Coloring composition for color filter, color filter, solid-state image sensing device, and image display device

Abstract

To provide a coloring composition for a color filter, which is excellent in heat resistance, contrast ratio (CR), and long-term storage stability, and a color filter, a solid-state image sensing device, and an image display device which use the same.SOLUTION: A coloring composition for a color filter includes colorant, a binder resin, and an organic solvent. The colorant includes a salt-forming compound having a structural unit expressed in a general formula (1) and a structural unit expressed in a general formula (2) in one molecule.SELECTED DRAWING: Figure 1

Description

Technical Field

[0001] The present invention relates to a colored composition for a color filter, a color filter including a filter segment formed using the same, a solid-state imaging device, and an image display device.

Background Art

[0002] In recent years, attention has been focused on dye-based color materials in order to achieve high brightness that cannot be achieved with pigments. However, depending on the type of dye, there has been a problem that the contrast ratio is low because it exhibits fluorescence emission characteristics (see, for example, Patent Document 1). In addition, as a general characteristic of dyes, they tend to be inferior in fastness such as heat resistance and light resistance compared to pigments, and also tend to be inferior in solubility in organic solvents suitable for colored materials for color filters. Therefore, when using dyes, technologies for imparting organic solvent solubility, imparting fastness, and suppressing fluorescence emission in fluorescent dyes are required. Although various documents have been proposed as materials for quenching the fluorescence emitted by dyes (see, for example, Patent Document 2), these quenching agents cannot exhibit a fluorescence quenching effect by sublimation, decomposition, etc. in the heating process during the production of the substrate of the color filter, and a sufficient contrast ratio has not been obtained. Furthermore, in order to effectively exhibit the effect of the quenching agent, it is generally known to promote energy transfer by bringing the distance between the fluorescent dye and the quenching agent closer. As a method for bringing this distance closer, a method of forming a salt between the dye and the quenching agent can be considered. Although this method has shown an improvement in solvent resistance, the heat resistance against sublimation, decomposition, etc. in the heating process during the production of the substrate of the color filter has not been solved (see Patent Document 3). In addition, as a means for improving the heat resistance of the quenching agent against sublimation, decomposition, etc., a method of incorporating it into a resin has been proposed (see Patent Document 4). Although this method is effective for improving heat resistance, since both the dye and the quenching agent are incorporated into the resin, the distance between them has become separated, and a sufficient quenching effect has not been obtained. After that, a method has been proposed to improve the heat resistance and contrast ratio by incorporating both a dye and a light absorber into a single resin (see Patent Document 5). However, in this method, an anionic dye having a heavy metal element is used as the light absorber, and there is a problem in storage stability that precipitation occurs due to long-term storage and the filterability deteriorates.

Prior Art Documents

Patent Documents

[0003]

Patent Document 1

Patent Document 2

Patent Document 3

Patent Document 4

Patent Document 5

Summary of the Invention

Problems to be Solved by the Invention

[0004] An object of the present invention is to provide a colored composition for a color filter, a color filter, a solid-state imaging device, and an image display device, which are excellent in heat resistance, contrast ratio (CR), and long-term storage stability.

Means for Solving the Problems

[0005] <1>A colored composition for a color filter containing a colorant, a binder resin, and an organic solvent, wherein the colorant contains a salt-forming compound having a structural unit represented by the following general formula (1) and a structural unit represented by the following general formula (2) in one molecule.

[0006] General formula (1)

Chemical formula

[0007] [In general formula (1), R1 represents a hydrogen atom or an alkyl group which may have a substituent. R2 to R4 each independently represent a hydrogen atom, an alkyl group which may have a substituent, an alkenyl group which may have a substituent, or an aryl group which may have a substituent, and two of R2 to R4 may be bonded to each other to form a ring. Q1 represents an alkylene group, an arylene group, -CONH-R5- or -COO-R5-, and R5 represents an alkylene group. Y - represents a xanthene-based anionic dye.]

[0008] General formula (2) [Chemical formula]

[0009] [In general formula (2), R1 represents a hydrogen atom or an alkyl group which may have a substituent. R2 to R4 each independently represent a hydrogen atom, an alkyl group which may have a substituent, an alkenyl group which may have a substituent, or an aryl group which may have a substituent, and two of R2 to R4 may be bonded to each other to form a ring. Q1 represents an alkylene group, an arylene group, -CONH-R5- or -COO-R5-, and R5 represents an alkylene group. Z - represents an anionic dye having a maximum absorption wavelength longer than that of Y- and containing no heavy metal element.]

[0010] <2> Y in general formula (1) - and Z in general formula (2) - The color filter coloring composition in which the difference in maximum absorption wavelength is 20 to 70 nm.

[0011] <3> Z in general formula (2) - The color filter coloring composition containing at least one selected from the group consisting of a disazo-based anionic dye and a triarylmethane-based anionic dye.

[0012] <4> Y in the salt-forming compound- and Z - The molar ratio of (Z - / Y - ) is 0.1 to 0.8, and the coloring composition for a color filter is as described above.

[0013] <5>The salt-forming compound has an AB block copolymer structure composed of an A block having a structural unit represented by the general formula (1) and a structural unit represented by the general formula (2), and a B block not containing the structural unit represented by the general formula (1) and the structural unit represented by the general formula (2), and the coloring composition for a color filter is as described above.

[0014] <6>The salt-forming compound has a structural unit containing at least one heat-crosslinkable group selected from the group consisting of a hydroxyl group, a carboxyl group, an oxetane group, a t-butyl group, an acryloyl group, a methacryloyl group, and a blocked isocyanate group, and the coloring composition for a color filter is as described above.

[0015] <7>The coloring composition for a color filter further contains a photopolymerizable monomer and / or a photopolymerization initiator as described above.

[0016] <8>A color filter including a filter segment formed from the coloring composition for a color filter on a substrate.

[0017] <9>A solid-state imaging device having the color filter as described above.

[0018] <10>An image display device having the color filter as described above.

Advantages of the Invention

[0019] According to the present invention, it is possible to provide a coloring composition for a color filter excellent in heat resistance, contrast ratio (CR), and long-term storage stability, a color filter using the same, a solid-state imaging device, and an image display device.

Brief Description of the Drawings

[0020]

Figure 1

Mode for Carrying Out the Invention

[0021] Hereinafter, the present invention will be described in detail. In the present application, when expressed as “(meth)acryloyl”, “(meth)acrylic”, “(meth)acrylic acid”, or “(meth)acrylate”, unless otherwise specified, they respectively represent “acryloyl and / or methacryloyl”, “acrylic and / or methacrylic”, “acrylic acid and / or methacrylic acid”, or “acrylate and / or methacrylate”. In addition, “C.I.” mentioned in this specification means Color Index (C.I.).

[0022] <Colorant> The colorant composition for a color filter of the present invention contains, as a colorant, a salt-forming compound having a structural unit represented by the general formula (1) and a structural unit represented by the general formula (2) in one molecule.

[0023] <Salt-forming compound>

[0024] (Structural unit represented by general formula (1) and structural unit represented by the following general formula (2)) General formula (1)

Chemical formula

[0025] In general formula (1), R1 represents a hydrogen atom or an alkyl group which may have a substituent. R2 to R4 each independently represent a hydrogen atom, an alkyl group which may have a substituent, an alkenyl group which may have a substituent, or an aryl group which may have a substituent, and two of R2 to R4 may be bonded to each other to form a ring. Q1 represents an alkylene group, an arylene group, -CONH-R5- or -COO-R5-, and R5 represents an alkylene group. Y - represents a xanthene-based anionic dye.

[0026] General formula (2) [Chemical formula]

[0027] In general formula (2), R1 represents a hydrogen atom or an alkyl group which may have a substituent. R2 to R4 each independently represent a hydrogen atom, an alkyl group which may have a substituent, an alkenyl group which may have a substituent, or an aryl group which may have a substituent, and two of R2 to R4 may be bonded to each other to form a ring. Q1 represents an alkylene group, an arylene group, -CONH-R5- or -COO-R5-, and R5 represents an alkylene group. Z - represents an anionic dye having a maximum absorption wavelength longer than that of Y- and containing no heavy metal element.

[0028] Examples of the alkyl group in R1 of general formula (1) and general formula (2) include a methyl group, an ethyl group, a propyl group, an n-butyl group, an i-butyl group, a t-butyl group, an n-hexyl group, and a cyclohexyl group. The alkyl group is preferably an alkyl group having 1 to 12 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms, and particularly preferably an alkyl group having 1 to 4 carbon atoms. When the alkyl group represented by R1 has a substituent, examples of the substituent include a hydroxyl group and an alkoxyl group. Among the above, as R1, a hydrogen atom or a methyl group is most preferable.

[0029] Examples of the alkyl group in R2 to R4 of the general formula (1) and the general formula (2) include linear alkyl groups (such as methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-octyl, n-decyl, n-dodecyl, n-tetradecyl, n-hexadecyl, and n-octadecyl), branched alkyl groups (such as isopropyl, isobutyl, sec-butyl, tert-butyl, isopentyl, neopentyl, tert-pentyl, isohexyl, 2-ethylhexyl, and 1,1,3,3-tetramethylbutyl), cycloalkyl groups (such as cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl), and bridged cyclic alkyl groups (such as norbornyl, adamantyl, and pinanyl). The alkyl group is preferably an alkyl group having 1 to 18 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms.

[0030] Examples of the alkenyl group in R2 to R4 of the general formula (1) and the general formula (2) include linear or branched alkenyl groups (such as vinyl, allyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-1-propenyl, and 2-methyl-2-propenyl), and cycloalkenyl groups (such as 2-cyclohexenyl and 3-cyclohexenyl). The alkenyl group is preferably an alkenyl group having 2 to 18 carbon atoms, more preferably an alkenyl group having 2 to 8 carbon atoms.

[0031] Examples of the aryl group in R2 to R4 of the general formula (1) and the general formula (2) include monocyclic aryl groups (such as phenyl), condensed polycyclic aryl groups (such as naphthyl, anthracenyl, phenanthrenyl, anthraquinolyl, fluorenyl, and naphthoquinolyl), and aromatic heterocyclic hydrocarbon groups (such as thienyl (a group derived from thiophene), furyl (a group derived from furan), pyranyl (a group derived from pyran), pyridyl (a group derived from pyridine), 9-oxoxanthenyl (a group derived from xanthone), and 9-oxothioxanthenyl (a group derived from thioxanthone)).

[0032] When the alkyl group, alkenyl group or aryl group in R2 to R4 of the general formula (1) and the general formula (2) has a substituent, examples of the substituent include substituents selected from a halogen atom, a hydroxyl group, an alkoxyl group, an aryloxy group, an alkenyl group, an acyl group, an alkoxycarbonyl group, a carboxyl group, and a phenyl group. Among them, as the substituent, a halogen atom, a hydroxyl group, an alkoxyl group, and a phenyl group are particularly preferable.

[0033] From the viewpoint of stability, an unsubstituted alkyl group is particularly preferable as R2 to R4 of the general formula (1) and the general formula (2). Further, two of R2 to R4 may be bonded to each other to form a ring.

[0034] Examples of the alkylene group and arylene group in Q1 of the general formula (1) and the general formula (2) include groups obtained by removing one hydrogen atom from the alkyl group and aryl group in R1 to R4 described above.

[0035] Examples of the alkylene group in R5 of the general formula (1) and the general formula (2) include groups obtained by removing one hydrogen atom from the alkyl group in R1 to R4 described above.

[0036] From the viewpoints of polymerizability and availability, Q1 of the general formula (1) and the general formula (2) is preferably -CONH-R5- or -COO-R5-. Further, it is more preferable that R5 is a methylene group, an ethylene group, a propylene group, or a butylene group, and particularly preferably an ethylene group.

[0037] [Y - : Xanthene-based anionic dye] Generally, although anionic dyes have good spectral characteristics and excellent color development properties, many dyes cannot be used as a coloring composition for a color filter because of poor heat resistance, poor solvent resistance, and insufficient solubility in an organic solvent. However, xanthene-based anionic dyes are excellent in heat resistance and solvent resistance among anionic dyes, easily form a salt with a resin having a cationic group, and are easily imparted with solubility in an organic solvent. Y -As the xanthene-based anionic dye represented by , known ones can be adopted without limitation. Specifically, xanthene-based anionic dyes having a carboxylic acid group, a sulfonic acid group, a phenolic hydroxyl group, a phosphoric acid group, or metal salts thereof in the molecule can be mentioned. Among them, C.I. Acid Red 52, 289, and 463 are preferable from the viewpoints of high coloring power and resistance.

[0038] [Z - : An anionic dye having a maximum absorption wavelength longer than that of Y - and not containing heavy metal elements] Z - The anionic dye represented by absorbs (quenches) the fluorescence of the xanthene-based anionic dye represented by Y - and has the effect of improving the contrast ratio. When the difference in the maximum absorption wavelengths between Y - and Z - is in the range of 20 to 70 nm, the overlap between the fluorescence spectrum of Y - and the absorption spectrum of Z - becomes large, and it is preferable because of excellent quenching ability.

[0039] An anionic dye having a heavy metal element can quench fluorescence by the heavy atom effect, but when stored for a long time, precipitation foreign matters are likely to occur. This is presumably because the resin-type dispersant used as a dispersion aid forms a complex with the heavy metal element, resulting in a decrease in dispersibility. Therefore, in the salt-forming compound of the present invention, an anionic dye not containing a heavy metal element is used as Z - .

[0040] Z - As the anionic dye represented by , an anionic dye having a maximum absorption wavelength longer than that of Y -Those having a wavelength longer than the maximum absorption wavelength and being an anionic dye containing no heavy metal element can be adopted without limitation as long as they are known. Specifically, anionic dyes having a carboxylic acid group, a sulfonic acid group, a phenolic hydroxyl group, a phosphoric acid group, or a metal salt thereof in the molecule can be mentioned. Examples of the anionic dye include anthraquinone-based anionic dyes, monoazo-based anionic dyes, disazo-based anionic dyes, oxazine-based anionic dyes, aminoketone-based anionic dyes, xanthene-based anionic dyes, quinoline-based anionic dyes, triphenylmethane-based anionic dyes, cyanine-based anionic dyes, and the like. Specific examples of the anionic dye are shown below by Color Index numbers.

[0041] Examples of red dyes include C.I. Acid Red 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 22, 23, 24, 25, 25:1, 26, 26:1, 26:2, 27, 29, 30, 31, 32, 33, 34, 35, 36, 37, 39, 40, 41, 42, 43, 44, 45, 47, 50, 52, 53, 54, 55, 56, 57, 59, 60, 62, 64, 65, 66, 67, 68, 70, 71, 73, 74, 76, 76:1, 80, 81, 82, 83, 85, 86, 87, 88, 89, 91, 92, 93, 97, 99, 102, 104, 106, 107, 108, 110, 111, 113, 114, 115, 116, 120, 123, 125, 127, 128, 131, 132, 133, 134, 135, 137, 138, 141, 142, 143, 144, 148, 150, 151, 152, 154, 155, 157, 158, 160, 161, 163, 164, 167, 170, 171, 172, 173, 175, 176, 177, 181, 229, 231, 237, 239, 240, 241, 242, 249, 252, 253, 255, 257, 260, 263, 264, 266, 267, 274, 276, 280, 286, 289, 299, 306, 309, 311, 323, 333, 324, 325, 326, 334, 335, 336, 337, 340, 343, 344, 347, 348, 350, 351, 353, 354, 356, 388, etc.

[0042] In addition, C.I. Direct Red 1, 2, 2:1, 4, 5, 6, 7, 8, 10, 10:1, 13, 14, 15, 16, 17, 18, 21, 22, 23, 24, 26, 26:1, 28, 29, 31, 33, 33:1, 34, 35, 36, 37, 39, 42, 43, 43:1, 44, 46, 49, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 67, 67:1, 68, 72, 72:1, 73, 74, 75, 77, 78, 79, 81, 81:1, 85, 86, 88, 89, 90, 97, 100, 101, 101:1, 107, 108, 110, 114, 116, 117, 120, 121, 122, 122:1, 124, 125, 127, 127:1, 127:2, 128, 129, 130, 132, 134, 135, 136, 137, 138, 140, 141, 148, 149, 150, 152, 153, 154, 155, 156, 169, 171, 172, 173, 174, 175, 176, 177, 179, 180, 181, 182, 185, 186, 189, 204, 211, 213, 214, 217, 222, 224, 225, 226, 227, 228, 232, 236, 237, 238, etc. can also be used.

[0043] Examples of yellow dyes include C.I. Acid Yellow 2, 3, 4, 5, 6, 7, 8, 9, 9:1, 10, 11, 11:1, 12, 13, 14, 15, 16, 17, 17:1, 18, 20, 21, 22, 23, 25, 26, 27, 29, 30, 31, 33, 34, 36, 38, 39, 40, 40:1, 41, 42, 42:1, 43, 44, 46, 48, 51, 53, 55, 56, 60, 63, 65, 66, 67, 68, 69, 72, 76, 82, 83, 84, 87, 90, 94, 105, 115, 117, 122, 127, 131, 132, 141, 142, 143, 144, 145, 146, 149, 153, 159, 166, 168, 169, 172, 174, 175, 178, 180, 183, 187, 188, 189, 190, 191, 192, 199, etc.

[0044] In addition, C.I. Direct Yellow 1, 2, 4, 5, 12, 13, 15, 20, 24, 25, 26, 32, 33, 34, 35, 41, 42, 44, 44:1, 45, 46, 48, 49, 50, 51, 61, 66, 67, 69, 70, 71, 72, 73, 74, 81, 84, 86, 90, 91, 92, 95, 107, 110, 117, 118, 119, 120, 121, 126, 127, 129, 132, 133, 134, etc. can also be used.

[0045] Examples of orange dyes include C.I. Acid Orange 1, 1:1, 4, 5, 6, 7, 8, 9, 10, 12, 14, 16, 17, 18, 19, 20, 20:1, 22, 23, 24, 24:1, 25, 27, 28, 28:1, 30, 31, 33, 35, 36, 37, 38, 41, 45, 49, 50, 51, 54, 55, 56, 59, 79, 83, 94, 95, 106, 116, 117, 119, 128, 131, 132, 134, 136, 138, etc.

[0046] In addition, C.I. Direct Orange 1, 2, 3, 4, 5, 6, 7, 8, 10, 13, 17, 19, 20, 21, 24, 25, 26, 29, 29:1, 30, 31, 32, 33, 43, 49, 51, 56, 59, 69, 72, 73, 74, 75, 76, 79, 80, 83, 84, 85, 87, 88, 90, 91, 92, 95, 96, 97, 98, 101, 102, 102:1, 104, 108, 112, 114, etc. can also be used.

[0047] Examples of the cyan dye include C.I. Acid Blue 1, 2, 3, 4, 5, 6, 7, 8, 9, 11, 13, 14, 15, 17, 19, 21, 22, 23, 24, 25, 26, 27, 29, 34, 35, 37, 40, 41, 41:1, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 62, 62:1, 63, 64, 65, 68, 69, 70, 73, 75, 78, 79, 80, 81, 83, 84, 85, 86, 88, 89, 90, 90:1, 91, 92, 93, 95, 96, 99, 100, 103, 104, 108, 109, 110, 111, 112, 113, 114, 116, 117, 118, 119, 120, 123, 124, 127, 127:1, 128, 129, 135, 137, 138, 143, 145, 147, 150, 159, 174, 175, 176, 183, 198, 203, 204, 205, 206, 208, 213, 227, 230, 231, 232, 233, 235, 239, 245, 247, 253, 257, 258, 260, 261, 262, 264, 266, 269, 271, 272, 273, 274, 277, 278, 280, etc.

[0048] In addition, C.I. Direct Blue 1, 2, 3, 4, 6, 7, 8, 8:1, 9, 10, 12, 14, 15, 16, 19, 20, 21, 21:1, 22, 23, 25, 27, 29, 31, 35, 36, 37, 40, 42, 45, 48, 49, 50, 53, 54, 55, 58, 60, 61, 64, 65, 67, 79, 96, 97, 101, 106, 107, 108, 109, 111, 116, 122, 123, 124, 128, 129, 130, 130:1, 132, 136, 138, 140, 145, 146, 149, 152, 153, 154, 156, 158, 158:1, 164, 165, 166, 167, 168, 169, 170, 174, 177, 181, 188, 190, 192, 193, 206, 207, 209, 213, 225, 229, 230, 231, 242, 243, 244, 253, 254, 260, 263, etc. can also be used.

[0049] Examples of the purple dye include C.I. Acid Violet 1, 2, 3, 4, 5, 5:1, 6, 7, 7:1, 9, 11, 12, 13, 14, 15, 16, 17, 19, 20, 21, 23, 24, 25, 27, 29, 30, 31, 33, 34, 36, 38, 39, 41, 42, 43, 47, 49, 51, 63, 67, 72, 76, 96, 97, 102, 103, 109, etc.

[0050] In addition, C.I. Direct Violet 1, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 16, 17, 18, 21, 22, 25, 26, 27, 28, 29, 30, 31, 32, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 45, 51, 52, 54, 57, 58, 61, 62, 63, 64, 71, 72, 77, 78, 79, 80, 81, 82, 83, 85, 86, 88, 93, 97, etc. can also be used.

