substrate may be tilted at any angle during development. The development time is not particularly limited, but is preferably 10 seconds to 10 minutes, more preferably 20 seconds to 5 minutes, even more preferably 30 seconds to 2 minutes, and particularly preferably 70 seconds to 2 minutes. After developing, it is preferable to wash the film with water.

[0228] Furthermore, it is preferable to perform post-baking on the obtained colored pattern. The post-baking temperature is preferably 150°C or lower, more preferably 140°C or lower, and even more preferably 120°C or lower. When high-temperature processing is not possible, such as when forming a color filter for use in an organic EL display device, it is preferable to perform post-baking at a lower temperature (e.g., 120°C or lower, preferably 100°C or lower, more preferably 90°C or lower). When post-baking is performed at a low temperature, the pattern hardens after development and shape change (reflow) is less likely to occur, resulting in a tendency to obtain a pattern with a large insertion width. However, by using the color-curable resin composition of this disclosure, reflow occurs even when post-baking is performed at a lower temperature (e.g., 120°C or lower), so a pattern with a small insertion width can be obtained. The post-bake time is preferably 1 to 120 minutes, and more preferably 5 to 60 minutes.

[0229] Since the above coloring patterns are formed from the color-curable resin composition of this disclosure, they have one or more of the following characteristics: a pattern shape with a small insertion width, a coloring pattern with a large change in the taper angle before and after post-bake (sometimes referred to as reflowability), and a pattern shape with a small taper angle after post-bake. A "pattern shape with a small insertion width" is preferably a forward taper shape, a rectangular shape, or a reverse taper shape with a small insertion width (for example, an insertion width of 1.0 μm or less, preferably 0.5 μm or less, more preferably 0.3 μm or less, and particularly preferably 0.1 μm or less), and more preferably a forward taper shape or a rectangular shape.

[0230] A "coloring pattern with a large change in taper angle before and after post-bake (sometimes referred to as reflowability)" refers to a coloring pattern in which the pattern shape changes significantly after post-bake compared to before post-bake, for example, a coloring pattern that changes from an inverse taper shape to a forward taper shape or a rectangular shape. In the above coloring pattern, the change in taper angle after post-bake (reflowability) is preferably greater than 0°, more preferably 10 to 150°, even more preferably 20 to 140°, even more preferably 30 to 130°, and particularly preferably 40 to 120°.

[0231] "A pattern shape with a small taper angle after post-baking" means that the colored pattern after post-baking has a forward taper shape or a rectangular shape. In the above coloring pattern, the taper angle after post-baking is preferably 90° or less, more preferably 85° or less, even more preferably 80° or less, and even more preferably 75° or less. When the taper angle is 90° or less, cracks and delamination are less likely to occur in the inorganic film when it is laminated on the coloring pattern. Furthermore, a taper angle of the coloring pattern is preferable as it approaches 90°, as this reduces the variation in film thickness within the same coloring pattern. Therefore, the lower limit of the taper angle is preferably 30° or more, more preferably 35° or more, and even more preferably 40° or more. The taper angle of the coloring pattern can be determined by the method described in the examples below.

[0232] The colored patterns and color filters formed from the colored curable resin compositions of this disclosure preferably satisfy two or more of the following conditions: a pattern shape with a small insertion width, a colored pattern with a large change in the taper angle before and after post-bake (sometimes referred to as reflowability), and a pattern shape with a small taper angle after post-bake. It is more preferable that the pattern satisfy all of the following conditions: a pattern shape with a small insertion width, a colored pattern with a large change in the taper angle before and after post-bake (sometimes referred to as reflowability), and a pattern shape with a small taper angle after post-bake.

[0233] The colored patterns and colored coatings obtained in this manner are useful as color filters, and these color filters are useful as color filters used in display devices (e.g., liquid crystal display devices, organic EL devices, etc.), electronic paper, solid-state image sensors, etc. [Examples]

[0234] The present disclosure will be further described below with reference to examples and comparative examples, but the present disclosure is not limited to these examples. In the examples, unless otherwise specified, "parts" means "parts by mass" and "%" means "percent by mass" when referring to the content or amount used.

[0235] <Weight average molecular weight, number average molecular weight> The weight-average molecular weight (Mw) and number-average molecular weight (Mn) of the resin, calculated on a polystyrene basis, were measured using the GPC method under the following conditions. (Measurement conditions) Equipment: HLC-8120GPC (manufactured by Tosoh Corporation) Column: TSK-GELG2000HXL Column temperature: 40℃ Solvent: Tetrahydrofuran Flow rate: 1.0mL / min Solid content concentration of the analytical sample: 0.001~0.01% by mass Injection volume: 50μL Detector: RI Calibration standards: TSK STANDARD POLYSTYRENE F-40, F-4, F-288, A-2500, A-500 (manufactured by Tosoh Corporation)

[0236] The ratio of the weight-average molecular weight to the number-average molecular weight (Mw / Mn) obtained above in polystyrene terms was defined as the degree of dispersion.