[0051] Examples of the green dye include C.I. Acid Green 3, 5, 6, 7, 8, 9, 10, 11, 13, 14, 15, 16, 17, 18, 19, 20, 22, 25, 25:1, 27, 34, 36, 37, 38, 40, 41, 42, 44, 54, 55, 59, 66, 69, 70, 71, 81, 84, 94, 95, etc. In addition, C.I. Direct Green 11, 13, 14, 24, 30, 34, 38, 42, 49, 55, 56, 57, 60, 78, 79, 80, etc. can also be used.

[0052] Among them, Z - From the viewpoints of hue and color development property, an anionic dye having at least one structure selected from the group consisting of disazo-based anionic dyes and triarylmethane-based anionic dyes is preferable. Specifically, anions derived from C.I. Direct Blue 14 and C.I. Acid Blue 90 are preferable.

[0053] The salt-forming compound preferably contains at least one thermally crosslinkable group selected from the group consisting of a hydroxyl group, a carboxyl group, an oxetane group, a t-butyl group, an acryloyl group, a methacryloyl group, and a blocked isocyanate group. In the heating step in the production of the color filter, the thermally crosslinkable group of the salt-forming compound forms a crosslink, a strong film is formed, and color change of the coating film is prevented. Thereby, heat resistance can be improved and solvent resistance is also improved.

[0054] Also, Y in the salt-forming compound - and Z - The molar ratio of (Z - / Y - ) is preferably 0.1 to 0.8. More preferably, it is 0.1 to 0.4. To sufficiently exhibit the light extinction ability, it is preferably greater than 0.1, and from the viewpoints of heat resistance and solvent resistance, it is preferably less than 0.4.

[0055] The salt-forming compound of the present invention only needs to have a structural unit represented by the general formula (1) and a structural unit represented by the general formula (2) in one molecule, and a vinyl resin having a cationic group in a side chain containing a structural unit represented by the following general formula (5), Y - A xanthene-based anionic dye represented by, and Z - It is preferably a salt formed with an anionic dye represented by.

[0056] General formula (5)

Chemical formula

[0057] U of general formula (5) - In formula (5), as the inorganic or organic anion, known ones can be adopted without limitation. Specifically, hydroxide ions; halogen ions such as chloride ions, bromide ions, and iodide ions; carboxylate ions such as formate ions and acetate ions; carbonate ions, bicarbonate ions, nitrate ions, sulfate ions, sulfite ions, chromate ions, dichromate ions, phosphate ions, cyanide ions, permanganate ions, and further complex ions such as hexacyanoferrate(III) ions. When the counter anion is an organic acid ion such as a carboxylate ion, the organic acid ion may be covalently bonded in the resin to form an inner salt. From the viewpoints of synthesis suitability and stability, halogen ions and carboxylate ions are preferred, and halogen ions are most preferred.

[0058] (Vinyl resin having a cationic group in the side chain) To obtain a vinyl resin having a cationic group in the side chain containing the structural unit represented by general formula (5), not only the method of copolymerizing an ethylenically unsaturated monomer having a quaternary ammonium base and other ethylenically unsaturated monomers, but also copolymerizing an ethylenically unsaturated monomer having an amino group and other ethylenically unsaturated monomers to obtain a vinyl resin having an amino group, and then reacting with an onium chloride agent to ammonium chloride can also be used.

[0059] Specific examples of ethylenically unsaturated monomers that can be used to obtain a vinyl resin having a cationic group in the side chain containing the structural unit represented by general formula (5) are shown below. In this specification, when indicating either or both of "acrylic, methacrylic", it may be described as "(meth)acrylic". Similarly, when indicating either or both of "acryloyl, methacryloyl", it may be described as "(meth)acryloyl".

[0060] [Ethylenically unsaturated monomer having a quaternary ammonium base] Examples of ethylenically unsaturated monomers having a quaternary ammonium base include alkyl (meth)acrylate quaternary ammonium salts such as (meth)acryloyloxyethyltrimethylammonium chloride, (meth)acryloyloxyethyltriethylammonium chloride, (meth)acryloyloxyethyldimethylbenzylammonium chloride, (meth)acryloyloxyethylmethylmorpholinoammonium chloride, etc.; alkyl (meth)acrylamide quaternary ammonium salts such as (meth)acryloylaminopropyltrimethylammonium chloride, (meth)acryloylaminoethyltriethylammonium chloride, (meth)acryloylaminoethyldimethylbenzylammonium chloride, etc.; dimethyldiallylammonium methyl sulfate, trimethylvinylphenylammonium chloride, and the like.

[0061] [Ethylenically unsaturated monomer having an amino group] Examples of ethylenically unsaturated monomers having an amino group include (meth)acrylic acid esters or (meth)acrylamides having a dialkylamino group such as dimethylaminoethyl (meth)acrylate, diethylaminoethyl (meth)acrylate, dipropylaminoethyl (meth)acrylate, diisopropylaminoethyl (meth)acrylate, dibutylaminoethyl (meth)acrylate, diisobutylaminoethyl (meth)acrylate, dit-butylaminoethyl (meth)acrylate, dimethylaminopropyl (meth)acrylamide, diethylaminopropyl (meth)acrylamide, dipropylaminopropyl (meth)acrylamide, diisopropylaminopropyl (meth)acrylamide, dibutylaminopropyl (meth)acrylamide, diisobutylaminopropyl (meth)acrylamide, dit-butylaminopropyl (meth)acrylamide; styrenes having a dialkylamino group such as dimethylaminostyrene, dimethylaminomethylstyrene; diallylamine compounds such as diallylmethylamine, diallylamine; and amino group-containing aromatic vinyl monomers such as N-vinylpyrrolidine, N-vinylpyrrolidone, N-vinylcarbazole.

[0062] [onium chloride agent] Examples of the onium chloride agent include alkyl sulfates such as dimethyl sulfate, diethyl sulfate, or dipropyl sulfate; sulfonic acid esters such as methyl p-toluenesulfonate or methyl benzenesulfonate; alkyl chlorides such as methyl chloride, ethyl chloride, propyl chloride, or octyl chloride; alkyl bromides such as methyl bromide, ethyl bromide, propyl bromide, or octyl bromide; or benzyl chloride or benzyl bromide.

[0063] The reaction between an ethylenically unsaturated monomer having an amino group and an onium chloride agent is usually carried out by dropping an onium chloride agent in an amount equal to or less than equimolar to the amino group into a solution of the ethylenically unsaturated monomer having an amino group. The temperature during the ammonium chloride reaction is about 90 °C or lower, and particularly when vinyl monomers are ammonium chloride, it is preferably about 30 °C or lower, and the reaction time is about 1 to 4 hours.

[0064] Alternatively, alkoxycarbonylalkyl halides can also be used as the onium chloride agent.

[0065] [ethylenically unsaturated monomer containing a thermally crosslinkable group] As described above, the salt-forming compound used in the present invention preferably contains at least one thermally crosslinkable group selected from the group consisting of a hydroxyl group, a carboxyl group, an oxetane group, a t-butyl group, an acryloyl group, a methacryloyl group, and a blocked isocyanate group. Specific examples of the ethylenically unsaturated monomer containing a thermally crosslinkable group are shown below.

[0066] Examples of the ethylenically unsaturated monomer having a hydroxyl group include 2-hydroxyethyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, glycerol mono(meth)acrylate, 4-hydroxyvinylbenzene, 2-hydroxy-3-phenoxypropyl acrylate, or a caprolactone adduct of these monomers (the number of added moles is preferably 1 to 5).

[0067] Examples of the ethylenically unsaturated monomer having a carboxyl group include acrylic acid, methacrylic acid, itaconic acid, maleic acid, fumaric acid, and crotonic acid, etc. Examples of the ethylenically unsaturated monomer having a carboxylic anhydride group include maleic anhydride and itaconic anhydride, etc.

[0068] Examples of the ethylenically unsaturated monomer having an oxetanyl group include 3-(acryloyloxymethyl) 3-methyloxetane, 3-(methacryloyloxymethyl) 3-methyloxetane, 3-(acryloyloxymethyl) 3-ethyloxetane, 3-(methacryloyloxymethyl) 3-ethyloxetane, 3-(acryloyloxymethyl) 3-butyloxetane, 3-(methacryloyloxymethyl) 3-butyloxetane, 3-(acryloyloxymethyl) 3-hexyloxetane, and 3-(methacryloyloxymethyl) 3-hexyloxetane, etc.

[0069] Examples of the ethylenically unsaturated monomer having a t-butyl group include t-butyl acrylate, t-butyl methacrylate, etc.

[0070] The blocked isocyanate group refers to an isocyanate-blocked compound that, under normal conditions, suppresses the reactivity of the isocyanate group by protecting the isocyanate group described below with other functional groups, while being deprotected by heating to regenerate an active isocyanate group. Examples of commercially available ethylenically unsaturated monomers having such a blocked isocyanate group include, for example, Karenz MOI-BP (reaction product of methacryloyloxyethyl isocyanate and 3,5-dimethylpyrazole, manufactured by Resonaak Co., Ltd.), Karenz MOI-BM (reaction product of methacryloyloxyethyl isocyanate and methyl ethyl ketoxime, manufactured by Resonaak Co., Ltd.), Karenz MOI-DEM (reaction product of methacryloyloxyethyl isocyanate and diethyl malonate, manufactured by Resonaak Co., Ltd.), and the like.

[0071] Examples of ethylenically unsaturated monomers having an isocyanate group include 2-isocyanatoethyl methacrylate, 2-isocyanatoethyl acrylate, 4-isocyanatobutyl methacrylate, 4-isocyanatobutyl acrylate, and the like.

[0072] To introduce a (meth)acryloyl group as a thermally crosslinkable functional group, after obtaining a vinyl resin having a cationic group in the side chain, a method of reacting a functional group of the vinyl resin with a compound having a functional group capable of reacting with the functional group and a (meth)acryloyl group can be mentioned. For example, by reacting the carboxyl group in a vinyl resin having a cationic group in the side chain having a carboxyl group with the glycidyl group of an ethylenically unsaturated monomer having a glycidyl group, a vinyl resin having a (meth)acryloyl group as a thermally crosslinkable functional group can be obtained. Further, by reacting the hydroxyl group of a vinyl resin having a cationic group in the side chain having a hydroxyl group with the isocyanate group of an ethylenically unsaturated monomer having an isocyanate group, a vinyl resin having a (meth)acryloyl group as a thermally crosslinkable functional group can be obtained. The above thermally crosslinkable functional group needs to be contained in the vinyl resin at least in one kind, and may be contained in two or more kinds.

[0073] Furthermore, when two or more kinds of thermally crosslinkable functional groups are contained, the crosslinking effect is improved when the thermally crosslinkable functional groups are in a combination that is more likely to react with each other upon heating. For example, a combination of a hydroxyl group and a carboxyl group, or a combination of an oxetanyl group and a carboxyl group is preferable because not only a strong coating film can be obtained by thermal crosslinking, but also the alkali developability is improved due to the presence of the carboxyl group in the alkali development step before thermal crosslinking. Also, a combination of a hydroxyl group and a blocked isocyanate group is effective and preferable. Furthermore, a combination of an oxetanyl group and a t-butyl group is more preferable because the t-butyl group becomes a carboxyl group upon heating and reacts with the oxetanyl group. The oxetanyl group and the t-butyl group have higher hydrophobicity than the hydroxyl group and the carboxyl group, and even if they are contained in a larger amount in the CB block copolymer, the compatibility with other resins does not deteriorate. Therefore, they can be contained in a larger amount, resulting in an increase in the crosslink density of the coating film and a stronger coating film can be obtained.

[0074] [Other ethylenically unsaturated monomers] Examples of other ethylenically unsaturated monomers include, for example, (meth)acrylic acid esters, crotonic acid esters, vinyl esters, maleic acid diesters, fumaric acid diesters, itaconic acid diesters, (meth)acrylamides, vinyl ethers, esters of vinyl alcohol, styrenes, (meth)acrylonitrile, and the like.

[0075] Specific examples of such vinyl monomers include, for example, the following compounds.

[0076] Examples of (meth)acrylic acid esters include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, t-butyl (meth)acrylate, n-hexyl (meth)acrylate, cyclohexyl (meth)acrylate, t-butyl cyclohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, t-octyl (meth)acrylate, dodecyl (meth)acrylate, octadecyl (meth)acrylate, acetoxyethyl (meth)acrylate, phenyl (meth)acrylate, 2-methoxyethyl (meth)acrylate, 2-ethoxyethyl (meth)acrylate, 2-(2-methoxyethoxy)ethyl (meth)acrylate, benzyl (meth)acrylate, diethylene glycol monomethyl ether (meth)acrylate, diethylene glycol monoethyl ether (meth)acrylate, triethylene glycol monomethyl ether (meth)acrylate, triethylene glycol monoethyl ether (meth)acrylate, polyethylene glycol monomethyl ether (meth)acrylate, polyethylene glycol monoethyl ether (meth)acrylate, β-phenoxyethoxyethyl (meth)acrylate, nonylphenoxy polyethylene glycol (meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentenyl oxyethyl (meth)acrylate, trifluoroethyl (meth)acrylate, octafluoropentyl (meth)acrylate, perfluorooctylethyl (meth)acrylate, dicyclopentanyl (meth)acrylate, tribromophenyl (meth)acrylate, tribromophenyloxyethyl (meth)acrylate, and the like.

[0077] Examples of crotonic acid esters include butyl crotonate and hexyl crotonate.

[0078] Examples of vinyl esters include vinyl acetate, vinyl propionate, vinyl butyrate, vinyl methoxyacetate, and vinyl benzoate. Examples of maleic acid diesters include dimethyl maleate, diethyl maleate, and dibutyl maleate.

[0079] Examples of fumaric acid diesters include dimethyl fumarate, diethyl fumarate, and dibutyl fumarate.

[0080] Examples of itaconic acid diesters include dimethyl itaconate, diethyl itaconate, and dibutyl itaconate.

[0081] Examples of (meth)acrylamides include (meth)acrylamide, N-methyl(meth)acrylamide, N-ethyl(meth)acrylamide, N-propyl(meth)acrylamide, N-isopropyl(meth)acrylamide, N-n-butyl acrylamide(meth), N-t-butyl(meth)acrylamide, N-cyclohexyl(meth)acrylamide, N-(2-methoxyethyl)(meth)acrylamide, N,N-dimethyl(meth)acrylamide, N,N-diethyl(meth)acrylamide, N-phenyl(meth)acrylamide, N-benzyl(meth)acrylamide, (meth)acryloylmorpholine, and diacetone acrylamide.

[0082] Examples of vinyl ethers include methyl vinyl ether, butyl vinyl ether, hexyl vinyl ether, and methoxyethyl vinyl ether. Examples of styrenes include styrene, methylstyrene, dimethylstyrene, trimethylstyrene, ethylstyrene, isopropylstyrene, butylstyrene, hydroxystyrene, methoxystyrene, butoxystyrene, acetoxystyrene, chlorostyrene, dichlorostyrene, bromostyrene, chloromethylstyrene, hydroxystyrene protected with a group that can be deprotected by an acidic substance (e.g., t-Boc, etc.), methyl vinyl benzoate, and α-methylstyrene.

[0083] The amount of the ammonium base present in the vinyl resin having a cationic group in the side chain is not particularly limited, but the ammonium salt value of the vinyl resin is preferably 10 to 200 mgKOH / g, and more preferably 20 to 130 mgKOH / g. By setting it within this range, it is possible to achieve both coloring power and stability over time of foreign matters and the like.

[0084] In order for the ammonium salt value of the vinyl resin to satisfy the above range, the ethylenically unsaturated monomer having a quaternary ammonium base is preferably 4 to 74% by mass, and more preferably 8 to 48% by mass, based on the total amount of the ethylenically unsaturated monomers constituting the vinyl resin.

[0085] The molecular weight of the vinyl resin having a cationic group in the side chain is not particularly limited, but the weight average molecular weight in terms of polystyrene measured by gel permeation chromatography (GPC) is preferably 1,000 to 500,000, and more preferably 3,000 to 15,000.

[0086] (AB block copolymer structure) The salt forming compound used in the present invention is preferably a salt forming compound having an AB block copolymer structure consisting of an A block having a structural unit represented by general formula (1) and a structural unit represented by general formula (2), and a B block not containing a structural unit represented by general formula (1) and a structural unit represented by general formula (2).

[0087] The salt forming compound having an AB block copolymer structure can be prepared by producing an A'B block copolymer (a vinyl resin having a cationic group in a side chain containing a structural unit represented by the general formula (5)) consisting of an A' block containing a structural unit represented by the general formula (5) and a B block not containing a structural unit represented by the general formula (5), and - Xanthene-based anionic dyes represented by the formula - It can be obtained by forming a salt with an anionic dye represented by the formula:

[0088] In addition, the A'B block copolymer preferably has a property of dissolving in a solvent that is widely used in coloring compositions for color filters. This allows a coating film free of foreign matter to be obtained. In particular, it is more preferable that the A'B block copolymer is soluble in propylene glycol monomethyl ether acetate.

[0089] (Salt formation) The salt-forming compound used in the present invention is a vinyl resin having a cationic group in the side chain containing a structural unit represented by general formula (5) and a compound represented by general formula (1) - and a xanthene-based anionic dye represented by the general formula (2) - The anionic dye represented by the general formula (1) can be easily obtained by mixing, under stirring or vibration, an aqueous solution in which a metal salt or an organic cationic salt of the anionic dye represented by the general formula (1) is dissolved. More preferably, an aqueous solution of a vinyl resin having a cationic group in the side chain containing a structural unit represented by the general formula (5) is stirred, and a metal salt or an organic cationic salt of the anionic dye represented by the general formula (1) is added to the aqueous solution. - and a xanthene-based anionic dye represented by the general formula (2) - An example of such a method is to drop an aqueous solution in which a metal salt or an organic cationic salt of an anionic dye represented by the following formula is dissolved. In an aqueous solution, the cationic groups of the vinyl resin and the anionic groups of the dye are ionized, and these form an ionic bond, making the ionic bond part water-insoluble and causing precipitation. Conversely, since the salt composed of the counter anion of the vinyl resin and the counter cation of the anionic dye is water-soluble, it can be removed by washing with water or the like. As the vinyl resin having a cationic group in the side chain to be used and the anionic dye, either a single type or a plurality of types having different structures may be used. Further, by changing the pH as necessary, the solubility of the xanthene-based anionic dye represented by Y in the general formula (1) - and the anionic dye represented by Z in the general formula (2) - in water can be adjusted to form a salt.

[0090] For the vinyl resin having a cationic group in the side chain containing the structural unit represented by the general formula (5) and the xanthene-based anionic dye represented by Y in the general formula (1) - and the metal salt or organic cation salt of the anionic dye represented by Z in the general formula (2) - the ratio is such that the molar ratio of all the cationic groups of the vinyl resin to all the anionic groups of the anionic dye is in the range of 10 / 1 to 1 / 1, then the salt-forming compound of the present invention can be preferably adjusted, and a range of 2 / 1 to 1 / 1 is more preferable.

[0091] Also, for the metal salt or organic cation salt of the xanthene-based anionic dye represented by Y in the general formula (1) - and the metal salt or organic cation salt of the anionic dye represented by Z in the general formula (2) - the ratio is such that if it is in the range of 0.01 to 2 in terms of the molar ratio (Z - / Y - ), the salt-forming compound used in the present invention can be preferably adjusted. Among them, from the viewpoints of the quenching effect and color development property, a range of 0.1 to 0.8 is more preferable.

[0092] <Other colorants> For the composition of the present invention, as colorants other than the salt-forming compound, an organic pigment or other dyes can be used. These may be used in combination of one or more.

[0093] (Organic pigment) Examples of blue pigments include C.I. Pigment Blue 1, 1:2, 9, 14, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 17, 19, 25, 27, 28, 29, 33, 35, 36, 56, 56:1, 60, 61, 61:1, 62, 63, 66, 67, 68, 71, 72, 73, 74, 75, 76, 78, 79, etc. Among these, from the viewpoint of obtaining a high contrast ratio and high brightness, preferably C.I. Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, or 15:6, and more preferably C.I. Pigment Blue 15:6.

[0094] In particular, when the coloring composition for a color filter is used for a blue filter segment, by using a blue pigment in combination, it becomes possible to have a high transmittance in the spectral spectrum in the vicinity of 425 to 500 nm, which has characteristic peaks of many backlights. As a blue filter segment, it is preferable because a higher brightness can be obtained than a colorant obtained by combining a conventional blue pigment and other pigments.

[0095] Examples of green pigments include C.I. Pigment Green 1, 2, 4, 7, 8, 10, 13, 14, 15, 17, 18, 19, 26, 36, 45, 48, 50, 51, 54, 55, 58, 59, 62 or 63. Further, the pigments described in JP-A-2016-188993 can be used. Among these, from the viewpoint of obtaining a high contrast ratio and high brightness, preferably C.I. Pigment Green 7, 36, 58, 59, 62, 63.

[0096] Examples of yellow pigments include, for example, C.I. Pigment Yellow 1, 1:1, 2, 3, 4, 5, 6, 9, 10, 12, 13, 14, 16, 17, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 41, 42, 43, 48, 53, 55, 61, 62, 62:1, 63, 65, 73, 74, 75, 81, 83, 87, 93, 94, 95, 97, 100, 101, 104, 105, 108, 109, 110, 111, 116, 117, 119, 120, 126, 127, 127:1, 128, 129, 133, 134, 136, 138, 139, 142, 147, 148, 150, 151, 153, 154, 155, 157, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167, 168, 169, 170, 172, 173, 174, 175, 176, 180, 181, 182, 183, 184, 185, 188, 189, 190, 191, 191:1, 192, 193, 194, 195, 196, 197, 198, 199, 200, 202, 203, 204, 205, 206, 207, 208, 231, 233, etc. Among these, from the viewpoint of obtaining a high contrast ratio and high brightness, preferably C.I. Pigment Yellow 83, 117, 129, 138, 139, 150, 154, 155, 180, 185, 231, or 233, and more preferably C.I. Pigment Yellow 83, 138, 139, 150, 185, 231, or 233.

[0097] Examples of purple pigments include, for example, C.I. Pigment Violet 1, 1:1, 2, 2:2, 3, 3:1, 3:3, 5, 5:1, 14, 15, 16, 19, 23, 25, 27, 29, 31, 32, 37, 39, 42, 44, 47, 49, 50, etc. Among these, from the viewpoint of obtaining a high contrast ratio and high brightness, preferably C.I. Pigment Violet 19, or 23, and more preferably C.I. Pigment Violet 23.

[0098] Examples of red pigments include C.I. Pigment Red 1, 2, 3, 4, 5, 6, 7, 8, 9, 12, 14, 15, 16, 17, 21, 22, 23, 31, 32, 37, 38, 41, 47, 48, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 50:1, 52:1, 52:2, 53, 53:1, 53:2, 53:3, 57, 57:1, 57:2, 58:4, 60, 63, 63:1, 63:2, 64, 64:1, 68, 69, 81, 81:1, 81:2, 81:3, 81:4, 83, 88, 90:1, 101, 101:1, 104, 108, 108:1, 109, 112, 113, 114, 122, 123, 144, 146, 147, 149, 151, 166, 168, 169, 170, 172, 173, 174, 175, 176, 177, 178, 179, 181, 184, 185, 187, 188, 190, 193, 194, 200, 202, 206, 207, 208, 209, 210, 214, 216, 220, 221, 224, 230, 231, 232, 233, 235, 236, 237, 238, 239, 242, 243, 245, 247, 249, 250, 251, 253, 254, 255, 256, 257, 258, 259, 260, 262, 263, 264, 265, 266, 267, 268, 269, 270, 271, 272, 273, 274, 275, 276, 277, 278, 279, 280, 281, 282, 283, 284, 285, 286, 287, 291, 295, 296, etc. As orange pigments that act in the same way as red pigments, for example, orange pigments such as C.I. Pigment Orange 36, 38, 43, 51, 55, 59, 61 can be used. Among these, from the viewpoint of obtaining a high contrast ratio and high brightness, it is particularly preferable to use C.I. Pigment Red 254 and C.I. Pigment Red 177 as red pigments.

[0099] (Micronization of Pigment) The pigments that can be used in the present invention are preferably used after being micronized. However, the micronization method is not particularly limited, and for example, wet grinding, dry grinding, or the solution precipitation method can all be used. As exemplified in the present invention, salt milling treatment by the kneader method, which is a type of wet grinding, can be performed.

[0100] Since the primary particle size of the micronized pigment has good dispersion in the colorant carrier, it is preferably 20 nm or more. Also, since a filter segment with a high contrast ratio can be formed, it is preferably 100 nm or less. The particularly preferred range is in the range of 25 to 85 nm. The primary particle size of the pigment was measured by a method of directly measuring the size of the primary particles from an electron micrograph of the pigment by TEM (transmission electron microscope). Specifically, the minor axis diameter and major axis diameter of the primary particles of each pigment were measured, and the average was taken as the particle size of the pigment particles. Next, for 100 or more pigment particles, the volume of each particle was approximated by a cube with the obtained particle size, and the average volume was obtained. The length of one side of the cube having this average volume was taken as the average primary particle size.

[0101] Salt milling treatment is a treatment in which a mixture of a pigment, a water-soluble inorganic salt, and a water-soluble organic solvent is mechanically kneaded while heating using a kneader such as a kneader, trimix, two-roll mill, three-roll mill, ball mill, attritor, sand mill, etc., and then the water-soluble inorganic salt and the water-soluble organic solvent are removed by washing with water. The water-soluble inorganic salt acts as a crushing aid, and the pigment is crushed by utilizing the high hardness of the inorganic salt during salt milling. By optimizing the conditions for salt milling treatment of the pigment, a pigment with a very fine primary particle size, a narrow distribution width, and a sharp particle size distribution can be obtained.

[0102] As the water-soluble inorganic salt, sodium chloride, barium chloride, potassium chloride, sodium sulfate, etc. can be used, but it is preferable to use sodium chloride (table salt) from the viewpoint of price. The water-soluble inorganic salt is preferably used in an amount of 50 to 2000 parts by mass, and most preferably 300 to 1000 parts by mass, based on 100 parts by mass of the pigment, from both the treatment efficiency and the production efficiency.

[0103] The water-soluble organic solvent functions to wet the pigment and the water-soluble inorganic salt, and is not particularly limited as long as it is soluble (miscible) in water and does not substantially dissolve the inorganic salt used. However, since the temperature rises during salt milling and the solvent is likely to evaporate, from the viewpoint of safety, a high-boiling solvent with a boiling point of 120 °C or higher is preferred. For example, 2-methoxyethanol, 2-butoxyethanol, 2-(isopentyloxy)ethanol, 2-(hexyloxy)ethanol, diethylene glycol, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, triethylene glycol, triethylene glycol monomethyl ether, liquid polyethylene glycol, 1-methoxy-2-propanol, 1-ethoxy-2-propanol, dipropylene glycol, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, liquid polypropylene glycol, etc. are used. The water-soluble organic solvent is preferably used in an amount of 5 to 1000 parts by mass, and most preferably 50 to 500 parts by mass, per 100 parts by mass of the pigment.

[0104] When performing salt milling treatment on the pigment, a resin may be added as necessary. The type of resin used is not particularly limited, and natural resins, modified natural resins, synthetic resins, synthetic resins modified with natural resins, etc. can be used. The resin used is preferably solid at room temperature and water-insoluble, and more preferably partially soluble in the above organic solvent. The amount of resin used is preferably in the range of 5 to 200 parts by mass per 100 parts by mass of the pigment.

[0105] (Other dyes) Other dyes preferably have any form of oil-soluble dyes, acid dyes, or basic dyes.

[0106] (Oil-soluble dyes) When using an oil-soluble dye, a xanthene-based dye or an anthraquinone-based dye is preferred from the viewpoint of lightness. Examples of xanthene-based oil-soluble dyes include C.I. Solvent Red 35, C.I. Solvent Red 36, C.I. Solvent Red 42, C.I. Solvent Red 43, C.I. Solvent Red 44, C.I. Solvent Red 45, C.I. Solvent Red 46, C.I. Solvent Red 47, C.I. Solvent Red 48, C.I. Solvent Red 49, C.I. Solvent Red 72, C.I. Solvent Red 73, C.I. Solvent Red 109, C.I. Solvent Red 140, C.I. Solvent Red 141, C.I. Solvent Red 237, C.I. Solvent Red 246, C.I. Solvent Violet 2, or C.I. Solvent Violet 10, etc.

[0107] Among them, C.I. Solvent Red 35, C.I. Solvent Red 36, C.I. Solvent Red 49, C.I. Solvent Red 109, C.I. Solvent Red 237, C.I. Solvent Red 246, and C.I. Solvent Violet 2, which are rhodamine-based oil-soluble dyes with high color-developing properties, are more preferable.

[0108] Examples of anthraquinone-based oil-soluble dyes include C.I. Solvent Red 172, 222, and C.I. Solvent Violet 60, etc.

[0109] (Acid Dye) Examples of triarylmethane-based acid dyes include C.I. Acid Blue 1, 3, 5, 7, 9, 11, 15, 17, 19, 22, 24, 38, 48, 75, 83, 90, 91, 93, 93:1, 100, 103, 104, 109, 110, 119, 147, 269, 123, 213, C.I. Direct Blue 41, C.I. Acid Violet 17, 19, 21, 23, 25, 38, 49, 72, etc.

[0110] As xanthene-based acid dyes, it is preferable to use C.I. Acid Red 51 (erythrosine (Food Red No. 3)), C.I. Acid Red 52 (acid rhodamine), C.I. Acid Red 87 (eosin G (Food Red No. 103)), C.I. Acid Red 92 (acid phloxine PB (Food Red No. 104)), C.I. Acid Red 289, C.I. Acid Red 388, C.I. Acid Red 463, rose bengal B (Food Red No. 5), acid rhodamine G, C.I. Acid Violet 9. Among them, in terms of heat resistance and light resistance, it is more preferable to use C.I. Acid Red 87, C.I. Acid Red 92, C.I. Acid Red 388 which are xanthene-based acid dyes, or C.I. Acid Red 52 (acid rhodamine), C.I. Acid Red 289, C.I. Acid Red 463, acid rhodamine G, C.I. Acid Violet 9 which are rhodamine-based acid dyes. Among these, in particular, in terms of excellent color development, heat resistance, and light resistance, it is most preferable to use C.I. Acid Red 52, C.I. Acid Red 289, C.I. Acid Red 463 which are rhodamine-based acid dyes.

[0111] Examples of anthraquinone-based acid dyes include C.I. Acid Blue 23, 25, 27, 35, 40, 41, 43, 45, 47, 49, 51, 53, 55, 56, 62, 68, 69, 78, 80, 81:1, 11, 124, 127, 127:1, 140, 150, 175, 215, 230, 277, 344, C.I. Acid Violet 41, 42, 43, C.I. Acid Green 25, 27, or Direct Violet 17, etc.

[0112] Examples of azo-based acid dyes include, for example, C.I. Acid Red 1, 3, 4, 6, 8, 11, 12, 14, 18, 26, 27, 33, 37, 53, 57, 88, 106, 108, 111, 114, 131, 137, 138, 151, 154, 158, 159, 173, 184, 186, 215, 257, 266, 296, 337; C.I. Acid Orange 7, 10, 12, 19, 20, 22, 28, 30, 52, 56, 74, 127; C.I. Acid Violet 11, 56, 58; C.I. Acid Yellow 1, 17, 18, 23, 25, 36, 38, 42, 44, 54, 59, 72, 78, 151; C.I. Acid Brown 2, 4, 13, 248; C.I. Acid Blue 92, 102, 113, 117 and the like can be mentioned.

[0113] (Basic dye) When using a basic dye, triarylmethane-based or xanthene-based dyes are preferable from the viewpoint of lightness. Examples of triarylmethane-based basic dyes include C.I. Basic Violet 1 (methyl violet), C.I. Basic Violet 3 (crystal violet), C.I. Basic Violet 14 (Magenta), C.I. Basic Blue 1 (basic cyanine 6G), C.I. Basic Blue 5 (basic cyanine EX), C.I. Basic Blue 7 (Victoria pure blue BO), C.I. Basic Blue 26 (Victoria blue B conc.), C.I. Basic Green 1 (brilliant green GX), C.I. Basic Green 4 (malachite green), etc. Among them, it is preferable to use C.I. Basic Blue 7, C.I. Basic Green 4, C.I. Basic Violet 1, and C.I. Basic Violet 3.

[0114] Examples of rhodamine-based basic dyes include C.I. Basic Red 1 (rhodamine 6G, 6GCP), C.I. Basic Red 3, C.I. Basic Red 8 (rhodamine G), C.I. Basic Violet 10 (rhodamine B), etc. Among them, it is preferable to use C.I. Basic Red 1, C.I. Basic Violet 10, and C.I. Basic Violet 11.

[0115] Examples of flavin basic dyes include C.I. Basic Yellow 1; examples of auramine basic dyes include C.I. Basic Yellow 2 and 3; examples of safranine basic dyes include C.I. Basic Red 2; examples of fluorescein basic dyes include C.I. Basic Red 12; examples of acridine basic dyes include C.I. Basic Yellow 5; examples of oxazine basic dyes include C.I. Basic Blue 3; examples of thiazine basic dyes include C.I. Basic Blue 24; examples of methylene blue basic dyes include C.I. Basic Blue 9 (methylene blue FZ, methylene blue B), C.I. Basic Blue 25 (basic blue GO), C.I. Basic Blue 24 (new methylene blue NX), and the like. Among them, it is preferable to use C.I. Basic Yellow 1, C.I. Basic Blue 9, C.I. Basic Blue 24, and C.I. Basic Blue 25.

[0116] Examples of azo basic dyes include Basic Red 22, Basic Red 76, Basic Yellow 57, Basic Brown 16, Basic Brown 17, and the like.

[0117] <Binder resin> The binder resin is a resin having a transmittance of 80% or more in the entire wavelength range of 400 to 700 nm. Note that a transmittance of 95% or more is preferable. In terms of curability, examples of the binder resin include thermoplastic resins, thermosetting resins, and active energy ray curable resins. Note that the active energy ray curable resin may have an active energy ray reactive functional group in a thermoplastic resin or a thermosetting resin. Also, in terms of physical properties, an alkali-soluble resin is preferable from the viewpoint of developability. Alkali solubility is for imparting developability in the alkali development step during the production of the color filter and requires an acidic group.

[0118] The binder resin can be used alone or in combination of two or more.

[0119] The content of the binder resin is preferably 20 to 400 parts by mass, more preferably 50 to 250 parts by mass, based on 100 parts by mass of the colorant. When contained in an appropriate amount, a film can be easily formed and good color characteristics are easily obtained.

[0120] <Thermoplastic resin> Examples of the thermoplastic resin include acrylic resin, butyral resin, styrene-maleic acid copolymer, chlorinated polyethylene, chlorinated polypropylene, polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, polyvinyl acetate, polyurethane resin, polyester resin, vinyl resin, alkyd resin, polystyrene resin, polyamide resin, rubber resin, cyclized rubber resin, celluloses, polyethylene (HDPE, LDPE), polybutadiene, and polyimide resin. Examples of the thermoplastic resin having alkali solubility include resins having acidic groups such as carboxyl groups and sulfone groups. Examples of the thermoplastic resin having alkali solubility include acrylic resins having acidic groups, α-olefin / (anhydrous) maleic acid copolymers, styrene / styrene sulfonic acid copolymers, ethylene / (meth)acrylic acid copolymers, or isobutylene / (anhydrous) maleic acid copolymers. Among these, acrylic resins having acidic groups and styrene / styrene sulfonic acid copolymers are preferable in terms of improving developability, heat resistance, and transparency.

[0121] <Active energy ray curable alkali soluble resin> The active energy ray curable alkali soluble resin preferably has ethylenically unsaturated double bonds. The ethylenically unsaturated double bonds can be introduced, for example, by the methods (i) and (ii) shown below. Due to the effect of the active energy rays, the resin is three-dimensionally crosslinked, increasing the crosslink density and improving chemical resistance.

[0122] [Method (i)] Method (i) is a method in which, for example, a carboxyl group of an unsaturated monobasic acid having an ethylenically unsaturated double bond is subjected to an addition reaction with a side-chain epoxy group of a copolymer obtained by copolymerizing an ethylenically unsaturated monomer having an epoxy group and another monomer. Subsequently, a polybasic acid anhydride is reacted with the generated hydroxyl group to introduce an ethylenically unsaturated double bond and a carboxyl group.

[0123] Examples of the ethylenically unsaturated monomer having an epoxy group include glycidyl (meth)acrylate, methyl glycidyl (meth)acrylate, 2-glycidoxyethyl (meth)acrylate, 3,4-epoxybutyl (meth)acrylate, and 3,4-epoxycyclohexyl (meth)acrylate. Among these, glycidyl (meth)acrylate is preferred from the viewpoint of reactivity with the unsaturated monobasic acid.

[0124] Examples of the unsaturated monobasic acid include monocarboxylic acids such as (meth)acrylic acid, crotonic acid, o-, m-, p-vinylbenzoic acid, α-haloalkyl, alkoxyl, halogen, nitro, and cyano-substituted products of (meth)acrylic acid.

[0125] Examples of the polybasic acid anhydride include tetrahydrophthalic anhydride, phthalic anhydride, hexahydrophthalic anhydride, succinic anhydride, maleic anhydride, etc. In addition, if necessary, such as increasing the number of carboxyl groups, a tricarboxylic acid anhydride such as trimellitic anhydride can be used, or a tetracarboxylic dianhydride such as pyromellitic dianhydride can be used to hydrolyze the remaining anhydride groups.

[0126] Examples of other monomers include the following. For example, (meth)acrylates such as methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, t-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, cyclohexyl (meth)acrylate, stearyl (meth)acrylate, lauryl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, isobornyl (meth)acrylate, phenyl (meth)acrylate, benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, phenoxydiethylene glycol (meth)acrylate, methoxypolypropylene glycol (meth)acrylate, or ethoxypolyethylene glycol (meth)acrylate, or (meth)acrylamides such as (meth)acrylamide, N,N-dimethyl (meth)acrylamide, N,N-diethyl (meth)acrylamide, N-isopropyl (meth)acrylamide, diacetone (meth)acrylamide, or acryloylmorpholine, styrenes such as styrene or α-methylstyrene, vinyl ethers such as ethyl vinyl ether, n-propyl vinyl ether, isopropyl vinyl ether, n-butyl vinyl ether, or isobutyl vinyl ether, and vinyl fatty acids such as vinyl acetate or vinyl propionate.

[0127] Alternatively, cyclohexyl maleimide, phenyl maleimide, methyl maleimide, ethyl maleimide, 1,2-bismaleimide ethane, 1,6-bismaleimide hexane, 3-maleimide propionic acid, 6,7-methylenedioxy-4-methyl-3-maleimide coumarin, 4,4'-bismaleimide diphenylmethane, bis(3-ethyl-5-methyl-4-maleimide phenyl)methane, N,N'-1,3-phenylene dimaleimide, N,N'-1,4-phenylene dimaleimide, N-(1-pyrenyl)maleimide, N-(2,4,6-trichlorophenyl)maleimide, N-(4-aminophenyl)maleimide, N-(4-nitrophenyl)maleimide, N-benzyl maleimide, N-bromomethyl-2,3-dichloromaleimide, N-succinimidyl-3-maleimide benzoate, N-succinimidyl-3-maleimide propionate, N-succinimidyl-4-maleimide butyrate, N-succinimidyl-6-maleimide hexanoate, N-[4-(2-benzimidazolyl)phenyl]maleimide, 9-maleimide acridine and other N-substituted maleimides, EO-modified cresol acrylate, n-nonylphenoxy polyethylene glycol acrylate, phenoxyethyl acrylate, ethoxylated phenyl acrylate, ethylene oxide (EO)-modified (meth)acrylate of phenol, EO or propylene oxide (PO)-modified (meth)acrylate of p-cumylphenol, EO-modified (meth)acrylate of nonylphenol, PO-modified (meth)acrylate of nonylphenol, etc. can be mentioned.

[0128] As a similar method to method (i), for example, an ethylenically unsaturated monomer having an epoxy group is added to a part of the side-chain carboxyl groups of a copolymer obtained by copolymerizing an ethylenically unsaturated monomer having a carboxyl group and another monomer, which is a method for introducing an ethylenically unsaturated double bond and a carboxyl group.

[0129] [Method (ii)] Method (ii) is a method of reacting an isocyanate group of an ethylenically unsaturated monomer having an isocyanate group with a side-chain hydroxyl group of a copolymer obtained by copolymerizing an ethylenically unsaturated monomer having a hydroxyl group and another monomer.

[0130] Examples of the ethylenically unsaturated monomer having a hydroxyl group include hydroxyalkyl methacrylates such as 2-hydroxyethyl (meth)acrylate, 2- or 3-hydroxypropyl (meth)acrylate, 2- or 3- or 4-hydroxybutyl (meth)acrylate, glycerol mono(meth)acrylate, or cyclohexanedimethanol mono(meth)acrylate. Also included are polyether mono(meth)acrylates obtained by addition polymerization of ethylene oxide, propylene oxide, and / or butylene oxide, etc. to hydroxyalkyl (meth)acrylate, and polyester mono(meth)acrylates obtained by addition of polyγ-valerolactone, polyε-caprolactone, and / or poly12-hydroxystearic acid, etc. From the viewpoint of suppressing foreign substances in the coating film, 2-hydroxyethyl methacrylate or glycerol mono(meth)acrylate is preferable, and from the viewpoint of sensitivity, it is preferable to use those having 2 to 6 hydroxyl groups, and glycerol mono(meth)acrylate is more preferable.

[0131] Examples of the ethylenically unsaturated monomer having an isocyanate group include 2-(meth)acryloylethyl isocyanate, 2-(meth)acryloyloxyethyl isocyanate, or 1,1-bis[methacryloyloxy]ethyl isocyanate, etc.