[0237] <Synthesis Example 1: Preparation of Resin B1> A suitable amount of nitrogen was flowed into a flask equipped with a reflux condenser, dropping funnel, and stirrer to replace the atmosphere with nitrogen, and 215 parts of propylene glycol monomethyl ether acetate were added and heated to 85°C while stirring. Then, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decane-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 2,6 A mixed solution consisting of 39 parts of decane-9-yl acrylate, 36 parts of acrylic acid, 275 parts of 3-phenoxybenzyl methacrylate, and 200 parts of propylene glycol monomethyl ether acetate was added dropwise over 3 hours. Meanwhile, a mixed solution of 25 parts of 2,2-azobis(2,4-dimethylvaleronitrile) dissolved in 210 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. After the addition was complete, the mixture was held at 85°C for 4 hours, then cooled to room temperature to obtain a copolymer (resin B1) solution with a B-type viscosity (23°C) of 33 mPa·s and a solid content of 35.8%. The weight-average molecular weight Mw of the resulting copolymer was 11000, and the degree of dispersion was 2.02. Resin B1 has the following structural units.

[0238] [ka]

[0239] <Synthesis Example 2: Preparation of Resin B2> A suitable amount of nitrogen was flowed into a flask equipped with a reflux condenser, dropping funnel, and stirrer to replace the atmosphere with nitrogen, and 300 parts of propylene glycol monomethyl ether acetate were added and heated to 80°C while stirring. Then, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decane-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 2,6 A mixed solution consisting of 18 parts of decane-9-yl acrylate, 16 parts of acrylic acid, 316 parts of 3-phenoxybenzyl acrylate, and 160 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. Meanwhile, a mixed solution of 20 parts of 2,2-azobis(2,4-dimethylvaleronitrile) dissolved in 170 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. After the addition was complete, the mixture was held at the same temperature for 4 hours, and then cooled to room temperature to obtain a copolymer (resin B2) with a B-type viscosity (23°C) of 21 mPa·s and a solid content of 35.9%. The weight-average molecular weight Mw of the resulting copolymer was 9300, and the degree of dispersion was 1.79. Resin B2 has the following structural units.

[0240] [ka]

[0241] <Synthesis Example 3: Preparation of Resin B3> A suitable amount of nitrogen was flowed into a flask equipped with a reflux condenser, dropping funnel, and stirrer to replace the atmosphere with nitrogen, and 256 parts of propylene glycol monomethyl ether acetate were added and heated to 80°C while stirring. Then, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decane-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 2,6 A mixed solution consisting of 44 parts of a decane-9-yl acrylate mixture (with a molar ratio of 1:1), 57 parts of acrylic acid, 249 parts of 3-phenoxybenzyl acrylate, and 159 parts of propylene glycol monomethyl ether acetate was added dropwise over 3 hours. Meanwhile, a mixed solution of 25 parts of 2,2-azobis(2,4-dimethylvaleronitrile) dissolved in 210 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. After the addition was complete, the mixture was held at the same temperature for 4 hours, then cooled to room temperature to obtain a copolymer (resin B3) solution with a type B viscosity (23°C) of 51 mPa·s and a solid content of 36.0%. The weight-average molecular weight Mw of the resulting copolymer was 11000, the dispersion degree was 1.98, and the acid value on a solid content basis was 123 mgKOH / g. Resin B3 has the following structural units.

[0242] [ka]

[0243] <Synthesis Example 4: Preparation of Resin B4> 252 parts of propylene glycol monomethyl ether acetate were added to a flask equipped with a stirrer, dropping funnel, condenser, thermometer, and gas inlet tube, and the mixture was stirred while purging with nitrogen, and the temperature was raised to 120°C. Next, 11 parts of t-butyl peroxy-2-ethylhexanoate were added to a monomer mixture consisting of 290 parts of 3-phenoxybenzyl acrylate and 65 parts of methacrylic acid, and this mixture was added dropwise to the flask from a dropping funnel over a period of 2 hours. After the addition was complete, the mixture was stirred for another 30 minutes to carry out the copolymerization reaction. Subsequently, the flask was purged with air, and 27 parts of glycidyl methacrylate, 1.1 parts of triphenylphosphine, and 0.8 parts of methoquinone were added. The reaction was continued at 120°C for 10 hours to obtain resin B4. Finally, propylene glycol monomethyl ether acetate was added to the reaction solution to a polymer solids content of 40% to obtain a polymer (resin B4) solution. Resin B4 had a weight-average molecular weight Mw of 10500 and an acid value of 40.5 mgKOH / g on a solids basis.