[0132] Other monomers that can constitute the alkali-soluble resin include, in addition to the other ethylenically unsaturated monomers already described, N-substituted maleimides, alkyleneoxy group-containing monomers, phosphoric acid ester group-containing ethylenically unsaturated monomers, carboxyl group-containing ethylenically unsaturated monomers, etc. N-substituted maleimides include, for example, cyclohexyl maleimide, phenyl maleimide, methyl maleimide, ethyl maleimide, 1,2-bismaleimide ethane, 1,6-bismaleimide hexane, 3-maleimide propionic acid, 6,7-methylenedioxy-4-methyl-3-maleimide coumarin, 4,4'-bismaleimide diphenylmethane, bis(3-ethyl-5-methyl-4-maleimide phenyl)methane, N,N'-1,3-phenylene dimaleimide, N,N'-1,4-phenylene dimaleimide, N-(1-pyrenyl)maleimide, N-(2,4,6-trichlorophenyl)maleimide, N-(4-aminophenyl)maleimide, N-(4-nitrophenyl)maleimide, N-benzyl maleimide, N-bromomethyl-2,3-dichloromaleimide, N-succinimidyl-3-maleimide benzoate, N-succinimidyl-3-maleimide propionate, N-succinimidyl-4-maleimide butyrate, N-succinimidyl-6-maleimide hexanoate, N-[4-(2-benzimidazolyl)phenyl]maleimide, 9-maleimide acridine, etc. Alkyleneoxy group-containing monomers include, for example, EO-modified cresol acrylate, n-nonylphenoxypolyethylene glycol acrylate, phenoxyethyl acrylate, ethoxylated phenyl acrylate, ethylene oxide (EO) modification of phenol (meth)acrylate, EO or propylene oxide (PO) modification of paracumylphenol (meth)acrylate, EO modification of nonylphenol (meth)acrylate, PO modification of nonylphenol (meth)acrylate, etc.

[0133] As the ethylenically unsaturated monomer containing a carboxyl group, the monomers already described can be used.

[0134] The ethylenically unsaturated monomer containing a phosphate ester group is, for example, a compound obtained by reacting a phosphate esterifying agent such as phosphorus pentoxide or polyphosphoric acid with the hydroxyl group of the above hydroxyl group-containing ethylenically unsaturated monomer.

[0135] <Alkali-soluble resin having no ethylenically unsaturated double bond> The colorant composition for a color filter of the present invention can contain an alkali-soluble resin having no ethylenically unsaturated double bond in order to adjust the degree of curing of the film.

[0136] The weight average molecular weight (Mw) of the alkali-soluble resin in the present invention is 2,000 or more and 40,000 or less, preferably 3,000 or more and 30,000 or less, and more preferably 4,000 or more and 20,000 or less in order to impart alkali developability solubility. Further, the value of Mw / Mn is preferably 10 or less. When the weight average molecular weight (Mw) is less than 2,000, the adhesion to the substrate decreases, and it becomes difficult to leave the exposure pattern. When it exceeds 40,000, the alkali developability solubility decreases, residues are generated, and the linearity of the pattern deteriorates. The acid value of the alkali-soluble resin in the present invention is 50 or more and 200 or less (KOHmg / g) in order to impart alkali developability solubility, preferably in the range of 70 or more and 180 or less, and more preferably in the range of 90 or more and 170 or less. When the acid value is less than 50, the alkali developability solubility decreases, residues are generated, and the linearity of the pattern deteriorates. When it exceeds 200, the adhesion to the substrate decreases, and it becomes difficult to leave the exposure pattern.

[0137] Each raw material used for the synthesis of the binder resin can be used alone or in combination of two or more.

[0138] <Thermosetting compound> In the present invention, a thermosetting compound can be further included in combination with a thermoplastic resin as the binder resin. When a color filter is produced using the colorant composition for a color filter of the present invention, by including a thermosetting compound, it reacts during the firing of the filter segment to increase the crosslink density of the coating film. Therefore, the heat resistance of the filter segment is improved, pigment aggregation during the firing of the filter segment is suppressed, and the effect of improving the contrast ratio can be obtained.

[0139] The thermosetting compound may be a low molecular compound or a high molecular weight compound such as a resin. Examples of the thermosetting compound include, but are not limited to, epoxy compounds, oxetane compounds, benzoguanamine compounds, rosin-modified maleic acid compounds, rosin-modified fumaric acid compounds, melamine compounds, urea compounds, and phenol compounds. In the color filter coloring composition of the present invention, epoxy compounds and oxetane compounds are preferably used.

[0140] <Organic solvent> The color filter coloring composition of the present invention contains an organic solvent to facilitate the formation of a colored film by coating it on a substrate such as glass so that the dry film thickness becomes 0.2 to 5 μm. The organic solvent is selected in consideration of the good coatability of the color filter coloring composition, the solubility of each component of the color filter coloring composition, and further safety.

[0141] As the organic solvent, organic solvents commonly used in the art can be used, and they are used alone or in combination as appropriate according to the coating conditions (such as speed and drying conditions), taking into account performance such as boiling point, SP value, evaporation rate, and viscosity.

[0142] Examples of the organic solvent used include ester solvents (solvents containing -COO- in the molecule and not containing -O-), ether solvents (solvents containing -O- in the molecule and not containing -COO-), ether ester solvents (solvents containing both -COO- and -O- in the molecule), ketone solvents (solvents containing -CO- in the molecule and not containing -COO-), alcohol solvents (solvents containing OH in the molecule and not containing -O-, -CO-, and -COO-), aromatic hydrocarbon solvents, amide solvents, dimethyl sulfoxide, and the like.

[0143] Examples of ester solvents include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutyrate, 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, γ-butyrolactone, and the like.

[0144] 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, dipropylene glycol dimethyl ether, dipropylene glycol methyl-n-propyl ether, anisole, phenetole, methyl anisole, and the like.

[0145] 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, ethyl 2-ethoxy-2-methylpropionate, 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, dipropylene glycol methyl ether acetate, dipropylene glycol diacetate, and the like.

[0146] 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, isophorone, and the like.

[0147] Examples of alcohol solvents include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, 1,3-butylene glycol, glycerin, and the like.

[0148] Examples of aromatic hydrocarbon solvents include benzene, toluene, xylene, mesitylene, and the like.

[0149] Examples of amide solvents include N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, and the like. These solvents may be used alone or in combination of two or more.

[0150] Among the above organic solvents, from the viewpoints of coatability and drying property, it is preferable to contain a solvent having a boiling point at 1 atm of 120°C or higher and 180°C or lower. Among them, propylene glycol monomethyl ether acetate, 3-methoxybutanol, cyclohexanone, ethyl lactate, butyl 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, N,N-dimethylformamide, N-methylpyrrolidone, etc. are preferable, and propylene glycol monomethyl ether acetate, 3-methoxybutanol, cyclohexanone, propylene glycol monomethyl ether, ethyl lactate, ethyl 3-ethoxypropionate, etc. are more preferable. In particular, from the viewpoint of the solubility of the salt-forming compound used in the present invention, it is most preferable to use propylene glycol monomethyl ether acetate, 3-methoxybutanol, cyclohexanone, and ethyl 3-ethoxypropionate.

[0151] These organic solvents can be used alone or in admixture of two or more. When using a mixed solvent of two or more, it is preferable that the above-preferred organic solvents are contained in an amount of 65 to 95% by mass.

[0152] In addition, since the organic solvent can adjust the colorant composition for color filters to an appropriate viscosity and form a filter segment having a desired uniform film thickness, it is preferably used in an amount of 500 to 4000 parts by mass with respect to 100 parts by mass of the colorant.

[0153] <Photopolymerizable monomer> The colorant composition for color filters of the present invention may contain a photopolymerizable monomer and / or a photoinitiator. The photopolymerizable monomer includes a monomer or oligomer that cures by ultraviolet rays, heat, etc. to produce a transparent resin.

[0154] The photopolymerizable monomer includes, for example, methyl (meth)acrylate, ethyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, cyclohexyl (meth)acrylate, β-carboxyethyl (meth)acrylate, polyethylene glycol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, triethylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, phenoxytetraethylene glycol (meth)acrylate, phenoxyhexaethylene glycol (meth)acrylate, trimethylolpropane PO-modified tri(meth)acrylate, trimethylolpropane EO-modified tri(meth)acrylate, isocyanuric acid EO-modified di(meth)acrylate, isocyanuric acid EO-modified tri(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, 1,6-hexanediol diglycidyl ether di(meth)acrylate, bisphenol A diglycidyl ether di(meth)acrylate, neopentyl glycol diglycidyl ether di(meth)acrylate, dipentaerythritol hexa(meth)acrylate, dipentaerythritol penta(meth)acrylate, tricyclodecanyl (meth)acrylate, (meth)acrylate of methylolated melamine, epoxy (meth)acrylate, urethane acrylate and other various acrylate esters and methacrylate esters, (meth)acrylic acid, styrene, vinyl acetate, hydroxyethyl vinyl ether, ethylene glycol divinyl ether, pentaerythritol trivinyl ether, (meth)acrylamide, N-hydroxymethyl (meth)acrylamide, N-vinylformamide, acrylonitrile and the like.

[0155] (Photopolymerizable monomer having an acid group) The photopolymerizable monomer can contain a photopolymerizable monomer having an acid group. Examples of the acid group include a sulfonic acid group, a carboxyl group, a phosphoric acid group and the like.

[0156] The photopolymerizable monomer having an acid group includes, for example, esterified products of polyhydric alcohols and free hydroxyl group-containing poly(meth)acrylates with (meth)acrylic acid and dicarboxylic acids; esterified products of polyvalent carboxylic acids and monohydroxyalkyl (meth)acrylates, etc. Specific examples include free carboxyl group-containing monoesters of monohydroxy oligoacrylates or monohydroxy oligo(meth)acrylates such as trimethylolpropane diacrylate, trimethylolpropane dimethacrylate, pentaerythritol triacrylate, pentaerythritol trimethacrylate, dipentaerythritol pentaacrylate, dipentaerythritol pentamethacrylate, etc. and dicarboxylic acids such as malonic acid, succinic acid, glutaric acid, phthalic acid; free carboxyl group-containing oligoesters of tricarboxylic acids such as propane-1,2,3-tricarboxylic acid (tricarballylic acid), butane-1,2,4-tricarboxylic acid, benzene-1,2,3-tricarboxylic acid, benzene-1,3,4-tricarboxylic acid, benzene-1,3,5-tricarboxylic acid, etc. and monohydroxy monoacrylates or monohydroxy mono(meth)acrylates such as 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, etc.

[0157] (Photopolymerizable monomer having a urethane bond) The photopolymerizable monomer can contain a monomer having an ethylenically unsaturated bond and a urethane bond. The monomer includes, for example, polyfunctional urethane acrylates obtained by reacting a (meth)acrylate having a hydroxyl group with a polyfunctional isocyanate, and polyfunctional urethane acrylates obtained by reacting an alcohol with a polyfunctional isocyanate and then reacting with a (meth)acrylate having a hydroxyl group.

[0158] The (meth)acrylates having a hydroxyl group include 2-hydroxyethyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, trimethylolpropane di(meth)acrylate, pentaerythritol tri(meth)acrylate, ditrimethylolpropane tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol ethylene oxide-modified penta(meth)acrylate, dipentaerythritol propylene oxide-modified penta(meth)acrylate, dipentaerythritol caprolactone-modified penta(meth)acrylate, glycerol acrylate methacrylate, glycerol dimethacrylate, 2-hydroxy-3-acryloylpropyl methacrylate, the reaction product of an epoxy group-containing compound and carboxy (meth)acrylate, hydroxyl group-containing polyol polyacrylate, and the like.

[0159] In addition, the polyfunctional isocyanates include tolylene diisocyanate, hexamethylene diisocyanate, diphenylmethylene diisocyanate, isophorone diisocyanate, polyisocyanate, and the like.

[0160] The photopolymerizable monomer can be used alone or in combination of two or more.

[0161] The blending amount of the photopolymerizable monomer is preferably 1 to 50% by mass, more preferably 2 to 40 parts by mass, in 100% by mass of the nonvolatile content of the colored composition for color filters. When blended in an appropriate amount, the curability and developability are further improved.

[0162] <Photopolymerization initiator> The photoinitiator is, for example, an acetophenone-based compound such as 4-phenoxydichloroacetophenone, 4-t-butyldichloroacetophenone, diethoxyacetophenone, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one, 2-(dimethylamino)-1-[4-(4-morpholino)phenyl]-2-(phenylmethyl)-1-butanone, or 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]-1-butanone; a benzoin-based compound such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, or benzyl dimethyl ketal; a benzophenone-based compound such as benzophenone, benzoyl benzoic acid, methyl benzoyl benzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, or 3,3',4,4'-tetra(t-butylperoxycarbonyl)benzophenone; a thioxanthone-based compound such as thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diisopropylthioxanthone, or 2,4-diethylthioxanthone; a triazine-based compound such as 2,4,6-trichloros-triazine, 2-phenyl-4,6-bis(trichloromethyl)-s-triazine, 2-(p-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(p-tolyl)-4,6-bis(trichloromethyl)-s-triazine, 2-piperonyl-4,6-bis(trichloromethyl)-s-triazine, 2,4-bis(trichloromethyl)-6-styryl-s-triazine, 2-(naphth-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxy-naphth-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2,4-trichloromethyl-(piperonyl)-6-triazine, or 2,4-trichloromethyl-(4'-methoxystyryl)-6-triazine;1,2 - octanedione, 1 - [4 - (phenylthio)phenyl]-, 2 - (O - benzoyloxime), or ethanone, 1 - [9 - ethyl - 6 - (2 - methylbenzoyl)-9H - carbazol - 3 - yl]-, 1 - (O - acetyloxime) and other oxime ester compounds; bis(2,4,6 - trimethylbenzoyl)phenylphosphine oxide, or diphenyl - 2,4,6 - trimethylbenzoylphosphine oxide and other phosphine compounds; 9,10 - phenanthrenequinone, camphorquinone, ethylanthraquinone and other quinone compounds; borate compounds; carbazole compounds; imidazole compounds; or titanocene compounds and the like. Among these, oxime ester compounds are preferred.;

[0163] The photoinitiator can be used alone or in combination of two or more kinds.;

[0164] In the present invention, it is preferable that the photoinitiator contains an oxime ester - type photoinitiator.; (Oxime ester - type photoinitiator) The oxime ester - type photoinitiator absorbs ultraviolet rays, causing the cleavage of the N - O bond of the oxime to generate iminyl radicals and alkyloxy radicals. These radicals further decompose to generate highly active radicals. Therefore, compared with the case of using other photoinitiators, a pattern can be formed with a smaller exposure amount, improving the photocurability.;

[0165] Examples of oxime ester-based photoinitiators include compounds described in JP-A-2001-233842, compounds described in JP-A-2000-80068, compounds described in JP-A-2006-342166, compounds described in J.C.S. Perkin II (1979, pp. 1653-1660), compounds described in J.C.S. Perkin II (1979, pp. 156-162), compounds described in Journal of Photopolymer Science and Technology (1995, pp. 202-232), compounds described in JP-A-2000-66385, compounds described in JP-A-2000-80068, compounds described in JP-T-2004-534797, compounds described in JP-A-2006-342166, compounds described in JP-A-2017-19766, compounds described in Patent No. 6065596, compounds described in International Publication WO2015 / 152153, compounds described in International Publication WO2017 / 051680, compounds described in JP-A-2007-210991, compounds described in JP-A-2009-179619, compounds described in JP-A-2010-037223, compounds described in JP-A-2010-215575, compounds described in JP-A-2011-020998, compounds described in International Publication WO2021 / 175855, and the like.

[0166] Examples of oxime ester-based photoinitiators include 3-benzoyloxyiminobutan-2-one, 3-acetoxyiminobutan-2-one, 3-propionyloxyiminobutan-2-one, 2-acetoxypentan-3-one, 2-acetoxyimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3-(4-toluenesulfonyloxy)iminobutan-2-one, and 2-ethoxycarbonyloxyimino-1-phenylpropan-1-one. Commercially available oxime compounds include IRGACURE-OXE01, IRGACURE-OXE02, IRGACURE-OXE03, IRGACURE-OXE04 (manufactured by BASF Japan Ltd.), TR-PBG-304, TR-PBG-305, TR-PBG-3057, TR-PBG-345, TR-PBG-358 (manufactured by Changzhou Strong Electronic New Materials Co., Ltd.), Adeka Optomer N-1919, Adeka Arcles NCI-730, NCI-831, NCI-930 (manufactured by ADEKA Corporation). In addition, as the oxime compound, it is preferable to use a compound having no coloring property, a compound having high transparency, and a compound that is less likely to discolor other components.

[0167] Specifically, when classified by the skeletons contained in the compound, there are a carbazole skeleton, a fluorene skeleton, a diphenyl skeleton, and a dioxime type having two oxime ester groups. Further, as the specific structure contained in the compound, those having a hydroxyl group, a nitro group, a carbonyl group, a fluorinated carbon group, and benzofuran are preferably used.

[0168] (Oxime ester-based photoinitiator having a diphenyl skeleton)

Chemical formula

[0169] (Oxime ester-based photoinitiator having a carbazole skeleton)

Chemical formula

[0170] (Oxime ester-based photoinitiator having a fluorene skeleton)

Chemical formula

[0171] (Photoinitiator having two oxime ester groups) Examples of the photoinitiator include those having two oxime ester groups on both sides of a carbazole skeleton or a phenothiazine skeleton as shown below.

Chemical formula

[0172] Among these, an oxime ester-based photoinitiator having a carbazole structure, an oxime ester-based photoinitiator having a diphenyl skeleton, and an oxime ester-based photoinitiator having two oxime ester groups (including those having a carbazole skeleton) are preferable, and an oxime ester-based photoinitiator having a carbazole structure is most preferable.

[0173] The content of the photoinitiator is preferably 0.1 to 20 parts by mass, more preferably 0.2 to 10 parts by mass, per 100 parts by mass of the non-volatile content of the colorant composition for color filters. When blended in an appropriate amount, the photocurability and the developer resistance are improved, and the surface state is improved.

[0174] <Sensitizer> Furthermore, a sensitizer can be contained in the colorant composition for color filters of the present invention. Examples of the sensitizer include chalcone derivatives, unsaturated ketones typified by dibenzalacetone, 1,2-diketone derivatives typified by benzyl and camphorquinone, benzoin derivatives, fluorene derivatives, naphthoquinone derivatives, anthraquinone derivatives, xanthene derivatives, thioxanthene derivatives, xanthone derivatives, thioxanthone derivatives, coumarin derivatives, ketocoumarin derivatives, polymethine dyes such as cyanine derivatives, merocyanine derivatives, oxonol derivatives, acridine derivatives, azine derivatives, thiazine derivatives, oxazine derivatives, indoline derivatives, azulene derivatives, azulenium derivatives, squarylium derivatives, porphyrin derivatives, tetraphenylporphyrin derivatives, triarylmethane derivatives, tetrabenzoporphyrin derivatives, tetrapyrazinoporphyrazine derivatives, phthalocyanine derivatives, tetraazaporphyrazine derivatives, tetraquinoxalyloporphyrazine derivatives, naphthalocyanine derivatives, subphthalocyanine derivatives, pyrylium derivatives, thiopyrylium derivatives, tetraphyllin derivatives, annulene derivatives, spiropyran derivatives, spirooxazine derivatives, thiospiropyran derivatives, metal arene complexes, organic ruthenium complexes, or Michler's ketone derivatives, α-acyloxy esters, acylphosphine oxides, methylphenylglyoxylate, benzyl, 9,10-phenanthrenequinone, camphorquinone, ethylanthraquinone, 4,4'-diethylisophthalophenone, 3,3' or 4,4'-tetra(t-butylperoxycarbonyl)benzophenone, 4,4'-bis(diethylamino)benzophenone, and the like.

[0175] Among the above sensitizers, particularly preferred sensitizers that can sensitize suitably include thioxanthone derivatives, Michler's ketone derivatives, and carbazole derivatives. More specifically, 2,4 - diethylthioxanthone, 2 - chlorothioxanthone, 2,4 - dichlorothioxanthone, 2 - isopropylthioxanthone, 4 - isopropylthioxanthone, 1 - chloro - 4 - propoxythioxanthone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, 4,4'-bis(ethylmethylamino)benzophenone, N - ethylcarbazole, 3 - benzoyl - N - ethylcarbazole, 3,6 - dibenzoyl - N - ethylcarbazole, etc. are used.

[0176] More specifically, sensitizers described in Noboru Okawara et al. (ed.), "Dye Handbook" (1986, Kodansha), Noboru Okawara et al. (ed.), "Chemistry of Functional Dyes" (1981, CMC), Chuuzou Ikemori et al. (ed.), and "Special Functional Materials" (1986, CMC) are included, but not limited to these. In addition, other sensitizers that show absorption for light from ultraviolet to near - infrared regions can also be contained.

[0177] The sensitizer can be used alone or in combination of two or more.

[0178] The content of the sensitizer is preferably 3 to 60 parts by mass, more preferably 5 to 50 parts by mass, based on 100 parts by mass of the photopolymerization initiator. When contained in an appropriate amount, the curability and developability are further improved.

[0179] <Thiol - based chain transfer agent> The color - forming composition for a color filter of the present invention preferably contains a thiol - based chain transfer agent as a chain transfer agent. By using a thiol together with a photopolymerization initiator, in the radical polymerization process after light irradiation, a thio - radical that acts as a chain transfer agent and is less susceptible to polymerization inhibition by oxygen is generated, so that the resulting color - forming composition becomes highly sensitive.

[0180] Moreover, polyfunctional aliphatic thiols in which two or more thiol groups are bonded to an aliphatic group such as a methylene or ethylene group are preferred. More preferably, it is a polyfunctional aliphatic thiol having four or more thiol groups. By increasing the number of functional groups, the polymerization initiation function is improved, and it is possible to cure from the surface to the vicinity of the substrate in the pattern.

[0181] Examples of the polyfunctional thiol include hexanedithiol, decanedithiol, 1,4-butanediol bisthiopropionate, 1,4-butanediol bisthioglycolate, ethylene glycol bisthioglycolate, ethylene glycol bisthiopropionate, trimethylolpropane tristhioglycolate, trimethylolpropane tristhiopropionate, trimethylolpropane tris(3-mercaptobutyrate), pentaerythritol tetrakisthioglycolate, pentaerythritol tetrakisthiopropionate, tris(2-hydroxyethyl) isocyanurate trimercaptopropionate, 1,4-dimethylmercaptobenzene, 2,4,6-trimercapto-s-triazine, 2-(N,N-dibutylamino)-4,6-dimercapto-s-triazine, etc. Preferably, ethylene glycol bisthiopropionate, trimethylolpropane tristhiopropionate, and pentaerythritol tetrakisthiopropionate are mentioned.

[0182] The thiol-based chain transfer agent can be used alone or in combination of two or more.

[0183] The content of the thiol-based chain transfer agent is preferably 0.1 to 10% by mass, more preferably 0.1 to 3% by mass in 100% by mass of the non-volatile content of the color filter coloring composition. When contained in an appropriate amount, the photosensitivity and taper shape are improved, and wrinkles are less likely to occur on the film surface.

[0184] <Polymerization inhibitor> The color filter coloring composition of the present invention can contain a polymerization inhibitor. Thereby, since the photosensitivity due to the diffracted light of the mask during the exposure of the photolithography method can be suppressed, it becomes easier to obtain a pattern of a desired shape.

[0185] Examples of the polymerization inhibitor include alkylcatechol compounds such as catechol, resorcinol, 1,4-hydroquinone, 2-methylcatechol, 3-methylcatechol, 4-methylcatechol, 2-ethylcatechol, 3-ethylcatechol, 4-ethylcatechol, 2-propylcatechol, 3-propylcatechol, 4-propylcatechol, 2-n-butylcatechol, 3-n-butylcatechol, 4-n-butylcatechol, 2-tert-butylcatechol, 3-tert-butylcatechol, 4-tert-butylcatechol, 3,5-di-tert-butylcatechol, etc.; alkylresorcinol compounds such as 2-methylresorcinol, 4-methylresorcinol, 2-ethylresorcinol, 4-ethylresorcinol, 2-propylresorcinol, 4-propylresorcinol, 2-n-butylresorcinol, 4-n-butylresorcinol, 2-tert-butylresorcinol, 4-tert-butylresorcinol, etc.; alkylhydroquinone compounds such as methylhydroquinone, ethylhydroquinone, propylhydroquinone, tert-butylhydroquinone, 2,5-di-tert-butylhydroquinone, etc.; phosphine compounds such as tributylphosphine, trioctylphosphine, tricyclohexylphosphine, triphenylphosphine, tribenzylphosphine, etc.; phosphine oxide compounds such as trioctylphosphine oxide, triphenylphosphine oxide, etc.; phosphite compounds such as triphenylphosphite, trisnonylphenylphosphite, etc.; pyrogallol, phloroglucin, and the like.

[0186] The content of the polymerization inhibitor is preferably 0.01 to 0.4 parts by mass in 100 parts by mass of the non-volatile content of the colorant composition for color filters. In this range, the effect of the polymerization inhibitor becomes significant, and the linearity of the taper, the wrinkles of the coating film, the pattern resolution, etc. become good.

[0187] <Ultraviolet absorber> The colorant composition for a color filter of the invention may contain an ultraviolet absorber. The ultraviolet absorber in the present invention is an organic compound having an ultraviolet absorption function, and examples thereof include benzotriazole compounds, triazine compounds, benzophenone compounds, salicylic acid ester compounds, cyanoacrylate compounds, and salicylate compounds.

[0188] The content of the ultraviolet absorber is preferably 5 to 70% by mass in a total of 100% by mass of the photopolymerization initiator and the ultraviolet absorber. When contained in an appropriate amount, the developability after development is further improved.

[0189] Also, the total content of the photopolymerization initiator and the ultraviolet absorber is preferably 1 to 20% by mass in 100% by mass of the nonvolatile content of the photosensitive colorant composition. When contained in an appropriate amount, the adhesion between the substrate and the film is further improved, and good developability can be obtained.

[0190] Benzotriazole compounds include, for example, 2-(5-methyl-2-hydroxyphenyl)benzotriazole, 2-(2-hydroxy-5-t-butylphenyl)-2H-benzotriazole, 2-[2-hydroxy-3,5-bis(α,α-dimethylbenzyl)phenyl]-2H-benzotriazole, 2-(3-t-butyl-5-methyl-2-hydroxyphenyl)-5-chlorobenzotriazole, 2-(2'-hydroxy-5'-t-octylphenyl)benzotriazole, a mixture of 5% 2-methoxy-1-methylethyl acetate and 95% benzenepropanoic acid, 3-(2H-benzotriazol-2-yl)-(1,1-dimethylethyl)-4-hydroxy, C7-9 side chain and linear alkyl ester, 2-(2H-benzotriazol-2-yl)-4,6-bis(1-methyl-1-phenylethyl)phenol, 2-(2H-benzotriazol-2-yl)-6-(1-methyl-1-phenylethyl)-4-(1,1,3,3-tetramethylbutyl)phenol, the reaction product of methyl 3-(3-(2H-benzotriazol-2-yl)-5-t-butyl-4-hydroxyphenyl)propionate / polyethylene glycol 300, 2-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol, 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol], 2-(2H-benzotriazol-2-yl)-p-cresol, 2-(5-chloro-2H-benzotriazol-2-yl)-6-t-butyl-4-methylphenol, 2-(3,5-di-t-amyl-2-hydroxyphenyl)benzotriazole, 2-[2-hydroxy-5-[2-(methacryloyloxy)ethyl]phenyl]-2H-benzotriazole, octyl 3-[3-tert-butyl-4-hydroxy-5-(5-chloro-2H-benzotriazol-2-yl)phenyl]propionate, 2-ethylhexyl 3-[3-tert-butyl-4-hydroxy-5-(5-chloro-2H-benzotriazol-2-yl)phenyl]propionate.

[0191] Examples of the triazine compounds include 2,4-bis(2,4-dimethylphenyl)-6-(2-hydroxy-4-n-octyloxyphenyl)-1,3,5-triazine, 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-[3-(dodecyloxy)-2-hydroxypropoxy]phenol, the reaction product of 2-(2,4-dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine and (2-ethylhexyl)-glycidic acid ester, 2,4-bis[2-hydroxy-4-butoxyphenyl]-6-(2,4-dibutoxyphenyl)-1,3,5-triazine, 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-(hexyloxy)phenol, 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-[2-(2-ethylhexanoyloxy)ethoxy]phenol, 2,4,6-tris(2-hydroxy-4-hexyloxy-3-methylphenyl)-1,3,5-triazine, etc. Other oligomer-type and polymer-type compounds having a triazine structure can also be used.

[0192] Examples of the benzophenone compounds include 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-n-octyloxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 4-dodecyloxy-2-hydroxybenzophenone, 2-hydroxy-4-octadecyloxybenzophenone, 2,2'dihydroxy-4,4'-dimethoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, 2-hydroxy-4-methoxy-2'-carboxybenzophenone, etc. Other oligomer-type and polymer-type compounds having a benzophenone structure can also be used.

[0193] Examples of salicylic acid ester compounds include phenyl salicylate, p-octylphenyl salicylate, p-tert-butylphenyl salicylate, etc. In addition, oligomer-type and polymer-type compounds having a salicylic acid ester structure can also be used.

[0194] <Antioxidant> The colorant composition for a color filter of the present invention can contain an antioxidant. The antioxidant can prevent the photopolymerization initiator and thermosetting compound contained in the colorant composition for a color filter from being oxidized and yellowed by the heat treatment during thermosetting or ITO annealing, thereby improving the transmittance of the coating film. In particular, when the colorant concentration of the colorant composition for a color filter is high, since the amount of the coating film crosslinking component is small, a phenomenon in which the yellowing during the heat treatment becomes stronger due to measures such as the use of a highly sensitive crosslinking component or an increase in the amount of the photopolymerization initiator is observed. Therefore, by containing an antioxidant, yellowing due to oxidation during the heating process can be prevented, and a high transmittance of the coating film can be obtained.

[0195] Examples of the antioxidant include compounds of the hindered phenol type, hindered amine type, phosphorus type, sulfur type, and hydroxylamine type. In the present specification, the antioxidant is preferably a compound that does not contain a halogen atom.

[0196] Among these, from the viewpoint of achieving both the transmittance and sensitivity of the coating film, hindered phenol type antioxidants, hindered amine type antioxidants, phosphorus type antioxidants, and sulfur type antioxidants are preferred.

[0197] The antioxidant can be used alone or in combination of two or more.

[0198] In addition, when the content of the antioxidant is 0.5 to 5.0% by mass in 100% by mass of the solid content of the colorant composition, it is more preferable because the transmittance, spectral characteristics, and sensitivity are good.

[0199] <Leveling agent> In the coloring composition for a color filter of the present invention, it is preferable to add a leveling agent for the purpose of improving the coatability of the composition on a transparent substrate and the drying property of the colored film. As the leveling agent, various surfactants such as silicone-based surfactants, fluorine-based surfactants, nonionic surfactants, cationic surfactants, and anionic surfactants can be used.

[0200] Examples of the silicone-based surfactant include linear polymers composed of siloxane bonds and modified siloxane polymers having organic groups introduced into the side chains or terminals.

[0201] More specifically, BYK-300, 306, 310, 313, 315N, 320, 322, 323, 330, 331, 333, 342, 345 / 346, 347, 348, 349, 370, 377, 378, 3455, UV3510, 3570 manufactured by BYK Chemie GmbH; FZ-7002, 2110, 2122, 2123, 2191, 5609 manufactured by Toray Dow Corning Co., Ltd.; X-22-4952, X-22-4272, X-22-6266, KF-351A, KF-354L, KF-355A, KF-945, KF-640, KF-642, KF-643, X-22-4515, KF-6004, KP-341 manufactured by Shin-Etsu Chemical Co., Ltd., etc. can be mentioned.

[0202] Examples of the fluorine-based surfactant include surfactants or leveling agents having a fluorocarbon chain.

[0203] More specifically, Surfron S-242, S-243, S-420, S-611, S-651, S-386 manufactured by AGC Seimi Chemical Co., Ltd.; Megafac F-253, F-477, F-551, F-552, F-555, F-558, F-560, F-570, F-575, F-576, R-40-LM, R-41, RS-72-K, DS-21 manufactured by DIC Corporation; FC-4430, FC-4432 manufactured by Sumitomo 3M Limited; EF-PP31N09, EF-PP33G1, EF-PP32C1 manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.; Fugennto 602A manufactured by Neos Co., Ltd., etc. can be mentioned.

[0204] Examples of nonionic surfactants include polyoxyethylene lauryl ether, polyoxyethylene cetyl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene alkyl ether, polyoxyethylene myristyl ether, polyoxyethylene octyldodecyl ether, polyoxyalkylene alkyl ether, polyoxyphenylene distyrenated phenyl ether, polyoxyethylene tribenzyl phenyl ether, polyoxyethylene polyoxypropylene glycol, polyoxyalkylene alkenyl ether, polyoxyethylene nonyl phenyl ether, polyoxyethylene alkyl ether phosphate ester, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan distearate, sorbitan tristearate, sorbitan monooleate, sorbitan trioleate, sorbitan sesquioleate, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan tristearate, polyoxyethylene sorbitan monooleate, polyoxyethylene sorbitan triisostearate, polyoxyethylene sorbitol tetraoleate, glycerol monostearate, glycerol monooleate, polyethylene glycol monolaurate, polyethylene glycol monostearate, polyethylene glycol distearate, polyethylene glycol monooleate, polyoxyethylene hydrogenated castor oil, polyoxyethylene alkylamine, alkyl alkanolamide, alkyl imidazoline, and the like.

[0205] More specifically, examples include Kao Corporation's Emulgen 103, 104P, 106, 108, 109P, 120, 123P, 130K, 147, 150, 210P, 220, 306P, 320P, 350, 404, 408, 409PV, 420, 430, 705, 707, 709, 1108, 1118S-70, 1135S-70, 1150S-60, 2020G-HA, 2025G, LS-106, LS-110, LS-114, MS-110, A-60, A-90, B-66, PP-290, Latemul PD-420, PD-430, PD-430S, PD450, Leodol SP-L10, SP-P10, SP-S10V, SP-S20, SP-S30V, SP-O10V, SP-O30V, Super SP-L10, AS-10V, AO-10V, AO-15V, TW-L120, TW-L106, TW-P120, TW-S120V, TW-S320V, TW-O120V, TW-O106V, TW-IS399C, Super TW-L120, 430V, 440V, 460V, MS-50, MS-60, MO-60, MS-165V, Emanon 1112, 3199V, 3299V, 3299RV, 4110, CH-25, CH-40, CH-60(K), Amite 102, 105, 105A, 302, 320, Aminone PK-02S, L-02, Homogenol L-95, ADEKA Corporation's Adekapuronics (registered trademark) L-23, 31, 44, 61, 62, 64, 71, 72, 101, 121, TR-701, 702, 704, 913R, Kyoeisha Chemical Co., Ltd.'s (meth)acrylic acid-based (co)polymer Polyflow No. 75, No. 90, No. 95, etc.

[0206] Examples of cationic surfactants include alkylamine salts and alkyl quaternary ammonium salts such as lauryltrimethylammonium chloride, stearyltrimethylammonium chloride, cetyltrimethylammonium chloride, and ethylene oxide adducts thereof.

[0207] More specifically, examples include Kao Corporation's Acetamine 24, Kotamine 24P, 60W, 86P Conc, etc.

[0208] Examples of anionic surfactants include polyoxyethylene alkyl ether sulfates, sodium dodecylbenzenesulfonate, alkali salts of styrene-acrylic acid copolymers, sodium alkylnaphthalenesulfonate, sodium alkyl diphenyl ether disulfonate, monoethanolamine lauryl sulfate, triethanolamine lauryl sulfate, ammonium lauryl sulfate, monoethanolamine stearate, sodium stearate, sodium lauryl sulfate, monoethanolamine of styrene-acrylic acid copolymer, polyoxyethylene alkyl ether phosphate esters, and the like.

[0209] More specifically, examples include Ftergent 100 and 150 manufactured by Neos Co., Ltd., ADEKA Hope YES-25, ADEKA Cole TS-230E, PS-440E, EC-8600 manufactured by ADEKA Corporation, and the like.

[0210] Examples of amphoteric surfactants include alkyl betaines such as lauric acid amidopropyl betaine, lauryl betaine, cocamidopropyl betaine, stearyl betaine, and alkyl dimethylaminoacetic acid betaine, and alkylamine oxides such as lauryl dimethylamine oxide.

[0211] More specifically, examples include Amhitole 20AB, 20BS, 24B, 55AB, 86B, 20Y-B, 20N manufactured by Kao Corporation, and the like.

[0212] When the colorant composition for color filters of the present invention contains a surfactant, the addition amount of the surfactant is preferably 0.001 to 2.0% by mass, more preferably 0.005 to 1.0% by mass, based on the total solid content of the composition of the present invention. By being within this range, the balance of the coatability, pattern adhesion, and transmittance of the colorant composition for color filters becomes good. The colorant composition for color filters of the present invention may contain only one type of surfactant or may contain two or more types of surfactants. When two or more types are contained, it is preferable that the total amount thereof falls within the above range.

[0213] <Storage Stabilizer> The colorant composition for a color filter of the present invention can contain a storage stabilizer to stabilize the viscosity of the composition over time. Examples of the storage stabilizer include quaternary ammonium chlorides such as benzyltrimethyl chloride and diethylhydroxyamine, organic acids such as lactic acid and oxalic acid and their methyl ethers, organic phosphines such as t-butylpyrocatechol, tetraethylphosphine, and tetraphenylphosphine, and phosphites. The storage stabilizer can be used in an amount of 0.1 to 10% by mass based on the total amount of the colorant (100% by mass).

[0214] <Adhesion Improver> The colorant composition for a color filter of the present invention can contain an adhesion improver such as a silane coupling agent to enhance the adhesion to a substrate. By improving the adhesion with the adhesion improver, the reproducibility of fine lines is improved and the resolution is enhanced.

[0215] Examples of the adhesion promoter include vinyl silanes such as vinyltrimethoxysilane and vinyltriethoxysilane; (meth)acrylic silanes such as 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, 3-methacryloxypropyltriethoxysilane, and 3-acryloxypropyltrimethoxysilane; epoxy silanes such as 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, and 3-glycidoxypropyltriethoxysilane; amino silanes such as N-2-(aminoethyl)-3-aminopropylmethyldimethoxysilane, N-2-(aminoethyl)-3-aminopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-triethoxysilyl-N-(1,3-dimethyl-butylidene)propylamine, N-phenyl-3-aminopropyltrimethoxysilane, and hydrochloride of N-(vinylbenzyl)-2-aminoethyl-3-aminopropyltrimethoxysilane; mercapto silanes such as 3-mercaptopropylmethyldimethoxysilane and 3-mercaptopropyltrimethoxysilane; styryl silanes such as p-styryltrimethoxysilane; ureido silanes such as 3-ureidopropyltriethoxysilane; sulfide silanes such as bis(triethoxysilylpropyl)tetrasulfide; and isocyanate silanes such as 3-isocyanatopropyltriethoxysilane. The adhesion promoter can be used in an amount of 0.01 to 10 parts by mass, preferably 0.05 to 5 parts by mass, per 100 parts by mass of the colorant in the colored composition for color filters. The effect is greater within this range, and the balance of adhesion, resolution, and sensitivity is better, which is more preferable.

[0216] <Method for Producing Colored Composition for Color Filter> The colorant composition for a color filter of the present invention can be produced by finely dispersing a colorant in a colorant carrier such as a dispersion aid (resin type dispersant, pigment derivative, surfactant), a binder resin, and / or a solvent, preferably together with a dispersion aid (pigment derivative or surfactant), using various dispersion means such as a kneader, a two-roll mill, a three-roll mill, a ball mill, a horizontal sand mill, a vertical sand mill, an annular bead mill, or an attritor (colorant dispersion). At this time, two or more colorants or the like may be dispersed in the colorant carrier simultaneously, or those separately dispersed in the colorant carrier may be mixed. When the solubility of the colorant such as a dye is high, specifically, when the solubility in the solvent to be used is high and dissolution is achieved by stirring and no foreign matter is confirmed, it is not necessary to produce it by finely dispersing as described above.

[0217] When used as a photosensitive colorant composition (resist material) for a color filter, it can be prepared as a solvent-developable or alkali-developable colorant composition. The solvent-developable or alkali-developable colorant composition can be prepared by mixing the colorant dispersion, a photopolymerizable monomer and / or a photoinitiator, and, if necessary, a solvent, other dispersion aids, and additives. The photoinitiator may be added at the stage of preparing the colorant composition, or may be added later to the prepared colorant composition.

[0218] <Dispersion aid> When dispersing a colorant in a colorant carrier, a dispersion aid such as a resin type dispersant, a pigment derivative, or a surfactant may be appropriately contained. Since the dispersion aid has a great effect of preventing re-aggregation of the colorant after dispersion, the colorant composition obtained by dispersing the colorant in the colorant carrier using the dispersion aid has good lightness and viscosity stability.

[0219] (Resin type dispersant) Known resin-based dispersants can be used in the coloring composition for color filters of the present invention. The resin-based dispersant has a coloring agent affinity site having a property of adsorbing to an added coloring agent and a site compatible with a coloring agent carrier, and any material can be used as long as it adsorbs to the added coloring agent and functions to stabilize the dispersion in the coloring agent carrier. Specifically, urethane-based dispersants such as polyurethane, polycarboxylic acid esters such as polyacrylate, unsaturated polyamides, polycarboxylic acids, polycarboxylic acid (partial) amine salts, polycarboxylic acid ammonium salts, polycarboxylic acid alkylamine salts, polysiloxanes, long-chain polyaminoamidophosphates, hydroxyl group-containing polycarboxylic acid esters, modified products thereof, oil-based dispersants such as amides and salts thereof formed by the reaction of poly(lower alkyleneimine) and a polyester having a free carboxyl group, (meth)acrylic acid-styrene copolymers, (meth)acrylic acid-(meth)acrylate copolymers, styrene-maleic acid copolymers, polyvinyl alcohol, water-soluble resins and water-soluble polymer compounds such as polyvinylpyrrolidone, polyester-based, modified polyacrylate-based, ethylene oxide / propylene oxide addition compounds, phosphate ester-based, etc. are used, and these can be used alone or in combination of two or more.

[0220] Preferable examples of the resin-based dispersant having an acidic functional group include resin-based dispersants having an aromatic carboxylic acid structure, and these can be produced by known methods such as those described in WO2008 / 007776, JP-A-2008-029901, JP-A-2009-155406, JP-A-2010-185934, JP-A-2011-157416, JP-A-2009-251481, JP-A-2007-23195, JP-A-1996-143651, etc.