[0244] <Preparation Example 1: Preparation of Pigment Dispersion A1> CI Pigment Green 36 5.0 parts CI Pigment Yellow 139 1.9 parts CI Pigment Yellow 150 3.7 parts CI Pigment Blue 16 1.9 parts Acrylic pigment dispersant 4.4 parts Propylene glycol monomethyl ether acetate 83 parts By mixing the ingredients and thoroughly dispersing the pigment using a bead mill, a pigment dispersion A1 was obtained.

[0245] <Preparation Example 2: Preparation of Pigment Dispersion A2> CI Pigment Green 58 12.7 parts CI Pigment Yellow 138 0.3 part CI Pigment Yellow 150 1.5 parts Acrylic pigment dispersant 8.7 parts Propylene glycol monomethyl ether acetate 77 parts By mixing the ingredients and thoroughly dispersing the pigment using a bead mill, a pigment dispersion A2 was obtained.

[0246] <Preparation Example 3: Preparation of Pigment Dispersion A3> CI Pigment Blue 15:6 7.5 parts CI Pigment Violet 23 4.5 parts Acrylic pigment dispersant 4.5 parts Propylene glycol monomethyl ether acetate 83.5 parts By mixing the ingredients and thoroughly dispersing the pigment using a bead mill, a pigment dispersion A3 was obtained.

[0247] <Preparation of colored curable resin compositions of Examples 1-10 and Comparative Example 1> A colored curable resin composition was obtained by mixing each component listed in Table 9 in the amounts specified in Table 9. Note that the unit of the amount of each component in Table 9 is "parts by mass," and the amounts of pigment dispersion, resin, polymerizable compound, polymerization initiator, polymerization initiator aid, and leveling agent are expressed on a solid content basis.

[0248] Details of each component are as follows: Polymerizable compound C1: Mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate (NK ester A-9570W; manufactured by Shin Nakamura Chemical Industry Co., Ltd.; hydroxyl value 70 mg KOH / g) Polymerizable compound C2: Trimethylolpropane triacrylate (NK ester A-TMPT; manufactured by Shin-Nakamura Chemical Industry Co., Ltd.) Polymerizable compound C3: Compound represented by the following formula (OGSOL EA-0300; manufactured by Osaka Gas Chemical Co., Ltd.) [ka] Polymerization initiator D1: ADEKA ARCULUS (registered trademark) NCI-730 (manufactured by ADEKA Corporation; O-acyloxime compound) Polymerization initiator D2: N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine (Irgacure® OXE01; manufactured by BASF; O-acyloxime compound) Polymerization initiator D3: A mixture of compounds represented by the following formula (CHEMCURE-TCDM; manufactured by Cambridge Ltd; biimidazole compound) [ka] Polymerization initiator D4: Nikkacure IW-15 (manufactured by Nippon Chemical Industrial Co., Ltd.; O-acyloxime compound) Polymerization initiator d4: 2-sulfanylbenzothiazole (Soxinol M; manufactured by Sumitomo Chemical Co., Ltd., compound represented by the following formula) [ka] Silane coupling agent E1: 3-methacryloyloxypropyltrimethoxysilane (KBM-503; manufactured by Shin-Etsu Chemical Co., Ltd.) Silane coupling agent E2: 3-triethoxysilyl-N-(1,3-dimethylbutylidene)propylamine (KBE-9103P; manufactured by Shin-Etsu Silicone Co., Ltd.) Leveling agent G1: Polyether-modified silicone oil (product name "Toray Silicone SH8400" manufactured by Toray Dow Corning Co., Ltd.) Solvent F1: Propylene glycol monomethyl ether acetate

[0249] [Table 9]

[0250] The content of multiple aromatic hydrocarbon ring structural units in Examples 1-4 and Comparative Example 1 was 2.51 mmol / g, 2.07 mmol / g, 1.63 mmol / g, 2.37 mmol / g, and 0.68 mmol / g, respectively.

[0251] The content of multiple aromatic hydrocarbon ring structural units in Examples 5 to 10 was 2.04 mmol / g, 2.33 mmol / g, 2.07 mmol / g, 2.07 mmol / g, 2.07 mmol / g, and 2.07 mmol / g, respectively.