[0221] Particularly preferred examples of the resin-type dispersant having an acidic functional group include an aromatic carboxylic acid ester moiety having a main chain containing an ester bond formed by subjecting an aromatic compound having two or more acid anhydride groups and a compound having two or more hydroxyl groups to an esterification reaction, and a side chain containing a vinyl polymer moiety. The molar ratio of the acid anhydride group to 1 mol of the hydroxyl group is 0.9 to 1.5 mol, preferably 1.0 to 1.3 mol. Further, the main chain containing the aromatic carboxylic acid ester moiety may have a structure having a blocking site derived from a monohydric alcohol described later. That is, it may have an alcohol ester group and a carboxyl group formed by ring-opening of the acid anhydride group remaining in the main chain with a monohydric alcohol. By using such a resin-type dispersant, the filterability of the coloring composition for a color filter is improved, foreign matters on the coating film formed by coating the coloring composition for a color filter are suppressed, and further, when coating the coloring composition for a color filter, the re-dissolvability of the solid matter derived from the coloring composition for a color filter formed on the coating apparatus in propylene glycol monomethyl ether acetate is improved. In the present invention, the side chain based on the vinyl polymer moiety is formed by polymerization of an ethylenically unsaturated monomer. The total monomer units constituting the vinyl polymer moiety refer to the partial structures derived from each ethylenically unsaturated monomer after vinyl polymerization.

[0222] [Aromatic compound having two or more acid anhydride groups] Aromatic compounds having two or more acid anhydride groups include, for example, pyromellitic dianhydride, ethylene glycol dianhydride trimellitate, propylene glycol dianhydride trimellitate, butylene glycol dianhydride trimellitate, 3,3’,4,4’-benzophenone tetracarboxylic dianhydride, 3,3’,4,4’-biphenyl sulfone tetracarboxylic dianhydride, 1,4,5,8-naphthalene tetracarboxylic dianhydride, 2,3,6,7-naphthalene tetracarboxylic dianhydride, 3,3’,4,4’-biphenyl ether tetracarboxylic dianhydride, 3,3’,4,4’-dimethyl diphenyl silane tetracarboxylic dianhydride, 3,3’,4,4’-tetraphenyl silane tetracarboxylic dianhydride, 1,2,3,4-furan tetracarboxylic dianhydride, 4,4’-bis(3,4-dicarboxyphenoxy) diphenyl sulfide dianhydride, 4,4’-bis(3,4-dicarboxyphenoxy) diphenyl sulfone dianhydride, 4,4’-bis(3,4-dicarboxyphenoxy) diphenyl propane dianhydride, 3,3’,4,4’-perfluoroisopropylidene diphthalic dianhydride, 3,3’,4,4’-biphenyl tetracarboxylic dianhydride, bis(phthalic acid) phenyl phosphine oxide dianhydride, p-phenylene-bis(triphenyl phthalic acid) dianhydride, m-phenylene-bis(triphenyl phthalic acid) dianhydride, bis(triphenyl phthalic acid)-4,4’-diphenyl ether dianhydride, bis(triphenyl phthalic acid)-4,4’-diphenyl methane dianhydride, 9,9-bis(3,4-dicarboxyphenyl) fluorene dianhydride, 9,9-bis[4-(3,4-dicarboxyphenoxy) phenyl] fluorene dianhydride, 3,4-dicarboxy-1,2,3,4-tetrahydro-1-naphthalene succinic dianhydride, or 3,4-dicarboxy-1,2,3,4-tetrahydro-6-methyl-1-naphthalene succinic dianhydride, and the like.

[0223] [Compound having two or more hydroxyl groups] As described above, the compound having two or more hydroxyl groups preferably has a hydroxyl group and a thiol group in the molecule, and more preferably has two hydroxyl groups and one thiol group in the molecule.

[0224] Compounds having two hydroxyl groups and one thiol group in the molecule include, for example, 1-mercapto-1,1-methanediol, 1-mercapto-1,1-ethanediol, 3-mercapto-1,2-propanediol (thioglycerol), 2-mercapto-1,2-propanediol, 2-mercapto-2-methyl-1,3-propanediol, 2-mercapto-2-ethyl-1,3-propanediol, 1-mercapto-2,2-propanediol, 2-mercaptoethyl-2-methyl-1,3-propanediol, or 2-mercaptoethyl-2-ethyl-1,3-propanediol, etc.

[0225] [Monoalcohol] Monoalcohols include, for example, monoalcohols such as methanol, ethanol, 1-butanol, 2-butanol, isobutanol, t-butanol, 1-pentanol, isopentyl alcohol, tert-pentyl alcohol, cyclopentanol, 1-hexanol, cyclohexanol, 1-heptanol, 1-octanol, 2-ethyl-1-hexanol, isononyl alcohol, 1-nonyl alcohol, amyl alcohol, lauryl alcohol, n-butyl alcohol, isobutyl alcohol, cyclohexanol, benzyl alcohol, methylcyclohexanol. Monoalcohols having an ether group such as 3-methoxy-3-methyl-1-butanol, 3-methoxybutanol, ethylene glycol monoisopropyl ether, ethylene glycol monoethyl ether, ethylene glycol monotertiary butyl ether, ethylene glycol monobutyl ether, ethylene glycol monopropyl ether, ethylene glycol monohexyl ether, ethylene glycol monomethyl ether, diethylene glycol monoisopropyl ether, diethylene glycol monobutyl ether, diethylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monobutyl ether, dipropylene glycol monopropyl ether, dipropylene glycol monomethyl ether, tripropylene glycol monobutyl ether, tripropylene glycol monomethyl ether, propylene glycol monophenyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol monopropyl ether, propylene glycol monomethyl ether, Monoalcohols having a carbonyl group such as methyl lactate, ethyl lactate, diacetone alcohol, etc. may be mentioned. These can be used alone or in combination of two or more.

[0226] The monoalcohol is preferably a compound having an ether group or a carbonyl group. The terminal of the main chain of the dispersant can have an ether group or a carbonyl group, and the redissolubility of the PGMAc of the dispersant is improved. Among these, 3-methoxybutanol, propylene glycol monomethyl ether, and diacetone alcohol are preferred.

[0227] The main chain, which is an aromatic carboxylic acid ester moiety, may have a blocking site reacted with water in addition to the blocking site derived from the monoalcohol.

[0228] Regarding the synthesis of the sealing part, the amount of monoalcohol used relative to the acid anhydride group is preferably 1 to 30 molar equivalents, more preferably 1.5 to 20 molar equivalents, per 1 equivalent of the acid anhydride group remaining in the main chain. When it is 1 molar equivalent or more, no acid anhydride group remains and the storage stability is good. When it is 30 molar equivalents or less, the transesterification reaction due to the ester bond between the monoalcohol and the dispersant hardly occurs, and the decrease in molecular weight hardly occurs.

[0229] [Side chain which is a vinyl polymer part] The side chain of the resin type dispersant is obtained by polymerizing a vinyl polymerizable photopolymerizable monomer in the presence of a compound having a thiol group. When a compound having two hydroxyl groups and one thiol group in the molecule is used as the compound having a thiol group, the main chain is formed after the side chain is formed. Also, when the main chain after the ester reaction (having a plurality of thiol groups derived from a compound having two hydroxyl groups and one thiol group in the molecule) is used as the compound having a thiol group, the side chain is formed after the main chain is formed.

[0230] Preferred examples of the resin type dispersant having a basic functional group include nitrogen atom-containing graft copolymers, nitrogen atom-containing acrylic block copolymers having a functional group containing a tertiary amino group, a quaternary ammonium base, a nitrogen-containing heterocyclic ring, etc. in the side chain, and urethane-based polymer dispersants.

[0231] Also, as disclosed in JP-A-2009-185277, it is also a preferred example to use in combination a resin type dispersant having an aromatic carboxyl group and a vinyl resin having a tertiary amino group (having the function of the resin type dispersant).

[0232] The resin type dispersant is preferably used in an amount of about 3 to 200% by mass based on the total amount of the colorant, and more preferably about 5 to 100% by mass from the viewpoint of film-forming property.

[0233] (Dye derivative) The colorant composition for a color filter of the present invention can contain a dye derivative as necessary. The dye derivative is a compound having an acidic group, a basic group, a neutral group, etc. in an organic dye residue. Examples of the dye derivative include a compound having an acidic substituent such as a sulfo group, a carboxy group, or a phosphoric acid group, and an amine salt thereof, a compound having a basic substituent such as a sulfonamide group or a tertiary amino group at the terminal, and a compound having a neutral substituent such as a phenyl group or a phthalimidoalkyl group. Examples of the organic dye include diketopyrrolopyrrole-based pigments, anthraquinone-based pigments, quinacridone-based pigments, dioxazine-based pigments, perinone-based pigments, perylene-based pigments, thiazine indigo-based pigments, triazine-based pigments, benzimidazolone-based pigments, indole-based pigments such as benzisoindole, isoindoline-based pigments, isoindolinone-based pigments, quinophthalone-based pigments, naphthol-based pigments, fluorene-based pigments, metal complex-based pigments, azo-based pigments such as azo, disazo, and polyazo.

[0234] Specifically, diketopyrrolopyrrole-based pigment derivatives are described in JP-A-2001-220520, WO2009 / 081930 pamphlet, WO2011 / 052617 pamphlet, WO2012 / 102399 pamphlet, JP-A-2017-156397; phthalocyanine-based pigment derivatives are described in JP-A-2007-226161, WO2016 / 163351 pamphlet, JP-A-2017-165820, Patent No. 5753266; anthraquinone-based pigment derivatives are described in JP-A-63-264674, JP-A-09-272812, JP-A-10-245501, JP-A-10-265697, JP-A-2007-079094, WO2009 / 025325 pamphlet; quinacridone-based pigment derivatives are described in JP-A-48-54128, JP-A-03-9961, JP-A-2000-273383; dioxazine-based pigment derivatives are described in JP-A-2011-162662; thiazine indigo-based pigment derivatives are described in JP-A-2007-314785; triazine-based pigment derivatives are described in JP-A-61-246261, JP-A-11-199796, JP-A-2003-165922, JP-A-2003-168208, JP-A-2004-217842, JP-A-2007-314681; benzisoindole-based pigment derivatives are described in JP-A-2009-57478; quinophthalone-based pigment derivatives are described in JP-A-2003-167112, JP-A-2006-291194, JP-A-2008-31281, JP-A-2012-226110; naphthol-based pigment derivatives are described in JP-A-2012-208329, JP-A-2014-5439; azo-based pigment derivatives are described in JP-A-2001-172520, JP-A-2012-172092; acidic substituents are described in JP-A-2004-307854; basic substituents are described in JP-A-2002-201377, JP-A-2003-171594, JP-A-2005-181383, JP-A-2005-213404. In these documents, the pigment derivatives may be described as derivatives, pigment derivatives, dispersants, pigment dispersants or simply compounds, etc. However, a compound having a substituent such as an acidic group, a basic group or a neutral group in the above-mentioned organic pigment residue is synonymous with a pigment derivative.

[0235] These dye derivatives can be used alone or in admixture of two or more.

[0236] Preferably, 1 to 100 parts by mass, more preferably 3 to 70 parts by mass, and still more preferably 5 to 50 parts by mass of the dye derivative are added to 100 parts by mass of the pigment.

[0237] (Surfactant) Examples of the surfactant include anionic surfactants such as sodium lauryl sulfate, polyoxyethylene alkyl ether sulfate, sodium dodecylbenzenesulfonate, alkali salts of styrene-acrylic acid copolymers, sodium stearate, sodium alkylnaphthalenesulfonate, sodium alkyldiphenyl ether disulfonate, lauryl sulfate monoethanolamine, lauryl sulfate triethanolamine, ammonium lauryl sulfate, stearic acid monoethanolamine, monoethanolamine of styrene-acrylic acid copolymers, and polyoxyethylene alkyl ether phosphate ester; nonionic surfactants such as polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, polyoxyethylene nonylphenyl ether, polyoxyethylene alkyl ether phosphate ester, polyoxyethylene sorbitan monostearate, and polyethylene glycol monolaurate; cationic surfactants such as alkyl quaternary ammonium salts and their ethylene oxide adducts; and amphoteric surfactants such as alkyl betaines such as alkyl dimethylaminoacetic acid betaine and alkyl imidazolines. These can be used alone or in admixture of two or more, but are not necessarily limited thereto.

[0238] When adding a surfactant, preferably 0.1 to 55 parts by mass, more preferably 0.1 to 45 parts by mass, based on 100 parts by mass of the colorant. When the content of the surfactant is less than 0.1 part by mass, it is difficult to obtain the added effect, and when the content is more than 55 parts by mass, the dispersion may be affected by the excessive dispersant.

[0239] <Removal of Coarse Particles> The colorant composition for color filters of the present invention preferably removes coarse particles of 5 μm or more, preferably coarse particles of 1 μm or more, more preferably coarse particles of 0.5 μm or more, and mixed dust by means such as centrifugation at a gravitational acceleration of 3000 to 25000 G, filtration by a sintered filter or a membrane filter, etc. Thus, it is preferable that the colorant composition substantially does not contain particles of 0.5 μm or more. More preferably, it is 0.3 μm or less.

[0240] <Water Content> The colorant composition for color filters of the present invention preferably has a water content of 2% by mass or less in the colorant composition for color filters.

[0241] When the colorant composition for color filters has a water content within the above range, it is excellent in dispersion stability and sensitivity even after storage over time.

[0242] The water content in the colorant composition for color filters is preferably 1.8% by mass or less, more preferably 1.6% by mass or less. If the water content is sufficiently small within this range, problems with dispersion stability and sensitivity are less likely to occur even after storage over time.

[0243] The method for controlling the water content is not particularly limited, and known methods can be used. For example, a method of producing a photosensitive colorant composition while blowing a dry inert gas, a method of adding molecular sieves for dehydration after production, etc. can be mentioned. Among them, a method of producing while blowing a dry inert gas is preferable.

[0244] The water content can be measured by a known method such as the Karl Fischer method.

[0245] <Toluene Content> The colorant composition for a color filter of the present invention may contain toluene, and when it contains toluene, the content of toluene is preferably 0.1 to 10 mass ppm. The upper limit of the toluene content is preferably 9 mass ppm or less, more preferably 8 mass ppm or less, and still more preferably 7 mass ppm or less. The lower limit is preferably 0.2 mass ppm or more, more preferably 0.3 mass ppm or more, and still more preferably 0.4 mass ppm or more.

[0246] <Film> The colorant composition for a color filter of the present invention can be used after being applied to form a film. The film may be used in a state laminated on a substrate, or the film may be peeled off from the substrate. Further, the film may be either a flat film or a film having a pattern formed thereon, but a film having a pattern formed thereon is preferred.

[0247] (Method for manufacturing the film) The method for manufacturing the film is not particularly limited, and known methods can be used. For example, it can be manufactured through a step of applying the colorant composition for a color filter of the present invention onto a substrate.

[0248] Examples of the substrate include a substrate made of a material such as glass, resin, or silicon. An organic light-emitting layer may be formed on these substrates. Further, an imaging element such as a CCD or CMOS may be formed on the substrate. Further, a primer layer may be provided on the substrate as necessary for improving adhesion to an upper layer, preventing diffusion of substances, and planarizing the substrate surface.

[0249] Known coating methods can be used. For example, the dropping method, slit coating method, spray method, roll coating method, spin coating method, casting coating method, inkjet method, flexographic printing, screen printing, gravure printing, offset printing, etc. can be mentioned.

[0250] The thickness of the film can be appropriately adjusted according to the purpose. The thickness of the film is preferably 0.05 to 20.0 μm, and more preferably 0.3 to 10.0 μm.

[0251] Next, a pattern is formed. Examples of a method for forming a pattern include a photolithography method and a dry etching method. When the film is used as a flat film, the step of forming a pattern is not necessary, and the film is dried as necessary after coating.

[0252] The method for forming the pattern will now be described in detail.

[0253] [When forming a pattern using photolithography] When forming a pattern by photolithography, a layer formed by applying the coloring composition for color filters of the present invention onto a substrate is dried (pre-baked) as necessary, and then exposed to light in a pattern through a mask (exposure process). The unexposed portions are removed by alkaline development (development process). The pattern is then heat-treated (post-baking process) as necessary.

[0254] [Exposure process] In the exposure step, the layer formed by coating is exposed to a specific pattern through a mask using an exposure device such as a stepper. This allows the exposed portion to be cured. Examples of active energy rays used for exposure include ultraviolet rays such as g-rays (wavelength 436 nm), h-rays (wavelength 405 nm), and i-rays (wavelength 365 nm). Light with a wavelength of 300 nm or less can also be used. Examples of light with a wavelength of 300 nm or less include KrF rays (wavelength 248 nm) and ArF (wavelength 193 nm). In addition, the exposure may be performed by continuous irradiation with light, or by repeating irradiation and pause of light in a short cycle (for example, on the order of milliseconds or less) (pulse exposure).

[0255] [Development process] Next, an alkali development process is carried out, whereby the unexposed portions of the layer are dissolved in an aqueous alkali solution, leaving only the hardened portions to obtain a patterned film. Alkaline developers include, for example, alkaline compounds such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium silicate, sodium metasilicate, aqueous ammonia, ethylamine, diethylamine, dimethylethanolamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, choline, pyrrole, piperidine, 1,8-diazabicyclo-[5.4.0]-7-undecene, etc. The concentration of the alkaline developer is preferably 0.001 to 10% by mass, more preferably 0.01 to 1% by mass. The pH of the alkaline developer is preferably 11 to 13, more preferably 11.5 to 12.5. When used at an appropriate pH, roughness and peeling of the pattern are suppressed, and the residual film rate after development is improved. Examples of the development method include the dip method, spray method, paddle method, etc. The development temperature is preferably 15 to 40°C. After alkaline development, it is preferably washed with pure water.

[0256] [Post-baking process] After development, heat treatment (post-baking) can be performed if necessary. The post-baking improves the resistance of the film. The temperature is preferably 80 to 300°C. Also, the time is preferably about 2 minutes to 1 hour. When a material with low heat resistance is used for the substrate or when an organic electroluminescence element is used as the light source, etc., the temperature is preferably 150°C or lower, more preferably 130°C or lower.

[0257] [When forming a pattern by dry etching method] When forming a pattern by the dry etching method, for example, a layer formed by coating the color filter coloring composition of the present invention on a substrate is heated and cured. Next, after forming a patterned photoresist layer on the cured film, dry etching is performed on the cured film using an etching gas with the patterned photoresist layer as a mask. Regarding the pattern formation by the dry etching method, the method described in JP-A-2013-064993 can be referred to.

[0258] [Color filter] Next, the color filter of the present invention will be described. The color filter of the present invention comprises filter segments formed using the colorant composition for color filters of the present invention. Examples of the color filter include those comprising a red filter segment, a green filter segment, and a blue filter segment, or those comprising a magenta filter segment, a cyan filter segment, and a yellow filter segment. It is preferable that at least one of the red filter segment, the blue filter segment, the magenta filter segment, and the cyan filter segment of the color filter of the present invention is formed from the colorant composition for color filters of the present invention. In particular, it is preferable that the red filter segment, the blue filter segment, or the magenta filter segment is formed from the colorant composition for color filters of the present invention.

[0259] <Method for manufacturing a color filter> For the color filter, it is preferable to first form a black matrix on a substrate and then form filter segments. Note that a thin film transistor (TFT) can be formed on the substrate in advance and then the black matrix can be formed. The substrate is as described in the section of <film>. Examples of the black matrix include inorganic films such as chromium, a multilayer film of chromium / chromium oxide, titanium nitride, and a resin film in which a light-shielding agent is dispersed.

[0260] The color filter of the present invention is bonded to a counter substrate using a sealing agent, liquid crystal is injected from an injection port provided in the sealing portion, the injection port is then sealed, and if necessary, a polarizing film or a retardation film is bonded to the outside of the substrate, whereby a color liquid crystal display device is manufactured. This color liquid crystal display device can be used in a liquid crystal display mode for colorization using a color filter such as twisted nematic (TN), super twisted nematic (STN), in-plane switching (IPS), vertical alignment (VA), optically compensated bend (OCB), etc.

[0261] The color filter of the present invention can be used in applications such as solid-state imaging devices, organic EL display devices, quantum dot display devices, electronic paper, and head-mounted displays, in addition to liquid crystal display devices.

[0262] <Solid-state imaging device> The solid-state imaging device of the present invention includes the color filter of the present invention. The form used in the solid-state imaging device is not particularly limited. For example, on a substrate, it has a plurality of photodiodes and transfer electrodes made of polysilicon or the like that constitute the light-receiving area of the solid-state imaging device (CCD image sensor, CMOS image sensor, etc.), and has a light-shielding film with only the light-receiving part of the photodiode opened on the photodiode and the transfer electrode, and has a device protection film made of silicon nitride or the like formed so as to cover the entire surface of the light-shielding film and the light-receiving part of the photodiode on the light-shielding film, and has a filter on the device protection film. Further, a configuration having a condensing means (for example, a microlens or the like. The same applies hereinafter) on the device protection film and under the filter (on the side closer to the substrate), or a configuration having a condensing means on the filter may be used. Also, the filter may have a structure in which a cured film forming each colored pixel is embedded in a space partitioned, for example, in a lattice shape by a partition wall. In this case, the partition wall preferably has a low refractive index with respect to each colored pixel.

[0263] An imaging device equipped with the solid-state imaging device of the present invention can be used in various applications such as digital cameras, electronic devices having an imaging function (smartphones, tablet terminals, etc.), in-vehicle cameras, surveillance cameras, and optical sensors.

[0264] <Image display device> The image display device of the present invention includes the color filter of the present invention and a light source. Examples of the light source include cold cathode tubes (CCFL) and white LEDs. FIG. 1 is a schematic cross-sectional view of an image display device 10 equipped with the color filter of the present invention. The device 10 shown in FIG. 1 includes a pair of transparent substrates 11 and 21 arranged to face each other with a gap therebetween, and liquid crystal LC is encapsulated therebetween.

[0265] The liquid crystal LC is aligned according to driving modes such as TN (Twisted Nematic), STN (Super Twisted Nematic), IPS (In-Plane Switching), VA (Vertical Alignment), and OCB (Optically Compensated Birefringence). On the inner surface of the first transparent substrate 11, a TFT (Thin Film Transistor) array 12 is formed, and on it, a transparent electrode layer 13 made of, for example, ITO is formed. An alignment layer 14 is provided on the transparent electrode layer 13. Also, a polarizing plate 15 is formed on the outer surface of the transparent substrate 11.

[0266] On the other hand, on the inner surface of the second transparent substrate 21, the color filter 22 of the present invention is formed. The red, green, and blue filter segments constituting the color filter 22 are separated by a black matrix (not shown).

[0267] Covering the color filter 22, a transparent protective film (not shown) is formed as needed, and further on it, a transparent electrode layer 23 made of, for example, ITO is formed, and an alignment layer 24 is provided covering the transparent electrode layer 23.

[0268] Also, a polarizing plate 25 is formed on the outer surface of the transparent substrate 21. Note that a backlight unit 30 is provided below the polarizing plate 15.

[0269] As white LED light sources, there are those in which a fluorescent filter is formed on the surface of a blue LED, and those in which a phosphor is contained in the resin package of a blue LED. They have a wavelength (λ3) at which the emission intensity is maximized within the range of 430 nm to 485 nm, a wavelength (λ4) at which the emission intensity is maximized within the range of 530 nm to 580 nm, and a wavelength (λ5) at which the emission intensity is maximized within the range of 600 nm to 650 nm. Also, the ratio (I4 / I3) of the emission intensity I3 at wavelength λ3 to the emission intensity I4 at wavelength λ4 is 0.2 or more and 0.4 or less, and the ratio (I5 / I3) of the emission intensity I3 at wavelength λ3 to the emission intensity I5 at wavelength λ5 is 0.1 or more and 1.3 or less. A white LED light source (LED1) having such spectral characteristics, or a white LED light source having a wavelength (λ1) at which the emission intensity is maximum within the range of 430 nm to 485 nm, a peak wavelength (λ2) of the second emission intensity within the range of 530 nm to 580 nm, and the ratio (I2 / I1) of the emission intensity I1 at wavelength λ1 to the emission intensity I2 at wavelength λ2 is 0.2 or more and 0.7 or less is preferable.

[0270] Specific examples of LED1 include NSSW306D-HG-V1 (manufactured by Nichia Chemical Industries, Ltd.), NSSW304D-HG-V1 (manufactured by Nichia Chemical Industries, Ltd.), and the like.

[0271] Specific examples of LED2 include NSSW440 (manufactured by Nichia Chemical Industries, Ltd.), NSSW304D (manufactured by Nichia Chemical Industries, Ltd.), and the like.

Examples

[0272] Hereinafter, the present invention will be described based on examples, but the present invention is not limited thereto. In the examples, "parts" and "%" represent "parts by mass" and "mass%", respectively. Also, "PGMAC" means propylene glycol monomethyl ether acetate.

[0273] Prior to the examples, each measurement method will be described.

[0274] The weight-average molecular weight (Mw), number-average molecular weight (Mn), acid value (mgKOH / g), and amine value (mgKOH / g) of the resin are as follows.

[0275] (Average molecular weight of acidic resin type dispersant and binder resin) (Mn) and weight-average molecular weight (Mw) of the acidic resin type dispersant and the binder resin were measured by gel permeation chromatography (GPC) equipped with an RI detector. As the apparatus, HLC-8220GPC (manufactured by Tosoh Corporation) was used. Two separation columns were connected in series, and for both packing materials, "TSK-GEL SUPER HZM-N" was connected in pairs and used. The oven temperature was 40 °C, a THF solution was used as the eluent, and the measurement was carried out at a flow rate of 0.35 ml / min. The sample was dissolved in a solvent consisting of 1 wt% of the above eluent and 20 microliters were injected. All molecular weights are in terms of polystyrene conversion values.

[0276] (Average molecular weight of A’B block copolymer and basic resin type dispersant) The number-average molecular weight (Mn) and weight-average molecular weight (Mw) of the A’B block copolymer and the basic resin type dispersant are the number-average molecular weight (Mn) and weight-average molecular weight (Mw) in terms of polystyrene conversion measured using HLC-8320GPC (manufactured by Tosoh Corporation) as the apparatus, SUPER-AW3000 as the column, and a solution of 30 mM triethylamine and 10 mM LiBr in N,N-dimethylformamide as the eluent.

[0277] (Acid value of acidic resin type dispersant and binder resin) To 0.5 - 1 g of the acidic resin type dispersant and binder resin solution, 80 ml of acetone and 10 ml of water were added and stirred until uniformly dissolved. Using a 0.1 mol / L aqueous KOH solution as the titrant and an automatic titrator ("COM-555" manufactured by Hiranuma Sangyo Co., Ltd.), the acid value (mgKOH / g) was measured. Then, from the acid value of the resin solution and the solid content concentration of the resin solution, the acid value per solid content of the resin was calculated.

[0278] (Amine value of basic resin type dispersant) The amine value of the basic resin type dispersant is the value obtained by converting the measured total amine value (mgKOH / g) into solid content in accordance with the method of ASTM D 2074.

[0279] (Quaternary ammonium salt value of the A’B block copolymer) The quaternary ammonium salt value of the A’B block copolymer was determined by titrating with 0.1N silver nitrate aqueous solution using 5% potassium chromate aqueous solution as an indicator, and then converted into the equivalent of potassium hydroxide. The quaternary ammonium salt value of the A’B block copolymer indicates the quaternary ammonium salt value of the non-volatile content.

[0280] (Production of the resin type dispersant) (Production of the basic resin type dispersant 1) A reaction apparatus equipped with a gas inlet tube, a condenser, a stirring blade, and a thermometer was charged with 50 parts of methyl methacrylate, 20 parts of n-butyl methacrylate, and 13.2 parts of tetramethylethylenediamine as a catalyst. It was stirred at 50 °C for 1 hour while flowing nitrogen, and the system was purged with nitrogen. Next, 9.3 parts of ethyl bromoisobutyrate as an initiator, 5.6 parts of cuprous chloride as a catalyst, and 133 parts of propylene glycol monomethyl ether acetate (hereinafter also referred to as PGMAc) were charged. The temperature was raised to 110 °C under a nitrogen stream to initiate polymerization. After 4 hours of polymerization, the polymerization solution was sampled for solid content measurement, and it was confirmed that the polymerization conversion rate was 98% or more in terms of non-volatile content. Next, 61 parts of PGMAc, 20 parts of dimethylaminoethyl methacrylate, and 10 parts of methacryloyloxyethylbenzyldimethylammonium chloride were added to this reaction apparatus, and it was stirred while maintaining the temperature at 110 °C in a nitrogen atmosphere to continue the reaction. Two hours after the addition, the polymerization solution was sampled for solid content measurement, and it was confirmed that the polymerization conversion rate was 98% or more in terms of non-volatile content. The reaction solution was cooled to room temperature to stop the polymerization. As a result of GPC measurement, the weight average molecular weight of the polymer was 12,000, the molecular weight distribution Mw / Mn was 1.3, and the reaction conversion rate was 98.5%. Also, the amine value per solid content was 71.8 mgKOH / g. After cooling the above reaction product to room temperature, 2 g was sampled and dried by heating at 180 °C for 20 minutes to measure the non-volatile content, and PGMAc was added so that the non-volatile content became 50 mass% to obtain basic resin type dispersant 1.

[0281] (Production of Acidic Resin Type Dispersant 1) A reaction vessel equipped with a gas inlet tube, a temperature sensor, a condenser, and a stirrer was charged with 10 parts of methacrylic acid, 90 parts of methyl methacrylate, 50 parts of ethyl acrylate, 50 parts of tert-butyl acrylate, and 50 parts of propylene glycol monomethyl ether acetate, and purged with nitrogen gas. The inside of the reaction vessel was heated and stirred at 50 °C, and 12 parts of 3-mercapto-1,2-propanediol were added. The temperature was raised to 90 °C, and a solution prepared by adding 0.1 part of 2,2'-azobisisobutyronitrile to 90 parts of propylene glycol monomethyl ether acetate was added while reacting for 7 hours. It was confirmed by solid content measurement that 95% had reacted. 19 parts of pyromellitic dianhydride, 50 parts of propylene glycol monomethyl ether acetate, and 0.4 part of 1,8-diazabicyclo-[5.4.0]-7-undecene as a catalyst were added, and the reaction was carried out at 100 °C for 7 hours. It was confirmed by acid value measurement that 98% or more of the acid anhydride was half-esterified, and the reaction was terminated. Propylene glycol monomethyl ether acetate was added for dilution so that the solid content became 50% by solid content measurement, and an acidic resin type dispersant 1 with an acid value of 70.1 mgKOH / g and a weight average molecular weight of 8,500 was obtained.

[0282] <Production of Binder Resin> (Binder Resin 1) 100 parts of PGMAC was charged into a separable four-necked flask equipped with a thermometer, a condenser, a nitrogen gas inlet tube, a dropping tube, and a stirrer. The temperature was raised to 80 °C, and after replacing the inside of the flask with nitrogen, a mixture of 30 parts of dicyclopentanyl methacrylate, 10 parts of styrene, 31.2 parts of glycidyl methacrylate, and 2.0 parts of 2,2'-azobisisobutyronitrile was added dropwise from the dropping tube over 2 hours. After the dropwise addition, the reaction was further carried out at 100 °C for 3 hours, then a solution prepared by dissolving 1.0 part of azobisisobutyronitrile in 5.0 parts of PGMAC was added, and the reaction was continued at 100 °C for 1 hour. Next, the inside of the container was replaced with air, 9.3 parts of acrylic acid (100% of the glycidyl group), 0.5 part of tris(dimethylamino)phenol, and 0.1 part of hydroquinone were added to the above container, and the reaction was continued at 120 °C for 6 hours. The reaction was terminated when the solid content acid value reached 0.5, and a solution of the acrylic resin was obtained. Further, 19.5 parts of tetrahydrophthalic anhydride (100% of the generated hydroxyl group) and 0.5 part of triethylamine were added and reacted at 120 °C for 3.5 hours to obtain a solution of the acrylic resin. After cooling to room temperature, about 2 g of the resin solution was sampled and heated and dried at 180 °C for 20 minutes to measure the non-volatile content. Propylene glycol monomethyl ether acetate was added to the previously synthesized resin solution so that the non-volatile content became 50% by mass to prepare Binder Resin 1. The resin had an acid value of 77 mgKOH / g and a weight average molecular weight (Mw) of 19,000.

[0283] <Production Example of Colorant> <Production Method of A’B Block Copolymer> (A’B Block Copolymer (A’B-1)) Into a reactor equipped with a gas introduction tube, a condenser, a stirring blade, and a thermometer, 5.0 parts of methacrylic acid, 36.0 parts of t-butyl methacrylate, 24.0 parts of 3-(methacryloyloxymethyl) 3-ethyloxetane, and 1.6 parts of tetramethylethylenediamine were charged, and the mixture was stirred at 50 °C for 1 hour while flowing nitrogen to replace the system with nitrogen. Next, 2.1 parts of ethyl bromoisobutyrate, 1.9 parts of cuprous chloride, and 62.3 parts of propylene glycol monomethyl ether were charged, and the temperature was raised to 100 °C under a nitrogen stream to initiate the polymerization of the first block. After 4 hours of polymerization, the polymerization solution was sampled for solid content measurement, and it was confirmed that the polymerization conversion rate was 98% or more in terms of non-volatile content. Next, 8.1 parts of propylene glycol monomethyl ether and 35.0 parts of dimethylaminoethyl methyl methacrylate chloride salt were added to this reactor, and the mixture was stirred while maintaining the temperature at 100 °C in a nitrogen atmosphere to continue the reaction. Two hours after the addition of dimethylaminoethyl methyl methacrylate chloride salt, the polymerization solution was sampled for solid content measurement, and it was confirmed that the polymerization conversion rate of the second block was 98% or more in terms of non-volatile content, and the reaction solution was cooled to room temperature to stop the polymerization. As a result of GPC measurement, the Mw of the polymer was 7300 and Mw / Mn = 1.3, and the reaction conversion rate was 98.5%. In this way, a block resin having a quaternary ammonium salt value of 33 mgKOH / g per solid content was obtained. After cooling to room temperature, about 2 g of the resin solution was sampled, heated and dried at 180 °C for 20 minutes to measure the non-volatile content, and propylene glycol monomethyl ether was added so that the non-volatile content became 40% by weight to obtain an A’B block copolymer (A’B-1).

[0284] (A’B block copolymer (A’B-2) to (A’B-5)) Hereinafter, A’B block copolymers (A’B-2) to (A’B-5) were obtained in the same manner as the A’B block copolymer (A’B-1), except that the composition of the monomers was changed to that shown in Table 1.

[0285]

Table 1

[0286] The monomers in Table 1 were as follows. MMA: Methyl methacrylate n-BMA: n-Butyl methacrylate 2-EHMA: 2-Ethylhexyl methacrylate BzMA: Benzyl methacrylate DMCMA: Dimethylaminoethyl methyl chloride salt of methacrylic acid HEMA: 2-Hydroxyethyl methacrylate MAA: Methacrylic acid OXMA: 3-(Methacryloyloxymethyl) 3-ethyloxetane t-BMA: Tertiary butyl methacrylate MOI-DEM: Karenz MOI-DEM (reaction product of methacryloyloxyethyl isocyanate and diethyl malonate, manufactured by Resonac Co., Ltd.)

[0287] (A’B block copolymer (A’B-6)) Into a reactor equipped with a gas inlet tube, a condenser, a stirring blade, and a thermometer, 5.0 parts of methyl methacrylate, 36.0 parts of n-butyl methacrylate, 11.0 parts of 2-hydroxyethyl methacrylate, and 1.6 parts of tetramethylethylenediamine were charged. While flowing nitrogen, the mixture was stirred at 50 °C for 1 hour, and the system was purged with nitrogen. Next, 2.1 parts of ethyl bromoisobutyrate, 1.9 parts of cuprous chloride, and 62.3 parts of propylene glycol monomethyl ether were charged. Under a nitrogen stream, the temperature was raised to 100 °C to initiate the polymerization of the first block (first step). After 4 hours of polymerization, the polymerization solution was sampled for solid content measurement, and it was confirmed that the polymerization conversion rate was 98% or more in terms of non-volatile content. Next, 8.1 parts of propylene glycol monomethyl ether and 35.0 parts of dimethylaminoethyl methacrylate methyl chloride salt were added to this reactor, and the reaction was continued while maintaining the temperature at 100 °C under a nitrogen atmosphere (second step). Two hours after the addition of dimethylaminoethyl methacrylate methyl chloride salt, the polymerization solution was sampled for solid content measurement, and it was confirmed that the polymerization conversion rate of the second block was 98% or more in terms of non-volatile content. Next, 13.0 parts of 2-methacryloyloxyethyl isocyanate (MOI) and 0.1 part of hydroquinone were charged into this reactor, and the mixture was stirred at 80 °C while maintaining a nitrogen atmosphere, and the reaction was carried out until the disappearance of the peak at 2270 cm-1 based on the isocyanate group was confirmed by IR (third step). As a result of GPC measurement after the peak disappearance, the Mw of the polymer was 9200 and Mw / Mn = 1.3, and the reaction conversion rate was 98.5%. In this way, a block resin having a quaternary ammonium salt value of 33 mgKOH / g per solid content was obtained. After cooling to room temperature, about 2 g of the resin solution was sampled and dried by heating at 180 °C for 20 minutes to measure the non-volatile content. Propylene glycol monomethyl ether was added so that the non-volatile content became 40% by weight to obtain an A’B block copolymer (A’B-6).

[0288] <Production of resin having a cationic group in the side chain> (Resin (R-1) having a cationic group in the side chain) 75.1 parts of isopropyl alcohol was charged into a four-neck separable flask equipped with a thermometer, a stirrer, a distillation tube, and a cooler, and the temperature was raised to 75 °C under a nitrogen stream. Separately, 35.0 parts of dimethylaminoethyl methyl chloride salt of methacrylic acid, 5.0 parts of methacrylic acid, 31.0 parts of t-butyl methacrylate, 24 parts of 3-(methacryloyloxymethyl)3-ethyloxetane, 5.0 parts of 2-hydroxyethyl methacrylate, and 7.0 parts of 2,2'-azobis(2,4-dimethylvaleronitrile) dissolved in 23.4 parts of methyl ethyl ketone separately were made uniform and then charged into a dropping funnel, attached to the four-neck separable flask, and dropped over 2 hours. Two hours after the completion of dropping, it was confirmed that the polymerization yield was 98% or more based on the solid content and the weight average molecular weight (Mw) was 7300, and it was cooled to 50 °C. Thereafter, 14.3 parts of methanol was added to obtain a resin (R-1) having a cationic group in the side chain with a resin component of 40% by weight. The ammonium salt value of the obtained resin was 32 mgKOH / g.

[0289] <Production of salt-forming compound> (Production of salt-forming compound A-1) 50 parts of A’B block copolymer (A’B-1) was added to 2000 parts of water, and after sufficient stirring and mixing, it was heated to 50 °C. On the other hand, an aqueous solution prepared by dissolving 17.9 parts of C.I. Acid Red 52 and 2.6 parts of C.I. Acid Blue 90 in 100 parts of water was prepared and dropped little by little into the above resin solution. After dropping, it was stirred at 60 °C for 120 minutes to sufficiently carry out the reaction. As the confirmation of the end point of the reaction, the reaction solution was dropped onto a filter paper, and when the bleeding disappeared, it was judged that a salt-forming compound was obtained. After allowing it to cool to room temperature while stirring, suction filtration was carried out, and after washing with water, the salt-forming compound remaining on the filter paper was dried by removing moisture with a dryer to obtain a salt-forming compound (A-1) of C.I. Acid Red 52, C.I. Acid Blue 90 and A’B block copolymer (A’B-1). At this time, the contents of the effective dye components derived from C.I. Acid Red 52 and C.I. Acid Blue 90 in the salt-forming compound (A-1) were 47.1% by mass and 3.4% by mass, respectively.

[0290] (Production of Salt-Forming Compounds A-2 to A-43) Hereinafter, except for changing the content of the A’B block copolymer, xanthene-based anionic dye (Y - ), and anionic dye (Z - ) as shown in Table 2, salt-forming compounds (A-2) to (A-43) were prepared in the same manner as salt-forming compound A-1.

[0291]

Table 2

[0292] The compounds in Table 2 are as follows. AR52: Acid Red 52 AR289: Acid Red 289 AR463: Acid Red 463 AB90: Acid Blue 90 (triarylmethane-based anionic dye) DB14: Direct Blue 14 (disazo-based anionic dye) AV43: Acid Violet 43 (anthraquinone-based anionic dye) AG5: Acid Green 5 (triarylmethane-based anionic dye) DB199: Direct Blue 199 (Cu-containing phthalocyanine-based anionic dye)

[0293] (Production of Salt-Forming Compound B-1) 50 parts of the A’B block copolymer (A’B-1) were added to 2,000 parts of water, and after thorough stirring and mixing, the mixture was heated to 50°C. On the other hand, an aqueous solution was prepared by dissolving 19.6 parts of C.I. Acid Red 52 in 100 parts of water and was gradually added dropwise to the resin solution prepared above. After the addition, the mixture was stirred at 60°C for 120 minutes to allow sufficient reaction. As a confirmation of the end point of the reaction, the reaction solution was dropped onto filter paper, and when there was no bleeding, it was judged that the end point was reached and a salt-forming compound was obtained. After allowing the mixture to cool to room temperature while stirring, suction filtration was carried out, and after washing with water, the salt-forming compound remaining on the filter paper was dried in a dryer to remove moisture, thereby obtaining a salt-forming compound (B-1) of C.I. Acid Red 52 and the A’B block copolymer (A’B-1). At this time, the content of the effective dye component derived from C.I. Acid Red 52 in the salt-forming compound (B-1) was 49.5% by mass.

[0294] (Production of salt-forming compounds B-2 to 9) Hereinafter, except that the A’B block copolymer (A’B-1) and C.I. Acid Red 52 were changed to the contents shown in Table 3, salt-forming compounds B-2 to 9 were prepared in the same manner as the salt-forming compound B-1.

[0295]

Table 3

[0296] (Production of red coloring composition) (Production of micronized diketopyrrolopyrrole-based red pigment RED-1) 100 parts of a diketopyrrolopyrrole-based red pigment C.I. Pigment Red 254 (“Irgalin Red D3656 HD” manufactured by BASF), 1,000 parts of sodium chloride, and 120 parts of diethylene glycol were charged into a 1-gallon stainless steel kneader (manufactured by Inoue Seisakusho) and kneaded at 60°C for 10 hours. Next, the kneaded mixture was put into warm water, stirred for 1 hour while heating to about 80°C to form a slurry, filtered and washed with water to remove sodium chloride and diethylene glycol, and then dried at 80°C for one day and night and pulverized to obtain 93.8 parts of a micronized diketopyrrolopyrrole-based red pigment (RED-1).