[0252] <Creating colored patterns (color filters)> A colored curable resin composition was applied by spin coating onto a 5cm square glass substrate (Eagle 2000; Corning Corporation) to a post-baking thickness of 3μm. The substrate was then pre-baked at 85°C for 2 minutes to form a colored composition layer. After cooling, the substrate with the colored composition layer was separated from a quartz glass photomask by a distance of 50μm. Exposure was performed using an exposure unit (TME-150RSK; Topcon Corporation) under atmospheric conditions at a concentration of 100mJ / cm². 2 The sample was irradiated with light at an exposure level of 365 nm. A photomask with a 30 μm line-and-space pattern was used. After light irradiation, the colored composition layer was developed by immersion in an aqueous developer containing 0.12% nonionic surfactant and 0.04% potassium hydroxide at 23°C for 80 seconds, washed with water, and post-baked at 85°C for 60 minutes to obtain the colored pattern. The film thickness of the colored pattern was measured using a film thickness measuring device (DEKTAK3; manufactured by Nippon Vacuum Technology Co., Ltd.).

[0253] <Coloring pattern shape evaluation> - Measuring the insertion width - The obtained colored patterns were observed using a scanning electron microscope (S-4000; Hitachi High-Technologies Corporation) to determine their shape, and the insertion width (H) was measured based on Figure 1. The insertion width (H) refers to the width between the edge (α) of the surface in contact with the substrate 2 and the edge (β) of the surface opposite to the substrate 2, when pattern 1 has an inverse taper shape. If the obtained pattern has a forward taper shape or a rectangular shape, the insertion width was set to 0 μm. The smaller the insertion width, the less likely cracks or peeling are to occur in the inorganic film when it is layered on top of the colored pattern. -Evaluation of reflowability- The tapered angle of the coloring patterns before and after post-bake was measured using a scanning electron microscope (S-4000; Hitachi High-Technologies Corporation), and the change in the tapered angle (tapered angle before post-bake - tapered angle after post-bake) was defined as the reflowability. The measurement results for the tapered angle and reflowability after post-bake are shown in Table 10. The greater the reflowability, the smaller the insertion width tends to be. The taper angle, as shown in Figure 2, is the angle (θ) between the line l, which connects the edge (α) of the surface of the pattern 1 that contacts the substrate 2, and the edge (γ) of the straight section on the surface opposite to the substrate 2, and the surface of the substrate 2. If the pattern does not have a straight section on the surface opposite to the substrate, the taper angle (θ) can be determined by setting the vertex of the pattern to γ. If the taper angle after post-baking exceeds 90°, it is undesirable because when an inorganic film is layered on the colored pattern, cracks and delamination tend to occur in the inorganic film.

[0254] [Table 10] [Explanation of symbols]

[0255] 1 pattern 2 circuit boards H Insertion width θ Taper angle

Claims

1. It contains a colorant, a binder resin, a polymerizable compound, and a polymerization initiator. The coloring agent includes at least one selected from the group consisting of green coloring agents, blue coloring agents, and purple coloring agents. The binder resin contains structural units having multiple aromatic hydrocarbon rings. A colored curable resin composition in which the content of the structural unit is 0.70 to 3.0 mmol / g in the total amount of the binder resin and polymerizable compound.

2. The colored curable resin composition according to claim 1, wherein the above structural unit is a structural unit represented by formula (I). 【Chemistry 1】 [In formula (I), R 1 represents a hydrogen atom or a methyl group. R 2 This represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, which may have substituents. T 1 This represents a divalent aromatic hydrocarbon group having 6 to 20 carbon atoms, which may have substituents. X is -O-, -S-, or -NR 3 It represents -. R 3 This represents a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms. T 2 This represents an aromatic hydrocarbon group having 6 to 20 carbon atoms, which may have substituents.

3. The colored curable resin composition according to claim 2, wherein the binder resin further comprises at least one structural unit selected from the group consisting of the following structural units (a) to (e). Structural unit (a): A structural unit derived from at least one monomer (monomer (a)) selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acid anhydrides. Structural unit (b): A structural unit derived from a monomer (monomer (b)) having a cyclic ether structure with 2 to 4 carbon atoms and an ethylenically unsaturated bond. Structural unit (c): A structural unit derived from a monomer copolymerizable with monomer (a) (however, different from monomer (a), monomer (b), and the monomer that derives structural unit (I)). Structural unit (d1): A structural unit obtained by adding monomer (b) to structural unit (a) Structural unit (d2): A structural unit obtained by adding monomer (a) to structural unit (b) Structural unit (e): A structural unit obtained by adding a polycarboxylic acid and / or carboxylic acid anhydride to structural unit (d1) or structural unit (d2).

4. A colored curable resin composition according to claim 1 for manufacturing a color filter at 150°C or below.

5. A color filter formed from a color-curable resin composition according to any one of claims 1 to 4.

6. A display device including the color filter described in claim 5.

7. A solid-state image sensor including the color filter described in claim 5.

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