[0297] (Production of Red Coloring Composition PB-1) After stirring and mixing the following raw materials to make them uniform, they were dispersed using zirconia beads with a diameter of 0.5 mm in an Eiger mill (Mini Model M-250 MKII manufactured by Eiger Japan Co., Ltd.) for 3 hours, and then filtered through a filter with a pore size of 1.0 μm to prepare a red coloring composition (PR-1). Fine Diketopyrrolopyrrole-based Red Pigment (RED-1): 13.5 parts by mass Dye Derivative (Chemical Formula 6): 1.5 parts by mass Basic Resin Type Dispersant 1: 3.0 parts by mass Acidic Resin Type Dispersant 1: 7.0 parts by mass Propylene Glycol Monomethyl Ether: 75.0 parts by mass

[0298] Formula (6)

Chemical Formula

[0299] (Production of Blue Coloring Composition) (Production of Fine Phthalocyanine-based Blue Pigment BLUE-1) 90 parts of phthalocyanine-based blue pigment C.I. Pigment Blue 15:6 (Leonol Blue ES manufactured by Toyo Color Co., Ltd.) and 10 parts of the dye derivative represented by Chemical Formula (7) were added, and 800 parts of ground salt and 100 parts of diethylene glycol were charged into a 1-gallon stainless steel kneader (manufactured by Inoue Seisakusho Co., Ltd.) and kneaded at 70°C for 12 hours. This mixture was poured into 3000 parts of warm water, stirred with a high-speed mixer for about 1 hour while heating to about 70°C to form a slurry, and after repeated filtration and washing to remove salt and solvent, it was dried at 80°C for 24 hours to obtain 98 parts of fine phthalocyanine-based blue pigment (BLUE-1).

[0300] Formula (7)

Chemical Formula

[0301] (Production of Cyan Coloring Composition PB-1) After stirring and mixing the following raw materials to make them uniform, they were dispersed using zirconia beads with a diameter of 0.5 mm in an Eiger mill (Mini Model M-250 MKII manufactured by Eiger Japan) for 3 hours, and then filtered through a filter with a pore size of 1.0 μm to produce a cyan coloring composition (PB-1). Fine Phthalocyanine-based Cyan Pigment (BLUE-1): 13.5 parts by mass Dye Derivative (Chemical Formula 8): 1.5 parts by mass Acidic Resin Type Dispersant 1: 10.0 parts by mass Propylene Glycol Monomethyl Ether: 75.0 parts by mass

[0302] Formula (8) [Chemical Structure Diagram]

[0303] (Production of Coloring Composition) (Example 1) (Production of Coloring Composition C-1) 18.0 parts of salt-forming compound (A-1), 4.0 parts of binder resin 1, and 78.0 parts of PGMAC were stirred and mixed at 60 °C for 30 minutes to produce a coloring composition (C-1).

[0304] (Examples 2 to 42, Comparative Examples 1 to 2) (Production of Coloring Compositions C-2 to 44) Coloring compositions (C-2 to 44) were obtained in the same manner as the production of coloring composition (C-1), except that the type and blending amount of the salt-forming compound were changed to those described in Table 4. (Comparative Example 3) (Production of Coloring Composition C-45) 17.2 parts of salt-forming compound (B-3), 0.8 part of C.I. Acid Blue 90, 4.0 parts of binder resin 1, and 78.0 parts of PGMAC were stirred and mixed at 60 °C for 30 minutes to produce a coloring composition (C-45).

[0305] (Evaluation of Coloring Composition) For the obtained coloring compositions (C-1 to 45), tests regarding CR, heat resistance, and storage stability were conducted by the following methods. The results are shown in Table 4. Note that ⊙ represents a very good level, ○ represents a good level, △ represents a practical level, and × represents a level not suitable for practical use.

[0306] (CR Evaluation of Coating Film) The obtained coloring composition was applied onto a glass substrate of 100 mm × 100 mm and 1.1 mm thickness using a spin coater, and baked in an oven at 230 °C for 30 minutes. After heat treatment, the film thickness of the coating film was measured using a surface profiler "Dektak8 (manufactured by Veeco)", and three coated substrates were prepared such that the film thickness was around 1.5 μm. The film thickness and contrast ratio of each substrate were measured, and the contrast at a film thickness of 1.5 μm was determined from the three-point data by the linear correlation method. The judgment criteria are as follows. ⊙: CR ≥ 17000 or more 〇: CR = 15000 or more and less than 17000 △: CR = 12000 or more and less than 15000 ×: CR < 12000

[0307] (Heat Resistance Evaluation of Coating Film) The obtained coloring composition was applied onto a glass substrate of 100 mm × 100 mm and 1.1 mm thickness using a spin coater, and baked in an oven at 230 °C for 30 minutes. After heat treatment, the film thickness of the coating film was measured using a surface profiler "Dektak8 (manufactured by Veeco)", and a coated substrate was prepared such that the film thickness was around 2.0 μm. The chromaticity ([L*(1), a*(1), b*(1)]) of the obtained coating film under a C light source was measured using a micro-spectrophotometer ("OSP-SP100" manufactured by Olympus Optical Co., Ltd.). Furthermore, thereafter, as a heat resistance test, it was heated at 230 °C for 1 hour, the chromaticity ([L*(2), a*(2), b*(2)]) under a C light source was measured, and the color difference ΔEab* was determined by the following calculation formula and evaluated according to the following judgment criteria. ΔEab* = √((L*(2) - L*(1)) 2 + (a*(2) - a*(1)) 2 +(b*(2) - b*(1)) 2 ) ◎: ΔEab* is less than 1.0 〇: ΔEab* is 1.0 or more and less than 1.5 △: ΔEab* is 1.5 or more and less than 3.0 ×: ΔEab* is 3.0 or more

[0308] (Evaluation of storage stability (filtration evaluation)) The filterability of the obtained colored composition immediately after preparation and after storage at 10 °C for 1 month was measured using the following measurement method. 30 g of the colored composition was passed through a filter (φ0.2 μm, manufactured by ADVANTEC, model number; 39115221) under a nitrogen pressure of (0.3 MPa), and the amount obtained by passing through the filter was measured. From the obtained measurement results, the ratio of (filterability after 1-month storage) / (filterability immediately after adjustment) was calculated and evaluated according to the following criteria. ◎: The filtration ratio is 0.99 or more 〇: The filtration ratio is 0.96 or more and less than 0.99 △: The filtration ratio is 0.93 or more and less than 0.96 ×: The filtration ratio is less than 0.93

[0309]

Table 4

[0310] The compounds in Table 4 were as follows. AB90: Acid Blue 90 (triarylmethane-based anionic dye)

[0311] (Production of photosensitive colored composition) (Example 43) (Production of blue photosensitive colored composition D-1) After uniformly stirring and mixing the mixture with the following composition, it was filtered through a filter with a pore size of 1.0 μm to obtain a colored curable composition (D-1). Blue colored composition (PB-1) 33.0 parts Colored composition (C-1) 17.0 parts Binder resin 1 3.60 parts Epoxy compound (Daisel's "EHPE-3150") 0.16 part Photopolymerizable compound (“Aronix M402” manufactured by Toagosei Co., Ltd.) 1.16 parts Photopolymerizable compound (“Aronix M350” manufactured by Toagosei Co., Ltd.) 1.45 parts Photopolymerization initiator (“NCI-831” manufactured by ADEKA Corporation) 0.05 part Photopolymerization initiator (“OXE-04” manufactured by BASF SE) 0.05 part Photopolymerization initiator (“SPI-02” manufactured by Samyang Corporation) 0.05 part Photopolymerization initiator (photopolymerization initiator represented by the following formula (9)) 0.30 part Sensitizer (“KAYACURE DETX-S” manufactured by Nippon Kayaku Co., Ltd.) 0.05 part Thiol compound (pentaerythritol tetrakis(thiopropionate)) 0.20 part Leveling agent (“BYK-330” manufactured by BYK-Chemie GmbH) 0.025 part Leveling agent (DOWSIL FZ-2122 (manufactured by The Dow Chemical Company and Toray Industries, Inc.) 1% PGMAc solution) 0.025 part UV absorber (“Tinuvin 326” manufactured by BASF SE) 0.04 part Propylene glycol monomethyl ether acetate 22.84 parts Ethyl 3-ethoxypropionate 10.00 parts Propylene glycol monomethyl ether 10.00 parts

[0312] Formula (9)

Chemical formula

[0313] (Examples 44 to 84, Comparative Examples 4 to 6) (Production of photosensitive coloring compositions D-2 to 45) The coloring composition was changed to the content shown in Table 5, and photosensitive coloring compositions (D-2 to 45) were prepared in the same manner as the photosensitive coloring composition (D-1), except that the blending ratio of the blue coloring composition (PB-1) and the coloring composition (C) was adjusted so that the chromaticity x = 0.139 and y = 0.093.

[0314] (Example 85) (Production of Red Photosensitive Coloring Composition D-46) After uniformly stirring and mixing the mixture of the following composition, it was filtered through a filter with a pore size of 1.0 μm to obtain a colored curable composition (D-46). Red coloring composition (PR-1) 40.0 parts Coloring composition (C-1) 10.0 parts Binder resin 1 3.60 parts Epoxy compound ("EHPE-3150" manufactured by Daicel) 0.16 part Photopolymerizable compound ("Aronix M402" manufactured by Toagosei Co., Ltd.) 1.16 parts Photopolymerizable compound ("Aronix M350" manufactured by Toagosei Co., Ltd.) 1.45 parts Photoinitiator ("NCI-831" manufactured by ADEKA) 0.05 part Photoinitiator ("OXE-04" manufactured by BASF) 0.05 part Photoinitiator ("SPI-02" manufactured by Samyang) 0.05 part Photoinitiator (photoinitiator represented by the above formula (9)) 0.30 part Sensitizer ("KAYACURE DETX-S" manufactured by Nippon Kayaku Co., Ltd.) 0.05 part Thiol compound (pentaerythritol tetrakis(thiopropionate)) 0.20 part Leveling agent ("BYK-330" manufactured by BYK-Chemie) 0.025 part Leveling agent (DOWSIL FZ-2122 (manufactured by Dow Corning Toray Co., Ltd.) 1% PGMAc solution) 0.025 part UV absorber ("Tinuvin 326" manufactured by BASF) 0.04 part Propylene glycol monomethyl ether acetate 22.84 parts Ethyl 3-ethoxypropionate 10.00 parts Propylene glycol monomethyl ether 10.00 parts

[0315] (Examples 86 to 126, Comparative Examples 7 to 9) (Production of Photosensitive Coloring Compositions D-47 to 90) The coloring composition was changed to the content shown in Table 6, and photosensitive coloring compositions (D-47 to 90) were prepared in the same manner as photosensitive coloring composition (D-2), except that the mixing ratio of the red coloring composition (PR-1) and the coloring composition (C) was adjusted so that the chromaticity x = 0.650 and y = 0.330.

[0316] <Evaluation of Photosensitive Coloring Composition> Regarding the obtained photosensitive coloring compositions (D-1 to 90), tests on CR, heat resistance, and storage stability were conducted by the following methods. The results are shown in Table 5. Note that ⊙ represents a very good level, ○ represents a good level, △ represents a practical level, and × represents a level not suitable for practical use.

[0317] (CR Evaluation of Coating Film) The obtained photosensitive coloring composition was applied onto a glass substrate of 100 mm × 100 mm and 1.1 mm thickness using a spin coater, exposed to ultraviolet rays at an exposure amount of 50 mJ / cm 2 and then spray-developed with a 0.2 mass% aqueous sodium carbonate solution at 23°C for 30 seconds, and baked in an oven at 230°C for 30 minutes. Three coated substrates of the coloring curable composition were prepared so that the film thickness of the heat-treated coating film was measured to be around 1.5 μm using a surface profiler "Dektak8 (manufactured by Veeco). The film thickness and contrast ratio of each substrate were measured, and the contrast at a film thickness of 1.5 μm was obtained from the three-point data by the linear correlation method. The judgment criteria are as follows. ⊙: CR ≧ 17000 or more 〇: CR = 15000 or more and less than 17000 △: CR = 12000 or more and less than 15000 ×: CR < 12000

[0318] (Heat Resistance Evaluation of Coating Film) The obtained photosensitive coloring composition was applied onto a glass substrate of 100 mm × 100 mm and 1.1 mm thickness using a spin coater, exposed to ultraviolet rays at an exposure amount of 50 mJ / cm 2After exposure with ultraviolet light at the exposure amount of , spray development was carried out for 30 seconds with an aqueous sodium carbonate solution of 0.2 mass% at 23°C, and baking was carried out at 230°C for 30 minutes in an oven. A coated substrate of the colored curable composition was prepared so that the film thickness of the heat-treated coating film was measured using a surface profiler "Dektak8 (manufactured by Veeco)" and was about 2.0 μm. The chromaticity ([L*(1), a*(1), b*(1)]) of the obtained coating film under a C light source was measured using a microspectrophotometer ("OSP-SP100" manufactured by Olympus Optical Co., Ltd.). Furthermore, thereafter, as a heat resistance test, heating was carried out at 230°C for 1 hour, the chromaticity ([L*(2), a*(2), b*(2)]) under a C light source was measured, and the color difference ΔEab* was obtained by the following calculation formula and evaluated according to the following evaluation criteria. ΔEab* = √((L*(2)- L*(1)) 2 + (a*(2)- a*(1)) 2 +( b*(2)- b*(1)) 2 ) ◎: ΔEab* is less than 1.0 〇: ΔEab* is 1.0 or more and less than 1.5 △: ΔEab* is 1.5 or more and less than 3.0 ×: ΔEab* is 3.0 or more

[0319] (Evaluation of storage stability (filtration evaluation)) The filterability of the obtained photosensitive colored composition immediately after preparation and after storage at 10°C for 1 month was measured using the following measurement method. 30 g of the photosensitive colored composition was passed through a filter (φ0.2 μm, manufactured by ADVANTEC, model number; 39115221) under a nitrogen pressure (0.3 MPa), and the amount obtained through the filter was measured. From the obtained measurement results, the ratio of (filterability after 1-month storage) / (filterability immediately after adjustment) was calculated and evaluated according to the following evaluation criteria. ◎: The filtration ratio is 0.99 or more 〇: The filtration ratio is 0.96 or more and less than 0.99 △: The filtration ratio is 0.93 or more and less than 0.96 ×: The filtration ratio is less than 0.93

[0320]

Table 5

Table 6

[0321] From the results of Table 4, Table 5, and Table 6, the coloring composition of the present invention is excellent in CR and heat resistance, does not generate precipitation foreign matters even during long-term storage, and is also excellent in storage stability.

[0322] <Manufacture of Color Filter>

[0323] (Preparation of Green Photosensitive Coloring Composition (CG-1)) After stirring and mixing the mixture with the following composition until uniform, it was dispersed for 5 hours in an Eiger mill (Mini Model M-250 MKII manufactured by Eiger Japan Co., Ltd.) using zirconia beads with a diameter of 0.5 mm, and then filtered through a 5.0 μm filter to prepare a green coloring composition (PG-1). Green pigment (C.I. Pigment Green 58) 15.0 parts Basic resin type dispersant 1 3.0 parts Acidic resin type dispersant 1 7.0 parts Propylene glycol monomethyl ether acetate 75.0 parts

[0324] After stirring and mixing the mixture with the following composition until uniform, it was filtered through a 1.0 μm filter to prepare a green photosensitive coloring composition (CG-1). Green coloring composition (PG-1) 40.0 parts Binder resin 1 13.6 parts Epoxy compound (EHPE-3150 manufactured by Daicel) 0.16 part Photopolymerizable compound (Aronix M402 manufactured by Toagosei Co., Ltd.) 1.16 parts Photopolymerizable compound (Aronix M350 manufactured by Toagosei Co., Ltd.) 1.45 parts Photopolymerization initiator (NCI-831 manufactured by ADEKA) 0.05 part Photopolymerization initiator (OXE-04 manufactured by BASF) 0.05 part Photoinitiator ("SPI-02" manufactured by Samyang Corporation) 0.05 part Photoinitiator (photoinitiator represented by the above formula (9)) 0.30 part Sensitizer ("KAYACURE DETX-S" manufactured by Nippon Kayaku Co., Ltd.) 0.05 part Thiol compound (pentaerythritol tetrakis(thiopropionate)) 0.20 part Leveling agent ("BYK-330" manufactured by BYK-Chemie GmbH) 0.025 part Leveling agent (1% PGMAc solution of DOWSIL FZ-2122 (manufactured by Dow Corning Toray Co., Ltd.) 0.025 part UV absorber ("Tinuvin 326" manufactured by BASF SE) 0.04 part Propylene glycol monomethyl ether acetate 22.84 parts Ethyl 3-ethoxypropionate 10.00 parts Propylene glycol monomethyl ether 10.00 parts

[0325] (Fabrication of Color Filter (CF-1)) The red photosensitive coloring composition (D-46) was spin-coated onto a glass substrate on which a black matrix had been previously formed, and then dried in a clean oven at 70 °C for 20 minutes. Next, after cooling this substrate to room temperature, ultraviolet rays were irradiated through a photomask using an ultrahigh-pressure mercury lamp. Then, this substrate was spray-developed with a 0.2 mass% aqueous sodium carbonate solution at 23 °C for 30 seconds, washed with ion-exchanged water, and dried. Furthermore, heat treatment was performed in a clean oven at 230 °C for 30 minutes to form a stripe-shaped colored pixel layer on the substrate. A green photosensitive coloring composition (CG-1) was used to form a green colored pixel layer in the same manner as the red colored pixel layer. Furthermore, in the same manner, a blue photosensitive coloring composition (D-1) was used to form a blue colored pixel layer, and a color filter (CF-1) having red, green, and blue pixels was obtained. The formed film thickness of each colored pixel layer was 2.0 μm. The obtained color filter had satisfactory performance.

[0326] By using the colorant composition for color filters of the present invention, the contrast ratio and heat resistance of the color filters were improved, and it could be suitably used.

Explanation of Signs

[0327] 10 Liquid crystal display device 11 Transparent substrate 12 TFT array 13 Transparent electrode layer 14 Alignment layer 15 Polarizing plate 21 Transparent substrate 22 Color filter 23 Transparent electrode layer 24 Alignment layer 25 Polarizing plate 30 Backlight unit 31 White LED light source LC Liquid crystal

Claims

1. A color filter coloring composition containing a colorant, a binder resin, and an organic solvent, wherein the colorant contains a salt-forming compound having a structural unit represented by the following general formula (1) and a structural unit represented by the following general formula (2) in one molecule. General formula (1) 【Chemical 1】 [In general formula (1), R １ represents a hydrogen atom or an alkyl group which may have a substituent. R ２ to R ４ each independently represent a hydrogen atom, an alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, and two of R ２ to R ４ may be bonded to each other to form a ring. Q １ represents an alkylene group, an arylene group, -CONH-R ５ -, or -COO-R ５ -, and R ５ represents an alkylene group. Y － represents a xanthene-based anionic dye. ] General formula (2) 【Chemical 2】 In general formula (2), R １ represents a hydrogen atom or an alkyl group which may have a substituent. R ２ to R ４ each independently represent a hydrogen atom, an alkyl group which may have a substituent, an alkenyl group which may have a substituent or an aryl group which may have a substituent, and two of R ２ to R ４ may be bonded to each other to form a ring. Q １ represents an alkylene group, an arylene group, -CONH-R ５ - or -COO-R ５ -, and R ５ represents an alkylene group. Z － represents an anionic dye having a maximum absorption wavelength longer than that of Y- and not containing a heavy metal element.]

2. Y in the general formula (1) － and Z in the general formula (2) － The color filter coloring composition according to claim 1, wherein the maximum absorption wavelength difference between them is 20 to 70 nm.

3. Z in general formula (2) － The color filter coloring composition according to claim 1, wherein Z contains at least one selected from the group consisting of disazo-based anionic dyes and triarylmethane-based anionic dyes.

4. Y in the salt-forming compound － and Z － The molar ratio of (Z － / Y － ) is 0.1 to 0.

8. The colorant composition for a color filter according to claim 1.

5. The color filter coloring composition according to claim 1, wherein the salt-forming compound has an AB block copolymer structure composed of an A block having a structural unit represented by general formula (1) and a structural unit represented by general formula (2), and a B block not containing a structural unit represented by general formula (1) and a structural unit represented by general formula (2).

6. The color filter coloring composition according to claim 1, wherein the salt-forming compound has a structural unit containing at least one thermally crosslinkable group selected from the group consisting of a hydroxyl group, a carboxyl group, an oxetane group, a t-butyl group, an acryloyl group, a methacryloyl group, and a blocked isocyanate group.

7. The color filter coloring composition according to claim 1, further comprising a photopolymerizable monomer and / or a photopolymerization initiator.

8. A color filter comprising a filter segment formed from the color filter coloring composition according to any one of claims 1 to 7 on a substrate.

9. A solid-state imaging device having the color filter according to claim 8.

10. An image display device having the color filter according to claim 8.

Images